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Kent Island Waterfront Living! Spectacular sunsets, breathtaking water views, and an exceptional location on Thompson Creek. Conveniently located just minutes from the Chesapeake Bay Bridge, Kent Island Medical Center and an abundance of fabulous waterfront restaurants, shopping and scenic parks. Discover your own peaceful waterfront retreat in Creekside Commons, where tranquility, privacy, and spectacular year-round water views take center stage. Perfectly positioned at the end of a quiet cul-de-sac, this desirable end-unit residence arguably offers one of the finest locations and floor plans in the entire community. Relax on your expansive waterfront deck and take in unforgettable sunsets over Thompson Creek or unwind on the charming wraparound front porch. With unobstructed water views instead of neighboring homes, this exceptional setting offers a wonderful sense of openness and serenity. The entire main level features beautiful recently finished 31/4-inch solid maple plank hardwood flooring, adding warmth and timeless elegance throughout. The kitchen is outfitted with contemporary white cabinetry, complete suite of brand-new Frigidaire Gallery stainless steel appliances, Quartz countertops, tile backsplash, a large box bay window including a counter-depth French-four door refrigerator. Upstairs you��ll find 2 almost 20' long bedrooms each with a spacious walk-in closet, another additional storage closet both en-suite with private bathrooms. Just about everything is new including plumbing fixtures, upstairs patterned carpet, paint, countertops and waterside bathroom vanity and LVT Flooring. Enjoy all the benefits of this beautiful waterfront setting with a remarkably affordable condominium homeowners association fee of just $175 per month. Why settle for views of neighboring homes when you can enjoy sweeping, unobstructed waterfront vistas and spectacular sunsets all year long. Owner is Agent.

2 Beds ⋅ 3 Baths

Kent Island Waterfront Living! Spectacular sunsets, breathtaking water views, and an exceptional location on Thompson Creek. Conveniently located just minutes from the Chesapeake Bay Bridge, Kent Island Medical Center and an abundance of fabulous waterfront restaurants, shopping and scenic parks. Discover your own peaceful waterfront retreat in Creekside Commons, where tranquility, privacy, and spectacular year-round water views take center stage. Perfectly positioned at the end of a quiet cul-de-sac, this desirable end-unit residence arguably offers one of the finest locations and floor plans in the entire community. Relax on your expansive waterfront deck and take in unforgettable sunsets over Thompson Creek or unwind on the charming wraparound front porch. With unobstructed water views instead of neighboring homes, this exceptional setting offers a wonderful sense of openness and serenity. The entire main level features beautiful recently finished 31/4-inch solid maple plank hardwood flooring, adding warmth and timeless elegance throughout. The kitchen is outfitted with contemporary white cabinetry, complete suite of brand-new Frigidaire Gallery stainless steel appliances, Quartz countertops, tile backsplash, a large box bay window including a counter-depth French-four door refrigerator. Upstairs you��ll find 2 almost 20' long bedrooms each with a spacious walk-in closet, another additional storage closet both en-suite with private bathrooms. Just about everything is new including plumbing fixtures, upstairs patterned carpet, paint, countertops and waterside bathroom vanity and LVT Flooring. Enjoy all the benefits of this beautiful waterfront setting with a remarkably affordable condominium homeowners association fee of just $175 per month. Why settle for views of neighboring homes when you can enjoy sweeping, unobstructed waterfront vistas and spectacular sunsets all year long. Owner is Agent.

350 Creekside Commons Ct, Stevensville

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$599,990

Welcome to the Magothy, a beautifully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. This home blends modern comfort with functional living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting setting for everyday living and entertaining. The owner’s suite includes a private sitting room and large walk-in closets, offering a spacious and relaxing retreat. The kitchen is designed for both style and convenience, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Laminate flooring flows throughout the home, with tile flooring in both full baths. The owner’s bath is thoughtfully designed with a walk-in shower featuring a seat and handheld shower wand, double sinks, and quartz countertops for added comfort and functionality. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

2 Beds ⋅ 3 Baths

Welcome to the Magothy, a beautifully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. This home blends modern comfort with functional living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting setting for everyday living and entertaining. The owner’s suite includes a private sitting room and large walk-in closets, offering a spacious and relaxing retreat. The kitchen is designed for both style and convenience, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Laminate flooring flows throughout the home, with tile flooring in both full baths. The owner’s bath is thoughtfully designed with a walk-in shower featuring a seat and handheld shower wand, double sinks, and quartz countertops for added comfort and functionality. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

148 Flagstaff Way Unit 2312, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

$1,800,000

A RARE OPPORTUNITY TO OWN OVER 17 SPRAWLING ACRES ON KENT ISLAND! Discover the beauty, privacy, and endless possibilities of this extraordinary estate nestled in the picturesque countryside of Stevensville. Surrounded by nature, abundant wildlife, and beautiful water views, this stately Georgian Colonial offers over 4,100 square feet of living space, including a spacious great room, generous living areas, a beautiful sunroom, an impressive office surrounded with built-ins, and a first-floor guest suite. Imagine starting your mornings with a cup of coffee in the sunroom, watching the sunrise over the water as herons glide across the shoreline and nature comes to life right outside your windows. It's the kind of peaceful setting that makes every day feel like a getaway! Situated on 17+ acres of scenic countryside, this remarkable property offers a horse barn, expansive grounds, and plenty of room to roam. Whether you're an equestrian enthusiast, nature lover, or simply seeking the peace and privacy of country estate living, this one-of-a-kind setting offers something truly special. Enjoy picturesque views of two tidal lakes and a canal leading to Eastern Bay, complete with your own private pier for launching kayaks, canoes, jet skis, and small boats. Outdoor living and entertaining are equally impressive! Relax by the in-ground swimming pool, eat crabs on the screened in porch, enjoy the expansive deck or gather with family and friends in the outdoor kitchen and entertainment area, featuring a built-in grill, wet bar, granite countertops, and two TVs—perfect for watching the big game while enjoying the beautiful surroundings. Extensive landscaping, multiple patios, and a picturesque view add to the charm and tranquility of this exceptional property. Offering a rare combination of acreage, equestrian amenities, waterfront recreation, and resort-style outdoor living, this sprawling estate is truly a special find on Kent Island. Enjoy the serenity of your own private retreat while remaining conveniently located near shopping, dining, marinas, and the Chesapeake Bay Bridge. An extraordinary property where peaceful mornings, unforgettable gatherings, and the beauty of nature become part of everyday life!

4 Beds ⋅ 4 Baths

A RARE OPPORTUNITY TO OWN OVER 17 SPRAWLING ACRES ON KENT ISLAND! Discover the beauty, privacy, and endless possibilities of this extraordinary estate nestled in the picturesque countryside of Stevensville. Surrounded by nature, abundant wildlife, and beautiful water views, this stately Georgian Colonial offers over 4,100 square feet of living space, including a spacious great room, generous living areas, a beautiful sunroom, an impressive office surrounded with built-ins, and a first-floor guest suite. Imagine starting your mornings with a cup of coffee in the sunroom, watching the sunrise over the water as herons glide across the shoreline and nature comes to life right outside your windows. It's the kind of peaceful setting that makes every day feel like a getaway! Situated on 17+ acres of scenic countryside, this remarkable property offers a horse barn, expansive grounds, and plenty of room to roam. Whether you're an equestrian enthusiast, nature lover, or simply seeking the peace and privacy of country estate living, this one-of-a-kind setting offers something truly special. Enjoy picturesque views of two tidal lakes and a canal leading to Eastern Bay, complete with your own private pier for launching kayaks, canoes, jet skis, and small boats. Outdoor living and entertaining are equally impressive! Relax by the in-ground swimming pool, eat crabs on the screened in porch, enjoy the expansive deck or gather with family and friends in the outdoor kitchen and entertainment area, featuring a built-in grill, wet bar, granite countertops, and two TVs—perfect for watching the big game while enjoying the beautiful surroundings. Extensive landscaping, multiple patios, and a picturesque view add to the charm and tranquility of this exceptional property. Offering a rare combination of acreage, equestrian amenities, waterfront recreation, and resort-style outdoor living, this sprawling estate is truly a special find on Kent Island. Enjoy the serenity of your own private retreat while remaining conveniently located near shopping, dining, marinas, and the Chesapeake Bay Bridge. An extraordinary property where peaceful mornings, unforgettable gatherings, and the beauty of nature become part of everyday life!

200 High Thicket Ln, Stevensville

Listing courtesy of Chaney Homes, LLC. Contact:

$675,000

Designed for effortless, low-maintenance living, this beautifully appointed three-bedroom, 2.5-bath condominium offers approximately 2,600 square feet of thoughtfully designed living space, combining comfort, elegance, and an exceptional collection of resort-style amenities. The open-concept living, dining, and kitchen areas create a welcoming flow, ideal for both everyday living and entertaining. Expansive windows fill the home with natural light, while the inviting walk-out porch provides a peaceful setting overlooking ponds on two sides, with seasonal glimpses of the Chester River. The spacious primary suite is privately situated on one side of the residence and features a generous sitting room, two walk-in closets, and a comfortable retreat-like atmosphere. On the opposite side of the condominium, two additional private bedrooms, each with a walk-in closet, share a full bath, offering an ideal layout for family and guests. The well-appointed kitchen features 42-inch cabinetry, beautiful white quartz countertops with subtle gray veining, and a timeless neutral palette that provides the perfect canvas for your personal style. Located within the highly desirable Four Seasons community, residents enjoy an exceptional lifestyle with an impressive array of amenities. Highlights include indoor and outdoor swimming pools, tennis courts, playgrounds, fire pits, a community pier, kayak park with launch, and water access. The community also offers a spectacular 22,000-square-foot clubhouse, fitness facilities, inviting gathering rooms within each building, and multiple spaces designed for entertaining and socializing, including bar areas with televisions. Whether enjoying the peaceful pond views from your porch, taking advantage of the outstanding community amenities, or simply appreciating the ease of condominium living, this residence offers a wonderful opportunity to enjoy comfort, convenience, and a resort-inspired lifestyle. Walking trails bot in the community and right outside of community. Close commute to the bay bridge, shopping, churches and doctors and much more....

3 Beds ⋅ 3 Baths

Designed for effortless, low-maintenance living, this beautifully appointed three-bedroom, 2.5-bath condominium offers approximately 2,600 square feet of thoughtfully designed living space, combining comfort, elegance, and an exceptional collection of resort-style amenities. The open-concept living, dining, and kitchen areas create a welcoming flow, ideal for both everyday living and entertaining. Expansive windows fill the home with natural light, while the inviting walk-out porch provides a peaceful setting overlooking ponds on two sides, with seasonal glimpses of the Chester River. The spacious primary suite is privately situated on one side of the residence and features a generous sitting room, two walk-in closets, and a comfortable retreat-like atmosphere. On the opposite side of the condominium, two additional private bedrooms, each with a walk-in closet, share a full bath, offering an ideal layout for family and guests. The well-appointed kitchen features 42-inch cabinetry, beautiful white quartz countertops with subtle gray veining, and a timeless neutral palette that provides the perfect canvas for your personal style. Located within the highly desirable Four Seasons community, residents enjoy an exceptional lifestyle with an impressive array of amenities. Highlights include indoor and outdoor swimming pools, tennis courts, playgrounds, fire pits, a community pier, kayak park with launch, and water access. The community also offers a spectacular 22,000-square-foot clubhouse, fitness facilities, inviting gathering rooms within each building, and multiple spaces designed for entertaining and socializing, including bar areas with televisions. Whether enjoying the peaceful pond views from your porch, taking advantage of the outstanding community amenities, or simply appreciating the ease of condominium living, this residence offers a wonderful opportunity to enjoy comfort, convenience, and a resort-inspired lifestyle. Walking trails bot in the community and right outside of community. Close commute to the bay bridge, shopping, churches and doctors and much more....

190 Harrier Way Unit 24, Chester

Listing courtesy of Coldwell Banker Realty. Contact:

$1,650,000

Set in a wonderfully private waterfront setting, this elegant traditional home combines timeless charm with impressive renovations and thoughtful modern updates. Offering five bedrooms, the home features a spacious first-floor primary suite with an updated bath and walk-in shower, along with a second-floor waterside bedroom suite. Beautiful hard wood floors flow throughout much of the home, complementing the generously sized rooms and creating an inviting atmosphere for both everyday living and entertainment. The fully renovated kitchen is a standout, featuring upscale appliances, a granite-topped center island, and a striking tile backsplash extending to the ceiling. Formal living and dining rooms, along with a classic library, offer elegant spaces for entertaining, relaxing, and working from home. At the heart of the home, an expansive addition featuring a family room and game room provides exceptional space for gatherings, celebrations, and relaxed waterfront living. Bamboo flooring and vaulted ceilings enhance the bright, open feel of this welcoming retreat. The waterfront setting is truly special, offering privacy, access to the bay, a completely replaced of dock, and a 10,000-pound boat lift. Water depth is approximately four to six feet at medium-low tide. Additional improvements include a painted brick exterior, and an architectural-shingle roof installed just three years ago. A detached, oversized two-car garage with a second floor provides abundant storage and exciting possibilities for a variety of uses. The swimming pool is being sold in as-is condition. Combining classic elegance, extensive living spaces, significant updates, and exceptional waterfront amenities, this distinctive property offers a wonderful opportunity to embrace the privacy and beauty of waterfront living.

5 Beds ⋅ 4 Baths

Set in a wonderfully private waterfront setting, this elegant traditional home combines timeless charm with impressive renovations and thoughtful modern updates. Offering five bedrooms, the home features a spacious first-floor primary suite with an updated bath and walk-in shower, along with a second-floor waterside bedroom suite. Beautiful hard wood floors flow throughout much of the home, complementing the generously sized rooms and creating an inviting atmosphere for both everyday living and entertainment. The fully renovated kitchen is a standout, featuring upscale appliances, a granite-topped center island, and a striking tile backsplash extending to the ceiling. Formal living and dining rooms, along with a classic library, offer elegant spaces for entertaining, relaxing, and working from home. At the heart of the home, an expansive addition featuring a family room and game room provides exceptional space for gatherings, celebrations, and relaxed waterfront living. Bamboo flooring and vaulted ceilings enhance the bright, open feel of this welcoming retreat. The waterfront setting is truly special, offering privacy, access to the bay, a completely replaced of dock, and a 10,000-pound boat lift. Water depth is approximately four to six feet at medium-low tide. Additional improvements include a painted brick exterior, and an architectural-shingle roof installed just three years ago. A detached, oversized two-car garage with a second floor provides abundant storage and exciting possibilities for a variety of uses. The swimming pool is being sold in as-is condition. Combining classic elegance, extensive living spaces, significant updates, and exceptional waterfront amenities, this distinctive property offers a wonderful opportunity to embrace the privacy and beauty of waterfront living.

312 Greenwood Point Rd, Grasonville

Listing courtesy of Coldwell Banker Realty. Contact:

$1,895,000

Exceptional Waterfront Living in Queenstown, tucked away minutes off Route 50. Discover the perfect blend of luxury, privacy, and waterfront living at 100 Bryans Channel Way. Situated on nearly 3 acres with almost 300 feet of water frontage, this remarkable property offers an extraordinary Eastern Shore lifestyle with no HOA and just minutes from Routes 50 and 301. A circular driveway welcomes you to the residence, featuring a cedar shake roof, attached two-car garage, detached 3-car garage and thoughtfully designed living spaces. At the heart of the home, a stunning new gourmet kitchen showcases a six-burner range, double ovens, two dishwashers, pot filler, custom spice cabinets, and an oversized island with abundant storage. A spacious pantry and adjoining secondary kitchen/butler's pantry offer an additional oven, sink, freezer, and stacked washer and dryer. Waterfront dining and living rooms capture beautiful views, while an additional sitting room off the kitchen provides a comfortable space to relax or gather. Upstairs, two bedrooms share a full bathroom, complemented by additional attic storage and unfinished space offering the potential for another bedroom with a spacious walk-in closet. Outside, your private waterfront retreat awaits. An expansive deck with gazebo overlooks the water, while a saltwater pool with waterfall and surrounding paver patio creates an idyllic setting for entertaining. Boating enthusiasts will appreciate the private pier featuring two boat lifts and a dedicated jet ski lift. Adding exceptional versatility is a detached 30' x 40' garage with approximately 1,200 square feet of additional conditioned storage space above, offering ample room for seasonal items, recreational equipment, and more. The grounds also feature apple, peach, and pear trees, a storage shed, and fencing along the sides of the property. With nearly 3 acres of waterfront privacy, extraordinary amenities, this distinctive property offers a rare opportunity to experience the best of Maryland's Eastern Shore, with convenient access to Annapolis, the Bay Bridge, and beyond. Located in the private waterfront community of Wye Harbor with NO HOA or covenants and only twenty eight homes. Welcome home!

3 Beds ⋅ 3 Baths

Exceptional Waterfront Living in Queenstown, tucked away minutes off Route 50. Discover the perfect blend of luxury, privacy, and waterfront living at 100 Bryans Channel Way. Situated on nearly 3 acres with almost 300 feet of water frontage, this remarkable property offers an extraordinary Eastern Shore lifestyle with no HOA and just minutes from Routes 50 and 301. A circular driveway welcomes you to the residence, featuring a cedar shake roof, attached two-car garage, detached 3-car garage and thoughtfully designed living spaces. At the heart of the home, a stunning new gourmet kitchen showcases a six-burner range, double ovens, two dishwashers, pot filler, custom spice cabinets, and an oversized island with abundant storage. A spacious pantry and adjoining secondary kitchen/butler's pantry offer an additional oven, sink, freezer, and stacked washer and dryer. Waterfront dining and living rooms capture beautiful views, while an additional sitting room off the kitchen provides a comfortable space to relax or gather. Upstairs, two bedrooms share a full bathroom, complemented by additional attic storage and unfinished space offering the potential for another bedroom with a spacious walk-in closet. Outside, your private waterfront retreat awaits. An expansive deck with gazebo overlooks the water, while a saltwater pool with waterfall and surrounding paver patio creates an idyllic setting for entertaining. Boating enthusiasts will appreciate the private pier featuring two boat lifts and a dedicated jet ski lift. Adding exceptional versatility is a detached 30' x 40' garage with approximately 1,200 square feet of additional conditioned storage space above, offering ample room for seasonal items, recreational equipment, and more. The grounds also feature apple, peach, and pear trees, a storage shed, and fencing along the sides of the property. With nearly 3 acres of waterfront privacy, extraordinary amenities, this distinctive property offers a rare opportunity to experience the best of Maryland's Eastern Shore, with convenient access to Annapolis, the Bay Bridge, and beyond. Located in the private waterfront community of Wye Harbor with NO HOA or covenants and only twenty eight homes. Welcome home!

100 Bryans Channel Way, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact:

$549,999

Enjoy the relaxed charm of Kent Island living at 216 Mainsail Drive in Stevensville! This inviting home offers comfortable one-level living with three bedrooms and two full bathrooms, including a primary bedroom with its own ensuite bath. A standout feature is the screened three-season room, an inviting spot to enjoy your morning coffee, unwind with a good book, or simply relax. Water views from the kitchen and a secondary bedroom add a special touch to the home's appeal. Recent improvements include a new roof and new windows, both completed in 2026. Inside, a gas fireplace adds warmth and character, while the fenced backyard, mature landscaping, and storage shed offer additional outdoor enjoyment and storage. The garage also features a ceiling-mounted retractable reel, an added convenience for hobbyists and DIY enthusiasts. Located in the Anchorage community, this property offers the opportunity to enjoy the Kent Island lifestyle, with community amenities and convenient access to local shopping, dining, and commuter routes. Come discover the possibilities and make this home your own!

3 Beds ⋅ 2 Baths

Enjoy the relaxed charm of Kent Island living at 216 Mainsail Drive in Stevensville! This inviting home offers comfortable one-level living with three bedrooms and two full bathrooms, including a primary bedroom with its own ensuite bath. A standout feature is the screened three-season room, an inviting spot to enjoy your morning coffee, unwind with a good book, or simply relax. Water views from the kitchen and a secondary bedroom add a special touch to the home's appeal. Recent improvements include a new roof and new windows, both completed in 2026. Inside, a gas fireplace adds warmth and character, while the fenced backyard, mature landscaping, and storage shed offer additional outdoor enjoyment and storage. The garage also features a ceiling-mounted retractable reel, an added convenience for hobbyists and DIY enthusiasts. Located in the Anchorage community, this property offers the opportunity to enjoy the Kent Island lifestyle, with community amenities and convenient access to local shopping, dining, and commuter routes. Come discover the possibilities and make this home your own!

216 Mainsail Dr, Stevensville

Listing courtesy of Patterson-Schwartz-Newark. Contact:

$1,100,000

Welcome to 112 Brick House Road, an exceptional waterfront sanctuary located in the coveted Romancoke community on Kent Island, Maryland. Designed around a "live small inside, live large outside" philosophy, this home highlights light-filled communal living spaces and an extraordinary exterior resort stack. Offering exceptional market versatility, this turn-key coastal property serves as an ideal full-time primary residence, an active second home getaway, or a solid investment property with strong potential rental income. The ultimate outdoor destination centers on a fenced, in-ground saltwater pool oriented toward sweeping water views, paired with a nearby hot tub positioned outside the pool enclosure for panoramic sunset vistas. An adjacent seventeen-by-eleven foot powered pool house features overhead storage and a custom four-kayak rack designed specifically for water sports gear, paddleboards, and kayaks. For active boaters, anglers, and water enthusiasts, the private fishing pier includes an upgraded powered boat lift capable of supporting vessels up to 8,000 pounds, perfect for endless crabbing, fishing, and boating directly from your backyard. Custom stone stairs step down to a small private sandy beach access area protected by a newly rebuilt sea wall and added riprap for enhanced shoreline integrity. Inside, the main level revolves around an open family room featuring a wood-burning stone fireplace and three sliding glass doors equipped with window tinting that anchor natural light and frame uninterrupted water panoramas. The updated kitchen boasts granite countertops, custom glass-panel cabinetry, and stainless steel appliances, including a five-burner gas stove, flowing smoothly into the adjacent dining space. An efficient service laundry corridor connects the kitchen directly to a multi-level composite side deck, creating a seamless indoor-outdoor transition for entertaining and outdoor dining. The main floor layout accommodates three flexible sleeping quarters and two full bathrooms, backed by modern infrastructure upgrades such as a recently installed water filtration system, new well tank, and hard-wired security cameras. Beyond the estate grounds, the unbeatable location sits just one-tenth of a mile from the Romancoke Pier and Kayak Launch while offering direct access to the paved, six-mile Kent Island South Trail. Golfers, pickleball players, and boaters will love being only 2.7 miles from Blue Heron Golf Course, 6.8 miles from Mowbray Park's ten lighted outdoor courts, and a short, scenic boat ride across the water to renowned waterfront dining in Kent Narrows and Saint Michaels. Whether enjoyed as a personal coastal oasis or leveraged for its income-generating potential, this property delivers a complete luxury lifestyle on the Eastern Shore.

3 Beds ⋅ 2 Baths

Welcome to 112 Brick House Road, an exceptional waterfront sanctuary located in the coveted Romancoke community on Kent Island, Maryland. Designed around a "live small inside, live large outside" philosophy, this home highlights light-filled communal living spaces and an extraordinary exterior resort stack. Offering exceptional market versatility, this turn-key coastal property serves as an ideal full-time primary residence, an active second home getaway, or a solid investment property with strong potential rental income. The ultimate outdoor destination centers on a fenced, in-ground saltwater pool oriented toward sweeping water views, paired with a nearby hot tub positioned outside the pool enclosure for panoramic sunset vistas. An adjacent seventeen-by-eleven foot powered pool house features overhead storage and a custom four-kayak rack designed specifically for water sports gear, paddleboards, and kayaks. For active boaters, anglers, and water enthusiasts, the private fishing pier includes an upgraded powered boat lift capable of supporting vessels up to 8,000 pounds, perfect for endless crabbing, fishing, and boating directly from your backyard. Custom stone stairs step down to a small private sandy beach access area protected by a newly rebuilt sea wall and added riprap for enhanced shoreline integrity. Inside, the main level revolves around an open family room featuring a wood-burning stone fireplace and three sliding glass doors equipped with window tinting that anchor natural light and frame uninterrupted water panoramas. The updated kitchen boasts granite countertops, custom glass-panel cabinetry, and stainless steel appliances, including a five-burner gas stove, flowing smoothly into the adjacent dining space. An efficient service laundry corridor connects the kitchen directly to a multi-level composite side deck, creating a seamless indoor-outdoor transition for entertaining and outdoor dining. The main floor layout accommodates three flexible sleeping quarters and two full bathrooms, backed by modern infrastructure upgrades such as a recently installed water filtration system, new well tank, and hard-wired security cameras. Beyond the estate grounds, the unbeatable location sits just one-tenth of a mile from the Romancoke Pier and Kayak Launch while offering direct access to the paved, six-mile Kent Island South Trail. Golfers, pickleball players, and boaters will love being only 2.7 miles from Blue Heron Golf Course, 6.8 miles from Mowbray Park's ten lighted outdoor courts, and a short, scenic boat ride across the water to renowned waterfront dining in Kent Narrows and Saint Michaels. Whether enjoyed as a personal coastal oasis or leveraged for its income-generating potential, this property delivers a complete luxury lifestyle on the Eastern Shore.

112 Brick House Rd, Stevensville

Listing courtesy of Cummings & Co Realtors. Contact:

$674,900

Beautifully appointed Modern Farmhouse! Massive kitchen with quartz countertops, farm-style sink, stainless appliances, huge island with plenty of seating as well as additional dining space. Open Family Room, Dining Area, and Kitchen layout. Separate living space on the 2nd floor for a more private hang out area or home office. Powder room is tucked away from the main living area on the first floor for privacy as is the separate laundry room. LVP flooring runs throughout the entire first floor. Master suite has broad waterviews of Prices Creek and even the Chesapeake Bay. Sit on the back porch, enjoy your coffee, and enjoy the transquility. Some of the best sunsets you'll ever see can be had from a short walk from your front door. Or walk down to the water's edge and cast your line into the bay as the sun sets. Time to pick colors, customize finishes, and put your own touches on this new home! Photos may show options.

4 Beds ⋅ 3 Baths

Beautifully appointed Modern Farmhouse! Massive kitchen with quartz countertops, farm-style sink, stainless appliances, huge island with plenty of seating as well as additional dining space. Open Family Room, Dining Area, and Kitchen layout. Separate living space on the 2nd floor for a more private hang out area or home office. Powder room is tucked away from the main living area on the first floor for privacy as is the separate laundry room. LVP flooring runs throughout the entire first floor. Master suite has broad waterviews of Prices Creek and even the Chesapeake Bay. Sit on the back porch, enjoy your coffee, and enjoy the transquility. Some of the best sunsets you'll ever see can be had from a short walk from your front door. Or walk down to the water's edge and cast your line into the bay as the sun sets. Time to pick colors, customize finishes, and put your own touches on this new home! Photos may show options.

Oregon Road, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

$2,795,000

Experience exceptional waterfront living on the Wye River in the prestigious Belle Point Farm community. Situated on 2.44 beautifully landscaped acres with approximately 240 feet of waterfrontage, this stunning European-inspired property offers over 6,300 square feet of elegant living space, a private deep-water pier, swimming pool, and a separate 1,300-square-foot carriage house. Designed for both grand entertaining and everyday comfort, the main residence features four spacious bedrooms, four full and two half bathrooms, and an inviting open floor plan with sweeping water views. The gourmet kitchen boasts a generous center island, gas range, double ovens, and ample space for gathering, flowing seamlessly into the family room with a propane fireplace. Refined architectural details, including crown molding and recessed lighting, complement the home’s timeless design. The waterfront primary suite offers a private retreat with a spacious bath and walk-in closet. Outdoor living is equally impressive, with an expansive wraparound deck, multiple balconies, a patio, and a private pool overlooking the picturesque grounds. Boating enthusiasts will appreciate the deep-water pier and direct access to the Wye River, offering endless opportunities to explore the Chesapeake Bay and its surrounding waterways. The separate carriage house provides a second floor apartment/artist studio with an elevator providing exceptional flexibility for guests, recreation, or additional living space with full bath . An attached garage, circular driveway, and backup propane generator add convenience and peace of mind. Offering privacy, expansive waterfront views, and an extraordinary collection of amenities, 215 Alynn Way presents a rare opportunity to enjoy the very best of Maryland’s Eastern Shore waterfront lifestyle.

4 Beds ⋅ 6 Baths

Experience exceptional waterfront living on the Wye River in the prestigious Belle Point Farm community. Situated on 2.44 beautifully landscaped acres with approximately 240 feet of waterfrontage, this stunning European-inspired property offers over 6,300 square feet of elegant living space, a private deep-water pier, swimming pool, and a separate 1,300-square-foot carriage house. Designed for both grand entertaining and everyday comfort, the main residence features four spacious bedrooms, four full and two half bathrooms, and an inviting open floor plan with sweeping water views. The gourmet kitchen boasts a generous center island, gas range, double ovens, and ample space for gathering, flowing seamlessly into the family room with a propane fireplace. Refined architectural details, including crown molding and recessed lighting, complement the home’s timeless design. The waterfront primary suite offers a private retreat with a spacious bath and walk-in closet. Outdoor living is equally impressive, with an expansive wraparound deck, multiple balconies, a patio, and a private pool overlooking the picturesque grounds. Boating enthusiasts will appreciate the deep-water pier and direct access to the Wye River, offering endless opportunities to explore the Chesapeake Bay and its surrounding waterways. The separate carriage house provides a second floor apartment/artist studio with an elevator providing exceptional flexibility for guests, recreation, or additional living space with full bath . An attached garage, circular driveway, and backup propane generator add convenience and peace of mind. Offering privacy, expansive waterfront views, and an extraordinary collection of amenities, 215 Alynn Way presents a rare opportunity to enjoy the very best of Maryland’s Eastern Shore waterfront lifestyle.

215 Alynn Way, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact:

$699,000

Nestled in the serene Harbor View subdivision, this Colonial-style home offers a perfect blend of luxury and comfort. The interior features elegant bamboo and ceramic tile flooring, enhancing the warm ambiance throughout. The gourmet kitchen is equipped with stainless steel appliances, including a dishwasher, electric oven/range, and refrigerator, making culinary adventures a delight. A charming wood-burning stove adds a touch of warmth to the living space, creating an inviting atmosphere for relaxation. Set on a generous 1.14-acre lot in a peaceful cul-de-sac, the landscaped grounds provide a tranquil retreat. Enjoy stunning water views of Cox Creek, just a short stroll away, where you can indulge in boating and fishing activities. The property includes a private dock with multiple slips, perfect for water enthusiasts. Additional features include an attached garage, off-street parking, and a spacious deck that invites outdoor living. This home is not just a residence; it's a lifestyle, offering the perfect balance of luxury, nature, and community. Experience the exclusive charm of waterfront living in this property.

3 Beds ⋅ 3 Baths

Nestled in the serene Harbor View subdivision, this Colonial-style home offers a perfect blend of luxury and comfort. The interior features elegant bamboo and ceramic tile flooring, enhancing the warm ambiance throughout. The gourmet kitchen is equipped with stainless steel appliances, including a dishwasher, electric oven/range, and refrigerator, making culinary adventures a delight. A charming wood-burning stove adds a touch of warmth to the living space, creating an inviting atmosphere for relaxation. Set on a generous 1.14-acre lot in a peaceful cul-de-sac, the landscaped grounds provide a tranquil retreat. Enjoy stunning water views of Cox Creek, just a short stroll away, where you can indulge in boating and fishing activities. The property includes a private dock with multiple slips, perfect for water enthusiasts. Additional features include an attached garage, off-street parking, and a spacious deck that invites outdoor living. This home is not just a residence; it's a lifestyle, offering the perfect balance of luxury, nature, and community. Experience the exclusive charm of waterfront living in this property.

2703 Sherman Dr, Chester

Listing courtesy of Rosendale Realty. Contact:

$389,000

Shore living doesn’t get much better than this! Wake up in this waterfront community perfectly tucked along the Chester River in the vibrant community of Queens Landing. Enjoy the easy, breezy coastal lifestyle with open living spaces, a sunlit kitchen, and a spacious primary suite with a private balcony and cozy fireplace. Private balcony offers the perfect spot for your morning coffee or evening cocktails—all with peaceful pond views you’ll never get tired of and two patios for your own private peaceful time outdoors. This two bedroom two bath end unit has been fully updated with a beautiful kitchen. Located just minutes from Route 50, this home is a commuter’s dream while still feeling like a vacation every day. Plus, you’ll have access to incredible amenities like a waterfront pool, marina, clubhouse, fitness center, walking trails, and tennis and pickleball courts—all part of the Queens Landing lifestyle. Easy walkable access to the Cross Island Trail that offers beautiful scenic views. Start living the Shore life you’ve always dreamed of—endless opportunities for boating, fishing, kayaking and crabbing. It's a perfect blend of small town charm, outdoor living, waterfront restaurants, marinas and easy access to Route 50 for a quick trip to Annapolis or DC or the beach! 100% Financing Options For Qualified Buyers!

2 Beds ⋅ 2 Baths

Shore living doesn’t get much better than this! Wake up in this waterfront community perfectly tucked along the Chester River in the vibrant community of Queens Landing. Enjoy the easy, breezy coastal lifestyle with open living spaces, a sunlit kitchen, and a spacious primary suite with a private balcony and cozy fireplace. Private balcony offers the perfect spot for your morning coffee or evening cocktails—all with peaceful pond views you’ll never get tired of and two patios for your own private peaceful time outdoors. This two bedroom two bath end unit has been fully updated with a beautiful kitchen. Located just minutes from Route 50, this home is a commuter’s dream while still feeling like a vacation every day. Plus, you’ll have access to incredible amenities like a waterfront pool, marina, clubhouse, fitness center, walking trails, and tennis and pickleball courts—all part of the Queens Landing lifestyle. Easy walkable access to the Cross Island Trail that offers beautiful scenic views. Start living the Shore life you’ve always dreamed of—endless opportunities for boating, fishing, kayaking and crabbing. It's a perfect blend of small town charm, outdoor living, waterfront restaurants, marinas and easy access to Route 50 for a quick trip to Annapolis or DC or the beach! 100% Financing Options For Qualified Buyers!

1 Queen Victoria Ct, Chester

Listing courtesy of Douglas Realty LLC. Contact:

$1,825,000

Set on more than three acres, this distinctive waterfront residence offers over 3,400 square feet of living space, sweeping water views and beautiful sunrises. From the moment you enter, the view draws you through the home to the spacious family room, where a soaring cathedral ceiling and dramatic Palladian window frame the water like a work of art. Beautiful random-width white oak hardwood floors, crown molding and thoughtful architectural details add warmth and character throughout. The bright gourmet kitchen is designed for both everyday living and entertaining, with two ovens, stainless steel appliances, quartz countertops, abundant cabinetry and workspace, a pantry, and generous table space. Nearby, the separate dining room is accented by a gorgeous crystal chandelier, creating an elegant setting for holiday dinners and larger gatherings. The main-level primary suite is a private retreat overlooking the water, complete with an expansive dressing room and luxurious bath featuring a walk-in shower, soaking tub, heated floors and rich cabinetry. Bedroom four offers its own private ensuite bath, captivating views and direct access to a waterside deck—an ideal retreat for family or overnight guests. Outdoor living is equally appealing, with an in-ground swimming pool, patio, waterside deck and private pier providing numerous ways to enjoy the setting. Significant improvements include two HVAC systems installed in 2016, a new roof in 2018, a new septic system in 2021, and a new well in 2023. With more than three acres of privacy, generous gathering spaces inside and out, and the water as its backdrop, this remarkable property captures the essence of Eastern Shore waterfront living.

4 Beds ⋅ 4 Baths

Set on more than three acres, this distinctive waterfront residence offers over 3,400 square feet of living space, sweeping water views and beautiful sunrises. From the moment you enter, the view draws you through the home to the spacious family room, where a soaring cathedral ceiling and dramatic Palladian window frame the water like a work of art. Beautiful random-width white oak hardwood floors, crown molding and thoughtful architectural details add warmth and character throughout. The bright gourmet kitchen is designed for both everyday living and entertaining, with two ovens, stainless steel appliances, quartz countertops, abundant cabinetry and workspace, a pantry, and generous table space. Nearby, the separate dining room is accented by a gorgeous crystal chandelier, creating an elegant setting for holiday dinners and larger gatherings. The main-level primary suite is a private retreat overlooking the water, complete with an expansive dressing room and luxurious bath featuring a walk-in shower, soaking tub, heated floors and rich cabinetry. Bedroom four offers its own private ensuite bath, captivating views and direct access to a waterside deck—an ideal retreat for family or overnight guests. Outdoor living is equally appealing, with an in-ground swimming pool, patio, waterside deck and private pier providing numerous ways to enjoy the setting. Significant improvements include two HVAC systems installed in 2016, a new roof in 2018, a new septic system in 2021, and a new well in 2023. With more than three acres of privacy, generous gathering spaces inside and out, and the water as its backdrop, this remarkable property captures the essence of Eastern Shore waterfront living.

104 Mariners Cir, Stevensville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$1,495,000

Some homes are simply places to live. This is a lifestyle. Welcome to 228 Prospect Bay Dr W, an exceptionally maintained and thoughtfully updated home where beautiful water views, resort-style outdoor living, and the coveted Prospect Bay community come together in one unforgettable property. From the moment you arrive, the setting makes an impression. Mature landscaping, a gracious exterior and glimpses of the water create a sense of arrival that feels distinctly Eastern Shore. Step inside and you’ll quickly see that this home has been meticulously cared for and intentionally improved, blending timeless coastal character with sophisticated, modern updates. Hardwood floors extend throughout both levels, while custom trim work, designer wall treatments, updated lighting and carefully selected finishes give each space its own personality. The beautifully updated kitchen is designed for both everyday living and entertaining, featuring new countertops and backsplash, an enhanced island with additional storage, pull-out cabinetry and under-cabinet lighting. Just beyond, the sunroom provides a light-filled retreat overlooking the pool and outdoor living spaces. Formal living and dining areas offer an elevated place to gather, while the family room centers around a striking shiplap accent wall, electric fireplace and quartz hearth. Upstairs, the primary suite feels like a private escape, complete with water views, a masonry fireplace, expanded custom closet and beautifully remodeled spa-like bath with a tiled shower, marble seat, soaking tub and dual vanities. Three additional bedrooms and a well-appointed guest bath provide plenty of room for family and guests, while the bonus space over the garage offers flexibility for an office, studio, additional sleeping space or storage. Outside is where the Prospect Bay lifestyle truly comes alive. The backyard has been transformed into a private resort with a large inground pool, extensive hardscaping, Trex decking, hot tub, pergola and lush landscaping, all surrounded by mature trees for privacy. Steps from the pool, the charming separate guest house creates an incredible space for extended stays, offering its own bedroom, full bath, kitchenette and living area. And while the beauty of this home is immediately apparent, what sets it apart is the level of care behind the scenes. Major improvements include a new roof and gutters in 2024, three high-efficiency heat pumps in 2023, an encapsulated crawlspace in 2023, generator hookup, upgraded electrical service, repaved driveway, updated garage, new washer and dryer in 2026, fresh paint and new landscaping in 2026, along with extensive improvements throughout the kitchen, bathrooms, lighting, flooring, trim and outdoor spaces. All of this is set within Prospect Bay, one of the Eastern Shore’s most sought-after golf course communities, where residents enjoy an 18-hole golf course, clubhouse with restaurant and bar, driving range, tennis and pickleball, community pool, playground, private boat launch and more. Spend summer afternoons by your pool, host friends in the guest house, enjoy quiet mornings overlooking the water, play a round of golf, or launch the boat and spend the day exploring the Eastern Shore. 228 Prospect Bay Dr W isn’t simply a beautifully updated home, it’s the opportunity to live the Prospect Bay lifestyle every single day.

5 Beds ⋅ 4 Baths

Some homes are simply places to live. This is a lifestyle. Welcome to 228 Prospect Bay Dr W, an exceptionally maintained and thoughtfully updated home where beautiful water views, resort-style outdoor living, and the coveted Prospect Bay community come together in one unforgettable property. From the moment you arrive, the setting makes an impression. Mature landscaping, a gracious exterior and glimpses of the water create a sense of arrival that feels distinctly Eastern Shore. Step inside and you’ll quickly see that this home has been meticulously cared for and intentionally improved, blending timeless coastal character with sophisticated, modern updates. Hardwood floors extend throughout both levels, while custom trim work, designer wall treatments, updated lighting and carefully selected finishes give each space its own personality. The beautifully updated kitchen is designed for both everyday living and entertaining, featuring new countertops and backsplash, an enhanced island with additional storage, pull-out cabinetry and under-cabinet lighting. Just beyond, the sunroom provides a light-filled retreat overlooking the pool and outdoor living spaces. Formal living and dining areas offer an elevated place to gather, while the family room centers around a striking shiplap accent wall, electric fireplace and quartz hearth. Upstairs, the primary suite feels like a private escape, complete with water views, a masonry fireplace, expanded custom closet and beautifully remodeled spa-like bath with a tiled shower, marble seat, soaking tub and dual vanities. Three additional bedrooms and a well-appointed guest bath provide plenty of room for family and guests, while the bonus space over the garage offers flexibility for an office, studio, additional sleeping space or storage. Outside is where the Prospect Bay lifestyle truly comes alive. The backyard has been transformed into a private resort with a large inground pool, extensive hardscaping, Trex decking, hot tub, pergola and lush landscaping, all surrounded by mature trees for privacy. Steps from the pool, the charming separate guest house creates an incredible space for extended stays, offering its own bedroom, full bath, kitchenette and living area. And while the beauty of this home is immediately apparent, what sets it apart is the level of care behind the scenes. Major improvements include a new roof and gutters in 2024, three high-efficiency heat pumps in 2023, an encapsulated crawlspace in 2023, generator hookup, upgraded electrical service, repaved driveway, updated garage, new washer and dryer in 2026, fresh paint and new landscaping in 2026, along with extensive improvements throughout the kitchen, bathrooms, lighting, flooring, trim and outdoor spaces. All of this is set within Prospect Bay, one of the Eastern Shore’s most sought-after golf course communities, where residents enjoy an 18-hole golf course, clubhouse with restaurant and bar, driving range, tennis and pickleball, community pool, playground, private boat launch and more. Spend summer afternoons by your pool, host friends in the guest house, enjoy quiet mornings overlooking the water, play a round of golf, or launch the boat and spend the day exploring the Eastern Shore. 228 Prospect Bay Dr W isn’t simply a beautifully updated home, it’s the opportunity to live the Prospect Bay lifestyle every single day.

228 Prospect Bay Dr W, Grasonville

Listing courtesy of RE/MAX Executive. Contact:

$779,990

Welcome to the Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. This home combines modern comfort with functional and stylish living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting atmosphere perfect for both relaxing and entertaining. A dedicated home office with lited French doors provides a private and elegant workspace. The kitchen is designed for both everyday living and convenience, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Luxury vinyl plank flooring flows throughout the home, with tile flooring in both full baths. The owner’s bath offers a walk-in shower with a seat and handheld shower wand, double sinks, and quartz countertops, creating a comfortable and functional retreat. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

2 Beds ⋅ 3 Baths

Welcome to the Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. This home combines modern comfort with functional and stylish living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting atmosphere perfect for both relaxing and entertaining. A dedicated home office with lited French doors provides a private and elegant workspace. The kitchen is designed for both everyday living and convenience, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Luxury vinyl plank flooring flows throughout the home, with tile flooring in both full baths. The owner’s bath offers a walk-in shower with a seat and handheld shower wand, double sinks, and quartz countertops, creating a comfortable and functional retreat. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

830 Warbler Way Unit 2843, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

$744,900

Every season brings a new perspective from this exceptional top-floor penthouse at Four Seasons at Kent Island. Set within one of the Eastern Shore’s premier 55+ communities, this beautifully appointed residence offers Chester River views from every room, creating a remarkable backdrop from sunrise through sunset. Gently enjoyed as a seasonal retreat, the home reflects a refined coastal aesthetic with custom shiplap accent walls, curated designer lighting, elegant trimmed tray ceilings, and every premium builder upgrade offered. These include GE Monogram appliances, quartz countertops, LVP flooring, electric fireplace, and dry bar glass cabinetry. The sophisticated open-concept design seamlessly connects the spacious living room, gracious dining area, and chef-inspired kitchen, creating an inviting setting for entertaining or simply relaxing. Beyond the residence, Four Seasons at Kent Island offers an exceptional resort-style lifestyle. Enjoy the heated indoor and outdoor pools, scenic Chester River walking trails just steps from the property, and a vibrant Clubhouse featuring fitness and exercise classes, pickleball, tennis and bocce courts. wellness lectures, mahjong and other board games, numerous social gatherings, and an array of activities designed to bring neighbors together. With the ease of low-maintenance condo living, beautiful waterfront surroundings, convenient access to local marinas, and easy connectivity to the Bay Bridge and points beyond, this penthouse captures the very best of the Eastern Shore lifestyle—elevated, effortless, and truly exceptional

2 Beds ⋅ 3 Baths

Every season brings a new perspective from this exceptional top-floor penthouse at Four Seasons at Kent Island. Set within one of the Eastern Shore’s premier 55+ communities, this beautifully appointed residence offers Chester River views from every room, creating a remarkable backdrop from sunrise through sunset. Gently enjoyed as a seasonal retreat, the home reflects a refined coastal aesthetic with custom shiplap accent walls, curated designer lighting, elegant trimmed tray ceilings, and every premium builder upgrade offered. These include GE Monogram appliances, quartz countertops, LVP flooring, electric fireplace, and dry bar glass cabinetry. The sophisticated open-concept design seamlessly connects the spacious living room, gracious dining area, and chef-inspired kitchen, creating an inviting setting for entertaining or simply relaxing. Beyond the residence, Four Seasons at Kent Island offers an exceptional resort-style lifestyle. Enjoy the heated indoor and outdoor pools, scenic Chester River walking trails just steps from the property, and a vibrant Clubhouse featuring fitness and exercise classes, pickleball, tennis and bocce courts. wellness lectures, mahjong and other board games, numerous social gatherings, and an array of activities designed to bring neighbors together. With the ease of low-maintenance condo living, beautiful waterfront surroundings, convenient access to local marinas, and easy connectivity to the Bay Bridge and points beyond, this penthouse captures the very best of the Eastern Shore lifestyle—elevated, effortless, and truly exceptional

111 Marshgrass Way Unit 43, Chester

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$589,000

Discover an exceptional investment opportunity with this stunning Colonial-style residence operating as a guest favorite on Airbnb. Perfectly positioned just 16 feet from the serene Chester River. Step inside to find an inviting open floor plan that seamlessly connects the family room to the kitchen, creating a warm and welcoming atmosphere. The home is adorned with built-ins and window treatments that enhance its charm, while the cozy carpet and wood floors add a touch of elegance throughout. The property features two fireplaces, providing a cozy ambiance during cooler months, and an attic for additional storage or potential expansion. The upper-floor laundry adds convenience, making this home not only beautiful but functional as well. Outside, the allure continues with a personal in-ground pool, perfect for relaxation and recreation. The expansive 1.43-acre lot offers ample space for outdoor activities, while the breathtaking water views create a tranquil backdrop for your daily life. With water access just steps away, you can enjoy kayaking, fishing, or simply soaking in the natural beauty of the Chester River. From an investment perspective, this property stands out with its excellent condition and desirable features. The combination of spacious living areas, modern amenities, and proximity to water activities makes it highly attractive for potential renters or future buyers. The growing demand for waterfront properties ensures that your investment will appreciate over time, providing both immediate enjoyment and long-term financial benefits. This residence is not just a home; it's a lifestyle choice that offers the perfect blend of comfort, luxury, and investment potential. Don't miss your chance to own a piece of paradise that promises both personal enjoyment and financial growth. Seize this opportunity today!

5 Beds ⋅ 3 Baths

Discover an exceptional investment opportunity with this stunning Colonial-style residence operating as a guest favorite on Airbnb. Perfectly positioned just 16 feet from the serene Chester River. Step inside to find an inviting open floor plan that seamlessly connects the family room to the kitchen, creating a warm and welcoming atmosphere. The home is adorned with built-ins and window treatments that enhance its charm, while the cozy carpet and wood floors add a touch of elegance throughout. The property features two fireplaces, providing a cozy ambiance during cooler months, and an attic for additional storage or potential expansion. The upper-floor laundry adds convenience, making this home not only beautiful but functional as well. Outside, the allure continues with a personal in-ground pool, perfect for relaxation and recreation. The expansive 1.43-acre lot offers ample space for outdoor activities, while the breathtaking water views create a tranquil backdrop for your daily life. With water access just steps away, you can enjoy kayaking, fishing, or simply soaking in the natural beauty of the Chester River. From an investment perspective, this property stands out with its excellent condition and desirable features. The combination of spacious living areas, modern amenities, and proximity to water activities makes it highly attractive for potential renters or future buyers. The growing demand for waterfront properties ensures that your investment will appreciate over time, providing both immediate enjoyment and long-term financial benefits. This residence is not just a home; it's a lifestyle choice that offers the perfect blend of comfort, luxury, and investment potential. Don't miss your chance to own a piece of paradise that promises both personal enjoyment and financial growth. Seize this opportunity today!

325 Rings End Rd, Millington

Listing courtesy of Hostetter Realty. Contact:

$1,199,000

SPECTACULAR WATERFRONT VIEWS OF A LIFETIME! Luxury and the Coveted "BIG SIX" Rare to Come on the Market * Full Water Access * Deeded 40' Deep Water Boat Slip * Attached Garage * 3 Waterside Decks * Experience the epitome of Luxury Living in this exquisite waterfront townhouse nestled in the prestigious Oyster Cove community. This stunning 3-bedroom, 3.5-bath plus a spacious bonus room with it's own private walk out deck gives you that flexible space for a bedroom suite, a home office, or a game room! An open floor plan on the main level is adorned with rich hickory wood floors, recessed lighting, the ambiance of a wood burning fireplace, and a gourmet kitchen featuring upgraded countertops and new stainless steel appliances. Panoramic Bay Views from your open family room, dining room and waterside deck!! Indulge in the primary suite with Breathtaking Bay Views, a walk-in closet, and a spa-like bathroom complete with a whirlpool tub and walk-in shower. Step outside to your private oasis, where a walk out deck off your bonus room invites you to unwind while overlooking the serene Eastern Bay. Enjoy exclusive access to community amenities, including a saltwater pool, tennis/ pickleball courts, a dog park and a 1 1/2 mile trail that connects to the 38+ mile Cross Island Trail! With a gated entrance and meticulously maintained grounds, this home offers a feeling of both tranquility and security. Located just steps from many local restaurants, coffee shops, tiki bars, and dessert spots! You are just minutes to premier golf courses and designer outlet shopping! Move right in and start enjoying an elevated Waterfront Lifestyle!

3 Beds ⋅ 4 Baths

SPECTACULAR WATERFRONT VIEWS OF A LIFETIME! Luxury and the Coveted "BIG SIX" Rare to Come on the Market * Full Water Access * Deeded 40' Deep Water Boat Slip * Attached Garage * 3 Waterside Decks * Experience the epitome of Luxury Living in this exquisite waterfront townhouse nestled in the prestigious Oyster Cove community. This stunning 3-bedroom, 3.5-bath plus a spacious bonus room with it's own private walk out deck gives you that flexible space for a bedroom suite, a home office, or a game room! An open floor plan on the main level is adorned with rich hickory wood floors, recessed lighting, the ambiance of a wood burning fireplace, and a gourmet kitchen featuring upgraded countertops and new stainless steel appliances. Panoramic Bay Views from your open family room, dining room and waterside deck!! Indulge in the primary suite with Breathtaking Bay Views, a walk-in closet, and a spa-like bathroom complete with a whirlpool tub and walk-in shower. Step outside to your private oasis, where a walk out deck off your bonus room invites you to unwind while overlooking the serene Eastern Bay. Enjoy exclusive access to community amenities, including a saltwater pool, tennis/ pickleball courts, a dog park and a 1 1/2 mile trail that connects to the 38+ mile Cross Island Trail! With a gated entrance and meticulously maintained grounds, this home offers a feeling of both tranquility and security. Located just steps from many local restaurants, coffee shops, tiki bars, and dessert spots! You are just minutes to premier golf courses and designer outlet shopping! Move right in and start enjoying an elevated Waterfront Lifestyle!

1007 Oyster Cove Dr, Grasonville

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact:

$1,195,000

A Private Wye River Sanctuary! Some properties offer a home. Others offer a lifestyle. This exceptional Wye River retreat offers both.Set along one of the Eastern Shore’s most beautiful waterways, this beautifully updated ranch home is an invitation to slow down, entertain effortlessly, and enjoy waterfront living at its finest. From morning coffee on the screened porch to sunset swims in the Gunite pool, every day here feels like a getaway.The light-filled, open interior provides an inviting backdrop for relaxed gatherings and everyday living, while a versatile additional living area offers the flexibility for an in-law suite, private home office, game room, or guest retreat. The serene primary bedroom enjoys direct access to the screened porch, creating a private connection to the tranquil waterfront setting.The extensive improvements provide peace of mind while enhancing the home's appeal, including an architectural roof, vinyl siding, gutters, sophisticated hybrid heat pump/propane HVAC system, select updated flooring, and an updated BAT septic system.Outside is where this property truly shines. The Gunite pool features strategically placed bench seating, creating the perfect vantage point for unforgettable Wye River sunsets. The screened porch captures the river breezes and provides an ideal setting for morning coffee, afternoon cocktails, or long evenings with friends and family.For the boating enthusiast, the private dock features two electric boat lifts—8,000 and 12,000 pounds—and 2+ feet of mean low water, providing excellent access for boating and watersports. Spend the day on the river, catch crabs from the dock, or simply let the water set the pace.This is more than a waterfront home—it is a place to create traditions, host unforgettable gatherings, escape the ordinary, and experience the Wye River in a deeply personal way.Private waterfront. Private dock. Gunite pool. Sunset views. Exceptional outdoor living. A rare opportunity to make the Wye River your everyday retreat.

4 Beds ⋅ 3 Baths

A Private Wye River Sanctuary! Some properties offer a home. Others offer a lifestyle. This exceptional Wye River retreat offers both.Set along one of the Eastern Shore’s most beautiful waterways, this beautifully updated ranch home is an invitation to slow down, entertain effortlessly, and enjoy waterfront living at its finest. From morning coffee on the screened porch to sunset swims in the Gunite pool, every day here feels like a getaway.The light-filled, open interior provides an inviting backdrop for relaxed gatherings and everyday living, while a versatile additional living area offers the flexibility for an in-law suite, private home office, game room, or guest retreat. The serene primary bedroom enjoys direct access to the screened porch, creating a private connection to the tranquil waterfront setting.The extensive improvements provide peace of mind while enhancing the home's appeal, including an architectural roof, vinyl siding, gutters, sophisticated hybrid heat pump/propane HVAC system, select updated flooring, and an updated BAT septic system.Outside is where this property truly shines. The Gunite pool features strategically placed bench seating, creating the perfect vantage point for unforgettable Wye River sunsets. The screened porch captures the river breezes and provides an ideal setting for morning coffee, afternoon cocktails, or long evenings with friends and family.For the boating enthusiast, the private dock features two electric boat lifts—8,000 and 12,000 pounds—and 2+ feet of mean low water, providing excellent access for boating and watersports. Spend the day on the river, catch crabs from the dock, or simply let the water set the pace.This is more than a waterfront home—it is a place to create traditions, host unforgettable gatherings, escape the ordinary, and experience the Wye River in a deeply personal way.Private waterfront. Private dock. Gunite pool. Sunset views. Exceptional outdoor living. A rare opportunity to make the Wye River your everyday retreat.

225 Hickory Ridge Dr, Queenstown

Listing courtesy of Pearson Smith Realty, LLC. Contact:

$1,550,000

Enjoy broad water views and spectacular sunsets from this beautifully situated 1.02-acre waterfront property, with water views enjoyed throughout much of the home. Designed for comfortable one-level living, this spacious residence offers 4 bedrooms, 3.5 baths providing 3,137 square feet of living space. The bright kitchen features a skylight, center island with seating, and an open layout connecting seamlessly to the family room with fireplace. The waterfront primary suite takes full advantage of the views and includes a large walk-in closet, private bath with soaking tub, walk-in shower and dual vanities, plus primary has direct access to a semi-private deck. An additional guest bedroom features its own ensuite bath. Oversized 2 Car Garage. Outdoor living is a highlight, with a swimming pool, deck with awning, patio, generous backyard, riprapped shoreline, and a new pier completed in 2026, Roof New in 2021. This property offers an ideal setting for relaxing, entertaining, and enjoying life on the water. The community offers resort-style amenities, including an 18-hole championship golf course, clubhouse with restaurant/bar/grill, swimming pool, tennis and pickleball courts plus. With expansive water views, beautiful sunsets, one-level living, a private pool and pier, this exceptional property offers the Eastern Shore waterfront lifestyle at its best.

4 Beds ⋅ 4 Baths

Enjoy broad water views and spectacular sunsets from this beautifully situated 1.02-acre waterfront property, with water views enjoyed throughout much of the home. Designed for comfortable one-level living, this spacious residence offers 4 bedrooms, 3.5 baths providing 3,137 square feet of living space. The bright kitchen features a skylight, center island with seating, and an open layout connecting seamlessly to the family room with fireplace. The waterfront primary suite takes full advantage of the views and includes a large walk-in closet, private bath with soaking tub, walk-in shower and dual vanities, plus primary has direct access to a semi-private deck. An additional guest bedroom features its own ensuite bath. Oversized 2 Car Garage. Outdoor living is a highlight, with a swimming pool, deck with awning, patio, generous backyard, riprapped shoreline, and a new pier completed in 2026, Roof New in 2021. This property offers an ideal setting for relaxing, entertaining, and enjoying life on the water. The community offers resort-style amenities, including an 18-hole championship golf course, clubhouse with restaurant/bar/grill, swimming pool, tennis and pickleball courts plus. With expansive water views, beautiful sunsets, one-level living, a private pool and pier, this exceptional property offers the Eastern Shore waterfront lifestyle at its best.

251 Prospect Bay Dr W, Grasonville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$1,160,000

Open House Sun Nov 8th 12-2PM! Join us post the bay bridge run to check out this amazing property! Enjoy the benefits of a direct water access property without the high price of a direct waterfront view lot. Completely reimagined in 2026, this professionally designed Kent Island retreat combines extensively renovated interior with 1.4 private flat acre lot, a saltwater pool, and a 90-foot pier with direct access to Kirwan Creek. Just five minutes from the Bay Bridge, this 5 bedroom, 3 bath home offer the best of Eastern Shore lifestyle. From the moment you arrive, the outdoor setting feels like a private resort. A sparkling saltwater pool is surrounded by a newly hardscaped stone terrace, mature lawn & landscaping, apple tree, fig tree, cypress tree, and even strawberries! The rear backs up to farmland creating a secluded, private feel. Walk out your front door, directly to the left of the house to access your own pier extends out offering direct access to Kirwan Creek for small boats, kayaking, paddle boarding, fishing, crabbing, wildlife and sunset watching. Moving inside the 3,000 square foot home, the original intent of the owner was to create coastal inspired retreat for anyone who walked through the front doors. Each space has been re-imagined with professional interior designer style throughout with coastal wallpaper, nautical colors, custom curtains, trim work, updated light fixtures and more. The main level heart of the home you'll find an updated kitchen with new light countertops, ceramic tile backsplash, and fresh hardware with a sweet breakfast table nook. Off the kitchen is a dedicated dining room space with gorgeous wallpaper and updated lighting overlooking the backyard. Step down to the airy main living room centered by electric fireplace and opening to a stunning all window sunroom overlooking your backyard paradise. The main level front room has been converted to functional main level bedroom and the bathroom was updated to a full main level bathroom. Upstairs, the oversized primary suite is designed as a true private retreat, complete with a dedicated lounge area and dreamy spa inspired bathroom. The stunning bath features a freestanding soaking tub, double vanity, large-format tile, and a beautiful tiled shower with dual shower heads. Three additional bedrooms including a custom-designed bunk room with a beautifully renovated hall full bathroom, while a dedicated laundry space off the upstairs hallway adds everyday convenience. The garage was converted into a recreational space (2026) similar to what could be offered by a "finished basement" with versatility to be additional living room, game room, playroom, gym, or easily converted back to the 2 car garage for covered parking. Notable system updates: insulated and added vapor barrier to crawlspace (2026), installed HVAC in garage (2026), main house HVAC (2020), added mini split in sunroom (2022), hot water heater (2022), full primary bathroom renovation (2026), kitchen updated (2026), main level bathroom (2026), hallway renovation bathroom (2026), refinished/stained hardwood floors (2026), newer pool equipment, painted brick on exterior with special masonry paint (2026), and much more (see full list). Nestled within in close-knit community of Kirwans Landing on Kent Island, you are surrounded by homes on large, manicured lots with a strong sense of pride to the overall appearance of the neighborhood. You are walking distance to the community marina with access to private boat slip in deep water - only $400 a year for a slip! A truly turnkey opportunity. Professionally designed and furnished throughout, the home is ready to enjoy immediately. The seller is willing to negotiate a separate package, including furniture, décor, and housewares, allowing buyers to move in without the time or expense of decorating a home. Living on Kent Island offers a waterfront, relaxed lifestyle with a little more space than other waterfront areas in Maryland.

5 Beds ⋅ 3 Baths

Open House Sun Nov 8th 12-2PM! Join us post the bay bridge run to check out this amazing property! Enjoy the benefits of a direct water access property without the high price of a direct waterfront view lot. Completely reimagined in 2026, this professionally designed Kent Island retreat combines extensively renovated interior with 1.4 private flat acre lot, a saltwater pool, and a 90-foot pier with direct access to Kirwan Creek. Just five minutes from the Bay Bridge, this 5 bedroom, 3 bath home offer the best of Eastern Shore lifestyle. From the moment you arrive, the outdoor setting feels like a private resort. A sparkling saltwater pool is surrounded by a newly hardscaped stone terrace, mature lawn & landscaping, apple tree, fig tree, cypress tree, and even strawberries! The rear backs up to farmland creating a secluded, private feel. Walk out your front door, directly to the left of the house to access your own pier extends out offering direct access to Kirwan Creek for small boats, kayaking, paddle boarding, fishing, crabbing, wildlife and sunset watching. Moving inside the 3,000 square foot home, the original intent of the owner was to create coastal inspired retreat for anyone who walked through the front doors. Each space has been re-imagined with professional interior designer style throughout with coastal wallpaper, nautical colors, custom curtains, trim work, updated light fixtures and more. The main level heart of the home you'll find an updated kitchen with new light countertops, ceramic tile backsplash, and fresh hardware with a sweet breakfast table nook. Off the kitchen is a dedicated dining room space with gorgeous wallpaper and updated lighting overlooking the backyard. Step down to the airy main living room centered by electric fireplace and opening to a stunning all window sunroom overlooking your backyard paradise. The main level front room has been converted to functional main level bedroom and the bathroom was updated to a full main level bathroom. Upstairs, the oversized primary suite is designed as a true private retreat, complete with a dedicated lounge area and dreamy spa inspired bathroom. The stunning bath features a freestanding soaking tub, double vanity, large-format tile, and a beautiful tiled shower with dual shower heads. Three additional bedrooms including a custom-designed bunk room with a beautifully renovated hall full bathroom, while a dedicated laundry space off the upstairs hallway adds everyday convenience. The garage was converted into a recreational space (2026) similar to what could be offered by a "finished basement" with versatility to be additional living room, game room, playroom, gym, or easily converted back to the 2 car garage for covered parking. Notable system updates: insulated and added vapor barrier to crawlspace (2026), installed HVAC in garage (2026), main house HVAC (2020), added mini split in sunroom (2022), hot water heater (2022), full primary bathroom renovation (2026), kitchen updated (2026), main level bathroom (2026), hallway renovation bathroom (2026), refinished/stained hardwood floors (2026), newer pool equipment, painted brick on exterior with special masonry paint (2026), and much more (see full list). Nestled within in close-knit community of Kirwans Landing on Kent Island, you are surrounded by homes on large, manicured lots with a strong sense of pride to the overall appearance of the neighborhood. You are walking distance to the community marina with access to private boat slip in deep water - only $400 a year for a slip! A truly turnkey opportunity. Professionally designed and furnished throughout, the home is ready to enjoy immediately. The seller is willing to negotiate a separate package, including furniture, décor, and housewares, allowing buyers to move in without the time or expense of decorating a home. Living on Kent Island offers a waterfront, relaxed lifestyle with a little more space than other waterfront areas in Maryland.

162 Kirwans Landing Ln, Chester

Listing courtesy of Next Step Realty. Contact:

$1,399,000

Experience exceptional waterfront living in this stunning 3-bedroom, 2.5-bath condominium offering what are arguably the best views in the community. Positioned to capture breathtaking panoramic views of the Chester River, this home provides a front-row seat to beautiful sunrises, and the peaceful beauty of the Chesapeake Bay lifestyle. The spacious primary suite is a true retreat featuring a private sitting room, walk-in closet, and a luxurious en-suite bath. The open-concept design showcases the incredible water views throughout the main living spaces, creating the perfect backdrop for everyday living and entertaining. One of the most desirable locations in the community, this home offers protected water views with no expected future obstruction, allowing you to enjoy the scenery for years to come. Enjoy the convenience of being able to walk to the community pool and amenities without having to drive to the clubhouse. Additional features include a one-car garage with an additional storage room, plus private driveway parking, providing both convenience and storage. Enjoy the ease of maintenance-free waterfront living in one of Kent Island's premier communities, with easy access to marinas, waterfront dining, shopping, and the Bay Bridge.

3 Beds ⋅ 3 Baths

Experience exceptional waterfront living in this stunning 3-bedroom, 2.5-bath condominium offering what are arguably the best views in the community. Positioned to capture breathtaking panoramic views of the Chester River, this home provides a front-row seat to beautiful sunrises, and the peaceful beauty of the Chesapeake Bay lifestyle. The spacious primary suite is a true retreat featuring a private sitting room, walk-in closet, and a luxurious en-suite bath. The open-concept design showcases the incredible water views throughout the main living spaces, creating the perfect backdrop for everyday living and entertaining. One of the most desirable locations in the community, this home offers protected water views with no expected future obstruction, allowing you to enjoy the scenery for years to come. Enjoy the convenience of being able to walk to the community pool and amenities without having to drive to the clubhouse. Additional features include a one-car garage with an additional storage room, plus private driveway parking, providing both convenience and storage. Enjoy the ease of maintenance-free waterfront living in one of Kent Island's premier communities, with easy access to marinas, waterfront dining, shopping, and the Bay Bridge.

129 Wheelhouse Way Unit 21, Chester

Listing courtesy of Rise Real Estate, LLC. Contact:

$499,000

Welcome to 7B Queen Victoria Way at Queen’s Landing, a beautifully renovated waterfront residence w/ spectacular views of the marina basin, marina fairway, and Chester River. The largest residence in Building 7, this spacious 2-bedroom, 2½-bath home with loft offers three levels of living and combines the ease of condominium ownership with the space and feel of a townhome. The extensive renovation creates a fresh, modern, move-in-ready interior featuring an open main level, wide-plank luxury vinyl flooring, refreshed baths, and an updated kitchen with white cabinetry, quartz countertops, stainless-steel appliances, pantry storage, and an eating bar. The waterfront primary bedroom enjoys beautiful views, while the versatile loft is ideal for a home office, guest area, reading retreat, or second sitting room. Step directly from the kitchen onto the gated walk-out waterfront patio and enjoy exceptional water and marina views, outdoor dining, entertaining, or simply watching the boats come and go. Multiple outdoor living areas provide even more opportunities to enjoy the waterfront setting. Queen’s Landing amenities include a waterfront pool and clubhouse, tennis and pickleball courts, fitness and racquetball facilities, scenic walking paths, kayak storage and launch areas, and a full-service marina with slips for sail and power boats. Major renovation, generous living space, outstanding views, and the Queen’s Landing waterfront lifestyle come together at 7B Queen Victoria Way. Offering the best of both worlds---condominium ownership with space, privacy, and multi-level layout of a townhome.

2 Beds ⋅ 3 Baths

Welcome to 7B Queen Victoria Way at Queen’s Landing, a beautifully renovated waterfront residence w/ spectacular views of the marina basin, marina fairway, and Chester River. The largest residence in Building 7, this spacious 2-bedroom, 2½-bath home with loft offers three levels of living and combines the ease of condominium ownership with the space and feel of a townhome. The extensive renovation creates a fresh, modern, move-in-ready interior featuring an open main level, wide-plank luxury vinyl flooring, refreshed baths, and an updated kitchen with white cabinetry, quartz countertops, stainless-steel appliances, pantry storage, and an eating bar. The waterfront primary bedroom enjoys beautiful views, while the versatile loft is ideal for a home office, guest area, reading retreat, or second sitting room. Step directly from the kitchen onto the gated walk-out waterfront patio and enjoy exceptional water and marina views, outdoor dining, entertaining, or simply watching the boats come and go. Multiple outdoor living areas provide even more opportunities to enjoy the waterfront setting. Queen’s Landing amenities include a waterfront pool and clubhouse, tennis and pickleball courts, fitness and racquetball facilities, scenic walking paths, kayak storage and launch areas, and a full-service marina with slips for sail and power boats. Major renovation, generous living space, outstanding views, and the Queen’s Landing waterfront lifestyle come together at 7B Queen Victoria Way. Offering the best of both worlds---condominium ownership with space, privacy, and multi-level layout of a townhome.

7 Queen Victoria Way Unit B, Chester

Listing courtesy of RE/MAX Allegiance. Contact:

$549,950

Experience everything Four Seasons at Kent Island has to offer without the wait! Less than one year old, this beautifully maintained home shows like new and offers one of the most desirable locations in the community, with exceptional water views, ground-level living, and an easy walk to the clubhouse and resort-style amenities. Plus, the home is still under warranty with the builder. Inside, you'll find an open-concept floor plan filled with natural light and beautiful water views. The gourmet kitchen features quartz countertops, upgraded cabinetry, GE Café appliances including double wall ovens, stainless steel appliances, tile backsplash, and plenty of space for entertaining. Luxury vinyl plank flooring flows through the main living areas, and an electric fireplace adds a cozy touch to the living room. The primary suite offers water views, private patio access, a large walk-in closet, and a spacious ensuite bath. A second bedroom suite provides a comfortable space for guests, while the private office offers flexibility for working from home or additional living space. Other upgrades include approximately $8,000 in remote-controlled window treatments, a private walk-out patio, climate-controlled storage, and an attached one-car garage. Step outside and enjoy the convenience of ground-level access and the waterfront lifestyle that makes Four Seasons so special. The 24,000-square-foot Chester House clubhouse is just a short walk away and features indoor and outdoor pools, a fitness center, yoga studio, game rooms, library, gathering spaces, and more. Residents also enjoy pickleball, tennis, bocce, walking and biking trails, a kayak and paddleboard launch, fishing and boat pier, dog park, waterfront beach area, fire pits, tiki bar, and a full calendar of clubs, fitness classes, and social events. Located on Kent Island just minutes from the Bay Bridge, Four Seasons offers easy access to Annapolis, Baltimore, DC, and Maryland's Eastern Shore. Waterfront dining, boating, golf, shopping, and the Chesapeake Bay lifestyle are all close by. Why wait for new construction when you can move right into a nearly new home with upgrades already completed?

2 Beds ⋅ 3 Baths

Experience everything Four Seasons at Kent Island has to offer without the wait! Less than one year old, this beautifully maintained home shows like new and offers one of the most desirable locations in the community, with exceptional water views, ground-level living, and an easy walk to the clubhouse and resort-style amenities. Plus, the home is still under warranty with the builder. Inside, you'll find an open-concept floor plan filled with natural light and beautiful water views. The gourmet kitchen features quartz countertops, upgraded cabinetry, GE Café appliances including double wall ovens, stainless steel appliances, tile backsplash, and plenty of space for entertaining. Luxury vinyl plank flooring flows through the main living areas, and an electric fireplace adds a cozy touch to the living room. The primary suite offers water views, private patio access, a large walk-in closet, and a spacious ensuite bath. A second bedroom suite provides a comfortable space for guests, while the private office offers flexibility for working from home or additional living space. Other upgrades include approximately $8,000 in remote-controlled window treatments, a private walk-out patio, climate-controlled storage, and an attached one-car garage. Step outside and enjoy the convenience of ground-level access and the waterfront lifestyle that makes Four Seasons so special. The 24,000-square-foot Chester House clubhouse is just a short walk away and features indoor and outdoor pools, a fitness center, yoga studio, game rooms, library, gathering spaces, and more. Residents also enjoy pickleball, tennis, bocce, walking and biking trails, a kayak and paddleboard launch, fishing and boat pier, dog park, waterfront beach area, fire pits, tiki bar, and a full calendar of clubs, fitness classes, and social events. Located on Kent Island just minutes from the Bay Bridge, Four Seasons offers easy access to Annapolis, Baltimore, DC, and Maryland's Eastern Shore. Waterfront dining, boating, golf, shopping, and the Chesapeake Bay lifestyle are all close by. Why wait for new construction when you can move right into a nearly new home with upgrades already completed?

630 Warbler Way Unit 12, Chester

Listing courtesy of RE/MAX Executive. Contact:

$679,990

Welcome to the Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. This home combines modern comfort with functional and stylish living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting atmosphere perfect for both relaxing and entertaining. A dedicated home office with lited French doors provides a private and elegant workspace. The kitchen is designed for both everyday living and convenience, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Luxury vinyl plank flooring flows throughout the home, with tile flooring in both full baths. The owner’s bath offers a walk-in shower with a seat and handheld shower wand, double sinks, and quartz countertops, creating a comfortable and functional retreat. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

2 Beds ⋅ 3 Baths

Welcome to the Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. This home combines modern comfort with functional and stylish living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting atmosphere perfect for both relaxing and entertaining. A dedicated home office with lited French doors provides a private and elegant workspace. The kitchen is designed for both everyday living and convenience, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Luxury vinyl plank flooring flows throughout the home, with tile flooring in both full baths. The owner’s bath offers a walk-in shower with a seat and handheld shower wand, double sinks, and quartz countertops, creating a comfortable and functional retreat. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

830 Warbler Way Unit 2833, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

$364,900

Nestled in the prestigious Bayside community, this exquisite townhouse that was just updated and renovated in 2026 offers a harmonious blend of luxury and comfort, perfect for those seeking an elevated lifestyle. With renovations completed in 2026, this home boasts modern elegance and thoughtful design throughout its 1,899 square feet. Newer roof, HVAC and hot water heater. Step inside to discover a warm and inviting interior with all new luxury vinyl plank and ceramic tile flooring, featuring a floor plan that seamlessly connects the kitchen and living areas. The family room, conveniently located off the kitchen, is adorned with an electric fireplace, creating a cozy focal point for relaxation. The gourmet kitchen is a chef's dream that includes new quartz countertops, backsplash, new stainless steel appliances, built-in microwave, and a cooktop that promises culinary excellence. Ample storage and a spacious layout make meal preparation a delight. The home features three generously sized bedrooms, each designed with comfort in mind, including an updated primary suite with an luxurious walk-in shower, quartz countertops and new tile flooring. Enjoy the convenience of a fully finished basement with a walkout level, providing additional living space and easy access to the outdoors. The basement also includes garage access, ensuring practicality and ease of living. Step outside to your private deck, where the Chester River is just a short stroll away. The community offers an array of amenities, including a sparkling outdoor pool, tennis courts, and a clubhouse, fostering a vibrant social atmosphere. For those who enjoy an active lifestyle, bike trails and exercise rooms are readily available. Parking is a breeze with an attached garage and additional off-street spaces, ensuring ample room for guests. The meticulously maintained grounds, with included lawn care and snow removal, allow you to enjoy your surroundings without the hassle of upkeep. This property is not just a home; it's a lifestyle. Experience the tranquility of riverfront living while being part of a community that values both leisure and luxury. Embrace the opportunity to make this stunning townhouse your own and indulge in the exclusive lifestyle it offers.

3 Beds ⋅ 4 Baths

Nestled in the prestigious Bayside community, this exquisite townhouse that was just updated and renovated in 2026 offers a harmonious blend of luxury and comfort, perfect for those seeking an elevated lifestyle. With renovations completed in 2026, this home boasts modern elegance and thoughtful design throughout its 1,899 square feet. Newer roof, HVAC and hot water heater. Step inside to discover a warm and inviting interior with all new luxury vinyl plank and ceramic tile flooring, featuring a floor plan that seamlessly connects the kitchen and living areas. The family room, conveniently located off the kitchen, is adorned with an electric fireplace, creating a cozy focal point for relaxation. The gourmet kitchen is a chef's dream that includes new quartz countertops, backsplash, new stainless steel appliances, built-in microwave, and a cooktop that promises culinary excellence. Ample storage and a spacious layout make meal preparation a delight. The home features three generously sized bedrooms, each designed with comfort in mind, including an updated primary suite with an luxurious walk-in shower, quartz countertops and new tile flooring. Enjoy the convenience of a fully finished basement with a walkout level, providing additional living space and easy access to the outdoors. The basement also includes garage access, ensuring practicality and ease of living. Step outside to your private deck, where the Chester River is just a short stroll away. The community offers an array of amenities, including a sparkling outdoor pool, tennis courts, and a clubhouse, fostering a vibrant social atmosphere. For those who enjoy an active lifestyle, bike trails and exercise rooms are readily available. Parking is a breeze with an attached garage and additional off-street spaces, ensuring ample room for guests. The meticulously maintained grounds, with included lawn care and snow removal, allow you to enjoy your surroundings without the hassle of upkeep. This property is not just a home; it's a lifestyle. Experience the tranquility of riverfront living while being part of a community that values both leisure and luxury. Embrace the opportunity to make this stunning townhouse your own and indulge in the exclusive lifestyle it offers.

512 Auckland Way, Chester

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$265,000

Chesapeake Waterfront Lifestyle Without the Waterfront Price Tag! Welcome to a beautifully transformed retreat in Kent Cove, where easy coastal living meets the comfort and convenience of a thoughtfully updated home. This exceptional 2-bedroom, 1.5-bath townhouse offers a rare opportunity to enjoy water views, community water access, multiple docks, resort-style amenities, and expansive outdoor living—all in a peaceful Stevensville setting just one minute from Routes 301/50. From the moment you arrive, you'll notice that this isn't your typical townhouse. Extensively updated and lovingly maintained, the home received approximately $25,000 in improvements in 2018, including a complete kitchen renovation, updated bathrooms, new flooring throughout, stainless steel appliances, granite countertops, fresh paint, updated water-heater components, and a custom cabinet niche/coffee station in the dining area. An additional $3,000 in improvements was completed in 2026, keeping the home fresh and move-in ready. The heart of the outdoor experience is the new 8' x 22' Trex deck—a substantial private entertaining space designed for morning coffee, evening cocktails, outdoor dining, or simply enjoying the peaceful Kent Cove surroundings. A second front deck opens to a relaxing common area, while the semi-private common area behind the home creates an additional sense of privacy and space. And then there's the water. Enjoy water views and community access to the water, with three community docks providing opportunities to take in the scenery and enjoy the Eastern Shore lifestyle. Whether you're looking for a peaceful place to unwind after a long day, a weekend escape, or an easy-care home where you can enjoy the outdoors without the responsibilities of a larger property, Kent Cove delivers. The community's amenities add exceptional value and convenience. The $522 monthly HOA fee includes water and sewer, twice-weekly trash pickup, snow removal, maintenance of common areas, exterior townhouse maintenance, a community pool, and access to three docks. It's a lifestyle designed to let you spend less time maintaining a property and more time enjoying it. A detached one-car garage provides valuable storage and parking, while the two-level layout offers comfortable separation between living and private spaces. Best of all, you get the tranquility and character of Eastern Shore living while remaining incredibly convenient to major commuter routes. Routes 301/50 are just one minute away, putting the Bay Bridge, Annapolis, shopping, dining, and everything Stevensville has to offer within easy reach. Updated. Waterfront-oriented. Turnkey. Low maintenance. Convenient. If you've been waiting for an opportunity to enjoy the Kent Island lifestyle without taking on the price and upkeep of a detached waterfront home, this is the one to see. Come experience the views, the decks, the water, and the unique sense of community that make Kent Cove such a special place to call home.

2 Beds ⋅ 2 Baths

Chesapeake Waterfront Lifestyle Without the Waterfront Price Tag! Welcome to a beautifully transformed retreat in Kent Cove, where easy coastal living meets the comfort and convenience of a thoughtfully updated home. This exceptional 2-bedroom, 1.5-bath townhouse offers a rare opportunity to enjoy water views, community water access, multiple docks, resort-style amenities, and expansive outdoor living—all in a peaceful Stevensville setting just one minute from Routes 301/50. From the moment you arrive, you'll notice that this isn't your typical townhouse. Extensively updated and lovingly maintained, the home received approximately $25,000 in improvements in 2018, including a complete kitchen renovation, updated bathrooms, new flooring throughout, stainless steel appliances, granite countertops, fresh paint, updated water-heater components, and a custom cabinet niche/coffee station in the dining area. An additional $3,000 in improvements was completed in 2026, keeping the home fresh and move-in ready. The heart of the outdoor experience is the new 8' x 22' Trex deck—a substantial private entertaining space designed for morning coffee, evening cocktails, outdoor dining, or simply enjoying the peaceful Kent Cove surroundings. A second front deck opens to a relaxing common area, while the semi-private common area behind the home creates an additional sense of privacy and space. And then there's the water. Enjoy water views and community access to the water, with three community docks providing opportunities to take in the scenery and enjoy the Eastern Shore lifestyle. Whether you're looking for a peaceful place to unwind after a long day, a weekend escape, or an easy-care home where you can enjoy the outdoors without the responsibilities of a larger property, Kent Cove delivers. The community's amenities add exceptional value and convenience. The $522 monthly HOA fee includes water and sewer, twice-weekly trash pickup, snow removal, maintenance of common areas, exterior townhouse maintenance, a community pool, and access to three docks. It's a lifestyle designed to let you spend less time maintaining a property and more time enjoying it. A detached one-car garage provides valuable storage and parking, while the two-level layout offers comfortable separation between living and private spaces. Best of all, you get the tranquility and character of Eastern Shore living while remaining incredibly convenient to major commuter routes. Routes 301/50 are just one minute away, putting the Bay Bridge, Annapolis, shopping, dining, and everything Stevensville has to offer within easy reach. Updated. Waterfront-oriented. Turnkey. Low maintenance. Convenient. If you've been waiting for an opportunity to enjoy the Kent Island lifestyle without taking on the price and upkeep of a detached waterfront home, this is the one to see. Come experience the views, the decks, the water, and the unique sense of community that make Kent Cove such a special place to call home.

15 Mariners Way Unit A-1, Stevensville

Listing courtesy of RE/MAX Plus. Contact:

$595,000

PANORAMIC CHESTER RIVER VIEWS! This fabulous END-UNIT townhome in Kent Island’s sought-after Bayside community offers a special WATERFRONT SETTING with sweeping views of the Chester River as it flows into the Chesapeake Bay. With approximately 2,100 square feet, an abundance of natural light, and water views from so many rooms, this home is all about enjoying the Eastern Shore lifestyle! Beautiful hardwood floors flow throughout the main level, where the kitchen, dining room and family room all take advantage of the spectacular water views. The modern kitchen opens to the living areas, while built-in bookcases and a gas fireplace add character and function to the family room. Step outside to one of two waterside decks and enjoy the ever-changing river views, passing boats and beautiful scenery. Upstairs, wake up each morning to endless WATER VIEWS from the Primary Suite, then step directly onto your private waterside deck with your morning coffee. Bedrooms feature the privacy and convenience of ensuite baths. A large upper-level Bonus Room with its own full bath provides wonderful flexibility—create a 3rd bedroom, spacious home office, a guest suite, den or whatever best fits your lifestyle. The views are even better from up here! Freshly painted and truly MOVE-IN READY, this light-filled end unit offers the combination everyone is looking for—beautiful interiors, flexible living space, two waterside decks and an exceptional location overlooking the Chester River. Bayside offers wonderful community amenities, including a swimming pool, party room, fitness center, tennis/pickleball courts and volleyball. The 38+ mile Cross Island Trail is just around the corner for walking, jogging and biking. You’re also conveniently located near restaurants, grocery shopping, outlet shopping and golf courses. Love boating? The marina bordering the community offers boat slips that may be available for rent or purchase, making it easy to enjoy everything the Chesapeake Bay and Eastern Shore have to offer. Come experience the Kent Island waterfront lifestyle—beautiful views, boating, recreation and convenience, all right outside your door!

3 Beds ⋅ 4 Baths

PANORAMIC CHESTER RIVER VIEWS! This fabulous END-UNIT townhome in Kent Island’s sought-after Bayside community offers a special WATERFRONT SETTING with sweeping views of the Chester River as it flows into the Chesapeake Bay. With approximately 2,100 square feet, an abundance of natural light, and water views from so many rooms, this home is all about enjoying the Eastern Shore lifestyle! Beautiful hardwood floors flow throughout the main level, where the kitchen, dining room and family room all take advantage of the spectacular water views. The modern kitchen opens to the living areas, while built-in bookcases and a gas fireplace add character and function to the family room. Step outside to one of two waterside decks and enjoy the ever-changing river views, passing boats and beautiful scenery. Upstairs, wake up each morning to endless WATER VIEWS from the Primary Suite, then step directly onto your private waterside deck with your morning coffee. Bedrooms feature the privacy and convenience of ensuite baths. A large upper-level Bonus Room with its own full bath provides wonderful flexibility—create a 3rd bedroom, spacious home office, a guest suite, den or whatever best fits your lifestyle. The views are even better from up here! Freshly painted and truly MOVE-IN READY, this light-filled end unit offers the combination everyone is looking for—beautiful interiors, flexible living space, two waterside decks and an exceptional location overlooking the Chester River. Bayside offers wonderful community amenities, including a swimming pool, party room, fitness center, tennis/pickleball courts and volleyball. The 38+ mile Cross Island Trail is just around the corner for walking, jogging and biking. You’re also conveniently located near restaurants, grocery shopping, outlet shopping and golf courses. Love boating? The marina bordering the community offers boat slips that may be available for rent or purchase, making it easy to enjoy everything the Chesapeake Bay and Eastern Shore have to offer. Come experience the Kent Island waterfront lifestyle—beautiful views, boating, recreation and convenience, all right outside your door!

1010 Auckland Way, Chester

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact:

$625,000

BIG WATERVIEWS!!! Nestled along the shores of Shipping Creek in Kent Island Estates, this exquisite new construction home embodies the essence of luxury living. In a contemporary Farmhouse architectural style, this brand new home offers a perfect blend of elegance and comfort and is set on a generous lot of nearly a half acre surrounded by mature trees. Step inside to discover a thoughtfully designed layout featuring contemporary black steel finishes and fixtures along with crisp whites and warm wide plank flooring. A Bright and open foyer invites you into a formal Dining room with windows looking out to the front and water views beyond. The Kitchen is the heart of the home with its central location in this updated open plan layout. A Breakfast area leads into the generous Family room with sleek sliding doors that open to a large composite deck for outdoor entertaining and leisure activities. Upstairs you will find four spacious bedrooms and two and a half beautifully appointed bathrooms. Laundry is conveniently located in the upper hall. The oversize Owners suite provides privacy and purpose with a very generous walk-in closet and a gleaming bathroom suite. Feel the tranquil effect of the morning sun rising over the water views of Shipping Creek when you arise each day. There are three more bedrooms providing ample space and a hall bath as well. The property boasts high-end finishes and meticulous craftsmanship, ensuring a lifestyle of sophistication and ease. The excellent construction of the home reflects a commitment to quality and attention to detail. Kent Island Estates is located close to the Romancoke fishing pier and the South Kent Island Trail. Perfect for enjoying leisurely strolls through the picturesque surroundings and observing local wildlife. The property is designed for those who appreciate the finer things in life, offering a peaceful retreat from the hustle and bustle of urban living. Convenience is paramount with an attached two-car garage and ample driveway space, ensuring easy access and plenty of room for guests. This home is not just a residence; it's a lifestyle choice, inviting you to experience the beauty of water-oriented living while enjoying the comforts of modern amenities. Indulge in the exclusive lifestyle that Kent Island Estates offers, where luxury meets nature, and every day feels like a getaway. This is more than a home; it's a sanctuary waiting for you to create lasting memories.

4 Beds ⋅ 3 Baths

BIG WATERVIEWS!!! Nestled along the shores of Shipping Creek in Kent Island Estates, this exquisite new construction home embodies the essence of luxury living. In a contemporary Farmhouse architectural style, this brand new home offers a perfect blend of elegance and comfort and is set on a generous lot of nearly a half acre surrounded by mature trees. Step inside to discover a thoughtfully designed layout featuring contemporary black steel finishes and fixtures along with crisp whites and warm wide plank flooring. A Bright and open foyer invites you into a formal Dining room with windows looking out to the front and water views beyond. The Kitchen is the heart of the home with its central location in this updated open plan layout. A Breakfast area leads into the generous Family room with sleek sliding doors that open to a large composite deck for outdoor entertaining and leisure activities. Upstairs you will find four spacious bedrooms and two and a half beautifully appointed bathrooms. Laundry is conveniently located in the upper hall. The oversize Owners suite provides privacy and purpose with a very generous walk-in closet and a gleaming bathroom suite. Feel the tranquil effect of the morning sun rising over the water views of Shipping Creek when you arise each day. There are three more bedrooms providing ample space and a hall bath as well. The property boasts high-end finishes and meticulous craftsmanship, ensuring a lifestyle of sophistication and ease. The excellent construction of the home reflects a commitment to quality and attention to detail. Kent Island Estates is located close to the Romancoke fishing pier and the South Kent Island Trail. Perfect for enjoying leisurely strolls through the picturesque surroundings and observing local wildlife. The property is designed for those who appreciate the finer things in life, offering a peaceful retreat from the hustle and bustle of urban living. Convenience is paramount with an attached two-car garage and ample driveway space, ensuring easy access and plenty of room for guests. This home is not just a residence; it's a lifestyle choice, inviting you to experience the beauty of water-oriented living while enjoying the comforts of modern amenities. Indulge in the exclusive lifestyle that Kent Island Estates offers, where luxury meets nature, and every day feels like a getaway. This is more than a home; it's a sanctuary waiting for you to create lasting memories.

506 Talbot Rd, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

$719,990

Welcome to Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in May 2027, this home combines comfort, functionality, and stylish finishes for modern living. The main living area features an electric fireplace, creating a warm and inviting focal point, while a dry bar adds the perfect touch for entertaining. A dedicated home office with French doors provides a private and polished space for working from home, studying, or pursuing hobbies. The kitchen is designed for both everyday living and entertaining, featuring a single oven, microwave, gas cooktop, range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Laminate flooring flows throughout the home, with tile flooring in both full baths for added durability and style. The primary bath offers a relaxing retreat with a spacious shower featuring a built-in seat and handheld shower wand, along with a double-sink vanity and quartz countertops. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

2 Beds ⋅ 3 Baths

Welcome to Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in May 2027, this home combines comfort, functionality, and stylish finishes for modern living. The main living area features an electric fireplace, creating a warm and inviting focal point, while a dry bar adds the perfect touch for entertaining. A dedicated home office with French doors provides a private and polished space for working from home, studying, or pursuing hobbies. The kitchen is designed for both everyday living and entertaining, featuring a single oven, microwave, gas cooktop, range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Laminate flooring flows throughout the home, with tile flooring in both full baths for added durability and style. The primary bath offers a relaxing retreat with a spacious shower featuring a built-in seat and handheld shower wand, along with a double-sink vanity and quartz countertops. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

736 Warbler Way Unit 2733, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

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