Market Overview
Home Prices in Chestertown, NY
The median home value in Chestertown, NY is $392,874 as of mid-2026, according to Zillow's Home Value Index (ZHVI).That's up 8.4% compared to a year ago and up 3.1% from two years prior.
Compared to the U.S. national median of $410,000, homes in Chestertown are priced4% below average. Chestertown is part of the Glens Falls, NY metro area.
Over the past five years, Chestertown home values have risen by approximately45.7%, reflecting strong long-term appreciation in this market.
Price History
Chestertown Home Price Trend
City Comparison
Chestertown vs. National Median
At $392,874, homes in Chestertown cost 4% below the national median of $410,000. This makes Chestertown a relatively affordable market for buyers seeking value.
Affordability
What Does It Cost to Buy in Chestertown?
20% Down Payment
$78,575
on $392,874
Monthly P&I
$2,049/mo
30-yr @ 6.8%
Total Monthly Est.
~$2,602/mo
incl. taxes & insurance
Income Needed
$104,080
gross annual (30% rule)
10% Down Option
$39,287
+ PMI applies
Loan Amount (20% dn)
$314,299
at current rates
Estimates assume a 30-year fixed mortgage at 6.8%. Monthly total includes estimated property taxes and homeowner's insurance. Actual costs vary.
FAQ
Frequently Asked Questions
What is the average home price in Chestertown, NY?
The median home value in Chestertown is $392,874 as of mid-2026, according to Zillow's Home Value Index (ZHVI). That's up 8.4% year-over-year.
How much have home prices changed in Chestertown?
Over the past year, home values in Chestertown have increased by 8.4%. Over five years, prices have risen approximately 45.7%.
How much do I need to earn to buy a home in Chestertown?
To comfortably afford the median home price of $392,874 with a 20% down payment ($78,575) at today's rates (6.8%), you'd need a gross annual income of approximately $104,080. This assumes keeping total housing costs at or below 30% of gross income.
How does Chestertown compare to the national average home price?
The national median home value is approximately $410,000. At $392,874, homes in Chestertown are 4% below the national average.
What metro area is Chestertown part of?
Chestertown is part of the Glens Falls, NY metropolitan area. Home prices and market conditions can vary across the broader metro region.