The Ultimate Berkshire Retreat at Home


Summer in the Berkshires is a beautiful time of year.  The lush Berkshire Hills surround its visitors and comfort its lucky residents, who breathe in the region’s natural beauty and endless serenity.  Cultural activities, outdoor adventures, rich history and of course, beautiful views overwhelm each inhabitant of Western Massachusetts’s relaxing country escape.

Here are some of the most spectacular Berkshire retreats that offer its residents all the excellence of the region and so much more.

2 Brace Road—Tyringham, Mass.

This stunning 1910 Colonial Revival estate is one of the loveliest spots in all of the Berkshires.  Located on 115 acres, the meticulously crafted mansion features exquisite architectural details that exemplify the luxury of the Gilded Age.  Its 14 thoughtfully designed rooms offer a variety of features, including generous public spaces with wonderful proportions, cozy nooks, numerous French doors and oversized windows ideal for taking in the ground’s glorious views.  In addition, the property offers a tennis court, heated paddle-ball court, swimming pond, stream with footbridge and waterfall, sauna house and more.  It’s safe to say residents are spoiled for choice at this one-of-a-kind retreat.

575 South Street—Pittsfield, Mass.

This 10,000 square-foot masterpiece is listed on the U.S. National Register of Historic Places as the Charles Whittlesey Power House and known for its 12 acres that merge seamlessly with the 9th hole of the Donald Ross-designed Wayne Stiles golf course of the Pittsfield Country Club.  Built in 1911 to mirror a design of Sir Edwin Lutyens, the foremost architect of English country homes, this luxurious estate boats spacious rooms, Gothic Revival features, natural woodwork and brilliant historic charm.  It’s the ideal country escape adjacent to golf club amenities and not far from a bustling day of shopping, dining, cultural attractions and more in the Berkshires.

35 Stratford Road—New Marlborough, Mass.

Experience a more modern lifestyle at this contemporary lake house situated on over 6 acres of lightly wooded private property.  The brilliant home features cathedral ceilings, a Scavolini kitchen, family room and fireplace, all with a sleek, smooth atmosphere.  In addition, residents can enjoy a bonus bedroom and media room, as well as an open floor plan perfect for entertaining.  Take the kayaks out and spend the day on Lake Windmere, or simply enjoy its captivating views from the comfort of the home’s spacious deck. It’s pure serenity at this lakeside residence.

1030 Sisson Hill Road—New Marlborough, Mass.

It’s all about the views at this custom Contemporary with simple charm that caters to its glorious natural surroundings.  The fully updated home offers open living spaces as well as open sights of the endless Berkshire Hills that surround its nine private acres.  Life is simple and pure at this serene oasis built into the natural wonder of the region.

181 West Road—Richmond, Mass.

This residence located on over 7 acres of land can be described as a Berkshires sanctuary.  Its property offers a park-like setting with a beautiful in-ground pool, lush grounds and pristine landscapes.  A luxurious retreat awaits as you enter this finely detailed, spacious home with impeccable style and an untainted serenity, epitomizing life in the Berkshires.

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