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37 Photos
LANCE VERMEULEN RE, INC
$600,000
6 BD | 5 BA
Multi-Family

A prime investment opportunity in the heart of downtown Great Barrington. This 5-unit residential property features a desirable mix of four one-bedroom apartments and one two-bedroom unit. A significant advantage for this building is that all units are serviced by their own separate heating and electrical systems. Its convenient downtown location ensures high demand due to walking proximity to grocery stores and the hospital, while ample on-site parking provides a crucial amenity for all residents. Adding to its value, a detached garage/workshop offers the flexibility to be rented separately for additional income or used as a storage amenity for tenants.


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$600,000
2 BD | 4 BA
Residential - Condo/Townhouse

WHITE PINES IN STOCKBRIDGE Tasteful 2 bed 2 full and 2 half bath home offers generous great room with windows showcasing beautiful views. Wood burning fireplace graces open living/dining room with beautiful hardwood floors. Large en-suite primary has spa-like bath. Community amenities include private beach at Stockbridge Bowl, indoor pool, HarTru tennis courts and fitness center. Covered parking. Meticulously maintained grounds with abundant flowers and mature landscaping. Minutes to Tanglewood, dining, art, music, swimming, boating and golf in charming Berkshires.


36 Photos
NON-MEMBER / RECIPROCAL
$600,000
4 BD | 3 BA
Residential - Single Family

Welcome to 304 Dalton Division Road in Pittsfield! This charming property blends country living with city access, set on over 6 acres of land offering privacy, outdoor space, and beautifully landscaped grounds. It includes three sheds, one a wood shed, for ample storage. The home features a mudroom, first-floor laundry, and a kitchen with quartz countertops and sliding doors to the backyard. The living room boasts a fireplace and wood floors, while the dining area opens to a four-season porch and back deck. Additional first-floor features include a den, half bath, and central vacuum. Upstairs, the primary bedroom includes an en-suite bath, with three additional bedrooms and a second full bath. The partially finished basement offers extra living space


48 Photos
PAULA MCLEAN REALTORS INC.
$600,000
3 BD | 3 BA
Residential - Condo/Townhouse

Welcome to 5D Lakeside at Foxhollow - a beautifully updated 3-bedroom, 3-full-bath condo offering the perfect blend of modern comfort and classic Berkshire charm.Enjoy seasonal views of sparkling Laurel Lake from your enclosed summer porch, the ideal spot for morning coffee or evening gatherings. Inside, you'll find a thoughtfully updated kitchen and baths, a cozy wood-burning fireplace, and generous living space designed for both relaxation and entertaining. This sought-after community offers a wealth of amenities including an outdoor pool, Har-Tru tennis courts, and private water frontage on Laurel Lake -- complete with kayak and canoe storage for easy days on the water. Perfectly situated just minutes from Lenox, Stockbridge, Tanglewood &, Jacob's Pillow.


26 Photos
STONE HOUSE PROPERTIES, LLC
$609,000
4 BD | 3 BA
Residential - Single Family

New England farmhouse with distant views. Large common rooms & kitchen great room are bathed in sunlight. Beautiful pine floors & exposed beams throughout the 1st floor. Extra room on the first floor can be used as a bedroom or an office (not pictured.) Many structural renovations in 2004, central air, in line generator, in ground pool, screened porch & so much charm. The flat 3.89 acres allows for accessory buildings, pickleball court, etc. Easy bike ride to town. This is the home you've been looking for.


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.


46 Photos
KELLER WILLIAMS REALTY
$619,900
4 BD | 3 BA
Residential - Single Family

Fabulous, essentially new, never occupied, handsome 4-BR, 3-ba home on a knoll overlooking sparkling Ashmere Lake. The elevated main level includes open concept living/dining area w/FP, new kitchen w/ s/s appliances, 3 BRs, 2 baths & laundry. The sunny lower level offers a large 4th BR or media room or home office & a 3rd bath. Enjoy 103' of lake frontage offering direct access for boating, fishing, swimming or just sitting by the shore. Relax or dine on the spacious, raised deck with serene views. Quality workmanship & finishes. 2022 Weil McLain boiler. Central air. Knotty pine vaulted ceilings. Warm wood floors. Many special touches. Oversized 4 car garage. Abundant storage. Town sewer. Perfect layout for entertaining inside and out. Great for a weekend getaway or year-round residence.


30 Photos
HARSCH ASSOCIATES

This remarkable investment opportunity in the heart of the historic town of Bennington offers the future owner two beautifully and totally updated and restored historic 19th century buildings with plenty of style, character, and multiple options. The prominent North St. location stands out to the 8,000-12,000 daily traffic count passing by assuring outstanding visibility. Continue leasing to the existing business or locate a new business or professional office here while also receiving the income from the leased building next door housing a locally famous deli. 125 North St. contains 2,225 SF on two floors plus attic and full basement, all renovated in 2001. Also completely renovated in 2001, 100 Pleasant St. contains 1,500 SF on two floors.


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.


21 Photos
ALDEN COUNTRY REAL ESTATE SERVICES

An exceptional opportunity awaits at this high-visibility location in the heart of Sheffield. With decades of history as a landmark restaurant with a proven track record, this versatile space is perfectly suited for a variety of business ventures. Whether you envision a casual dining establishment, gastro-pub, brewpub, farm-to-table concept, takeout hub, or catering operation, this property offers the ideal setting. With steady traffic and strong community presence, 650 N. Main St. is ready for its next chapter--bring your vision to life in this sought-after location.


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.


28 Photos
RE/MAX TRANSITIONS
$625,000
4 BD | 2 BA
Residential - Single Family

Experience the ultimate in lakeside living with this stunning 4-bedroom, 2-bath home in the coveted Otis Wood Lands community. This property offers a perfect blend of comfort and entertainment, featuring spacious sun-filled rooms and a sprawling deck ideal for relaxation and gatherings. Enjoy the convenience of a fully furnished home, complete with game room favorites like pool and air hockey tables. Modern amenities include energy-efficient heat pumps, remote-controlled security systems, and Alexa-compatible features for added convenience. Step outside only seconds away to discover the private beach and swimming area, perfect for launching your canoe or kayak. The community boasts a wealth of recreational options, including a great lodge for social events, a fitness center, tennis and


62 Photos
STONE HOUSE PROPERTIES, LLC
$625,000
4 BD | 3 BA
Residential - Single Family

Set on 3 private, beautifully landscaped acres in the heart of Richmond, Massachusetts, 1772 Swamp Road offers the perfect blend of space, comfort, and potential. This 4-bedroom, 2.5-bath home provides a solid foundation, flexible floor plan, and updates in all the right places including a newer furnace, metal roof, and whole-house generator giving you peace of mind and room to make it your own.Inside, a bright, spacious layout welcomes you with multiple living areas that offer flexibility for everyday living, entertaining, or working from home. The large living room features a propane insert, while a second wood-burning fireplace in the primary suite creates a cozy retreat. And the sunroom has the best Berkshire views! Upstairs, you'll find four comfortable bedrooms,


37 Photos
ALTON & WESTALL REAL ESTATE AGENCY, LLC
$629,000
3 BD | 3 BA
Residential - Single Family

Picturesque home ideally located in one of Williamstown's most desirable neighborhoods. This charming home is beautifully maintained and offers classic charm and warm living spaces filled with natural light. Highlights include hardwood and rustic wide plank floors, kitchen with custom wood cabinets open to the dining room with built-in corner cabinet, cozy den, and living room with fireplace. Three bedrooms and two baths include the first floor primary bedroom and bath. Just steps from the main house, a fully detached studio apartment adds over 400 square feet of living space-perfect for guests, a home office, or potential rental income. Hemlock Brook runs through the meticulously maintained lot featuring a patio with pergola, mature landscaping, and year-round beauty.


29 Photos
LANCE VERMEULEN RE, INC
$629,000
3 BD | 2 BA
Residential - Single Family

The private drive into this property says it all... Set well off a quiet cul-de-sac in a sought-after Egremont neighborhood on nearly 6 acres of lush, mature landscaping, this charming raised ranch offers the perfect blend of privacy and proximity. This beautifully maintained property is neat as a pin and move-in ready. With 3 bedrooms and 2 full baths, the main level features a light-filled open kitchen & dining area that flows out to a spacious deck overlooking the tranquil back yard. A finished room on the walkout lower level provides flexible bonus space for a family room, media room, or home office. Located just minutes from French Park, Prospect Lake, downtown Great Barrington, and Catamount Ski Resort, this home is a true Berkshires retreat with convenience in every direction.


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!


27 Photos
LANCE VERMEULEN RE, INC
$630,000
4 BD | 3 BA
Residential - Single Family

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. Price includes furniture. 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 from buyer at closing.


22 Photos
NON-MEMBER / RECIPROCAL
$634,000
3 BD | 2 BA
Residential - Single Family

An exceptional 58.9-acre property along scenic Mohawk Trail in Charlemont! This unique property includes a spacious 7-room, 3-bdr, 2-bath ranch, plus a 2-family home with a 1-bdr apartment and a flexible 2-4-bdr unit. Potential to add a third property or a development. The property holds incredible development value, and the town is eager for new growth. Beyond the homes, enjoy river views, a private pond, and even your own mountain. Permitted uses include farming, livestock, solar, greenhouses, forestry, and accessory dwelling units. Convenient to campgrounds, inns, restaurants, retail, recreation, and more. Also rafting, skiing, biking, hiking, fishing, and snowmobiling right at your doorstep-plus Berkshire East Mountain Resort, rivers, and year-round attractions minutes away. Whether

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