Houses for sale in Chesapeake City

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 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

Rarely… does such a unique, well-designed, constructed, and maintained world-class equestrian facility grace the international real estate market. Spanning 510 preserved acres, this iconic equestrian estate boasts a rich legacy and unparalleled amenities, including a state-of-the-art equestrian training facility built by B&D Builders, a nationally renowned custom builder. RiverEdge Farm is synonymous with world-class equestrian training, ideally suited to any discipline. The farm has previously housed numerous Olympic dressage and three-day event horses, operated as a top-class private thoroughbred breeding facility, and most recently served as a training mecca for world-class dressage. At the heart of the property is a spectacular 31-stall, 45,000-square-foot indoor dressage show barn. Built with unmatched craftsmanship and old-world charm second to none. Visitors are welcomed through a charming, covered porch and elegant, glass-paneled double doors into a grand reception area featuri

Historic Chesapeake City, a dream location! Nestled between homes built in the 1800's, this tremendous home was built in 2002. It fits well, having the charm of yesteryears but the conveniences of today. The covered porch is large and inviting, room for parties/ social gatherings and a rear enclosed private patio were the builders favorites. The main floor offers a unique living room with cathedral ceiling, fireplace with restored woodwork and built in shelves for displaying/storage. Kitchen/Dining/Sitting room is all open and is the HUB of the house. Loads of cabinets, coriander counter and wonderful built in computer/office area. Owners suite includes two walk in closets and private bath, two separate sink area and walk in shower. The incredibley large second bedroom and private bath are found on the second floor along with an in/law suite/apartment (approx. 1, 000 sq ft) with its own private entrance. Full size basement with house and garage entrances, endless possibilities! Oversiz

PRICE ADJUSTMENT! Step Back in Time at the Blue Max Inn Welcome to the Blue Max Inn, a charming and historic Bed and Breakfast nestled in the heart of Chesapeake City, Maryland. This beautiful Victorian Inn offers a unique blend of old-world elegance and modern comforts, making it a beloved retreat in Chesapeake City which is along the Chesapeake and Delaware Canal. Operating under the same ownership for over 20 years, the Blue Max Inn is a rare opportunity to own a piece of local history. The main inn features nine bedrooms and ten bathrooms spread across three floors, with a bathroom and office located in the walk-out basement. The main floor boasts a fully equipped kitchen, formal dining room, breakfast room, main parlor, and two luxurious suitesThe Lindsey Suite and Honeymoon Suite. At the front of the inn, a grand porch invites guests to relax and soak in the sights and sounds of this picturesque waterfront town. Guests and residents alike enjoy Chesapeake Citys quaint shops, fin

Waterfront Home on the Elk River! Experience breathtaking views as ships from around the world glide by from your own backyard. This spacious and versatile home features 4+ bedrooms and 3 full baths, offering incredible potential to customize and make it your own. The main level boasts 2 bedrooms, a welcoming great room with a cozy fireplace, a dining area, and an eat-in kitchenperfect for entertaining or relaxing with family. Upstairs, you'll find 2 more bedrooms, a full bath, and a bonus room thats ideal for a playroom, guest space, or home studio. The walk-out lower level provides even more room with space for storage, entertainment, or additional living quartersplus a separate office for remote work or quiet focus. Outside, enjoy your own private sandy beacha rare and desired feature for waterfront living. Dont miss this unique opportunity to own a slice of paradise on the Elk River, with stunning views and endless possibilities!

Best of everything on the water. Build you own dock or ask about the possible deep water community boat slips. Community boat ramp. You will own a private sandy beach 100 feet wide off your deck. No better views anywhere. Total of five bedrooms and three full baths. Finished en suite above garage with separate entrance and full bath. Oversized garage with full garage doors on both ends. Beautiful hardwood floors. All glass front overlooking beach and water. There is a very open concept on first floor with open staircase. Huge deck on first and second floor. Lots of new updates inside. Home being sold as is

Bohemia Hall is aptly named for its commanding views over the expansive Bohemia River which feeds into the Chesapeake Bay at the confluence of the Elk River (intercoastal waterway). The elegant brick and frame manor house (circa 1995) boasts approximately 4400 square feet, with an additional 2, 763 square feet of space including home gym, powder room and storage, on 11 acres +/- of country living at its finest. The 4 bedroom home with three full and two half baths is very well designed, constructed, and maintained with great emphasis given to every detail in unparalleled craftsmanship. Numerous large airy rooms, fabulous views, multiple fireplaces, home gym, balconies, verandas, screened porches, pool, and Bohemia River dock make this a comfortable family home great for entertaining. Near the waterfront village of Chesapeake City, with its numerous restaurants and shops, near the expansive protected horse country and convenient to several marinas. Bohemia Hall is a treasure not to be m

Welcome to the Johnson-Lindsey House, a rare opportunity to own a piece of Chesapeake Citys history. Located in the heart of the Historic District, this Federal-style home was built around 1850 by Joseph W. Lindsey, the towns sawmill and lumber yard owner. Zoned Village Center (VC), the property offers incredible flexibility for residential or commercial use, making it ideal for those looking to blend history with modern living or business potential. Situated along the route of Chesapeake Citys beloved parades and festivals, its just a short walk to waterfront dining, boutique shopping, and local attractions. This charming home exudes character with its classic wood-sided Federal-style architecture and distinctive bump-out picture windows on the south side. The original cast and wrought iron fence still encloses the front courtyard, a space once adorned with a porch. With historic approval already granted, a new owner has the option to restore this feature. The front entrance welcomes

Dont miss out on this stunning log cabin nestled in a water-oriented community that offers a private beach, boat ramp, mooring, and dock, plus 99 acres of scenic community land, tennis and basketball courts. This impressive home spans over 3, 000 finished square feet and exudes rustic charm with its authentic log construction, gleaming hardwood floors, and soaring vaulted/cathedral ceilings, complemented by a cozy wood-burning fireplace. The first-floor master suite is a true retreat, featuring a luxurious full bathroom, an expansive walk-in closet, and serene views of the surrounding nature. The main level is designed for both comfort and entertaining, with breathtaking custom windows that flood the space with natural light. Upstairs, youll find two generously-sized bedrooms, one with a walk-in closet, a second full bathroom, and a bonus storage room, offering plenty of space for family and guests and the two newly installed skylights flood the space with an abundance of natural light

Ask about deepwater 12 foot wide boat slip. This unique home is being built with open space kitchen and living area due to wide open view of the water. Home is 150 feet from water. 1500 sq feet living space total. First floor 3 bedrooms and two full baths. Arrive at the second floor and there is a powder room, complete open kitchen with open living area. First floor master has private full bath with laundry and slider going to backyard. All new appliances. This home is completely new. The lot is 100 feet deep. Newer shed. New well, Sepitc new also with two drain fields controlled by a vale in yard. Two Decks in front with 2 miles of clear water view. Hollywood beach is a neighborhood with two parks on the water, club house, sandy beach, boat ramp and private marine with boat lifts. Not a better place for kids on the bay. Seller is licensed Real Estate Agent. Showings start Saturday at the open house 1 to 4

Price adjustment! Step Back in Time at the Blue Max Inn Welcome to the Blue Max Inn, a charming and historic Bed & Breakfast nestled in the heart of Chesapeake City, Maryland. This beautiful Victorian Inn offers a unique blend of old-world elegance and modern comforts, making it a beloved retreat in Chesapeake City which is along the Chesapeake and Delaware Canal. Operating under the same ownership for over 20 years, the Blue Max Inn is a rare opportunity to own a piece of local history. The main inn features nine bedrooms and ten bathrooms spread across three floors, with a bathroom and office located in the walk-out basement. The main floor boasts a fully equipped kitchen, formal dining room, breakfast room, main parlor, and two luxurious suitesThe Lindsey Suite and Honeymoon Suite. At the front of the inn, a grand porch invites guests to relax and soak in the sights and sounds of this picturesque waterfront town. Guests and residents alike enjoy Chesapeake Citys quaint shops, fine d

If you are looking for a beautifully designed Victorian home in a quaint waterfront small town with a marina, this is the one for you! This turn-key historical home has been thoughtfully designed with an Airbnb or vacation home use in mind, complete with custom decor and carefully selected antiques, to instantly transport you into another world. Only steps from the small town of Chesapeake City along the famous CandD Canal, you can enjoy the many town events, shops, cafe, waterfront restaurant, ice cream shop, marina, and more! This home has been carefully renovated to make it shine and have modern conveniences while maintaining its Victorian charm. The wrap-around front porch welcomes you to the home and features a plaque naming this the Barwick House circa 1850. Walking into the front door, you are greeted by the lovely foyer with a vestibule seating area. To the left of this is a living room with electric fireplace and beautiful mantle. The dining room has been opened to the kitchen

Rarely… does such a unique, well-designed, constructed, and maintained world-class equestrian facility grace the international real estate market. Spanning 510 preserved acres, this iconic equestrian estate boasts a rich legacy and unparalleled amenities, including a state-of-the-art equestrian training facility built by B&D Builders, a nationally renowned custom builder. RiverEdge Farm is synonymous with world-class equestrian training, ideally suited to any discipline. The farm has previously housed numerous Olympic dressage and three-day event horses, operated as a top-class private thoroughbred breeding facility, and most recently served as a training mecca for world-class dressage. At the heart of the property is a spectacular 31-stall, 45,000-square-foot indoor dressage show barn. Built with unmatched craftsmanship and old-world charm second to none. Visitors are welcomed through a charming, covered porch and elegant, glass-paneled double doors into a grand reception area featuri

Original Owner offering this charming home in downtown Chesapeake City. Plenty of character as you walk onto the front porch and into the home. The front living room has a fireplace (not sure last time used) then through the private dining room. A full bathroom on this main floor. Then past the laundry closet into the kitchen with small area for table and breakfast bar with plenty of counter space. Slider opens to access the rear decks. Upper level has 2/3-bedroom options with a primary ensuite. A french door opens to a private upper deck. Air conditioning will be window units at this time. The bilco door out back allows you to access the cellar. Location is great. The alley behind allows for parking and privacy! There is also the public lot across the street. so plenty of parking options. Easy stroll to downtown Chesapeake City with shops, stores, restaurants and a amazing views of the Canal. A must tour!

Professional Photos Coming Tuesday Welcome to 18 Canterbury Ct in the desirable water-oriented community of Greenbrier! Homes in this peaceful, sought-after neighborhood rarely become available, so dont miss your chance to own this contemporary gem. This 3-bedroom, 2.5-bath home sits on a private, wooded acre in a quiet cul-de-sacperfect for those seeking space, serenity, and outdoor enjoyment. Enjoy access to the communitys private waterfront beach, ideal for swimming, fishing, kayaking, and boating. The main level features a spacious living room with a cozy gas fireplace that flows seamlessly into the dining roomperfect for entertaining. Prefer dining al fresco' Two sliding glass doors provide easy access to the rear deck and screened-in porch, ideal for outdoor meals or relaxing in the fresh air. The kitchen is centrally located between the dining room and a sunlit breakfast area with vaulted ceilings. A convenient main-level laundry/mudroom with built-in shelving offers direct acce

Welcome to 18 Canterbury Ct in the desirable water-oriented community of Greenbrier! Homes in this peaceful, sought-after neighborhood rarely become available, so dont miss your chance to own this contemporary gem. This 3-bedroom, 2.5-bath home sits on a private, wooded acre in a quiet cul-de-sacperfect for those seeking space, serenity, and outdoor enjoyment. Enjoy access to the communitys private waterfront beach, ideal for swimming, fishing, kayaking, and boating. The main level features a spacious living room with a cozy fireplace that flows seamlessly into the dining roomperfect for entertaining. Prefer dining al fresco? Two sliding glass doors provide easy access to the rear deck and screened-in porch, ideal for outdoor meals or relaxing in the fresh air. The kitchen is centrally located between the dining room and a sunlit breakfast area with vaulted ceilings. A convenient main-level laundry/mudroom with built-in shelving offers direct access to the garage and includes a first-f

Honey stop the car! Big price reduction! Great deal! Wow*.*Affordable year round doublewide within minutes to public boat launching, dining & shops to peruse. Sit & relax in Pell Gardens & watch the boats, ships go through the C&D Canal. Enjoy the historical town of Chesapeake City. Venture across to the North side of Chesapeake City and travel along the canal on the Ben Cardin C& D Canal Trail by foot or bicycle. The trail goes all the way into Delaware City, Delaware. What an adventure you won't want to miss. Purchase this lovely, renovated one level home with low maintenance that allows you to make time for enjoying the home town and the surroundings that it offers. There is your own private, black topped parking area in front of the home. For at least 2 vehicles. This home offers 3 bedrooms & 2 full bathrooms. You will be surprised when you enter the living room on the space it provides. The living room opens to the large eat in kitchen which features multiple cabinets providing am

Price adjustment! Step Back in Time at the Blue Max Inn Welcome to the Blue Max Inn, a charming and historic Bed & Breakfast nestled in the heart of Chesapeake City, Maryland. This beautiful Victorian Inn offers a unique blend of old-world elegance and modern comforts, making it a beloved retreat in Chesapeake City which is along the Chesapeake and Delaware Canal. Operating under the same ownership for over 20 years, the Blue Max Inn is a rare opportunity to own a piece of local history. The main inn features nine bedrooms and ten bathrooms spread across three floors, with a bathroom and office located in the walk-out basement. The main floor boasts a fully equipped kitchen, formal dining room, breakfast room, main parlor, and two luxurious suitesThe Lindsey Suite and Honeymoon Suite. At the front of the inn, a grand porch invites guests to relax and soak in the sights and sounds of this picturesque waterfront town. Guests and residents alike enjoy Chesapeake Citys quaint shops, fine d

Dont miss out on this stunning log cabin nestled in a water-oriented community that offers a private beach, boat ramp, mooring, and dock, plus 99 acres of scenic community land, tennis and basketball courts. This impressive home spans over 3,000 finished square feet and exudes rustic charm with its authentic log construction, gleaming hardwood floors, and soaring vaulted/cathedral ceilings, complemented by a cozy wood-burning fireplace. The first-floor master suite is a true retreat, featuring a luxurious full bathroom, an expansive walk-in closet, and serene views of the surrounding nature. The main level is designed for both comfort and entertaining, with breathtaking custom windows that flood the space with natural light. Upstairs, youll find two generously-sized bedrooms, one with a walk-in closet, a second full bathroom, and a bonus storage room, offering plenty of space for family and guests and the two newly installed skylights flood the space with an abundance of natural light

Price adjustment! Step Back in Time at the Blue Max Inn Welcome to the Blue Max Inn, a charming and historic Bed & Breakfast nestled in the heart of Chesapeake City, Maryland. This beautiful Victorian Inn offers a unique blend of old-world elegance and modern comforts, making it a beloved retreat in Chesapeake City which is along the Chesapeake and Delaware Canal. Operating under the same ownership for over 20 years, the Blue Max Inn is a rare opportunity to own a piece of local history. The main inn features nine bedrooms and ten bathrooms spread across three floors, with a bathroom and office located in the walk-out basement. The main floor boasts a fully equipped kitchen, formal dining room, breakfast room, main parlor, and two luxurious suitesThe Lindsey Suite and Honeymoon Suite. At the front of the inn, a grand porch invites guests to relax and soak in the sights and sounds of this picturesque waterfront town. Guests and residents alike enjoy Chesapeake Citys quaint shops, fine d

Price adjustment! Step Back in Time at the Blue Max Inn Welcome to the Blue Max Inn, a charming and historic Bed & Breakfast nestled in the heart of Chesapeake City, Maryland. This beautiful Victorian Inn offers a unique blend of old-world elegance and modern comforts, making it a beloved retreat in Chesapeake City which is along the Chesapeake and Delaware Canal. Operating under the same ownership for over 20 years, the Blue Max Inn is a rare opportunity to own a piece of local history. The main inn features nine bedrooms and ten bathrooms spread across three floors, with a bathroom and office located in the walk-out basement. The main floor boasts a fully equipped kitchen, formal dining room, breakfast room, main parlor, and two luxurious suitesThe Lindsey Suite and Honeymoon Suite. At the front of the inn, a grand porch invites guests to relax and soak in the sights and sounds of this picturesque waterfront town. Guests and residents alike enjoy Chesapeake Citys quaint shops, fine d

Original Owner offering this charming home in downtown Chesapeake City. Plenty of character as you walk onto the front porch and into the home. The front living room has a fireplace (not sure last time used) then through the private dining room. A full bathroom on this main floor. Then past the laundry closet into the kitchen with small area for table and breakfast bar with plenty of counter space. Slider opens to access the rear decks. Upper level has 2/3-bedroom options with a primary ensuite. A french door opens to a private upper deck. Air conditioning will be window units at this time. The bilco door out back allows you to access the cellar. Location is great. The alley behind allows for parking and privacy! There is also the public lot across the street. So plenty of parking options. Easy stroll to downtown Chesapeake City with shops, stores, restaurants and a amazing views of the Canal. A must tour!

Rare Waterfront/Waterview Gem on the C&D Canal! 638 Biddle St, Chesapeake City, MD $550,000 Welcome to your dream retreat on the water! Nestled directly along the iconic Chesapeake & Delaware Canal in charming Chesapeake City, this beautifully maintained 3-bedroom, 2-bath Ranch home is a rare opportunity to own a piece of prime waterfront paradise. Imagine sipping your morning coffee on the expansive back deck as massive cargo ships, barges, and pleasure boats glide past your backyard. Located on the highly desirable C&D Canal waterfront trail, this home offers direct access to one of Marylands most scenic and walkable spotsperfect for biking, jogging, or a leisurely stroll. Walk to dinner at the beloved Schaefers Canal House Restaurant, just a short and scenic stroll away. Whether you're entertaining or relaxing, you'll fall in love with the views from nearly every room. Inside Features Include: The home's outdoor space is equally impressive with a massive deck perfect for watching th

Price adjustment! Step Back in Time at the Blue Max Inn Welcome to the Blue Max Inn, a charming and historic Bed & Breakfast nestled in the heart of Chesapeake City, Maryland. This beautiful Victorian Inn offers a unique blend of old-world elegance and modern comforts, making it a beloved retreat in Chesapeake City which is along the Chesapeake and Delaware Canal. Operating under the same ownership for over 20 years, the Blue Max Inn is a rare opportunity to own a piece of local history. The main inn features nine bedrooms and ten bathrooms spread across three floors, with a bathroom and office located in the walk-out basement. The main floor boasts a fully equipped kitchen, formal dining room, breakfast room, main parlor, and two luxurious suitesThe Lindsey Suite and Honeymoon Suite. At the front of the inn, a grand porch invites guests to relax and soak in the sights and sounds of this picturesque waterfront town. Guests and residents alike enjoy Chesapeake Citys quaint shops, fine d

Price adjustment! Step Back in Time at the Blue Max Inn Welcome to the Blue Max Inn, a charming and historic Bed & Breakfast nestled in the heart of Chesapeake City, Maryland. This beautiful Victorian Inn offers a unique blend of old-world elegance and modern comforts, making it a beloved retreat in Chesapeake City which is along the Chesapeake and Delaware Canal. Operating under the same ownership for over 20 years, the Blue Max Inn is a rare opportunity to own a piece of local history. The main inn features nine bedrooms and ten bathrooms spread across three floors, with a bathroom and office located in the walk-out basement. The main floor boasts a fully equipped kitchen, formal dining room, breakfast room, main parlor, and two luxurious suitesThe Lindsey Suite and Honeymoon Suite. At the front of the inn, a grand porch invites guests to relax and soak in the sights and sounds of this picturesque waterfront town. Guests and residents alike enjoy Chesapeake Citys quaint shops, fine d

This well-maintained manufactured home features 3 bedrooms, 2 full baths, and a rare private driveway in the Chesapeake Estates community. Recent updates include a 1-year-old hot water heater, 7-year-old roof on both the home and shed, and a 3-year-old washer. Lot rent is $789/month and covers water, sewer, and trash pickup. The landscaped yard offers mature plants, trees, and vines for added privacy and a tranquil setting, plus a shed for storage. Conveniently located near marinas, restaurants, and historic downtown Chesapeake City. Schedule your tour today!

Price adjustment! Step Back in Time at the Blue Max Inn Welcome to the Blue Max Inn, a charming and historic Bed & Breakfast nestled in the heart of Chesapeake City, Maryland. This beautiful Victorian Inn offers a unique blend of old-world elegance and modern comforts, making it a beloved retreat in Chesapeake City which is along the Chesapeake and Delaware Canal. Operating under the same ownership for over 20 years, the Blue Max Inn is a rare opportunity to own a piece of local history. The main inn features nine bedrooms and ten bathrooms spread across three floors, with a bathroom and office located in the walk-out basement. The main floor boasts a fully equipped kitchen, formal dining room, breakfast room, main parlor, and two luxurious suitesThe Lindsey Suite and Honeymoon Suite. At the front of the inn, a grand porch invites guests to relax and soak in the sights and sounds of this picturesque waterfront town. Guests and residents alike enjoy Chesapeake Citys quaint shops, fine d

Price adjustment! Step Back in Time at the Blue Max Inn Welcome to the Blue Max Inn, a charming and historic Bed & Breakfast nestled in the heart of Chesapeake City, Maryland. This beautiful Victorian Inn offers a unique blend of old-world elegance and modern comforts, making it a beloved retreat in Chesapeake City which is along the Chesapeake and Delaware Canal. Operating under the same ownership for over 20 years, the Blue Max Inn is a rare opportunity to own a piece of local history. The main inn features nine bedrooms and ten bathrooms spread across three floors, with a bathroom and office located in the walk-out basement. The main floor boasts a fully equipped kitchen, formal dining room, breakfast room, main parlor, and two luxurious suitesThe Lindsey Suite and Honeymoon Suite. At the front of the inn, a grand porch invites guests to relax and soak in the sights and sounds of this picturesque waterfront town. Guests and residents alike enjoy Chesapeake Citys quaint shops, fine d

Price adjustment! Step Back in Time at the Blue Max Inn Welcome to the Blue Max Inn, a charming and historic Bed & Breakfast nestled in the heart of Chesapeake City, Maryland. This beautiful Victorian Inn offers a unique blend of old-world elegance and modern comforts, making it a beloved retreat in Chesapeake City which is along the Chesapeake and Delaware Canal. Operating under the same ownership for over 20 years, the Blue Max Inn is a rare opportunity to own a piece of local history. The main inn features nine bedrooms and ten bathrooms spread across three floors, with a bathroom and office located in the walk-out basement. The main floor boasts a fully equipped kitchen, formal dining room, breakfast room, main parlor, and two luxurious suitesThe Lindsey Suite and Honeymoon Suite. At the front of the inn, a grand porch invites guests to relax and soak in the sights and sounds of this picturesque waterfront town. Guests and residents alike enjoy Chesapeake Citys quaint shops, fine d