Great Barrington, MA Homes for Sale with Acreage

Tullar Farm represents a rare opportunity to own a piece of history where timeless elegance meets modern comfort amidst the serenity of South Egremont's charming landscape. With its rich architectural heritage, generations of proud stewardship, and unrivaled natural beauty, this distinguished estate stands as a testament to the enduring legacy of its past and the promise of future for generations

Lauren Molk ELYSE HARNEY REAL ESTATE

Stunning Contemporary Home in Great Barrington - Perfect Blend of Privacy and ConvenienceDiscover this beautifully designed 2,500 sq. ft. contemporary residence nestled in the desirable Great Barrington area. Offering 3 spacious bedroom suites , this home combines elegant style with everyday functionality.Step outside to your private fantasy backyard -- an entertainer's dream featuring a charming

Eric Steuernagle FAIRGROUND REAL ESTATE, INC

This beautiful home was built in 2006, and updated in 2022. The house is situated on just shy of 5 Acres in the town of Egremont. The home is flooded with sun all day, rarely needing a light on in the house. Direct access to the Green River at the edge of property to cool off on those hot summer days. A new central AC system was installed throughout home and apt A New backup generator, rain

Lawrence Reilly THE KINDERHOOK GROUP

Nestled beside 900 acres of Alford Springs Nature Preserve, this contemporary colonial is sited on 5.8 acres. Built in 2005 and fully renovated in 2021, it boasts high-efficiency HVAC and hot water, 14GW of seller-owned solar, an open main floor plan, gorgeous kitchen with top-of-the-line appliances, front porch, screened porch, large 2-car garage, and generously-sized rooms throughout. Two

Jen Harvey COMPASS MASSACHUSETTS , LLC GB

MOTIVATED SELLER; WILLING TO NEGOTIATE ON UPGRADES AND IMPROVEMENTS. Indulge in refined Berkshire living on an exclusive cul-de-sac, where effortless HOA services complement this exquisite new construction. Offering 4,200 sq ft of thoughtfully designed, environmentally conscious living less than a mile from downtown Great Barrington, this home is the perfect modern retreat. Enter through a

Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

Set on a deep, level one-acre lot, this colonial offers a nice balance of space, privacy, and neighborhood convenience. The front entry opens to an inviting staircase that leads upstairs to three bedrooms and a shared full bath. The main level includes a comfortable living room with a fireplace and back door opening to a covered porch overlooking the fenced backyard and in-ground pool.A bright

Paige Paluch LANCE VERMEULEN RE, INC

Discover the timeless allure of 'The Turning Point,' a quintessential Berkshire retreat nestled in the hills of Great Barrington. Originally a 1800's stagecoach stop, this enchanting 3600-square-foot property boasts a rich history as a thriving inn, short-term rental and home, offering 7 bedrooms and 6.5 bathrooms. Immerse yourself in its New England charm, complete with a wood stove, propane

Tony Segalla LANCE VERMEULEN RE, INC

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

Suzann Ward HOUSATONIC REAL ESTATE

New Build Contemporary. Timbercraft Homes & Rosengren Architects collaborated to create this Contemporary 1584 square foot 2 bedroom home. Clean lines and simple one level living. Energy efficient Home with beautiful oak floors, custom kitchen open to dining and living room. Primary bedroom spacious and bright with well appointed bathroom and walk-in closet. Fireplace, dual fuel heating and AC. 1

Mark Rosengren LANCE VERMEULEN RE, INC

FULL BUILDING PLANS INCLUDED! Privacy and big potential! Build your Berkshire dream home in the quiet Alford hills on this 2 acre parcel surrounded by trees. Foundation for a new home is already constructed with architectural plans included as an added bonus. The property includes a new septic system and well, plus 1 outbuilding and additional barn at the back of the lot.

John Segalla HOUSATONIC REAL ESTATE

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.

William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Nestled on 6.6 peaceful acres, this beautifully renovated country Cape offers exceptional privacy just minutes from town. Set well back from the road, the home enjoys a quiet, convenient location surrounded by mature trees and gardens.Inside, a spacious dining room features a striking stone fireplace, while the large living room showcases wood floors that extend throughout. Every detail has been

Allison Rada STONE HOUSE PROPERTIES, LLC

A Berkshire dream home! Nestled in a quiet private setting to enjoy the outdoors. This 3 bedroom 3 full bath home is empty and ready to go. Great lighting nice open kitchen dining/living area. Additional room can be used as a den or 1st floor bedroom. Wood stove insert for chilly fall nights while enjoying your 3 seasoned screened porch. Oversized 2 car garage. Full basement could be completed as

Suzann Ward HOUSATONIC REAL ESTATE

Embrace the epitome of Berkshires luxury in this newly constructed residence, poised on a serene cul-de-sac with community pool privileges. Spanning an impressive 4,200 square feet, this home is a stone's throw from the bustling heart of Great Barrington. Step under the elegant covered portico and into the grandeur of a cathedral great room, where a cascade of natural light streams through

Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

This is the one you've been waiting for. A classic mid-century home on over 4 private acres, offering the ultimate Berkshire lifestyle. The bright, open-mid century floor plan provides a seamless flow, while two fireplaces add classic comfort. The home features 4 bedrooms, 3 baths, large office and a media room, offering flexibility for family and guests. Outside, your private resort awaits. A

Tony Segalla LANCE VERMEULEN RE, INC

Located just 1.8 miles from Ski Butternut, this Berkshires retreat is the perfect basecamp for multi-generational gatherings, or groups of friends who want room to spread out. Set on 4.32 private acres on the Great Barrington/Monterey line, this spacious 1958 ranch has grown over the years into an impressive 5,200 sq. ft. haven--ideal for creating lifelong vacation memories.Inside, the home's

Cortney Dupont COHEN & WHITE ASSOCIATES

Live in the center of Great Barrington with a private backyard of almost 3 acres on the river! This renovated farmhouse has an inviting kitchen with cozy wood stove, first floor primary suite and 2 spacious bedrooms with a shared bath on second floor. Beautiful wide-plank floors and built-ins preserve this home's history. A solar rooftop system, fully owned, brings energy efficiency and

Christine Martin COMPASS MASSACHUSETTS , LLC GB

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

Set on over 12 private acres just minutes from the center of Great Barrington, this impeccably designed estate offers an extraordinary combination of luxury, privacy, and panoramic southern views of the Taconic Range, including the iconic silhouette of Mount Everett. Blending effortless indoor elegance with immersive outdoor living, this property captures the essence of Berkshire leisure.Inside,

Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

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

A completely transformed barn renovated into a chic home with every modern convenience. Located in the desirable town of Egremont and just minutes from Great Barrington, this delightful property offers long-range pasture views with the Green River just beyond.Thoughtful living spaces for every walk of life featuring a roomy primary suite on the first floor, an additional primary suite that

Jen Harvey COMPASS MASSACHUSETTS , LLC GB

Architectural gem with lots of glass perched like a treehouse on the backside of Monument Mountain. The open, mid-century modern home was built in 2012 for maximum light, efficiency, and provides glittering views through the trees of the Housatonic River! 2 bedroom, 2 full baths-both ensuite + central AC, and a Scandinavian soapstone wood stove, permit included! Minutes from hiking trails, Taft

Claudia Laslie LANCE VERMEULEN RE, INC

Tucked away on a quiet country road just minutes from downtown Great Barrington, this charming single-level ranch offers the perfect Berkshire retreat. Set on two private acres, the home is surrounded by mature trees and natural beauty- with nearby access to trails. Step inside to a bright interior featuring a spacious living room anchored by a beautiful stone fireplace. The kitchen offers crisp

Jessica Rizzo LAMACCHIA REALTY, INC

Berkshires Sanctuary - A Fully Renovated Retreat with Appalachian Trail Access & Nearby Three Mile Pond.Tucked away in a landscape of towering trees and rolling hills, this exquisite four-bedroom and three-bathroom, retreat has been reimagined with over $650,000 in premium renovations, offering the perfect balance of luxury and nature. With direct access to Appalachian trail and Three Mile Pond,

Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

New England farmhouse with distant views. Large common rooms & kitchen great room are bathed in sunlight. Beautiful pine floors & exposed beams throughout the 1st floor. Extra room on the first floor can be used as a bedroom or an office (not pictured.) Many structural renovations in 2004, central air, in line generator, in ground pool, screened porch & so much charm. The flat 3.89 acres allows

Katie Williams STONE HOUSE PROPERTIES, LLC

Welcome to Meadow Wood This elegant property on a secluded reach of the Green River epitomizes the concept of indoor/outdoor living. The graceful and meticulously maintained 30 acre estate features specimen trees, established gardens, a lily pond, terraces, pastoral views, and privacy. In addition to the light-filled main house, the property includes the gardens, fenced fields, a 2 car garage w/

Elvia Gignoux WILLIAM PITT SOTHEBY'S - SALISBURY

STUNNING LONG VIEWS, RARE 330+ ACRE PARCEL, ABUTS CONSERVATION LAND! Total seclusion and privacy, bucolic countryside with some open meadows and wooded hillside. Once a grand Berkshire estate, the property is comprised of the main Tudor style residence with indoor pool, shingled barn, Dutch colonial multi family dwelling, a guest house & several smaller sheds and workshop. The buildings are all

Helen Mullany HELEN MULLANY REAL ESTATE, LLC