The Berkshires Vacation Homes for Sale at Three Price Points

The purple mountain majesties of western Massachusetts have attracted artistic minds from Winslow Homer to Wilco. Are you ready to find your own creative escape? By Brent Rydin

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What You Get for $750,000

Drink in the mountain vistas from this Lenox abode’s expansive outdoor space—whether it’s lush spring and summer greenery, vibrant autumn foliage, or snow-dusted winterscapes. In addition to ample indoor and outdoor relaxation areas, amenities for this Twelve Oaks Village home include access to a community fitness center, pool, private on-site clubhouse, and tennis courts—should you find yourself with spare time in between trips to Tanglewood.

Address: 18 Highcrest Rd., Unit 18, Lenox
Stats: 3 bedrooms, 4 bathrooms, 2,691 square feet
Listing Price: $755,000
Listing Agent: Paula McLean, McLean Realtors, 413-441-7067,

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What You Get for $1 Million

A forested lakeside retreat perfect for both big family gatherings and tranquil getaways, this home offers a cozy cottage feel with plenty of room to roam. Set on 9 bucolic acres, the 22-room estate overlooking the Otis Reservoir comes with two barns and a three-dock boathouse for agrarian and aquatic pursuits. In colder weather, warm up at the hearth of the fieldstone fireplace or inside the built-in sauna.

Address: 99 Kibbe Rd., Otis
Stats: 9 bedrooms, 6.5 bathrooms, 5,104 square feet, 8.52 acres
Listing Price: $949,000
Listing Agent: Donna Gamble, Benchmark Real Estate, 413-269-4089,

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What You Get for $3 Million

Rising majestically out of the woods, this Adirondack-style home adds a postmodern twist to the rustic Berkshires theme. Grand masonry and woodwork— including full tree-trunk columns and branches as railings—run throughout the house, echoing the sylvan surroundings. Take in the fairy-tale setting while lounging by the crystalline swimming pool, or choose your own adventure among more than 50 picturesque acres of trees and private trails.

Address: 720 West Rd., Richmond
Stats: 4 bedrooms, 4 bathrooms, 4,228 square feet, 50 acres
Listing Price: $2,950,000
Listing Agent: Marc Bachman, William Pitt Sotheby’s International Realty, 413-528-4192,


New England Vacation Homes

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