Circa 1743 with a stately 1825 addition, The Inn at Mitchell House is a rare pre-Revolutionary manor home on 9+ manicured acres on Maryland's Eastern Shore. Listed on the National Star-Spangled Banner Trail and just a mile from the Chesapeake Bay, this storied property offers a once-in-a-generation chance to own one of the region's most beloved historic estates.The grounds unfold past champion and organic fruit trees, a generous herb garden, an original 18th-century smoke house, two private bridges over Stoneybrook Pond which are all framed by woods and rolling farm fields.Inside, nine bedrooms and six-and-a-half bathrooms reveal nearly two and a half centuries of craftsmanship: original wood floors, brick floors in the dining room and kitchen, signature Bulls Eye moldings, exposed hand hewn beams, eight fireplaces and soaring 11-foot ceilings.For more than 40 years the property has operated as a successful Bed & Breakfast. An optional furniture package is available for a seamless turnkey transition. Its origins as a single-family residence also make it an extraordinary private estate, full-time home or weekend retreat. A coveted sewer allotment is included with the sale which opens the door for a future carriage house, barn, additional dwelling, stable, studio or expanded hospitality use.A new roof, a complete exterior paint job, new hot water heater, new well pump and updated electrical service were completed in 2025–2026. This delivers the rare combination of historic character and modern peace of mind. Tolchester Marina and the Shanty Beach Bar are a mile away. Rock Hall is six miles down the road and the charming historic district of Chestertown is just ten miles away.After nearly four decades of careful stewardship, the current owners are ready to pass on the privilege and the story of The Mitchell House.

Don't miss this rare opportunity. This special home offers spectacular and picturesque views of the Saint Michaels Harbor in addition to its prime location on one of Saint Michaels most desirable streets. Conveniently located near all of the in-town amenities and walkable to great restaurants, shops, brewery, winery, gallery, seasonal farmer's market, museums and more. This home has received a fresh interior painting, a deep cleaning and it is move in readyIt is a 4-bedroom, 3 full bath and 1/2 bath home with the 1/2 bath on the first floor. One of the bedrooms and a full bath is a guest apartment with a kitchenette located over the 2 car attached garage. The guest apartment is accessible from the inside of the home or by a private outside entrance. The Primary Suite includes an updated en-suite Bath with double vanity, walk-in shower and private toilet. The Primary bedroom has room for a king-size bed, a walk-in closet, a north harbor view and access to the 2nd floor front porch. The 2 additional bedrooms have large closets, harbor views and individual access doors to the front porch. Both bedrooms share a large, updated bathroom with a combination tub/shower. The main part of the home is both comfortable and casual while at the same time stately and refined. The kitchen and eat in breakfast /dining area looks out over the Harbor and opens to the 1st floor porch and porch swing which is a great place to have your morning coffee. The kitchen has a great layout, granite counter tops, stainless appliances, a Viking paneled refrigerator and a walk-in pantry. The Dining room or living room has a harbor view as well and a central fireplace with attractive marble and millwork. The architectural marvel of this home is the Conservatory. It is a fantastic room for entertaining with a double height ceiling and intriguing structure. This was in use as a great room / family room. The back wall could also accommodate a large bar and flat screen if desired. If interested, a future owner might consider it for a master suite. Two sets of French doors open to either the front lawn or side yard for entertaining. The unique design of the conservatory also provides a near 180-degree view of the harbor and all of the sunrises and sunsets.With the lowest price per square foot for a Luxury, Waterview, in town home, it is also a comparatively excellent value.

Wait until you see this! Impecably maintained brick house on nearly 20 acres, overlooking a pond with tons of privacy. 2 large outbuildings. High-end upgrades and fixtures. The house has 4 bedrooms and 3.5 baths. A primary owner's suite on the main floor and an additional owner's suite on the second floor. Beautiful hardwood floors throughout. The main floor features a bar room and an office. Kitchen with marble countertops and a huge professional refrigerator. Fully finished basement. 2 car attached garage. The first outbuilding is a office space with 2 private offices, a conference room, a gym, kitchenette and half bath. The second outbuilding features 5 garage bays and a finished area that serves as a family room with kitchenette. This property is nothing short of spectacular.

Welcome to 5419 Ragged Point Road — Closer than you think to D.C., Baltimore, and Ocean City, a striking contemporary waterfront estate set on 11.88 private acres with an incredible 1,500 feet of frontage along serene Brooks Creek. Designed for those who appreciate the best of Eastern Shore living, this 4-bedroom, 2 full/3 half bath custom home, built in 2007, offers exceptional craftsmanship and luxury throughout with all the designer furnishings included.The gourmet kitchen is a chef’s dream, featuring marble countertops and top-tier appliances, including Wolf, Bosch, and Sub-Zero. The elegant primary suite offers a spa-like retreat with a soaking tub and separate shower. Expansive living spaces open to multiple balconies and decks, each perfectly positioned to capture breathtaking water views.Outdoor amenities include a private pier with approximately 3 feet MLW (mean low water), complete with water, electric, and a 12,000 lb boat lift — ideal for boating and fishing enthusiasts. For hunters, a duck blind on the property and abundant wildlife make this a rare hunting paradise.Whether you are savoring the sunrise over the creek, entertaining guests, or exploring the surrounding natural beauty, this extraordinary property delivers a lifestyle of unmatched tranquility and recreation.

Rebuilt in 1863, the Tilley Residence showcases classic Second Empire architecture on one of Chestertown’s most prominent historic corners across from the Custom House, one of the first British Royal Ports of Entry to the Americas. Completely restored in 2025 by one of the Eastern Shore’s iconic builders, the home blends historic character with modern comfort through thoughtful updates, new systems, and refined living spaces. Just one block to the waterfront promenade or to morning coffee at Evergrain, the location captures the rhythm of Chestertown living—laid back yet polished, historic yet vibrant. This is more than a home; it is an irreplaceable asset and a true legacy property within one of Maryland’s most beloved waterfront towns.

This over 5 acre waterfront estate on Churn Creek is a true Eastern Shore recreational property. Besides the home itself, the grounds include a board and batten cabin to serve as base camp for water sports down by the water, dock with direct access to the Chesapeake Bay, barn with a stall for your horse or sheep, and detached 2 car garage with lounge area above. Here you can enjoy the abundance and lifestyle of the Eastern Shore with crabbing, fishing, hunting, water skiing, sailing and hikes on the nature trail all available on site. Outdoor living is huge here with multiple spaces to connect with nature and enjoy the privacy of your own waterfront sanctuary. The home is the perfect size for a weekend getaway or full time residence with a floorplan that has been expanded and opened up to accommodate the amazing views and 2026 lifestyle. Storage is a breeze with a full basement including a shop and rec room for grandkids or guests to go enjoy with privacy. One floor living makes for an easy flow with the primary suite opening to a brick patio with sliders and including both an ensuite bathroom and walk in closet. The blend of amenities on site and proximity to Chestertown's Historic District make this the perfect magnet house to attract friends and family or an amazing investment opportunity.

Welcome to a breathtaking country estate where modern elegance, architectural grandeur, and total sanctuary converge across 2.23 serene acres. Spanning over 4,000 square feet of meticulously refined living space, this extraordinary five-bedroom residence has been thoughtfully crafted to offer both lavish entertaining possibilities and effortless multi-generational comfort.Upon arrival, the welcoming foyer makes a memorable first impression, framed by detailed custom millwork and flanked by a private executive office and a sophisticated study or formal dining space. Moving inward, the magnificent two-story great room commands attention with its soaring ceilings and a cozy gas fireplace crowned by a classic raised brick hearth. At the heart of the main level lies a gourmet kitchen designed for grand gatherings, showcasing fresh luxury vinyl flooring, select new appliances, and a stunning quartz-topped center island with a prep sink that easily reconfigures for multi-purpose hosting. Sunbeams flood the adjoining sunroom, creating a seamless transition to the outdoors while mirroring the warmth of the home’s main-floor primary suite. This private retreat features a spacious walk-in closet and a newly remodeled, spa-inspired bath complete with new quartz double vanities, sleek updated fixtures, a large walk-in shower, and an exquisite standalone soaking tub.Offering unmatched independence and comfort, a fully self-contained ground-level suite on the lowest level serves as the ultimate in-law or guest quarters. Complete with its own private ground-level entrance, open-concept kitchen and living area, dedicated laundry, and an accessible bath with a walk-in shower, this wing ensures total convenience without sacrificing style. A new addition to the lower level unlocks movie-theater magic with a fully furnished screening room ready for immediate enjoyment. Upstairs, four generously proportioned bedrooms accompany a beautifully refreshed hall bath.The exterior grounds are nothing short of a resort-style paradise. Step out onto the back porch to take in sweeping views of the lush landscape and expansive partially fenced yard. The sparkling inground pool serves as the crown jewel of the outdoor space, newly upgraded with all-new mechanicals including a dedicated heater. Surrounding the water, extensive custom hardscaping leads to a fireside gathering area, while an oversized gazebo with an outdoor fan offers a shady retreat on warm afternoons. With a brand-new roof installed in 2026, a newly resurfaced driveway, and space remaining for future additions, this estate represents a rare opportunity to experience sophisticated countryside living at its finest and, less than 5 minutes from Chestertown's restaurants, shopping, and Farmer's Market.Updates to the home are available in Documents

Built in 1780/1840, Highcroft is in the heart of the Historic District near the Chester River. A rare in-town property that offers a 2-car garage with a second floor and a long driveway for tons of off-street parking. 3 bedrooms, 4 full baths and 1 half bath. Primary bedroom has his and hers private baths. 8.2 kw solar array on the garage. EV level 2 charger. Easy room flow from front to back for entertaining. Just steps to restaurants, bars, and shops. This is an ultra efficient green house.

This boater's paradise demonstrates the perfect blend of luxury and convenience. The property boasts three floors of sweeping waterfront views all easily accessed via your own private elevator. High end finishes can be found throughout and the home has been impeccably maintained. The first floor feels inviting with the fireplace, open kitchen, and guest bedroom with ensuite full bathroom currently being used as an office. The second floors wows you with 3 spacious bedrooms including the primary that has a walkout balcony for quiet evenings staring out over the water. The top floor provides yet another entertaining or living space with a wet bar, full bathroom, and a walk out balcony. Outdoor living in general is a highlight here with each floor allowing for a different perspective of the Eastern Shore landscape. Don't forget about the amenities of the community. Lounge out by the pool, walk to famous waterfront seafood establishments, or navigate the vast waters of the Chesapeake from your deeded 35 foot deep water boat slip just steps away. This luxury Eastern Shore destination is located just an hour from Washington, D.C. or Baltimore and less than two hours from Philadelphia.

Country elegance at its finest with this recently updated and spacious Cape Cod in the water oriented community of Clearview, just minutes from historic Chestertown. The amenities here are a major plus with Franklin pond and community access directly to Churn Creek. The home has had a transformation in the last 2 years with updated bathrooms, floors, kitchen, landscaping, and a new HVAC unit. The main floor master suite allows you to live in luxury with two walk in closets, hardwood double doors, and brand new bathroom with soaking tub and walk in steam shower. Upstairs is a blend of spacious bedrooms and bathrooms galore with an office nook to look out at nature. Storage is no issue with a full basement ready to take on as many holiday decorations as your heart desires. The property is sprawling on over 4 acres that abut the community pond and green space. Outdoor living is celebrated here with a massive deck out back for entertaining and covered front porch for birdwatching. The abundance of our Eastern Shore is just a short ride away with local staples such as Red Acres Hydroponics and Lockbriar Farms for your produce right in Worton and the Chestertown Farmer's Market for the rest. Invest wisely while improving your quality of life.

Two parcels combine for a total of 5.22 acres, offering a rare blend of space, versatility, and opportunity. The separate 3.21-acre parcel is perc-approved and buildable, currently used for hunting, and includes its own right-of-way for private access. The main home sits on 2.012 acres and has been lovingly maintained and thoughtfully updated over the years.Inside, you’ll find a spacious and flexible layout featuring a stunning 24x24 great room—converted from the original attached garage—complete with a gas stove, central air, and seamless flow into the kitchen. Luxury vinyl plank flooring runs throughout much of the home, complemented by stainless steel appliances and numerous system upgrades, including newer windows, roof, well, and septic.Upstairs offers three bedrooms, including a primary suite with an updated bathroom featuring new flooring and vanity. The main level includes a large living room, formal dining area, and a bright kitchen, plus an enclosed sunroom with sliding glass doors that open to a fenced-in, in-ground 15x30 pool—perfect for entertaining or relaxing.The lower level adds even more functionality with an updated full bath, large laundry area, bonus room, and ample storage, along with a new French drain and sump pump system.Outbuildings are equally impressive, including a large shed with kennel and a substantial 36 X 48 pole barn with concrete floors, drain, heat, car lift, 12-foot doors storage in attic, and lean-to—ideal for hobbyists, contractors, or storage of equipment and recreational vehicles. A generator hookup is already in place for added peace of mind.Enjoy excellent hunting opportunities for turkey, deer, and geese, all while being just minutes from the Delaware line. This unique property offers endless possibilities for living, building, and outdoor recreation.

Experience the warmth and charm of in-town living in this beautiful residence in Chestertown's Historic District. Just a few blocks from the waterfront, shops, galleries, and restaurants, it offers the perfect balance of walkability and tranquility on one of the district's quietest streets. The thoughtfully designed layout makes excellent use of every square foot, while tasteful updates fill the home with natural light. A spacious screened porch extends from the dining room, offering a peaceful place to relax and enjoy the character of the neighborhood. The fenced backyard is a gardener's dream, featuring lush landscaping, vibrant plantings, and beautiful hardscaping that create a private outdoor sanctuary. A rear entrance with off-street parking adds everyday convenience while preserving the home's charming streetscape. This exceptional historic property offers an outstanding lifestyle less than two hours from Washington, DC, and Philadelphia.

Gorgeous house on River Rd in the Queen Anne's County side of Chestertown. 3 total bedrooms and 2.5 baths. The main bedroom is on the first floor. Stunning sun room, patio and pool. 2 car garage. Living room and den.

The Pearce House has been a testament to fine Eastlake Victorian architecture since it was constructed by famous early Eastern Shore builder H.M. Stuart for Judge James Pearce who held the highest court in the State. The home boasts 6 fireplaces, ornate millwork all over, stained glass windows, soaring ceilings, massive pocket doors, spacious rooms, and surprisingly ample closet space. Homes aren't built like this anymore making adventuring the halls an absolute treat. Water views can be found from various windows of the home with specific angles highlighted seasonally. Outdoor living is celebrated with screened in porch flowing out back from the kitchen, covered front entry porch and second floor covered sleeping porch. The yard itself is a sanctuary with mature azaleas, magnolia, and gingko creating a calming setting. There is a driveway and your car can just stay there because this home is located just blocks walking from all of the dining, shopping, and culture that Chestertown has to offer. This home is part of the Maryland Historic Trust. Own a piece of American history less than two hours from DC, Baltimore, and Philadelphia while enjoying the walkable lifestyle of Chestertown's Historic District.**Interior professional photos are coming soon and are going to be really special**

Introducing 1213 Somerset Road—an exceptional opportunity to own a beautifully appointed residence in the heart of Severn, MD, where comfort meets elevated living.From the moment you arrive, this home exudes charm and sophistication, offering a thoughtfully designed layout enhanced by natural light and refined finishes throughout. Step inside to experience an inviting interior where spacious living areas create the perfect balance of elegance and functionality—ideal for both everyday living and stylish entertaining.The kitchen serves as the heart of the home, featuring generous cabinetry and workspace designed to inspire both casual meals and memorable gatherings. The bedrooms provide a serene retreat, offering ample space and comfort, while the living and dining areas flow seamlessly to create a warm yet upscale ambiance.Step outside to your private outdoor setting—an ideal canvas for creating your own backyard oasis. Whether hosting intimate gatherings or enjoying quiet moments, the outdoor space offers both versatility and tranquility.Perfectly positioned in a sought-after location, this home provides convenient access to major commuter routes, Fort Meade, shopping, dining, and entertainment—delivering both luxury and lifestyle.1213 Somerset Road is more than a home—it’s an opportunity to experience refined living in one of Anne Arundel County’s most convenient locations.

Nestled in the shadows of the Choptank River is a meticulously maintained home in the water-privileged neighborhood of Asbury. Beautiful Expansive lot size gives you the privacy needed within a walkable neighborhood. The flat level lot opens up future pool and other amenity possibilities. Sit in your rocker with a cocktail while enjoying the dream turned into a reality of a wrap-around porch. A large rear screened-in porch to watch the local wildlife opens onto extensive hardscaping, perfect for an outdoor fire pit to enjoy those cool evenings with family and friends. Large open kitchen into the family room is the heart of the home that features a wood stove. 4 substantial bedrooms upstairs. Main floor features an office that could be a wide range of things, including a main floor bedroom. Steps from the Asbury Nature Trail that brings you to your community dock and water access with Huge views of the Choptank River.

The luxury of living here is not in the square footage. It is in the untouched beauty of the river and constant exposure to nature. A charming oasis on the Chester River with 3 outbuildings all with the most amazing view. Magnificent plantings around the property. A duck blind for hunting. Private dock with lift. Historical ferry road is yours! The house was completely renovated in 2011. It's all so charming and extremely well kept. Roughly a quarter mile of waterfront. BAT septic system only approved for 1 bedroom. You cannot expand the house.

Nestled on just over 2 acres in Trappe, this spacious 3-bedroom, 2-bath home offers nearly 2,500 square feet of living space with room to grow, gather, and make lasting memories. Inside, you'll find a large eat-in kitchen with center island and abundant wine storage, separate dining room, family room, and living room—providing plenty of space for everyday life, holiday celebrations, and everything in between. The expansive sunroom is sure to become a favorite gathering spot, while the oversized primary suite offers two closets and a unique ensuite bath featuring two showers. A fully floored attic provides exceptional storage and includes a bonus room perfect for a playroom, gaming room, hobby space, or quiet retreat. The previous owner had planned to add direct access from the garage, creating even more potential for this unique space. The walk-out basement with exterior access offers endless possibilities for a workshop, recreation room, home gym, or additional storage. Outside, two spacious decks overlook the property, offering plenty of room for entertaining, backyard adventures, gardening, and enjoying the peaceful Eastern Shore setting. Estate sale. Property sold As-Is

Invest with confidence in this amazing duplex opportunity just minutes from Historic Chestertown and the pristine Betterton Beach. Get your entrepreneurial juices flowing because the income opportunity with this property makes it irresistible. You can live in one side and largely get your mortgage paid for you by renting out the other side. You can rent both and enter an easy cash flow situation at a great price. This property also provides for a perfect multigenerational household. The garage is another amazing plus with a kitchenette, full bathroom and loft for a private office or area for grandkids to roughhouse. Surround yourself with a great sense of community and bucolic farm landscapes. The rear yard includes a hot tub, amazing hardscaping for family gatherings and a view that opens out to peaceful farm fields. Sit in the sunroom at 12712 Still Pond Road and truly understand the quality of life that comes with country living. This is one not to be missed.

Invest with confidence in this amazing duplex opportunity just minutes from Historic Chestertown and the pristine Betterton Beach. Get your entrepreneurial juices flowing because the income opportunity with this property makes it irresistible. You can live in one side and largely get your mortgage paid for you by renting out the other side. You can rent both and enter an easy cash flow situation at a great price. This property also provides for a perfect multigenerational household. The garage is another amazing plus with a kitchenette, full bathroom and loft for a private office or area for grandkids to roughhouse. Surround yourself with a great sense of community and bucolic farm landscapes. The rear yard includes a hot tub, amazing hardscaping for family gatherings and a view that opens out to peaceful farm fields. Sit in the sunroom at 12712 Still Pond Road and truly understand the quality of life that comes with country living. This is one not to be missed.

Welcome home to this pristine, energy-efficient Colonial that effortlessly blends modern luxury with incredible cost-saving sustainability. If you are looking for a home that checks every single box on your wish list, this 4 to 5 bedroom, 2.5 bath masterpiece is the one you’ve been waiting for!From the moment you step inside, gleaming hardwood floors guide you through a bright, thoughtful layout. The sun-drenched front office is perfect for remote work, while the formal living and dining rooms feature elegant crown molding made for hosting. Nearby, the upgraded gourmet kitchen steals the show with gorgeous quartz countertops, a gas stove, stainless steel appliances and a cozy breakfast view into the family room, where a warm gas fireplace awaits. You’ll also love the main-floor laundry room, tucked behind a trendy barn door right off the spacious 2-car garage.Upstairs, the luxury continues with beautiful hardwoods throughout all the bedrooms. The primary suite is a true private retreat, boasting two closets and an upgraded ensuite bath featuring double vanities and an extra-large, custom walk-in tiled shower. Three more generously sized bedrooms offer plenty of space, including a massive bonus room that easily serves as a fifth bedroom or second office. There is even a huge walk-in closet that can easily be converted back into a second-floor laundry room if you prefer!Your summers just got a major upgrade with a backyard built for staycations. Unwind on the massive 20x20 screened porch, or cool off in the crystal-clear, custom concrete inground pool, complete with a soothing waterfall feature, a high-efficiency heater, and a self-cleaning system. After a long day, soak in your private hot tub or tend to the raised garden bed. The beautifully fenced yard also features a custom, professionally leveled Amish-built Penn Dutch shed for all your storage needs.The best part? You can say goodbye to high utility bills. This home is engineered for maximum savings with a massive 9 kW solar panel system, energy-efficient 2x6 walls with R19 insulation, a high-efficiency heat pump, and a natural gas heating system.With an unfinished basement ready for your personal touch, a freshly sealed driveway, and professional lawn treatments already paid for through the rest of 2026, this home is entirely turn-key and ready for its next chapter.

Built in 2018, this custom coastal raised home is ideally located just one block from the Chesapeake Bay, offering the perfect blend of relaxation, recreation, and investment potential. Enjoy easy access to Rock Hall’s 12 marinas, Ferry Park Beach, local restaurants, shops, and charming downtown—all just a short walk, bike ride, or drive away. Nature lovers will appreciate the close proximity to Eastern Neck Island National Wildlife Refuge, where you can explore by foot, kayak, or bike.Designed for both everyday living and entertaining, the home features an oversized two-car garage with abundant parking—ideal for storing kayaks, paddleboards, bikes, jet skis, and more. The spacious, private backyard sets the stage for gatherings with a fire pit and over 1,000 square feet of wraparound decking invites you to take the party upstairs. A covered porch offers the perfect spot to relax and enjoy summer storms or gentle coastal breezes, and the outdoor shower makes rinsing off after a day on the Bay a breeze.Inside, you’ll find beautiful hardwood floors throughout, generously sized bedrooms, and a thoughtfully designed layout. The primary suite includes dual closets—one being an oversized walk-in—a full en-suite bath with tub/shower combo, and private deck access complete with a TRX workout area. The main living level showcases a bright, open-concept floor plan with stunning 360-degree views, ideal for entertaining. The top level features stainless steel appliances, granite countertops, and walls of windows that flood the space with natural light and capture glimpses of the Bay.Multiple sliding glass doors on every level seamlessly connect indoor and outdoor living, making the expansive decks a true extension of the home.Furnishing will be offered to be purchased making this turnkey, this property also boasts a proven rental history with three years of returning Airbnb and VRBO guests—providing excellent income potential for the weeks you’re not enjoying it yourself. Annual income details available upon request.Don’t miss this exceptional opportunity to own your slice of the Bay lifestyle!

Welcome to 14504 John Peel Road, located in a desirable waterfront-oriented community in Galena offering private community dock access and the opportunity to enjoy the Eastern Shore lifestyle. Conveniently located just minutes from Route 301, this spacious 4-bedroom, 2.5-bath Colonial offers over 2,300 square feet of comfortable living space with plenty of room for everyone.The main level features a beautiful kitchen with cherry cabinetry and lvp flooring, a dining area or family room with an electric fireplace, and a convenient half bath. Enjoy additional living space in the screened-in porch, perfect for relaxing and taking in the peaceful surroundings. The front of the home offers two formal living rooms, providing flexible space for entertaining, a home office, or additional gathering areas.Upstairs you’ll find all four bedrooms and two full bathrooms, including a spacious primary suite with a Juliet balcony. The basement offers even more possibilities with a wood stove and additional space for storage, hobbies, or recreation. An attached two-car garage adds everyday convenience.

Tucked away just south of the scenic Chester River and moments from the timeless charm of Chestertown, this inviting home offers a warm and welcoming retreat in the heart of Queen Anne’s County. Surrounded by the natural beauty of Maryland’s Eastern Shore, the setting feels peaceful and relaxed—where quiet mornings and golden sunsets become part of everyday life.Inside, the home is designed for comfort and easy living, featuring a desirable first-floor primary suite that provides both privacy and convenience. The spacious family room, anchored by a cozy gas fireplace, creates the perfect gathering space, while the rear screened-in porch invites you to unwind and enjoy the tranquil surroundings. Upstairs, you’ll find two additional bedrooms along with a versatile bonus room—ideal as a home office, playroom, or craft space—plus walk-in attic storage for added functionality.Outdoor living shines with a brand new deck complete with a hot tub, perfect for relaxing or entertaining under the stars. An oversized two-car garage and ample parking accommodate your lifestyle with ease, including space for an RV, a boat, or both. Recent updates offer peace of mind, including a new roof (2024), HVAC system and hot water heater within the last five years, and the added benefit of a one-year Choice Home Warranty.Blending comfort, flexibility, and Eastern Shore charm, this home is a wonderful opportunity to enjoy a lifestyle that feels both relaxed and connected. Schedule your private tour and make this home yours.

This cute as a button downtown stunner is recently updated and ready for the next owner to fall in love with the lifestyle that comes with living in the Historic District. Located on a quiet side street just a block from Chestertown's dining, shopping, and galleries, this is the perfect blend of social and tranquil. This means that walking down to Evergrain or Modern Stone Age Kitchen for a croissant and cappuccino before a morning stroll along the waterfront promenade could become part of your morning routine. The thoughtful updates over the years have opened the floor plan and allowed for a modern layout. Many serious upgrades have occurred in the past year including the kitchen and electrical service. The wood burning stove, basement for storage, and garden building are amazing benefits. Invest wisely in an amazing home while improving your quality of life in this incredible community on the water less than 2 hours from Washington DC, Philadelphia, and Baltimore.

Welcome to 103 Landing Lane: a meticulously maintained 2-bedroom townhome in the desirable waterfront community of Chester River Landing. Just a short walk or bike ride into downtown Chestertown, this elegant, turn-key home offers maintenance-free living, great amenities, and easy water access to the Chester River. The welcoming foyer seamlessly flows into the rear den or office which could be converted into a 3rd bedroom. Off the den is the first-floor bedroom and full bath. Enjoy the summer breeze from the private back screened-in porch; recently upgraded with high-tech flex screens and a ceiling waterproofing; keeping the porch dry. The real action is found upstairs. The living room – anchored by an electric fireplace with stone surround – is complemented by the oversized second story deck; perfect for grilling or watching picturesque Chester River sunsets. The modern kitchen features new stainless-steel appliances, abundant cabinet space, granite countertops and a large island with breakfast bar. Plenty of space for formal or casual dining. The second floor is finished by an oversized primary bedroom with ensuite bath and large walk-in closet. Should one desire an elevator; there are two locations where one could be built into the existing design. Leave your worries aside as the condo association takes care of all exterior maintenance, yardwork, and repairs. Boaters will enjoy the well-maintained community dock with slips available for purchase or lease (with board approval), or just drop in a kayak or paddle board; great on warm summer evenings. Other community amenities include the pool, walking paths, garden, picnic and grilling areas, and a fire pit. Founded in 1706, Chestertown sits on the banks of the Chester River and is home to Washington College. Enjoy the historic architecture, local shopping, restaurants, art galleries, and waterfront walkways and parks. Chestertown is home to many festivals and an award-winning Farmer's Market every Saturday. New YMCA with full gym, racquet sports, lap pool, sauna, etc. Don’t miss your opportunity to enjoy worry-free living along the Chester River.

Stunning 2024 new-construction coastal townhome in the highly sought-after Sea Oaks Village in Berlin, MD! Boasting an expansive, rare 2,684 sq ft Easton layout by Lennar, this meticulously maintained 3BR, 3.5BA residence perfectly balances modern upgrades with coastal convenience.The open-concept main level features durable LVP flooring, recessed lighting, and a gourmet chef’s kitchen with a massive quartz island, walk-in pantry, and a dedicated wet bar. Designed for indoor-outdoor living, this premium unit directly overlooks the pristine community pool. Enjoy the view from two private levels: a 2nd-floor composite deck and a 3rd-floor balcony off the massive upper loft—perfect for a home office or media room.Low HOA fees cover lawn care, trash, and top-tier amenities: pool, playground, pickleball, and basketball courts. Parking includes an attached 2-car garage + 2-car driveway. Located in West Ocean City, you are just 10-11 minutes from Assateague Island and the Ocean City Boardwalk.

Welcome to 25428 Worton Lynch Road in Worton, Maryland! Situated on 1.28 acres, this charming 3-bedroom, 2.5-bath home offers comfortable living with thoughtful features throughout.The heart of the home is the kitchen, featuring granite countertops, LVP flooring, and ample cabinet space for cooking and entertaining. Just off the kitchen, the inviting living room boasts beautiful hardwood floors, a shiplap accent wall, and an electric fireplace that creates a warm and welcoming atmosphere. A convenient half bath is also located on the first floor for guests.The spacious first-floor primary suite provides a private retreat with a large walk-in closet, a hidden closet for additional storage, and an ensuite bathroom complete with a tiled shower. Upstairs, you'll find two additional bedrooms with carpeting and a full bathroom, offering comfortable space for family or guests.A full basement with a wood stove adds valuable storage, workshop potential, or future finishing possibilities. Outside, enjoy the peaceful setting from the rear deck overlooking the 1.28-acre property. Additional features include a shed with a concrete pad and a swing set that conveys with the sale.Offering the perfect blend of comfort, space, and country charm, this Worton property is ready to welcome its next owners home.

Private backyard in Vibrant Community. Get lost in this backyard oasis close to downtown Easton in the very exciting neighborhood of Mulberry Station. Minutes from downtown Easton, you will get lost in all the special nooks and crannies hiding in your hidden paradise. Lose yourself in a book under the Crepe Myrtles, Zen out next to the manmade Koi ponds with water features. Who needs a sound machine with the peaceful sounds of leaves rustling and babbling brooks babbling? A huge inground pool with a designated firepit area can make any evening special. This thoughtfully designed outdoor space needs to be seen to really be appreciated. Inside, you will find ample room to spread out. The lovely kitchen/family room combo features a gas fireplace to cozy up to. Indoor/Outdoor dining with sliders that open up from your kitchen onto your beautiful large deck with electric awning. Upstairs, Double doors open to your very large primary suite with walk-in closet and en-suite. Three other large bedrooms and bathroom round out the upstairs.

COMING SOON - NEW ROOF!!! Your Chesapeake Bay getaway just steps from Haven Harbour South Marina. Launch your boat, dine on the waterfront, stroll to the beach, and enjoy resort-style living from this beautifully updated home. This updated 3-bedroom, 2-bath rancher situated on an expansive lot with glimpses of the water and room to relax, entertain, and enjoy the Eastern Shore lifestyle. The spacious detached garage provides ample storage for vehicles, boats, and recreational equipment. Unwind in the cooled three-season room overlooking the fenced backyard, offering the perfect setting for gatherings with family and friends after a day on the water. Ideally located just a short walk or golf cart ride from Haven Harbour South Marina, you'll enjoy convenient access to boat slips, waterfront dining, a sandy beach, marina amenities, and breathtaking Chesapeake Bay sunsets. Whether you're seeking a year-round residence, weekend escape, or boating retreat, this property offers comfort, convenience, and the best of Rock Hall living.Wake up, walk to your boat, spend the day on the Chesapeake Bay, enjoy waterfront dining, watch the sunset, and return home to relax in your private backyard. Every day feels like you're on vacation.

Step into timeless charm with modern updates in this beautifully renovated early 1900s home located in the heart of Kennedyville. Offering 4 bedrooms, 2 full baths, and a versatile third-floor loft, this home seamlessly blends classic character with today’s conveniences.From the moment you arrive, you’ll be drawn to the inviting wraparound front porch—perfect for relaxing and enjoying small-town living. Inside, the home has been thoughtfully updated from top to bottom, including brand new siding, windows, roof, and HVAC system for added peace of mind.The interior showcases a stunning transformation featuring refinished original hardwood floors, fresh paint throughout, and a completely updated kitchen with granite countertops and brand new stainless steel appliances. Both bathrooms have been tastefully renovated, offering a clean and modern feel while complementing the home’s historic charm.Additional highlights include a convenient laundry/mudroom off the rear of the home and a flexible third-floor loft space—ideal for a home office, playroom, or guest retreat.Out back, you’ll find a detached carriage house equipped with electric (100 amp service), heat, and A/C—perfect for a workshop, studio, or additional storage.Situated in the quaint town of Kennedyville, this property offers the perfect balance of historic character, modern upgrades, and small-town charm.

This unique mixed-use property offers exceptional flexibility and opportunity just outside the town of Rock Hall. The first floor features a versatile storefront currently operating as a bookstore, with a history of successful uses including a fabric studio, pottery studio, marine engine shop, and appliance store—showcasing its adaptability for a wide range of business ventures.The second-floor residential space provides comfortable living with an eat-in kitchen, formal living room, family room, one full bath, and two bedrooms. A spacious rear deck extends the living area outdoors, perfect for relaxing or entertaining.Additional improvements include a 35’ x 28’ pole barn and a 28’ x 14’ shed currently utilized as a bookstore event space, adding even more functional possibilities. The property also features a beautiful garden area ideal for outdoor gatherings and enjoyment.With its prime location just outside Rock Hall, this property blends commercial opportunity with residential comfort in a highly desirable setting.

Welcome to the sought-after Elk River Basin community, where comfort, convenience, and the Chesapeake Bay lifestyle come together. This exceptionally well-maintained ranch home offers approximately 1,550+/- square feet of living space and is situated on a spacious 0.46-acre lot.The home features three bedrooms with the potential for a fourth bedroom, along with 1.5 bathrooms, including a private half bath in the primary bedroom. The spacious living room boasts cathedral ceilings and flows seamlessly into the kitchen and dining area, creating an open and inviting floor plan. A remote-controlled window blind in the living room provides added convenience, while Andersen windows enhance the home's quality and energy efficiency.Sliding glass doors lead to a large rear deck with a pergola, perfect for outdoor entertaining, and a screened porch offers seasonal winter views of the Elk River.A unique feature of this property is the additional room currently used as an in-home hair salon with its own private entrance, making it ideal for a home business, office, studio, or hobby room. An additional 12' x 8' bonus room provides flexible space that could serve as a fourth bedroom, home office, exercise room, or additional storage.Recent improvements include a new roof, gutters, and Gutter Guards, providing added value and peace of mind.Residents of Elk River Basin enjoy community water access, a community playground, and a private beach area accessible by a short golf cart ride. Conveniently located just minutes from marinas, waterfront dining, shopping, and the historic town of Chesapeake City, this property offers easy access to local attractions while maintaining the charm of a water-oriented community.Located in the highly desirable Bohemia Manor School District, this move-in ready home offers an excellent opportunity for year-round living or a peaceful weekend retreat.

Welcome home to this beautifully maintained Colonial nestled in the desirable Meadows community of Church Hill. Ideally located between historic Chestertown and Centreville and within the sought-after Queen Anne's County School District, this home offers the perfect blend of comfort, convenience, and timeless style.Step inside through the impressive two-story foyer that welcomes you into a bright and inviting floor plan. The spacious primary suite serves as a private retreat, complete with a, separate shower, and relaxing soaking tub. The home has been exceptionally well cared for and features numerous updates, including a newer roof and HVAC system, providing peace of mind for years to come. New HVAC system installed and serviced by Dixieland energy January 2025, operated by Nest technology. New Roof in July 2025 installed by Economy Roofing with GAF Timberline HDX Lifetime Shingles. New 16x12 Trex Deck with a large poured concrete patio installed in 2024-2025.The partially finished full basement offers endless possibilities with plenty of room for a recreation area, home gym, office, or additional storage. Outside, you'll fall in love with the beautifully landscaped backyard oasis—perfect for entertaining, summer barbecues, or simply relaxing after a long day.With its outstanding condition, thoughtful updates, attached garage, and prime location just minutes from shopping, restaurants, and easy access to Route 301, this is a home that truly checks all the boxes. Schedule your private showing today and experience everything 116 Reeand Lane has to offer!

Nestled on a desirable corner lot in Easton, this charming 3-bedroom, 2.5-bath home offers the perfect blend of comfort, convenience, and location. Just a short distance from a scenic walking trail, it’s ideal for those who enjoy outdoor strolls, morning jogs, or peaceful evenings surrounded by nature.Inside, the home features a functional and inviting layout with spacious living areas, perfect for both everyday living and entertaining. The kitchen flows seamlessly into the dining and living spaces, creating a warm and connected atmosphere. Central heating and air conditioning ensure year-round comfort no matter the season.Upstairs, you’ll find three well-sized bedrooms, including a primary suite with a private full bath. An additional full bathroom and a convenient half bath provide ample space for family and guests.Step outside to enjoy the rear deck, perfect for grilling, relaxing, or hosting gatherings. The attached garage adds convenience and extra storage.Located just minutes from downtown, you’ll have easy access to local shops, dining, and community events, making this home a wonderful opportunity to enjoy all that Easton has to offer.

Welcome to easy, one-level living in this beautifully maintained 3-bedroom, 2-bath home, ideally situated on a quiet cul-de-sac with peaceful country views. Designed for both comfort and functionality, this home features an inviting open layout with a spacious primary suite, upgraded countertops, a stylish tile backsplash, and a kitchen equipped with approximately 3-year-old appliances.A versatile flex room offers endless possibilities—use it as a formal dining room, home office, playroom, fitness room, or hobby space to fit your lifestyle. The true showstopper is the expansive screened porch, where you can relax while overlooking the beautifully landscaped yard filled with gorgeous trees and established plantings.Additional features include a cozy covered front porch, an attached two-car garage, and a paved driveway. Conveniently located just minutes from Dover, shopping, dining, and everyday amenities, with easy access to major highways for commuting. If you've been searching for low-maintenance living with modern updates, flexible living space, and a peaceful setting, this home is one you won't want to miss!

Buyer's remorse means this house is again available at an amazing price! Spacious home in Kenndyville with lots of amenities. Featuring 4 bedrooms and 2.5 baths with a large kitchen with granite countertops, living room with gas fireplace, 2-car detached garage, and a huge unfinished basement. Plenty of storage. Deck off the living room leads to a partially fenced back yard. Just a short drive to downtown Chestertown.

Sweet Victorian in downtown Betterton, just a short walk to Betterton Beach. Home has been lovingly cared for by the same owners for nearly 50 years. The main floor features the living room, dining room, and kitchen. As well as a laundry room with half bath, an office, an entry room in the front, and mud room in the back. On the second floor you will find 3 bedrooms and a full bath. On the 3rd floor is another bedroom that could also be used as a family room, hobby room or office. Out back, there is a driveway with parking for 2 cars. The rear yard is perfect for entertaining with a deck, patio and covered pergola. Brand new oil furnace. Mini splits in most of the rooms. This property is quaint and charming and would be perfect as a beach home or a full time residence.

Nestled in the northernmost part of Kent County, this charming Galena home offers the perfect blend of small-town living and convenient access to nearby destinations. Enjoy an easy commute to Middletown, Delaware, Cecil County, and Chestertown, while being just minutes from local marinas, waterfront restaurants, and all the recreation the area has to offer. The beautiful Sassafras River is less than a mile away, providing stunning views, boating opportunities, and waterfront dining.Inside, you'll find new flooring, fresh paint throughout, and a bright, refreshed interior that is truly move-in ready. The full unfinished basement offers abundant storage space and endless possibilities for a workshop, hobby area, home gym, or future expansion.

Dreaming of life by the Chesapeake Bay? Here's your chance! Located on a private road in the sought-after Carpenter's Point community, this beautifully updated 2-bedroom, 1 full bath home offers approximately 1,000± sq. ft. of living space and sits on a rare double lot (Lots 16 & 17) with beach and water access, just a short walk to the beach. The home is NOT in a flood plain (FEMA letter available).✨ Additional features include:✔️ Spacious attic for extra storage✔️ Encapsulated crawl space✔️ Public water & sewer—no well or septic to maintain🚤 The oversized detached garage is perfect for a workshop, vehicle storage, or all your water toys. There's even an additional paved parking area beside the garage for your boat, Jet Skis, or trailer.Whether you're looking for a full-time residence, a vacation getaway, or an investment property, this Chesapeake Bay retreat is one you won't want to miss!

PICTURES WILL BE POSTED SOON. This charming 2-story colonial home in Denton offers a perfect blend of classic character and modern updates. Featuring 3 bedrooms and 1½ bathrooms, this well-maintained home is conveniently located close to downtown, giving you easy access to local restaurants, shopping, and community events.Inside, you’ll find beautiful hardwood floors that add warmth and timeless appeal throughout much of the home. The updated kitchen includes a new stove, refrigerator, and microwave, making meal preparation both stylish and convenient. Additional recent improvements include a new 2-zone HVAC system for efficient comfort year-round, along with a washer that is only 2 years old.Enjoy relaxing mornings or quiet evenings on the screened-in porch overlooking the fenced backyard — perfect for pets, gardening, or entertaining guests. The detached one-car garage/shop provides excellent space for parking, hobbies, storage, or a workshop area.With its colonial charm, thoughtful updates, and desirable in-town location, this home offers comfort, convenience, and plenty of character for everyday living.

Welcome to 11976 Flour Mill Street in the charming Village at Kennedyville! Nestled in the heart of this small-town community, this well-maintained 3-bedroom, 2-bath rancher offers comfortable one-level living with an inviting open floor plan perfect for everyday living and entertaining alike. Enjoy relaxing mornings on the welcoming front porch or unwind on the spacious back deck overlooking the backyard. Conveniently located just a short drive to Route 301 for easy northbound or southbound travel, while also being close to the historic waterfront town of Chestertown with its local shops, restaurants, and community events. If you are looking for small-town charm with convenience, this home is a must-see!

A rare find! This rancher on Washington Ave has dual use: zoned residential and commercial. Full finished basement. More details and pictures coming soon!

​Discover the perfect blend of comfort and convenience in this lovely home located in the desirable Buckhill Farms community of Elkton, MD. Whether you are commuting to Delaware or hopping on I-95, this location makes travel a breeze while offering a peaceful suburban retreat.​Step inside to find a welcoming upper level featuring beautiful hardwood floors that flow throughout the main living areas. The open-concept living and dining room creates an inviting atmosphere for entertaining, with direct access to your private back deck—perfect for morning coffee or summer BBQs. The kitchen offers a functional layout with plenty of space for meal prep and storage. This home features three well-appointed bedrooms on the upper level, all served by a spacious full bathroom. The partially finished lower level adds incredible value and flexibility to the home. Currently utilized as an additional bedroom and a dedicated office space, this area is ideal for guests, hobbies, or working from home. You will also find: ​A second full bathroom for added convenience, an oversized laundry room with extra space for storage or organization. Enjoy peace of mind in the fully fenced-in backyard, providing a secure and spacious area for play, gardening, or relaxing in the fresh air.​Don’t miss your chance to own this versatile home in a prime Maryland location!

LET'S MAKE A DEAL!!! Come see this beautifully renovated ranch-style home offering over 1,431 sq. ft. of living space, ideally located on a quiet back street in a desirable water-oriented community with beach access.This 3-bedroom, 1 full bath home was completely renovated down to the studs in 2021, allowing the next owner to enjoy the benefits of extensive upgrades throughout. The open floor plan seamlessly connects the living room, dining area, and kitchen, creating a functional and inviting living space.The kitchen features white cabinetry, black granite countertops, and GE stainless steel appliances, while the home is enhanced by ¾-inch thick, 3-inch wide sanded and stained hardwood floors. A spacious family room offers a wood stove and slate flooring, providing additional living and entertaining space.Major improvements include all new plumbing and electrical systems (2021), Andersen Low-E windows, and a Pella sliding door with built-in blinds in the primary bedroom. The updated full bath features a tile surround, and the home is equipped with a high-efficiency Amana heat pump, 50-year architectural shingles, and updated siding.Additional highlights include a stackable washer and dryer, a large front deck, storage shed, and seasonal water views. Residents enjoy access to community amenities including boating, watersports, and beach access.A thoughtfully renovated, move-in-ready home offering comfort, quality, and lifestyle in a waterfront community.

Welcome to Blackwater Landing! Built in 2023, this move-in ready 4-bedroom, 2.5-bath home offers the perfect blend of modern style and everyday comfort. The open-concept layout features a spacious living area and an eat-in kitchen complete with granite countertops, stainless steel appliances, and a peninsula island—ideal for entertaining or daily living.Upstairs, the owner’s suite offers a walk-in closet and private bath, while three additional bedrooms and a conveniently located second-floor laundry room provide plenty of space and functionality. A two-car garage adds extra storage and convenience.Located just minutes from downtown Cambridge, shopping, dining, and Route 50, this home is ready for its next owner.

Price improvement: Colonial in Kennedyville overlooking the pond. Situated on a corner lot with a private driveway behind the house. 2 car attached garage, 4 bedrooms and 2.5 baths. Gas fireplace. Large mudroom with laundry. Partially finished basement with new carpeting. Lovely front porch for relaxing and enjoying the view.

Exceptional income-producing single family home opportunity in the heart of Salisbury. This large single family home offers 8 bedrooms and 2 full bathrooms across four levels and features separate electric meters for each unit. The first-floor unit consists of a 1-bedroom, 1-bath layout and is currently vacant, providing immediate opportunity for renovation and increased rental income and can used as an in-law suite. The second-floor unit offers 3 bedrooms and 1 bath.The finished attic includes 4 additional bedrooms, offering significant flexibility and potential for expanded living space or future income opportunities, Situated on a generous lot with off-street parking, this property combines historic character with strong value-add potential.Conveniently located near downtown Salisbury, Salisbury University, TidalHealth, shopping, dining, and major commuter routes. Ideal for investors seeking a value-add rental property, house hackers looking to offset mortgage costs, or buyers interested in multi-generational living. Property being sold as-is. Schedule your showing today and explore the possibilities this unique property has to offer.

Discover this ranch-style home located 1 block to the center of downtown, perfect for those seeking convenience to everything St Michaels has to offer. This 3-bedroom, 2-bathroom residence offers 1,364 sq. ft. of potential, set on a generous 0.17-acre lot. The rails to trails is located right at the end of the street. With a little creativity and vision, this property can be transformed into your dream home. Roof was replaced in 2014, HVAC 2014, hot water heater 2015. Fence panels have been removed, posts remain, they are on the property line. No permit would be needed to add new panels. There is space for a driveway to be added to the left of the home. Embrace the opportunity to invest in a community that values connection and quality of life. Don't miss out on this chance to make it your own!

Highly sought after large townhome in the desirable community of Mallard Landing in Denton, featuring almost double the square footage, and a rear deck off of the kitchen. Multi-generational living has a full bedroom and bath, as well as a large family room on the main floor. A few easy steps to the second floor brings you to a beautiful open kitchen, dining, and living room. The third floor features two more bedrooms sharing a full bath, as well as a large primary bedroom with en suite. New flooring throughout. Community pool and playgrounds make this home desirable for all ages. Easy highway access makes commuting a breeze, or in-home office space for working from home is also an option. Easy walking to the new brewery or local pub where friends and neighbors gather to break bread and share a pint. This homes location has it all.

Water-Oriented Living in Hack’s Point!!!! Looking for a summer retreat or a full-time home close to the water? This charming 3-bedroom, 1 full bath Cape Cod is located in the desirable water-access community of Hack’s Point, offering easy access to nearby marinas, boating, fishing, and the local market. The main level features a spacious living room, eat-in kitchen, laundry room, two bedrooms, and a full bath. Upstairs you'll find a third bedroom along with a versatile bonus room with hardwood flooring—ideal for a home office, storage area, hobby room, or additional living space. Recent improvements include a fenced front yard, architectural 30-year shingle roof, upgraded 200-amp electrical service with outlets throughout the home, well pressure tank, jet pump, and new carpet in the living room and one main-level bedroom. Enjoy plenty of parking and room for your boat, jet skis, and all your water toys. Conveniently located just minutes from local marinas, and a short drive to Middletown for tax-free shopping, restaurants, and everyday conveniences. Commuters will appreciate easy access to the U.S. Route 301 bypass for travel north and south. Whether you're looking for a weekend escape or year-round living, this home offers the perfect combination of comfort, convenience, and a relaxed waterfront lifestyle.

Welcome to life in Rock Hall — a charming waterfront town where the pace is slower, the people are friendlier, and the Chesapeake Bay lifestyle is part of everyday living.This lovingly renovated home was thoughtfully updated by owners who cared about the details—not a quick flip—resulting in a property full of character and quality improvements throughout. Inside, you’ll find beautiful LVP flooring, a bright open-concept layout, and a stunning kitchen featuring granite countertops, a tile backsplash, stainless steel appliances, and plenty of space to gather after a day on the water, experiencing Chestertown and all the other towns nearby! Owner had a pre home inspection for your convenance! The home is good to go!For peace of mind, all major systems are new, including a brand-new roof, and a home inspection has already been completed with items addressed, making this home truly move-in ready.The layout offers comfort and privacy with the primary suite tucked away on one side of the home, while the three additional bedrooms are located on the opposite side, perfect for maybe or a home office setup. The home is connected to public water and sewer, and also offers fiber internet, giving you modern convenience in a laid-back coastal setting.Step outside and enjoy the freedom that comes with no restrictions—bring your boat, RV, or water toys, and if you’ve been dreaming of building a pole barn or workshop, you can do that here too.Located just minutes from creeks, rivers, and the Chesapeake Bay, this home places you right in the heart of one of the Eastern Shore’s most beloved boating towns. Rock Hall may only have one traffic light, but it’s full of life—with marinas, waterfront restaurants, coffee shops, boutiques, ice cream stops, and a quaint downtown. The town hosts events throughout the year, creating that true small-town vibe where everyone knows your name—or soon will.If you’ve been searching for a fun, beachy lifestyle with small-town charm, modern updates, and room for your boats and hobbies, this home delivers.Rock Hall — where nice people live.

Step back in time with this charming 3-bedroom, 2-bathroom home built in 1890, located in the heart of Preston. Full of character and original details, this home offers a unique opportunity to customize a piece of local history. The inviting living room features a cozy fireplace, perfect for relaxing evenings. A large laundry room and a separate den/office provide flexibility and extra space for modern living.Outside, you’ll find an oversized shop/garage ideal for hobbies, storage, or a workshop. The property also includes a home generator, adding peace of mind. The generator just had it's annual service completed. New carpet was just put in upstairs.

Welcome to easy, low-maintenance living in a location that's hard to beat! Conveniently situated near the University of Delaware, major highways, shopping, dining, and everyday amenities, this home offers the perfect combination of affordability and accessibility.Designed for those who want to spend less time on home upkeep and more time enjoying life, this property is an excellent opportunity for first-time buyers, investors, or anyone looking to downsize.The home has been well cared for but does have some deferred maintenance that has been reflected in the price. It is being offered AS-IS. The seller will not make repairs except for lender-required repairs, which will be considered at the seller's sole discretion.If you're looking for a home with tremendous value, a prime location, and the opportunity to make it your own over time, this is one you won't want to miss!

Welcome to the desirable community of Pintail Landing in Cambridge, MD. This beautifully updated end-unit townhome offers 3 spacious bedrooms and 2.5 bathrooms, providing plenty of room for comfortable Eastern Shore living.The main level features a spacious living room with impressive 9-foot ceilings and a cozy gas fireplace, creating a warm and inviting space to relax. The completely renovated kitchen boasts new cabinetry, flooring, countertops, backsplash, and appliances, offering both style and functionality. Just off the kitchen, a versatile sunroom bonus room provides the perfect space for a home office, sitting area, playroom, or hobby space.Upstairs, you'll find three generously sized bedrooms, including a large primary bedroom with two closets and a private bath featuring a updated double vanity, soaking tub, and separate shower.Recent improvements include a new roof installed in 2021. Additional features include a utility room with washer and dryer, extra storage space, and the added privacy that comes with being an end unit.Conveniently located near shopping, restaurants, marinas, beaches, boat ramps, and major routes, this move-in-ready home offers the perfect blend of comfort, style, and convenience.

Welcome to this sweet ranch-style home in Worton, Maryland, tucked into a quiet little neighborhood of Knight’s Landing surrounded by beautiful farmland. It’s the perfect spot if you’re looking for peaceful living without feeling far from everything—just under five minutes to the local high school, community center, and park. Cozy, convenient, and easy on the budget, this home offers small-town vibes with everyday essentials close by.Seller is offering a $5,000 credit to the buyer !!Property sold AS- IS Seller will make NO REPAIRS

This is a unique opportunity to invest in cleared and level acreage just off one of the Eastern Shore's commercial corridors and a few minutes from Downtown Chestertown. Suburban Commercial Zoning allows for a variety of possible uses.

Discover the perfect opportunity to build your dream home on this stunning 4.97-acre waterfront lot on Brooks Creek—offering the rare advantage of no HOA restrictions. This deep-water, approved residential building lot features a recorded plat and has already been perc tested, making it ready for your plans. A bermed infiltration pond (BIP) for sewer is installed and shared with the adjoining lot. Enjoy good water depth with quick, easy access to the Chesapeake Bay, ideal for boating, crabbing, and fishing.Nature lovers and outdoor enthusiasts will appreciate the abundant wildlife, including deer, turkey, waterfowl, blue heron, osprey, and bald eagles.Located just 20 minutes from Cambridge and under two hours from Washington, D.C. and Baltimore, this property offers the perfect balance of seclusion and accessibility. Whether you're looking to build a full-time residence or a private getaway, this exceptional waterfront lot is ready to bring your vision to life.Call today for additional informaion.

Located on the upper Chester River in Millington, River Bend Lane offers the perfect blend of convenience and waterfront lifestyle just seconds from Route 301 for easy commuting. Skip the hassle and expense of a perc test — the owners have already secured public water and sewer allocation, making the building process that much easier. Enjoy kayaking, fishing, and peaceful river views right from your backyard while surrounded by beautiful natural scenery and abundant wildlife. A rare opportunity to build your dream home with both convenience and waterfront charm.

(Lot 2 - .685 acres & Lot 3 - .689 acres) Conveniently located slightly off 291, in a private area on a dead-end road, this property is close to Chestertown and minutes away from route 301. Lots sit high off the road level and adorned with young saplings. Soil evaluation from 2011 approved for 3 beds and a 2,000 sq ft home, located just outside the critical area. Unsuccessful land evaluation completed on May 26,2026 for a conventional septic. You will need to reach out to the County for highest and best use or to talk about an alternative septic system. Lots being sold together!

Come build your dream home. Located right off E Sharp Street on Chesapeake Villa is your .46 acre lot. Location is perfect to everything Rock Hall has to offer, from shops to restaurants to the water. Come check it out today.Lot has water/sewer hookup available, contact town of rock hall to confirm fees.

Great opportunity to own a lot in Chesapeake Landing! Currently does not have a valid perc. Water access to Worton Creek if you join the voluntary civic association! Close to Worton Marina and Chestertown.

Welcome to the desirable community of Pintail Landing in Cambridge, MD. This beautifully end-unit townhome offers 3 spacious bedrooms and 2.5 bathrooms with an open-concept layout perfect for comfortable Eastern Shore living.The main level features a spacious living and dining area with a cozy gas fireplace, an oversized kitchen with ample cabinet and counter space, and a bright sunroom ideal for a home office, reading nook, or additional sitting area.Upstairs, you’ll find three generously sized bedrooms, including a large owner’s suite with two closets and a private bath featuring a double vanity, soaking tub, and separate shower. Additional features include a utility room with washer and dryer, extra storage space, and added privacy as an end unit.Conveniently located near shopping, restaurants, marinas, beaches, boat ramps, and major routes, this move-in-ready rental has it all! No pets or smoking permitted.

3 bedroom/1 bath end unit townhouse for rent. Nice amenities. Fenced in back yard. In the heart of historic Chestertown. Close to shops and restaurants. Must have at least 650 credit score. No delinquent accounts within the past two years. Monthly income must be approximately 3 times the rent.