Skip to main content

Chestertown Real Estate in the Adirondacks

Chestertown is a charming community located in the Southern Adirondacks, an easy drive to Lake George NY and Gore Mountain in North Creek. Founded in 1799, the historic district here was added to the National Register of Historic Places in 1977. There are many new builds in addition to colonial and victorian homes.

Page 1 of 3
Chestertown, NY 12817

0 Bed , Bath ... THIS IS VACANT LAND!! Mostly flat with 1900' frontage along Adirondack Northway [I-87]. Immediately at Exit 25. Sandy soil for large septic... Listing Details

$2,400,000

Active
0 Bed
30.13 Acres

Listing by:
Chestertown, NY 12817

5 Bed , 2 full Bath ... Experience rustic charm and modern comfort in this beautifully renovated farmhouse with 173 feet of direct lakefront and a private beach. Ideal... Listing Details

$799,900

Active
5 Bed
2 full Bath
1,768 sq. ft.
0.98 Acres

Listing by:
Chestertown, NY 12817

0 Bed , Bath ... 2,200 feet of frontage along the Upper Hudson River, a wild, whitewater backcountry river, and immediate access to nearly 1,600 acres of... Listing Details

$699,900

Active
0 Bed
337.00 Acres

Listing by:
Chestertown, NY 12817

3 Bed , 1 full Bath ... ***OPEN HOUSE: SUNDAY JUNE 8th 1-4PM!*** Step within this Adirondack 4-Season home in the highly desired Chester Shores Community on Loon Lake,... Listing Details

$674,900

Active
3 Bed
1 full Bath
1,800 sq. ft.
0.49 Acres

Listing by:
Chestertown, NY 12817

3 Bed , 1 full Bath ... ADORABLE!!! ADORABLE!!! ADORABLE!!! Totally renovated, lakeside, seasonal cottage with deeded docking and shared beach on private Friends Lake. Located on the East Shore... Listing Details

$499,900

Active
3 Bed
1 full Bath
798 sq. ft.
0.12 Acres

Listing by:
Chestertown, NY 12817

0 Bed , Bath ... The Panther Mountain Inn in Chestertown, NY is a turnkey year-round restaurant/tavern with a 14-room hotel (currently in full operation) and a... Listing Details

$499,900

Active
0 Bed
5,794 sq. ft.
0.72 Acres

Listing by:
Chestertown, NY 12817

3 Bed , 2 full Bath ... Escape to your own hideaway with this charming 3bed, 2bath retreat nestled on nearly 4 acres. Perfectly situated for year-round adventure, this... Listing Details

$374,900

Pending
3 Bed
2 full Bath
1,196 sq. ft.
3.76 Acres

Listing by:
Chestertown, NY 12817

3 Bed , 1 full Bath ... This is the ideal getaway to relax and take in the sights and smells of the Adirondacks.This Circa 1900 Farmhouse and Barn... Listing Details

$369,900

Active
3 Bed
1 full Bath
1,651 sq. ft.
1.04 Acres

Listing by:
Chestertown, NY 12817

5 Bed , 2 full Bath ... Raised Ranch with d log siding situated on .86 of an acre. Beach access on beautiful Friends Lake at ''Murphy Beach''. The... Listing Details

$350,000

Pending
5 Bed
2 full Bath
1,166 sq. ft.
0.86 Acres

Listing by:
Chestertown, NY 12817

3 Bed , 1 full Bath ... Charming Friends Lake Retreat with Lake Rights & Docking! Tucked away on a quiet street, this 3-bedroom, 1-bath home offers 1,152 sq... Listing Details

$339,000

Active
3 Bed
1 full Bath
1,152 sq. ft.
0.57 Acres

Listing by:
Chestertown, NY 12817

0 Bed , Bath ... This is a fantastic opportunity to own your own patch of beautiful Adirondack woods, nearly 166 acres, complete with a perennial stream,... Listing Details

$329,900

Active
0 Bed
165.92 Acres

Listing by:
Chestertown, NY 12817

0 Bed , Bath ... North Country Eatery - Tired of working for someone else? Be your own boss! Great opportunity to own your well established eatery... Listing Details

$299,000

Active
0 Bed
0.52 Acres

Listing by:
Chestertown, NY 12885

0 Bed , Bath ... This 5.23-acre parcel with 249ft of lake frontage offers a rare opportunity to build your dream lakefront retreat on tranquil Tripp Lake.... Listing Details

$275,000

Active
0 Bed
5.23 Acres

Listing by:
Chestertown, NY 12817

1 Bed , 1 full Bath ... Currently being used as offices. Could be converted to a single family. Kitchen is upstairs - kitchenette downstairs. Charming building with lots... Listing Details

$245,900

Pending
1 Bed
1 full Bath
1,500 sq. ft.
0.29 Acres

Listing by:
Chestertown, NY 12817

0 Bed , Bath ... Full kitchen upstairs, kitchenette on first floor. Office space upstairs or owner occupied business. First floor has 2 offices. Renovated, plenty of... Listing Details

$245,900

Pending
0 Bed
0.29 Acres

Listing by:
Chestertown, NY 12817

2 Bed , 2 full Bath ... This is a Multi-family 3-unit rental in the heart of Chestertown! Walking distance to everything in town- shops, restaurants, etc. Main level... Listing Details

$235,000

Active
2 Bed
2 full Bath
1,927 sq. ft.
0.15 Acres

Listing by:
Chestertown, NY 12817

3 Bed , 1 full Bath ... Classic 3 season camp on the scenic Schroon River. This camp has been the seasonal get-a-way from the same family since1976. The... Listing Details

$225,000

Active
3 Bed
1 full Bath
920 sq. ft.
0.36 Acres

Listing by:
Chestertown, NY 12817

0 Bed , Bath ... 4-acre undeveloped commercial land parcel in the hamlet of Chestertown. Between Dollar General, North Warren Central School, and North Warren Emergency Squad.... Listing Details

$199,000

Active
0 Bed
4.00 Acres

Listing by:
Chestertown, NY 12817

1 Bed , 1 full Bath ... This is a Multi-family 2-unit rental in the heart of Chestertown! Walking distance to everything in town- shops, restaurants, etc. Main level... Listing Details

$199,000

Active
1 Bed
1 full Bath
3,222 sq. ft.
0.09 Acres

Listing by:
Chestertown, NY 12817

2 Bed , 1 full Bath ... This condominium has deck with partial lake view and is a member of the Green Mansions Tennis and Swim Club which includes... Listing Details

$189,000

Active
2 Bed
1 full Bath
928 sq. ft.
0.01 Acres

Listing by:
Page 1 of 3
Did we miss one? Did one of these places close? Send us a note!