Chestertown, NY Homes for Sale

3 beds New construction With a pool

Homes for Sale in Chestertown, NY

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4 Listings

4 listings

Homes for Sale in Chestertown, NY

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4 Listings

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Homes for Sale in Chestertown, NY

4 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

Price Reduced40Active
$239,000
3 bd · 1 ba · 1,225 sqft
5154 US. 9, Chestertown, NY
Angela L Mead · Gallo Realty ADK, Inc
Price Reduced37Active
$650,000
3 bd · 1 ba · 1,220 sqft
7278 US. 9, Chestertown, NY
Angela L Mead · Gallo Realty ADK, Inc
Price Reduced28Active
$320,000
5 bd · 2 ba · 2,966 sqft
20 Vetter Avenue, Chestertown, NY
Angela L Mead · Gallo Realty ADK, Inc

Price Reduced16Active
$185,000
1 bd · 2 ba · 3,222 sqft
6378 US-9, Chestertown, NY
Angela L Mead · Gallo Realty ADK, Inc

Listing data & MLS disclosures

AdirondackChamplain Valley MLS: Listing data courtesy of the Internet Data Exchange ("IDX") Program of the Adirondack Champlain Valley Multiple Listing Service. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing information deemed reliable but not guaranteed.
Listing information ©2026 Adirondack-Champlain Valley MLS, Inc®. All Rights Reserved. Last Updated: 2026-09-11 14:54:32 UTC

Chestertown housing market

July 2026 · This period is still settling

Homes that sold · County records, as of Jul 28, 2026

Median sale price: $225,000$73,250–$390,000 typical range
Sales: 12
Paid in cash: 75.0%

Homes on the market · MLS, as of Jul 21, 2026

Median list price: $459,900
Homes for sale: 26

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 15, 2026

Median home size: 1,409 sq. ft.

Chestertown, NY community profile

Area: 58.4 sq. mi.

Source: HJN community data

Explore Chestertown homes

Listing data & MLS disclosures

AdirondackChamplain Valley MLS: Listing data courtesy of the Internet Data Exchange ("IDX") Program of the Adirondack Champlain Valley Multiple Listing Service. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing information deemed reliable but not guaranteed.
Listing information ©2026 Adirondack-Champlain Valley MLS, Inc®. All Rights Reserved. Last Updated: 2026-09-11 14:54:32 UTC

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

Chestertown, NY community profile

Area: 58.4 sq. mi.

Source: HJN community data

Chestertown housing market

July 2026 · This period is still settling

Homes that sold · County records, as of Jul 28, 2026

Median sale price: $225,000$73,250–$390,000 typical range
Sales: 12
Paid in cash: 75.0%

Homes on the market · MLS, as of Jul 21, 2026

Median list price: $459,900
Homes for sale: 26

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 15, 2026

Median home size: 1,409 sq. ft.

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Your local brokerage

Listing data & MLS disclosures

Chestertown housing market

Homes that sold · County records, as of Jul 28, 2026

Homes on the market · MLS, as of Jul 21, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 15, 2026

Chestertown, NY community profile

Explore Chestertown homes

Listing data & MLS disclosures

Your local brokerage

Your local brokerage

Chestertown, NY community profile

Chestertown housing market

Homes that sold · County records, as of Jul 28, 2026

Homes on the market · MLS, as of Jul 21, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 15, 2026