Chestertown, MD Home Values & Market Trends
Real estate market trends reflect that there have been 239 transactions over the past year in Chestertown. The median value for residential home transactions that occurred over the previous year is $364,923. The number of current listings in Chestertown is 333, and the percentage of properties for sale in the city is 333.00%. Chestertown, MD currently has 7 properties in foreclosure, 1 bank owned properties, 5 properties headed for auction, and 333 properties for sale.
Chestertown, MD Real Estate Market Overview
| Zip | Median Est. Value |
|---|---|
| 21620 | $ 364,923 $ 224/sqft |
Housing Market Summary for Chestertown, MD
| Oct 2025 | October 2026 | Change | |
|---|---|---|---|
| Median Listing Price | $375K | $375K | - |
| Median Sold Price | $368.1K | $359.4K | -2.39% |
| Homes For Sale | 243 | 333 | 37.04% |
| Homes Sold | 82 | 66 | -19.51% |
Price Per Square Foot
On an average, Single Family homes cost $33 more per sqft than Condos. In comparison with sales price/sqft last week, list price/sqft of Single Family homes increased by 1.93% whereas, list price/sqft of Condos increased by 9.38%.
Recently Sold Homes
Explore recent offers and recently sold homes in Chestertown, MD
Browse Homes in Chestertown, MD
Chestertown home values range from $55,000 to $3,750,000. The median estimated value of a home in Chestertown is $364,923. The median list price of a home is 375,000, and the total count of properties in the city is 412.
- Pre-ForeclosurePre-foreclosure homes account for 0.24% of all residential properties in Chestertown, MD with 21620 containing 1 pre-foreclosures, the highest number of pre-foreclosure properties in a single zip. There is 1 zips within Chestertown, MD; of that zips, the estimated home value for pre-foreclosure homes ranges from $344,991 in 21620 to the lowest home value of $344,991 in 21620.
- Bank OwnedThe median estimated home value of bank owned homes (REO properties) in Chestertown, MD ranges from the highest value of $211,218 in 21620 to the lowest value of $211,218 in 21620. Bank owned homes and properties account for 0.24% of properties in Chestertown, MD. There is 1 zips within Chestertown, MD; 21620 containing 1 REO properties, has the highest number of bank owned properties in a single zip.
- Auctions21620 has 5 auction properties, the highest number of properties going to auction in a single zip in the state of Chestertown, MD. Auction homes and other auction properties account for 1.21% of all properties in Chestertown, MD. There is 1 zips within Chestertown, MD; of that zips, the median estimated home value for homes going to auction ranges from $449,580 in 21620 to the lowest value of $242,437 in 21620.
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More Real Estate Resources for Chestertown, MD
Guide for Chestertown, MD
Foreclosure is a term that can sometimes lead to confusion for those looking to make a real estate investment. In simple terms, it refers to the process where a lender takes possession of a property after the owner fails to keep up with their mortgage payments. When it comes to land, this means that buyers […]
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