Communities – Sandisfield

The largest town, by square miles, in the Berkshires is also home to only 800 residents year-round. Adorned with spectacular landscapes, numerous old farm houses, and large parcels that are State owned or under conservation restriction, Sandisfield has become a haven for second home owners, as the population increases to 2,500 during the summer months. Home to the Sandisfield State Forest, the Farmington and Clam Rivers, Upper Spectacle Pond, West Lake and Yanner Park, Sandisfield is a destination for those seeking not only serenity but also abundant outdoor recreational activities.

Search new real estate in the Berkshire town of Sandisfield, MA. Discover a variety of curent listings, including stunning luxury homes, lakefront properties, and many more. Love what you see? Register with us to save your favorites, and receive updates when similar properties are listed. Contact us today to see any home below!

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40 Sandisfield Rd, Monterey, Massachusetts 01245

Residential For Sale

1Bedroom(s)
1Bathroom(s)
21Picture(s)
704Sqft
SWEET LITTLE COTTAGE WITH MEADOW AND MATURE TREES, LOCATED IN MONTEREY CLOSE TO LAKE GARFIELD, SKI SLOPES AND NUMEROUS HIKING TRAILS. THE COTTAGE HAS A NEW ROOF AND POTENTIAL FOR FURTHER EXPANSION. THE OUTBUILDING HAS POTENTIAL AS A STUDIO OR WORKSHOP. EXCELLENT PROXIMITY TO THE CENTER OF MONTEREY AND JUST 9 MILES TO CENTER OF GREAT BARRINGTON.
$299,000

325 Tamarack Trail, Sandisfield, Massachusetts 01255

Residential For Sale

4Bedroom(s)
3Bathroom(s)
34Picture(s)
2,373Sqft
4 BR/2.5 BR/ 2373 SF. STUNNING CONTEMPORARY HOME IN OTIS WOODLANDS. SITTING ON AN ACRE, INCLUDED IN THE SALE IS THE ABUTTING ONE ACRE LOT. PRIVATE AND SECLUDED WITH IN THE TREES, THIS HOME HAS ALL NEEDED MODERN CONVENIENCES. OPEN FLOOR PLAN LENDS TO EASY FLOW BETWEEN KITCHEN, LIVING ROOM AND DINING ROOM. KITCHEN HAS GRANITE COUNTERTOPS, NEW APPLIANCES AND PROFESSIONAL GRADE STOVE.
$799,900

307 Woodlands Way, Sandisfield, Massachusetts 01255

Residential For Sale

4Bedroom(s)
3Bathroom(s)
29Picture(s)
1,667Sqft
Enjoy leisure living in this 4 Bedroom 2 and 1/2 BathContemporary with cathedral ceilings and open floor plan. The association features lake, tennis, exercise room, community lodge.close to Berkshire Cultural and Recreational attractions.
$307,000

0 Sandisfield Rd, Sandisfield, Massachusetts 01255

Land For Sale

12Picture(s)
2.09Acre
READY TO BUILD! Cleared two acre lot with 4 bedroom septic and drilled well with pump and spigot installed. Good gravel driveway and underground electric at the house site. Utility building contains power and water supply. 10 miles to Great Barrington, 10 minutes to CT for shopping. All improvements installed after 2007. Sellers used as a drive in weekend retreat with their RV.
$94,500

0 Sandy Brook Turnpike, Sandisfield, Massachusetts 01255

Land For Sale

15Picture(s)
12.93Acre
Nearly 13 acres abutting a huge swath of hundreds of acres of state forest (or soon-to-be state forest).Pass through a grove of tall pine trees along the rough-cleared driveway, past colonial-era stone walls, to the partially cleared building site. The electric service is already installed underground back to the proposed building site saving you tens of thousands of dollars.
$159,000

14 Sandisfield Rd, Sandisfield, Massachusetts 01255

Residential For Sale

2Bedroom(s)
1Bathroom(s)
5Parking(s)
26Picture(s)
1,392Sqft
Charming bungalow in Sandisfield. Two level covered porch, metal roof, freshly painted and clean and neat! A great year round home or vacation get-a-way. Within a half hour of Westfield, Great Barrington, Winsted, Lee. Nearby lakes, skiing, trails, rivers and the finest cultural attractions available!Excellent school system!Title 5 is a Conditional Pass.
$178,000

5 Beech Plain Rd, Sandisfield, Massachusetts 01255

Residential For Sale

4Bedroom(s)
2Bathroom(s)
4Parking(s)
36Picture(s)
1,639Sqft
A COTTAGE, ON A RIVER, ON TWO BEAUTIFUL ACRES. The Elizur Graves Perry House, circa 1800-1830. A 19th century cottage, meadows, and over 200 feet of spectacular frontage on the Clam River, make this quaint 3-4 bedroom house the perfect Berkshire escape or full-time home.
$325,000

10 Jamie Ln, Sandisfield, Massachusetts 01255

Residential For Sale

3Bedroom(s)
3Bathroom(s)
36Picture(s)
3,064Sqft
Spacious shingle style home perfect for gatherings large or small. Wonderful open kitchen w/ ample counter space & large dining area. Tiled mudroom/entry area perfect for everyone's gear. Living room w/ stacked stone fireplace flows easily to kitchen, dining area & porch. Family room w/ outdoor access to the fire pit. First floor primary suite w/ balcony deck.
$679,000

0 West St, Sandisfield, Massachusetts 01255

Land For Sale

6Picture(s)
17.88Acre
COUNTRY LAND Nearly 18 beautiful acres with very long road frontage (1600+ feet). Close to Monterey village center (just 4 miles away) yet down a quiet country lane in nearby Sandisfield. Large marsh pond with glades and forest on all sides.
$89,000

Lot # 185 Tamarack Trail, Sandisfield, Massachusetts 01255

Land For Sale

15Picture(s)
1Acre
OTIS WOODLANDS BUILDING OPPORTUNITY CLOSE TO LAKE, POOL, TENNIS & MORE! Beautiful wooded building opportunity on a quiet road, in a private community.
$49,000

71 Hubbard Rd, Sandisfield, Massachusetts 01255

Residential For Sale

3Bedroom(s)
2Bathroom(s)
43Picture(s)
3,320Sqft
Beautiful & Privately Situated Home Abutting State Forest.ROAD'S END - a place to gather, a place to relax, a place to be. At the end of a country road, on over 13 acres of serene woodlands, you'll find the meaning of ''home''. Built by its original (and only) owners as a place for family and friends to come together, to eat, to reflect, to explore, and to celebrate.
$895,000

0 Lower West Street, Sandisfield, Massachusetts 01255

Land For Sale

13Picture(s)
45.50Acre
45 acres of open and forested land with some clearing completed. Rough driveway in place, beautiful trails and potential views. Relax by the Buck River. Frontage on two roads. Many possibilities, private residential setting, abundant wild life. Gentle plateaus bordered by stone wall.
$139,000
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