Woodstock, VT homes for sale & real estate

Woodstock, VT Homes for Sale

Currently operating as an award winning B & B, this thoughtfully designed, flexibly configured income property is also ideal as a primary residence. Situated at 45 Pleasant Street, just a short stroll from the shops, restaurants and galleries of Woodstock Village, the property overlooks East End Park and the Ottauquechee River Trail, offering an exceptional blend of village convenience as well as natural beauty and outdoor recreation. Inside, historic Vermont charm meets sophisticated contemporary design, with rich finishes, warm hardwood floors, dramatic tilework, custom built-ins and thoughtfully designed lighting throughout. Beautifully appointed baths feature contemporary tile, glas

Woodstock, VT Homes for Sale

5 Central Street sits at the heart of Woodstock Village at the historic crossroads of commerce and travel for over 200 years. The Jones Block is the second story of the 1880 brick building, converted into three condominiums, with retail businesses fronting the ground-floor sidewalk and offices on the upper levels. The approximately 3,000-square-foot second floor is currently divided into 11 offices accessed directly off the Central Street sidewalk. Rear access from the Village parking lots is via stairs leading to the back hallway through the former barn. In the past, many of the commercial buildings in Woodstock Village combined service and retail use on the ground floor with living spaces

Woodstock, VT Homes for Sale

Welcome to this newly updated sun-filled craftsman home, ideally located just 4 miles from the heart of Woodstock Village and 11 miles from Killington Ski Resort. Set on 5 acres with a lovely pond, this property offers the perfect blend of privacy, convenience, and Vermont charm. The home features a bright and inviting interior with one bedroom on the main level and two additional bedrooms and a full bath on the lower level. A spacious wraparound porch extends the living space outdoors, providing the perfect spot to relax, entertain, and enjoy the peaceful surroundings. Whether you’re looking for a primary residence, Vermont getaway, or a home base for year-round recreation, this beau

Woodstock, VT Homes for Sale

Enjoy expansive views from every level of this beautifully updated, 3-bedroom, 3-full-bath Blake Hill condominium. As a highly desirable end unit, this property welcomes you with a classic bluestone entryway and a large wrap-around porch perfect for outdoor relaxing. Inside, the multi-level floor plan offers exceptional privacy, with an open-concept main level showcasing soaring vaulted ceilings, a dining area, and a living room centered around a cozy wood-burning fireplace with custom built-ins. The large chef's kitchen features stylish appointments, upscale appliances, and a premium Sub-Zero refrigerator. Adjacent the kitchen is a large bedroom with an attached bath, perfect accommodation