741 Listings
Sort

$13,500,000
319 Under Mountain Rd, Lenox, MA 01240
13,261 SqFt
7 Beds | 6 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$12,500,000
7 Prospect Hill Rd, Stockbridge, MA 01262
9,339 SqFt
5 Beds | 9 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$9,750,000
890 Bald Mountain Rd, Austerlitz, NY 12017
6,438 SqFt
15 Beds | 5 Baths
Listing Provided By Stone House Properties

$9,600,000
2080 S Undermountain Rd, Sheffield, MA 01257
5,850 SqFt
11 Beds | 6 Baths
Listing Provided By Elyse Harney Real Estate

$6,750,000
130 Taconic Rd, Salisbury, CT 06068
11,224 SqFt
5 Beds | 9 Baths
Listing Provided By Elyse Harney Real Estate

$5,900,000
24 & 30 Berkshire Heights Rd, Great Barrington, MA 01230
6,240 SqFt
4 Beds | 4 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$5,840,000
2 Kemble St, Lenox, MA 01240
9,556 SqFt
13 Beds | 14 Baths
Listing Provided By Stone House Properties

$5,500,000
350 Old Cheshire Rd, Lanesborough, MA 01237
-- SqFt
-- Beds | -- Baths
Listing Provided By Jan Perry Realty & Associates

$4,990,000
Virtual Tour
707 Stratford Rd, New Marlborough, MA 01230
7,331 SqFt
5 Beds | 7 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$4,950,000
Virtual Tour
6 Seekonk Cross Rd, Alford, MA 01230
7,000 SqFt
4 Beds | 6 Baths
Listing Provided By Landvest

$4,850,000
Virtual Tour
14 Easland Rd, West Stockbridge, MA 01266
5,728 SqFt
8 Beds | 8 Baths
Listing Provided By Berkshire Property Agents

$4,607,500
55 & 0 Maple Hill Rd, West Stockbridge, MA 01266
9,564 SqFt
6 Beds | 9 Baths
Listing Provided By Cohen & White Associates

$3,999,000
164 Peter Menaker Rd, New Marlborough, MA 01230
4,434 SqFt
5 Beds | 5 Baths
Listing Provided By Stone House Properties

$3,900,000
775 Williamstown Rd, Lanesborough, MA 01237
5,878 SqFt
12 Beds | 7 Baths
Listing Provided By Berkshire Business Properties

$3,750,000
0 Golf Course Rd, Copake, NY 12516
-- SqFt
-- Beds | -- Baths
Listing Provided By Berkshire Property Agents

$3,750,000
46 Bow Wow Rd, Egremont, MA 01230
12,589 SqFt
5 Beds | 6 Baths
Listing Provided By Jan Perry Realty & Associates

$3,750,000
410 Park St, Great Barrington, MA 01236
13,350 SqFt
2 Beds | 5 Baths
Listing Provided By Birch Properties

$3,500,000
51 Hall Hill Rd, Ancram, NY 12502
2,380 SqFt
3 Beds | 1 Bath
Listing Provided By William Pitt Sotheby's - Lenox

$3,500,000
Virtual Tour
14 Easland Rd, West Stockbridge, MA 01266
5,728 SqFt
8 Beds | 8 Baths
Listing Provided By Berkshire Property Agents

$3,445,000
10 Dublin Rd, Richmond, MA 01254
5,000 SqFt
4 Beds | 4 Baths
Listing Provided By Berkshire Hathaway Homeservices Barnbrook Realty

$3,295,000
414 Brewer Branch Rd, New Marlborough, MA 01244
4,015 SqFt
3 Beds | 3 Baths
Listing Provided By Stone House Properties

$3,000,000
Fenn Farm And Rear Cherry Rd, Stockbridge, MA 01262
-- SqFt
-- Beds | -- Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$2,800,000
184 Cudworth Rd, Worthington, MA 01098
14,241 SqFt
7 Beds | 9 Baths
Listing Provided By Non-Member: Reciprocal

$2,795,000
102 Sky Farm Rd, Copake, NY 12516
5,065 SqFt
3 Beds | 5 Baths
Listing Provided By Scot Cohen Realty

$2,750,000
Virtual Tour
123 Chestnut St, Williamstown, MA 01267
7,289 SqFt
4 Beds | 6 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$2,750,000
135 Main St, Lenox, MA 01240
8,688 SqFt
16 Beds | 17 Baths
Listing Provided By Stone House Properties

$2,750,000
130 Hurlburt Rd, Great Barrington, MA 01230
4,149 SqFt
4 Beds | 5 Baths
Listing Provided By Berkshire Hathaway Homeservices Barnbrook Realty

$2,595,000
1 Lahey Rd, Stockbridge, MA 01262
4,847 SqFt
5 Beds | 5 Baths
Listing Provided By Non-Member: Reciprocal

$2,495,000
739 Center Hill Rd, Copake, NY 12516
2,499 SqFt
4 Beds | 4 Baths
Listing Provided By Scot Cohen Realty

$2,400,000
21 Kalliste Hill, Great Barrington, MA 01230
2,900 SqFt
3 Beds | 3 Baths
Listing Provided By Wheeler & Taylor Realty Co.

$2,300,000
Virtual Tour
600 Bee Hill Rd, Williamstown, MA 01267
5,774 SqFt
5 Beds | 5 Baths
Listing Provided By Jan Perry Realty & Associates

$2,265,000
79 Reservoir Rd, Lenox, MA 01240
-- SqFt
-- Beds | -- Baths
Listing Provided By Stone House Properties

$2,250,000
6 Bidwell Rd, Monterey, MA 01245
6,217 SqFt
4 Beds | 4 Baths
Listing Provided By Cohen & White Associates

$2,200,000
165 Kemble St Unit 14, Lenox, MA 01240
1,685 SqFt
3 Beds | 3 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$1,999,900
Virtual Tour
13 Cliffwood St, Lenox, MA 01240
3,396 SqFt
4 Beds | 3 Baths
Listing Provided By William Pitt Sotheby's - Lenox

$1,995,000
281 Main St, Great Barrington, MA 01230
6,800 SqFt
8 Beds | 9 Baths
Listing Provided By Lance Vermeulen RE

$1,950,000
11 Thrushwood Ln, Great Barrington, MA 01230
4,248 SqFt
5 Beds | 4 Baths
Listing Provided By Berkshire Hathaway Homeservices Barnbrook Realty

$1,950,000
185 East Rd, Alford, MA 01230
4,600 SqFt
5 Beds | 2 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$1,900,000
21 Kalliste Hill, Great Barrington, MA 01230
2,900 SqFt
3 Beds | 3 Baths
Listing Provided By Wheeler & Taylor Realty Co.

$1,900,000
231 Hartsville-New Marlborough Rd, New Marlborough, MA 01230
2,584 SqFt
5 Beds | 3 Baths
Listing Provided By Berkshire Property Agents

$1,900,000
High Meadow Rd, Copake, NY 12516
-- SqFt
-- Beds | -- Baths
Listing Provided By Scot Cohen Realty

$1,895,000
9 Fairwynds Dr, Lenox, MA 01240
4,616 SqFt
4 Beds | 5 Baths
Listing Provided By Berkshire Hathaway Homeservices Barnbrook Realty

$1,895,000
9 Fairwynds Dr, Lenox, MA 01240
4,616 SqFt
4 Beds | 5 Baths
Listing Provided By Berkshire Hathaway Homeservices Barnbrook Realty

$1,875,000
Virtual Tour
777 West St, Pittsfield, MA 01201
6,845 SqFt
6 Beds | 6 Baths
Listing Provided By Stone House Properties

$1,850,000
12 Easland Rd, West Stockbridge, MA 01266
1,057 SqFt
2 Beds | 1 Bath
Listing Provided By Berkshire Property Agents

$1,849,000
750 Mallard Ln, Lee, MA 01238
5,000 SqFt
6 Beds | 7 Baths
Listing Provided By Berkshire Hathaway Homeservices Barnbrook Realty

$1,849,000
750 Mallard Ln, Lee, MA 01238
5,000 SqFt
6 Beds | 7 Baths
Listing Provided By Berkshire Hathaway Homeservices Barnbrook Realty

$1,795,000
47 Fairwynds Dr, Lenox, MA 01240
5,064 SqFt
5 Beds | 6 Baths
Listing Provided By Paula McLean Realtors Inc.

$1,795,000
47 Fairwynds Dr, Lenox, MA 01240
5,064 SqFt
5 Beds | 6 Baths
Listing Provided By Paula McLean Realtors Inc.

$1,749,999
383 Pitts Rd, Chatham, NY 12136
1,499 SqFt
3 Beds | 5 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$1,700,000
160 High St, Lee, MA 01238
6,385 SqFt
4 Beds | 5 Baths
Listing Provided By Www.Homezu.Com

$1,695,000
0 Mitchell St, Hillsdale, NY 12529
-- SqFt
-- Beds | -- Baths
Listing Provided By Berkshire Property Agents

$1,695,000
268 West Hill Rd, Austerlitz, NY 12017
3,400 SqFt
4 Beds | 6 Baths
Listing Provided By Stone House Properties

$1,650,000
79 Reservoir Rd, Lenox, MA 01240
-- SqFt
-- Beds | -- Baths
Listing Provided By Stone House Properties

$1,625,000
13191 Ny Route 22 Stop 27 --, Canaan, NY 12029
1,760 SqFt
2 Beds | 2 Baths
Listing Provided By Stone House Properties

$1,600,000
Ox Bow Rd, Egremont, MA 01230
-- SqFt
-- Beds | -- Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$1,500,000
3 Lakeside Ave, Monterey, MA 01245
1,420 SqFt
3 Beds | 2 Baths
Listing Provided By Berkshire Property Agents

$1,499,000
12 Castle Hill Rd, Stockbridge, MA 01262
3,224 SqFt
4 Beds | 4 Baths
Listing Provided By Berkshire Hathaway Homeservices Barnbrook Realty

$1,499,000
83 Blunt Rd, Egremont, MA 01230
5,000 SqFt
1 Bed | 3 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$1,495,000
20 Forest St, Lee, MA 01238
-- SqFt
-- Beds | -- Baths
Listing Provided By Roberts & Assoc. Realty

$1,495,000
65 Adsit Crosby Rd, New Marlborough, MA 01230
3,600 SqFt
3 Beds | 3 Baths
Listing Provided By Lance Vermeulen RE

$1,490,000
770 Williamstown Rd, Lanesborough, MA 01237
1,804 SqFt
3 Beds | 3 Baths
Listing Provided By Berkshire Business Properties

$1,470,000
560 Stockbridge Rd, Lee, MA 01238
4,695 SqFt
6 Beds | 9 Baths
Listing Provided By Cohen & White Associates

$1,450,000
7 Hawthorne Rd, Stockbridge, MA 01262
2,829 SqFt
4 Beds | 5 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$1,450,000
Virtual Tour
20 Ice Glen Rd, Stockbridge, MA 01262
4,300 SqFt
3 Beds | 3 Baths
Listing Provided By Landvest

$1,445,000
Virtual Tour
48 South St, Great Barrington, MA 01230
3,400 SqFt
5 Beds | 3 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$1,395,000
Virtual Tour
34 Sumner Mountain Rd, Shutesbury, MA 01072
4,542 SqFt
5 Beds | 4 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$1,385,000
797 State Rd, Richmond, MA 01254
5,325 SqFt
4 Beds | 7 Baths
Listing Provided By Roberts & Assoc. Realty

$1,375,000
900 West St, Pittsfield, MA 01201
3,565 SqFt
4 Beds | 4 Baths
Listing Provided By Stone House Properties

$1,345,900
Virtual Tour
593 Lakeway Dr, Pittsfield, MA 01201
3,043 SqFt
4 Beds | 3 Baths
Listing Provided By William Pitt Sotheby's - Lenox

$1,250,000
275 Dalton Division Rd, Dalton, MA 01226
4,179 SqFt
4 Beds | 5 Baths
Listing Provided By Berkshire Hathaway Homeservices Barnbrook Realty

$1,250,000
Virtual Tour
91 Brush Hill Rd, Great Barrington, MA 01230
2,108 SqFt
4 Beds | 3 Baths
Listing Provided By Berkshire Property Agents

$1,250,000
Virtual Tour
26 Shun Toll Rd, Egremont, MA 01252
2,040 SqFt
3 Beds | 3 Baths
Listing Provided By Berkshire Property Agents

$1,245,000
154 Cliffwood St, Lenox, MA 01240
2,881 SqFt
4 Beds | 4 Baths
Listing Provided By Stone House Properties

$1,200,000
State Route 82, Ancram, NY 12502
-- SqFt
-- Beds | -- Baths
Listing Provided By William Pitt Sotheby's - Lenox

$1,200,000
123 N Main St, Sandisfield, MA 01255
4,098 SqFt
5 Beds | 4 Baths
Listing Provided By Berkshire Hathaway Homeservices Barnbrook Realty

$1,200,000
Lot 9 St W Maple, Adams, MA 01220
-- SqFt
-- Beds | -- Baths
Listing Provided By Moresi Real Estate Partners

$1,195,000
200 3-B Old Stockbridge Rd, Stockbridge, MA 01262
2,650 SqFt
3 Beds | 4 Baths
Listing Provided By Lance Vermeulen RE

$1,195,000
200 Old Stockbridge Rd 3-B, Stockbridge, MA 01262
2,650 SqFt
3 Beds | 4 Baths
Listing Provided By Lance Vermeulen RE

$1,190,000
1249 Churchill St, Pittsfield, MA 01201
5,676 SqFt
4 Beds | 5 Baths
Listing Provided By Stone House Properties

$1,150,000
2437 N Pownal Rd, Pownal, VT 05261
2,572 SqFt
5 Beds | 1 Bath
Listing Provided By Harsch Associates

$1,100,000
592 North St, Pittsfield, MA 01201
-- SqFt
-- Beds | -- Baths
Listing Provided By Berkshire Dream Home

$1,100,000
141 Buckland Rd, Ashfield, MA 01330
24,200 SqFt
3 Beds | 3 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$1,050,000
825 Mallard Ln, Lee, MA 01238
3,400 SqFt
4 Beds | 5 Baths
Listing Provided By Berkshire Hathaway Homeservices Barnbrook Realty

$1,050,000
11 Melville Ct, Lenox, MA 01240
5,300 SqFt
5 Beds | 6 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$1,040,000
Virtual Tour
8 River Run --, Williamstown, MA 01267
2,037 SqFt
2 Beds | 3 Baths
Listing Provided By Streamline Communities

$1,025,000
241 Walker St Lot 6, Lenox, MA 01240
3,500 SqFt
5 Beds | 4 Baths
Listing Provided By Berkshire Hathaway Homeservices Barnbrook Realty

$1,025,000
241 Walker, #7 St, Lenox, MA 01240
3,500 SqFt
5 Beds | 4 Baths
Listing Provided By Berkshire Hathaway Homeservices Barnbrook Realty

$1,000,000
732 Pine Hill Rd, Russell, MA 01071
1,100 SqFt
3 Beds | 1 Bath
Listing Provided By G. Fuls Jr. Real Estate Co.

$1,000,000
732 Pine Hill Rd, Russell, MA 01071
-- SqFt
-- Beds | -- Baths
Listing Provided By G. Fuls Jr. Real Estate Co.

$999,000
Virtual Tour
10 Goodell Rd, Lanesborough, MA 01237
3,396 SqFt
4 Beds | 4 Baths
Listing Provided By Berkshire Real Estate

$999,000
407 Churchill St, Pittsfield, MA 01201
-- SqFt
-- Beds | -- Baths
Listing Provided By Berkshire Hathaway Homeservices Barnbrook Realty

$999,000
Virtual Tour
32 Pond Hill Rd, Goshen, MA 01032
1,112 SqFt
2 Beds | 2 Baths
Listing Provided By Berkshire County Realty

$995,000
Virtual Tour
3+5 Center St, West Stockbridge, MA 01266
2,178 SqFt
2 Beds | 5 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$995,000
44 Blue Hill Rd, Great Barrington, MA 01230
-- SqFt
-- Beds | -- Baths
Listing Provided By Lance Vermeulen RE

$995,000
60 Anthony St, Hillsdale, NY 12529
2,898 SqFt
6 Beds | 2 Baths
Listing Provided By Fairground Real Estate

$995,000
399 East St, Mt Washington, MA 01258
2,980 SqFt
3 Beds | 3 Baths
Listing Provided By Lance Vermeulen RE