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34 Photos
LAMACCHIA REALTY, INC
$264,900
2 BD | 1 BA
Residential - Condo/Townhouse

Light-filled end-unit condo with a garage & resort-style amenities! Welcome to this bright 2-bedroom home featuring a spacious living room with a stunning flagstone fireplace and large windows that flood the space with natural light. Relaxing private balcony facing the woods. Both bedrooms have generous space. Perks include in-unit laundry, extra storage, and your own garage. Located in a beautifully landscaped community with a pool and picnic area. HOA fees include: cable, exterior maintenance, landscaping, master insurance, road maintenance, sewer, water, snow removal, swimming pool, trash removal.


27 Photos
HELEN MULLANY REAL ESTATE, LLC
$449,000
3 BD | 3 BA
Residential - Single Family

EXCEPTIONAL CORNER UNIT! Bright and inviting 3 Bedroom, 2.5 Bath town house offering the perfect place to live, in the heart of Great Barrington. Designed for comfort & style, these light filled rooms showcase a beautiful distant mountain view. With the warmth of wood floors throughout, the spacious open plan is perfect for entertaining, and a new HVAC system has been added for year round comfort. The lower level is bonus space for recreation, bunk room or office. Plenty of storage, with walk out to a private seating area and gently sloped lawn. There is a one car detached garage. Rose bushes and thoughtfully designed landscaping create a welcoming setting. Conveniently located and move-in ready! Many Berkshire cultural attractions nearby, minutes to restaurants, shopping & skiing.


31 Photos
BERKSHIRE BUYER BROKERS
$495,000
3 BD | 2 BA
Residential - Single Family

Contemporary cape with an open, single floor design combines charm and practicality on two private acres. The walk out lower level features an expansive family room with two additional rooms. Heated garage, central vac, Vt Castings wood stove, underground propane, whole house generator and a screened porch to observe the private, landscaped lawn and gardens. This beautifully designed, well constructed, easy maintenance home provides the perfect oasis for every season!


43 Photos
LAMACCHIA REALTY, INC
$524,900
4 BD | 3 BA
Residential - Single Family

OPEN HOUSE Sat 7/5/25 11a-12:30p Welcome to your private escape in the heart of the Berkshires on a quiet country road. This expansive ranch-style home offers ample space for large family gatherings, house guests or entertaining. Enjoy the ease of one-level living with a bright, open floor plan and a grand brick fireplace anchoring the spacious main living area. The home features four spacious bedrooms and two updated full bathrooms along with a back deck and screened-in back porch overlooking the woodlands. The lower level offers even more flexibility with a private entrance, an additional bedroom, full bath and convenient kitchenette - perfect for guests, in-laws or potential rental income. There is also a large unfinished room with a second fireplace and walk-out access to


47 Photos
PAULA MCLEAN REALTORS INC.
$649,000
4 BD | 3 BA
Residential - Single Family

This one owner home has been a family treasure since 1981 and now it can be yours. Sited on nearly one level acre and abutting farmland the location is ideal. An inviting sunroom addition beckons you to relax. A family room with gas fireplace is open to the oak cabinet kitchen. Hardwood floors, 2 car attached garage, four bedrooms and 2.5 baths within. Brand new heating/cooling systems in 2025, central vac too! Plan a private viewing now.


49 Photos
COMPASS MASSACHUSETTS , LLC GB
$780,000
3 BD | 2 BA
Residential - Single Family

Designed for country living and entertaining, the heart of the home centers around a sun-filled great room with vaulted ceilings, wood beams, and French doors leading to a private deck. The chic kitchen has marble counters, subway tile, stainless steel appliances, gas stove and a peninsula for prep and dining. The 1st-floor primary suite offers a walk-in closet, updated full bath and deck access. Whitewashed hemlock floors, exposed wood beams, and a wood stove enhance the warmth and character. Upstairs, two spacious bedrooms share a full bath with marble floors and counter. Set on a level, landscaped acre, this move-in-ready home offers comfort, charm, and easy access to the best of the Berkshires.


69 Photos
NOCHER REALTY
$799,900
3 BD | 3 BA
Residential - Single Family

A Mason Owned Masterpiece built with steel I-beam construction! The main floor of this 3 Bed /3 Bath Ranch style home offers: a Chef's Kitchen with custom cabinets and beautiful brickwork, a walk in pantry, cathedral ceilings, expansive living room with a custom stone fireplace, 4 season room, primary bedroom with the primary bath and walk-in closet,1st floor laundry, Central A/C, walk up attic for storage and an oversized 2 bay garage. The lower level consists of an unfinished suite which could be used for an In-law or rental if completed. It offers a fireplace, living room, large bedroom with a walk-in closet, kitchenette, and bath. There is a connected garage bay and workshop with a whole house generator. The opulent outdoor amenities include an adjacent .60 acre lot, premium Goshe


45 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$841,500
3 BD | 4 BA
Residential - Single Family

HIGHLY MOTIVATED SELLER! Set atop a gentle hill along a quiet, winding county road, this charming New England saltbox home offers a rare blend of timeless elegance and modern comfort. Set atop a gentle hill along a quiet, winding county road, this charming New England saltbox home offers a rare blend of timeless elegance and modern comfort. Built in 1995 by a skilled contractor as a spec project, the home was thoughtfully customized to suit a relaxed yet refined lifestyle. With two spacious bedrooms, a cozy den that doubles as a convenient ground-floor guest bedroom, and three full bathrooms, the home strikes the perfect balance between form and function.From the moment you step inside, you'll be welcomed by a warm and inviting ambiance. The traditional dining room flows seamlessly in


70 Photos
COHEN & WHITE ASSOCIATES
$895,000
3 BD | 4 BA
Residential - Single Family

PANORAMIC VIEW, PRIVACY AND A STUNNING CONTEMPORARY is waiting to become your country sanctuary. As you drive up the long, private driveway, you feel your shoulders relax and then..peaceful thoughts take over as you soak in the sweeping south west view at the top of your private hill. The multi-level design of this home offers living with peace and tranquility for both gathering and quiet time alone, all while capturing the nature surrounding you on 5+ acres. Main level bedroom with private deck, full bath, office, cozy den and open kitchen/dining with direct access to the attached 3 car heated garage for convenience, dramatically opens to the Great Room in one direction and the primary bedroom with fireplace and newly designed luxurious ensuite bath with another guest bedroom and bath on


30 Photos
COMPASS MASSACHUSETTS , LLC GB
$895,000
3 BD | 3 BA
Residential - Condo/Townhouse

Welcome to The Vanna Building at Winden Hill. An excuisite example of Period living, this sun drenched Condo has 12 ft high ceilings, original marble fireplaces and uninterupted SW views as far as the eye can see. The first floor comprises of the extra large living room, dining room and kitchen, laundry and half bath. There are three bedrooms and two baths on the second floor. The primary suite comes with an oversized walk out deck large enough to place your summer lounge furniture, the perfect spot for your morning coffee. Amenities at Winden Hill include a heated pool and a tennis and pickleball court....all this and and only a 20 minute stroll to the center of Lenox. This truly is the perfect place to call home.


43 Photos
Compass Massachusetts, LLC
$925,000
3 BD | 3 BA
Residential - Single Family

The Country Village Condominiums on Copper Beech Lane remain Great Barrington's premier townhouse condos. Rarely available for sale, Unit 14 is one of few with a two-car garage and a wraparound deck facing south and west. This light-filled end unit offers privacy and three exposures. The kitchen features generous counter space and a bright breakfast area, while the living/dining room opens to the deck and side yard. Upstairs, the primary suite includes a walk-in closet and en-suite bath, with two guest bedrooms and another full bath. The garage and abundant storage are on the lower level. Enjoy the association pool, manicured grounds, and a short stroll to downtown--beneath the grand Copper Beech that inspired the name.


64 Photos
COHEN & WHITE ASSOCIATES
$1,150,000
3 BD | 4 BA
Residential - Condo/Townhouse

WHITE PINES COUNTRY VILLA WITH DEEDED STOCKBRIDGE BOWL BEACHFRONT!! This sought after end unit is the one you've been waiting for if you are looking for the ease of condominium living with a striking Great Room with vaulted ceiling, open dining/kitchen living, fireplace, wall of windows that take in the meadow view and direct access to decking along with the primary bedroom with a wall of closets plus a walk-in and an ensuite primary bath all on the main level with the bonus of a guest half bath and direct access to the attached garage. The lower level has two guest bedrooms, one with an ensuite bath; the other with a hallway full bath; a spacious family room and in home office space with direct access to private ground level decking, and a wonderful laundry room with lots of storage.


60 Photos
PAULA MCLEAN REALTORS INC.
$1,585,000
4 BD | 5 BA
Residential - Condo/Townhouse

Welcome to 9 October Hill, a refined Berkshires retreat set within the coveted Twelve Oaks Village in Lenox. Elevated by serene views and a peaceful, wooded backdrop, this residence features an expansive screened-in porch, ideal for quiet mornings or sunset entertaining. The first-floor primary suite offers effortless living, while the beautifully finished lower level with fireplace creates a warm and inviting escape. Two additional en-suite guest bedrooms occupy the second floor with sitting area between. Residents enjoy exclusive access to a resort-inspired amenity suite--pool, fitness center, clubhouse, and tennis--all just minutes from the cultural and culinary heart of Lenox. A rare blend of privacy, comfort, and sophistication. This is a truly outstanding home, must see.


54 Photos
EQUINE HOMES REAL ESTATE, LLC
$1,850,000
5 BD | 3 BA
Residential - Single Family

The equestrian elegance of this 55 acre property starts at the gated driveway. Perched on the hilltop is a fully equipped custom build multi use barn entirely heated by radiant floor heat and includes 8 14x14 stalls w/ autowaterers perfect for the breeder or veterinarian. Includes kitchenette, office, laundry and bathroom. Also included is a heated equipment shed and workshop, a heated drive through aisle for large trucks, washstalls and more! The grounds include 8 paddocks with waterers, an exercise track, 3 large pastures. A second barn offers 12 additional stalls. The meticulously kept grounds is professionally landscaped and a covered wrap around porch greets guests into the home. Kitchen has quartz counters, GE profile appliances and a slider out to a large patio


61 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$2,500,000
4 BD | 5 BA
Residential - Single Family

The ULTIMATE LIVE-WORK-PLAY RETREATStep onto a property as striking as the Berkshires themselves--where innovative design meets natural splendor, creating an extraordinary canvas for your ideal lifestyle. The 13,738 sq ft retreat fondly known as ''The Factory'' spans 5+ acres with views of rolling hills & protected fields. 10,000 sq ft of versatile commercial and creative space below and flanked by 3,000-sq ft of stunning living spaces that seamlessly blend design, sophistication, comfort. From the glass walls that open to sweeping views, to its bespoke kitchen or design forward guest suite, every inch has been crafted to inspire. Host gatherings on the spacious screened deck, unwind by the 360 glass fireplace, find solitude in the ''Tower'' - and redefine living, creating, & thriving.


93 Photos
BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$2,500,000
4 BD | 5 BA
Residential - Single Family

BREATHTAKING 360 DEGREE VIEWS Rarely does such a magical property come along with so much to offer. A well built and spacious home with Pickle Ball, Tennis, Swimming Pool, Gazebo, Lake frontage, Lush Green Lawn, Pastures, A Three Car Garage, Outbuildings, VIEWS FROM EVERY ROOM. Kitchen has Sub-Zero refrigerator, Wolf cooktop, large center island and a wall of windows overlook the gorgeous gardens and view. Formal dining room with wet bar and 500 bottle temperature controlled wine storage. A formal living room w/ a fireplace, a spacious family room for watching movies, a gym with a wall of windows looking to Mt Greylock, It is one of the most beautiful properties in the Berkshires. Equidistant to north & south Berkshire County. Close to all the Berkshires has to offer. IT WON'T DISAPPOINT


25 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$3,200,000
2 BD | 3 BA
Residential - Condo/Townhouse

A Rare South-Facing Retreat at The Residences at Canyon RanchNestled within the serene, world-renowned Canyon Ranch Lenox campus, this two-bedroom, two-and-a-half-bath end unit is a rare offering--south-facing, luminous, and among the most private of its kind. More than a residence, it is an invitation to a life of balance, wellness, and quiet sophistication in the cultural heart of the Berkshires.Inside, custom craftsmanship and refined finishes set a tone of understated luxury. Ten-foot ceilings soar above a grand great room with gas fireplace, while the Green Slate kitchen anchors the space with timeless beauty and functionality. A study that opens to the kitchen, joining work and warmth.The primary suite is a sanctuary, complete with its own fireplace,


60 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$4,950,000
7 BD | 9 BA
Residential - Single Family

Gated Berkshire Stone Estate in exclusive Pinecroft compound with Canyon Ranch Living and its 125 maintenance-free acres. Optional membership. Turnkey home features elevator, 300-year-old reclaimed timber floors and large gourmet kitchen. Great room boasts floor-to-ceiling stone fireplace, wet bar, Nano doors to screened lanai. Two primary en suite bedrooms with cedar closets. Lower level: gym, sauna, 8-seat hi-def theater, wine cellar, massage room, en suite bedroom/office and a soda fountain. Elegant outdoor living includes heated gunite saltwater pool/spa, firepit, pool house with guest suite and fully equipped kitchen. Heated driveway and garage. Near Lenox, Tanglewood and Berkshire arts.