Housing in Chestertown, NY
Home values, rent, ownership rates, and housing market data
Housing Market Snapshot
Source: Redfin — December 2025Median Sale Price
$462,500
Median List Price
N/A
Price Per Sq Ft
$306
Days on Market
39
Active Inventory
2
Months of Supply
1.0
Seller's market
Zillow Home Value
$358,071
ZHVI — January 2026
Price Trends
Source: RedfinMarket Competitiveness
Source: RedfinSold Above List
50.0%
Sale-to-List Ratio
99.0%
Buyer's market
Market Activity
Source: RedfinHomes Sold
2
Price Per Square Foot
Source: RedfinMedian Sale $/SF
$306
Chestertown vs Similar Cities
Source: Census ACS / Redfin (2023)Compared to cities with under 10,000 residents. Chestertown is highlighted.
Median Home Value
Median Rent
Median Price Per Sq Ft
Rent Burden
Census Housing Data
Source: U.S. Census Bureau ACS (2023)Median Home Value
$200,000
Median Rent
$639
Total Housing Units
294
Vacancy Rate
27.6%
Owner Occupied
68.5%
Renter Occupied
31.5%
Median Property Tax
$1,467
per year
Monthly Cost (w/ Mortgage)
$1,109
Housing Types
The current median sale price in Chestertown, NY is $462,500 according to Redfin data. Homes spend a median of 39 days on the market. 50.0% of homes sold above asking price. The market has 1.0 months of supply. The median price per square foot is $306. The median rent is $639 per month (Census ACS). About 68.5% of housing units are owner-occupied. The median year homes were built is 1971. There are 294 total housing units.