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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$910,000
2 BD | 2 BA
Residential - Single Family

Custom built home situated on a private lot just minutes to GUIDOS! Impeccable home with open floor plan....kitchen, eating area, living room with fireplace.... wood floors, tiled baths, gas heat, central air, established gardens including your very own blueberry patch!...A stunning house on a very special piece of land....come take a look ....


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WILLIAM RAVEIS - BERKSHIRE
$935,000
4 BD | 3 BA
Residential - Single Family

The mid-century retreat you've been waiting for. This classic home sits on over 4 private acres, delivering the ultimate Berkshire lifestyle with a bright, open floor plan and two cozy fireplaces. With 4 bedrooms, 3 baths, a large office, and a sun room looking overlooking your oasis, the layout offers perfect flexibility for guests or remote work. Outside, your private resort features a heated swimming pool and a dedicated tennis or pickle ball court tucked at the end of a quiet road for unmatched seclusion. Modern upgrades including a large solar array and a new heating system drastically reduce utility costs. Experience total privacy while staying minutes from everything that makes Great Barrington a premier Berkshire destination.


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WILLIAM PITT SOTHEBY'S - LENOX
$979,000
5 BD | 5 BA
Residential - Condo/Townhouse

Sitting right on the Lenox-Lee line, Katydid Cottage is one of the few freestanding homes at Fox Hollow - your own house, your own private patio, with Lenox and Tanglewood just up the road. It feels like a single-family home but comes with the ease of condo ownership, so your weekends go to the lake instead of the upkeep. The main floor is where this one really works. The kitchen is bright and open to a big dining room, and the living room has a gas fireplace for the cold months. The primary suite is on the first floor too, so you can live on one level if you'd prefer.


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Lamacchia Realty, Inc. - Dalton
$979,000
4 BD | 4 BA
Residential - Single Family

Move right into this stunning single-family home at highly desirable Berkshire Country Meadows. Nearly new and impeccably maintained, this spacious home offers the ease of condominium living with the feel of a private residence. The open-concept design features a beautiful kitchen, dining area, and living room with a cozy gas fireplace, perfect for entertaining or everyday living, and a separate first floor office with French doors for privacy. The first-floor primary suite boasts a walk-in closet and en suite bath while the walkout lower level expands the living space with a generous family room, two additional bedrooms, full bath and private patio. With 4 bedrooms, 4 full baths, and exceptional space throughout, this home is simply gorgeous and ready to enjoy. Clubhouse, pool, tennis.


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WILLIAM PITT SOTHEBY'S - LENOX
$985,000
3 BD | 3 BA
Residential - Single Family

Introducing Green River Meadows, a new luxury development that prioritizes healthy, sustainable living--ideal for those seeking an eco-friendly lifestyle without sacrificing luxury. Nestled alongside the Green River in Williamstown, just a short distance from the prestigious Williams College and surrounded by the cultural richness of the Berkshires, this community offers an exceptional lifestyle in a prime location.These to-be-built homes reflect a deep commitment to sustainability, seamlessly blending innovative design with environmental stewardship. Built using Passive House principles, the homes are designed to achieve optimal energy efficiency through superior insulation, triple-pane windows, airtight construction, and continuous fresh air ventilation,


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MACCARO REAL ESTATE
$995,000
5 BD | 3 BA
Residential - Single Family

Completely transformed, this wonderful 1790's Colonial blends historic New England character with sophisticated global influence in a truly one-of-a-kind Berkshire setting. Located directly across from Pontoosuc Lake, the property offers stunning lake views, exceptional craftmanship and endless possibilities for live/work, business venture or investment in business/residential zone. State-of-the-art kitchen featuring radiant heat, quartz countertops, high end appliances, oversized center island with dramatic full waterfall quartz sides flowing on every exposed edge. First-floor bath/laundry w/radiant heat. All three bathrooms have been fully renovated with spa like appeal and upscale design. Large living room/dining room, 1st floor bedroom with lake views, 2 sunporches all on main level.


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BISHOP WEST REAL ESTATE
$999,000
4 BD | 3 BA
Residential - Single Family

BE THE FIRST TO LIVE IN THIS HOME!!! This thoughtfully designed contemporary home offers quality construction, energy efficiency, and a rare opportunity for customization--without the lengthy build process. Built with comfort and performance in mind, the home features spray-foam insulation in the walls and attic, fiberglass insulation between floors, energy-efficient windows, and Central Air/Heat system. The walkout basement provides excellent potential for future expansion of living space. The builders are open to conversations with buyers regarding modifications and finishing details, allowing you to personalize the home to suit your needs while moving into a substantially complete, quality structure. Driveway and landscaping will be installed in early Spring 2026.


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BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$999,316
4 BD | 4 BA
Residential - Single Family

Welcome to this newly remodeled 4,298 sq. ft. luxury residence, perfectly set on 1.53 acres of beautifully landscaped grounds. Built in 1998 and thoughtfully updated, this home blends timeless elegance with modern sophistication. Inside, the open and airy floor plan features 4 bedrooms and 3 ½ bathrooms, designed for both comfort and style. The chef's kitchen boasts a Sub-Zero refrigerator, Wolf appliances, and a built-in Miele coffee machine, while the dining room is enhanced with custom-built-in fridge and freezer drawers—perfect for hosting. From the attached two-car garage, a custom mudroom with built-in shoe storage leads into a finished home gym outfitted with state-of-the-art equipment.


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ALTON & WESTALL REAL ESTATE AGENCY, LLC
$1,079,500
2 BD | 3 BA
Residential - Condo/Townhouse

Open House June 13, 1-2:30. Striking and sophisticated riverfront condominium in superb location, with close proximity to restaurants, shops and theater on Spring and Water Streets, the Taconic Golf Club, Williams College, and the Clark Art Institute. One of only 6 recently built town house units on the river in the handsome Cable Mills complex, number 8 has benefitted beautifully from the discerning taste and style of its owner, with elegant yet understated lighting fixtures, and enchanting touches of color and texture throughout. Light-filled with an abundance of large windows, it offers as well two terraces and two upper decks providing opportunities for al fresco dining and fresh air relaxation. A sleek suite of Thermador appliances graces the kitchen/dining area which includes


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ALTON & WESTALL REAL ESTATE AGENCY, LLC
$1,085,000
5 BD | 4 BA
Residential - Single Family

Lovely Carriage House in splendid location. Just minutes from prestigious Clark Art Institute with its world-renowned collection of French Impressionist and American Art, and the numerous trails wandering through the meadows and woodlands of its 140 acre campus, and a stone's throw from the outstanding Taconic Golf Club, this charming residence, once part of the Cluett Estate, affords privacy with its 1.4 acres as well as proximity to all Williamstown has to offer. The four bedroom, three and one half bath home features a stellar and spacious living room with large woodburning fireplace, a formal dining room opening to a screened porch overlooking the pleasing grounds, a warm bookcase-lined den with another fireplace, a kitchen with breakfast nook. and stone terraces. With ample room


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HOUSATONIC REAL ESTATE
$1,085,000
4 BD | 2 BA
Residential - Single Family

Discover this enchanting 1900s Town Colonial, where historic charm meets modern sophistication. Nestled in a tranquil neighborhood, this home offers four spacious bedrooms, two updated full baths, and a stunning chef's kitchen, blending comfort with style. From the moment you enter through the newly renovated mudroom, you'll appreciate the original wood floors and built-in shelving that preserve the home's historic character. The first floor features a convenient en suite bedroom. The heart of the home, the chef's kitchen/dining room is a culinary delight equipped with top-of-the-line appliances and ample counter space. Partially renovated barn. Nice yard.


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HOUSATONIC REAL ESTATE
$1,149,000
4 BD | 5 BA
Residential - Condo/Townhouse

Condo at Twelve Oaks Village. End of Cul-de-sac with Mountain views. This unit offers lots of Privacy being an end unit. Come enjoy Tennis Swimming pool and Fitness center all on property. 3 Full floors of living space with Primary Suite/Walk in Closet on 1st floor. Spacious open floor plan to enjoy entertaining with plenty of outdoor space with screened in porch and private deck. Enjoy Easterly Views of October Mountain. Plenty of room for family and friends.


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LAMACCHIA REALTY, INC
$1,200,000
3 BD | 4 BA
Residential - Single Family

Welcome to 221 Bailey Road in Lanesboro, MA., an exquisite ranch-style home offering approximately 4,200 sqft of luxurious living space. Nestled on 87 acres atop a mountain, this property provides unparalleled privacy and breathtaking views that enhance its serene atmosphere. The open-concept living area is perfect for entertaining, featuring abundant natural light and seamless flow between spaces. Energy efficiency is a hallmark of this home, ensuring comfort year-round while minimizing utility costs. Ample room for family and guests, this stunning residence combines modern amenities with the tranquility of nature. Some of the amenities this home offers a three car garage, heated in ground pool, owned solar and a cozy wood stove for those chilly Berkshire nights.


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WILLIAM RAVEIS - BERKSHIRE
$1,200,000
4 BD | 3 BA
Residential - Single Family

Dreamy river Colonial: tucked away on 4 beautiful acres, 1361 feet of river frontage, offering privacy and a quiet sanctuary for wildlife viewing. Main floor features an updated classic chef's kitchen that flows into a spacious Great Room w/ wood-burning fireplace, dining area, 1/2 bath, and direct access to the sun deck with sparkling river and dramatic sunset views. A breezeway connecting the 2-car garage is a sunny space for all of your seasonal gear. Upstairs, the large primary bedroom includes a 2nd wood-burning fireplace and en suite bath, while two additional bedrooms share a full bath. Main floor office and a finished lower level currently serves as guest accommodations, media room, fitness, laundry, and a variety of additional uses. New landscaping! 4 bedroom Title V, completed 4/


49 Photos
STONE HOUSE PROPERTIES, LLC
$1,250,000
4 BD | 3 BA
Residential - Single Family

Discover this breathtaking timber-frame home sited on a peaceful and private 10-acre park-like setting central to the Berkshires. Redesigned by architect Pam Sandler, who added a vaulted great room ceiling, a welcoming front porch, a spacious screened porch, and a 3-car garage. Featuring a first-floor en-suite primary bedroom, a generous living & dining area anchored by a commanding fieldstone fireplace, and a well-planned kitchen with all stainless appliances. Three upstairs bedrooms have ample closet space, and the basement family room with a wood-burning stove offers a cozy winter retreat. This eco-friendly home features a newly built barn, solar panels, and heat-pump climate control. There is so much to experience in this beautifully updated home, just 10 minutes from Tanglewood.


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,250,000
3 BD | 3 BA
Residential - Single Family

Welcome to Serenity Hill.This 1994 Cape style home captures the timeless charm of the Berkshires from the moment you arrive. At the entrance, stately stone pillars and a classic stone wall offer a graceful welcome, setting the tone for the calm, natural beauty that defines life in the Berkshires. Located on the border of Great Barrington, this Sheffield home is on a peaceful, quiet country road. Less than a mile from Wyantenuck Country Club and just five minutes from downtown Great Barrington. This home offers a peaceful sense of seclusion without ever feeling far from the heart of the Berkshires.Inside, you'll find an airy, open layout with natural flow from room to room, designed with both comfort and connection in mind.


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BURNHAM GOLD REAL ESTATE, LLC
$1,250,000
7 BD | 5 BA
Residential - Single Family

Own a piece of Williamstown history with this beautifully preserved Greek Revival modern farmhouse, set along the Green River on just under 20 picturesque acres. This exceptional property offers a rare combination of historic charm and modern comfort, with ample acreage for farming or livestock, ponds, barns, an in-ground pool, and more. The main residence features 5 bedrooms and 4 bathrooms, while the attached guest house offers 2 bedrooms and 2 bathrooms, providing flexibility for extended family, guests, or multi-generational living. Step inside this timeless home to discover thoughtful modern upgrades designed for everyday living. A spacious mudroom at the rear entrance keeps daily life organized, while the stunning kitchen—complete with stainless steel appliances, granite countertops


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COMPASS MASSACHUSETTS , LLC GB
$1,275,000
4 BD | 4 BA
Residential - Single Family

Special Berkshire retreat on 25 private acres in Harrington Woods with beautiful views. Offering 5,400 sq ft, this 4-bedroom, 4-bath home features oversized rooms and high ceilings. The main level includes a recently renovated chef's kitchen, expansive primary suite with walk-in closets, guest room/office, library with built-ins, dramatic living room and a 400 sq ft screened porch. The walkout lower level offers two additional bedrooms, exercise room, family room, professional pool table, sauna and steam shower. Additional highlights include an oversized 2-car garage with Level 2 EV charger, 12x24 storage shed, and a 30-panel solar array with a transferable utility credit. HOA amenities include tennis, pickleball and a heated seasonal pool. Minutes to Otis Ridge and Great Barrington.


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FAIRGROUND REAL ESTATE, INC
$1,290,000
5 BD | 5 BA
Residential - Single Family

Great Barrington A masterful rebuild with reverence for Great Barrington's past and a bold reimagining for modern living. This 5-bedroom, 4-1/2 bath colonial sits in-town and blends historic charm with contemporary luxury for effortless, years-long comfort. Property Highlights 5 Bedrooms | 4 Full Baths + 1 Half Bath** Complex rebuild from the ground up** - preserved nod to the town's heritage with a fresh, modern interior Chef's Kitchen** - high-end appliances, ample prep space, and thoughtful layout for entertaining Radiant Floor Heating** - in entry Dual Fuel Heat throughout High Velocity Central Air Conditioning** - efficient, quiet climate control Solid Heavy Doors with Emtek Hardware** - substantial, timeless feel with premium finishes 4-Season Porch**


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HOUSATONIC REAL ESTATE
$1,295,000
3 BD | 3 BA
Residential - Single Family

Single level Berkshire retreat tucked away on 5.91 peaceful acres just minutes from downtown Great Barrington. Abutting the Tom Ball Mountain Trail & land reserve, this custom-built ranch offers the perfect blend of privacy, comfort, and versatility. Built in 2005, the home features over 2,400 square feet of living space with 3 bedrooms, 2.5 baths, abundant natural light, and an easy-flowing floor plan ideal for everyday living or entertaining. The expansive lower level and dual-garage configuration provide exceptional flexibility for a workshop, studio, recreation space, guest quarters, or future expansion. Enjoy wooded surroundings, open sunny spaces, solar panels, and a serene country setting just moments from the Berkshires' renowned dining, culture, and outdoor recreation.

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