The Berkshires, MA Homes for Sale

/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
/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
/43
$595,000
- 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
/18
$154,000
- 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
/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
/37
$238,500
- 3 Beds
- 2 Baths
- 1,446 Sq Ft
9 Woronoco Rd, Blandford, MA 01008

Lovely cape style home situated on 1.3 acres sitting on top of a hill. A short drive from the Berkshires or Westfield. This home offers a spacious living room with fireplace, first floor bedroom, full bathroom, and laundry. Along with two additional bedrooms and another full bathroom on the second floor. 200 amp electric panel and a 1 car garage. HUD Home. LBP. Sold ''AS IS'' by elec. bid only.

Cory Evangelisto NOCHER REALTY

9 Woronoco Rd, Blandford, MA 01008
/28
$215,000
- 3 Beds
- 1.5 Baths
- 1,318 Sq Ft
31 Millard Ave, Clarksburg, MA 01247

Ready to move to Clarksburg? This three bedroom, 1 1/2 bath house is ready for your vision and updates. The boiler was replaced in 2019 and roof in 2023. Additional amenities are a paved driveway, enclosed front porch and back deck. Minutes from downtown North Adams and Mass MoCA.

Tina Dobbert MORESI REAL ESTATE PARTNERS

31 Millard Ave, Clarksburg, MA 01247
/25
$160,000
- 2 Beds
- 1.5 Baths
- 1,184 Sq Ft
94 John St, Pittsfield, MA 01201

$20K PRICE REDUCTION. Turnkey Former Airbnb-Fully Updated & Move-in Ready! This beautifully renovated 2-bed, 1.5 bath home is perfect for personal residence or income-generating property. Previously a successful Airbnb. it's packed with charm, upgrades, & flexible living space. Enjoy a spacious eat-in kitchen with new cabinets, countertop, & flooring. Opens up to the family room for easy

Barbara DeMers NOCHER REALTY

94 John St, Pittsfield, MA 01201
/3
$310,000
- 2 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
/28
$395,000
- 2 Beds
- 1 Bath
- 936 Sq Ft
127 County Rd, Rowe, MA 01367

Discover your oasis in the idyllic town of Rowe, where serenity meets modern living! This beautifully renovated ranch home, set on 1.17 acres, offers the perfect blend of comfort and efficiency. With a thoughtfully designed open floor plan, you'll enjoy a seamless one-floor lifestyle that includes a spacious, sunlit living room and a stunning remodeled kitchen. Step outside to your expansive

Herb Butzke WILLIAM PITT SOTHEBY'S - LENOX

127 County Rd, Rowe, MA 01367
/27
$239,900
- 2 Beds
- 1 Bath
- 936 Sq Ft
15 Summit Ave, Adams, MA 01220

Charming ranch in move-in ready condition! Welcome to your perfect starter home or perfect home if you are looking to downsize. This 2-bedroom, 1-bath residence offers classic charm, nestled in a quiet, well-established neighborhood.Step inside to find a bright, open kitchen area with a warm, inviting atmosphere. The kitchen features modern appliances, ample cabinet space, and a cozy dining

Lisa Mendel BURNHAM GOLD REAL ESTATE, LLC

15 Summit Ave, Adams, MA 01220
/7
$329,000
- 2 Beds
- 1 Bath
- 936 Sq Ft
86 South St, Williamsburg, MA 01096

This inviting home boasts abundant natural light, a spacious backyard perfect for relaxing or entertaining, and a cozy fireplace that adds warmth and ambiance. Energy-efficient mini split heat pumps enhance comfort year-round. Ideal for those seeking a more manageable space, this smaller home offers plenty of charm without compromising on functionality. Also located near some great hiking

Greg Dibrindisi Berkshire Hathaway HomeServices Realty Professionals

86 South St, Williamsburg, MA 01096
/65
$1,300,000
- 2 Beds
- 2.5 Baths
- 2,270 Sq Ft
200 Easthampton Rd, Westhampton, MA 01027

Welcome to Starwind Farm, an extraordinary equestrian retreat set on 15.6 stunning acres, bordered by the North Branch of the Manhan River. A dream property for the discriminating horse enthusiast, this 2006 ranch home combines comfort, & functionality in a picturesque country setting. The home's open floor plan features 2 impressive fieldstone fireplaces, a primary en-suite, with direct access

Pauline Green STEEPLEVIEW REALTY - ADAMS BRANCH

200 Easthampton Rd, Westhampton, MA 01027
/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
/4
$197,500
- Land
- 0.94 Acre
- $210,106 per Acre
0 King Richard Dr, Becket, MA 01223

Dreaming of lake life? This rare Berkshire waterfront lot offers stunning year-round views and peaceful lake frontage—perfect for your dream retreat. Fully approved with MA DEP and town permits, plus engineered septic design and full house plans included. Skip the permitting headaches and bring your vision to life! Surrounded by natural beauty, this is a special opportunity to create your own

Alyssa Maggi LPT Realty, LLC

0 King Richard Dr, Becket, MA 01223
/4
$669,000
- 4 Beds
- 3.5 Baths
- 1,908 Sq Ft
510 Main Rd, Chesterfield, MA 01012

Incredible opportunity to personalize a nearly new construction! This home is undergoing a complete transformation—only the original first-floor framing remains. A full second-floor addition and full interior rebuild are in progress. Now framed with rough plumbing and electrical underway, this is the ideal time for a buyer to select finishes and add personal style. The second floor will feature a

Daniel James Piasecki Coldwell Banker Community REALTORS®

510 Main Rd, Chesterfield, MA 01012
/12
$189,900
- 2 Beds
- 1,002 Sq Ft
105 Crane Ave, Pittsfield, MA 01201

This Ranch is a fixer-upper sitting on almost a half acre! There is great parking space plus a detached garage and a fenced-in backyard. New roof done in the last couple years.Desirable location, near Berkshire Hills Country club and walking distance to the golf course, and just a few minutes drive to BMC Hospital and to Pontoosuc lake. The home has vinyl siding and City water and sewer.Great

Maria Liccardi LAMACCHIA REALTY, INC

105 Crane Ave, Pittsfield, MA 01201
/41
$498,000
- 3 Beds
- 2 Baths
- 1,504 Sq Ft
132 Sandisfield Rd, Sandisfield, MA 01255

This Greek Revival farmhouse in quaint Sandisfield blends historic charm with modern updates. The open-concept living/dining area features a bright sitting room w/ vaulted ceilings and french doors overlooking lush greenery in the peaceful backyard. The modern kitchen has marble countertops & new appliances. The largest bedroom and a full bath are on the first floor, along with laundry and ample

Kate Lascar COMPASS MASSACHUSETTS , LLC GB

132 Sandisfield Rd, Sandisfield, MA 01255
/16
$495,000
- Land
- 21 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
/55
$415,000
- 3 Beds
- 2 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
/59
$875,000
- 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
$1,849,235
- 4 Beds
- 3.5 Baths
- 4,968 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
/41
$350,000
- 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
/21
$299,900
- 3 Beds
- 1.5 Baths
- 1,224 Sq Ft
82 Maple St, Adams, MA 01220

Meticulously maintained and full of classic charm, this inviting three bedroom, one and a half bath Cape-style home offers a warm blend of traditional features including beautiful hardwood floors, elegant moldings, and classic trim throughout. Featuring a formal dining room and a generously sized eat-in kitchen, complete with abundant cabinetry--perfect for hosting or everyday living. Enjoy your

Jeffrey King ALTON & WESTALL REAL ESTATE AGENCY, LLC

82 Maple St, Adams, MA 01220
/66
$2,250,000
- 5 Beds
- 6 Baths
- 5,477 Sq Ft
1030 West St, Pittsfield, MA 01201

1030 West is a bespoke family compound on 6 acres between Onota Lake and Pittsfield State Forest, offering refined country living with city convenience. The historic main house, decorated by designer Heidi Caillier and featured in her book Memories of Home, has been thoughtfully renovated with timeless materials - custom cabinetry, marble, limestone, Waterworks fixtures, designer and vintage

Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

1030 West St, Pittsfield, MA 01201
/11
$295,000
- Land
- 3.00 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
/43
$799,000
- 7 Beds
- 7 Baths
- 4,290 Sq Ft
17 - 23 Linden St, Pittsfield, MA

Incredible Multi-Unit Investment Opportunity in Downtown Pittsfield!Located just steps from the Barrington Stage Company theater in the heart of the cultural district, this dynamic property includes two fully occupied buildings plus a 4-bay garage, making it a true income-generating powerhouse. With a solid 11.2 cap rate, this is a rare opportunity for both the savvy investor and the live-in

Michael Castellano Gilcrest Properties

17 - 23 Linden St, Pittsfield, MA
/78
$2,400,000
- 2 Beds
- 6 Baths
- 2,270 Sq Ft
200 Easthampton Rd, Westhampton, MA 01027

ATTENTION HORSE LOVERS! Step onto Starwind Farm, an extraordinary equestrian estate set on 15.6 stunning acres. A dream property for the discriminating horse enthusiast. The highlight is the 80x180 indoor arena, perfect for year-round riding, training & events. Surrounding the arena are the planned paddocks to ensure ultimate care & safety for your horses. A custom 3 stall attached to the arena

Pauline Green STEEPLEVIEW REALTY - ADAMS BRANCH

200 Easthampton Rd, Westhampton, MA 01027
/69
$2,250,000
- 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
/39
$565,900
- 8 Beds
- 3 Baths
- 4,034 Sq Ft
144 Bromback St, Pittsfield, MA 01201

Beautiful, spacious 8 bedroom, 3 updated bath, 4000 sq ft home, custom built and nestled between 2 lakes with incredible views in the heart of the picturesque Berkshire Mountains! Walk to Onota lake in approximately 10 minutes and enjoy a 5 minute drive to Pontoosuc Lake both suitable for kayaking, swimming, picnicking and more. Enjoy the convenience of two laundry rooms and two updated

Janet Benoit Janet L. Benoit

144 Bromback St, Pittsfield, MA 01201
/37
$749,000
- 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
/37
$329,000
- 3 Beds
- 1 Bath
- 1,338 Sq Ft
643 Old Rd N, Worthington, MA 01098

Beautifully remodeled ranch style home offering a wonderful OPEN living, dining. and kitchen areal great for relaxing and entertaining staying cozy with the central wood stove all winter. There are 3 bed rooms with the main bed room having a large cathedral ceilinged sun/sitting room attached. This offers a pleasant extra space. The full bath has a walk in and sit down shower with 3 upper windows

James Molyneux Molyneux Realty

643 Old Rd N, Worthington, MA 01098
/48
$699,000
- 3 Beds
- 2.5 Baths
- 2,820 Sq Ft
236 Surriner Rd, Becket, MA 01223

Nestled on four private wooded acres in the heart of the Berkshires, this stunning Lincoln Log home blends timeless craftsmanship with peaceful modern living. Built by its original owners and affectionately named the ''Log Mahal,'' this one-of-a-kind home offers warmth, character, and natural beauty at every turn.Step inside and be welcomed by soaring wood-beamed ceilings, rich log walls, and an

Leslie Claus Van Hise BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

236 Surriner Rd, Becket, MA 01223
/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
$949,000
- 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
/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
/51
$437,900
- 4 Beds
- 1.5 Baths
- 2,126 Sq Ft
31 Lexington Pkwy, Pittsfield, MA 01201

New and Improved! Amazing finishing touches to make it sparkle and shine and move in ready! New roof, fresh exterior paint, new energy efficient mini splits for heating and cooling and Mass Save Insulated for low annual utility cost, new 200 amp electric service, updated baths, full-length front porch perfect for relaxing or socializing. Be welcomed onto the glorious front porch wonderfully

Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

31 Lexington Pkwy, Pittsfield, MA 01201
/20
$999,999
- 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

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