11

Chestertown, NY Homes for Sale with Acreage

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  • /34

    $539,000

    • 4 Beds
    • 2 Baths
    • 2,156 Sq Ft

    50 Kingsley Ln, Chestertown, NY 12817

    Tucked into the heart of the Adirondacks, this inviting property at 50 Kingsley Lane in Chestertown, NY offers the perfect blend of privacy, comfort, and four-season lifestyle. Set on a peaceful lot surrounded by natural beauty, this home captures the essence of Adirondack living--whether you're seeking a full-time residence, a seasonal escape, or an investment opportunity. The home features a

    Brooke Clark Four Seasons Sotheby's International Realty

    50 Kingsley Ln, Chestertown, NY 12817
  • /60

    $589,900

    • 3 Beds
    • 2.5 Baths
    • 1,806 Sq Ft

    5107 New York 8, Chestertown, NY 12817

    Beautiful contemporary home offering 3 bedrooms, 2.5 bathrooms, and 2,742 sq ft of living space. This well-maintained property features a fully finished basement with exterior entry, providing great additional space for recreation, guests, or a home office. Ideally located directly across from Loon Lake, this home is also just minutes from the marina and public boat launch, and a 15-minute drive

    Angela Cugini-Girard eXp Realty

    5107 New York 8, Chestertown, NY 12817
  • /2

    $57,500

    • Land
    • 1.73 Acres
    • $33,237 per Acre

    37 Blue Bay Rd Unit Lakeview Pt. Lot 40, Chestertown, NY 12817

    This property has beach rights to two separate beaches. HOA Fee includes maintenance of beaches and road.Blue Bay Road is a Private Road.

    John Palermo John R. Palermo

    37 Blue Bay Rd Unit Lakeview Pt. Lot 40, Chestertown, NY 12817
  • /23

    $64,000

    • Land
    • 3.25 Acres
    • $19,692 per Acre

    64 Carriage Knolls Rd, Chestertown, NY 12817

    Cleared and leveled lot 5-minutes outside of Chestertown. Private setting set-back in the woods. (though building lot is cleared) Perfect for a full-time home or getaway cabin. Electricity and cable available at the front of property. Large pile of rocks from excavation for property delineation or retaining areas. Must walk this property to appreciate the beauty and serenity. Adjacent 11+ acre

    Walter Swartz Gallo Realty ADK Inc

    64 Carriage Knolls Rd, Chestertown, NY 12817
  • /25

    $39,000

    • Land
    • 2.48 Acres
    • $15,726 per Acre

    37 Carriage Knolls Rd, Chestertown, NY 12817

    Seller financing available with good credit. These APA-approved lots are located in a beautiful, park-like subdivision just 5 minutes outside of Chestertown. Site plans and perc tests are complete, with electric and cable available at the road. The mostly wooded parcels each offer unique Adirondack topography—some fairly level, others featuring gentle slopes or elevated building areas ideal for a

    Walter Swartz Gallo Realty ADK Inc

    37 Carriage Knolls Rd, Chestertown, NY 12817
  • /54

    $659,000

    • 5 Beds
    • 4 Baths
    • 2,594 Sq Ft

    123 Forest Lake Rd, Chestertown, NY 12817

    Charming and fully renovated, this private retreat sits on 3.43 serene acres and features a 3-bedroom, 3-bath main home with a finished basement, alongside a 2-bedroom, 1-bath guest house complete with a 3-car garage and a screened-in porch. The combined living space is approximately 4,000 square feet. Enjoy the tranquility of a secluded setting that's still close to amenities, making it ideal as

    Sara Hillis Schermerhorn Realty Group LLC

    123 Forest Lake Rd, Chestertown, NY 12817
  • /34

    $225,000

    • 2 Beds
    • 1 Bath
    • 1,160 Sq Ft

    60 Dixon Rd, Chestertown, NY 12817

    Beautiful setting with 3.45 cleared and mostly flat acres next to Crossroads store in Chestertown. Manufactured home (year-round) with added porches, 2-car garage, and several outbuildings. Drilled-well, septic system and 200-amp electric panel. 2-designated bedrooms with a 3rd flex room that could be a bedroom or overflow sleeping. less than a minute drive from exit 25 off I87 for easy access.

    Walter Swartz Gallo Realty ADK Inc

    60 Dixon Rd, Chestertown, NY 12817
  • /6

    $49,000

    • Land
    • 1.32 Acres
    • $37,121 per Acre

    14 Granite Ridge Rd, Chestertown, NY 12817

    Good price for your private Adirondack retreat. Small very private and wooded APA approved Subdivision of Adirondack Heights. Proposed home location is cleared - can still be changed. Green is all you can see. It is only a 10 minute drive to the Beach on Loon Lake or downtown Chestertown. On the way to the half hour trip to Gore Mountain for skiing - you pass the access to the Hudson River for

    Heidemarie Lane Big Hat Realty

    14 Granite Ridge Rd, Chestertown, NY 12817
  • /6

    $46,000

    • Land
    • 1.57 Acres
    • $29,299 per Acre

    8 Adirondack Heights Rd, Chestertown, NY 12817

    Situated in the heart of the Adirondack Park, this building lot is ideal for your year round homeor seasonal get-a way. Enjoy all the park has to offer, a few short miles to the Hudson river forcanoeing, kayaking, tubing and fishing and a quick 20 minute ride to Gore Mountain Ski area. Thearea offers numerous lakes and endless hiking trails. Located between the charming villages

    Norman Benjamin KW Platform

    8 Adirondack Heights Rd, Chestertown, NY 12817
  • /46

    $775,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,700 Sq Ft

    41 Moffitt Rd, Chestertown, NY 12817

    Built in 2023, custom-designed, gorgeous and meticulous home located on town maintained private dead-end road on 7.89 acres. Contemporary open-floor plan home with spacious rooms with quality construction from top to bottom. 3-4 bedrooms (including a large loft area). Kitchen quartz countertop. Huge master bedroom with walk-in closet and full bath.21/2 bathrooms, hardwood floors, gas

    Carol Monroe Najer Realty

    41 Moffitt Rd, Chestertown, NY 12817
  • /48

    $359,500 New Construction

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    71 Ferris Rd, Chestertown, NY 12817

    BRAND NEW 3bd/2bath manufactured home on a dead end road in Chestertown situated on a wooded 6.5+ acres. New well, septic, and lawn was just put in! Just completed and never lived in! Own a sparkling new year round home and don't worry about maintenance on anything for a very long time! Easy to show & even easier to fall in love with! Please remove shoes.

    Angie Mead Gallo Realty ADK Inc

    71 Ferris Rd, Chestertown, NY 12817

Home Trends in Chestertown, NY

Housing Trends

Median Sale Price
$310,000
Median Single Family Sale Price
$344,750
Median Townhouse Sale Price
$340,000
Median 2 Bedroom Sale Price
$195,000
Median 1 Bedroom Sale Price
$137,500
Average Price Per Sq Ft
$256
Number of Homes for Sale
5
Last 12 months Home Sales
15
Months of Supply
4.00
Median List Price
$325,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
35%
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