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Waterfront Shingle-Style Contemporary Home

Chapin Fish offers a charming lakeside retreat that combines a serene setting with the romance of the classic Berkshires.

150 S Trail, Tolland, Mass. Vintage 1920’s Lake House with a soaring timber-framed addition resulting in the perfect lake house! Sweeping water views of the 166-acre non-motorboat lake. Superbly maintained, unbelievable privacy, ample room, an ideal layout, first floor master suite, 3 additional BR’s, 300 feet on the water, your own dock, and nearly unparalleled views of the lake and sunsets.Your acreage is part of the larger club-owned land of 2,500 acres. Ownership is via membership in a private active non-profit club founded in 1896 with private lodge with private club chef, many activities including dinners, hiking, kids activities, boating, fishing, sailing, hunting, outdoor instruction, and more all within a very genuine and strong community. Definitely not a ‘country club’.

What’s the most compelling thing about this property?

It’s hard to choose which is more compelling: the incredible value of this property with so many amenities at such a reasonable price of $895,000, or the opportunity to be part a little-known non-profit club founded in the late 1800s with 3,000+ acres that surround a stunningly beautiful 166-acre, non-motorboat lake with incredible privacy.  The amenities of this house include solar panels, a whole-house generator, a standing seam metal roof, incredible charm and much more.

For whom is this house perfect?

This is perfect for those who want to wake up each morning to the birds singing and a morning cup of coffee on the beautiful, huge screened porch overlooking the 1½ mile long lake, or who want to go down to their dock for a morning swim or kayak far from the din of jet skies and motor boats… those who want the authentic charm of a quintessential lake retreat with the modern amenities of a first floor master suite, decks, screened porches and a double height post & beam kitchen.

Those who love the outdoors, whether it is hiking, fishing, sailing, hunting, cross-country skiing, kayaking, swimming, tennis… those who want their kids or grandkids to be able to scramble through the woods, or along quiet, safe private dirt roads… those who want to be able to hike or mountain bike on the club’s 3,000 acres (with an additional 2,500 leased acres)…

Those who prefer to pay $895,000 for all this instead of $1,895,000.

What’s the most fun thing to do within five miles of this house?

Every Sunday morning there are Sunfish races on the lake – this was the home of Al “Red” Bryan, the designer of the iconic Sunfish – the most popular sailboat in history! Equally fun (and more delicious) would be the dinners at the club’s lodge with roaring stone fireplace. Turns out the club’s private chef is one of the best in the Berkshires, and the 3-course Saturday night dinner couldn’t be more phenomenal or affordable and it’s a short walk down the lake… or take your boat to dinner!

If this house could talk, what secret would it tell about its history?

There has been much laughter in this house for generations, and in this community as well; there have been exciting adventures on the lake and in the wilderness; there has been shared work on all kinds of projects to benefit the community as a whole, and there has been a shared ethic of loving this land and the quiet solitude here over its 120 year history. Some families are 3rd and 4th generation and some families are new, but they often get together to share meals and stories.  But there’s no pressure to join in … many members are independent and like the serenity of an early morning solo paddle up the lake or a run on the trails where one is likely to see the native animals that are the true citizens of this land. The Berkshires have many special and ‘secret’ spots most people don’t know about… this is one where you can live and call home.


Interested? Contact Chapin Fish

Brockman Real Estate

Office: 413-528-4859



448 Main Road

Monterey , MA 01245 at Montery General (under renovation)


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