Real Estate

Real Estate and Homes for Sale in 19955

(1 - 15 of 4,818)
  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 ·9 hours 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 ·6 hours 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...
    1 day 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 ·2 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 ·3 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...
    4 days 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 ·5 days 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 ·5 days ago on ListedBuy
  9. Extraordinary opportunity to purchase the estate of Clorea Truslowthe cherished namesake of Truslow Rd. For generations, this land has been held dear by the Truslow family, and now, for the first time, it is being offered for sale, presenting a on...
    Maryn Leclair ·6 days ago on RealtyWW
  10. 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
  11. Chestertown Rancher in Country Club Estates! This rancher overlooks the golf course with distant water views. Amenities include fireplace, 2 car detached garage, storage building, wood floors, dining room, circular driveway, and laundry room. This...
    Aaron Butler ·1 week ago on RealtyWW
  12. **OPEN HOUSE, SATURDAY 5/4 FROM 11 - 2 PM** You are invited to come see this beautiful NEW LISTING in quaint Chestertown located on a lovely corner lot and offering great off-street parking for 4+ cars accessed from a rear entry alley way. This we...
    2 weeks ago on Americanlisted
  13. 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
  14. 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...
    2 weeks ago on Americanlisted
  15. Lovely Cape Cod in desirable Byford Heights. First-floor Primary Bedroom and Bathroom. 2 large bedrooms with full Bathroom on 2nd floor. Beautiful Hardwood floors. Easy flowing floor plan guides you from bright living room to the dining room and t...
    2 weeks ago on Americanlisted
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