Berkshire County MA Homes for Sale with Acreage

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  /55

  $4,600,000

  • 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$4,600,0005,885 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
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  /28

  $1,200,000

  • 5 Beds
  • 3 Baths
  • 3,328 Sq Ft

  3 Pleasant View Dr, Great Barrington, MA 01230

  Rare offering of over six acres ''On the Hill'', sprawling residence with first floor primary, large eat-in kitchen with cozy fireplace.. porch-privacy-garage..open acreage bordered by woods.. walking distance to Main Street, Skiing and Lake Mansfield nearby...Five bedrooms, three baths. Formal living room.Plenty of room for expansion.

  Martha Piper THE KINDERHOOK GROUP

  3 Pleasant View Dr, Great Barrington, MA 01230
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  /13

  $197,950

  • Land
  • 3.6 Acres
  • $54,986 per Acre

  46 Pease Terrace, Lee, MA 01238

  Nestled in a quiet and private Lee neighborhood, at the end of a dead end street,this 3.6 (+-) parcel offers a perfect blend of seclusion and convenience. Thisserene setting is minutes to downtown Lee, local shops, restaurants, and all the cultural offerings of Berkshire County. Approximately half level and cleared, with unique rock formations and a woodedridge on the west side, this parcel is

  Adam Dingman BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  46 Pease Terrace, Lee, MA 01238
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  /35

  $398,000

  • 3 Beds
  • 2 Baths
  • 1,467 Sq Ft

  119 Sandy Brook Turnpike, Sandisfield, MA 01255

  Home Sweet Home. Quaint house with frontage on Sandy Brook. 4.5 acres featuring generous front and back yards with wonderful Pond & Screened-in Gazebo. 3 Bedrooms (used as 2), Livingroom with Fireplace, Den and updated Eat-in Kitchen. 2 Car garage with workbench. Solar Power to help with the bills. Enough space to live, yet room to grow.

  Steven Weisz William Pitt Sotheby's International Realty

  119 Sandy Brook Turnpike, Sandisfield, MA 01255
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  /16

  $299,000

  • Land
  • 21 Acres
  • $14,238 per Acre

  66 Scott Rd, Lanesborough, MA 01237

  66 Scott RoadDevelopment & Conservation Opportunity21 acres between part of Mt. Greylock State Reserve and BNRC conservation land with extensive Scott Rd and Kessler Rd frontage offering significant development potential. Just 2 miles from Mt. Greylock's 12,500 acres, Massachusetts' highest peak, and extensive trail network. Features mature deciduous forest, substantial brook flowing from BNRC

  Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  66 Scott Rd, Lanesborough, MA 01237
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  /83

  $3,325,000

  • 5 Beds
  • 7.5 Baths
  • 7,957 Sq Ft

  83 Maple Hill Rd, West Stockbridge, MA 01266

  Hawks Nest Ridge. Quiet privacy on 8.6 acres. Decks, patio, screened porch and pool all enjoy the view and the natural setting. Dramatic open floor plan with walls of windows to the views, soaring stone fireplace spanning three stories. Cook's kitchen with walk-in pantry. First floor primary suite with gas fireplace and dressing room all abutting library and office. 5 private bedroom suites in

  Sheila Thunfors STONE HOUSE PROPERTIES, LLC

  83 Maple Hill Rd, West Stockbridge, MA 01266
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  /59

  $859,900

  • 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
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  /86

  $2,150,000

  • 5 Beds
  • 4.5 Baths
  • 4,842 Sq Ft

  173 Hillsdale Rd, Egremont, MA 01230

  Nestled in a secluded, serene setting and surrounded by lush gardens, fruit trees, wildlife and Nature Conservancy on 3 sides, custom-built home offers extraordinary privacy and tranquility. Crafted using wood milled directly from the property, this rustic yet contemporary home boasts a wealth of unique details that highlight exceptional craftsmanship. Moose, deer, bear, turtles, fox and more

  Robert Cohen eXp REALTY

  173 Hillsdale Rd, Egremont, MA 01230
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  /18

  $159,000

  • Land
  • 3.22 Acres
  • $49,379 per Acre

  0 Jamie Ln, Sandisfield, MA 01245

  Discover the perfect blend of tranquility and convenience with this exceptional cleared building lot in a picturesque country setting. Boasting seasonal views and situated within a peaceful association of beautiful homes, this property is an ideal getaway spot for your dream country home.With a drilled well and a leach field for a 3-bedroom septic system installed within the last three years, you

  Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  0 Jamie Ln, Sandisfield, MA 01245
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  /32

  $775,000

  • 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 to a lovely backyard patio--perfect for indoor-outdoor living. Nearby hiking, biking, and skiing offer endless recreation, or simply relax and enjoy the peaceful

  Claire Pollart LANCE VERMEULEN RE, INC

  1427 Hewins St, Sheffield, MA 01257
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  /49

  $650,000

  • Land
  • 52.35 Acres
  • $12,416 per Acre

  206 Stevens Glen Rd, Richmond, MA 01254

  In the heart of the Berkshires, this exceptional 50+ acre parcel presents a rare opportunity steeped in natural beauty and historical significance. With three approved building lots already in place, the property offers incredible potential--for development, investment, or the creation of a private multi-residence retreat. Bordering the picturesque Stevens Glen and abutting conserved lands, the

  Katie Soules WILLIAM RAVEIS REAL ESTATE

  206 Stevens Glen Rd, Richmond, MA 01254
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  /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
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  /43

  $1,790,000

  • 5 Beds
  • 4.5 Baths
  • 6,000 Sq Ft

  248 East Rd, West Stockbridge, MA 01266

  A luxurious home on one of the most scenic roads in The Berkshires, surrounded by 15 pastoral acres, with picturesque mountain views. Enter a sun-drenched living room with a soaring cathedral ceiling and an elegant fireplace centerpiece. Enjoy an expansive 3-season porch, with panoramic windows and classic mahogany floors. A recently updated eat-in kitchen features Sub Zero appliances and a

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  248 East Rd, West Stockbridge, MA 01266
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  /58

  $2,275,000

  • 6 Beds
  • 5.5 Baths
  • 6,000 Sq Ft

  141 Stevens Lake Way, Monterey, MA 01245

  Discover Stevens Lake! This incredible property offers you a lifestyle that is unmatched in the modern world. The residence is perched overlooking the lake to experience spectacular sunrises. Entering from the garage there is a mud/laundry room which opens to the kitchen fit for any Chef. The kitchen features granite counters, Subzero and Viking appliances, a large pantry with an additional

  Derek Strzepa NOCHER REALTY

  141 Stevens Lake Way, Monterey, MA 01245
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  /22

  $824,000

  • Land
  • 29 Acres
  • $28,414 per Acre

  416 West Rd, Alford, MA 01266

  Experience the Berkshires Like Never BeforeNestled on West Road in Alford, this exceptional 29-acre estate offers a rare blend of natural beauty, flexibility, and investment potential. A meandering brook, Alford Brook gently courses through the property, creating serene waterside vistas and the soothing soundtrack of flowing water day and night.From the open meadows and wooded glens, enjoy

  Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  416 West Rd, Alford, MA 01266
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  /51

  $549,000

  • 3 Beds
  • 2 Baths
  • 2,498 Sq Ft

  95 Sugar House Rd, Otis, MA 01253

  Welcome to this meticulously maintained and lightly lived-in private country home, set at the end of a quiet cul-de-sac on a scenic country road. Situated on nearly 4 acres and backing up to the Farmington River Wildlife Management Area, this one-owner home offers privacy, natural beauty, and modern comfort in equal measure.Boasting nearly 2,500 sq ft of finished living space, this bright and

  Thom Garvey WILLIAM PITT SOTHEBY'S - LENOX

  95 Sugar House Rd, Otis, MA 01253
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  /33

  $1,500,000

  • 7 Beds
  • 7.5 Baths
  • 4,000 Sq Ft

  802 State Rd, Richmond, MA 01254

  Nestled in the heart of the Berkshires, this historic Richmond compound presents a rare blend of colonial charm and modern equestrian excellence. Spanning 11+ bucolic acres with sweeping pastoral views, the legendary c1776 estate boasts a meticulously maintained main residence, three enchanting cottages, and the potential to include the region's premier full-service equestrian facility (see

  Diana Bisselle William Pitt Sotheby's Int'l

  802 State Rd, Richmond, MA 01254
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  /9

  $21,000

  • Land
  • 2.47 Acres
  • $8,502 per Acre

  Lot 26 Stoney Brook Rd, Becket, MA 01223

  Nice level 2.47 acre building lot on a private country road. Good location for a full time or vacation residence. owner is a licensed contractor who can custom build the home you've been dreaming of.

  Kim Bergland RED HORSE REAL ESTATE, LLC

  Lot 26 Stoney Brook Rd, Becket, MA 01223
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  /11

  $39,900

  • Land
  • 1.9 Acres
  • $21,000 per Acre

  289 Antelope Dr, Lee, MA 01238

  Welcome to the private Leisure Lee community. Tucked away awaits the sandy beach of Goose Pond, a dock with boat moorings and two tennis courts. Create your own dream home with this elevated wooded lot. A short drive to the Lee outlets and close proximity to Tanglewood and all cultural events the Berkshires have to offer.

  Tanya LeRose THE KINDERHOOK GROUP

  289 Antelope Dr, Lee, MA 01238
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  /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
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  /2

  $79,000

  • Land
  • 2.3 Acres
  • $34,348 per Acre

  0 Clayton Mill River Rd, New Marlborough, MA 01244

  Over 2 + acres overlooking the Konkapot River in the village of Mill River.1 mile to Umpachene Falls.

  Mary White BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  0 Clayton Mill River Rd, New Marlborough, MA 01244
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  /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
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  /7

  $25,000

  • Land
  • 2.26 Acres
  • $11,062 per Acre

  Lot 155 Chippewa Dr, Becket, MA 01223

  Come and build your Berkshire dream home in Indian Lake Association. The lot provides for a private country setting with all the amenities of the lake and tennis courts. The private roads throughout the community make for a quiet stroll at any point in time.

  David St. Laurent BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS OTIS

  Lot 155 Chippewa Dr, Becket, MA 01223
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  /8

  $64,900

  • Land
  • 6.73 Acres
  • $9,651 per Acre

  LOT10 Benton Hill Rd, Becket, MA 01223

  6.7 acre parcel with frontage on Center Pond Brook and a fresh October 2025 perc. Private location on a town maintained road. Fiber optic and electric on the street. No HOA. Abutting property also available.

  Kim Bergland RED HORSE REAL ESTATE, LLC

  LOT10 Benton Hill Rd, Becket, MA 01223
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  /5

  $21,000

  • Land
  • 2.17 Acres
  • $9,677 per Acre

  LOT 1B Hopkins Ln, Becket, MA 01223

  Kim Bergland RED HORSE REAL ESTATE, LLC

  LOT 1B Hopkins Ln, Becket, MA 01223
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  /27

  $310,000

  • 3 Beds
  • 1 Bath
  • 1,096 Sq Ft

  33 Gattuso Dr, North Adams, MA 01247

  Nestled in a quiet North Adams neighborhood, this well-maintained single-family ranch offers comfort, convenience, and beautiful mountain views. Built in 1972, the home features 3 bedrooms, 1 full bath, and 1,096 sq. ft. of living space on a spacious 1-acre lot.Enjoy the cozy sunroom with a wood stove, perfect for relaxing year-round, along with the front deck ideal for taking in the peaceful

  Michael Hernandez 360BERKSHIRE REALTY GROUP

  33 Gattuso Dr, North Adams, MA 01247
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  /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
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  /13

  $425,000

  • Land
  • 102.28 Acres
  • $4,155 per Acre

  0 Stoney Brook Rd Unit 245266, Becket, MA 01223

  Discover the Opportunity of owning 102 Acres in Becket! - Step into a world of possibilities with this extraordinary 100 + acres property located in the heart of Becket, Massachusetts. Offering frontage on Stoney Brook Road, Route 8, and Main Street, this expansive parcel is ready to meet your vision. Whether you're dreaming of a private estate or seeking a lucrative development project, this

  Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  0 Stoney Brook Rd Unit 245266, Becket, MA 01223
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  /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
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  /38

  $796,000

  • 2 Beds
  • 2 Baths
  • 1,622 Sq Ft

  324 Park St, Great Barrington, MA 01230

  Architectural gem with lots of glass perched like a treehouse on the backside of Monument Mountain. The open, mid-century modern home was built in 2012 for maximum light, efficiency, and provides glittering views through the trees of the Housatonic River! 2 bedroom, 2 full baths-both ensuite + central AC, and a Scandinavian soapstone wood stove, permit included! Minutes from hiking trails, Taft

  Claudia Laslie LANCE VERMEULEN RE, INC

  324 Park St, Great Barrington, MA 01230
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  /48

  $499,000

  • 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
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  /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
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  /62

  $625,000

  • 4 Beds
  • 2.5 Baths
  • 2,706 Sq Ft

  1772 Swamp Rd, Richmond, MA 01254

  Set on 3 private, beautifully landscaped acres in the heart of Richmond, Massachusetts, 1772 Swamp Road offers the perfect blend of space, comfort, and potential. This 4-bedroom, 2.5-bath home provides a solid foundation, flexible floor plan, and updates in all the right places including a newer furnace, metal roof, and whole-house generator giving you peace of mind and room to make it your

  Heather Gallagher JAN PERRY REALTY & ASSOCIATES, LLC

  1772 Swamp Rd, Richmond, MA 01254
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  /7

  $49,500

  • Land
  • 4.65 Acres
  • $10,645 per Acre

  17 A St, North Adams, MA 01247

  Great land with lots of potential for building in a desirable area on Reservoir Rd. This land has town water and needs the right buyer who is looking to clear it and create a perfect spot for some privacy.

  Collin Boucher MORESI REAL ESTATE PARTNERS

  17 A St, North Adams, MA 01247
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  /2

  $229,000

  • Land
  • 1 Acre
  • $229,000 per Acre

  1 State Rd, North Adams, MA 01247

  Former gas station. Vacant 3 lots= 1 acre. Zoning Business B1

  James McRory BERKSHIRE COUNTY REALTY

  1 State Rd, North Adams, MA 01247
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  /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
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  /34

  $449,900

  • 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
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  /48

  $525,000

  • 4 Beds
  • 2.5 Baths
  • 2,430 Sq Ft

  17 Kittredge Rd, Pittsfield, MA 01201

  This well-cared-for colonial home has been cherished by the same owners for over seven decades and is ready to welcome its next chapter. The first floor offers a spacious layout with a large kitchen, dining room with access to a seasonal porch, a living room featuring a wood-burning fireplace, a family room with half bath, and a four-season sunroom surrounded by windows overlooking the

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  17 Kittredge Rd, Pittsfield, MA 01201
• 

  

  /57

  $699,900

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

  551 Tamarack Rd, Pittsfield, MA 01201

  Welcome to 551 Tamarack Road! A beautifully updated and maintained Cape-style home, nestled on 1.28 acres in picturesque Pittsfield, MA!This charming 4-bedroom,2-bath residence boasts a perfect blend of modern amenities and classic charm. Step inside to discover a spacious, light-filled living area, ideal for gatherings and relaxation.The eat in kitchen features contemporary finishes and ample

  Doug Collins LAMACCHIA REALTY, INC

  551 Tamarack Rd, Pittsfield, MA 01201
• 

  

  /4

  $269,900

  • Land
  • 2 Acres
  • $134,950 per Acre

  0 Pine St, Great Barrington, MA 01230

  Two-acre parcel in a quiet location, a short stroll to the Main Street. Ideal for those who seek privacy with the convenience of nearby shops, restaurants and services.

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  0 Pine St, Great Barrington, MA 01230

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