1114 Listings
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$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
$10,000,000
Address Not Disclosed, New Marlborough, MA 01259
8,623 SqFt
9 Beds | 12 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington
$9,950,000
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
4 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
$7,950,000
181 Golf Course Rd, Craryville, NY 12521
4,035 SqFt
7 Beds | 6 Baths
Listing Provided By Berkshire Property Agents
$6,900,000
390 Tamaridge Way, New Marlborough, MA 01259
5,890 SqFt
5 Beds | 7 Baths
Listing Provided By Helen Mullany Real Estate
$6,800,000
250 Long Pond Rd, Great Barrington, MA 01230
11,714 SqFt
7 Beds | 9 Baths
Listing Provided By Cohen & White Associates
$5,500,000
Virtual Tour
101 & 107 Yokun Ave, Lenox, MA 01240
11,748 SqFt
-- Beds | -- Baths
Listing Provided By Birch Properties
$5,485,000
2 Kemble St, Lenox, MA 01240
9,556 SqFt
-- Beds | -- Baths
Listing Provided By Stone House Properties
$5,250,000
369 Bullitt Rd, Ashfield, MA 01330
10,747 SqFt
6 Beds | 5 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington
$5,215,500
Homestead Farm 15 Ln, Millerton, NY 12546
-- SqFt
-- Beds | -- Baths
Listing Provided By Houlihan Lawrence
$4,999,000
49 Chanterwood Rd, Lee, MA 01238
6,000 SqFt
5 Beds | 7 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington
$4,950,000
19 W Alford Rd, West Stockbridge, MA 01266
7,045 SqFt
6 Beds | 6 Baths
Listing Provided By Cohen & White Associates
$4,900,000
350 Old Cheshire Rd, Lanesborough, MA 01237
12,225 SqFt
-- Beds | -- Baths
Listing Provided By The Kinderhook Group - Pittsfield
$4,899,000
23 Prospect Hill Rd, Stockbridge, MA 01262
8,200 SqFt
7 Beds | 7 Baths
Listing Provided By Compass Massachusetts
$4,700,000
67 Blunt Rd, Egremont, MA 01230
6,000 SqFt
-- Beds | -- Baths
Listing Provided By Wheeler & Taylor Realty Co.
$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
$4,500,000
Virtual Tour
6 Seekonk Cross Rd, Alford, MA 01230
7,000 SqFt
4 Beds | 6 Baths
Listing Provided By Landvest
$4,499,000
700 Cooper Hill Rd, Sheffield, MA 01257
2,452 SqFt
4 Beds | 5 Baths
Listing Provided By Elyse Harney Real Estate
$3,995,000
10 Richmond Mountain Rd, Lenox, MA 01240
21,017 SqFt
-- Beds | -- Baths
Listing Provided By The Kinderhook Group - Pittsfield
$3,985,000
2650 Swamp Rd, Richmond, MA 01254
6,022 SqFt
5 Beds | 7 Baths
Listing Provided By Helen Mullany Real Estate
$3,785,000
185 Keyes Hill Rd, New Marlborough, MA 01230
4,386 SqFt
7 Beds | 3 Baths
Listing Provided By Berkshire Property Agents
$3,750,000
0 Golf Course Rd, Copake, NY 12516
-- SqFt
-- Beds | -- Baths
Listing Provided By Berkshire Property Agents
$3,750,000
59 Shun Toll Rd, Egremont, MA 01252
5,145 SqFt
4 Beds | 3 Baths
Listing Provided By Berkshire Property Agents
$3,700,000
45 North St, Williamstown, MA 01267
19,744 SqFt
-- Beds | -- Baths
Listing Provided By 360berkshire Realty Group
$3,650,000
410 Park St, Great Barrington, MA 01230
13,350 SqFt
-- Beds | -- Baths
Listing Provided By Birch Properties
$3,650,000
410 Park St, Great Barrington, MA 01236
13,350 SqFt
2 Beds | 5 Baths
Listing Provided By Birch Properties
$3,600,000
10 Dublin Rd, Richmond, MA 01254
5,000 SqFt
4 Beds | 4 Baths
Listing Provided By Berkshire Hathaway Homeservices Barnbrook Realty
$3,500,000
1373 Boardman St, Sheffield, MA 01257
14,114 SqFt
4 Beds | 5 Baths
Listing Provided By Berkshire Property Agents
$3,500,000
146-156 North St, Pittsfield, MA 01201
17,150 SqFt
-- Beds | -- Baths
Listing Provided By Berkshire Hathaway Homeservices Barnbrook Realty
$3,485,000
46 Bow Wow Rd, Egremont, MA 01230
12,589 SqFt
5 Beds | 6 Baths
Listing Provided By Jan Perry Realty & Associates
$3,450,000
184a Cambridge Rd, Hillsdale, NY 12529
4,130 SqFt
5 Beds | 6 Baths
Listing Provided By Scot Cohen Realty
$3,350,000
84 B Undermountain Rd, Egremont, MA 01258
6,254 SqFt
5 Beds | 4 Baths
Listing Provided By Lance Vermeulen RE
$3,200,000
71 Blunt Rd, Egremont, MA 01230
5,479 SqFt
6 Beds | 5 Baths
Listing Provided By Wheeler & Taylor Realty Co.
$3,090,000
46 & 50 Castle St, Great Barrington, MA 01230
7,668 SqFt
-- Beds | -- Baths
Listing Provided By Berkshire Property Agents
$3,000,000
Fenn Farm And Rear Cherry Rd, Stockbridge, MA 01262
-- SqFt
-- Beds | -- Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington
$3,000,000
312 Kittle Rd, Hancock, MA 01237
4,972 SqFt
-- Beds | -- Baths
Listing Provided By Jan Perry Realty & Associates
$2,995,000
14 Easland Rd, West Stockbridge, MA 01266
6,255 SqFt
8 Beds | 8 Baths
Listing Provided By Lance Vermeulen RE
$2,950,000
115 Purple Mountain Pass --, Williamstown, MA 01267
8,992 SqFt
5 Beds | 8 Baths
Listing Provided By Alton & Westall Real Estate Agency
$2,950,000
1-1a George Canon Rd, Tyringham, MA 01264
4,952 SqFt
8 Beds | 4 Baths
Listing Provided By Helen Mullany Real Estate
$2,900,000
775 Williamstown Rd, Lanesborough, MA 01237
5,878 SqFt
11 Beds | 7 Baths
Listing Provided By Berkshire Business Properties
$2,900,000
1269 Clayton Mill River Rd, New Marlborough, MA 01230
2,976 SqFt
4 Beds | 4 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
776 Bancroft Rd, Becket, MA 01223
2,682 SqFt
4 Beds | 3 Baths
Listing Provided By Birch Properties
$2,750,000
292 White Hill Ln, Hillsdale, NY 12529
2,755 SqFt
2 Beds | 2 Baths
Listing Provided By Berkshire Property Agents
$2,749,999
45 Art School Rd, Monterey, MA 01245
6,096 SqFt
4 Beds | 5 Baths
Listing Provided By Lance Vermeulen RE
$2,700,000
112 Brush Hill Rd, Great Barrington, MA 01230
5,764 SqFt
5 Beds | 5 Baths
Listing Provided By Lance Vermeulen RE
$2,650,000
235 McCagg Rd, Kinderhook, NY 12130
6,800 SqFt
5 Beds | 6 Baths
Listing Provided By Houlihan Lawrence
$2,600,000
135 Main St, Lenox, MA 01240
8,722 SqFt
16 Beds | 17 Baths
Listing Provided By Stone House Properties
$2,595,000
1 Lahey Cross Rd, Stockbridge, MA 01262
4,847 SqFt
5 Beds | 5 Baths
Listing Provided By Non-Member: Reciprocal
$2,550,000
Virtual Tour
148 Stevens Lake Way, Monterey, MA 01245
4,941 SqFt
4 Beds | 5 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington
$2,499,000
813 East St, Lenox, MA 01240
6,578 SqFt
6 Beds | 7 Baths
Listing Provided By Piretti Real Estate
$2,450,000
Virtual Tour
15 Franklin St, Lenox, MA 01240
4,424 SqFt
-- Beds | 4 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington
$2,400,000
20 Keeler St, Pittsfield, MA 01201
228,611 SqFt
-- Beds | -- Baths
Listing Provided By Berkshire Dream Home
$2,375,000
66 White House Crossing Rd, Millerton, NY 12546
3,514 SqFt
4 Beds | 4 Baths
Listing Provided By Lance Vermeulen RE
$2,350,000
331 Rossiter Rd, Richmond, MA 01254
5,389 SqFt
6 Beds | 6 Baths
Listing Provided By Landvest
$2,300,000
4 Melville Ct, Lenox, MA 01240
3,907 SqFt
5 Beds | 5 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington
$2,300,000
Virtual Tour
15 Blossom Hill, Lenox, MA 01240
5,800 SqFt
6 Beds | 5 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington
$2,250,000
42 Catamount Resort Rd, Hillsdale, NY 12529
8,400 SqFt
-- Beds | -- Baths
Listing Provided By Preferred Country Properties
$2,200,000
139 East St, Lenox, MA 01240
3,692 SqFt
3 Beds | 4 Baths
Listing Provided By Stone House Properties
$2,195,000
37-39 Dresser Ave #1 & #2, Great Barrington, MA 01230
5,000 SqFt
6 Beds | 6 Baths
Listing Provided By Berkshire Property Agents
$2,095,000
Address Not Disclosed, Monterey, MA 01245
2,615 SqFt
4 Beds | 5 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington
$2,000,000
Hubbard Ave, Pittsfield, MA 01201
1,935,370 SqFt
-- Beds | -- Baths
Listing Provided By Berkshire Business Properties
$1,999,999
42 W Sheffield Rd, Great Barrington, MA 01230
7,000 SqFt
5 Beds | 3 Baths
Listing Provided By Berkshire Hathaway Homeservices Barnbrook Realty
$1,995,000
281 Main St, Great Barrington, MA 01230
6,800 SqFt
-- Beds | -- Baths
Listing Provided By Lance Vermeulen RE
$1,995,000
Virtual Tour
600 Bee Hill Rd, Williamstown, MA 01267
5,774 SqFt
5 Beds | 5 Baths
Listing Provided By William Pitt Sotheby's - Lenox
$1,995,000
25 Townhouse Hill Rd, Egremont, MA 01230
3,780 SqFt
3 Beds | 3 Baths
Listing Provided By Lance Vermeulen RE
$1,925,000
123 Cemetery Rd, New Lebanon, NY 12125
3,648 SqFt
4 Beds | 4 Baths
Listing Provided By William Pitt Sotheby's - Lenox
$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
$1,900,000
2480 Green River Rd, Williamstown, MA 01267
-- SqFt
-- Beds | 2 Baths
Listing Provided By Burnham Gold Real Estate
$1,850,000
1097 Us-20, New Lebanon, NY 12125
7,000 SqFt
-- Beds | -- Baths
Listing Provided By Berkshire Hathaway Homeservices Barnbrook Realty
$1,800,000
881-885 Holmes Rd, Pittsfield, MA 01201
4,312 SqFt
-- Beds | -- Baths
Listing Provided By Bishop West Real Estate
$1,795,000
49a High Meadow Rd, Copake, NY 12516
4,100 SqFt
-- Beds | 1 Bath
Listing Provided By Scot Cohen Realty
$1,700,000
327 River Rd, Florida, MA 01247
2,344 SqFt
4 Beds | 2 Baths
Listing Provided By Keller Williams
$1,695,000
0 Mitchell St, Hillsdale, NY 12529
-- SqFt
-- Beds | -- Baths
Listing Provided By Berkshire Property Agents
$1,690,000
20 & 21 Birch Hill Rd, West Stockbridge, MA 01266
2,540 SqFt
4 Beds | 3 Baths
Listing Provided By Cohen & White Associates
$1,675,000
Virtual Tour
518 Main St, Great Barrington, MA 01230
7,132 SqFt
11 Beds | 12 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington
$1,650,000
47 Fairwynds Dr, Lenox, MA 01240
5,064 SqFt
5 Beds | 6 Baths
Listing Provided By Paula McLean Realtors Inc.
$1,600,000
Ox Bow Rd, Egremont, MA 01230
-- SqFt
-- Beds | -- Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington
$1,600,000
2050 County Rte 5 Rd, Canaan, NY 12029
2,800 SqFt
3 Beds | 4 Baths
Listing Provided By Stone House Properties
$1,595,088
750 Mallard Ln, Lee, MA 01238
5,000 SqFt
6 Beds | 7 Baths
Listing Provided By Berkshire Hathaway Homeservices Barnbrook Realty
$1,595,000
89 & 94 89 Dunmore Ct, Lenox, MA 01240
5,736 SqFt
5 Beds | 4 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington
$1,595,000
960 South Undermountain Rd, Sheffield, MA 01257
2,289 SqFt
3 Beds | 3 Baths
Listing Provided By Elyse Harney Real Estate
$1,595,000
777 West St, Pittsfield, MA 01201
6,845 SqFt
6 Beds | 6 Baths
Listing Provided By Stone House Properties
$1,590,000
0 Berkshire Trail A/K/A Route 9, Cummington, MA 01026
-- SqFt
-- Beds | -- Baths
Listing Provided By All Seasons Realty Group
$1,575,000
37 Dresser Ave Unit #2, Great Barrington, MA 01230
2,910 SqFt
3 Beds | 3 Baths
Listing Provided By Berkshire Property Agents
$1,550,000
44 Main St, Stockbridge, MA 01262
8,770 SqFt
-- Beds | -- Baths
Listing Provided By Stone House Properties
$1,500,000
274-328 Jackson Cross Rd, Pownal, VT 05261
-- SqFt
-- Beds | 1 Bath
Listing Provided By Harsch Associates
$1,500,000
Lot #144 Eastbrook Ln, Pittsfield, MA 01201
3,100 SqFt
4 Beds | 3 Baths
Listing Provided By Bishop West Real Estate
$1,500,000
L1 Fog Hill Rd, Austerlitz, NY 12017
-- SqFt
-- Beds | -- Baths
Listing Provided By Gilcrest Properties
$1,499,000
14 Pinecrest Hill Rd, Egremont, MA 01258
4,060 SqFt
5 Beds | 6 Baths
Listing Provided By Berkshire Hathaway Homeservices Barnbrook Realty
$1,495,000
Virtual Tour
302 & 302a Egremont Plain Rd, Egremont, MA 01230
4,846 SqFt
4 Beds | 4 Baths
Listing Provided By Alden Country Real Estate Services
$1,495,000
38 Catamount Rd, Hillsdale, NY 12529
5,488 SqFt
-- Beds | 9 Baths
Listing Provided By Preferred Country Properties
$1,495,000
51 Craryville Rd, Craryville, NY 12521
2,758 SqFt
3 Beds | 3 Baths
Listing Provided By Houlihan Lawrence
