Explore Chestertown
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Why Live in Chestertown
Chestertown, NY, a small Adirondack town, is known for its strong community spirit and outdoor recreational opportunities. Celebrating its 225th anniversary in July 2024, the town hosts events like car shows and festivals, showcasing its vibrant local culture. Residents enjoy four seasons of activities, from swimming and fishing in natural lakes to skiing and snowmobiling at nearby mountain resorts. Main Street is a hub of activity, featuring eateries such as the Bullhouse Kitchen and Bar, which offers Latin American-influenced comfort food, and the Main Street Ice Cream Parlor, serving breakfast and lunch. Cultural attractions include the Carol Theater and Birds of a Feather Studio and Gallery. Chestertown's historic district is walkable and bikeable, with easy access to Interstate 87, connecting to Albany and New York City. The town is safer than the national average, providing peace of mind for families. Homes range from historic houses to newer builds, with many purchased as vacation homes, though year-round residency is growing. Flooding can affect properties along routes 8 and 9, particularly near Chester Creek. Outdoor enthusiasts can explore nearby Gore Mountain and Pharaoh Lake Wilderness Area, offering skiing, hiking, and water activities. The Chester Challenge encourages hiking on local trails, promoting physical fitness. Chestertown's community organizations and events, such as Woof Stock and the Krazy Downhill Derby, further enrich the town's appeal, making it a unique place to live or visit.
Home Prices in Chestertown, NY
The median home sale price in Chestertown, NY is $310,000, up 22% year-over-year. Homes in Chestertown sell in 44 days on average, compared to the national average of 56 days.
Home Price Trends
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Median Sale Price
$310,000
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Median Single Family Sale Price
$324,750
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Median Townhouse Sale Price
$342,000
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Median 2 Bedroom Sale Price
$230,000
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Median 1 Bedroom Sale Price
$212,000
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Average Price Per Sq Ft
$238
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Number of Homes for Sale
10
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Last 12 months Home Sales
11
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Months of Supply
10.90
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Median List Price
$325,000
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Median Change From 1st List Price
4%
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Median Home Sale Price YoY Change
22%
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