Chestertown Homes for Sale
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Chestertown Homes for Sale
Welcome to Chestertown, Maryland – a hidden gem nestled in the heart of Kent County. This charming town, steeped in rich history and vibrant culture, offers a picturesque blend of small-town charm and modern amenities. With its scenic waterfront along the Chester River, Chestertown is a haven for nature lovers and outdoor enthusiasts. Stroll along the historic streets lined with 18th-century buildings, quaint shops, and delightful cafes, or enjoy a leisurely afternoon at one of the local parks.
Chestertown is not just a feast for the eyes; it’s also a thriving community filled with friendly faces and engaging events. The town hosts a variety of festivals throughout the year, including the renowned Chestertown Tea Party Festival, celebrating the town's revolutionary spirit. Additionally, the local arts scene is flourishing, with galleries and theaters showcasing the talents of both established and emerging artists.
For those looking to find their dream home, Chestertown offers an array of beautiful properties for sale. From charming historic homes with unique architectural details to modern residences with all the latest conveniences, there’s something to suit every lifestyle and budget. Many of these homes boast stunning views of the river or are conveniently located near the vibrant downtown area, allowing residents to enjoy all the best that Chestertown has to offer.
Whether you’re seeking a peaceful retreat or a vibrant community to call home, Chestertown, MD, is the perfect place to start your next chapter. Explore the homes for sale today and discover the enchanting lifestyle that awaits you in this delightful town!
Newest Chestertown Homes for Sale
PICTURES COMING SOON Welcome home to this beautiful 3-bedroom, 2.5-bath residence in the charming town of Chestertown, MD. Designed for both comfortable living and effor...
- 3 Beds
- 3 Baths
Listing courtesy of Elevated Real Estate Solutions. Contact: 3024222619
This exceptional property offers classic charm, thoughtful updates, and a highly desirable location in a neighborhood where homes rarely become available. No trendy updat...
- 3 Beds
- 4 Baths
Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:
Investor special! This property needs to be fully rehabbed. Great location in the highly sought after neighborhood college Heights. A diamond in the rough and ready for n...
- 3 Beds
- 1 Baths
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Adorable 4 bedroom 2 bathroom Cape Cod in the quiet Crestview neighborhood in Chestertown close to Restaurants, Shopping, the brand new YMCA and the Historic Downtown. E...
- 4 Beds
- 2 Baths
Listing courtesy of Kevin Dey Realty. Contact:
Escape to the Eastern Shore! Nestled among mature trees on a .41 acre wooded lot, this charming Cape Cod-style home offers the perfect blend of privacy, comfort, and East...
- 2 Beds
- 2 Baths
Listing courtesy of Cross Street Realtors LLC. Contact: 4434803453
Bring your vision and transform this unique property into the home of your dreams. Situated on 3.79 picturesque acres, the property features a beautiful one-acre stocked ...
- 3 Beds
- 2 Baths
Listing courtesy of Pearson Smith Realty, LLC. Contact: 5713861075
Welcome to a breathtaking country estate where modern elegance, architectural grandeur, and total sanctuary converge across 2.23 serene acres. Spanning over 4,000 square ...
- 5 Beds
- 4 Baths
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
A rare opportunity to own a classic two-story split-level home in Chestertown — set on a large, shaded corner lot just a few miles to Downtown Chestertown, Washington Col...
- 4 Beds
- 2 Baths
Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344
Welcome to 10720 Foreston Rd, a charming and inviting home situated in the peaceful surroundings of Chesapeake Landing in Chestertown, MD. 3 bedrooms and 2 full bathroom...
- 3 Beds
- 2 Baths
Listing courtesy of Compass. Contact: (301) 298-1001
Custom-built home in Country Club Estates with beautiful architectural details. Spacious open living space with hardwood floors and wooden beams, glowing with ample natur...
- 5 Beds
- 4 Baths
Listing courtesy of Gunther-McClary Real Estate. Contact:
Looking for peaceful country living? The search is over! Nestled on 1.66 acres, this beautifully renovated 3-bedroom, 1.5-bath home offers the perfect blend of comfort, f...
- 3 Beds
- 2 Baths
Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:
A rare find! This rancher on Washington Ave has dual use: zoned residential and commercial. Full finished basement. More details and pictures coming soon!
- 3 Beds
- 1 Baths
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact: