Berkshire County MA Homes for Sale

/14
$179,000
- Land
- 2.5 Acres
- $71,600 per Acre
0 River Rd, Monterey, MA 01245

Some land just feels right the moment you step onto it. This 2.5-acre parcel on River Road in prime Monterey has that quality, a generous level clearing that invites something to be built and loved here. With 550 feet of road frontage, the practical bones are exceptional.To the east and north, the property borders the Berkshire National Fish Hatchery, a working conservation landscape where

Chapin Fish

WILLIAM PITT SOTHEBY'S - GT BARRINGTON

0 River Rd, Monterey, MA 01245
/47
$1,399,000

$51K PRICE DROP
- 4 Beds
- 3.5 Baths
- 2,968 Sq Ft
3 A Coldbrooke Dr, Lenox, MA 01240

Four-bedroom homes are a rarity at Coldbrooke, where most residences offer three. This one combines that hard-to-find layout and one of the community's more generous floor plans with a location beside the Miraval Berkshires resort and the historic Wyndhurst estate, putting world-class spa, dining, and golf just steps from the door. Inside, vaulted ceilings and an open layout fill the home with

Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

3 A Coldbrooke Dr, Lenox, MA 01240
/78
$1,085,000
- 5 Beds
- 3.5 Baths
- 4,055 Sq Ft
214 Gale Rd, Williamstown, MA 01267

Lovely Carriage House in splendid location. Just minutes from prestigious Clark Art Institute with its world-renowned collection of French Impressionist and American Art, and the numerous trails wandering through the meadows and woodlands of its 140 acre campus, and a stone's throw from the outstanding Taconic Golf Club, this charming residence, once part of the Cluett Estate, affords privacy

Maureen Dietze ALTON & WESTALL REAL ESTATE AGENCY, LLC

214 Gale Rd, Williamstown, MA 01267
/38
$895,000

$185K PRICE DROP
- 2 Beds
- 2.5 Baths
- 2,037 Sq Ft
8 River Run Rd, Williamstown, MA 01267

Striking and sophisticated riverfront condominium in superb location, with close proximity to restaurants, shops and theater on Spring and Water Streets, the Taconic Golf Club, Williams College, and the Clark Art Institute. One of only 6 recently built town house units on the river in the handsome Cable Mills complex, number 8 has benefitted beautifully from the discerning taste and style of its

Maureen Dietze ALTON & WESTALL REAL ESTATE AGENCY, LLC

8 River Run Rd, Williamstown, MA 01267
/8
$29,900
- Land
- 14,810 Sq Ft
- $87,941 per Acre
I110019004 Brown St, Pittsfield, MA 01201

Priced well below assessed value. Zoning verification states: The property is a .344-acre lot having 100 feet of frontage on Brown Street and 50 feet of frontage on Scammell Ave. There are no structures on the property. The lot meets the minimum dimensional requirements for development.

Laurie Atkinson KELLER WILLIAMS REALTY

I110019004 Brown St, Pittsfield, MA 01201
/5
$499,000
- Land
- 23,522 Sq Ft
- $924,074 per Acre
19 Lakeside Dr, Lee, MA 01238

Opportunity to complete this renovation.Extensive site work has already been completed. $25,000 of Tree removal in 2022, kerosene tank removal in 2022, New Septic system designed and installed in 2023, Asbestos Remediation in 2025, New roof with new 3/4 plywood board in 2025, Installed 3 new remote controlled skylights in 2025, 3 more trees removed in 2025, U-driveway installed in 2025.

Susan Baum BERKSHIRE HOMES AND CONDOS

19 Lakeside Dr, Lee, MA 01238
/2
$15,000

$5K PRICE DROP
- Land
- 20,908 Sq Ft
- $31,250 per Acre
Lot 7&8 Little John, Becket, MA 01223

Sherwood Forest Property. 3 Lakes in this development and very few houses. Do you like peace and quiet then maybe you should check out this land.Seller will consider all offers.Buyer to do Perc testing.

Cynthia Smith Realty One Group Cutting Edge

Lot 7&8 Little John, Becket, MA 01223
/38
$1,450,000

$125K PRICE DROP
- 3 Beds
- 2.5 Baths
- 2,348 Sq Ft
347 Pine Rd, Otis, MA 01253

Discover an extraordinary lakefront opportunity on Otis Reservoir featuring a combination of amenities rarely found in a single package. Combined with the lower lot, enjoy 62 feet of direct waterfront, a super rare grandfathered boathouse dock with electricity and electric lift, a waterfront bathhouse with living room, heated garage, dedicated hot tub room with fireplace, and a floor plan

Adam Rovithis Real Broker MA, LLC

347 Pine Rd, Otis, MA 01253
/38
$345,000

$54K PRICE DROP
- 2 Beds
- 2 Baths
- 1,092 Sq Ft
386 N Plain Rd, Great Barrington, MA 01230

Newly renovated single floor home in Housatonic, just minutes from downtown Great Barrington, Tanglewood, and everything the Berkshires have to offer. With direct access to the Rail Trail, this move-in ready home is set on .93 acres, the property features a spacious yard and greenhouse, offering plenty of room to relax, garden, or entertain. The updated kitchen features stone countertops,

Patricia Molina CENTURY 21 NORTHEAST

386 N Plain Rd, Great Barrington, MA 01230
/23
$335,000

$25K PRICE DROP
- 1 Bed
- 1 Bath
- 576 Sq Ft
7 West St, Sandisfield, MA 01255

A charcoal board-and-batten house on a wooded knoll in Sandisfield, two acres, nearly finished. Dark hardwood floors, a kitchen with butcher block and quartz, a navy vanity with marble and brass, a teal pendant over a wood-topped island. A bedroom, a finished loft, a full basement the same footprint as the house. The septic design is permitted for three bedrooms and the leach field installation

Shannon Margraf WILLIAM PITT SOTHEBY'S - GT BARRINGTON

7 West St, Sandisfield, MA 01255
/38
$895,000

$185K PRICE DROP
- 2 Beds
- 2.5 Baths
- 2,037 Sq Ft
8 River Run Rd Unit 8, Williamstown, MA 01267

Striking and sophisticated riverfront condominium in superb location, with close proximity to restaurants, shops and theater on Spring and Water Streets, the Taconic Golf Club, Williams College, and the Clark Art Institute. One of only 6 recently built town house units on the river in the handsome Cable Mills complex, number 8 has benefitted beautifully from the discerning taste and style of its

Maureen Dietze ALTON & WESTALL REAL ESTATE AGENCY, LLC

8 River Run Rd Unit 8, Williamstown, MA 01267
/55
$1,100,000
- 4 Beds
- 3 Baths
- 2,055 Sq Ft
13 Hayes Pond Rd, Monterey, MA 01245

Nestled on over 3 private acres with an extraordinary 650 feet of frontage on Hayes Pond, this exceptional waterfront retreat offers sweeping elevated views, a private dock, sandy beach, and direct access to swimming, kayaking, and fishing. Designed to embrace its stunning natural setting, the home features expansive windows and multiple outdoor living spaces, including a wraparound deck,

Thom Garvey WILLIAM PITT SOTHEBY'S - LENOX

13 Hayes Pond Rd, Monterey, MA 01245
/21
$149,900
- 3 Beds
- 1.5 Baths
- 788 Sq Ft
10 Bellevue Ave, Adams, MA 01220

Come step into a freshly redone home with 3 bedrooms and 1 1/2 baths. all new flooring, cabinets, painting , and bathrooms. Beautiful views of Mt. Greylock. On street parking.

Dennis D'Arcangelo MONARCH REALTY, INC.

10 Bellevue Ave, Adams, MA 01220
/58
$2,250,000
- 4 Beds
- 3 Baths
- 2,682 Sq Ft
87 Silverbrook Rd, Sandisfield, MA 01255

Beautifully restored historic Colonial on a very lightly traveled, town-maintained road with stone walls, fruit trees, open meadow, wooded acreage, a barn and garage. Three quarters of a mile of its own road frontage, bordering protected land. Home to author Simon Winchester for twenty-five years...c.1760 and 1840. 4 bedrooms, 3 baths. Library, keeping room with original crane fireplace,

Chapin Fish

WILLIAM PITT SOTHEBY'S - GT BARRINGTON

87 Silverbrook Rd, Sandisfield, MA 01255
/59
$799,000

$196K PRICE DROP
- 3 Beds
- 3.5 Baths
- 3,236 Sq Ft
11 Muddy Brook Cir, Great Barrington, MA 01230

Immaculate and well-maintained contemporary home in an exceptionally convenient location set on 5+ wooded acres. Designed for easy living and low maintenance, this home offers an open floor plan with high ceilings, wood floors, and a beautiful fieldstone fireplace anchoring the main living space. The kitchen opens to another living area creating a comfortable flow for everyday living and

Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

11 Muddy Brook Cir, Great Barrington, MA 01230
/19
$329,000

$20K PRICE DROP
- 4 Beds
- 1 Bath
- 1,637 Sq Ft
1427 Canaan Southfield Rd, Southfield, MA 01259

Charming cottage-style home that offers far more space than meets the eye! The first floor features a spacious kitchen with abundant cabinet storage, pantry space, and a newer gas range, along with a cozy office nook, dining room, living room, full bath, two bedrooms, laundry room, and an inviting den. Upstairs offers three additional rooms, including two bedrooms, providing flexible space for

Wendy Eichman

RAYNARD AND PEIRCE REALTY LLC

1427 Canaan Southfield Rd, Southfield, MA 01259
/66
$6,850,000
- 5 Beds
- 3.5 Baths
- 3,474 Sq Ft
77 Seekonk Cross Rd, Great Barrington, MA 01230

Welcome to Meadow Wood This elegant property on a secluded reach of the Green River epitomizes the concept of indoor/outdoor living. The graceful and meticulously maintained 30 acre estate features specimen trees, established gardens, a lily pond, terraces, pastoral views, and privacy. In addition to the light-filled main house, the property includes the gardens, fenced fields, a 2 car garage w/

Elvia Gignoux WILLIAM PITT SOTHEBY'S - SALISBURY

77 Seekonk Cross Rd, Great Barrington, MA 01230
/64
$3,500,000
- 5 Beds
- 6.5 Baths
- 6,088 Sq Ft
110 Alford Rd, Great Barrington, MA 01230

Set on over 12 private acres just minutes from the center of Great Barrington, this impeccably designed estate offers an extraordinary combination of luxury, privacy, and panoramic southern views of the Taconic Range, including the iconic silhouette of Mount Everett. Blending effortless indoor elegance with immersive outdoor living, this property captures the essence of Berkshire

Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

110 Alford Rd, Great Barrington, MA 01230
/38
$299,900
- 5 Beds
- 2 Baths
- 2,690 Sq Ft
63 Glenwood Ave, Pittsfield, MA 01201

Charming 2-family flat offering a great opportunity for owner-occupants or investors alike! This well-maintained property features beautiful wood floors, inviting front porches, and private back decks perfect for relaxing or entertaining. Both units have separate utilities for added convenience and efficiency. The second-floor apartment includes a finished attic area providing extra living space.

Robin Moore 413 REAL ESTATE

63 Glenwood Ave, Pittsfield, MA 01201
/57
$2,400,000
- 5 Beds
- 5 Baths
- 6,092 Sq Ft
89 N Undermountain Rd, Egremont, MA 01258

Welcome to Treetops. A long private driveway passing a large pond sets the scene for this impressive hilltop retreat with 6,000 square feet across three levels and seasonal views of the Taconic Hills. Built with wood hewn from trees on the property, including the distinctive stairway, the home offers a huge open-plan main level ideal for gatherings, along with an indoor pool, hot tub, sauna and a

Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

89 N Undermountain Rd, Egremont, MA 01258
/8
$450,000

$45K PRICE DROP
- Land
- 10 Acres
- $45,000 per Acre
0 Hancock Rd, Williamstown, MA 01267

A rare opportunity to own 10 acres of open meadows and apple trees in the desirable South Williamstown. A long driveway has been installed to an open, yet private, homesite with mountain views. Overlook a beautiful meadow which can be used for agriculture, horses, more apple trees, etc. Located near Jiminy Peak Ski Resort, Waubeeka Golf Course, and the 5 Corners General Store. Less than 15

Jake Belanger Mountain Stream LLC

0 Hancock Rd, Williamstown, MA 01267
/7
$215,000

$10K PRICE DROP
- Land
- 2.5 Acres
- $86,000 per Acre
0 Hancock Rd, Williamstown, MA 01267

2.5 acres in South Williamstown for sale! A beautiful, open homesite with mountain valley views, apple trees, split rail fencing, and southern exposure. Easy to build land with driveway installed. With almost 250' of width there is more than enough room for a home, garage, barn, garden, possible ADU, etc. Conveniently located between Jiminy Peak Ski Resort and Waubeeka Golf Course. The Williams

Jake Belanger Mountain Stream LLC

0 Hancock Rd, Williamstown, MA 01267
/123
$849,900

$25K PRICE DROP
- 5 Beds
- 5.5 Baths
- 3,241 Sq Ft
4 Stockbridge Rd, West Stockbridge, MA 01266

Nestled in the heart of West Stockbridge, this stunning 5-bedroom, 5.5-bath Federal/Greek Revival style home at 4 Stockbridge Road combines historic charm with modern luxury. Built in 1825, the residence has been beautifully renovated, maintaining its classic character while offering contemporary amenities. The spacious interior features generous living areas, perfect for family gatherings and

Doug Collins Lamacchia Realty, Inc. - Dalton

4 Stockbridge Rd, West Stockbridge, MA 01266
/10
$59,900
- Land
- 5,662 Sq Ft
- $460,769 per Acre
69 Tyler St, Pittsfield, MA 01201

Commercial Lot located in a prime business district. Just steps away from one of Pittsfield's busiest intersections Tyler St and Rt 7 North and next to the Berkshire Medical Center Campus, the possibilities are endless. A note, the underlying zoning for the parcel is B-G, which has no setback requirements and no lot minimum size. This means that there are many options you could choose from if you

Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

69 Tyler St, Pittsfield, MA 01201
/35
$625,000
- 3 Beds
- 2.5 Baths
- 1,822 Sq Ft
1862 Home Rd, Great Barrington, MA 01230

Bordering protected land and moments from the Appalachian Trail, this light-filled contemporary offers privacy, comfort, and an easy connection to the natural beauty of the Berkshires. Set on one acre in a peaceful Sheffield location, the home features vaulted ceilings, open gathering spaces, and a flexible layout designed for both everyday living and entertaining. The spacious kitchen flows into

Lisa Crawford BIRCH PROPERTIES

1862 Home Rd, Great Barrington, MA 01230
/13
$259,900

$10K PRICE DROP
- 4 Beds
- 2 Baths
- 1,672 Sq Ft
29 Westminster St, Pittsfield, MA 01201

Income-producing two-family ranch with one vacant unit and one occupied unit, offering an excellent opportunity for both owner-occupants and investors looking to expand their portfolio. The occupied unit is supported by Section 8 assistance, providing reliable rental income. Each mirrored unit features 2 bedrooms and 1 full bathroom with functional, well-designed layouts. The vacant unit has been

Matthew Keller KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

29 Westminster St, Pittsfield, MA 01201
/50
$289,900

$10K PRICE DROP
- 3 Beds
- 1.5 Baths
- 1,560 Sq Ft
192 Curran Rd, Cheshire, MA 01225

This beautifully maintained one-level manufactured home is a true reflection of pride of ownership and years of meticulous care. Warm, welcoming, and completely move-in ready, the property offers a peaceful lifestyle surrounded by almost 2 acres of stunning, lush park-like grounds filled with natural beauty and privacy. The expansive deck provides the perfect place to relax, entertain, or simply

Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

192 Curran Rd, Cheshire, MA 01225
/17
$45,000
- Land
- 4.32 Acres
- $10,417 per Acre
Lot 33.03 William Holmes Rd, Becket, MA 01223

Building lot with a range of possibilities on a quiet and beautiful road.The easiest place to build would be the flat half of the property close to the front, across from a beautiful country home at 178 William Holmes Road. Alternatively the rear half of the land slopes up gently, and would reveal the best scenic views if you decided to build up there instead.A favorable perc test was conducted

David White OwnerEntry.com

Lot 33.03 William Holmes Rd, Becket, MA 01223
/35
$1,699,000
- 4 Beds
- 5 Baths
- 3,611 Sq Ft
351 Adsit Crosby Rd, New Marlborough, MA 01230

WHISPERING PINES. This tranquil property will call to you as you wind your way through the tall pine-lined driveway. It is a very private setting and just minutes to Butternut, town, and everything else the Berkshires have to offer. Beautiful mature gardens, Gunite Pool, screen porch, and 3600 sq ft of living space to dwell. This 4 bedroom home has 2-Primary en-suite, a large den over the 2-car

Mark Rosengren WILLIAM RAVEIS - BERKSHIRE

351 Adsit Crosby Rd, New Marlborough, MA 01230
/4
$54,900
- Land
- 2.42 Acres
- $22,686 per Acre
0 Old Orebed Rd, Pittsfield, MA 01201

Discover the perfect setting for your dream home or Berkshire getaway on this breathtaking 2.42-acre parcel nestled in one of the region's most desirable locations. Ideally situated just minutes from Jiminy Peak Mountain Resort and near Mount Greylock, this property offers the ideal balance of peaceful natural surroundings and year-round adventure.Enjoy nearby access to skiing, hiking, lakes,

Keytoria Jenkins

BISHOP WEST REAL ESTATE

0 Old Orebed Rd, Pittsfield, MA 01201
/47
$2,295,000
- 4 Beds
- 5 Baths
- 4,345 Sq Ft
169 Mount Hunger Rd, Monterey, MA 01245

ENJOY STUNNING VIEWS FROM EVERY ROOM OF LAKE GARFILED, THE CONNECTICUT HILLS AND THE CATSKILL MOUNTAINS. THIS BRIGHT SUNFILLED HOME SITUATED HIGH UP ON MT HUNGER RD HAS OVER 700 ACRES OF LAND TRUST LAND DIRECTLY ACROSS THE ROAD TO ENJOY MANY HIKES. A FOUR BED ROOM HOME WITH MORE STORAGE SPACE THAN YOU COULD WISH FOR COMES WITH FIVE FULL BATHROOMS, ONE OF WHICH IS IN THE GUEST APARTMENT ABOVE THE

Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

169 Mount Hunger Rd, Monterey, MA 01245
/39
$2,450,000

$545K PRICE DROP
- 3 Beds
- 2 Baths
- 2,716 Sq Ft
25 Baldwin Hill Rd, Egremont, MA 01230

Experience the luxury of gracious proportions, impeccable details, and stunning design in this exquisite classical villa that would be as at home in Italy as it is in the Berkshire landscape. Protected views of mountains, rolling hills, and meadows surround the 6.9-acre estate. The atmosphere of sophisticated luxury begins with the approach through an allee of willow trees and in the front

Gladys Montgomery WILLIAM PITT SOTHEBY'S - GT BARRINGTON

25 Baldwin Hill Rd, Egremont, MA 01230
/49
$3,495,000

$255K PRICE DROP
- 5 Beds
- 7 Baths
- 6,022 Sq Ft
2650 Swamp Rd, Richmond, MA 01254

April Hill, an exquisite 1850 Greek Revival masterpiece. This architectural gem has been carefully restored and enhanced to exceptional standards, preserving its storied heritage while seamlessly integrating contemporary conveniences. The exceptional property features an elegant Main House, inviting Guest Cottage, Potting Shed/Studio and Barn. Framed by breathtaking panoramic vistas, the estate

Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

2650 Swamp Rd, Richmond, MA 01254
/52
$850,000

$125K PRICE DROP
- 4 Beds
- 2 Baths
- 3,507 Sq Ft
924 Henderson Rd, Williamstown, MA 01267

Barns, Brook & Beautiful LivingUniquely spanning the Williamstown, MA and Pownal, VT state line, this inviting property combines New England charm with exceptional flexibility. The expanded 3,500 sq ft home offers 4 bedrooms and 2 full baths, including an option for a first-floor bedroom. Warm, connected living spaces include a stone-fireplaced family room, open kitchen and dining area, a

Paul Harsch HARSCH ASSOCIATES

924 Henderson Rd, Williamstown, MA 01267
/13
$145,000
- Land
- 10.51 Acres
- $13,796 per Acre
0 Goose Pond (Lot #4) Rd Unit 249638, Tyringham, MA 01264

Rare 10.51 acre building parcel with deeded access to Goose Pond, including a shared dock, sandy swim beach, and tennis/pickleball court. Set on a quiet country road, this wooded property offers exceptional privacy, a gently rolling topography that lends itself beautifully to home construction, along with a passing perc test already in place. Enjoy swimming, kayaking, boating, and all the beauty

Sarah Dixon WILLIAM RAVEIS - BERKSHIRE

0 Goose Pond (Lot #4) Rd Unit 249638, Tyringham, MA 01264
/84
$1,650,000
- 7 Beds
- 6.5 Baths
- 5,693 Sq Ft
20 E Dugway Rd, Lenox, MA 01240

Just 3 miles from Tanglewood and moments from the heart of Lenox, this 36+ acre estate offers rare scale, privacy, and flexibility in one of the Berkshires' most sought-after settings. A long, tree-lined driveway creates a strong sense of arrival, unfolding into two separate residences surrounded by woods, open land, and long-range possibility. The acreage offers both seclusion and the ability to

Nick Geranios

WILLIAM PITT SOTHEBY'S - LENOX

20 E Dugway Rd, Lenox, MA 01240
/48
$1,698,000

$52K PRICE DROP
- 5 Beds
- 4 Baths
- 3,353 Sq Ft
103 Longview Dr, Becket, MA 01223

This striking modern retreat was designed by internationally recognized architect Alfredo Brillembourg to feel completely at home in its Berkshire setting. Clean contemporary lines, warm natural materials, and expansive walls of glass create a seamless connection between the house and the surrounding landscape. Seasonal views and changing natural light bring a different feel to the home

Dan Alden

ALDEN COUNTRY REAL ESTATE SERVICES

103 Longview Dr, Becket, MA 01223
/15
$195,000

$16K PRICE DROP
- 3 Beds
- 2 Baths
- 1,923 Sq Ft
47 Lake St, Pittsfield, MA 01201

Whether you are looking to add to your investment portfolio or purchase a property with the potential to offset your mortgage with rental income, this two-family offers plenty of possibilities. Featuring two separate units with a total of 3 bedrooms and 2 full baths, the property provides approximately 1,923 square feet of living space. Separate electric meters add convenience for an investor,

Lisa Kelley MACCARO REAL ESTATE

47 Lake St, Pittsfield, MA 01201
/53
$1,295,000

$100K PRICE DROP
- 4 Beds
- 4.5 Baths
- 4,000 Sq Ft
275 Division St, Great Barrington, MA 01230

Located in a ''hidden'' neighborhood behind a stonewall entrance, this newly built home offers tranquil living just 5 minutes from the heart of Great Barrington. The spacious farmhouse front porch is the perfect spot to enjoy quiet mornings or gather in evenings with family and friends. Light-filled and open, the main level features an elegant living and dining area framed by French doors, a gas

Vashti Poor WILLIAM RAVEIS - BERKSHIRE

275 Division St, Great Barrington, MA 01230
/7
$1,600
- 2 Beds
- 1 Bath
19-21 Blackinton St Unit 2, North Adams, MA 01247

Welcome! This is a 2nd floor apartment unit inside a 4-family property. This is a 2-bed, 1-bath unit. The bedrooms and kitchen are spacious. This property is located in the center of town making it close to amenities like gas stations, grocery stores, restaurants, Mass Moca, and the MCLA College. Schools available are Brayton elementary, Colegrove elementary, Drury high school, and McCann high

Michael Hernandez

360BERKSHIRE REALTY GROUP

19-21 Blackinton St Unit 2, North Adams, MA 01247

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