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50 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$3,275,000
4 BD | 4 BA
Residential - Single Family

Perched dramatically on a 18 acre very private mountainside, this brand-new modern home overlooks the sweeping beauty of the Berkshire Hills. A long, winding driveway builds anticipation as it ascends, ultimately revealing striking contemporary architecture framed by panoramic sunrise views. Designed to embrace the natural landscape at every turn, this residence delivers a serene, elevated living experience unlike anything else on the market. The first floor features an impressive great room with soaring timber beams, an elevated Malm fireplace, and floor-to-ceiling glass that captures the surrounding vistas. A gourmet kitchen imported in its entirety from Germany anchors the main living space with exceptional craftsmanship and modern sophistication. Radiant heat throughout the main


61 Photos
PAULA MCLEAN REALTORS INC.
$1,900,000
5 BD | 5 BA
Residential - Single Family

Steeped in the timeless elegance of historic Stockbridge, this exceptional Colonial captures the enduring charm of a bygone era, evoking the quintessential New England scenes made famous by Norman Rockwell. Beautifully sited just moments from the heart of town, this distinguished four-bedroom residence blends classic architectural details with gracious, comfortable living. Inside, three fireplaces anchor inviting gathering spaces filled with warmth and character, while three spacious ensuite bedrooms offer exceptional comfort and privacy. Rich period details, handsome proportions, and abundant natural light create a home that is both sophisticated and welcoming. Beyond the main residence, a separate guest cottage provides the perfect retreat for visitors, extended family, a home office,


41 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$869,000
4 BD | 5 BA
Residential - Single Family

Located in Lee MA is a waterfront property a home built in 1880 and renovated in 1994. A bucolic location with views of rushing water and mountains. A perfect home for a variety of birds and established gardens. This 3500 sq. ft home offers an open floor plan that includes living room with fireplace, cooks kitchen with island and dining area. Main level includes a private bedroom and bath; screen porch, deck, laundry room/office, powder room, attached one car garage and office with separate entrance. The second floor offers 2 guest bedroom with private baths and PRIMARY with walk in closet, access to a Juliet deck and private studio space. Free standing single garage located at the rear of the property. This property has multiple uses!


95 Photos
BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$1,525,000
4 BD | 4 BA
Residential - Single Family

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 transitions to a screened porch in the warmer months, allowing you to enjoy the surrounding landscape year-round. Four bds, + office/den, & 3.5 bths, allows ample space for family/guests. Primary suite offers a peaceful retreat w/ modern bth & private deck w/ hot tub. Outdoor is a spacious deck, built in kitchen & in-ground pool, + a 2 car garage w/elec charger. Beauty, privacy and convenience.


57 Photos
STONE HOUSE PROPERTIES, LLC
$1,895,000
6 BD | 5 BA
Residential - Single Family

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 views of Tom Ball mountain, this property is a combination of gardens, fields, forest, and offers several outdoor living spaces, including a stone patio off the kitchen. A short jaunt to No. Six Depot, The Foundry performing arts, and Tanglewood. Central to Gt. Barrington, Lenox and Stockbridge for theatres, boutiques, skiing, golfing, museums and so much more at your fingertips!


46 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$995,000
4 BD | 3 BA
Residential - Single Family

Comfort, privacy, and easy Berkshire charm on nearly four acres, just five minutes from downtown Great Barrington. Set well back from Division Street on a quiet road, this inviting home feels tucked away but not remote. A tree-lined drive winds through the property to a home surrounded by colorful gardens and mature trees. Inside, the house opens up and keeps surprising. A thoughtful expansion by noted Berkshire architect John James added volume, light, and a more contemporary flow while still feeling connected to the original home. The living room, with its wood-burning fireplace, connects to an updated kitchen, dining room, and sunken great room.


28 Photos
RE/MAX TRANSITIONS
$550,000
2 BD | 1 BA
Residential - Single Family

Location, Privacy, and Stonewalls all in one! Discover a rare opportunity to own a piece of country charm in Boxford, available for the first time in over 40 years and attractively priced below assessed value for an immediate estate sale. Nestled on a picturesque 3-acre lot, this property offers peaceful living in a welcoming community, making it ideal for first-time buyers or investors/builders seeking a rewarding project home. Embrace the potential to create your dream residence in this tranquil setting while enjoying the benefits of privacy yet being so close to everything!


17 Photos
NON-MEMBER / RECIPROCAL
$235,000
3 BD | 2 BA
Residential - Single Family

Welcome to this spacious 3-bedroom, 2-bath home offering 1,920 square feet of living space in Pittsfield's desirable Morningside neighborhood. This home blends classic character with several major updates already completed, including a newer roof (2025), replacement windows, oil tank (2024), boiler (2019), and sewer line (2019). The flexible floor plan provides plenty of room for everyday living, entertaining, or multi-generational needs. Enjoy an eat-in kitchen, full basement with interior and exterior access, a detached one-car garage, and a generous lot with mature landscaping.


25 Photos
MORESI REAL ESTATE PARTNERS
$295,000
3 BD | 1 BA
Residential - Single Family

Renovated 3-Bedroom Cape in a Central Location. Welcome home to this newly renovated 3-bedroom Cape-style house, ideally situated in a convenient central location close to everyday amenities, local services, shopping, dining, and commuter routes. Combining classic Cape charm with fresh modern updates, this inviting home offers comfort, functionality, and move-in-ready appeal. Property highlights include: - 3 bedrooms with flexible space for sleeping, working, or guests - Primary bedroom located on first floor near bathroom - Newly renovated interior with fresh finishes throughout - Classic Cape-style layout with timeless curb appeal - Centrally located for easy access to nearby conveniences - Move-in-ready condition with updated style and practical everyday comfort


18 Photos
HOUSATONIC REAL ESTATE
$510,000
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.


35 Photos
LAMACCHIA REALTY, INC
$429,900
3 BD | 2 BA
Residential - Single Family

Beautifully maintained 3-bedroom, 2-bath home offering the perfect blend of comfort, character, and country charm. The updated kitchen with quartz countertops flows into the dining area featuring a stunning floor-to-ceiling stone fireplace. Enjoy a spacious living room with wood stove and mini-split, a bright sitting area, and a first-floor office/flex room ideal for work, hobbies, or guests. Relax on the covered front porch or expansive rear deck overlooking the peaceful surroundings. Enjoy the tranquility of Savoy with convenient access to Adams (approx. 10 min), Hoosac Valley High School (approx. 5 min), North Adams (approx. 15 min), Pittsfield and Lenox (approx. 25 min), I-90 (approx. 40 min), and I-91 (approx. 50 min). Savoy's small community elementary school adds to the appeal of


27 Photos
STONE HOUSE PROPERTIES, LLC
$674,000
4 BD | 4 BA
Residential - Condo/Townhouse

Custom-designed & beautifully maintained, one-owner residence offers 4 bedrooms, 3.5 baths, in the most desirable location in the Berkshires. CALM & QUIET with direct access to Kennedy Park - you'll enjoy the perfect balance of nature, community & the Arts. Lenox offers quality shops, food, farmers markets, banks & music. A beautiful open floor plan features a totally upgraded kitchen with a gas stone fireplace overlooking the woods. The adjacent screened porch opens to a private patio surrounded by native gardens. The 1st floor en-suite bedroom provides an ideal 1-level living option. Upstairs, the spacious primary suite offers double closets, a beautifully appointed bath with quartz countertops, double sinks, generous linen closet, tile tub & shower. A 3rd en-suite bedroom plus


40 Photos
HOUSATONIC REAL ESTATE
$925,000
4 BD | 3 BA
Residential - Single Family

Private Lake Buel access is just steps from this exceptional one-level, 4-bedroom, 3-bath ranch--your perfect year-round getaway or full-time retreat. Inside, you'll find a striking two-sided fieldstone fireplace anchoring the living and dining areas, complemented by warm wood floors that add timeless charm. Step outside to a spacious back deck overlooking your own private bird sanctuary--an ideal setting for relaxing or entertaining. Enjoy the serenity of lakeside living with plenty of space for family and guests. Complete with a deeded boat dock and storage shed, this property offers everything you need to embrace the ultimate lake lifestyle.


15 Photos
LAMACCHIA REALTY, INC

Discover the perfect setting for your future home on this beautiful, level building lot located on Stoney Brook Road. Nestled among attractive, established homes, this property offers a peaceful and private setting while still providing convenient access to all that the Berkshires have to offer. Reasonable HOA covenants help protect the character and value of the neighborhood. Located just minutes from Jacob's Pillow and Center Pond in Becket are just a few popular spots to mention. This lot also has the added benefit of a passing perc test, bringing you one step closer to making your building plans a reality. Contact listing agent for location. No sign on the property.


36 Photos
NON-MEMBER / RECIPROCAL
$569,000
3 BD | 3 BA
Residential - Single Family

Fantastic south lit cook's kitchen in this spacious 3 to 4 bedroom home located near the beautiful hilltop Worthington golf course and its fantastic view. This property has the added bonus of a guest cottage or rental. The kitchen has a restaurant style range and an additional oven plus plenty of counter space made of Black River Stone. Kitchen has door to screened porch for summer dining or to formal dining room with beautiful walnut built-ins. Living room with fireplace and walnut built in bookcases has a door to the Goshen stone patio. 1st floor master bedroom suite. Upstairs are 2 more bedrooms, one has a fireplace, plus an office or bedroom, a full bath and plenty of storage. Lovely grounds have old apples, lilacs, hydrangeas and other mature plantings. Wood floors through out.