Chestertown, NY Homes for Sale with Acreage

/71
$359,000
- 3 Beds
- 1.5 Baths
- 1,080 Sq Ft
22 Shady Ln, Chestertown, NY 12817

Enjoy swimming, paddling, and fishing at the perfect Adirondack getaway with complete privacy, a cabin, a large deck, a shed, and 250’ of frontage on the Schroon River. The driveway meanders through the woods and arrives at a nice clearing, and the cabin is overlooking the river. The backdrop of mature white pine and hemlock trees provides beauty and privacy for the 1,080 sq. ft 3-bedroom,

Michael Fudzinski

22 Shady Ln, Chestertown, NY 12817
Explore Chestertown
/48
$362,500
- 2 Beds
- 2 Baths
- 1,118 Sq Ft
30 Kingsley Ln, Chestertown, NY 12817

Welcome to your Adirondack retreat! This charming 2-bedroom, 2-bath log home sits on 5 acres of privacy just minutes from Chestertown. Warm wood finishes, hardwood floors throughout, and a cozy wood stove create that true cabin feel! With central air to ensure year-round comfort. Finished basement w/ laundry room. Relax with friends and family on the wrap-around porch surrounded by nature.

Walter Swartz Gallo Realty ADK Inc

30 Kingsley Ln, Chestertown, NY 12817
/54
$499,900
- 5 Beds
- 3 Baths
- 2,025 Sq Ft
177 Forest Lake Rd, Chestertown, NY 12817

A rare chance to own your own Adirondack haven on 8.6 private acres with a serene pond! This 5-bedroom, 3-bath home offers a spacious, flexible layout with multiple gathering spaces, perfect for hosting or relaxing. Featuring a spacious kitchen with island and eating nook, a large formal dining room, and bright living room with wall of windows to soak up the sunlight and scenic views of the

Tess Baker Hunt ERA

177 Forest Lake Rd, 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
/12
$90,000
- Land
- 4.65 Acres
- $19,355 per Acre
115 Atateka Dr, Chestertown, NY 12817

GREAT DEAL! Fantastic location by lakes, skiing and rivers . Lot has been excavated partially cleared of tall trees and perk test done for septic. Winchip engineering 2022- Two wells. One original and other drilled. The original dug well is lined with stone well. Second well drilled. Three stone walls and stone fireplace remain Original foundation Minutes to Friends Lake, Minutes to Hudson

Kyle Bryce Bryce Real Estate Inc

115 Atateka Dr, Chestertown, NY 12817
/14
$69,000
- Land
- 3.25 Acres
- $21,231 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
/11
$105,000
- Land
- 10 Acres
- $10,500 per Acre
5127 New York 8, Chestertown, NY 12817

Escape to the heart of the Adirondack Mountains with this expansive 10-acre parcel — a perfect canvas for your dream home or vacation retreat. Just a short walk from the calm, clear waters of Loon Lake, this property offers peaceful seclusion alongside endless outdoor adventure. Enjoy 539 acres of pristine lake activities like swimming, boating, and fishing, plus nearby hiking trails, dining, and

Jaclyn Scott Crystal Coleman Realty LLC

5127 New York 8, Chestertown, NY 12817
/6
$49,000
- Land
- 1.57 Acres
- $31,210 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 Mtn Ski area. Thearea offers numerous lakes and endless hiking trails. Located between the charming villages ofWarrensburg and

Norman Benjamin KW Platform

8 Adirondack Heights Rd, Chestertown, NY 12817
/9
$199,000
- Land
- 4.00 Acres
- $49,750 per Acre
L10 New York 8, Chestertown, NY

4-acre undeveloped commercial land parcel in the hamlet of Chestertown. Between Dollar General, North Warren Central School, and North Warren Emergency Squad. Mix of cleared areas and wooded areas with a rolling slope. With approvals this property would be ideal for a business, apartments, offices, storage facility, and so much more. With frontage on Route 8 as well as Cougar Lane the access to

Walter Swartz Gallo Realty ADK Inc

L10 New York 8, Chestertown, NY
/2
$76,900
- Land
- 5 Acres
- $14,874 per Acre
0 Landon Hill Rd Unit KEY880970, Chestertown, NY 12817

Lovely lot on Landon hill road, more pics to come.

Jason Minch William Raveis-New York LLC

0 Landon Hill Rd Unit KEY880970, Chestertown, NY 12817
/2
$70,900
- Land
- 3.72 Acres
- $19,059 per Acre
0 Landon Hill Rd Unit KEY880968, Chestertown, NY 12817

Lovely lot on Landon Hill road, more photos to come.

Jason Minch William Raveis-New York LLC

0 Landon Hill Rd Unit KEY880968, Chestertown, NY 12817

New York Warren County Chestertown

Home Trends in Chestertown, NY

On average, homes in Chestertown, NY sell after 35 days on the market compared to the national average of 52 days. The median sale price for homes in Chestertown, NY over the last 12 months is $255,000, down 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$255,000

Median Single Family Sale Price

$282,500

Median Townhouse Sale Price

$335,000

Median 2 Bedroom Sale Price

$184,500

Median 1 Bedroom Sale Price

$135,000

Average Price Per Sq Ft

$206

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

4.60

Median List Price

$267,000

Median Change From 1st List Price

Median Home Sale Price YoY Change

-4%

How to Buy a Home How to Finance a Home How to Sell a Home

In Chestertown, there are currently 11 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Chestertown, NY offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Chestertown and discover the potential and freedom that comes with owning your own piece of property.

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