Stratton, Vt.

This 2004 timber-frame home in southern Vermont is on more than 5 acres and abuts the Green Mountain National Forest. The five-bedroom’s great room features a block-stone fireplace, a wall of windows, and a kitchen with a pantry, while a lower level has a live-edge billiards table, wet bar, and media room.
A screened porch and deck overlook the woods, and the property also includes a firepit, hot tub, and barn with a gym. $2,700,000. Betsy Wadsworth, Four Seasons Sotheby’s International Realty, (802) 579-8689
Woodstock, N.Y.
Five minutes from town and Cooper Lake, this 1973 contemporary mountain home sits on more than 6 wooded acres. The renovated four-bedroom’s living room has an Italian plaster fireplace, oak beams, and pale wood floors. The open kitchen includes soapstone counters, and the primary bath has a soaker tub and heated floors.
A screened porch opens to a pool and deck, and there’s a newly built garage. $2,395,000. Laurie Ylvisaker and Leslie Foti, Coldwell Banker Village Green Realty, (845) 901-6129
New Marlborough, Mass.
On more than 9 acres in the Berkshires, about 20 minutes from Great Barrington, this 2025 four-bedroom modern double-dome home features a main dome with vaulted, wood-clad ceilings with windowed panels, plus a loft that connects to a cupola with 360-degree treetop and East Mountain views.
A theater, gym, sauna, two kitchens, and bonus space fill out the interior. Outside are yards, a deck, a garage, and a brook. $3,250,000. Tim Lovett, Compass, (413) 446-0059
Darby, Mont.
This 2005 forested estate on more than 20 acres in the Bitterroot Valley includes two creeks. The three-bedroom main mountain home has hardwood floors, ceilings with exposed timber trusses, a chef’s kitchen with Wolf and Sub-Zero appliances, and an upstairs bunk room.
Sharing the land are a two-bedroom guesthouse, patios, a pizza oven, a hot tub, a three-car garage with a studio, and parklike grounds. $5,950,000. Dawn Maddux, Engel & Völkers Western Frontier—Missoula, (406) 550-4131
Oregon, Wis.
Started as a homestead in 1837, Five Bridges Farm, an 80-acre estate about 15 minutes from Madison, is dotted with many tree varieties, with Swan Creek running throughout. The 2018 modern four-bedroom has a 30-foot-high central room with floating stairs, floor-to-ceiling windows, and a woodstove.
The land includes prairie, pasture, and forest and has a restored barn, a riding arena with paddocks, a studio, and a tree house. $6,000,000. Melissa LeGrand, Christie’s International Real Estate @properties elleven, (608) 438-2130
Egremont, Mass
This 1970 gambrel-roof A-frame in the Berkshires is on almost an acre surrounded by mature deciduous trees. The onebedroom has wood-clad walls, vaulted ceilings, a mid-century modern fireplace, a bedroom loft, and a wall of windows framing leafy views. A basement has room for guests, a den, and an office.
A screened porch and deck look out onto the property, which is less than 10 minutes from Catamount Mountain Resort. $589,000. Antonio Segalla, William Pitt Sotheby’s International Realty, (413) 329-4075
Featuring a house in the Berkshires that has a cupola with 360-degree treetop views and an 80-acre Oregon estate with a restored barn and riding arena
