Real Estate

Page 2: Real Estate and Homes for Sale in Chestertown, MD

(16 - 30 of 212)
  1. 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 ,...
    5 days ago on Americanlisted
  2. A stately 1800s waterfront Victorian home, rich in history enters a new chapter in life with 6 new condominium units. Make sure to bring all you water toys or a lounge chair to relax on the banks of Chester River. All the units have been renovated...
    John Burke, Associate Broker ·5 days ago on RealtyWW
  3. 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 ...
    5 days ago on Americanlisted
  4. Welcome to your tranquil retreat at Orchard Hill, where modern sophistication meets peaceful living on 1.89 acres of beautifully landscaped grounds. This stunning Cape Cod style home offers an abundance of amenities and thoughtful details througho...
    5 days ago on Americanlisted
  5. A stately 1800s waterfront Victorian home, rich in history enters a new chapter in life with 6 new condominium units. Make sure to bring all you water toys or a lounge chair to relax on the banks of Chester River. All the units have been renovated...
    John Burke, Associate Broker ·6 days ago on RealtyWW
  6. 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...
    5 days ago on Americanlisted
  7. A stately 1800s waterfront Victorian home, rich in history enters a new chapter in life with 6 new condominium units. Make sure to bring all you water toys or a lounge chair to relax on the banks of Chester River. All the units have been renovated...
    John Burke, Associate Broker ·6 days ago on RealtyWW
  8. A stately 1800s waterfront Victorian home, rich in history enters a new chapter in life with 6 new condominium units. Make sure to bring all you water toys or a lounge chair to relax on the banks of Chester River. All the units have been renovated...
    John Burke, Associate Broker ·6 days ago on RealtyWW
  9. Photos will be uploaded Tuesday Introducing a fantastic opportunity for move-in ready living in the heart of Chestertown! This townhouse, priced under $250, 000, offers the ideal blend of convenience and comfort. Situated for easy access to local ...
    Jordan Larigan ·6 days ago on RealtyWW
  10. This is truly a unique find. With over 3 acres of room to play, hunt, ride 4 wheelers, have critters, this property won't last long. Owner has wonderfully updated almost everything about this house and there is home warranty for peace of mind. Rel...
    Brenda Fornos ·2 weeks ago on RealtyWW
  11. 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...
    Retha Arrabal ·3 weeks ago on RealtyWW
  12. One parcel comprised of 2 cleared lots in Tolchester Estates. The community is on the Chesapeake Bay and the residents have access to the beach and there is a marina close by. For more details: https://realtyww.info/land-lots_chestertown-d525414/...
    Cheryl Hurt, Gri ·3 weeks ago on RealtyWW
  13. (Pics are from a prior listing. New pics on the way) 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 anim...
    Tom Boeshore ·3 weeks ago on RealtyWW
  14. Modern Cape Cod style home in peaceful Orchard Hill sitting on 1.89 acres. Interior boasts vaulted ceilings, ground floor primary bedroom , upgraded kitchen offering granite counter tops, quality stainless appliances, island with gas cooktop and b...
    Kenneth Roderick ·3 weeks ago on RealtyWW
  15. Discover the opportunity to claim your own piece of history with this 3 acre waterfront parcel on Truslow Farm, the beloved namesake of Truslow Rd., now available for sale for the first time. Situated amidst the serene beauty of this cherished far...
    Maryn Leclair ·4 weeks ago on RealtyWW
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