Property Listings - Water Oriented Homes

Chestertown

Three bedroom ranch home in very desirable neighborhood. Located in between downtown Chestertown and the Country Club.

Price: $495,000

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Rising Sun

Chesapeake Bay

Spacious four-bedroom country home with many recent upgrades including large in-law/au pair suite. Double Island gourmet kitchen with and upgraded appliances for entertaining; Beautiful deck with pool and fire pit for relaxing having great pool party. Small community of custom-built homes and 17 acres of community property. Located in between Philadelphia and Baltimore and just minutes from the top of Chesapeake Bay.

Price: $950,000

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Centreville

Situated on a beautiful corner lot in downtown Centreville, this unique home is the earliest positively dated building in the town's Historic District. The original brick structure was built in 1794. A major addition and renovation was completed in 1885, and the large front porch was added in the early 20th century. The foyer, dining room, and formal living room boast parquet flooring, high ceilings, and numerous built-ins. An additional living room, enclosed by 2 doors and adjacent to a full bath, could be used as a 5th bedroom. Built-in storage lines both hallways connecting the front of the house to the back. A spacious breakfast room opens up to a kitchen with an abundance of cabinetry, counter space, and natural light. With double wall ovens, 2 refrigerators, and a large granite island with an externally ventilated cooktop, such a sizable and functional kitchen is a rare find in a historic home. There are 4 bedrooms on the second level, including a master suite with a walk-in closet and full ensuite bath. In addition to the grand Victorian staircase, a back staircase leads to a 3rd full bath and upstairs living space adjoining one of the bedrooms. A walk-up attic provides ample, easily accessible storage space. The kitchen exits to a generously sized screened porch with surrounding views of dynamic scenery. The 2/3-acre lot is a gardener’s paradise, intricately landscaped with old growth offering natural privacy. Some standout features include a lovingly maintained fish pond and mature blueberry patch that yields plentiful harvests. There is a detached one-car garage/shed, private driveway, and exterior access to the cellar. Roof replaced in 2016. Other recent improvements include: CAT6 internet wiring for whole-house WiFi coverage, 200-amp electrical panel with generator interlock, high-efficiency hybrid water heater, and 7 Mitsubishi Hyper Heat ductless mini-splits for single-source heating and cooling throughout the home, each with dedicated outdoor compressor units for optimal efficiency and performance. While the oil-fired furnace and radiators remain to preserve the home’s historic character, they are no longer needed. Have it all at 102 S Liberty Street: walking to restaurants and downtown shopping, with the comforts of modern living with timeless Victorian elegance, and the charm of small-town life with a lush backyard oasis. Conveniently located in between Washington DC and New York, NY and points in between, Philadelphia, PA Baltimore, Wilmington, DE and Annapolis

Price: $630,000

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Chestertown

Beautiful home with stately presence on a large corner parcel within Chestertown's Historic District. Mill Street offers privacy and quiet living in the heart of town. Lovely landscaped courtyard and a sunny patio/deck. Gracious flowing floor plan with large rooms that retain many of their original design elements. Large gourmet kitchen with soapstone countertops and ample storage, including a gorgeous walk-in pantry. Formal dining and sitting room with a fireplace, as well as flex room for entertaining.
Upstairs there is a large primary bedroom with a walk-in closet, a smaller bedroom with a connected bathroom, as well as a third bedroom and additional full bath. This second level also boasts an office and library or tv room. The third floor has a large fourth bedroom and plenty of attic space for storage. The property offers the rare in-town feature of a detached two-car garage and additional off-street parking spaces.
Don't miss this spacious home in downtown Chestertown! Stroll down to the Chester River waterfront, the farmers market on Saturday morning, or Zelda’s Speakeasy in the evening. Just a block from the Chestertown Rail Trail, which connects multiple parks and is great for walking or biking.  A short walk to wonderful shops, restaurants, bakeries and less than a block to Chestertown Natural Foods. This corner home on Mill Street offers privacy and spacious living, yet is only steps away from all Chestertown has to offer!

Price: $739,000

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Sassafras River

Need a weekend getaway spot with income to support the mortgage and expenses or downsizing and looking some side hustle income or strictly and investment property. This completely renovated home and cottage, with income producing billboard along with harbor water views of the upper Sassafras could be the perfect fit for you. Keep your boat at the Marina and have access to all of the marina amenities including pool , walk to the four restaurants in the harbor. Commercial zoning provides limitless uses, just configure this unique property for fit your needs and desires. Very easy access to points north and south. Sale includes sale of three parcels, Tax ID 0801005596 ( 2 bedroom home), 0801011685 (billboard), 0801012703 (cottage with loft)

Price: $350,000

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Millington

Recently updated 2/3(loft) bedroom log cabin located on 2.65 acres with plenty of privacy. , Amenities include an enclosed hot tub room and large detached outbuilding with nearly 1800 additional square feet, including kitchenette and additional bathroom. Located in upper Queen Annes county with very easy access to 301 and points north and south.

Price: $375,000

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Rock Hall

Great renovation and restoration of one of the original homes in Rock Hall's Gratitude. The original floors have been restored. A half bath and laundry area has been added to first floor. The kitchen, with fine Kahles Custom Cabinetry, also has a separate prep area, allowing you to entertain in the main kitchen but keeping the preparation out of the way. Three bedrooms on second floor share a large, luxurious primary bath with a walk-in shower. The bathroom has been finished with luxury vinyl flooring which is waterproof. Heating and cooling is provided by several brand-new mini-splits throughout, which are very quiet and economical. Situated on .74 acre, a large in-town parcel, it also includes a 20x24 Gambrel roof garage with a very spacious attic which could be finished as a studio. There are two bays in the garage and plenty of room for a workshop. Additionally, there is a 12x16 Lancaster Barn in fine condition. Town water and sewer. Watch all the entertaining and cheerful seasonal activity, from bicyclists to walkers and joggers, from the gracious front porch. The marinas and restaurants and beach are all very close by. Make this your slice of heaven in downtown Rock Hall.

Price: $549,000

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Chestertown

Newly constructed 3 Bedroom townhouses with nearly all the desired attributes of town living, with water views and access from the marina on one side and waterfront park on the other. Walk to downtown shops and restaurants, just a few blocks away.

Price: Starting @ $950,000

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Georgetown

Sassafras River

Rare combination of historic home and water views, with many of the benefits of waterfront without the high cost. Two decks with relaxing water views and very large yard for plenty of out door activities. Rent a slip at the marina below and enjoy all the benefits of the marina including pool, boat store, ice cream shop and local restaurants. Plenty of rooms to fit your desires or imagination.

Price: $490,000

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Please call 410-275-2118 to speak with a representative about this property or fill out the form on the contact page.