Windsor County, VT homes for sale & real estate

Windsor County, VT Homes for Sale

Located in the town of Andover, VT, this 10.4 acre parcel, showcasing an amazing long range mountain view, awaits the home of your dreams. The approach to the property is gorgeous with dramatic views and large neighboring parcels. The house site is tucked in the forest, with a roughed-in driveway already in place. This property has been thoughtfully composed, setting the stage for your custom home project. The open meadow has been stumped, seeded and defines one of the most protected and secluded, untouched areas in Southern Vermont. All pre-construction permits are approved, including a 6 bedroom, state approved septic permit, taking the preliminary stress of site work out of your project.

Windsor County, VT Homes for Sale

CHESTER 10.4+/- acre parcel of land offers offers 180 degree ridgeline views with clearing from an elevated plateau for either a house site or a camp site with a home closer to the town maintained road. A nice stream meanders through the property which is dotted with large rocks and stone walls. There is 245 ft. of frontage on Snell Road and utility pole at the road. Close to Okemo and Magic Mountain, Chester Village.

Windsor County, VT Homes for Sale

A thoughtfully assembled 4.73-acre homesite in Quechee Lakes’ Upper Willard Road neighborhood. Created from two combined lots, this property offers uncommon scale, privacy, and flexibility in one of the area’s more established settings. The land has been carefully curated by the current owner to take advantage of the natural Vermont landscape, with a mix of wooded surroundings and potential building sites suited for a primary residence or four-season retreat. It’s the kind of property that gives you room to build intentionally — whether that means a quiet getaway, a home designed for hosting family and friends, or a long-term Vermont base. From here, you’re min

Windsor County, VT Homes for Sale

This breathtaking parcel is ready for you to hit the ground running literally. The driveway is in, the house site is cleared, and the sweeping mountain views are already on full display from ground level. Designed with a walk-out basement in mind, the layout is perfect for maximizing both light and landscape. Fully permitted for a 5-bedroom septic system, this property offers space, flexibility, and vision. Opportunities like this don’t come around often. Electric is available at the road, and if you’re feeling bold, hike a little higher for even more jaw-dropping vistas. Whether you're planning a private retreat, family compound, or forever home this is the show stopper you've