Great Barrington, MA Homes for Sale under $1,000,000

''ON THE HILL'' Condo at The Oakwoood! Town-House style unit in a prime location. Located in a highly desirable setting, this property offers easy access to town, putting Shops, Dining, and local amenities just minutes away. 3-Bedrooms, 2-Baths,a large Living Room with vaulted ceiling & fireplace, Enjoy the community pool and beautifully landscaped property. Have coffee on the deck and take in

Helen Mullany HELEN MULLANY REAL ESTATE, LLC

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

Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

Beautifully updated and lovingly maintained Colonial in the heart of Great Barrington. Bright, sunny, and truly move-in ready, this inviting home offers a combination of classic charm and comfortable modern living. The first floor features a welcoming mudroom, updated kitchen, heated sunroom, dining room, living room, family room, laundry, and full bath, providing plenty of space for both

Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

Immaculate and well-maintained contemporary home in an exceptionally convenient location set on 5+ wooded acres. Designed for easy living and low maintenance, this home offers an open floor plan with high ceilings, wood floors, and a beautiful fieldstone fireplace anchoring the main living space. The kitchen opens to another living area creating a comfortable flow for everyday living and

Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

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

Rosemary Baumann HOUSATONIC REAL ESTATE

Moments from Lake Mansfield and Main Street, this turnkey contemporary offers clean lines, natural light, and effortless Berkshire living. The main level features an open-concept floor plan anchored by a show-stopping Duvemåla tiled stove, serving as a striking centerpiece for gatherings and cozy evenings by the fire. Enjoy the convenience of a first-floor bedroom alongside one of the home's

Tony Segalla WILLIAM PITT SOTHEBY'S - GT BARRINGTON

$100,000 PRICE IMPROVEMENT! Set on nearly 3 private acres in sought-after ALFORD, this 4-bedroom home blends privacy, comfort and Berkshire charm. Built by Howard Chezar with passive-solar design, the home features open living spaces, beautiful wood details and a flexible finished third-floor bonus room. Enjoy the spacious deck, in-ground pool and peaceful setting. An 8-year-young roof, low

Katie Soules WILLIAM RAVEIS - BERKSHIRE

''The Other Hill' Tucked into one of Great Barrington's coveted residential enclaves surrounded by million-dollar-plus estates, this home offers an unbeatable entry point into luxury Berkshire living. Designed with distinct living zones, the two-level layout provides the ultimate setup for weekend guests, remote working, family room or great potential for multi-generational living. The main

Leslie Claus Van Hise BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

SET ON A GENEROUS IN -TOWN PARCEL THIS 1850 VICTORIAN IS POISED FOR A MODERN TRANSFORMATION. THE RESIDENCE BEAUTIFULLY RETAINS ITS ORIGINAL STAIRCASE AND PERIOD DETAILS THROUGHOUT. HIGH CEILINGS AND EXPANSIVE WINDOWS ILLUMINATE THE MAIN ENTRY, LIVING AND DINING ROOMS, WHILE THREE FIREPLACES AND MULTIPLE PORCHES ADD TO THE TIMELESS CHARM. UPSTAIRS, THE SECOND FLOOR FEATURES FIVE BEDROOMS AND A

Claudia Crane COMPASS MASSACHUSETTS , LLC GB

Special opportunity to take over the 5BR owners' unit as part of this 4-unit compound and let the other 3 pay your mortgage. Relaxing property in the center of Housatonic village with two charming, recently renovated duplex homes - each with historic details left intact. The front house has a flex 4/5BR 2200 sq. foot owners' unit which feels like its own house. Split on 2 floors, it has 2 full

Tony Segalla WILLIAM PITT SOTHEBY'S - GT BARRINGTON

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

Stephen Schoenfeld WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Set quietly at the end of a private road in desirable South Egremont, this recent build delivers modern single-level living at its best. Designed with an easy, step-free floor plan, the home opens into a chef's kitchen that anchors the main living space. The layout features three well-appointed bedrooms-highlighted by a generous primary suite-plus a dedicated home office. Outdoor spaces are built

Tony Segalla WILLIAM PITT SOTHEBY'S - GT BARRINGTON

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

Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

First-time for this treasured dwelling to be available for purchase. This magical setting surrounded by lush gardens and plantings is just the beginning of the enchantment. Distant mountain views to the east brings your viewscape to Butternut Ski & beyond. Inside the dwelling is a large open living space & kitchen on the first floor. Separately, there is a first-floor Ensuite. Abutting the first

Thomas Doyle, Sr. BISHOP WEST REAL ESTATE

This meticulously maintained 1900 farmhouse seamlessly blends timeless historic character with refined modern updates, creating a move-in ready retreat just minutes from the vibrant energy of downtown Great Barrington. Every corner of this classic three-bedroom, two-bathroom home reflects thoughtful care and craftsmanship, offering an ideal balance of warmth, functionality, and quintessential

Suzann Ward HOUSATONIC REAL ESTATE

Nestled within a mixed use residential/commercial block this renovated space is ready for the next creative commercial endeavor. Rent the house and use the studio for art, office, store or Live and work all within walking distance to town center. Thoughtfully brought from a commercial office space to a 2 bedroom, 1.5 bath, bright open and airy living space with 5 parking spots and a nice size

Jen Harvey COMPASS MASSACHUSETTS , LLC GB

Rare offering of over six acres ''On the Hill'', sprawling residence with first floor primary, large eat-in kitchen with cozy fireplace.. porch-privacy-garage..open acreage bordered by woods.. walking distance to Main Street, Skiing and Lake Mansfield nearby...Five bedrooms, three baths. Formal living room.Plenty of room for expansion.

Martha Piper THE KINDERHOOK GROUP

FOR SALE: Prime Downtown Great Barrington Gem - Endless Possibilities! Welcome to 406 Main Street, a rare opportunity in the heart of downtown Great Barrington, MA. Just steps from bustling Main Street shops and restaurants, this versatile 5,180 sq ft building offers exceptional potential for residential, commercial, or creative mixed-use transformation. Zoned B2, the property allows for

Jason Saphire www.HomeZu.com

Tucked away in a peaceful, private setting, this charming mid-century ranch offers easy one -level living , warm and inviting. Featuring 3 bedrooms and 2 full baths, the home combines classic character with fresh updates.New oak floors throughout, fresh interior and exterior paint create a clean, move-in ready feel.Relax by the fire or enjoy time on the screened porch or deck. Minutes to

Helen Mullany HELEN MULLANY REAL ESTATE, LLC