Berkshire County MA Homes for Sale

/38
$299,000
- 3 Beds
- 2 Baths
- 1,634 Sq Ft
1052 Beaver Pond Meadows, Hancock, MA 01237

Charming 3-Bedroom Country Condo with Scenic ViewsEscape the hustle and embrace the tranquility of country living with this beautifully maintained 3-bedroom, 2-bathroom condo, nestled in a peaceful rural setting. Perfect for families, retirees, or weekend getaways, this home offers a perfect blend of comfort, style, and natural beauty.Spacious Open Floor Plan: Enjoy a sun-filled living and dining

Lisa Mendel BURNHAM GOLD REAL ESTATE, LLC

1052 Beaver Pond Meadows, Hancock, MA 01237
/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
/44
$1,600,000
- 9 Beds
- 4.5 Baths
- 8,406 Sq Ft
2049 S Undermountain Rd, Sheffield, MA 01257

An exceptional opportunity awaits on 11 private acres in Sheffield. This unique property, currently utilized as a functional therapy facility, offers a massive footprint and a flexible canvas for your next venture. The centerpiece is an 8,000+ sq. ft. building comprised of over 10 offices, multiple conference rooms, common areas, and three residential apartments, creating an ideal setup for a

Tony Segalla LANCE VERMEULEN RE, INC

2049 S Undermountain Rd, Sheffield, MA 01257
/69
$950,000
- 4 Beds
- 4 Baths
- 3,876 Sq Ft
189 Red Barn Rd, Dalton, MA 01226

189 Red Barn Road is 3876 square feet of easy living. Solid oak floors, gas range, granite counter tops, custom cherry kitchen cabinets, surround sound, primary suite is located on the first level. The garden level, features two en-suite bedrooms and a wet bar. The home has private panoramic views and is a short walk to the sports complex.Silver Maple Farm is arguably the best and most desirable

Buddy Lewis BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

189 Red Barn Rd, Dalton, MA 01226
/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
/37
$600,000
- 6 Beds
- 5 Baths
- 3,502 Sq Ft
53 Mahaiwe St, Great Barrington, MA 01230

A prime investment opportunity in the heart of downtown Great Barrington. This 5-unit residential property features a desirable mix of four one-bedroom apartments and one two-bedroom unit. A significant advantage for this building is that all units are serviced by their own separate heating and electrical systems. Its convenient downtown location ensures high demand due to walking proximity to

Tony Segalla LANCE VERMEULEN RE, INC

53 Mahaiwe St, Great Barrington, MA 01230
/62
$1,330,000
- 16 Beds
- 10 Baths
- 8,870 Sq Ft
6 Manville St, Great Barrington, MA 01230

A prime investment opportunity in the heart of downtown Great Barrington. This 10-unit residential property features a desirable mix of six spacious two-bedroom apartments and four one-bedroom units. The two-bedroom apartments are particularly appealing, all offering private balconies and fireplaces, with three of these premium units also including formal dining rooms and Jack-and-Jill style

Tony Segalla LANCE VERMEULEN RE, INC

6 Manville St, Great Barrington, MA 01230
/30
$695,000
- 3 Beds
- 6 Baths
- 4,044 Sq Ft
1180 Ashley Falls Rd Unit A,B,C,D,E, Sheffield, MA 01222

Old Historic Village downtown location! The centrally located Post Office building constructed in 1860, presents a unique opportunity for both residential and commercial use. Its strategic location ensures consistent foot traffic, making it an invaluable cornerstone of village life. With no mail delivery service in Ashley Falls, the Post Office attracts local residents daily. This building is

Tony Segalla LANCE VERMEULEN RE, INC

1180 Ashley Falls Rd Unit A,B,C,D,E, Sheffield, MA 01222
/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
/57
$289,000
- 6 Beds
- 2 Baths
- 2,723 Sq Ft
34-36 Crandall St, Adams, MA 01220

Welcome to your next investment or forever home! Nestled on a serene, tree-lined street, with views of Mt. Greylock, is known for its charm and community feel, this classic home offers a rare opportunity to create value and build equity in a highly desirable location.Each unit features 3 bedrooms and 1 1/2 bath with spacious layouts and original character --hardwood floors, large windows, and

Lisa Mendel BURNHAM GOLD REAL ESTATE, LLC

34-36 Crandall St, Adams, MA 01220
/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
/37
$510,000
- 14 Beds
- 6 Baths
- 6,593 Sq Ft
51 Bracewell Ave, North Adams, MA 01247

Prime investment opportunity just outside of downtown North Adams. This fully occupied six-family property offers a strong rental history and numerous updates throughout. All just minutes from Mass MoCA, downtown shops/dining, and the MCLA campus. Four units include three bedrooms and one bathroom. The final two units feature one bedroom and one bathroom. Updated flooring, paint, kitchens, and

Cory Evangelisto NOCHER REALTY

51 Bracewell Ave, North Adams, MA 01247
/34
$775,000 Open Sat 2:30PM - 4PM
- 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
/24
$649,000
- 2 Beds
- 2 Baths
- 1,137 Sq Ft
34 Bridge St Unit 201, 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 Unit 201, Great Barrington, MA 01230
/27
$129,000
- 1 Bed
- 1 Bath
- 400 Sq Ft
759 N Main Rd, Otis, MA 01253

Klondike Camp Resort is a unique gated community in Otis MA Berkshires.Price includes a beautiful corner lot and a 12x40 1-bedroom, 1-bath property with an attached screen porch and a 12x20 outbuilding with abundant storage and an alternate relaxing/reading nook overlooking a private fire-pit area. Updates include natural beaded wood ceilings and wood-look vinyl floors throughout, roof,

Susan Deacon RE/MAX COMPASS

759 N Main Rd, Otis, MA 01253
/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
/22
$279,900
- 8 Beds
- 3 Baths
- 3,000 Sq Ft
23-27 Gallup St, North Adams, MA 01247

Three family investment opportunity in the heart of North Adams that is perfectly situated near downtown, Mass MoCA, MCLA, shopping, and local schools. Offering two units with three bedrooms and one bathroom and the final unit featuring two bedrooms and one bathroom. Each of the three units has been updated over recent years, along with a newer heating system and updated electrical for the

Cory Evangelisto NOCHER REALTY

23-27 Gallup St, North Adams, MA 01247
/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
/5
$39,000
- Land
- 0.41 Acre
- $95,120 per Acre
33 Circular Ave, Pittsfield, MA 01201

Building lot that is well located and cleared in downtown Pittsfield. City lot is 0.41 acres, approved for building Single Family or Multi-Family up to 4 units and fits within the Multi-Family Residential zone (R-M). Walk-able and close to all amenities including restaurants, grocery stores, shops and public transportation. Water, sewer and gas available on the street. Proximity to the region's

Cory Evangelisto NOCHER REALTY

33 Circular 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
/40
$299,999
- 3 Beds
- 1.5 Baths
- 1,560 Sq Ft
192 Curran Rd, Cheshire, MA 01225

Tucked away on a quiet country road in central Cheshire, this charming 3-bedroom, 1.5-bath home offers peace, privacy, and a connection to nature--yet it's just a short drive to both North and South County amenities. Set on nearly 2 acres bordered by woods and state land, enjoy walking trails, wildflowers, and young pear and apple trees right outside your door. The home is neat and well-kept,

Dennis D'Arcangelo MONARCH REALTY, INC.

192 Curran Rd, Cheshire, MA 01225
/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.