Berkshire County MA Homes for Sale

• 

  

  

  /41

  $1,750,000

  • 22 Beds
  • 21 Baths
  • 9,018 Sq Ft

  885 Washington Mountain Rd, Washington, MA 01223

  The Possibilities are endless! Family Compound & Retreat ! Hotel, Wedding Venue, Campgrounds, Cross Country Skiing Trails or Family Compound, bring your imagination and bring Buck Steep Manor back to Life! Five Buildings and many Cabins amid this 350-acre Estate. The Manor House 25 rooms the Lodge 19 rooms the Dutch Colonial Barn 5 rooms the Cottage 10 rooms The Antique Carriage Barn Hall 99pl

  Joy Salvini RE/MAX Compass

  885 Washington Mountain Rd, Washington, MA 01223
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  /55

  $3,500,000

  • 5 Beds
  • 6.5 Baths
  • 6,088 Sq Ft

  110 Alford Rd, Great Barrington, MA 01230

  Set on over 12 private acres just minutes from the center of Great Barrington, this impeccably designed estate offers an extraordinary combination of luxury, privacy, and panoramic southern views of the Taconic Range, including the iconic silhouette of Mount Everett. Blending effortless indoor elegance with immersive outdoor living, this property captures the essence of Berkshire leisure.Inside,

  Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  110 Alford Rd, Great Barrington, MA 01230
• 

  

  

  /50

  $935,000

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

  20 Cooper Rd, Great Barrington, MA 01230

  The mid-century retreat you've been waiting for. This classic home sits on over 4 private acres, delivering the ultimate Berkshire lifestyle with a bright, open floor plan and two cozy fireplaces. With 4 bedrooms, 3 baths, a large office, and a sun room looking overlooking your oasis, the layout offers perfect flexibility for guests or remote work. Outside, your private resort features a heated

  Tony Segalla WILLIAM RAVEIS - BERKSHIRE

  20 Cooper Rd, Great Barrington, MA 01230
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  /6

  $150,000

  • Land
  • 3.01 Acres
  • $49,834 per Acre

  230 Chanterwood Rd, Lee, MA 01238

  Priced below assessed value, this is the perfect canvas for your dream home! This 3-acre corner lot is tucked away on one of Lee's most desirable roads, offering a blend of privacy and accessibility. Enjoy the serenity of nature while still being just minutes from everything that makes the Berkshires special- 5 minutes to the Premium Outlets and Mass Pike, and a short drive to world-renowned

  Jessie Carlino MACCARO REAL ESTATE

  230 Chanterwood Rd, Lee, MA 01238
• 

  

  

  /15

  $9,495

  • Land
  • 22,215 Sq Ft
  • $18,618 per Acre

  0 Old Abbey Ln W, Becket, MA 01223

  Opportunity to own a slice of paradise vacation lot that allows you beach access in the quaint Sherwood Greens development, or set you sights to build a dream home! The .51 Acre, w/ approximately 150 ft frontage. A convenient yet peaceful place, just off Rt 20. A lovely spot, listen to nearby run-off trickles to the south (on the neighbor's lot,) & the the coo of the morning dove from this lot, &

  Jeffrey Hiser Key Realty in Western MA

  0 Old Abbey Ln W, Becket, MA 01223
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  /8

  $39,900

  • Land
  • 12,866 Sq Ft
  • $135,088 per Acre

  0 Friend St, Adams, MA 01220

  Adams! Looking to build a new home? Nestled at the foot of Mt. Greylock in the Berkshires! This building lot offers views of eastern mountain ridges & glorious sunrises and Western Views with beautiful afternoon sunsets. Minutes from Greylock Glen, Jaeschke Apple Orchards and close to down town. There are utilities along the road and the land has been surveyed. Great location with easy access to

  Colleen Zajac MONARCH REALTY, INC.

  0 Friend St, Adams, MA 01220
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  /30

  $463,000

  • 2 Beds
  • 1.5 Baths
  • 952 Sq Ft

  51 Imperial St, Lanesborough, MA 01237

  Charming year-round Berkshire lakehouse just steps from Pontoosuc Lake, with swim and canoe/kayak access within 25 yards. The home offers two bedrooms: a main-floor bedroom with full bath, plus a loft with walk-in closet and half bath, an updated kitchen, and a brand-new pellet stove. Outside, a new Trex deck and outdoor shower complement a mature, private zen garden with fire pit and lake views.

  Seth Alden ALTON & WESTALL REAL ESTATE AGENCY, LLC

  51 Imperial St, Lanesborough, MA 01237
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  /37

  $189,900

  • 4 Beds
  • 2 Baths
  • 1,485 Sq Ft

  147 Dewey Ave, Pittsfield, MA 01201

  Opportunity awaits with this in-town multi-family flat, ideal for investors or owner-occupants. The first-floor unit offers 3 bedrooms, 1 full bath, and a new large covered side/back porch. The second-floor unit includes 1 bedroom, a 3/4 bath, and a small bonus room for added flexibility. An enclosed front porch, off-street parking, and a large/deep backyard with direct access to the Southwest

  Cindy Carrigan LAMACCHIA REALTY, INC

  147 Dewey Ave, Pittsfield, MA 01201
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  /55

  $4,300,000

  • 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$4,300,0005,885 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
• 

  

  /58

  $209,900

  • 2 Beds
  • 1 Bath
  • 962 Sq Ft

  156 Chapel St, Pittsfield, MA 01201

  Welcome to 156 Chapel Street, a cozy & charming country retreat that instantly feels like home. This well-loved property offers 2 bedrooms and 1 full bath, with a warm living room centered around a pellet stove-perfect for crisp Berkshire evenings. The dining room serves as the heart of the home, ideal for gathering.The country kitchen is full of character, with a heated sunroom just off the

  Jessie Downer LAMACCHIA REALTY, INC

  156 Chapel St, Pittsfield, MA 01201
• 

  

  /16

  $299,000

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

  66 Scott Rd, Lanesborough, MA 01237

  21 ACRES IN NORTH COUNTYA substantial corner parcel with long frontage on both Scott & Kessler Roads, sited between BNRC conservation land and a portion of Mt Greylock St. Reservation.The land unfolds naturally: meadow at the entrance, mature forest beyond, a substantial brook flowing from protected uplands, and a rising ridge offering elevation & potential views.Zoned R-A (2-acre min; 200'

  Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  66 Scott Rd, Lanesborough, MA 01237
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  /89

  $3,325,000

  • 4 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 wood burning 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. 4 private bedroom

  Sheila Thunfors STONE HOUSE PROPERTIES, LLC

  83 Maple Hill Rd, West Stockbridge, MA 01266
• 

  

  /16

  $350,000

  • Land
  • 23,087 Sq Ft
  • $660,372 per Acre

  0 Leisure Ln, Otis, MA 01253

  Waterfront building lot on Benton Pond! Over a half acre lot that is lightly wooded and has a recent passing perc. This lot is located on a quiet dead end road. What a wonderful spot to enjoy lakefront living, peace and quiet, all in one place.

  Tanya Shepardson LAMACCHIA REALTY, INC

  0 Leisure Ln, Otis, MA 01253
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  /6

  $119,900

  • Land
  • 1.38 Acres
  • $87,047 per Acre

  Lot 9E Stewart White Rd, Cheshire, MA 01225

  Discover the perfect setting for your dream home on this gently sloping, 1.4 acre lot located in the rural countryside of Cheshire. With breathtaking views and a cleared, ready-to-build landscape, this property offers the ideal blend of privacy and natural beauty. Situated on a town-maintained road and includes drilled well and perc test.

  Jeffrey King ALTON & WESTALL REAL ESTATE AGENCY, LLC

  Lot 9E Stewart White Rd, Cheshire, MA 01225
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  /36

  $1,600,000

  • 18 Beds
  • 9 Baths
  • 7,464 Sq Ft

  16 N Summer St, Adams, MA 01220

  Rare opportunity to acquire two apartment buildings totaling nine units in a convenient Adams location. These properties are thoughtfully updated throughout, with a newer roof, boilers, hot water, windows, electrical systems, and modern finishes. Kitchens are remodeled with stylish touches, including quartz countertops, newer cabinetry, and updated appliances. with stylish touches including

  Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

  16 N Summer St, Adams, MA 01220
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  /97

  $1,725,000 Open Sun 11AM - 2PM

  • 5 Beds
  • 4.5 Baths
  • 5,127 Sq Ft

  293 New Marlboro Sandisfield Center, New Marlborough, MA 01230

  Just a half mile beyond New Marlborough village, this architectural gem offers 5,653 square feet of superior craftsmanship in an enchanting private setting along the Umpachene River. Distinctive circular towers, flowing curved walls, and graceful arched windows are in perfect harmony with the surrounding natural landscape. Custom millwork and premium natural finishes offer a balance of warmth and

  Vashti Poor WILLIAM RAVEIS - BERKSHIRE

  293 New Marlboro Sandisfield Center, New Marlborough, MA 01230
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  /24

  $695,000

  • 2 Beds
  • 2 Baths
  • 1,308 Sq Ft

  80 Taconic Ave Unit 3, Great Barrington, MA 01230

  Welcome to Oakwood Condominium. A one car garage comes with unit. Plenty of additional parking. Lovely inground well manicured pool. Beautiful outdoor landscaping and sitting area. Private deck attached to unit for outdoor entertaining. This unit has been renovated over the years with updated kitchen with eat in nook area. All new windows and sliding doors. Gorgeous primary bathroom with radiant

  Suzann Ward HOUSATONIC REAL ESTATE

  80 Taconic Ave Unit 3, Great Barrington, MA 01230
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  /31

  $680,000

  • 8 Beds
  • 8 Baths
  • 6,120 Sq Ft

  301 Fenn St, Pittsfield, MA 01201

  8 Unit investment opportunity! Located just outside of downtown Pittsfield and within walking distance to shops, restaurants, schools, and parks. Low maintenance exterior with loads of off street parking. All units feature one bedroom with separate heat and electricity. Coin-op laundry located on site for additional income.

  Cory Evangelisto NOCHER REALTY

  301 Fenn St, Pittsfield, MA 01201
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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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  /4

  $489,000

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  0 Iroquois St, New Ashford, MA 01237

  Build to suit. This new ranch construction modular home offers an open concept kitchen, dining & living room space, The home features open, sun-filled spaces with an open floor plan that is designed to capture Pontoosuc lake and mountain views from every room on the main living level. 3 bedrooms 2 baths. Walkout lower level ready for additional finished space. Purchase as specked or chose

  Matt Jarck WILLIAM PITT SOTHEBY'S - LENOX

  0 Iroquois St, New Ashford, MA 01237
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  /22

  $799,000

  • Land
  • 29 Acres
  • $27,552 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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  /11

  $65,000

  • Land
  • 34,848 Sq Ft
  • $81,250 per Acre

  2 North Rd, Monterey, MA 01245

  Beautifully wooded building parcel in a private community with access to Lake Buel--one of the Berkshires' premier lakes. This parcel is conveniently located just a short drive from Great Barrington, the charming village of Monterey, and the endless skiing adventures at Butternut Basin. A wonderful spot to envision your home in the hills; please note that the existing summer cottage will need to

  Lance Vermeulen LANCE VERMEULEN RE, INC

  2 North Rd, Monterey, MA 01245
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  /35

  $179,900

  • 3 Beds
  • 1 Bath
  • 1,109 Sq Ft

  35 Jackson St, North Adams, MA 01247

  Step into this delightful home, where classic charm meets modern convenience! Newly uncovered hardwood floors and original wood beams infuse warmth into the living and dining areas. Upstairs, tandem bedrooms create flexible living options, potentially transforming this into a three-bedroom retreat or offering private work-from-home space. A newly renovated bathroom, new windows (2022), and

  Jessica Sperry Maverick Realty

  35 Jackson St, North Adams, MA 01247
• 

  /2

  $219,900

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  233 Cadwell Rd, Pittsfield, MA 01201

  Two-family home set on just under 1.5 acres offering the perfect blend of country living and city convenience. Each unit features decks overlooking a spacious backyard, ideal for relaxing or entertaining. Enjoy the privacy and open space while still being just minutes from city amenities, shopping, and dining. A great opportunity for owner-occupants or investors--live in one unit and rent the

  Denise DeSellier Berkshire Hathaway HomeServices Realty Professionals

  233 Cadwell Rd, Pittsfield, MA 01201
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  /75

  $3,250,000

  • 6 Beds
  • 5.5 Baths
  • 3,416 Sq Ft

  651 Hayes Hill Rd, New Marlborough, MA 01230

  Built in 1964, this Berkshires compound comprised of three homes set on over fifty acres with panoramic southerly views to the northern Connecticut hills. The main home, a modernist design collaboration between Bauhaus designer George Giusti and architect Crane De Camp, is a two-bedroom, three-and-a-half-bath masterpiece that features a gym, sauna, and gardens designed by a local landscape

  Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

  651 Hayes Hill Rd, New Marlborough, MA 01230
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  /46

  $509,000

  • 4 Beds
  • 2.5 Baths
  • 2,892 Sq Ft

  268 Devonshire Dr, Cheshire, MA 01225

  Escape to this stunning 4-bedroom, 3-bathroom Colonial where classic charm meets modern efficiency. Boasting breathtaking mountain views, this home offers expansive living spaces including oversized bedrooms and a finished walk-out basement with a full bath. The updated kitchen shines with granite countertops, while the wood-burning fireplace adds a touch of warmth to the main living area.

  Timothy Johnson NOCHER REALTY

  268 Devonshire Dr, Cheshire, MA 01225
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  /33

  $329,900

  • 1 Bed
  • 1 Bath
  • 864 Sq Ft

  120 Rainbow Rd, East Otis, MA 01029

  Welcome to your Berkshires escape in desirable East Otis! Built in 2012, this well-maintained Cape offers comfort, efficiency, and low-maintenance living--ideal as a weekend retreat, year-round home, or investment opportunity--with deeded Otis Reservoir access. Inside, enjoy a bright open-concept layout that lives larger than its ~864 sq ft, featuring a spacious 1-bedroom, 1-bath design supported

  Dennis LeClair RE/MAX COMPASS

  120 Rainbow Rd, East Otis, MA 01029
• 

  

  /3

  $16,900

  • Land
  • 15,246 Sq Ft
  • $48,286 per Acre

  0 Winter Dr, Becket, MA 01223

  This parcel offers peaceful views & private relaxation! Non-Motor Lake, enjoy kayaking, canoeing, and so much more! Located across the road from Excalibur Lake. Road Tax $60, annually. This buildable lot is located in Sherwood Forest. A Private community located in the Heart of the Berkshires.

  Jason Nocher NOCHER REALTY

  0 Winter Dr, Becket, MA 01223
• 

  

  /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
• 

  /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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  /27

  $460,000

  • 2 Beds
  • 1.5 Baths
  • 1,970 Sq Ft

  43 Hart St, Great Barrington, MA 01236

  OPEN HOUSE FRIDAY 4/24 3:30-5:30PM.Nestled on a quiet setback lot in the desirable Housatonic Village of Great Barrington, this beautifully renovated home (2021) offers a perfect blend of charm, comfort, and flexibility. The property features 2 bedrooms, a bonus room, and 1.5 baths.Recent upgrades include a new roof, new windows, beautiful wood floors throughout the first and second levels. The

  Judi Panzano HOUSATONIC REAL ESTATE

  43 Hart St, Great Barrington, MA 01236
• 

  

  /23

  $215,000 New Construction

  • 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 commercial use.Featuring a brand new roof, the property is ideal for a variety of purposes, including retail, restaurant, professional offices, etc. Inside, you'll find an abundance of

  Laiken Rapisarda LAMACCHIA REALTY, INC

  1 Pittsfield Rd, Lenox, MA 01240
• 

  /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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  /27

  $265,000

  • 4 Beds
  • 2 Baths
  • 1,408 Sq Ft

  17 S Church St, Pittsfield, MA 01201

  Spacious and freshly updated West Side single-family offering 4 bedrooms and 2 full baths across 1,408 sq ft. Bright, functional layout with generous room sizes, fresh interior paint, and new laminate flooring throughout. Modern kitchen features brand-new appliances and clean, updated finishes. Enjoy a charming wraparound porch with dual entry, ideal for relaxing or entertaining, plus a level

  Samantha Homeyer BIRCH PROPERTIES

  17 S Church St, Pittsfield, MA 01201
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  /41

  $675,000

  • 3 Beds
  • 2.5 Baths
  • 1,957 Sq Ft

  87 Maple St, Williamstown, MA 01267

  Charming in-town farmhouse enhanced by a modern addition offering the perfect blend of character and contemporary living. The addition features a primary bedroom with walk-in closet & en-suite bath, a second full bathroom, and a bright open-concept kitchen, living, and dining area ideal for everyday living and entertaining. The former main house hosts a den area with access to the enclosed front

  Erin Scott BURNHAM GOLD REAL ESTATE, LLC

  87 Maple St, Williamstown, MA 01267
• 

  

  /18

  $80,000

  • Land
  • 2.89 Acres
  • $27,643 per Acre

  Lot 2B Leland Rd, Becket, MA 01223

  Welcome to Leland Road! Located in perhaps the most sought after neighborhood in Becket, this 2.9 acre lightly wooded parcel is a superb building lot. Nicknamed ''Maple View'' by its owners, given the seasonal views and beautiful deciduous forest.The building site is private level area with a mature forest canopy that rises above an open forest floor. Replete with ferns, and bounded on the road

  Jared Kelly WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  Lot 2B Leland Rd, Becket, MA 01223
• 

  

  /4

  $215,000

  • Land
  • 14.37 Acres
  • $14,964 per Acre

  Lot 16 Reservoir Rd, North Adams, MA 01247

  Discover an unparalleled opportunity with this stunning 14.3-acre parcel, perfect for building your dream home or if needed, subdividing into its original three lots. Featuring a pre-installed driveway, electrical service with a transformer, and a large 36 x 50 foundation that was started for a garage/barn, this property is both convenient and versatile. Enjoy the natural beauty of streams,

  Gary Fuls Jr RE/MAX TRANSITIONS

  Lot 16 Reservoir Rd, North Adams, MA 01247
• 

  

  /62

  $1,279,000

  • 4 Beds
  • 4.5 Baths
  • 2,691 Sq Ft

  18 Highcrest Rd, Lenox, MA 01240

  Condo at Twelve Oaks Village. End of Cul-de-sac with Mountain views. This unit offers lots of Privacy being an end unit. Come enjoy Tennis Swimming pool and Fitness center all on property. 3 Full floors of living space with Primary Suite/Walk in Closet on 1st floor. Spacious open floor plan to enjoy entertaining with plenty of outdoor space with screened in porch and private deck. Enjoy Easterly

  Suzann Ward HOUSATONIC REAL ESTATE

  18 Highcrest Rd, Lenox, MA 01240
• 

  

  /15

  $397,000

  • 2 Beds
  • 1 Bath
  • 699 Sq Ft

  115 Lake Shore Dr, Cheshire, MA 01225

  Cozy four season home with incredible views. 2 bedroom, one bath, on the water with new dock on beautiful Hoosac Lake. Large two-level deck. Near popular lake-side bike trail. Town water, natural gas heat. Perfect for all-season living or summer weekend getaway.

  John Garber

  115 Lake Shore Dr, Cheshire, MA 01225
• 

  

  /16

  $375,000

  • 6 Beds
  • 6 Baths
  • 3,456 Sq Ft

  31 Bartlett Ave, Pittsfield, MA 01201

  Solid investment opportunity featuring a six-unit property comprised of all one-bedroom apartments. Four units are currently rented and in very nice condition, offering immediate income, while two units have been fully gutted, providing a blank slate for upgrades and significant value-add potential. The property offers off-street parking and includes a private deck off Unit 5, enhancing tenant

  Tim Gallagher STONE HOUSE PROPERTIES, LLC

  31 Bartlett Ave, Pittsfield, MA 01201

Showing Results 401 - 440, Page 11 of 15