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

Luxury Home for sale in Windsor County, VT:

Located in Woodstock, Vermont just one mile from the village green, the Alta House offers a rich quality of life filled with poolside sunsets, mountain vistas, proximity to town, and access to endless outdoor recreation opportunities. Enjoy the convenience of living close to the shops, cafes, and restaurants of Woodstock, while being tucked away in your own world above. The 3-bedroom primary residence is perfectly sited to overlook Woodstock’s iconic Mount Tom and the Marsh-Billings Museum, Vermont’s only National Park. The property sits at the end of a quiet road with only one other neighboring residence and is surrounded by over 400 acres of conserved land. There is a bedroom

Luxury Home for sale in Windsor County, VT:

Welcome to Okemo Pines! This luxurious four-bedroom, three-and-a-half-bath timber frame home offers an open-concept main floor with white oak floors and customizable bonus rooms. The great room features a cathedral ceiling, ample windows that frame the views, and a fieldstone fireplace. The chef's kitchen includes a farmer's sink, custom cherry cabinetry, and a walk-in pantry. The main level hosts a luxurious primary suite with a walk-in closet. Upstairs offers two additional bedrooms and an office The lower level features the fourth bedroom, a full bath, a den, and a sunny game/billiards room. The property includes an attached two-car garage and is ideally located just a minute's drive fr

Luxury Home for sale in Windsor County, VT:

Showings begin Monday 12/29 | Discover a truly one-of-a-kind Vermont retreat set on 10 acres of peaceful woodland and open meadow. Originally built as a family-run maple sugar shack, this architect-designed home has been thoughtfully reimagined and newly completed, seamlessly blending rustic charm with contemporary comfort to create a warm and inviting hideaway unlike anything else on the market. Post-and-beam construction, expansive views, and thoughtful design define the main residence, which offers two spacious bedrooms and cozy, character-filled living space inspired by its sugaring heritage. Complementing the main home is a charming one-bedroom Yurt—ideal for guests, a creative s

Luxury Home for sale in Windsor County, VT:

This beautifully renovated, truly move-in-ready home has been thoughtfully updated throughout — including a brand-new kitchen, refreshed flooring, modernized bathrooms, fresh interior paint, a new garage door, an automatic full-house generator, and more. The property is offered FULLY TURNKEY, with nearly all furniture and furnishings conveying with the sale (artwork excluded). Privately sited in desirable South Woodstock—just seven minutes to the Woodstock Green—this home blends comfort, style, and convenience. The open-concept main level brings together the kitchen, dining area, and living room, where a vaulted ceiling and sleek propane fireplace create a warm, contempora