Single-Family Homes for Sale in Chestertown, MD Between Free and $500,000 with False

(1 - 15 of 285)
  1. Coming Soon in Chester Harbor. This home is located on a quiet Cul-de-sac in a water access community of Chester Harbor on the Queen Anne's side of the Chester River. Seller is getting the property cleaned up and ready for sale. For more details:...
    Amy Larrauri ·1 day ago on RealtyWW
  2. Come check out this Modern Split Level home just built and finished in Nov 2021. This 3 bedroom 2.5 bath has tons of living and entertainment space, and a wonderful open layout. The Cathedral Ceilings, Hardwood floors, and spacious kitchen with Gr...
    Christopher Rosendale ·1 day ago on RealtyWW
  3. Welcome to this Amazing home in Centreville! Featuring a beautifully landscaped yard, huge rear deck and patio - great for grilling and chilling. Relax by the warm fireplace and enjoy hardwood floors, bonus room on main level, full sized partially...
    Rick Parreco ·1 day ago on RealtyWW
  4. Enjoy the serenity of waterfront living in this delightful 2-bedroom, 1-bath ranch home nestled along the scenic Chester River. This cozy retreat offers stunning, uninterrupted views of the water from nearly every room. Imagine spending your morni...
    Melanie Musser ·1 day ago on RealtyWW
  5. Dont miss this beautifully restored gem in the heart of Church Hill, where historic charm meets modern comfort. This inviting home features 4 bedrooms (with the potential to convert into 5), 1.5 baths, a detached garage, and a spacious half-acre l...
    Evan Phoenix ·1 day ago on RealtyWW
  6. Welcome to this spacious 2, 236 square foot, 5-bedroom, 2-bath home nestled in the heart of Kennedyville. This property offers a flexible living arrangement currently configured with two separate units. The rear unit/apartment is a vacant 3-bedroo...
    Cindy Genther ·1 day ago on RealtyWW
  7. Step into this beautifully renovated 1, 416 sq. ft., 2 bedrooms, 1.5 bath home in the heart of Chestertown. The building operated as the Johnson General Store into the 1950s and this home now offers the perfect blend of historical charm and modern...
    Cindy Genther ·2 days ago on RealtyWW
  8. Great investment property, currently rented with long term tenants. Located in town with schools nearby. Being sold as is, needs some tlc. For more details: https://realtyww.info/homes_chestertown-d525414/for-sale_i76641537
    Dawn Williams ·2 days ago on RealtyWW
  9. Within walking distance of Washington College, medical services, parks and schools and convenient to historic downtown arts and entertainment district, this low-maintenance- exterior brick rancher is ready for your personal decorating touches. Liv...
    Hugh Wyble ·4 days ago on RealtyWW
  10. Great opportunity to own a quality built home by Coldwell Builders. Larger than average lot for the community so room to grow on this one. New home features open design with large central kitchen, dining, living area and split bedroom design. Quar...
    Tom Boeshore ·4 days ago on RealtyWW
  11. Great Rehab opportunity in peaceful Still Pond. This early 20th Century Victorian is ready to be brought back to life. First floor features a primary bedroom and full bath. Attached garage was converted to a studio/office. Second floor has two mor...
    Joey Ciganek ·1 week ago on RealtyWW
  12. Welcome to this newly updated 3-bedroom, 2-bathroom rancher, conveniently located on Broad Neck Road, just minutes from historic Chestertown! This home offers some nice upgrades such as a brand-new roof, gutters, and HVAC system, ensuring year-rou...
    Jody Baker ·1 week ago on RealtyWW
  13. MAJOR PRICE IMPROVEMENT! Home is in need of some structural repairs, but on an amazing lot and location!! Discover the perfect blend of country charm and modern convenience with this quaint, updated farmhouse, nestled on a spacious 1+ acre lot jus...
    Erin Anderson ·1 week ago on RealtyWW
  14. BACK TO ACTIVE The property is back on the market after the previous deal fell through due to the buyer's inability to secure financing. This now opens up a great opportunity for new potential buyers to step in and make an offer on this desirable ...
    Leander Mcclain ·1 week ago on RealtyWW
  15. Back on the market after minor repairs. Beautiful four or five bedroom, three bath home in the sought after North Brook community; located in the section with no HOA. Wonderfully high ceilings and many new updates greet you including new hardwood ...
    Kelly Sharpless ·1 week ago on RealtyWW
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