The Berkshires, MA Homes for Sale

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  /52

  $2,750,000

  • 2 Beds
  • 2.5 Baths
  • 1,183 Sq Ft

  327 Chester Rd, Becket, MA 01223

  Fabulous Property with ponds, rushing streams, huge acreage & a gem of a house. The 220 acres abuts state forest and beautiful Walker & Spark Brooks both run through the property. The 2BR/2.5B home has lovely views of the pond & hills beyond, and was totally renovated to the highest standards in 2023 & 2024. Native stone fireplace, heart pine floors, new kitchen, baths, heating, mahogany decks,

  Jeff Wilkinson STONE HOUSE PROPERTIES, LLC

  327 Chester Rd, Becket, MA 01223
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  /8

  $1,150,000

  • Land
  • 12.01 Acres
  • $95,753 per Acre

  84 Hurlburt Rd, Great Barrington, MA 01230

  The Green River runs along this beautiful 12 acres parcell, just minutes into downtown Great Barrington. Full sun all day long. Build your beautiful family compound or seperate into 4 seperate lots!Cleared and ready to build now.

  Lawrence Reilly THE KINDERHOOK GROUP

  84 Hurlburt Rd, Great Barrington, MA 01230
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  /50

  $1,625,000

  • 5 Beds
  • 4.5 Baths
  • 3,800 Sq Ft

  7 Thrushwood Ln, Great Barrington, MA 01230

  IMMACULATE, LIKE-NEW DESIGNER CONTEMPORARY HOME tucked away on a quiet country cul-de-sac just minutes from downtown Great Barrington. Thoughtfully planned for effortless luxury living, this exceptional residence is part of an HOA community that allows you to simply arrive, enjoy, and leave with peace of mind knowing your home will remain impeccably maintained.The open-concept floor plan is

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  7 Thrushwood Ln, Great Barrington, MA 01230
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  /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 WILLIAM RAVEIS - BERKSHIRE

  lot #24 Stratford Rd, New Marlborou, MA 01230
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  /16

  $159,000

  • 1 Bed
  • 1 Bath
  • 617 Sq Ft

  108 E Housatonic St Unit 7, Pittsfield, MA 01201

  Great location in Southeast Pittsfield..Short walk to downtown Pittsfield.. Lovely unit with hardwood floors in the Living room and Bedroom......Nice sized balcony (facing the morning sun) to relax on..Coin operated laundry just a few steps down into the lower level.. Storage locker is available in an upstairs area through the door on the balcony. The unit sq footage is 617 and is recorded in the

  Barbara K Greenfeld SIGNATURE ASSOCIATES

  108 E Housatonic St Unit 7, Pittsfield, MA 01201
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  /15

  $45,000

  • Land
  • 1.61 Acres
  • $27,950 per Acre

  0 Algerie Rd Unit 73501973, Otis, MA 01253

  Build Your Dream Home nestled on this beautiful 1.6 Acre Parcel to enjoy the Best of Country Living. This is the perfect opportunity to create your own private retreat surrounded by the natural landscape with mature trees, rock formations, wetlands to the back of the property is complete with a picturesque babbling brook. Enjoy the privacy of state-owned land directly behind the lot, ensuring

  Kelley And Katzer Team Kelley & Katzer Real Estate, LLC

  0 Algerie Rd Unit 73501973, Otis, MA 01253
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  /60

  $1,350,000

  $325K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 3,991 Sq Ft

  9 October Hill Dr, Lenox, MA 01240

  Welcome to 9 October Hill, a refined Berkshires retreat set within the coveted Twelve Oaks Village in Lenox. Elevated by serene views and a peaceful, wooded backdrop, this residence features an expansive screened-in porch, ideal for quiet mornings or sunset entertaining. The first-floor primary suite offers effortless living, while the beautifully finished lower level with fireplace creates a

  Paula McLean PAULA MCLEAN REALTORS INC.

  9 October Hill Dr, Lenox, MA 01240
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  /45

  $349,900

  $39K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,728 Sq Ft

  205 High St, Lee, MA 01238

  Enjoy downtown living in this 4 Bedroom 2 Bath New England farmhouse. Built in the early20th century, this home has a diverse use of residential, commercial or mixed use on a residential street. The kitchen has been updated with plenty of cabinet space. A cozy living room fireplace and a enclosed porch with numerous windows that welcome fresh summertime breezes and a patio for summer leisure

  Anthony Caropreso MACCARO REAL ESTATE

  205 High St, Lee, MA 01238
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  /39

  $550,000

  • 2 Beds
  • 2 Baths
  • 971 Sq Ft

  160 Water St Unit 203, Williamstown, MA 01267

  Discover single level living in 160 Water Street Home 203, Williamstown, MA. Cable Mills consists of three former industrial mill buildings restored into beautiful homes featuring 12ft to 16ft tall ceilings, massive windows, and exposed brick and beam, steel and timber throughout, stainless steel appliances, granite countertops, gas-fired ranges, generous closets and in home laundry. Cable Mills

  Sarah Haskins Streamline Communities - Williamstown

  160 Water St Unit 203, Williamstown, MA 01267
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  /24

  $375,000

  • 2 Beds
  • 1 Bath
  • 1,084 Sq Ft

  2110 W Center Rd, Otis, MA 01253

  ***OPEN HOUSE 5/16, 11am-1pm***The visionary design of Buckminster Fuller, this striking geodesic dome offers a rare blend of architectural innovation and peaceful country living. Constructed using a network of interlocking triangles, the dome creates an incredibly strong, lightweight structure that maximizes interior space with minimal materials--resulting in an open, airy layout unlike any

  Ryan Lane GILCREST PROPERTIES

  2110 W Center Rd, Otis, MA 01253
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  /56

  $995,000

  $255K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,447 Sq Ft

  6 Muddy Brook Cir, Great Barrington, MA 01230

  Stunning Contemporary Home in Great Barrington - Perfect Blend of Privacy and ConvenienceDiscover this beautifully designed 2,500 sq. ft. contemporary residence nestled in the desirable Great Barrington area. Offering 3 spacious bedroom suites , this home combines elegant style with everyday functionality.Step outside to your private fantasy backyard -- an entertainer's dream featuring a charming

  Eric Steuernagle FAIRGROUND REAL ESTATE, INC

  6 Muddy Brook Cir, Great Barrington, MA 01230
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  /57

  $1,895,000

  • 6 Beds
  • 4.5 Baths
  • 4,139 Sq Ft

  176 W Center Rd, West Stockbridge, MA 01266

  A lovely, winding approach to this gorgeous 21-acre estate ensuring serenity, privacy, and the beauty of living in the country. The main house includes 3-4 bed, 2 1/2 bath. An impressive architect-designed guest house has 2 ensuite bedrooms with balconies, dramatic exposed beams and vaulted ceilings. The guest house is an extraordinary place to host family and friends both winter and summer. With

  Randy Thunfors STONE HOUSE PROPERTIES, LLC

  176 W Center Rd, West Stockbridge, MA 01266
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  /24

  $84,000

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 910 Sq Ft

  2 Lakewood Cir, Pittsfield, MA 01201

  Spacious 2 Bedroom / 2 Bathroom manufactured home in Lake Onota Village. This home has been completely renovated including, a new furnace, new siding, new windows & doors, updated electrical, new flooring throughout, new kitchen, new bathrooms and all new insulated skirting. This home has it all with a large primary bedroom, primary bath, walk-in closet and a bright 3 season room. Schedule your

  Timothy Johnson NOCHER REALTY

  2 Lakewood Cir, Pittsfield, MA 01201
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  /28

  $347,700

  • 2 Beds
  • 2 Baths
  • 1,314 Sq Ft

  14 Blotz Rd, Washington, MA 01223

  This lovingly preserved 1845 Cape exudes charm and timeless character. Step inside to find wide-plank floors, hand-hewn beams, and sun-filled rooms that feel warm and inviting from the start.Spring breathes new life into this special home--windows open to fresh country air, birdsong fills the mornings, and soft light pours in as the landscape begins to bloom. It's the perfect season to enjoy

  Amy Shufelt BERKSHIRE LISTINGS

  14 Blotz Rd, Washington, MA 01223
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  /59

  $399,900

  $25K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 3,086 Sq Ft

  203-205 Main St, Hancock, MA 01237

  This exceptionally well-maintained Civil War-era farmhouse presents a rare opportunity to own a property rich in character while offering remarkable versatility. Thoughtfully preserved and updated, the home accommodates a variety of living arrangements, functioning seamlessly as a spacious single-family residence, a multi-generational home, or a duplex-style property with income potential for

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  203-205 Main St, Hancock, MA 01237
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  /42

  $3,490,000

  $410K PRICE DROP

  • 10 Beds
  • 5.5 Baths
  • 9,564 Sq Ft

  535 Main Rd, Monterey, MA 01245

  Welcome home to NEWGRANGE. 1920's era Manor House with lake frontage on Lake Garfield. Over 10,000 square feet of living on 7.7 Acres. Complete the restoration and enjoy original Stone Fireplaces, comfortable Living spaces, formal Dining and 10 Bedrooms. Write that novel in the paneled Office, Library or Sunroom, create delicacies in the Country Kitchen, or shoot a round of pool in the Billiard

  Steven Weisz William Pitt Sotheby's International Realty

  535 Main Rd, Monterey, MA 01245
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  /69

  $464,900

  • 3 Beds
  • 2.5 Baths
  • 1,890 Sq Ft

  134 Oak Hill Rd, Pittsfield, MA 01201

  Welcome to 134 Oak Hill Road, a charming raised ranch nestled in one of Pittsfield's more desirable neighborhoods. This spacious home features 3 bedrooms and 2.5 baths including a primary en-suite, perfect for families or those seeking extra space. Enjoy cozy evenings by the wood-burning fireplace in the living room or the convenience of the gas fireplace in the family room. The central air

  Doug Collins LAMACCHIA REALTY, INC

  134 Oak Hill Rd, Pittsfield, MA 01201
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  /21

  $548,900

  $74K PRICE DROP

  • Land
  • 58.9 Acres
  • $9,319 per Acre

  2153 Massachusetts 2, Hawley, MA 01339

  An exceptional 58.9-acre property along scenic Mohawk Trail in Charlemont! This unique property includes a spacious 7-room, 3-bdr, 2-bath ranch, plus a 2-family home with a 1-bdr apartment and a flexible 2–4-bdr unit. Potential to add a third property or a development. The property holds incredible development value, and the town is eager for new growth. Beyond the homes, enjoy river views, a

  Consumers Best Choice Team Keller Williams Pinnacle MetroWest

  2153 Massachusetts 2, Hawley, MA 01339
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  /60

  $429,900

  • 5 Beds
  • 2 Baths
  • 2,168 Sq Ft

  35 Bruce Dr, Dalton, MA 01226

  Tucked away on highly desirable Bruce Drive in Dalton, this lovingly maintained 5-bedroom, 2-bath home has been cherished by the same family since 1969. More than just a house, this has been a true family home filled with decades of love, laughter, holiday gatherings, and treasured memories. Every room reflects the care and pride of ownership shared throughout generations, creating a warmth that

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  35 Bruce Dr, Dalton, MA 01226
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  /2

  $149,900

  • 1 Bed
  • 1 Bath
  • 500 Sq Ft

  37 Corey Rd Unit 532, Hancock, MA 01237

  Kevin Moderski JIMINY REALTY

  37 Corey Rd Unit 532, Hancock, MA 01237
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  /2

  $25,000

  • Land
  • 1 Acre
  • $25,000 per Acre

  0 Mohawk Trail, Florida, MA 01247

  One acre lot on the Mohawk Trail in the Town .of Florida. There is a guard rail along the highway, so a state curb cut would be required to put a driveway into this land. House numbers 157 and 163 are directly across from the center of this property.

  Margo Van Peterson BEST OF THE BERKSHIRES REALTY

  0 Mohawk Trail, Florida, MA 01247
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  /84

  $1,400,000

  • 4 Beds
  • 4 Baths
  • 3,379 Sq Ft

  2 Saint Andrews Ct, Lenox, MA 01240

  Welcome to elegant single-level living in one of Lenox's most coveted locations. Ideally positioned on prestigious Saint Andrews Drive, this exceptional home offers privacy, comfort, and stunning views--just minutes from the heart of the Berkshires.This expansive 3,379-square-foot residence features four bedrooms and four full baths, thoughtfully designed for both everyday living and

  Jose Larios LAMACCHIA REALTY, INC

  2 Saint Andrews Ct, Lenox, MA 01240
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  /7

  $135,000

  • Land
  • 4.1 Acres
  • $32,927 per Acre

  37 N Farms Rd, West Whately, MA 01039

  Set in the quiet town of Williamsburg, this 4-acre parcel offers a peaceful setting and is only 10 minutes from Northampton and I-91. The location provides a nice balance of rural charm and convenience, with easy access to local conservation trails and a nearby bike path. The lot has a completed perc test and is well-suited for a single-family home. Whether you're looking to build now or planning

  Liz Helliwell 5 College REALTORS® Northampton

  37 N Farms Rd, West Whately, MA 01039
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  /21

  $70,000

  • Land
  • 2.06 Acres
  • $33,980 per Acre

  0 Goose Pond Rd, Tyringham, MA 01264

  Just minutes from the center of Lee, this wooded lot offers easy access to all that the Berkshires have to offer. Just down the road from Goose Pond with a public boat launch and wonderful fishing! Additional land may be available.

  Tanya Shepardson LAMACCHIA REALTY, INC

  0 Goose Pond Rd, Tyringham, MA 01264
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  /5

  $39,000

  • Land
  • 17,860 Sq Ft
  • $95,120 per Acre

  33 Circular Ave, Pittsfield, MA 01201

  Building lot that is well located and cleared in downtown Pittsfield. City lot is 0.41 acres, approved for building Single Family or Multi-Family up to 4 units and fits within the Multi-Family Residential zone (R-M). Walk-able and close to all amenities including restaurants, grocery stores, shops and public transportation. Water, sewer and gas available on the street. Proximity to the region's

  Cory Evangelisto NOCHER REALTY

  33 Circular Ave, Pittsfield, MA 01201
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  /7

  $380,000

  $55K PRICE DROP

  • Land
  • 15 Acres
  • $25,333 per Acre

  0 Churchill St Unit 248259, Pittsfield, MA 01201

  Price reduction. Motivated seller.Discover the ideal setting for your next home or retreat on this 15-acre parcel in West Pittsfield. Thoughtfully prepared, the property already features installed electricity, along with a newly constructed driveway and building pad. Enjoy a perfect blend of open and wooded land, including 5+ acres of fields, 10 acres of forest, and approximately 700 feet of road

  Sally Carr KEY REALTY

  0 Churchill St Unit 248259, Pittsfield, MA 01201
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  /4

  $990,000

  • Land
  • 100 Acres
  • $9,900 per Acre

  312 County Rd, New Marlborough, MA 01230

  Imagine building your private estate on this expansive acreage nestled in the beautiful hills of New Marlborough. This remarkable property features hidden meadows and secluded clearings-perfect settings to build the home of your dreams. Rich in natural beauty, the land was placed under conservation a few years age to preserve its timeless serenity and ensure lasting peace and privacy. Don't miss

  Timothy Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  312 County Rd, New Marlborough, MA 01230
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  /76

  $1,075,000

  $24K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 4,298 Sq Ft

  65 Johnson Rd, Dalton, MA 01226

  Welcome to this newly remodeled 4,298 sq. ft. luxury residence, perfectly set on 1.53 acres of beautifully landscaped grounds. Built in 1998 and thoughtfully updated, this home blends timeless elegance with modern sophistication. Inside, the open and airy floor plan features 4 bedrooms and 3 1/2 bathrooms, designed for both comfort and style. The chef's kitchen boasts a Sub-Zero refrigerator,

  The Mazzeo Duo BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  65 Johnson Rd, Dalton, MA 01226
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  /52

  $1,625,000

  $50K PRICE DROP

  • 12 Beds
  • 7 Baths
  • 8,881 Sq Ft

  29 Main St, West Stockbridge, MA 01266

  Step into a piece of history with the once Iconic Card Lake Inn Tavern, now transformed into a stunning residential haven in the heart of downtown West Stockbridge. This property offers not only a prime location but also an exceptional living experience, combining modern amenities with charming historic character. The building houses six completely renovated high-end apartments, each thoughtfully

  Suzann Ward HOUSATONIC REAL ESTATE

  29 Main St, West Stockbridge, MA 01266
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  /19

  $499,000

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  18 Osceola Dr, Becket, MA 01223

  Unique Opportunity! Lakefront on Center Pond. Original lake cabin built circa 1950 set on .79 acres with 100 feet of lake frontage. Located within 25 feet of the lake the structure will require extensive renovations. The cabin does have electricity and will need well and septic. Great spot and well worth the effort!

  Kim Bergland RED HORSE REAL ESTATE, LLC

  18 Osceola Dr, Becket, MA 01223
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  /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
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  /2

  $100,000

  • Land
  • 2.44 Acres
  • $40,984 per Acre

  0 Maple St, Conway, MA 01341

  Rare opportunity to own a 2+ acre parcel in the heart of Conway. This open, gently sloping lot offers frontage on both Pleasant and Maple Streets with easy access. The upper portion along Pleasant Street provides an ideal building site with scenic views. Conveniently located near local amenities, recreation fields, and the residents-only pond. Seller to perform perc test at their expense upon

  Robert Goggins 5 College REALTORS® Northampton

  0 Maple St, Conway, MA 01341
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  /29

  $299,000

  • 4 Beds
  • 2 Baths
  • 1,627 Sq Ft

  162 W Housatonic St, Pittsfield, MA 01201

  Enjoy this charming 4-bedroom, 2-bathroom home offering a spacious and functional layout, tasteful updates, and excellent convenience. The property features an updated heating system, efficient natural gas utilities, a large open kitchen with new appliances, and updated flooring. Both bathrooms have been recently renovated with stylish new finishes and tilework. Enjoy the flexibility of a

  Laiken Rapisarda LAMACCHIA REALTY, INC

  162 W Housatonic St, Pittsfield, MA 01201
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  /24

  $319,000

  $30K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,741 Sq Ft

  5 Marco Dr, Pittsfield, MA 01201

  Move-in ready and freshly reimagined, this spacious home offers 4 bedrooms and 2 full baths, including a heated lower level that expands your living space. The upper level features bright living/dining areas and a functional kitchen with direct access to a two-tier deck. Two comfortable bedrooms with ample closets round out the main floor. The light-filled lower level includes two additional

  Leanne Sedlak REAL BROKER

  5 Marco Dr, Pittsfield, MA 01201
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  /30

  $595,000

  • 2 Beds
  • 2.5 Baths
  • 1,680 Sq Ft

  1136 Barker Rd Unit 27, Pittsfield, MA 01201

  Charming Condominium at South Pond Farm. 2 bedrooms 2-1/2 baths, brand new kitchen. Panoramic views of Richmond Pond from the living room/dining room and bedrooms. The community offers tennis, heated gunite swimming pool, private beach, kayak, /canoe racks, water aerobics, organized book groups and active social environment.

  Buddy Lewis BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  1136 Barker Rd Unit 27, Pittsfield, MA 01201
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  /23

  $204,900

  New Construction

  • 3 Beds
  • 2 Baths

  395 Cheshire Rd Unit 101, Pittsfield, MA 01201

  Absolutely beautiful double wide manufactured home situated on the south end corner of Allendale Pines North. 3 bedroom/2 bath home overlooking the woods with direct access to the Ashuwillticook Rail Trail! Sliding glass door of kitchen leads to private deck with no neighbors behind you!!

  Val Whaling

  395 Cheshire Rd Unit 101, Pittsfield, MA 01201
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  /66

  $1,395,000

  • 4 Beds
  • 4.5 Baths
  • 3,185 Sq Ft

  124 Egremont Plain Rd, Great Barrington, MA 01230

  This beautiful home was built in 2006, and updated in 2022. The house is situated on just shy of 5 Acres in the town of Egremont. The home is flooded with sun all day, rarely needing a light on in the house. Direct access to the Green River at the edge of property to cool off on those hot summer days. A new central AC system was installed throughout home and apt A New backup generator, rain

  Lawrence Reilly THE KINDERHOOK GROUP

  124 Egremont Plain Rd, Great Barrington, MA 01230
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  /62

  $749,900

  • 3 Beds
  • 3 Baths
  • 2,754 Sq Ft

  633 E Otis Rd, Otis, MA 01253

  Completed in 2010 and thoughtfully maintained since, this inviting log home offers a blend of warmth, functionality, and connection to its natural surroundings.A wraparound front deck welcomes you in, setting the tone for the home's relaxed feel. Inside, the main living and dining areas flow comfortably together, anchored by a spacious eat-in kitchen with radiant heat flooring, ideal for both

  Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

  633 E Otis Rd, Otis, MA 01253
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  /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
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  /33

  $1,398,000

  • 3,300 Sq Ft

  781 Hartsville New Marlboro Rd, Great Barrington, MA 01230

  Properties of this magnitude and character are becoming a true rarity in today's market. Brookmede Farm, isn't just a listing; it is a magnificent blank canvas of 22 beautiful scenic acres, defined by sweeping mountain views and a profound sense of quiet serenity. From the moment you arrive, the silence and the scale of the landscape invite you to imagine the unlimited possibilities. Whether you

  William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  781 Hartsville New Marlboro Rd, Great Barrington, MA 01230

Showing Results 121 - 160, Page 4 of 18