Colonial Homes for Sale in Berkshire County MA

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  /42

  $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
• 

  

  

  /18

  $194,900

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft

  134 Meadow St, North Adams, MA 01247

  This inviting home is an excellent opportunity for first-time homebuyers looking to build equity and make a space their own. Inside, you'll find clean and comfortable living spaces with beautiful hardwood floors, natural light, and plenty of character. Enjoy a welcoming front porch, wooded surroundings, and convenient off-street parking. With some updates and a little love, this home could truly

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  134 Meadow St, North Adams, MA 01247
• 

  

  

  /32

  $799,900

  • 4 Beds
  • 2.5 Baths
  • 2,240 Sq Ft

  369 Housatonic St, Lenox, MA 01240

  A UNIQUE OPPORTUNITY TO OWN A SPACIOUS LENOX HOME IN A PRIVATE, COUNTRY SETTING AT A REASONABLE PRICE. 4BR, 2.5 BATHS, WITH HARDWOOD FLOORS, OPEN KITCHEN/DINING AREA, LARGE OPEN DECK, PELLET STOVE AND AN IN-GROUND POOL. LOVELY LANDSCAPING WITH STONE WALLS, GARDENS AND OPEN LAWN AREA FOR ATHLETICS OR JUST RELAXING. GREAT CENTRAL LOCATION, A SHORT DISTANCE TO TANGLEWOOD, TOWN AND YOUR FAVORITE

  Allen Bassen

  BERKSHIRE HOMES AND CONDOS

  369 Housatonic St, Lenox, MA 01240
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  /56

  $570,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,858 Sq Ft

  178 New Lenox Rd, Lenox, MA 01240

  This property has an immaculate fenced in back yard for all your summer activities. Inside boasts beautiful hardwood floors, Full bath on the 1st and 2nd Level. Large mudroom from the main entrance for all you winter and mud season needs. A paved driveway with plenty of private parking. A walkout from the lower level to the parking area with a tuck under car port. Recently painted exterior and a

  

  Cristian Sanchez

  COHEN & WHITE ASSOCIATES

  178 New Lenox Rd, Lenox, MA 01240
• 

  

  

  /37

  $265,000

  $10K PRICE DROP

  • 5 Beds
  • 1.5 Baths
  • 1,864 Sq Ft

  93 Pine St, Dalton, MA 01226

  This home has been well loved by the same family since 1960. In 1967 a large addition was built to expand the space. Today, there are 3 main floor bedrooms and a main floor bath with laundry. Or use one of the main bedrooms as a formal dining room! 2 bedrooms upstairs with a half bath make this a very spacious home. There is also an expanded attic space over the addition. Rounding this space out

  

  Kolleen Schmitt

  Keller Williams Realty

  93 Pine St, Dalton, MA 01226
• 

  

  /84

  $1,650,000

  • 7 Beds
  • 6.5 Baths
  • 5,693 Sq Ft

  20 E Dugway Rd, Lenox, MA 01240

  Just 3 miles from Tanglewood and moments from the heart of Lenox, this 36+ acre estate offers rare scale, privacy, and flexibility in one of the Berkshires' most sought-after settings. A long, tree-lined driveway creates a strong sense of arrival, unfolding into two separate residences surrounded by woods, open land, and long-range possibility. The acreage offers both seclusion and the ability to

  

  Nick Geranios

  WILLIAM PITT SOTHEBY'S - LENOX

  20 E Dugway Rd, Lenox, MA 01240
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  /58

  $2,250,000

  • 4 Beds
  • 3 Baths
  • 2,682 Sq Ft

  87 Silverbrook Rd, Sandisfield, MA 01255

  Beautifully restored historic Colonial on a very lightly traveled, town-maintained road with stone walls, fruit trees, open meadow, wooded acreage, a barn and garage. Three quarters of a mile of its own road frontage, bordering protected land. Home to author Simon Winchester for twenty-five years...c.1760 and 1840. 4 bedrooms, 3 baths. Library, keeping room with original crane fireplace,

  

  Chapin Fish

  WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  87 Silverbrook Rd, Sandisfield, MA 01255
• 

  

  /73

  $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 future for generations

  Lauren Molk ELYSE HARNEY REAL ESTATE

  25 W Sheffield Rd, Great Barrington, MA 01230
• 

  

  /57

  $249,900

  • 6 Beds
  • 2 Baths
  • 2,600 Sq Ft

  158 Linden St, Pittsfield, MA 01201

  Welcome to 158-160 Linden Street in Pittsfield. This centrally located 2 family boast 3 bedrooms, 1 bath and laundry in each unit. The entire home was renovated approximately 25 years ago and has been well maintained since. Separate electric meters for each unit and they both offer electric baseboard heat that is not included in the rent. On the exterior you will find a large fenced in side yard,

  Doug Collins Lamacchia Realty, Inc. - Dalton

  158 Linden St, Pittsfield, MA 01201
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  /30

  $629,000

  • 3 Beds
  • 2.5 Baths
  • 2,504 Sq Ft

  354 Notch Rd, North Adams, MA 01247

  Welcome to 354 Notch Road, a well-maintained and move-in ready Colonial situated on a combined 13.75 acres in a desirable North Adams neighborhood. This 3-bedroom, 2.5-bath home offers a spacious primary suite with private bathroom, an attached and heated 3-car garage, and convenient access to downtown North Adams, MASS MoCA, Williamstown, and nearby hiking trails. Enjoy outdoor living with an

  Brandon Murray Lamacchia Realty, Inc. - Dalton

  354 Notch Rd, North Adams, MA 01247
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  /62

  $799,900

  $90K PRICE DROP

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

  5 Crofut St, Pittsfield, MA 01201

  Own Pittsfield History in this distinctive solidly built Georgian-style brick estate set proudly atop a hill in this coveted enclave of stately residences. Live on historic Crofut St. near the esteemed Pittsfield Country Club, Up Street Cultural Art District and ideally minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional detail

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  5 Crofut St, Pittsfield, MA 01201
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  /24

  $2,200,000

  $550K PRICE DROP

  • 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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  /23

  $1,795,000

  • 4 Beds
  • 8 Baths
  • 6,755 Sq Ft

  1 and 5 Park Ave, Dalton, MA 01226

  MAGNIFICENT circa 1913 ESTATE with CARRIAGE HOUSE. Rare opportunity to own a distinguished Berkshire estate featuring two residences on more than six private acres. The stately main home at 1 Park Avenue showcases exceptional craftsmanship, a grand foyer with sweeping staircase, expansive kitchen with butler's pantry, formal living spaces, sun porch, and multiple covered porches. The luxurious

  Jeff Wilkinson Jeff Wilkinson

  1 and 5 Park Ave, Dalton, MA 01226
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  /44

  $585,000

  • 5 Beds
  • 3 Baths
  • 2,904 Sq Ft

  117 Lucia Dr, Pittsfield, MA 01201

  Move-in ready and filled with upgrades, this southeast Pittsfield colonial home offers five bedrooms and flexible living space. The first floor includes a bedroom and full bath, while the second floor features a primary ensuite plus three additional spacious bedrooms. Enjoy a beautifully landscaped, very private backyard with an above-ground pool and convenient access from the kitchen

  Susan Calkins STONE HOUSE PROPERTIES, LLC

  117 Lucia Dr, Pittsfield, MA 01201
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  /35

  $210,000

  • 3 Beds
  • 2 Baths
  • 1,616 Sq Ft

  42 Prospect St, North Adams, MA 01247

  Discover the potential in this spacious home offering room for everyone! Featuring 3 bedrooms plus a smaller bonus room, with the convenience of a first-floor bedroom, this home offers a flexible layout to fit a variety of needs. The main level also includes a kitchen, living room, dining room, and den, providing plenty of space for everyday living and entertaining. Two full bathrooms are located

  Susan Colvin MONARCH REALTY, INC.

  42 Prospect St, North Adams, MA 01247
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  /35

  $549,000

  $66K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 3,278 Sq Ft

  750 Stebbins Rd, Otis, MA 01253

  Enjoy the beauty of the Berkshires in your own country home on a dead end road. Thirty acres of privacy with possible views to the east. Roof was done in 2011 and foundation was redone in 1991. This nearly 100 yr old home has been loved for many years by one family. The 31' x 50' great room with large stone fireplace has seen generations come and go playing games and warming by the crackling

  Laurie Nikituk RED HORSE REAL ESTATE, LLC

  750 Stebbins Rd, Otis, MA 01253
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  /26

  $220,000

  • 7 Beds
  • 2.5 Baths
  • 3,216 Sq Ft

  27 Daniels Ave, Pittsfield, MA 01201

  Bring your vision and creativity to this spacious side-by-side duplex that's been stripped down and prepped for its next chapter. Much of the heavy lifting has already been completed, including extensive demolition work and rough electrical installation. The exterior has also received a fresh coat of paint, providing a head start on your renovation plans. Originally intended to be converted into

  Michele Purcell Lamacchia Realty, Inc. - Dalton

  27 Daniels Ave, Pittsfield, MA 01201
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  /37

  $620,000

  $30K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 1,814 Sq Ft

  298 Park St, Great Barrington, MA 01230

  Completely renovated New England farmhouse offering the perfect blend of historic charm and modern convenience. Thoughtfully remodeled throughout with updated kitchen, baths, systems, and finishes while preserving the character and warmth of a classic Berkshire home. Bright, inviting living spaces, abundant natural light, and quality craftsmanship create a move-in-ready residence with potentially

  Paula McLean PAULA MCLEAN REALTORS INC.

  298 Park St, Great Barrington, MA 01230
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  /14

  $259,900

  • 5 Beds
  • 2 Baths
  • 2,520 Sq Ft

  178 Appleton Ave, Pittsfield, MA 01201

  Move right into the vacant unit and start generating income from the other. The property includes a small, easy-to-maintain yard, perfect for enjoying outdoor space without extensive upkeep. While there is no off-street parking, the property's functional layout and income-producing potential make it an excellent value. Whether you're looking to owner-occupy or expand your investment portfolio,

  Robin Moore 413 REAL ESTATE

  178 Appleton Ave, Pittsfield, MA 01201
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  /32

  $929,000

  • 4 Beds
  • 3 Baths
  • 1,875 Sq Ft

  1289 Canaan Southfield Rd, Southfield, MA 01259

  Situated on just over 1.6 acres in Southfield, this charming property offers access to a private tennis court, and pool through the homeowners'' association. It has been meticulously updated and is ready for immediate occupancy. The beautiful screened porch and newly constructed terraced stonework establish the home as a genuine indoor/outdoor Berkshire retreat. Enjoy views of a striking gully

  Holly Leibrock ELYSE HARNEY REAL ESTATE

  1289 Canaan Southfield Rd, Southfield, MA 01259
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  /43

  $399,000

  $16K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,404 Sq Ft

  19 Roselyn Dr, Pittsfield, MA 01201

  This charming 3-bedroom home is ready to move in! Great west Pittsfield neighborhood. Just 5 minutes from downtown, less than 20 to Tanglewood, a half hour drive to Williams College and the Clark Art Institute. Wood burning fireplace, lots of natural light, heated sun porch, and a beautiful backyard with a large deck, berry bushes, and fruit trees. The first floor features the kitchen with

  Allison Pacelli PACELLI ZEPKA

  19 Roselyn Dr, Pittsfield, MA 01201
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  /52

  $1,579,000

  $96K PRICE DROP

  • 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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  /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
• 

  

  /29

  $269,000

  $30K 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. - Dalton

  162 W Housatonic St, Pittsfield, MA 01201
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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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  /37

  $499,900

  $30K PRICE DROP

  • 6 Beds
  • 3 Baths
  • 3,320 Sq Ft

  136 Pomeroy Ave, Pittsfield, MA 01201

  Step into timeless elegance in this exceptional 6-bedroom, 3-bath historic residence, where classic architectural details blend seamlessly with thoughtful modern updates. Meticulously maintained and enhanced over the years, this one-of-a-kind home showcases the craftsmanship and character rarely found today. From the moment you enter, you'll be captivated by the grand, sun-filled rooms, gleaming

  Robin Moore 413 REAL ESTATE

  136 Pomeroy Ave, Pittsfield, MA 01201
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  /30

  $345,000

  $40K PRICE DROP

  • 6 Beds
  • 6 Baths
  • 2,260 Sq Ft

  37 Melville St, Pittsfield, MA 01201

  Six unit multi-family investment property located in the heart of downtown Pittsfield. Located footsteps from shopping, restaurants, an more!. Includes six studio apartments, vinyl siding, and separate electricity for each unit.

  Cory Evangelisto NOCHER REALTY

  37 Melville St, Pittsfield, MA 01201
• 

  

  /20

  $209,000

  • 4 Beds
  • 1.5 Baths
  • 2,059 Sq Ft

  232 First St, Pittsfield, MA 01201

  Located on the edge of Pittsfield's Downtown Creative District, this versatile colonial has served as professional office space for 20+ years and offers endless possibilities. Features include 6 private offices, a reception/waiting area, half bath, bonus room, handicap-accessible ramp, off-street parking, and a detached 4-bay garage with income potential. Ideal for medical, professional,

  Anthony Riello Lamacchia Realty, Inc. - Dalton

  232 First St, Pittsfield, MA 01201
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  /76

  $1,695,000

  • 5 Beds
  • 4.5 Baths
  • 4,697 Sq Ft

  153 Gale Rd, Williamstown, MA 01267

  Nestled on just under three beautifully landscaped acres in one of Williamstown's most sought-after neighborhoods, this gracious, sprawling cedar-shingle residence blends classic New England architecture with modern updates and exceptional spaces for everyday living and entertaining.The thoughtfully designed floor plan offers 4 spacious bedrooms and 4.5 bathrooms, including a generous primary

  Rebecca Cellana BURNHAM GOLD REAL ESTATE, LLC

  153 Gale Rd, Williamstown, MA 01267
• 

  

  /14

  $349,999

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

  92 East Ave, North Adams, MA 01247

  Open House Saturday 8/15/26 12-2. Welcome to 92 East Avenue, this 3 bedroom and 1.5 bath is located on a generous 0.28-acre lot, provides both comfortable living space and outdoor potential in an established and sought after neighborhood The home features a practical layout ideal for everyday living, with room to personalize and update to your taste. Minutes from downtown North Adams, the

  Daniel Smachetti L & M Realty

  92 East Ave, North Adams, MA 01247
• 

  

  /40

  $1,990,000

  $3M PRICE DROP

  • 11 Beds
  • 7 Baths
  • 5,878 Sq Ft

  775 Williamstown Rd, Lanesborough, MA 01237

  Spectacular Homestead! Gather year-round with family and friends on this one-of-a kind estate, including 2 houses, 4 historic barns and maintenance building. 161 pristine acres with stunning views, mountain paths, and stunning giant stonewalls throughout. Gorgeous New England marble stone farmhouse built in 1780, with modern addition featuring vaulted ceiling and massive windows which flood the

  Andy Kelly BERKSHIRE BUSINESS PROPERTIES

  775 Williamstown Rd, Lanesborough, MA 01237
• 

  

  /41

  $289,900

  Pre-Foreclosure

  • 4 Beds
  • 1.5 Baths
  • 1,572 Sq Ft

  246 Dalton Ave, Pittsfield, MA 01201

  Welcome to 246 Dalton Ave, a charming colonial-style home nestled in the heart of Pittsfield, MA. This delightful residence features four spacious bedrooms and one and a half baths, perfect for families or those seeking extra space. The home does offer potential for a 1st floor bedroom as well. The classic architecture is complemented by modern updates, providing a cozy yet stylish living

  Doug Collins Lamacchia Realty, Inc. - Dalton

  246 Dalton Ave, Pittsfield, MA 01201
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  /80

  $989,900

  • 4 Beds
  • 3.5 Baths
  • 4,298 Sq Ft

  65 Johnson Rd, Dalton, MA 01226

  THIS is the one! Set on 1.53 beautifully landscaped acres, this 4BR, 3.5BA home delivers 4,298 sq ft of incredible living. The renovated chef's kitchen is what dreams are made of--Sub-Zero refrigerator, Wolf appliances, built-in Miele coffee maker, oversized island & custom cabinetry-plus built-in fridge/freezer drawers in the dining room. Cathedral-ceiling living room with fireplace, sunroom,

  THE KAHN TEAM BISHOP WEST REAL ESTATE

  65 Johnson Rd, Dalton, MA 01226
• 

  

  /27

  $64,900

  $35K 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
• 

  

  /31

  $109,000

  $91K PRICE DROP Pre-Foreclosure

  • 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
• 

  

  /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
• 

  

  /38

  $999,000

  • 3 Beds
  • 2.5 Baths
  • 2,262 Sq Ft

  22 Post Rd, Lenox, MA 01240

  Welcome home to an extraordinary blend of modern style, flexible living, and resort-quality outdoor amenities, perfectly located moments from the heart of downtown Lenox, top-notch dining, Tanglewood, & the local high school on a quiet cul-de-sac. Step inside to a bright, freshly painted open floor plan framed by updated windows that flood the space with natural light. The inviting living area

  The Allain Group Compass

  22 Post Rd, Lenox, MA 01240
• 

  

  /13

  $495,000

  $30K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,836 Sq Ft

  25 & 29 New Ashford Rd, Williamstown, MA 01267

  Don't miss out on this unique investment opportunity in south Williamstown. Two 2-family properties being sold together at less than assessed value. #25 New Ashford consists of 1,820 sq.ft. with 2 one-bedroom, one-bath units, a porch and a full basement. #29 New Ashford consists of 2,016 sq.ft. with a two-bedroom, one bath unit, a one-bedroom, one bath unit and shared laundry in the common area.

  Jeffrey King ALTON & WESTALL REAL ESTATE AGENCY, LLC

  25 & 29 New Ashford Rd, Williamstown, MA 01267
• 

  /2

  $195,000

  $16K PRICE DROP

  • 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
• 

  

  /28

  $449,000

  $30K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,765 Sq Ft

  107 S Main St, Sheffield, MA 01257

  The Hatfield House : A rare 1793 Sheffield antique offering a unique renovated live/work opportunity, move-in ready; the main residence blends historic character including a sealed basement, new 3 bedroom Septic.. A separate one-bedroom apartment with its own entrance provides income or guest flexibility. Set on 1.5 acres with protected wetland views, commercial/residential zoning allows for

  Judi Panzano HOUSATONIC REAL ESTATE

  107 S Main St, Sheffield, MA 01257

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