Deal Alert? 
$319,900
3Bds
2Ba
1,232sqft
Single family home for sale
Coldwell Banker Chesapeake Real Estate Company
Do Real Estate on the Go!
CHESTERTOWN’S BEST HOME BUYING WEBSITE
Homes for Sale in Chestertown, MD
94 Homes
Sort by:Homes for You
Deal Alert? 
New Construction 
$753,500
3Bds
3Ba
1,964sqft
Single family home for sale
Gunther-Mcclary Real Estate
New Construction 
$786,900
3Bds
3Ba
1,964sqft
Single family home for sale
Gunther-Mcclary Real Estate
New Construction 
$1,099,900
4Bds
4Ba
2,784sqft
Single family home for sale
Gunther-Mcclary Real Estate
New Construction 
$765,900
3Bds
3Ba
1,964sqft
Single family home for sale
Gunther-Mcclary Real Estate
New Construction 
$839,500
3Bds
3Ba
1,964sqft
Single family home for sale
Gunther-Mcclary Real Estate
New Construction 
$813,900
3Bds
4Ba
2,192sqft
Townhouse for sale
Gunther-Mcclary Real Estate
$28,000
--Bd
--Ba
2acres lot
Sale Pending
Long & Foster Real Estate, Inc.
New Construction 
$849,900
3Bds
3Ba
1,980sqft
Single family home for sale
Gunther-Mcclary Real Estate
New Construction 
$799,900
3Bds
4Ba
2,092sqft
Townhouse for sale
Gunther-Mcclary Real Estate
3D Tour 
New Construction 3D Tour 
$1,800,000
4Bds
4Ba
3,540sqft
Single family home for sale
Gunther-Mcclary Real Estate
New Construction 
New Construction 
3D Tour 
$598,000
5Bds
4Ba
3,504sqft
Single family home for sale
Doug Ashley Realtors, Llc
Deal Alert? 
$279,000
3Bds
1Ba
1,128sqft
Single family home for sale
Meredith Fine Properties
Deal Alert? 
$470,000
4Bds
2Ba
1,656sqft
Single family home for sale
Long & Foster Real Estate, Inc.
$10,000
--Bd
--Ba
16,200sqft lot
Land for sale
Ashland Auction Group Llc
Deal Alert? 
$359,900
3Bds
1Ba
1,805sqft
Single family home for sale
Real Broker Llc
New Construction Deal Alert? 
$579,000
4Bds
3Ba
2,400sqft
Single family home for sale
Chesapeake Real Estate Associates, Llc
Deal Alert? 
Deal Alert? 
$10,000
--Bd
--Ba
15,000sqft lot
Land for sale
Ashland Auction Group Llc
Deal Alert? 
$370,000
3Bds
2Ba
2,296sqft
Single family home for sale
Coldwell Banker Chesapeake Real Estate Company
3D Tour 
$409,900
4Bds
3Ba
2,258sqft
Single family home for sale
Re/Max Executive
Deal Alert? 
$539,999
2Bds
3Ba
2,100sqft
Townhouse for sale
Coldwell Banker Chesapeake Real Estate Company
$399,000
4Bds
2Ba
1,325sqft
Single family home for sale
Cummings & Co. Realtors
Deal Alert? 
$269,000
3Bds
2Ba
960sqft
Single family home for sale
Coldwell Banker Chesapeake Real Estate Company
$110,000
3Bds
1Ba
1,144sqft
Sale Pending
Tesla Realty Group, Llc
$364,000
4Bds
2Ba
1,625sqft
Single family home for sale
Coldwell Banker Chesapeake Real Estate Company
$619,000
4Bds
4Ba
2,008sqft
Single family home for sale
Ttr Sotheby'S International Realty
$339,000
3Bds
2Ba
1,900sqft
Manufactured home for sale
Chesapeake Real Estate Associates, Llc
3D Tour 
$515,000
4Bds
4Ba
3,799sqft
Single family home for sale
Berkshire Hathaway Homeservices Penfed Realty
Deal Alert? 
$1,395,500
5Bds
5Ba
3,243sqft
Single family home for sale
Coldwell Banker Chesapeake Real Estate Company
$375,000
4Bds
3Ba
1,936sqft
Single family home for sale
Cross Street Realtors Llc
Deal Alert? 
$635,000
--Bd
--Ba
3,711sqft lot
Land for sale
Gunther-Mcclary Real Estate
$249,950
3Bds
2Ba
1,280sqft
Single family home for sale
Engel & Volkers Annapolis
Deal Alert? 
$1,150,000
--Bd
--Ba
1.56acres lot
Sale Pending
Benson & Mangold, Llc
$595,000
3Bds
3Ba
3,935sqft
Single family home for sale
Doug Ashley Realtors, Llc
- Home
- Homes For Sale
- Maryland
- Chestertown
Do Real Estate on the Go!
Find your dream home, receive real-time updates, and many more!
Continue Your Journey in App
Find your dream home, receive real-time updates, and many more!
Download App
Map
Houses For Sale in Other Maryland Cities
Houses For Sale in Chestertown, MD by Price
Homes for Sale in Chestertown under
$100k
Homes for Sale in Chestertown under
$150k
Homes for Sale in Chestertown under
$200k
Homes for Sale in Chestertown under
$250k
Homes for Sale in Chestertown under
$300k
Homes for Sale in Chestertown under
$350k
Homes for Sale in Chestertown under
$400k
Homes for Sale in Chestertown under
$450k
Homes For Sale in Popular US Cities
Homes For Sale in Popular US Neighbourhoods
Homes for Sale in
Midtown, Atlanta
Homes for Sale in
Virginia Highlands, Atlanta
Homes for Sale in
Montrose, Houston
Homes for Sale in
The Heights, Houston
Homes for Sale in
La Jolla, San Diego
Homes for Sale in
Venice Beach, Los Angeles
Homes for Sale in
Lincoln Park, Chicago
Homes for Sale in
South Loop, Chicago
Homes For Sale FAQs
Homes For Sale in Chestertown, MD by Type and Style
PricingFlat Fee MLSFAQSeller GuideReviewsContact UsTerms of UsePrivacy PolicyConsent to Contact ConsumerRefund and Cancellation PolicyMLS Disclaimers
Houzeo Corp. holds real estate brokerage licenses in Alabama (License No. 000157023 - 0) and Texas (License No. 9013396)
TREC: Info About Brokerage Services, Consumer Protection Notice.
Click to see all homes
Satellite
94
Homes Available
-
Median List Price
-
Avg on Market
Do Real Estate on the Go!
For Sale
Price
Beds & Baths
Home Type
Filters
