Berkshire County MA Homes for Sale

/70
$2,250,000
- 4 Beds
- 6 Baths
- 4,846 Sq Ft
302 Egremont Plain Rd, Great Barrington, MA 01230

A completely transformed barn renovated into a chic home with every modern convenience. Located in the desirable town of Egremont and just minutes from Great Barrington, this delightful property offers long-range pasture views with the Green River just beyond.Thoughtful living spaces for every walk of life featuring a roomy primary suite on the first floor, an additional primary suite that

Jen Harvey COMPASS MASSACHUSETTS , LLC GB

302 Egremont Plain Rd, Great Barrington, MA 01230
/8
$235,000
- Land
- 3 Acres
- $78,229 per Acre
0 Sandisfield Rd, Monterey, MA 01245

The beauty of Nature; 3+ wooded acres in the quaint Berkshire town of Monterey is the perfect location for your new home or weekend getaway with a blend of level and gentle sloping terrain. It's located on the border of Monterey and Sandisfield town line, private but not secluded, only 12 miles to the Town of Lee with everything it has to offer including the entrance to the Mass Pike. Once in Lee

Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

0 Sandisfield Rd, Monterey, MA 01245
/92
$689,900
- 4 Beds
- 5 Baths
- 2,748 Sq Ft
10 Lillybrook Rd, Pittsfield, MA 01201

Beautiful 4 bedroom contemporary on Lilybrook Road. Vaulted entry way leads to living (sitting) room flanked by formal dining room. Also on the first floor is oversized great (family) room with fireplace, large eat-in kitchen and private master (in-law) suite with full bath and jet tub. The second floor has another master suite with full private bath, two additional bedrooms, and a second full

Paul Clark

CLARK REALTY GROUP LLC

(413) 327-7998

10 Lillybrook Rd, Pittsfield, MA 01201
/35
$434,900
- 2 Beds
- 1 Bath
- 1,182 Sq Ft
245 Long Pond Rd, Great Barrington, MA 01230

Tucked away on a quiet country road just minutes from downtown Great Barrington, this charming single-level ranch offers the perfect Berkshire retreat. Set on two private acres, the home is surrounded by mature trees and natural beauty- with nearby access to trails. Step inside to a bright interior featuring a spacious living room anchored by a beautiful stone fireplace. The kitchen offers crisp

Jessica Rizzo Lamacchia Realty, Inc.

245 Long Pond Rd, Great Barrington, MA 01230
/4
$180,000
- Land
- 17.51 Acres
- $10,279 per Acre
0 Strykers Rd, Florida, MA 01247

Berkshire County, MA - 17.5 Acres of Privacy and Possibility! Set along a quiet, paved country road just 10 minutes from downtown North Adams, this 17.5-acre parcel offers the perfect blend of privacy, natural beauty, and convenience. The land directly borders property managed by the Berkshire Natural Resource Council, providing seamless access to the Hoosac Range Trail System and the expansive

Colleen Zajac MONARCH REALTY, INC.

0 Strykers Rd, Florida, MA 01247
/30
$125,000
- 17 Beds
- 7 Baths
- 7,462 Sq Ft
306 Union St, North Adams, MA 01247

Investor Alert! This multi-unit property is a blank canvas ready for transformation. Interior has been fully gutted, with partial updates including plumbing and electrical. Studded walls and framed rooms already in place. Construction materials on-site will be included in the sale.Needs a buyer with the right vision. No interior access. Drive-by only or walk the exterior by appointment. Don't

Donna Thomas DONNA THOMAS REALTY

306 Union St, North Adams, MA 01247
/32
$1,395,000
- 5 Beds
- 4 Baths
- 4,200 Sq Ft
6 Thrushwood Ln, Great Barrington, MA 01230

MOTIVATED SELLER; WILLING TO NEGOTIATE ON UPGRADES AND IMPROVEMENTS. Indulge in refined Berkshire living on an exclusive cul-de-sac, where effortless HOA services complement this exquisite new construction. Offering 4,200 sq ft of thoughtfully designed, environmentally conscious living less than a mile from downtown Great Barrington, this home is the perfect modern retreat. Enter through a

Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

6 Thrushwood Ln, Great Barrington, MA 01230
/11
$95,000
- Land
- 3.03 Acres
- $31,353 per Acre
314 Lakeshore Dr, Sandisfield, MA 01253

Ideal Location Near Amenities + Peaceful, Private SettingA wonderful opportunity to own one of the largest available building lots in the desirable Otis Wood Lands community -- 2.853 acres of mostly level, wooded land offering both privacy and convenience.Perfectly situated close to the lake, clubhouse, pool, tennis and pickleball courts, and fitness center, this property provides easy access to

Shannon Margraf WILLIAM PITT SOTHEBY'S - GT BARRINGTON

314 Lakeshore Dr, Sandisfield, MA 01253
/11
$180,000
- Land
- 5.88 Acres
- $30,602 per Acre
314 & 316 Lakeshore Dr, Sandisfield, MA 01253

Exceptional Privacy + Premier Location Near All Community AmenitiesAn extraordinary chance to own both of the largest building parcels ever offered in Otis Wood Lands -- nearly 6 acres of pristine, gently rolling land. Together, these adjoining lots provide an unmatched sense of space, privacy, and flexibility to create your ultimate Berkshire escape.Ideally situated close to the lake, clubhouse,

Shannon Margraf WILLIAM PITT SOTHEBY'S - GT BARRINGTON

314 & 316 Lakeshore Dr, Sandisfield, MA 01253
/12
$485,000
- 1 Bed
- 1 Bath
- 1,344 Sq Ft
2 Devon Rd, Lee, MA 01238

Bring your contractors and your imagination to this unique fixer-upper, an old carriage barn with an attached apartment. The spacious barn features original beams with large open areas. The lush grounds are complemented by charming rock walls and rustic outbuildings. With a convenient location close to all the Berkshire attractions, this property is ideal for transformation into a one-of-a-kind

Molly Thomas COMPASS MASSACHUSETTS , LLC GB

2 Devon Rd, Lee, MA 01238
/9
$95,000
- Land
- 2.85 Acres
- $33,333 per Acre
316 Lakeshore Dr, Sandisfield, MA 01253

Prime Location + Privacy + Fiber Internet at the StreetA rare opportunity to build your Berkshire dream home on one of the largest lots ever offered in Otis Wood Lands -- 3.029 acres of peaceful, gently rolling terrain in a premier location close to all community amenities.This property offers excellent privacy while keeping you just minutes from the lake, clubhouse, pool, tennis and pickleball

Shannon Margraf WILLIAM PITT SOTHEBY'S - GT BARRINGTON

316 Lakeshore Dr, Sandisfield, MA 01253
/28
$360,000
- 3 Beds
- 2 Baths
- 1,568 Sq Ft
194 Canaan Southfield Rd, Southfield, MA 01259

Enjoy peaceful country living in this 3-bedroom, 2-bath home set on 8.6 scenic acres along the Umpachene River and surrounded by abundant wildlife. The property offers endless potential for gardening, recreation, or creating your private retreat. Solar panels are included and will be paid off at closing, providing long-term energy savings. Conveniently located near the Southfield Store, The Old

Freddy Friedman BIRCH PROPERTIES

194 Canaan Southfield Rd, Southfield, MA 01259
/2
$599,000
- Land
- 1.7 Acres
- $352,353 per Acre
12 South St, Cheshire, MA 01225

Property on corner of busy 4 way stoplight in the heart of town with 256 ft of frontage. High visibility and high traffic count: 11,777 on average. Multi-zoned for multiple different uses & possibilities. The source of all representations are from the seller or a public source; broker has not verified same. It is recommended that buyer independently verify all information.

Pat Roberts STEEPLEVIEW REALTY - N. ADAMS

12 South St, Cheshire, MA 01225
/13
$89,000 New Construction
- 6 Beds
- 1,530 Sq Ft
336 Walnut St, North Adams, MA 01247

Unique investment opportunity in The Berkshires with this completely gutted home, ready to be restored. With its walls stripped down to the studs, this property offers a blank canvas, inviting you to design a stunning three floor single-family residence or transform it back into a charming three-family investment property. Outside you will find a one-car garage and a spacious lot, bordered by

Mariah Worth LAMACCHIA REALTY, INC

336 Walnut St, North Adams, MA 01247
/11
$245,000
- Land
- 9.13 Acres
- $26,835 per Acre
1570 B Washington Mountain Rd, Washington, MA 01223

Outlook at October Mountain - This special parcel with exceptional views is located in a private enclave of well crafted homes planned for privacy. Live the rural life but still have the option to be only a short distance from everything that makes the Berkshires special; theatre, film, music, boutiques and shopping. With completed septic design in place, electric and telephone available all you

Mary Jane White COHEN & WHITE ASSOCIATES

1570 B Washington Mountain Rd, Washington, MA 01223
/3
$45,000
- Land
- 2.86 Acres
- $15,734 per Acre
00 Yale Rd, Peru, MA 01235

off Grid building lot. If you like a remote site for a seasonal camp, then take a look. Road is maintained but not plowed in the winter. Other adjoining lots are available if you want more land. See Parish Road Worthington and Pierce Road Peru for other lots.

James Adams Hilltown Real Estate by Adams Realty

00 Yale Rd, Peru, MA 01235
/3
$45,000
- Land
- 2.34 Acres
- $19,231 per Acre
lot 16 Pierce Rd, Peru, MA 01235

off Grid building lot. If you like a remote site for a seasonal camp, then take a look. Road is maintained but not plowed in the winter. Other adjoining lots are available if you want more land. See Parish Road Worthington and Obrien Lane Peru for other lots. Lot 16 on attached plan

James Adams Hilltown Real Estate by Adams Realty

lot 16 Pierce Rd, Peru, MA 01235
/3
$45,000
- Land
- 3.69 Acres
- $12,195 per Acre
lot 18 Pierce Rd, Peru, MA 01235

off Grid building lot. If you like a remote site for a seasonal camp, then take a look. Road is maintained but not plowed in the winter. Other adjoining lots are available if you want more land. See Parish Road Worthington and Obrien Lane Peru for other lots. Lot 18 on attached plan

James Adams Hilltown Real Estate by Adams Realty

lot 18 Pierce Rd, Peru, MA 01235
/3
$50,000
- Land
- 4.35 Acres
- $11,494 per Acre
lot 19 Pierce Rd, Peru, MA 01235

off Grid building lot. If you like a remote site for a seasonal camp, then take a look. Road is maintained but not plowed in the winter. Other adjoining lots are available if you want more land. See Parish Road Worthington and Obrien Lane Peru for other lots. Lot 19 on attached plan

James Adams Hilltown Real Estate by Adams Realty

lot 19 Pierce Rd, Peru, MA 01235
/3
$45,000
- Land
- 2.34 Acres
- $19,231 per Acre
lot 17 Pierce Rd, Peru, MA 01235

off Grid building lot. If you like a remote site for a seasonal camp, then take a look. Road is maintained but not plowed in the winter. Other adjoining lots are available if you want more land. See Parish Road Worthington and Obrien Lane Peru for other lots. Lot 17 on attached plan

James Adams Hilltown Real Estate by Adams Realty

lot 17 Pierce Rd, Peru, MA 01235
/9
$475,000
- Land
- 20.87 Acres
- $22,760 per Acre
0 East St, Lenox, MA 01240

This stunning 20+ acre building lot in Lenox, with frontage on East and Housatonic St. is the perfect place to build your dream home. The gently sloping land leads up towards westerly sunsets, while offering distant views of October Mountain to the east. With its peaceful and private setting, imagine waking up every day to the stunning views from your new home, surrounded by the serene natural

Gary Johnston STONE HOUSE PROPERTIES, LLC

0 East St, Lenox, MA 01240
/42
$2,500,000
- 4 Beds
- 5 Baths
- 6,100 Sq Ft
60 Old Cheshire Rd, Lanesborough, MA 01237

BREATHTAKING 360 DEGREE VIEWS Rarely does such a magical property come along with so much to offer. A well built and spacious home with Pickle Ball, Tennis, Swimming Pool, Gazebo, Lake frontage, Lush Green Lawn, Pastures, A Three Car Garage, Outbuildings, VIEWS FROM EVERY ROOM. Kitchen has Sub-Zero refrigerator, Wolf cooktop, large center island and a wall of windows overlook the gorgeous gardens

Mauren White-Kirkby Berkshire Hathaway Home Services Barnbrook Realty

60 Old Cheshire Rd, Lanesborough, MA 01237
/6
$325,000
- Land
- 21.7 Acres
- $14,977 per Acre
0 Sisson Hill Rd Unit 248042, New Marlborough, MA 01230

21.7 wooded acres on one of South County's ''best-kept-secret'' back country roads, yet just minutes away from Great Barrington, Sheffield and the bucolic villages of New Marlborough. Discover nature, privacy & a unique sense of peace on this rare piece of land. The land has been perc tested, seller will provide final survey prior to closing. Map in documents shows proposed new boundaries for

Dan Alden

ALDEN COUNTRY REAL ESTATE SERVICES

(413) 848-6618

0 Sisson Hill Rd Unit 248042, New Marlborough, MA 01230
/28
$650,000
- 2 Beds
- 2 Baths
- 1,098 Sq Ft
46 Housatonic St Unit 2B, Lenox, MA 01240

Beautiful two bedroom, two bath condo perfectly situated in the center of Lenox, Massachusetts-the cultural heart of the Berkshires. Enjoy high Ceilings, beautiful wood floors, large windows, and abundant natural light throughout. The spacious layout features a gas fireplace, granite countertops, and a gas stove in the modern kitchen. The inviting living room opens to a private balcony, perfect

Patricia Andrew STONE HOUSE PROPERTIES, LLC

46 Housatonic St Unit 2B, Lenox, MA 01240
/32
$549,000
- 2 Beds
- 1 Bath
- 1,300 Sq Ft
7 Park St, Stockbridge, MA 01262

Welcome to 7 Park Street a sun-filled, classic New England home tucked on a quiet dead-end lane right in the heart of Stockbridge. With 2 bedrooms, 1 bath, and 1,300 sq ft, this 1900 charmer blends historic warmth with thoughtful updates: wide rooms washed in natural light, an inviting screened porch for morning coffee, and an easy, intuitive layout that lives larger than its footprint. The

Samantha Homeyer BIRCH PROPERTIES

7 Park St, Stockbridge, MA 01262
/46
$375,000
- 3 Beds
- 1 Bath
- 1,413 Sq Ft
2801 State Rd, Richmond, MA 01254

You'll feel right at home in this charming Richmond farmhouse, just minutes from West Stockbridge center and close to everything the Berkshires has to offer. Set on two beautiful, private acres in the historic Richmond Furnace district, this three-bedroom house blends New England charm with modern amenities, including energy-efficient solar panels, newer appliances, and Buderus boiler. The main

Stephen Daoust STONE HOUSE PROPERTIES, LLC

2801 State Rd, Richmond, MA 01254
/35
$275,000
- 7 Beds
- 3 Baths
- 2,664 Sq Ft
86 W Main St, North Adams, MA 01247

Turnkey 3-family in the heart of North Adams! Features two 3-bedroom, 1-bath units and a renovated basement studio. 2nd floor unit is vacant with potential rent $1,400–$1,600/month. 3rd floor unit tenant moving out; after updates can rent $1,600/month. Basement studio rented $1,000/month. All units separately metered; tenants pay all utilities except water. Large unfinished attic (~1,200 sq ft)

Monette Valliere Keller Williams Elite

86 W Main St, North Adams, MA 01247
/53
$465,000
- 4 Beds
- 2.5 Baths
- 1,872 Sq Ft
165 Sandisfield Rd, Sandisfield, MA 01255

This home is ready for its new owner. A complete professionally remodeled interior. New Septic System, New insulation, New Windows, New Kitchen and Appliances, Freshly Painted, Fiber Optic Internet available, New gravel Driveway, New Boiler, New hot water heater, Brand new LED lighting within the entire home. New tile work in the the 2 full baths. Laundry conveniently located on the same level as

Cristian Sanchez

COHEN & WHITE ASSOCIATES

(413) 392-4615

165 Sandisfield Rd, Sandisfield, MA 01255
/2
$39,900
- Land
- 0.15 Acre
- $266,000 per Acre
0 Courtland Place, Pittsfield, MA 01201

Cleared City lot with public water and sewer

John Ciepiela

BISHOP WEST REAL ESTATE

(413) 553-1360

0 Courtland Place, Pittsfield, MA 01201
/50
$7,975,000
- 8 Beds
- 6.5 Baths
- 9,364 Sq Ft
399 Under Mountain Rd, Lenox, MA 01240

Highwick Farm Manor House is a beautifully restored Berkshire Cottage originally built as a gentleman's equestrian estate. After years of meticulous renovation and thoughtful restoration this remarkable property stands now complete, showcasing exquisite craftsmanship and timeless grandeur. Highwick features lead-glass windows framing picturesque views, ten fireplaces, walnut paneling and pocket

Molly Thomas COMPASS MASSACHUSETTS , LLC GB

399 Under Mountain Rd, Lenox, MA 01240
/55
$4,300,000
- 7 Beds
- 8 Baths
- 5,885 Sq Ft
8 Webster Rd, Tyringham, MA 01264

Brooke Astor's COBBLE HOUSEWhere Land, Light, and Legacy ConvergeTYRINGHAM VALLEY BERKSHIRE COUNTY MASSACHUSETTS$4,300,0005,885 square feet7 bedrooms8.5 bathrooms27.9 private acres1909 Harrie T. Lindeberg design2,321 +/- feet road frontageThe Valley That Time ForgotThe drive through Tyringham Valley never fails to quiet the soul. Past stone walls that have marked these fields for centuries,

John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

8 Webster Rd, Tyringham, MA 01264
/31
$349,900
- 4 Beds
- 3 Baths
- 2,320 Sq Ft
74 Washington Ave, North Adams, MA 01247

Completely renovated 4-bedroom home in North Adams, near MCLA. Newly renovated kitchen and bathrooms with new cabinets, quartz countertops, and all new appliances. New flooring throughout. The first floor offers the kitchen, a full bathroom, an office, a large open living room/dining area, and an entry with beautiful staircase to second floor. The second floor features three bedrooms, a second

Allison Pacelli PACELLI ZEPKA

74 Washington Ave, North Adams, MA 01247
/68
$1,350,000
- 5 Beds
- 4.5 Baths
- 4,948 Sq Ft
65 Crofut St, Pittsfield, MA 01201

Designed in 1929 by noted architect Henry Seaver (Berkshire Museum, Lenox Town Hall), this distinguished Georgian Colonial was once the centerpiece of Pittsfield's social scene. The home preserves exquisite 18th-century details - mantels, wainscoting, and finely crafted woodwork salvaged from two of the city's earliest residences, making it a living piece of Berkshire history. Set back on 2.5

Conor Meehan STONE HOUSE PROPERTIES, LLC

65 Crofut St, Pittsfield, MA 01201
/11
$98,000
- Land
- 5.8 Acres
- $16,897 per Acre
Lots 34-36 Lake View Rd, Peru, MA 01235

Escape to nature with this expansive 5.80-acre parcel nestled near the pristine waters of Garnet Lake. With deeded lake rights, you'll enjoy exclusive access to one of the Berkshires' hidden gems--perfect for kayaking, fishing, or simply soaking in the tranquil views. Accessed via a private dirt road, this property offers seclusion and quiet, far from the bustle of town-maintained routes. Wooded

Barbara Osborne ASHMERE REALTY, INC.

Lots 34-36 Lake View Rd, Peru, MA 01235
/28
$495,000
- 4 Beds
- 2 Baths
- 1,531 Sq Ft
95 Water Farm Rd, Sheffield, MA 01257

New roof, siding, and house fully painted. Newer heating system. Experience the perfect blend of modern comfort and historical charm in this beautifully maintained home. Featuring 4 spacious bedrooms and 2 baths, this home offers over 1,500 sq. ft. of living space. Enjoy the character of the 1850s with updates, including new mechanics. This home is truly move-in ready. The stonework patio

Suzann Ward HOUSATONIC REAL ESTATE

95 Water Farm Rd, Sheffield, MA 01257
/36
$229,900
- 3 Beds
- 2 Baths
- 1,454 Sq Ft
156 Elizabeth St, Pittsfield, MA 01201

Charming 2-Family Flat - Great Investment or Owner-Occupied Opportunity!Don't miss this 2-family flat offering classic charm and modern convenience. Each spacious unit features hardwood floors The second-floor unit boasts an enclosed porch--perfect for relaxing or additional living space. Separate utilities, off street parking and shed add to the property. This property has potential to be used

Robin Moore 413 REAL ESTATE

156 Elizabeth St, Pittsfield, MA 01201
/14
$143,000
- 1 Bed
- 1 Bath
- 500 Sq Ft
37 Corey Rd Unit 623, 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 623, Hancock, MA 01237
/73
$889,900
- 5 Beds
- 3.5 Baths
- 3,370 Sq Ft
5 Crofut St, Pittsfield, MA 01201

Pride of ownership reasonates through this disctinctive Georgian-style brick home proudly set atop a hill in this coveted enclave of stately residences. Live on this historic Crofut St. near the esteemed Pittsfield Country Club, BUpstreet Cultural District and is ideally just minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional

Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

5 Crofut St, Pittsfield, MA 01201
/11
$550,000
- Land
- 16 Acres
- $34,375 per Acre
0 Gould Rd, Monterey, MA 01245

The drive to this beautiful parcel takes you off the main road, past farms, cottages, and estates--all within a mile or two. Hidden away in one of the most scenic parts of Monterey and surrounded by larger holdings and hundreds of acres of conserved, trust-protected land, this property offers peace and privacy rarely found. The land is mostly level before gently sloping down to a brook on the

Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

0 Gould Rd, Monterey, MA 01245
/64
$1,199,800
- 9 Beds
- 4.5 Baths
- 5,319 Sq Ft
5 Crofut St, Pittsfield, MA 01201

Pride of ownership reasonates through this disctinctive Georgian-style brick home proudly set atop a hill in this coveted enclave of stately residences. Live on this historic Crofut St. near the esteemed Pittsfield Country Club, Upstreet Cultural District and is ideally just minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional

Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

5 Crofut St, Pittsfield, MA 01201

Showing Results 321 - 360, Page 9 of 14

Massachusetts Berkshire County

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