West Stockbridge, MA Real Estate & Homes for Sale

Located in the heart of the Berkshires, West Stockbridge, MA offers small town New England charm surrounded by natural beauty. From historic colonial homes to new custom constructions, our listings help you find the ideal West Stockbridge property to suit your needs. Outdoor enthusiasts will love the hiking trails, waterfalls, and wildlife right in their backyard. The downtown area features shops, galleries, and eateries to explore. Just over 1,500 residents allows for a friendly, intimate community. Whether you’re seeking a family home, vacation property, or investment, our agents can help you discover the perfect real estate opportunity in West Stockbridge. Browse our current properties below and let us guide you home.

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12 Matches Found
$4,650,000
20 Cobb Rd, West Stockbridge, MA
Active
5BD 5BA 6,200SF
Last Modified: 4:40am, August 27, 2024
Listing Office: BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
Listing Agent: Maureen White-Kirkby
$3,250,000
180 West Center Rd, West Stockbridge, MA
Active
5BD 5BA 4,468SF
Last Modified: 4:40am, August 27, 2024
Listing Office: WILLIAM PITT SOTHEBY'S - GT BARRINGTON
Listing Agent: Stephen R. Schoenfeld
$2,100,000
45 Swamp Rd, West Stockbridge, MA
Active
4BD 2BA 1,956SF
Last Modified: 4:43am, August 27, 2024
Listing Office: JUANITA O'ROURKE REALTY
Listing Agent: Juanita O'Rourke
$1,950,000
76 Lenox Rd, West Stockbridge, MA
Active
6BD 7BA 5,115SF
Last Modified: 11:44pm, October 24, 2024
Listing Office: WILLIAM PITT SOTHEBY'S - LENOX
Listing Agent: Maggie Gavin
Open House $958,999
30 Great Barrington Rd, West Stockbridge, MA
Active
1BD 2BA 3,810SF
Last Modified: 10:32pm, November 14, 2024
Listing Office: GALLAGHER REAL ESTATE
Listing Agent: Austin Choquette
$635,000
5 Stockbridge Rd, West Stockbridge, MA
Active
4BD 2BA 2,356SF
Last Modified: 5:49pm, November 13, 2024
Listing Office: KEY REALTY
Listing Agent: Angel Black
$589,000
278 Great Barrington Rd, West Stockbridge, MA
Active
3BD 1BA 1,672SF
Last Modified: 1:01pm, October 13, 2024
Listing Office: WILLIAM PITT SOTHEBY'S - GT BARRINGTON
Listing Agent: Kristin P. Piasecki
$585,000
20 State Line Rd, West Stockbridge, MA
Active
2BD 3BA 1,596SF
Last Modified: 7:50pm, October 2, 2024
Listing Office: STONE HOUSE PROPERTIES, LLC
Listing Agent: Lori J Rose
$530,000
17 Stockbridge Rd, West Stockbridge, MA
Active
3BD 2BA 1,600SF
Last Modified: 3:03pm, September 2, 2024
Listing Office: STONE HOUSE PROPERTIES, LLC
Listing Agent: Lori J Rose
$425,000
3 Van Schaack Rd, West Stockbridge, MA
Active
2BD 1BA 1,200SF
Last Modified: 6:31am, September 30, 2024
Listing Office: COHEN & WHITE ASSOCIATES
Listing Agent: Cortney K Dupont
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Information from the Berkshire County Board of Realtors, Inc. or it's Multiple Listing Service. Site contains live data. Information herein believed to be accurate, but not warranted. All right, title and interest in the exclusively listed property information represented on this website was created, maintained and copyrighted by the Berkshire County Board of Realtors® and in copyrights therein, hall at all times remain vested in the Berkshire County Board of Realtors®. As a Participant of theBerkshire County Multiple Listing Service, this company was granted a lease to use this information in accordance with all rules and regulations of the Service. This information is being provided for Consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties Consumers may be interested in purchasing.

Berkshire County Luxury Real Estate

Discover the Advantages of Living in West Stockbridge

Nestled within the beautiful Berkshire mountains, West Stockbridge offers an ideal small town to call home. The small town community provides a friendly, neighborly atmosphere perfect for families and professionals alike. Outdoor enthusiasts will love having the Shaker Mountain hiking trails, Queechy Lake, and other natural landmarks right in their backyard. The easily walkable downtown area features shops, cafes, and restaurants that give West Stockbridge a quintessential New England charm. Within short driving distance are world-class performance venues like Tanglewood and Jacob's Pillow, museums, galleries, and more.

New developments and custom built homes exist among historic colonials, providing housing options for all lifestyles. From the sense of community to the natural beauty surrounding it, West Stockbridge is for those seeking small town living at its very best in the Berkshires.

Our West Stockbridge Real Estate Agents

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Frequently Asked Questions

Discover West Stockbridge: Answers to Common Real Estate Questions

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  • Yes, West Stockbridge makes an excellent location for a second home. This charming Berkshires town provides the best of both worlds - a friendly small town community surrounded by the vibrant cultural scene of the region. The downtown area offers walkable shops, dining, and amenities when in town. But you'll also have easy access to museums, music venues like Tanglewood, and more just a short drive away for weekend escapes. Hiking trails and other outdoor recreation are right out your doorstep. With around 1,500 residents, you can get to know the locals while still maintaining privacy in your second home. Historic colonials exist alongside new custom-built constructions, providing attractive options. West Stockbridge's scenery, location, and small town feel give second homeowners a peaceful retreat that can also keep you connected to all the area has to offer.

  • Although small, West Stockbridge's prime Berkshires location means residents have easy access to the region's thriving arts and cultural offerings. Within a short drive are renowned venues like Tanglewood, Jacob's Pillow dance festival, the Norman Rockwell Museum, MassMOCA, and much more. You can enjoy world-class music, theater, visual arts, museums, and festivals located just minutes outside of town. Downtown West Stockbridge itself also has some galleries, shops, and eateries to explore that reflect local culture. And larger destinations for dining, shopping, and entertainment like Lenox and Great Barrington are convenient to reach. With acclaimed performance spaces, museums, and attractions so close by, living in West Stockbridge allows you to fully immerse yourself in the vibrant cultural scene of the Berkshires.

  • Yes, West Stockbridge provides a nice family-friendly small town environment. The community of around 1,500 residents has a safe, neighborly feel perfect for raising children. Outdoor recreational activities like hiking, fishing, and swimming at nearby lakes and forests give families plenty of options for spending time together appreciating nature. The walkable downtown area offers shops and restaurants suitable for all ages. While the town itself is small, popular family destinations like Berkshire Museum and historic Main Streets are a short drive away. With its scenic setting, recreation options, and proximity to attractions, West Stockbridge offers families and children access to plentiful activities while retaining its quintessential New England small town charm.

  • West Stockbridge enjoys a conveniently short distance to Tanglewood, located just around 4 miles away. This allows residents of this charming town to easily access the world-class concerts and cultural events held on the Tanglewood grounds in Lenox during the summer. The quick 10 minute drive means you can take in a full season of outstanding performances without hassle. Whether attending a Boston Pops concert at Koussevitzky Music Shed or having a picnic while listening to live jazz on the lawn, Tanglewood's musical offerings are close by for West Stockbridge locals to regularly enjoy. The short, scenic route makes getting to Tanglewood a breeze.

Your West Stockbridge Real Estate Experts

With decades of experience in charming West Stockbridge, our boutique real estate agency understands this friendly Berkshires town. Our agents leverage extensive knowledge of the neighborhoods, housing market trends, and what makes each property unique. We provide personalized guidance so you can achieve your real estate goals smoothly.

Whether you’re searching for your first home or upgrading to your dream property, rely on our experience in West Stockbridge. Allow us to guide you through buying, selling, or investing in this scenic small town. With unwavering commitment to service, we make your West Stockbridge area real estate dreams a reality.

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