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Your Maryland Eastern Shore Country Retreat on 65± Acres Presenting a rare opportunity in the Centreville area of Queen Anne’s County, this distinctive 65± acre property combines exceptional privacy, remarkable versatility, and a thriving collection of fruit trees—including peaches, pears, persimmons, paw paws, figs, raspberries, blackberries, and blueberries. This country estate is a true outdoorsman’s paradise for deer, turkey, and waterfowl, featuring a move‑in ready main home, a fully independent guest house, and a scenic pond that anchors the property’s natural beauty. It’s an ideal blend of rural charm and modern comfort—perfect as a private retreat, multi‑generational compound, or working hobby farm. The main residence offers nearly 3,000± sq ft of inviting living space with 3 bedrooms, 2 full baths, and an open, comfortable layout designed for everyday living. A spacious kitchen, bright living areas, and multiple gathering spaces including a Great Room with cathedral ceiling and stone hearth fireplace—make it easy to entertain or unwind while taking in panoramic views of the land. Large windows and easy deck access bring the outside in—perfect for sunrise coffee, golden‑hour sunsets, and overlooking your fruit trees, open space, and private pond. The separate 3‑bedroom, 2‑bath guest house (approx. 1,400± sq ft) is fully self‑contained with its own well, septic, and electric. This second dwelling offers flexible possibilities, including in‑law or guest quarters, rental income, or a private workspace. (Buyers should confirm any accessory dwelling or rental approvals with Queen Anne’s County.) Outside, wide‑open areas, wooded edges, producing fruit trees, a private food plot, and the picture‑perfect pond create endless opportunities for recreation, wildlife watching, gardening, and outdoor living or adventure. Whether your vision includes hunting, fishing, horses, an expanded orchard or berry patch, or peaceful waterfront views, this property provides room to breathe and space to grow. Ideally located minutes from Centreville, local schools, and commuter routes to Annapolis and the Bay Bridge, this Spaniard Neck Road property delivers the best of both worlds—quiet Eastern Shore living with convenient access to everything you need. If you’ve been waiting for a truly one‑of‑a‑kind country estate with two homes, exceptional acreage, abundant wildlife, and established fruit trees, this Eastern Shore retreat is ready to welcome you home. ***Seller makes no representations or warranties beyond the contract of sale. All square footage, lot size, and year built are approximate—buyer to verify. Potential income, rental, agricultural, or subdivision uses are not guaranteed and must be confirmed with Queen Anne’s County or other authorities. Info deemed reliable but not guaranteed; buyer to verify all details.***

6 Beds ⋅ 4 Baths

Your Maryland Eastern Shore Country Retreat on 65± Acres Presenting a rare opportunity in the Centreville area of Queen Anne’s County, this distinctive 65± acre property combines exceptional privacy, remarkable versatility, and a thriving collection of fruit trees—including peaches, pears, persimmons, paw paws, figs, raspberries, blackberries, and blueberries. This country estate is a true outdoorsman’s paradise for deer, turkey, and waterfowl, featuring a move‑in ready main home, a fully independent guest house, and a scenic pond that anchors the property’s natural beauty. It’s an ideal blend of rural charm and modern comfort—perfect as a private retreat, multi‑generational compound, or working hobby farm. The main residence offers nearly 3,000± sq ft of inviting living space with 3 bedrooms, 2 full baths, and an open, comfortable layout designed for everyday living. A spacious kitchen, bright living areas, and multiple gathering spaces including a Great Room with cathedral ceiling and stone hearth fireplace—make it easy to entertain or unwind while taking in panoramic views of the land. Large windows and easy deck access bring the outside in—perfect for sunrise coffee, golden‑hour sunsets, and overlooking your fruit trees, open space, and private pond. The separate 3‑bedroom, 2‑bath guest house (approx. 1,400± sq ft) is fully self‑contained with its own well, septic, and electric. This second dwelling offers flexible possibilities, including in‑law or guest quarters, rental income, or a private workspace. (Buyers should confirm any accessory dwelling or rental approvals with Queen Anne’s County.) Outside, wide‑open areas, wooded edges, producing fruit trees, a private food plot, and the picture‑perfect pond create endless opportunities for recreation, wildlife watching, gardening, and outdoor living or adventure. Whether your vision includes hunting, fishing, horses, an expanded orchard or berry patch, or peaceful waterfront views, this property provides room to breathe and space to grow. Ideally located minutes from Centreville, local schools, and commuter routes to Annapolis and the Bay Bridge, this Spaniard Neck Road property delivers the best of both worlds—quiet Eastern Shore living with convenient access to everything you need. If you’ve been waiting for a truly one‑of‑a‑kind country estate with two homes, exceptional acreage, abundant wildlife, and established fruit trees, this Eastern Shore retreat is ready to welcome you home. ***Seller makes no representations or warranties beyond the contract of sale. All square footage, lot size, and year built are approximate—buyer to verify. Potential income, rental, agricultural, or subdivision uses are not guaranteed and must be confirmed with Queen Anne’s County or other authorities. Info deemed reliable but not guaranteed; buyer to verify all details.***

930 Spaniard Neck Rd, Centreville

Listing courtesy of Bayside Realty. Contact:

Selling Office: Patterson-Schwartz Real Estate.

$1,300,000

Expansive views stretch along Jackson Creek to the Chester River, creating a waterfront setting that is truly exceptional. For anyone who loves life on the water, this property offers a rare opportunity, complete with a sandy beach and impressive waterfront frontage. The outdoor amenities are designed for both relaxation and recreation, including a pier with boat lift and electric, a beach house cabana, pool, pergola, hardscape, and plenty of space for poolside entertaining. Natural light fills the home from sunrise over the Chester River throughout the day as the sun moves west. The main house is in excellent condition and offers multiple living spaces, including three sitting areas, a breakfast room, and a formal dining room. Beautiful finishes include hardwood floors, cherry kitchen cabinetry, stainless steel appliances, and a beverage bar. A stone fireplace adds warmth and ambiance to the open living areas. The home features five bedrooms, three full baths, and one-half bath, with hardwood flooring throughout both levels. A first-floor bedroom with a full bath provides flexibility for guests or multigenerational living. The primary suite is ideally positioned on the waterside and includes a private balcony. An indoor porch, outdoor porches, and a game room make this home especially well-suited for entertaining. Surrounded by mature trees, the property also offers a spacious yard with fencing already in place for children and pets.

5 Beds ⋅ 4 Baths

Expansive views stretch along Jackson Creek to the Chester River, creating a waterfront setting that is truly exceptional. For anyone who loves life on the water, this property offers a rare opportunity, complete with a sandy beach and impressive waterfront frontage. The outdoor amenities are designed for both relaxation and recreation, including a pier with boat lift and electric, a beach house cabana, pool, pergola, hardscape, and plenty of space for poolside entertaining. Natural light fills the home from sunrise over the Chester River throughout the day as the sun moves west. The main house is in excellent condition and offers multiple living spaces, including three sitting areas, a breakfast room, and a formal dining room. Beautiful finishes include hardwood floors, cherry kitchen cabinetry, stainless steel appliances, and a beverage bar. A stone fireplace adds warmth and ambiance to the open living areas. The home features five bedrooms, three full baths, and one-half bath, with hardwood flooring throughout both levels. A first-floor bedroom with a full bath provides flexibility for guests or multigenerational living. The primary suite is ideally positioned on the waterside and includes a private balcony. An indoor porch, outdoor porches, and a game room make this home especially well-suited for entertaining. Surrounded by mature trees, the property also offers a spacious yard with fencing already in place for children and pets.

110 Perrys Rd, Grasonville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$1,295,000

Experience elevated waterfront living on the Chester River in this fully refreshed, turn-key residence in sought-after Cloverfields on Kent Island. Thoughtfully renovated throughout—including a new gourmet kitchen, new roof, newly installed wide-plank hardwood floors, encapsulated crawl space, new HVAC, three beautifully redesigned bathrooms, fresh interior paint, and an enhanced primary suite—this home offers the rare opportunity to enjoy waterfront living with wide, unobstructed views outside of the flood zone. The main-level primary suite is a true retreat, offering a walk-in closet, elegantly updated finishes, and a private sun deck where the river becomes your morning backdrop. Upstairs, sweeping waterfront views continue from the guest rooms and the second-floor veranda. The open-concept main level is designed for effortless entertaining, with a sophisticated kitchen, generous dining area, and an inviting living room anchored by a fireplace—all oriented toward panoramic river views. Sunrise coffee, evening gatherings, or hosting holidays…this is the kind of waterfront setting that turns everyday moments into something extraordinary. Outside, enjoy 76 feet of private waterfront, a private pier, rip-rap shoreline, an attached garage, and a level half-acre lot with ample room for outdoor living. Residents of Cloverfields benefit from an array of amenities, including a lifeguarded pool, private beach and pavilion, clubhouse, boat ramp, slips, playground, and sports courts—all just blocks away. By boat, you’re minutes to the Kent Narrows, 30–45 minutes to Rock Hall or St. Michaels, and a quick ride to the Chesapeake Bay for fishing beneath the Bay Bridge. By car, you’re within easy reach of Annapolis, Easton, Baltimore, Washington, and the Delaware beaches. Walk or bike to nearby schools, parks, the Kent Island Trail, library, and recreation fields. This is your chance to move into a beautifully updated waterfront home where the Chesapeake lifestyle unfolds effortlessly. Turn the key, settle in, and savor life on the water the way it was meant to be lived.

5 Beds ⋅ 3 Baths

Experience elevated waterfront living on the Chester River in this fully refreshed, turn-key residence in sought-after Cloverfields on Kent Island. Thoughtfully renovated throughout—including a new gourmet kitchen, new roof, newly installed wide-plank hardwood floors, encapsulated crawl space, new HVAC, three beautifully redesigned bathrooms, fresh interior paint, and an enhanced primary suite—this home offers the rare opportunity to enjoy waterfront living with wide, unobstructed views outside of the flood zone. The main-level primary suite is a true retreat, offering a walk-in closet, elegantly updated finishes, and a private sun deck where the river becomes your morning backdrop. Upstairs, sweeping waterfront views continue from the guest rooms and the second-floor veranda. The open-concept main level is designed for effortless entertaining, with a sophisticated kitchen, generous dining area, and an inviting living room anchored by a fireplace—all oriented toward panoramic river views. Sunrise coffee, evening gatherings, or hosting holidays…this is the kind of waterfront setting that turns everyday moments into something extraordinary. Outside, enjoy 76 feet of private waterfront, a private pier, rip-rap shoreline, an attached garage, and a level half-acre lot with ample room for outdoor living. Residents of Cloverfields benefit from an array of amenities, including a lifeguarded pool, private beach and pavilion, clubhouse, boat ramp, slips, playground, and sports courts—all just blocks away. By boat, you’re minutes to the Kent Narrows, 30–45 minutes to Rock Hall or St. Michaels, and a quick ride to the Chesapeake Bay for fishing beneath the Bay Bridge. By car, you’re within easy reach of Annapolis, Easton, Baltimore, Washington, and the Delaware beaches. Walk or bike to nearby schools, parks, the Kent Island Trail, library, and recreation fields. This is your chance to move into a beautifully updated waterfront home where the Chesapeake lifestyle unfolds effortlessly. Turn the key, settle in, and savor life on the water the way it was meant to be lived.

806 Monroe Manor Rd, Stevensville

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: TTR Sotheby's International Realty.

$1,240,000

Tucked behind mature trees on a private 1.02-acre lot with a creek glimpse from the home, this 4,000+ sq ft coastal home sits inside Prospect Bay, Grasonville's premier golf communities — and it lives every bit as well as it looks. The kitchen is the showpiece. Built for the cook who loves to entertain, it's outfitted with high-end commercial-grade appliances, including a commercial range, anchored by a center island and a walk-in pantry — ready for everything from weeknight dinners to holidays with a full house. Rich hardwood floors run throughout, framed by 9'+ ceilings, crown molding, and recessed lighting that give every room a warm, finished feel. There's room to spread out and room to unwind. A spacious living room addition and a screened-in porch extend the everyday living space, while out back the deck, fenced in-ground saltwater pool, and dedicated pool house turn the private yard into a true retreat. The primary suite is its own escape, with an attached bathroom that features double sinks and luxury shower, walk-in closet, and private deck access. Three bedrooms, 3.5 baths, a formal dining room, a dedicated office, and a side-entry two-car garage complete the floor plan — all behind a classic hardiplank exterior built to last. Then there's the lifestyle. Prospect Bay is a resort-style community wrapped around an 18-hole golf course, with access to a community pool, tennis and pickleball courts, and a clubhouse with casual and fine dining. A private community waterfront adds a marina, boat ramp, pier, and kayak launch with available storage. You're roughly ten minutes from the Bay Bridge, 25 minutes from Annapolis, Easton, and St. Michael's, and about an hour from Baltimore and D.C. Homes of this size rarely come available here. If you've been waiting for the right home on the Shore — this is it.

3 Beds ⋅ 3 Baths

Tucked behind mature trees on a private 1.02-acre lot with a creek glimpse from the home, this 4,000+ sq ft coastal home sits inside Prospect Bay, Grasonville's premier golf communities — and it lives every bit as well as it looks. The kitchen is the showpiece. Built for the cook who loves to entertain, it's outfitted with high-end commercial-grade appliances, including a commercial range, anchored by a center island and a walk-in pantry — ready for everything from weeknight dinners to holidays with a full house. Rich hardwood floors run throughout, framed by 9'+ ceilings, crown molding, and recessed lighting that give every room a warm, finished feel. There's room to spread out and room to unwind. A spacious living room addition and a screened-in porch extend the everyday living space, while out back the deck, fenced in-ground saltwater pool, and dedicated pool house turn the private yard into a true retreat. The primary suite is its own escape, with an attached bathroom that features double sinks and luxury shower, walk-in closet, and private deck access. Three bedrooms, 3.5 baths, a formal dining room, a dedicated office, and a side-entry two-car garage complete the floor plan — all behind a classic hardiplank exterior built to last. Then there's the lifestyle. Prospect Bay is a resort-style community wrapped around an 18-hole golf course, with access to a community pool, tennis and pickleball courts, and a clubhouse with casual and fine dining. A private community waterfront adds a marina, boat ramp, pier, and kayak launch with available storage. You're roughly ten minutes from the Bay Bridge, 25 minutes from Annapolis, Easton, and St. Michael's, and about an hour from Baltimore and D.C. Homes of this size rarely come available here. If you've been waiting for the right home on the Shore — this is it.

43 Greenwood Shls, Grasonville

Listing courtesy of Real Broker, LLC - Chester. Contact:

Selling Office: Coldwell Banker Realty.

$1,221,990

This beautifully designed Chester Model Home offers sophisticated comfort and modern convenience, ready for immediate move-in with a flexible month-to-month leaseback opportunity. Featuring 2 bedrooms, 2.5 baths, and a 1-car garage, this home blends style and function seamlessly. Thoughtful touches include a fully furnished interior, a dry bar perfect for entertaining, and an electric fireplace that adds warmth and ambiance. A dedicated home office with elegant lited French doors provides the ideal space for work or creativity. The gourmet kitchen is equipped with a single oven, microwave, gas cooktop, range hood, dishwasher, pendant lighting, and a tile backsplash, all accented by quartz countertops that continue into the full baths. Enjoy laminate flooring throughout for easy maintenance, complemented by tile in the full baths. The owner’s bath offers a walk-in shower with a seat and handheld shower wand, plus double sinks and quartz counters for a spa-like retreat. For a full list of included features, please contact our sales representatives.

2 Beds ⋅ 3 Baths

This beautifully designed Chester Model Home offers sophisticated comfort and modern convenience, ready for immediate move-in with a flexible month-to-month leaseback opportunity. Featuring 2 bedrooms, 2.5 baths, and a 1-car garage, this home blends style and function seamlessly. Thoughtful touches include a fully furnished interior, a dry bar perfect for entertaining, and an electric fireplace that adds warmth and ambiance. A dedicated home office with elegant lited French doors provides the ideal space for work or creativity. The gourmet kitchen is equipped with a single oven, microwave, gas cooktop, range hood, dishwasher, pendant lighting, and a tile backsplash, all accented by quartz countertops that continue into the full baths. Enjoy laminate flooring throughout for easy maintenance, complemented by tile in the full baths. The owner’s bath offers a walk-in shower with a seat and handheld shower wand, plus double sinks and quartz counters for a spa-like retreat. For a full list of included features, please contact our sales representatives.

132 Wheelhouse Way, Chester

Listing courtesy of KOVO Realty. Contact:

Selling Office: Unrepresented.

$1,200,000

Waterfront homes are common on Kent Island. Waterfront acreage is not. The difference is the land -- and at 1.65 acres with 205 feet of protected shoreline, this property belongs in a conversation with the finest waterfront offerings on Kent Island, not the most common. Waterfront properties with this combination of acreage, waterfront footage, and finishes are rare at this price point. The locals called it Keister's Folly. In the mid-1940s, Dr. Keister built a cinder block barn on Kent Island overlooking Cox Creek, hoping to raise Black Angus cattle on 25 acres. The acreage was too small for the endeavor -- but the barn he built was extraordinary. In the early 1960s, the developer of the Harbor View community converted it into a residence. The current owners' family purchased it in 1965 and has invested hundreds of thousands of dollars in improvements across sixty years of devoted stewardship. This property has never been publicly offered for sale -- until now. Situated on 1.65 acres with 205 feet of protected waterfront on Cox Creek, this is one of the largest privately held waterfront parcels remaining in Harbor View. The 75-foot private pier extends into navigable tidal water with approximately 3.5 feet at mean low tide and two boat slips. Shoreline reinforced with professional rip-rap. Flood Zone X -- outside 100-year and 500-year floodplains. The home offers approximately 2,700 sq ft of living space across two levels with an additional 700 sq ft of unfinished second & third-level expansion space. Five bedrooms, two full baths. The upper-level primary suite features hardwood floors, panoramic water views, attached full bath, walk-in closet, private coffee bar with refrigerator, and a deck overlooking the creek. Updated kitchen with granite countertops, upgraded cabinetry, and high-end appliances. 9'+ ceilings throughout. Solid cinder block construction. 200-amp electrical. Well water, public sewer. The locals once called it Keister's Folly. The next owner will call it home. Ideal for those who are seeking genuine Chesapeake waterfront with privacy, deep water access, and a property unlike anything else on the market. Be sure to download the Home Profile in the documents section for more details on the home including the history of the home.

5 Beds ⋅ 2 Baths

Waterfront homes are common on Kent Island. Waterfront acreage is not. The difference is the land -- and at 1.65 acres with 205 feet of protected shoreline, this property belongs in a conversation with the finest waterfront offerings on Kent Island, not the most common. Waterfront properties with this combination of acreage, waterfront footage, and finishes are rare at this price point. The locals called it Keister's Folly. In the mid-1940s, Dr. Keister built a cinder block barn on Kent Island overlooking Cox Creek, hoping to raise Black Angus cattle on 25 acres. The acreage was too small for the endeavor -- but the barn he built was extraordinary. In the early 1960s, the developer of the Harbor View community converted it into a residence. The current owners' family purchased it in 1965 and has invested hundreds of thousands of dollars in improvements across sixty years of devoted stewardship. This property has never been publicly offered for sale -- until now. Situated on 1.65 acres with 205 feet of protected waterfront on Cox Creek, this is one of the largest privately held waterfront parcels remaining in Harbor View. The 75-foot private pier extends into navigable tidal water with approximately 3.5 feet at mean low tide and two boat slips. Shoreline reinforced with professional rip-rap. Flood Zone X -- outside 100-year and 500-year floodplains. The home offers approximately 2,700 sq ft of living space across two levels with an additional 700 sq ft of unfinished second & third-level expansion space. Five bedrooms, two full baths. The upper-level primary suite features hardwood floors, panoramic water views, attached full bath, walk-in closet, private coffee bar with refrigerator, and a deck overlooking the creek. Updated kitchen with granite countertops, upgraded cabinetry, and high-end appliances. 9'+ ceilings throughout. Solid cinder block construction. 200-amp electrical. Well water, public sewer. The locals once called it Keister's Folly. The next owner will call it home. Ideal for those who are seeking genuine Chesapeake waterfront with privacy, deep water access, and a property unlike anything else on the market. Be sure to download the Home Profile in the documents section for more details on the home including the history of the home.

2513 Cecil Dr, Chester

Listing courtesy of Real Broker, LLC - Chester. Contact:

Selling Office: TTR Sotheby's International Realty.

$1,200,000

Welcome to the Taylor, a beautifully designed home that offers the perfect blend of comfort, style, and convenience. Available now, this home features 2 bedrooms, 2.5 baths, and a spacious 3-car garage, making it ideal for those seeking both functional living and elegant design. The open-concept layout is enhanced by a cozy fireplace and decorative ceiling beams that add warmth and architectural charm to the main living area. Step outside to the screened patio, where you can relax and take in peaceful waterfront views, creating the perfect setting for morning coffee or evening gatherings. The kitchen is equipped with a full suite of appliances, and a washer and dryer are also included, allowing you to move in with ease and enjoy modern convenience from day one. The primary bath features a spacious walk-in shower, offering a comfortable and spa-inspired retreat to unwind at the end of the day. 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. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

2 Beds ⋅ 3 Baths

Welcome to the Taylor, a beautifully designed home that offers the perfect blend of comfort, style, and convenience. Available now, this home features 2 bedrooms, 2.5 baths, and a spacious 3-car garage, making it ideal for those seeking both functional living and elegant design. The open-concept layout is enhanced by a cozy fireplace and decorative ceiling beams that add warmth and architectural charm to the main living area. Step outside to the screened patio, where you can relax and take in peaceful waterfront views, creating the perfect setting for morning coffee or evening gatherings. The kitchen is equipped with a full suite of appliances, and a washer and dryer are also included, allowing you to move in with ease and enjoy modern convenience from day one. The primary bath features a spacious walk-in shower, offering a comfortable and spa-inspired retreat to unwind at the end of the day. 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. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

216 Kingfisher Ln, Chester

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

Selling Office: Unrepresented.

$1,200,000

Wake up to sweeping views of the Chester River and end each day with spectacular western sunsets from this exceptional waterfront. Situated on 0.61 acres with 169 feet +/- of waterfrontage and deep-water access, this 4-bedroom, 3-bath brick Cape Cod invites you to enjoy the very best of waterfront living. Unlike many waterfront properties, the level lot provides easy access from the home to the water and private pier—no steep banks or long flights of stairs to navigate. Whether you enjoy boating, kayaking, fishing, crabbing, or simply relaxing by the water, this property makes it easy to embrace the Eastern Shore lifestyle. Inside, you'll find more than 2,200 square feet of comfortable living space designed to capture the stunning river views. A charming four-season room with brick flooring and panoramic water views is the perfect place to enjoy your morning coffee year-round, while the screened porch is ideal for summer crab feasts and outdoor entertaining. At the heart of the home, a wood-burning brick fireplace that creates a warm and inviting atmosphere. The flexible floor plan includes a main-level bedroom and full bath, ideal for guests or one-level living. Upstairs, the primary suite serves as a peaceful retreat, featuring breathtaking river views, abundant natural light, and a private ensuite bath with double vanities and a tiled shower. Two additional generously sized bedrooms and another full bath provide ample space for family and visitors. Recent improvements include a new roof in 2020 and an electric vehicle charger installed in the attached garage in 2025. An irrigation system serves both the front and rear yards, and the property is located outside the flood plain, so flood insurance is not required. Tucked away near the end of a private road, this serene setting feels calm and peaceful while remaining just minutes from Chestertown's shops, restaurants, marina, and popular farmers market. Enjoy daily visits from eagles, ospreys, herons, owls, deer, and other wildlife, all from your own backyard. Whether you're searching for a full-time waterfront residence or the perfect weekend escape, this rare Chester River property offers the beauty, tranquility, and lifestyle that makes Maryland's Eastern Shore so special.

4 Beds ⋅ 3 Baths

Wake up to sweeping views of the Chester River and end each day with spectacular western sunsets from this exceptional waterfront. Situated on 0.61 acres with 169 feet +/- of waterfrontage and deep-water access, this 4-bedroom, 3-bath brick Cape Cod invites you to enjoy the very best of waterfront living. Unlike many waterfront properties, the level lot provides easy access from the home to the water and private pier—no steep banks or long flights of stairs to navigate. Whether you enjoy boating, kayaking, fishing, crabbing, or simply relaxing by the water, this property makes it easy to embrace the Eastern Shore lifestyle. Inside, you'll find more than 2,200 square feet of comfortable living space designed to capture the stunning river views. A charming four-season room with brick flooring and panoramic water views is the perfect place to enjoy your morning coffee year-round, while the screened porch is ideal for summer crab feasts and outdoor entertaining. At the heart of the home, a wood-burning brick fireplace that creates a warm and inviting atmosphere. The flexible floor plan includes a main-level bedroom and full bath, ideal for guests or one-level living. Upstairs, the primary suite serves as a peaceful retreat, featuring breathtaking river views, abundant natural light, and a private ensuite bath with double vanities and a tiled shower. Two additional generously sized bedrooms and another full bath provide ample space for family and visitors. Recent improvements include a new roof in 2020 and an electric vehicle charger installed in the attached garage in 2025. An irrigation system serves both the front and rear yards, and the property is located outside the flood plain, so flood insurance is not required. Tucked away near the end of a private road, this serene setting feels calm and peaceful while remaining just minutes from Chestertown's shops, restaurants, marina, and popular farmers market. Enjoy daily visits from eagles, ospreys, herons, owls, deer, and other wildlife, all from your own backyard. Whether you're searching for a full-time waterfront residence or the perfect weekend escape, this rare Chester River property offers the beauty, tranquility, and lifestyle that makes Maryland's Eastern Shore so special.

202 Royston Shores Rd, Chestertown

Listing courtesy of Cross Street Realtors LLC. Contact:

Selling Office: Coldwell Banker Chesapeake Real Estate Company.

$1,200,000

Finally, one of the highly sought-after “Big Six” Waterfront Townhomes is available—complete with an attached garage and deeded boat slip (M1-PB-11) in the protected North Marina. This exceptional property truly represents the best of Waterfront Living. Fully renovated just four years ago with top-of-the-line finishes and beautiful coastal design throughout. Features include ¾" luxury vinyl plank flooring, a bright designer kitchen with commercial-grade Thermador stainless steel appliances. At the center of the space is a stunning custom “River Table” island that serves as an unforgettable showpiece.. Floor-to-ceiling glass captures breathtaking Eastern Bay views and fills the home with natural light. Each level offers its own deck - perfect for entertaining or simply enjoying spectacular Water Views and sunsets just steps from your door. The first level offers a versatile bonus room ideal for a recreation room or additional primary suite, complete with a beautifully designed bath and modern fireplace. The open-concept kitchen, dining, and family room feature another fireplace (gas burning) and sweeping WATER VIEWS. The spacious primary suite offers incredible waterfront views ,vaulted ceiling, and nothing less than a magazine-worthy bath. Two additional guest rooms and a beautifully appointed hall bath complete the upper level. Even the garage is decorated "Retro Flair" including a kitchenette , extra storage, and still room for your car! This is the perfect get away or better yet, live here year around! It's the perfect one of a kind coastal retreat! Residents enjoy a beautiful clubhouse with party room, fitness center, and saltwater pool, along with tennis/pickleball courts and a basketball court. A scenic 1.5-mile waterfront path connects to the Cross Island Trail, a 38-mile award-winning trail linking beaches, parks, marinas, shops, restaurants, coffee spots, and ice cream shops. Just 7 minutes to Queenstown Harbor Golf and Prime Outlets, 20 minutes to Annapolis and Easton, and under an hour to Washington, DC and Baltimore. It’s not just a home—it’s a lifestyle. 🌅🏡

3 Beds ⋅ 4 Baths

Finally, one of the highly sought-after “Big Six” Waterfront Townhomes is available—complete with an attached garage and deeded boat slip (M1-PB-11) in the protected North Marina. This exceptional property truly represents the best of Waterfront Living. Fully renovated just four years ago with top-of-the-line finishes and beautiful coastal design throughout. Features include ¾" luxury vinyl plank flooring, a bright designer kitchen with commercial-grade Thermador stainless steel appliances. At the center of the space is a stunning custom “River Table” island that serves as an unforgettable showpiece.. Floor-to-ceiling glass captures breathtaking Eastern Bay views and fills the home with natural light. Each level offers its own deck - perfect for entertaining or simply enjoying spectacular Water Views and sunsets just steps from your door. The first level offers a versatile bonus room ideal for a recreation room or additional primary suite, complete with a beautifully designed bath and modern fireplace. The open-concept kitchen, dining, and family room feature another fireplace (gas burning) and sweeping WATER VIEWS. The spacious primary suite offers incredible waterfront views ,vaulted ceiling, and nothing less than a magazine-worthy bath. Two additional guest rooms and a beautifully appointed hall bath complete the upper level. Even the garage is decorated "Retro Flair" including a kitchenette , extra storage, and still room for your car! This is the perfect get away or better yet, live here year around! It's the perfect one of a kind coastal retreat! Residents enjoy a beautiful clubhouse with party room, fitness center, and saltwater pool, along with tennis/pickleball courts and a basketball court. A scenic 1.5-mile waterfront path connects to the Cross Island Trail, a 38-mile award-winning trail linking beaches, parks, marinas, shops, restaurants, coffee spots, and ice cream shops. Just 7 minutes to Queenstown Harbor Golf and Prime Outlets, 20 minutes to Annapolis and Easton, and under an hour to Washington, DC and Baltimore. It’s not just a home—it’s a lifestyle. 🌅🏡

1009 Oyster Cove Dr, Grasonville

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact:

Selling Office: Compass.

$1,200,000

Waterfront Living at Its Finest! This beautifully renovated home offers stunning water views from most rooms, creating a serene retreat filled with natural light. The gourmet kitchen with breakfast area flows seamlessly into the dining room and spacious living areas, perfect for both entertaining and everyday living. Inside, you’ll find four bedrooms, two full baths, and two half baths, along with hardwood floors throughout most of the house, vaulted ceilings, and two fireplaces adding warmth and charm. A versatile sunroom/playroom with heat and air opens directly to the outdoor space, extending your living options year-round. Enjoy the outdoors from your private pier on Shipping Creek, complete with a boat lift, or watch the abundant wildlife from the comfort of your oversized living space with large windows providing much light to look at rivers and trees and much more. Kayak, fish, or simply relax by the water’s edge. The property also includes a two-car garage, expansive windows that showcase the view, and thoughtfully designed spaces that balance elegance with comfort.

4 Beds ⋅ 4 Baths

Waterfront Living at Its Finest! This beautifully renovated home offers stunning water views from most rooms, creating a serene retreat filled with natural light. The gourmet kitchen with breakfast area flows seamlessly into the dining room and spacious living areas, perfect for both entertaining and everyday living. Inside, you’ll find four bedrooms, two full baths, and two half baths, along with hardwood floors throughout most of the house, vaulted ceilings, and two fireplaces adding warmth and charm. A versatile sunroom/playroom with heat and air opens directly to the outdoor space, extending your living options year-round. Enjoy the outdoors from your private pier on Shipping Creek, complete with a boat lift, or watch the abundant wildlife from the comfort of your oversized living space with large windows providing much light to look at rivers and trees and much more. Kayak, fish, or simply relax by the water’s edge. The property also includes a two-car garage, expansive windows that showcase the view, and thoughtfully designed spaces that balance elegance with comfort.

100 Eareckson Ln, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: RE/MAX Executive.

$1,198,526

Finley Creek Estates, an exclusive new community nestled in between Centreville and historic Chestertown situated on 1 plus acre lots. This luxurious estate like home is to be built by Red oak Properties, LLC, one of the Eastern Shore Premier builders. One lot remains with this builder. Call for additional details.

3 Beds ⋅ 3 Baths

Finley Creek Estates, an exclusive new community nestled in between Centreville and historic Chestertown situated on 1 plus acre lots. This luxurious estate like home is to be built by Red oak Properties, LLC, one of the Eastern Shore Premier builders. One lot remains with this builder. Call for additional details.

Lot 4 Finley Creek, Centreville

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

Selling Office: Douglas Realty LLC.

$1,198,000

MATAPEAKE ESTATES NEIGHBORHOOD unrivaled panoramic views across the Bay to Annapolis and Naval Academy, glorious sunset views and southwesterly breezes - every day feels like a vacation. Conveniently located just minutes from the Bay Bridge or Rt 301/50/404 ,community beach, boat ramp, Golf Course, marinas ,stores and close proximity to daily catch eateries, nature/recreational parks , the Kent Island Trail and the Matapeake beach and Beach Club. This solid brick rancher has been updated in 2018, there is a second story suite , the floorplan was transformed to an open floor plan with gleaming white kitchen cabinets , 2 bricked fireplaces and a wonderful spacious all season sun room. The dock has a 12000lbs lift and sun plat form to enjoy the southwesterly breezes. The property borders a beautiful wooded open space which provides privacy and protection from the elements. In 2026 the property will be able to connect to public sewer, all this is a unique opportunity for second home buyers or commuters alike. The Community charges $ 240 for road maintenance Buyers are offered a 1 year home warranty.

4 Beds ⋅ 3 Baths

MATAPEAKE ESTATES NEIGHBORHOOD unrivaled panoramic views across the Bay to Annapolis and Naval Academy, glorious sunset views and southwesterly breezes - every day feels like a vacation. Conveniently located just minutes from the Bay Bridge or Rt 301/50/404 ,community beach, boat ramp, Golf Course, marinas ,stores and close proximity to daily catch eateries, nature/recreational parks , the Kent Island Trail and the Matapeake beach and Beach Club. This solid brick rancher has been updated in 2018, there is a second story suite , the floorplan was transformed to an open floor plan with gleaming white kitchen cabinets , 2 bricked fireplaces and a wonderful spacious all season sun room. The dock has a 12000lbs lift and sun plat form to enjoy the southwesterly breezes. The property borders a beautiful wooded open space which provides privacy and protection from the elements. In 2026 the property will be able to connect to public sewer, all this is a unique opportunity for second home buyers or commuters alike. The Community charges $ 240 for road maintenance Buyers are offered a 1 year home warranty.

96 Annapolis View Rd, Stevensville

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

Selling Office: Long & Foster Real Estate, Inc..

$1,160,000

Luxury Waterfront Living in a Gated Community Enjoy the best of waterfront living in this beautiful gated community, perfectly situated between the Chester River and Safe Harbor Marina. This stunning home offers breathtaking water views and an open, airy floor plan designed for both relaxing and entertaining. Inside, you'll find rich hardwood floors and spacious bedrooms, each featuring its own private bath and walk-in closet, offering comfort and privacy for everyone. The upgraded kitchen boasts high-end appliances, including a wine fridge, making it perfect for hosting. Step outside to the two rear decks, both equipped with remote-controlled screens, allowing you to enjoy the incredible views in comfort any time of day. Neighborhood has a living shore line and 3 piers. Additional highlights include: • Cozy fireplace for chilly evenings • Jetted soaking tub for spa-like relaxation • Condo association will be putting a fresh coat of paint on the exterior in May • New roof • 2 car garage • Tankless water heater * New washer and dryer • Located just 20 minutes from Annapolis This exceptional home combines luxury, comfort, and unbeatable waterfront scenery—truly a must-see! And so much more!

3 Beds ⋅ 4 Baths

Luxury Waterfront Living in a Gated Community Enjoy the best of waterfront living in this beautiful gated community, perfectly situated between the Chester River and Safe Harbor Marina. This stunning home offers breathtaking water views and an open, airy floor plan designed for both relaxing and entertaining. Inside, you'll find rich hardwood floors and spacious bedrooms, each featuring its own private bath and walk-in closet, offering comfort and privacy for everyone. The upgraded kitchen boasts high-end appliances, including a wine fridge, making it perfect for hosting. Step outside to the two rear decks, both equipped with remote-controlled screens, allowing you to enjoy the incredible views in comfort any time of day. Neighborhood has a living shore line and 3 piers. Additional highlights include: • Cozy fireplace for chilly evenings • Jetted soaking tub for spa-like relaxation • Condo association will be putting a fresh coat of paint on the exterior in May • New roof • 2 car garage • Tankless water heater * New washer and dryer • Located just 20 minutes from Annapolis This exceptional home combines luxury, comfort, and unbeatable waterfront scenery—truly a must-see! And so much more!

430 Narrows Pointe Dr, Grasonville

Listing courtesy of RE/MAX United Real Estate. Contact:

Selling Office: RE/MAX Leading Edge.

$1,150,000

Sellers have identified their home of choice. A rare opportunity to own one of the largest and most beautiful homes in Gibson's Grant! Welcome to this exceptional coastal retreat in the sought-after community of Gibson’s Grant on Kent Island, offering expansive views of the community pond and Macum Creek. Blending timeless architectural details with modern updates, this beautifully appointed home delivers luxury waterfront living in one of Kent Island’s most desirable neighborhoods. At the heart of the home, the open-concept living and kitchen spaces are thoughtfully designed for both everyday living and entertaining. The light-filled gourmet kitchen features an oversized center island with ample seating, custom built-in banquette dining with additional storage, stainless steel appliances, and seamless flow into the spacious family room. A striking coffered ceiling and extensive custom built-in cabinetry add warmth, character, and functionality to the main living area. The main-level primary suite offers newly installed engineered hardwood flooring, elegant French doors, and sweeping views of the water and expansive backyard. Throughout the home, fresh interior paint, plantation shutters, and custom window treatments create a clean and refined aesthetic. The second level features generously sized bedrooms along with a large bonus living area perfect for recreation, media space, or additional lounge seating. Step outside onto the covered upper-level porch to enjoy peaceful elevated water views. Above the garage, a private apartment with full bath provides exceptional flexibility as a fifth bedroom, guest suite, or home office and is equipped with two new high-efficiency mini-split systems for personalized comfort. Outdoor living is equally impressive with a spacious rear deck overlooking the fully fenced backyard, professionally manicured landscaping, and protected natural surroundings. A wide driveway offers ample parking, a rare feature within Gibson’s Grant. Ideally situated on a quiet street just steps from the scenic Cross Island Trail, residents enjoy access to resort style community amenities including a pool, fitness center, fishing pier, playground, bocce ball court, kayak launch and storage, clubhouse with fitness center and meeting room, nature trails, and waterfront pavilion and grills. Experience the best of Eastern Shore living in this thoughtfully designed coastal home surrounded by the natural beauty of the Chesapeake Bay. Just a short drive to Route 50, providing easy access to local dining, shopping, and commuter routes to Annapolis, Baltimore, and Washington DC. Schedule your tour today!

5 Beds ⋅ 4 Baths

Sellers have identified their home of choice. A rare opportunity to own one of the largest and most beautiful homes in Gibson's Grant! Welcome to this exceptional coastal retreat in the sought-after community of Gibson’s Grant on Kent Island, offering expansive views of the community pond and Macum Creek. Blending timeless architectural details with modern updates, this beautifully appointed home delivers luxury waterfront living in one of Kent Island’s most desirable neighborhoods. At the heart of the home, the open-concept living and kitchen spaces are thoughtfully designed for both everyday living and entertaining. The light-filled gourmet kitchen features an oversized center island with ample seating, custom built-in banquette dining with additional storage, stainless steel appliances, and seamless flow into the spacious family room. A striking coffered ceiling and extensive custom built-in cabinetry add warmth, character, and functionality to the main living area. The main-level primary suite offers newly installed engineered hardwood flooring, elegant French doors, and sweeping views of the water and expansive backyard. Throughout the home, fresh interior paint, plantation shutters, and custom window treatments create a clean and refined aesthetic. The second level features generously sized bedrooms along with a large bonus living area perfect for recreation, media space, or additional lounge seating. Step outside onto the covered upper-level porch to enjoy peaceful elevated water views. Above the garage, a private apartment with full bath provides exceptional flexibility as a fifth bedroom, guest suite, or home office and is equipped with two new high-efficiency mini-split systems for personalized comfort. Outdoor living is equally impressive with a spacious rear deck overlooking the fully fenced backyard, professionally manicured landscaping, and protected natural surroundings. A wide driveway offers ample parking, a rare feature within Gibson’s Grant. Ideally situated on a quiet street just steps from the scenic Cross Island Trail, residents enjoy access to resort style community amenities including a pool, fitness center, fishing pier, playground, bocce ball court, kayak launch and storage, clubhouse with fitness center and meeting room, nature trails, and waterfront pavilion and grills. Experience the best of Eastern Shore living in this thoughtfully designed coastal home surrounded by the natural beauty of the Chesapeake Bay. Just a short drive to Route 50, providing easy access to local dining, shopping, and commuter routes to Annapolis, Baltimore, and Washington DC. Schedule your tour today!

108 Carriage Heath, Chester

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: RE/MAX Leading Edge.

$1,150,000

Stevensville - Location! Location! Location! Professional Office Building completely redone in 2017. Everything was replaced including wall studs, complete renovation of entire building inside. All new plumbing fixtures (toilets, sinks, faucets etc.) All new electrical wiring for electric and internet (CAT 6 lines) All new subflooring on 2nd floor (under wood floor) 3 out of 4 AC units have been replaced with new AC units; 1 unit in 2022; 2 units in 2017) All new paint, blinds, doors, flooring, countertops, trim, cabinetry, etc. New water tank in tenant side (2024) and law side (2016) Currently used as three separate suites, with private bathrooms, kitchenettes, conference rooms. Many possible opinions for the use of the large space. Elevator makes it easy for your client's access to the second floor. Extra store in attic area as well.

102 Saint Claire Pl, Stevensville

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

Selling Office: Long & Foster Real Estate, Inc..

$1,125,000

Welcome to this pristine contemporary ranch in the coveted waterfront community of South Wind on Kent Island, where luxury, comfort, and resort-style living come together on 1.21 beautifully landscaped acres. From the moment you arrive, the home’s lush green lawn, vibrant gardens, and custom walkways create a picture-perfect setting worthy of a magazine cover. Inside, the open-concept floor plan is filled with natural light and highlighted by gleaming hardwood floors and exceptional upgrades throughout this 4 bedroom, 3 full bath estate. The stunning designer kitchen is truly the heart of the home, featuring crisp white cabinetry, granite countertops, an oversized center island, a premium Wolf 5-burner gas cooktop flanked by custom spice cabinets, a wall convection oven, and built-in microwave...crafted for both everyday living and effortless entertaining. Just beyond the main living areas, the inviting three-season sun porch with white tile flooring overlooks your own private backyard retreat. Step outside onto the expansive maintenance-free decking and new patio surrounding the spectacular heated gunite pool, complete with a waterfall feature and dual stair entrances, creating the ultimate outdoor oasis. The professionally designed landscaping continues throughout the property, accented with colorful plantings, mature greenery, and thoughtfully designed outdoor spaces. A custom-built shed, designed to perfectly complement the home, offers electric service and a gated outdoor storage area. Additional premium features include an oversized two-car garage with air conditioning, two-zone gas heat and central air, a whole-house generator, tankless water heater, updated crawlspace with dehumidifier, and energy-saving foil-wrapped attic insulation. The roof is only two years young, offering peace of mind for years to come. Perfectly positioned to capture serene open-space and water views, this exceptional property also includes access to South Wind’s sought-after amenities, including a community beach, boat ramp, pier, tennis courts, dry dock, and more. This is more than a home...it’s a private Kent Island retreat designed for exceptional living.

4 Beds ⋅ 3 Baths

Welcome to this pristine contemporary ranch in the coveted waterfront community of South Wind on Kent Island, where luxury, comfort, and resort-style living come together on 1.21 beautifully landscaped acres. From the moment you arrive, the home’s lush green lawn, vibrant gardens, and custom walkways create a picture-perfect setting worthy of a magazine cover. Inside, the open-concept floor plan is filled with natural light and highlighted by gleaming hardwood floors and exceptional upgrades throughout this 4 bedroom, 3 full bath estate. The stunning designer kitchen is truly the heart of the home, featuring crisp white cabinetry, granite countertops, an oversized center island, a premium Wolf 5-burner gas cooktop flanked by custom spice cabinets, a wall convection oven, and built-in microwave...crafted for both everyday living and effortless entertaining. Just beyond the main living areas, the inviting three-season sun porch with white tile flooring overlooks your own private backyard retreat. Step outside onto the expansive maintenance-free decking and new patio surrounding the spectacular heated gunite pool, complete with a waterfall feature and dual stair entrances, creating the ultimate outdoor oasis. The professionally designed landscaping continues throughout the property, accented with colorful plantings, mature greenery, and thoughtfully designed outdoor spaces. A custom-built shed, designed to perfectly complement the home, offers electric service and a gated outdoor storage area. Additional premium features include an oversized two-car garage with air conditioning, two-zone gas heat and central air, a whole-house generator, tankless water heater, updated crawlspace with dehumidifier, and energy-saving foil-wrapped attic insulation. The roof is only two years young, offering peace of mind for years to come. Perfectly positioned to capture serene open-space and water views, this exceptional property also includes access to South Wind’s sought-after amenities, including a community beach, boat ramp, pier, tennis courts, dry dock, and more. This is more than a home...it’s a private Kent Island retreat designed for exceptional living.

2812 Harvest Ct, Chester

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: TTR Sotheby's International Realty.

$1,125,000

Historic Charm at "Lexon" – A Rare 18th-Century Gem Welcome home to the tastefully updated historic residence at 411 Corsica Neck Rd. Originally built in the third quarter of the 18th century, Lexon is a remarkable two-story brick home that blends early American architecture with 19th-century updates. Featuring classic Federal and Greek Revival interior detailing, this home offers a rare opportunity to own a piece of Eastern Shore history on over 10 acres of land - just outside of town. Tastefully remodeled to retain the historic character alongside modern conveniences, this home offers three spacious bedrooms including a primary suite with curly maple flooring overlooking the gardens with bonus office or library space. The kitchen has been beautifully updated and offers a pantry and coat closet off one of the entryways to the home. Off the kitchen is one of the main living spaces, connected to the screened in porch that overlooks the fenced pool and luscious gardens. The formal dining room offers the perfect place for social gatherings or quiet evenings by the hearth. A formal living room on the other end of the house is great for entertaining. The full basement and attic space plus detached 30x60ft barn / garage with partial second floor offer plenty of storage. Set along Corsica Road, the property showcases traditional elements including a pitched gable roof, Flemish bond brickwork, original 9/6 and 6/6 sash windows, and flush gable-end chimneys. The home’s layout reflects evolving design sensibilities over time — originally oriented southward, the primary facade was shifted to face Corsica Road in the early 1800s. Inside, you'll find carefully preserved mantels, moldings, and a striking staircase, as well as original partitioning and paneled walls that echo the craftsmanship of the home’s earliest days. Lexon is a rare blend of preserved architecture and historical context — ideal for those who appreciate timeless detail and heritage seamlessly blended with modern conveniences.

3 Beds ⋅ 3 Baths

Historic Charm at "Lexon" – A Rare 18th-Century Gem Welcome home to the tastefully updated historic residence at 411 Corsica Neck Rd. Originally built in the third quarter of the 18th century, Lexon is a remarkable two-story brick home that blends early American architecture with 19th-century updates. Featuring classic Federal and Greek Revival interior detailing, this home offers a rare opportunity to own a piece of Eastern Shore history on over 10 acres of land - just outside of town. Tastefully remodeled to retain the historic character alongside modern conveniences, this home offers three spacious bedrooms including a primary suite with curly maple flooring overlooking the gardens with bonus office or library space. The kitchen has been beautifully updated and offers a pantry and coat closet off one of the entryways to the home. Off the kitchen is one of the main living spaces, connected to the screened in porch that overlooks the fenced pool and luscious gardens. The formal dining room offers the perfect place for social gatherings or quiet evenings by the hearth. A formal living room on the other end of the house is great for entertaining. The full basement and attic space plus detached 30x60ft barn / garage with partial second floor offer plenty of storage. Set along Corsica Road, the property showcases traditional elements including a pitched gable roof, Flemish bond brickwork, original 9/6 and 6/6 sash windows, and flush gable-end chimneys. The home’s layout reflects evolving design sensibilities over time — originally oriented southward, the primary facade was shifted to face Corsica Road in the early 1800s. Inside, you'll find carefully preserved mantels, moldings, and a striking staircase, as well as original partitioning and paneled walls that echo the craftsmanship of the home’s earliest days. Lexon is a rare blend of preserved architecture and historical context — ideal for those who appreciate timeless detail and heritage seamlessly blended with modern conveniences.

411 Corsica Neck Rd, Centreville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

$1,110,000

MAJOR PRICE IMPROVEMENT! Just in time to enjoy your Prospect Bay waterfront home this summer! Welcome home to this waterfront property in the Eastern Shore’s premier golf course community of Prospect Bay. Set on just over an acre overlooking Little Greenwood Creek, this home offers peaceful views, spacious living areas, and direct water access. From the moment you enter, the welcoming foyer with coat closet opens to a bright living room with large windows plus a stone fireplace, and a dining area that overlooks the backyard and water, creating a light-filled space ideal for everyday living and entertaining. The remodeled eat-in kitchen features abundant natural light, granite countertops, and direct access to the deck, where you can enjoy relaxing water views or dine outdoors. The home’s thoughtful layout continues on the lower level with an additional living area, half bathroom, laundry room, and convenient access to the spacious three-car garage. Sliding doors off the lower living area lead directly to the backyard and patio, seamlessly connecting indoor and outdoor living. Upstairs, you’ll find four generously sized bedrooms, including a primary suite with beautiful water views, a walk-in closet, double vanity, and an electric fireplace that adds a cozy touch to the space. Situated on a large lot, the backyard provides plenty of room for outdoor entertaining and offers the potential for a pool overlooking the water. The recently redone pier allows for easy access to Little Greenwood Creek and the Chesapeake Bay, making this an excellent opportunity for those who enjoy waterfront living and boat rides to the Narrows, Saint Michaels, Annapolis, and beyond. Prospect Bay community offers an array of amenities, including an 18-hole golf course, a clubhouse with a members-only restaurant and bar, a marina with a launch, a pool, tennis and pickleball courts, a playground, and year-round social activities. Here, every day feels like a vacation.

4 Beds ⋅ 3 Baths

MAJOR PRICE IMPROVEMENT! Just in time to enjoy your Prospect Bay waterfront home this summer! Welcome home to this waterfront property in the Eastern Shore’s premier golf course community of Prospect Bay. Set on just over an acre overlooking Little Greenwood Creek, this home offers peaceful views, spacious living areas, and direct water access. From the moment you enter, the welcoming foyer with coat closet opens to a bright living room with large windows plus a stone fireplace, and a dining area that overlooks the backyard and water, creating a light-filled space ideal for everyday living and entertaining. The remodeled eat-in kitchen features abundant natural light, granite countertops, and direct access to the deck, where you can enjoy relaxing water views or dine outdoors. The home’s thoughtful layout continues on the lower level with an additional living area, half bathroom, laundry room, and convenient access to the spacious three-car garage. Sliding doors off the lower living area lead directly to the backyard and patio, seamlessly connecting indoor and outdoor living. Upstairs, you’ll find four generously sized bedrooms, including a primary suite with beautiful water views, a walk-in closet, double vanity, and an electric fireplace that adds a cozy touch to the space. Situated on a large lot, the backyard provides plenty of room for outdoor entertaining and offers the potential for a pool overlooking the water. The recently redone pier allows for easy access to Little Greenwood Creek and the Chesapeake Bay, making this an excellent opportunity for those who enjoy waterfront living and boat rides to the Narrows, Saint Michaels, Annapolis, and beyond. Prospect Bay community offers an array of amenities, including an 18-hole golf course, a clubhouse with a members-only restaurant and bar, a marina with a launch, a pool, tennis and pickleball courts, a playground, and year-round social activities. Here, every day feels like a vacation.

40 Greenwood Shls, Grasonville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: TTR Sotheby's International Realty.

$1,100,000

The Tuscaloosa Model Home offers an exceptional open-concept design enriched with high-end finishes and thoughtful upgrades throughout. Available for immediate settlement with a rent-back opportunity, this expansive home features 5 bedrooms, 4.5 baths, and a 3-car garage, delivering both space and sophistication. Standout features include a dedicated home office, an inviting fireplace, and a screened patio perfect for indoor–outdoor living. Custom design elements—such as barn doors, ceiling beams, and a striking feature wall—bring warmth, character, and craftsmanship to every corner. As a premium bonus, all model home furniture is included, providing a fully move-in-ready lifestyle. The chef-inspired kitchen showcases a Profile range, single oven, microwave, range hood, dishwasher, French door refrigerator, elegant pendant lighting, and a stylish tile backsplash. Quartz countertops elevate both the kitchen and the owner’s bath for a clean, cohesive look. Hardwood flooring spans the main level for timeless appeal, with tile in all full baths and carpet in Bedroom 2, the loft, and Bedrooms 4 and 5 for added comfort. The owner’s bath features a luxurious shower with a built-in seat, handheld shower wand, and double sinks—creating a serene, spa-like retreat. For a full list of included features, please contact our sales representatives. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

5 Beds ⋅ 5 Baths

The Tuscaloosa Model Home offers an exceptional open-concept design enriched with high-end finishes and thoughtful upgrades throughout. Available for immediate settlement with a rent-back opportunity, this expansive home features 5 bedrooms, 4.5 baths, and a 3-car garage, delivering both space and sophistication. Standout features include a dedicated home office, an inviting fireplace, and a screened patio perfect for indoor–outdoor living. Custom design elements—such as barn doors, ceiling beams, and a striking feature wall—bring warmth, character, and craftsmanship to every corner. As a premium bonus, all model home furniture is included, providing a fully move-in-ready lifestyle. The chef-inspired kitchen showcases a Profile range, single oven, microwave, range hood, dishwasher, French door refrigerator, elegant pendant lighting, and a stylish tile backsplash. Quartz countertops elevate both the kitchen and the owner’s bath for a clean, cohesive look. Hardwood flooring spans the main level for timeless appeal, with tile in all full baths and carpet in Bedroom 2, the loft, and Bedrooms 4 and 5 for added comfort. The owner’s bath features a luxurious shower with a built-in seat, handheld shower wand, and double sinks—creating a serene, spa-like retreat. For a full list of included features, please contact our sales representatives. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

111 Flycatcher Way, Chester

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

Selling Office: Unrepresented.

$1,100,000

Two Story Coastal Design on the Water! 4 bedroom 3.5 Bath, Nestled in a picturesque waterfront community offering a perfect blend of comfort, style and serenity. Home is designed and built by owner (a custom home builder) for waterfront living, coastal charm with numerous upgrades throughout this energy efficient home. Includes two car garage with workshop area and second floor above garage designed for office space or one bedroom apartment with a separate entry! Primary bedroom has waterfront view, while two bedrooms have balconies overlooking solarium on South side of home (Passive Solar Heat) Open Concept Living: The light filled living area facing East and the Chester River features large windows that invite natural light. Featuring gas fireplace and tile flooring in solarium. Spacious first floor open area includes kitchen, dining room, living room flowing into solarium. Private outdoor space: 75+ Feet of Shoreline! Step outside to your own private oasis for Spring, Summer and Fall living on screen porch, large covered deck for relaxing and entertaining. Boat dock for storing boats on lifts and room for fishing and crabbing. Sandy beach for swimming and sunbathing. large stone fire pit near waters edge for year round relaxation and enjoyment. Roof replaced in 2022

4 Beds ⋅ 4 Baths

Two Story Coastal Design on the Water! 4 bedroom 3.5 Bath, Nestled in a picturesque waterfront community offering a perfect blend of comfort, style and serenity. Home is designed and built by owner (a custom home builder) for waterfront living, coastal charm with numerous upgrades throughout this energy efficient home. Includes two car garage with workshop area and second floor above garage designed for office space or one bedroom apartment with a separate entry! Primary bedroom has waterfront view, while two bedrooms have balconies overlooking solarium on South side of home (Passive Solar Heat) Open Concept Living: The light filled living area facing East and the Chester River features large windows that invite natural light. Featuring gas fireplace and tile flooring in solarium. Spacious first floor open area includes kitchen, dining room, living room flowing into solarium. Private outdoor space: 75+ Feet of Shoreline! Step outside to your own private oasis for Spring, Summer and Fall living on screen porch, large covered deck for relaxing and entertaining. Boat dock for storing boats on lifts and room for fishing and crabbing. Sandy beach for swimming and sunbathing. large stone fire pit near waters edge for year round relaxation and enjoyment. Roof replaced in 2022

902 Long Point Rd, Grasonville

Listing courtesy of Kevin Dey Realty. Contact:

Selling Office: Greater Annapolis Realty.

$1,100,000

Welcome to Pheasantfield Farm, a 21- acre equestrian estate beautifully nestled on the Chester River. Fantastic location, ample privacy, and yet only a short drive, or boat ride, to historic Chestertown. The main home boasts 4 bedrooms and two and a half baths. The primary bedroom has a lovely view of the river, two walk-in closets and a large attached full bath. The spacious ranch-style home offers plenty of space for entertaining. Enjoy meals on the front porch, overlooking the Chester River. The property has extensive recent improvements between 2021-2024. New roof on the main house, guest house and horse barn. All new BAT septic system. The guest house, garage and horse barn have been newly power washed and painted. New American Standard dual fuel propane furnace with heat pump back up. New central AC/heat heat pump system. New on-demand hot water heater in guest house. The main home has an whole house generator with dedicated 500 gal propane tank. Completed in 2003, the 34x40 center aisle cedar horse barn with three light & airy 12x12 stalls offering sliding doors to center aisle and exterior. 8x12 tack room, electric, water and a full loft. With heavy custom wood gates to allow extra ventilation for exterior doors. 16'x 34' run-in area at back of barn with sliding doors on 3 sides, opening to multiple pasture options. Pasture is fenced by 3-rail wood horse fence with "no climb" galvanized wire. The property offers a 1 bedroom 1 bath guesthouse with a kitchen and living area. Next to the guesthouse is the oversized 4 car garage including a 19x30 workshop with heat, water and electric, plus a bonus heated office or storage area above. additionally there is a small barn to house a tractor and other farm equipment While not on the farm, enjoy exploring the Chester River! The private dock includes an electric boat lift, floating dock, and sun or swimming deck. Spend evenings watching the sunsets on the sundeck or easily launch a kayak off of the floating dock. Discover the many possibilities of Pheasantfield Farm, an exceptional waterfront escape in Queen Anne's County!

5 Beds ⋅ 4 Baths

Welcome to Pheasantfield Farm, a 21- acre equestrian estate beautifully nestled on the Chester River. Fantastic location, ample privacy, and yet only a short drive, or boat ride, to historic Chestertown. The main home boasts 4 bedrooms and two and a half baths. The primary bedroom has a lovely view of the river, two walk-in closets and a large attached full bath. The spacious ranch-style home offers plenty of space for entertaining. Enjoy meals on the front porch, overlooking the Chester River. The property has extensive recent improvements between 2021-2024. New roof on the main house, guest house and horse barn. All new BAT septic system. The guest house, garage and horse barn have been newly power washed and painted. New American Standard dual fuel propane furnace with heat pump back up. New central AC/heat heat pump system. New on-demand hot water heater in guest house. The main home has an whole house generator with dedicated 500 gal propane tank. Completed in 2003, the 34x40 center aisle cedar horse barn with three light & airy 12x12 stalls offering sliding doors to center aisle and exterior. 8x12 tack room, electric, water and a full loft. With heavy custom wood gates to allow extra ventilation for exterior doors. 16'x 34' run-in area at back of barn with sliding doors on 3 sides, opening to multiple pasture options. Pasture is fenced by 3-rail wood horse fence with "no climb" galvanized wire. The property offers a 1 bedroom 1 bath guesthouse with a kitchen and living area. Next to the guesthouse is the oversized 4 car garage including a 19x30 workshop with heat, water and electric, plus a bonus heated office or storage area above. additionally there is a small barn to house a tractor and other farm equipment While not on the farm, enjoy exploring the Chester River! The private dock includes an electric boat lift, floating dock, and sun or swimming deck. Spend evenings watching the sunsets on the sundeck or easily launch a kayak off of the floating dock. Discover the many possibilities of Pheasantfield Farm, an exceptional waterfront escape in Queen Anne's County!

300 Hickory Ln, Chestertown

Listing courtesy of Gunther-McClary Real Estate. Contact:

Selling Office: Benson & Mangold, LLC.

$1,054,000

A Peaceful Waterfront Retreat Set along the quiet shores of Northwest Creek, this beautifully maintained single-story brick home offers sweeping 180-degree water views and a sense of calm from the moment you arrive. The back deck offers an escape to bird watch for eagles, osprey, blue heron, egrets and more during the day and stargaze at night. A gently winding walkway leads through lush, thoughtfully landscaped gardens filled with colorful blooms throughout the year. A Warm Welcome Step inside the foyer and the view immediately takes center stage. Straight ahead, past the living room is the sunlit three-season room. The sparkling water creates a stunning backdrop that draws you through the home. Living Areas & Kitchen The formal dining room and spacious living area feature warm wood floors, large windows, and plenty of natural light, all designed to showcase the peaceful waterfront setting. The kitchen is both functional and inviting, with upgraded appliances, Corian countertops, under-cabinet lighting, a tile backsplash, and generous cabinet space. Whether preparing meals or enjoying your morning coffee, the uninterrupted creek views make this space especially enjoyable. Private Bedroom Layout The split-bedroom floor plan provides privacy and comfort for both owners and guests. The primary suite is tucked away on the left side of the home and offers beautiful water views through oversized windows, along with rich wood flooring and a relaxing atmosphere. The spacious en-suite bath includes dual vanities, two walk-in closets, a walk-in shower, and a soaking tub. On the opposite side of the home, a separate hallway leads to two spacious guest bedrooms filled with natural light, a full guest bathroom with a shower, a convenient half bath and laundry room, and direct access to the oversized two-car garage. Additional Living Space Just beyond the kitchen, the home opens into a cozy den and library area. Built-in bookcases and a gas fireplace create the perfect setting for relaxing evenings, reading, or gathering with family and friends. The Three-Season Room French doors off the kitchen, Living room, or primary bed room lead into a large three-season room stretching across the back of the home. This room has both heat and a/c provided by a mini split. Surrounded by natural light and panoramic water views, this versatile space is ideal for morning coffee, casual dining, yoga, entertaining, or simply enjoying the peaceful scenery year-round. The roof was replaced in 2024 with 50 Year architectural shingles, and a transferrable warranty. Blending indoor comfort with the beauty of the outdoors, this waterfront home offers a quiet retreat designed for everyday living and relaxing. This home is close to many recreational amenities including parks, with bike trails, pickleball courts, fishing piers and a public golf course.

3 Beds ⋅ 3 Baths

A Peaceful Waterfront Retreat Set along the quiet shores of Northwest Creek, this beautifully maintained single-story brick home offers sweeping 180-degree water views and a sense of calm from the moment you arrive. The back deck offers an escape to bird watch for eagles, osprey, blue heron, egrets and more during the day and stargaze at night. A gently winding walkway leads through lush, thoughtfully landscaped gardens filled with colorful blooms throughout the year. A Warm Welcome Step inside the foyer and the view immediately takes center stage. Straight ahead, past the living room is the sunlit three-season room. The sparkling water creates a stunning backdrop that draws you through the home. Living Areas & Kitchen The formal dining room and spacious living area feature warm wood floors, large windows, and plenty of natural light, all designed to showcase the peaceful waterfront setting. The kitchen is both functional and inviting, with upgraded appliances, Corian countertops, under-cabinet lighting, a tile backsplash, and generous cabinet space. Whether preparing meals or enjoying your morning coffee, the uninterrupted creek views make this space especially enjoyable. Private Bedroom Layout The split-bedroom floor plan provides privacy and comfort for both owners and guests. The primary suite is tucked away on the left side of the home and offers beautiful water views through oversized windows, along with rich wood flooring and a relaxing atmosphere. The spacious en-suite bath includes dual vanities, two walk-in closets, a walk-in shower, and a soaking tub. On the opposite side of the home, a separate hallway leads to two spacious guest bedrooms filled with natural light, a full guest bathroom with a shower, a convenient half bath and laundry room, and direct access to the oversized two-car garage. Additional Living Space Just beyond the kitchen, the home opens into a cozy den and library area. Built-in bookcases and a gas fireplace create the perfect setting for relaxing evenings, reading, or gathering with family and friends. The Three-Season Room French doors off the kitchen, Living room, or primary bed room lead into a large three-season room stretching across the back of the home. This room has both heat and a/c provided by a mini split. Surrounded by natural light and panoramic water views, this versatile space is ideal for morning coffee, casual dining, yoga, entertaining, or simply enjoying the peaceful scenery year-round. The roof was replaced in 2024 with 50 Year architectural shingles, and a transferrable warranty. Blending indoor comfort with the beauty of the outdoors, this waterfront home offers a quiet retreat designed for everyday living and relaxing. This home is close to many recreational amenities including parks, with bike trails, pickleball courts, fishing piers and a public golf course.

110 Carville Ct, Stevensville

Listing courtesy of Compass. Contact:

Selling Office: Berkshire Hathaway HomeServices Homesale Realty.

$1,050,000

PLEASE CLICK ON VIRTUAL TOUR ICON TO VIEW INTERACTIVE FLOOR PLAN!!**Welcome to 405 Cove Road on the Wye River in Queenstown Maryland** NO HOA!!!**This 4600 + SF Home is Ready to be Loved by New Owners**Large Dining Room made for BIG Family Gatherings**Upgraded Kitchen w/Leathered Countertops**Quaint Sitting Room or Breakfast Nook Facing the Water**First Floor Primary w/Water Views and Additional Two Bedrooms on Main Level**Spacious Family Room w/Screened Porch and Bar for Parties or Watching Football Games**Upper Level has Large Primary Bedroom Suite w/Private Bath and Balcony**Two Car Garage on Lower Level just Steps into Main Home**Basement Under Original Home**Set Out to Catch Some of Maryland's Best Crabs on the Wye River**Come Explore the Beauties of the Wye River and Surrounding Towns of Saint Michaels and Easton**

4 Beds ⋅ 4 Baths

PLEASE CLICK ON VIRTUAL TOUR ICON TO VIEW INTERACTIVE FLOOR PLAN!!**Welcome to 405 Cove Road on the Wye River in Queenstown Maryland** NO HOA!!!**This 4600 + SF Home is Ready to be Loved by New Owners**Large Dining Room made for BIG Family Gatherings**Upgraded Kitchen w/Leathered Countertops**Quaint Sitting Room or Breakfast Nook Facing the Water**First Floor Primary w/Water Views and Additional Two Bedrooms on Main Level**Spacious Family Room w/Screened Porch and Bar for Parties or Watching Football Games**Upper Level has Large Primary Bedroom Suite w/Private Bath and Balcony**Two Car Garage on Lower Level just Steps into Main Home**Basement Under Original Home**Set Out to Catch Some of Maryland's Best Crabs on the Wye River**Come Explore the Beauties of the Wye River and Surrounding Towns of Saint Michaels and Easton**

405 Cove Rd, Queenstown

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

Selling Office: Redfin Corp.

$1,025,000

Nestled along the serene banks of Coxes Bay, this contemporary home was thoughtfully designed to blend comfort, luxury and the tranquility of nature. Spend the warmer months crabbing, fishing, boating, jet skiing and kayaking off your private pier with 3+ feet mean low water. Within minutes by boat, Cox Creek meets the Eastern Bay for easy access to the Chesapeake Bay or the Narrows. As you approach the front door the views looking in are breathtaking. You'll find yourself entering the bright and airy kitchen with quartz countertops equipped with a 6 burner gas stove, wall oven and high end advantium oven. The oversized island with farmhouse sink creates a warm and welcoming space. The open concept living room features a 4 pane Anderson sliding pocket door to open up this space into an open air living room that leads to the waterfront screened porch. Built to be enjoyed year round with heated tile floors and a retractable screen door wall, you'll never want to leave this space. On the far end of the living room sits a wet bar with built in wine refrigerator and nugget ice maker, perfect for entertaining for all seasons. The first floor features a half bath, and luxurious primary suite with a walk in closet, en suite bathroom with walk in red light therapy shower and dual vanities. A spacious laundry room connects to the primary en suite. Upstairs you'll enjoy expansive views from both oversized bedrooms with sprawling closet spaces. Tesla charger is owned, and has the capability to be set up to work as a whole house generator. No detail was spared in this home built with a combination of metal roofing and architectural shingles, high end everlast siding, instant hot water heater, 400 series Anderson windows and so much more. Well and septic are brand new. With its contemporary comfortable design, high-end technologies and stunning water views, it promises and unparalleled living experience.

3 Beds ⋅ 3 Baths

Nestled along the serene banks of Coxes Bay, this contemporary home was thoughtfully designed to blend comfort, luxury and the tranquility of nature. Spend the warmer months crabbing, fishing, boating, jet skiing and kayaking off your private pier with 3+ feet mean low water. Within minutes by boat, Cox Creek meets the Eastern Bay for easy access to the Chesapeake Bay or the Narrows. As you approach the front door the views looking in are breathtaking. You'll find yourself entering the bright and airy kitchen with quartz countertops equipped with a 6 burner gas stove, wall oven and high end advantium oven. The oversized island with farmhouse sink creates a warm and welcoming space. The open concept living room features a 4 pane Anderson sliding pocket door to open up this space into an open air living room that leads to the waterfront screened porch. Built to be enjoyed year round with heated tile floors and a retractable screen door wall, you'll never want to leave this space. On the far end of the living room sits a wet bar with built in wine refrigerator and nugget ice maker, perfect for entertaining for all seasons. The first floor features a half bath, and luxurious primary suite with a walk in closet, en suite bathroom with walk in red light therapy shower and dual vanities. A spacious laundry room connects to the primary en suite. Upstairs you'll enjoy expansive views from both oversized bedrooms with sprawling closet spaces. Tesla charger is owned, and has the capability to be set up to work as a whole house generator. No detail was spared in this home built with a combination of metal roofing and architectural shingles, high end everlast siding, instant hot water heater, 400 series Anderson windows and so much more. Well and septic are brand new. With its contemporary comfortable design, high-end technologies and stunning water views, it promises and unparalleled living experience.

318 Old Point Rd, Chester

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$999,000

Discover a true waterfront treasure on .54 acres with 110 feet of waterfront. This beautifully renovated 3-bedroom, 2.5 bath home offers an open-concept layout design to capture breathing taking water views that stretch endless across the horizon. Each evening brings magnificent, direct sunset views-- the kind that make you stop, breathe, and take it all in. New pier in 2020! Step inside to luxury plank flooring that flows throughout the home, complementing a bright, modern kitchen outfitted with brilliant white quartz countertops, all new stainless steel appliances, abundant white cabinetry, and generous workspace ideal for cooking and entertaining. The refined design continues into each bathroom, where matching quartz countertops and coordinated cabinetry create a polished, cohesive aesthetic. With its expansive lot, serene waterfront setting, and elegant interior updates, this is a rare opportunity to own a home that blends comfort, beauty, and unforgettable views.

3 Beds ⋅ 3 Baths

Discover a true waterfront treasure on .54 acres with 110 feet of waterfront. This beautifully renovated 3-bedroom, 2.5 bath home offers an open-concept layout design to capture breathing taking water views that stretch endless across the horizon. Each evening brings magnificent, direct sunset views-- the kind that make you stop, breathe, and take it all in. New pier in 2020! Step inside to luxury plank flooring that flows throughout the home, complementing a bright, modern kitchen outfitted with brilliant white quartz countertops, all new stainless steel appliances, abundant white cabinetry, and generous workspace ideal for cooking and entertaining. The refined design continues into each bathroom, where matching quartz countertops and coordinated cabinetry create a polished, cohesive aesthetic. With its expansive lot, serene waterfront setting, and elegant interior updates, this is a rare opportunity to own a home that blends comfort, beauty, and unforgettable views.

1704 Bayside Dr, Chester

Listing courtesy of Cottage Street Realty LLC. Contact:

Selling Office: RE/MAX Leading Edge.

$995,990

The Franklin Model Home offers a beautifully designed open-concept layout enriched with elevated designer finishes—available now for immediate settlement with a rent-back opportunity. With 3 bedrooms, 3.5 baths, and a 2-car garage, this home provides a refined blend of comfort, versatility, and modern style. Standout features include a dedicated home office, a cozy fireplace, and a screened patio that extends your living space outdoors. Thoughtful design details—such as barn doors, crown molding, and a custom feature wall—add character and craftsmanship throughout. As an added bonus, all model home furniture is included, offering a seamless move-in-ready experience. The beautifully appointed kitchen features a range, single oven, microwave, range hood, dishwasher, French door refrigerator, stylish pendant lighting, and a coordinating tile backsplash. Quartz countertops elevate both the kitchen and the owner’s bath for a fresh, integrated design. LVP flooring extends across the main level for durability and style, with tile in all full baths and carpet in Bedrooms 2 and 3 for added comfort. The owner’s bath offers a spa-inspired shower with a built-in seat, handheld shower wand, and double sinks—creating a relaxing and functional daily retreat. For a full list of included features, please contact our sales representatives. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

3 Beds ⋅ 4 Baths

The Franklin Model Home offers a beautifully designed open-concept layout enriched with elevated designer finishes—available now for immediate settlement with a rent-back opportunity. With 3 bedrooms, 3.5 baths, and a 2-car garage, this home provides a refined blend of comfort, versatility, and modern style. Standout features include a dedicated home office, a cozy fireplace, and a screened patio that extends your living space outdoors. Thoughtful design details—such as barn doors, crown molding, and a custom feature wall—add character and craftsmanship throughout. As an added bonus, all model home furniture is included, offering a seamless move-in-ready experience. The beautifully appointed kitchen features a range, single oven, microwave, range hood, dishwasher, French door refrigerator, stylish pendant lighting, and a coordinating tile backsplash. Quartz countertops elevate both the kitchen and the owner’s bath for a fresh, integrated design. LVP flooring extends across the main level for durability and style, with tile in all full baths and carpet in Bedrooms 2 and 3 for added comfort. The owner’s bath offers a spa-inspired shower with a built-in seat, handheld shower wand, and double sinks—creating a relaxing and functional daily retreat. For a full list of included features, please contact our sales representatives. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

117 Flycatcher Way, Chester

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

Selling Office: Compass.

$995,000

Nestled in the charming Bay City subdivision, this delightful split foyer home offers a perfect blend of comfort and functionality. With 3 bedrooms and 3 full bathrooms (1 on lower level), including a luxurious primary suite featuring expansed bathroom and a jetted tub and large wak-in closet, this residence is designed for relaxation. The heart of the home boasts a traditional floor plan with a cozy family room off the kitchen, ideal for gatherings. Enjoy cooking with modern appliances, including island seating, french door refrigerator, while the gas fireplace adds warmth on cooler evenings. Set on a generous 0.52-acre lot in a peaceful cul-de-sac, the property features a private dock on Broad Creek, perfect for boating and fishing enthusiasts. The outdoor space includes a large deck for entertaining and a partially fenced rear yard with a private boat ramp and pier. With easy access to local amenities and just minutes from commuter lots and the airport, this home is a true retreat. Experience the best of waterfront living in a vibrant community!

3 Beds ⋅ 3 Baths

Nestled in the charming Bay City subdivision, this delightful split foyer home offers a perfect blend of comfort and functionality. With 3 bedrooms and 3 full bathrooms (1 on lower level), including a luxurious primary suite featuring expansed bathroom and a jetted tub and large wak-in closet, this residence is designed for relaxation. The heart of the home boasts a traditional floor plan with a cozy family room off the kitchen, ideal for gatherings. Enjoy cooking with modern appliances, including island seating, french door refrigerator, while the gas fireplace adds warmth on cooler evenings. Set on a generous 0.52-acre lot in a peaceful cul-de-sac, the property features a private dock on Broad Creek, perfect for boating and fishing enthusiasts. The outdoor space includes a large deck for entertaining and a partially fenced rear yard with a private boat ramp and pier. With easy access to local amenities and just minutes from commuter lots and the airport, this home is a true retreat. Experience the best of waterfront living in a vibrant community!

311 Irene Way, Stevensville

Listing courtesy of Wilson Realty & Staging LLC. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$985,000

Stevensville - The Ye Olde Church house is listed for sale. This unique property is being sold with 2 additional lots. A total of 1.74 acres of prime location in downtown Stevensville. The property has been previously used as an antique store but has many other uses under the zoning of SHVC. This is opportunity knocking for your new business. The property is located in the enterprise zone, that will offer business discounts or credits when bringing your business to Stevensville. The property has just been surveyed and stacked with corner markers. Additional tax #1804057503 and 1804112385 convey with sale.

426 Love Point Rd, Stevensville

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

Selling Office: Unrepresented.

$980,000

This charming Colonial home in the desirable Bay City community offers a perfect blend of comfort and convenience. With 1,716 sq. ft. of well-designed space, the open floor plan features a cozy living area with a propane fireplace, a bright breakfast area, and a kitchen island ideal for gatherings. Enjoy the luxury of a primary bath with a jetted tub and stand alone shower. Step outside to a beautifully landscaped 0.44-acre lot, complete with a hardscaped patio for outdoor relaxation. The property boasts 80 feet of waterfront along Broad Creek, perfect for kayaking or enjoying serene water views. Bay City offers fantastic amenities, including a beach, playgrounds, and common grounds, fostering a vibrant community spirit. Nearby parks and excellent schools enhance the neighborhood's appeal, while convenient access to commuter lots and the airport ensures easy travel. Experience the warmth of home in this inviting setting! Whether you are looking for a weekend home or looking for the island life 365 days a year, 604 Broadcreek is exactly what you have been waiting for! Pier Permit in process with county.

3 Beds ⋅ 3 Baths

This charming Colonial home in the desirable Bay City community offers a perfect blend of comfort and convenience. With 1,716 sq. ft. of well-designed space, the open floor plan features a cozy living area with a propane fireplace, a bright breakfast area, and a kitchen island ideal for gatherings. Enjoy the luxury of a primary bath with a jetted tub and stand alone shower. Step outside to a beautifully landscaped 0.44-acre lot, complete with a hardscaped patio for outdoor relaxation. The property boasts 80 feet of waterfront along Broad Creek, perfect for kayaking or enjoying serene water views. Bay City offers fantastic amenities, including a beach, playgrounds, and common grounds, fostering a vibrant community spirit. Nearby parks and excellent schools enhance the neighborhood's appeal, while convenient access to commuter lots and the airport ensures easy travel. Experience the warmth of home in this inviting setting! Whether you are looking for a weekend home or looking for the island life 365 days a year, 604 Broadcreek is exactly what you have been waiting for! Pier Permit in process with county.

604 Broadcreek Dr, Stevensville

Listing courtesy of Wilson Realty & Staging LLC. Contact:

Selling Office: Real Estate Depot.

$980,000

This meticulously renovated and maintained home checks all the boxes - inside and outside! Enjoy an oversized saltwater heated pool [20x44] with custom waterfalls and new liner. Entertain year-round in the expansive screened gazebo complete with a kitchen, firepit, and projector home theater with surround sound. Additional family-friendly features include adjustable basketball hoop (glass backboard), adorable custom-built treehouse with zip line, and a second screened gazebo with hot tub and seating and hammocks. Inside, the main level has an open-concept gourmet kitchen and great room space with cedar plank vaulted ceiling and skylights. There’s also a game room, complete with claw-foot billiard table that conveys. Upstairs, the large primary suite features a transom for extra daylight as well as an ensuite bath with dedicated makeup vanity, bubbler tub, and walk-in closet with custom shelving system. Three additional bedrooms share a well-appointed hall bath. This home has been lovingly maintained and upgraded by the current owners for 22 years including: Hybrid high-efficiency hot water tank (2023) Dual-zone HVAC systems replaced (2021) Fiber optic WiFi upgrade (2024) Crawl space encapsulation with dehumidifier ($25k investment) Whole house water filtration system (2025) Notable exterior upgrades include updated siding, windows, exterior doors, plus a composite front porch and custom garage door. Backing to the 10th fairway, this home is close enough to the community clubhouse for walks to your next pickleball match, round of golf, swim team practice/meets for the kids, or dinner at the restaurant. Just a bit farther, you’ll find the amazing marina providing direct access to the Eastern Bay. Don’t wait to enjoy this rare slice of Eastern Shore paradise - book your showing now!

4 Beds ⋅ 3 Baths

This meticulously renovated and maintained home checks all the boxes - inside and outside! Enjoy an oversized saltwater heated pool [20x44] with custom waterfalls and new liner. Entertain year-round in the expansive screened gazebo complete with a kitchen, firepit, and projector home theater with surround sound. Additional family-friendly features include adjustable basketball hoop (glass backboard), adorable custom-built treehouse with zip line, and a second screened gazebo with hot tub and seating and hammocks. Inside, the main level has an open-concept gourmet kitchen and great room space with cedar plank vaulted ceiling and skylights. There’s also a game room, complete with claw-foot billiard table that conveys. Upstairs, the large primary suite features a transom for extra daylight as well as an ensuite bath with dedicated makeup vanity, bubbler tub, and walk-in closet with custom shelving system. Three additional bedrooms share a well-appointed hall bath. This home has been lovingly maintained and upgraded by the current owners for 22 years including: Hybrid high-efficiency hot water tank (2023) Dual-zone HVAC systems replaced (2021) Fiber optic WiFi upgrade (2024) Crawl space encapsulation with dehumidifier ($25k investment) Whole house water filtration system (2025) Notable exterior upgrades include updated siding, windows, exterior doors, plus a composite front porch and custom garage door. Backing to the 10th fairway, this home is close enough to the community clubhouse for walks to your next pickleball match, round of golf, swim team practice/meets for the kids, or dinner at the restaurant. Just a bit farther, you’ll find the amazing marina providing direct access to the Eastern Bay. Don’t wait to enjoy this rare slice of Eastern Shore paradise - book your showing now!

4 Fairway Is, Grasonville

Listing courtesy of Redfin Corp. Contact:

Selling Office: Non Subscribing Office.

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