Real Estate

Real Estate and Homes for Sale in Chestertown, MD

(1 - 15 of 220)
  1. Clean, classic mid-century style ranch with REAL wood floors. archways, knotty pine kitchen, a big front porch, large yard, off-street parking and bonus alley access in rear with possible room for a detached garage (buyer to verify) New upgraded e...
    Elisabeth Ostrander ·3 days ago on RealtyWW
  2. A stunning renovation in the historic district! This stately brick colonial overlooks the meticulous campus green at Washington College; a view that invites a walk to downtown Chestertown, and a location that gives you a front row seat to college ...
    Elisabeth Ostrander ·2 days ago on RealtyWW
  3. Updated and Upgraded in Chester Harbor by reputable licensed contractors and subcontractors, this three Bedroom, 2 bath Rancher is sure to be the talk of this quiet cul-de-sac! With a modern farm/cottage feel, this home on a double lot boasts an u...
    3 days ago on ListedBuy
  4. Welcome to 23530 Clarissa Road! This well maintained home is established on a beautifully situated lot located within the water access community of Chesapeake Landing. You'll be greeted here by vibrant greens, found flourishing through mature surr...
    Andrew Hanson Meikle ·5 days ago on RealtyWW
  5. Price improvement! This building has been converted into 4 apartments. All units are currently rented. Limited interior photos to respect tenant privacy. Landlord pays all utilities. 128 North Queen Street, built in the beautiful Queen Anne style ...
    Lisa Raffetto ·6 days ago on RealtyWW
  6. Check out Chester River Landing's newest construction! This middle unit, three bedroom, three and a half bath townhouse is spacious and has incredible views of the Chester River. Built with the finest finishes, the main first level includes a larg...
    1 week ago on ListedBuy
  7. 87-acre tract located Northwest of Chestertown. Land tract was annexed into the town of Chestertown and is served with municipal services. The property is zoned residential (R-3 and R-4) and has been previously studied for residential development....
    Benjamin Alder ·1 week ago on ListedBuy
  8. Looking for an investment property that you can put your own personal touch on in the heart of Chestertown? This charming home needs some repairs but has the potential to be a real gem. This ‘in-town’ home offers hardwood floors in many rooms. The...
    Jeff Guthrie ·1 week ago on ListedBuy
  9. Live in Luxury in this brand new home that seamlessly blends indoor-outdoor living with its prime location on nestled just off of the 10th tee box of the Chester River Yacht and Country club. Enjoy the convenience of this 3 bedroom, plus extra roo...
    John Burke, Associate Broker ·1 week ago on RealtyWW
  10. Location (3 fairway lots available), Location (minutes from historic Chestertown), Location (easy access to pristine waterways of Maryland s eastern shore). Two other interior lots available including two corner locations. Lot 4 overlooks two gree...
    John Burke, Associate Broker ·1 week ago on RealtyWW
  11. Welcome home to this stunning new construction in Chestertown's prestigious waterfront community, Chester River Landing. This exquisite three-bedroom, two-and-a-half-bath home offers luxurious living and breathtaking views of the Chester River. Ne...
    Kaitlyn Collins ·2 weeks ago on RealtyWW
  12. Built on a 40-foot bluff overlooking the Chesapeake Bay facing west for nightly sunsets, this is a tour-de-force of design and luxury on the Eastern Shore of Maryland, with truly stunning views from every room. Follow your dreams with this resort-...
    Richard Keaveney ·2 weeks ago on RealtyWW
  13. Welcome home to this stunning new construction in Chestertown's prestigious waterfront community, Chester River Landing. This exquisite three-bedroom, two-and-a-half-bath home offers luxurious living and breathtaking views of the Chester River. Ne...
    Kaitlyn Collins ·2 weeks ago on RealtyWW
  14. 2-Acres of land. Only 1.7 miles to the Chesapeake Bay 10-mins to the lively town of Rock Hall 14-mins to Chestertown 1-hr and 10-mins to Annapolis 1-hr and 10-mins to Wilmington, DE Don't miss Betterton Beach which is only 25-mins away. This prope...
    Shawn Edward Moore ·2 weeks ago on RealtyWW
  15. This cottage home rests on 3/4 of an acre surrounded by wood and wildlife. Home is in need of complete remodel. Home has hardwood floors, Roof and windows have been replaced. Home is being sold As Is with No Financing Conditions. Located just outs...
    2 weeks ago on Americanlisted

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