Berkshire County MA Homes under $400,000

/18
$315,000
- Land
- 10.52 Acres
- $29,943 per Acre
0 Lenox Rd Unit 249209, West Stockbridge, MA 01266

A rare opportunity to own two lots totaling 10.6 acres in sought-after West Stockbridge. Accessed by a shared driveway, the parcels offer flexibility for a private compound or two thoughtfully sited homes. Mowed walking paths wind through groves of mature trees and the partially cleared landscape, creating a peaceful setting with a natural balance of privacy and usable space. The property

Conor Meehan STONE HOUSE PROPERTIES, LLC

0 Lenox Rd Unit 249209, West Stockbridge, MA 01266
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/39
$367,500

$32K PRICE DROP
- 3 Beds
- 1.5 Baths
- 1,677 Sq Ft
20 Moscow Rd, West Stockbridge, MA 01266

Short walk to quaint downtown West Stockbridge featuring local coffee shop, variety store, restaurants and shops. Just a few minutes to local theatres, music venues, Tanglewood, historic Stockbridge, and the Mass Pike. Beautiful open yard great for summer entertaining including cookouts, yard games or just relaxing and reading a book! Cozy fireplace for those beautiful snowy New England nights.

Mark Harris SIGNATURE ASSOCIATES

20 Moscow Rd, West Stockbridge, MA 01266
/29
$320,000
- 3 Beds
- 2 Baths
- 1,332 Sq Ft
94 1st St, Dalton, MA 01226

A DARLING DALTON HOMEDiscover this solid 3-bedroom, 2-bathroom home located in a popular Dalton neighborhood. Featuring ''good bones'' and with all the heavy lifting already complete, this property represents a fantastic opportunity. Recent updates include a brand-new boiler, newer windows, a newer roof, low-maintenance vinyl siding, and a durable Trex deck. The interior offers the convenience of

Rhonda Cyr LAMACCHIA REALTY, INC

94 1st St, Dalton, MA 01226
/33
$379,000
- 5 Beds
- 4 Baths
- 3,727 Sq Ft
39 Bartlett Ave, Pittsfield, MA 01201

Introducing 39-41 Bartlett Avenue, a classic three-family Victorian in the heart of Pittsfield, offering a fantastic investment opportunity. This fully occupied property provides immediate income potential and features separate natural gas utilities for each unit. The home boasts vinyl siding and replacement windows, combining classic charm with practical updates. Ideally situated just moments

Jessica Rizzo LAMACCHIA REALTY, INC

39 Bartlett Ave, Pittsfield, MA 01201
/7
$329,000

$20K PRICE DROP
- Land
- 19.73 Acres
- $16,675 per Acre
0 Hayes Hill Rd Unit 247870, New Marlborough, MA 01244

Just shy of 20 acres. Make your way to the top for views, you won't be disappointed. An abundance of wildlife, and not a building in sight. Come take a look and make this your Berkshire retreat!

Lawrence Reilly THE KINDERHOOK GROUP

0 Hayes Hill Rd Unit 247870, New Marlborough, MA 01244
/20
$399,000

$51K PRICE DROP
- 1 Bed
- 1 Bath
- 750 Sq Ft
42 Sandisfield Rd, Monterey, MA 01245

This recently renovated cottage, set on 4 woodland acres in beautiful Monterey enjoys close proximity to Lake Garfield, for boating and swimming, and plentiful hiking trails throughout the town. With 750 square feet of bright, clean, efficient living space, and a large detached garage, the cottage is the perfect Berkshires getaway. Recent upgrades include a spacious deck, interior painting, a

Claudia Crane COMPASS MASSACHUSETTS , LLC GB

42 Sandisfield Rd, Monterey, MA 01245
/25
$349,900
- 3 Beds
- 1 Bath
- 960 Sq Ft
34 Fairview Terrace, Great Barrington, MA 01230

Charming single-level 1987 home set on one of the nicest streets in town--quiet, convenient, and within walking distance to shopping, restaurants, and the bus line. This well-maintained home offers three bedrooms and easy one-floor living. Enjoy a lovely backyard with patio, storage shed, and a charming deck perfect for morning coffee or summer grilling. A wonderful in-town location with both

Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

34 Fairview Terrace, Great Barrington, MA 01230
/23
$399,000
- 3 Beds
- 1 Bath
- 1,616 Sq Ft
792 East St, Lenox, MA 01240

Nestled into the hillside on East St., this one owner home is awaiting your touches! Set on 1.4 private acres, there is plenty of space to expand this 3 BR embankment ranch. Two fireplaces, one in the first floor LR, the 2nd in the walk out lower level FR, there are also 2 decks, a screened porch and a 3 season room off the family room. All electric and a new septic system to be installed post

Mary Jo Piretti PIRETTI REAL ESTATE

792 East St, Lenox, MA 01240
/27
$309,000
- 2 Beds
- 1.5 Baths
- 1,032 Sq Ft
34 Hungerford St, Pittsfield, MA 01201

Welcome to this beautifully built new construction home offering the perfect blend of style, efficiency, and comfort. Featuring 2 spacious bedrooms and 1.5 bathrooms, this thoughtfully designed home boasts an open-concept layout with bright natural light, modern finishes, and quality craftsmanship throughout.The main living area flows seamlessly into the kitchen and dining space, creating an

Ahliya Phillips KELLER WILLIAMS REALTY

34 Hungerford St, Pittsfield, MA 01201
/56
$374,900

$10K PRICE DROP
- 4 Beds
- 2 Baths
- 1,710 Sq Ft
380 West Rd, Adams, MA 01220

Welcome home to this spacious and meticulously maintained 4-bedroom, 2 full bath ranch nestled in the scenic Berkshires in Adams. Offering comfortable single-level living with thoughtful updates throughout, this property combines practicality, charm, and beautiful natural surroundings.Inside, you'll find a bright and inviting layout featuring an updated kitchen with sleek quartz countertops,

David Graziani BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

380 West Rd, Adams, MA 01220
/33
$329,000
- 3 Beds
- 1 Bath
- 960 Sq Ft
555 Marble St, Lee, MA 01238

Charming three-bedroom ranch in one of Lee's most convenient locations. Set on a large yard with room to relax, garden, or entertain, this home offers easy living in the heart of the Berkshires. Lee is known as the Gateway to the Berkshires and offers the perfect blend of small-town charm and accessibility. Enjoy wonderful local restaurants, shops, farmers markets, nearby parks, and easy access

Katie Soules WILLIAM RAVEIS REAL ESTATE

555 Marble St, Lee, MA 01238
/30
$385,000
- 3 Beds
- 1.5 Baths
- 1,632 Sq Ft
41 Arnold St Unit 1, Williamstown, MA 01267

This condo is a two unit property so we will call it a ''Condex'' with No HOA fees. Exceptional space and plenty of storage. A first-floor bedroom and full bath for convenience. Upstairs there is a three-room suite with a full bath. This could be an office and a den plus there is a third bedroom. All have nice sized closets. A small hallway could be a cute reading nook that leads to an attic that

Sandra Sorel COLDWELL BANKER REALTY

41 Arnold St Unit 1, Williamstown, MA 01267
/49
$329,900

$10K PRICE DROP
- 3 Beds
- 1 Bath
- 1,106 Sq Ft
37 Alger St, Adams, MA 01220

Welcome to your move-in ready home in Adams, where modern updates meet timeless charm on 1.5 private acres. Every inch of this home has been thoughtfully renovated, blending clean, contemporary finishes with warm rustic character. Offering a bright interior featuring hardwood floors, a fully updated kitchen, three comfortable bedrooms and one completely renovated full bathroom, the layout is both

Jessie Downer LAMACCHIA REALTY, INC

37 Alger St, Adams, MA 01220
/10
$329,000
- Land
- 8.69 Acres
- $37,860 per Acre
10 Mountain Rd, Mount Washington, MA 01258

RARE OPPORTUNITY. Private parcel with open views potential, atarting from the idyllic cul-de-sac, on Mountain Rd. in Mt. Washington, MA. This exclusive, private land parcel has 8.69 level and gently rolling acres.: Septic Field has been partially installed, Well has been drilled , and rough driveway installed. Fiber Optic is available. The plans for 4BR+4BA house with an in-law suite have been

Eric Steuernagle FAIRGROUND REAL ESTATE, INC

10 Mountain Rd, Mount Washington, MA 01258
/33
$399,000

$51K PRICE DROP
- 3 Beds
- 2 Baths
- 1,931 Sq Ft
16 Windflower Way, Williamstown, MA 01267

Welcome to this charming, freshly painted throughout and carpeted, 3-bedroom, 2 -bathroom condominium located in the desirable Greylock Village. This end unit offers comfort, convenience, and access to a peaceful and picturesque setting in the heart of the Berkshires. Whether you're looking for a full-time residence or a vacation getaway, this property is perfect for all lifestyles. The large

Kim Burnham BURNHAM GOLD REAL ESTATE, LLC

16 Windflower Way, Williamstown, MA 01267
/43
$325,000
- 3 Beds
- 1 Bath
- 1,400 Sq Ft
8 Mckinley St, Adams, MA 01220

Quaint 3 BR/1 Bath ranch on nice dead-end street in a desirable Adams neighborhood with lots of character and charm! This home features spacious rooms, hardwood and vinyl replacement flooring, replacement windows, updated bathroom, and ample closet and storage space. Huge basement that allows for finish-able area, with workshop, plenty of dry storage and a cedar closet. Private, fully fenced

Amy Wood STEEPLEVIEW REALTY - N. ADAMS

8 Mckinley St, Adams, MA 01220
/30
$329,900
- 3 Beds
- 1.5 Baths
- 1,656 Sq Ft
8 Mohegan St, Pittsfield, MA 01201

This sweet and charming 3 bedroom, 1.5 bath Colonial blends timeless character with thoughtful updates throughout. Set on a spacious, fully fenced yard, the property offers plenty of room to relax, garden, entertain, or play, along with a welcoming 3 season enclosed porch perfect for enjoying quiet mornings or summer evenings. Inside, the living and dining rooms feature beautifully refinished

Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

8 Mohegan St, Pittsfield, MA 01201
/26
$399,900
- 4 Beds
- 1 Bath
- 1,337 Sq Ft
153 State Rd, Great Barrington, MA 01230

Neat as a pin cape walking distance to downtown Great Barrington and amenities, this home has been thoughtfully renovated top to bottom. This sweet property, also zoned commercially, has 4 bedrooms, a full bath, and even a partially finished basement. The kitchen, complete with a large pantry, retains the charming mid century details, while appealing to the modern aesthetic. Outside, there is a

Lauren Rosen WILLIAM RAVEIS - BERKSHIRE

153 State Rd, Great Barrington, MA 01230
/16
$350,000

$50K PRICE DROP
- Land
- 23,087 Sq Ft
- $660,372 per Acre
0 Leisure Ln, Otis, MA 01253

Waterfront building lot on Benton Pond! Over a half acre lot that is lightly wooded and has a recent passing perc. This lot is located on a quiet dead end road. What a wonderful spot to enjoy lakefront living, peace and quiet, all in one place.

Tanya Shepardson LAMACCHIA REALTY, INC

0 Leisure Ln, Otis, MA 01253
/32
$329,900
- 1 Bed
- 1 Bath
- 864 Sq Ft
120 Rainbow Rd, East Otis, MA 01029

Welcome to your Berkshires escape in desirable East Otis! Built in 2012, this well-maintained Cape offers comfort, efficiency, and low-maintenance living--ideal as a weekend retreat, year-round home, or investment opportunity--with deeded Otis Reservoir access. Inside, enjoy a bright open-concept layout that lives larger than its ~864 sq ft, featuring a spacious 1-bedroom, 1-bath design supported

Dennis LeClair RE/MAX COMPASS

120 Rainbow Rd, East Otis, MA 01029
/15
$397,000
- 2 Beds
- 1 Bath
- 699 Sq Ft
115 Lake Shore Dr, Cheshire, MA 01225

Cozy four season home with incredible views. 2 bedroom, one bath, on the water with new dock on beautiful Hoosac Lake. Large two-level deck. Near popular lake-side bike trail. Town water, natural gas heat. Perfect for all-season living or summer weekend getaway.

John Garber

115 Lake Shore Dr, Cheshire, MA 01225
/47
$335,900

$14K PRICE DROP
- 3 Beds
- 1 Bath
- 1,260 Sq Ft
84 N Summer St, Adams, MA 01220

Delightful Cape-style home set on a level lot with stunning views of Mt. Greylock. This charming property features an kitchen and bath updates, included granite countertops and walk in shower, along with a convenient first-floor primary bedroom. Wood floors and a cozy living room fireplace create warmth and comfort throughout the home. Upstairs you'll find 2 additional bedrooms, while a formal

Pauline Green STEEPLEVIEW REALTY - ADAMS BRANCH

84 N Summer St, Adams, MA 01220
/5
$315,000
- Land
- 14.74 Acres
- $21,370 per Acre
0 E Alford Rd, West Stockbridge, MA 01266

Beautiful and pristine 14.7 acre lot, family owned since 1963. 3-4 acres are an open field; a former Christmas tree farm. Rear portion of property is largely wooded with a stream. This area of East Alford Road has many million dollar plus homes. Perfect lot to build your tranquil dream home. Lot was perc tested in 2007. 10 Minutes to the center of West Stockbridge, 15 minutes to Great

Matt DeLucia William Pitt Sotheby's International Realty

0 E Alford Rd, West Stockbridge, MA 01266
/34
$389,900

Open Thu 4PM - 6PM
- 3 Beds
- 1.5 Baths
- 1,672 Sq Ft
310 Luce Rd, Williamstown, MA 01267

OPEN HOUSE: 4-6 PM Thur. 5/21/26-Set along the quieter upper stretch of Luce Road, this inviting 3-bedroom home sits on a rare 1.49-acre parcel, offering a compelling balance of space, privacy, and flexibility. The main level includes two bedrooms and 1.5 baths, with an additional upstairs bedroom providing adaptable space for guests, a home office, or creative use.A bright breakfast nook with

Matt Chow ALTON & WESTALL REAL ESTATE AGENCY, LLC

310 Luce Rd, Williamstown, MA 01267
/26
$385,000
- 3 Beds
- 1.5 Baths
- 1,632 Sq Ft
41 Arnold St Unit 41, Williamstown, MA 01267

A Williamstown address and a sizable unit with NO HOA fees. Newly (within two years) painted and hardwood floors. Plenty of storage with the many closets .The walk -up attic is waiting for your creativity. There is a cute area that could be reading nook. Located close to Williams College Campus this is a great primary or second home. It has been used as an Airbnb and is fully and tastefully

Sandra Sorel Coldwell Banker Realty - Western MA

41 Arnold St Unit 41, Williamstown, MA 01267
/20
$309,900
- 3 Beds
- 1 Bath
- 1,326 Sq Ft
77 Imperial Ave, Pittsfield, MA 01201

Well maintained cape on a perfect corner lot in The Orchards! The home features two bedrooms, full bath, kitchen and living room all on the main level. The second floor has an additional bedroom and storage. Wood burning fireplace and mountain views from the back yard. Efficient natural gas heating and solar panels from SunRun. Basement was at one time finished and certainly could be in the

Derek Strzepa NOCHER REALTY

77 Imperial Ave, Pittsfield, MA 01201
/41
$389,000

$26K PRICE DROP
- 3 Beds
- 2 Baths
- 2,050 Sq Ft
34 Thistle Path, Williamstown, MA 01267

Ideal for those seeking comfort, convenience, and low-maintenance living, this three-bedroom, two-bath condo in Greylock Village offers a thoughtfully designed layout featuring a primary bedroom on the main level. Manufactured wood floors flow throughout most of the home, and the attached garage provides easy, weather-free access. As an end-unit condo, enjoy exceptional privacy with no

Rebecca Cellana BURNHAM GOLD REAL ESTATE, LLC

34 Thistle Path, Williamstown, MA 01267
/27
$365,000
- 3 Beds
- 1 Bath
- 872 Sq Ft
26 Pine St, Great Barrington, MA 01230

LAKE BUEL, NEW MARLBOROUGH COTTAGE!For the past 60 years this cottage has been a source of joy for the same family, now it is your turn. Affordable, simple, rustic three season cottage with deeded access to the lake. Well loved and nicely maintained, with updated kitchen, and a beautiful stone fireplace for those chilly evenings. Nice open plan Living/Dining area. Relax on the Deck or gather

Helen Mullany HELEN MULLANY REAL ESTATE, LLC

26 Pine St, Great Barrington, MA 01230
/43
$393,000
- 2 Beds
- 3 Baths
- 1,730 Sq Ft
7 Rolling Hills Unit 7-8, Lenox, MA 01240

This attractive multi level townhome has been renovated and ready for a new owner to enjoy this well cared for community. The spacious great room boasts open living/dining/kitchen w/direct access to private decking w/Mountain View & new awning, primary bedroom en suite & guest bedroom ensuite. The lower level, with convenient access by chair lift if wanted, offers desirable flex space; in unit

Cortney Dupont COHEN & WHITE ASSOCIATES

7 Rolling Hills Unit 7-8, Lenox, MA 01240
/12
$365,000

$31K PRICE DROP
- 4 Beds
- 1.5 Baths
- 1,726 Sq Ft
15 Ballou St, North Adams, MA 01247

Great location! Well-kept 4-bedroom home on a dead-end street with privacy and off-street parking. New roof, skylights, owned solar, upgrades throughout to include new DW, EV Charger, USB ports in every room, New heating system (with mini splits, New LG pump water heater, Oil tanks removed but pipes remain should a buyer want to switch back to oil. Comfortable sized bedrooms) one has built ins

Sandra Sorel Coldwell Banker Realty - Western MA

15 Ballou St, North Adams, MA 01247
/33
$329,900
- 1 Bed
- 1 Bath
- 864 Sq Ft
120 Rainbow Rd, Otis, MA 01253

Welcome to your Berkshires escape in desirable East Otis! Built in 2012, this well-maintained Cape offers comfort, efficiency, and low-maintenance living—ideal as a weekend retreat, year-round home, or investment opportunity—with deeded Otis Reservoir access. Inside, enjoy a bright open-concept layout that lives larger than its ~864 sq ft, featuring a spacious 1-bedroom, 1-bath design supported

Dennis LeClair RE/MAX Compass

120 Rainbow Rd, Otis, MA 01253
/33
$384,900
- 3 Beds
- 1.5 Baths
- 1,140 Sq Ft
16 Anthony St, Adams, MA 01220

Stunning three-bedroom two-bathroom ranch located in the scenic town of Adams, MA on one of the most beautiful streets. This home offers stunning direct views of Mount Greylock. This home boasts two cozy fireplaces, a spacious attic, and a basement that offers great potential for storage or conversion into additional living space. The breezeway connects to an attached garage. Enjoy outdoor living

Mariah Worth LAMACCHIA REALTY, INC

16 Anthony St, Adams, MA 01220
/39
$365,000

$14K PRICE DROP
- 4 Beds
- 2 Baths
- 1,830 Sq Ft
263 Walker St, North Adams, MA 01247

Spacious 4-bedroom, 2 bath Cape with updated kitchen and the convenience of a 1st floor primary and full bath! First floor offers large living room with hardwood floors and front bay window. Kitchen/dining was just fully renovated with Dekton high performance countertops, new GE Stainless Steel appliances and refaced cabinets. On the second floor you will find two grand-sized bedrooms and an

Deb Trzcinski Steepleview Realty - Mass

263 Walker St, North Adams, MA 01247
/48
$349,900
- 3 Beds
- 2 Baths
- 1,932 Sq Ft
38 Hollister St, Pittsfield, MA 01201

Charming two-family flat offering space, flexibility, and great updates throughout. The first-floor unit features a beautifully updated kitchen and bath, a spacious living room perfect for relaxing or entertaining, and an enclosed front porch filled with natural light. A partially finished basement provides additional living, recreation, or storage space. The second-floor unit offers 2 bedrooms,

Robin Moore 413 REAL ESTATE

38 Hollister St, Pittsfield, MA 01201
/24
$399,000
- 6 Beds
- 3 Baths
- 4,800 Sq Ft
27 N Main Rd, Otis, MA 01253

This renovated former storefront offers a rare blend of historic charm and modern flexibility. Currently used as a single-family home, this legal 3-family property is a prime investment opportunity.The Living Spaces: Apt #1 (Garden Level): 3-bed, 1-bath with laundry and private side deck. Apt #2 (2nd Level): Configured as a 2-bedroom; original kitchen plumbing/electric remain for easy

Melissa Zoe Hirsch ZOE MELISSA HIRSCH REAL ESTATE

27 N Main Rd, Otis, MA 01253
/17
$385,000

$14K PRICE DROP
- 3 Beds
- 1 Bath
- 1,298 Sq Ft
17 High St, West Stockbridge, MA 01236

Charming small home with a cozy feel.This home is the perfect chance for a first time buyer to create a home of their own. With solid bones, a welcoming front porch, and a detached garage ideal for work shop or extra storage. Located in a convenient setting, it's ready for your vision, with opportunities for modern updates. A little work could mean a big reward.Housatonic Village a few steps

Helen Mullany HELEN MULLANY REAL ESTATE, LLC

17 High St, West Stockbridge, MA 01236
/50
$399,000
- 2 Beds
- 2 Baths
- 1,647 Sq Ft
2 Wallace Rd Unit 2E, Stockbridge, MA 01262

Welcome to Heron Pond Condominiums in charming Stockbridge, where comfort meets convenience in a tranquil setting. This beautiful condominium offers an ideal combination of spacious living and cozy charm, featuring 2 or 3 bedrooms and 2 full baths. The screened porch is ideal to relax and enjoy nature without the bugs, a serene space to unwind, whether you're enjoying morning coffee or evening

Paula McLean PAULA MCLEAN REALTORS INC.

2 Wallace Rd Unit 2E, Stockbridge, MA 01262
/30
$319,900
- 3 Beds
- 2.5 Baths
- 1,500 Sq Ft
37 Corey Rd Unit 14, Hancock, MA 01237

Enjoy the ultimate convenience of living at a ski resort, with easy access to slopes, hiking trails, mountain biking, dining, and other resort amenities right at your doorstep. Wood burning fireplace will keep you warm on those cold winter nights. Embrace the year-round mountain lifestyle in this exceptional 3-bedroom, 2-full-bath home, ideally situated for both adventure and relaxation. Nestled

Kevin Moderski JIMINY REALTY

37 Corey Rd Unit 14, Hancock, MA 01237
/19
$307,000

$8K PRICE DROP
- 2 Beds
- 1 Bath
- 1,008 Sq Ft
9 Forest Row, Great Barrington, MA 01230

Why rent when you can own in a delightful neighborhood. Immaculate ground level unit in the private country community of Forest Row., located just a few minutes from downtown Great Barrington. Forest Row is a Community Land Trust Neighborhood. Easy care one level living with an open floor plan, private screened porch and a patio bordered by gardens and woods, surrounded by 21 acres of protected

Helen Mullany HELEN MULLANY REAL ESTATE, LLC

9 Forest Row, Great Barrington, MA 01230

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