Windsor County, VT homes for sale & real estate

Windsor County, VT Homes for Sale

In Ludlow Village! 13+ acre wooded lot boasts a direct view of Okemo Mountain! Power and shared driveway on the lot. Old ATV trails run through. Some seasonal drainages but mostly rolling, walkable terrain. It drops off severely on the west side above the cemmetary. A simple WALKING TRAIL FROM the DRIVEWAY on the right follows "dotted flagging" and gets one into the best areas of the land. The land to the south of the house which shares the drive is very steep, but behind this house is a nice open field. Just a healthy walking distance from the Village! Park on the left side of the drive, which is on the property, and enjoy the walk! Check with your project engineer to determine

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, with a second 5-bedroom design underway for a future guest house—this property offers space, flexibility, and vision. Final survey to be recorded soon, but with approximately 20 acres and rare road frontage, opportunities like this don’t come around often. Electric is available at the road, and if you’re feeling bol

Windsor County, VT Homes for Sale

110 Acres of Pastoral Beauty with Mountain Views in Hartford and Norwich, Vermont. This rare 110-acre parcel, 101 acres in Hartford and nine in Norwich (see separate MLS listing 5045699), offers rolling meadows, mature hardwoods, and long mountain views in the heart of the Upper Valley. The elevated, west-facing setting is filled with natural light and classic Vermont charm, with open pastures and distant farm views perfect for a private estate, conservation retreat, or thoughtful development. Enjoy sunsets and year-round beauty from this serene and accessible location. Less than a mile along Newton Lane, you will come to the Cossingham Trail network that winds through the land and connects

Windsor County, VT Homes for Sale

Ready to Build in Southern Vermont! Dreaming of a serene mountain getaway or your forever home in Vermont? This 4.± acre gem on a quiet dead-end road offers peace, privacy, and convenience. With a State-issued wastewater permit already in hand for a 5-bedroom home, you can hit the ground running on your build. Power is right at the road and fiber-optic internet is available—ideal for remote work or weekend escapes. This parcel is perfectly situated just a short drive from Chester’s charming village center, known for its restaurants, shops, and year-round events. Plus, you're under 30 minutes to some of Vermont’s top ski destinations—Okemo, Magic, Bromley, and