Berkshire County MA Homes for Sale with Acreage

/45
$999,000
- Land
- 17 Acres
- $57,779 per Acre
1166 Rannapo Rd, Sheffield, MA 01257

It's no wonder why this property is the home of Berkshire county's oldest elm tree! The abundant sunshine, quietude and peace would make anybody want to set down roots and stay a while. This light filled home has refinished wood floors throughout the main level. Kitchen has granite counters, ample cabinet space, pantry and large island. As part of the open floor plan there is a bright dining

Grace Golden Equine Homes Real Estate, LLC

1166 Rannapo Rd, Sheffield, MA 01257
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/3
$149,900
- Land
- 4.50 Acres
- $33,311 per Acre
0 E Mountain Rd Unit 22465469, Adams, MA 01220

Escape to the Berkshiresthis secluded 4.5-acre haven sits at the end of a quiet, dead-end road and offers stunning Mount Greylock views. Fully cleared and build-ready, its a perfect canvas for your dream home or weekend retreat. Wander through open meadows and peaceful woods as Tophet Brook winds through the propertystocked with trout and ideal for fishing, wading, or quiet reflection. Surveyed,

Jake Belanger

0 E Mountain Rd Unit 22465469, Adams, MA 01220
/16
$64,900
- Land
- 1.50 Acres
- $43,267 per Acre
0 E Mountain Rd Unit 22320380, Adams, MA 01220

PRICE REDUCED! MOTIVATED SELLER! JUST IMAGINE...Waking up to unobstructed, postcard-worthy views of Mount Greylock, Massachusetts tallest peak from this peaceful, sun-drenched 1.5-acre parcel. Gently sloped, cleared, and ready to build, this rare gem is surveyed, perc-tested, and perfect for your mountain getaway or full-time hideaway. A private yet accessible haven just minutes from

Jake Belanger

0 E Mountain Rd Unit 22320380, Adams, MA 01220
/4
$114,900
- Land
- 6 Acres
- $20,891 per Acre
Upper East Hoosac St, Adams, MA 01220

Tucked away in natures embracethis rare 5+ acre retreat borders 12,000 acres of pristine protected forest, offering unmatched seclusion, peace, and outdoor adventure. With 1,000+ feet of road frontage and direct trail access, youll hike beside babbling brooks, enjoy filtered mountain views, and envision your dreamspace for two custom homes. Total privacy, yet just minutes from MassMoCA, The

Jake Belanger

Upper East Hoosac St, Adams, MA 01220
/2
$124,900
- Land
- 3.00 Acres
- $41,633 per Acre
0 E Mountain Rd Unit 22483364, Adams, MA 01220

JUST LISTED! Escape to this rare 3-acre Berkshire hideaway, where panoramic Mount Greylock views meet your own trout stream, sunlit meadows, and whispering old-growth forest. Wade into crystal-clear waters, wander secluded trails, or craft the ultimate retreat. This build-ready sanctuary is surveyed, perc-tested, and waiting to bring your vision to life.Now just $124,900 with flexible owner

Jake Belanger

0 E Mountain Rd Unit 22483364, Adams, MA 01220
/24
$1,745,000
- 3 Beds
- 2.5 Baths
- 2,573 Sq Ft
749 Hartsville New Marlboro Rd, New Marlboro, MA 01230

Discover Net Zero living in this architect-designed modern home. Newly built for superior comfort and high-performance efficiency, powered by an advanced solar system with battery backup. Blending sustainability and style, this 2,600 sq ft residence features light-filled rooms, stunning Berkshire views, a dramatic entry, custom kitchen, expansive screened porch, and generous storage. The

Darin Thompson Stuart St James, Inc.

749 Hartsville New Marlboro Rd, New Marlboro, MA 01230
/34
$895,000
- 4 Beds
- 3 Baths
- 2,280 Sq Ft
116 Buxton Hill Rd, Williamstown, MA 01267

Tucked away at the end of a cul-de-sac in one of Williamstown's most desirable neighborhoods, this 1968 mid-century modern home offers style, space, and convenience on over an acre, ideally located just minutes from the center of town, Williams College, restaurants, and theater. Inside, the main level features 3 bedrooms and 2 baths, including a primary suite. At the heart of the home is a

Ann Greenwood ALTON & WESTALL REAL ESTATE AGENCY, LLC

116 Buxton Hill Rd, Williamstown, MA 01267
/53
$875,000
- 4 Beds
- 2.5 Baths
- 2,452 Sq Ft
1872 S Undermountain Rd, Sheffield, MA 01257

This 4 Bedroom, 2.5 Bath streamside retreat is tucked perfectly into an idyllic private setting, just the spot to let those cares go. Thoughtfully updated in 2022, with nature out every window, the comfortable blend of public and private spaces is convenient for any use.. With exposed beams, walls of windows, a spiral staircase, main floor bedrooms and baths, mini split a/c units, garden doors

David Taylor ELYSE HARNEY REAL ESTATE

1872 S Undermountain Rd, Sheffield, MA 01257
/31
$875,000
- 4 Beds
- 3 Baths
- 2,362 Sq Ft
76 Corashire Rd, New Marlborough, MA 01230

Private Log Cabin Retreat on 18+ Acres with River Frontage -Escape to your own slice of secluded Berkshires with this classic log cabin set on over 18 private acres. Surrounded by nature, this home offers peaceful living with unmatched charm and character.A welcoming wrap-around porch invites you to relax and take in sweeping views of the property. Inside, the main floor features a dining room, a

Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

76 Corashire Rd, New Marlborough, MA 01230
/59
$1,850,000
- 6 Beds
- 5.5 Baths
- 4,952 Sq Ft
1 Devon Rd, Stockbridge, MA 01262

Located in Stockbridge, this historic General Williams House (circa 1795) has been restored and updated. Featuring 6 bedrooms, 5.5 bathrooms, 6 beautiful wood burning fireplaces, large dining and living spaces and 2 kitchens. The ''Ice House'' features its own kitchen and bath, for family gatherings or as Artist Studio. A sparkling in-ground pool for your summer pleasure. All this and more

George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

1 Devon Rd, Stockbridge, MA 01262
/39
$889,000
- 3 Beds
- 2.5 Baths
- 1,866 Sq Ft
1460 Ashley Falls Rd, Sheffield, MA 01257

Immaculate contemporary home in Ashley Falls offering a perfect blend of modern design & natural surroundings. The 3-bedroom, 2.5-bath residence is bathed in natural light, creating an inviting & airy atmosphere.The heart of the home features a striking marble-faced fireplace, an elegant focal point for entertaining & relaxation. The thoughtfully designed floor plan flows seamlessly to outdoor

Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

1460 Ashley Falls Rd, Sheffield, MA 01257
/50
$849,000
- 5 Beds
- 3.5 Baths
- 4,008 Sq Ft
4 Causeway Rd, Peru, MA 01235

SPACIOUS CONTEMPORARY WITH 800' OF FRONTAGE ON PRISTINE GARNET LAKE. Private 17+ acre non-motorboat lake with two beaches, perfect for swimming, kayaking, fishing, and ice skating. A Berkshire Hill town, Peru offers great scenic beauty and is a haven for outdoor enthusiasts... minutes from the Frances Rice Wildlife Refuge, the Peru Wildlife Management Area, and the Appalachian Trail. In move-in

Tom Lynch COMPASS MASSACHUSETTS , LLC GB

4 Causeway Rd, Peru, MA 01235
/32
$875,000
- 3 Beds
- 2 Baths
- 2,460 Sq Ft
85 Main Rd, Monterey, MA 01245

OUTSTANDING COUNTY LIVING in idyllic Monterey with its low real estate taxes and easy access to Lake Garfield and Lake Buel. Butternut Ski Area is only 5 minutes away. 8 minutes to downtown Great Barrington. This Timber Fame (open floor plan) contemporary home features beautiful (wide-plank) pinewood floors, a cathedral ceiling Great Room, and a bonus sleeping loft area. A fireplace on the

George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

85 Main Rd, Monterey, MA 01245
/48
$980,000
- 6 Beds
- 9 Baths
- 4,652 Sq Ft
560 Stockbridge Rd, Lee, MA 01238

Set on just over seven acres between Lee and Stockbridge, this c.1850 Greek Revival delivers classic Berkshire character with real scale. Nearly 4,700 square feet with a gracious flow, tall windows, and preserved period details. Every bedroom offers an en suite, creating an easy setup for hosting family and friends. Common spaces include a welcoming foyer, two living rooms, a formal dining room,

Cameron Volastro STONE HOUSE PROPERTIES, LLC

560 Stockbridge Rd, Lee, MA 01238
/52
$935,000
- 4 Beds
- 2.5 Baths
- 2,631 Sq Ft
20 Cooper Rd, Great Barrington, MA 01230

This is the one you've been waiting for. A classic mid-century home on over 4 private acres, offering the ultimate Berkshire lifestyle. The bright, open-mid century floor plan provides a seamless flow, while two fireplaces add classic comfort. The home features 4 bedrooms, 3 baths, large office and a media room, offering flexibility for family and guests. Outside, your private resort awaits. A

Tony Segalla LANCE VERMEULEN RE, INC

20 Cooper Rd, Great Barrington, MA 01230
/25
$795,000
- 3 Beds
- 2 Baths
- 1,730 Sq Ft
1427 Hewins St, Sheffield, MA 01257

Beautifully Built New Construction in SheffieldMove-in-ready and thoughtfully crafted by a local custom builder, this 3-bedroom, 2-bath home sits on 1.64 private acres. The open-concept living, dining, and kitchen area flows seamlessly with a lovely backyard patio--perfect for indoor-outdoor living. Ideal for both outdoor enthusiasts, with hiking, biking, and skiing nearby or one could just enjoy

Claire Pollart LANCE VERMEULEN RE, INC

1427 Hewins St, Sheffield, MA 01257
/31
$1,600,000
- 4 Beds
- 3.5 Baths
- 3,724 Sq Ft
5 Silver Mine Ln, West Stockbridge, MA 01266

This meticulously maintained, move-in ready home is located in a private cul-de-sac, just minutes from Berkshire attractions like Tanglewood. Enjoy a large deck, screened-in porch, and spacious patio perfect for outdoor living. Filled with natural light inside, the open floor plan features vaulted ceilings, skylights, a gourmet kitchen with a breakfast area, and a four-season sunroom. A versatile

George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

5 Silver Mine Ln, West Stockbridge, MA 01266
/69
$1,195,000
- 4 Beds
- 3 Baths
- 3,541 Sq Ft
1828 Flintstone Rd, Windsor, MA 01270

Welcome to Stone Hill - Your Private Oasis with Spectacular Views overlooking the Berkshire Hill Towns. Escape to a world of tranquility and luxury where nature's beauty meets exquisite living. Nestled on a 9.45 acre property, this spectacular estate offers the ultimate retreat for those seeking privacy and serenity. Immerse yourself in the beauty of the Chalet Wildlife Management Area

Matt Carlino MACCARO REAL ESTATE

1828 Flintstone Rd, Windsor, MA 01270
/52
$1,295,000
- 4 Beds
- 2 Baths
- 2,742 Sq Ft
22 Sheffield Rd, Great Barrington, MA 01230

Discover this enchanting 1900s Town Colonial, where historic charm meets modern sophistication. Nestled in a tranquil neighborhood, this home offers four spacious bedrooms, two updated full baths, and a stunning chef's kitchen, blending comfort with style. From the moment you enter through the newly renovated mudroom, you'll appreciate the original wood floors and built-in shelving that preserve

Suzann Ward HOUSATONIC REAL ESTATE

22 Sheffield Rd, Great Barrington, MA 01230
/48
$879,000
- 4 Beds
- 2.5 Baths
- 2,438 Sq Ft
20 Pleasant View Dr, Cheshire, MA 01225

Unique home overlooking Mount Greylock range. Early morning, afternoon and evening sun fill this 4 bedroom 2.5 bathroom, open floor plan home with light all year round.The entire first floor has been renovated and now has an open floor plan with a new doublesided propane fireplace. Opportunity for single floor living exists since primary bedroom and laundry are on first floor in addition to a

Sean Taylor MORESI REAL ESTATE PARTNERS

20 Pleasant View Dr, Cheshire, MA 01225
/77
$795,000
- 3 Beds
- 3 Baths
- 2,452 Sq Ft
4 Birch Hill Rd, Peru, MA 01235

This Stunning, bluestone, Raised Ranch has been completely remodeled! This home was built in 1972 and has been occupied and maintained by the original builder/owner. Inside features included, Anderson tilt-wash windows, laminate and tile flooring, 2 fireplaces - one matches the face of the home, the other is native white marble. The Kitchen features, maple cabinets, stainless appliances and

Marci Levesque BISHOP WEST REAL ESTATE

4 Birch Hill Rd, Peru, MA 01235
/60
$834,900
- 4 Beds
- 2.5 Baths
- 2,523 Sq Ft
112 Silver St, Lanesborough, MA 01237

Escape to an exceptional Post & Beam Berkshire Retreat nestled on the east side of Jiminy Peak Mountain Resort. Set on 25+ acres for seclusion and privacy, eat, play & live in this 4 bedroom, 2.5 bath chalet-style home with countless modern updates. Spectrum was recently added for everyday internet and tv streaming, as well as 5 new high-efficiency mini split air conditioning/heating units for

Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

112 Silver St, Lanesborough, MA 01237
/31
$995,000
- 2 Beds
- 2 Baths
- 1,620 Sq Ft
18 Creamery Rd, Great Barrington, MA 01230

Nestled on 6.6 peaceful acres, this beautifully renovated country Cape offers exceptional privacy just minutes from town. Set well back from the road, the home enjoys a quiet, convenient location surrounded by mature trees and gardens.Inside, a spacious dining room features a striking stone fireplace, while the large living room showcases wood floors that extend throughout. Every detail has been

Allison Rada STONE HOUSE PROPERTIES, LLC

18 Creamery Rd, Great Barrington, MA 01230
/51
$775,000
- 3 Beds
- 3.5 Baths
- 4,160 Sq Ft
2232 Jacobs Ladder Rd, Becket, MA 01223

Experience the perfect blend of nature, sophistication, and comfort in this thoughtfully crafted home and carriage house on 4.25 acres. This property is packed with personality.Enjoy the mature gardens, the fabulous deck for entertaining, the inviting swimming pool, and a wooded path leading to a stone fire pit, one mile from Jacob's Pillow.The photographs will offer a clue as to why you need to

Claudia Crane COMPASS MASSACHUSETTS , LLC GB

2232 Jacobs Ladder Rd, Becket, MA 01223
/16
$939,000
- 11 Beds
- 10.5 Baths
- 2,016 Sq Ft
3949 Jacobs Ladder Rd, Becket, MA 01223

A unique lakefront cedar home with 8 room motel. many possibilities.Approximately 2.7 acres with over 500 ' lake frontage on Beautiful Greenwater Pond . Close to Appalachian trail and many Berkshire cultural and recreational venues.

Anthony Caropreso MACCARO REAL ESTATE

3949 Jacobs Ladder Rd, Becket, MA 01223
/63
$895,000
- 3 Beds
- 2.5 Baths
- 3,292 Sq Ft
2017 Monterey Rd, Otis, MA 01253

Modern Elegance Meets Tranquil Nature on the Clam River - a short ride to Gt Barrington on the Monterey Line! Tucked away on a private drive that gracefully winds over the scenic Clam River, this meticulously maintained residence is a hidden gem offering the perfect blend of sophistication and natural beauty. From the moment you arrive, the approach sets the tone--a tree-lined driveway leads to a

Katie Soules WILLIAM RAVEIS REAL ESTATE

2017 Monterey Rd, Otis, MA 01253
/49
$949,000
- 1 Bed
- 1.5 Baths
- 3,810 Sq Ft
30 Great Barrington Rd, West Stockbridge, MA 01266

The renovation of this 1930's Cape Cod by a master craftsman and his designer wife into the stunning modern day Contemporary it is today, while preserving some of the original highlights,is nothing short of a design miracle. The immense Great Room with the 60 foot wall of glass overlooking the terraced stone wall that leads to a stream and pine forest is the focal point of this special home. The

Cortney Dupont COHEN & WHITE ASSOCIATES

30 Great Barrington Rd, West Stockbridge, MA 01266
/29
$912,000
- 4 Beds
- 4 Baths
- 2,280 Sq Ft
21 East St, Stockbridge, MA 01262

**Price Improvement** Nestled in the heart of the Berkshires, this spaciously built 2003 Colonial sits on over 14 acres, offering privacy, potential, and long-term value. Currently operating as a doggy day care, but you wouldn't know it when you walk inside! Well-maintained & cared for. Recent updates include the kitchen, bathrooms, carpets, back deck, and front landscaping, while still leaving

Brianna Boffoli Cameron Prestige, LLC

21 East St, Stockbridge, MA 01262
/59
$875,000
- 4 Beds
- 3 Baths
- 2,732 Sq Ft
135 East St, Lee, MA 01238

Rustic Style Expansive Cape. Embrace the eastern views and warmth of New England's Mountains from the beautiful open front porch! Amazing custom home built by a true craftsman. Beautiful natural wood elements & exposed beams throughout, make for a wonderful Berkshire retreat! Large custom kitchen with granite & butcher block countertops, open dining room for easy entertaining with double French

Lisa Kelley MACCARO REAL ESTATE

135 East St, Lee, MA 01238
/36
$850,000
- 10 Beds
- 4 Baths
- 5,293 Sq Ft
458 Monterey Rd, Great Barrington, MA 01230

This rare find, located on the Great Barrington/Monterey line, offers the right buyer a unique opportunity to live, work, and play in the heart of the Berkshires. Situated on 4.32 acres, this 1958 ranch-style home has evolved over the years into a sprawling 5,200 square-foot property boasting endless potential. While it currently serves as an owner-operated wellness facility, an expansive

Cortney Dupont COHEN & WHITE ASSOCIATES

458 Monterey Rd, Great Barrington, MA 01230
/35
$279,000
- 3 Beds
- 2 Baths
- 1,512 Sq Ft
Unlisted Address

Renovated 1344 sq. ft. Manufactured home with over 3 acres of land! This 3 bed / 2 full bath home has been almost fully renovated. Renovations include, Board & Batten wood siding with extra insulation added, metal roof, entire kitchen w/island, Hickory Traffic Master flooring, new furnace, double pane windows throughout, both full bathrooms, well pump and plumbing to the house and ceiling fans

Timothy Johnson NOCHER REALTY

Unlisted Address
/50
$334,900
- 3 Beds
- 1.5 Baths
- 1,488 Sq Ft
86 Hickingbotham Rd, Hinsdale, MA 01235

Welcome to 86 Hickingbotham Road in Peru! This charming 3-bedroom, 1.5-bath colonial-style home offers a perfect blend of classic elegance and modern comfort. Step onto the covered & inviting wrap-around porch, ideal for relaxing or entertaining. Inside, you'll find a spacious open concept living area filled with natural light just perfect for gatherings. The kitchen features ample storage and a

Doug Collins LAMACCHIA REALTY, INC

86 Hickingbotham Rd, Hinsdale, MA 01235
/60
$470,000
- 4 Beds
- 2 Baths
- 2,728 Sq Ft
915 High St Hill Rd, Windsor, MA 01270

This charming home is set on a peaceful county road surrounded by the natural beauty of the Berkshires. This inviting home features an open-concept layout with a seamless flow between the kitchen, dining, and living areas with a wood-burning fireplace. The first floor also includes a convenient bedroom and full bath. A three-season encllosed porch and a bright four-season sunroom provide

Jessica Rizzo LAMACCHIA REALTY, INC

915 High St Hill Rd, Windsor, MA 01270
/46
$624,500
- 3 Beds
- 2 Baths
- 1,602 Sq Ft
329 Dublin Rd, Pittsfield, MA 01201

Lovingly cared for Ranch with over six decades in the same family. This home offers timeless character and modern comfort. 2.5 beautiful acres featuring mature gardens, established flowerbeds, multiple outbuildings with greenhouse and plenty of deck & patio space to relax or gather with loved ones. Inside, the home offers 3 bedrooms, 2 full bathrooms and 1st floor laundry. Primary bedroom has

Laura Arseneau PAULA MCLEAN REALTORS INC.

329 Dublin Rd, Pittsfield, MA 01201
/5
$85,000
- Land
- 1.03 Acres
- $82,524 per Acre
LOT #6 Cascade St, Pittsfield, MA 01201

Discover the perfect opportunity to own this wonderful piece of land. Looking for the perfect spot to build your perfect dream home well look no further. This amazing lot is nestled in a very desirable West Pittsfield neighborhood offering 1.003 acres. You can enjoy the great outdoors being so close to the local lakes, ski resorts and state parks. This lot is also very convenient to local

Michelle Picard NOCHER REALTY

LOT #6 Cascade St, Pittsfield, MA 01201
/20
$214,500
- 2 Beds
- 1 Bath
- 678 Sq Ft
2495 Hancock Rd, Hancock, MA 01237

Discover the ultimate Berkshires escape--just 3 hours from NYC and minutes to Jiminy Peak. This charming 2-bedroom, 678 sq ft cabin blends rustic warmth with modern convenience. A soaring stone fireplace creates a dramatic focal point in the living room, while fiber optic internet allows for seamless remote work. Surrounded by nature and the sound of a babbling brook, it's ideal for skiing,

Jane Miller BURNHAM GOLD REAL ESTATE, LLC

2495 Hancock Rd, Hancock, MA 01237
/19
$189,900
- Land
- 2.10 Acres
- $90,429 per Acre
0 Yokum Pond Rd, Becket, MA 01223

Discover this pristine 2-acre lot featuring exclusive access to Buckley Dunton Lake and Yokum Pond, nestled within the desirable Berkshire Lakes Estates. As an association member, enjoy waterfront dock rights, perfect for boating and fishing. The community offers amenities including tennis courts and a basketball court, making it an ideal location for outdoor recreation.Conveniently situated just

Jason Nocher NOCHER REALTY

0 Yokum Pond Rd, Becket, MA 01223
/68
$525,000
- 3 Beds
- 1.5 Baths
- 1,363 Sq Ft
40 Stringer Ave, Lee, MA 01238

Tucked away at the end of a peaceful dead-end street, this unique property offers a rare combination of privacy, charm and history. Previously used as a horse farm. The grounds offer plenty of potential gardening, hobby farming, or even bring horses back to the property. Whether you're looking for a rural retreat, space for animals, or simply a home with extra land to enjoy, this one-of-a-kind

Janice Braim CARRIAGE HOUSE REAL ESTATE

40 Stringer Ave, Lee, MA 01238
/44
$595,000
- 2 Beds
- 2.5 Baths
- 1,814 Sq Ft
35 Chapman Rd, Pittsfield, MA 01201

A charming 1900's farmhouse, thoughtfully renovated for modern living, just over the Lenox line in Pittsfield. Set on nearly 10 subdividable acres with sweeping views of the Berkshire Hills, the property also includes a two-car garage, workshop, and small horse barn. Relax in the shaded garden nook beneath the pergola, or enjoy the eat-in kitchen at the back of the home with views of fields and

Tanya LeRose THE KINDERHOOK GROUP - PITTSFIELD

35 Chapman Rd, Pittsfield, MA 01201
/33
$500,000
- 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.

40 Curran Rd, Cheshire, MA 01225

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