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

A lovely, winding approach to this gorgeous 21-acre estate ensuring serenity, privacy, and the beauty of living in the country. There's an impressive architect-designed guest house with 2 ensuite bedrooms, balconies, dramatic exposed beams and vaulted ceilings. The guest house is an extraordinary place for rentals, or hosting family and friends both winter and summer.The main house is 3-4 bed, 2

Randy Thunfors STONE HOUSE PROPERTIES, LLC

Tucked behind a gate at the end of a semi-private drive, this bright, fully furnished two-bedroom, one-bath apartment offers the peace of country living with the comfort of a beautifully finished home. Set within a larger residence, it has its own private entrance: climb the front stairs to your own deck and step through double french doors into a wide-open living space with sweeping views of

Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

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

Extraordinary, Inside and Out.This stylish log home on 3+ acres is the complete Berkshire retreat. Recently updated and improved, the home pairs modern lodge character with resort-like amenities.A heated saltwater gunite pool and integrated hot tub anchor the beautifully landscaped grounds. A locust fence encloses the pool area, with bluestone patio, lush lawn, and a stunning

Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

Now offered at a new compelling price! 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

Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

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

Elyse Morris ELYSE HARNEY REAL ESTATE

Discover a peaceful retreat in Alford with this charming 4-bedroom, 2.5-bath Contemporary Cape set on more than 8 acres. Relax on the spacious screened-in porch while listening to the birdsong and the gentle flow of Scribner Brook.Offering an upscale cabin feel in every season, this inviting home provides the perfect escape from the pace of everyday life. Enjoy privacy, natural beauty, and

Matt Carlino MACCARO REAL ESTATE

Offered fully furnished and ready to enjoy, this Majestic Tudor Berkshire Estate sits on 71 Acres atop Tom Ball Mountain in quaint Alford, MA. Privacy and Breathtaking views. Formal Entry and Foyer. Stately Living Room and Dining Room. Great Room with Gourmet Kitchen. Den, Family Room, Gym and Massage Room. 5 en-suite Bedrooms in the Main House. 2 Bedroom Tudor Guest House w beamed ceilings and

Steven Weisz William Pitt Sotheby's International Realty

Just the right size, this lovely contemporary home captures the ease and beauty of Berkshire living, with beautiful westerly views and a sunny, open-sky setting. A stone's throw from the charming village of West Stockbridge and just minutes from downtown Lenox and Tanglewood, the location offers an ideal blend of country living, culture, and convenience. Inside, three bedrooms and two baths

Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

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

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

This home is the perfect chance to live in a sweet neighborhood with a short stroll to the village. With solid bones, a welcoming front porch, and a detached garage ideal for work shop/studio/storage.. Located in a convenient setting, it's ready for your vision, with opportunities for modern updates. A little work could mean a big reward. Housatonic Village a few steps away. Lovely back yard!

Helen Mullany HELEN MULLANY REAL ESTATE, LLC

Newly updated Housatonic cottage set on the corner of Kirk and Fairview. Two bedrooms, two baths, lovely living space, and a sweet screened porch and patio. The lot has potential for expanded gardens or recreational space. Seasonal views to Flagg Mtn. A perfect location and setting.

Claudia Crane COMPASS MASSACHUSETTS , LLC GB