Vintage homes for sale & real estate in Windsor County, VT

Vintage Home for sale in Windsor County, VT:

Set along the storied banks of the White River, the historic WA Dunham Farm—also known as the Hungerford Farm—offers a rare blend of Vermont heritage, natural beauty, and modern comfort on 92.6 conserved acres. Originally built circa 1867, this extensively restored estate features nearly one mile of private river frontage with a secluded beach, perennial streams, protected woodlands, open meadows, and private walking trails—some well discovered, others waiting to be rediscovered. Along the riverbank, initials carved into the stone across the water stand as a timeless reminder of generations past. The five-bedroom, five-bath residence has been thoughtfully updated with high

Vintage Home for sale in Windsor County, VT:

Set on 157 private acres with sweeping long-range views of the Connecticut River, this meticulously restored circa 1735 Cape offers a rare blend of historic character, refined comfort, and estate-scale amenities. Completely dismantled and rebuilt with care, the post-and-beam residence displays exposed beams, wide-board floors and sheathing, gunstock corner posts, and classic brick fireplaces alongside thoughtful modern upgrades. The inviting, renovated kitchen features an oversized fireplace, high-end appliances, and expansive views of the swimming pond and distant views of the Connecticut River. Three en-suite bedrooms include a gracious first-floor primary suite enhanced by a 30-by-20-foo

Vintage Home for sale in Windsor County, VT:

CASH COW! Here's your opportunity to own a premier 9-unit multifamily investment in the heart of White River Junction! This stunning Victorian is boasting fine architecture, curb appeal, and strong income potential, offering immediate cash flow with the property substantially occupied and generating market rents. Investors will appreciate the estimated 7.5% cap rate, making this an exceptional addition to any portfolio. Ideally located just minutes from downtown White River Junction, Interstate 89, Interstate 91, Dartmouth Hitchcock Medical Center, and the Upper Valley's major employers, this is a rare chance to acquire a high-performing asset in one of the region's strongest rental markets

Vintage Home for sale in Windsor County, VT:

Circa 1799 Vermont cape, thoughtfully restored and expanded to over 7,300 finished square feet on 12.5 private acres, minutes to Silver Lake and Woodstock village. Five bedrooms, nine baths, and a layout that balances everyday living with the ability to host. Original materials carry throughout, including wide pine floors, skim-coat plaster walls, hand-carved paneling, and period hardware, giving the house a consistent, grounded feel across old and new spaces. The 24' x 24' kitchen is designed for real use, anchored by an eight-foot Atlantic granite island and equipped with Sub-Zero, Wolf, and DCS appliances, dual Bosch dishwashers, and a walk-in pantry with tiled counters, extensive storag