Chestertown NY
25 active listings out of 2.6K total properties we track across 5 Chestertown ZIPs — listings, off-market homes, rentals, and full sales/tax history. Refreshed nightly.
While you're here, take in the bigger picture — maps below show New York (statewide), not just Chestertown. Same company, same dataset, different resolution.
Inventory breakdown
Distribution of the 25 currently-active listings in Chestertown, NY. Full dataset covers 2.6K properties — listings, off-market homes, rentals, and full history.
ZIP codes in Chestertown
Drill into any ZIP for hex-level breakdowns.
Nearby cities
Other New York cities within driving distance.
Get Chestertown, NY data in your app
GET https://api.straply.com/v1/markets/city/chestertown-ny
Authorization: Bearer $STRAPLY_KEY{
"city": "chestertown-ny",
"total_tracked": 2567,
"active": 25,
"median_list": 359500
}Chestertown, NY real estate: market summary
As of April 2026, Straply tracks 2,567 homes in Chestertown, NY, with 25 active for sale at a median list price of $359,500 (~$204/sq ft). Notably, most homes were built in the 1970s.
- Median list price
- $359,500
- Median $/sq ft
- $204
- Active listings
- 25
- Properties tracked
- 2,567
Frequently asked: Chestertown, NY real estate
What is the median home price in Chestertown?
The median list price in Chestertown, NY is $359,500 (about $204 per square foot), based on 25 active listings tracked by Straply as of April 2026.
What price range are homes in Chestertown?
Active listings in Chestertown, NY concentrate in: 40% under $300k and 28% $500k–$750k.
How many homes are for sale in Chestertown?
Straply is tracking 25 active listings in Chestertown, NY out of 2,567 properties on record as of April 2026.
How old are the homes in Chestertown?
Most homes in Chestertown, NY were built in the 1970s. About 42% were built after 1980, while 17% predate 1940. The newest tracked home dates to 2025.
What types of homes are in Chestertown?
Chestertown, NY is mostly single-family homes (56% of listings). Also common: condos 20%, multi-family homes 16%.
How many bedrooms do homes in Chestertown typically have?
The most common size in Chestertown, NY is 2 bd.
What areas are near Chestertown?
Nearby markets Straply also tracks include Brant Lake, North Creek, Adirondack, Johnsburg.
Data as of April 2026. Source: Straply. For address-level history and programmatic access, use the Straply API.