$325,000
- 4 Beds
- 4 Baths
- 840 Sq Ft
5 Overlook Ln N Unit B & D, Chestertown, NY 12817

Joseph Cardinale
Howard Hanna Capital, Inc. (Clifton Park)
(518) 656-8047
$325,000
5 Overlook Ln N Unit B & D, Chestertown, NY 12817
Joseph Cardinale
Howard Hanna Capital, Inc. (Clifton Park)
(518) 656-8047
$239,000
11 Overlook Ln S Unit A, Chestertown, NY 12817
Barbara Kearney Hunt ERA
$189,000
11 Overlook Ln N, Chestertown, NY 12817
John Palermo John R. Palermo
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.
On average, homes in Chestertown, NY sell after 29 days on the market compared to the national average of 70 days. The median sale price for homes in Chestertown, NY over the last 12 months is $407,500, up 62% from the median home sale price over the previous 12 months.
In Chestertown, there are currently 3 condos for sale, providing a variety of options for potential buyers. With condos priced between $189,000 to $325,000, there's a range to accomodate every budget. As of July, 2025 the median home price in Chestertown is $415,000, while the average sale price is $357,642, offering insights into the local housing market. On average, condos spend 29 days listed before being sold. Whether you're considering condominiums, apartments for sale, or modern condos, there are options to cater to different lifestyles. Browse the range of condos for sale in Chestertown, NY, and discover your ideal residence.