Found 26 Listings

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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.


58 Photos
GELINAS REAL ESTATE
$469,000
3 BD | 3 BA
Residential - Single Family

Welcome home to this warm and inviting property set in a quiet and desirable Pittsfield neighborhood. With a comfortable flow and plenty of space for gathering, this home is ideal for entertaining and spending time with loved ones, especially as we head into the winter months. Inside, you'll find 3 bedrooms, 2 full baths, and 1,890 sq. ft. of well-designed living space. The cozy downstairs living room features a gas fireplace insert, perfect for chilly evenings, while the open kitchen/dining area, as well as a wet bar make this home an entertainers dream. The heated sun porch off the kitchen offers a bright, relaxing spot to enjoy year-round!


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.


37 Photos
ALTON & WESTALL REAL ESTATE AGENCY, LLC
$699,000
3 BD | 3 BA
Residential - Single Family

Don't miss a rare opportunity to own this charming ranch-style home nestled in the tranquil countryside of South Williamstown. Set on over three picturesque acres with almost 900 feet of frontage on the scenic Green River, this spacious 3-bedroom, 2.5-bath home offers the perfect blend of comfort and privacy, yet conveniently just 5 miles from Williams College and Spring Street. Inside, you'll find a bright and roomy floor plan featuring a formal dining room, a large living room with a cozy wood stove insert, and a kitchen that offers a dining and sitting area with sliding doors leading to the back deck. Additional interior highlights include a cedar closet, a pantry off the kitchen, and a full bathroom with laundry.


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


59 Photos
MACCARO REAL ESTATE
$859,900
4 BD | 3 BA
Residential - Single Family

Rustic Style Expansive Cape. Embrace the eastern views and warmth of New England's Mountains from the beautiful open front porch! Amazing custom home built by a true craftsman. Beautiful natural wood elements & exposed beams throughout, make for a wonderful Berkshire retreat! Large custom kitchen with granite & butcher block countertops, open dining room for easy entertaining with double French doors lead to an inviting screened porch/sunroom. Large private deck overlooking patio with firepit and meticulous lawn. Large mudroom/office. Beautiful living room with bay window, cozy den/family room with wood burning fireplace. Large first floor full bathroom with washer/dryer hook-up. Thoughtful design throughout.


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.


70 Photos
KELLER WILLIAMS REALTY
$995,000
3 BD | 3 BA
Residential - Single Family

Nestled in the heart of the Berkshires, 257 W Mountain Road offers a rare blend of luxury and tranquility. This exquisite property is set on a serene, tree-lined road just minutes from downtown Lenox and Tanglewood. With refined finishes, spacious living areas, and walls of windows framing the lush landscape, every detail reflects elegance and comfort. The landscaped grounds feature stone patios, rolling lawns, and wooded privacy--an idyllic retreat for all seasons. Perfect for entertaining or peaceful living, this is Berkshire living at its finest.


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.


52 Photos
BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$1,290,000
5 BD | 5 BA
Residential - Single Family

Nestled in the lovely gated community of Woodmont Estates, this magnificent Georgian Schultz-designed home offers five bedrooms and five baths, with effortless access to all the Berkshires have to offer. Step through the elegant front entrance into a grand foyer featuring an open stairway, flanked by a formal dining room and spacious living room. Continue on to the expansive chef's kitchen, complete with a large center island and sun-filled breakfast area.Upstairs, the second floor showcases generously sized bedrooms, including a luxurious primary suite with its own private office area.Outdoors, enjoy a stunning wraparound deck overlooking the in-ground pool--perfect for entertainment and relaxation. The beautifully landscaped grounds feature an open outdoor fireplace surrounded by


74 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,500,000
2 BD | 3 BA
Residential - Single Family

An equestrian dream property offering country living among the scenic hills of Western Massachusetts. Set on 15 acres with over 1,300+/- feet of frontage on the North Branch of the Manhan River and 900+/- feet of road frontage, this exceptional estate provides tranquility, function, and world-class facilities. Perfect for the boutique horse enthusiast, boarding operation, or hosting equestrian events.The property features nine paddocks and a hunt field with multi-species hemlock fencing, top-board electric hot wire, Jug waterers, and ample space for vehicle and trailer parking. The showcase three-stall barn with attached 80' x 180' indoor arena was built in 2019 using SIPS construction for superior energy efficiency.


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.


44 Photos
REAL LIVING REALTY PROFESSIONALS
$1,800,000
5 BD | 4 BA
Residential - Single Family

Welcome to this Berkshire Waterfront Paradise! With amazing lake and sunset views this home has it all. Five bedrooms all with lake views. Your family and friends will find the total relaxation the Berkshires can offer. Whether it's a swim, paddle, fishing or a water ski on the lake it's all just steps out the door. The beautiful stone fireplace sores to compliment this open space and provides a warm cozy touch. Come and start to relax as you enter into paradise.

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