Stockbridge, MA Homes for Sale with Acreage

Don't miss this hard to find single floor living opportunity in the highly sought after town of Stockbridge. Offering nearly 2500 sq ft of thoughtful living space, this 3 bedroom, 2 full bath home blends main level convenience and genuine rustic warmth and modern versatility. Inside the home features multiple cozy heat sources for New England winters, including a classic wood burning fireplace as

William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Contemporary home built in 2012 on over 11 acres walking distance to Stockbridge center. Original house was taken down and this sun-drenched home was built on the saved footprint. Main floor has a small living area off the entry open to large kitchen and dining with sliders to the deck, primary suite with walk-in closet and deck access, 1/2 bath and access to the oversized garage. Second floor

Jen Harvey COMPASS MASSACHUSETTS , LLC GB

Between the Rockwell Museum and Botanical Garden, minutes from Tanglewood, this nearly 4-acre Berkshire property offers two distinct homes -one a four bedroom home and a 1000 sq ft guest house-both surrounded by heirloom trees and landscaped gardens. The 4BR, 2BA main house features a first-floor primary suite with sunroom, spacious living areas, and central A/C. The charming 1BR guest cottage,

Martha Piper THE KINDERHOOK GROUP

Multi generational Possibilities & Income potential! Discover an historically significant gem in this perfectly renovated home! Peacefully tucked away from it all, yet close enough to enjoy a stroll to town, tennis, Pickle Ball, Library, golf & restaurants.Chef's Kitchen, large flexible living spaces, 4 Bedrooms, 4 Baths, tall ceilings and charm galore. The Mill House, transformed into a cozy

Helen Mullany HELEN MULLANY REAL ESTATE, LLC

At the Lenox/Stockbridge town line on the shore of Lily Pond, sits this architectural gem! Offering a rare combination of privacy artfully aligned with nature and a premier location. Set on six acres within the grounds of the original historic Wheatleigh estate, the property is within walking distance of Tanglewood, the Linde Center, Kripalu and Lenox village. Designed by Berkshire architect

Pamela Roberts ROBERTS & ASSOC. REALTY, INC

Set on six picturesque acres in Stockbridge, this beautiful contemporary home offers privacy, comfort and stunning views. The thoughtfully designed layout features five bedrooms and 4.5 baths, including a spacious main-level primary suite with a luxurious en-suite bath. The chef's kitchen is equipped with premium Wolf and Sub-Zero appliances, perfect for entertaining or everyday living. An

Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Perched to capture sweeping vistas, this contemporary architectural masterpiece seamlessly balances the demands of a world-class art collection with an immersive natural experience. The residence is brilliantly composed of three intersecting bars: a single-room-deep main volume that captures the views, a service wing and a perpendicular upper level that hovers to create a sheltered dining terrace

Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

EXPANDED CONTEMPORARY CAPE Appointed with elegant detail, masterfully crafted, this stunning home is nestled on over 9 private acres offering 9 rooms, 4 bedrooms, 3 full and 2 half baths. An open floor plan flows seamlessly from the generous living room, featuring a striking coffered ceiling and a fireplace surrounded by natural raw granite, into a large kitchen and dining area perfect for

Mandy Victor-pieczarka STONE HOUSE PROPERTIES, LLC

Rare opportunity to acquire a updated two-family property in Stockbridge with nearly 1.9 acres across two included lots. Come take a look to add your finishing touches to this project. Situated on a dead-end street on a spacious and clear lot. Each unit features three bedrooms and one-and-a-half baths, across approximately 2,700 square feet. Separate utilities for each unit, off street parking,

Cory Evangelisto NOCHER REALTY

Come see this Stockbridge home with land, multiple fireplaces, all electric service, and close to everything the Berkshires has to offer! You'll be minutes to historic downtown Stockbridge, Tanglewood, and all the entertainment venues that you love, in a quiet country setting. All the comforts of home, available to you right now! Come be a part of the Berkshires lifestyle, you'll be glad you did!

Richard Needelman BISHOP WEST REAL ESTATE

Great potential in a lovely setting. Located on a dead end, this property offers a gracious living room with wood floors, open kitchen and dining, mudroom/laundry room, half bath and serene sitting front porch. The second level has three bedrooms and full bath. It awaits the Buyers new vision and thoughtfulness to bring it back to it's original glory. Great location near cultural attractions in

Cortney Dupont COHEN & WHITE ASSOCIATES

Just two miles from the center of Stockbridge, this beautiful four bedroom, three and a half bathroom home offers privacy, space and exceptional indoor outdoor living. The spacious primary suite features a large ensuite bath and separate his and her closets, and an additional closet with direct access to a full length deck shared access with the living room. The open floor plan connects the

Patricia Andrew STONE HOUSE PROPERTIES, LLC

A significant price reduction has just been made on this terrific revenue opportunity property in Stockbridge. The historic General Williams House (circa 1795) has been restored and updated. Featuring 6 bedrooms, 5.5 bathrooms, 6 beautiful wood burning fireplaces, large dining and living spaces and 2 kitchens. THIS PROPERTY HAS AN EXCELLENT HISTORY OF RENTAL INCOME. The ''Ice House'' features its

George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON