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Nestled in the heart of the Chestertown Historic District, this exquisite residence offers a harmonious blend of traditional charm and modern luxury. Built in 2008, this ...
Listing courtesy of Doug Ashley Realtors, LLC. Contact:
INVESTOR OPPORTUNITY! Come see this 3-bedroom, 1.5-bath townhome offering great potential to add to your portfolio! Recent improvements include drywall replacement, newly...
Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:
Discover a prime investment opportunity in the sought-after Coventry Farms subdivision! This charming Colonial-style home, built in 2010, boasts 2,886 square feet of pote...
Listing courtesy of ERA Martin Associates. Contact:
Located in the College Heights neighborhood of Chestertown, this 3-bedroom, 2-bath home is situated on a .34± acre lot and is full of potential! Enjoy the convenience of ...
Listing courtesy of Select Land & Homes, LLC. Contact:
Needs work. Sold as is
Listing courtesy of Thurston Wyatt Real Estate, LLC. Contact:
Investor Alert in Historic Downtown Chestertown! Fully Occupied Triplex. Units offer hardwood floors, mini splits to units 1 and 2, a new bathroom in unit 3 and kitchen u...
Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:
Brand new construction in water oriented Tolchester Estates located on the Chesapeake Bay. 4 Bedroom, 2 bath Cape Cod on a wooded lot and quiet neighborhood. Community o...
Listing courtesy of Kevin Dey Realty. Contact:
Enjoy a peaceful country setting at 7655 James Lane. Situated on a two-acre lot along a quiet cul-de-sac street, this well-maintained ranch home offers approximately 2,47...
Listing courtesy of RE/MAX Advantage Realty. Contact:
Enjoy the best of both worlds with this well-maintained home situated on a generous 0.653-acre lot just outside of Chestertown! Offering the space and privacy of country ...
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
The Perfect Maryland Retreat with Chesapeake Bay Views Close By. Experience the quality of a custom-built Cape Cod crafted by a reputable local builder. Lovingly maintai...
Listing courtesy of Doug Ashley Realtors, LLC. Contact:
Nestled in the quiet Tolchester Estates, this charming new construction home, completed in 2026, embodies the pinnacle of low maintenance living. This well-built ranch-st...
Listing courtesy of Doug Ashley Realtors, LLC. Contact:
Nestled in Coventry Farms II, this exquisite Colonial-style residence offers a harmonious blend of Space, Convenience and comfort, perfect for those who appreciate the fi...
Listing courtesy of Douglas Realty LLC. Contact: