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SPACE, PRIVACY, NO HOA & A LARGE DETACHED POLE BARN! Welcome to 639 Poplar School Road, Centreville, where peaceful Eastern Shore living meets comfort, convenience, and room to spread out! Situated on a beautifully landscaped 1-acre lot, this well-maintained 3-bedroom, 2-bath home offers the space and flexibility today's buyers are looking for, all within an easy drive of downtown Centreville and the Chesapeake Bay Bridge. Inside, you'll find a warm and inviting home featuring fresh professional paint, updated lighting and ceiling fans, and a thoughtfully designed floor plan. The kitchen offers granite countertops and custom cabinetry, while the bathrooms also feature granite countertops. Upstairs, a finished bonus room provides flexible space for a home office, den, or hobby room, with additional unfinished space offering potential for future expansion. Major updates provide added peace of mind, including replacement windows (2018), a newer heat pump (approx. 3 years old), a newer water heater (approx. 1 year old), and a high-end water treatment and softener system (2024). Four new storm doors and other thoughtful improvements add to the home's appeal. Outdoor living is equally inviting! Enjoy your morning coffee on the screened-in porch, entertain on the beautiful paver patio, or relax in the partially fenced backyard. The 29' x 28' Amish-built detached pole barn, complete with electricity and plumbing rough-ins, offers incredible versatility for a workshop, storage, hobbies, or recreational equipment. An attached two-car garage with a finished epoxy floor provides even more storage and convenience. No HOA, a full acre of land, and room for your hobbies and outdoor lifestyle! Conveniently located near historic downtown Centreville, local shops, restaurants, parks, and the Centreville Wharf, with easy access to Route 50 and approximately 20 minutes to the Chesapeake Bay Bridge. If you've been searching for a well-maintained home with acreage, a substantial outbuilding, and the freedom to enjoy Eastern Shore living, 639 Poplar School Road deserves a closer look!

639 Poplar School Rd, Centreville

Listing courtesy of Compass. Contact:

$359,900

Open House, Sunday, 11/15 from 1-4PM * Owner Says Sell! Newly Reduced Price * Bayside Condo Townhomes in Chester * Kent Island - Located in the Popular Community of Bayside just minutes from the Bay Bridge, Castle Harbor Marina for Boaters and all -Kent Island has to offer! This lovely End Unit Townhome with Garage is very well maintained and in move in condition. It features 3 levels above ground, so all rooms have windows and the ground floor is a level walk out. Enter at ground level which includes Garage, Foyer, Laundry and a bright and sunny 1st floor Family Room with Sliding Glass Doors to a Concrete Patio. The next level up opens to an Expansive Living Room/Dining Room combo with gleaming hardwood floors, propane gas Fireplace w mantle and sliding glass doors to a rear facing Deck. The Half Bath & L-Shaped Kitchen with pass thru are located in the front of the home, and the Kitchen is nicely updated to include stainless steel appliances, white cabinets, quartz counters, modern oversized sink with single lever faucet and wonderful wall of built-in storage/pantry space. The community of Bayside is a waterside community and conveniently located near Castle Harbor Marina which is a privately owned marina and within walking distance of this townhome. It has public water, public sewer, propane gas for fireplaces and is serviced by Breezeline & Talkie for Internet and Cable. The community amenities include Outdoor Pool + Hot Tub w Lifeguard, Clubhouse with Exercise Room, Upper-Level Party/Meeting Room, Tennis, Volleyball. It has an On-Site Property Manager. The community fees include: grass cutting, snow removal, roof, siding, decks, trash & recycle.

Open House, Sunday, 11/15 from 1-4PM * Owner Says Sell! Newly Reduced Price * Bayside Condo Townhomes in Chester * Kent Island - Located in the Popular Community of Bayside just minutes from the Bay Bridge, Castle Harbor Marina for Boaters and all -Kent Island has to offer! This lovely End Unit Townhome with Garage is very well maintained and in move in condition. It features 3 levels above ground, so all rooms have windows and the ground floor is a level walk out. Enter at ground level which includes Garage, Foyer, Laundry and a bright and sunny 1st floor Family Room with Sliding Glass Doors to a Concrete Patio. The next level up opens to an Expansive Living Room/Dining Room combo with gleaming hardwood floors, propane gas Fireplace w mantle and sliding glass doors to a rear facing Deck. The Half Bath & L-Shaped Kitchen with pass thru are located in the front of the home, and the Kitchen is nicely updated to include stainless steel appliances, white cabinets, quartz counters, modern oversized sink with single lever faucet and wonderful wall of built-in storage/pantry space. The community of Bayside is a waterside community and conveniently located near Castle Harbor Marina which is a privately owned marina and within walking distance of this townhome. It has public water, public sewer, propane gas for fireplaces and is serviced by Breezeline & Talkie for Internet and Cable. The community amenities include Outdoor Pool + Hot Tub w Lifeguard, Clubhouse with Exercise Room, Upper-Level Party/Meeting Room, Tennis, Volleyball. It has an On-Site Property Manager. The community fees include: grass cutting, snow removal, roof, siding, decks, trash & recycle.

108 Blenny Ln, Chester

Listing courtesy of RE/MAX Leading Edge. Contact:

$85,000

Price correction! Here is your chance to get one of the last vacant lots in downtown Chestertown. And as an added bonus, the lot backs up to the Rail Trail for easy access to the Chester River waterfront and downtown Chestertown. Situated at the corner of Lynchburg and Cannon Streets, this 3,096 sq ft lot can be purchased alone, or along with the recently subdivided adjacent lot. Water and sewer hookups available. Buyer to confirm with the Town of Chestertown allowable uses and the use of the previous water/sewer allocation.

620 Cannon St, Chestertown

Listing courtesy of Taylor Properties. Contact:

$979,000

Stunning and spacious, this 4703-square-foot residence rests gracefully on a meticulously landscaped 2-acre parcel adorned with majestic trees. A tranquil goldfish pond, home to over 40 fish, adds a serene touch and can remain with the property, or the owner can rehome the fish. Upon entering, you're greeted by soaring 9+ foot ceilings and an impressive cathedral ceiling in the great room, complemented by recessed lighting throughout the home. The home features cutting-edge Geo-thermal heating and central air conditioning for comfort in all seasons. Entertainment options abound, with a well-appointed wet bar complete with a fridge. Luxurious flooring finishes include marble, hardwood, and Berber carpet upstairs. Dual primary bedroom suites on the main level offer versatility, one boasting a private deck overlooking the picturesque fishpond and gas fireplace. Each suite includes a spacious walk-in closet. The home offers an intercom. A large loft with a catwalk offers a commanding view of the main living area, enhanced by a striking window wall. Relax on the screened porch or enjoy the outdoors from the expansive front porch adorned with stately columns. Or the rear exterior charm is found on the deck with brick façade and wrought-iron railings. The home office/den and convenient laundry room are on the main level for added functionality. With four bedrooms—two upstairs and two downstairs—and 3.5 bathrooms, there's ample space for family and guests alike. Crown mouldings in the lower level and large columns throughout the interior add a touch of elegance. The gourmet kitchen is a chef's delight, featuring granite countertops, all-new stainless-steel appliances, and a double-wall oven. A breakfast room and formal dining room, open and defined by elegant columns, provide flexible dining options. This home offers an open main level, kitchen, breakfast area, living room, dining room, great room and large foyer. Blacktop Driveway and parking area, and 3 car garage. Additional features are the unique advantage of being one of only three properties excluded from HOA fees. This exceptional property offers a rare blend of luxury, functionality, and serene surroundings, making it truly one-of-a-kind.

4 Beds ⋅ 4 Baths

Stunning and spacious, this 4703-square-foot residence rests gracefully on a meticulously landscaped 2-acre parcel adorned with majestic trees. A tranquil goldfish pond, home to over 40 fish, adds a serene touch and can remain with the property, or the owner can rehome the fish. Upon entering, you're greeted by soaring 9+ foot ceilings and an impressive cathedral ceiling in the great room, complemented by recessed lighting throughout the home. The home features cutting-edge Geo-thermal heating and central air conditioning for comfort in all seasons. Entertainment options abound, with a well-appointed wet bar complete with a fridge. Luxurious flooring finishes include marble, hardwood, and Berber carpet upstairs. Dual primary bedroom suites on the main level offer versatility, one boasting a private deck overlooking the picturesque fishpond and gas fireplace. Each suite includes a spacious walk-in closet. The home offers an intercom. A large loft with a catwalk offers a commanding view of the main living area, enhanced by a striking window wall. Relax on the screened porch or enjoy the outdoors from the expansive front porch adorned with stately columns. Or the rear exterior charm is found on the deck with brick façade and wrought-iron railings. The home office/den and convenient laundry room are on the main level for added functionality. With four bedrooms—two upstairs and two downstairs—and 3.5 bathrooms, there's ample space for family and guests alike. Crown mouldings in the lower level and large columns throughout the interior add a touch of elegance. The gourmet kitchen is a chef's delight, featuring granite countertops, all-new stainless-steel appliances, and a double-wall oven. A breakfast room and formal dining room, open and defined by elegant columns, provide flexible dining options. This home offers an open main level, kitchen, breakfast area, living room, dining room, great room and large foyer. Blacktop Driveway and parking area, and 3 car garage. Additional features are the unique advantage of being one of only three properties excluded from HOA fees. This exceptional property offers a rare blend of luxury, functionality, and serene surroundings, making it truly one-of-a-kind.

32675 Discovery Dr, Easton

Listing courtesy of Keller Williams Select Realtors of Easton. Contact:

$565,000

Sellers of 624 Davol Rd are offering up to $15,000 toward buyer’s allowable closing costs, prepaid expenses, and/or a lender-approved interest-rate buydown with a mutually accepted contract on or before November 20, 2026. Buyers may alternatively negotiate a price reduction in lieu of the closing-cost credit. All incentives are subject to seller-approved price and terms, lender approval, and applicable loan-program limits.Welcome to 624 Davol Road, a beautifully updated 4-bedroom, 3.5-bath home offering nearly 2,500 square feet in the sought-after Cloverfields community. Recent 2026 improvements include updated flooring, a renovated kitchen, new lighting and a new roof, creating a fresh, move-in-ready feel throughout. Outside, you’ll appreciate the garage, large parking pad and fenced backyard with plenty of space to relax, entertain or play. Cloverfields offers an incredible Eastern Shore lifestyle with a community pool, private beach, playgrounds and marina with boat slips available for rent when offered. Conveniently located just off the first exit over the Bay Bridge, the home provides easy access to nearby trails, shopping, dining and everything Kent Island has to offer. Coming soon — stay tuned for your opportunity to see this spacious, updated Cloverfields home!

4 Beds ⋅ 4 Baths

Sellers of 624 Davol Rd are offering up to $15,000 toward buyer’s allowable closing costs, prepaid expenses, and/or a lender-approved interest-rate buydown with a mutually accepted contract on or before November 20, 2026. Buyers may alternatively negotiate a price reduction in lieu of the closing-cost credit. All incentives are subject to seller-approved price and terms, lender approval, and applicable loan-program limits.Welcome to 624 Davol Road, a beautifully updated 4-bedroom, 3.5-bath home offering nearly 2,500 square feet in the sought-after Cloverfields community. Recent 2026 improvements include updated flooring, a renovated kitchen, new lighting and a new roof, creating a fresh, move-in-ready feel throughout. Outside, you’ll appreciate the garage, large parking pad and fenced backyard with plenty of space to relax, entertain or play. Cloverfields offers an incredible Eastern Shore lifestyle with a community pool, private beach, playgrounds and marina with boat slips available for rent when offered. Conveniently located just off the first exit over the Bay Bridge, the home provides easy access to nearby trails, shopping, dining and everything Kent Island has to offer. Coming soon — stay tuned for your opportunity to see this spacious, updated Cloverfields home!

624 Davol Rd, Stevensville

Listing courtesy of Samson Properties. Contact:

$415,000

Welcome to this beautifully maintained end-unit townhome in the sought-after Lakelands at Easton community. Offering 4 bedrooms, 2.5 bathrooms, and a thoughtfully designed floor plan, this home combines the convenience of main-level living with generous space for family and guests. The spacious main-level primary suite features a walk-in closet and private en-suite bath, while a dedicated home office provides an ideal space for remote work or study. Bright, open living areas are filled with natural light and flow seamlessly into the kitchen, complete with stainless steel appliances and ample cabinetry for everyday living and entertaining. Upstairs, you’ll find three generously sized bedrooms along with a finished bonus room offering approximately 400 sq. ft. of additional finished space—ideal for a recreation room, media room, hobby space, or additional living area. Step outside to enjoy the fully fenced backyard, offering privacy and room to relax, garden, or entertain. Additional highlights include an attached two-car garage, new flooring on the main level, new dishwasher, new dryer, new disposal and new roof. Residents of Lakelands at Easton enjoy community amenities, including a neighborhood pool, while being just minutes from historic downtown Easton, shopping, dining, healthcare, and Route 50 for convenient access throughout the Mid-Shore. This move-in-ready home offers an appealing combination of space, comfort, convenience, and low-maintenance living.

Welcome to this beautifully maintained end-unit townhome in the sought-after Lakelands at Easton community. Offering 4 bedrooms, 2.5 bathrooms, and a thoughtfully designed floor plan, this home combines the convenience of main-level living with generous space for family and guests. The spacious main-level primary suite features a walk-in closet and private en-suite bath, while a dedicated home office provides an ideal space for remote work or study. Bright, open living areas are filled with natural light and flow seamlessly into the kitchen, complete with stainless steel appliances and ample cabinetry for everyday living and entertaining. Upstairs, you’ll find three generously sized bedrooms along with a finished bonus room offering approximately 400 sq. ft. of additional finished space—ideal for a recreation room, media room, hobby space, or additional living area. Step outside to enjoy the fully fenced backyard, offering privacy and room to relax, garden, or entertain. Additional highlights include an attached two-car garage, new flooring on the main level, new dishwasher, new dryer, new disposal and new roof. Residents of Lakelands at Easton enjoy community amenities, including a neighborhood pool, while being just minutes from historic downtown Easton, shopping, dining, healthcare, and Route 50 for convenient access throughout the Mid-Shore. This move-in-ready home offers an appealing combination of space, comfort, convenience, and low-maintenance living.

29141 Superior Cir, Easton

Listing courtesy of Coldwell Banker Realty. Contact:

Parcel 73 Parcel 73 Barclay Road, Barclay

$85,000

7.5-Acre Residential Lot for Sale in Barclay Enjoy the peace and privacy of country living with the convenience of small-town amenities nearby. This approximately 7.5-acre residential lot is located just outside the town limits of Barclay, offering the benefit of no town property taxes. The property does not have access to public water or sewer. A private well and an approved perc test or other suitable private septic solution will be required prior to development. No perc test has been applied for. Buyer is responsible for conducting their own due diligence regarding zoning, building requirements, well and septic feasibility, and all other matters related to the property’s potential use and development. With a quiet setting and convenient access to major commuting routes, this property offers an excellent opportunity to create your own private homesite while enjoying the charm of small-town living.

Parcel 73 Parcel 73 Barclay Road, Barclay

Listing courtesy of Benson & Mangold, LLC. Contact:

$1,399,000

This beautiful historic house is located in the heart of Saint Michaels Historic District, within walking distance of waterfront parks, the harbor, shops, restaurants, the Maritime Museum, public boat ramp & more. Known as the "Keithley House", the original dwelling was built in 1786, followed by additions believed to be added in the 1860-1870 time span. This home is beautifully updated while managing to keep & restore much of the original valued features, lending to its incredible charm & comfort. Extensive trim, exposed beams, hand hued wood railings, 4 fireplaces (3 wood burning, 1 electric), antique fixtures, heart pine floors & more. In addition to a lovely home, the lot is one of the larger ones in the area, at a higher elevation with beautiful landscaping, just redone, w/ gardens, fruit trees, patios, antique productive grape arbor, large shed, paths, fencing & rear gate, forming a lovely backyard oasis. Off street parking for multiple vehicles, lined w/ knock out roses & pencil Hollies. This lot offers the possibility to add onto the dwelling or building a pool, separate garage, pool, home office or guest quarters. With many recent upgrades, this is a must see! Come by boat or by car. Buy in time to enjoy Saint Michaels wonderful holiday festivities. ACCESS BY APPT ONLY, surveillance cameras.

This beautiful historic house is located in the heart of Saint Michaels Historic District, within walking distance of waterfront parks, the harbor, shops, restaurants, the Maritime Museum, public boat ramp & more. Known as the "Keithley House", the original dwelling was built in 1786, followed by additions believed to be added in the 1860-1870 time span. This home is beautifully updated while managing to keep & restore much of the original valued features, lending to its incredible charm & comfort. Extensive trim, exposed beams, hand hued wood railings, 4 fireplaces (3 wood burning, 1 electric), antique fixtures, heart pine floors & more. In addition to a lovely home, the lot is one of the larger ones in the area, at a higher elevation with beautiful landscaping, just redone, w/ gardens, fruit trees, patios, antique productive grape arbor, large shed, paths, fencing & rear gate, forming a lovely backyard oasis. Off street parking for multiple vehicles, lined w/ knock out roses & pencil Hollies. This lot offers the possibility to add onto the dwelling or building a pool, separate garage, pool, home office or guest quarters. With many recent upgrades, this is a must see! Come by boat or by car. Buy in time to enjoy Saint Michaels wonderful holiday festivities. ACCESS BY APPT ONLY, surveillance cameras.

104 Mulberry St, Saint Michaels

Listing courtesy of RE/MAX One. Contact:

$450,000

Great setting in Kent Island 4 bedrooms and three bathrooms, First floor primary bedroom and then possibly a in-law suite. Located In the heart of farmland on Kent Island, with some water views and watch the sunsets on the bay. This property has beach access. Many great features in this home with vaulted ceilings updated kitchen with granite counters, two car garage fenced back yard nice deck off the back yard. 12-to-15-minute commute to Bay Bridge and shopping. idea for commuters, Enjoy the eastern shore living at its best.

Great setting in Kent Island 4 bedrooms and three bathrooms, First floor primary bedroom and then possibly a in-law suite. Located In the heart of farmland on Kent Island, with some water views and watch the sunsets on the bay. This property has beach access. Many great features in this home with vaulted ceilings updated kitchen with granite counters, two car garage fenced back yard nice deck off the back yard. 12-to-15-minute commute to Bay Bridge and shopping. idea for commuters, Enjoy the eastern shore living at its best.

107 Trequassin Dr, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

$419,900

Enjoy the Eastern Shore as your weekend retreat at 8630 Elm Road. Calling all boaters, fishers, hunters, beachgoers, nature and recreation lovers, investors, and residential vacation-home seekers looking for a peaceful Eastern Shore getaway—with the waterfront lifestyle without the waterfront price. Located in the waterfront community of Tolchester Estates, this refreshed five-bedroom, 2.5-bath home offers approximately 1,936 square feet of flexible living space on about 0.38 acres. The fifth bedroom can serve as a home office, guest room or hobby space with 8 car driveway large enough for multiple families, a boat or RV. The home features stainless-steel appliances, a recently replaced washer, an approximately two-year-old water heater and an electric fireplace with custom floating shelves. Outside, enjoy the expanded deck, hot tub and fire pit. On crisp fall or winter evenings, gather around the fire for s’mores and hot chocolate. Tolchester Marina is about three blocks away, across the street from the home. The private marina welcomes visitors to its Shanty Bar, with seasonal live entertainment, and its on-site restaurant, where you can enjoy breakfast. Boating, kayaking and other water activities are nearby, and the community boat ramp is about one mile away. Local fishing charters operate from the marina; reservations and fees are separate. Transient slips may be available for overnight stays. Marina pool access is limited to eligible slip holders and overnight transient guests, subject to marina rules, fees and availability. Great Oak Landing—with its nine-hole executive golf course and Jellyfish Joel’s Beach Bar—is a 15-minute drive away. Enjoy the area’s natural setting, with opportunities to see deer and rabbits and listen to birdsong. Eastern Neck National Wildlife Refuge offers trails, wildlife viewing and seasonal deer hunts on designated days with a required refuge permit. Millington Wildlife Management Area offers about 4,000 acres of public hunting access, subject to Maryland DNR rules and season requirements. Downtown Rock Hall, with its seafood restaurants and waterfront dining, is about a 10-minute drive away. Enjoy a beach day at Ferry Park or explore Eastern Neck. Historic Chestertown is about 15 minutes away, where you can stroll the year-round Saturday farmers market, browse local vendors and bring home fresh seasonal produce. Make a day of exploring the area’s wineries, including Crow Vineyard and Broken Spoke Winery, and create your own Eastern Shore wine-tasting tour. Casa Carmen’s wine and tapas tasting room offers another inviting stop in Chestertown. Most furnishings are included, including the queen- and king-size Havertys bedroom sets, generally used mattresses approximately two to four years old, and the deck furniture. With flexible living space, outdoor gathering areas and convenient access to boating, fishing, hunting, golf, beaches, dining and nature, 8630 Elm Road is well suited to a full-time home or an Eastern Shore getaway. USDA 100% financing may be available to eligible buyers, subject to property eligibility, borrower qualification and lender approval.

5 Beds ⋅ 3 Baths

Enjoy the Eastern Shore as your weekend retreat at 8630 Elm Road. Calling all boaters, fishers, hunters, beachgoers, nature and recreation lovers, investors, and residential vacation-home seekers looking for a peaceful Eastern Shore getaway—with the waterfront lifestyle without the waterfront price. Located in the waterfront community of Tolchester Estates, this refreshed five-bedroom, 2.5-bath home offers approximately 1,936 square feet of flexible living space on about 0.38 acres. The fifth bedroom can serve as a home office, guest room or hobby space with 8 car driveway large enough for multiple families, a boat or RV. The home features stainless-steel appliances, a recently replaced washer, an approximately two-year-old water heater and an electric fireplace with custom floating shelves. Outside, enjoy the expanded deck, hot tub and fire pit. On crisp fall or winter evenings, gather around the fire for s’mores and hot chocolate. Tolchester Marina is about three blocks away, across the street from the home. The private marina welcomes visitors to its Shanty Bar, with seasonal live entertainment, and its on-site restaurant, where you can enjoy breakfast. Boating, kayaking and other water activities are nearby, and the community boat ramp is about one mile away. Local fishing charters operate from the marina; reservations and fees are separate. Transient slips may be available for overnight stays. Marina pool access is limited to eligible slip holders and overnight transient guests, subject to marina rules, fees and availability. Great Oak Landing—with its nine-hole executive golf course and Jellyfish Joel’s Beach Bar—is a 15-minute drive away. Enjoy the area’s natural setting, with opportunities to see deer and rabbits and listen to birdsong. Eastern Neck National Wildlife Refuge offers trails, wildlife viewing and seasonal deer hunts on designated days with a required refuge permit. Millington Wildlife Management Area offers about 4,000 acres of public hunting access, subject to Maryland DNR rules and season requirements. Downtown Rock Hall, with its seafood restaurants and waterfront dining, is about a 10-minute drive away. Enjoy a beach day at Ferry Park or explore Eastern Neck. Historic Chestertown is about 15 minutes away, where you can stroll the year-round Saturday farmers market, browse local vendors and bring home fresh seasonal produce. Make a day of exploring the area’s wineries, including Crow Vineyard and Broken Spoke Winery, and create your own Eastern Shore wine-tasting tour. Casa Carmen’s wine and tapas tasting room offers another inviting stop in Chestertown. Most furnishings are included, including the queen- and king-size Havertys bedroom sets, generally used mattresses approximately two to four years old, and the deck furniture. With flexible living space, outdoor gathering areas and convenient access to boating, fishing, hunting, golf, beaches, dining and nature, 8630 Elm Road is well suited to a full-time home or an Eastern Shore getaway. USDA 100% financing may be available to eligible buyers, subject to property eligibility, borrower qualification and lender approval.

8630 Elm Rd, Chestertown

Listing courtesy of Save 6, Incorporated. Contact:

$1,500,000

Spectacular Waterfront Retreat on almost 7 Acres in Exclusive Bennett Point! Welcome to your private paradise on the shores of serene Greenwood Creek! This extraordinary waterfront estate offers almost 7 acres of pure tranquility and luxury, surrounded by water on two sides for a true feeling of seclusion and peace. Your deep-water private pier is a boater’s dream — complete with 3 boat lifts and 2 jet-ski lifts ($150k value just in lifts alone)— perfect for crabbing, fishing, or setting out for a sunset cruise. The home’s Royal Blue Terracotta roof and accents make a bold architectural statement, while the full wrap-around deck ensures you’ll never miss a moment of the breathtaking waterfront views. Step inside and be transported to a stunning waterfront chalet (2x6 construction), where soaring ceilings, skylights, and warm wood accents create a cozy yet grand, open atmosphere. The nearly 3,000 sq. ft. of living space includes a magnificent 35’ x 17’ great room anchored by a floor-to-ceiling stacked-stone fireplace with a wood stove—powerful enough to heat the entire home! The open-concept of the great room, dining and kitchen areas make entertaining a joy. Kitchen features custom cabinetry, granite countertops, a beverage fridge, island, and ample dining space—flowing seamlessly to the screened porch and wrap-around decking. This home also enjoys over 2 thousand ft of heating tubes under the floor for warm-radiant heating you won't find anywhere else! The main level offers 3 spacious bedrooms, 2 full baths, and convenient laundry and storage areas. Upstairs, the cozy loft-style family room with skylights overlooks the great room and leads to a luxurious 25’ x 23’ primary suite, complete with a spa-inspired bath featuring dual sinks, a whirlpool tub, separate shower, and skylights that fill the space with natural light. Every inch of this home was designed to celebrate waterfront living at its finest—a place where comfort meets adventure, and every day feels like a getaway. 🌅 Don’t wait—this rare Bennett Point gem won’t last long!

Spectacular Waterfront Retreat on almost 7 Acres in Exclusive Bennett Point! Welcome to your private paradise on the shores of serene Greenwood Creek! This extraordinary waterfront estate offers almost 7 acres of pure tranquility and luxury, surrounded by water on two sides for a true feeling of seclusion and peace. Your deep-water private pier is a boater’s dream — complete with 3 boat lifts and 2 jet-ski lifts ($150k value just in lifts alone)— perfect for crabbing, fishing, or setting out for a sunset cruise. The home’s Royal Blue Terracotta roof and accents make a bold architectural statement, while the full wrap-around deck ensures you’ll never miss a moment of the breathtaking waterfront views. Step inside and be transported to a stunning waterfront chalet (2x6 construction), where soaring ceilings, skylights, and warm wood accents create a cozy yet grand, open atmosphere. The nearly 3,000 sq. ft. of living space includes a magnificent 35’ x 17’ great room anchored by a floor-to-ceiling stacked-stone fireplace with a wood stove—powerful enough to heat the entire home! The open-concept of the great room, dining and kitchen areas make entertaining a joy. Kitchen features custom cabinetry, granite countertops, a beverage fridge, island, and ample dining space—flowing seamlessly to the screened porch and wrap-around decking. This home also enjoys over 2 thousand ft of heating tubes under the floor for warm-radiant heating you won't find anywhere else! The main level offers 3 spacious bedrooms, 2 full baths, and convenient laundry and storage areas. Upstairs, the cozy loft-style family room with skylights overlooks the great room and leads to a luxurious 25’ x 23’ primary suite, complete with a spa-inspired bath featuring dual sinks, a whirlpool tub, separate shower, and skylights that fill the space with natural light. Every inch of this home was designed to celebrate waterfront living at its finest—a place where comfort meets adventure, and every day feels like a getaway. 🌅 Don’t wait—this rare Bennett Point gem won’t last long!

2006 Bennett Point Rd, Queenstown

Listing courtesy of RE/MAX Executive. Contact:

$334,900

Adorable 3BR/2BA expanded Farm style home located on a spacious lot in the desirable neighborhood of the Town of Rock Hall. Make your way to the country style covered front porch and the door to your forever home. Step inside a home filled with original charm and character throughout offering an abundance of natural light, crown moldings, luxury flooring, and an open main floor plan. The main floor offers a large entry with a view of the living room, dining room, stunning kitchen, and a beautiful open wood staircase. The stunning kitchen boasts a vaulted ceiling, ample cabinets finished with crown moldings, stainless steel appliances (including an electric cooktop and lower wall oven), granite countertops, and a double stainless sink. Just off the entryway is a full bath with laundry. On the second floor are two sizable secondary bedrooms, a larger primary bedroom with access to one of the secondary bedrooms, and a full bath featuring a walk-in shower with a spa feature. From the kitchen's sliding doors, step onto a spacious wood deck overlooking the semi-fenced yard, which offers green space, numerous possibilities, and a detached garage. This move-in-ready home is ideal for any new homeowner and is located near shopping, restaurants and commuter routes.

Adorable 3BR/2BA expanded Farm style home located on a spacious lot in the desirable neighborhood of the Town of Rock Hall. Make your way to the country style covered front porch and the door to your forever home. Step inside a home filled with original charm and character throughout offering an abundance of natural light, crown moldings, luxury flooring, and an open main floor plan. The main floor offers a large entry with a view of the living room, dining room, stunning kitchen, and a beautiful open wood staircase. The stunning kitchen boasts a vaulted ceiling, ample cabinets finished with crown moldings, stainless steel appliances (including an electric cooktop and lower wall oven), granite countertops, and a double stainless sink. Just off the entryway is a full bath with laundry. On the second floor are two sizable secondary bedrooms, a larger primary bedroom with access to one of the secondary bedrooms, and a full bath featuring a walk-in shower with a spa feature. From the kitchen's sliding doors, step onto a spacious wood deck overlooking the semi-fenced yard, which offers green space, numerous possibilities, and a detached garage. This move-in-ready home is ideal for any new homeowner and is located near shopping, restaurants and commuter routes.

5862 N Main St, Rock Hall

Listing courtesy of LPT Realty, LLC. Contact:

$399,900

Welcome to Lakelands at Easton! This bright and spacious two-story townhome offers approximately 2,700 square feet of comfortable living space with a desirable floor plan designed for easy everyday living. The main level features a private primary suite, convenient laundry room, and a welcoming living area with a cozy gas fireplace and abundant natural light. The kitchen offers plenty of space for everyday meals and entertaining and features a new refrigerator and new disposal, while the laundry room includes a new dryer. Upstairs, you’ll find three generously sized bedrooms along with a large open living area that provides wonderful flexibility for a second TV room, game room, sitting area, home office, or additional gathering space. Enjoy the convenience of an attached garage and outdoor living in the fenced backyard, offering space to relax, garden, or entertain. A new roof installed in 2025 provides added peace of mind. Residents of Lakelands at Easton enjoy community amenities, including a neighborhood pool, while being just minutes from historic downtown Easton, shopping, dining, healthcare, and Route 50. This home offers an appealing combination of space, flexibility, comfort, and low-maintenance living.

Welcome to Lakelands at Easton! This bright and spacious two-story townhome offers approximately 2,700 square feet of comfortable living space with a desirable floor plan designed for easy everyday living. The main level features a private primary suite, convenient laundry room, and a welcoming living area with a cozy gas fireplace and abundant natural light. The kitchen offers plenty of space for everyday meals and entertaining and features a new refrigerator and new disposal, while the laundry room includes a new dryer. Upstairs, you’ll find three generously sized bedrooms along with a large open living area that provides wonderful flexibility for a second TV room, game room, sitting area, home office, or additional gathering space. Enjoy the convenience of an attached garage and outdoor living in the fenced backyard, offering space to relax, garden, or entertain. A new roof installed in 2025 provides added peace of mind. Residents of Lakelands at Easton enjoy community amenities, including a neighborhood pool, while being just minutes from historic downtown Easton, shopping, dining, healthcare, and Route 50. This home offers an appealing combination of space, flexibility, comfort, and low-maintenance living.

29181 Superior Cir, Easton

Listing courtesy of Coldwell Banker Realty. Contact:

$699,000

Welcome to your own private Eastern Shore retreat! Nestled on approximately 17.6 picturesque acres, this charming property offers the perfect blend of peaceful country living and everyday convenience. The home features comfortable one-level living with spacious gathering areas, a cozy wood stove, and beautiful views of the surrounding countryside. Whether you’re looking for room to garden, hunt, farm, enjoy outdoor recreation, or simply relax and take in the tranquility, this property provides endless possibilities. The expansive acreage offers privacy, open space, and the opportunity to create the lifestyle you’ve been dreaming of while still being just a short drive to shopping, dining, and major commuter routes.

Welcome to your own private Eastern Shore retreat! Nestled on approximately 17.6 picturesque acres, this charming property offers the perfect blend of peaceful country living and everyday convenience. The home features comfortable one-level living with spacious gathering areas, a cozy wood stove, and beautiful views of the surrounding countryside. Whether you’re looking for room to garden, hunt, farm, enjoy outdoor recreation, or simply relax and take in the tranquility, this property provides endless possibilities. The expansive acreage offers privacy, open space, and the opportunity to create the lifestyle you’ve been dreaming of while still being just a short drive to shopping, dining, and major commuter routes.

1520 John Brown Rd, Queenstown

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact:

$874,000

Welcome to 214 Bayberry at Four Seasons on Kent Island. Step into refined elegance and low-maintenance, luxury main-level living with this stunning Killarney model. This single family home with 10 foot ceilings blends style, comfort, and functionality, in Kent Island's premier 55+ resort-style community. Enjoy the convenience of a thoughtfully designed main level home featuring a spacious primary suite, guest bedroom, and a private home office - perfect for working from home or hosting visitors in a den setting. The Gourmet Kitchen is special, boasting upgraded appliances, expansive quartz counter tops, custom cabinetry, double wall ovens, stainless steel refrigerator with French doors, and a large island ideal for entertaining. Your primary suite includes a spa style bathroom complete with walk-in shower. The upper level of the home offers an and additional bedroom, and a second family room. Don't miss the full walk in storage area above the garage that is partially finished. More storage is available in the oversized fully finished two car garage with room for a third car or golf cart. Off the dining area is a screened-in porch and paver patio with a fire pit and out door built in grilling area. Backing to the pond, no houses behind you and views of the fountain is what makes this truly an exceptional lot and setting. The community run irrigation system Is an added bonus to this community. You will certainly enjoy the 24,000 square foot Clubhouse located directly on the Chester River. Fantastic amenities include an outdoor infinity pool, indoor pool with on-duty lifeguard, fitness center, library, game room, gas and wood burning fire pits, Tiki bar equipped with refrigerators, sinks and television monitors, pier with transient boat slips, walking paths that link to the Cross Island Trail, pickle ball & tennis courts, bocce, dog park, and an outdoor amphitheater for live music and movie nights. The community lifestyle director will keep you busy with daily activities such as yoga and an assortment of clubs including biking, billiards, book club, baking, mahjong, environmental club, trivia night and more. This development is an unrivaled, amenity-filled, resort-style experience.

Welcome to 214 Bayberry at Four Seasons on Kent Island. Step into refined elegance and low-maintenance, luxury main-level living with this stunning Killarney model. This single family home with 10 foot ceilings blends style, comfort, and functionality, in Kent Island's premier 55+ resort-style community. Enjoy the convenience of a thoughtfully designed main level home featuring a spacious primary suite, guest bedroom, and a private home office - perfect for working from home or hosting visitors in a den setting. The Gourmet Kitchen is special, boasting upgraded appliances, expansive quartz counter tops, custom cabinetry, double wall ovens, stainless steel refrigerator with French doors, and a large island ideal for entertaining. Your primary suite includes a spa style bathroom complete with walk-in shower. The upper level of the home offers an and additional bedroom, and a second family room. Don't miss the full walk in storage area above the garage that is partially finished. More storage is available in the oversized fully finished two car garage with room for a third car or golf cart. Off the dining area is a screened-in porch and paver patio with a fire pit and out door built in grilling area. Backing to the pond, no houses behind you and views of the fountain is what makes this truly an exceptional lot and setting. The community run irrigation system Is an added bonus to this community. You will certainly enjoy the 24,000 square foot Clubhouse located directly on the Chester River. Fantastic amenities include an outdoor infinity pool, indoor pool with on-duty lifeguard, fitness center, library, game room, gas and wood burning fire pits, Tiki bar equipped with refrigerators, sinks and television monitors, pier with transient boat slips, walking paths that link to the Cross Island Trail, pickle ball & tennis courts, bocce, dog park, and an outdoor amphitheater for live music and movie nights. The community lifestyle director will keep you busy with daily activities such as yoga and an assortment of clubs including biking, billiards, book club, baking, mahjong, environmental club, trivia night and more. This development is an unrivaled, amenity-filled, resort-style experience.

214 Bayberry Dr, Chester

Listing courtesy of Benson & Mangold, LLC. Contact:

$650,000

Sellers of 259 Topside are offering up to $18,000 toward buyer’s allowable closing costs, prepaid expenses, and/or a lender-approved interest-rate buydown with a mutually accepted contract on or before November 24, 2026. Buyers may alternatively negotiate a price reduction in lieu of the closing-cost credit. All incentives are subject to seller-approved price and terms, lender approval, and applicable loan-program limits.Welcome to 259 Topside Drive in Bay Bridge Cove, one of Kent Island’s most sought-after 55+ communities! This beautifully upgraded Oxford model offers the spacious, flexible floor plan buyers love, paired with a premium setting overlooking the community pond and fountain. Step inside to an open and inviting main level designed for both everyday living and entertaining. The gourmet kitchen is a standout, featuring beautiful light gray cabinetry, a custom backsplash that complements it perfectly, an upgraded appliance package, generous workspace and an easy flow into the main living areas. A cozy fireplace anchors the living room, while the expanded double sunroom fills the rear of the home with natural light and creates even more space to relax, entertain or simply enjoy the view. Step outside onto the deck and take in peaceful pond and fountain views—the perfect backdrop for morning coffee, an evening glass of wine or unwinding at the end of the day.The Oxford’s flexible design continues upstairs, where you'll find an additional bedroom and full bath along with a spacious loft and separate den featuring built-in shelving. Whether you need private guest accommodations, a home office, hobby space, reading room or an additional living area, this second level gives you options without sacrificing the convenience of main-level living. Located in the heart of Stevensville on Kent Island, Bay Bridge Cove offers an active, low-maintenance lifestyle with a clubhouse, fitness center, outdoor pool, recreational courts, walking and biking trails, and plenty of opportunities to connect with neighbors—all just minutes from shopping, dining, waterfront recreation and the Chesapeake Bay Bridge. This isn’t just an Oxford—it’s an Oxford with the upgrades, expanded living space and pond setting buyers wait for.

Sellers of 259 Topside are offering up to $18,000 toward buyer’s allowable closing costs, prepaid expenses, and/or a lender-approved interest-rate buydown with a mutually accepted contract on or before November 24, 2026. Buyers may alternatively negotiate a price reduction in lieu of the closing-cost credit. All incentives are subject to seller-approved price and terms, lender approval, and applicable loan-program limits.Welcome to 259 Topside Drive in Bay Bridge Cove, one of Kent Island’s most sought-after 55+ communities! This beautifully upgraded Oxford model offers the spacious, flexible floor plan buyers love, paired with a premium setting overlooking the community pond and fountain. Step inside to an open and inviting main level designed for both everyday living and entertaining. The gourmet kitchen is a standout, featuring beautiful light gray cabinetry, a custom backsplash that complements it perfectly, an upgraded appliance package, generous workspace and an easy flow into the main living areas. A cozy fireplace anchors the living room, while the expanded double sunroom fills the rear of the home with natural light and creates even more space to relax, entertain or simply enjoy the view. Step outside onto the deck and take in peaceful pond and fountain views—the perfect backdrop for morning coffee, an evening glass of wine or unwinding at the end of the day.The Oxford’s flexible design continues upstairs, where you'll find an additional bedroom and full bath along with a spacious loft and separate den featuring built-in shelving. Whether you need private guest accommodations, a home office, hobby space, reading room or an additional living area, this second level gives you options without sacrificing the convenience of main-level living. Located in the heart of Stevensville on Kent Island, Bay Bridge Cove offers an active, low-maintenance lifestyle with a clubhouse, fitness center, outdoor pool, recreational courts, walking and biking trails, and plenty of opportunities to connect with neighbors—all just minutes from shopping, dining, waterfront recreation and the Chesapeake Bay Bridge. This isn’t just an Oxford—it’s an Oxford with the upgrades, expanded living space and pond setting buyers wait for.

259 Topside Dr Unit 166, Stevensville

Listing courtesy of Samson Properties. Contact:

$515,000

Welcome to 11960 Flour Mill Street. This is the perfect house for a growing family or a multi-generational household. Main House has 6 full bedrooms and 4 full bathrooms while the second floor above the garage is a spacious mother-in-law suite with a separate entrance, efficiency kitchen, full bath and walk-in closet. First floor has a bedroom and full bath and wide open floor plan in the kitchen and living rooms. Kitchen features stainless steel appliances, granite countertops and wood cabinets. Second floor has 5 bedrooms and 2 full baths. Partially finished full basement has another full bathroom and offers a range of possibilities for the next owner. This home has more room and storage than you could imagine. The Villages at Kennedyville is a quiet, local community. Less than 90 minutes to Philadelphia and Washington D.C. 30 minutes to Middletown, Delaware and tax-free shopping. Close to Turners Creek State Park, Betterton Beach and the restaurants/marinas in Galena on the Sassafras River. Just a few minutes to historic downtown Chestertown. Founded in 1706, Chestertown sits on the banks of the Chester and is home to Washington College. Enjoy the historic homes, local shopping, restaurants, art galleries, and waterfront parks. Chestertown is home to many festivals and an award-winning weekly Farmer's Market. Seller will convey a brand new Carrier HVAC unit with the sale to replace the first floor one.

7 Beds ⋅ 5 Baths

Welcome to 11960 Flour Mill Street. This is the perfect house for a growing family or a multi-generational household. Main House has 6 full bedrooms and 4 full bathrooms while the second floor above the garage is a spacious mother-in-law suite with a separate entrance, efficiency kitchen, full bath and walk-in closet. First floor has a bedroom and full bath and wide open floor plan in the kitchen and living rooms. Kitchen features stainless steel appliances, granite countertops and wood cabinets. Second floor has 5 bedrooms and 2 full baths. Partially finished full basement has another full bathroom and offers a range of possibilities for the next owner. This home has more room and storage than you could imagine. The Villages at Kennedyville is a quiet, local community. Less than 90 minutes to Philadelphia and Washington D.C. 30 minutes to Middletown, Delaware and tax-free shopping. Close to Turners Creek State Park, Betterton Beach and the restaurants/marinas in Galena on the Sassafras River. Just a few minutes to historic downtown Chestertown. Founded in 1706, Chestertown sits on the banks of the Chester and is home to Washington College. Enjoy the historic homes, local shopping, restaurants, art galleries, and waterfront parks. Chestertown is home to many festivals and an award-winning weekly Farmer's Market. Seller will convey a brand new Carrier HVAC unit with the sale to replace the first floor one.

11960 Flour Mill St, Kennedyville

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

$389,900

Welcome to Lakelands at Easton! This spacious and beautifully maintained end-unit townhome offers approximately 2,386 square feet of comfortable living space with a sought-after first-floor primary suite. The bright, open floor plan features a welcoming living room with a cozy gas fireplace, an expansive kitchen with abundant cabinetry and generous workspace, a convenient main-level laundry room, and an attached two-car garage. Upstairs, you'll find two generously sized bedrooms, a full bath, and flexible living space perfect for a family room, home office, or hobby area. Step outside to enjoy the fully fenced backyard—ideal for entertaining, gardening, or relaxing in your own private outdoor retreat. A new roof installed in 2025 provides added peace of mind. Residents of Lakelands enjoy low-maintenance living with HOA amenities, including a community pool, while being just minutes from historic downtown Easton, shopping, dining, medical facilities, and Route 50 for an easy commute. Move-in ready and offering the perfect blend of space, comfort, and convenience, this exceptional end-unit townhome is one you won't want to miss!

Welcome to Lakelands at Easton! This spacious and beautifully maintained end-unit townhome offers approximately 2,386 square feet of comfortable living space with a sought-after first-floor primary suite. The bright, open floor plan features a welcoming living room with a cozy gas fireplace, an expansive kitchen with abundant cabinetry and generous workspace, a convenient main-level laundry room, and an attached two-car garage. Upstairs, you'll find two generously sized bedrooms, a full bath, and flexible living space perfect for a family room, home office, or hobby area. Step outside to enjoy the fully fenced backyard—ideal for entertaining, gardening, or relaxing in your own private outdoor retreat. A new roof installed in 2025 provides added peace of mind. Residents of Lakelands enjoy low-maintenance living with HOA amenities, including a community pool, while being just minutes from historic downtown Easton, shopping, dining, medical facilities, and Route 50 for an easy commute. Move-in ready and offering the perfect blend of space, comfort, and convenience, this exceptional end-unit townhome is one you won't want to miss!

29027 Superior Cir, Easton

Listing courtesy of Coldwell Banker Realty. Contact:

$4,000,000

A masterpiece of Eastern Shore living, this Tidewater colonial estate is set against sweeping, panoramic views where the Choptank River, Chesapeake Bay, and three creeks converge. Showcasing breathtaking sunsets, the private oasis features a waterside pool, a main floor primary suite built in 2023, rich hardwood floors, and a detached 3-car garage. Tucked away in the desirable Ferry Neck enclave of Royal Oak, this estate offers the ultimate waterfront lifestyle. As you approach via tree-lined W. Ferry Neck Road, you enter "Tranquility" and are greeted by a circular driveway, mature landscaping, and a profound sense of privacy. Designed for classic Eastern Shore comfort, " Tranquility" offers impressive water perspectives from every room. The Main Level features gleaming hardwood floors, formal living room and dining room, gourmet kitchen with walk-in pantry, screened porch, sunroom, two wood-burning fireplaces, and two convenient powder rooms. The spectacular first-floor primary suite offers an exceptional private sanctuary. The Second Level boasts three well-appointed, ensuite bedrooms, ensuring privacy and comfort for family and guests. Structural Updates: The home also features a brand-new roof installed in 2023. Beyond the main residence, the 3-car detached garage ideal for car enthusiasts has an upper level that presently serves as an office and a substantial storage room. "Tranquility" truly provides the best of both worlds. For just under three acres, the property's privacy is unmatched. The endless water views , the close proximity to the sandy bottom shore, the pier with water, electric, and boat lift, all contribute to the perfect retreat. Furthermore, the convenience to Oxford by boat or the Bellevue Ferry, as well as a 15-minute car ride to both Easton and St. Michaels, define the perfect Talbot County location.

4 Beds ⋅ 6 Baths

A masterpiece of Eastern Shore living, this Tidewater colonial estate is set against sweeping, panoramic views where the Choptank River, Chesapeake Bay, and three creeks converge. Showcasing breathtaking sunsets, the private oasis features a waterside pool, a main floor primary suite built in 2023, rich hardwood floors, and a detached 3-car garage. Tucked away in the desirable Ferry Neck enclave of Royal Oak, this estate offers the ultimate waterfront lifestyle. As you approach via tree-lined W. Ferry Neck Road, you enter "Tranquility" and are greeted by a circular driveway, mature landscaping, and a profound sense of privacy. Designed for classic Eastern Shore comfort, " Tranquility" offers impressive water perspectives from every room. The Main Level features gleaming hardwood floors, formal living room and dining room, gourmet kitchen with walk-in pantry, screened porch, sunroom, two wood-burning fireplaces, and two convenient powder rooms. The spectacular first-floor primary suite offers an exceptional private sanctuary. The Second Level boasts three well-appointed, ensuite bedrooms, ensuring privacy and comfort for family and guests. Structural Updates: The home also features a brand-new roof installed in 2023. Beyond the main residence, the 3-car detached garage ideal for car enthusiasts has an upper level that presently serves as an office and a substantial storage room. "Tranquility" truly provides the best of both worlds. For just under three acres, the property's privacy is unmatched. The endless water views , the close proximity to the sandy bottom shore, the pier with water, electric, and boat lift, all contribute to the perfect retreat. Furthermore, the convenience to Oxford by boat or the Bellevue Ferry, as well as a 15-minute car ride to both Easton and St. Michaels, define the perfect Talbot County location.

24879 W Ferry Neck Rd, Royal Oak

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

$759,000

Nestled in the serene enclave of Oyster Cove, this stunning bayfront townhouse offers a harmonious blend of contemporary design and luxurious living. With three spacious bedrooms and three and a half bathrooms, this residence is perfect for those seeking comfort and style. The moment you step inside, you are greeted by an open floor plan that seamlessly connects the living and dining areas, enhanced by beautiful wood floors and abundant natural light. The living space features a cozy fireplace with glass doors, creating an inviting atmosphere for gatherings or quiet evenings at home. The heart of the home is the country-style kitchen, equipped with upgraded countertops and a suite of modern appliances, including a self-cleaning oven, dishwasher, and refrigerator. Enjoy casual meals in the eat-in kitchen or host dinner parties in the elegant dining area. The primary bedroom is a true retreat, boasting bayfront views, a walk-in closet, and a luxurious en-suite bathroom complete with a jetted tub and walk-in shower. Step outside to discover the community's exceptional amenities. Enjoy leisurely afternoons by the saltwater pool, take a stroll along the scenic jog/walk paths, or engage in friendly matches on the tennis and pickleball courts. The gated community ensures peace of mind, while the clubhouse and party room provide perfect venues for social gatherings. For those who love the outdoors, the nearby marina offers water access to the beautiful Eastern Bay, ideal for boating and fishing enthusiasts. Oyster Cove is not just a home; it's a lifestyle. The neighborhood is rich with common grounds, picnic areas, and a dog park, making it perfect for outdoor activities. With easy access to local shopping, dining, and entertainment, everything you need is just a short drive away. This property is not just a place to live; it's a sanctuary where you can unwind and enjoy the beauty of waterfront living. Don't miss the opportunity to make this exquisite townhouse your new home in Oyster Cove, where every day feels like a vacation. Experience the perfect blend of luxury, comfort, and community in this exceptional property.

3 Beds ⋅ 4 Baths

Nestled in the serene enclave of Oyster Cove, this stunning bayfront townhouse offers a harmonious blend of contemporary design and luxurious living. With three spacious bedrooms and three and a half bathrooms, this residence is perfect for those seeking comfort and style. The moment you step inside, you are greeted by an open floor plan that seamlessly connects the living and dining areas, enhanced by beautiful wood floors and abundant natural light. The living space features a cozy fireplace with glass doors, creating an inviting atmosphere for gatherings or quiet evenings at home. The heart of the home is the country-style kitchen, equipped with upgraded countertops and a suite of modern appliances, including a self-cleaning oven, dishwasher, and refrigerator. Enjoy casual meals in the eat-in kitchen or host dinner parties in the elegant dining area. The primary bedroom is a true retreat, boasting bayfront views, a walk-in closet, and a luxurious en-suite bathroom complete with a jetted tub and walk-in shower. Step outside to discover the community's exceptional amenities. Enjoy leisurely afternoons by the saltwater pool, take a stroll along the scenic jog/walk paths, or engage in friendly matches on the tennis and pickleball courts. The gated community ensures peace of mind, while the clubhouse and party room provide perfect venues for social gatherings. For those who love the outdoors, the nearby marina offers water access to the beautiful Eastern Bay, ideal for boating and fishing enthusiasts. Oyster Cove is not just a home; it's a lifestyle. The neighborhood is rich with common grounds, picnic areas, and a dog park, making it perfect for outdoor activities. With easy access to local shopping, dining, and entertainment, everything you need is just a short drive away. This property is not just a place to live; it's a sanctuary where you can unwind and enjoy the beauty of waterfront living. Don't miss the opportunity to make this exquisite townhouse your new home in Oyster Cove, where every day feels like a vacation. Experience the perfect blend of luxury, comfort, and community in this exceptional property.

1107 Oyster Cove Dr, Grasonville

Listing courtesy of Star Realty. Contact:

$253,000

One-level living at its best in the desirable Waylands community! This well-maintained end-unit townhome offers the convenience of low-maintenance living just minutes from historic downtown Easton. Featuring two bedrooms and two full bathrooms, this move-in ready home provides a comfortable and functional layout with hardwood flooring throughout the foyer, living area, and dining space. The spacious kitchen features a breakfast bar, plenty of cabinetry, and an open connection to the main living area, making it ideal for everyday living and entertaining. A separate laundry room with washer and dryer adds to the home's convenience. Enjoy outdoor living on the private rear deck overlooking the generous side and backyard, along with a storage shed for additional organization. Two assigned parking spaces are located directly in front of the home, with additional street parking available. The Waylands community HOA includes lawn care, common area maintenance, and a neighborhood playground. Located close to shopping, grocery stores, restaurants, parks, galleries, and downtown. This home offers the perfect combination of comfort, convenience, and Eastern Shore charm. Whether you're downsizing, purchasing your first home, or looking for an easy-care lifestyle, this end-unit townhome is ready for its next owner!

2 Beds ⋅ 2 Baths

One-level living at its best in the desirable Waylands community! This well-maintained end-unit townhome offers the convenience of low-maintenance living just minutes from historic downtown Easton. Featuring two bedrooms and two full bathrooms, this move-in ready home provides a comfortable and functional layout with hardwood flooring throughout the foyer, living area, and dining space. The spacious kitchen features a breakfast bar, plenty of cabinetry, and an open connection to the main living area, making it ideal for everyday living and entertaining. A separate laundry room with washer and dryer adds to the home's convenience. Enjoy outdoor living on the private rear deck overlooking the generous side and backyard, along with a storage shed for additional organization. Two assigned parking spaces are located directly in front of the home, with additional street parking available. The Waylands community HOA includes lawn care, common area maintenance, and a neighborhood playground. Located close to shopping, grocery stores, restaurants, parks, galleries, and downtown. This home offers the perfect combination of comfort, convenience, and Eastern Shore charm. Whether you're downsizing, purchasing your first home, or looking for an easy-care lifestyle, this end-unit townhome is ready for its next owner!

8186 June Way Unit 601, Easton

Listing courtesy of Coldwell Banker Realty. Contact:

$480,000

PICTURES COMING SOON Welcome home to this beautiful 3-bedroom, 2.5-bath residence in the charming town of Chestertown, MD. Designed for both comfortable living and effortless entertaining, this home offers spacious interiors filled with abundant natural light. The main level features a bright kitchen with Breakfast Bar that flows seamlessly into a sunny Florida room, creating the perfect space to enjoy your morning coffee or unwind while overlooking the backyard. You'll also find a formal dining room for hosting special occasions, a welcoming living room, and a cozy family room that provides plenty of space for everyday living. Downstairs, the finished basement offers versatile additional living space ideal for a recreation room, home theater, fitness area, playroom, or home office. There is enough space to do all of it. The unfinished area has full laundry and ample storage. Upstairs, the expansive owner's suite serves as a private retreat, complete with a generous walk-in closet and an ensuite bathroom featuring a soaking tub. Two additional bedrooms each offer large closets and ample space for family, guests, or a home office. A full bathroom conveniently located off the second-floor sitting area completes the upper level. Step outside to your own private backyard oasis. The landscaped yard features a refreshing in-ground swimming pool with a new tile finish and a new filtration system, making it ready for years of enjoyment. A new deck with a privacy wall extends from the home, providing the perfect setting for outdoor dining, entertaining, or relaxing poolside. Additional highlights include a large storage shed and a newly installed rock bed surrounding the pool deck that enhances both beauty and low-maintenance landscaping. For added peace of mind, the home also features a roof that is only two years old. Combining spacious living areas, thoughtful updates, exceptional outdoor amenities, and a desirable location in historic Chestertown, this home truly has something for everyone. Don't miss the opportunity to make this exceptional property your next home!

PICTURES COMING SOON Welcome home to this beautiful 3-bedroom, 2.5-bath residence in the charming town of Chestertown, MD. Designed for both comfortable living and effortless entertaining, this home offers spacious interiors filled with abundant natural light. The main level features a bright kitchen with Breakfast Bar that flows seamlessly into a sunny Florida room, creating the perfect space to enjoy your morning coffee or unwind while overlooking the backyard. You'll also find a formal dining room for hosting special occasions, a welcoming living room, and a cozy family room that provides plenty of space for everyday living. Downstairs, the finished basement offers versatile additional living space ideal for a recreation room, home theater, fitness area, playroom, or home office. There is enough space to do all of it. The unfinished area has full laundry and ample storage. Upstairs, the expansive owner's suite serves as a private retreat, complete with a generous walk-in closet and an ensuite bathroom featuring a soaking tub. Two additional bedrooms each offer large closets and ample space for family, guests, or a home office. A full bathroom conveniently located off the second-floor sitting area completes the upper level. Step outside to your own private backyard oasis. The landscaped yard features a refreshing in-ground swimming pool with a new tile finish and a new filtration system, making it ready for years of enjoyment. A new deck with a privacy wall extends from the home, providing the perfect setting for outdoor dining, entertaining, or relaxing poolside. Additional highlights include a large storage shed and a newly installed rock bed surrounding the pool deck that enhances both beauty and low-maintenance landscaping. For added peace of mind, the home also features a roof that is only two years old. Combining spacious living areas, thoughtful updates, exceptional outdoor amenities, and a desirable location in historic Chestertown, this home truly has something for everyone. Don't miss the opportunity to make this exceptional property your next home!

129 Trafford Dr, Chestertown

Listing courtesy of Elevated Real Estate Solutions. Contact:

$725,000

Set on a moderate bluff along the upper Sassafras River, this inviting waterfront property offers pristine, natural down river views and exceptional access to the water. Enjoy your private dock, boat lift, and plenty of space for kayaks, paddleboards, and other water toys. The home features three bedrooms plus a walkout basement ready for your vision—ideal for creating additional living space, a recreation area, or guest accommodations. With easy access to points north and located less than 10 minutes from Middletown, Delaware, this property is perfectly suited as a weekend getaway or a comfortable downsized waterfront retreat.

Set on a moderate bluff along the upper Sassafras River, this inviting waterfront property offers pristine, natural down river views and exceptional access to the water. Enjoy your private dock, boat lift, and plenty of space for kayaks, paddleboards, and other water toys. The home features three bedrooms plus a walkout basement ready for your vision—ideal for creating additional living space, a recreation area, or guest accommodations. With easy access to points north and located less than 10 minutes from Middletown, Delaware, this property is perfectly suited as a weekend getaway or a comfortable downsized waterfront retreat.

32745 Hunt Ln, Galena

Listing courtesy of Gunther-McClary Real Estate. Contact:

$410,000

MAJOR PRICE IMPROVEMENT!!! ONE-YEAR HOME WARRANTY with an acceptable offer. Welcome to this beautifully maintained 3-bedroom, 2.5-bath Cape Cod in the desirable South Beechwood neighborhood! Offering approximately 1,884 square feet of comfortable living space, this home combines timeless character with thoughtful updates and a versatile floor plan. Enjoy three separate living spaces that provide plenty of room to gather, entertain, work, or play. The impressive family room features soaring vaulted ceilings with exposed wood beams, a floor-to-ceiling brick fireplace with a wood-burning stove, and access to the expansive rear deck. The kitchen offers abundant cabinetry and flows seamlessly into the living areas, making it ideal for everyday living and hosting guests. Retreat to the primary suite, complete with a newly renovated bathroom. Outside, you'll love the fully fenced backyard surrounded by mature trees, creating a private setting for relaxation and recreation. The large rear deck is perfect for entertaining, while storage above the attached garage provides extra space for seasonal items and hobbies. Conveniently located near shopping, dining, parks, and schools, this South Beechwood home is ready for its next chapter!

MAJOR PRICE IMPROVEMENT!!! ONE-YEAR HOME WARRANTY with an acceptable offer. Welcome to this beautifully maintained 3-bedroom, 2.5-bath Cape Cod in the desirable South Beechwood neighborhood! Offering approximately 1,884 square feet of comfortable living space, this home combines timeless character with thoughtful updates and a versatile floor plan. Enjoy three separate living spaces that provide plenty of room to gather, entertain, work, or play. The impressive family room features soaring vaulted ceilings with exposed wood beams, a floor-to-ceiling brick fireplace with a wood-burning stove, and access to the expansive rear deck. The kitchen offers abundant cabinetry and flows seamlessly into the living areas, making it ideal for everyday living and hosting guests. Retreat to the primary suite, complete with a newly renovated bathroom. Outside, you'll love the fully fenced backyard surrounded by mature trees, creating a private setting for relaxation and recreation. The large rear deck is perfect for entertaining, while storage above the attached garage provides extra space for seasonal items and hobbies. Conveniently located near shopping, dining, parks, and schools, this South Beechwood home is ready for its next chapter!

29191 Pin Oak Way, Easton

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

$399,990

Welcome to the Pacifica II, a thoughtfully designed 1,385 sq. ft home offering 2 bedrooms, 2 bathrooms, and a 2-car garage. The lovely kitchen flows seamlessly into the airy dining area and spacious great room, with access to the covered patio - perfect for indoor-outdoor living. A secluded primary suite features a beautiful private bath and walk-in closet, providing a true retreat. At the front of the home, a dedicated home office offers the ideal space for focused work or hobbies. A convenient hallway connects the kitchen to a pantry and closet, along with the hall bath, laundry room, and secondary bedroom. With its smart layout and inviting spaces, the Pacifica II is designed for both comfort and style.

2 Beds ⋅ 2 Baths

Welcome to the Pacifica II, a thoughtfully designed 1,385 sq. ft home offering 2 bedrooms, 2 bathrooms, and a 2-car garage. The lovely kitchen flows seamlessly into the airy dining area and spacious great room, with access to the covered patio - perfect for indoor-outdoor living. A secluded primary suite features a beautiful private bath and walk-in closet, providing a true retreat. At the front of the home, a dedicated home office offers the ideal space for focused work or hobbies. A convenient hallway connects the kitchen to a pantry and closet, along with the hall bath, laundry room, and secondary bedroom. With its smart layout and inviting spaces, the Pacifica II is designed for both comfort and style.

29500 Cromwell Ln, Easton

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

$139,900

Lot 2 of two newly formed building lots on Kent Island in Chester just off Dominion Road. Sewer Allocation has been paid (a $11,800 value)! The site work has been done. Right around the corner from the Goodhand's Creek Landing to launch your boat or go fishing. Close to Rt 50/301 & Main Street for convenient commuting and shopping!

Harley Ln Unit LOT 2, Chester

Listing courtesy of Kevin Dey Realty. Contact:

$149,900

Lot 1 of two newly formed building lots on Kent Island in Chester just off Dominion Road. Sewer Allocation has been paid (a $11,800 value!) and this lot has a working well! The site work has been done. Right around the corner from the Goodhands Creek Landing to launch your boat. Close to Rt 50/301 & Main Street for convenient commuting and shopping!

Harley Ln Unit LOT 1, Chester

Listing courtesy of Kevin Dey Realty. Contact:

$267,000

Welcome to Chesapeake Landing! Come see this amazing home offering vaulted ceilings, huge master bath, open concept, plenty of closet space, laminate flooring, and a private secluded fenced lot. Located in a water oriented neighborhood with community boat ramp and pier and nearby restaurants and marina. Move here and enjoy all the Eastern Shore has to offer!

Welcome to Chesapeake Landing! Come see this amazing home offering vaulted ceilings, huge master bath, open concept, plenty of closet space, laminate flooring, and a private secluded fenced lot. Located in a water oriented neighborhood with community boat ramp and pier and nearby restaurants and marina. Move here and enjoy all the Eastern Shore has to offer!

10540 Tonopah Rd, Chestertown

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

$275,000

NEW PRICE - Mc Daniel Rancher - This 3 Bedroom and 2 Bathroom rancher in the community of Mc Daniel, is conveniently located approximately 5 miles to St. Michaels. Close to half an acre of land, this property offers plenty of space for gardening and relaxing or grilling on the back deck. Just over 1400 square feet of living space, the dining room opens to the living room creating a generous space for gathering or entertaining. Newer vinyl plank flooring in bedrooms, living and dining rooms. Being sold "as is" condition.

NEW PRICE - Mc Daniel Rancher - This 3 Bedroom and 2 Bathroom rancher in the community of Mc Daniel, is conveniently located approximately 5 miles to St. Michaels. Close to half an acre of land, this property offers plenty of space for gardening and relaxing or grilling on the back deck. Just over 1400 square feet of living space, the dining room opens to the living room creating a generous space for gathering or entertaining. Newer vinyl plank flooring in bedrooms, living and dining rooms. Being sold "as is" condition.

9745 Tilghman Island Rd, Mcdaniel

Listing courtesy of Meredith Fine Properties. Contact:

$394,793

Welcome to this beautifully maintained end-unit townhome in the highly desirable Lakelands community of Easton. Offering 4 bedrooms, 2.5 bathrooms, and a thoughtfully designed floor plan, this home provides the perfect blend of comfort, space, and convenience. The sun-filled main level features a spacious primary suite with a large en-suite bath and an oversized walk-in closet. The gourmet kitchen is appointed with granite countertops, stainless steel appliances, and a breakfast bar that flows seamlessly into the dining area and inviting living room, complete with a cozy gas fireplace. A private office or den offers an ideal space for working from home, reading, or pursuing hobbies. Upstairs, you'll find three generously sized bedrooms, a full bath, and an expansive bonus family room that can easily serve as a media room, playroom, home gym, or additional gathering space. Step outside to enjoy a fully fenced backyard backing to mature trees, creating a peaceful setting with added privacy. The front of the home overlooks the community pond, offering scenic views and a welcoming streetscape. Residents of Lakelands enjoy access to the community swimming pool and beautifully maintained common areas. Conveniently located just minutes from historic downtown Easton, shopping, dining, healthcare, and Route 50, this home also provides easy access to the waterfront charm of St. Michaels. Don't miss this opportunity to own one of Lakelands' desirable end-unit homes with exceptional space, privacy, and location!