Berkshire County MA Homes for Sale with Acreage

/7
$150,000
- Land
- 3.01 Acres
- $49,834 per Acre
230 Chanterwood Rd, Lee, MA 01238

The perfect canvas for your dream home! This 3-acre corner lot is tucked away on one of Lee's most desirable roads, offering a rare blend of privacy and accessibility. Enjoy the serenity of nature while still being just minutes from everything that makes the Berkshires special--only 5 minutes to the Premium Outlets and Mass Pike, and a short drive to world-renowned cultural destinations like

Jessie Carlino MACCARO REAL ESTATE

230 Chanterwood Rd, Lee, MA 01238
/37
$699,000
- 3 Beds
- 2.5 Baths
- 1,828 Sq Ft
92 Hancock Rd, Williamstown, MA 01267

Don't miss a rare opportunity to own this charming ranch-style home nestled in the tranquil countryside of South Williamstown. Set on over three picturesque acres with almost 900 feet of frontage on the scenic Green River, this spacious 3-bedroom, 2.5-bath home offers the perfect blend of comfort and privacy, yet conveniently just 5 miles from Williams College and Spring Street. Inside, you'll

Jeffrey King ALTON & WESTALL REAL ESTATE AGENCY, LLC

92 Hancock Rd, Williamstown, MA 01267
/46
$495,000
- 3 Beds
- 1.5 Baths
- 1,732 Sq Ft
399 State Rd, Richmond, MA 01254

Set on over 10 private acres along centrally located State Road this 3 bedroom 1.5 bath Cape offers the perfect blend of convenience and privacy. Enjoy mountain views, a spacious backyard ideal for recreation, gardening, horses or hobby farm. Inside, the home features a traditional Cape layout with comfortable living spaces and a flexible floor plan ready to make your own. Whether you're looking

Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

399 State Rd, Richmond, MA 01254
/13
$850,000
- Land
- 22.74 Acres
- $37,379 per Acre
0 Lake Buel Rd, Great Barrington, MA 01230

Residential development opportunity! This expansive parcel offers potential for 17 building sites, ideally located just minutes from downtown Great Barrington and Butternut Ski Area. The property abuts the iconic Appalachian Trail, offering tranquil access to nature and recreation. Build a cul-de-sac community where residents can experience the best of the Berkshires--hiking, skiing, and vibrant

Tony Segalla LANCE VERMEULEN RE, INC

0 Lake Buel Rd, Great Barrington, MA 01230
/5
$385,900
- Land
- 15.91 Acres
- $24,255 per Acre
2 New Lenox Rd, Lenox, MA 01240

Opportunity Knocks! Expansive Lenox parcel - currently 2 approved building lots (1.0 acre and 14.91 acres) w/ frontage on East Street and New Lenox Road. Seller has a proposed subdivision that would make it 4 lots (1.0 acre, 3.5 acres, 7.59 acres & 2.98 acres). Build your dream home or take advantage of this unbeatable development opportunity in highly sought after location! Water, sewer & gas on

Sean Taylor MORESI REAL ESTATE PARTNERS

2 New Lenox Rd, Lenox, MA 01240
/13
$275,000
- Land
- 2.1 Acres
- $130,952 per Acre
14 Blue Hill Rd, Monterey, MA 01245

A 2400 sq. ft. barn in Monterey ready for residential conversion. The property has a completed, successful perc test and established access to a shared well. The project is ready for immediate architectural planning. This is a prime opportunity for a buyer looking to fast-track construction on a desirable Berkshire lot.

Tony Segalla LANCE VERMEULEN RE, INC

14 Blue Hill Rd, Monterey, MA 01245
/3
$89,900
- Land
- 2.9 Acres
- $31,000 per Acre
0 Old Ore Bed Rd Unit 246231, Lanesborough, MA 01237

Property has beautiful pastoral views located in quiet peaceful area.

Steve Ray BERKSHIRE REAL ESTATE

0 Old Ore Bed Rd Unit 246231, Lanesborough, MA 01237
/11
$899,000
- Land
- 10.5 Acres
- $85,619 per Acre
55 Prospect Lake Rd, Egremont, MA 01230

Rare Waterfront Offering on Prospect Lake - 10.5 Acres Across Four Subdivided Lots. Nestled along the tranquil shores of beautiful Prospect Lake, this extraordinary property presents a once-in-a-lifetime opportunity to own a unique and versatile slice of the Berkshires. With direct water frontage, lightly wooded acreage, and breathtaking western views, this is the perfect setting to create your

Suzann Ward HOUSATONIC REAL ESTATE

55 Prospect Lake Rd, Egremont, MA 01230
/3
$235,000
- Land
- 4.37 Acres
- $53,776 per Acre
162 Alford Rd, Great Barrington, MA 01230

BEAUTIFUL, PRIVATE LOT! Gently sloped and lightly wooded parcel awaits your thoughtful build. Bring your design to life at this private and convenient location. Electric has been brought to the site, perc test available. Seasonal views. Wonderful location with easy access to Great Barrington town center, shops, restaurants, hiking and skiing!

Helen Mullany HELEN MULLANY REAL ESTATE, LLC

162 Alford Rd, Great Barrington, MA 01230
/23
$149,000
- Land
- 1.11 Acres
- $134,233 per Acre
10 Miller View Rd, Egremont, MA 01230

Tucked away on a quiet cul-de-sac in the desirable Baldwin Hill area of North Egremont, this 1.1 acre building lot offers seasonal mountain views and a serene setting. Partially cleared with easy access to an electrical transformer at the property's edge, this property is an ideal site for your future home. Conveniently situated just minutes from great Barrington, and all the Berkshire's has to

Vashti Poor LANCE VERMEULEN RE, INC

10 Miller View Rd, Egremont, 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
/64
$1,900,000
- 6 Beds
- 6 Baths
- 4,200 Sq Ft
71 & 73 Blunt Rd, Egremont, MA 01230

A Truly Inspired Berkshire RetreatThe perfect home to relax, create, and be inspired! This remarkable Egremont property offers an exceptional combination of luxury, comfort, and creativity--far beyond anything else on the market.The main house features three spacious bedrooms and three full baths, with radiant in-floor heat beneath reclaimed ancient teak floors. The first-floor primary suite

Ryan Lane GILCREST PROPERTIES

71 & 73 Blunt Rd, Egremont, MA 01230
/54
$1,185,000
- 4 Beds
- 2.5 Baths
- 2,180 Sq Ft
119 Hayes Pond Rd, Otis, MA 01253

Your waterfront lifestyle begins at this Hayes Pond sanctuary. From sunrise paddles to sunsets savored from the deck, this home is your private four-season escape in the Berkshires. The modern, open interior is designed to celebrate the water, with soaring cathedral ceilings and a wall of windows that frames the stunning lake view. A cozy wood stove, bright sunroom, and a large deck provide

Tony Segalla LANCE VERMEULEN RE, INC

119 Hayes Pond Rd, Otis, MA 01253
/6
$99,000
- Land
- 4.63 Acres
- $21,382 per Acre
0 Tamaridge Rd, New Marlborough, MA 01230

Beautiful, lightly wooded building lot with a gentle slope, minutes from the Southfield Store and Inn on the Green. Nature surrounds you! The perfect place to build your dream home. Private, peaceful setting.

Helen Mullany HELEN MULLANY REAL ESTATE, LLC

0 Tamaridge Rd, New Marlborough, MA 01230
/21
$110,000
- Land
- 7.07 Acres
- $15,559 per Acre
730 Clayton Rd, Sheffield, MA 01222

BOG LOVERS, come look. Officially designated to be a Bog, this property could be a great one to own for observing its nature views that change the year around. Whether you would want to build a home, and/or build a viewing platform for regular visits, it has 7.2 acres (see map with) about 3.5+acres in a bog like 'state', the remainder being usable for building and walking along the bog's

Robin Leech Robinson Leech Real Estate

730 Clayton Rd, Sheffield, MA 01222
/55
$1,490,000
- 4 Beds
- 2 Baths
- 2,200 Sq Ft
5 Glendale Rd, Stockbridge, MA 01262

''Best of Berkshire Living: Gardens, Grand Trees & Income-Ready Guest Cottage''Between the Rockwell Museum and Botanical Garden, minutes from Tanglewood, this nearly 4-acre Berkshire property offers two distinct homes surrounded by heirloom trees and landscaped gardens. The 4BR, 2BA main house features a first-floor primary suite with sunroom, spacious living areas, and central A/C. The charming

Martha Piper THE KINDERHOOK GROUP

5 Glendale Rd, Stockbridge, MA 01262
/7
$499,000
- Land
- 22 Acres
- $22,682 per Acre
0 River Rd Unit 245240, Clarksburg, MA 01247

22 Pristine Acres Along the North Branch of the Hoosac River. Discover a remarkable opportunity to own 22 pristine acres in an idyllic setting. Nestled along the north branch of the Hoosac River, this property boasts level terrain off the road, gently sloping towards the water, and dramatic easterly views of the surrounding mountains. With approximately 970 feet of frontage along Route 8, the

Erin Scott BURNHAM GOLD REAL ESTATE, LLC

0 River Rd Unit 245240, Clarksburg, MA 01247
/10
$59,900
- Land
- 3.1 Acres
- $19,323 per Acre
0 Eastbrook Ln, Pittsfield, MA 01201

**Build Your Dream Home in the Exclusive Woodmonte Community!**Welcome to this DOUBLE Lot # 148-9 Eastbrook Lane, located in the prestigious and private Woodmonte neighborhood in Pittsfield, MA. This secluded double lot, listed at $59,900, is a rare find--completely prepped, fully serviced, and ideal for building your dream home!Enjoy the convenience of immediate ''Plug & Play'' construction,

Nathan Girard ROYAL PROPERTY GROUP

0 Eastbrook Ln, Pittsfield, MA 01201
/56
$1,395,000
- 4 Beds
- 2 Baths
- 2,058 Sq Ft
45 Swamp, West Stockbridge, MA 01266

1950s retro home, rich with family history, situated on 30+ acres of land & offering expansive westerly views & gentle sloping fields. Pathways lead to Shaker Mill Pond & Cone Brook which run the entire length of the property. Interior features include 2 BRs, office & full bath on the main level, 2 BRs & full bath on the second floor, a quaint kitchen, & living room. Additionally, a fully heated

Paige Paluch LANCE VERMEULEN RE, INC

45 Swamp, West Stockbridge, MA 01266
/31
$945,000
- 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
/38
$695,000
- 3 Beds
- 3 Baths
- 1,991 Sq Ft
483 Home Rd, Great Barrington, MA 01230

A Berkshire dream home! Nestled in a quiet private setting to enjoy the outdoors. This 3 bedroom 3 full bath home is empty and ready to go. Great lighting nice open kitchen dining/living area. Additional room can be used as a den or 1st floor bedroom. Wood stove insert for chilly fall nights while enjoying your 3 seasoned screened porch. Oversized 2 car garage. Full basement could be completed as

Suzann Ward HOUSATONIC REAL ESTATE

483 Home Rd, Great Barrington, MA 01230
/60
$5,475,000
- 5 Beds
- 8 Baths
- 9,400 Sq Ft
Unlisted Address

Nestled in the heart of Alford, Massachusetts, this extraordinary 35.6-acre Berkshire County estate offers unparalleled privacy with sweeping western Catskill Mountain views and direct access to conservation land. The impressive 9,400 sq ft main residence, built in 2003 and comprehensively updated beginning in 2020, features 4 bedrooms, 5 full baths, and resort-caliber amenities throughout its

Elyse Morris ELYSE HARNEY REAL ESTATE

Unlisted Address
/30
$895,000
- 3 Beds
- 2.5 Baths
- 2,218 Sq Ft
200 Old Stockbridge Rd, Stockbridge, MA 01262

Welcome to The Vanna Building at Winden Hill. An excuisite example of Period living, this sun drenched Condo has 12 ft high ceilings, original marble fireplaces and uninterupted SW views as far as the eye can see. The first floor comprises of the extra large living room, dining room and kitchen, laundry and half bath. There are three bedrooms and two baths on the second floor. The primary suite

Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

200 Old Stockbridge Rd, Stockbridge, MA 01262
/7
$30,000
- Land
- 1.98 Acres
- $15,151 per Acre
0 Mountain Pasture Rd Unit 243661, Becket, MA 01223

Discover your slice of serenity on nearly 2 acres of picturesque wooded land, ideally situated for your dream vacation retreat or primary residence. Nestled along a tranquil privately maintained dirt country road, just a short distance from Route 8, this property offers the perfect blend of seclusion and accessibility.Imagine building your escape amidst the natural beauty of the Berkshires, with

Samantha Homeyer BIRCH PROPERTIES

0 Mountain Pasture Rd Unit 243661, Becket, MA 01223
/48
$389,000
- 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
/7
$349,000
- Land
- 19.73 Acres
- $17,689 per Acre
0 Hayes Hill Rd Unit 247870, New Marlborough, MA 01244

Just shy of 20 acres. Make your way to the top for views, you won't be disappointed. An abundance of wildlife, and not a building in sight. Come take a look and make this your Berkshire retreat!

Lawrence Reilly THE KINDERHOOK GROUP

0 Hayes Hill Rd Unit 247870, New Marlborough, MA 01244
/44
$1,800,000
- 5 Beds
- 3.5 Baths
- 3,768 Sq Ft
307 Stanley Rd, Otis, MA 01253

Welcome to this Berkshire Waterfront Paradise! With amazing lake and sunset views this home has it all. Five bedrooms all with lake views. Your family and friends will find the total relaxation the Berkshires can offer. Whether it's a swim, paddle, fishing or a water ski on the lake it's all just steps out the door. The beautiful stone fireplace sores to compliment this open space and provides a

David St. Laurent BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS OTIS

307 Stanley Rd, Otis, MA 01253
/6
$1,000,000
- Land
- 1.07 Acres
- $934,583 per Acre
185 State Rd, Great Barrington, MA 01230

A premier commercial development opportunity awaits at 185 State Road. Positioned directly on the bustling Route 7, this property guarantees maximum brand exposure with a daily traffic count exceeding 16,000 vehicles. Superior site logistics include two oversized curb cuts for easy ingress and egress, along with ample space for on-site parking. This versatile property is engineered for success,

Tony Segalla LANCE VERMEULEN RE, INC

185 State Rd, Great Barrington, MA 01230
/42
$1,399,900
- 12 Beds
- 7 Baths
- 7,956 Sq Ft
45 Forest St, Lee, MA 01238

This stunning 6-family home sits on 1.5 acres, a large lot that goes from Forest St to Silver St, a convenient location with easy access to the Mass Pike and just a couple minutes away from the Lee Outlets. This multi-family consists of 3 two-bedroom units, 2 one-bedroom units, and a 4 bedroom 2 bath unit. The large unit offers a welcoming front porch, living room, eat-in kitchen, full bath and

Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.

45 Forest St, Lee, MA 01238
/16
$1,800,000
- 40 Beds
- 20 Baths
- 30,000 Sq Ft
15 East St, Stockbridge, MA 01262

Located in a Sngle Family zoned area on a desirablle, private parcel consisting of nine total buildings with an in-ground pool amongst other amenities. Property is available for sale, lease or equity investment by new partners. This is an amazing property on the border of Stockbridge and Lenox with close proximity to Albany / Hartford / I-91. Many opportunities for possible hotel, B&B, family

Tim Damon Mercury Real Estate

15 East St, Stockbridge, MA 01262
/13
$165,000
- Land
- 13.33 Acres
- $12,378 per Acre
0 N Beech Plain Rd Unit 247823, Sandisfield, MA 01255

Where Quiet Becomes Currency: Elevated Berkshire Land with Mountain ViewsOn a peaceful dirt road in Sandisfield, 13.33 acres of elevated woodland offer what today's buyers increasingly seek--genuine privacy, mountain views, and the kind of profound quiet that makes working from home feel like retreat. A rough driveway climbs through mature forest to an elevated clearing where previous owners

Shannon Margraf WILLIAM PITT SOTHEBY'S - GT BARRINGTON

0 N Beech Plain Rd Unit 247823, Sandisfield, MA 01255
/19
$550,000
- 4 Beds
- 3 Baths
- 2,600 Sq Ft
15 W Stockbridge, Stockbridge, MA 01262

The ideal Berkshire escape can be yours. Prime location between historic Stockbridge & vibrant West Stockbridge, minutes to Tanglewood. This turnkey 4-bed, 3-bath home is a sanctuary of light where thoughtful upgrades ensure peace of mind. Key systems are new: a lifetime metal roof, 3 year old re-engineered and designed septic, high-efficiency Buderus boiler, and oversized windows that connect

C. Ethan Watt WILLIAM PITT SOTHEBY'S - SALISBURY

15 W Stockbridge, Stockbridge, MA 01262
/43
$585,000
- 3 Beds
- 2 Baths
- 2,500 Sq Ft
214 Mohawk Trail, Florida, MA 01247

Berkshire County log home on 10 acres affording big sky views. Gaze at Mt Greylock State Reservation from one of your four outdoor gathering spaces including the hot tub or rustic fire pit steps from the 760+ ft of unfinished space in the walkout lower level. Multiple heat pumps for your heating and cooling needs with a back up propane fired hot water boiler heating system offering radiant heat.

Jeffrey Loholdt WILLIAM PITT SOTHEBY'S - GT BARRINGTON

214 Mohawk Trail, Florida, MA 01247
/27
$1,595,000
- 5 Beds
- 3.5 Baths
- 2,835 Sq Ft
130 East Rd, West Stockbridge, MA 01266

Nestled in picturesque Alford, this inviting five-bedroom, 3.5-bath home blends comfort and flexibility in a serene Berkshire setting. The first-floor primary suite features a private ensuite bath, ideal for easy living. Thoughtfully designed spaces offer room for guests, work, or hobbies, while seasonal views bring natural beauty indoors throughout the year. With low Alford taxes and a peaceful

Timothy Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

130 East Rd, West Stockbridge, MA 01266
/18
$275,000
- Land
- 1.5 Acres
- $183,333 per Acre
0 Lion Hill Rd, Otis, MA 01253

Come build your dream home on Big Pond two separate lots being sold together one to build your home on and the other to access waterfront on Big Pond. Beautiful, wooded lot Perked and ready to build your retreat and second lot has conservation commission approval to build a boardwalk from the road to the water's edge. Here's your chance to own highly sought after Property on Big Pond with water

Joy Salvini RE/MAX Compass

0 Lion Hill Rd, Otis, MA 01253
/9
$54,000
- 4 Beds
- 1.5 Baths
- 2,244 Sq Ft
477 Mohawk Trail, Drury, MA 01343

Nestled along the scenic Mohawk Trail in Drury, MA, this 3.5-acre parcel offers a unique opportunity to build your dream home or getaway retreat in the heart of the Berkshires. While the existing structure is likely a teardown, the land itself boasts natural beauty, privacy, & convenient road frontage. Just minutes from Savoy Mountain State Forest, Mohawk Trail State Forest, and the Western

Laiken Rapisarda LAMACCHIA REALTY, INC

477 Mohawk Trail, Drury, MA 01343
/58
$469,000
- 3 Beds
- 2.5 Baths
- 1,890 Sq Ft
134 Oak Hill Rd, Pittsfield, MA 01201

Welcome home to this warm and inviting property set in a quiet and desirable Pittsfield neighborhood. With a comfortable flow and plenty of space for gathering, this home is ideal for entertaining and spending time with loved ones, especially as we head into the winter months. Inside, you'll find 3 bedrooms, 2 full baths, and 1,890 sq. ft. of well-designed living space. The cozy downstairs living

Abbie West GELINAS REAL ESTATE

134 Oak Hill Rd, Pittsfield, MA 01201
/54
$630,000
- 4 Beds
- 3 Baths
- 4,930 Sq Ft
342/344 New Ashford (Route 7) Rd, New Ashford, MA 01237

A Berkshire landmark ready for its next chapter. Once home to the beloved BONDHU and Mill on the Floss restaurants, this multi-use property offers endless opportunity -- from a charming single-family residence to a live/work haven, a boutique inn, or a luxury destination dining experience reborn. The second-floor living quarters feature four bedrooms, including a primary suite, plus an open

Stephanie Rapisarda WILLIAM PITT SOTHEBY'S - GT BARRINGTON

342/344 New Ashford (Route 7) Rd, New Ashford, MA 01237
/42
$1,495,000 New Construction
- 5 Beds
- 4 Baths
- 4,200 Sq Ft
4 Thrushwood Ln, Great Barrington, MA 01230

Embrace the epitome of Berkshires luxury in this newly constructed residence, poised on a serene cul-de-sac with community pool privileges. Spanning an impressive 4,200 square feet, this home is a stone's throw from the bustling heart of Great Barrington. Step under the elegant covered portico and into the grandeur of a cathedral great room, where a cascade of natural light streams through

Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

4 Thrushwood Ln, Great Barrington, MA 01230
/11
$500,000
- Land
- 6.61 Acres
- $75,677 per Acre
lot #24 Stratford Rd, New Marlborou, MA 01230

Settle into the quiet charm of the Windemere Lake community with this 6.607-acre building lot. Tucked away on a peaceful road and embraced by natural woodland, the property offers a sense of seclusion while remaining part of a thoughtfully maintained private enclave. Though it doesn't sit directly on the water, owners enjoy shared access to Windemere Lake--a pristine, non-motorized lake perfect

Tony Segalla LANCE VERMEULEN RE, INC

lot #24 Stratford Rd, New Marlborou, MA 01230

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