Winhall. This four-bedroom home sits on 15 acres with a private pond and snowmobile trails. The 1983 house includes four stone fireplaces, a wood-hewn staircase, wide plank floors, and a recreation room with wet bar.

A carriage house holds a two-car heated garage and a two-bedroom guest suite. $1,498,800. Timothy Apps, Four Seasons/Sotheby's International Realty, (802) 236-1717.

Putney. Forty-one acres of native woodland surround this three-bedroom Arts and Crafts–inspired home. The handcrafted interior features Douglas fir ceilings, tile and bamboo floors, mahogany doors, and south-facing windows.

Outside, ipe decking and a stone patio overlook bluestone pathways and gardens, and the open meadows beyond. $1,200,000. Heidi Bernier, Berkley and Veller/Greenwood County Realtors, (855) 614-6292.

Dorset. This four-bedroom Colonial, built in 1800, was the main residence for one of the town's first farms. It has a library with custom shelves, a sunroom with French doors, and a master suite with vaulted ceiling and spa bathroom.

The 11.9-acre grounds feature a guesthouse, a barn, a pond, mature gardens, marble patios, and mountain views. $1,600,000. Lisa Sullivan, Four Seasons/Sotheby's International Realty, (802) 733-4164.

Londonderry. On the Rocks is a mid-century modern home designed by architect Philip Ives. The five-bedroom house, built in 1950 and renovated in 2008, has an open floor plan, high ceilings, exposed beams, three fireplaces, Danby marble, and walls of windows.

The 34-acre property is close to ski mountains and includes a pool, a pond, and a one-bedroom guest cottage. $1,695,000. Story Jenks, LandVest/Christie's International Real Estate, (802) 238-1332.

Andover. Timber-framed Windswept stands on a knoll abutting more than 400 acres of state forest. The five-bedroom 2006 house features knotty-pine walls, a stone fireplace, high ceilings, and a screened-in porch with a hot tub.

The property includes an 1800s post-and-beam house, a two-bay garage, a large meadow, and snowshoeing and cross-country ski trails throughout. $1,500,000. Story Jenks, Landvest/Christie's International Real Estate, (802) 238-1332.

Brattleboro. Chase House was designed in 1968 by a Frank Lloyd Wright protégé. The four-bedroom California-style ranch, renovated in 2013, is made of redwood and Goshen stone and has a great room with stone fireplace; a sunroom with sunken hot tub; central air; and a built-in Nutone record player with speakers around the house.

The 1.3-acre wooded lot is near the farmer's market and downtown. $339,000. Maria Diran, Greenwood County Realtors, (802) 380-2393.