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Built for Generations: Family Compounds Across New England & The Adirondacks05.12.2026

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Some properties are purchased for a moment in time. Others are held for generations.  Across New England and the Adirondacks, family compounds have long represented a distinct kind of ownership — properties designed not simply as homes, but as places to return to year after year. With [...]

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LandVest's Top Places to Gather: Part 3, Thanksgiving in the Mountains

In late November we gather our family and friends together to celebrate, feast, and give thanks. In this three-part blog series well explore LandVests favorite places to celebrate Thanksgiving by the sea, in the mountains, and in the country.

These exceptional properties are our favorite mountain estates at which to gather the family together this year, and for many years to come.

Birchwood

Cambridge, VT $1,295,000 Thanksgiving in the MountainsSited on 49 acres with views of the Green Mountains, Birchwood is a place of warmth and comfort, a place to relax after a day skiing at nearby Smuggler's Notch and a special place for friends and family to gather.

Sweet Farm

Johnson, VT $1,250,000 Thanksgiving in the Mountains A wonderful, completely private, Vermont Hill Farm property. 527 acres with incredible 180-degree Green Mountain views and a comfortable 5-bedroom, 3-bath Cape-style farmhouse sited to take advantage of the views. Sweet Farm is surrounded by conserved land and includes miles of trails, stone walls and a spring-fed swimming pond.

Fleetwood Farm

Tamworth, NH $2,995,000 Thanksgiving in the Mountains Surrounded by open fields, a private pond, gardens and peaceful vistas, Fleetwood Farm exudes warmth and grace. Sited on 102 acres in the White Mountains, historic charm and beautifully renovated features encompass the 7,000-square-foot, 5-bedroom residence - a wonderful home to gather together friends and family.

Havenwood

Woodstock, VT $3,750,000 Thanksgiving in the Mountains A great family retreat, Havenwood's private hilltop location on 119.6 acres includes an impeccably renovated 5-bedroom main house, guest house-barn, and lots of open lawn and meadow for outdoor activities such as golf, sledding, swimming and hiking as well as a batting cage, basketball court, and in-ground trampoline.

Bassett Mountain

Wilmington and Jay, NY $7,950,000 Thanksgiving in the Mountains Bassett Mountain, the home of the former Paleface Mountain Ski Area, has been carefully planned and refitted into a world class, private retreat property complete with a 4-story mountaintop estate home, a separate lodge with commercial kitchen, numerous bedrooms, office and conference space, indoor pool, and miles of trails in the very heart of the Adirondack High Peaks.

Wakanta

Warren, VT Price: Available upon Request Thanksgiving in the Mountains Wakanta, meaning "Mountain Spirit", is aptly named, for it captures the essence of this property. Set on a hillside on 44 private acres, Wakanta is surrounded by stunning mountain vistas, successfully bringing the outdoors into the well-designed and impeccably constructed 4,750 sq.ft. Vermont vernacular residence. It features 6 bedrooms, 5 bathrooms, and wonderful spaces for entertaining. It is located only minutes from two of Vermont's most popular ski areas, Sugarbush and Mad River Glen.

Far Horizons

Dublin, NH $995,000 Thanksgiving in the Mountains Family and friends will enjoy the dramatic views of Mt. Monadnock, the Wapack Range and Thorndike Pond to Massachusetts. It is incredibly private with 269 acres to explore that abuts conserved land. The original 1898 home has been renovated to create large open spaces to take advantage of the views including a first-floor bedroom suite and music room, and the original post-and-beam barn has been converted to a 1,080-square-foot guest house. Crotched Mountain ski area is just 25 miles away.

Birchfield

Rockport, ME $975,000 Thanksgiving in the MountainsLocated at the end of a long, private drive on the shoulder of Ragged Mountain, this 31 acre property offers a 4-bedroom extended Cape with magnificent westerly views. The impeccably maintained house is surrounded by gardens, lawns, and fields, and several hundred acres of adjacent conservation land preserve the property's natural beauty and privacy. Walking trails connect to the Ragged Mountain trail system. The Camden Snow Bowl ski area is just 3.5 miles away.

Sumner House

Northeast Harbor, ME $2,700,000 Thanksgiving in the Mountains High above the treetops on Norumbega Mountain, Sumner House sits on 4 very private acres abutting Acadia National Park with western views overlooking Somes Sound. Designed to take advantage of the wonderful vistas, this year-round residence has an open floor plan with two fireplaces, four bedrooms and large decks with a heated pool.

For more information on these and other LandVest luxury properties, visit LandVest.com or call our Boston office, (617) 723-1800.

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