Communities – Great Barrington

Great Barrington is the heart of southern Berkshire County. Both a summer resort and home to Ski Butternut, Great Barrington has plenty to do all year long. In 2012, Smithsonian magazine ranked Great Barrington #1 in its list of “The 20 Best Small Towns in America”. The town is also home to a vibrant farm-to-table restaurant scene and has also become a major arts and culture destination.

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80 Maple Ave, Great Barrington, Massachusetts 01230

Condominium For Sale

1Bedroom(s)
1Bathroom(s)
15Picture(s)
745Sqft
WITHIN WALKING DISTANCE TO TOWN CENTER, THIS SUNNY COMPACT UNIT OFFERS EASY BERKSHIRE LIVING. OPEN PLAN KITCHEN/DINING/LIVING, BEDROOM WITH SKYLIGHT & WALK IN CLOSET, AND FULL BATH. A PRETTY MOUNTAIN VIEW FROM YOUR FRONT WINDOWS! AFFORDABLE COUNTRY LIVING, A SHORT WALK TO RESTAURANTS , FARMER'S MARKET AND RETAIL SHOPS. MINUTES TO SKI AREA. COZY AND COMFORTABLE.
$159,000

54 River St, Great Barrington, Massachusetts 01230

Residential For Sale

7Bedroom(s)
4Bathroom(s)
12Picture(s)
3,266Sqft
Here's a rare opportunity to own a charming, well maintained riverfront investment property in one of the Berkshire's most sought after communities! Directly on the Housatonic River, 54 River Street comprises two one-bedroom and two two-bedroom apartments.
$799,000

54 River St, Great Barrington, Massachusetts 01230

Multifamily For Sale

7Bedroom(s)
4Bathroom(s)
12Picture(s)
3,266Sqft
Here's a rare opportunity to own a charming, well maintained riverfront investment property in one of the Berkshire's most sought after communities! Directly on the Housatonic River, 54 River Street comprises two one-bedroom and two two-bedroom apartments.
$799,000

307 Main St, Great Barrington, Massachusetts 01230

Commercial For Sale

6Parking(s)
18Picture(s)
6,195Sqft
Prime Great Barrington Main Street building, located opposite Railroad Street. Double bay window storefront with about 1,780 SF of net rentable area on ground floor, currently leased to the Calyx Cannabis Dispensary until 7/31/2025. Full basement that includes a 250 SF office and 2 half baths and generous very dry storage.
$1,490,000

13 Mountain Rd, Great Barrington, Massachusetts 01230

Residential For Sale

3Bedroom(s)
5Bathroom(s)
24Picture(s)
4,038Sqft
Perched on the mountain, this beautiful Contemporary home sits on a quiet private road, within the reach of Butternut Ski Area. Country cherry floors and plenty of light throughout. Open kitchen/ family room area, separate dining room. Mountain views from Living/ Dining and Master Bedroom. Two sided wood burning fireplace between family and living rooms. Wet bar in the family room.
$1,199,000

955 Main St, Great Barrington, Massachusetts 01230

Commercial For Sale

8Picture(s)
9,597Sqft
Prime commercial frontage on Great Barringtons South Main Street. This Large building has been actively run as retail, manufacturing and residential housing for many years. This property is a perfect spot for a live/work scenario or to produce income.
$995,000

409 Monterey Rd, Great Barrington, Massachusetts 01230

Land For Sale

7Picture(s)
4.71Acre
A great potential investment property. Build your own ''dream ski chalet''! 4.7 acres and 493 feet of road frontage on Monterey Rd. This property is walking distance to Butternut ski resort- Contains a gutted out (fire damaged) main house, and two outbuildings- restorative or new building potential. We have acquired new approved septic plans.
$210,000

119 Hollenbeck Ave, Great Barrington, Massachusetts 01230

Residential For Sale

3Bedroom(s)
1Bathroom(s)
2Parking(s)
9Picture(s)
1,031Sqft
Three bedroom, single level living ''on the Hill'' in Great Barrington. Half mile to Lake Mansfield Recreation Area with access to the beach and hiking trails. Half mile to town.
$395,000

18 Wyantenuck St, Great Barrington, Massachusetts 01230

Residential For Sale

4Bedroom(s)
1Bathroom(s)
3Parking(s)
13Picture(s)
1,022Sqft
Four bedroom, single level living in a wonderful, quiet, Housatonic neighborhood. Granite counter tops in the kitchen, electric fireplace in the living room, one car detached garage. 10 minutes to downtown Great Barrington. Open House Saturday, July 24th 10:00 - 12:00.
$339,000

19 Elm St, Great Barrington, Massachusetts 01230

Residential For Sale

7Bedroom(s)
3Bathroom(s)
2Parking(s)
38Picture(s)
4,646Sqft
A charming 1875 building in the middle of Great Barrington with endless potential for commercial, residential or live/work mixed use, offices, etc. Great visibility to anyone shopping, living or dining downtown, frontage on Elm Street, and the entrance to the Triplex parking lot with two parking spaces. Newer boiler and A/C on the first floor.
$525,000

76 Great Barrington Rd, West Stockbridge, Massachusetts 01266

Residential For Sale

2Bedroom(s)
2Bathroom(s)
28Picture(s)
1,984Sqft
Private and peaceful. Just a mile south of the Mass Pike and West Stockbridge town center, this 8+ acre property abuts protected state land leading to the Williams River. Generous road frontage. Large open field for gardening and wandering. Delightful trails through the woods.
$649,000

Monument Valley Rd, Great Barrington, Massachusetts 01230

Land For Sale

8Picture(s)
4.50Acre
Approximately 4.5 acres of estate property available with vast views of Beartown Mountain and Monument Mountain. This gently sloping property will contain over 400 ft of frontage on the eastern side of Monument Valley Rd.
$400,000
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