Berkshire County, MA Homes

/4
$79,900
- Land
- 1.23 Acres
- $64,959 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
/2
$1 per month plus fees
- Property for Rent
185 Columbia St, Adams, MA 01220

Commercial Property for Lease. 8200 sq/ft located on busy route 8. Solid daily traffic count.

Michael Hernandez 360BERKSHIRE REALTY GROUP

185 Columbia St, Adams, MA 01220
/31
$485,000 Sold Aug 29, 2025
- 2,522 Sq Ft
- $192/SF
- 5 Days On Market
- 3 Beds
- 2 Baths
- Built 1950
59 Orchard Rd, Dalton, MA 01226

Nestled on two-thirds of an acre, this beautifully appointed ranch offers a perfect blend of comfort, style, and functionality. Every detail has been meticulously considered and tastefully addressed to create a warm, move-in ready home. The main level features a recently updated kitchen with modern finishes, a spacious living room centered around a charming stone fireplace, a welcoming dining

Jeffrey King ALTON & WESTALL REAL ESTATE AGENCY, LLC

59 Orchard Rd, Dalton, MA 01226

/24
Est $283,053 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,676 Sq Ft
46 Lenox Ave, Pittsfield, MA 01201

46 Lenox Ave, Pittsfield, MA 01201

/18
$275,000
- 3 Beds
- 1.5 Baths
- 1,568 Sq Ft
25 Taft St, North Adams, MA 01247

Experience maintenance-free living in this stunning 3-bedroom, 1.5-bath townhouse, meticulously renovated to blend contemporary design with practicality. The open floor plan showcases exposed brick and stunning wood laminate flooring, complemented by energy-efficient stainless-steel appliances that enhance everyday living. Enjoy the convenience of flat, easy parking with a covered carport and

Gary Fuls Jr

RE/MAX Transitions

(413) 937-7308

25 Taft St, North Adams, MA 01247
/32
$249,000 Sold Aug 29, 2025
- 1,452 Sq Ft
- $171/SF
- 13 Days On Market
- 3 Beds
- 1 Bath
- Built 1915
50 Harding St, Pittsfield, MA 01201

Located in a sweet, established neighborhood, this charming Dutch Gambrel Colonial offers a fantastic opportunity to update and make it your own. With solid bones, tall ceilings and a manageable footprint, it's ideal for those seeking comfort, convenience, and low-maintenance living. The layout includes sunlit living spaces, wood floors under carpets, and a cozy feel throughout. Outside, the deck

Victoria Standring LAMACCHIA REALTY, INC

50 Harding St, Pittsfield, MA 01201

/38
Est $294,388 Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,890 Sq Ft
46 Worthington St, Pittsfield, MA 01201

46 Worthington St, Pittsfield, MA 01201

/13
$1,399,900 New Construction
- 4 Beds
- 3 Baths
- 3,100 Sq Ft
144 Eastbrook Ln, Pittsfield, MA 01201

Experience the rare chance to bring your ideal living space to life within the prestigious gated community of Woodmonte Estates in Pittsfield, MA. This to-be-built luxury home offers a range of customizable, high-end features, including soaring 9'-18' ceilings, red oak hardwood flooring, gas fireplaces, custom kitchen cabinetry, and a spacious primary suite with a spa-inspired bath. Crafted with

Corey Bishop

BISHOP WEST REAL ESTATE

(413) 666-1014

144 Eastbrook Ln, Pittsfield, MA 01201
/24
$550,000 Sold Aug 29, 2025
- 1,137 Sq Ft
- $484/SF
- 58 Days On Market
- 2 Beds
- 2 Baths
- Built 2019
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.

Comparable Listing COMPARABLE LISTING ONLY

34 Bridge St Unit 201, Great Barrington, MA 01230

/35
Est $289,525 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 1,704 Sq Ft
11 Pleasure Ave, Pittsfield, MA 01201

11 Pleasure Ave, Pittsfield, MA 01201

/30
$1,399,900 New Construction
- 4 Beds
- 3 Baths
- 3,100 Sq Ft
8 Northbrook Ln, Pittsfield, MA 01201

Now under rapid construction, this stunning contemporary two-story home sits on a private 2.79-acre cul-de-sac lot. Spanning over 3,100 sq ft, it features soaring 9' ceilings, a dramatic two-story foyer and living room, and a walkout basement with finishing potential. Designed for both comfort and style, the home offers a cozy fireplace in the living room and a second fireplace in the luxurious

Corey Bishop

BISHOP WEST REAL ESTATE

(413) 266-5435

8 Northbrook Ln, Pittsfield, MA 01201
/8
$220,000 Sold Aug 29, 2025
- Land
- 4.35 Acres
- $50,552 per Acre
- 35 Days On Market
234 Sweet Farm Rd, Williamstown, MA 01267

Construct your dream home! This 4.4 acre lot offers views of the Village Beautiful of Williamstown set against the panoramic backdrop of the majestic Taconic and Berkshire mountains in the sought after Sweet Farm development - the only available parcel in the development! This lot is highly buildable with multiple locations to site your home and with town water, sewer and underground electricity

Carolyn Umlauf HARSCH ASSOCIATES

234 Sweet Farm Rd, Williamstown, MA 01267

/30
Est $258,443 Not Listed For Sale
- 2 Beds
- 1 Bath
- 750 Sq Ft
234 California Ave, Pittsfield, MA 01201

234 California Ave, Pittsfield, MA 01201

/20
$229,000
- 2 Beds
- 1 Bath
- 867 Sq Ft
55 Pomeroy Ave Unit 6, Pittsfield, MA 01201

Charming Historic Carriage House CondoEnjoy carefree living in this beautifully converted historic carriage house, now a cozy and tastefully renovated condo. Tucked within a peaceful community, this unique home features a private rear deck and a charming stone patio--perfect for relaxing or entertaining. Inside, modern updates blend seamlessly with original character. Just a short stroll brings

Michele Purcell LAMACCHIA REALTY, INC

55 Pomeroy Ave Unit 6, Pittsfield, MA 01201
/34
$250,000 Sold Aug 29, 2025
- 2,552 Sq Ft
- $98/SF
- 77 Days On Market
- 3 Beds
- 1 Bath
- Built 1804
332 West Rd, Adams, MA 01220

BACK ON MARKET-BUYER UNABLE TO SECURE FINANCING! Berkshires! Adams! At the base of Mt. Greylock. near the scenic Greylock Glen. Remarkable home said to date back to 1774-the days of George Washington & the Revolutionary War - older than Adams' Quaker House. Original post-and-peg house. Many original details intact: wide-plank wood floors, vintage wallpaper, & multiple fireplaces. This historic

Colleen Zajac MONARCH REALTY, INC.

332 West Rd, Adams, MA 01220

/26
Est $367,030 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,260 Sq Ft
69 Valentine Rd, Pittsfield, MA 01201

69 Valentine Rd, Pittsfield, MA 01201

/60
$4,950,000
- 7 Beds
- 8.5 Baths
- 7,073 Sq Ft
1 Pinecroft Dr, Lenox, MA 01240

Gated Berkshire Stone Estate in exclusive Pinecroft compound with Canyon Ranch Living and its 125 maintenance-free acres. Optional membership. Turnkey home features elevator, 300-year-old reclaimed timber floors and large gourmet kitchen. Great room boasts floor-to-ceiling stone fireplace, wet bar, Nano doors to screened lanai. Two primary en suite bedrooms with cedar closets. Lower level: gym,

Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

1 Pinecroft Dr, Lenox, MA 01240
/26
$805,000 Sold Aug 29, 2025
- 2,389 Sq Ft
- $337/SF
- 38 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1984
1900 Home Rd, Great Barrington, MA 01230

Nestled in one of the most desirable areas of Western Massachusetts, this spacious 4-bedroom, 3-bathroom post-and-beam home offers the perfect blend of rustic charm and modern efficiency. Thoughtfully designed with exposed wood beams, cathedral ceilings, and skylights that flood the interior with natural light, this property exudes warmth and character throughout.Set on a serene lot that abuts

Andrew Gates HOULIHAN LAWRENCE, INC

1900 Home Rd, Great Barrington, MA 01230

/31
Est $457,456 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,014 Sq Ft
252 Barker Rd, Pittsfield, MA 01201

252 Barker Rd, Pittsfield, MA 01201

/77
$5,800,000
- 5 Beds
- 5.5 Baths
- 5,002 Sq Ft
764 E Hill Rd, New Marlborough, MA 01230

High on a hilltop in the Southern Berkshires stands East Hill Farm. Pristine forest, spring-fed pond, glorious barn, pastures, gardens, pool, and tennis court. The centerpiece: a 1798 Federal home with Georgian elements of classic New England architecture.Manor House5 Bedrooms, 5 1/2 Baths 5,000 sfReady for private living, entertaining, horses, farming, a bespoke destination, or simply:

Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

764 E Hill Rd, New Marlborough, MA 01230
/27
$275,000 Sold Aug 29, 2025
- 1,320 Sq Ft
- $208/SF
- 3 Days On Market
- 3 Beds
- 1 Bath
- Built 1920
35 Weller Ave, Pittsfield, MA 01201

Welcome to this beautifully maintained 3 bedroom, 1 bath center hall colonial nestled in a prime Pittsfield location. Step inside to find recently refinished hardwood floors that add warmth and character throughout the home. The inviting living room features a cozy fireplace and opens to a bright sunroom. Enjoy the ease of living with newer windows, furnace, hot water heater and roof, offering

Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

35 Weller Ave, Pittsfield, MA 01201

/39
Est $388,916 Not Listed For Sale
- 5 Beds
- 1 Bath
- 2,061 Sq Ft
124 Birch Grove Dr, Pittsfield, MA 01201

124 Birch Grove Dr, Pittsfield, MA 01201

/82
$2,550,000
- 6 Beds
- 6.5 Baths
- 7,143 Sq Ft
13 Taconic Ave, Lenox, MA 01240

An Unrivaled 8-Acre Sanctuary of Beauty, Privacy & SophisticationNestled in the cultural heart of the Berkshires, just steps from downtown Lenox, this extraordinary property offers a rare and coveted blend of seclusion and sophistication set on an unheard-of 8 acres of wooded, professionally designed, and maturely landscaped grounds.Inside, the home has been completely reimagined, with every

Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

13 Taconic Ave, Lenox, MA 01240
/74
$650,000 Sold Aug 29, 2025
- 5,223 Sq Ft
- $124/SF
- 97 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1970
56 Grist Mill Rd, Richmond, MA 01254

Beautiful Colonial home in the center of all the Berkshire attractions! Close to Lenox, Hancock, Pittsfield and New York. Second floor hosts 4 bedrooms and 2 full bathrooms. The first floor features a large walk in the mudroom attaching the garage and kitchen. Large quartz counter kitchen with custom stove hood, stainless appliances and new flooring. Laundry and half bath located on the first

Jason Nocher NOCHER REALTY

56 Grist Mill Rd, Richmond, MA 01254

/30
Est $96,000 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,549 Sq Ft
344 Union St, North Adams, MA 01247

344 Union St, North Adams, MA 01247

/69
$565,900
- 8 Beds
- 3 Baths
- 4,034 Sq Ft
144 Brombach St, Pittsfield, MA 01201

Beautiful, spacious 8 bedroom, 3 updated bath, 4000+sf home, custom built and nestled between two lakes with incredible views in the heart of the picturesque Berkshire Mountains! Walk to Onota Lake in approximately 9 minutes and enjoy a 5 minute drive to Pontoosuc Lake both suitable for kayaking, fishing, swimming, picnicking and more. Enjoy the convenience of 2 laundry rooms and two updated

Darcy Reid MOCKINGBIRD REAL ESTATE

144 Brombach St, Pittsfield, MA 01201
/8
$1,500,000 Sold Aug 29, 2025
- 4,853 Sq Ft
- $309/SF
- 92 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1994
360 Brush Hill Rd, Sheffield, MA 01257

Tucked away in the woods with access to Three Mile Pond, this contemporary home will leave you longing to return. With views from most rooms, the thoughtfully designed floor plan leaves little to be desired. The main living spaces include an inviting living room with a stone fireplace that opens to a screened porch, a cozy den/library, and a spacious great room with soaring ceilings, a grand

Tony Segalla LANCE VERMEULEN RE, INC

360 Brush Hill Rd, Sheffield, MA 01257

/40
Est $249,688 Not Listed For Sale
- 2 Beds
- 1 Bath
- 895 Sq Ft
66 Harding St, Pittsfield, MA 01201

66 Harding St, Pittsfield, MA 01201

/40
$785,000
- 3 Beds
- 3 Baths
- 2,073 Sq Ft
424 N Hemlock Ln, Williamstown, MA 01267

If your taste leans toward classic contemporary spaces and crisp design details, you won't find much to compare in Williamstown to this completely renovated condominium in the sought-after North Hemlock Brook complex. The gallery-like renovation of this dramatic 2,073 SF condominium includes three en-suite bedrooms, featuring the finest materials, fixtures, and appliances for the most discerning

Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

424 N Hemlock Ln, Williamstown, MA 01267
/62
$500,000 Sold Aug 29, 2025
- 3,814 Sq Ft
- $131/SF
- 49 Days On Market
- 4 Beds
- 4 Baths
- Built 1976
131 Wilshire Dr, Cheshire, MA 01225

Tucked away on a private and generously sized lot, this expansive Cheshire home is the perfect blend of comfort, flexibility, and entertainment. Boasting 4-5 spacious bedrooms, 4 full bathrooms, an attached two-car garage, and multiple living areas, it offers room for every need and lifestyle. Whether you're looking for a home office, fitness space, or in-law accommodations, the versatile layout

Jessie Downer LAMACCHIA REALTY, INC

131 Wilshire Dr, Cheshire, MA 01225

/30
Est $462,589 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,195 Sq Ft
25 S Sandisfield Rd, Sandisfield, MA 01255

25 S Sandisfield Rd, Sandisfield, MA 01255

/47
$1,790,000
- 6 Beds
- 6.5 Baths
- 5,115 Sq Ft
76 Lenox Rd, West Stockbridge, MA 01266

New World charm meets timeless elegance in this thoughtfully designed French Country-style home, perfectly sited to take in stunning westerly mountain and sunset views. Privately nestled on 3.76 manageable acres, it's just minutes to Tanglewood, downtown Lenox, and West Stockbridge.Designed with both comfort and hospitality in mind, the home offers a flexible layout with six bedrooms and seven

Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

76 Lenox Rd, West Stockbridge, MA 01266
/12
$70,000 Sold Aug 28, 2025
- 336 Sq Ft
- $208/SF
- 3 Days On Market
- 1 Bed
- Built 1984
50 Scott Rd, Savoy, MA 01256

Two lots each 6+ acres with small camp. across the road from the state forest. Hunting, snow sports or just enjoying nature. This camp has electricity run under ground. No running water.

Sherry Street REALTY STREET, LLC

50 Scott Rd, Savoy, MA 01256

/32
Est $305,427 Not Listed For Sale
- 5 Beds
- 3 Baths
- 3,512 Sq Ft
280 West St, Pittsfield, MA 01201

280 West St, Pittsfield, MA 01201

/47
$1,650,000
- 5 Beds
- 3 Baths
- 2,808 Sq Ft
353 State Rd, Great Barrington, MA 01230

The Woodlands, A RARE OPPORTUNITY TO OWN YOUR OWN 74-ACRE PRIVATE SANCTUARY IN THE HEART OF GREAT BARRINGTON.This property abuts the Thomas & Palmer Brook preserve on three sides, is a two-minute drive to Ski Butternut and five minutes to dining and shopping in downtown Great Barrington. A picturesque pond flows into a babbling brook right outside of the large cathedral-ceiling primary suite's

Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

353 State Rd, Great Barrington, MA 01230
/37
$380,000 Sold Aug 28, 2025
- 1,510 Sq Ft
- $252/SF
- 14 Days On Market
- 4 Beds
- 2 Baths
- Built 1958
11 Squanto Rd, Lanesborough, MA 01237

Steps from Pontoosuc Lake, with deeded right-of-way lake access, this well-maintained single-level Ranch offers easy, low-maintenance living in desirable Lanesborough. Featuring 4 bedrooms, 2 baths, hardwood floors, and a 2-sided fireplace between the living room and large sunroom. The lush, flat 0.7-acre lot is shaded by mature trees and decorated by perennial gardens. Updates include a metal

Conor Meehan STONE HOUSE PROPERTIES, LLC

11 Squanto Rd, Lanesborough, MA 01237

/62
Est $760,877 Not Listed For Sale
- 4 Beds
- 3 Baths
- 3,400 Sq Ft
128 Stratton Rd, Williamstown, MA 01267

128 Stratton Rd, Williamstown, MA 01267

/43
$879,900
- 3 Beds
- 2 Baths
- 3,188 Sq Ft
54 Pinehill Terrace, North Adams, MA 01247

Welcome to your dream retreat in The Berkshires! This exquisite three-bedroom, two-bathroom home is a sanctuary of elegance, just minutes from the renowned MASS MoCA and the picturesque Clark Art Institute at Williams College. Step inside to discover beautiful finishing work and a stunning sunroom that bathes the interior in natural light. Enjoy two expansive decks perfect for entertaining or

Mariah Worth LAMACCHIA REALTY, INC

54 Pinehill Terrace, North Adams, MA 01247
/33
$540,000 Sold Aug 28, 2025
- 2,200 Sq Ft
- $245/SF
- 6 Days On Market
- 4 Beds
- 2 Baths
- Built 1987
805 Savoy Rd, Cheshire, MA 01225

Your Dream Ranch Awaits - Privacy, Space, and Stunning Views! Escape to this serene and private 4 bedroom, 2 bath ranch, perfectly positioned on 9.66 Acres in a highly sought-after Cheshire location! This spacious home features a grand great room, ideal for entertaining, along with many updates. Enjoy the breathtaking sunsets and views from your own slice of paradise! The land offers endless

Erik Pizani GREYLOCK REALTY, LLC.

805 Savoy Rd, Cheshire, MA 01225

/33
Est $326,942 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,656 Sq Ft
121 Pleasant St, Dalton, MA 01226

121 Pleasant St, Dalton, MA 01226

Showing Results 241 - 280, Page 7 of 18

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