49 properties for sale in Shipyard Landing

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

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. Sun

This charming 4-bedroom cottage in Rock Hall offers an easy Eastern Shore getaway with the option to purchase completely turnkey with furnishings. Situated on. 31 acres, the home has seen several recent updates, including new flooring, fresh paint, quartz countertops and backsplash, new dishwasher, refrigerator and microwave, updated fixtures and ceiling fans, and more. A screened porch provides additional space to relax. Outdoor improvements include new landscaping, an updated fire pit area, and a new storage shed. Located close to Rock Halls restaurants, bars, marinas, and Ferry Park Beach, the property puts you within easy reach of everything that makes this waterfront town such a popular destination. The low-maintenance setup makes it well suited as a full-time residence, second home, or investment/short-term rental opportunity. Move right in and start enjoying Rock Hall

This spectacular waterfront retreat offers over 3,500 square feet of living space on 0.76 acres, ideally located within the town limits of Rock Hall. With an elevator, five bedrooms, an office and four and a half baths, there is abundant space for family, guests, and effortless entertaining. The ground level welcomes you with a spacious game room, sitting area, exercise space, and an oversized two-car garage. A split-level entry foyer leads to the main living area, where an open-concept layout seamlessly connects the living and dining rooms. The expansive kitchen with two sinks and wine fridge is designed for both function and gathering, featuring generous cabinetry and ample countertop space. Just off the kitchen, the family room with vaulted ceiling, opens to a screened porchperfect for enjoying cool breezes and waterfront views. A deck spanning the width of the home provides additional outdoor living space and includes an electric hoist for firewood or groceries. A living room with

Adorable arts & craft style home with many upgrades and amenities. The original wood floors are warm and welcoming, wile the custom cabinetry and concrete countertops and sinks add an elegant modern touch. Two plus bedrooms and a custom built sleeping loft provide enough room for occasional guests. Fixed stairs to the attic offer room to expand. The Chesapeake Bay is a short walk to the end of the road where you can launch a kayak or just enjoy the water views. Just outside the quaint town of Rock Hall, this charming cottage would make a great vacation or retirement home

Welcome to 8630 Elm Road, where comfortable living meets the relaxed pace of Marylands Eastern Shore. Located in the water-oriented Tolchester Estates community, this refreshed five-bedroom, 2.5-bath home offers approximately 1,936 square feet of flexible living space on about 0.38 acres. Begin the day with a quiet moment on the furnished front porch, then enjoy a versatile interior with room to work from home, welcome overnight guests, and spend time together. The fifth bedroom can serve as a private home office, guest room, hobby room, or other flexible space separate from the main living area. Attractive ceiling fans throughout the home add comfort and style. The refreshed kitchen features bright white cabinetry, a French-door refrigerator, stainless-steel appliances, and a spacious adjoining dining area with room to gather and enjoy meals. The main living ar Start the day with a quiet moment on the furnished front porch, then enjoy a layout with room to work from home, welcome gues

Exceptional custom live/work space located on 5 acres at the entrance of Rock Hall. Newly constructed in 2019. This home boasts a screened porch, open living space with hardwood floors, encapsulated crawl space, metal roof, efficient ductless mini-splits, and sophisticated vaulted ceilings. This professional artist studio was completed with architectural lighting, seamlessly lighting the space for the everyday or a special occasion. Currently used as an artist studio, this home and property have the potential to be whatever you desire. The open living space would make an inviting home, perfect for entertaining. The tucked-away loft bedroom is spacious and has exceptional views of the surrounding woods. There is plenty of room on the 5-acre parcel to expand or customize! Prime location with tons of privacy. This gem is tucked away, yet just a short jaunt to all Rock Hall has to offer: marinas, restaurants, Main Street shops, public boat launches, and the Ferry Park beach! Showings by ap

Brand-new construction in the Crosby Woods Subdivision! This thoughtfully designed 3-bedroom, 3-bath home offers convenient one-level living with an open floor plan, recessed lighting, granite countertops, a kitchen island, pantry, and stainless steel appliances. The home features two primary suites with private tiled bathrooms, including one with an additional sitting area for added comfort and flexibility. A dedicated laundry/utility room, welcoming front porch, and rear deck provide both convenience and outdoor enjoyment. Situated on a spacious 0.601-acre lot backing to trees and set back from the road, this property offers privacy while remaining just 0.5 miles from downtown Rock Hall. Don't miss the opportunity to own this beautiful new home!

Located in Tolchester Estates, this well maintained ranch style home sits on a lovely tree shaded lot. There are three bedrooms, two bathrooms and an open kitchen, dining and living room area. The back deck with a built in bench is just perfect for relaxing, entertaining and watching the abundant wildlife. This water oriented, water access community offers a community beach on the Chesapeake Bay, a boat ramp and a community hall for gatherings and events. Tolchester Marina, a full service operation, and The Shanty Beach Bar, Best Kept Secret on the Bay', are just a short walk or golf cart ride away. This low maintenance home can easily be a primary resident, second home or investment property. Enjoy the easy pace and the stunning sunsets this community has to offer (some interior images were virtually staged using AI. These images do not represent the property's current furnishings or decor)

This charming traditional home, originally built in 1957 was renovated around 2000. It offers a blend of classic appeal and modern comfort. Spanning about 3,300 square feet, the spacious layout invites you to create lasting memories. Wood and ceramic tile flooring throughout provide a cozy atmosphere. The expansive outdoor space offers endless possibilities. Currently in ag use, the 25 acres at the rear of the property could remain in ag use as tilled land and/or be used for hunting or as a horse farm. With ample room to customize, this home is a canvas for your personal touch. Located in Kent County, you'll enjoy a peaceful retreat while still being close to local amenities. This property is not just a house; it's a place where you can truly feel at home. Don't miss the opportunity to make this inviting space your own! This property is being sold as-is

Welcome to this beautifully renovated 2-bedroom, 1-bath townhome offering the perfect blend of comfort, style, and convenience. Completely updated from top to bottom, this move-in-ready home features brand-new luxury vinyl plank flooring, fresh paint throughout, quartz countertops, an updated bathroom, and several new appliances. The fully equipped kitchen opens to a comfortable living and dining area, where a sliding glass door leads to your own private concrete patio; perfect for enjoying your morning coffee or relaxing outdoors. Upstairs, you'll find two generously sized bedrooms, a full bathroom, and additional storage space. All appliances convey, making this home truly turnkey. Nestled in a peaceful, wooded setting between Rock Hall and Chestertown, you'll enjoy a serene atmosphere while being just minutes from schools, shopping, beaches, marinas, and local dining. Whether you're a first-time homebuyer, looking to downsize, or searching for your next investment property, this bea

Seller is offering a 1 year home warranty with acceptable offer. Welcome to Tolchester Estates, a charming community near the Chesapeake Bay. This 3-bedroom, 2-bath rancher features updated HVAC, gas cooking, an upgraded propane hot water heater, and a recently replaced roof system in March 2026. The property is served by public sewer for added ease and reliability. Step outside to a large rear deck, perfect for entertaining or relaxing while enjoying the peaceful surroundings. The home also offers plenty of storage space in the attic, providing added convenience and functionality. Residents enjoy access to a private community beach and boat ramp. Also conveniently located within walking distance to Tolchester Marina and Shanty Beach Bar, offering outdoor entertainment throughout the summer months. Approximately 10 minutes to Rock Hall and 20 minutes to Chestertown, this home offers the perfect blend of comfort and rural living. Enjoy all that Tolchester has to offer at 8706 Elm

Nestled in the quiet Tolchester Estates, this charming new construction home, completed in 2026, embodies the pinnacle of low maintenance living. This well-built ranch-style residence offers a harmonious blend of modern living space and coastal charm, perfectly situated approximately 800 feet from the breathtaking Chesapeake Bay. Step inside to discover an open-concept layout that seamlessly integrates the kitchen, dining, and living areas, creating an inviting space ideal for both entertaining and everyday living. The interior features luxury vinyl plank flooring that exudes sophistication while ensuring durability and ease of maintenance. The thoughtfully designed kitchen is a cook's dream, equipped with new appliances including a built-in microwave, dishwasher, stove, and refrigerator, all complemented by a sleek exhaust fan. The combination of functionality and style makes this kitchen the heart of the home. With two spacious bedrooms and a beautifully appointed full bathroom, this

Welcome to this beautifully renovated 2-bedroom, 2-bath home sitting on a very large lot. This home in Rock Hall, a historic harbor town celebrated for its Chesapeake Bay shoreline, boating lifestyle and vibrant coastal charm, features 2 bedrooms, 2 bathrooms and 1200 square feet. It offers luxury vinyl floors, energy efficient windows, a spacious central island with seating, stainless steel appliances, a large back porch for entertaining and a large plot of land to build on if you wish. Experience the charm of this beautifully renovated colonial home in the heart of Kent County, where classic elegance meets modern luxury. Set on a generous 0.21-acre lot, this detached residence has undergone a major renovation in 2026, ensuring a seamless blend of timeless design and contemporary comforts. Step inside to discover a warm and inviting atmosphere, accentuated by high-end finishes throughout. The spacious layout features two well-appointed bedrooms and two full bathrooms, providing ample

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

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 c

Selller has made a Major price reduction to move this propperty! Welcome to this beautifully renovated 4-bedroom, 2-bath Cape Cod located in the heart of Rock Hall, MD! Completely updated from top to bottom, this home features a brand-new roof, HVAC system, water heater, flooring, paint, upgraded bathrooms, interior doors, and stylish recessed lighting as well as ceiling fans throughout. Enjoy mornings and evenings on the charming screened-in front porch, perfect for relaxing or entertaining. Inside, the home offers a bright and open layout with modern finishes while still retaining that classic Cape Cod charm. Sitting on a large lot, theres plenty of space for outdoor activities, gardening, boat storage or future expansion. The is ample parking in the driveway as well as two-way access. Ideally situated in the sought-after waterfront town of Rock Hall, youll be just minutes from multiple boat ramps, marinas, and a short walk to restaurants, local shops, and the center of town. Whether

Welcome to this lovely Cape Cod-style, four-bedroom, two-full-bath home situated on. 98 acre in Rock Hall, where comfortable living, peaceful surroundings, and the relaxed charm of Marylands Eastern Shore come together. A welcoming front porch invites you inside to a spacious living room featuring carpet and floating flooring, an open ceiling accented by beautiful exposed wood beams, two ceiling fans, and a distinctive two-sided fireplace that brings warmth and character to the space. The kitchen features stainless steel appliances, a pantry, and plenty of room for everyday living and entertaining. The upper level features a spacious primary bedroom with carpet and a ceiling fan, along with a private primary bath complete with a relaxing Jacuzzi tub and separate shower. The second bedroom offers carpet, a ceiling fan, a walk-in closet, and a skylight that fills the room with natural light. Just outside, the Trex deck provides a peaceful place to relax and take in beautiful views of the

Welcome to 8986 Orchard Drive, tucked away in the sought-after Orchard Hill neighborhood just outside of Chestertown! This move-in-ready home offers comfortable one-level living with 3 bedrooms, 2 bathrooms, and a partially finished basement with endless possibilities. Enjoy a spacious living room with recessed ceilings, an inviting primary suite with a jetted soaking tub, and updates throughout, including a new roof in 2025 and an efficient HVAC system upgraded in 2022. The partially finished basement features a private, ground-level walkout entrance, studio-style living space with a pool table, an efficient mini-split system, and plenty of additional storage or workshop space. French drains and an automatic sump pump add peace of mind. Outside, enjoy multiple spaces to relax and entertain, including a screened-in porch, open deck, patio with a hot tub that conveys, and a partially fenced backyard surrounded by beautiful crepe myrtles. Additional highlights include a two-car garage, a

Just a 2 blocks from Rock Hall Harbor which accesses the Chesapeake Bay, this adorable Cape Cod is the retreat youve been dreaming of. Whether youre looking for a peaceful primary residence, a weekend or vacation getaway, or an investment property to Airbnb, this home perfectly balances cozy character with nearby conveniences. Peace and quiet doesnt mean being disconnected. You're just a short stroll or drive from downtown shops and dining, giving you the best of water community living and small-town convenience, such as quaint downtown shops, restaurants like Harbor Shack, Rock Hall Brewing Company, The Little Lemon Leaf Diner, Ford's Seafood, ice cream from Get the Scoop, and much more. Yearly Rock Hall events such as the renowned Pirates and Wenches Weekend, 4th of July Celebration, FallFest, Blessing of the Fleet, Waterman's Day, the Lighted Boat Parade (and so much more) will keep you entertained all year long. Inside the home, enjoy a roomy living room and dining room area that's

The Perfect Maryland Retreat with Chesapeake Bay Views Close By. Experience the quality of a custom-built Cape Cod crafted by a reputable local builder. Lovingly maintained by its original owner, this home is completely move-in ready and features a freshly painted interior throughout. Whether you are looking for a full-time residence, a weekend getaway, or a holiday retreat, this property offers a peaceful escape. The home features a Chestertown address but sits closer to Rock Hall, giving you the absolute best of both worlds. You are perfectly positioned to enjoy the vibrant Rock Hall festivities and marinas, while still being just a short drive from the famous Chestertown Farmers Market and Historic Downtown, with their variety of Festivals and events throughout the Year. Arrive via the welcoming, roomy front porch, an inviting space to sit, relax, and take in the quiet surroundings. Inside, the main level features an open floor plan where the living room, anchored by a cozy propane

Classic home on South Main Street in the town of Rock Hall. Charming in-town farmhouse-style residence on a spacious lot. 36 acres, plus a large garage/ workshop with electric! Step inside to discover a warm and inviting interior. Original solid hardwood floors throughout, traditional floor plan with classic build-ins. The heart of the home is the large country-style kitchen, with ample table space and a pantry. The adjoining family room has a cozy propane fireplace with glass doors, which keeps this home very cozy! The formal dining room gets lots of natural light and leads to a large mudroom/ rear entry. There are three spacious bedrooms upstairs, as well as a half bathroom. There is a full bathroom downstairs. This home is ready for its next chapter. A great opportunity to renovate a property with solid bones in the heart of town! The large yard gives you privacy and room for activities while still being downtown. Walking distance to all Rock Hall has to offer, marinas, restaurants,

Nice old home in Rock Hall located on Main Street that needs some TLC. 4 bedrooms, 2 1/2 baths, upgraded kitchen, bath, Florida room and rear deck. Maintenance free exterior (new shingles 2022) and fenced yard. Short walking distance to downtown, shopping, Churches. A short drive to the Chesapeake Bay, Public Landings and Eastern Neck Wildlife Refuge

Discover 6324 Quaker Neck Road, an exceptional waterfront estate spanning over 5 acres along the East Fork of Langford Creek offering over 5 feet of water at low tide. Over 5,900 square feet of refined living space with 5 bedrooms and 4 baths, designed for elegant Shore entertaining and everyday ease. A new private pier with swim platform and boat lift, plus your private beach, extends living outdoors complemented by a detached garage with carriage house and a pole building. Minutes to Chestertown, yet quietly removed a distinguished Quaker Neck offering for the buyer who wants it all

Welcome home! This beautifully maintained and updated property sits on a generous. 45-acre lot in a lovely, quiet neighborhood, with a peaceful, wooded backdrop for added privacy. Renovated in 2017, this home offers numerous upgrades and thoughtful improvements, including hardwood floors, newer windows and doors, updated HVAC, and a newer roof. The kitchen features 42-inch cabinetry, granite countertops, and stainless steel appliances, while the custom ceramic-tile bath adds an extra touch of style. Enjoy the best of outdoor living from the fabulous screened-in porch and deck, perfect for relaxing, entertaining, or simply enjoying the tranquil surroundings. A large parking area provides plenty of space for family and guests, and the partial basement offers additional storage or flexible-use space. With so many major updates already completed, there is little left to do but move in, relax, and enjoy! A wonderful opportunity for anyone looking for a move-in-ready home with space, privacy

NEW CONSTRUCTION in the charming Eastern Shore town of Rock Hall! This beautiful Colonial-style home offers the perfect blend of modern construction, comfortable living, and small-town Eastern Shore charm. Featuring 3 bedrooms, 2 full baths, and 1 half bath, this thoughtfully designed home boasts an inviting open floor plan that creates an easy flow between the living, dining, and kitchen areas. Step inside from the cozy front porch and appreciate the quality and efficiency built into this home. Energy-conscious features include high-efficiency windows and doors, quality insulation, and a professionally conditioned, watertight crawl space designed to provide a cleaner, drier, more efficient foundation for years to come. For added convenience, laundry is located on the top floor, making everyday living and household chores that much easier. Parking is plentiful, with a spacious driveway in the front as well as convenient additional access from the side entrance off Cottage Street. Situa

Welcome to this charming farmhouse-style home in Fairlee! Completely renovated in 2023, this home is move-in ready and offers a comfortable mix of modern updates and farmhouse charm. Inside, youll find an open floor plan with luxury vinyl plank flooring throughout the main living areas. The living room offers a cozy space to relax and unwind. The updated kitchen is the heart of the home and features beautiful finishes and newer appliances, making it a great space for cooking and gathering. The home features two bedrooms, including a spacious primary bedroom, and two full bathrooms that have both been nicely updated. The spacious laundry room/mudroom provides plenty of room and adds everyday convenience. Enjoy your morning coffee or unwind at the end of the day on the inviting front porch, a great spot to sit back and enjoy the peaceful surroundings. Outside, youll find a large half-acre lot that backs to farmland, offering a beautiful setting. Theres plenty of room to enjoy the outdoor