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19 Photos
BIRCH PROPERTIES
$610,000
1 BD | 2 BA
Residential - Condo/Townhouse

Loft 208 at Greylock WORKS is a beautifully proportioned 1BR | 1.5BA + Study Berkshires residence set within the region's most celebrated mill conversion, offering 1,150 SF of refined, light-filled living. With 12.5-foot ceilings, expansive volume, and an elegant L-shaped living and dining area, the home blends the character of the original mill with elevated contemporary detailing to create a warm and versatile modern loft.The open kitchen and main living space feature restored hardwood floors, hand-burnished structural elements, and regionally sourced schist countertops selected to heighten the building's material richness.


41 Photos
PIRETTI REAL ESTATE
$624,900
2 BD | 2 BA
Residential - Condo/Townhouse

This caterpillar has become the most beautiful butterfly....you have to see it to believe! The most tastefully done unit, gutted and re-built to perfection with all high end fixtures, floors, layout, appliances and functionality. New ebony stained hardwood floors, gorgeous kitchen with stainless steel counters, marble island and back splash, Viking appliances, loads of cabinetry and access to the gorgeous deck for 3 season living. Beautiful master suite with an adjoining study, plus a whole bedroom suite with full bath and study on the lower walk out level. The cut stone fireplace in the living room is magnificent and the placement of rooms affords plenty of privacy for guests and owners alike. This unit is truly unique, a labor of love, and awaiting its next discerning owner!


46 Photos
GILCREST PROPERTIES
$625,000
9 BD | 4 BA
Multi-Family

Great investment opportunity! A very rare property offered for the first time outside the family in over 50 years. This is a well maintained and loved four unit income property that can produce over seventy five thousand dollars per year in rents! Lifetime metal roof, freshly painted exterior, updated units are just a few of the benefits of this investment. In the bustling village of Housatonic, it is walking distance to the bus station, rail trail, as well as local shops and restaurants. Just minutes to Great Barrington. Whether you''re a seasoned investor looking to expand your portfolio or a savvy buyer seeking owner-occupancy with rental income, this property checks all the boxes.


18 Photos
HOUSATONIC REAL ESTATE
$625,000
3 BD | 2 BA
Residential - Single Family

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 air conditioning, and a water filtration system for added convenience. The second floor offers a comfortable three-bedroom residential unit with a full bathroom, an open-concept kitchen and dining area, and attractive wood flooring throughout. The property is equipped with two separate heating systems to efficiently serve each unit. Additional highlights include ample parking in front and back.


47 Photos
ASHMERE REALTY, INC.
$625,000
3 BD | 2 BA
Residential - Single Family

Escape to nearly 40 acres of serene privacy with this inviting log cabin retreat nestled just minutes from Ashmere Lake. This home offers the perfect blend of cozy living and future potential: Three bedrooms and two full baths provide ample room for family or guests. The unfinished second-floor primary suite is ready for your personal touch--create the ultimate sanctuary with views of the surrounding forest. Warm wood tones, rustic beams, and timeless craftsmanship make this home a true Berkshire gem. Whether you're seeking a year-round residence, a weekend getaway, or a homestead with room to grow, this property delivers privacy, character, and potential in one unforgettable package.


43 Photos
RED HORSE REAL ESTATE
$625,000
3 BD | 4 BA
Residential - Single Family

Stunning contemporary high-tech home. Custom built. Ideal for entertaining and large gathering. The spacious living room flows into an open dining and large kitchen with stainless & granite. Primary bedroom and full bath along with a 2nd bedroom and full bath plus laundry are all on the first floor. 3rd bedroom and full bath are in the loft and 2 extra rooms; full bath and a huge family room are downstairs. This also would be a perfect Air B & B. Charging station, fiber optics. Beautiful creamy wood floors and vaulted high ceilings, custom shaped windows throughout the house bring in beautiful day light. Two Ponds for kayaking & swimming are walking distance. Central A/C, propane heat. Circular driveway, Southern exposure. Roof solar system owned. MUST SEE.


45 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$629,000
3 BD | 3 BA
Residential - Single Family

Discover refined living on a private 1.8-acre estate in Northampton. This beautifully proportioned 3-bedroom, 2.5-bath colonial seamlessly blends 2,156 sq ft of timeless New England charm with modern comfort--ideal for both daily living and gracious entertaining. The main level welcomes you with spacious living and dining areas, a well-appointed kitchen, and a convenient powder room. Upstairs, retreat to the primary suite with a private en-suite bath, complemented by two additional bedrooms and a full hall bath. The under garage provides protected parking and ample storage. The expansive grounds provide endless possibilities whether you're relaxing in the hot tub, cultivating gardens, or envisioning future enhancements. Enjoy a rare sense of seclusion while remaining minutes from downtown


54 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$630,000
4 BD | 3 BA
Residential - Single Family

A Berkshire landmark ready for its next chapter. Once home to the beloved BONDHU and Mill on the Floss restaurants, this multi-use property offers endless opportunity -- from a charming single-family residence to a live/work haven, a boutique inn, or a luxury destination dining experience reborn. The second-floor living quarters feature four bedrooms, including a primary suite, plus an open living and dining area. A chef's kitchen with granite countertops and high-end stainless steel appliances completes the space. Perfectly situated along the scenic Route 7 corridor between Williamstown and Pittsfield, this one-of-a-kind property invites vision and imagination to bring it to life once again. Call today for a private tour!


54 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON

A Berkshire landmark ready for its next chapter. Once home to the beloved BONDHU and Mill on the Floss restaurants, this multi-use property offers endless opportunity -- from a charming single-family residence to a live/work haven, a boutique inn, or a luxury destination dining experience reborn. The second-floor living quarters feature four bedrooms, including a primary suite, plus an open living and dining area. A chef's kitchen with granite countertops and high-end stainless steel appliances completes the space. Perfectly situated along the scenic Route 7 corridor between Williamstown and Pittsfield, this one-of-a-kind property invites vision and imagination to bring it to life once again. Call today to schedule your private tour!


54 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON

A Berkshire landmark ready for its next chapter. Once home to the beloved BONDHU and Mill on the Floss restaurants, this multi-use property offers endless opportunity -- from a charming single-family residence to a live/work haven, a boutique inn, or a luxury destination dining experience reborn. The second-floor living quarters feature four bedrooms, including a primary suite, plus an open living and dining area. A chef's kitchen with granite countertops and high-end stainless steel appliances completes the space. Perfectly situated along the scenic Route 7 corridor between Williamstown and Pittsfield, this one-of-a-kind property invites vision and imagination to bring it to life once again. Call today to schedule your private tour!


43 Photos
STONE HOUSE PROPERTIES, LLC
$635,000
5 BD | 4 BA
Residential - Single Family

Large home with room for everyone! This 5 bed 4 bath (2 full/ 2 half-both half baths are on the first floor) home features 2 kitchens, 2 living rooms, and 2 dining rooms as it was once a 2 family home. 2 family potential or make it a seasonal rental, as the potential is there. It's spacious, bright, has a beautiful wrap around rocking chair porch, two enclosed porches, a big barn, just under 3.5 acres to farm or relax on. Sit by the fire pit at night, walk across the street to join the Corkscrew Rail Trail which extends all the way up through Stephentown! Very close to restaurants, brew pubs, and stores in town including a year-round farmer's market store and Woodlife. Minutes to Berkshire County, the TSP, about 30 minutes to Albany, @15 minutes to Jiminy Peak


51 Photos
BURNHAM GOLD REAL ESTATE, LLC

Welcome to a rare and exciting opportunity to own and operate a successful, fully established doggy daycare business--The Greylock Canine Club--situated on 17 acres of private, scenic countryside. This turnkey property combines residential comfort, commercial opportunity, and expansive natural surroundings, offering the perfect setting for a passionate pet care entrepreneur, investor or developer. Surrounded by hundreds of acres of abutting state-owned land, this property offers privacy, serenity, and room to grow--both personally and professionally. The land features a mix of open space, wooded areas, and well-maintained play zones designed specifically for canine care and enrichment.


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BOOTSTRAPS REAL ESTATE

TAKE WHITE'S LANE ACROSS A BRIDGE SPANNING A STREAM. FOLLOW THE RISE OF TWO HILLS WITH VIEWS OF THE GREENWAY. PASS THROUGH A SMALL WOODS AND A STONE FENCE TO THE HOUSE SITE WITH BEAUTIFUL VIEWS OF SIX ACRES OF OPEN FIELDS, THE GREENWAY, AND A PANORAMIC EASTWARD VIEW OF EAST MOUNTAIN AND BEARTOWN STATE FOREST. PLEASE SEE SUPPLEMENT FOR MORE INFORMATION ABOUT THIS VERY SPECIAL ENVIRONMENT.


31 Photos
Compass Massachusetts, LLC
$649,000
3 BD | 2 BA
Residential - Single Family

LOCATION LOCATION LOCATION! Nestled on a quiet dead-end street near the Great Barrington Food Co-op and River Walk, this beautifully maintained Victorian blends charm and convenience. Inside, you'll find many original details, including hardwood floors, classic moldings, and a welcoming wrap-around front porch. The updated kitchen features a cozy breakfast nook, and very recent improvements include a new roof, new gutters, refinished floors, and fresh interior paint throughout.A standout feature is the radiant-heated workshop/studio. The studio space offers two separate vaulted rooms (each approx. 12' x 12'), loft storage, a bathroom w/slop sink, and dedicated electrical service--ideal for creative pursuits.


29 Photos
LANCE VERMEULEN RE, INC
$649,000
4 BD | 2 BA
Residential - Single Family

Renovated, well-maintained, multi-use building perfect for a live-work situation in prime location! All 4 floors offer opportunity for offices, a studio, storage, retail showroom and more! Highlights include: a large parking lot, handicap accessible ramp, 2 half baths & finished 3rd floor attic. Finished basement w/ vault & video security system. The current retail space is bright & sunny with a large quartz sales counter, display shelves, spot lights, fresh paint, with modern pendant lighting. The impressive metal roof & boiler were both installed in 2019, along with the emergency generator & mini splits throughout. The building's total of 3000 sq ft is based upon renovations. (See floor plans in documents.) B2 zoning offers many options for permitted use! (See GB bylaws in documents.)


55 Photos
LANCE VERMEULEN RE, INC
$649,000
5 BD | 3 BA
Residential - Single Family

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 storage. Inside, enjoy abundant natural light in the glassed-in sunroom or relax on the multiple porches and decks. A key feature is the large, private in-law apartment, perfect for multi-generational living or rental income. Ideally located in the heart of Sheffield village, you'll enjoy the comforts of downtown just steps from your doorstep.


55 Photos
LANCE VERMEULEN RE, INC
$649,000
5 BD | 3 BA
Multi-Family

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 storage. Inside, enjoy abundant natural light in the glassed-in sunroom or relax on the multiple porches and decks. A key feature is the large, private in-law apartment, perfect for multi-generational living or rental income. Ideally located in the heart of Sheffield village, you'll enjoy the comforts of downtown just steps from your doorstep.


46 Photos
BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$649,000
3 BD | 2 BA
Residential - Condo/Townhouse

Immaculate and beautifully updated free-standing home offering effortless one-level living. The open-concept floor plan seamlessly connects the living, dining, kitchen, and den areas, all enhanced by abundant windows that fill the space with natural light. The chef's kitchen features quartz countertops, stainless steel appliances, and a generous center island ideal for entertaining. Three spacious bedrooms and two full baths provide comfort and flexibility. Highlights include gleaming wood floors, a gas fireplace, and an oversized two-car garage. Enjoy exceptional amenities including a clubhouse, swimming pool, tennis courts, and a fully equipped fitness center. Ideally located with convenient access to all that the Berkshires have to offer.


32 Photos
LANCE VERMEULEN RE, INC

Fully renovated, well-maintained, multi-use building in prime location with sparkling retail space, offices and more! The current showroom is bright & sunny with a large quartz sales counter, display shelves, spot lights, fresh paint & modern pendant lighting. All four floors are finished, creating an ideal setup for a live-work opportunity. Highlights include: large parking lot, handicap accessible ramp, handicap 1/2 bath on main floor, & finished attic. Finished basement w/ vault & video security system has ample room for storage. The metal roof, boiler, emergency generator & mini splits were all installed in 2019. The building's total of 3000 sq ft is based upon renovations. (See floor plans in documents.) B2 zoning offers many options for permitted use! (See GB bylaws in documents


12 Photos
LAMACCHIA REALTY, INC

This approximately 155-acre Berkshire nature preserve has enough frontage on Johnnycake Hill Road to accommodate four building lots. Nestled in the beautiful corner of the world where the Pioneer Valley meets the Berkshire Hills, the property is ideal for a myriad of outdoor uses including horseback riding and cross-country skiing. The land contains well over a mile of logging trails and old roads, past old house and school foundations, wells, and stone walls enclosing abandoned sheep pastures. The property is up the hill from the Chester Theatre, and within easy reach of many cultural venues including Jacob's Pillow, the Mahaiwe, Tanglewood, Mass MoCA, and the vibrant four college community. This peaceful hardwood forest offers a natural wildlife habitat,and significant timber value

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