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Foreclosure Homes in Chestertown, NY

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Chestertown, NY Foreclosures

Current Market Conditions in in Chestertown, NY As of April 2026?
Over the past month, the Chestertown real estate market has seen a slight uptick in home prices, primarily driven by an increased demand for properties as buyers look to capitalize on the summer season. Several listings have gone under contract quickly, indicating a competitive market for listings that are well-priced. Sellers are encouraged to prepare homes for sale as buyer interest remains high, leading to quicker sales and, in some cases, bidding wars.
How much do homes sell for in Chestertown, NY?
The average home price is currently $475,717.
In Chestertown, NY, how many homes are available?
There are currently 3 active home listings available in Chestertown.
What’s the average rental cost in Chestertown, NY?
The average rental price in Chestertown is $1,484.
What is the most expensive home in Chestertown?
The most expensive home sold in Chestertown had a price of $5,734,833.
What is currently the cheapest priced home in Chestertown, NY?
The cheapest home for sale in Chestertown is priced at $20,033.

Living in Chestertown, NY

Chestertown, NY, is a charming Adirondack community known for its stunning natural landscapes, outdoor recreational opportunities, and small-town camaraderie. The hamlet features local shops, dining, and access to quality education, making it a great place for families and outdoors lovers alike. With its rich history and picturesque setting, Chestertown is a peaceful retreat from urban life.

Buyer vs Seller Market in Chestertown, NY

The real estate market in Chestertown is currently experiencing steady growth, with a rising interest in vacation homes and year-round residences. The demand for properties near lakes and recreational areas has increased significantly, drawing buyers looking for second homes in scenic locations.

Pricing in Chestertown remains competitive, with many buyers seeking homes that provide access to outdoor activities such as hiking, fishing, and skiing. This area is also seeing a wave of new construction, as developers recognize the potential for investment in this idyllic setting.

Home Value Estimator For Chestertown, NY

There are currently 2,304 real estate properties in Chestertown, NY, with a median automated valuation model (AVM) price of $369,163.00. What is an AVM? It is a smart computer program that analyzes and predicts the approximate value of a home, property or land in Chestertown, NY, based on current market trends, comparable real estate sales nearby, historical data and, of course, property features, among other variables. These automated home estimates are often very helpful, providing buyers and sellers with a better idea of a home’s value ahead of the negotiation process. For example, the average home price in Chestertown, NY, is $475,717.00, with the most expensive house in Chestertown, NY, topping out at $5,734,833.00 and the cheapest home in Chestertown, NY, clocking in at $20,033.00. In other words, there’s something for every potential homebuyer or savvy investor in Chestertown, NY!

Rent Prices In Chestertown, NY

With the expiration of certain local, state and federal housing-related restrictions and mandated programs, the rental market in Chestertown, NY, is on a rollercoaster ride. The average rent price in Chestertown, NY, is $1,484.00. Indeed, when looking to rent in Chestertown, NY, you can expect to pay as little as $580.00 or as much as $3,020.00, with the average rent median estimated to be $1,430.00. The good news is that finding an affordable and desirable property to rent in Chestertown, NY -- whether it’s apartments, townhomes, condominiums or single-family homes -- is made easier with knowledge of the local market and, of course, a little patience.

Chestertown, NY Foreclosures

Market Trend for Chestertown, NY

Total Listings Available: 3

Market Values:

Home Prices from $20,033 to $5,734,833

Average Sales Price: $475,717

Rental Values:

Rental from $580 to $3,020

Average Rent Value: $1,484 / month

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