Monterey, MA Homes for Sale with Acreage

Move right into this beautifully renovated mid-century Cape, where modern updates blend seamlessly with timeless charm. Designed for easy single-floor living, this bright and airy home features an open-concept kitchen, dining, and living area that creates an inviting space for both everyday living and entertaining. The living room is highlighted by a soaring cathedral ceiling and abundant natural

Stephen Schoenfeld WILLIAM PITT SOTHEBY'S - GT BARRINGTON

ENJOY STUNNING VIEWS FROM EVERY ROOM OF LAKE GARFILED, THE CONNECTICUT HILLS AND THE CATSKILL MOUNTAINS. THIS BRIGHT SUNFILLED HOME SITUATED HIGH UP ON MT HUNGER RD HAS OVER 700 ACRES OF LAND TRUST LAND DIRECTLY ACROSS THE ROAD TO ENJOY MANY HIKES. A FOUR BED ROOM HOME WITH MORE STORAGE SPACE THAN YOU COULD WISH FOR COMES WITH FIVE FULL BATHROOMS, ONE OF WHICH IS IN THE GUEST APARTMENT ABOVE THE

Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

Steeped in American history, Burn Brae Cottage is a rare and enchanting estate. Built circa 1750 and gifted by Adonijah Bidwell to his daughter Theodosia in 1793 on her wedding day, this beautifully updated home sits on just under 7 sunny acres just one mile from Lake Garfield in low-tax Monterey. The 4-bedroom, 3.5-bath residence features gorgeous wood floors, abundant natural light, and nearly

Kate Lascar COMPASS MASSACHUSETTS , LLC GB

Set on 30 private acres bordering Beartown State Forest, this exceptional Berkshire estate offers a rare combination of timeless farmhouse architecture, refined craftsmanship, and complete privacy. Built in 2018, the 4,700-square-foot residence is thoughtfully designed to blend seamlessly into its surroundings, creating a home that feels both elegant and deeply connected to the landscape. Filled

Katie Williams STONE HOUSE PROPERTIES, LLC

This recently renovated cottage, set on 4 woodland acres in beautiful Monterey enjoys close proximity to Lake Garfield, for boating and swimming, and plentiful hiking trails throughout the town. With 750 square feet of bright, clean, efficient living space, and a large detached garage, the cottage is the perfect Berkshires getaway. Recent upgrades include a spacious deck, interior painting, a

Claudia Crane COMPASS MASSACHUSETTS , LLC GB

Welcome to NEWGRANGE, a grand 1920s Manor House capturing the golden age of lakeside country living. This historic estate echoes the effortless elegance of an early 20th-century summer retreat. Imagine hosting lavish gatherings in the formal dining room, or retiring by original, roaring stone fireplaces after a leisurely day on the water or the slopes. Encompassing over 10,000 sqft, the sprawling

Steven Weisz WILLIAM PITT SOTHEBY'S - GT BARRINGTON

COMMANDING VIEWS OVER LAKE GARFIELD WITH A STUNNING MOUNTAIN BACKDROP, this beautifully updated home offers charm with modern refinement. Original architectural character has been thoughtfully preserved, while expansive windows fill the home with light and frame the breathtaking scenery. Recently renovated chef's kitchen, first floor primary bedroom, and loads of closet space address today's

Helen Mullany HELEN MULLANY REAL ESTATE, LLC

Perched on Mount Hunger is this lovely, private, contemporary four-bedroom, three-bath home located near Lake Garfield, of which there are winter views. The current owners added a huge, beautiful living/dining room with a fieldstone fireplace, cathedral ceiling and huge windows. The renovated kitchen has granite counters with a Viking cooktop and Bosch double wall ovens. A first floor primary

Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

OUTSTANDING COUNTY LIVING in idyllic Monterey with its low real estate taxes and easy access to Lake Garfield and Lake Buel. Butternut Ski Area is only 5 minutes away. 8 minutes to downtown Great Barrington. This Timber Fame (open floor plan) contemporary home features beautiful (wide-plank) pinewood floors, a cathedral ceiling Great Room, and a bonus sleeping loft area. A fireplace on the main

George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Set on 22 private acres, this Monterey retreat offers a peaceful escape from city and suburban life. Freshly painted this spring, it's near Lake Garfield and Monterey Town Beach, and across from Beartown State Forest. The bright, expansive home features four ensuite bedrooms, including a spacious primary suite, large entertaining areas, and cathedral & vaulted ceilings. Outdoors, enjoy a 16' x

Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

Originally built in the 1700s, this historic post-and-beam barn has been thoughtfully renovated over time while maintaining its unique character and charm. A recently installed solar energy system allows for highly efficient living with the potential for an off-grid lifestyle.The home features an open floor plan filled with natural light from numerous oversized windows. A chef's kitchen

Suzann Ward HOUSATONIC REAL ESTATE

Offering the rare and coveted 'lake life' on Lake Buel, this unique property presents an extraordinary opportunity to establish your own Berkshire footprint on an expansive 2-acre parcel. Comprising 90% sun-drenched, open meadow, the large lot serves as the ultimate blank canvas with potential for a stunning architectural expansion, a custom family compound, or agricultural designs. While the

Tony Segalla WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Nestled on over 3 private acres with an extraordinary 650 feet of frontage on Hayes Pond, this exceptional waterfront retreat offers sweeping elevated views, a private dock, sandy beach, and direct access to swimming, kayaking, and fishing. Designed to embrace its stunning natural setting, the home features expansive windows and multiple outdoor living spaces, including a wraparound deck,

Thom Garvey WILLIAM PITT SOTHEBY'S - LENOX