Quick Chestertown MD MLS Search
Browse All Chestertown MD Properties with Pool for Sale
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:
Gorgeous house on River Rd in the Queen Anne's County side of Chestertown. 3 total bedrooms and 2.5 baths. The main bedroom is on the first floor. Stunning sun room, pa...
- 3 Beds
- 2 Baths
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Welcome to the epitome of Eastern Shore waterfront luxury, offered for the first time in almost 60 years. This stunning 11-acre estate offers an unparalleled lifestyle, f...
- 3 Beds
- 4 Baths
Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344
**To be built! Welcome to this beautifully designed 1,964 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The h...
- 3 Beds
- 3 Baths
Listing courtesy of Gunther-McClary Real Estate. Contact:
**To be built! Welcome to this beautifully designed 1,964 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The h...
- 3 Beds
- 3 Baths
Listing courtesy of Gunther-McClary Real Estate. Contact:
**To be built! Welcome to this beautifully designed 1,964 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The ...
- 3 Beds
- 3 Baths
Listing courtesy of Gunther-McClary Real Estate. Contact:
**To be built! Welcome to this beautifully designed 2,092 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The ...
- 3 Beds
- 4 Baths
Listing courtesy of Gunther-McClary Real Estate. Contact:
**To be built! Welcome to this beautifully designed 2,784 sq ft home in Chester River Landing, offering modern comfort and timeless style. The home includes 4 bedrooms an...
- 4 Beds
- 4 Baths
Listing courtesy of Gunther-McClary Real Estate. Contact:
**To be built! Welcome to this beautifully designed 1,980 sq ft home in Chester River Landing, offering modern comfort and timeless style. The home includes 3 bedrooms an...
- 3 Beds
- 3 Baths
Listing courtesy of Gunther-McClary Real Estate. Contact:
**To be built! Welcome to this beautifully designed 2,092 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The ...
- 3 Beds
- 4 Baths
Listing courtesy of Gunther-McClary Real Estate. Contact:
**To be built! Welcome to this beautifully designed 2,231 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The h...
- 3 Beds
- 3 Baths
Listing courtesy of Gunther-McClary Real Estate. Contact:
**To be built! Welcome to this beautifully designed 1,980 sq ft home in Chester River Landing, offering modern comfort and timeless style. The home includes 3 bedrooms a...
- 3 Beds
- 3 Baths
Listing courtesy of Gunther-McClary Real Estate. Contact:
Three bedroom one-floor living on a spacious lot in Chester Harbor! Over half an acre of nicely shaded yard space, and a short distance to the public beach on Mill Creek....
- 3 Beds
- 2 Baths
Listing courtesy of Gunther-McClary Real Estate. Contact:
MOTIVATED SELLER - BRING OFFERS. Welcome to 103 Landing Lane: a meticulously maintained 2-bedroom townhome in the desirable waterfront community of Chester River Landing...
- 2 Beds
- 3 Baths
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
Price Improvement! Spectacular waterfront on the Chester River!! Words can't describe the uniqueness of this property. With the historic charm of an older home but hig...
- 5 Beds
- 5 Baths
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
**Price increase due to the home’s expanded footprint—over 1,200 additional square feet!** **To be built! Welcome to this beautifully designed 3,540 sq. ft. home in Ches...
- 4 Beds
- 4 Baths
Listing courtesy of Gunther-McClary Real Estate. Contact:
Chestertown Homes with Pool
Our website features the best real estate search for properties available in Chestertown and surrounding areas with pool. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.
You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.
Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!
Considering selling or refinancing your home? Get an INSTANT property valuation now!
Contact us today to find out how we can be of assistance to you!
Address Search
Chestertown Subdivisions
Browse Chestertown Homes by Property Type
Browse Chestertown Homes by Price Range
Browse Chestertown Homes by # of Bedroom
Chestertown Real Estate Market Reports
