Colonial Homes for Sale in Berkshire County MA

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  /40

  $3,998,000

  $997K PRICE DROP

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

  764 E Hill Rd, New Marlborough, MA 01230

  East Hill Farm offers 227 acres of protected quiet, anchored by the elegant 1798 Thomas Shepard House. A private hilltop world.Main house: Georgian-Federal; 5 BR, 5.5 BA, ~5,000 SF; 5 fireplaces; unusually high ceilings, wide-board floors, antique glass, rooms that hold the light, views that connect. Graceful, welcoming.A complete estate that also can be a working-farm or equine property: barns +

  

  Chapin Fish

  William Pitt Sotheby's International Realty

  764 E Hill Rd, New Marlborough, MA 01230
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  /24

  $2,750,000

  • 5 Beds
  • 2 Baths
  • 12,225 Sq Ft

  350 Old Cheshire Rd, Lanesborough, MA 01237

  Welcome to Camp Mohawk, a pristine lakefront property in the heart of the Berkshires. Set on Cheshire Reservoir--a serene, largely uninhabited lake--the property offers both privacy and convenient access just off Berkshire County's main north-south route.Once a summer camp, the estate features an existing main house and barns listed on the National Register of Historic Places, dating back to the

  Lisa Hoe THE KINDERHOOK GROUP

  350 Old Cheshire Rd, Lanesborough, MA 01237
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  /40

  $5,650,000

  $250K PRICE DROP

  • 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 the future for

  Elyse Morris Elyse Harney Real Estate

  25 W Sheffield Rd, Great Barrington, MA 01230
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  /44

  $3,490,000

  $410K PRICE DROP

  • 10 Beds
  • 5.5 Baths
  • 11,200 Sq Ft

  535 Main Rd, Monterey, MA 01245

  Welcome home to NEWGRANGE. 1920's era Manor House with lake frontage on Lake Garfield. Over 10,000 square feet of living on 7.7 Acres. Complete the restoration and enjoy original Stone Fireplaces, comfortable Living spaces, formal Dining and 10 Bedrooms. Write that novel in the paneled Office, Library or Sunroom, create delicacies in the Country Kitchen, or shoot a round of pool in the Billiard

  Steven Weisz William Pitt Sothebys Intn'l

  535 Main Rd, Monterey, MA 01245
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  /50

  $279,900

  • 5 Beds
  • 3 Baths
  • 3,160 Sq Ft

  8 Cherry St, Adams, MA 01220

  Well-maintained three-family property offering a great opportunity for both owner-occupants and investors alike. One unit features a spacious three-bedroom, one-and-a-quarter-bath layout complete with a large kitchen, formal dining room, and comfortable living area. The additional units include a one-bedroom apartment on the upper level with a bright living room and eat-in kitchen, and a

  Susan Colvin MONARCH REALTY, INC.

  8 Cherry St, Adams, MA 01220
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  /66

  $1,395,000

  • 4 Beds
  • 4.5 Baths
  • 3,185 Sq Ft

  124 Egremont Plain Rd, Great Barrington, MA 01230

  This beautiful home was built in 2006, and updated in 2022. The house is situated on just shy of 5 Acres in the town of Egremont. The home is flooded with sun all day, rarely needing a light on in the house. Direct access to the Green River at the edge of property to cool off on those hot summer days. A new central AC system was installed throughout home and apt A New backup generator, rain

  Lawrence Reilly THE KINDERHOOK GROUP

  124 Egremont Plain Rd, Great Barrington, MA 01230
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  /35

  $498,500

  • 3 Beds
  • 2.5 Baths
  • 1,922 Sq Ft

  220 N Plain Rd, Great Barrington, MA 01230

  An 1825 colonial has much of its original charm and features in place - wide plank floors, beamed ceiling, original hardware and fully renovated kitchen. Many new appliances, new windows, and foam insulation in the basement. The well insulated attic and walls along with a high efficiency furnace gives you modern comfort. The house is a legal two family. The Studio apartment is attached and could

  Martin Albert COMPASS MASSACHUSETTS , LLC GB

  220 N Plain Rd, Great Barrington, MA 01230
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  /39

  $259,900

  • 4 Beds
  • 1.5 Baths
  • 2,245 Sq Ft

  34 Goodrich St, North Adams, MA 01247

  Priced to Sell! North Adams. Located between downtown North Adams and close to Williamstown this home boasts 4 large bedrooms with closets & 1-1/2 baths. Kitchen with pantry / laundry. Large formal dining room, living room and den. This well maintained home is turn-key and is ready for sale. Vinyl windows throughout. Full basement with walk out to back yard. Full attic super for storage. Roof

  Colleen Zajac MONARCH REALTY, INC.

  34 Goodrich St, North Adams, MA 01247
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  /27

  $74,900

  $25K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 1,445 Sq Ft

  24 Spring St, North Adams, MA 01247

  This 4 bedroom home is ready to shine again! Great opportunity to create some sweat equity or renovate and sell. Don't hesitate to come see this home today!

  Benjamin Hause Keller Williams Realty North Central

  24 Spring St, North Adams, MA 01247
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  /31

  $144,900

  $55K PRICE DROP

  • 7 Beds
  • 4.5 Baths
  • 3,672 Sq Ft

  15 Buel St, Pittsfield, MA 01201

  Come finish the renovation of this expansive 7 bedroom home! This project is ready for your vision and creativity to bring it to fruition! Don't miss this opportunity!

  Benjamin Hause Keller Williams Realty North Central

  15 Buel St, Pittsfield, MA 01201
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  /35

  $1,699,000

  • 4 Beds
  • 5 Baths
  • 3,611 Sq Ft

  351 Adsit Crosby Rd, New Marlborough, MA 01230

  WHISPERING PINES. This tranquil property will call to you as you wind your way through the tall pine-lined driveway. It is a very private setting and just minutes to Butternut, town, and everything else the Berkshires have to offer. Beautiful mature gardens, Gunite Pool, screen porch, and 3600 sq ft of living space to dwell. This 4 bedroom home has 2-Primary en-suite, a large den over the 2-car

  Mark Rosengren WILLIAM RAVEIS - BERKSHIRE

  351 Adsit Crosby Rd, New Marlborough, MA 01230
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  /2

  $211,000

  • 3 Beds
  • 2 Baths
  • 1,923 Sq Ft

  47 Lake St, Pittsfield, MA 01201

  Duplex Investment Property!

  Lisa Kelley MACCARO REAL ESTATE

  47 Lake St, Pittsfield, MA 01201
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  /19

  $900,000

  • 11 Beds
  • 6 Baths
  • 4,863 Sq Ft

  Unlisted Address

  Stockbridge Investment Opportunity Fully Rented In Town 5-Family Home office available with a bathroom. Short walk to Post Office, Restaurants, Library and the Red Lion Inn. Stockbridge Town Park located across the street and hiking trails at the end of the street. See pictures. Can also be purchased as part of a investment portfolio 35 Main Street West Stockbridge ,Ma MLS# 249539

  Matt Carlino MACCARO REAL ESTATE

  Unlisted Address
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  /42

  $779,500

  • 3 Beds
  • 2.5 Baths
  • 2,330 Sq Ft

  138 Hillsdale Rd, Great Barrington, MA 01230

  Move-in-ready Colonial offering 3 bedrooms and 2.5 baths on a sunny, picturesque lot flanked by a beautiful stone wall, it is just seconds from the charming downtown. The main level features a living room with a striking fieldstone fireplace, formal dining room, kitchen, a spacious family room addition, an office and a full bath with a lovely soaking tub, and a powder room. The second level has

  Mauren White-Kirkby Berkshire Hathaway Home Services Barnbrook Realty

  138 Hillsdale Rd, Great Barrington, MA 01230
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  /62

  $1,795,000

  • 5 Beds
  • 3.5 Baths
  • 4,840 Sq Ft

  111 Park St, Williamstown, MA 01267

  Nestled in the center of Williamstown, just steps from Williams College, this stunning two-story Colonial stucco home offers timeless charm and modern comfort. Built in 1907, this 4,100 sq. ft. residence features five spacious bedrooms, three full baths, and one half bath. Set on 1.35 picturesque acres, the property boasts a large post-and-beam barn, a beautifully covered stone patio, and

  Seth Alden ALTON & WESTALL REAL ESTATE AGENCY, LLC

  111 Park St, Williamstown, MA 01267
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  /42

  $158,000

  • 3 Beds
  • 1.5 Baths
  • 3,450 Sq Ft

  334 Columbus Ave, Pittsfield, MA 01201

  A unique opportunity to own a work/live space. The building consists of an updated 3 bedroom house with kitchen, dining, and living room. The ''shop'' space has heat and a separate bathroom. It also boasts a detached two car garage with power. There are endless possibilities with this property. Bring your ideas and let them flow!

  Michele Purcell Lamacchia Realty, Inc.

  334 Columbus Ave, Pittsfield, MA 01201
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  /4

  $449,900

  $100K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,964 Sq Ft

  41 Pearl St Unit 1-2, Great Barrington, MA 01230

  Welcome to 41 Pearl Street- a 1900s two-family residence nestled on a quiet street just moments from downtown Great Barrington. This spacious 4-bedroom, 2-bathroom (both sides are 2 BR/1 BA) home offers 1,964 square feet of living space on a generous 0.25-acre lot, containing that classic period charm.Step inside to discover a welcoming floor plan with ample natural light, hardwood floors, and

  David Carlson FAIRGROUND REAL ESTATE, INC

  41 Pearl St Unit 1-2, Great Barrington, MA 01230
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  /26

  $350,000

  • 3 Beds
  • 1.5 Baths
  • 1,632 Sq Ft

  41 Arnold St Unit 41, Williamstown, MA 01267

  A Williamstown address and a sizable unit with NO HOA fees. Move in ready! Newly (within two years) painted and hardwood floors. Plenty of storage with the many closets .The walk -up attic is waiting for your creativity. There is a cute area that could be reading nook. Located close to Williams College Campus this is a great primary or second home. It has been used as an Airbnb and is fully and

  Sandra Sorel Coldwell Banker Realty - Western MA

  41 Arnold St Unit 41, Williamstown, MA 01267
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  /26

  $195,000

  $4K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 1,480 Sq Ft

  57 Adam St, Pittsfield, MA 01201

  Conveniently located near downtown Pittsfield, this home offers an affordable opportunity for buyers looking to transition from renting to homeownership or for investors seeking their next project. The home features a spacious eat-in kitchen with first-floor laundry, functional living space, and a manageable yard with a covered back porch that could easily be screened in for seasonal enjoyment.

  Team ROVI Real Broker MA, LLC

  57 Adam St, Pittsfield, MA 01201
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  /54

  $1,290,000

  • 5 Beds
  • 3.5 Baths
  • 2,522 Sq Ft

  233 Narragansett Ave, Lanesborough, MA 01237

  Experience the beauty of Berkshire lakefront living on beautiful Pontoosuc Lake, where breathtaking sunrise views, peaceful waters, and exceptional privacy create the perfect year-round retreat. Nestled in the heart of the Berkshires, this beautifully remodeled home blends luxury, comfort, and thoughtful design, ideal for both everyday living and entertaining by the lake.

  Laiken Rapisarda Lamacchia Realty, Inc. - Dalton

  233 Narragansett Ave, Lanesborough, MA 01237
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  /29

  $289,000

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,627 Sq Ft

  162 W Housatonic St, Pittsfield, MA 01201

  Enjoy this charming 4-bedroom, 2-bathroom home offering a spacious and functional layout, tasteful updates, and excellent convenience. The property features an updated heating system, efficient natural gas utilities, a large open kitchen with new appliances, and updated flooring. Both bathrooms have been recently renovated with stylish new finishes and tilework. Enjoy the flexibility of a

  Laiken Rapisarda Lamacchia Realty, Inc.

  162 W Housatonic St, Pittsfield, MA 01201
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  /54

  $599,000

  $31K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 4,930 Sq Ft

  342/344 New Ashford (Route 7) Rd, New Ashford, MA 01237

  A Berkshire landmark ready for its next chapter. Once home to the beloved BONDHU and Mill on the Floss restaurants, this multi-use property offers endless opportunity -- from a charming single-family residence to a live/work haven, a boutique inn, or a luxury destination dining experience reborn. The second-floor living quarters feature four bedrooms, including a primary suite, plus an open

  Stephanie Rapisarda WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  342/344 New Ashford (Route 7) Rd, New Ashford, MA 01237
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  /42

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,720 Sq Ft

  100 Essex St, Pittsfield, MA 01201

  *Video tour and floor plans availableThis lovely colonial home features two separate units, as it has been designed to offer an in-law apartment. The property has been tastefully renovated with new kitchens with quartz countertops, gorgeous updated bathrooms, fresh interior and interior paint, refinished gleaming hardwood floors, and other improvements, that include new roof, updated electrical

  Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.

  100 Essex St, Pittsfield, MA 01201
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  /31

  $649,000

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

  783 Main St, Great Barrington, MA 01230

  Renovated, well-maintained, multi-use building perfect for a live-work situation in prime location! All 4 floors offer opportunity for offices, a studio, storage, retail showroom and more! Highlights include: a large parking lot, handicap accessible ramp, 2 half baths & finished 3rd floor attic. Finished basement w/ vault & video security system. The current retail space is bright & sunny with a

  Claudia Laslie WILLIAM RAVEIS - BERKSHIRE

  783 Main St, Great Barrington, MA 01230
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  /55

  $2,950,000

  • 7 Beds
  • 7 Baths
  • 6,232 Sq Ft

  802 State Rd, Richmond, MA 01254

  Nestled in the heart of the Berkshires, this historic Richmond compound presents a rare colonial charm. The legendary c. 1776 estate boasts a well maintained main residence/Inn, three cottages and a great barn for entertaining. The residence/Inn features 7 bedrooms and 7.5 baths, each room telling a story of centuries past. Its dignified presence is complemented by a dining room, entrance parlor,

  Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  802 State Rd, Richmond, MA 01254
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  /41

  $1,750,000

  $950K PRICE DROP

  • 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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  /9

  $49,900

  $9K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 2,244 Sq Ft

  477 Mohawk Trail, Drury, MA 01343

  Nestled along the scenic Mohawk Trail in Drury, MA, this 3.5-acre parcel offers a unique opportunity to build your dream home or getaway retreat in the heart of the Berkshires. While the existing structure is likely a teardown, the land itself boasts natural beauty, privacy, & convenient road frontage. Just minutes from Savoy Mountain State Forest, Mohawk Trail State Forest, and the Western

  Laiken Rapisarda Lamacchia Realty, Inc.

  477 Mohawk Trail, Drury, MA 01343
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  /36

  $1,499,000

  $101K PRICE DROP

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

  16 & 18 N Summer St, Adams, MA 01220

  An excellent opportunity to blend immediate cash flow with long term upside in a desirable and growing area! An added advantage of this exciting property is its potential for short-term rental income, subject to local ordinances!Rare opportunity to acquire two apartment buildings totaling nine units in a convenient Adams location. These properties are thoughtfully updated throughout, with a newer

  Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

  16 & 18 N Summer St, Adams, MA 01220
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  /37

  $439,900

  $10K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,160 Sq Ft

  165 Sandisfield Rd, Sandisfield, MA 01255

  Completely remodeled Berkshire retreat in the heart of Sandisfield, MA, offering modern comfort with timeless New England charm. If hiking is your thing, a few highlights in town are Mount Toby Trail as well as Sunderland Caves and Sugar Shack via Robert Frost Trail. along with the sound of nearby babbling brook! Renovations include a new septic system, new insulation, Buderus boiler and

  Suzanne Bergeron Naples Realty Group

  165 Sandisfield Rd, Sandisfield, MA 01255
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  /67

  $1,985,000

  • 4 Beds
  • 3.5 Baths
  • 3,396 Sq Ft

  10 Goodell Rd, Lanesborough, MA 01237

  Set against the rolling beauty of the Berkshires, Constitutional Hill Farm offers a rare chance to own a truly iconic New England estate. Spanning 196 picturesque acres of hardwood forests and open meadows, this remarkable property blends natural beauty with rich agricultural heritage. Directly abutting the Berkshire Natural Resource Constitution Hill Trail, the land provides immediate access to

  Robin Moore 413 REAL ESTATE

  10 Goodell Rd, Lanesborough, MA 01237
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  /38

  $299,900

  • 5 Beds
  • 2 Baths
  • 2,690 Sq Ft

  63 Glenwood Ave, Pittsfield, MA 01201

  Charming 2-family flat offering a great opportunity for owner-occupants or investors alike! This well-maintained property features beautiful wood floors, inviting front porches, and private back decks perfect for relaxing or entertaining. Both units have separate utilities for added convenience and efficiency. The second-floor apartment includes a finished attic area providing extra living space.

  Robin Moore 413 REAL ESTATE

  63 Glenwood Ave, Pittsfield, MA 01201
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  /38

  $269,900

  $10K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,318 Sq Ft

  31 Millard Ave, Clarksburg, MA 01247

  This charming Colonial blends classic character with modern updates in a convenient small Town setting. Just minutes from downtown amenities and cultural destinations like MASS MoCA, the location offers easy access to shopping, dining, and everyday essentials.Inside, the home has been recently renovated and features 3 bedrooms and 1.5 baths. The updated kitchen showcases durable Corian

  Michele Purcell Lamacchia Realty, Inc. - Dalton

  31 Millard Ave, Clarksburg, MA 01247
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  /34

  $275,000

  • 5 Beds
  • 2 Baths
  • 2,158 Sq Ft

  34 Daniels Ave, Pittsfield, MA 01201

  Welcome to 34 Daniels Avenue, part of the Westside Legends Attainable Housing Program. This updated Pittsfield home offers a comfortable layout with recent improvements throughout, including new flooring, new appliances, and refreshed bathrooms. The interior feels clean, bright, and move-in ready, while still offering a practical and manageable footprint for everyday living. Conveniently located

  Samantha Homeyer BIRCH PROPERTIES

  34 Daniels Ave, Pittsfield, MA 01201
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  /52

  $1,900,000

  • 4 Beds
  • 3 Baths
  • 2,976 Sq Ft

  1269 Clayton Mill River Rd, New Marlborough, MA 01259

  Welcome to your ultimate country retreat, where the charm of history meets the ease of modern living. Here, timeless beauty and serenity reign--an escape where silence is broken only by the wind in the fields and the song of birds.The 1828 brick colonial, a masterpiece of its era, has been exquisitely restored to showcase spacious, light-filled rooms that draw the outdoors in, framing views of

  Lisa Hoe THE KINDERHOOK GROUP

  1269 Clayton Mill River Rd, New Marlborough, MA 01259
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  /14

  $445,000

  $50K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,998 Sq Ft

  191 Fort Hill Ave, Pittsfield, MA 01201

  Historic farmhouse property located on 5.2 acres +/- in rural setting in west Pittsfield farm country. Abuts undeveloped, wooded landscape to the east. Walk to Fort Hill Farm. Close to Pittsfield State Forest and downtown. First floor bathroom, second floor bedrooms. Newer replacement windows. Beautiful, centrally-located fireplace. Screened-in three season porch. Fresh paint and carpet

  Andrew Hillman Hillman Real Estate

  191 Fort Hill Ave, Pittsfield, MA 01201
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  /50

  $1,500,000

  • 4 Beds
  • 3.5 Baths
  • 4,343 Sq Ft

  140 Beartown Mountain Rd, Monterey, MA 01245

  Set on 22 private acres, this Monterey retreat offers a peaceful escape from city and suburban life. Freshly painted this spring, it's near Lake Garfield and Monterey Town Beach, and across from Beartown State Forest. The bright, expansive home features four ensuite bedrooms, including a spacious primary suite, large entertaining areas, and cathedral & vaulted ceilings. Outdoors, enjoy a 16' x

  Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  140 Beartown Mountain Rd, Monterey, MA 01245
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  /19

  $750,000

  • 8 Beds
  • 4 Baths
  • 3,192 Sq Ft

  35 Main St, West Stockbridge, MA 01266

  Introducing a beautiful in-town 4-family investment opportunity on the picturesque Main St, offering separate utilities for each unit. With a new roof, fresh paint, and renovations completed in units, 1,2 &3 all in 2023.Can also be purchased as part of a investment portfolio 13 Park Street Stockbridge, MA MLS#249532

  Matt Carlino MACCARO REAL ESTATE

  35 Main St, West Stockbridge, MA 01266
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  /41

  $679,900

  $19K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,433 Sq Ft

  23 Old Blandford Rd, Otis, MA 01253

  Tucked away on a serene & private lot just minutes from the sparkling waters of Otis Reservoir, this stunningly renovated 5-bedroom, 3-bath Colonial offers the perfect blend of luxury, comfort, and natural beauty. Designed for both elegant entertaining and everyday living, the heart of the home is the spectacular chef’s kitchen featuring quartz countertops, abundant cabinetry, and refined

  Laura Kuhnel Real Broker MA, LLC

  23 Old Blandford Rd, Otis, MA 01253
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  /50

  $749,000

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

  360 Housatonic St, Lenox, MA 01240

  Lenox MA Colonial on 0.92 acres with 4 bedrooms, 2.5 baths, and 2,184 sq ft of well maintained living space. This move in ready Berkshire home features a spacious eat-in kitchen, formal dining room, bright living room with wood floors, and a screened porch overlooking the yard. Enjoy outdoor living with two decks, a paver patio with BBQ area, and beautiful perennial gardens. Upstairs offers four

  Samantha Homeyer BIRCH PROPERTIES

  360 Housatonic St, Lenox, MA 01240
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  /42

  $7,250,000

  • 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 Home Services Barnbrook Realty

  209 Blue Hill Rd, Great Barrington, MA 01230

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