Real Estate

Single-Family Homes for Sale in Chestertown, MD

(1 - 15 of 163)
  1. Come by this AWESOME, RENOVATED Rancher in the WATERFRONT Community of Chesapeake Landing is Chestertown. This beautifully renovated single level home is ready for it's new owner today! This home has been carefully renovated in the last few months...
    7 hours ago on Americanlisted
  2. Rare opportunity for a garage/ workshop in a great residential location. Spacious, situated on a triangular shaped half acre lot. Check out the many possibilities for this property. Great investor opportunity in a beautiful neighborhood. Buyer to ...
    Julia Hilfiker ·1 day ago on RealtyWW
  3. Welcome to your future haven in the picturesque community of Crestview! Nestled in the heart of Chestertown, this magnificent home at 207 Pondview Ct offers a harmonious blend of natural beauty and modern luxury, creating an unparalleled living ex...
    2 days ago on Americanlisted
  4. Welcome to your peaceful retreat in the quiet community of Kingstown on the Queen Anne's side of Chestertown! This stick-built rancher by Alton Darling offers a serene setting with its backing to woods and open space, ensuring tranquility and priv...
    2 days ago on Americanlisted
  5. Welcome to Coventry Farms in Chestertown, where this captivating colonial-style home awaits you! Built in 2009, this meticulously maintained property offers over 4000 square feet of living space across three levels, including a spacious finished b...
    Robert Kaetzel ·6 days ago on RealtyWW
  6. Open House on Saturday, April 13th, 2024 from 11am-1pm! Nestled in the heart of Kingstown's Sarah Skipper Lands development, this charming four-bedroom home in Queen Anne's County, Chestertown offers serene glimpses of the Chester River from its b...
    6 days ago on Americanlisted
  7. Beautifully renovated waterfront on the Chester River, located between historic downtown Chestertown and the Chester River Yacht and Country Club. Renovations include including new kitchen and bathrooms. This property boasts a deep water dock with...
    1 week ago on Americanlisted
  8. Well maintained 2 bedroom 1 bath Colonial on .69 acres with winter water views of Fishing Creek! Features Include: Screened Porch * 1-Car Attached Garage * Tilt-in Insulated Double Pane Windows * Large Living / Dining Room Combo with Brick Accente...
    1 week ago on Americanlisted
  9. Every so often a property like 240 Round Top Landing Road, Chestertown hits the market that checks all the boxes. This Chester River waterfront estate is situated on 10 acres , offering deep water, pier, 25' x 50 ' in-ground pool, screened porch ,...
    1 week ago on Americanlisted
  10. Well maintained 2 bedroom 1 bath Colonial on.69 acres with winter water views of Fishing Creek! Features Include: Screened Porch 1-Car Attached Garage Tilt-in Insulated Double Pane Windows Large Living / Dining Room Combo with Brick Accented Gas F...
    James Blackwell ·1 week ago on RealtyWW
  11. Look no more. This home is cute as a button and packs a ton of recent upgrades. . Starting from the top down: New roof, updated heating, hot water heater, wood flooring, kitchen counters, primary bathroom, encapsulated crawl space. This home is mo...
    1 week ago on Americanlisted
  12. Currently undergoing construction, this brand new home offers the opportunity to select your preferred colors for the granite kitchen countertops, vinyl flooring, and paint, but you have to act fast! Anticipated completion by May 1st, this 3-bedro...
    1 week ago on Americanlisted
  13. Discovery your sanctuary on this 6 plus acre property, nestled on the outskirts of Chestertown. The property houses an abundance of wildlife such as deer, turkey, fox, and ducks! You might even find a beaver swimming up the creek. Thoughtfully upd...
    1 week ago on Americanlisted
  14. Escape to the Country! This home is perfect for the outdoor enthusiast. Bring the horses, dogs, chickens, hunters, hobbyist,...you name it. 15 acres, with small pond and open areas for your animals, sports field, fire pit or huge gardens. Chicken ...
    1 week ago on Americanlisted
  15. Step into a world of timeless elegance and tranquility with this meticulously maintained retreat. As you turn into the Fairgale Subdivision, it feels as though you are entering an estate, with majestic trees lining both sides of the paved road, cr...
    1 week ago on Americanlisted

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