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Berkshire County MA Homes for Sale

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  • /41

    $500,000

    • 3 Beds
    • 2 Baths
    • 2,106 Sq Ft

    117 Strykers Rd, Florida, MA 01247

    Two homes on almost 5 acres! Have you always dreamed of living a sustainable, homesteading life with your family and extended family? This property makes generational living possible! The “cabin” is 2,106 sq ft with updated bathrooms, mainfloor laundry, 2 fireplaces with wood and pellet stove inserts, primary bedroom with large cedar lined walk in closet , 2 addl. bedrooms. Impressive P&B exposed

    Grace Golden Equine Homes Real Estate, LLC

    117 Strykers Rd, Florida, MA 01247
  • /32

    $449,000

    • 3 Beds
    • 2 Baths
    • 1,931 Sq Ft

    16 Windflower Way, Williamstown, MA 01267

    Welcome to this charming, freshly painted throughout and carpeted, 3-bedroom, 2 -bathroom condominium located in the desirable Greylock Village. This end unit offers comfort, convenience, and access to a peaceful and picturesque setting in the heart of the Berkshires. Whether you're looking for a full-time residence or a vacation getaway, this property is perfect for all lifestyles. The large

    Kim Burnham BURNHAM GOLD REAL ESTATE, LLC

    16 Windflower Way, Williamstown, MA 01267
  • /3

    $315,000

    • Land
    • 14.74 Acres
    • $21,370 per Acre

    0 E Alford Rd, West Stockbridge, MA 01266

    Beautiful and pristine 14.7 acre lot, family owned since 1963. 3-4 acres are an open field; a former Christmas tree farm. Rear portion of property is largely wooded with a stream. This area of East Alford Road has many million dollar plus homes. Perfect lot to build your tranquil dream home. Lot was perc tested in 2007. 10 Minutes to the center of West Stockbridge, 15 minutes to Great

    Matt DeLucia William Pitt Sotheby's International Realty

    0 E Alford Rd, West Stockbridge, MA 01266
  • /52

    $1,149,000

    • 4 Beds
    • 2 Baths
    • 2,742 Sq Ft

    22 Sheffield Rd, Great Barrington, MA 01230

    Discover this enchanting 1900s Town Colonial, where historic charm meets modern sophistication. Nestled in a tranquil neighborhood, this home offers four spacious bedrooms, two updated full baths, and a stunning chef's kitchen, blending comfort with style. From the moment you enter through the newly renovated mudroom, you'll appreciate the original wood floors and built-in shelving that preserve

    Suzann Ward HOUSATONIC REAL ESTATE

    22 Sheffield Rd, Great Barrington, MA 01230
  • /32

    $495,000

    • 3 Beds
    • 2 Baths
    • 2,300 Sq Ft

    40 Ryan Rd, Washington, MA 01223

    Contemporary cape with an open, single floor design combines charm and practicality on two private acres. The walk out lower level features an expansive family room with two additional rooms. Heated garage, central vac, Vt Castings wood stove, underground propane, whole house generator and a screened porch to observe the private, landscaped lawn and gardens. This beautifully designed, well

    Henry Hagenah OCTOBER MOUNTAIN REAL ESTATE

    40 Ryan Rd, Washington, MA 01223
  • /69

    $2,250,000

    • 4 Beds
    • 3.5 Baths
    • 4,445 Sq Ft

    50 Old Village Rd, Great Barrington, MA 01230

    Nestled beside 900 acres of Alford Springs Nature Preserve, this contemporary colonial is sited on 5.8 acres. Built in 2005 and fully renovated in 2021, it boasts high-efficiency HVAC and hot water, 14GW of seller-owned solar, an open main floor plan, gorgeous kitchen with top-of-the-line appliances, front porch, screened porch, large 2-car garage, and generously-sized rooms throughout. Two

    Jen Harvey COMPASS MASSACHUSETTS , LLC GB

    50 Old Village Rd, Great Barrington, MA 01230
  • /11

    $99,500

    • Land
    • 1.22 Acres
    • $81,558 per Acre

    58 Stanley Rd, Otis, MA 01253

    THE PERFECT COMBINATION OF VIEWS + PRIVACY + DEEDED WATERFRONT ACCESS ON A MOTORBOAT LAKE A SHORT DISTANCE AWAY THE BEST OF ALL WORLDS The building parcel offers distant Southwestern Views and a large level elevated site to build on. Perc test has been completed and the building site has been partially cleared. Both beautiful distant views and deeded access to Big Pond a relatively short

    Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    58 Stanley Rd, Otis, MA 01253
  • /14

    $1,399,000

    • 16 Beds
    • 16 Baths
    • 8,608 Sq Ft

    14 Highland Ave, Pittsfield, MA 01201

    Excellent 8-Unit Investment Opportunity-5 minute walk to the Lake!Clean, well-maintained multifamily property featuring 8 total units with separate utilities. Each unit includes central A/C. Property offers private, dedicated parking for tenants. Prime location--just minutes from major hospitals, large employers, shopping, and public transit. High-demand rental area with strong occupancy history.

    Tim Gallagher STONE HOUSE PROPERTIES, LLC

    14 Highland Ave, Pittsfield, MA 01201
  • /8

    $499,000

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

    180 Center St, Lee, MA 01238

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

    Tim Gallagher STONE HOUSE PROPERTIES, LLC

    180 Center St, Lee, MA 01238
  • /37

    $399,000

    • 4 Beds
    • 2.5 Baths
    • 2,015 Sq Ft

    111 North St, Williamstown, MA 01267

    Great Opportunity for Investment Property or residence. Close to Williams College and the center of Williamstown. Has a strong rental record as an active Air BnB or College student rental. Offered completely furnished. Offering four bedrooms, two bathrooms and fully appointed kitchen. Lower level is used as a separated office with private office, storage space, sitting area and half bath.

    Terry Harron-Lamb DOUBLE P GENERAL CONTRACTING AND REAL ESTATE ,LLC

    111 North St, Williamstown, MA 01267
  • /10

    $155,000

    • Land
    • 5.24 Acres
    • $29,580 per Acre

    104 Hupi Rd, Monterey, MA 01245

    Ready to build a new custom home with all your personal touches! Views of Lake Garfield. Close to downtown Monterey. Fresh 5 acre parcel to construct a magnificent home in the Berkshires!

    Agent Photo

    Cristian Sanchez

    COHEN & WHITE ASSOCIATES

    (413) 771-4725

    104 Hupi Rd, Monterey, MA 01245
  • /16

    $175,000 Open Sun 10AM - 11:30PM

    • 1 Bed
    • 1.5 Baths
    • 1,056 Sq Ft

    26 Churchill Crest, Pittsfield, MA 01201

    Welcome to this inviting one-bedroom condo nestled in the desirable Churchill Crest Condominium Association. Perfectly located just minutes from Pittsfield State Forest, downtown Pittsfield, and some of the area's top cultural attractions, including Tanglewood, The Colonial Theatre, and Barrington Stage Company.This thoughtfully designed home features a spacious living room with a wood-burning

    Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

    26 Churchill Crest, Pittsfield, MA 01201
  • /26

    $170,000

    • 3 Beds
    • 1 Bath
    • 1,440 Sq Ft

    26 Charles St, North Adams, MA 01247

    MOTIVATED! Seller says SELL, SELL, SELL! Lovingly maintained 3 bedroom/1 bath home close to downtown. Offered for the first time in 40 years, this family home boasts spacious rooms, lots of natural light, and plenty of storage. First floor is home to connected dining/kitchen space with oversized living room, full bath and laundry closet. On the second level you'll find three sizable bedrooms and

    Amy Wood STEEPLEVIEW REALTY - N. ADAMS

    26 Charles St, North Adams, MA 01247
  • /22

    $279,900

    • 3 Beds
    • 1 Bath
    • 1,207 Sq Ft

    7 Hughes St, Adams, MA 01220

    This 3-bedroom, 1-bath home has been completely refreshed inside with all-new flooring, modern finishes, and a stylish new kitchen featuring updated cabinetry. The interior offers a bright, contemporary feel throughout. Enjoy scenic mountain views and relax in the large enclosed porch- perfect for morning coffee! The huge three-car garage provides plenty of space for storage, hobbies, or a

    Jesse Dimitropolis RE/MAX COMPASS

    7 Hughes St, Adams, MA 01220
  • /39

    $308,000

    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    11 Corey Rd, Hancock, MA 01237

    Country Village furnished end unit condo with 3 bedrooms, 2.5 baths walkable to pool, slopes, main lodge and country store.Living room has wood burning fireplace with upstairs open seating area/loft overlooking lower level. nice rear deck with distant west views over back meadow. Good storage for skis and outdoor equipment.

    Carolyn Umlauf HARSCH ASSOCIATES

    11 Corey Rd, Hancock, MA 01237
  • /33

    $469,900

    • 4 Beds
    • 2.5 Baths
    • 2,300 Sq Ft

    59 Joan Dr, Pittsfield, MA 01201

    Welcome to 59 Joan Drive, a well appointed 4-bedroom, 2.5-bath raised ranch located in one of Pittsfield's premier neighborhoods. The main level boasts a bright living room, a modern kitchen with ample storage, and a dining area that opens to a spacious wrap around deck, ideal for outdoor gatherings. The master suite offers a private full bath, while three additional bedrooms provide plenty of

    Doug Collins LAMACCHIA REALTY, INC

    59 Joan Dr, Pittsfield, MA 01201
  • /55

    $1,490,000

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

    5 Glendale Rd, Stockbridge, MA 01262

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

    Martha Piper THE KINDERHOOK GROUP

    5 Glendale Rd, Stockbridge, MA 01262
  • /54

    $2,649,000

    • 6 Beds
    • 6.5 Baths
    • 4,289 Sq Ft

    250 West St, Lenox, MA 01240

    Just seconds not minutes from the main gates of Tanglewood, this stunning contemporary estate is tucked into a sunlit site surrounded by woodland, offering a rare blend of proximity and seclusion. In a region renowned for its natural beauty, it's almost unheard of to find a home this close to the cultural heart of the Berkshires that also feels so entirely removed.Perfectly positioned for

    Agent Photo

    Selina Lamb

    BIRCH PROPERTIES

    (413) 423-1264

    250 West St, Lenox, MA 01240
  • /23

    $154,900

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft

    580 S Main St Unit 2-1, Lanesborough, MA 01237

    Affordable Lakeside Living, 1st Floor, Corner Unit Condo on Beautiful Pontoosuc Lake! Ideally Situated in Building 2, Unit 1, Offers an Open-Concept Layout with Modern Updates for Easy, Low-Maintenance Living. This 1 Bedroom, 1 Bath Unit Includes Extra Bonuses Like a Convenient In-Unit Washer & Dryer Plus 2 Private Storage Units. Relax on the Expansive Back Deck (9'x24') with Scenic Lake Views,

    Kim Gordnier RE/MAX COMPASS

    580 S Main St Unit 2-1, Lanesborough, MA 01237
  • /20

    $3,599,000

    • 15 Beds
    • 15 Baths
    • 11,945 Sq Ft

    615 Laurel St, Lee, MA 01238

    The Lakehouse enjoys a spectacular setting on a westerly facing cliff overlooking pristine Laurel Lake in the heart of The Berkshires. The Lakehouse is a classic three-story, shingle style mansion with 530' of lake frontage including its own dock. Built in 1903, the architecture denotes the unpretentious, timeless elegance of a turn-of-the-century lakeside cottage. There are 15 bedrooms and

    Pamela J Long EAST COAST INN BROKERS

    615 Laurel St, Lee, MA 01238
  • /47

    $1,685,000

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

    9 Bott Hill Rd, Egremont, MA 01230

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

    Suzann Ward HOUSATONIC REAL ESTATE

    9 Bott Hill Rd, Egremont, MA 01230
  • /30

    $530,000

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

    37 Corey Rd Unit 9061, Hancock, MA 01237

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

    Kevin Moderski JIMINY REALTY

    37 Corey Rd Unit 9061, Hancock, MA 01237
  • /28

    $495,000

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

    16 Forrest St, North Adams, MA 01247

    Turn key Airbnb business or beautiful private home in serene setting above the beaten path. No a thru road to property, so more like a gated community.All furnishings are available, to move right in.

    David White OwnerEntry.com

    16 Forrest St, North Adams, MA 01247
  • /56

    $1,200,000

    • 3 Beds
    • 3.5 Baths
    • 2,447 Sq Ft

    6 Muddy Brook Cir, Great Barrington, MA 01230

    Stunning Contemporary Home in Great Barrington - Perfect Blend of Privacy and ConvenienceDiscover this beautifully designed 2,500 sq. ft. contemporary residence nestled in the desirable Great Barrington area. Offering 3 spacious bedroom suites , this home combines elegant style with everyday functionality.Step outside to your private fantasy backyard -- an entertainer's dream featuring a charming

    Eric Steuernagle FAIRGROUND REAL ESTATE, INC

    6 Muddy Brook Cir, Great Barrington, MA 01230
  • /27

    $365,000

    • 3 Beds
    • 1 Bath
    • 872 Sq Ft

    26 Pine St, Great Barrington, MA 01230

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

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    26 Pine St, Great Barrington, MA 01230
  • /21

    $110,000

    • Land
    • 7.07 Acres
    • $15,559 per Acre

    730 Clayton Rd, Sheffield, MA 01222

    BOG LOVERS, come look. Officially designated to be a Bog, this property could be a great one to own for observing its nature views that change the year around. Whether you would want to build a home, and/or build a viewing platform for regular visits, it has 7.2 acres (see map with) about 3.5+acres in a bog like 'state', the remainder being usable for building and walking along the bog's

    Robin Leech Robinson Leech Real Estate

    730 Clayton Rd, Sheffield, MA 01222
  • /24

    $255,000

    • 2 Beds
    • 2 Baths
    • 842 Sq Ft

    37 Corey Rd Unit 73, Hancock, MA 01237

    Country Village living...just listed is this recently renovated 2-bedroom unit which offers 2 full bathrooms also recently renovated. New floors throughout with no carpet. A gorgeous redone stone wood burning fireplace for those cold nights. A recently renovated kitchen with new appliances, granite countertops and wood cabinets. Enjoy the back deck with beautiful views of the mountains.

    Kevin Moderski JIMINY REALTY

    37 Corey Rd Unit 73, Hancock, MA 01237
  • /76

    $795,000

    • 3 Beds
    • 3 Baths
    • 2,452 Sq Ft

    4 Birch Hill Rd, Peru, MA 01235

    This Stunning, bluestone, Raised Ranch has been completely remodeled! This home was built in 1972 and has been occupied and maintained by the original builder/owner. Inside features included, Anderson tilt-wash windows, laminate and tile flooring, 2 fireplaces - one matches the face of the home, the other is native white marble. The Kitchen features, maple cabinets, stainless appliances and

    Marci Levesque BISHOP WEST REAL ESTATE

    4 Birch Hill Rd, Peru, MA 01235
  • /40

    $479,000

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

    345 Big Bass Ln, Becket, MA 01223

    Nestled between forest and garden in the serene, secluded Crystal Pond neighborhood, this bright and breezy home offers rustic charm, serenity and convenience, & central A/C.The open concept floorplan seamlessly merges the dining, kitchen areas into a vaulted great room that boasts threewalls of windows, and skylights. Two bedrooms, new bath and laundry on the first floor, with a beautiful summer

    Agent Photo

    Ginger Conner

    RED HORSE REAL ESTATE, LLC

    (413) 393-6586

    345 Big Bass Ln, Becket, MA 01223
  • /75

    $765,000

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

    112 Silver St, Lanesborough, MA 01237

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

    Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

    112 Silver St, Lanesborough, MA 01237
  • /36

    $579,900

    • 3 Beds
    • 4.5 Baths
    • 5,640 Sq Ft

    168 Elm St, Pittsfield, MA 01201

    Welcome to this exceptional mixed-use building that combines residential and commercial opportunities in one of the most sought after areas in Pittsfield. This property features 3 great apartments and two storefronts, making it ideal for investors or entrepreneurs looking to capitalize on a vibrant local community. The building is FULLY RENTED & offers 3 one bedroom apartments. Apartments are

    Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    168 Elm St, Pittsfield, MA 01201
  • /38

    $850,000

    • 18,000 Sq Ft

    40 Pecks Rd, Pittsfield, MA 01201

    Don’t be late for this redevelopment opportunity! 18,000 Sqft on 1.1 Acres. Structurally sound property offers a rare opportunity to transform a historic space into a vibrant new community. Preliminary estimates suggest the potential for 12 residential units, with ample room for parking and green space. Featuring solid brick construction. Expansive windows, high ceilings, and open floor plans,

    Xavier Cruz Fathom Realty

    40 Pecks Rd, Pittsfield, MA 01201
  • /58

    $4,995,000

    • 7 Beds
    • 8 Baths
    • 13,261 Sq Ft

    319 Under Mountain Rd, Lenox, MA 01240

    Pine Needles.Built circa 1900 as a Berkshire ''cottage'' in the era of grand summer estates, this historic property blends the dignity of Colonial Revival architecture with the relaxed elegance of an Italian villa and the artisanal detail of the Arts & Crafts movement. Sited on 80 private acres just minutes from the heart of Lenox, the estate offers breathtaking southern views, rolling forest,

    Jared Kelly WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    319 Under Mountain Rd, Lenox, MA 01240
  • /6

    $70,000

    • 12 Beds
    • 5 Baths
    • 4,032 Sq Ft

    48 Brown St, Pittsfield, MA 01201

    Opportunity knocks! This 4-family property has suffered significant fire damage and is being sold as-is for land value. Ideal tear down project with endless redevelopment potential. The lot includes a detached garage and offers ample space for new construction. Bring your vision and rebuild in a growing area with strong rental demand. Cash or construction financing only. All offers considered.

    Xavier Cruz Fathom Realty

    48 Brown St, Pittsfield, MA 01201
  • /12

    $170,000

    • 6 Beds
    • 2 Baths
    • 2,128 Sq Ft

    242 Wahconah St, Pittsfield, MA 01201

    Investor Special! This gutted duplex offers a blank canvas with 6 bedrooms, 2 bathrooms, and 2,000 sqft of space, plus the possibility of additional living space in the attic. this property features a large backyard with a serene water stream, A standing garage remains on site for additional storage or future use. Situated on a 13,108 sqft lot, can also be bundled with 40 Pecks Rd & 48 Brown st

    Xavier Cruz Fathom Realty

    242 Wahconah St, Pittsfield, MA 01201
  • /31

    $945,000

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

    18 Creamery Rd, Great Barrington, MA 01230

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

    Allison Rada STONE HOUSE PROPERTIES, LLC

    18 Creamery Rd, Great Barrington, MA 01230
  • /4

    $850,000

    • Land
    • 18.46 Acres
    • $46,045 per Acre

    0 Northwest Hill, Williamstown, MA 01267

    Located on a quiet country road, this 18.5-acre parcel offers beautiful mountain views, privacy, and a peaceful setting. Just minutes from Williams College, the Clark Art Institute, and town amenities, it's the perfect place to create your ideal retreat in the heart of the Berkshires. The property is under Chapter 61A.

    Ann Greenwood ALTON & WESTALL REAL ESTATE AGENCY, LLC

    0 Northwest Hill, Williamstown, MA 01267
  • /36

    $595,000

    • 3 Beds
    • 3 Baths
    • 2,476 Sq Ft

    4 Main St, West Stockbridge, MA 01266

    Beautiful two family riverside home offering comfort, flexibility, and in-town convenience. The front 2BR/2BA residence features soaring ceilings, skylights, an open kitchen, private riverfront deck, and an oversized ensuite bedroom. A spacious lower level provides room for guests, hobbies, or work. A charming garden area overlooking the Williams River adds outdoor enjoyment. The attached 1BR/1BA

    Conor Meehan STONE HOUSE PROPERTIES, LLC

    4 Main St, West Stockbridge, MA 01266
  • /55

    $649,000

    • 5 Beds
    • 2.5 Baths
    • 2,750 Sq Ft

    168 Main St, Sheffield, MA 01257

    Historic village living at its finest. This expansive Turn-of-the-Century Sheffield home is rich with original detail, from its warm wood floors to a magnificent fieldstone fireplace. The property boasts a large, private yard, offering ample space for gardening, recreation, or outdoor entertainment. A substantial barn on the property provides excellent potential for a workshop, studio, or extra

    Tony Segalla LANCE VERMEULEN RE, INC

    168 Main St, Sheffield, MA 01257
  • /79

    $1,360,000

    • 4 Beds
    • 2.5 Baths
    • 3,443 Sq Ft

    28 Main Rd, Lee, MA 01238

    THEY DON'T BUILD HOUSES LIKE THIS ANYMORE.They don't build love at first sight anymore, either. But Sky Hill Farm - a genuine 1798 Federal colonial in Tyringham Valley - has been creating that exact feeling for over two centuries.In 1912, Adele LeBourgeois Chapin wrote about first arriving here at dusk, walking through high grass to the old front door with its worn stone steps and feeling the

    Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    28 Main Rd, Lee, MA 01238

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