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53 Photos
BURNHAM GOLD REAL ESTATE, LLC
$699,000
4 BD | 4 BA
Residential - Single Family

Escape to your own private retreat in the Berkshires with this beautifully updated 4-bedroom, 3.5 -bath modern farmhouse bungalow, where contemporary style meets timeless comfort. Designed for effortless living, the sun-filled open floor plan creates a warm and inviting atmosphere, perfect for both everyday life and entertaining. At the heart of the home is a stunning chef's kitchen featuring elegant quartz countertops, a classic farmhouse sink, stainless steel appliances, and generous workspace that will inspire every meal. Thoughtful details throughout the home enhance both comfort and convenience, including a first-floor laundry room with a half bath, mini-split cooling on the main level, a cozy wood pellet stove for crisp Berkshire evenings, and radiant heated floors in the primary


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BISHOP WEST REAL ESTATE

Exceptional lakeside commercial opportunity with ~820 ft of frontage abutting the Cheshire Reservoir & the Ashuwilticook Rail Trail. Set on 4.71 acres w/ prominent Rte 8 visibility, expansive water views, & immediate trail access along one of the Berkshires' most active recreational trails. AADT 11,200+; w/ addt'l annual foot/bike traffic of 70,000+. Main building ~6,200 sq ft, formerly a popular restaurant, two lakeview cottages (one recently renovated), finished storage garage w/ covered pavilion area, & addt'l outdoor space. Includes a small waterfront piece on the lake side of the rail trail. Located within the marijuana overlay district. Zoning allows a broad mix of commercial, hospitality, recreational, residential, retail & mixed-use options, subject to approvals. Being sold AS-IS.


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COHEN & WHITE ASSOCIATES
$699,000
5 BD | 5 BA
Residential - Condo/Townhouse

Beautiful townhouse located in the Pines at Bousquet with picturesque mountain views! The main level boasts vaulted ceilings with open bright common areas, great room with wood flooring and gas fireplace, updated kitchen, dining room with views, primary bedroom with newly renovated en suite bath, oversized garage, half bathroom and private screened porch and deck to take in the fresh air and serenity.Second level has ample space with three guest bedrooms, two full baths and loft/office space open to the great room.The lower level walkout family room is gracious in size and has direct access to your private stone patio. Additionally, you have the fifth bedroom, full bath, laundry room and bonus storage room.Enjoy the association pool, Bousquet Mountain next door and all of the


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Lamacchia Realty, Inc. - Dalton
$699,000
4 BD | 4 BA
Residential - Single Family

This custom-built home seamlessly blends country tranquility with modern convenience. Inside, a gracious foyer leads to formal and informal first floor living spaces designed for comfortable living and gracious entertaining. 4 bedrooms, 3 full and 2 half baths, including a large spacious primary suite, guest room with en suite bath, private home office, well appointed eat- in kitchen with sliders to deck and yard, a screened porch and 2 fireplaces that add warmth and character. The partially finished lower level offers a spacious family room and home gym while the unfinished space provides ample storage. 3 -car garage and spacious mudroom and first floor laundry. A rare opportunity to enjoy privacy, space, and the very best of Berkshire living.


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STONE HOUSE PROPERTIES, LLC
$699,000
4 BD | 2 BA
Residential - Single Family

Set in the foothills of the Berkshires, this beautifully restored 1930s cottage blends timeless character with thoughtful modern updates. The sleek, updated kitchen and baths complement the home's original warmth and charm, creating an inviting balance of old and new.Surrounded by five picturesque acres of mature trees and established gardens, the property feels both peaceful and deeply rooted in its setting. A classic rocking-chair front porch welcomes you home, while the screened porch overlooks the backyard -- the perfect spot for quiet mornings, summer evenings, or gathering with friends after a day in the garden.Inside, the home offers four bedrooms and two baths, along with rich details that make farmhouse living so enduringly appealing: a wood-burning fireplace, a cozy wood stov


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REALTY STREET, LLC
$699,000
1 BD | 1 BA
Residential - Single Family

Looking to enjoy lakeside living year round? This one bedroom home sits on three contiguous lots which provide the opportunity to expand your living space in the future. It overlooks it's own private lake lot allowing you to enjoy lakefront activities and everything that Ashmere Lake has to offer The home features an open floor plan with large windows overlooking the lake. At one end of the cathedral ceiling, a ship's ladder leads to an enclosed bonus room above the large bedroom The lower level walkout has a foyer entrance, multipurpose room, including the laundry room and a mechanical room Outside you'll find a separate deck, fire pit, and a large grassy yard with plenty of room for a garden. This property includes four lots totaling .37 acres. Water Front on Ashmere Lake!


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LAMACCHIA REALTY, INC
$699,900
4 BD | 4 BA
Residential - Single Family

Welcome to your private retreat in the Crystal Pond community, set on just over 2 acres of beautifully wooded privacy. This 4-bedroom, 3.5-bath residence blends refined comfort with natural serenity, offering a true Berkshire escape. Soaring cathedral ceilings, skylights, and expansive windows fill the home with natural light, highlighting rich wood plank flooring and a warm, elevated design throughout. The main living area features a fireplace, while a separate den is enhanced by a wood stove insert that provides efficient, comfortable heat and a cozy atmosphere. The thoughtfully designed layout includes generously sized bedrooms, including a second-floor bedroom with a private loft space, ideal for a reading nook, office, or creative retreat. Two upstairs bedrooms each enjoy access to


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MACCARO REAL ESTATE
$699,999
6 BD | 3 BA
Multi-Family

Rare opportunity to own a substantial two-family home with a potential bonus Airbnb cottage in one of the most desirable locations in the Berkshires. Overlooking meadows, sheep pastures, mountains, and Naumkeag, this special property is also just a short walk to Stockbridge Main Street. Each spacious unit offers 3 bedrooms, 1.5 baths, and hardwood floors throughout. The grounds are truly magical, with mature trees and a peaceful setting that feels tucked away while remaining close to everything. Currently fully tenant occupied, one unit will become vacant in September, creating the perfect opportunity for owner occupancy while generating rental income from the second side. Multi-family properties in this area are exceptionally rare. See Supplement


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BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$700,000
3 BD | 3 BA
Residential - Single Family

Move-in-ready Colonial offering 3 bedrooms and 2.5 baths on a sunny, picturesque lot with a beautiful stone wall, it is just seconds from the charming downtown. The main level features a living room with a striking fieldstone fireplace, formal dining room, kitchen, a family room ,an office, a heated sunroom and a full bath with a lovely soaking tub, and a powder room. The second level has three bedrooms and a full bath. Warm wood-paneled walls crafted from timber harvested on the property add distinctive character throughout. An oversized garage with workshop and upper level provides excellent storage or hobby space, complemented by a barn & shed. Ideally located minutes from all that the Berkshires has to offer. A special home built with craftsmanship and a whole lot of love.


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STREAMLINE COMMUNITIES
$715,000
2 BD | 2 BA
Residential - Condo/Townhouse

Cable Mills, industrial mill buildings restored into beautiful homes with 12ft to 16ft tall ceilings, massive windows, and exposed brick and beam, steel and timber throughout, stainless appliances, granite countertops, gas ranges, generous closets and in home laundry. Cable Mills offers stunning views of the 'Purple Mountains' and the Green River. Homes are one, two or three bedrooms in single level flats, lofts and townhome styles totaling 61 residences. Outdoor spaces including the Outdoor Living Room with a fire pit, grills and seating along the river walk. The main building offers a community lounge, fitness center, interior bike storage, package delivery room, dog wash and on-site professional management. Photos of similar home. #TownhomesWilliamstownMA #MillBuildingCondo


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WILLIAM PITT SOTHEBY'S - LENOX
$724,900
4 BD | 3 BA
Residential - Single Family

One of a kind home, on cul-de-sac in sought after Dalton neighborhood. Custom designed and built by famed architect, Brian Pilling. Quality Built by Allegrone. New roof and freshly painted exterior make this home move in ready. Distinctive layout with three family rooms one on each level. Sunken living room with dramatic floor to ceiling stone masonry fireplace. Open kitchen remodeled with granite, unique tile and stonework plus professional grade appliances. Lightfilled rooms with balcony overlook to master suite with new luxury bath and loft sitting room-office . Two tier deck and full walkout to expansive and private wooded back yard on nearly one acre. Style, space and design like no other. Incredible seasonal sunset views. Private country feel yet convenient to a Dalton Lifestyle!


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NON-MEMBER / RECIPROCAL
$725,000
4 BD | 3 BA
Residential - Single Family

Set against the stunning backdrop of Berkshire East Mountain Resort, this exceptional home offers the perfect blend of comfort, natural beauty, and year-round outdoor recreation. The interior features a beautiful mix of hardwood and wide pine flooring, enhanced by abundant natural light that fills each space with a welcoming glow. Tastefully updated and thoughtfully designed for both relaxation and entertaining, the expansive floor plan provides generous living areas throughout. While town records list the home as a four-bedroom property, there are two additional finished bonus rooms in the basement currently being used as bedrooms. The home is also supported by a seven-bedroom septic system. Step outside you will find a heated in-ground pool perfect for summer days and evening gatherings.


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$729,000
3 BD | 2 BA
Residential - Single Family

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 year-round use) opens to the level backyard. Lovely front entrance with Bluestone steps into an ample mudroom. Enjoy year-round comfort with zone-controlled mini-splits. Close to vibrant Great Barrington, Stockbridge & Lenox. A quick drive to Tanglewood, cultural venues, & abundant outdoor recreation including hiking & lakes, this modern retreat blends style, comfort, and an exceptional Berkshires location.


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WILLIAM PITT SOTHEBY'S - LENOX
$729,900
3 BD | 3 BA
Residential - Single Family

Completed in 2010 and thoughtfully maintained since, this inviting log home offers a blend of warmth, functionality, and connection to its natural surroundings.A wraparound front deck welcomes you in, setting the tone for the home's relaxed feel. Inside, the main living and dining areas flow comfortably together, anchored by a spacious eat-in kitchen with radiant heat flooring, ideal for both everyday living and gathering. The main level features three bedrooms and two full baths, including a primary suite with its own en-suite.Upstairs, a flexible lofted space can serve as an office, entertainment area, or whatever best fits your needs.Out back, a peaceful setting unfolds with a wildlife pond and frequent visits from local birds and animals, best enjoyed from the rear deck.


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BIRCH PROPERTIES
$730,000
1 BD | 2 BA
Residential - Condo/Townhouse

Loft 309 at Greylock WORKS is a distinctive north-facing 1BR | 1.5BA Berkshires residence with a generously scaled study, offering approximately 1,340 SF of thoughtfully designed living space. Set on the third floor of the region's most celebrated mill conversion, this home is defined by its warm wood ceilings, varied ceiling heights, and refined blend of historic character and modern finishes. The open living, dining, and kitchen area creates an inviting central gathering space, grounded by restored materials and an easy, functional flow for everyday living and entertaining. Energy Star appliances, Kohler and Grohe fixtures, energy-efficient windows, and an in-unit washer and dryer support both comfort and sustainability.


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WILLIAM RAVEIS - BERKSHIRE
$734,900
3 BD | 2 BA
Residential - Single Family

Experience the ease of downtown living in this immaculate Maple Grove condominium. Positioned just a short walk from Main Street, this residence offers immediate access to local shops, restaurants, and town amenities. The main level centers on a modern, open floor plan defined by beautiful wood floors and abundant natural light. An open kitchen anchors the living space, allowing for seamless interaction during meals and gatherings. The living area extends outward to two distinct private spaces: a screened-in porch for three-season relaxation and a separate private deck. Designed for convenience and longevity, the first floor features a primary bedroom suite complete with a spacious en-suite bathroom and laundry.


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WILLIAM RAVEIS - BERKSHIRE
$734,900
3 BD | 2 BA
Residential - Condo/Townhouse

Experience the ease of downtown living in this immaculate Maple Grove condominium. Positioned just a short walk from Main Street, this residence offers immediate access to local shops, restaurants, and town amenities. The main level centers on a modern, open floor plan defined by beautiful wood floors and abundant natural light. An open kitchen anchors the living space, allowing for seamless interaction during meals and gatherings. The living area extends outward to two distinct private spaces: a screened-in porch for three-season relaxation & separate private deck. Designed for convenience and longevity, the first floor features a primary bedroom suite complete with a spacious en-suite bathroom and laundry.


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WILLIAM RAVEIS - BERKSHIRE

Embrace the extraordinary at 395 Park St. North, where history meets opportunity. This stunning red brick 6,833 sq.ft. warehouse, once a bustling trolley barn, boasts high ceilings and a rich industrial charm, with river views while exploring the spacious layout, featuring 3 updated bathrooms, a newer roof and building updates. It has versatile separate offices and garage/shop areas. With ample parking and loading docks, envision endless possibilities from manufacturing to art gallery or more. Conveniently located near dining, parks, and cultural attractions, this property invites you to re-imagine living or workspace with style and creativity. Total acreage and assessment include two lots.


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RED HORSE REAL ESTATE, LLC
$739,000
5 BD | 3 BA
Residential - Single Family

LIGHT BRIGHT METICULOUSLY CARED FOR CONTEMPORARY. INDIAN LAKE PROPERTY 5 bedrooms 3 full baths beautiful lake with beaches and pretty pond around the corner. Clay tennis courts. This home has it all from sunroom to outdoor porch with pretty views of the woods. New 2 level garage built last year. Livingroom, dining and kitchen are open space looking out onto the huge deck. Fenced in area for the pups. Large game room downstairs with 2 BR and bath. Mini split for heat / A/C. Very quiet area. 7 miles from Lee, Lenox, (Tanglewood!) Stockbridge area. Becket has Jacob's Pillow Performing Arts, The Becket Art Center, 20 thousand acres of October State Forest. The Appalachian Trail runs through. The Dream Away restaurant, Route 8 Pub, 2 Country stores. Fresh air and no traffic. A true dream


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COMPASS MASSACHUSETTS , LLC GB
$740,000
4 BD | 3 BA
Residential - Single Family

Spacious 4-bedroom, 2.5-bath Southeast Pittsfield Colonial on over half an acre blends classic charm with thoughtful updates and is truly move-in ready. The kitchen opens to a screened-in porch and flows into a generous dining room with built-in shelving. The light-filled living room centers around a wood-burning fireplace creating a warm gathering space. The second floor offers four bedrooms, two full bathrooms, a large cedar closet, and ample storage throughout. The large fenced backyard with professional landscaping offers exceptional outdoor living. Major updates include a new roof, central air, furnace, replaced sewer line, newer appliances, and freshly painted exterior. A two-car garage and partially finished basement round out the package.

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