West Stockbridge, MA Homes for Sale

Nestled in the heart of West Stockbridge, this stunning 5-bedroom, 5.5-bath Federal/Greek Revival style home at 4 Stockbridge Road combines historic charm with modern luxury. Built in 1825, the residence has been beautifully renovated, maintaining its classic character while offering contemporary amenities. The spacious interior features generous living areas, perfect for family gatherings and

Doug Collins Lamacchia Realty, Inc. - Dalton

Welcome to 3 Cone Hill in the heart of the Berkshires. This rustic retreat is the epitome of a classic country compound that's been lovingly cared for and enjoyed by the same family for many years. Minutes to Tanglewood, this 2+ acre lot hold more fun and relaxation than most large estates. Sitting over Cone Brook, you'll enjoy listening to the babbling water from your screened-in gazebo. After

Melissa Dimassimo STONE HOUSE PROPERTIES, LLC

A lovely, winding approach to this gorgeous 21-acre estate ensuring serenity, privacy, and the beauty of living in the country. The main house includes 3-4 bed, 2 1/2 bath. An impressive architect-designed guest house has 2 ensuite bedrooms with balconies, dramatic exposed beams and vaulted ceilings. The guest house is an extraordinary place to host family and friends both winter and summer. With

Randy Thunfors STONE HOUSE PROPERTIES, LLC

Step into a piece of history with the once Iconic Card Lake Inn Tavern, now transformed into a stunning residential haven in the heart of downtown West Stockbridge. This property offers not only a prime location but also an exceptional living experience, combining modern amenities with charming historic character. The building houses six completely renovated high-end apartments, each thoughtfully

Suzann Ward HOUSATONIC REAL ESTATE

This charming New England farmhouse is located in the heart of West Stockbridge Village. You'll feel right at home in this updated, open-floor-plan, 3 bedroom, two bath home featuring beautiful hardwood floors throughout. The modern kitchen with newer appliances, butcher block island, and breakfast bar is perfect for entertaining as well as enjoying quiet home-cooked meals. Relax on your spacious

Leslie Claus Van Hise BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

Perched dramatically on a 18 acre very private mountainside, this brand-new modern home overlooks the sweeping beauty of the Berkshire Hills. A long, winding driveway builds anticipation as it ascends, ultimately revealing striking contemporary architecture framed by panoramic sunrise views. Designed to embrace the natural landscape at every turn, this residence delivers a serene, elevated living

Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Don't miss this rare opportunity to own this private, meticulously maintained waterfront sanctuary. The grounds feature a charming English garden, an expansive deck and a private dock for launching kayaks, offering outdoor living at its best. The main level features an eat-in kitchen with custom cabinetry, a living room, sunroom ideal for gatherings, an office, mudroom with laundry and a

Molly Thomas COMPASS MASSACHUSETTS , LLC GB

Set on 35.6 acres in the heart of Alford, this exceptional estate offers privacy, sweeping western views to the Catskills,and direct access to the Tom Ball Mountain Trail, abutting hundreds of acres of protected land. Located just minutesfrom Great Barrington and approximately 10 minutes to the Massachusetts Turnpike, the property combines seclusionwith convenient access to the region's top

Elyse Morris ELYSE HARNEY REAL ESTATE

Majestic Tudor Estate on over 71 Acres atop Tom Ball Mountain in the quaint hamlet of Alford, MA. Privacy and Breathtaking views from nearly every room. Formal Entry and Foyer. Stately Living Room and Dining Room. Comfortable Great Room with Gourmet Kitchen. Warm Den. Family Room, Gym and Massage Room. 5 en-suite Bedrooms in the Main House. Separate 2 Bedroom Guest House with beamed ceilings and

Steven Weisz William Pitt Sotheby's International Realty

A rare Berkshire offering w/ space, privacy, & exceptional versatility. Fabulous home & separate studio minutes from Tanglewood & Stockbridge Bowl. Charming 3 BR, 2.5 BA, 2,952 sq ft home - complemented by a beautifully renovated 1,800 sq ft studio barn w/ loft & full BA - rests on 8 picturesque acres with beautiful western views. Perfect for outdoor enthusiasts, culture lovers, or anyone seeking

Claire Pollart WILLIAM RAVEIS - BERKSHIRE

Nestled in picturesque Alford, this inviting four-bedroom, 4.5-bath home blends comfort and flexibility in a serene Berkshire setting. The first-floor primary suite features a private ensuite bath, ideal for easy living. Thoughtfully designed spaces offer room for guests, work, or hobbies, while seasonal views bring natural beauty indoors throughout the year. With low Alford taxes and a peaceful

Timothy Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

Hawks Nest Ridge. Quiet privacy on 8.6 acres. Decks, patio, screened porch and pool all enjoy the view and the natural setting. Dramatic open floor plan with walls of windows to the views, soaring stone wood burning fireplace spanning three stories. Cook's kitchen with walk-in pantry. First floor primary suite with gas fireplace and dressing room all abutting library and office. 4 private bedroom

Sheila Thunfors STONE HOUSE PROPERTIES, LLC

Quitessential 1830's side hall Colonial....charming home located in the village of Interlaken in the town of Stockbridge, MA....just minutes to Lenox, Stockbridge center and the Berkshire Botanical Center. Listen to the babbeling water from the Larrywaug Brook and walk just steps to the small town park.....sit on the deck or around the firepit to soak in the atmosphere of privacy and

Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Introducing a beautiful in-town 4-family investment opportunity on the picturesque Main St, offering separate utilities for each unit. With a new roof, fresh paint, and renovations completed in units, 1,2 &3 all in 2023.Can also be purchased as part of a investment portfolio 13 Park Street Stockbridge, MA MLS#249532

Matt Carlino MACCARO REAL ESTATE

Tucked away on a bucolic country road, the only thing more enchanting than this mid-century gem is the magical property it calls home. Wrapped in the quintessential Alford setting, this inviting retreat offers all the amenities one seeks for relaxed country living. Surrounded by mature trees and timeless stone walls, the home exudes warmth & character with its cozy fireplace, front porch, rear

Helen Mullany HELEN MULLANY REAL ESTATE, LLC

Discover a truly exceptional opportunity to own a spacious 3-bedroom seasonal cottage on 1.3 acres of uniquely private land in one of the Berkshires' most desirable lakeside enclaves. Nestled in the serene and exclusive Beachwood community on Stockbridge Bowl, this property offers the perfect balance of natural beauty, privacy, and cultural access. Residents enjoy steps to a private beach,

Franz Forster FRANZ J. FORSTER R. E.

Charming New England home in the heart of West Stockbridge offering the perfect blend of small-town convenience and Berkshire living. Set on a generous lot with room to relax, garden, and entertain, this inviting property provides comfortable living spaces, abundant natural light, and the character that buyers seek in a Berkshire home.Enjoy the best of both worlds—peaceful surroundings while

Isaac Santana Sorcinelli Real Estate

Set across 30+ pristine Berkshire acres, this property offers sweeping westerly mountain views, gently rolling fields, and Cone Brook running the length of the land to Shaker Mill Pond. With approximately 2,000 feet of frontage on Swamp Road, the possibilities are wide open: farming, equestrian use, a private estate, or potential subdivision into 6+ buildable lots.Two substantial barns, both

Paige Backhaus WILLIAM RAVEIS - BERKSHIRE

Light-filled contemporary cape built in 2020, this Stockbridge home features an open floor plan anchored by a great room with a gourmet kitchen, dining area & living room. Two spacious first-floor bedrooms share a full bath, while the expansive second-floor primary suite offers a luxurious spa bathroom & a balcony overlooking the living area. The four-season sunroom (heated & cooled for

Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Nestled on a quiet setback lot in the desirable Housatonic Village of Great Barrington, this beautifully renovated home (2021) offers a perfect blend of charm, comfort, and flexibility. The property features 2 bedrooms, a bonus room, and 1.5 baths.Recent upgrades include a new roof, new windows, Buderus boiler, beautiful large wood plank floors throughout the first and second levels. The

Judi Panzano HOUSATONIC REAL ESTATE