The Berkshires, MA Homes

/57
$400,000 Under Contract
- 3 Beds
- 1.5 Baths
- 1,630 Sq Ft
11 Concord Pkwy, Pittsfield, MA 01201

Located in one of Southeast Pittsfield's most desirable neighborhoods, this classic center entrance Colonial offers timeless appeal and a traditional, well balanced layout. A gracious foyer welcomes you in, anchored by a switchback staircase and flanked by inviting living spaces featuring hardwood floors, a wood burning fireplace, and charming built-ins.The eat-in kitchen is both functional and

Nick Geranios

WILLIAM PITT SOTHEBY'S - LENOX

(413) 776-5120

11 Concord Pkwy, Pittsfield, MA 01201
/37
$12,500 per month
- 4 Beds
- 3.5 Baths
- 2,829 Sq Ft
- House for Rent
23 Cross Rd, Alford, MA 01266

This classic picture-perfect contemporary home features an open floor plan, cathedral ceilings, updated everything, and an in-ground heated pool. In addition, this outstanding Alford property is located on 5.46 acres, and it is less than a 10 minute drive to the center of Great Barrington with all of that town's fabulous restaurants, shops and food stores. The screened porch overlooks a recently

George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

23 Cross Rd, Alford, MA 01266
/21
$695,000 Sold Oct 23, 2025

111 Castle Hill Ave, Great Barrington, MA 01230
- 3 Beds
- 2 Baths
- 1,680 Sq Ft
- Built 1949
Last Sold Summary
- 2% Below List Price
- $414/SF
- 68 Days On Market
Current Estimated Value $708,282

Last Listing Agent Martha Piper THE KINDERHOOK GROUP

111 Castle Hill Ave, Great Barrington, MA 01230

/30
Est $682,538 Not Listed For Sale

363 Deer Run, Sandisfield, MA 01255
- 3 Beds
- 3 Baths
- 2,053 Sq Ft
- Built 1984
363 Deer Run, Sandisfield, MA 01255

Last Sold Summary
- 5% Above List Price
- $316/SF
- 3 Days On Market
Last Sold Price $649,000

Last Listing Agent Emily Piacquadio WILLIAM RAVEIS - BERKSHIRE

/8
$35,000
- Land
- 1.08 Acres
- $32,407 per Acre
Lot 25 Old Farm Ln, Pittsfield, MA 01201

This Woodmonte Estates lot offers a builder-ready parcel equipped with on-site utilities, including public sewer, a private well, and underground electric and gas.Tucked away in a premier luxury community, this location provides a serene, private setting while maintaining close proximity to year-round recreation. It is just a short drive to the renowned cultural hubs, skiing, lakes, and numerous

Diane Thorson

WILLIAM PITT SOTHEBY'S - GT BARRINGTON

(413) 299-2220

Lot 25 Old Farm Ln, Pittsfield, MA 01201
/4
$18 per month
- 4 Baths
- 10,125 Sq Ft
- Property for Rent
10 Wendell Avenue Extension, Pittsfield, MA 01201

Office suites available for lease in ideal downtown Pittsfield location! There currently two suites on the second level and two on the first floor available. Heat, Electric and AC included. Building is very well kept and features renovated bathrooms and key card access. High traffic area with on-street parking.

Conor Meehan STONE HOUSE PROPERTIES, LLC

10 Wendell Avenue Extension, Pittsfield, MA 01201
/27
$430,000 Sold Aug 22, 2025

377 Pomeroy Ave, Pittsfield, MA 01201
- 3 Beds
- 2.5 Baths
- 2,125 Sq Ft
- Built 1950
Last Sold Summary
- 4% Below List Price
- $202/SF
- 20 Days On Market
Current Estimated Value $437,305

Last Listing Agent Franz Forster FRANZ J. FORSTER R. E.

377 Pomeroy Ave, Pittsfield, MA 01201

/72
Not Listed For Sale

1855 W Center Rd, Otis, MA 01245
- 4 Beds
- 3 Baths
- 2,700 Sq Ft
- Built 1989
1855 W Center Rd, Otis, MA 01245

Last Sold Summary
- $307/SF
- 14 Days On Market
Last Sold Price $830,000

Last Listing Agent Paula McLean PAULA MCLEAN REALTORS INC.

/36
$300,000 Open Sat 10AM - 12PM
- 3 Beds
- 1 Bath
- 1,125 Sq Ft
8 Alba Ave, Pittsfield, MA 01201

Don't miss this Southeast Pittsfield ranch in a fantastic location, adjacent to Williams Elementary School. Set on a desirable corner lot, this home offers three good-sized bedrooms, a renovated full bath and hardwood floors, along with updated hallway and kitchen/dining floors. The eat-in kitchen features a large picture window overlooking the completely fenced-in rear yard, which is bright and

Nick Geranios

WILLIAM PITT SOTHEBY'S - LENOX

(413) 288-4055

8 Alba Ave, Pittsfield, MA 01201
/6
$14 per month
- 1.5 Baths
- 1,274 Sq Ft
- Property for Rent
99 Hawthorne Ave, Pittsfield, MA 01201

The industrial aesthetic of this classic New England mill offers a unique space for your organization or business to call home. The office space has terrific light and height, new windows, exposed brick, hardwood floors and updated systems including smart LED lighting. This suite is one of three tenant spaces in the building, all of which share a common area with a kitchen and two bathrooms.

Conor Meehan STONE HOUSE PROPERTIES, LLC

99 Hawthorne Ave, Pittsfield, MA 01201
/22
$268,000 Sold Jun 17, 2025

56 Velma Ave, Pittsfield, MA 01201
- 3 Beds
- 1 Bath
- 950 Sq Ft
- Built 1955
Last Sold Summary
- $282/SF
- 11 Days On Market
Current Estimated Value $268,519

Last Listing Agent Angel Black KRG - Key Realty Group

56 Velma Ave, Pittsfield, MA 01201

/18
Est $157,078 Not Listed For Sale

110 Capen St, Worthington, MA 01098
- 1 Bed
- 600 Sq Ft
- Built 1931
110 Capen St, Worthington, MA 01098

Last Sold Summary
- 1% Above List Price
- $258/SF
- 3 Days On Market
Last Sold Price $155,000

Last Listing Agent Julie Rosten Delap Real Estate LLC

/33
$299,900 Under Contract
- 4 Beds
- 1 Bath
- 1,170 Sq Ft
1990 East St, Pittsfield, MA 01201

Welcome home to this inviting 4-bedroom Cape at 1990 East in Pittsfield. This charming residence offers a warm, sun-filled layout with an updated kitchen and bath that combine comfort and modern style. A brand-new deck expands your living space outdoors, creating a perfect spot for morning coffee, casual dinners, or simply unwinding at the end of the day. Thoughtfully maintained and ready to

John Ciepiela

BISHOP WEST REAL ESTATE

(413) 486-5886

1990 East St, Pittsfield, MA 01201
/12
$11 per month
- 2 Baths
- 142,518 Sq Ft
- Property for Rent
703 W Housatonic St, Pittsfield, MA 01201

703 West Housatonic Street is one of Pittsfield's most unique, multi-use buildings, perfect for a wide variety of businesses and organizations. Located on Route 20, it's ideally situated for easy access to Berkshires and nearby New York state. The property has been upgraded in every department. It's powered by its own solar field, has large parking lots, a tenant garden, fresh landscaping, and an

Conor Meehan STONE HOUSE PROPERTIES, LLC

703 W Housatonic St, Pittsfield, MA 01201
/29
$314,000 Sold Dec 04, 2025

39 Highlawn Dr, Pittsfield, MA 01201
- 3 Beds
- 1.5 Baths
- 1,050 Sq Ft
- Built 1949
Last Sold Summary
- 6% Below List Price
- $299/SF
- 42 Days On Market
Current Estimated Value $315,105

Last Listing Agent Marnie Garzone BISHOP WEST REAL ESTATE

39 Highlawn Dr, Pittsfield, MA 01201

/33
Est $342,742 Not Listed For Sale

9 Oberlaken Dr, Otis, MA 01253
- 2 Beds
- 2 Baths
- 1,240 Sq Ft
- Built 1972
9 Oberlaken Dr, Otis, MA 01253

Last Sold Summary
- 16% Above List Price
- $239/SF
- 50 Days On Market
Last Sold Price $296,129

Last Listing Agent Kim Bergland RED HORSE REAL ESTATE, LLC

/20
$730,000
- 1 Bed
- 1.5 Baths
- 1,340 Sq Ft
520 State Rd Unit 309, North Adams, MA 01247

Loft 309 at Greylock WORKS is a distinctive north-facing 1BR | 1.5BA Berkshires residence with a generously scaled study, offering approximately 1,340 SF of thoughtfully designed living space. Set on the third floor of the region's most celebrated mill conversion, this home is defined by its warm wood ceilings, varied ceiling heights, and refined blend of historic character and modern

Selina Lamb

BIRCH PROPERTIES

(413) 225-8948

520 State Rd Unit 309, North Adams, MA 01247
/2
$1,500 per month
- Studio
- 0.5 Baths
- 3,500 Sq Ft
- Property for Rent
106 Church St, Cheshire, MA 01225

Large commercial space for lease. Versatile layout, suitable for retail, restaurant, office/meeting space. Endless possibilities to customize for your business needs.3 phase electric in place.Bring your business to Cheshire or start your dream business!

Pauline Green STEEPLEVIEW REALTY - ADAMS BRANCH

106 Church St, Cheshire, MA 01225
/36
$237,000 Sold Nov 18, 2025

24 Lebanon Ave, Pittsfield, MA 01201
- 3 Beds
- 1 Bath
- 1,449 Sq Ft
- Built 1925
Last Sold Summary
- 18% Below List Price
- $164/SF
- 56 Days On Market
Current Estimated Value $246,967

Last Listing Agent Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

24 Lebanon Ave, Pittsfield, MA 01201

/45
Est $579,160 Not Listed For Sale

135 Ed Jones Rd, Otis, MA 01253
- 4 Beds
- 2 Baths
- 2,316 Sq Ft
- Built 1925
135 Ed Jones Rd, Otis, MA 01253

Last Sold Summary
- 16% Above List Price
- $216/SF
- 2 Days On Market
Last Sold Price $500,000

Last Listing Agent Jennifer Maxwell LAMACCHIA REALTY, INC

/12
$99,900
- 2 Beds
- 2 Baths
- 900 Sq Ft
30 Lakewood Dr, Pittsfield, MA 01201

Spacious Lake View Mobile home in Lake Onota Village, the home boasts a wood fireplace and covered patio with view of lake. modern kitchen and 2 full baths.

John Ciepiela

BISHOP WEST REAL ESTATE

(413) 776-5077

30 Lakewood Dr, Pittsfield, MA 01201
/2
$60,000 per month
- Studio
- 2 Baths
- 3,060 Sq Ft
- Property for Rent
81 Linden St, Pittsfield, MA 01201

Second floor of Sioga Club- Separate entrance + elevatorLandlord will break up 3500 sf into smaller spaces

James McRory BERKSHIRE COUNTY REALTY

81 Linden St, Pittsfield, MA 01201
/29
$219,500 Sold Nov 03, 2025

46 Bossidy Dr, Pittsfield, MA 01201
- 3 Beds
- 1 Bath
- 998 Sq Ft
- Built 1972
Last Sold Summary
- 2% Above List Price
- $220/SF
- 6 Days On Market
Current Estimated Value $223,793

Last Listing Agent Abbie West GELINAS REAL ESTATE

46 Bossidy Dr, Pittsfield, MA 01201

/30
Est $519,498 Not Listed For Sale

32 Blair Rd, Blandford, MA 01008
- 3 Beds
- 2 Baths
- 1,352 Sq Ft
- Built 2008
32 Blair Rd, Blandford, MA 01008

Last Sold Summary
- 5% Above List Price
- $366/SF
- 26 Days On Market
Last Sold Price $495,000

Last Listing Agent Karen Kaminski-Marchetto William Pitt

/26
$179,000 Pending
- 2 Beds
- 1.5 Baths
- 852 Sq Ft
106 E Shore Rd, Becket, MA 01223

Looking for the perfect seasonal or year round home? Look no further. 2 bed 1.5 bath cttqage includes beach, boating and fishing rights with low HOA fee. On this seren setting sits a home with large windows, abundant storage, shelving and closets. First floor laundry, 3 season porch and additional storage in pull down attic.Oversized 1 car garage with work bench and additional loft storage,

Dorothy Maiwald

NON-MEMBER / RECIPROCAL

(413) 359-6468

106 E Shore Rd, Becket, MA 01223
/28
$225,000 Sold Mar 05, 2026

326 Dalton Ave, Pittsfield, MA 01201
- 3 Beds
- 1 Bath
- 1,224 Sq Ft
- Built 1940
Last Sold Summary
- 22% Below List Price
- $184/SF
- 357 Days On Market
Current Estimated Value $259,673

Last Listing Agent Jessie Downer LAMACCHIA REALTY, INC

326 Dalton Ave, Pittsfield, MA 01201

/42
Est $418,530 Not Listed For Sale

33 Farmhouse Rd, Chesterfield, MA 01012
- 2 Beds
- 1.5 Baths
- 1,017 Sq Ft
- Built 1900
33 Farmhouse Rd, Chesterfield, MA 01012

Last Sold Summary
- 12% Below List Price
- $467/SF
- 15 Days On Market
Last Sold Price $475,000

Last Listing Agent Shelly Hardy Brick & Mortar Northhampton

/91
$999,000 Open Sat 10AM - 12PM
- 4 Beds
- 3 Baths
- 3,100 Sq Ft
8 Northbrook Ln, Pittsfield, MA 01201

BE THE FIRST TO LIVE IN THIS HOME!!! This thoughtfully designed contemporary home offers quality construction, energy efficiency, and a rare opportunity for customization--without the lengthy build process. Built with comfort and performance in mind, the home features spray-foam insulation in the walls and attic, fiberglass insulation between floors, energy-efficient windows, and Central Air/Heat

Corey Bishop

BISHOP WEST REAL ESTATE

(413) 591-5199

8 Northbrook Ln, Pittsfield, MA 01201
/18
$193,000 Sold Sep 24, 2025

109 N Summer St, Adams, MA 01220
- 3 Beds
- 1.5 Baths
- 1,541 Sq Ft
- Built 1952
Last Sold Summary
- 19% Below List Price
- $125/SF
- 33 Days On Market
Current Estimated Value $207,549

Last Listing Agent Deb Trzcinski STEEPLEVIEW REALTY - ADAMS BRANCH

109 N Summer St, Adams, MA 01220

/24
Est $276,216 Not Listed For Sale

70 Fairview Ave, Russell, MA 01071
- 2 Beds
- 1 Bath
- 1,565 Sq Ft
- Built 1949
70 Fairview Ave, Russell, MA 01071

Last Sold Summary
- 18% Above List Price
- $150/SF
- 3 Days On Market
Last Sold Price $235,000

Last Listing Agent Kristin Fitzpatrick William Raveis R.E. & Home Services

/43
$350,000 Pending
- 3 Beds
- 2 Baths
- 1,120 Sq Ft
612 E New Lenox Rd, Pittsfield, MA 01201

Welcome to this move in ready embankment ranch in a desirable southeast neighborhood! This home has been loved by one family for the last 50 years, and is now ready to host a new family! Come see the beautiful hardwood floors in the large living room and all 3 bedrooms. Two of the bedrooms have large cedar-lined closets. The eat-in kitchen has ample cabinet space with easy access to the attached

Juli Kowach LAMACCHIA REALTY, INC

612 E New Lenox Rd, Pittsfield, MA 01201
/34
$319,900 Sold Sep 11, 2025

17 Jeffrey Dr, Pittsfield, MA 01201
- 3 Beds
- 1.5 Baths
- 1,386 Sq Ft
- Built 1963
Last Sold Summary
- $231/SF
- 19 Days On Market
Current Estimated Value $319,139

Last Listing Agent Stacy Hebb NOCHER REALTY

17 Jeffrey Dr, Pittsfield, MA 01201

/45
Est $535,071 Not Listed For Sale

14 Highland Way, Otis, MA 01253
- 3 Beds
- 2.5 Baths
- 1,568 Sq Ft
- Built 1977
14 Highland Way, Otis, MA 01253

Last Sold Summary
- 2% Above List Price
- $335/SF
- 8 Days On Market
Last Sold Price $524,900

Last Listing Agent Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

/50
$1,050,000 Under Contract
- 4 Beds
- 3.5 Baths
- 3,984 Sq Ft
851 Lenox Rd, Richmond, MA 01254

Just around the corner from world-renowned Tanglewood, this exceptional Richmond property offers a truly prime Berkshires location -- where music, culture, and natural beauty meet. Set on just over five picturesque acres with shared ownership in a charming small pond, the setting is as special as the home itself.Beautiful open landscaping creates an inviting approach, with sweeping lawns and

Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

851 Lenox Rd, Richmond, MA 01254
/40
$475,000 Sold Jun 13, 2025

103 Petticoat Hill Rd, Williamsburg, MA 01096
- 3 Beds
- 2 Baths
- 1,804 Sq Ft
- Built 1973
Last Sold Summary
- 2% Below List Price
- $263/SF
- 5 Days On Market
Current Estimated Value $517,895

Last Listing Agent Michael Packard Coldwell Banker Community REALTORS®

103 Petticoat Hill Rd, Williamsburg, MA 01096

/31
Est $914,975 Not Listed For Sale

499 Norton Rd, Otis, MA 01253
- 4 Beds
- 3.5 Baths
- 3,017 Sq Ft
- Built 1989
499 Norton Rd, Otis, MA 01253

Last Sold Summary
- 13% Above List Price
- $268/SF
- 61 Days On Market
Last Sold Price $810,000

Last Listing Agent George Cain William Pitt

/39
$675,000 Pending
- 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
/27
$286,000 Sold Sep 02, 2025

132-134 Crest St, North Adams, MA 01247
- 6 Beds
- 2 Baths
- 2,764 Sq Ft
- Built 1880
Last Sold Summary
- 4% Above List Price
- $103/SF
- 45 Days On Market
Last Listing Agent Hannah Klammer MORESI REAL ESTATE PARTNERS

132-134 Crest St, North Adams, MA 01247

/77
Est $2,509,172 Not Listed For Sale

45 Art School Rd, Monterey, MA 01245
- 4 Beds
- 4.5 Baths
- 6,096 Sq Ft
- Built 1988
45 Art School Rd, Monterey, MA 01245

Last Sold Summary
- 10% Above List Price
- $373/SF
- 391 Days On Market
Last Sold Price $2,275,000

Last Listing Agent Claire Pollart WILLIAM RAVEIS - BERKSHIRE

/39
$1,200,000 Pending
- 4 Beds
- 5 Baths
- 3,656 Sq Ft
5 Blueberry Hill Rd, Westhampton, MA 01027

Welcome to your dream home at 5 Blueberry Hill Rd in Westhampton. Set on 4.5 private acres, this stunning 6 bed, 3.2 bath home blends modern farmhouse charm with high end finishes. A welcoming porch opens to the mudroom featuring built ins, laundry, and half bath. The showpiece kitchen is designed to impress, featuring stainless appliances, oversized island, and a butler’s pantry, flowing

Stephanie Salerno Coldwell Banker Realty

5 Blueberry Hill Rd, Westhampton, MA 01027

Showing Results 281 - 320, Page 8 of 18

Massachusetts The Berkshires

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