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Berkshire County MA Homes for Sale

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  • /70

    $849,000

    • 3 Beds
    • 3 Baths
    • 3,204 Sq Ft

    211 Cottage St, Housatonic, MA 01236

    Just outside the charming village of Housatonic, this extraordinary Queen Anne Victorian stands as a true architectural gem, nested amid lush gardens and beautifully landscaped grounds. From its distinctive urn shaped columns to its twin towers, gables and wrap around porch, every detail reflects the grace and grandeur of a bygone era - balanced perfectly with thoughtful modern updates. Sweeping

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    211 Cottage St, Housatonic, MA 01236
  • /5

    $119,000

    • Land
    • 4.85 Acres
    • $24,536 per Acre

    0 Division St, New Marlborou, MA 01230

    A beautiful land offering with a combination of natural features and convenience. This property borders the Housatonic River providing a peaceful setting, some distant southern mountain views create a scenic backdrop. Fairly level, well suited for a variety of potential uses.

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    0 Division St, New Marlborou, MA 01230
  • /50

    $2,185,000

    Open Sat 1PM - 2:30PM
    • 3 Beds
    • 3.5 Baths
    • 4,752 Sq Ft

    14 Old Tree Farm Rd, Stockbridge, MA 01262

    A rare Berkshire offering w/ space, privacy, & exceptional versatility. Fabulous home & separate studio minutes from Tanglewood & Stockbridge Bowl. Charming 3 BR, 2.5 BA, 2,952 sq ft home - complemented by a beautifully renovated 1,800 sq ft studio barn w/ loft & full BA - rests on 8 picturesque acres with beautiful western views. Perfect for outdoor enthusiasts, culture lovers, or anyone seeking

    Claire Pollart WILLIAM RAVEIS - BERKSHIRE

    14 Old Tree Farm Rd, Stockbridge, MA 01262
  • /40

    $970,000

    • 5 Beds
    • 5 Baths
    • 3,024 Sq Ft

    60 Parsley Ln, Sheffield, MA 01257

    Nestled at the end of a quiet country cul-de-sac, this newly built 5-bedroom, 4.5-bath home embodies refined country living. A dramatic primary suite offers dual walk-in closets and a spa-inspired bath with soaking tub, while a first-floor ensuite bedroom enhances comfort and flexibility. The gas fireplace living room and chef's kitchen create a seamless flow for entertaining, extending to a

    Vashti Poor WILLIAM RAVEIS - BERKSHIRE

    60 Parsley Ln, Sheffield, MA 01257
  • /75

    $3,250,000

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

    651 Hayes Hill Rd, New Marlborough, MA 01230

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

    Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

    651 Hayes Hill Rd, New Marlborough, MA 01230
  • /29

    $719,000

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,015 Sq Ft

    46 Glendale Rd, Stockbridge, MA 01262

    Light-filled contemporary cape built in 2020, this Stockbridge home features an open floor plan anchored by a great room with a gourmet kitchen, dining area & living room. Two spacious first-floor bedrooms share a full bath, while the expansive second-floor primary suite offers a luxurious spa bathroom & a balcony overlooking the living area. The four-season sunroom (heated & cooled for

    Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    46 Glendale Rd, Stockbridge, MA 01262
  • /33

    $775,000

    Open Sat 11AM - 1PM
    • 3 Beds
    • 2.5 Baths
    • 3,082 Sq Ft

    86 Main St, Sheffield, MA 01257

    SOUTH BERKSHIRE COUNTY, UPDATED VILLAGE CENTER HOME & OFFICEThis graciously restored vintage house has all the benefits of an ideal Sheffield setting with walkability to restaurants, Bushnell-Sage Library, Dewey Hall, post office, bank, and churches. With residential/commercial zoning, the house features an above-garage private large office/studio, a 1,000 sq. ft. outbuilding with plumbing

    David Taylor ELYSE HARNEY REAL ESTATE

    86 Main St, Sheffield, MA 01257
  • /10

    $115,000

    • Land
    • 4.7 Acres
    • $24,468 per Acre

    0 Goose Pond Rd, Tyringham, MA 01264

    Your chance to own and build near serene and beautiful Goose Pond, with deeded access for canoeing, kayaking, fishing and swimming. This 4.7 acre parcel awaits you, and will become your place to relax, enjoy and make memories. Nature, peace and quiet found here! Minutes to many notable Berkshire attractions, restaurants, shopping and I-90.

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    0 Goose Pond Rd, Tyringham, MA 01264
  • /30

    $599,000

    $31K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,950 Sq Ft

    245 Clubhouse Dr, Otis, MA 01253

    Fantastic 4 BR Otis Wood Lands Contemporary situated at the end of a cul-de-sac close to all community amenities! This spacious home has great spaces for family and friends. Furniture negotiable. Community amenities include pool, tennis/pickleball courts, fitness room, playground, lodge, lake and beach. New septic in 2023, new hot water heater 06/2025, new roof 2003. $4,000 reserve fund fee due

    Emily Piacquadio WILLIAM RAVEIS - BERKSHIRE

    245 Clubhouse Dr, Otis, MA 01253
  • /79

    $2,495,000

    • 5 Beds
    • 4.5 Baths
    • 3,615 Sq Ft

    17 Cronk Rd, Great Barrington, MA 01230

    Originally built in the 1700s, this historic post-and-beam barn has been thoughtfully renovated over time while maintaining its unique character and charm. A recently installed solar energy system allows for highly efficient living with the potential for an off-grid lifestyle.The home features an open floor plan filled with natural light from numerous oversized windows. A chef's kitchen adjoins

    Suzann Ward HOUSATONIC REAL ESTATE

    17 Cronk Rd, Great Barrington, MA 01230
  • /29

    $129,900

    • 3 Beds
    • 2 Baths
    • 1,168 Sq Ft

    167 Daniels Ave, Pittsfield, MA 01201

    Maureen DeRito Landmark REO Inc.

    167 Daniels Ave, Pittsfield, MA 01201
  • /57

    $1,895,000

    • 6 Beds
    • 4.5 Baths
    • 4,139 Sq Ft

    176 W Center Rd, West Stockbridge, MA 01266

    A lovely, winding approach to this gorgeous 21-acre estate ensuring serenity, privacy, and the beauty of living in the country. The main house includes 3-4 bed, 2 1/2 bath. An impressive architect-designed guest house has 2 ensuite bedrooms with balconies, dramatic exposed beams and vaulted ceilings. The guest house is an extraordinary place to host family and friends both winter and summer. With

    Randy Thunfors STONE HOUSE PROPERTIES, LLC

    176 W Center Rd, West Stockbridge, MA 01266
  • /15

    $1,719,000

    • 37 Beds
    • 24 Baths
    • 21,162 Sq Ft

    306 South St, Pittsfield, MA 01201

    Offered as a 7-property portfolio, totaling 21 units, this package includes a mix of multifamily properties and a single-family home with value-add potential. Several units are tenant-occupied, providing immediate income with upside potential, while others units require renovation, allowing investors to implement a phased improvement strategy. The portfolio currently generates an in-place NOI of

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    306 South St, Pittsfield, MA 01201
  • /21

    $124,900

    • Land
    • 10.8 Acres
    • $11,565 per Acre

    Lots 1-4 Partridge Rd, New Ashford, MA 01237

    Nestled just minutes from downtown Lanesboro, this newly consolidated 10.8 +/- acre parcel merges lots C-1, C-2, C-3 and C-4 into one expansive, approved building lot offering. Situated on a gently rolling ridge, the property enjoys:Approved for Immediate BuildPerc test will be completed prior to sale, and local planning has granted final site plan approval--build your dream home (or multiple

    Nathan Girard ROYAL PROPERTY GROUP

    Lots 1-4 Partridge Rd, New Ashford, MA 01237
  • /8

    $69,500

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 550 Sq Ft

    3 Jennifer Ln, West Stockbridge, MA 01266

    Nicely remodeled 2 bedroom trailer with fireplace and 2 baths. Park rent is $399.56 per month.

    Agent Photo

    John Ciepiela

    BISHOP WEST REAL ESTATE

    3 Jennifer Ln, West Stockbridge, MA 01266
  • /5

    $35,000

    $4K PRICE DROP
    • Land
    • 17,859 Sq Ft
    • $85,366 per Acre

    33 Circular Ave, Pittsfield, MA 01201

    Building lot that is well located and cleared in downtown Pittsfield. City lot is 0.41 acres, approved for building Single Family or Multi-Family up to 4 units and fits within the Multi-Family Residential zone (R-M). Walk-able and close to all amenities including restaurants, grocery stores, shops and public transportation. Water, sewer and gas available on the street. Proximity to the region's

    Cory Evangelisto NOCHER REALTY

    33 Circular Ave, Pittsfield, MA 01201
  • /19

    $819,000

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

    5 Aspen Way, Pittsfield, MA 01201

    Great opportunity to design your 2000 sq ft free-standing condo home at Berkshire Country Meadows! This is one of only three remaining homesites in this established condo community. Select from a several floor plans with contemporary design, featuring one-level living. Primary suite, one-two additional bedrooms, central a/c, gas heat, screened porch, two car garage. On-site amenities include

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    5 Aspen Way, Pittsfield, MA 01201
  • /7

    $219,900

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    233 Cadwell Rd, Pittsfield, MA 01201

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

    Denise DeSellier Berkshire Hathaway HomeServices Realty Professionals

    233 Cadwell Rd, Pittsfield, MA 01201
  • /34

    $799,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    15 Cherry Hill Dr, Pittsfield, MA 01201

    Berkshire Country Meadows single-family condo almost ready for occupancy. Seeking single level living? Compare this for value! 2000 sq ft, 3 br, 2 bath, central a/c, natural gas heat, gas fireplace hardwood flooring, screened porch, large basement offers expansion possibilities, and a two-car garage. Still time to make some custom finishes. Established condo community with pool, tennis, and

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    15 Cherry Hill Dr, Pittsfield, MA 01201
  • /54

    $795,000

    • 4 Beds
    • 3 Baths
    • 2,516 Sq Ft

    14 Roosterville Rd, Sandisfield, MA 01255

    At the end of a quiet dead-end road in Sandisfield, this c.1892 four-bedroom farmhouse sits less than twenty feet from the Wild and Scenic West Branch of the Farmington River, a federally protected, free-flowing trout river. Four bedrooms. Two full baths plus a half. 2,516 sq ft. 4.61 acres. Beautifully transformed interior: a granite-island kitchen rebuilt from the ground up, wide softwood

    Agent Photo

    Chapin Fish

    WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    14 Roosterville Rd, Sandisfield, MA 01255
  • /11

    $395,000

    • 2 Beds
    • 1 Bath
    • 1,008 Sq Ft

    1089 Canaan Southfield Rd, Southfield, MA 01259

    An enchanting parcel of land with a 2 Bedroom Ranch, in need of updates and cosmetics. The land is beautiful, 7.87 acres, with the house nicely sited up on the knoll. So much potential! There is an attached garage and full basement.The septic design is available and estimate is in hand. Being sold ''as is''. A worthwhile project in a private, natural setting.

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    1089 Canaan Southfield Rd, Southfield, MA 01259
  • /30

    $299,900

    • 1 Bed
    • 1 Bath
    • 672 Sq Ft

    825 Thatcher House, Hancock, MA 01237

    IT DOESN'T GET ANY EASIER THAN THIS!! Own this beautiful slope facing 1 bedroom loft condo situated above the ski rental shop. Only 2 units like this exist in the Village Center! Brand new slope side deck overlooking the Berkshire Express chairlift. Newly renovated kitchen and bathroom, and freshly painted. Owner replaced heating/cooling unit and washer/dryer. Fully furnished, including new

    Kevin Moderski JIMINY REALTY

    825 Thatcher House, Hancock, MA 01237
  • /95

    $1,525,000

    $65K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,805 Sq Ft

    130 E Dugway Rd, Lenox, MA 01240

    Two beautifully landscaped acres with perennial gardens blooming throughout the season. An exceptional 10-room home offers privacy, views, and effortless Berkshire living just minutes from downtown Lenox and Tanglewood. The home features an open and inviting layout with a fireplaced living room and a chef's kitchen designed for gathering and entertaining. A stunning four-season sunroom

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    130 E Dugway Rd, Lenox, MA 01240
  • /4

    $215,000

    • Land
    • 14.37 Acres
    • $14,962 per Acre

    0 Reservoir Rd Unit 16, North Adams, MA 01247

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

    Agent Photo

    Gary Fuls Jr

    RE/MAX Transitions

    0 Reservoir Rd Unit 16, North Adams, MA 01247
  • /50

    $1,750,000

    $640K PRICE DROP
    • 6 Beds
    • 5 Baths
    • 7,894 Sq Ft

    500 Williams St, Pittsfield, MA 01201

    Own a Living Masterpiece. Meticulously curated by the current stewards since 2006. This Colonial Revival offers rare fusion of 18th-century authenticity and cutting-edge modern comfort. Designed for both grand-scale entertaining and intimate family life, this c1930, 7,894 sq. ft., Colonial Revival offers 6-bdrms & 4.5-baths. The interior is a treasure of artisan craftsmanship from the formal

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    500 Williams St, Pittsfield, MA 01201
  • /50

    $559,900

    $40K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,561 Sq Ft

    2 Amy Ct, Pittsfield, MA 01201

    Stunning and beautifully designed three-level end unit condominium with luxury finishes throughout. Enter into an open-concept main level, highlighted by gleaming hardwood floors, recessed lighting, and expansive windows that flood the space with natural light. The kitchen offers stainless steel appliances, granite countertops, and custom cabinetry. The spacious living and dining areas are

    Cory Evangelisto NOCHER REALTY

    2 Amy Ct, Pittsfield, MA 01201
  • /13

    $215,000

    • Land
    • 14.37 Acres
    • $14,962 per Acre

    0 Reservoir Rd, North Adams, MA 01247

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

    Agent Photo

    Gary Fuls Jr

    RE/MAX Transitions

    0 Reservoir Rd, North Adams, MA 01247
  • /50

    $559,900

    $40K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,561 Sq Ft

    2 Amy Ct Unit 2, Pittsfield, MA 01201

    Stunning and beautifully designed three-level end unit condominium with luxury finishes throughout. Enter into an open-concept main level, highlighted by gleaming hardwood floors, recessed lighting, and expansive windows that flood the space with natural light. The kitchen offers stainless steel appliances, granite countertops, and custom cabinetry. The spacious living and dining areas are

    Cory Evangelisto NOCHER REALTY

    2 Amy Ct Unit 2, Pittsfield, MA 01201
  • /30

    $125,000

    $25K PRICE DROP
    • 17 Beds
    • 7 Baths
    • 7,462 Sq Ft

    306 Union St, North Adams, MA 01247

    Investor Alert! This multi-unit property is a blank canvas ready for transformation. Interior has been fully gutted, with partial updates including plumbing and electrical. Studded walls and framed rooms already in place. Construction materials on-site will be included in the sale. Needs a buyer with the right vision. No interior access. Drive-by only or walk the exterior by appointment. Don't

    Donna Thomas DONNA THOMAS REALTY

    306 Union St, North Adams, MA 01247
  • /4

    $215,000

    • Land
    • 14.3 Acres
    • $15,035 per Acre

    L16 Reservoir Rd, Out-Of State, MA 99999

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

    Agent Photo

    Gary Fuls Jr

    Gary L Fuls DBA Re/MAX Transit

    L16 Reservoir Rd, Out-Of State, MA 99999
  • /25

    $255,000

    • 2 Beds
    • 1 Bath
    • 1,227 Sq Ft

    58 Churchill Crest, Pittsfield, MA 01201

    2 bedroom end unit condo offering the rare ease of true one level living, tucked in Churchill Crest's most private and peaceful building. This special home feels like a quiet Berkshire sanctuary, with a thoughtful layout that flows comfortably and welcomes you the moment you arrive. It's ready for your vision, character allows you to shape the space to your own style. Outside, enjoy a sparkling

    Keyla Girard Lamacchia Realty, Inc. - Dalton

    58 Churchill Crest, Pittsfield, MA 01201
  • /11

    $65,000

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

    2 North Rd, Monterey, MA 01245

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

    Lance Vermeulen LANCE VERMEULEN RE, INC

    2 North Rd, Monterey, MA 01245
  • /21

    $70,000

    • Land
    • 2.06 Acres
    • $33,980 per Acre

    0 Goose Pond Rd, Tyringham, MA 01264

    Just minutes from the center of Lee, this wooded lot offers easy access to all that the Berkshires have to offer. Just down the road from Goose Pond with a public boat launch and wonderful fishing! Additional land may be available.

    Tanya Shepardson Lamacchia Realty, Inc. - Dalton

    0 Goose Pond Rd, Tyringham, MA 01264
  • /54

    $2,595,000

    • 5 Beds
    • 5 Baths
    • 4,305 Sq Ft

    95 Lewis Ave, Great Barrington, MA 01230

    This exquisite single-family home spans an impressive 4,300 square feet, offering an unmatched blend of elegance and modern comfort. With 5 spacious bedrooms and 4.5 beautifully renovated bathrooms, every detail has been meticulously crafted to perfection. Walking distance to downtown Great Barrington's shops and restaurants, the house is in one of the quietest areas of ''The Hill''.12 rooms

    Martin Albert COMPASS MASSACHUSETTS , LLC GB

    95 Lewis Ave, Great Barrington, MA 01230
  • /15

    $409,900

    Open Sat 10:30AM - 12PM $15K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,316 Sq Ft

    20 Prospect St, Dalton, MA 01226

    4 Bedroom 1.5 bath brick cape on over half acre lot, wood floors throughout, fireplace, newly painted, dining room, eat in kitchen, one car attached garage, breezeway, family room in basement. Includes separate 720 square foot ranch with 2 bedrooms, 1 bathroom on property, front porch, vinyl siding, separate utilities

    Charlie Kulas ASHMERE REALTY, INC.

    20 Prospect St, Dalton, MA 01226
  • /46

    $875,000

    $24K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,748 Sq Ft

    594 Shunpike Rd, Sheffield, MA 01257

    Turnkey Berkshire sophistication meets absolute privacy. Reimagined from the studs up, this 3BR, 3.5BA architectural retreat sits on 2.32 level acres in Sheffield. The sun-drenched open main floor features wide-plank oak, a gas fireplace, and a chef's kitchen flowing to a wrap-around deck. The 2,748 sq ft footprint offers 3 independent living suites across 3 levels--including a luxury primary,

    John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    594 Shunpike Rd, Sheffield, MA 01257
  • /18

    $80,000

    • Land
    • 2.89 Acres
    • $27,682 per Acre

    Lot 2B Leland Rd, Becket, MA 01223

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

    Jared Kelly WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    Lot 2B Leland Rd, Becket, MA 01223
  • /25

    $150,000

    • Land
    • 5.79 Acres
    • $25,907 per Acre

    Lot 2 Leland Rd, Becket, MA 01223

    Welcome to Leland Road! Two scenic lots or one large building lot! Located in perhaps the most sought after neighborhood in Becket, this 5.8 acre lightly wooded parcel is a superb building lot. Nicknamed ''Ledgeview'' by its owners, given the seasonal views and stunning glacial rocks. Currently a single lot, the land can easily be divided into two tax parcels if desired. A roughed in driveway

    Jared Kelly WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    Lot 2 Leland Rd, Becket, MA 01223
  • /14

    $449,900

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

    1828 E Otis Rd, Otis, MA 01253

    Turnkey, fully furnished Berkshires retreat with dual-income potential near Otis Reservoir. Privately set with direct access to adjacent snowmobile trails, this rare and flexible property offers two distinct living spaces ideal for short-term rental, multi-generational living, or a live-in/earn opportunity. The main living area features vaulted ceilings and seamless access to outdoor

    Meagan Albert Tier 1 Real Estate

    1828 E Otis Rd, Otis, MA 01253
  • /18

    $510,000

    $115K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 2,438 Sq Ft

    402 Park St, Great Barrington, MA 01230

    This well-maintained mixed-use property offers excellent flexibility for both commercial and residential use. The building is currently configured as two separate units. The first floor features a bright commercial space with large front-facing windows that provide excellent visibility and natural light--ideal for office or retail use. The space includes a private bathroom, dedicated heating and

    Suzann Ward HOUSATONIC REAL ESTATE

    402 Park St, Great Barrington, MA 01230

Showing Results 641 - 680, Page 17 of 18

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