Chestertown, NY Housing Market
In October 2025, Chestertown home prices were up 33.2% compared to last year, selling for a median price of $280K.
since last year
since last year
Chestertown Migration & Relocation Trends
- Across the nation, 0.39% of homebuyers searched to move into Chestertown from outside metros.
- New York homebuyers searched to move into Chestertown more than any other metro followed by Syracuse and Boston.
- 70% of Chestertown homebuyers searched to stay within the Chestertown metropolitan area.
- Myrtle Beach was the most popular destination among Chestertown homebuyers followed by Rochester and Sarasota.
| Inbound | Net inflow | ||
|---|---|---|---|
| Metros | Aug '25 - Oct '25 | ||
| 1 | 1,875 | ||
| 2 | 677 | ||
| 3 | 161 | ||
| 4 | 145 | ||
| 5 | 101 | ||
| 6 | 76 | ||
| 7 | 69 | ||
| 8 | 64 | ||
| 9 | 48 | ||
| 10 | 40 | ||
| Outbound | Net outflow | ||
|---|---|---|---|
| Metros | Aug '25 - Oct '25 | ||
| 1 | 60 | ||
| 2 | 43 | ||
| 3 | 39 | ||
| 4 | 32 | ||
| 5 | 31 | ||
| 6 | 22 | ||
| 7 | 21 | ||
| 8 | 21 | ||
| 9 | 20 | ||
| 10 | 20 | ||
Recently sold homes
Learn about natural hazards and environmental risks, such as floods, fires, wind, and heat that could impact homes in Chestertown.
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