Berkshire County MA Homes for Sale with AC

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  /77

  $4,500,000

  • 5 Beds
  • 5.5 Baths
  • 4,027 Sq Ft

  19 Roberts Rd, Sandisfield, MA 01255

  Introducing 
FREE QUARTER FARMNearly 1,500 Acres | Sandisfield, the Southern Berkshires | $4,500,000Miles of private trails for hiking, hunting, fishing, horseback riding - your own wilderness preserve134+ acres not in conservation with 1,489 feet of road frontage - craft your legacy5BR/5BA timeless home built for this wildly beautiful placeStand between your home, overlooking your private

  Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  19 Roberts Rd, Sandisfield, MA 01255
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  /32

  $745,000

  • 3 Beds
  • 2 Baths
  • 2,460 Sq Ft

  85 Main Rd, Monterey, MA 01245

  OUTSTANDING COUNTY LIVING in idyllic Monterey with its low real estate taxes and easy access to Lake Garfield and Lake Buel. Butternut Ski Area is only 5 minutes away. 8 minutes to downtown Great Barrington. This Timber Fame (open floor plan) contemporary home features beautiful (wide-plank) pinewood floors, a cathedral ceiling Great Room, and a bonus sleeping loft area. A fireplace on the main

  George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  85 Main Rd, Monterey, MA 01245
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  /32

  $399,000

  • 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

  $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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  /8

  $449,000

  • 8 Beds
  • 4 Baths
  • 2,657 Sq Ft

  180 Center St, Lee, MA 01238

  Huge price adjustment! Discover an exceptional investment opportunity to own two duplex homes on a single parcel, perfect for investors looking for a practical investment in the town of Lee. Four units total, these properties are ideal for generating consistent rental income. Close to downtown, shopping, major employers as well as banking and all popular Berkshire attractions. Tenants enjoy

  Tim Gallagher STONE HOUSE PROPERTIES, LLC

  180 Center St, Lee, MA 01238
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  /55

  $1,490,000

  • 4 Beds
  • 2 Baths
  • 2,200 Sq Ft

  5 Glendale Rd, Stockbridge, MA 01262

  ''Best of Berkshire Living: Gardens, Grand Trees & Income-Ready Guest Cottage''Between the Rockwell Museum and Botanical Garden, minutes from Tanglewood, this nearly 4-acre Berkshire property offers two distinct homes surrounded by heirloom trees and landscaped gardens. The 4BR, 2BA main house features a first-floor primary suite with sunroom, spacious living areas, and central A/C. The charming

  Martha Piper THE KINDERHOOK GROUP

  5 Glendale Rd, Stockbridge, MA 01262
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  /47

  $1,465,000

  • 4 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  9 Bott Hill Rd, Egremont, MA 01230

  Stunning Post and Beam Home with Log Facade. Nestled in a park-like setting with views of Mount Washington. Outdoor Amenities Galore. Extensive patios and wraparound decks provide the perfect venues for outdoor gatherings including a private bocce ball court, outdoor hot tub, and private dog park. The first floor offers generous entertaining spaces, including two to three bedrooms that provide

  Suzann Ward HOUSATONIC REAL ESTATE

  9 Bott Hill Rd, Egremont, MA 01230
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  /30

  $509,000

  • 2 Beds
  • 3 Baths
  • 1,843 Sq Ft

  37 Corey Rd Unit 9061, Hancock, MA 01237

  New to the market a large end unit in Mountainside Hemlock Village a 2+ bedrooms (sleeping loft) 3 full bathrooms on 3 levels of living. This end unit has lots of windows and space for the larger family. Park your car right out front and walk into your ski vacation condo. Great rental history if you decide you want to rent. The condo is sold fully furnished and is turnkey. Great location on lower

  Kevin Moderski JIMINY REALTY

  37 Corey Rd Unit 9061, Hancock, MA 01237
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  /56

  $995,000

  • 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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  /27

  $365,000

  • 3 Beds
  • 1 Bath
  • 872 Sq Ft

  26 Pine St, Great Barrington, MA 01230

  LAKE BUEL, NEW MARLBOROUGH COTTAGE!For the past 60 years this cottage has been a source of joy for the same family, now it is your turn. Affordable, simple, rustic three season cottage with deeded access to the lake. Well loved and nicely maintained, with updated kitchen, and a beautiful stone fireplace for those chilly evenings. Nice open plan Living/Dining area. Relax on the Deck or gather

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  26 Pine St, Great Barrington, MA 01230
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  /75

  $765,000

  • 4 Beds
  • 2.5 Baths
  • 2,523 Sq Ft

  112 Silver St, Lanesborough, MA 01237

  Escape to an exceptional Post & Beam Berkshire Retreat nestled on the east side of Jiminy Peak Mountain Resort. Set on 25+ acres for seclusion and privacy, eat, play & live in this 4 bedroom, 2.5 bath chalet-style home with countless modern updates. Spectrum was recently added for everyday internet and tv streaming, as well as 5 new high-efficiency mini split air conditioning/heating units for

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  112 Silver St, Lanesborough, MA 01237
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  /31

  $945,000

  • 2 Beds
  • 2 Baths
  • 1,620 Sq Ft

  18 Creamery Rd, Great Barrington, MA 01230

  Nestled on 6.6 peaceful acres, this beautifully renovated country Cape offers exceptional privacy just minutes from town. Set well back from the road, the home enjoys a quiet, convenient location surrounded by mature trees and gardens.Inside, a spacious dining room features a striking stone fireplace, while the large living room showcases wood floors that extend throughout. Every detail has been

  Allison Rada STONE HOUSE PROPERTIES, LLC

  18 Creamery Rd, Great Barrington, MA 01230
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  /60

  $1,330,000

  • 16 Beds
  • 10 Baths
  • 8,870 Sq Ft

  6 Manville St, Great Barrington, MA 01230

  A prime investment opportunity in the heart of downtown Great Barrington. This 10-unit residential property features a desirable mix of six spacious two-bedroom apartments and four one-bedroom units. The two-bedroom apartments are particularly appealing, all offering private balconies and fireplaces, with three of these premium units also including formal dining rooms and Jack-and-Jill style

  Tony Segalla WILLIAM RAVEIS - BERKSHIRE

  6 Manville St, Great Barrington, MA 01230
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  /36

  $699,000

  • 3 Beds
  • 2 Baths
  • 2,284 Sq Ft

  15 Stephanie Ln, Hinsdale, MA 01235

  Discover your dream retreat in this stunning log home on 37 acres, adjoining over 1,000 acres of state forest. Enjoy tranquility and breathtaking mountain views from the wrap-around deck while sipping your morning coffee. Relax in the wood-fired hot tub or outdoor sauna. Inside, the open floor plan features a chef's kitchen with granite countertops and a Viking stove, perfect for entertaining.

  Herb Butzke William Pitt Sotheby's International Realty

  15 Stephanie Ln, Hinsdale, MA 01235
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  /20

  $950,000

  • 5 Baths
  • 5,180 Sq Ft

  406 Main St, Great Barrington, MA 01230

  FOR SALE: Prime Downtown Great Barrington Gem - Endless Possibilities! Welcome to 406 Main Street, a rare opportunity in the heart of downtown Great Barrington, MA. Just steps from bustling Main Street shops and restaurants, this versatile 5,180 sq ft building offers exceptional potential for residential, commercial, or creative mixed-use transformation. Zoned B2, the property allows for

  Jason Saphire www.HomeZu.com

  406 Main St, Great Barrington, MA 01230
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  /21

  $1,250,000

  • 2 Beds
  • 2 Baths
  • 1,584 Sq Ft

  114 Brush Hill Rd, Great Barrington, MA 01230

  New Build Contemporary. Timbercraft Homes & Rosengren Architects collaborated to create this Contemporary 1584 square foot 2 bedroom home. Clean lines and simple one level living. Energy efficient Home with beautiful oak floors, custom kitchen open to dining and living room. Primary bedroom spacious and bright with well appointed bathroom and walk-in closet. Fireplace, dual fuel heating and AC. 1

  Lance Vermeulen LANCE VERMEULEN RE, INC

  114 Brush Hill Rd, Great Barrington, MA 01230
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  /48

  $600,000

  • 3 Beds
  • 3 Baths
  • 1,680 Sq Ft

  770 Summer St Unit 5D, Lee, MA 01238

  Welcome to 5D Lakeside at Foxhollow - a beautifully updated 3-bedroom, 3-full-bath condo offering the perfect blend of modern comfort and classic Berkshire charm.Enjoy seasonal views of sparkling Laurel Lake from your enclosed summer porch, the ideal spot for morning coffee or evening gatherings. Inside, you'll find a thoughtfully updated kitchen and baths, a cozy wood-burning fireplace, and

  Paula McLean PAULA MCLEAN REALTORS INC.

  770 Summer St Unit 5D, Lee, MA 01238
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  /76

  $950,000

  • 3 Beds
  • 4 Baths
  • 2,900 Sq Ft

  29 Old Village Rd, Great Barrington, MA 01230

  First-time for this treasured dwelling to be available for purchase. This magical setting surrounded by lush gardens and plantings is just the beginning of the enchantment. Distant mountain views to the east brings your viewscape to Butternut Ski & beyond. Inside the dwelling is a large open living space & kitchen on the first floor. Separately, there is a first-floor Ensuite. Abutting the first

  Thomas Doyle, Sr. BISHOP WEST REAL ESTATE

  29 Old Village Rd, Great Barrington, MA 01230
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  /69

  $699,000

  • 5 Beds
  • 4.5 Baths
  • 3,381 Sq Ft

  33 Alpine Trail, Pittsfield, MA 01201

  Beautiful townhouse located in the Pines at Bousquet with picturesque mountain views! The main level boasts vaulted ceilings with open bright common areas, great room with wood flooring and gas fireplace, updated kitchen, dining room with views, primary bedroom with newly renovated en suite bath, oversized garage, half bathroom and private screened porch and deck to take in the fresh air and

  Cortney Dupont COHEN & WHITE ASSOCIATES

  33 Alpine Trail, Pittsfield, MA 01201
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  /51

  $2,100,000

  • 4 Beds
  • 4 Baths
  • 2,738 Sq Ft

  8 Yale Hill Rd, Stockbridge, MA 01262

  A RARE BEAUTY ON HISTORIC YALE HILL! Discover an historically significant gem in this perfectly renovated home! Peacefully tucked away from it all, yet close enough to enjoy a stroll to town, tennis, Library, golf & restaurants.Chef's Kitchen, large flexible living spaces, 4 Bedrooms, 4 Baths, tall ceilings and charm galore. The Mill House, transformed into a cozy Guest quarters, with 3

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  8 Yale Hill Rd, Stockbridge, MA 01262
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  /31

  $1,200,000 Open House 4/12

  • 3 Beds
  • 2.5 Baths
  • 2,093 Sq Ft

  160 Water St Unit 407, Williamstown, MA 01267

  Cable Mills, industrial mill buildings restored into beautiful homes with 12ft to 16ft tall ceilings, massive windows, and exposed brick and beam, steel and timber throughout, stainless appliances, granite countertops, gas ranges, generous closets and in home laundry. Cable Mills offers stunning views of the 'Purple Mountains' and the Green River. Homes are one, two or three bedrooms in single

  StreamLine Communities STREAMLINE COMMUNITIES

  160 Water St Unit 407, Williamstown, MA 01267
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  /40

  $970,000

  • 5 Beds
  • 4.5 Baths
  • 3,024 Sq Ft

  60 Parsley Ln, Sheffield, MA 01257

  Nestled at the end of a quiet country cul-de-sac, this newly built 5-bedroom, 4.5-bath home embodies refined country living. A dramatic primary suite offers dual walk-in closets and a spa-inspired bath with soaking tub, while a first-floor ensuite bedroom enhances comfort and flexibility. The gas fireplace living room and chef's kitchen create a seamless flow for entertaining, extending to a

  Vashti Poor WILLIAM RAVEIS - BERKSHIRE

  60 Parsley Ln, Sheffield, MA 01257
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  /26

  $399,900

  • 4 Beds
  • 1 Bath
  • 1,337 Sq Ft

  153 State Rd, Great Barrington, MA 01230

  Neat as a pin cape walking distance to downtown Great Barrington and amenities, this home has been thoughtfully renovated top to bottom. This sweet property, also zoned commercially, has 4 bedrooms, a full bath, and even a partially finished basement. The kitchen, complete with a large pantry, retains the charming mid century details, while appealing to the modern aesthetic. Outside, there is a

  Lauren Rosen WILLIAM RAVEIS - BERKSHIRE

  153 State Rd, Great Barrington, MA 01230
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  /23

  $215,000

  • 3 Beds
  • 1 Bath
  • 2,552 Sq Ft

  1 Pittsfield Rd, Lenox, MA 01240

  Don't miss this rare chance to acquire and revitalize a property brimming with original character. Located on a well-traveled road with excellent visibility, this 1.25-acre lot offers endless possibilities for personal or business use. Featuring a brand new roof, the property is ideal for a variety of purposes, including retail, restaurant, residential, professional offices, or even a bed and

  Laiken Rapisarda Lamacchia Realty, Inc.

  1 Pittsfield Rd, Lenox, MA 01240
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  /27

  $499,900

  • 3 Beds
  • 2 Baths
  • 1,130 Sq Ft

  37 Corey Rd Unit 862, Hancock, MA 01237

  Looking for a corner unit at JJ's lodge? This 3 bedroom 2 full bath unit is literally steps away from the private locker room and walk out to the Berkshire Express. Beautiful distant Mountain vistas and views of the bunny hill where you can watch your kids learn how to ski and snowboard all from your private balcony! Multiple beds for family and friends. The unit has central AC and Heating with

  Kevin Moderski JIMINY REALTY

  37 Corey Rd Unit 862, Hancock, MA 01237
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  /13

  $1,245,000

  • 4 Beds
  • 3.5 Baths
  • 2,511 Sq Ft

  584 Water St, Williamstown, MA 01267

  Introducing Green River Meadows, a new luxury development that prioritizes healthy, sustainable living--ideal for those seeking an eco-friendly lifestyle without sacrificing luxury. Nestled alongside the Green River in Williamstown, just a short distance from the prestigious Williams College and surrounded by the cultural richness of the Berkshires, this community offers an exceptional lifestyle

  Cody Gavin WILLIAM PITT SOTHEBY'S - LENOX

  584 Water St, Williamstown, MA 01267
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  /52

  $1,675,000

  • 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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  /57

  $650,000

  • 2 Beds
  • 1.5 Baths
  • 1,388 Sq Ft

  160 Water St Unit 23, Williamstown, MA 01267

  Cable Mills, industrial mill buildings restored into beautiful homes with 12ft to 16ft tall ceilings, massive windows, and exposed brick and beam, steel and timber throughout, stainless appliances, granite countertops, gas ranges, generous closets and in home laundry. Cable Mills offers stunning views of the 'Purple Mountains' and the Green River. Homes are one, two or three bedrooms in single

  StreamLine Communities STREAMLINE COMMUNITIES

  160 Water St Unit 23, Williamstown, MA 01267
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  /41

  $545,000 Open House 4/12

  • 2 Beds
  • 2 Baths
  • 1,166 Sq Ft

  160 Water St Unit 103, Williamstown, MA 01267

  Cable Mills, industrial mill buildings restored into beautiful homes with 12ft to 16ft ceilings, massive windows, and exposed brick and beam, steel and timber throughout, stainless appliances, granite countertops, gas ranges, generous closets and in home laundry. Cable Mills offers stunning views of the 'Purple Mountains' and the Green River. Homes are one, two or three bedrooms in single level

  StreamLine Communities STREAMLINE COMMUNITIES

  160 Water St Unit 103, Williamstown, MA 01267
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  /35

  $495,000 Open House 4/12

  • 1 Bed
  • 1 Bath
  • 1,296 Sq Ft

  160 Water St Unit 209, Williamstown, MA 01267

  Cable Mills, industrial mill buildings restored into beautiful homes with 12ft to 16ft ceilings, massive windows, and exposed brick and beam, steel and timber throughout, stainless appliances, granite countertops, gas ranges, generous closets and in home laundry. Cable Mills offers stunning views of the 'Purple Mountains' and the Green River. Homes are one, two or three bedrooms in single level

  StreamLine Communities STREAMLINE COMMUNITIES

  160 Water St Unit 209, Williamstown, MA 01267
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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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  /58

  $675,000

  • 7 Beds
  • 6.5 Baths
  • 3,684 Sq Ft

  3 Lake Buel Rd, Great Barrington, MA 01230

  Tucked into the rolling hills of Great Barrington, The Turning Point has been welcoming travelers for more than two centuries. In the 1800s, stagecoaches once paused here--horses rested, stories were traded, and journeys quietly shifted direction. That spirit of arrival still lingers.Now spanning 3,600 square feet, this historic Berkshire retreat has lived many lives: a bustling inn, a beloved

  Lance Vermeulen LANCE VERMEULEN RE, INC

  3 Lake Buel Rd, Great Barrington, MA 01230
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  /51

  $1,100,000

  • 4 Beds
  • 3.5 Baths
  • 2,438 Sq Ft

  196 South St, Williamstown, MA 01267

  A remarkable offering of this restored 18th century Georgian home built in 1764 on almost 4 acres with the possibiilty of an additional building site as part of the listing price; with an early barn and shed opposite the Clark Art Institute. Once located on Main St where the College President's house now sits, it was moved by oxen to its current location in 1800. (RRBrooks.)Restoration efforts

  Carolyn Umlauf HARSCH ASSOCIATES

  196 South St, Williamstown, MA 01267
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  /63

  $2,495,000

  • 5 Beds
  • 3.5 Baths
  • 6,254 Sq Ft

  84 Undermountain Rd, Egremont, MA 01230

  Nestled on the top of a hill overlooking rolling meadows, this exceptional property boasts over 30 acres of stunning natural beauty, with panoramic 360-degree views that will take your breath away. A true oasis of tranquility, this estate offers the ultimate in luxurious country living. The grand foyer invites you into this warm, inviting home. With over 6,000 square feet of living space, it

  Lance Vermeulen LANCE VERMEULEN RE, INC

  84 Undermountain Rd, Egremont, MA 01230
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  /2

  $174,999

  • 3 Beds
  • 1.5 Baths
  • 1,144 Sq Ft

  2 Kittler Ave, Adams, MA 01220

  Fixer-upper with solid potential. 3-bedroom, 1.5-bath home offering 1,144 sq ft on a 2,614 sq ft lot. Built in 1910, this property is in need of updates and repairs but offers a great opportunity to add value.Roof was replaced approximately 4 years ago. Foundation is generally solid with some areas needing attention. Home will require updates to plumbing and electrical systems, and windows may

  Alexander King Lock and Key Realty Inc.

  2 Kittler Ave, Adams, MA 01220
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  /2

  $145,000

  • 1 Bed
  • 1 Bath
  • 500 Sq Ft

  37 Corey Rd Unit 716, 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 716, Hancock, MA 01237
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  /34

  $589,000

  • 4 Beds
  • 4 Baths
  • 5,044 Sq Ft

  163 Front St, Great Barrington, MA 01230

  Suzann Ward HOUSATONIC REAL ESTATE

  163 Front St, Great Barrington, MA 01230
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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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  /31

  $799,000 New Construction

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

  15 Cherry Hill Dr, Pittsfield, MA 01201

  Berkshire Country Meadows single-family condo almost ready for occupancy. Seeking single level living? Compare this for value! 2000 sq ft, 3 br, 2 bath, central a/c, natural gas heat, gas fireplace hardwood flooring, screened porch, large basement offers expansion possibilities, and a two-car garage. Still time to make some custom finishes. Established condo community with pool, tennis, and

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  15 Cherry Hill Dr, Pittsfield, MA 01201
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  /47

  $7,250,000 New Construction

  • 6 Beds
  • 7 Baths
  • 13,175 Sq Ft

  209 Blue Hill Rd, Great Barrington, MA 01230

  A rare French Manor estate gracing one of South Berkshire's most scenic and sought-after country roads, this extraordinary 45+/- acre sanctuary offers unmatched privacy, panoramic mountain views, and a setting of timeless beauty. Bordering protected state forest, the property unfolds across rolling meadows, tranquil ponds, and a gently flowing brook—creating a secluded retreat that feels worlds

  Mauren White-Kirkby Berkshire Hathaway Homeservice

  209 Blue Hill Rd, Great Barrington, MA 01230

Showing Results 161 - 200, Page 5 of 6