Monday, May 19, 2025

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Properties to buy in charming Stockbridge, Mass.

A wide variety of intriguing properties, from great estates to charming farmhouses, await buyers in the beautiful town of Stockbridge!


Gorgeous Victorian
6 Goodrich Street
Stockbridge, Mass.

5 Bed/4 Bath/2736 sqft
$715,000
Offered by Suzann Ward, Barnbrook Realty, 413-329-3031

New to the market. Fabulous residential Victorian home in the town of Stockbridge. New renovated kitchen with a wall of windows to enjoy views of the back pastures. A nice flow, with multiple living spaces on 1st floor. This property has an active pegged-post-and-beam historic horse barn with a separate income studio/apartment. Walking distance to the park and town, but with privacy on 20 acres of fenced-in land to enjoy.

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Handsome Shingle-Style Estate
1 Lahey Crossroad,
Stockbridge, Mass.

5 Bed/4 Bath/4847 sqft
$1,895,000
Offered by Stone House Properties, 413-528-4211

A winding driveway through dappled sunlight and mature trees leads to the picturesque setting for this exceptional home. The house is surrounded by expansive landscaped gardens, with seasonally blooming perennials, rock garden plants, rare species, and extensive stonework. Enter the gracious, spacious two-story foyer. Step down into the sun-filled living room with fireplace. The exceptional library is lined with bookshelves. The dining room has its own fireplace, as does the adjacent dining porch. The large eat-in country kitchen has a wall of windows looking out to the gardens. The butler’s pantry and the large back mudroom provide terrific work spaces for household activities and entertaining. Complete with wine cellar in the basement. The flow of spaces is excellent and there are multiple accesses to the outdoors.
On the second floor is the master suite with a sunny southern exposure, his and her walk-in closets with custom cabinetry, and a grand European styled bath. Two other bedrooms, one with a fireplace, open onto an balcony porch overlooking the gardens. The rooms are beautifully sized and have a dedicated bath.
Two more bedrooms with a sitting area are easily accessible just steps away in the charming guesthouse reached by a covered stone colonnade. This building also contains a large, open office space that could be used as a family game space or studio. On the lower of the three levels is a garden studio/workshop.
Through the gardens and stone paths is the in-ground swimming pool for summer enjoyment. Take walks on the country back roads, stroll to Chesterwood. Terrific location near the Norman Rockwell Museum, the Berkshire Botanical Garden and Tanglewood. 7 miles to Great Barrington.

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Spectacular 36-Acre Estate
79 Hawthorne Street
Stockbridge, Mass.

4 Bed/4 Bath/3 Half Bath/5952 sqft
$2,750,000
Offered by the Shire Group: Gladys Montgomery, Leslie Chesloff, Maggie Barry, William Pitt Sotheby’s, 413-551-2055

Spectacular 36-acre estate steps from Tanglewood’s Hawthorne Gate. Enjoy the relaxed elegance of the impeccable New Traditional brick manor house, which combines 21st-century conveniences with exquisite top-quality custom details and graceful elements of another era. In a jewel-like setting with beautiful landscaping and views of emerald lawns and hills. Custom furnishings available separately.

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Rare Stockbridge Bowl Opportunity
86 Interlaken Road
Stockbridge, Mass.

6328 sqft
$2,750,000
Offered by the Shire Group: Gladys Montgomery, Leslie Chesloff, Maggie Barry, William Pitt Sotheby’s, 413-551-2055

A once-in-a-lifetime opportunity to renovate or potentially to build on an existing 6,328sf footprint, in a prime 8.63-acre spot with significant lake frontage on the west side of the Stockbridge Bowl (Lake Mahkeenac). The existing six-bedroom home has been gutted and awaits a new owner with a new vision. Two architectural plans, one Arts & Crafts, one Modernist, both customized to the site, are available for review. This is a gorgeous building site on the lake and an ideal location, minutes from restaurants, galleries and shops in Lenox and Stockbridge; close to Kripalu, Tanglewood, and all the cultural, culinary and outdoor amenities for which the Berkshires are known; and just 2.5-hours drive from Boston and New York.

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White Pines Lakeside Villa
23 Hawthorne Road
Stockbridge, Mass.

3 Bed/3 Bath/2287 sqft
Offered by Brandon White, Cohen+White Associates, 413-429-1975
$725,000

WHITE PINES LAKESIDE VILLA ,directly across from Association private beachfront on Stockbridge Bowl. Renovated kitchen w/stainless appliances, great room with fireplace, hardwood floors, master bedroom en suite w/new bath, new furnace & hot water, gas heat, AC, multi-level living with two generous decks, 3 bedroom, 2.5 baths. Amenities include indoor pool, exercise room, 2 Har Tru tennis courts…minutes from Tanglewood!!

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Stockbridge Contemporary
12 North Church Street
Stockbridge, Mass.

3 Bed/2 Bath/2006 sqft
$595,000
Offered by Mary Jane White, Cohen+White Associates, 413-429-7611

At the top of a grassy slope, nestled in the woods with wonderful views to the west, this unique contemporary has the feel of a tree house. Living room with two-sided fireplace, dining room, updated kitchen, den and full bathroom are on the upper level. Three bedrooms & full bath on lower level with direct access to a patio. In a most convenient location minutes from Stockbridge and Tanglewood.

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Farmhouse with In-Law Apt
9 Castle Hill Road
Stockbridge, Mass.

3 Bed/4 Bath/2444 sqft
$439,000
Offered by Brandon White, Cohen+White Assocites, 413-429-1975

Take a circa 1800’s Farmhouse with a 20th Century apartment above a heated two-car garage, surround it with 5+ acres of manicured lawns and mature specimen trees and you have a situation perfect for a family compound, minutes from the Main Street of Stockbridge. The original porch was converted for year-round living, heated with a pellet stove. The acreage is cleared, level and waiting to be used for soccer, a game of croquet, putting a golf ball around or the perfect spot to install a pool.

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Luxury living in the heart of the Berkshires

Make your own history in this brand new 4,200 sf home, easy maintenance and great location, offered by Maureen White Kirkby of Berkshire Hathaway HomeServices Barnbrook Realty.

Amazing Move-in-Ready Contemporary!

Helen Mullany of Helen Mullany Real Estate offers a high-quality, move-in-ready contemporary in a great location.

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