Berkshire County MA Houses for Sale

/64
$1,900,000
- 5 Beds
- 4.5 Baths
- 4,500 Sq Ft
355 Adsit Crosby Rd, New Marlborough, MA 01230

Stunning contemporary nestled in tranquility. The main level boasts a gracious great room with cathedral ceilings, fireplace and walls of windows that wash the common spaces with natural light and bring nature in. Gourmet chefs kitchen with ample storage and dining room with direct access to the oversized porch that features a gas stove for the chillier days. First floor primary en suite with

Cortney Dupont COHEN & WHITE ASSOCIATES

355 Adsit Crosby Rd, New Marlborough, MA 01230
/49
$949,000
- 1 Bed
- 1.5 Baths
- 3,810 Sq Ft
30 Great Barrington Rd, West Stockbridge, MA 01266

The renovation of this 1930's Cape Cod by a master craftsman and his designer wife into the stunning modern day Contemporary it is today, while preserving some of the original highlights,is nothing short of a design miracle. The immense Great Room with the 60 foot wall of glass overlooking the terraced stone wall that leads to a stream and pine forest is the focal point of this special home. The

Cortney Dupont COHEN & WHITE ASSOCIATES

30 Great Barrington Rd, West Stockbridge, MA 01266
/32
$1,149,000
- 4 Beds
- 2 Baths
- 1,298 Sq Ft
35 Bidwell Rd, Monterey, MA 01245

A quintessential Lake Garfield home, originally built in the 1920s, now offers classic Berkshire lakefront living. With four bedrooms and two full baths, there's plenty of room for guests year-round. The property includes two parcels--one with the house, the other with a dock and the potential to build another home, creating a lakeside compound. Updates over the years include a roof, siding,

Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

35 Bidwell Rd, Monterey, MA 01245
/31
$283,000
- 2 Beds
- 1 Bath
- 924 Sq Ft
159 Black Brook Rd, Savoy, MA 01256

2-Bedroom Home on 18 Acres Surrounded by State Land - Move-In Ready.Whether you're looking for a weekend getaway, a full-time residence, or the perfect basecamp for outdoor adventures, this unique property offers unmatched privacy and potential. Interior space offers a large eat in kitchen with abundance of cabinet & counter space. Living room with wood stove is open to kitchen. Each bedroom is

Barbara DeMers NOCHER REALTY

159 Black Brook Rd, Savoy, MA 01256
/115
$1,499,000
- 4 Beds
- 5 Baths
- 5,030 Sq Ft
175 Bulkley St, Williamstown, MA 01267

RESTORED CARRIAGE BARN! An in-town wildlife sanctuary! Williams College Campus a 1/2 mile from this Premier Williamstown location boasting an elegant renovated Carriage House. truly a gem! Luscious, winding, woodland wonder leads to this tranquil property. Wildlife & sounds of nature: birds singing, trees whispering & Buxton Brook gurgling everywhere you go. Step inside this beautifully

Colleen Zajac MONARCH REALTY, INC.

175 Bulkley St, Williamstown, MA 01267
/67
$474,900
- 3 Beds
- 1.5 Baths
- 1,456 Sq Ft
47 Gale Ave, Pittsfield, MA 01201

Exceptional opportunity: Fully renovated three-bedroom main residence with guest cottage...FULL DELEADING COMPLIANCE!!! This special property offers owner-occupied living and additional income. The fully renovated main residence with the separate guest cottage provides ample space for various living arrangements. Both homes are move-in ready!

Brandon White COHEN & WHITE ASSOCIATES

47 Gale Ave, Pittsfield, MA 01201
/9
$190,000
- 2 Beds
- 2 Baths
- 925 Sq Ft
364 Otis Rd, Becket, MA 01223

Investors, rehabs, welcome. a future rental, second home or year round home. Lots of potential here. Short drive to local events, concerts, restaurants, shopping, seasonal sports.1bdrom, 1 full bath, living room on each level.Kitchen on upper level. Property to be sold as is.

Kimberly Spencer RE/MAX COMPASS

364 Otis Rd, Becket, MA 01223
/51
$389,000
- 3 Beds
- 2.5 Baths
- 1,852 Sq Ft
111 Northumberland Rd, Pittsfield, MA 01201

Welcome to this beautifully maintained colonial located on a quiet tree-lined street in one of Pittsfield's most desirable neighborhoods. This spacious home has 3 bedrooms, 2.5 bathrooms, and over 1,800 square feet of living space. Step inside to find warm hardwood floors, original woodwork, and a cozy fireplace in the inviting living room. The bright and airy layout flows effortlessly into the

Katie Soules WILLIAM RAVEIS REAL ESTATE

111 Northumberland Rd, Pittsfield, MA 01201
/70
$1,299,000
- 5 Beds
- 4 Baths
- 3,289 Sq Ft
49 Main St, Stockbridge, MA 01262

Improved stunning Stockbridge Village property that boasts an updated main house and includes a separate three apartment carriage house. The main property offers great natural light and ample common spaces that are gracious in size, updated lovely kitchen, five bedrooms, four baths, screened porch and inviting outdoor spaces. It has been thoughtfully updated while keeping the charm and character

Cortney Dupont COHEN & WHITE ASSOCIATES

49 Main St, Stockbridge, MA 01262
/26
$275,000
- 2 Beds
- 1 Bath
- 1,132 Sq Ft
147 Cole Ave, Pittsfield, MA 01201

Charming South Pittsfield Home on a Corner Lot!Welcome to this well-maintained 2-bedroom, 1-bathroom single-family home, offering 1,132 sq ft of comfortable living space on a spacious 0.31-acre corner lot in desirable South Pittsfield. This classic conventional-style home features a bright and open backyard, perfect for relaxing or entertaining, and a back deck with a power awning for added

Timothy Dunn VENTURE REAL ESTATE, INC

147 Cole Ave, Pittsfield, MA 01201
/78
$1,475,000
- 3 Beds
- 2.5 Baths
- 3,443 Sq Ft
28 Main Rd, Lee, MA 01238

THEY DON'T BUILD HOUSES LIKE THIS ANYMORE.They don't build love at first sight anymore, either. But Sky Hill Farm - a genuine 1798 Federal colonial in Tyringham Valley - has been creating that exact feeling for over two centuries.In 1912, Adele LeBourgeois Chapin wrote about first arriving here at dusk, walking through high grass to the old front door with its worn stone steps and feeling the

Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

28 Main Rd, Lee, MA 01238
/9
$59,000
- 4 Beds
- 1.5 Baths
- 2,244 Sq Ft
477 Mohawk Trail, Drury, MA 01343

Nestled along the scenic Mohawk Trail in Drury, MA, this 3.5-acre parcel offers a unique opportunity to build your dream home or getaway retreat in the heart of the Berkshires. While the existing structure is likely a teardown, the land itself boasts natural beauty, privacy, & convenient road frontage. Just minutes from Savoy Mountain State Forest, Mohawk Trail State Forest, and the Western

Laiken Rapisarda LAMACCHIA REALTY, INC

477 Mohawk Trail, Drury, MA 01343
/20
$425,000
- 3 Beds
- 2 Baths
- 1,449 Sq Ft
841 Moberg Rd, Becket, MA 01223

Charming 3BR/2B home in popular Indian Lake Estates. Sunny great room and expansive decks welcome you to this cozy home. Screened porch for al fresco dining and a Vermont Castings wood stove for toasty winter get-togethers. Community offers two (non-motorboat) lakes with beaches and tennis courts. Excellent location with easy access to Jacob's Pillow Dance Festival, Tanglewood and most other

Jeff Wilkinson STONE HOUSE PROPERTIES, LLC

841 Moberg Rd, Becket, MA 01223
/60
$499,900
- 3 Beds
- 2.5 Baths
- 2,093 Sq Ft
144 Kittredge Rd, Pittsfield, MA 01201

Welcome to 144 Kittredge Road in Pittsfield, Massachusetts! This charming brick 3-bedroom, 2.5-bath ranch-style rambler offers a perfect blend of comfort and convenience. Step inside to find an inviting open floor plan featuring a spacious living area bathed in natural light, ideal for both relaxation and entertaining. The well-appointed kitchen boasts ample counter space, making meal prep a

Doug Collins LAMACCHIA REALTY, INC

144 Kittredge Rd, Pittsfield, MA 01201
/26
$425,000
- 3 Beds
- 1 Bath
- 1,344 Sq Ft
153 E Dugway Rd, Lenox, MA 01240

**Opportunity Awaits!**Great Lenox location. Three bedroom, one bath Ranch style home is nestled on 1.14 acres of land on a picturesque street, this gem offers 1344 sq ft on the main floor, with a full walkout lower level to a beautiful large yard. Minutes to downtown, Tanglewood and the best of the Berkshires.

Matt Carlino MACCARO REAL ESTATE

153 E Dugway Rd, Lenox, MA 01240
/31
$495,000 Open Sat 1PM - 3PM
- 3 Beds
- 1.5 Baths
- 1,632 Sq Ft
1689 E Windsor Rd, Windsor, MA 01270

Country colonial home which has never been on the market. Built by the sellers and their family of contractors. Situated on a picturesque corner lot with a spring & brook-fed pond. Step inside from the new deck to find a cherry wood floor, updated kitchen with granite countertops and a one of a kind island. The dining room and sunny living space boast hickory wood floors and Anderson windows. A

Tanya LeRose THE KINDERHOOK GROUP - PITTSFIELD

1689 E Windsor Rd, Windsor, MA 01270
/11
$230,000
- 3 Beds
- 1 Bath
- 1,230 Sq Ft
23 A St, North Adams, MA 01247

Nestled on a quiet dead-end street in a sought-after neighborhood, delightful 3BR Cape is move-in ready & filled with character & modern updates. Step inside to find brand-new laminate flooring throughout the 1st FL & a beautifully updated bathroom, blending comfort w/ style. Enjoy the convenience of 1st FL laundry w/ a spacious walk-in closet. Flexible 2nd FL layou, perfect for a home office,

David White OwnerEntry.com

23 A St, North Adams, MA 01247
/58
$690,000
- 3 Beds
- 5 Baths
- 2,786 Sq Ft
233 Algerie Rd, Becket, MA 01223

Let's imagine extreme privacy for a moment, yet your loved ones are simply a three minute walk away or a quick drive; because each one has their own home! With connecting roads this home is 3 of 3. This home is the larger of the 3, Sitting at 2786 Sq. Ft. 3 Bedrooms, 3 Full Bathrooms, a spacious Great Room Perfect for entertaining. A completely finished lower level, currently being used as a game

Cristian Sanchez COHEN & WHITE ASSOCIATES

233 Algerie Rd, Becket, MA 01223
/24
$199,000
- 2 Beds
- 1 Bath
- 953 Sq Ft
9 Dwight St, Pittsfield, MA 01201

Charming 2-bedroom, 1-bath colonial with potential for a first-floor bedroom! Located on a quiet dead-end street, this cozy home features an enclosed front porch, a spacious back deck, and a fully fenced yard with a pool and patio--perfect for summer entertaining. Recent updates in 2023 include a new roof, chimney, sewer line, fence, and deck, offering peace of mind for years to come. Ideal for

Amanda Kmetz ROBERTS & ASSOC. REALTY, INC

9 Dwight St, Pittsfield, MA 01201
/41
$425,000
- 3 Beds
- 2.5 Baths
- 1,561 Sq Ft
32 Scott Rd, Savoy, MA 01256

Welcome to your own private retreat! Nestled on over 6 acres of serene, wooded land, this open-concept 3-bedroom ranch offers the perfect blend of comfort and nature. Enjoy spacious living with a seamless flow between the kitchen, dining, and living areas. Step out onto the large deck and take in the peaceful surroundings—ideal for morning coffee or evening gatherings. The property also features

Michele Purcell Lamacchia Realty, Inc.

32 Scott Rd, Savoy, MA 01256
/34
$775,000
- 4 Beds
- 2 Baths
- 2,310 Sq Ft
662 Foley Rd, Sheffield, MA 01257

Nature-Lover's Retreat Enjoy the best of country living on 4.55 acres in Sheffield. Tucked away, this sunlit Cape offers privacy, and timeless charm. A wooded drive leads to a 4-bed, 2-bath home with 2,300 sq ft of living space and a warm, open-concept layout featuring wood-beamed ceilings and a spacious great room addition. The second-floor primary suite offers a peaceful escape, while the

Claire Pollart LANCE VERMEULEN RE, INC

662 Foley Rd, Sheffield, MA 01257
/42
$375,000
- 3 Beds
- 2.5 Baths
- 1,760 Sq Ft
72 Cleveland St, Pittsfield, MA 01201

Stylish Southeast contemporary on a quiet dead-end street near Brattle Brook Park! This versatile 3-bed, 2.5-bath home features a bright open floor plan with vaulted ceilings, a sunken living room with wood-burning fireplace, and an eat-in kitchen. The formal dining room can also serve as a home office or flex space.Two bedrooms and a 1.5 baths are located on the main level with a spacious

Heather Gallagher JAN PERRY REALTY & ASSOCIATES, LLC

72 Cleveland St, Pittsfield, MA 01201
/45
$395,000
- 5 Beds
- 2 Baths
- 2,120 Sq Ft
127 Gamwell Ave, Pittsfield, MA 01201

Tucked away at the end of a quiet cul-de-sac, this spacious five bedroom, two bathroom home offers 2,020 square feet of living space along with additional space in the basement. As you enter the home, you will notice hardwood floors throughout the main level that features three of the bedrooms, laundry, and one full bathroom. The bright living area flows easily into the dining room that connects

Cory Evangelisto NOCHER REALTY

127 Gamwell Ave, Pittsfield, MA 01201
/38
$174,500
- 3 Beds
- 1 Bath
- 1,332 Sq Ft
48 Summer St, Adams, MA 01220

Welcome to 48 Summer Street, Adams, MA! This charming 1900 end-unit row house blends historic characterThis 1,332 sq ft home offers 3 bedrooms and 1 bath across 6 rooms. Enjoy high ceilings, bay windows with stunning steeple and Mt. Greylock views, and original details like French doors and oak flooring. Situated on a 0.04-acre corner lot, enjoy a porch, patio, and mature shade trees. Public

Hejoma Garcia RE/MAX Diverse

48 Summer St, Adams, MA 01220
/22
$325,000
- 3 Beds
- 1 Bath
- 1,160 Sq Ft
33 Quirico Dr, Pittsfield, MA 01201

Welcome to this charming 3 bedroom ranch located in one of Pittsfield's most desirable neighborhoods. Warm and inviting, this home features beautiful hardwood floors, a cozy wood-burning fireplace, and cedar-lined closets in each bedroom. The kitchen and dining area open to a deck through sliding glass doors, offering the perfect setup for summer BBQs and indoor-outdoor living.Downstairs, a

Danielle Giulian WILLIAM PITT SOTHEBY'S - LENOX

33 Quirico Dr, Pittsfield, MA 01201
/42
$165,000
- 3 Beds
- 1 Bath
- 864 Sq Ft
22 Marietta St, North Adams, MA 01247

Freshly renewed 2- to 3-bedroom 1 bath home in Central North Adams location. Great opportunity for the 1st-time homebuyer or if you're looking to downsize. This home features a three-season sitting porch with a 1st floor laundry, bath, and bedroom. Hardwood floors throughout, built-ins, and both Dutch and French doors provide an added unique charm. Outbuilding for storage and plenty of backyard

Amy Wood STEEPLEVIEW REALTY - N. ADAMS

22 Marietta St, North Adams, MA 01247
/31
$589,000 Open Sat 12PM - 1:30PM
- 4 Beds
- 2 Baths
- 2,148 Sq Ft
70 Main St, Great Barrington, MA 01230

Charming 1790 Historic Home in the Heart of South EgremontNestled on a beautifully landscaped 0.8-acre lot in the heart of the village, this 4-bedroom, 2-bath home blends timeless charm with modern convenience. Built in 1790 it features wide plank floors, built-ins, and a fireplace with a historic Dutch oven.Enjoy local access to shops and dining, with scenic hiking at Jug End Reservation just

Judi Panzano HOUSATONIC REAL ESTATE

70 Main St, Great Barrington, MA 01230
/28
$695,000
- 3 Beds
- 1.5 Baths
- 1,500 Sq Ft
51 Downs Rd, Great Barrington, MA 01230

LAKE BUEL NEW MARLBOROUGH MA 4 season home with water views of Lake Buel.3 bedrooms, 1.5 baths, new propane gas boiler and water heater, many new windows, private well and septic....2 large decks, screen porch, fireplace, wood floors, washer/dryer, vinyl siding, eat-in kitchen, oversized two-car garage with second-floor loft area.Access to a shared deeded row to a dock with space for your boat.

Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

51 Downs Rd, Great Barrington, MA 01230
/25
$649,000
- 2 Beds
- 2 Baths
- 1,137 Sq Ft
34 Bridge St, Great Barrington, MA 01230

A unique offering, this 2BR, 2BA condo, built in 2019, offers modern convenience & elegant details throughout. Walk out the door into iconic downtown Great Barrington &have all that the town has to offer at your fingertips. Shopping, restaurants, & groceries are less than a minute away. Take in the mountains & the historic Mahaiwe marquee from the French Door balcony opening onto Bridge Street.

Lauren Rosen LANCE VERMEULEN RE, INC

34 Bridge St, Great Barrington, MA 01230
/71
$2,200,000
- 5 Beds
- 4.5 Baths
- 3,354 Sq Ft
176 W Center Rd, West Stockbridge, MA 01266

The lovely approach to this gorgeous estate property ensures serenity, privacy, and the beauty of living in the country and includes a 3 bed 2 1/2 bath main house and a gorgeous architect designed guest house. Offering 2 ensuite bedrooms with balconies, dramatic exposed beams, vaulted ceilings, and gas fireplace the guest house is an extraordinary place to host family and friends both

Lori Rose STONE HOUSE PROPERTIES, LLC

176 W Center Rd, West Stockbridge, MA 01266
/48
$989,000
- 4 Beds
- 2.5 Baths
- 2,576 Sq Ft
144 Shore Rd, Richmond, MA 01254

WATERFRONT home on Richmond Pond. With 65' of frontage and over half an acre, this charming four season home has 4 bedrooms, 2 1/2 bathrooms and wonderful outdoor living areas. Gorgeous perennial gardens, a spacious patio off the kitchen/great room, fire pit, dock,and a rear garage door (perfect for boat access and storage) all while enjoying the beautiful lake views.. Once inside is a

Lori Rose STONE HOUSE PROPERTIES, LLC

144 Shore Rd, Richmond, MA 01254
/46
$799,900
- 3 Beds
- 2 Baths
- 1,533 Sq Ft
7 Reservoir Rd, Otis, MA 01253

Lakefront Oasis on Otis Lake! Step into this beautifully maintained lakefront home & experience prime entertaining space. The open-concept kitchen & living room flow seamlessly onto a large, spacious deck overlooking stunning Otis Reservoir—perfect for indoor/outdoor living & making memories year-round. The kitchen is a chef’s dream, featuring a high-end Viking gas stove, a brand new dishwasher,

Linda Desaulniers 1 Worcester Homes

7 Reservoir Rd, Otis, MA 01253
/54
$1,300,000
- 4 Beds
- 2.5 Baths
- 2,180 Sq Ft
119 Hayes Pond Rd, Otis, MA 01253

Your waterfront lifestyle begins at this Hayes Pond sanctuary. From sunrise paddles to sunsets savored from the deck, this home is your private four-season escape in the Berkshires. The modern, open interior is designed to celebrate the water, with soaring cathedral ceilings and a wall of windows that frames the stunning lake view. A cozy wood stove, bright sunroom, and a large deck provide

Tony Segalla LANCE VERMEULEN RE, INC

119 Hayes Pond Rd, Otis, MA 01253
/29
$912,000
- 4 Beds
- 4 Baths
- 2,280 Sq Ft
21 East St, Stockbridge, MA 01262

**Price Improvement** Nestled in the heart of the Berkshires, this spacious Colonial sits on over 14 acres, offering privacy, potential, and long-term value. Currently operating as a doggy day care, but you wouldn't know it when you walk inside! Well-maintained & cared for. Recent updates include the kitchen, bathrooms, carpets, back deck, and front landscaping, while still leaving room for

Brianna Boffoli Cameron Prestige, LLC

21 East St, Stockbridge, MA 01262
/32
$575,000
- 3 Beds
- 2.5 Baths
- 1,603 Sq Ft
289 Algerie Rd, Becket, MA 01223

Let's imagine extreme privacy for a moment, yet your loved ones are simply a three minute walk away or a quick drive; because each one has their own home! With connecting roads this home is 1 of 3. This home has a hot tub and an impressive 4 garage bays for winter parking or car storage. A parcel on Indian lakes is also an attractive feature that is available. This will give you access to the

Cristian Sanchez COHEN & WHITE ASSOCIATES

289 Algerie Rd, Becket, MA 01223
/24
$389,900
- 4 Beds
- 1.5 Baths
- 2,006 Sq Ft
33 Pollock Ave, Pittsfield, MA 01201

This beautifully maintained 4 Bedroom, 1.5 Bath Colonial offers timeless charm with modern updates. Featuring hardwood floors throughout,1st floor laundry, freshly painted exterior and many updates including windows and roof replaced in 2024. Sewer line was replaced to the main in 2016, Mass Save installed insulation in entire home where needed. Spacious back yard with a stone patio. Short drive

James Gelinas GELINAS REAL ESTATE

33 Pollock Ave, Pittsfield, MA 01201
/39
$500,000
- 3 Beds
- 2.5 Baths
- 1,440 Sq Ft
235 Algerie Rd, Becket, MA 01223

Let's imagine extreme privacy for a moment, yet your loved ones are simply a three minute walk away or a quick drive; because each one has their own home! With connecting roads this home is 1 of 3. This home has a hot tub, 3 fireplaces and a garage for winter parking. A parcel on Indian lakes is also an attractive feature that is available. This will give you access to the tennis court and the

Cristian Sanchez COHEN & WHITE ASSOCIATES

235 Algerie Rd, Becket, MA 01223
/38
$299,999
- 3 Beds
- 1.5 Baths
- 1,560 Sq Ft
192 Curran Rd, Cheshire, MA 01225

Artful Country Retreat! Prime Berkshire Location. Tucked away on a quiet country road in Cheshire, this turnkey 3-bedroom, 1.5-bath home offers peace, privacy, & a deep connection to nature-yet it's just a short drive to both North & South County amenities. Set on nearly 2 acres of parklike grounds featuring meandering trails, woods, perennial flowers & berry bushes, grapes & a young pear &

Dennis D'Arcangelo MONARCH REALTY, INC.

192 Curran Rd, Cheshire, MA 01225
/32
$1,250,000
- 5 Beds
- 5.5 Baths
- 4,645 Sq Ft
7 Perry Rd, Sandisfield, MA 01255

WHERE EVERY SEASON FEELS LIKE HOME16 acres at the end of a quiet country road where your shoulders drop the moment you arrive. This five bedroom retreat with over 4,600 square feet gets Berkshire living right: soaring great room with fireplace, granite kitchen, four-season sunroom, and that incredible finished lower level with radiant floors, full bar, and walkout to covered patio. Mudroom with

Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

7 Perry Rd, Sandisfield, MA 01255
/62
$499,000
- 4 Beds
- 3 Baths
- 1,188 Sq Ft
377 Highland Way, Sandisfield, MA 01255

Welcome to your dream getaway in Otis Woodlands, one of the Berkshires' premiere private communities. This beautiful home offers the perfect blend of rustic elegance and modern comfort, ideal for year-round living or a serene weekend escape.Nestled among the trees, this spacious 4-bedroom, 3-bathroom home features a dramatic great room with vaulted ceilings and exposed beams, complemented by a

Thom Garvey WILLIAM PITT SOTHEBY'S - LENOX

377 Highland Way, Sandisfield, MA 01255

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Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.