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64 Photos
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.


40 Photos
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.


32 Photos
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.


32 Photos
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.


68 Photos
COMPASS MASSACHUSETTS , LLC GB
$735,000
4 BD | 3 BA
Residential - Single Family

This move-in-ready 4-bedroom, 2.5-bath Colonial in Southeast Pittsfield sits on over half an acre and blends classic charm with thoughtful updates. The welcoming chefs kitchen opens to a screened porch and flows into a generous dining room with built-in cabinetry, perfect for everyday living and entertaining. A light-filled living room anchored by a wood-burning fireplace creates a warm and inviting gathering space. Upstairs offers four comfortable bedrooms, two full baths, a large cedar closet, and abundant storage. A two-car garage and partially finished basement with a second wood-burning fireplace complete this exceptional home. Outside, the professionally landscaped, fully fenced backyard offers exceptional privacy and outdoor living space.


30 Photos
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.


52 Photos
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


32 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$745,000
3 BD | 2 BA
Residential - Single Family

OUTSTANDING COUNTY LIVING in idyllic Monterey with its low real estate taxes and easy access to Lake Garfield and Lake Buel. Butternut Ski Area is only 5 minutes away. 8 minutes to downtown Great Barrington. This Timber Fame (open floor plan) contemporary home features beautiful (wide-plank) pinewood floors, a cathedral ceiling Great Room, and a bonus sleeping loft area. A fireplace on the main level, and a wood stove on the lower level, add warmth and charm. Ready to move right in? With relatively low inventory level, particularly in Monterey, this listing is a lucky strike extra. Schedule your showing today.


25 Photos
KELLER WILLIAMS REALTY
$745,000
4 BD | 2 BA
Residential - Single Family

Privately set down a long drive in the scenic hills of New Marlborough, this charming shingle-style home sits on over 45 acres of beautiful Berkshire countryside. Built circa 1950, the home offers more than 2,100 square feet of living space with four bedrooms and two full bathrooms. The first floor includes a living room, dining room, kitchen, mudroom, and full bath, while the second floor features four bedrooms and an additional full bath. Surrounded by mature trees and open land, the property offers exceptional privacy and endless possibilities for recreation, farming, or a peaceful country retreat within a Berkshires community.


47 Photos
BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$749,000
4 BD | 3 BA
Residential - Single Family

Nestled in the heart of the Berkshires, this exceptional Williamstown residence offers more than 4,000 square feet of thoughtfully designed living space, featuring 4 spacious bedrooms and 3 bathrooms. Enjoy breathtaking mountain views from the expansive wrap-around deck--an ideal setting for morning coffee, outdoor entertaining, or simply taking in the beauty of every season. Inside, generous living spaces provide the perfect balance of comfort and elegance, making this home equally suited for everyday living or hosting family and friends. Ideally located just minutes from the cultural and recreational attractions that make Williamstown one of New England's most desirable destinations.


34 Photos
Lamacchia Realty, Inc. - Dalton
$749,000
2 BD | 2 BA
Residential - Single Family

Discover the exceptional lakefront lifestyle in this beautifully renovated, move-in ready 2-bedroom, 2-bath residence on Onota Lake. Bathed in natural light, expansive walls of windows frame captivating water views from the living room, dining area, and kitchen, creating a seamless connection to the outdoors. A welcoming fireplace adds warmth and charm, while efficient mini-split systems provide year-round comfort. The spacious primary suite offers a private bath and a serene retreat. Outdoors, a lakeside deck, fire pit and private dock create an inviting setting for entertaining, boating, and relaxed Berkshire living. A truly special waterfront offering.


50 Photos
BIRCH PROPERTIES
$749,000
4 BD | 3 BA
Residential - Single Family

Lenox MA Colonial on 0.92 acres with 4 bedrooms, 2.5 baths, and 2,184 sq ft of well maintained living space. This move in ready Berkshire home features a spacious eat-in kitchen, formal dining room, bright living room with wood floors, and a screened porch overlooking the yard. Enjoy outdoor living with two decks, a paver patio with BBQ area, and beautiful perennial gardens. Upstairs offers four bedrooms, two full baths, and second floor laundry. Additional highlights include updated kitchen and baths, newer propane boiler, central air, partially finished basement, and two car under garage. Convenient to downtown Lenox, Tanglewood, shopping, dining, and Berkshire cultural attractions.


52 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$749,000
3 BD | 3 BA
Residential - Single Family

Fantastic opportunity to own a home in a peaceful cul-de-sac within the desirable Cornwall Estates. This lovely home sits on a level lot w/ almost 2.5 bucolic acres. Spanning just over 2,000 square feet, the home features a convenient first-floor primary bedroom and bathroom, vaulted ceiling in the living room and a screened in porch that leads to a large, partially fenced in backyard. Many recent updates and upgrades including kitchen,bathrooms as well as furnace and central AC system replacement. All of this and a heated community pool nearby and Great Barrington just minutes away, make this home ready for the next owners to create their own Berkshire journey and memories.


36 Photos
STONE HOUSE PROPERTIES, LLC
$749,000
3 BD | 4 BA
Residential - Single Family

Nestled in a magical woodsy setting on a lightly-travelled country road, this uniquely charming home is a standout. Designed and renovated with exceptional taste, enter the front door and you won't want to leave. The open-floorplan living area includes a gourmet kitchen, a gas fireplace, and access to a wide, screened porch overlooking acres of wooded privacy. The hallway off the entry foyer/mudroom leads past the powder room to the cozy primary suite. At the top of the open staircase you'll find a comfortable sitting nook between 2 more bedrooms and a second full bath. The lower level has a large finished room with another gas fireplace & the third full bathroom, perfect for use as a family room or fourth bedroom. There's also large separate storage. Only 10 minutes from the private Otis


34 Photos
RE/MAX COMPASS
$749,900
5 BD | 4 BA
Residential - Single Family

Tucked away on 3.24 private wooded acres, this one-of-a-kind Contemporary offers 3,744 sq. ft. of living space across three finished levels. Soaring ceilings, exposed timber beams, hardwood floors, and a dramatic center chimney create a warm yet impressive setting. The open floor plan is anchored by multiple wood-burning fireplaces, a pellet stove, and abundant natural light. Offering a total of five bedrooms and 3.5 baths, including a private in-law suite above the oversized attached two-car garage, this home provides exceptional flexibility for guests or extended living. Enjoy an owned 9.52 kW solar system, spacious decks, beautifully maintained grounds, and the privacy of a true Berkshire retreat just a short drive from everything the Berkshires and Northampton have to offer.


25 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Prime Commercial Property in the center of downtown West Stockbridge (see VIDEO). Over 4,200 square feet on Main Floor with office/storage on the second floor. Currently used as several Galleries and a large Workshop. Town Water & Sewer plus a private Parking Lot offers the possibility of expansion, re-creation, possibilities and profitability.Ideal for Restaurant, Marketplace, Retail, Professional Office, Live/Work or Gallery. Minutes from the MA Turnpike (I-90), NY State line, Tanglewood and all Berkshire attractions. Owner retiring and priced to sell.


30 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$752,000
3 BD | 2 BA
Residential - Single Family

Quitessential 1830's side hall Colonial....charming home located in the village of Interlaken in the town of Stockbridge, MA....just minutes to Lenox, Stockbridge center and the Berkshire Botanical Center. Listen to the babbeling water from the Larrywaug Brook and walk just steps to the small town park.....sit on the deck or around the firepit to soak in the atmosphere of privacy and peacefullness.This 3 bedroom, 1.5 bath house has been miticulously updated including: roof, windows, deck, painting, kitchen, baths, cement clapboard, wood flooring, laundry on main level. Full walkout basement, oil heat, central air, town water, town sewer.....garage is partitioned for a workshop but can easily be converted to a one car garage again.


56 Photos
COHEN & WHITE ASSOCIATES
$759,000
4 BD | 3 BA
Residential - Single Family

Welcome to this large expansive dwelling that features great privacy! Enjoy outdoor cooking and refreshments on the enlarged deck for these hot summer days. Also featuring a separate personal deck off the Primary bedroom. This great home boasts an oversized living room with a Grand fireplace place that will impress any viewer. An interior balcony from the sizable Primary Bedroom overlooks the oversized living room. A large kitchen leading to your dining room that opens up to the back deck. Updated bathrooms with amazing tilework will be found throughout the home. An oversized garage to store your personal vehicle or off-road vehicles of your choice. The lower level including a bonus room that is currently being used a game room completes the interior. It's a Perfect opportunity to finish


48 Photos
ROBERTS & ASSOC. REALTY, INC
$769,000
3 BD | 3 BA
Residential - Single Family

Minutes to the vibrant town of Gt. Barrington, you'll find this immaculate move-in ready contemporary home on a quiet country road. House is set nicely back from the street; over an acre of landscaped rolling lawn and very private setting. Bluestone walk-way leads to the front entry. Step inside and find the main level featuring a delightful open plan -great room has gleaming hardwood flooring, open kitchen with soapstone counters; great welcoming space for gathering/entertaining. Dining opens to an oversized screened porch; a summer must-have in the Berkshires! Main level primary suite has updated bath w. walk-in shower. Additional bedroom/ full bath on main level. Lower-level w light-filled family room, 3rd bedroom, full bath. Central a/c. Convenient to Tanglewood, theater and more!


33 Photos
ELYSE HARNEY REAL ESTATE
$775,000
3 BD | 3 BA
Residential - Single Family

SOUTH BERKSHIRE COUNTY, UPDATED VILLAGE CENTER HOME & OFFICE This 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 and electric service, 4 auto car-bay doors, and a separate parking area. There are several possible uses for the property, including a business and/or accessory dwelling unit for possible rental income. The home itself is spacious and bright, combining period detail with updates. High ceilings, wonderful light, crown molding, soapstone counters, farmer's sink, cherry cabinets, & built in hutch.

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