Chestertown, NY Real Estate & Homes For Sale
48 homes
- NEW - 2 MIN AGO0.26 ACRESListing by: Gallo Realty ADK Inc, Active
- NEW - 2 DAYS AGO3.14 ACRESListing by: Gallo Realty ADK Inc, Active
- 2.81 ACRESListing by: Sherwood Group, LLC, Active
- 72.12 ACRESListing by: Davies-Davies & Assoc Real Est, Active
- 3D VIEWListing by: Howard Hanna Capital, Inc. (Clifton Park)
- Listing by: HOWARD HANNA CAPITAL INC
- Listing by: KW Platform, Active
- Listing by: Davies-Davies & Assoc Real Est, Active
- Listing by: Homecoin.com, Active
- Listing by: Gallo Realty ADK Inc, Active
- Listing by: Hunt ERA, Active
- Listing by: Gallo Realty ADK Inc, Active
- Listing by: Gallo Realty ADK Inc, Active
- Listing by: Gallo Realty ADK Inc, Active
- Listing by: Four Seasons Sotheby's International Realty, Active
- Listing by: John R. Palermo, Active
- Listing by: KW Platform, Active
- Listing by: Gallo Realty ADK Inc, Active
- Listing by: Hunt ERA, Active
- Listing by: Najer Realty, Active
- Listing by: CapMark Realty LLC, Active
- Listing by: Gallo Realty ADK Inc, Active
- Listing by: Gallo Realty ADK Inc, Active
- Listing by: Gallo Realty ADK Inc, Active
- Listing by: Gallo Realty ADK Inc, Active
- Listing by: Gallo Realty ADK Inc, Active
- Listing by: Gallo Realty ADK Inc, Active
- Listing by: Gallo Realty ADK Inc, Active
- Listing by: Schermerhorn Realty Group LLC, Active
- Listing by: Gallo Realty ADK Inc, Active
- Listing by: John R. Palermo, Active
- Listing by: Gallo Realty ADK Inc, Active
- Listing by: Gallo Realty ADK Inc, Active
Chestertown, NY Real Estate Trends
Learn about the Chestertown, NY housing market through trends and averages.Affordability of Living in Chestertown, NY
| Month | Median home value |
|---|---|
| May 2025 | $349k |
| June 2025 | $352k |
| July 2025 | $354k |
| August 2025 | $355k |
| September 2025 | $356k |
| October 2025 | $358k |
| November 2025 | $360k |
| December 2025 | $363k |
| January 2026 | $366k |
| February 2026 | $370k |
| March 2026 | $374k |
| April 2026 | $377k |
Trends and affordability stats are provided by third party data sources.
Average Home Value in Chestertown, NY, by Home Size
Currently, there are 2 new listings in Chestertown, NY and 48 homes for sale.
| Home Size | Home Value* |
|---|---|
| 2 bedrooms (9 homes) | $292,890 |
| 3 bedrooms (3 homes) | $410,400 |
| 4 bedrooms (2 homes) | $494,145 |
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.