The Berkshires, MA Homes for Sale

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  /34

  $795,000

  • 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
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  /33

  $299,900

  • 2 Beds
  • 1 Bath
  • 906 Sq Ft

  1872 N Main Rd, Otis, MA 01253

  Cozy & Well Maintained 2 Bedrooms, 1 Full Bath Ranch, Offering 906 sq. ft. of Easy Living in a Picturesque Otis Setting! Surrounded by Scenic Ponds & Lakes including Shaw Pond, Hayden Pond & Otis Reservoir. Enjoy Nearby Attractions like Camp Lenox, Otis Ridge Ski Area & World-Renowned Jacob's Pillow, w/ Shopping & Essentials Just 12 Mins. Away at the Lee Outlets & Big Y. Inside you'll Find a

  Kim Gordnier RE/MAX COMPASS

  1872 N Main Rd, Otis, MA 01253
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  /59

  $329,900

  • 4 Beds
  • 1.5 Baths
  • 1,992 Sq Ft

  301 North St, Dalton, MA 01226

  Come see this spacious Dalton home while it lasts! SOLD AS IS. Step inside from the full-length enclosed front porch, ideal for morning coffee or quiet evenings, and you'll find a formal living room featuring a cozy wood-burning fireplace, perfect for gathering on chilly Berkshire evenings. There is a large dining room, cozy den and a sun-filled room that could easily serve as a first-floor

  Derek Strzepa NOCHER REALTY

  301 North St, Dalton, MA 01226
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  /39

  $120,000 Open Sat 12PM - 1:30PM

  • 1 Bed
  • 406 Sq Ft

  177 Porter Hill Rd, Cummington, MA 01026

  Off-Grid Cabin on 4 Acres – Cummington, MA Looking for privacy? This rustic one-bedroom cabin sits on 4 wooded acres in Cummington. Built in 1971, it comes fully furnished and ready to use. No electricity. No water. Just peace, quiet, and a true back-to-nature escape. Propane stove and fridge included. Perfect as a weekend getaway, hunting cabin, artist’s retreat, or Airbnb opportunity. Sold

  Jennifer Bruno Berkshire Hathaway HomeServices Realty Professionals

  177 Porter Hill Rd, Cummington, MA 01026
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  /13

  $275,000

  • Land
  • 2.10 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
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  /52

  $935,000

  • 4 Beds
  • 2.5 Baths
  • 2,631 Sq Ft

  20 Cooper Rd, Great Barrington, MA 01230

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

  Tony Segalla LANCE VERMEULEN RE, INC

  20 Cooper Rd, Great Barrington, MA 01230
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  /11

  $40,000

  • Land
  • 1.00 Acre
  • $40,000 per Acre

  139 Taylor Brook Rd, Charlemont, MA 01346

  Discover a rare opportunity to own four lots totaling over an acre in the scenic Mohawk Estates community. Located just steps from Papoose Lake, this beautiful property is nestled on Taylor Brook Road, which is maintained year-round for easy access in every season.Whether you’re looking to park your RV or enjoy just the tranquility of nature, this is the ideal spot to spend your summer days.

  Kaitlyn Giard Cohn & Company

  139 Taylor Brook Rd, Charlemont, MA 01346
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  /30

  $240,000

  • 3 Beds
  • 1 Bath
  • 822 Sq Ft

  63 Reuter Ave, Pittsfield, MA 01201

  Delightful Colonial nestled on a quiet street in Pittsfield's southeast neighborhood. This well-kept home blends classic charm with modern comforts, offering 3 bedrooms, 1 baths, and a spacious, functional layout. Step inside to find beautiful hardwood floors, generous natural light, and a cozy living room that opens to a formal dining space. Updated kitchen features ample cabinetry. Upstairs,

  Jeff Astore WILLIAM RAVEIS REAL ESTATE

  63 Reuter Ave, Pittsfield, MA 01201
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  /24

  $588,000

  • 4 Beds
  • 3 Baths
  • 2,324 Sq Ft

  79 Pine Ridge Rd, Montgomery, MA 01085

  MONTGOMERY, MA - Stunning Contemporary with a wrap-around deck is nestled on a generous lot of over 2.8 acres, abutting 1000+ acres of Conservation land in picturesque Montgomery, MA. Step inside and discover soaring vaulted ceilings, exposed beams, hardwood floors and a massive floor to ceiling stove fireplace. Two sets of sliding glass doors to the wrap-around deck invite you to connect with

  Paige LaLiberte RE/MAX Compass

  79 Pine Ridge Rd, Montgomery, MA 01085
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  /6

  $295,000

  • Land
  • 1.97 Acres
  • $149,747 per Acre

  14 McGee Rd, Egremont, MA 01230

  Lovely building lot on a quiet road in bucolic Egremont. Well has been drilled, septic design done for two structures and power is brought to site. Truly ready for your design/build.

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  14 McGee Rd, Egremont, MA 01230
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  /25

  $795,000

  • 3 Beds
  • 2 Baths
  • 1,730 Sq Ft

  1427 Hewins St, Sheffield, MA 01257

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

  Claire Pollart LANCE VERMEULEN RE, INC

  1427 Hewins St, Sheffield, MA 01257
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  /54

  $537,000

  • 3 Beds
  • 2 Baths
  • 2,084 Sq Ft

  283 Benton Hill Rd, Becket, MA 01223

  OPEN HOUSE SATURDAY AUGUST 9, 11-1This spectacular contemporary home is situated on a public road and encompasses 9 acres of land, featuring a year-round flowing brook. The property includes a two-car garage with an open room above, and additional garage located beneath house.The interior is characterized by wood walls and floors. A sun-room provides elevated views of the property and the

  Susan Deacon RE/MAX COMPASS

  283 Benton Hill Rd, Becket, MA 01223
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  /56

  $499,900

  • 3 Beds
  • 2 Baths
  • 1,218 Sq Ft

  100 Church St, Lee, MA 01238

  Welcome to this warm and inviting ranch-style home nestled in the heart of the Berkshires! This inviting property features 3 bedrooms, 2 full bathrooms and a comfortable layout ideal for everyday living and entertaining. This unique property includes a separately deeded lot presenting endless possibilities that sets this property apart. Whether you value privacy and space or want room to grow and

  Lisa Kelley MACCARO REAL ESTATE

  100 Church St, Lee, MA 01238
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  /28

  $285,000

  • 2 Beds
  • 1 Bath
  • 1,158 Sq Ft

  1621 Peru Rd, Windsor, MA 01270

  MOTIVATED SELLERS! 22 Private Acres in Windsor, MA The Perfect Off-The-Grid Escape! Ideal for the outdoor enthusiast. The unfinished home offers a solid start for a Hunting Cabin or Four Season Getaway. Surrounded by nature, the land is alive with Bear, Deer, Moose and more - Offering Prime Hunting or Snowmobiling as the trails are right there! Enjoy direct access to endless exploring and crisp

  Kim Dodge Kim Grant-Dodge

  1621 Peru Rd, Windsor, MA 01270
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  /30

  $524,900

  • 2 Beds
  • 2 Baths
  • 1,540 Sq Ft

  127 Lindley Terrace, Williamstown, MA 01267

  OPEN HOUSE- TUES. 8/12/25, 4 pm to 6 pm. This updated ranch offers single-level living on a spacious, level yard framed by mature deciduous trees, providing natural privacy in one of Williamstown's most peaceful and desirable neighborhoods. Oak hardwood floors lead you into an inviting open living/dining area, complete with a bay window that frames serene views of the backyard. The renovated

  Matt Chow ALTON & WESTALL REAL ESTATE AGENCY, LLC

  127 Lindley Terrace, Williamstown, MA 01267
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  /42

  $524,900

  • 3 Beds
  • 1.5 Baths
  • 2,150 Sq Ft

  111 S Green River Rd, Colrain, MA 01340

  Nature, Comfort & Style – All in One Place! Charming 12-year-young home on over 3 private acres abutting 180+ acres of protected Mass Wildlife land—enjoy scenic views and privacy without the maintenance! The open-concept main level features gleaming hardwood floors, a spacious kitchen with granite countertops, stainless steel appliances, and flows into the living room, two bedrooms, and a full

  Dakota Richards ERA M Connie Laplante Real Estate

  111 S Green River Rd, Colrain, MA 01340
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  /31

  $1,600,000

  • 4 Beds
  • 3.5 Baths
  • 3,724 Sq Ft

  5 Silver Mine Ln, West Stockbridge, MA 01266

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

  George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  5 Silver Mine Ln, West Stockbridge, MA 01266
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  /32

  $275,000

  • 3 Beds
  • 2 Baths
  • 2,214 Sq Ft

  24 Irwin St, Lanesboro, MA 01237

  Located just moments from picturesque Pontoosuc Lake, this well-loved 3-bedroom, 2-bathroom home is tucked away on a quiet, low-traffic street near the Lanesborough and Pittsfield town line. Offering a wonderful blend of comfort, space, and opportunity, it's situated in one of the area's most desirable neighborhoods.The first floor features a functional kitchen, a cozy living room with a gas

  Jose Larios LAMACCHIA REALTY, INC

  24 Irwin St, Lanesboro, MA 01237
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  /16

  $65,000

  • Land
  • 4.38 Acres
  • $14,857 per Acre

  0 Bailey Rd, New Ashford, MA 01237

  Discover the potential of this scenic , 4.38-acre parcel located on Bailey Rd. in beautiful Lanesboro. Surrounded by nature and offering mountain views, this peaceful setting is the perfect place to build your dream home or getaway retreat. Conveniently located near trails, lakes, skiing, and all the outdoor recreation the Berkshires have to offer. Don't miss this opportunity to own a slice of

  Jessica Rizzo LAMACCHIA REALTY, INC

  0 Bailey Rd, New Ashford, MA 01237
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  /21

  $599,000

  • 3 Beds
  • 2.5 Baths
  • 1,920 Sq Ft

  197 Clubhouse Dr, Otis, MA 01253

  The dream of your Berkshire country getaway can become a reality and enhanced by the amenities of the Otis Woodlands. Whether it's just enjoying this country home by sitting around the fire pit or use of the tennis courts,pool,lake, or exercise room. A simple hike in the nature of the Berkshires is also right out your door.

  David St. Laurent BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS OTIS

  197 Clubhouse Dr, Otis, MA 01253
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  /8

  $125,000

  • 1 Bed
  • 1 Bath
  • 255 Sq Ft

  19 N Church St Unit 11, North Adams, MA 01247

  Own a slice of North Adams in the iconic Flat Iron Building--just blocks from Mass MoCA! Unit 11 is a unique, fully furnished 255 sq ft studio with soaring 10' ceilings, original restored wood floors, and stunning mountain and downtown views. Renovated in 2006 down to the studs with an open floor plan, updated kitchen and bath, and double-height windows that flood the space with light. Efficient

  Erin Scott BURNHAM GOLD REAL ESTATE, LLC

  19 N Church St Unit 11, North Adams, MA 01247
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  /16

  $239,900

  • 5 Beds
  • 2 Baths
  • 1,768 Sq Ft

  24 Southern Ave, Pittsfield, MA 01201

  Excellent investment opportunity! This recently updated multi-family home features a 3-bedroom, 1 bathroom downstairs unit and a 2-bedroom, 1-bathroom upstairs unit. Updates include a new roof, gas furnace, radiators, drywall, electrical, and plumbing. Both kitchens and bathrooms have been fully renovated. The downstairs unit has vinyl flooring and a kitchen with granite countertops, while the

  Derek Greene The Greene Realty Group

  24 Southern Ave, Pittsfield, MA 01201
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  /33

  $539,000

  • 3 Beds
  • 1.5 Baths
  • 2,763 Sq Ft

  95 Ball Rd, Williamsburg, MA 01096

  Find the perfect blend of comfort, space and style with this 3-bedroom, 2 bath home set on almost 5 acres in Goshen. A great covered front porch welcomes you as you arrive. Step inside and by impressed with all this house has to offer--like the fabulous great room with cathedral ceilings and shiny wood floors--or the beautiful kitchen with granite countertops and a Viking range. Theres a living

  Linda Webster Coldwell Banker Community REALTORS®

  95 Ball Rd, Williamsburg, MA 01096
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  /41

  $580,000

  • 3 Beds
  • 2 Baths
  • 2,106 Sq Ft

  117 Strykers Rd, Florida, MA 01247

  Two homes! 11+ acres! 3 Parcels! Have you always dreamed of living a sustainable, homesteading life with your family and extended family? This property makes generational living possible! The “cabin” is 2,106 sq ft with updated bathrooms, mainfloor laundry, 2 fireplaces with wood and pellet stove inserts, primary bedroom with large cedar lined walk in closet. Impressive P&B exposed wood

  Grace Golden Equine Homes Real Estate, LLC

  117 Strykers Rd, Florida, MA 01247
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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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  /3

  $325,000

  • Land
  • 15 Acres
  • $22,049 per Acre

  0 E Alford Rd, West Stockbridge, MA 01266

  Beautiful and pristine 14.7 acre lot, family owned since 1963. 3-4 acres are an open field; a former Christmas tree farm. Rear portion of property is largely wooded with a stream. This area of East Alford Road has many million dollar plus homes. Perfect lot to build your tranquil dream home. Lot was perc tested in 2007. 10 Minutes to the center of West Stockbridge, 15 minutes to Great

  Matt DeLucia William Pitt Sotheby's International Realty

  0 E Alford Rd, West Stockbridge, MA 01266
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  /32

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,931 Sq Ft

  16 Windflower Way, Williamstown, MA 01267

  Welcome to this charming, freshly painted throughout and carpeted, 3-bedroom, 2 -bathroom condominium located in the desirable Greylock Village. This end unit offers comfort, convenience, and access to a peaceful and picturesque setting in the heart of the Berkshires. Whether you're looking for a full-time residence or a vacation getaway, this property is perfect for all lifestyles. The large

  Kim Burnham BURNHAM GOLD REAL ESTATE, LLC

  16 Windflower Way, Williamstown, MA 01267
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  /69

  $1,195,000

  • 4 Beds
  • 3 Baths
  • 3,541 Sq Ft

  1828 Flintstone Rd, Windsor, MA 01270

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

  Matt Carlino MACCARO REAL ESTATE

  1828 Flintstone Rd, Windsor, MA 01270
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  /2

  $75,000

  • Land
  • 0.36 Acre
  • $208,328 per Acre

  0 River St, North Adams, MA 01247

  Located on River Street, in close proximity to downtown North Adams and Mass Moca, this building lot provides prospective buyers with opportunities for residential and commercial development. This River Street property contains 0.355 acres of vacant-unimproved land. Situated in a B-2 zone, the property can be developed for commercial or multi-family residential uses or a mixture thereof.

  Laurie Booth SIGNATURE ASSOCIATES

  0 River St, North Adams, MA 01247
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  /52

  $1,295,000

  • 4 Beds
  • 2 Baths
  • 2,742 Sq Ft

  22 Sheffield Rd, Great Barrington, MA 01230

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

  Suzann Ward HOUSATONIC REAL ESTATE

  22 Sheffield Rd, Great Barrington, MA 01230
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  /30

  $537,000

  • 3 Beds
  • 2 Baths
  • 2,300 Sq Ft

  40 Ryan Rd, Washington, MA 01223

  Contemporary cape with an open, single floor design combines charm and practicality on two private acres. The walk out lower level features an expansive family room with two additional bonus rooms. Heated garage, central vac, Vt Castings wood stove, underground propane, whole house generator and a screened porch to observe the private, landscaped lawn and gardens. This beautifully designed, well

  Henry Hagenah OCTOBER MOUNTAIN REAL ESTATE

  40 Ryan Rd, Washington, MA 01223
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  /59

  $1,500,000

  • 5 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  194 Sandisfield Rd, Sandisfield, MA 01255

  A master stoneworker and his family spent a year walking 11 acres to find the one perfect spot. Then they built their dream around it - every fieldstone placed by hand from rocks cleared by 150 years of farming, hand-hewn cherry beams harvested from the land soaring above the stone-clad Great room. This rustic modern farmhouse embodies the truth that in simplicity lives beauty. The timber-framed

  Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  194 Sandisfield Rd, Sandisfield, MA 01255
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  /25

  $85,000

  • Land
  • 0.72 Acre
  • $118,385 per Acre

  46 Falls Brook Terrace, Dalton, MA 01226

  Looking for the perfect spot to build your dream home? Look no further! Prime .72 acre building lot on quiet cul-de-sac near the heart of downtown Dalton. Cleared last year and ready for your new build! Connections available to all public utilities including electric, natural gas, sewer and water. Just minutes to shopping, dining, theatre, hiking/biking trails, and year-round cultural and

  Amy Wood STEEPLEVIEW REALTY - N. ADAMS

  46 Falls Brook Terrace, Dalton, MA 01226
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  /69

  $2,250,000

  • 4 Beds
  • 3.5 Baths
  • 4,445 Sq Ft

  50 Old Village Rd, Great Barrington, MA 01230

  Nestled beside 900 acres of Alford Springs Nature Preserve, this contemporary colonial is sited on 5.8 acres. Built in 2005 and fully renovated in 2021, it boasts high-efficiency HVAC and hot water, 14GW of seller-owned solar, an open main floor plan, gorgeous kitchen with top-of-the-line appliances, front porch, screened porch, large 2-car garage, and generously-sized rooms throughout. Two

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  50 Old Village Rd, Great Barrington, MA 01230
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  /39

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  124 E Hawley Rd, Hawley, MA 01339

  This well-maintained, fully furnished 3-bedroom log home is perfect for a peaceful full time residence, vacation home, or investment property with rental potential. Features include a spacious open floor plan with cathedral ceilings and hardwood floors on the main level, complemented by luxury vinyl plank flooring upstairs. The warm, inviting living area is centered around a pellet stove. A metal

  Timothy Parker Coldwell Banker Community REALTORS®

  124 E Hawley Rd, Hawley, MA 01339
• 

  

  /19

  $749,500

  • 4 Beds
  • 2 Baths
  • 2,468 Sq Ft

  484 Rossiter Rd, Richmond, MA 01254

  Nestled in the Berkshires at the end of a quiet one-mile gravel road, this charming 1805 country home blends historic character with modern comfort. Featuring four spacious bedrooms, two full baths, and stained oak flooring in nearly every room, the home offers inviting living and dining spaces filled with natural light and serene views. The well-equipped kitchen opens to a cozy entryway with

  Cindy Welch LANDVEST, INC.

  484 Rossiter Rd, Richmond, MA 01254
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  /11

  $99,500

  • Land
  • 1.22 Acres
  • $81,558 per Acre

  58 Stanley Rd, Otis, MA 01253

  THE PERFECT COMBINATION OF VIEWS + PRIVACY + DEEDED WATERFRONT ACCESS ON A MOTORBOAT LAKE A SHORT DISTANCE AWAY THE BEST OF ALL WORLDS The building parcel offers distant Southwestern Views and a large level elevated site to build on. Perc test has been completed and the building site has been partially cleared. Both beautiful distant views and deeded access to Big Pond a relatively short

  Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  58 Stanley Rd, Otis, MA 01253
• 

  

  /9

  $89,000

  • Land
  • 3.82 Acres
  • $23,298 per Acre

  62 Hadsell St, New Marlborough, MA 01230

  Wonderful opportunity to build your dream Berkshire home or getaway. This picturesque property is situated on just under 4 acres off a quiet paved country road. The winding Umpachenee River backs up to the land and it's modest building envelope. Quiet and serene country living yet not far from the bustling towns of Great Barrington and Sheffield. Quick access to the Mill River general store and

  Molly Thomas COMPASS MASSACHUSETTS , LLC GB

  62 Hadsell St, New Marlborough, MA 01230
• 

  

  /13

  $325,000

  • 3 Beds
  • 1 Bath
  • 900 Sq Ft

  412 Berkshire School Rd, Sheffield, MA 01257

  1995 split level home on .50 acres walking distance to the village of Sheffield. 3 bedrooms 1 full bath....eat in kitchen, living room....unfinished lower level....electric and forced hot air propane fired heat, vinal siding......septic.(Title 5 completed)....private water company

  Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  412 Berkshire School Rd, Sheffield, MA 01257
• 

  

  /24

  $359,000

  • 3 Beds
  • 2 Baths
  • 1,528 Sq Ft

  37 Corey Rd Unit 63, Hancock, MA 01237

  Country Village living at its finest. This 3-bedroom 2 bath unit also has a loft. The views off the back deck are amazing. Keep warm during the winter months with the wood burning fireplace in the living room. 3 levels of living so plenty of space for the larger families or friends. Full size kitchen. Full size washer & dryer are included.

  Kevin Moderski JIMINY REALTY

  37 Corey Rd Unit 63, Hancock, MA 01237

Showing Results 241 - 280, Page 7 of 18