The Berkshires, MA Homes for Sale

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  /8

  $54,900

  • Land
  • 2.42 Acres
  • $22,686 per Acre

  1 Old Orebed Rd, New Ashford, MA 01237

  Price improvement, seller's are MOTIVATED!!!Stunning 2.42-Acre Lot with Breathtaking Mountain Views! Prime location just minutes from the popular Jiminy Peak Ski Resort, Mt. Greylock. The property provides an excellent opportunity to build your dream home or vacation retreat, surrounded by nature's beauty and outdoor adventure. Enjoy access to skiing, hiking, lakes and more, while being

  

  Keytoria Jenkins

  THE KINDERHOOK GROUP

  (866) 436-0912

  1 Old Orebed Rd, New Ashford, MA 01237
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  /6

  $325,000

  • Land
  • 21.7 Acres
  • $14,977 per Acre

  0 Sisson Hill Rd Unit 248042, New Marlborough, MA 01230

  21.7 wooded acres on one of South County's ''best-kept-secret'' back country roads, yet just minutes away from Great Barrington, Sheffield and the bucolic villages of New Marlborough. Discover nature, privacy & a unique sense of peace on this rare piece of land. The land has been perc tested, seller will provide final survey prior to closing. Map in documents shows proposed new boundaries for

  

  Dan Alden

  ALDEN COUNTRY REAL ESTATE SERVICES

  (413) 848-6618

  0 Sisson Hill Rd Unit 248042, New Marlborough, MA 01230
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  /14

  $79,000

  • Land
  • 2.2 Acres
  • $35,909 per Acre

  296 Northwest Rd, Westhampton, MA 01027

  Behold your private paradise! This beautiful hillside lot of 2.2 acres has a accurate survey and a Septic System Design/Site Plan already Approved for a 4 BR home at the top of the hill. The property boasts a fabulous assortment of mature trees, an existing wood road that can be cleaned and maintained, and ~490 feet of frontage on Shop Brook which displays a stunning series of waterfalls and

  

  Greg Dibrindisi

  Berkshire Hathaway HomeServices Realty Professionals

  (413) 848-7224

  296 Northwest Rd, Westhampton, MA 01027
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  /29

  $469,000

  • 3 Beds
  • 3 Baths
  • 1,685 Sq Ft

  7 Silverbrook Rd, Sandisfield, MA 01255

  Riverfront on Silverbrook, Feels like new. Beautiful Setting. 3 bedrooms 3 baths. Sit on the back deck and watch the water flow. Inside you will find a huge kitchen with stained concrete counter tops and Stainless appliances. Primary with full bath is on the main floor along with laundry and a 1/2 guest bath. Upstairs 2 large bedrooms with a full bath. The lower-level family room is partially

  

  Ginger Conner

  RED HORSE REAL ESTATE, LLC

  (413) 728-1878

  7 Silverbrook Rd, Sandisfield, MA 01255
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  /11

  $1,176,800

  • 4 Beds
  • 3.5 Baths
  • 2,634 Sq Ft

  411 Churchill St, Pittsfield, MA 01201

  To Be Built Home - Create your custom, energy-efficient, low-maintenance home with flexible floor plans! Photos, prices, and layouts are for display only and subject to change with market and site conditions. Plans may be modified, changed and repriced. You'll select all colors and most finishes for a fully personalized build. Home price includes the 8.94-acre lot (MLS #248342), featuring a

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 343-4823

  411 Churchill St, Pittsfield, MA 01201
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  /50

  $845,000

  • 4 Beds
  • 3.5 Baths
  • 2,955 Sq Ft

  9 Castle Hill Rd, Stockbridge, MA 01262

  Tucked away on a quiet country road just minutes from the heart of historic Stockbridge, this 3.49-acre property pairs timeless New England charm with modern comforts. The star of the show is a beautifully updated red farmhouse with 3 bedrooms and 2.5 bathrooms, set on a sunny, bucolic lot that feels worlds away--yet is moments from downtown.The main house has been thoughtfully renovated,

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 269-8632

  9 Castle Hill Rd, Stockbridge, MA 01262
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  /7

  $809,900

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  403 Churchill St, Pittsfield, MA 01201

  To Be Built - Create your custom, energy-efficient, low-maintenance home with flexible floor plans! Photos, prices, and layouts are for display only and subject to change with market and site conditions. Plans may be modified, changed and repriced. You'll select all colors and most finishes for a fully personalized build. Home price includes the 2.14-acre lot (MLS # 248343), featuring a private

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 741-2226

  403 Churchill St, Pittsfield, MA 01201
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  /92

  $689,900

  • 4 Beds
  • 5 Baths
  • 2,748 Sq Ft

  10 Lillybrook Rd, Pittsfield, MA 01201

  Beautiful 4 bedroom contemporary on Lilybrook Road. Vaulted entry way leads to living (sitting) room flanked by formal dining room. Also on the first floor is oversized great (family) room with fireplace, large eat-in kitchen and private master (in-law) suite with full bath and jet tub. The second floor has another master suite with full private bath, two additional bedrooms, and a second full

  

  Paul Clark

  CLARK REALTY GROUP LLC

  (413) 327-7998

  10 Lillybrook Rd, Pittsfield, MA 01201
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  /24

  $335,000

  • 3 Beds
  • 1.5 Baths
  • 1,408 Sq Ft

  363 Henderson Rd, Williamstown, MA 01267

  Discover the perfect blend of timeless New England character and modern comfort in this beautifully maintained home. Offering three generous bedrooms plus a flexible office or walk-in closet, the residence also features 1.5 thoughtfully updated bathrooms and abundant natural light throughout.An open, flowing floor plan showcases warm wood flooring and creates an inviting space for

  

  Gary Fuls Jr

  RE/MAX Transitions

  (413) 779-8073

  363 Henderson Rd, Williamstown, MA 01267
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  /10

  $155,000

  • Land
  • 5.24 Acres
  • $29,580 per Acre

  104 Hupi Rd, Monterey, MA 01245

  Ready to build a new custom home with all your personal touches! Views of Lake Garfield. Close to downtown Monterey. Fresh 5 acre parcel to construct a magnificent home in the Berkshires!

  

  Cristian Sanchez

  COHEN & WHITE ASSOCIATES

  (413) 771-4725

  104 Hupi Rd, Monterey, MA 01245
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  /8

  $45,000

  • Land
  • 1.08 Acres
  • $41,666 per Acre

  Lot 24 Old Farm Ln, Pittsfield, MA 01201

  This Woodmonte Estates lot offers a builder-ready parcel equipped with on-site utilities, including public sewer, a private well, and underground electric and gas.Tucked away in a premier luxury community, this location provides a serene, private setting while maintaining close proximity to year-round recreation. It is just a short drive to the renowned cultural hubs, skiing, lakes, and numerous

  

  Diane Thorson

  WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  (413) 343-7322

  Lot 24 Old Farm Ln, Pittsfield, MA 01201
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  /91

  $999,000 Open Sat 10AM - 12PM

  • 4 Beds
  • 3 Baths
  • 3,100 Sq Ft

  8 Northbrook Ln, Pittsfield, MA 01201

  BE THE FIRST TO LIVE IN THIS HOME!!! This thoughtfully designed contemporary home offers quality construction, energy efficiency, and a rare opportunity for customization--without the lengthy build process. Built with comfort and performance in mind, the home features spray-foam insulation in the walls and attic, fiberglass insulation between floors, energy-efficient windows, and Central Air/Heat

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 591-5199

  8 Northbrook Ln, Pittsfield, MA 01201
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  /38

  $4,995,000

  • 5 Beds
  • 5.5 Baths
  • 5,002 Sq Ft

  764 E Hill Rd, New Marlborough, MA 01230

  WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill Road's summit, East Hill Farm is a fully realized estate where infrastructure, land, and possibility are complete and in place. The 1798 Thomas Shepard House-museum-quality restoration featuring 5 bedrooms, 5.5 baths, 5 fireplaces, original King's board floors, hand-blown glass windows-awaits your vision for kitchens and baths. Modern

  Karen Climo William Pitt Sotheby's Int'l

  764 E Hill Rd, New Marlborough, MA 01230
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  /71

  $5,650,000

  • 11 Beds
  • 10 Baths
  • 9,748 Sq Ft

  25 W Sheffield Rd, Great Barrington, MA 01230

  Tullar Farm represents a rare opportunity to own a piece of history where timeless elegance meets modern comfort amidst the serenity of South Egremont's charming landscape. With its rich architectural heritage, generations of proud stewardship, and unrivaled natural beauty, this distinguished estate stands as a testament to the enduring legacy of its past and the promise of future for generations

  Lauren Molk ELYSE HARNEY REAL ESTATE

  25 W Sheffield Rd, Great Barrington, MA 01230
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  /69

  $525,900

  • 6 Beds
  • 3 Baths
  • 4,034 Sq Ft

  144 Brombach St, Pittsfield, MA 01201

  Beautiful, spacious 6 bedroom, 3 updated bath, 4000+sf home, custom built and nestled between two lakes with incredible views in the heart of the picturesque Berkshire Mountains! Walk to Onota Lake in approximately 9 minutes and enjoy a 5 minute drive to Pontoosuc Lake both suitable for kayaking, fishing, swimming, picnicking and more. Enjoy the convenience of 2 laundry rooms and two updated

  Darcy Reid MOCKINGBIRD REAL ESTATE

  144 Brombach St, Pittsfield, MA 01201
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  /21

  $129,900

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft

  67 Carson Ave, Clarksburg, MA 01247

  Welcome to 67 Carson Ave. a beautifully renovated 3-bedroom, 1-bath condo that perfectly blends comfort, style, and convenience. This bright and spacious home features brand new carpeting throughout and a thoughtfully updated interior that's truly move-in ready.Enjoy the ease of **low HOA fees** and a **prime location** close to local amenities, schools, and major routes--making everyday living

  Michele Purcell LAMACCHIA REALTY, INC

  67 Carson Ave, Clarksburg, MA 01247
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  /35

  $829,500

  • 3 Beds
  • 2.5 Baths
  • 1,704 Sq Ft

  15 Orchard Ln, Williamstown, MA 01267

  Very attractive and newly built home ideally located in a popular in-town neighborhood just moments from the heart of town. This stunning new home gleams with solid hardwood floors, stainless steel appliances, and provides the latest in heating, air-conditioning comfort. Boasting over 1,700 square feet of stylish living space, including first floor primary bedroom suite, two additional bedrooms,

  Paul Harsch HARSCH ASSOCIATES

  15 Orchard Ln, Williamstown, MA 01267
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  /2

  $149,900

  • Land
  • 2.5 Acres
  • $59,960 per Acre

  0 Hancock Rd, Williamstown, MA 01267

  Buildable lots ranging from 2.5 acres to 18 acres coming soon! Located in desirable Williamstown, MA. Close to Waubeeka Golf Course and Jiminy Peak Ski Resort. Open field homesites with views. Taking reservations now! Call/text Jake at 413-652-5360 to discuss.

  Jake Belanger Mountain Stream LLC

  0 Hancock Rd, Williamstown, MA 01267
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  /4

  $321,600

  • Land
  • 201 Acres
  • $1,600 per Acre

  Off Bryant St, Chesterfield, MA 01012

  The Kingsley Lot is 201.3 acres of forest land with 6,760 feet of frontage along the federally designated Wild and Scenic Westfield River in Chesterfield, MA. There is an island in the river that is a part of this property. The property is subject to a permanent Conservation Restriction held by the Mass Div Conservation and Recreation, formerly DEM, that prohibits development and has harvesting

  Keith Ross LANDVEST

  Off Bryant St, Chesterfield, MA 01012
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  /86

  $2,000,000

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

  173 Hillsdale Rd, Egremont, MA 01230

  Surrounded on three sides by Nature Conservancy-protected land, 173 Hillsdale Road is one of the most private and extraordinary estates in the Berkshires -- a handcrafted sanctuary where the wilderness is literally your backyard. Moose, deer, bear, fox, and turtles roam master-gardened grounds tended with rare care; fruit trees, a garden pond, mature perennial beds, and lush native plantings make

  Robert Cohen eXp REALTY

  173 Hillsdale Rd, Egremont, MA 01230
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  /6

  $114,900

  • Land
  • 5.5 Acres
  • $20,891 per Acre

  Upper East Hoosac St, Adams, MA 01220

  Backed by 12,000 acres of pristine forest, this rare 5+ acre escape offers unmatched privacy, over 1,000 feet of road frontage, and direct access to protected land. Wander along sparkling streams, soak in filtered mountain views, and build the getaway you've always imagined with room for two dream homesites. Hike, bike, or just breathe deep this is wilderness at your doorstep. Minutes from

  Jake Belanger Mountain Stream LLC

  Upper East Hoosac St, Adams, MA 01220
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  /4

  $382,400

  • Land
  • 239 Acres
  • $1,600 per Acre

  0 Lakeville Dam Rd Unit 25269273, Huntington, MA 01050

  Known as the Florida Brook Lot this is 239 acres of forest land off Pond Hill Road Huntington, MA. The property is subject to a permanent Conservation Restriction held by the Mass Div Fisheries and Wildlife, which allows public access.The property has been managed by professional foresters for over 50 years and supports a forest of red oak, red maple, birch, white pine and hemlock.A recent timber

  Keith Ross LANDVEST

  0 Lakeville Dam Rd Unit 25269273, Huntington, MA 01050
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  /5

  $59,900

  • Land
  • 3 Acres
  • $19,967 per Acre

  Past 400 East Hoosac St, Adams, MA 01220

  Bordering nature on two sides, this 3-acre homesite backs to a 12,000-acre State Forest. Step into protected land for hiking, hunting, foraging, snowshoeing, and snowmobiling right from your door. Heavily treed and quiet for true privacy.Key improvements are complete: perc test passed, survey finished, driveway approach installed. Asphalt road access provides year-round convenience while you

  Jake Belanger Mountain Stream LLC

  Past 400 East Hoosac St, Adams, MA 01220
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  /4

  $79,900

  • Land
  • 9.07 Acres
  • $8,809 per Acre

  894 Colebrook River Rd, Granville, MA 01034

  At the beginning of the Berkshires this wooded acreage puts you near the CT and NY border. Enjoy the sunset with your western view, sit on the back deck of your new home and enjoy dinner at sunset. Not far from the center of town, use the town website to pick an area point of interest to visit or go to "Visit the Berkshires" website to see other local offerings. Buy now and plan for the future,

  Sue Como Buy Rite Home

  894 Colebrook River Rd, Granville, MA 01034
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  /19

  $159,900

  • 1 Bed
  • 1 Bath
  • 500 Sq Ft

  37 Corey Rd Unit 212, Hancock, MA 01237

  At the base of Jiminy Peak, skiing is just steps from your door in one of these one bedroom all suites' condominiums with kitchens that offer the charm of a countryside inn and the conveniences of a slope side hotel. Whirlpools, year-round outdoor swimming pool, exercise room, in house restaurant and on-site front desk services makes this and easy decision to own. Excellent rental history and no

  Kevin Moderski JIMINY REALTY

  37 Corey Rd Unit 212, Hancock, MA 01237
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  /12

  $649,900

  • Land
  • 155 Acres
  • $4,193 per Acre

  0 Johnny Cake Hill Rd Unit 246420, Middlefield, MA 01243

  This approximately 155-acre Berkshire nature preserve has enough frontage on Johnnycake Hill Road to accommodate four building lots. Nestled in the beautiful corner of the world where the Pioneer Valley meets the Berkshire Hills, the property is ideal for a myriad of outdoor uses including horseback riding and cross-country skiing. The land contains well over a mile of logging trails and old

  Doug Collins LAMACCHIA REALTY, INC

  0 Johnny Cake Hill Rd Unit 246420, Middlefield, MA 01243
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  /30

  $249,900

  • 2 Beds
  • 1 Bath
  • 1,002 Sq Ft

  50 1/2 Williams St, North Adams, MA 01247

  Warm & Charming 2-Bedroom Home near Downtown - Fully Updated! Step into this beautifully refreshed 2-bedroom home featuring brand-new LVT flooring and a completely renovated kitchen with granite countertops and all-new appliances. Electrical updated throughout the home and recently replaced roof (Oct 2025). Bright, modern, and move-in ready. Located just minutes from downtown, you'll enjoy

  Pat Roberts STEEPLEVIEW REALTY - N. ADAMS

  50 1/2 Williams St, North Adams, MA 01247
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  /29

  $365,000

  • 3 Beds
  • 1.5 Baths
  • 1,482 Sq Ft

  153 E Main St, Ashley Falls, MA 01222

  Mid-1960s ranch on a quiet street with nearly 1/2 acre! A perfect family home to settle down in Southern Berkshire County. Semi-finished basement is a huge bonus, plus garage and additional detached barn/workshop. Sunny, spacious and ripe with potential. Some thoughtful updates will be needed -- or move in today and make it yours!

  John Segalla HOUSATONIC REAL ESTATE

  153 E Main St, Ashley Falls, MA 01222
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  /2

  $35,000

  • Land
  • 2.5 Acres
  • $14,000 per Acre

  0 Goss Hill Rd Unit 73369147, Huntington, MA 01050

  Price reduced to sell! Listen to the sounds of nature and the babbling brook. Surveyed wooded, building lot on 2.5 acres. 234.65' of frontage on Goss Hill Road and 272.30' of frontage on Kimball Hill Road. .Private sewer and water required. Great for the fishing and hiking enthusiast. Located on a quiet, unpaved road with easy access to Route 112, Northampton and Westfield. Knightville Dam,

  Lynn Sipitkowski Lynn Sipitkowski Real Estate

  0 Goss Hill Rd Unit 73369147, Huntington, MA 01050
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  /2

  $194,900

  • 3 Beds
  • 2 Baths

  395 Cheshire Rd Unit 114, Pittsfield, MA 01201

  Welcome home to this incredible 3 bed/2 bath manufactured home with huge front porch, situated on the Ashuwillticook Rail Trail. Allendale Pines North is a brand new development with 22 homes slated for completion by the end of 2026. Be one of the first owners in this gorgeous new community.

  Val Whaling

  395 Cheshire Rd Unit 114, Pittsfield, MA 01201
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  /43

  $199,900

  • 6 Beds
  • 2 Baths
  • 2,749 Sq Ft

  24 Franklin St, North Adams, MA 01247

  Come see this 6 bed 3 bath restoration. Built in 1900 it has undergone extensive repairs and updates for modern living. New 200amp electricNew high efficiency on demand heat and hot water boilerNewer flooring in bedrooms and kitchenGas range Farmhouse sink Ample storage in full size basement and atticUnique setup great for large family, guests, or AirbnbAll of the heavy lifting has been done.

  Donna Thomas DONNA THOMAS REALTY

  24 Franklin St, North Adams, MA 01247
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  /31

  $379,000

  • 4 Beds
  • 3 Baths
  • 2,320 Sq Ft

  74 Washington Ave, North Adams, MA 01247

  Completely renovated 4-bedroom home in North Adams, near MCLA. Newly renovated kitchen and bathrooms with new cabinets, quartz countertops, and all new appliances. New flooring throughout. The first floor offers the kitchen, a full bathroom, an office, a large open living room/dining area, and an entry with beautiful staircase to second floor. The second floor features three bedrooms, a second

  Allison Pacelli PACELLI ZEPKA

  74 Washington Ave, North Adams, MA 01247
• 

  

  /19

  $350,000

  • 4 Beds
  • 1 Bath
  • 1,947 Sq Ft

  316 Main Rd, Chesterfield, MA 01012

  Situated gracefully on a level, partially wooded parcel of 3 acres creating ample room for family activities, this single family Cape presents an inviting home atmosphere. And after some customizing and renovation, this home is poised for occupancy. The thoughtfully proportioned living area, encompassing 1947 square feet, provides optional use areas for comfortable daily routines and personal

  Jarod Martin Greenfield Group Real Estate

  316 Main Rd, Chesterfield, MA 01012
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  /44

  $250,000

  • 4 Beds
  • 1 Bath
  • 1,740 Sq Ft

  9 Lincoln St, Pittsfield, MA 01201

  Welcome to 9 Lincoln Street, featuring white interior, hardwood floors throughout, large sun-filled rooms, and an open, flowing layout. The main level features a spacious living room, a bonus room that could serve as a first-floor bedroom, a dining room, and kitchen with direct access to a fully fenced backyard. Double doors open to an outdoor space ideal for relaxing or entertaining. Upstairs

  Jessica Rizzo LAMACCHIA REALTY, INC

  9 Lincoln St, Pittsfield, MA 01201
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  /13

  $89,000 New Construction

  • 6 Beds
  • 1,530 Sq Ft

  336 Walnut St, North Adams, MA 01247

  Unique investment opportunity in The Berkshires with this completely gutted home, ready to be restored. With its walls stripped down to the studs, this property offers a blank canvas, inviting you to design a stunning three floor single-family residence or transform it back into a charming three-family investment property. Outside you will find a one-car garage and a spacious lot, bordered by

  Mariah Worth LAMACCHIA REALTY, INC

  336 Walnut St, North Adams, MA 01247
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  /15

  $450,000

  • 2 Beds
  • 2 Baths
  • 1,030 Sq Ft

  37 Corey Rd Unit 812, Hancock, MA 01237

  Discover the perfect mountain retreat in this beautifully maintained 2-bedroom, 2 full bath condo offering 1,030 square feet of comfortable living space. Ideally located just moments from the ski slopes, this home is a dream for outdoor enthusiasts and year-round adventurers.Enjoy easy access to a wide range of community amenities, including a heated pool, tennis courts, and beautifully

  Kevin Moderski JIMINY REALTY

  37 Corey Rd Unit 812, Hancock, MA 01237
• 

  

  /25

  $255,000

  • 2 Beds
  • 1 Bath
  • 1,227 Sq Ft

  58 Churchill Crest, Pittsfield, MA 01201

  2 bedroom end unit condo offering the rare ease of true one level living, tucked in Churchill Crest's most private and peaceful building. This special home feels like a quiet Berkshire sanctuary, with a thoughtful layout that flows comfortably and welcomes you the moment you arrive. It's ready for your vision, character allows you to shape the space to your own style. Outside, enjoy a sparkling

  Keyla Girard LAMACCHIA REALTY, INC

  58 Churchill Crest, Pittsfield, MA 01201
• 

  

  /24

  $749,000

  • 3 Beds
  • 2 Baths
  • 2,015 Sq Ft

  46 Glendale Rd, Stockbridge, MA 01262

  Light-filled contemporary cape built in 2020, this Stockbridge home features an open floor plan anchored by a great room with a gourmet kitchen, dining area & living room. Two spacious first-floor bedrooms share a full bath, while the expansive second-floor primary suite offers a luxurious spa bathroom & a balcony overlooking the living area. The four-season sunroom (heated & cooled for

  Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  46 Glendale Rd, Stockbridge, MA 01262
• 

  

  /73

  $889,900

  • 5 Beds
  • 3.5 Baths
  • 3,370 Sq Ft

  5 Crofut St, Pittsfield, MA 01201

  Pride of ownership reasonates through this disctinctive Georgian-style brick home proudly set atop a hill in this coveted enclave of stately residences. Live on this historic Crofut St. near the esteemed Pittsfield Country Club, BUpstreet Cultural District and is ideally just minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  5 Crofut St, Pittsfield, MA 01201
• 

  

  /11

  $550,000

  • Land
  • 0.8 Acre
  • $687,500 per Acre

  0 Main St Unit 235052, Williamstown, MA 01267

  Commercially zoned, high traffic count, 265' frontage on Rte 2 now being called 'the Cultural Corridor' between Williamstown and North Adams. 265' frontage on Rte 2,, .8 acre. This is the only undeveloped Main St. commercial site. Zoned Planned Business District ideal for retail, professional, service, or mixed use business and 2nd floor residential condos or apartments.. The lot is level, has

  Paul Harsch HARSCH ASSOCIATES

  0 Main St Unit 235052, Williamstown, MA 01267

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