Berkshire County MA Homes for Sale

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  /40

  $439,000

  • 3 Beds
  • 1.5 Baths
  • 1,816 Sq Ft

  96 E Housatonic St, Pittsfield, MA 01201

  Fall in love with this beautifully maintained two-story brick colonial home. Nestled in one of the area's most sought after neighborhoods, this well-loved residence is filled with charm and character.The classic red brick exterior is settled on its lot with timeless curb appeal providing an irresistible first impression. Built in 1920, this home is under review with the Massachusetts

  Michelle Picard NOCHER REALTY

  96 E Housatonic St, Pittsfield, MA 01201
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  /25

  $94,500

  $11K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,080 Sq Ft

  3 Iroquois Dr, North Adams, MA 01247

  Enjoy easy, low-maintenance living in this well-maintained, with some updates/ upgrades, including a 14 x 30 heated addition, 1977 Ramada mobile home located in the desirable resident-owned Wheel Estates community in North Adams. Offering comfortable single-level living, this home is an excellent opportunity for those looking to downsize, purchase their first home, or enjoy an affordable

  Paul Harsch HARSCH ASSOCIATES

  3 Iroquois Dr, North Adams, MA 01247
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  /68

  $419,900

  • 3 Beds
  • 4 Baths
  • 2,269 Sq Ft

  1112 South St, Dalton, MA 01226

  If space, flexibility, & a great backyard are on your wish list, this home is one to see! Thoughtfully expanded over the years, the home offers a versatile layout with generously sized bedrooms on both the first and second floors, four bathrooms, and plenty of bonus space. The back addition is especially inviting, featuring a large living room and dining room with plenty of space to gather.

  Jessie Downer Lamacchia Realty, Inc. - Dalton

  1112 South St, Dalton, MA 01226
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  /37

  $1,498,000

  • 6 Beds
  • 4.5 Baths
  • 3,808 Sq Ft

  3 Thrushwood Ln, Great Barrington, MA 01230

  TO BE BUILT: Gorgeous neighborhood setting with lush landscaping and Indulge in refined Berkshire living on an exclusive cul-de-sac, where effortless HOA services complement this exquisite new construction. Offering 3,808 sq ft of thoughtfully designed, environmentally conscious living less than a mile from downtown Great Barrington, this home is the perfect modern retreat. Enter through a

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  3 Thrushwood Ln, Great Barrington, MA 01230
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  /27

  $269,900

  $25K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,386 Sq Ft

  141 Dewey Ave, Pittsfield, MA 01201

  This 2 family flat is ready for it's new owner or someone looking for rental income. Both units have been remodeled with new kitchens, baths, flooring and fresh paint. Both units have enclosed porches. There is a large oversized commercial garage in the back that's perfect for storage, additional rental income. Easy walk up to the downtown area.

  Janet Benoit MOCKINGBIRD REAL ESTATE

  141 Dewey Ave, Pittsfield, MA 01201
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  /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
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  /51

  $599,000

  • 3 Beds
  • 2 Baths
  • 2,686 Sq Ft

  56 Victoria Ln, Lanesboro, MA 01237

  Reintroducing 56 Victoria Lane, with a new roof, freshly painted rooms, areas with new landscaping and more!Set on a hilltop, the end of a cul-de-sac in desirable Lanesborough, offering the perfect blend of privacy, space & functionality. This 3-bedroom, 2-bath home features over 2,600 square feet of living space & a versatile layout designed to fit a variety of lifestyles. The first floor

  Jessica Rizzo Lamacchia Realty, Inc. - Dalton

  56 Victoria Ln, Lanesboro, MA 01237
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  /43

  $275,000

  • 3 Beds
  • 1 Bath
  • 1,094 Sq Ft

  12 Apremont St, Adams, MA 01220

  RARE OFFERING! This well maintained, charming 3BR home features an expansive 5-car garage/workshop setup, offering endless possibilities for automotive, electrical, woodworking, crafting projects; equipment storage, or home-based hobbies. Boasting approx. 1,094sf of 1-level living space living space with its original character intact, it offers an excellent opportunity for updates and

  Colleen Zajac MONARCH REALTY, INC.

  12 Apremont St, Adams, MA 01220
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  /38

  $939,000

  $60K PRICE DROP

  • 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
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  /66

  $3,900,000

  • 8 Beds
  • 6.5 Baths
  • 7,494 Sq Ft

  140 Hancock Rd, Pittsfield, MA 01201

  Set along the shores of beautiful Pontoosuc Lake, this extraordinary private estate captures the very best of Berkshire waterfront living. Enjoy sweeping lake and mountain views, a private dock, heated pool, outdoor kitchen and fire pits designed for unforgettable entertaining. Inside, open-concept living showcases the views, while a chef's kitchen with Wolf and Sub-Zero appliances anchors the

  Katie Soules WILLIAM RAVEIS - BERKSHIRE

  140 Hancock Rd, Pittsfield, MA 01201
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  /16

  $1,325

  • 2 Beds
  • 1 Bath

  40 E Jordan St Unit 4, Adams, MA 01220

  Welcome to this small 2 bedroom apartment located a walk away from downtown Adams. This adorable apartment offers 2 bedrooms and 1 bathroom with a quaint feel.. Beautiful new floors run throughout, leading to a lovely, well-appointed kitchen. This charming apartment is ready for you to move right in! Natural gas heating system, vinyl windows, parking off street, trash included. Utilities are the

  Jason Nocher NOCHER REALTY

  40 E Jordan St Unit 4, Adams, MA 01220
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  /12

  $159,000

  • Land
  • 1.3 Acres
  • $122,308 per Acre

  636 Hancock Rd, Pittsfield, MA 01201

  An excellent opportunity to build your dream home on over an acre of land with many of the major improvements already in place. This developed parcel is ready for its next owner, featuring power with meter and panel, city water connected with an on-site shutoff, and operable internet service. A milled blacktop driveway provides convenient access, and city-approved septic designs have already been

  Laiken Rapisarda Lamacchia Realty, Inc. - Dalton

  636 Hancock Rd, Pittsfield, MA 01201
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  /32

  $230,000

  $20K PRICE DROP

  • 6 Beds
  • 2 Baths
  • 2,700 Sq Ft

  73-75 Hall St, North Adams, MA 01247

  This property shares a driveway with the two-family next door at 69-71 Hall St, which is also available for sale! Two-family flat with one unit renovated and the other unit ready to be completed. Each apartment consists of living room, dining room, kitchen 3 bedrooms and 1 bathroom. There is a lovely front porch offering gorgeous mountain views!The third floor is the attic, separate from

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  73-75 Hall St, North Adams, MA 01247
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  /42

  $315,000

  • 3 Beds
  • 1 Bath
  • 1,540 Sq Ft

  66 Emerson Ave, Pittsfield, MA 01201

  Set in a desirable southeast Pittsfield neighborhood, this charming 3 bedroom, 1 bath Colonial offers a compelling blend of timeless character, natural light, and thoughtfully addressed updates. Original hardwood floors lend warmth and authenticity throughout the living spaces, while updated windows bring added brightness to the home.The updated kitchen, with granite countertops, provides

  Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

  66 Emerson Ave, Pittsfield, MA 01201
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  /50

  $789,000

  • 4 Beds
  • 3 Baths
  • 2,568 Sq Ft

  307 Sanctuary Ln, Sandisfield, MA 01255

  Light, airy & effortlessly inviting this 4 bedroom & 3 full bath home is made for Berkshire Living. Walls of windows & a sun filled sunroom bring the surrounding woodlands into nearly every room, while a brand new oversized deck sets the stage for long summer dinners & relaxing afternoons. A separate grilling deck offers the perfect spot for outdoor cooking & easy entertaining. Spacious interior

  Molly Thomas COMPASS MASSACHUSETTS , LLC GB

  307 Sanctuary Ln, Sandisfield, MA 01255
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  /46

  $319,900

  • 3 Beds
  • 1 Bath
  • 1,308 Sq Ft

  57 Alba Ave, Pittsfield, MA 01201

  Discover your dream home at 57 Alba Avenue in Pittsfield, Massachusetts! This charming 3-bedroom, 1-bath ranch-style residence features an inviting open concept floor plan, perfect for modern living. The recently renovated kitchen boasts elegant stone countertops, seamlessly flowing into a cozy dining area. Enjoy the convenience of an attached one-car garage and a partially finished basement that

  Doug Collins Lamacchia Realty, Inc. - Dalton

  57 Alba Ave, Pittsfield, MA 01201
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  /37

  $1,260,000

  • 5 Beds
  • 4 Baths
  • 3,334 Sq Ft

  1574-1579 Pleasant St, Lee, MA 01238

  Historic 1815 compound — 3 independent income-producing units — $154K gross revenue in 2025. 1815 Greek Revival farmhouse duplex + converted barn — an investment rental property or family compound minutes from Main Street Stockbridge. Turnkey 5-star Airbnb, 6 years running, $154K/year. On historic registry as birthplace of a U.S. Supreme Court Justice. Compact, low-maintenance parcel — all the

  Derek Greene The Greene Realty Group

  1574-1579 Pleasant St, Lee, MA 01238
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  /39

  $490,000

  • 3 Beds
  • 1.5 Baths
  • 2,119 Sq Ft

  444 Pomeroy Ave, Pittsfield, MA 01201

  Introducing 444 Pomeroy Ave, a true neighborhood icon! This one ticks all the boxes: Curb appeal to the max with mature perennial plantings, gracious front yard, private side yard with hot tub, and the true star of the show--the screened porch, which you won't want to leave in the summer. The home is spacious with a cooks kitchen and dining room, ample fire placed living room w/ built-ins galore.

  John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  444 Pomeroy Ave, Pittsfield, MA 01201
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  /47

  $674,900

  • 6 Beds
  • 3 Baths
  • 4,832 Sq Ft

  1 Eaton Ln, Pittsfield, MA 01201

  Elegance Meets History on 1 Eaton Lane!Tucked away on a quiet, sought-after street just minutes from the Country Club of Pittsfield & only 10 minutes to vibrant downtown Lenox, this remarkable Colonial seamlessly blends timeless character with extraordinary versatility. Offering just under 5,000 square feet of living space, this historic estate presents a rare opportunity for those seeking a

  Stacy Chojnowski WILLIAM PITT SOTHEBY'S - LENOX

  1 Eaton Ln, Pittsfield, MA 01201
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  /5

  $95,000

  $30K PRICE DROP

  • Land
  • 3.5 Acres
  • $27,143 per Acre

  0 Daniels Rd, Clarksburg, MA 01247

  3.5 acres of open field and two exceptional homesite locations. Either build closer to the road or up on the top tier to overlook everything. Perfect for the person looking to build their first home, second home, or simply to invest their money into land that has tremendous value! Enough acreage and road frontage to be subdivided or utilized for an ADU. Recently perc tested with excellent results

  Jake Belanger Mountain Stream LLC

  0 Daniels Rd, Clarksburg, MA 01247
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  /17

  $550,000

  • Land
  • 52.35 Acres
  • $10,506 per Acre

  206 Stevens Glen Rd, Richmond, MA 01254

  The offered property comprises 52.35± acres in Richmond, Massachusetts, featuring a varied landscape of wooded acreage and a small open field near the northern portion of the property that provides scenic views to the south and west. The surrounding woodland creates a private setting adjoining the Berkshire Natural Resources Council's Stevens Glen Reserve, known for its maintained trail system

  Keith Ross LandVest, Inc.

  206 Stevens Glen Rd, Richmond, MA 01254
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  /34

  $449,000

  • 2 Beds
  • 2 Baths
  • 1,442 Sq Ft

  35 S Road Extension, Hinsdale, MA 01235

  Discover this Gorgeous home, constructed in 2007, presenting modern interior details and a Beautiful log exterior. This attractive property offers a unique opportunity for a primary residence or a getaway retreat.. The kitchen is thoughtfully designed with an abundance of fine cabinetry providing both functionality and a central gathering space for culinary endeavors. Open to the kitchen you will

  Paul Zingarelli Berkshire Hathaway HomeServices Realty Professionals

  35 S Road Extension, Hinsdale, MA 01235
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  /21

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,708 Sq Ft

  137 Housatonic St, Lenox, MA 01240

  HOME BEING SOLD AS IS NO NEGOTIATION ON INSPECTION ISSUES. THE PRICE IS NOT NEGOTIABLE. Two family minutes from downtown Lenox. First floor unit has 2 bedrooms with spacious living area and kitchen. Upstairs unit is a 1 bedroom, 1 bath with fireplace and back deck. Roof replaced in 2021, natural gas, town water and sewer.

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  137 Housatonic St, Lenox, MA 01240
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  /36

  $319,900

  • 3 Beds
  • 1 Bath
  • 1,335 Sq Ft

  115 Main St, Cheshire, MA 01225

  Beautifully updated while maintaining its classic New England charm. Offering 3 bedrooms, 1 full bath, and 1,335 square feet of move-in ready living space on a spacious and level half acre lot. The recently remodeled interior features a stunning new kitchen with white shaker cabinetry, granite countertops, subway tile backsplash, and new stainless steel appliances. The beautifully renovated

  Cory Evangelisto NOCHER REALTY

  115 Main St, Cheshire, MA 01225
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  /37

  $349,900

  • 3 Beds
  • 1 Bath
  • 1,050 Sq Ft

  30 Joan Dr, Pittsfield, MA 01201

  Well-located home nestled in a desirable neighborhood with convenient access to local amenities, schools, and outdoor recreation. This inviting property offers a comfortable layout designed for everyday living and entertaining, featuring bright, sun-filled spaces and a warm, welcoming atmosphere throughout.The home provides a functional flow with generously sized living areas, a thoughtfully

  John Ciepiela BISHOP WEST REAL ESTATE

  30 Joan Dr, Pittsfield, MA 01201
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  /37

  $910,000

  $1K PRICE INCREASE

  • 4 Beds
  • 2 Baths
  • 3,214 Sq Ft

  130 Ridge Ave, Pittsfield, MA 01201

  Welcome to life on beautiful Pontoosuc Lake, where breathtaking sunrise views and year-round waterfront living await. This charming, move-in-ready home offers the perfect combination of comfort, thoughtful updates, and low-maintenance living in a truly special lakefront setting.The open and airy living room features soaring vaulted ceilings, expansive windows that capture stunning lake views,

  Laiken Rapisarda Lamacchia Realty, Inc. - Dalton

  130 Ridge Ave, Pittsfield, MA 01201
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  /22

  $239,000

  • 2 Beds
  • 1.5 Baths
  • 1,056 Sq Ft

  14 Clifford St Unit A5, Pittsfield, MA 01201

  Affordable living awaits in this freshly painted, charming condo in a small eight-unit association. The $200 monthly HOA fee includes road maintenance, snow removal, master insurance, and trash. Two parking spaces are located in front. The first floor features a spacious living room, generously sized kitchen with a dining area, convenient half bath, and direct access to a private rear deck.

  Andreea Duta BISHOP WEST REAL ESTATE

  14 Clifford St Unit A5, Pittsfield, MA 01201
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  /3

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,564 Sq Ft

  1415 Canaan Southfield Rd, Southfield, MA 01259

  3 BR 2 Bath Home with tons of storage and lots of space. Great opportunity for a small homestead or someone looking for a home with shope space and outbuilding. BEING SOLD AS IS

  Eric Steuernagle FAIRGROUND REAL ESTATE, INC

  1415 Canaan Southfield Rd, Southfield, MA 01259
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  /54

  $970,000

  • 3 Beds
  • 2 Baths
  • 2,368 Sq Ft

  86 Pine Knoll Rd, Lenox, MA 01240

  Tucked away in one of Lenox's most desirable neighborhoods, this contemporary ranch has been completely renovated with no expense spared, offering effortless single-level living and a seamless connection to the outdoors. Vaulted ceilings, walls of glass, and an abundance of natural light create an open, inviting atmosphere, while nearly every room overlooks the beautifully landscaped, private

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  86 Pine Knoll Rd, Lenox, MA 01240
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  /34

  $269,000

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft

  34 Baldwin Ave, Pittsfield, MA 01201

  Welcome to The Orchards, one of Southeast Pittsfield's most desirable neighborhoods. Sited on a beautiful lot, this 3 bedroom, 1 bath ranch offers comfortable one-level living at an outstanding price, allowing you to make updates and transform this home to suit your needs. Large eat in kitchen and spacious family room make it easy to host family and friends. Whether you're starting your next

  Victoria Standring Lamacchia Realty, Inc. - Dalton

  34 Baldwin Ave, Pittsfield, MA 01201
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  /71

  $299,900

  • 3 Beds
  • 2 Baths
  • 1,218 Sq Ft

  46 Pinehurst Ave, Pittsfield, MA 01201

  YOUR PRIVATE RETREAT JUST A SHORT WALK TO PONTOOSUC LAKE WITH ENDLESS POTENTIAL!!! Tucked away at the Very End of the Street this 3 Bedroom, 2 Full Bath Home offers a Peaceful, Secluded Setting & Ready for Your Personal Vision & Unique Style. Convenient 1st Floor Laundry, The Eat-In Kitchen features Aristo Kraft Cabinetry, While the Cozy Private Deck is the Perfect Place to Relax, Unwind & Enjoy

  Kim Gordnier RE/MAX COMPASS

  46 Pinehurst Ave, Pittsfield, MA 01201
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  /59

  $3,925,000

  • 8 Beds
  • 8.5 Baths
  • 6,000 Sq Ft

  17 Main St, Lenox, MA 01240

  Extraordinary opportunity to own a showcase of New England history and hospitality--17 Main Street, a masterfully restored Berkshire cottage in the vibrant heart of downtown Lenox. Originally built in 1883 and once owned by Gilded Age shipping magnate John Schermerhorn, this landmark property blends historic grandeur with modern comfort. Between 2021 and 2025, the residence underwent a

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  17 Main St, Lenox, MA 01240
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  /29

  $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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  /40

  $284,900

  $15K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,501 Sq Ft

  96 Boylston St, Pittsfield, MA 01201

  Back on the market, and someone else's loss is about to be your gain. Some homes just feel right the moment you arrive. Sitting at the end of a dead-end street, 96 Boylston offers the kind of quiet and privacy that's hard to find this close to downtown Pittsfield. No through traffic, no neighbors driving past, just a peaceful street that's yours to enjoy. Step inside and you'll find a clean,

  Kyle Crocker eXp REALTY

  96 Boylston St, Pittsfield, MA 01201
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  /24

  $199,000

  • 2 Beds
  • 1 Bath
  • 776 Sq Ft

  260 Werden Rd, Otis, MA 01253

  Delightful, throwback mountain cottage set in the forests of Otis on over two and a half acres. Handyman special being sold as is. One bedroom, one bath plus a large sleeping porch, roomy kitchen and living room with beamed ceilings and hardwood floors. Stairs lead to a detached artist's studio with a view of the home and deck.

  Kim Bergland RED HORSE REAL ESTATE, LLC

  260 Werden Rd, Otis, MA 01253
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  /64

  $649,900

  • 3 Beds
  • 3 Baths
  • 1,794 Sq Ft

  336 Stevens Glen Rd, Richmond, MA 01254

  Just over the hill from Tanglewood, down a quiet country road, this year-round Richmond retreat blends privacy, rustic character, and expert craftsmanship. The heart of the home is the vaulted great room, where exposed beams, a loft balcony, and a wood stove create a warm gathering space that flows seamlessly into a beautifully crafted three-season porch with interchangeable glass and screen

  Conor Meehan STONE HOUSE PROPERTIES, LLC

  336 Stevens Glen Rd, Richmond, MA 01254
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  /32

  $725,000

  • 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
• 

  

  /35

  $550,000

  • 3 Beds
  • 3 Baths
  • 1,747 Sq Ft

  369 Deer Run Rd, Sandisfield, MA 01255

  Little Acorn House - a warm and inviting Otis Wood Lands Contemporary with three bedrooms and three full bathrooms. The dappled morning light brightens the open kitchen/living/dining area. A spacious four-season room, bedroom and full bath complete the main floor. Second floor includes two bedrooms and a full bathroom. Walk-out lower level with great game room space, office/den and full bathroom.

  Emily Piacquadio WILLIAM RAVEIS - BERKSHIRE

  369 Deer Run Rd, Sandisfield, MA 01255
• 

  

  /27

  $799,000

  Open Sat 10AM - 12PM

  • 3 Beds
  • 2.5 Baths
  • 2,413 Sq Ft

  131 Fox Run, Lee, MA 01238

  Immaculate Center Hall Colonial in one of Lee's most desirable neighborhoods. Beautifully maintained and move-in ready, this inviting home offers 3 bedrooms, 2.5 baths, plus a spacious game/bonus room. The first floor features a wonderful eat-in kitchen with granite counters and abundant cabinetry for the home chef, a large living room with fireplace, formal dining room, and gleaming hardwood

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  131 Fox Run, Lee, MA 01238
• 

  

  /28

  $499,900

  • 2 Beds
  • 2 Baths
  • 2,238 Sq Ft

  784 E Main St, North Adams, MA 01247

  Discover the timeless appeal of this beautifully renovated mid-century modern split-level home, thoughtfully designed across four spacious levels. Offering two bedrooms and two full bathrooms, this unique property features flexible living space with the potential for a third bedroom, home office, family room or hobby space to suit your needs.The stunning living room showcases soaring

  Tracy Munger KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  784 E Main St, North Adams, MA 01247

Showing Results 81 - 120, Page 3 of 18