Vintage homes for sale & real estate in Pomfret, VT

Vintage Home for sale in Pomfret, VT:

Gilbert’s Hill is one of Vermont’s most celebrated properties and a national landmark for its contribution to the sport of alpine skiing. Spanning 112.88± acres in Woodstock (79.31 acres) and Pomfret (33.57 acres), the farm is recognized as the birthplace of lift-served skiing in America, where the first rope tow was installed in 1934. Today, its open pastures, rolling terrain, and historic ski hill remain wonderfully intact — a living landscape that forever changed the trajectory of winter sport and the development of recreational skiing in the United States. At the heart of the property is a restored circa 1855 Greek Revival brick farmhouse with four bedrooms, two

Vintage Home for sale in Pomfret, VT:

US Route 4 in Vermont - the east/west corridor from I-89 and the Killington Ski Area. Highway frontage between Quechee and Woodstock, VT. Minutes from Dartmouth College in Hanover, NH; near the intersection of I-89 and 91 at the Connecticut River; also close to Northern New England’s major DH Medical complex and Cancer Center in Lebanon, NH, as well as the VA Hospital in White River Junction. 1.5 story Cape (3 bedroom/2 bath - 2,334 sq ft) from 1850, with numerous outbuildings. The site of a very successful farmers market for many years, then Fool on the Hill, a gift/crafts/novelties business. In addition to the barn, 3 large sheds (1,440 sf - 810 sf - 500 sf) suitable for outdoor eve

Vintage Home for sale in Pomfret, VT:

Just minutes from the heart of Woodstock, this 3-bedroom, 3-bath home with a dedicated office/family room has been transformed from the ground up into a modern, energy-efficient retreat. Taken down to the studs, the renovation was comprehensive—every system replaced, with all new wiring, plumbing, insulation, and mechanicals, along with a new roof, Pella windows, central heating, and air conditioning. A brand-new two-car garage will be completed before closing, adding convenience and value. Inside, light-filled spaces showcase new, wide-plank white oak flooring, a beautifully designed kitchen, and spa-like bathrooms. The thoughtful floor plan includes a private office, perfect for wor

Vintage Home for sale in Pomfret, VT:

Set along the banks of Lakota Brook and framed by Vermont countryside, 31 Lakota Road is a storybook farmhouse reimagined for today. This 3-bedroom, 2-bath ranch offers single-level ease with every detail complete. Fashioned around a circa 1800’s schoolhouse, the home showcases vaulted ceilings, exposed hand-hewn beams, and a stone fireplace anchoring the living room. Sunlight pours through skylights in the executive kitchen with hand-poured concrete counters, artisan lighting, and custom finishes. Step onto the brand-new deck (2025) to take in the sights and sounds of the brook. The primary suite opens directly to this sanctuary, with two additional bedrooms nearby. Practical updates

Vintage Home for sale in Pomfret, VT:

Prime In-Village location on Mountain Avenue just steps to Faulkner Park, The Mt Tom trail system and Woodstock Rec Center. This classic New England duplex (eastern side) home serves perfectly as a full time residence, or an easy keep as a second home. Through a classic covered porch enter the foyer with gleaming hardwood floors and high ceilings. The spacious living room has a propane stove, and large six over six windows flooding the room with natural light. The DR has original built-ins, and connects to a roomy farmhouse eat-in kitchen. Rear mudroom steps out to covered porch and detached garage. Office or overflow bedroom with 3/4 bath completes the main level. Moving upstairs there are