easternshoremdfineproperties.com Search Results

Enjoy the charm of country living in this 3-bedroom, 2-bath rancher situated on just over an acre in Massey! Offering convenient one-level living, this home has a rustic, cozy feel with vaulted ceilings, distinctive Scotch Pine wood from Finland in the living room, and a pellet stove that creates a warm and inviting atmosphere. Step outside to enjoy the deck and above-ground pool, perfect for relaxing and making the most of your outdoor space. One of the property's standout features is the impressive 24' x 32' insulated pole building/shop, complete with 100-amp electric, a car lift, and built-in office space—ideal for automotive enthusiasts, hobbyists, contractors, or anyone needing extra workspace and storage. The 75-inch TV in the shop and car lift convey with the sale. Additional peace of mind comes from the fully encapsulated crawlspace with a dehumidifier. The living room couches also convey. With room to enjoy the outdoors, a functional workshop, and the convenience of one-level living, this property offers plenty of possibilities. Home also has Starlink for Internet and equipment stays with property/Talkie is also available. Well pump and pressure tank replaced September, 2026. Property is being sold strictly AS IS. Shared driveway and existing right-of-way access for the farm.

12035 Galena Rd, Massey

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

$699,000

Harbor View - This beautiful waterfront home has been completely remodeled in 2026, new siding, new kitchen, new bathrooms, new luxury vinyl flooring. Freshly painted and in move in ready condition.

Harbor View - This beautiful waterfront home has been completely remodeled in 2026, new siding, new kitchen, new bathrooms, new luxury vinyl flooring. Freshly painted and in move in ready condition.

2627 Cecil Dr, Chester

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

$445,000

Elegant two-bedroom, two bath Shireton Condominium Unit with ten-foot ceilings, new HVAC and hot water tank. Centrally located in Easton's downtown Historic District - in close proximity to shopping, galleries, dining, theater and parks. Four floor building, secure underground parking, 2 elevators, built with block, brick, poured concrete and steel. Approximately 30 units in building. The main entrance features a grand common meeting room, private post office for residents and a private meeting room.

2 Beds ⋅ 2 Baths

Elegant two-bedroom, two bath Shireton Condominium Unit with ten-foot ceilings, new HVAC and hot water tank. Centrally located in Easton's downtown Historic District - in close proximity to shopping, galleries, dining, theater and parks. Four floor building, secure underground parking, 2 elevators, built with block, brick, poured concrete and steel. Approximately 30 units in building. The main entrance features a grand common meeting room, private post office for residents and a private meeting room.

117 E Dover St E Unit 207, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

$349,900

Investor Alert in Historic Downtown Chestertown! Fully Occupied Triplex. Units offer hardwood floors, mini splits to units 1 and 2, a new bathroom in unit 3 and kitchen upgrades n unit 2 including new counter tops and flooring

501 High St, Chestertown

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

$2,395,000

SECOND WIND is a remarkable Eastern Shore sanctuary where history, privacy, and the beauty of the water define everyday living. As noted in The Eastern Shore Dependent in 1963, “Nature provided the idyllic setting.” Set amid nearly 3 acres of magnificent landscaping, with more than 400 feet of protected and licensed shoreline, this property captures sweeping broad water views and unforgettable sunsets from almost every room. The historic c. 1800 two-story section enjoys random width Georgia pine floors. On the main level you will find a fireside den with built-in bookcases plus a private office with fireplace and two bedrooms and a full bath upstairs. The more contemporary additions include multiple living areas offering a welcoming blend of historic character and comfortable living, including living/dining room, an inviting county kitchen and a main-level primary suite with vaulted beamed ceiling and en-suite bath. The kitchen features a breakfast bar and casual dining area, opening to a patio and heated pool and spa – an inviting setting for relaxation and entertaining. A private pier and protected and licensed shoreline incorporating a living shoreline enhance the waterfront setting, while magnificent perennial gardens, an attached garage, a detached workshop with artist studio above, and several outbuildings add to the property's appeal. Recent improvements include a new roof. Lovingly maintained and exceptionally private, SECOND WIND offers a rare opportunity to own a truly distinctive waterfront property steeped in Eastern Shore history.

SECOND WIND is a remarkable Eastern Shore sanctuary where history, privacy, and the beauty of the water define everyday living. As noted in The Eastern Shore Dependent in 1963, “Nature provided the idyllic setting.” Set amid nearly 3 acres of magnificent landscaping, with more than 400 feet of protected and licensed shoreline, this property captures sweeping broad water views and unforgettable sunsets from almost every room. The historic c. 1800 two-story section enjoys random width Georgia pine floors. On the main level you will find a fireside den with built-in bookcases plus a private office with fireplace and two bedrooms and a full bath upstairs. The more contemporary additions include multiple living areas offering a welcoming blend of historic character and comfortable living, including living/dining room, an inviting county kitchen and a main-level primary suite with vaulted beamed ceiling and en-suite bath. The kitchen features a breakfast bar and casual dining area, opening to a patio and heated pool and spa – an inviting setting for relaxation and entertaining. A private pier and protected and licensed shoreline incorporating a living shoreline enhance the waterfront setting, while magnificent perennial gardens, an attached garage, a detached workshop with artist studio above, and several outbuildings add to the property's appeal. Recent improvements include a new roof. Lovingly maintained and exceptionally private, SECOND WIND offers a rare opportunity to own a truly distinctive waterfront property steeped in Eastern Shore history.

5704 Irish Creek Rd, Royal Oak

Listing courtesy of Benson & Mangold, LLC. Contact:

$499,888

Welcome to Tilghman on Chesapeake! Discover this peaceful community in a serene setting away from the crowds of traditional beach towns, yet conveniently located near the charming waterfront town of St. Michaels and the amenities of Easton, Maryland. This beautiful Sussex floorplan features 3 bedrooms, 2 full bathrooms, cozy front porch and a 2-car garage. The home includes beautiful quartz countertops, stainless steel appliances, a large island and a spacious family room highlighted by a gas fireplace. The private owner’s retreat offers a relaxing escape, including a Venetian-style private bathroom. Complete with a new home warranty for added peace of mind, this home combines modern finishes, everyday comfort, and the appeal of Eastern Shore living. Enjoy an exceptional community lifestyle with amenities including a waterfront clubhouse, swimming pool, picnic area, and community pier. Boat slips are also available for purchase or lease, making it easy to embrace the Chesapeake Bay lifestyle.

Welcome to Tilghman on Chesapeake! Discover this peaceful community in a serene setting away from the crowds of traditional beach towns, yet conveniently located near the charming waterfront town of St. Michaels and the amenities of Easton, Maryland. This beautiful Sussex floorplan features 3 bedrooms, 2 full bathrooms, cozy front porch and a 2-car garage. The home includes beautiful quartz countertops, stainless steel appliances, a large island and a spacious family room highlighted by a gas fireplace. The private owner’s retreat offers a relaxing escape, including a Venetian-style private bathroom. Complete with a new home warranty for added peace of mind, this home combines modern finishes, everyday comfort, and the appeal of Eastern Shore living. Enjoy an exceptional community lifestyle with amenities including a waterfront clubhouse, swimming pool, picnic area, and community pier. Boat slips are also available for purchase or lease, making it easy to embrace the Chesapeake Bay lifestyle.

5648 Trafalgar Cir, Tilghman

Listing courtesy of Mary Ann Hammel. Contact:

111 Beach Harbor Dr Unit 85 A, Grasonville

$129,200

Site contains a 2011 DutchPark tiny home style RV with an attached 200sqft sunroom. 2 decks, 8x8 shed, patio, deep shaded lot. The RV is 40ft long, with 2 large bump outs and has cathedral ceilings, a shingle roof and house type siding. Heating is propane forced air and central air conditioning. Has 1 queen br and Sleeps 6 with 2 queen size sleeper sofas. Located in Beach Harbor in Grasonville MD. Membership provides amenities including Clubhouse, Bathhouse, Swimming Pool and Hot Tub, Playground, Multipurpose courts, Boat Launch and Beach. Season runs March 15th through first Monday following Thanksgiving. Limited access during the off season.

1 Beds ⋅ 1 Baths

Site contains a 2011 DutchPark tiny home style RV with an attached 200sqft sunroom. 2 decks, 8x8 shed, patio, deep shaded lot. The RV is 40ft long, with 2 large bump outs and has cathedral ceilings, a shingle roof and house type siding. Heating is propane forced air and central air conditioning. Has 1 queen br and Sleeps 6 with 2 queen size sleeper sofas. Located in Beach Harbor in Grasonville MD. Membership provides amenities including Clubhouse, Bathhouse, Swimming Pool and Hot Tub, Playground, Multipurpose courts, Boat Launch and Beach. Season runs March 15th through first Monday following Thanksgiving. Limited access during the off season.

111 Beach Harbor Dr Unit 85 A, Grasonville

Listing courtesy of Century 21 Downtown. Contact:

$349,900

Brand new construction in water oriented Tolchester Estates located on the Chesapeake Bay. 4 Bedroom, 2 bath Cape Cod on a wooded lot and quiet neighborhood. Community offer private beach and boat ramp access. Rear private deck.

4 Beds ⋅ 2 Baths

Brand new construction in water oriented Tolchester Estates located on the Chesapeake Bay. 4 Bedroom, 2 bath Cape Cod on a wooded lot and quiet neighborhood. Community offer private beach and boat ramp access. Rear private deck.

8668 Elm Rd, Chestertown

Listing courtesy of Kevin Dey Realty. Contact:

$3,600,000

Come see a true Eastern Shore gem, set on 20 peaceful waterfront acres along Edge Creek. This beautifully renovated 4-bedroom, 4-bathroom home features all the hallmarks of a coastal getaway while providing modern, functional conveniences. Walk through the front door, and you’re met with direct water views that can be seen from virtually every room in the home. You’ll also find natural light that fills every space due to the ample window and sliding glass door installations, coupled with southwestern exposure off the back of the home. Make your way over to the well-appointed, fully renovated kitchen featuring Miele appliances. Around the corner is a first-floor primary suite with direct waterfront views, his-and-hers sink vanities, a spacious walk-in closet system with built-ins, and one of the home’s three fireplaces. Upstairs, you’ll find plenty of space for guests, including a bedroom featuring built-in bunks. On the third floor is a bonus loft area with twin walkout balconies. Across the driveway is a detached garage with two car bays, a workshop, and a storage area. Above the garage, you’ll find a separate in-law suite or apartment space with a living area, bedroom, full bathroom, and kitchenette. Around the back of the home is an entertaining space that makes for the perfect Eastern Shore weekend. A beautifully done gunite pool overlooks your 1,600 feet of shoreline. A private dock with a boat lift (insert weight capacity) provides easy access for an afternoon cruise or evening fishing expedition. With privacy from your neighbors and close proximity to historic downtown St. Michaels, this home provides the ultimate secluded Chesapeake Bay oasis.

Come see a true Eastern Shore gem, set on 20 peaceful waterfront acres along Edge Creek. This beautifully renovated 4-bedroom, 4-bathroom home features all the hallmarks of a coastal getaway while providing modern, functional conveniences. Walk through the front door, and you’re met with direct water views that can be seen from virtually every room in the home. You’ll also find natural light that fills every space due to the ample window and sliding glass door installations, coupled with southwestern exposure off the back of the home. Make your way over to the well-appointed, fully renovated kitchen featuring Miele appliances. Around the corner is a first-floor primary suite with direct waterfront views, his-and-hers sink vanities, a spacious walk-in closet system with built-ins, and one of the home’s three fireplaces. Upstairs, you’ll find plenty of space for guests, including a bedroom featuring built-in bunks. On the third floor is a bonus loft area with twin walkout balconies. Across the driveway is a detached garage with two car bays, a workshop, and a storage area. Above the garage, you’ll find a separate in-law suite or apartment space with a living area, bedroom, full bathroom, and kitchenette. Around the back of the home is an entertaining space that makes for the perfect Eastern Shore weekend. A beautifully done gunite pool overlooks your 1,600 feet of shoreline. A private dock with a boat lift (insert weight capacity) provides easy access for an afternoon cruise or evening fishing expedition. With privacy from your neighbors and close proximity to historic downtown St. Michaels, this home provides the ultimate secluded Chesapeake Bay oasis.

7116 Pea Neck Rd, St Michaels

Listing courtesy of Benson & Mangold, LLC. Contact:

$659,900

Ready to live your best “Shore Life”? Morning coffee on the screened porch, an afternoon out on Cox Creek, and evenings spent relaxing with friends—this is the kind of lifestyle that makes coming home to Kent Island so special. Located in charming Cox Creek Landing, this beautiful Colonial offers 4 spacious bedrooms, 2.5 baths, and inviting spaces to gather, unwind, and enjoy life both indoors and out. A cozy fireplace makes the living room a favorite spot on cooler evenings, while the deck and large screened porch with vaulted ceilings set the scene for summer dinners, lazy weekends, and lingering conversations. A beautifully landscaped yard and attached garage round out the package. Here, the water is part of everyday life. Head to the private community pier to fish, launch your kayak for a peaceful paddle, or spend the day exploring by boat. A separately deeded boat slip with a lift is also available for purchase at an additional cost—making it even easier to turn your boating plans into a regular routine. With maintained common grounds and a welcoming neighborhood setting, Cox Creek Landing brings together the comforts of home and the outdoor adventures that make Eastern Shore living so appealing. Come for the house… stay for the Shore Life.

Ready to live your best “Shore Life”? Morning coffee on the screened porch, an afternoon out on Cox Creek, and evenings spent relaxing with friends—this is the kind of lifestyle that makes coming home to Kent Island so special. Located in charming Cox Creek Landing, this beautiful Colonial offers 4 spacious bedrooms, 2.5 baths, and inviting spaces to gather, unwind, and enjoy life both indoors and out. A cozy fireplace makes the living room a favorite spot on cooler evenings, while the deck and large screened porch with vaulted ceilings set the scene for summer dinners, lazy weekends, and lingering conversations. A beautifully landscaped yard and attached garage round out the package. Here, the water is part of everyday life. Head to the private community pier to fish, launch your kayak for a peaceful paddle, or spend the day exploring by boat. A separately deeded boat slip with a lift is also available for purchase at an additional cost—making it even easier to turn your boating plans into a regular routine. With maintained common grounds and a welcoming neighborhood setting, Cox Creek Landing brings together the comforts of home and the outdoor adventures that make Eastern Shore living so appealing. Come for the house… stay for the Shore Life.

220 Creeks End Ln, Stevensville

Listing courtesy of Wilson Realty & Staging LLC. Contact:

$519,900

Enjoy a peaceful country setting at 7655 James Lane. Situated on a two-acre lot along a quiet cul-de-sac street, this well-maintained ranch home offers approximately 2,475 square feet of living space, three bedrooms, and two-and-a-half bathrooms, complemented by mature landscaping and a scenic farmland backdrop. A cozy front porch welcomes you inside to a spacious layout featuring separate living and family rooms, a formal dining area, and an eat-in country-style kitchen with rich wood cabinetry and stainless steel appliances. Flowing through the main living area are hardwood floors leading to a large and bright sunroom. The sunroom, complete with skylights offers an inviting space to relax and enjoy the surroundings, with a dedicated mini-split providing heating and cooling for year-round comfort. Just off the sunroom, a deck extends the living space outdoors, while a fenced portion of the yard offers additional flexibility for outdoor enjoyment. The attached two-car garage provides convenient parking and storage. A standout feature of this property is the large pole building, measuring approximately 40' by 22', with a heated shop and two tall doors—one at the front and another on the side—for RV or boat storage. This versatile building offers valuable space for projects, equipment, and recreational vehicles, along with a mezzanine storage loft above the shop. The rear of the building provides additional unfinished storage space with separate access. Located approximately 10 minutes from Chestertown, Rock Hall, and the public boat launch at Broadneck Landing, this property pairs a peaceful rural setting with convenient access to nearby shops, dining, and boating. Schedule your tour today!

Enjoy a peaceful country setting at 7655 James Lane. Situated on a two-acre lot along a quiet cul-de-sac street, this well-maintained ranch home offers approximately 2,475 square feet of living space, three bedrooms, and two-and-a-half bathrooms, complemented by mature landscaping and a scenic farmland backdrop. A cozy front porch welcomes you inside to a spacious layout featuring separate living and family rooms, a formal dining area, and an eat-in country-style kitchen with rich wood cabinetry and stainless steel appliances. Flowing through the main living area are hardwood floors leading to a large and bright sunroom. The sunroom, complete with skylights offers an inviting space to relax and enjoy the surroundings, with a dedicated mini-split providing heating and cooling for year-round comfort. Just off the sunroom, a deck extends the living space outdoors, while a fenced portion of the yard offers additional flexibility for outdoor enjoyment. The attached two-car garage provides convenient parking and storage. A standout feature of this property is the large pole building, measuring approximately 40' by 22', with a heated shop and two tall doors—one at the front and another on the side—for RV or boat storage. This versatile building offers valuable space for projects, equipment, and recreational vehicles, along with a mezzanine storage loft above the shop. The rear of the building provides additional unfinished storage space with separate access. Located approximately 10 minutes from Chestertown, Rock Hall, and the public boat launch at Broadneck Landing, this property pairs a peaceful rural setting with convenient access to nearby shops, dining, and boating. Schedule your tour today!

7655 James Ln, Chestertown

Listing courtesy of RE/MAX Advantage Realty. Contact:

$480,000

Discover the charm of this beautifully renovated ranch-style home, set to impress with its major renovations completed in 2026. This home boasts 4 spacious bedrooms and 2.5 bathrooms, providing ample space for relaxation and comfort. The open layout seamlessly connects the living areas, creating a warm atmosphere perfect for gatherings or quiet evenings at home. The heart of the home features a modern kitchen equipped white cabinets and sleek quartz countertops. Enjoy the convenience of an attached garage 2 car garage with and additional storage. The expansive lot, spanning over 0.61 acres, offers plenty of outdoor space for gardening, play, or simply enjoying the fresh air. This home was designed with a focus on comfort and functionality. Sit on the front porch and enjoy the serene views of the rural farmlands, this property is perfect for those seeking a peaceful retreat while still being close to local shopping and dining. Experience the perfect blend of modern living and timeless charm in this delightful home. Don't miss the opportunity to make this your own!

Discover the charm of this beautifully renovated ranch-style home, set to impress with its major renovations completed in 2026. This home boasts 4 spacious bedrooms and 2.5 bathrooms, providing ample space for relaxation and comfort. The open layout seamlessly connects the living areas, creating a warm atmosphere perfect for gatherings or quiet evenings at home. The heart of the home features a modern kitchen equipped white cabinets and sleek quartz countertops. Enjoy the convenience of an attached garage 2 car garage with and additional storage. The expansive lot, spanning over 0.61 acres, offers plenty of outdoor space for gardening, play, or simply enjoying the fresh air. This home was designed with a focus on comfort and functionality. Sit on the front porch and enjoy the serene views of the rural farmlands, this property is perfect for those seeking a peaceful retreat while still being close to local shopping and dining. Experience the perfect blend of modern living and timeless charm in this delightful home. Don't miss the opportunity to make this your own!

8760 Black Dog Aly, Easton

Listing courtesy of Coldwell Banker Realty. Contact:

$3,995,000

Located at the end of Market Street in sought-after Oxford, this distinctive waterfront estate on Town Creek combines Victorian elegance, boating amenities, and the convenience of a downtown setting. Designed by Linda Serabian of SOMA Architects, the property offers privacy and expansive creek views just moments from local restaurants, boutique shops, the park, and marinas. The four-bedroom, three-and-a-half-bath main house showcases timeless architecture and thoughtful craftsmanship, with extensive custom millwork, warm wood floors, and four gas fireplaces. A grand tiled foyer with radiant heated floors welcomes you into the home. The well-appointed kitchen and inviting living spaces overlook the pool and Town Creek, while the second-floor deck offers elevated views of the water. Recent improvements include new Marvin windows and French doors, updated HVAC components, fresh interior and exterior paint, and a remodeled full bath. The guest house offers two bedrooms and two full baths, providing a private and versatile extension of the property. Custom millwork, three hidden Murphy beds throughout and a newly updated kitchenette make hosting family and friends effortless. Recent improvements include a new HVAC system, water heater, encapsulated crawl space, and refreshed rear patio. The grounds are equally impressive, with a gunite pool featuring an electric cover, a refreshed poolside patio, and extensive landscaping. Along Town Creek, a well-protected dock accommodates three boats, with water and electric service and mean low water of four feet or greater. A brick driveway, two-car garage with generous shop and storage space, and inviting outdoor gathering areas complete the offering. With its distinctive architecture, separate guest accommodations, dock with three slips, and coveted in-town Oxford location, this is a rare opportunity to experience the best of Eastern Shore waterfront living.

Located at the end of Market Street in sought-after Oxford, this distinctive waterfront estate on Town Creek combines Victorian elegance, boating amenities, and the convenience of a downtown setting. Designed by Linda Serabian of SOMA Architects, the property offers privacy and expansive creek views just moments from local restaurants, boutique shops, the park, and marinas. The four-bedroom, three-and-a-half-bath main house showcases timeless architecture and thoughtful craftsmanship, with extensive custom millwork, warm wood floors, and four gas fireplaces. A grand tiled foyer with radiant heated floors welcomes you into the home. The well-appointed kitchen and inviting living spaces overlook the pool and Town Creek, while the second-floor deck offers elevated views of the water. Recent improvements include new Marvin windows and French doors, updated HVAC components, fresh interior and exterior paint, and a remodeled full bath. The guest house offers two bedrooms and two full baths, providing a private and versatile extension of the property. Custom millwork, three hidden Murphy beds throughout and a newly updated kitchenette make hosting family and friends effortless. Recent improvements include a new HVAC system, water heater, encapsulated crawl space, and refreshed rear patio. The grounds are equally impressive, with a gunite pool featuring an electric cover, a refreshed poolside patio, and extensive landscaping. Along Town Creek, a well-protected dock accommodates three boats, with water and electric service and mean low water of four feet or greater. A brick driveway, two-car garage with generous shop and storage space, and inviting outdoor gathering areas complete the offering. With its distinctive architecture, separate guest accommodations, dock with three slips, and coveted in-town Oxford location, this is a rare opportunity to experience the best of Eastern Shore waterfront living.

307 Market St, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact:

$939,900

Boat-ready waterfront on Tar Creek, with minutes-by-water access to the Tred Avon! Welcome to a turn-key Eastern Shore weekend retreat, quietly tucked at the end of a private lane in the historic village of Bellevue, ideally positioned between St. Michaels and Oxford. This custom 2013 Cape Cod-style home sits gracefully on a tree-framed third of an acre, offering 55 feet of prime shoreline protected by an engineered bulkhead. Designed for water enthusiasts, a private 60-foot pier extends into the creek, complete with an electric lift for jet skis or small tenders, plus dockside power and water. Inside, light-filled living spaces flow across espresso-toned plank floors. Soaring cathedral ceilings, gable windows, and skylights crown the great room, where a stacked-stone gas fireplace anchors the open floor plan. The kitchen features a six-burner gas range, maple Shaker cabinetry, and a center island, adjoining a dining area that easily seats eight or more. Two sets of sliding glass doors open to the backyard deck, leading out to a stone patio, firepit, and outdoor shower. The main level includes two comfortable bedrooms, a full bath, and a laundry room. Upstairs, a skylit loft framed by cherry wood and stainless cable rails overlooks the great room. The vaulted primary suite offers dual closets, barn doors, and an en-suite bath complete with a walk-in tile shower and soapstone trough vanity. Built for low-maintenance, lock-and-leave ownership, the home features a tankless water heater, fire sprinklers, heat pump with central A/C, phone-managed Nest controls, county sewer, and a clean cement crawlspace equipped with a sump pump. Located steps from the Oxford-Bellevue Ferry. About two hours from Washington, D.C., Northern Virginia, Montgomery County, and Wilmington, with Route 301 through Delaware allowing you to bypass Bay Bridge traffic. Leave Friday, be on the water by sunset. Bring your boat!

Boat-ready waterfront on Tar Creek, with minutes-by-water access to the Tred Avon! Welcome to a turn-key Eastern Shore weekend retreat, quietly tucked at the end of a private lane in the historic village of Bellevue, ideally positioned between St. Michaels and Oxford. This custom 2013 Cape Cod-style home sits gracefully on a tree-framed third of an acre, offering 55 feet of prime shoreline protected by an engineered bulkhead. Designed for water enthusiasts, a private 60-foot pier extends into the creek, complete with an electric lift for jet skis or small tenders, plus dockside power and water. Inside, light-filled living spaces flow across espresso-toned plank floors. Soaring cathedral ceilings, gable windows, and skylights crown the great room, where a stacked-stone gas fireplace anchors the open floor plan. The kitchen features a six-burner gas range, maple Shaker cabinetry, and a center island, adjoining a dining area that easily seats eight or more. Two sets of sliding glass doors open to the backyard deck, leading out to a stone patio, firepit, and outdoor shower. The main level includes two comfortable bedrooms, a full bath, and a laundry room. Upstairs, a skylit loft framed by cherry wood and stainless cable rails overlooks the great room. The vaulted primary suite offers dual closets, barn doors, and an en-suite bath complete with a walk-in tile shower and soapstone trough vanity. Built for low-maintenance, lock-and-leave ownership, the home features a tankless water heater, fire sprinklers, heat pump with central A/C, phone-managed Nest controls, county sewer, and a clean cement crawlspace equipped with a sump pump. Located steps from the Oxford-Bellevue Ferry. About two hours from Washington, D.C., Northern Virginia, Montgomery County, and Wilmington, with Route 301 through Delaware allowing you to bypass Bay Bridge traffic. Leave Friday, be on the water by sunset. Bring your boat!

5734 Poplar Ln, Royal Oak

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

$749,000

Friday, 5 o’clock. The week falls away the moment you turn down the lane. Sunlight flickers through the trees. The Chester glints on your left. Then the woods open up, the cottage comes into view, and there’s water on your right too. You’ve arrived at a point embraced by about 2,000 feet of tidal shoreline on 13.42 quiet, private acres. This 1950 Tidewater Cape was built by a father and son as a summer escape, and you can feel the years of happy weekends the moment you step inside. Warm hardwood floors underfoot. Built-ins crafted by hand. Exposed beams overhead and a fireplace waiting for cool autumn evenings. One bedroom, two full baths, and a lower level country kitchen and family room where the coffee pot is always on, and the table always has room for one more. Walk around back, and the house shows you its heart: three stories of classic Tidewater charm rising above the river, glowing in the late afternoon light. Saturday starts slow, with coffee on the porch and mist lifting off the water. The afternoon belongs to fishing, paddling, or wandering the woods. Evening brings the sunset, painting the river gold from the lower patio. And Sunday? Sunday comes far too soon. A detached garage and a workshop with electric stand ready for the kayaks, the fishing rods, and the weekend projects. The pier conveys as is and is ready for your vision. Some places you visit. This one you’ll count the days to come back to.

1 Beds ⋅ 1 Baths

Friday, 5 o’clock. The week falls away the moment you turn down the lane. Sunlight flickers through the trees. The Chester glints on your left. Then the woods open up, the cottage comes into view, and there’s water on your right too. You’ve arrived at a point embraced by about 2,000 feet of tidal shoreline on 13.42 quiet, private acres. This 1950 Tidewater Cape was built by a father and son as a summer escape, and you can feel the years of happy weekends the moment you step inside. Warm hardwood floors underfoot. Built-ins crafted by hand. Exposed beams overhead and a fireplace waiting for cool autumn evenings. One bedroom, two full baths, and a lower level country kitchen and family room where the coffee pot is always on, and the table always has room for one more. Walk around back, and the house shows you its heart: three stories of classic Tidewater charm rising above the river, glowing in the late afternoon light. Saturday starts slow, with coffee on the porch and mist lifting off the water. The afternoon belongs to fishing, paddling, or wandering the woods. Evening brings the sunset, painting the river gold from the lower patio. And Sunday? Sunday comes far too soon. A detached garage and a workshop with electric stand ready for the kayaks, the fishing rods, and the weekend projects. The pier conveys as is and is ready for your vision. Some places you visit. This one you’ll count the days to come back to.

200 Powers Ln, Millington

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

$1,595,000

Nestled in the prestigious Canterbury subdivision, this exquisite Cape Cod home offers a harmonious blend of luxury and comfort. Spanning over 4,600 square feet, the interior boasts elegant wood floors and an inviting layout, featuring a spacious kitchen with upgraded countertops and a six-burner stove, perfect for culinary enthusiasts. The dining area and cozy built-ins create an ideal setting for gatherings, while the three fireplaces, adorned with charming mantels, add warmth and sophistication. Retreat to the primary suite, complete with a luxurious bath, or enjoy the convenience of an entry-level bedroom. The thoughtful design includes a laundry chute for effortless living. Outside, the expansive 2.44-acre lot is beautifully landscaped, providing a serene backdrop for relaxation. With an attached two-car garage and a commitment to quality, this home embodies an exclusive lifestyle, inviting you to create cherished memories in a space that truly feels like home.

Nestled in the prestigious Canterbury subdivision, this exquisite Cape Cod home offers a harmonious blend of luxury and comfort. Spanning over 4,600 square feet, the interior boasts elegant wood floors and an inviting layout, featuring a spacious kitchen with upgraded countertops and a six-burner stove, perfect for culinary enthusiasts. The dining area and cozy built-ins create an ideal setting for gatherings, while the three fireplaces, adorned with charming mantels, add warmth and sophistication. Retreat to the primary suite, complete with a luxurious bath, or enjoy the convenience of an entry-level bedroom. The thoughtful design includes a laundry chute for effortless living. Outside, the expansive 2.44-acre lot is beautifully landscaped, providing a serene backdrop for relaxation. With an attached two-car garage and a commitment to quality, this home embodies an exclusive lifestyle, inviting you to create cherished memories in a space that truly feels like home.

6385 Canterbury Dr, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

$789,900

Discover the charm of historic Easton with this beautifully designed new construction home, ideally located within walking distance of downtown's wonderful shops, restaurants, and attractions. Thoughtfully designed to blend timeless architectural appeal with modern comfort, this custom-built residence offers the perfect combination of quality, convenience, and style. Featuring a desirable main-level primary suite, a spacious two-car garage, and an inviting backyard, this home is designed for both everyday living and effortless entertaining. Enjoy the benefits of brand-new construction, with beautiful finishes and thoughtful details throughout. Whether you're searching for a full-time residence or a weekend retreat, this exceptional property offers the opportunity to enjoy the best of Eastern Shore living in one of Maryland's most charming historic towns. Completion is anticipated for the first week of November. Don't miss your opportunity to own a beautiful new home in the heart of Easton, where small-town charm meets modern luxury!

Discover the charm of historic Easton with this beautifully designed new construction home, ideally located within walking distance of downtown's wonderful shops, restaurants, and attractions. Thoughtfully designed to blend timeless architectural appeal with modern comfort, this custom-built residence offers the perfect combination of quality, convenience, and style. Featuring a desirable main-level primary suite, a spacious two-car garage, and an inviting backyard, this home is designed for both everyday living and effortless entertaining. Enjoy the benefits of brand-new construction, with beautiful finishes and thoughtful details throughout. Whether you're searching for a full-time residence or a weekend retreat, this exceptional property offers the opportunity to enjoy the best of Eastern Shore living in one of Maryland's most charming historic towns. Completion is anticipated for the first week of November. Don't miss your opportunity to own a beautiful new home in the heart of Easton, where small-town charm meets modern luxury!

422 North St, Easton

Listing courtesy of Meredith Fine Properties. Contact:

$2,495,000

Experience the best of waterfront living on picturesque Trippe Creek, where breathtaking sunsets and sweeping views of the neighboring nature conservancy create an idyllic setting. Nestled in the private Pirates Cove community of Oxford, Maryland, this peaceful retreat offers exceptional privacy, tranquility, and abundant wildlife. Designed for effortless one-level living, this inviting 4-bedroom home features beautiful hardwood and brick flooring, 3 fireplaces (one double sided so feels like 4), and expansive water views. A waterside screened porch provides the perfect setting to relax and enjoy the natural surroundings, while the saltwater pool overlooking the creek offers a wonderful space for outdoor entertaining. Capital improvements to the property 2019 - installed new septic system, enclosed 1-bay of the garage and converted into a finished office/studio. 2020 - installed a new driveway, reset the patio bricks on the back porch. 2021 - completed substantial pool renovation, including both the pool and surround improvements, reset the front walkway/patio brickwork, upgraded the HVAC system. 2023 - new refrigerator. 2024 - new wine refrigerator, constructed a new walkway. 2025 - installed brand new roof, replaced all toilets throughout the home. Through the years of ownership continuously invested in extensive landscaping and site improvements. Boating enthusiasts will appreciate the private pier with approximately 3 feet of mean low water (MLW), providing convenient access to the beautiful waterways of the Eastern Shore. A two-car garage plus a workspace for a studio adds everyday convenience. Offered turnkey with most furnishings included, this exceptional waterfront property also could convey with a 17-foot Scout center console boat with acceptable offer—allowing you to begin enjoying the Eastern Shore lifestyle from day one. Whether you're seeking a full-time residence or a relaxing weekend escape, this special property offers the perfect combination of waterfront recreation, natural beauty, and peaceful coastal living.

Experience the best of waterfront living on picturesque Trippe Creek, where breathtaking sunsets and sweeping views of the neighboring nature conservancy create an idyllic setting. Nestled in the private Pirates Cove community of Oxford, Maryland, this peaceful retreat offers exceptional privacy, tranquility, and abundant wildlife. Designed for effortless one-level living, this inviting 4-bedroom home features beautiful hardwood and brick flooring, 3 fireplaces (one double sided so feels like 4), and expansive water views. A waterside screened porch provides the perfect setting to relax and enjoy the natural surroundings, while the saltwater pool overlooking the creek offers a wonderful space for outdoor entertaining. Capital improvements to the property 2019 - installed new septic system, enclosed 1-bay of the garage and converted into a finished office/studio. 2020 - installed a new driveway, reset the patio bricks on the back porch. 2021 - completed substantial pool renovation, including both the pool and surround improvements, reset the front walkway/patio brickwork, upgraded the HVAC system. 2023 - new refrigerator. 2024 - new wine refrigerator, constructed a new walkway. 2025 - installed brand new roof, replaced all toilets throughout the home. Through the years of ownership continuously invested in extensive landscaping and site improvements. Boating enthusiasts will appreciate the private pier with approximately 3 feet of mean low water (MLW), providing convenient access to the beautiful waterways of the Eastern Shore. A two-car garage plus a workspace for a studio adds everyday convenience. Offered turnkey with most furnishings included, this exceptional waterfront property also could convey with a 17-foot Scout center console boat with acceptable offer—allowing you to begin enjoying the Eastern Shore lifestyle from day one. Whether you're seeking a full-time residence or a relaxing weekend escape, this special property offers the perfect combination of waterfront recreation, natural beauty, and peaceful coastal living.

5718 Pirates Cove Rd, Oxford

Listing courtesy of Meredith Fine Properties. Contact:

$693,900

BE SURE TO WATCH THE VIDEO TOUR TO EXPERIENCE THE PROPERTY AND SETTING. Privacy, a gunite pool, and two acres on Tilghman Island, just 12 miles from St. Michaels. A long, crepe myrtle-lined driveway leads to 4957 Bar Neck Road, surrounded by mature landscaping and expansive lawn with no HOA. The property offers flexibility as a full-time residence, weekend retreat, or potential income-producing short-term rental. Two leaded-glass doors provide separate entrances. The main entrance opens to the foyer, while the second leads to the breezeway and laundry area with a utility sink, storage, and access to a full bath. The main level features hardwood floors, a parlor with built-ins, formal dining room, and family room centered around a wood-burning fireplace. Exposed brick from the fireplace extends upward along the staircase to the second floor, adding warmth and architectural character. Sliding glass doors open directly to the deck, patio, and pool. The kitchen includes granite countertops, stainless steel appliances, light wood cabinetry, and a breakfast bar. Upstairs are three bedrooms, including a spacious primary suite with generous storage and an en-suite bath. A closet-lined passage leads from the bedroom to the bath, which features an oversized jetted tub, double vanity, and abundant natural light. An expansive finished bonus room adds another dimension to the home, with a wood-clad vaulted ceiling, built-in workspace and storage, and a separate mini-split. The space offers tremendous flexibility as an office, den, studio, recreation room, or additional retreat. Outside, the in-ground gunite pool anchors a private outdoor living area surrounded by two acres of open lawn and mature landscaping. A deck, patio, pergola, fire pit, and multiple gathering areas provide plenty of room for relaxing and entertaining. An oversized two-car garage provides additional parking and storage. Improvements include a newer roof, AZEK front decking and steps with vinyl railings, encapsulated crawlspace with concrete floor, tankless water heater, Bosch heating system, and updated primary bath. The home also features two security systems, fire and carbon monoxide detection, and a custom exterior camera system. The property is not located in a flood zone. With two acres, privacy, a gunite pool, generous indoor and outdoor living spaces, and no HOA, 4957 Bar Neck Road offers a distinctive opportunity for year-round living, a second home, or potential short-term rental near St. Michaels and the Chesapeake Bay.

BE SURE TO WATCH THE VIDEO TOUR TO EXPERIENCE THE PROPERTY AND SETTING. Privacy, a gunite pool, and two acres on Tilghman Island, just 12 miles from St. Michaels. A long, crepe myrtle-lined driveway leads to 4957 Bar Neck Road, surrounded by mature landscaping and expansive lawn with no HOA. The property offers flexibility as a full-time residence, weekend retreat, or potential income-producing short-term rental. Two leaded-glass doors provide separate entrances. The main entrance opens to the foyer, while the second leads to the breezeway and laundry area with a utility sink, storage, and access to a full bath. The main level features hardwood floors, a parlor with built-ins, formal dining room, and family room centered around a wood-burning fireplace. Exposed brick from the fireplace extends upward along the staircase to the second floor, adding warmth and architectural character. Sliding glass doors open directly to the deck, patio, and pool. The kitchen includes granite countertops, stainless steel appliances, light wood cabinetry, and a breakfast bar. Upstairs are three bedrooms, including a spacious primary suite with generous storage and an en-suite bath. A closet-lined passage leads from the bedroom to the bath, which features an oversized jetted tub, double vanity, and abundant natural light. An expansive finished bonus room adds another dimension to the home, with a wood-clad vaulted ceiling, built-in workspace and storage, and a separate mini-split. The space offers tremendous flexibility as an office, den, studio, recreation room, or additional retreat. Outside, the in-ground gunite pool anchors a private outdoor living area surrounded by two acres of open lawn and mature landscaping. A deck, patio, pergola, fire pit, and multiple gathering areas provide plenty of room for relaxing and entertaining. An oversized two-car garage provides additional parking and storage. Improvements include a newer roof, AZEK front decking and steps with vinyl railings, encapsulated crawlspace with concrete floor, tankless water heater, Bosch heating system, and updated primary bath. The home also features two security systems, fire and carbon monoxide detection, and a custom exterior camera system. The property is not located in a flood zone. With two acres, privacy, a gunite pool, generous indoor and outdoor living spaces, and no HOA, 4957 Bar Neck Road offers a distinctive opportunity for year-round living, a second home, or potential short-term rental near St. Michaels and the Chesapeake Bay.

4957 Bar Neck Rd, Tilghman

Listing courtesy of Compass. Contact:

$1,895,000

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

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

100 Bryans Channel Way, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact:

$239,000

Updated Home on .63 Acres with Village Zoning! Don’t let the one bedroom fool you! This charming, well-maintained home offers more than meets the eye, with numerous updates, a full, unfinished walk-out basement, and plenty of possibilities! Situated on .63 acres with Village zoning and NO HOA, this property offers the freedom and flexibility you’ve been looking for! Bring your boat, RV, or recreational toys—there’s room to enjoy your property your way! Inside, you’ll appreciate the many improvements, including an updated roof, windows, water heater, water softener, and luxury vinyl plank (LVP) flooring. Step outside onto the beautiful Trex deck with low-maintenance vinyl railings, perfect for relaxing or entertaining. The full unfinished walk-out basement offers excellent storage and potential for additional living space. Conveniently located just minutes from Chestertown, Betterton, and Still Pond, you’ll enjoy peaceful country living while remaining close to shopping, dining, boating, beaches, and everything Kent County has to offer! Whether you’re searching for your first home, looking to downsize, or wanting a weekend getaway, this one deserves a look! Affordable living and valuable updates-all on your own .63-acre property! Property is being sold as-is.

1 Beds ⋅ 1 Baths

Updated Home on .63 Acres with Village Zoning! Don’t let the one bedroom fool you! This charming, well-maintained home offers more than meets the eye, with numerous updates, a full, unfinished walk-out basement, and plenty of possibilities! Situated on .63 acres with Village zoning and NO HOA, this property offers the freedom and flexibility you’ve been looking for! Bring your boat, RV, or recreational toys—there’s room to enjoy your property your way! Inside, you’ll appreciate the many improvements, including an updated roof, windows, water heater, water softener, and luxury vinyl plank (LVP) flooring. Step outside onto the beautiful Trex deck with low-maintenance vinyl railings, perfect for relaxing or entertaining. The full unfinished walk-out basement offers excellent storage and potential for additional living space. Conveniently located just minutes from Chestertown, Betterton, and Still Pond, you’ll enjoy peaceful country living while remaining close to shopping, dining, boating, beaches, and everything Kent County has to offer! Whether you’re searching for your first home, looking to downsize, or wanting a weekend getaway, this one deserves a look! Affordable living and valuable updates-all on your own .63-acre property! Property is being sold as-is.

25705 Meadow Rd, Worton

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

$495,000

Positioned well within Easton’s established business and medical corridor, this 3,311 SF office condominium offers an ideal opportunity for an owner/user or professional office tenant seeking an easily accessible location surrounded by established businesses, medical providers, and professional services. The space features a large reception area, seven private offices, two existing bathrooms, and a kitchen. There is also ample room to add private offices or to customize the reception area layout to meet operational business needs. The location provides convenient access Rt 50, and is situated within one of Easton’s most active commercial and medical areas.

508 Idlewild Ave Unit 3, Easton

Listing courtesy of SVN/Miller Commercial Real Estate. Contact:

$250,000

Positioned well within Easton’s established business and medical corridor, this 1,659 SF office condominium offers an ideal opportunity for an owner-user or professional office tenant seeking an easily accessible location surrounded by established businesses, medical providers, and professional services. The space features an open floor plan, a large reception area, two existing bathrooms, and a kitchenette. There is ample room to add private offices or to customize the layout to meet specific business needs. The location provides convenient access Rt 50, and is situated within one of Easton’s most active commercial and medical areas.

508 Idlewild Ave Unit 4, Easton

Listing courtesy of SVN/Miller Commercial Real Estate. Contact:

$520,000

Chesapeake by Del Webb. This one owner Merion model is sited on an end lot overlooking a pond and community open space. Living room/office, family room with gas fireplace and wood flooring, formal dining room, kitchen with breakfast area, stainless appliances and granite countertops. 1st floor primary bedroom with trey ceiling and walk-in closet, primary bath with walk-in shower, soaking tub and double vanities, powder room and main floor laundry. 2nd floor features a loft and 2 guest bedrooms and bath. Large attached front loading garage with walk-up storage, lawn irrigation, patio with awning and beautiful landscaping. Prime lot on quiet street. Community amenities: Clubhouse with library, billiards room, meeting room, exercise rooms and game room plus outdoor pool and picnic areas, tennis/pickleball courts, bocce ball and exercise paths. 55+ age-restricted section. Close to downtown Easton, medical facilities, shopping, churches and restaurants.

Chesapeake by Del Webb. This one owner Merion model is sited on an end lot overlooking a pond and community open space. Living room/office, family room with gas fireplace and wood flooring, formal dining room, kitchen with breakfast area, stainless appliances and granite countertops. 1st floor primary bedroom with trey ceiling and walk-in closet, primary bath with walk-in shower, soaking tub and double vanities, powder room and main floor laundry. 2nd floor features a loft and 2 guest bedrooms and bath. Large attached front loading garage with walk-up storage, lawn irrigation, patio with awning and beautiful landscaping. Prime lot on quiet street. Community amenities: Clubhouse with library, billiards room, meeting room, exercise rooms and game room plus outdoor pool and picnic areas, tennis/pickleball courts, bocce ball and exercise paths. 55+ age-restricted section. Close to downtown Easton, medical facilities, shopping, churches and restaurants.

7196 Bobs Way, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

$549,999

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

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

216 Mainsail Dr, Stevensville

Listing courtesy of Patterson-Schwartz-Newark. Contact:

$478,940

New main‑level primary bedroom home is about to start construction for a spring move‑in! This thoughtfully designed home offers 4 bedrooms and 3.5 bathrooms and is located in amenity filled, Lakeside at Trappe! The open main level features volume ceilings in the great room, creating an airy and inviting living space. Gourmet kitchen with stainless steel appliances including hood. The main‑level primary suite is a true retreat, complete with a deluxe bath including a separate soaking tub and shower. Located in Lakeside at Trappe, an amenity‑rich, master‑planned community just minutes from Easton, residents enjoy a lifestyle designed for connection and recreation including Resort‑style swimming pool, Bathhouse with fitness room, Ping pong & cornhole, Playground & sports courts, Dedicated Bark Park plus an immersive lakeside experience is planned, offering even more opportunities to enjoy the outdoors and waterfront lifestyle. With easy access to Easton, Cambridge, and surrounding areas, Lakeside at Trappe combines small‑town charm with everyday convenience in the heart of the growing Chesapeake Bay region. Please note that the photos are of a model as this home has not yet finished construction, and the photos may show additional options that are not included. ✨ Ask about builder incentives!

New main‑level primary bedroom home is about to start construction for a spring move‑in! This thoughtfully designed home offers 4 bedrooms and 3.5 bathrooms and is located in amenity filled, Lakeside at Trappe! The open main level features volume ceilings in the great room, creating an airy and inviting living space. Gourmet kitchen with stainless steel appliances including hood. The main‑level primary suite is a true retreat, complete with a deluxe bath including a separate soaking tub and shower. Located in Lakeside at Trappe, an amenity‑rich, master‑planned community just minutes from Easton, residents enjoy a lifestyle designed for connection and recreation including Resort‑style swimming pool, Bathhouse with fitness room, Ping pong & cornhole, Playground & sports courts, Dedicated Bark Park plus an immersive lakeside experience is planned, offering even more opportunities to enjoy the outdoors and waterfront lifestyle. With easy access to Easton, Cambridge, and surrounding areas, Lakeside at Trappe combines small‑town charm with everyday convenience in the heart of the growing Chesapeake Bay region. Please note that the photos are of a model as this home has not yet finished construction, and the photos may show additional options that are not included. ✨ Ask about builder incentives!

285 Silver Lake Ln, Trappe

Listing courtesy of Brookfield Mid-Atlantic Brokerage, LLC. Contact:

$599,000

Don't miss this home in the Symphony Village at Centreville Active Adult Community. This home has so much to offer, starting with owned solar panels (please ask about extremely low electricity bills) and a battery backup system that both convey with the home. With a perfect blend of luxury and comfort, this home is designed to cater to your every need while providing a warm and inviting atmosphere. Spanning 2,684 square feet, this traditional-style detached home boasts three spacious bedrooms and three full bathrooms, ensuring ample space for relaxation and entertaining. The interior features are nothing short of spectacular, showcasing a gourmet kitchen equipped with high-end stainless steel appliances, including a built-in microwave, wall oven, and cooktop and upgraded counters. The elegant formal dining room provide the perfect backdrop for memorable meals, while the recessed lighting add a touch of sophistication throughout. The main living area featuring a built in serving bar with beverage cooler and wine cooler along with bar stools allow for a great space for entertaining and socializing. The master suite with his and her walk-in closets and the master bath are designed to enhance the primary resident's comfort. Enjoy the convenience of a main floor laundry. Also conveying with this home is a fitness room including a Peloton Bike and Treadmill. The upper level of this Gershwin model home features a gaming area including custom built pool table, foosball table, television and sleep sofa that all convey with the home. The third bedroom and third full bath are also located on the upper level. This home includes a dual zone HVAC system. Step outside to discover the meticulously landscaped exterior, featuring extensive hardscaping and underground lawn sprinklers that enhance the curb appeal. The piano shaped paver patio includes the patio furniture, propane connected grill and patio heater for the new owners enjoyment and relaxation. The attached two car garages features a hard-wired 64 amp high speed level 2 EV charger by Lucid that can charge vehicles that have a J1772 connector or with an adapter NACS (Tesla) style charging port. The community amenities are truly exceptional, including both indoor and outdoor pools, a fitness center, and a variety of recreational options such as pickleball courts, tennis courts, and walking paths. The clubhouse and bar/lounge offer perfect venues for socializing and relaxation. The community's association fee covers common area maintenance, lawn care, and snow removal, allowing you to enjoy a carefree lifestyle. Experience the exclusive lifestyle that Symphony Village at Centreville offers, where luxury meets comfort in a vibrant community designed for your enjoyment. This is more than just a home; it's a sanctuary where you can create lasting memories and embrace a fulfilling life. This home also includes a Cinch Home Warranty to cover the buyers for 1 year after settlement.

Don't miss this home in the Symphony Village at Centreville Active Adult Community. This home has so much to offer, starting with owned solar panels (please ask about extremely low electricity bills) and a battery backup system that both convey with the home. With a perfect blend of luxury and comfort, this home is designed to cater to your every need while providing a warm and inviting atmosphere. Spanning 2,684 square feet, this traditional-style detached home boasts three spacious bedrooms and three full bathrooms, ensuring ample space for relaxation and entertaining. The interior features are nothing short of spectacular, showcasing a gourmet kitchen equipped with high-end stainless steel appliances, including a built-in microwave, wall oven, and cooktop and upgraded counters. The elegant formal dining room provide the perfect backdrop for memorable meals, while the recessed lighting add a touch of sophistication throughout. The main living area featuring a built in serving bar with beverage cooler and wine cooler along with bar stools allow for a great space for entertaining and socializing. The master suite with his and her walk-in closets and the master bath are designed to enhance the primary resident's comfort. Enjoy the convenience of a main floor laundry. Also conveying with this home is a fitness room including a Peloton Bike and Treadmill. The upper level of this Gershwin model home features a gaming area including custom built pool table, foosball table, television and sleep sofa that all convey with the home. The third bedroom and third full bath are also located on the upper level. This home includes a dual zone HVAC system. Step outside to discover the meticulously landscaped exterior, featuring extensive hardscaping and underground lawn sprinklers that enhance the curb appeal. The piano shaped paver patio includes the patio furniture, propane connected grill and patio heater for the new owners enjoyment and relaxation. The attached two car garages features a hard-wired 64 amp high speed level 2 EV charger by Lucid that can charge vehicles that have a J1772 connector or with an adapter NACS (Tesla) style charging port. The community amenities are truly exceptional, including both indoor and outdoor pools, a fitness center, and a variety of recreational options such as pickleball courts, tennis courts, and walking paths. The clubhouse and bar/lounge offer perfect venues for socializing and relaxation. The community's association fee covers common area maintenance, lawn care, and snow removal, allowing you to enjoy a carefree lifestyle. Experience the exclusive lifestyle that Symphony Village at Centreville offers, where luxury meets comfort in a vibrant community designed for your enjoyment. This is more than just a home; it's a sanctuary where you can create lasting memories and embrace a fulfilling life. This home also includes a Cinch Home Warranty to cover the buyers for 1 year after settlement.

122 Orchestra Pl, Centreville

Listing courtesy of RE/MAX Executive. Contact:

$130,000

Rare opportunity to own a buildable lot in Kent Island Estates. Very few of these are left so don't miss your opportunity. And don't worry about the road - the County is set to upgrade it and take over maintenance in the near future!

117 Cecil Rd, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

$?

This bright, custom Vivaldi model in Centreville's premier Symphony Village community perfectly balances luxury and comfort. Featuring gleaming hardwood floors throughout, it offers an updated kitchen with premium appliances, plus stunning professionally landscaped yards and a fabulous patio ideal for outdoor entertaining. Model: The highly sought-after Vivaldi floor plan, known for its spacious and functional 3-bedroom, 2-bathroom layout . Owners addition of a private formal area really creates a wonderful flow with 10 ft. ceilings! Flooring: Warm, continuous hardwood floors that flow seamlessly from room to room, creating a cohesive and elegant feel. The Kitchen: Beautifully updated with ample counter space for meal prep, plus brand-new modern appliances to make cooking a breeze. Outdoor Oasis: Professionally landscaped front and back yards that provide excellent curb appeal and privacy. Step out onto the fabulous paver patio—the perfect setting for morning coffee or evening dining. Freshly painted interior is ready for your decorating! The Symphony Village community is well established, with mature trees throughout, and an impressive clubhouse with many amenities, including a concert hall for the many events organized by the various committees. The main gathering area is bright and welcoming, and is the location for semi-monthly social hours where you bring a dish to share and get to meet your neighbors. Several groups with varied interests meet in the clubhouse on a regular basis, and you might walk through the clubhouse and see folks learning to paint in the craft room, others playing pool, some playing mahjong in the concert hall, or committee meetings to keep things humming along. You can walk outside to the covered patio area and the pool beyond, where residents enjoy holiday picnics, quiet evening time, and fun with the kids during the day. The indoor pool is open every day from early morning until late at night, and you can show up for water aerobics every weekday morning at 9:00A.M. Currently there are Spanish classes offered, in addition to soul line dancing, and at any time you can learn how to play bridge or hand and foot, so there is plenty to keep everyone busy. However, there is no requirement to participate in any activities, and you can live a quiet life in Symphony Village enjoying retirement or still working. There are many areas to walk in around the neighborhood, and in the clubhouse grounds is a pergola to sit and watch the world go by, a kids' playground, a picnic area, bocce, a putting green (and active league) and a trail leading to Dunkin' Donuts and the shopping center just minutes away.