1089 Listings
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$6,850,000
77 Seekonk Cross Rd, Great Barrington, MA 01230
3,474 SqFt
5 Beds | 4 Baths
Listing Provided By William Pitt Sotheby's - Salisbury

$5,995,000
390 Tamaridge Rd, New Marlborough, MA 01259
5,890 SqFt
5 Beds | 7 Baths
Listing Provided By Helen Mullany Real Estate

$5,900,000
279 Granville Rd, North Granby, CT 06060
6,738 SqFt
5 Beds | 5 Baths
Listing Provided By Cohen & White Associates

$5,900,000
Virtual Tour
25 Sheffield Rd, Egremont, MA 01230
9,748 SqFt
11 Beds | 10 Baths
Listing Provided By Elyse Harney Real Estate

$5,775,000
Address Not Disclosed, Alford, MA 01266
9,400 SqFt
5 Beds | 8 Baths
Listing Provided By Elyse Harney Real Estate

$5,500,000
114 Downs Rd, New Marlborough, MA 01230
5,500 SqFt
5 Beds | 6 Baths
Listing Provided By Lance Vermeulen RE

$5,499,500
140 Hancock Rd, Pittsfield, MA 01201
6,986 SqFt
8 Beds | 7 Baths
Listing Provided By Stone House Properties

$5,250,000
381 Egremont Rd, Sheffield, MA 01257
5,000 SqFt
4 Beds | 3 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$4,999,999
14 Sullivan Rd, Sandisfield, MA 01255
3,000 SqFt
3 Beds | 6 Baths
Listing Provided By Berkshire Hathaway Homeservices Barnbrook Realty

$4,985,000
2 Kemble St, Lenox, MA 01240
9,556 SqFt
13 Beds | 14 Baths
Listing Provided By Stone House Properties

$4,600,000
153 County Road 6 --, Germantown, NY 12526
4,300 SqFt
5 Beds | 5 Baths
Listing Provided By Four Seasons Sotheby's International Realty

$4,290,000
113 Brush Hill Rd, Great Barrington, MA 01230
5,800 SqFt
4 Beds | 5 Baths
Listing Provided By Cohen & White Associates

$4,200,000
Virtual Tour
662 Brewer Hill Rd, New Marlborough, MA 01244
6,915 SqFt
5 Beds | 7 Baths
Listing Provided By Lance Vermeulen RE

$3,995,000
615 Laurel St, Lee, MA 01238
11,945 SqFt
15 Beds | 17 Baths
Listing Provided By East Coast Inn Brokers

$3,975,000
49 Sunset Cir, Germantown, NY 12526
1,900 SqFt
2 Beds | 3 Baths
Listing Provided By Four Seasons Sotheby's International Realty

$3,829,680
Virtual Tour
21 Downing III, Pittsfield, MA 01201
70,920 SqFt
-- Beds | -- Baths
Listing Provided By Bishop West Real Estate

$3,785,000
185 Keyes Hill Rd, New Marlborough, MA 01230
4,386 SqFt
7 Beds | 3 Baths
Listing Provided By Compass Massachusetts

$3,750,000
116 Brush Hill Rd, Great Barrington, MA 01230
5,300 SqFt
4 Beds | 5 Baths
Listing Provided By Lance Vermeulen RE

$3,495,000
685 S Egremont Rd, Great Barrington, MA 01230
12,207 SqFt
2 Beds | 2 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$3,490,000
350 Old Cheshire Rd, Lanesborough, MA 01237
12,225 SqFt
-- Beds | -- Baths
Listing Provided By The Kinderhook Group - Pittsfield

$3,350,000
32 Oxbow Rd, Egremont, MA 01230
5,667 SqFt
5 Beds | 7 Baths
Listing Provided By Compass Massachusetts

$3,250,000
232 Giberson Rd, Sheffield, MA 01257
3,459 SqFt
4 Beds | 4 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$3,250,000
146-156 North St, Pittsfield, MA 01201
49,600 SqFt
-- Beds | -- Baths
Listing Provided By Berkshire Hathaway Homeservices Barnbrook Realty

$3,150,000
56 Crooked Hill Rd, Alford, MA 01230
5,238 SqFt
5 Beds | 5 Baths
Listing Provided By William Pitt Sotheby's - Lenox

$2,999,000
470 Harrington Dr, Austerlitz, NY 12017
3,000 SqFt
5 Beds | 5 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$2,995,000
258 Sandisfield Rd, New Marlborough, MA 01230
5,508 SqFt
5 Beds | 8 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$2,995,000
813 East St, Lenox, MA 01240
6,578 SqFt
7 Beds | 9 Baths
Listing Provided By Piretti Real Estate

$2,975,000
19 Mill Rd, Egremont, MA 01258
3,940 SqFt
5 Beds | 6 Baths
Listing Provided By Housatonic Real Estate

$2,975,000
19 Mill Rd, Egremont, MA 01230
n/a SqFt
-- Beds | -- Baths
Listing Provided By Housatonic Real Estate

$2,950,000
180 W Center Rd, West Stockbridge, MA 01266
4,468 SqFt
5 Beds | 5 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$2,750,000
300 Alcott Rd, Great Barrington, MA 01230
7,008 SqFt
7 Beds | 6 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$2,500,000
1373 Boardman St, Sheffield, MA 01257
3,100 SqFt
4 Beds | 5 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$2,500,000
Iron Hill Rd, Austerlitz, NY 12017
n/a SqFt
-- Beds | -- Baths
Listing Provided By Stone House Properties

$2,500,000
0 Stanley Dr, Great Barrington, MA 01230
n/a SqFt
-- Beds | -- Baths
Listing Provided By Lance Vermeulen RE

$2,495,000
84 B Undermountain Rd, Egremont, MA 01258
6,254 SqFt
5 Beds | 4 Baths
Listing Provided By Lance Vermeulen RE

$2,475,000
49 Sky Top Rd, Copake, NY 12516
3,886 SqFt
4 Beds | 3 Baths
Listing Provided By Four Seasons Sotheby's International Realty

$2,470,000
490 Main St, Great Barrington, MA 01230
13,656 SqFt
-- Beds | -- Baths
Listing Provided By Lance Vermeulen RE

$2,450,000
292 White Hill Ln, Hillsdale, NY 12529
2,755 SqFt
2 Beds | 2 Baths
Listing Provided By Compass Massachusetts

$2,450,000
35 Stratford Rd, New Marlborough, MA 01259
3,752 SqFt
3 Beds | 3 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$2,450,000
2525 County Rte 5 --, New Lebanon, NY 12125
4,490 SqFt
5 Beds | 4 Baths
Listing Provided By Stone House Properties

$2,450,000
771 West Rd, Sheffield, MA 01257
5,219 SqFt
6 Beds | 9 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$2,400,000
200 Easthampton Rd, Westhampton, MA 01027
2,270 SqFt
2 Beds | 6 Baths
Listing Provided By Steepleview Realty - Adams Branch

$2,399,990
Virtual Tour
141 Stevens Lake Way, Monterey, MA 01245
6,000 SqFt
6 Beds | 6 Baths
Listing Provided By Nocher Realty

$2,375,000
Virtual Tour
173 Hillsdale Rd, Egremont, MA 01258
4,842 SqFt
5 Beds | 5 Baths
Listing Provided By Exp Realty

$2,295,000
246 County Rd, Sheffield, MA 01257
3,150 SqFt
4 Beds | 4 Baths
Listing Provided By Compass Massachusetts

$2,250,000
8 Yale Hill Rd, Stockbridge, MA 01262
2,738 SqFt
4 Beds | 4 Baths
Listing Provided By Helen Mullany Real Estate

$2,250,000
Virtual Tour
293 Sandisfield Rd, New Marlborough, MA 01230
9,575 SqFt
4 Beds | 5 Baths
Listing Provided By Compass Massachusetts

$2,250,000
1030 West St, Pittsfield, MA 01201
5,477 SqFt
5 Beds | 6 Baths
Listing Provided By Compass Massachusetts

$2,250,000
802 State Rd, Richmond, MA 01254
6,000 SqFt
-- Beds | -- Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$2,200,000
20 Keeler St, Pittsfield, MA 01201
228,611 SqFt
-- Beds | -- Baths
Listing Provided By Lamacchia Realty

$2,200,000
26 Stonebridge Way, Tyringham, MA 01264
n/a SqFt
-- Beds | -- Baths
Listing Provided By Stone House Properties

$2,200,000
111 Park St, Williamstown, MA 01267
4,840 SqFt
5 Beds | 4 Baths
Listing Provided By Alton & Westall Real Estate Agency

$2,200,000
Virtual Tour
20 E Dugway Rd, Lenox, MA 01240
4,301 SqFt
5 Beds | 5 Baths
Listing Provided By Lamacchia Realty

$2,170,000
290 Cole Ave, Williamstown, MA 01267
19,395 SqFt
-- Beds | -- Baths
Listing Provided By Non-Member / Reciprocal

$2,150,000
1488 State Rd, Richmond, MA 01254
4,098 SqFt
4 Beds | 5 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$2,130,000
140 Blythewood Dr, Pittsfield, MA 01201
3,850 SqFt
3 Beds | 4 Baths
Listing Provided By Lamacchia Realty

$2,100,000
123 Bock Way, New Marlborough, MA 01230
3,000 SqFt
6 Beds | 3 Baths
Listing Provided By Berkshire Hathaway Homeservices Barnbrook Realty

$2,100,000
Virtual Tour
1 Devon Rd, Stockbridge, MA 01262
4,952 SqFt
6 Beds | 6 Baths
Listing Provided By Signature Associates

$2,100,000
137 North St, Pittsfield, MA 01201
26,000 SqFt
-- Beds | 9 Baths
Listing Provided By Berkshire Hathaway Homeservices Barnbrook Realty

$2,100,000
Homestead Farm 15 Ln, Millerton, NY 12546
n/a SqFt
-- Beds | -- Baths
Listing Provided By Houlihan Lawrence

$2,000,000
Hubbard Ave, Pittsfield, MA 01201
1,935,370 SqFt
-- Beds | -- Baths
Listing Provided By Berkshire Business Properties

$1,999,000
71 Blunt Rd, Egremont, MA 01230
4,850 SqFt
6 Beds | 6 Baths
Listing Provided By Gilcrest Properties

$1,995,000
87 Alford Rd, Great Barrington, MA 01230
2,990 SqFt
3 Beds | 2 Baths
Listing Provided By Lance Vermeulen RE

$1,995,000
350 Old Cheshire Rd, Lanesborough, MA 01224
12,225 SqFt
5 Beds | 2 Baths
Listing Provided By The Kinderhook Group - Pittsfield

$1,995,000
14 Pine St, Stockbridge, MA 01262
10,507 SqFt
-- Beds | -- Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$1,950,000
112 W 114 St Whousatonic, Pittsfield, MA 01201
3,500 SqFt
-- Beds | -- Baths
Listing Provided By Berkshire Real Estate

$1,950,000
123 Chestnut St, Williamstown, MA 01267
7,289 SqFt
4 Beds | 7 Baths
Listing Provided By Burnham Gold Real Estate

$1,890,000
Virtual Tour
248 East Rd, Alford, MA 01266
6,000 SqFt
5 Beds | 5 Baths
Listing Provided By Berkshire Hathaway Homeservices Barnbrook Realty

$1,890,000
775 Williamstown Rd, Lanesborough, MA 01237
5,878 SqFt
11 Beds | 7 Baths
Listing Provided By Berkshire Business Properties

$1,880,000
105 Norton Rd, Canaan, NY 12029
1,443 SqFt
4 Beds | 1 Bath
Listing Provided By Stone House Properties

$1,880,000
Virtual Tour
17 East St, Stockbridge, MA 01262
5,469 SqFt
4 Beds | 3 Baths
Listing Provided By Birch Properties

$1,875,000
5 Easland Rd, West Stockbridge, MA 01266
3,225 SqFt
5 Beds | 6 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$1,850,000
Virtual Tour
765 Canaan Rd, Richmond, MA 01254
5,620 SqFt
4 Beds | 5 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$1,824,675
Virtual Tour
42 Seekonk Rd, Great Barrington, MA 01230
4,968 SqFt
4 Beds | 4 Baths
Listing Provided By Berkshire Hathaway Homeservices Barnbrook Realty

$1,800,000
Virtual Tour
593 Lakeway Dr, Pittsfield, MA 01201
3,043 SqFt
4 Beds | 3 Baths
Listing Provided By Mockingbird Real Estate

$1,800,000
307 Stanley Rd, Otis, MA 01253
3,768 SqFt
5 Beds | 4 Baths
Listing Provided By Berkshire Hathaway Homeservices Realty Professionals Otis

$1,795,000
24 Baldwin Hill E/W Rd E, Egremont, MA 01230
2,686 SqFt
4 Beds | 3 Baths
Listing Provided By Helen Mullany Real Estate

$1,795,000
155 Edwards Rd, Westhampton, MA 01027
4,341 SqFt
5 Beds | 4 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$1,795,000
Virtual Tour
21 Stockbridge Rd, West Stockbridge, MA 01266
3,905 SqFt
6 Beds | 4 Baths
Listing Provided By Alden Country Real Estate Services

$1,790,000
Virtual Tour
76 Lenox Rd, West Stockbridge, MA 01266
5,115 SqFt
6 Beds | 7 Baths
Listing Provided By William Pitt Sotheby's - Lenox

$1,785,000
206 Hillsdale Rd, Egremont, MA 01258
4,632 SqFt
5 Beds | 5 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$1,750,000
20 Lakeside Ter, Monterey, MA 01245
2,300 SqFt
4 Beds | 3 Baths
Listing Provided By Lance Vermeulen RE

$1,750,000
978 Clayton Mill River Rd, New Marlborough, MA 01259
5,000 SqFt
4 Beds | 5 Baths
Listing Provided By Lance Vermeulen RE

$1,750,000
360 Brush Hill Rd, Sheffield, MA 01257
4,853 SqFt
4 Beds | 4 Baths
Listing Provided By Lance Vermeulen RE

$1,750,000
351 Adsit Crosby Rd, New Marlborough, MA 01244
3,611 SqFt
4 Beds | 5 Baths
Listing Provided By Lance Vermeulen RE

$1,750,000
Virtual Tour
353 State Rd, Great Barrington, MA 01230
2,808 SqFt
5 Beds | 3 Baths
Listing Provided By Compass Massachusetts

$1,750,000
200 Elm St, Pittsfield, MA 01201
8,240 SqFt
-- Beds | -- Baths
Listing Provided By Lance Vermeulen RE

$1,725,000
95 Devon Rd, Lee, MA 01238
3,542 SqFt
4 Beds | 4 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$1,695,000
Virtual Tour
9 East Mountain Rd, Great Barrington, MA 01230
3,305 SqFt
4 Beds | 4 Baths
Listing Provided By Compass Massachusetts

$1,695,000
Mitchell St, Hillsdale, NY 12529
n/a SqFt
-- Beds | -- Baths
Listing Provided By Compass Massachusetts

$1,695,000
4 Thrushwood Ln, Great Barrington, MA 01230
4,200 SqFt
5 Beds | 4 Baths
Listing Provided By William Pitt Sotheby's - Gt Barrington

$1,675,000
29 Main St, West Stockbridge, MA 01266
8,881 SqFt
12 Beds | 7 Baths
Listing Provided By Housatonic Real Estate

$1,650,000
38 Taconic Ave, Lenox, MA 01240
4,049 SqFt
4 Beds | 3 Baths
Listing Provided By Roberts & Assoc. Realty

$1,600,000
19 Pine Grove Ridge, Otis, MA 01253
1,968 SqFt
3 Beds | 4 Baths
Listing Provided By Coldwell Banker Realty

$1,590,000
518 Main St, Great Barrington, MA 01230
8,134 SqFt
11 Beds | 13 Baths
Listing Provided By The Kinderhook Group - Pittsfield

$1,590,000
469 Fairview Ave, Hudson, NY 12534
5,340 SqFt
-- Beds | -- Baths
Listing Provided By Gilcrest Properties

$1,550,000
15 Bridge St, Great Barrington, MA 01230
9,696 SqFt
-- Beds | -- Baths
Listing Provided By Berkshire Hathaway Homeservices Barnbrook Realty

$1,550,000
Virtual Tour
653 Hartsville-New Marlborough Rd, New Marlborough, MA 01244
3,683 SqFt
4 Beds | 4 Baths
Listing Provided By Compass Massachusetts