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Investing in Chestertown, NY Real Estate

A data-driven snapshot of the Chestertown, NY rental-property market, built from recently sold homes and CashFlowRE's per-listing investment modeling — median price, cap rate, monthly cash flow, appreciation and inventory — so you can judge the market before you ever open a listing.

$280,000Median sold price
$240Median $/sqft
0.6%Median cap rate
$-2,003Modeled cash flow / mo
+18.2%Appreciation YoY
9.5Months of supply
42Active listings
53Sold (last 12 mo)

What the Chestertown numbers say

In Chestertown, NY, the median home sold for $280,000 (about $240 per square foot), and the typical deal models out to a 0.6% cap rate with a median $-2,003 of monthly cash flow. Sold prices moved +18.2% over the past year. Inventory sits at about 9.5 months of supply — a looser, buyer-friendly market. These are medians across recorded sales; individual properties vary widely, which is exactly what CashFlowRE scores listing by listing.

Other New York markets to compare

See Chestertown cash-flowing listings

CashFlowRE ranks every for-sale home in Chestertown, NY by cap rate, cash-on-cash return, DSCR and monthly cash flow — so the best rental deals rise to the top. Create a free account to screen Chestertown deals, or browse the national market data.