258

Berkshire County MA Homes for Sale with Acreage

Section Image
  • /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
  • /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

    $559,000

    • 3 Beds
    • 2 Baths
    • 1,842 Sq Ft

    16 Swamp Rd, West Stockbridge, MA 01266

    The George Tyler Homestead appears on West Stockbridge maps as early as 1855. This charming 3-bedroom cottage exudes warmth and character with plenty of original detail. The wood-paneled living room features a handsome brick hearth with beehive oven and beautifully aged pine floors. The L-shaped kitchen offers ample storage and opens to a formal dining room, where a large window overlooks the

    Vashti Poor WILLIAM RAVEIS - BERKSHIRE

    16 Swamp Rd, West Stockbridge, MA 01266
  • /2

    $34,500

    • Land
    • 2.03 Acres
    • $16,995 per Acre

    0 Perry Rd, Sandisfield, MA 01253

    Wooded Rural building site minutes away from Otis center; close to Skiing, Resturants, and more. This 2 acre lot is a fresh slate to build a small Cabin or country getaway; Great area to catch nature all around you. Stone walls that boarder the property will ensure your boundry lines and privacy from neighboring lots. Maintained road with no assoication fee, enjoy all the peace and quiet the

    Eric Steuernagle FAIRGROUND REAL ESTATE, INC

    0 Perry Rd, Sandisfield, MA 01253
  • /9

    $99,000

    • Land
    • 1.79 Acres
    • $55,308 per Acre

    499 Gale Ave, Pittsfield, MA 01201

    Nestled at the end of a quiet, dead-end road, this beautiful lot offers the perfect blend of privacy, pastoral charm and convenience. Enjoy sweeping views of the mountains and farmland, with neighboring pastures providing a tranquil, open feel. The lot has been thoughtfully prepared with many improvements already in place -- including a private well, septic design, wetlands delineation, and

    Tammy Christen BISHOP WEST REAL ESTATE

    499 Gale Ave, Pittsfield, MA 01201
  • /7

    $99,000

    • Land
    • 1.61 Acres
    • $61,490 per Acre

    497 Gale Ave, Pittsfield, MA 01201

    Nestled at the end of a quiet, dead-end road, this beautiful lot offers the perfect blend of privacy, pastoral charm and convenience. Enjoy sweeping views of the mountains and farmland, with neighboring pastures providing a tranquil, open feel. The lot has been thoughtfully prepared with many improvements already in place -- including a private well, septic design, wetlands delineation, and

    Tammy Christen BISHOP WEST REAL ESTATE

    497 Gale Ave, Pittsfield, MA 01201
  • /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
  • /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
  • /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
  • /53

    $3,750,000

    • 5 Beds
    • 7.5 Baths
    • 6,022 Sq Ft

    2650 Swamp Rd, Richmond, MA 01254

    April Hill, an exquisite 1850 Greek Revival masterpiece. This architectural gem has been carefully restored and enhanced to exceptional standards, preserving its storied heritage while seamlessly integrating contemporary conveniences. The exceptional property features an elegant Main House, inviting Guest Cottage, Potting Shed/Studio and Barn. Framed by breathtaking panoramic vistas, the estate

    Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    2650 Swamp Rd, Richmond, MA 01254
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /17

    $265,000

    • Land
    • 6.79 Acres
    • $39,016 per Acre

    00 Konkapot Rd, New Marlborough, MA 01259

    The tree lined drive leads to a level, private, cleared building site on this 6.8 acre lot. Underground 200 amp service, a new well, and 4 bedroom septic fields are installed. A short stroll brings you to the association tennis courts and swimming pool. This is a rare opportunity in a very desirable Southern Berkshires location.

    David Taylor ELYSE HARNEY REAL ESTATE

    00 Konkapot Rd, New Marlborough, MA 01259
  • /78

    $975,000

    • 3 Beds
    • 3 Baths
    • 2,662 Sq Ft

    1020 Cascade St, Pittsfield, MA 01201

    Your dream oasis awaits! Nestled on 19.2 private, bucolic acres, this meticulously maintained 3-4 bedroom/3 bath log home is being offered with numerous upgrades, all within the past 3 years. 1st floor features an open floor plan with hardwood floors, vaulted ceilings, an abundance of natural light, along with the convenience of a 1st floor laundry and full bath. 2nd floor is home to a generous

    Amy Wood STEEPLEVIEW REALTY - N. ADAMS

    1020 Cascade St, Pittsfield, MA 01201
  • /9

    $84,900

    • Land
    • 2.82 Acres
    • $30,106 per Acre

    1 Wade Inn Rd, Becket, MA 01223

    Welcome to Deer Haven, a quiet and scenic community in Becket. This 2.82-acre wooded lot offers the perfect balance of privacy and neighborhood setting. Zoned residential, the property provides plenty of space to design and build your dream home in the Berkshires. A fire hydrant is conveniently located in front of the lot, adding peace of mind for future development. With its natural setting and

    Christian Garner NOCHER REALTY

    1 Wade Inn Rd, Becket, MA 01223
  • /42

    $489,000

    • 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
  • /55

    $3,500,000

    • 5 Beds
    • 6.5 Baths
    • 6,088 Sq Ft

    110 Alford Rd, Great Barrington, MA 01230

    Set on over 12 private acres just minutes from the center of Great Barrington, this impeccably designed estate offers an extraordinary combination of luxury, privacy, and panoramic southern views of the Taconic Range, including the iconic silhouette of Mount Everett. Blending effortless indoor elegance with immersive outdoor living, this property captures the essence of Berkshire leisure.Inside,

    Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    110 Alford Rd, Great Barrington, MA 01230
  • /80

    $995,000

    • 5 Beds
    • 4.5 Baths
    • 4,102 Sq Ft

    1030 Simonds Rd, Williamstown, MA 01267

    Escape to your own private retreat in Williamstown, 'The Village Beautiful.' This spacious 5-bedroom, 4.5-bath home sits on 7.5 private acres and offers over 4,000 sq. ft. of living space throughout three levels, plus a finished basement with full bath and sauna. This home blends classic and modern features: exposed wood beam ceilings and a new, private primary suite with soaking tub. The home

    Carrie Swift Heck COMPASS MASSACHUSETTS , LLC GB

    1030 Simonds Rd, Williamstown, MA 01267
  • /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
  • /4

    $169,000

    • Land
    • 10.7 Acres
    • $15,794 per Acre

    0 Hartsville-New Marlborough Rd, New Marlborough, MA 01230

    Exceptional 10.7-Acre Wooded Lot-Subdivision Potential. Discover a rare opportunity to own 10.7 acres of serene, wooded land in the heart of New Marlborough. With 590 feet of road frontage & the possible ability to subdivide, this property offers endless options--whether you're looking to build your dream home or explore development potential. Nestled between the charming villages of New

    Paul Reed WILLIAM RAVEIS - BERKSHIRE

    0 Hartsville-New Marlborough Rd, New Marlborough, MA 01230
  • /6

    $99,900

    • Land
    • 4 Acres
    • $24,975 per Acre

    0 North St, Windsor, MA 01270

    Discover the possibilities with this beautiful 4-acre wooded corner lot in Windsor, MA. Offering privacy and natural surroundings, the property features a small brook and direct frontage on a paved road for easy access. Across from state land, it's an ideal spot for a private retreat, vacation home, or year-round residence. Additional acreage is available for those seeking even more space to

    Amanda Kmetz ROBERTS & ASSOC. REALTY, INC

    0 North St, Windsor, MA 01270

Showing Results 121 - 160, Page 4 of 7

How to Buy a Home How to Finance a Home How to Sell a Home