51 houses for sale in Shipyard Landing

Adorable 3BR/2BA expanded Farm style home located on a spacious lot in the desirable neighborhood of the Town of Rock Hall. Make your way to the country style covered front porch and the door to your forever home. Step inside a home filled with original charm and character throughout offering an abundance of natural light, crown moldings, luxury flooring, and an open main floor plan. The main floor offers a large entry with a view of the living room, dining room, stunning kitchen, and a beautiful open wood staircase. The stunning kitchen boasts a vaulted ceiling, ample cabinets finished with crown moldings, stainless steel appliances (including an electric cooktop and lower wall oven), granite countertops, and a double stainless sink. Just off the entryway is a full bath with laundry. On the second floor are two sizable secondary bedrooms, a larger primary bedroom with access to one of the secondary bedrooms, and a full bath featuring a walk-in shower with a spa feature. From the kitch

Lovely 4 Bedroom home with 1 and 1/2 baths located just outside of town. This home has 2 separate entrances at the front of the house. One can be entered and separated from the whole house living space. Great for an office with 1/2 bath or used as another bedroom if you need 4. Kitchen leads to separate laundry and mud room and exits to the back yard with a view of acres of open space fields

Welcome to the epitome of Eastern Shore waterfront luxury, offered for the first time in almost 60 years. This stunning 11-acre estate offers an unparalleled lifestyle, featuring 560 feet of prime water frontage on the Chester River and a private 140-foot dock with 7 feet of mean low water, perfect for all your adventures. The heart of this property is the beautifully renovated 3-bedroom, 2 full bath, 2 half bath main home, meticulously remodeled in 2018 with the highest quality materials and fixtures. The residence boasts sweeping water views from nearly every room, allowing you to enjoy picturesque sunrises Chester River. As you enter, you are greeted by a grand living room featuring a striking five-foot fireplace set within a soaring vaulted ceiling, creating a warm and inviting atmosphere. Expansive windows frame the breathtaking views and fill the space with natural light, enhancing the open-concept design that is perfect for both relaxing and entertaining. The gourmet kitchen is

Reice reduced! Completely renovated from the studs up, this beautifully updated 3-story home offers 2,200 square feet of thoughtfully designed living space just outside of Rock Hall. Featuring 3 spacious bedrooms and 3 full bathrooms — one on each level — this home provides flexibility and comfort for everyday living or guests. The open-concept main floor showcases luxury flooring, brand-new stainless steel appliances, and abundant natural light throughout. A convenient rear mudroom leads to a covered porch. Upstairs, you’ll find generously sized bedrooms with large windows, while the third floor offers an additional expansive sitting area — perfect for a home office, media room, or bonus living space. Brand-new carpeting adds warmth and comfort to the upper levels. The current owners have incorporated thoughtful upgrades and modern features throughout, making this home truly move-in ready. Enjoy the charm of Rock Hall living with the benefit of a fully updated home just minutes from t

Reice reduced! Completely renovated from the studs up, this beautifully updated 3-story home offers 2,200 square feet of thoughtfully designed living space just outside of Rock Hall. Featuring 3 spacious bedrooms and 3 full bathrooms one on each level this home provides flexibility and comfort for everyday living or guests. The open-concept main floor showcases luxury flooring, brand-new stainless steel appliances, and abundant natural light throughout. A convenient rear mudroom leads to a covered porch. Upstairs, youll find generously sized bedrooms with large windows, while the third floor offers an additional expansive sitting area perfect for a home office, media room, or bonus living space. Brand-new carpeting adds warmth and comfort to the upper levels. The current owners have incorporated thoughtful upgrades and modern features throughout, making this home truly move-in ready. Enjoy the charm of Rock Hall living with the benefit of a fully updated home just minutes from town, ma

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 storeshowcasing 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

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. Seller assistance available towards closing costs. This lovingly renovated home was thoughtfully updated by owners who cared about the detailsnot a quick flipresulting in a property full of character and quality improvements throughout. Inside, youll 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

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, there’s 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, you’ll be just minutes from multiple boat ramps, marinas, and a short walk to restaurants, local shops, and the center of town. Whether you're looking for a full-time residence or a weekend getaway,

Tucked just off Rock Halls Main Street, this 3-bedroom, 2-bath rancher offers easy, single-level living in one of the Eastern Shores most beloved waterfront towns. Lovingly cared for by its original owner, the home features a comfortable, open-concept layout connecting the living, dining, and kitchen areas. The primary suite includes an en-suite bathroom and walk-in closet, while two additional bedrooms and a full bath provide flexibility for guests, a home office, or both. The welcoming front porch is a perfect spot to start or end your day. Out back, a spacious shed provides excellent storage or potential for a workshop. Just minutes from Rock Halls marinas, restaurants, and local shops, this is a rare opportunity to own a well-kept home in a location that makes enjoying the Eastern Shore lifestyle easy

Great location for this older manufactured home near Rock Hall harbor. The house needs renovation and repairs, but the site offers a great location with nice views of North Point Marina and Rock Hall harbor. With three bedrooms and 2 baths on one-level living, this 1,200+ sq. Ft. home would make a wonderful vacation or retirement home. The property is being sold as-is. Cleared, level lot. Additional lots are also available for sale

Welcome to luxury living in Watermans Estates in the heart of Rock Hall! This beautifully updated 4-bedroom, 3-bath home offers over 2,600 square feet of light-filled living space with soaring vaulted ceilings and an open, inviting floor plan. Propane fireplaces in the living and family rooms create a warm and welcoming focal point, while plenty of storage throughout the home adds everyday convenience. The remodeled kitchen is a standout feature, showcasing marble countertops, travertine backsplash, lighted glass cabinetry, new appliances, an induction cooktop, and double wall ovensperfect for both everyday living and entertaining. The spacious living room flows seamlessly into the dining area and kitchen, continuing into a bright family room that creates an ideal gathering space. Just off the family room, the screened porch with new luxury vinyl plank flooring overlooks open space and the community pond, providing a peaceful setting to relax and unwind. The outdoor patio is plumbed fo

All showings require pre screening and financial capability prior to scheduling any showing. Rarely does a property of this sort come available in Kent County Maryland! This incredible 139+u002F. Acre Chesapeake Bay property is available in it's entirety, however the seller may consider selling the primary residence with a reduced amount of acreage under the right conditions, providing the purchaser bares the cost to do so and is willing to wait the extended period of time to accomplish. The entire property features 72+u002F. Tillable acres, 3900+u002F. Footage of Chesapeake Bay beach frontage, extensive County road frontage, a 3.5 acre waterfowl pond, 2 other smaller ponds, a ten stall horse barn, and caretakers home. A large 33+u002F. Acre flooded area, teeming with waterfowl and deer surrounded by woods runs through the heart of the property. The main residence, designed by architect Paul Rudolf, is perched upon the rip rapped shores of the Chesapeake Bay with endless broad water vi

Deck was washed and stained on 5/20/26! 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 Halls 12 marinas, Ferry Park Beach, local restaurants, shops, and charming downtownall 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 parkingideal 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 sh

If you're looking for that secluded spot, with land, room to grow and stretch, and don't mind a project, look no further! Dream location on a private road, backing to farmland, and yet just a few miles outside of downtown Chestertown! The house is midway through a full renovation. Walls are in place, electric run, plumbing roughed-in, new siding and a brand New HVAC! All the hard stuff is done! The floor plan is open and airy with a large foyer that looks out through new french doors, to the expansive backyard. The master is good size with its own en suite bathroom. Two further bedrooms off the living room with a good size family bathroom. A seperate Laundry and mudroom make life easy for busy lives. All of this set in lush 2 acres of farmland, just a few minutes outside of Chestertown. What more could you ask for?

Update. New carpet just installed! Convenient one-level living in this 3BR, 2.5 bath rancher. The house has a desirable split bedroom layout with the primary bedroom, bath & closet off the kitchen and two bedrooms and another full bath off the other side of the house. The sun room has a propane stove and exits to a 12' x 15' deck. There's a 10' x 16' shed. Nice quiet, in-town location

This beautifully updated home in Rock Hall offers a blend of classic charm and modern improvements. The open living area features refinished original fir wood floors and flows into an updated kitchen with gas range, dishwasher, refrigerator and ample workspace that is ideal for everyday cooking or entertaining. The main level includes a bedroom and full bath, while the second-floor owners suite offers a spacious bedroom, full bath, and flexible office or sitting area. This home has been thoughtfully updated over the past 5 years including newer vinyl windows throughout, newer HVAC, brand-new roof, tankless water heater and gutter guards. A separate laundry room with exterior entrance is ideal for gardeners or pets. Large outbuilding with second-floor storage offers great space for hobbies or a workshop. Sitting on over 3/4 of an acre and located less than a mile from the public boat launch and landing, this home is perfect for a weekend getaway, summer retreat or year-round living

Deck was washed and stained on 5u002F20u002F26! 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

Welcome to luxury living in Waterman’s Estates in the heart of Rock Hall! This beautifully updated 4-bedroom, 3-bath home offers over 2,600 square feet of light-filled living space with soaring vaulted ceilings and an open, inviting floor plan. Propane fireplaces in the living and family rooms create a warm and welcoming focal point, while plenty of storage throughout the home adds everyday convenience. The remodeled kitchen is a standout feature, showcasing marble countertops, travertine backsplash, lighted glass cabinetry, new appliances, an induction cooktop, and double wall ovens—perfect for both everyday living and entertaining. The spacious living room flows seamlessly into the dining area and kitchen, continuing into a bright family room that creates an ideal gathering space. Just off the family room, the screened porch with new luxury vinyl plank flooring overlooks open space and the community pond, providing a peaceful setting to relax and unwind. The outdoor patio is plumbed

Just a block and a half from the water, this adorable Cape Cod is the retreat you’ve been dreaming of. Whether you’re 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 doesn’t 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 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 perfect for hosting guests or quiet nights

Great location for this older manufactured home near Rock Hall harbor. The house needs renovation and repairs, but the site offers a great location with nice views of North Point Marina and Rock Hall harbor. With three bedrooms and 2 baths on one-level living, this 1,200+ sq. Ft. home would make a wonderful vacation or retirement home. The property is being sold as-is. Cleared, level lot. Additional lots are also available for sale

Move in ready! Adorable, Affordable, move in ready & two blocks from the Chesapeake Bay! Appliances, roof, waterproof vinyl plank flooring, stove, dishwasher recently upgraded, beautifully tiled bathroom flooring. Freshly painted, Bright and inviting updated kitchen, Spacious Diningu002Ffamily rm with vaulted ceilings, ceiling fan. Enjoy fishing or relaxing at the private community beach or head over to Tolchester Marina & The Shanty Beach Bar, dining & shopping. Just a very quick trip to entertainment, or boating. Great location, private lot just 10 minutes from downtown Chestertown or Rock Hall where you can enjoy shops, marinas, dining and regular events. Level lot with plenty of potential

Move in ready! Adorable, Affordable, move in ready & two blocks from the Chesapeake Bay! Appliances, roof, waterproof vinyl plank flooring, stove, dishwasher recently upgraded, beautifully tiled bathroom flooring. Freshly painted, Bright and inviting updated kitchen, Spacious Dining/family rm with vaulted ceilings, ceiling fan. Enjoy fishing or relaxing at the private community beach or head over to Tolchester Marina & The Shanty Beach Bar, dining & shopping. Just a very quick trip to entertainment, or boating. Great location, private lot just 10 minutes from downtown Chestertown or Rock Hall where you can enjoy shops, marinas, dining and regular events. Level lot with plenty of potential

Price improvement! 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 24775 Langford Rd, a quiet countryside retreat just minutes from downtown Chestertown. This well-maintained three-bedroom, one-bath home sits on 1.27 acres and offers a peaceful setting with ample outdoor space. The property features a generously sized three-car detached garage/workshop and a large Trex deck with hot tub, ideal for relaxing or entertaining. In 2018, the home underwent a comprehensive renovation, with all major upgrades completed at that time, including the roof, windows, siding, gutters, storm doors HVAC system, well, and full crawl space encapsulation. The interior was also updated in 2018, highlighted by refinished original hardwood floors and a remodeled kitchen with all-wood cherry cabinets and stainless-steel appliances. With extensive updates already done, this property combines rural privacy with convenient access to town. Be sure to schedule your appointment today!

Exceptional custom-built 2018 one-level home on 2.28 private acres in the highly sought-after Prestwick community, ideally nestled just off the Chester River Yacht & Country Club. This thoughtfully designed residence offers a seamless blend of comfort, elegance, and functionality, featuring an open-concept layout with soaring ceilings and abundant natural light throughout. The gourmet kitchen showcases timeless off-white cabinetry, granite countertops in warm earthy tones, and a coordinating backsplash, all opening effortlessly to the expansive great room anchored by a striking stone fireplaceperfect for both everyday living and entertaining. Enjoy multiple outdoor living options including a screened porch, rear porch, and patioeach offering peaceful wooded views and backing to open space for a truly private, tranquil setting that invites you to unwind and explore. The home features rich hardwood flooring, tile, fresh carpet, and fresh neutral paint throughout. The spacious primary sui