Berkshire County MA Homes under $500,000

/30
$439,900

$10K PRICE DROP
- 3 Beds
- 2 Baths
- 1,460 Sq Ft
859 Moberg Rd, Becket, MA 01223

Indian Lakes property with gorgeous lakes two beaches for swimming or kayaking &clay tennis courts. This log sided 3 bedrooms 2bath cabin sits in the Hill towns of Becket, Middle of the Berkshires easy to get to Stockbridge, Gt Barrington 3 ski areas 7 lakes and October State forest.2 new baths and new kitchen with stainless appliances and granite counter tops is ready to show. Cozy up to the

Ginger Conner

RED HORSE REAL ESTATE, LLC

(413) 486-5377

859 Moberg Rd, Becket, MA 01223
/29
$475,000

Open Sat 11:30AM - 1PM Coming Soon
- 3 Beds
- 2.5 Baths
- 2,720 Sq Ft
2241 Berkshire Rt 9 Trail, Windsor, MA 01270

Spacious home on 1 acre in Windsor MA! A welcoming formal living room and separate formal dining room set the tone for refined entertaining, while a huge party room featuring a full bar and cozy fireplace is perfect for gatherings, game nights, or hosting large events. Bright, open kitchen with gas stove and white cabinets! Heated enclosed front porch is perfect for the entry catch all space!The

Kolleen Schmitt

KELLER WILLIAMS REALTY

(413) 798-8750

2241 Berkshire Rt 9 Trail, Windsor, MA 01270
/59
$499,000
- 3 Beds
- 2 Baths
- 1,600 Sq Ft
162 Ymca Rd, Becket, MA 01223

Becket Lake year around cottage Bring your boats, swimming suit and fishing pole. 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 knotty pine wide board living room floor that gleams. Wonderful oversize Trex deck back porch.

Ginger Conner

RED HORSE REAL ESTATE, LLC

(413) 423-0493

162 Ymca Rd, Becket, MA 01223
/39
$495,000
- 1 Bed
- 1 Bath
- 990 Sq Ft
520 State Rd Unit 303, North Adams, MA 01247

Loft 303 at Greylock WORKS is a beautifully scaled, south-facing 1BR | 1BA Berkshires residence offering 940 SF of refined living, complemented by a rare 50 SF private loggia. Set within the region's most celebrated mill conversion, this luminous third-floor home blends the architectural integrity of the original mill with thoughtful, custom architectural finishes.With nearly 12-foot ceilings and

Selina Lamb

BIRCH PROPERTIES

(413) 300-6283

520 State Rd Unit 303, North Adams, MA 01247
/43
$425,000

$20K PRICE DROP
- 2 Beds
- 3 Baths
- 1,814 Sq Ft
35 Chapman Rd, Pittsfield, MA 01201

Classic New England farmhouse featuring a charming kitchen with beautiful Berkshire views and an open, inviting layout perfect for entertaining. The 1st floor offers, full bath and convenient laundry hookups, along with 2 living rooms. One ideal for relaxation and the other a perfect home office, playroom, game room. Upstairs, you'll find 2 good sized bedrooms each with their own full bathroom

Laura Arseneau

PAULA MCLEAN REALTORS INC.

(413) 323-3512

35 Chapman Rd, Pittsfield, MA 01201
/33
$485,000
- 3 Beds
- 2 Baths
- 2,670 Sq Ft
40 Curran Rd, Cheshire, MA 01225

Welcome to 40 Curran Rd. This beautifully updated modern home sits on over an acre of private land. This turnkey home offers 3 bedrooms, 2 full baths, an open-flow layout filled with natural light. The inviting living room features a cozy wood-burning fireplace, perfect for gathering on cool fall evenings with pumpkin spice everything! Primary bedroom includes private en-suite bath. Updated

Laura Arseneau

PAULA MCLEAN REALTORS INC.

(413) 216-4239

40 Curran Rd, Cheshire, MA 01225
/11
$450,000

$150K PRICE DROP
- Land
- 3.44 Acres
- $130,814 per Acre
117 Lime Kiln Rd, Lenox, MA 01240

Ready to build! Build your own Berkshire Home on this beautiful 3.44 acre parcel in the heart of the Berkshires! The land is partially cleared and ready for construction, with septic design plans already with public water and power on the street. Set on a quiet road, this property offers privacy with a true Berkshire feel while being close to many cultural attractions including, Tanglewood, The

Laura Arseneau

PAULA MCLEAN REALTORS INC.

(413) 393-2997

117 Lime Kiln Rd, Lenox, MA 01240
/43
$499,900
- 3 Beds
- 2 Baths
- 2,056 Sq Ft
86 Miner Rd, Lanesborough, MA 01237

Set along one of the most scenic byways in the Berkshires, this charming early 1900s New England farmhouse offers the perfect blend of country character and modern comfort on 4.2 picturesque acres in the Town of Lanesborough. With an impressive 647 feet of road frontage, the property provides exceptional privacy, lovely views, and a peaceful pond creating a truly idyllic setting.Inside, the home

Barb Davis-Hassan, CCIM BARB HASSAN REALTY, INC

86 Miner Rd, Lanesborough, MA 01237
/19
$499,000
- 1 Bed
- 1 Bath
- 720 Sq Ft
18 Osceola Dr, Becket, MA 01223

Unique Opportunity! Lakefront on Center Pond. Original lake cabin built circa 1950 set on .79 acres with 100 feet of lake frontage. Located within 25 feet of the lake the structure will require extensive renovations. The cabin does have electricity and will need well and septic. Great spot and well worth the effort!

Kim Bergland RED HORSE REAL ESTATE, LLC

18 Osceola Dr, Becket, MA 01223
/35
$498,500
- 3 Beds
- 2.5 Baths
- 1,922 Sq Ft
220 N Plain Rd, Great Barrington, MA 01230

An 1825 colonial has much of its original charm and features in place - wide plank floors, beamed ceiling, original hardware and fully renovated kitchen. Many new appliances, new windows, and foam insulation in the basement. The well insulated attic and walls along with a high efficiency furnace gives you modern comfort. The house is a legal two family. The Studio apartment is attached and could

Martin Albert COMPASS MASSACHUSETTS , LLC GB

220 N Plain Rd, Great Barrington, MA 01230
/31
$499,000

New Construction $76K PRICE DROP
- 3 Beds
- 2 Baths
- 2,808 Sq Ft
13 Haskell Rd, Peru, MA 01235

Set in a peaceful, bucolic setting just minutes from Plunkett and Ashmere Lakes, this new construction home presents a rare opportunity to bring your own vision to life. The structure is in place, offering a blank canvas for customization, with the interior framed, unfinished and ready for your personal design choices. The floor plan can be easily reimagined, as plumbing has not yet been

Victoria Standring LAMACCHIA REALTY, INC

13 Haskell Rd, Peru, MA 01235
/31
$479,000
- 3 Beds
- 3 Baths
- 1,765 Sq Ft
107 S Main St, Sheffield, MA 01257

The Hatfield House -- a rare 1793 Sheffield antique offering a unique renovated live/work opportunity, move-in ready; the main residence blends historic character with modern systems; including a new sealed basement. A separate one-bedroom apartment with its own entrance provides income or guest flexibility.Set on 1.5 acres with protected wetland views, commercial/residential zoning allows for

Judi Panzano HOUSATONIC REAL ESTATE

107 S Main St, Sheffield, MA 01257
/47
$449,900

$20K PRICE DROP
- 4 Beds
- 2.5 Baths
- 2,300 Sq Ft
59 Joan Dr, Pittsfield, MA 01201

Discover the perfect blend of modern style and effortless living in this stunning contemporary-style Ranch. Nestled on an expansive lot within one of Pittsfield's most sought-after neighborhoods, this home offers a rare combination of space, light, and a sophisticated layout. Sun-Drenched Interiors: light inviting windows throughout the home allow an abundance of natural light, creating a warm

Jason Nocher NOCHER REALTY

59 Joan Dr, Pittsfield, MA 01201
/15
$450,000
- 2 Beds
- 2 Baths
- 1,030 Sq Ft
37 Corey Rd Unit 812, Hancock, MA 01237

Discover the perfect mountain retreat in this beautifully maintained 2-bedroom, 2 full bath condo offering 1,030 square feet of comfortable living space. Ideally located just moments from the ski slopes, this home is a dream for outdoor enthusiasts and year-round adventurers.Enjoy easy access to a wide range of community amenities, including a heated pool, tennis courts, and beautifully

Kevin Moderski JIMINY REALTY

37 Corey Rd Unit 812, Hancock, MA 01237
/16
$459,000

New Construction
- 3 Beds
- 2 Baths
- 1,248 Sq Ft
0 Crane Ave Suite 2 -- Unit 248430, Dalton, MA 01226

To be built-Single level townhouse in a well established neighborhood. This home will offer 3 bedrooms, 2 full bathrooms, Living room, Kitchen/Dining room, Laundry room, Utility room, attached garage and front and back porches. Home will be built with the new SIP (Structural Insulated Panel) construction. This system is highly energy-efficient and has better performance against wind and seismic

Timothy Johnson NOCHER REALTY

0 Crane Ave Suite 2 -- Unit 248430, Dalton, MA 01226
/11
$500,000
- Land
- 6.61 Acres
- $75,677 per Acre
lot #24 Stratford Rd, New Marlborou, MA 01230

Settle into the quiet charm of the Windemere Lake community with this 6.607-acre building lot. Tucked away on a peaceful road and embraced by natural woodland, the property offers a sense of seclusion while remaining part of a thoughtfully maintained private enclave. Though it doesn't sit directly on the water, owners enjoy shared access to Windemere Lake--a pristine, non-motorized lake perfect

Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

lot #24 Stratford Rd, New Marlborou, MA 01230
/26
$425,000
- 2 Beds
- 1.5 Baths
- 1,860 Sq Ft
264 Main St Unit B, Great Barrington, MA 01230

Imagine waking up in a sun-splashed home just steps from Great Barrington's lively Main Street--where every cafe, bookstore, and gallery feels like an extension of your neighborhood. This second-floor floor-through condo is more than a home; it's a canvas for your life.Over 1,800 sq. ft. of expansive living space unfolds with towering ceilings, oversized windows, and graceful arched doorways that

Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

264 Main St Unit B, Great Barrington, MA 01230
/28
$429,000
- 2 Beds
- 1 Bath
- 520 Sq Ft
529 Hayes Hill Rd, New Marlboro, MA 01230

'Cosmo Cabin', a unique find in the Berkshires, is the perfect space for a quick getaway for easy, calm and uncomplicated living. Coming fully furnished, the home was tastefully renovated in the past three years from the ground up with modern finishes and thoughtful design. With intimate living spaces, the home has two bedrooms with a full bathroom any mansion would be envious of. A large

Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

529 Hayes Hill Rd, New Marlboro, MA 01230
/8
$449,000

$50K PRICE DROP
- 8 Beds
- 4 Baths
- 2,657 Sq Ft
180 Center St, Lee, MA 01238

Huge price adjustment! Discover an exceptional investment opportunity to own two duplex homes on a single parcel, perfect for investors looking for a practical investment in the town of Lee. Four units total, these properties are ideal for generating consistent rental income. Close to downtown, shopping, major employers as well as banking and all popular Berkshire attractions. Tenants enjoy

Tim Gallagher STONE HOUSE PROPERTIES, LLC

180 Center St, Lee, MA 01238
/65
$424,900

$15K PRICE DROP
- 4 Beds
- 1.5 Baths
- 2,324 Sq Ft
738 River Rd, Clarksburg, MA 01247

Experience the perfect blend of historic character and peaceful riverside living in this four-bedroom, 1.5-bath Colonial farmhouse. Nestled on 1.8 sprawling acres in the heart of Clarksburg, this property offers a rare opportunity to own a piece of New England heritage with a front-row seat to nature. This home features spacious rooms with ease and flow throughout the floorplan. 1.8 acres of

Jason Nocher NOCHER REALTY

738 River Rd, Clarksburg, MA 01247
/27
$433,000

$166K PRICE DROP
- 3 Beds
- 2 Baths
- 1,296 Sq Ft
2170 Canaan Southfield Rd, Southfield, MA 01259

Located in the desirable Clayton section of New Marlborough, this 3-bedroom, 2-bath home offers a rare opportunity to own 7.2 acres with 383 feet of frontage on the Konkapot River. The property features a natural setting with direct river access and plenty of room to make it your own.The home has a functional layout with three bedrooms and two full baths. While move-in ready, it would benefit

Freddy Friedman BIRCH PROPERTIES

2170 Canaan Southfield Rd, Southfield, MA 01259
/6
$500,000
- Land
- 28,750 Sq Ft
- $757,565 per Acre
185 A State Rd, Great Barrington, MA 01230

A premier commercial development opportunity awaits at 185 State Road. Positioned directly on the bustling Route 7, this property guarantees maximum brand exposure with a daily traffic count exceeding 16,000 vehicles. Superior site logistics include an oversized curb cut for easy ingress and egress, along with ample space for on-site parking. This versatile property is engineered for success,

Tony Segalla WILLIAM RAVEIS - BERKSHIRE

185 A State Rd, Great Barrington, MA 01230
/16
$499,994
- Land
- 10.02 Acres
- $49,885 per Acre
0 Swamp Rd, Richmond, MA 01254

This 10-acre parcel in scenic Richmond, available for the first time in generations, offers a rare chance to build your dream home in the heart of the Berkshires. Surrounded by open farmland and natural beauty, this property provides a peaceful and inspiring setting for a country retreat or a year-round residence. The land features gently rolling meadows filled with wildflowers and native ferns,

Conor Meehan STONE HOUSE PROPERTIES, LLC

0 Swamp Rd, Richmond, MA 01254
/33
$439,999

$40K PRICE DROP
- 5 Beds
- 2 Baths
- 3,062 Sq Ft
103 Holmes Rd, Hinsdale, MA 01235

The Woolen House stands as a rare piece of prestigious Hinsdale history. Once the home of the Woolen Mill superintendent, it has been fully reimagined for modern living. The craftsmanship is unmistakable: original woodwork, 16 inch brick construction, and a sense of permanence rarely found today. Inside, five bedrooms, two full bathrooms, a spacious laundry, and a versatile first floor room offer

Harmony Edwards KELLER WILLIAMS REALTY

103 Holmes Rd, Hinsdale, MA 01235
/41
$475,000
- 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
/42
$425,000
- 1 Bed
- 1 Bath
- 1,100 Sq Ft
160 Water St Unit 109, Williamstown, MA 01267

Discover single level living in 160 Water St U:109, Williamstown, MA. Cable Mills consists of three former industrial mill buildings restored into beautiful homes featuring 12ft to 16ft tall ceilings, massive windows, and exposed brick and beam, steel and timber throughout, stainless steel appliances, granite countertops, gas-fired ranges, generous closets and in home laundry. Cable Mills offers

Sarah Haskins Streamline Communities - Williamstown

160 Water St Unit 109, Williamstown, MA 01267
/41
$410,000
- 2 Beds
- 1 Bath
- 1,176 Sq Ft
37 Corey Rd Unit 845, Hancock, MA 01237

Perfectly positioned in the heart of Jiminy Peak Mountain Resort, this stylishly updated two-bedroom, one-bath condominium offers the ultimate slopeside lifestyle. Just steps from the lifts, you'll enjoy effortless access to one of the region's premier ski destinations while retreating to a thoughtfully designed interior that blends comfort and modern appeal. The bright, open living space is

Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

37 Corey Rd Unit 845, Hancock, MA 01237
/35
$450,000

$15K PRICE DROP
- 4 Beds
- 2.5 Baths
- 2,140 Sq Ft
149 Kittredge Rd, Pittsfield, MA 01201

Beautifully renovated home with plenty of space for everyone. This home offers 4 bedrooms, 2.5 baths, and a huge yard. Fully finished walkout basement adds another living room, 1⁄2 bath, and 4th bedroom.

Tanya Shepardson Lamacchia Realty, Inc.

149 Kittredge Rd, Pittsfield, MA 01201
/5
$495,000
- Land
- 19 Acres
- $26,053 per Acre
0 Mohawk Lake Rd, Stockbridge, MA 01262

Wonderful opportunity to own 19 acres in Stockbridge for your dream home! The parcel features acres of deciduous trees with an abundance of peacefulness and tranquility. Gentle upward slope from the street then levels off. Providing several options for building. Freestanding fireplace/chimney remains from a former homestead. Norman Rockwell Museum, Chesterwood and Berkshire Botanical Gardens down

Debra Petrovsky DONOVAN REAL ESTATE

0 Mohawk Lake Rd, Stockbridge, MA 01262
/4
$449,900

$100K PRICE DROP
- 4 Beds
- 2 Baths
- 1,964 Sq Ft
41 Pearl St Unit 1-2, Great Barrington, MA 01230

Welcome to 41 Pearl Street- a 1900s two-family residence nestled on a quiet street just moments from downtown Great Barrington. This spacious 4-bedroom, 2-bathroom (both sides are 2 BR/1 BA) home offers 1,964 square feet of living space on a generous 0.25-acre lot, containing that classic period charm.Step inside to discover a welcoming floor plan with ample natural light, hardwood floors, and

David Carlson FAIRGROUND REAL ESTATE, INC

41 Pearl St Unit 1-2, Great Barrington, MA 01230
/8
$499,000
- 1 Bed
- 1 Bath
- 720 Sq Ft
18 Osceola Rd, Becket, MA 01223

Unique Opportunity! Lakefront on Center Pond. Original lake cabin built circa 1950 set on .79 acres with 100 feet of lake frontage. Located within 25 feet of the lake the structure will require extensive renovations. The cabin does have electricity and will need well and septic. Great spot and well worth the effort!

Kim Bergland Red Horse Real Estate

18 Osceola Rd, Becket, MA 01223
/35
$449,000
- 2 Beds
- 1 Bath
- 660 Sq Ft
25 Pine St, New Marlborough, MA 01230

Year round retreat in the Lake Buel Community. Thoughtfully designed spaces, cozy & unpretentious. The living area, comfortable for family & guests, has vaulted ceiling and Gas Fireplace, making this home just as inviting in the cooler months. Kitchen is functional, attractive and updated. Simple lines, wainscoting, wood floors, ductless A/C units. The Sunroom is perfect for Dining, board games

Helen Mullany HELEN MULLANY REAL ESTATE, LLC

25 Pine St, New Marlborough, MA 01230
/6
$425,000
- 2 Beds
- 2 Baths
- 1,584 Sq Ft
427 West Rd, Clarksburg, MA 01247

Nestled in the scenic beauty of Clarksburg, this charming thirty acre farmhouse property offers endless potential and peaceful country living, Surrounded by rolling landscapes and natural beauty. The property includes a former barn on site that will have to be removed and a quaint chicken coop adds to the rustic charm and country feel, perfect for hobby farming or enjoying a simpilar

Michelle Picard NOCHER REALTY

427 West Rd, Clarksburg, MA 01247
/11
$450,000
- Land
- 8.59 Acres
- $52,374 per Acre
Lot #19 Stratford Rd, New Marlborou, MA 01230

Settle into the quiet charm of the Windemere Lake community with this 8.592-acre building lot. Tucked away on a peaceful road and embraced by natural woodland, the property offers a sense of seclusion while remaining part of a thoughtfully maintained private enclave. Though it doesn't sit directly on the water, owners enjoy shared access to Windemere Lake--a pristine, non-motorized lake perfect

Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

Lot #19 Stratford Rd, New Marlborou, MA 01230
/14
$459,000

New Construction
- 3 Beds
- 2 Baths
- 1,248 Sq Ft
0 Crane Ave Suite 1 -- Unit 248429, Dalton, MA 01226

To be built-Single level townhouse in a well established neighborhood. This home will offer 3 bedrooms, 2 full bathrooms, Living room, Kitchen/Dining room, Laundry room, Utility room, attached garage and front and back porches. Home will be built with the new SIP (Structural Insulated Panel) construction. This system is highly energy-efficient and has better performance against wind and seismic

Timothy Johnson NOCHER REALTY

0 Crane Ave Suite 1 -- Unit 248429, Dalton, MA 01226
/4
$425,000
- Land
- 17.93 Acres
- $23,701 per Acre
99 Creamery Rd, Egremont, MA 01230

NORTH EGREMONT - Almost 18 elevated acres with sweeping views of the Berkshire Hills that has been surveyed, flagged with enough road frontage to subdivide once. An open meadow with woodlands as a backdrop make this parcel most desirable....a must see!

Cortney Dupont COHEN & WHITE ASSOCIATES

99 Creamery Rd, Egremont, MA 01230
/6
$475,000
- 4 Beds
- 2.5 Baths
- 1,800 Sq Ft
80 S Prospect St, Lee, MA 01238

Beautifully maintained side-by-side duplex ranch style home offering a prime investment opportunity or owner-occupant potential in a desirable neighborhood. Walk to downtown Lee, live in one unit while generating income from the other. Proven rental history, never vacant. Separate utilities and private entrances enhance tenant appeal and ease of management.Each unit features an eat-in kitchen,

Lisa Kelley MACCARO REAL ESTATE

80 S Prospect St, Lee, MA 01238
/35
$450,000

$25K PRICE DROP
- 2 Beds
- 1.5 Baths
- 952 Sq Ft
51 Imperial St, Lanesborough, MA 01237

Charming year-round Berkshire lakehouse just steps from Pontoosuc Lake, with swim and canoe/kayak access within 25 yards. The home offers two bedrooms: a main-floor bedroom with full bath, plus a loft with walk-in closet and half bath, an updated kitchen, and a brand-new pellet stove. Outside, a new Trex deck and outdoor shower complement a mature, private zen garden with fire pit and lake views.

Seth Alden ALTON & WESTALL REAL ESTATE AGENCY, LLC

51 Imperial St, Lanesborough, MA 01237
/25
$459,000
- 3 Beds
- 2 Baths
- 2,258 Sq Ft
689 N Main St, Sheffield, MA 01257

OPEN HOUSE: Friday, May 22nd 2:00pm-3:30pmCompletely renovated and exceptionally versatile, this spacious 3-bedroom ranch is located in desirable Sheffield, MA. Set on a .50-acre commercially zoned lot just a 5 minute drive to downtown Great Barrington, the property offers outstanding live/work, investment, or business potential.The 2,258 sq. ft. main residence features 3 spacious bedrooms, a

Judi Panzano HOUSATONIC REAL ESTATE

689 N Main St, Sheffield, MA 01257
/43
$445,000
- 3 Beds
- 2.5 Baths
- 1,994 Sq Ft
76 Kenilworth St, Pittsfield, MA 01201

Nestled at the end of a quiet dead-end street and surrounded by serene state land, this storybook brick Cape offers the privacy and charm you've been searching for. Step inside to find timeless style throughout, featuring elegant arched doorways, curved stairway, built-in shelving, and two cozy fireplaces perfect for New England winters.The functional layout offers 3 bedrooms and 2.5 baths,

Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

76 Kenilworth St, Pittsfield, MA 01201

Showing Results 1 - 40, Page 1 of 2

Massachusetts Berkshire County

How to Buy a Home How to Finance a Home How to Sell a Home

Berkshire County Types of Homes for Sale

Berkshire County Real Estate Listings

More About Living in Berkshire County

Homes for Sale in Nearby Zip Codes

Homes for Sale in Nearby Cities

Homes for Sale in Nearby Counties

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage