Berkshire County MA Homes for Sale

/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
/22
$269,900
- 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
/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
/62
$475,000
- 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
/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
/18
$147,000
- 1 Bed
- 1 Bath
- 500 Sq Ft
37 Corey Rd Unit 526, Hancock, MA 01237

At the base of Jiminy Peak, skiing is just steps from your door in one of these one bedroom all suites' condominiums with kitchens that offer the charm of a countryside inn and the conveniences of a slope side hotel. Whirlpools, year-round outdoor swimming pool, exercise room, in house restaurant and on-site front desk services makes this and easy decision to own. Excellent rental history and no

Kevin Moderski JIMINY REALTY

37 Corey Rd Unit 526, Hancock, MA 01237
/43
$585,000
- 3 Beds
- 2 Baths
- 2,500 Sq Ft
214 Mohawk Trail, Florida, MA 01247

Berkshire County log home on 10 acres affording big sky views. Gaze at Mt Greylock State Reservation from one of your four outdoor gathering spaces including the hot tub or rustic fire pit steps from the 760+ ft of unfinished space in the walkout lower level. Multiple heat pumps for your heating and cooling needs with a back up propane fired hot water boiler heating system ready to be connected.

Jeffrey Loholdt WILLIAM PITT SOTHEBY'S - GT BARRINGTON

214 Mohawk Trail, Florida, MA 01247
/65
$899,900
- 6 Beds
- 4 Baths
- 3,818 Sq Ft
108 Berkshire Dr, Williamstown, MA 01267

A rare chance to own two attached full size charming houses in one of the most coveted neighborhoods! Abuts 30 acres of conservation land and offers direct access to The Spruces Park, Hoosic & Green River walk/ swimming area, public tennis courts, and Mohican multi-use bike/walk path! Original Home: (Built in 1953, updated in 2016) it has total privacy, deck, 2 bedrooms, 1 bath, a large living

Donna DiGrigoli DIGRIGOLI REAL ESTATE

108 Berkshire Dr, Williamstown, MA 01267
/3
$310,000
- 3 Beds
- 3 Baths
- 5,392 Sq Ft
50 W Housatonic St, Pittsfield, MA 01201

An outstanding opportunity to acquire a well-maintained multi-unit property in the heart of Pittsfield's vibrant Downtown Cultural District. This property features spacious residential units, ideal for attracting & retaining long-term tenants.Recent upgrades include newer siding and high-efficiency natural gas system. The third unit, formerly a commercial storefront, offers excellent potential to

Heather Gallagher JAN PERRY REALTY & ASSOCIATES, LLC

50 W Housatonic St, Pittsfield, MA 01201
/3
$268,500
- 3 Beds
- 3 Baths
- 1,603 Sq Ft
79 Center St, Pittsfield, MA 01201

Spacious three-family home in the heart of Pittsfield's vibrant Downtown Cultural District! This property features a total of 3 bedrooms, offering strong rental potential and versatility. Recent capital improvements include newer roof and siding, reducing immediate maintenance costs and boosting curb appeal. Situated in a highly desirable, walkable location near restaurants, the Berkshire

Heather Gallagher JAN PERRY REALTY & ASSOCIATES, LLC

79 Center St, Pittsfield, MA 01201
/11
$295,000
- Land
- 3 Acres
- $98,333 per Acre
10 Art School Rd, Monterey, MA 01245

Lovely partially developed 3 acre parcel on the most desirable and private Art School Rd. Prime location in Monterey approximately 0.8 miles to Lake Garfield, and with potential view of pond on abutting property. There is an old cottage on the property which needs to be torn down prior to building. Established dirt driveway and well are in place.

Claudia Crane COMPASS MASSACHUSETTS , LLC GB

10 Art School Rd, Monterey, MA 01245
/41
$314,900
- 6 Beds
- 3 Baths
- 3,366 Sq Ft
151 Onota St, Pittsfield, MA 01201

First Bulk showings/open house 6/13/25 11-12:30! Welcome to this fully rented professionally managed 3-family investment opportunity at 151 Onota St in Pittsfield! Each spacious unit features 2 bedrooms and 1 bathroom, offering excellent rental income potential. The second and third floors are occupied by long-term tenants, while the first floor welcomed new tenants as of June 1st. Don’t miss

Michael Johnson Lock and Key Realty Inc.

151 Onota St, Pittsfield, MA 01201
/59
$859,900
- 4 Beds
- 3 Baths
- 2,732 Sq Ft
135 East St, Lee, MA 01238

Rustic Style Expansive Cape. Embrace the eastern views and warmth of New England's Mountains from the beautiful open front porch! Amazing custom home built by a true craftsman. Beautiful natural wood elements & exposed beams throughout, make for a wonderful Berkshire retreat! Large custom kitchen with granite & butcher block countertops, open dining room for easy entertaining with double French

Lisa Kelley MACCARO REAL ESTATE

135 East St, Lee, MA 01238
/52
$1,675,000
- 4 Beds
- 3.5 Baths
- 3,783 Sq Ft
42 Seekonk Rd, Great Barrington, MA 01230

The Piano House was named for the ornamental Dentil wood trim at the top of the facade an 1810 Center Hall Federal Colonial, located on 4.59 acres at Alford Brook, Features a Rumford Fireplace in the Front Lounge and in the Sitting Room. Also, a Large Wood Burning Stove in the Dining Room-Family/Sunroom. In addition, an 1810, two story Barn with 1185 sq. ft. of refurbished space. Includes a

Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

42 Seekonk Rd, Great Barrington, MA 01230
/16
$495,000
- Land
- 21.3 Acres
- $23,239 per Acre
0 West St, Sandisfield, MA 01255

OWN THE ENTIRE NORTH SHORE OF a 10 ACRE POND. Tucked into the quiet SE corner of the Berkshires, this is a property where the pace of the world seems to slow. 21.3 acres in all, with nearly the entire north shore of Ida Pond--and actual ownership of the pond, historically known as Morley Swamp Reservoir, a tributary of the Buck River that flows to West Lake in Sandisfield State Forest.With

Shannon Margraf WILLIAM PITT SOTHEBY'S - GT BARRINGTON

0 West St, Sandisfield, MA 01255
/41
$699,000
- 3 Beds
- 2.5 Baths
- 2,820 Sq Ft
236 Surriner Rd, Becket, MA 01223

Nestled on four private wooded acres, this handcrafted Lincoln log home offers a harmonious blend of timeless craftsmanship and contemporary living. Built by the original owners, the residence affectionately known as '' Log Mahal'' showcases meticulous attention to detail and a deep appreciation for natural materials. Step inside to a warm and inviting atmosphere, where exposed log beams and rich

Mauren White-Kirkby Berkshire Hathaway Home Services Barnbrook Realty

236 Surriner Rd, Becket, MA 01223
/69
$1,895,000
- 4 Beds
- 4.5 Baths
- 9,575 Sq Ft
293 Sandisfield Rd, New Marlborough, MA 01230

A remarkable example of bespoke craftsmanship spanning over four floors with an indoor swimming pool on nearly 14 private acres. Drive up the winding driveway to be met by a sprawling wood shingled home with rounded turrets and curved windows, a theme that is carried throughout. A grand entryway leads you through to the open plan Kitchen, dining and one of the many living spaces, this one with a

Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

293 Sandisfield Rd, New Marlborough, MA 01230
/37
$699,000
- 3 Beds
- 2 Baths
- 2,284 Sq Ft
15 Stephanie Ln, Hinsdale, MA 01235

Discover your dream retreat in this stunning log home, nestled on 37 acres of breathtaking land that adjoins over 1,000 acres of serene state forest. This oasis offers an unmatched blend of tranquility and natural beauty, allowing you to escape from the hustle and bustle of everyday life. Imagine sipping your morning coffee on the wrap-around deck, soaking in the picturesque mountain views.

Herb Butzke WILLIAM PITT SOTHEBY'S - LENOX

15 Stephanie Ln, Hinsdale, MA 01235
/19
$775,000
- 8 Beds
- 4 Baths
- 3,192 Sq Ft
35 Main St, West Stockbridge, MA 01266

Introducing a beautiful in-town 4-family investment opportunity on the picturesque Main St, offering separate utilities for each unit. With a new roof, fresh paint, and renovations completed in units, 1,2 &3 all in 2023.

Matt Carlino MACCARO REAL ESTATE

35 Main St, West Stockbridge, MA 01266
/19
$929,000
- 11 Beds
- 6 Baths
- 4,863 Sq Ft
Unlisted Address

Fully Rented In Town 5-Family Investment Opportunity. Home office available with a bathroom. Short walk to Post Office, Restaurants, Library and the Red Lion Inn. Stockbridge Town Park located across the street and hiking trails at the end of the street. See pictures.

Matt Carlino MACCARO REAL ESTATE

Unlisted Address
/59
$499,000
- 3 Beds
- 2 Baths
- 1,600 Sq Ft
162 Ymca Rd, Becket, MA 01223

Open for showing from 9/15 to 9/25.It has been book with guest all summer. Becket Lake cottage Enjoy a short walk down to a small community beach/Boat launch and beautiful Lake. The cottage was renovated with gracefully charm.Modern baths Easy kitchen., Energy-efficient windows. new flooring with exception to the nutty pine wide board living room floor that gleams. Wonderful oversize Trex deck

Ginger Conner RED HORSE REAL ESTATE, LLC

162 Ymca Rd, Becket, MA 01223
/34
$350,000
- 3 Beds
- 2.5 Baths
- 1,280 Sq Ft
49 Bryant Rd, Otis, MA 01253

This inviting 3 bedroom, 2 bath home sits on 2 private acres on a quiet road in Otis.It is the kind of place where you can really relax, whether you're hanging out by the wood burning fireplace on a chilly evening, sipping coffee on the screened porch, or enjoying summer nights on the deck. Inside there is an open eat in kitchen with tons of natural light. Along with the living room there is a

Shannon Margraf WILLIAM PITT SOTHEBY'S - GT BARRINGTON

49 Bryant Rd, Otis, MA 01253
/12
$230,000
- 2 Beds
- 1 Bath
- 964 Sq Ft
369 Pine Rd, Otis, MA 01253

Charming Cottage Near Otis ReservoirDon't miss this well-maintained 2-bedroom, 1-bathroom cottage just a short walk to beautiful Otis Reservoir! This cozy getaway features two wood stoves for warm, rustic charm, a spacious deck for relaxing or entertaining, and recent updates to the well and electrical systems. Nestled in a serene setting, it's the perfect spot for seasonal escapes or year-round

Kelly Sullivan SULLIVAN REAL ESTATE

369 Pine Rd, Otis, MA 01253
/7
$59,900
- Land
- 1.23 Acres
- $48,699 per Acre
Lot 140 Westbrook Terrace, Pittsfield, MA 01201

Nestled on a quiet street among upscale homes, this 1.23-acre lot offers a prime setting to build your custom residence. Underground utilities are available at the road for a seamless start. Enjoy the privacy and natural beauty of the Berkshires with easy access to downtown Pittsfield, Tanglewood, hiking trails, and more. Protective covenants preserve the integrity and lasting value of this

Corey Bishop

BISHOP WEST REAL ESTATE

(413) 288-3713

Lot 140 Westbrook Terrace, Pittsfield, MA 01201
/7
$25,000
- Land
- 2.26 Acres
- $11,062 per Acre
Lot 155 Chippewa Dr, Becket, MA 01223

Come and build your Berkshire dream home in Indian Lake Association. The lot provides for a private country setting with all the amenities of the lake and tennis courts. The private roads throughout the community make for a quiet stroll at any point in time.

David St. Laurent BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS OTIS

Lot 155 Chippewa Dr, Becket, MA 01223
/20
$950,000
- 5 Baths
- 5,180 Sq Ft
406 Main St, Great Barrington, MA 01230

FOR SALE: Prime Downtown Great Barrington Gem - Endless Possibilities! Welcome to 406 Main Street, a rare opportunity in the heart of downtown Great Barrington, MA. Just steps from bustling Main Street shops and restaurants, this versatile 5,180 sq ft building offers exceptional potential for residential, commercial, or creative mixed-use transformation. Zoned B2, the property allows for

Jason Saphire www.HomeZu.com

406 Main St, Great Barrington, MA 01230
/7
$59,900
- Land
- 1.08 Acres
- $55,463 per Acre
Lot 144 Eastbrook Ln, Pittsfield, MA 01201

Nestled on a quiet street among upscale homes, this 1.08-acre lot offers a prime setting to build your custom residence. Underground utilities are available at the road for a seamless start. Enjoy the privacy and natural beauty of the Berkshires with easy access to downtown Pittsfield, Tanglewood, hiking trails, and more. Protective covenants preserve the integrity and lasting value of this

Corey Bishop

BISHOP WEST REAL ESTATE

(413) 414-5864

Lot 144 Eastbrook Ln, Pittsfield, MA 01201
/6
$69,000
- Land
- 3 Acres
- $23,000 per Acre
Lot 5 Watson Rd, Hinsdale, MA 01235

Fantastic opportunity to build your home on a quiet dead end country road. Located just minutes to dining, shopping, golf and two lakes.Enjoy all the Berkshires has to offer, and be able to enjoy your own tranquil paradise.

Sherry Street REALTY STREET, LLC

Lot 5 Watson Rd, Hinsdale, MA 01235
/44
$1,800,000
- 5 Beds
- 3.5 Baths
- 3,768 Sq Ft
307 Stanley Rd, Otis, MA 01253

Welcome to this Berkshire Waterfront Paradise! With amazing lake and sunset views this home has it all. Five bedrooms all with lake views. Your family and friends will find the total relaxation the Berkshires can offer. Whether it's a swim, paddle, fishing or a water ski on the lake it's all just steps out the door. The beautiful stone fireplace sores to compliment this open space and provides a

David St. Laurent BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS OTIS

307 Stanley Rd, Otis, MA 01253
/3
$16,900
- Land
- 0.35 Acre
- $48,286 per Acre
0 Winter Dr, Becket, MA 01223

This parcel offers peaceful views & private relaxation! Non-Motor Lake, enjoy kayaking, canoeing, and so much more! Located across the road from Excalibur Lake. Road Tax $60, annually. This buildable lot is located in Sherwood Forest. A Private community located in the Heart of the Berkshires.

Jason Nocher NOCHER REALTY

0 Winter Dr, Becket, MA 01223
/60
$5,475,000
- 5 Beds
- 8 Baths
- 9,400 Sq Ft
Unlisted Address

Nestled in the heart of Alford, Massachusetts, this extraordinary 35.6-acre Berkshire County estate offers unparalleled privacy with sweeping western Catskill Mountain views and direct access to conservation land. The impressive 9,400 sq ft main residence, built in 2003 and comprehensively updated beginning in 2020, features 4 bedrooms, 5 full baths, and resort-caliber amenities throughout its

Elyse Morris ELYSE HARNEY REAL ESTATE

Unlisted Address
/50
$1,750,000
- 5 Beds
- 4.5 Baths
- 4,301 Sq Ft
20 E Dugway Rd, Lenox, MA 01240

Lenox Estate on 36 Acres - Two HomesJust one mile from the center of Lenox, this unique estate offers exceptional space and versatility with two separate residences. The main home boasts 4,100 square feet with five bedrooms and three and a half bathrooms--perfect for spacious living or entertaining. The second home is a charming 1,200-square-foot residence with two bedrooms and two full baths,

Tanya Shepardson LAMACCHIA REALTY, INC

20 E Dugway Rd, Lenox, MA 01240
/33
$269,900
- 4 Beds
- 2 Baths
- 2,132 Sq Ft
50 John St, Pittsfield, MA 01201

This two-family home was renovated in the last two years! Improvements include roof, windows, flooring, painting, and more! The home offers an enclosed front porch to access both units, and a side porch for each apartment independently. Each unit features living room, dining room, kitchen, 2 bedrooms and 1 bath. There is separate heat, hot water and electric: Unit 52 has natural gas heat while

Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.

50 John St, Pittsfield, MA 01201
/2
$30,000
- Land
- 1.08 Acres
- $27,778 per Acre
36 Old Farm Ln, Pittsfield, MA 01201

Located at 36 Old Farm Lane in Pittsfield, MA, this land investment offers a prime opportunity for development or a place to build your dream HOME. Situated in a quiet residential area, the property provides easy access to local amenities, schools, and major roads. With generous acreage, it presents various possibilities for residential or recreational use. Pittsfield's real estate market is on

Gesiane Soares CENTURY 21 NORTHEAST

36 Old Farm Ln, Pittsfield, MA 01201
/47
$1,795,000
- 4 Beds
- 3 Baths
- 2,686 Sq Ft
24 Baldwin Hill Rd E, Egremont, MA 01230

Located on one of Egremont's most picturesque roads, this beautifully designed contemporary home offers panoramic views from nearly every room. Set in a low-tax town just minutes from Great Barrington, this home is private, comfortable and versatile. The main house has perfect flow, great scale rooms, tons of light, a beautiful stone fireplace, custom Kitchen, and the prettiest of outdoor spaces.

Helen Mullany HELEN MULLANY REAL ESTATE, LLC

24 Baldwin Hill Rd E, Egremont, MA 01230
/20
$1,250,000
- 2 Beds
- 2 Baths
- 1,584 Sq Ft
114 Brush Hill Rd, Great Barrington, MA 01230

New Build Contemporary. Timbercraft Homes & Rosengren Architects collaborated to create this Contemporary 1584 square foot 2 bedroom home. Clean lines and simple one level living. Energy efficient Home with beautiful oak floors, custom kitchen open to dining and living room. Primary bedroom spacious and bright with well appointed bathroom and walk-in closet. Fireplace, dual fuel heating and AC. 1

Mark Rosengren LANCE VERMEULEN RE, INC

114 Brush Hill Rd, Great Barrington, MA 01230
/36
$775,000
- 10 Beds
- 4 Baths
- 5,293 Sq Ft
458 Monterey Rd, Great Barrington, MA 01230

This rare find, located on the Great Barrington/Monterey line, offers the right buyer a unique opportunity to live, work, and play in the heart of the Berkshires. Situated on 4.32 acres, this 1958 ranch-style home has evolved over the years into a sprawling 5,200 square-foot property boasting endless potential. While it currently serves as an owner-operated wellness facility, an expansive

Cortney Dupont COHEN & WHITE ASSOCIATES

458 Monterey Rd, Great Barrington, MA 01230
/43
$699,000
- 3 Beds
- 2.5 Baths
- 2,135 Sq Ft
770 Summer St Unit 3A, Lee, MA 01238

Welcome home to Lakeside condominiums at Foxhollow! An established condo community perfectly positioned between Lee/Lenox/Stockbridge close to all area attractions! Desirable ground level unit features easy living. Enjoy morning coffee on your spacious deck taking in open rolling lawns and mountain views. Open living/dining with fireplace, updated kitchen w quartz counters, stainless

Pamela Roberts ROBERTS & ASSOC. REALTY, INC

770 Summer St Unit 3A, Lee, MA 01238
/46
$625,000
- 9 Beds
- 4 Baths
- 4,152 Sq Ft
1057 Main St, Great Barrington, MA 01236

Great investment opportunity! A very rare property offered for the first time outside the family in over 90 years! This is a well maintained and loved four unit income property that can produce over seventy five thousand dollars per year in rents! Lifetime metal roof, freshly painted exterior and updated units are just a few of the benefits of this investment. In the bustling village of

Ryan Lane GILCREST PROPERTIES

1057 Main St, Great Barrington, MA 01236
/7
$139,000
- Land
- 0.32 Acre
- $434,381 per Acre
LOT112 Osceola Rd, Becket, MA 01223

WATERFRONT LOT WITH FIFTY FEET ON THE LAKE. Unusual, undeveloped .32 acre lot on Center Pond with 50' of easterly facing shorefront. Being sold as is, raw land. Buyers to do their own due diligence.

Kim Bergland RED HORSE REAL ESTATE, LLC

LOT112 Osceola Rd, Becket, MA 01223

Showing Results 481 - 520, Page 13 of 18

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