Maryland
Homes for Sale in Chestertown — Page 2
61 listings
Avg $1,083,082
226 days avg
Explore
Market Overview
Chestertown Real Estate at a Glance
Current market statistics for Chestertown, MD
61
Active Listings
$1.1M
Avg Price
$832
Price/Sqft
226
Avg Days
Price Range
From
$5,000
To
$38,200,000
Property Types
Page 2
Homes for Sale in Chestertown
Every active listing in Chestertown, browsable page by page.
Single Family
$1.2M
105 HIGH Street
Chestertown, MD
5 bd5 ba3,243
Land
$20K
404 SPRING Road
Chestertown, MD
0 bd0 ba0
Single Family
$385K
23043 BAY SHORE Spur
Chestertown, MD
4 bd3 ba2,630
Land
$5K
KINGLET Road
Chestertown, MD
0 bd0 ba0
Land
$5K
BUCK NECK Road
Chestertown, MD
0 bd0 ba0
Land
$55K
GEORGETOWN RD
Chestertown, MD
0 bd0 ba0
Land
$59K
OLD MORGNEC Road
Chestertown, MD
0 bd0 ba0
Land
$40K
MONTGOMERY AVENUE
Chestertown, MD
0 bd0 ba0
Land
$10K
SHELDRAKE Drive
Chestertown, MD
0 bd0 ba0
Other
$795K
515 WASHINGTON Avenue
Chestertown, MD
0 bd0 ba0
Showing 51–60 of 61 · Page 2 of 2
Beyond the listings
Continue exploring Chestertown
Turn the listings into a short list with a clearer read on the Chestertown market, its neighborhoods, and the home features that matter to you.
Shape your search
Browse Chestertown by home feature
Nationwide collections
Explore by listing details
Ready to make the list yours?
Use the full search to set your price, beds, property type, and must-have features for Chestertown.