Price Drop: $13K
Homes for Sale with AC in Chestertown, NY
22 Homes for Sale
Sort by:Newest Listings
Price Drop: $13K
3D Tour
$734,900
4
2Bds
2Ba
1,240sqft
Single family home for sale
Roohan Realty
Price Drop: $24K
Hot
$499,900
12
5Bds
3Ba
1,646sqft
Single family home for sale
Coldwell Banker Prime Properties
Price Drop: $15.6K
3D Tour
$379,900
8
3Bds
3Ba
1,660sqft
Sale Pending
Coldwell Banker Prime Properties
3D Tour
$239,000
8
3Bds
1Ba
1,225sqft
Single family home for sale
Gallo Realty Adk Inc
$639,000
10
3Bds
2Ba
1,806sqft
Single family home for sale
Gore Mountain Real Estate Company
Price Drop: $51K
$599,000
10
2Bds
1Ba
752sqft
Single family home for sale
Davies Davies & Associates Real Estate Llc
New Construction
$740,000
8
3Bds
3Ba
2,700sqft
Single family home for sale
Najer Realty
3D Tour
$650,000
7
3Bds
1Ba
1,220sqft
Single family home for sale
Gallo Realty Adk Inc
3D Tour
$499,000
1
4Bds
2Ba
2,552sqft
Sale Pending
Four Seasons Sothebys International Realty
$1,750,000
13
5Bds
3Ba
3,356sqft
Sale Pending
Davies Davies & Associates Real Estate Llc
$200,000
7
1Bd
1Ba
704sqft
Single family home for sale
Hunt Real Estate Era
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
4
5Bds
2Ba
1,286sqft
Single family home for sale
Gallo Realty Adk Inc
$420,000
6
3Bds
2Ba
1,488sqft
Single family home for sale
Hunt Era
3D TourNew Construction
$874,900
5
5Bds
4Ba
2,750sqft
Single family home for sale
Exp Realty
Don't miss out on new listings — and get instant email alerts!
- Real Estate
- Homes For Sale
- New York
- Chestertown
Do Real Estate on the Go!
Find your dream home, receive real-time updates, and many more!
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
Based on information from the Global Multiple Listing Service, Inc. through Oct 1, 2026, 2:45 PM. 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.
Click to see all homes
Satellite
Chestertown, NY Housing Market
22
Homes Available
$ 462,500
Median List Price
39 Days
Avg on Market
Do Real Estate on the Go!
For Sale
Price
Beds & Baths
Home Type (5)
Filters
