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Chestertown, NY Homes for Sale with Garage

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  • /52

    $589,900

    • 3 Beds
    • 1.5 Baths
    • 2,752 Sq Ft

    367 Potter Brook Rd, Chestertown, NY 12817

    Discover this one-of-a-kind Adirondack A-frame retreat on 8 private acres with three impressive structures. The main home features 3 bedrooms plus a loft, soaring ceilings, tasteful appointments, and a wrap-around deck overlooking wooded surroundings and the rushing brook below. A heated 2-car garage hosts a stunning studio apartment above, perfect for guests or rental. The second heated 2-car

    Agent Photo

    Sean Rogge

    Howard Hanna

    (518) 655-3818

    367 Potter Brook Rd, Chestertown, NY 12817
  • /44

    $1,250,000

    • 3 Beds
    • 2 Baths
    • 2,160 Sq Ft

    161 E Shore Dr, Chestertown, NY 12817

    Welcome to one of the most breathtaking properties on Loon Lake — a true Adirondack retreat where serenity, beauty, and nature come together in perfect harmony. Nestled on a private peninsula surrounded on three sides by sparkling water, this stunning log-style home boasts an incredible **412 feet of direct lakefront** and some of the **best panoramic views on all of Loon Lake**.As you

    Michelle Decoteau KW Platform

    161 E Shore Dr, Chestertown, NY 12817
  • /61

    $185,000

    • 3 Beds
    • 2 Baths
    • 1,312 Sq Ft

    90 Dixon Rd, Chestertown, NY 12817

    Charming 3-Bedroom, 2-Bath Home with Oversized Barn in the Heart of the Adirondacks. This older 3-bedroom, 2-bath home is full of character and ready for your personal touch and TLC. With solid bones and plenty of potential, it's the perfect opportunity to create your dream getaway or year-round residence. Home has been in the family for 4 generations. The property features an oversized

    Jill Brady Hunt ERA

    90 Dixon Rd, Chestertown, NY 12817
  • /50

    $360,000

    • 2 Beds
    • 1.5 Baths
    • 1,320 Sq Ft

    24 Balsam Crest Path Unit B, Chestertown, NY 12817

    Opportunity to own an Adirondack Town Home in the private Green Mansions development. A resort style HOA that includes tennis courts, nature walking trails, golf course, private swimming and paddle board lake. Near Gore Mountain Ski Complex, Dynamite Hill Sledding, Lake George and all the Adirondack Mountains have to offer. Ideal investment property with past solid rental history and completely

    John Gollhofer CapMark Realty LLC

    24 Balsam Crest Path Unit B, Chestertown, NY 12817
  • /41

    $374,000

    • 3 Beds
    • 1.5 Baths
    • 1,344 Sq Ft

    484 Rock Ave, Chestertown, NY 12817

    Welcome to a serene and private Adirondack retreat where thoughtful design meets natural beauty. This unique offering includes two separate parcels: a charming 3-bedroom, 1.5-bath ranch on a 1-acre lot, and a spacious 5 plus acre vacant parcel located directly across the road—ideal for expansion, recreation or investment.Step inside to discover a stylishly updated Adirondack home with

    Barbara Kearney Hunt ERA

    484 Rock Ave, Chestertown, NY 12817
  • /79

    $5,300,000

    • 8 Beds
    • 11 Baths
    • 8,019 Sq Ft

    46 Fiddlehead Bay Rd, Chestertown, NY 12817

    This magnificent Adirondack lakefront compound on private Friends Lake is your opportunity to own over 12,000 sq ft of resort-style luxury designed for unforgettable memories. The main home offers 5 bed, 8 bath, while the in-law wing adds 4 bed, and 3 bath—plenty of room for everyone. Gather in the grand great room with soaring ceilings and a large stone fireplace, or retreat to one of several

    Ashley Nagy Davies-Davies & Assoc Real Est

    46 Fiddlehead Bay Rd, Chestertown, NY 12817

Home Trends in Chestertown, NY

Housing Trends

Median Sale Price
$225,000
Median Single Family Sale Price
$255,000
Median Townhouse Sale Price
$335,000
Median 2 Bedroom Sale Price
$189,000
Median 1 Bedroom Sale Price
$135,000
Average Price Per Sq Ft
$214
Number of Homes for Sale
5
Last 12 months Home Sales
15
Months of Supply
4.00
Median List Price
$239,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-20%
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