Berkshire County MA Houses for Sale with Garage

/40
$1,275,000
- 3 Beds
- 3 Baths
- 2,878 Sq Ft
1166 Rannapo Rd, Sheffield, MA 01257

It's no wonder this property is the home of Berkshire county's oldest elm tree! The abundant sunshine & quietude would make anybody want to set down roots. This light filled home has wood floors throughout the main level. Kitchen has granite counters, pantry & large island. As part of the open floor plan there is a dining room and living room that opens to an expansive deck. The great room

Grace Golden Equine Homes Real Estate, LLC

1166 Rannapo Rd, Sheffield, MA 01257
/49
$925,000
- 3 Beds
- 2.5 Baths
- 1,979 Sq Ft
18 Glendale Rd, West Stockbridge, MA 01266

Architect designed Mid Century home with spectacular western views from every window. Multi level living has been updated with new roof, Pella windows, entry and sliding doors, interior doors, refinished wood floors, modern primary bathroom, heat pump and mini-splits controlled remotely, a whole house generator and recently painted interior and exterior. There is a lovely two sided fireplace

Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

18 Glendale Rd, West Stockbridge, MA 01266
/39
$979,000 Open Sun 1PM - 3PM
- 4 Beds
- 3 Baths
- 2,472 Sq Ft
270 Hillsdale Rd, Great Barrington, MA 01230

This beautifully renovated former Stage Coach stop blends modern comfort with historic charm. Inside, you'll find an updated, open kitchen and dining area, perfect for entertaining. There is a screened porch for dining al fresco. The living room features a stunning stone fireplace and sun-filled windows. A 1st floor guest suite offers a kitchenette, full bath, and gas fireplace. Upstairs, the

Kate Lascar COMPASS MASSACHUSETTS , LLC GB

270 Hillsdale Rd, Great Barrington, MA 01230
/40
$1,250,000
- 4 Beds
- 2 Baths
- 2,100 Sq Ft
40 Veeley Rd, Sheffield, MA 01257

A unique example of repurposing executed to perfection. This wonderful Gambrel style home sits on three private acres and used a lot natures offerings to help bring this home to its present glory. The home was built using the beams from a 200 year old barn that once sat on the property. The floors were milled from cherry trees that grew on the parcel, the fireplace stone is from the foundation

Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

40 Veeley Rd, Sheffield, MA 01257
/56
$1,300,000
- 3 Beds
- 3 Baths
- 2,002 Sq Ft
276 Great Barrington Rd, West Stockbridge, MA 01236

This 52-acre homestead blends early American heritage with modern sustainability and self-sufficiency. Originally built in 1802, this stunning property offers privacy, fertile farmland, and breathtaking mountain views' including Monument Mountain/Flag Rock. Mature fruit orchard with over 15 trees: apples, peaches, pears, cherries, plums.30-tree sugar bush with a sugarhouse for maple syrup

Keytoria Jenkins THE KINDERHOOK GROUP - PITTSFIELD

276 Great Barrington Rd, West Stockbridge, MA 01236
/58
$1,795,000
- 6 Beds
- 3.5 Baths
- 3,905 Sq Ft
21 Stockbridge Rd, West Stockbridge, MA 01266

Tucked away on a private 2.35-acre knoll, this beautifully updated residence offers a rare blend of antique charm and modern ease in one of the Berkshires' most sought-after villages. With six generously sized bedrooms, a chef's kitchen designed for entertaining, and multiple inviting living spaces with fireplaces, the home is ideal for gatherings or quiet retreats alike. A stunning contemporary

Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

21 Stockbridge Rd, West Stockbridge, MA 01266
/39
$1,395,000
- 3 Beds
- 2.5 Baths
- 2,500 Sq Ft
247 Peter Menaker Rd, Great Barrington, MA 01230

Experience the epitome of luxury and leisure in this exceptional custom-built contemporary home, nestled within a prestigious lakefront community. Sited on over four acres, this property offers exclusive access to a private beach and tennis courts, ensuring a lifestyle of both privacy and recreation. Boasting a sun-filled open floor plan, this residence features three well-appointed bedrooms and

Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

247 Peter Menaker Rd, Great Barrington, MA 01230
/32
$825,000
- 4 Beds
- 2.5 Baths
- 1,948 Sq Ft
18 S Beech Plain Rd, Sandisfield, MA 01255

VIEWS! VIEWS! VIEWS! Built in 1923, this home with stunning views brings a blend of yesteryear's charm with todays modern expectations. Set in a private location on 15 acres of natural beauty with a running brook and outbuildings that have boundless possibilities, this is the country escape most people dream of. The original home with its wide plank flooring, stone fireplace and three cosy

Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

18 S Beech Plain Rd, Sandisfield, MA 01255
/58
$715,000 Open Sun 12PM - 2PM
- 3 Beds
- 3 Baths
- 2,120 Sq Ft
649 Hewins St, Sheffield, MA 01257

This special property has been thoughtfully renovated to preserve its antique farmhouse charm. Set on an open 1-acre lot along a pastural country road and shaded by a stately maple tree, this home exudes that timeless vintage character that is so rare to find. Step through the rustic pine door onto the brick floor of the white washed pine-paneled mudroom. Upon entering the bright kitchen, you may

Vashti Poor LANCE VERMEULEN RE, INC

649 Hewins St, Sheffield, MA 01257
/68
$874,900
- 4 Beds
- 3.5 Baths
- 2,880 Sq Ft
979 West St, Pittsfield, MA 01201

An incredible find in the Berkshires and this market. Enjoy a spacious cape style home with 3 spacious bedrooms and 2.5 baths with all the comforts and charm you would wish for. Fireplaced living room and spacious dining room facing south filling with natural light. Breakfast nook or den next to kitchen. Sweet eat-in kitchen with farmstyle hightop table decor and Kraftmaid quality cabinetry

Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

979 West St, Pittsfield, MA 01201
/33
$790,000
- 4 Beds
- 2.5 Baths
- 2,114 Sq Ft
11 Prospect St, Great Barrington, MA 01230

Nestled ''On the Hill'' in the heart of Great Barrington, this inviting 4-bedroom, 2.5-bath Colonial offers a perfect blend of comfort, style, and location. Just minutes to the tranquil Lake Mansfield, this home is ideal for those seeking both convenience and serenity.The generous living room is perfect for both family gatherings and quiet evenings, featuring a cozy pellet stove fireplace that

Jessie Bennett WILLIAM PITT SOTHEBY'S - GT BARRINGTON

11 Prospect St, Great Barrington, MA 01230
/55
$669,000
- 3 Beds
- 2 Baths
- 3,273 Sq Ft
106 Stoney Brook Rd, Becket, MA 01223

Nestled in the hills of Becket, this delightful home offers a perfect blend of privacy and convenience. This 3-bedroom, 2-bathroom home boasts an open floor plan with abundant natural light. A modern kitchen fully equipped with stainless steel appliances and ample counter space, ideal for cooking and entertaining. The cozy living room with views of the woods and charming pellet stove is perfect

Katie Soules WILLIAM RAVEIS REAL ESTATE

106 Stoney Brook Rd, Becket, MA 01223
/70
$879,000
- 4 Beds
- 2 Baths
- 2,474 Sq Ft
321 Ashmere Dr, Hinsdale, MA 01235

Welcome to this pristine, move-in-ready lakefront home, perfectly situated on a serene and tranquil lot on Ashmere Lake. Indulge in breathtaking sunsets and enjoy a spacious yard complete with a private boat ramp and dock. Upon arrival, you'll be greeted by a new driveway, elegant Goshen stone, & stunning new cedar split rail fencing, setting the tone for the beauty that awaits inside.This home

Laiken Rapisarda LAMACCHIA REALTY, INC

321 Ashmere Dr, Hinsdale, MA 01235
/68
$699,000
- 4 Beds
- 3.5 Baths
- 3,204 Sq Ft
105 Harrington Rd, Otis, MA 01253

Nestled on over 7 acres of serene,wooded privacy,this meticulously maintained home offers the perfect blend of rustic charm & modern elegance.Located in the highly sought-after community of Harrington Woods, this property provides a peaceful country setting w/ access to community amenities,including a pool & tennis/pickle ball courts.Inside,the home boasts an open floor plan w/soaring

Thom Garvey WILLIAM PITT SOTHEBY'S - LENOX

105 Harrington Rd, Otis, MA 01253
/33
$798,000
- 3 Beds
- 2.5 Baths
- 3,082 Sq Ft
86 Main St, Sheffield, MA 01257

This gracious vintage home has been thoughtfully renovated and lovingly maintained by the current owners for over 20 years. High ceilings, wonderful light, spacious rooms, a ''walk to everything'' in town location, and residential/commercial zoning provide comfort and unlimited possibilities. A 1,000 sq. ft. outbuilding with water & electric service adds more potential. Beautiful period

David Taylor ELYSE HARNEY REAL ESTATE

86 Main St, Sheffield, MA 01257
/27
$699,000
- 4 Beds
- 2.5 Baths
- 2,340 Sq Ft
54 Egremont Plain Rd, Great Barrington, MA 01230

Great New England farmhouse with really nice views. Common rooms are amply sized and the kitchen great room is perfect for many different activities. Extra room on the first floor can be used as a bedroom or an office (not pictured.) Many extras - structural renovations in 2004, central air, in line generator, in ground pool, screened porch and so much charm. Nice 3.89 acre parcel with detached

Katie Williams STONE HOUSE PROPERTIES, LLC

54 Egremont Plain Rd, Great Barrington, MA 01230
/34
$925,000
- 4 Beds
- 3.5 Baths
- 3,800 Sq Ft
1 Pheasant Way, Pittsfield, MA 01201

Luxe Mediterranean-inspired Home in Private Woodmonte EstatesNestled within the exclusive enclave of Woodmonte Estates, this lovely Mediterranean-inspired home (1995) offers a seamless blend of elegance, warmth, and modern convenience. Set against the picturesque backdrop of Pittsfield State Forest, outdoor enthusiasts will delight in direct access to hiking, skiing, and nature trails, making

Selina Lamb BIRCH PROPERTIES

1 Pheasant Way, Pittsfield, MA 01201
/20
$799,000
- 3 Beds
- 2 Baths
- 2,000 Sq Ft
5 Aspen Way, Pittsfield, MA 01201

Great opportunity to custom design your 2000 square foot free-standing condo home at Berkshire Country Meadows! This is one of only a few remaining sites in this established community. Close to Pontoosuc Lake and centrally located for all Berkshire attractions. Association has a club house with fitness equipment, pool and tennis. Select from several floor plans which feature a contemporary

Pamela Roberts ROBERTS & ASSOC. REALTY, INC

5 Aspen Way, Pittsfield, MA 01201
/39
$684,900
- 4 Beds
- 3 Baths
- 1,750 Sq Ft
715 Peru Rd, Hinsdale, MA 01235

Berkshire Lakefront Living at Its Finest!Discover your dream home in this fully renovated, four bedroom, three-bath lakefront retreat. Nestled along serene shores of Ashmere Lake, this property offers breathtaking water views and direct access to your private dock-perfect for boating, fishing, or simply relaxing by the water.Inside, the home boasts vaulted ceilings that flood the space with

Barbara Osborne ASHMERE REALTY, INC.

715 Peru Rd, Hinsdale, MA 01235
/49
$750,000
- 4 Beds
- 4 Baths
- 2,806 Sq Ft
41 Bulkley St, Williamstown, MA 01267

In-town Victorian with loads of space inside and out. Built in the 1880s and then restored and expanded since, this charming home will embrace you with character and delight you with the location offering convenience and privacy. With 4 bedrooms and 3 full baths, including 1st floor primary suite plus full bath, and kitchenette in the converted barn, this wonderful home offers a wide variety of

Paul Harsch HARSCH ASSOCIATES

41 Bulkley St, Williamstown, MA 01267
/15
$728,000
- 3 Beds
- 2.5 Baths
- 1,927 Sq Ft
251 Norfolk Rd, Great Barrington, MA 01230

Moments to morning coffee at the iconic Southfield store, you'll find your private, yet accessible contemporary home completed in 2005.Set back from the road, the home offers a fantastic and sensible layout including a primary suite on the first floor as well as two bedrooms and shared bath. The spacious living, dining, kitchen (with fireplace and gathering space) all open to the west-facing

Freddy Friedman Birch Properties

251 Norfolk Rd, Great Barrington, MA 01230
/53
$725,000
- 4 Beds
- 4 Baths
- 3,455 Sq Ft
64 Hewins St, Sheffield, MA 01257

A rare & authentic 1842 post & beam farmhouse w/ many original details. This one-of-a-kind antique home awaits the reinvention & stewardship of it's next owners. In the same family for the last 125 years, and with just two prior owners since being built, the structure features post & beam construction, two original fireplaces, antique hardware, woodwork and doors that exemplify early American

Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

64 Hewins St, Sheffield, MA 01257
/92
$759,000
- 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

10 Lillybrook Rd, Pittsfield, MA 01201
/32
$795,000
- 4 Beds
- 2.5 Baths
- 2,422 Sq Ft
367 N Plain Rd, Housatonic, MA 01236

1880 4 Bedroom Colonial in a beautiful Pastoral setting. Open Living and Kitchen plan.Permitted wood burning stove in living room. Second floor has 3 bedrooms, one is a generously sized en-suite. Garage was converted partially for a perfect home office or 4th bedroom. Laundry facilities and half bath located on 1st floor. Outdoor space includes a deck, a partially fenced portion of yard for a dog

Mark Rosengren LANCE VERMEULEN RE, INC

367 N Plain Rd, Housatonic, MA 01236
/32
$895,000
- 6 Beds
- 3.5 Baths
- 3,348 Sq Ft
1151 Hancock Rd, Williamstown, MA 01267

Nestled in the Berkshires, this historic, colonial home is on 55 gorgeous pasture/meadow & woodland acres w/beautiful mountain views, trails, private pond, babbling brooks, & 3 story barn. 1042.9 ft of frontage w/possibilities for subdividing or repurposed for your needs. Many outstanding architectural details dating back to 1796, including handcrafted cherry wood floors & woodwork, curved

Deb Trzcinski Steepleview Realty - Mass

1151 Hancock Rd, Williamstown, MA 01267
/18
$799,000 New Construction
- 3 Beds
- 2 Baths
- 2,000 Sq Ft
15 Cherry Hill Dr, Pittsfield, MA 01201

Looking to have your new home in the new year? This Berkshire Country Meadows single-level living condo will be ready for summer 2025 occupancy! Construction is well underway for this 2000sf, 3 bedroom, 2 bath stand-alone condo, but there is still time to make your own personalized selections! Central a/c, natural gas heat, gas fireplace, hardwood floors, two car garage. The condo

Pamela Roberts ROBERTS & ASSOC. REALTY, INC

15 Cherry Hill Dr, Pittsfield, MA 01201
/45
$319,900 Open Sun 12PM - 2PM
- 3 Beds
- 2 Baths
- 1,190 Sq Ft
28 State St, Pittsfield, MA 01201

Welcome to Sweet State Street! This charming, updated Cape is ready to impress! Perfectly situated in a highly convenient part of town, this home has been thoughtfully renovated to offer modern comfort and style. Featuring three ample bedrooms, including a first-floor bedroom, the home offers flexible living options. The bright and airy kitchen boasts sleek stainless steel appliances and

Nick Geranios WILLIAM PITT SOTHEBY'S - LENOX

28 State St, Pittsfield, MA 01201
/31
$200,000
- 2 Beds
- 1.5 Baths
- 852 Sq Ft
106 Shore Rd, Becket, MA 01223

Looking for the perfect seasonal, or year round getaway? Look no further!! 2 bedroom 1.5 bath cottage with beach, boating and fishing rights with low HOA fee. On this serene, tranquil setting sets a vinyl sided home with large windows, abundant storage, shelving and closets, first floor laundry and a three season porch! Additional storage in the pull down stairs, to the attic. Gas heat and hot

Dorothy Maiwald HB Real Estate, LLC

106 Shore Rd, Becket, MA 01223
/17
$254,500
- 4 Beds
- 2 Baths
- 1,624 Sq Ft
243 Quarry Rd, Becket, MA 01223

Charming 4-bed, 2-bath home on 15+ acres in Becket! Features wood stove & oil heat, window AC. Good foundation. Cement floors await your touch. Bath tub may need retiling. Includes a 1-car detached garage. Face boards on roof need replacement.

Derek Greene The Greene Realty Group

243 Quarry Rd, Becket, MA 01223
/17
$399,000
- 3 Beds
- 1 Bath
- 1,691 Sq Ft
75 van Deusenville Rd, Great Barrington, MA 01230

This sweet ranch has been in the same family for over 40 years and awaits the updates and personal touches of its next owners. Situated on a spacious & level 2.43 acre lot (ideal for gardening) this home is conveniently located on the outskirts of the village of Housatonic, just up the road from the Guthrie Center and few minutes drive to downtown Great Barrington. The home offers over 1,600 sq

Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

75 van Deusenville Rd, Great Barrington, MA 01230
/23
$299,900
- 3 Beds
- 1 Bath
- 1,448 Sq Ft
32 Farnsworth Terrace, Pittsfield, MA 01201

COMING SOON > Showings begin 5/1/25. Situated on a non-through street in convenient Alendale area of Pittsfield, this adorable ranch home offers single level living & spacious living room. Updated eat-in kitchen boasts ample cabinets. Featuring wood floors, partly finished basement, enclosed side porch, 1 car detached garage with attached screen room & above ground pool for your summer

Nadine Hiser KRG - Key Realty Group

32 Farnsworth Terrace, Pittsfield, MA 01201
/16
$249,900
- 2 Beds
- 1 Bath
- 800 Sq Ft
45 Lillian St, Pittsfield, MA 01201

Quaint ranch featuring oak flooring, new boiler 2023, new French door fridge, dry spacious basement adding potential extra living space, and deep garage for extra storage, Nice Southeast location within 600ft to entrance to Brattle Brook Park, beautiful mountain views and close proximity to shopping, farm stands, and Berkshire cultural attractions!

Robin Moore 413 REAL ESTATE

45 Lillian St, Pittsfield, MA 01201
/36
$499,900 Open Sat 11AM - 1PM
- 4 Beds
- 2.5 Baths
- 2,464 Sq Ft
16 East Rd, Adams, MA 01220

OPEN HOUSE! Saturday, May 3rd 11am-1pm.Your dream home awaits! This meticulously cared-for residence offers move-in-ready living with something for everyone. The downstairs flows beautifully, ideal for gatherings, and boasts a stunning formal dining space, along with a convenient first-floor half bath & laundry. The large open kitchen features beautiful granite countertops. As you explore, notice

Shannon Regan KRG - Key Realty Group

16 East Rd, Adams, MA 01220
/49
$579,900 Open Sat 10:30AM - 12PM
- 3 Beds
- 2.5 Baths
- 1,868 Sq Ft
2 Faucett Ln, Pittsfield, MA 01201

Welcome to the spacious colonial you've been dreaming about! This lovely home offers the PERFECT floor plan for the whole family to sprawl out and enjoy. From the moment you enter, you will be greeted by large oversized windows flooding every room with natural light. The semi-open concept allows the living, dining, kitchen & family rooms to flow beautifully bringing connection yet just enough

Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

2 Faucett Ln, Pittsfield, MA 01201
/38
$289,900
- 3 Beds
- 2 Baths
- 1,112 Sq Ft
359 Hinsdale Rd, Dalton, MA 01226

Adorable Dalton Ranch! This lovely home features the convenience of one level living and many updates, making it the perfect place to call home! Newer roof, chimney, windows, & vinyl siding-the heavy lifting has been done! Enjoy a beautifully appointed eat in kitchen featuring wood cabinetry, granite counter tops, tile flooring and stainless steel appliances. Wake up to the soothing sound of a

Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

359 Hinsdale Rd, Dalton, MA 01226
/38
$575,000
- 3 Beds
- 3 Baths
- 1,716 Sq Ft
190 Willow St, Lee, MA 01238

Renovated 3 bedroom 3 bathrooms, 1875 historic colonial house on two acres, detached garage, big sunroom, deck for entertaining, bubbling brook on property, 5 min to Red Lion Inn/Stockbridge center, 5 min to Lee's Main Street, private, abutting Beartown Mountain Preserve/State Forest, minutes to trails, ski, golf, lakes, restaurants, supermarket, outlets, Tanglewood, Jacobs Pillow, Shakespeare

Kim Bergland RED HORSE REAL ESTATE, LLC

190 Willow St, Lee, MA 01238
/24
$329,900
- 3 Beds
- 2 Baths
- 1,700 Sq Ft
15 Randall St, Adams, MA 01220

Welcome to your move-in ready charming, spacious Colonial offering possibility of 5 bedrooms & 2 baths. A new roof & heating system provide peace of mind. The home includes a sun-filled, amazing kitchen with plenty of cabinetry and space to gather. The living room is warm and welcoming. There's a full bath and a possible bedroom on the main floor. Upstairs, you'll find three comfortable bedrooms

Cheryl Ryan BISHOP WEST REAL ESTATE

15 Randall St, Adams, MA 01220
/33
$349,900
- 3 Beds
- 1 Bath
- 1,575 Sq Ft
4 Paula Ave, Pittsfield, MA 01201

Adorable Southeast Ranch Located in a Desirable Neighborhood! This Charming 3-Bedroom, 1-Bath Home sits on a Sunny Corner Lot w/Southern Exposure. Features Include a 1-Car Garage & Close Proximity to Williams Elem. School. Enjoy Outdoor Living with Newer Front & Side Decks, Stone Patio & Firepit, 3 year old Storage Shed 10x12, Addt'l Updates Include Newer Gutters, Roof Approx. 16 yrs old, Vinyl

Kim Gordnier RE/MAX COMPASS

4 Paula Ave, Pittsfield, MA 01201
/64
$479,900
- 5 Beds
- 3 Baths
- 1,824 Sq Ft
178 Harryel St, Pittsfield, MA 01201

MOVE IN READY 5-bedroom, 3 bath home in Southeast Pittsfield! This beautiful home has hardwoods throughout, newly renovated bathrooms, a massive primary suite with a walk-in closet & bath with a glass shower door. There is a partially finished basement with new carpet. An oversized garage with fenced in back yard. There are many updates throughout the home including a new oil tank (2024),

Anthony Riello LAMACCHIA REALTY, INC

178 Harryel St, Pittsfield, MA 01201
/34
$475,000
- 5 Beds
- 2 Baths
- 2,858 Sq Ft
6 Crandall St, Adams, MA 01220

Step into timeless elegance with this spacious 5-bedroom, 2-bath Colonial home, built in 1900 and full of classic charm. Inside, the home features original architectural details including hardwood floors, wide trim, and tall ceilings. Two full staircases--both a formal front staircase and a more private back staircase that adds historic charm and functionality. The main floor boasts a generous

Barbara DeMers NOCHER REALTY

6 Crandall St, Adams, MA 01220

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