Chestertown, NY Real Estate & Homes For Sale
59 homes
Use arrow keys to navigate0.46 ACRESListing by: Hunt Real Estate ERA, Active
Use arrow keys to navigateNEWOPEN SUN, 1-3PM1.28 ACRESListing by: Hunt ERA, Active
Use arrow keys to navigateNEWOPEN SUN, 9-11AM1.44 ACRESListing by: Selling ADK, Active
Use arrow keys to navigateNEW - 2 DAYS AGO1.7 ACRESListing by: Davies Davies & Associates Real Estate LLC, Active
Use arrow keys to navigateNEW - 2 DAYS AGO
3D VIEW1.54 ACRESListing by: Gallo Realty ADK, Inc
Use arrow keys to navigate3D VIEWListing by: Four Seasons Sothebys International Realty, Active
Use arrow keys to navigate2.54 ACRESListing by: Najer Realty, Active
0.55 ACRESListing by: Selling ADK, Active
1.02 ACRESListing by: Gore Mountain Real Estate Company, Active
3D VIEW2.75 ACRESListing by: Hunt ERA, Active
1.32 ACRESListing by: Gallo Realty ADK Inc, Active
OPEN SAT, 10-12PMListing by: Gallo Realty ADK Inc, Active
5.53 ACRESListing by: Gallo Realty ADK Inc, Active
Listing by: Howard Hanna Capital Inc, Active
3D VIEW3.04 ACRESListing by: Gallo Realty ADK, Inc
0.74 ACRESListing by: Gallo Realty ADK, Inc
3.33 ACRESListing by: Hunt Real Estate ERA, Active
3D VIEW2.03 ACRESListing by: Four Seasons Sothebys International Realty, Active
Listing by: Hunt Real Estate ERA, Active
3D VIEW5.13 ACRESListing by: Davies Davies & Associates Real Estate LLC, Active
10 ACRESListing by: eXp Realty, Active
3.42 ACRESListing by: Hunt Real Estate ERA, Active
3D VIEW0.26 ACRESListing by: Gallo Realty ADK, Inc
Listing by: Gallo Realty ADK, Inc
7.53 ACRESListing by: Coldwell Banker Prime Properties, Active
2.81 ACRESListing by: Sherwood Group LLC, Active
72.12 ACRESListing by: Davies Davies & Associates Real Estate LLC, Active
0.73 ACRESListing by: Gallo Realty ADK Inc, Active
1.73 ACRESListing by: Palermo John R, Active
3D VIEW0.45 ACRESListing by: KW Platform, Active
3.25 ACRESListing by: Gallo Realty ADK Inc, Active
Listing by: Hunt Real Estate ERA, Active
NEW CONSTRUCTION7.89 ACRESListing by: Najer Realty, Active
Listing by: CapMark Realty LLC, Active
Chestertown, NY Real Estate Trends
Learn about the Chestertown, NY housing market through trends and averages.Affordability of Living in Chestertown, NY
The median home value is $389,550
| Month | Median home value |
|---|---|
| August 2025 | $362k |
| September 2025 | $363k |
| October 2025 | $365k |
| November 2025 | $367k |
| December 2025 | $370k |
| January 2026 | $373k |
| February 2026 | $377k |
| March 2026 | $381k |
| April 2026 | $384k |
| May 2026 | $387k |
| June 2026 | $388k |
| July 2026 | $390k |
Trends and affordability stats are provided by third party data sources.
Average Home Value in Chestertown, NY, by Home Size
Currently, there are 6 new listings in Chestertown, NY and 59 homes for sale.
| Home Size | Home Value* |
|---|---|
| 2 bedrooms (7 homes) | $301,552 |
| 3 bedrooms (9 homes) | $423,037 |
| 4 bedrooms (5 homes) | $515,969 |
What Locals Say about Chestertown
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Information is deemed reliable but not guaranteed.
Judy Moriarty, Zillow, Inc., Corp. Broker
Judy Moriarty, Zillow, Inc., Corp. Broker
Listing data courtesy of the Internet Data Exchange (IDX) Program of the Adirondack Champlain Valley Multiple Listing Service.
The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Listing information deemed reliable but not guaranteed.