Price Drop: $13K
Historic Homes for Sale in Chestertown, NY
18 Homes for Sale
Sort by:Newest Listings
Price Drop: $13K
No HOA
$355,000
6
2Bds
2Ba
1,086sqft
Single family home for sale
Hunt Real Estate Era
Hot
$499,900
13
5Bds
3Ba
1,646sqft
Single family home for sale
Coldwell Banker Prime Properties
3D Tour
$239,000
8
3Bds
1Ba
1,225sqft
Single family home for sale
Gallo Realty Adk Inc
Hot3D Tour
$599,000
12
2Bds
1Ba
752sqft
Single family home for sale
Davies Davies & Associates Real Estate Llc
3D Tour
$399,900
5
6Bds
3Ba
2,916sqft
Single family home for sale
Kw Platform
$1,750,000
14
5Bds
3Ba
3,356sqft
Sale Pending
Davies Davies & Associates Real Estate Llc
6378 Us 9, Chestertown, NY 12817
Gallo Realty Adk Inc
Building 1 Unit Available
$200,000
7
1Bd
1Ba
704sqft
Single family home for sale
Hunt Real Estate Era
3D Tour
4a High Pines Ter, Chestertown, NY 12817
Howard Hanna Capital Inc
Building 1 Unit Available
Unit #
3D Tour
1 E High Pines Ter #E, Chestertown, NY 12817
Four Seasons Sothebys International Realty
Building 1 Unit Available
Unit #E
4 B High Pines Ter, Chestertown, NY 12817
Roohan Realty
Building 1 Unit Available
Unit #
$329,900
7
3Bds
2Ba
1,960sqft
Single family home for sale
Sherwood Group, Llc
$395,000
5
5Bds
2Ba
1,286sqft
Single family home for sale
Gallo Realty Adk Inc
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Chestertown, NY Housing Market Overview
Chestertown is moving fast, and is a seller's market. Just 1 months of supply and 39 days on the market mean less competition for buyers and more leverage for you.
Status
Seller's Market
Days on Market
39
Inventory
2
Oct 2021Jul 2024Dec 2025
Median Home Price
$462,500Up 0.38%
In Dec 2025 · YoY
Oct 2021Jul 2024Dec 2025
Mortgage Rates 30-Yr Fixed
6.23%Down 0.58%
Current rate · YoY
Loan Type
30-Year Fixed
Housing Supply
- Homes For Sale
- 2 Down 0.60%
- Newly Listed Homes
- 0 Down 0.00%
- Months of Supply
- 1 Down 4.00%
Housing Demand
- Homes Sold
- 2 Up 1.00%
- Sale-to-List Ratio
- 99% Up 3.31%
- Homes Sold Above List
- 50% Up 50.00%
30-yr fixed rate 6.23% · Data as of Dec 2025 · Source: Houzeo Research.
View Full Chestertown Market ReportNo. of Homes
No. of Homes
Based on information from the Global Multiple Listing Service, Inc. through Oct 11, 2026, 8:45 AM. Information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. This website may not include listings or property addresses of sellers who have directed their listing brokers to withhold their listing or their property address from display on the Internet. © 2026 Global Multiple Listing Service, Inc. All Rights Reserved.
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Chestertown, NY Housing Market
18
Homes Available
$ 462,500
Median List Price
39 Days
Avg on Market
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Price
Beds & Baths
Home Type (5)
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