Homes with Parking for Sale in Windsor County, VT

Home with Parking for sale in Windsor County, VT:

Beautifully renovated farmhouse offering the perfect blend of timeless New England charm and modern convenience. Situated on a private, low-maintenance lot with both town water and sewer, this inviting home is just a short stroll to Main Street's shops and restaurants and only three minutes from Okemo Mountain Resort. The heart of the home is the spectacular oversized great room, filled with natural light from expansive windows overlooking the peaceful backyard. French doors open to a spacious covered porch, creating the perfect setting for morning coffee, outdoor dining, or simply relaxing while enjoying the tranquil surroundings. The sun-filled eat-in kitchen features granite countertops,

Home with Parking for sale in Windsor County, VT:

Between Woodstock and Killington, on 13.68 private acres near the north branch of the Ottauquechee River, this one-owner estate was built from the ground up with uncommon care. Offered at $1,150,000, below its April 2026 appraisal. Four bedrooms, five baths and 4,352 finished square feet, with radiant floor heat throughout, a new furnace and boiler, a standing seam metal roof, a private well known for its delicious water, and high-speed internet at the house. The epicurean kitchen and adjoining scullery were designed for serious cooking: gas range, range hood, island, walk-in pantry, wine cooler and a bar, with two dining rooms for gathering. Three or more wood-burning fireplaces. The prima

Home with Parking for sale in Windsor County, VT:

"The Plateau", originally part of the Kennedy Biscuit Co. (Nabisco) family estate, is nestled on a plateau at the end of a private road which greets you with open fields, mature trees, beautiful gardens, and a protected front-and-center view of Mt. Ascutney to the West and the Connecticut River to the East. This private peaceful setting includes an inground pool for those hot summer days, and two porches: one open air and one screened-in, with views into the New Hampshire hillsides. Inside, the house is open and bright with a wonderful flow throughout. The large living room features a wood-burning fireplace and plenty of windows streaming in lots of natural light. The formal dinin

Home with Parking for sale in Windsor County, VT:

CURTIS HOLLOW FARM, Exceptional estate on the western edge of Woodstock offering 105 diverse acres bordering Calvin Coolidge State Forest. The updated main house features 5 bedrooms and 4 baths, filled with abundant natural light and thoughtfully designed for both large gatherings and quiet retreat spaces. The open-concept main level includes a spacious living room with picture windows overlooking the landscaped grounds, a recently updated chef’s kitchen with a stunning Mercury/Aga range, and generous dining space nearby. On the east side of this level, the original historic homestead—with its native timbers and stone fireplace—creates a warm and intimate dining experience