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

New Home for sale in Windsor County, VT:

Welcome to your dream getaway! Add your "decorating" touches to this newly built "South Hill" home. This 5-bedroom, 4-bathroom country home combines timeless craftsmanship with modern comfort, just minutes from Okemo. Step inside to the inviting, open floor plan where natural light pours in. Open concept includes the kitchen, dining, and living areas—a perfect space for entertaining. The kitchen with fully installed appliances and new countertops is ready to go! The living room offers a large stone wood-burning fireplace. Completing the main level is a bonus room that offers the flexibility of a 5th bedroom or home office to suit all your needs. Upstairs, you&rsquo

New Home for sale in Windsor County, VT:

Wow! Been waiting for an eye-catcher with a mountain view? Presenting something unique, efficient, classy and sleek to check your boxes. Set out in the lakes region close to Summer fun and a quick drive to the Okemo is this new custom-built container home waiting for some lucky peeps to chill on the deck, glisten in the sauna, refresh in the pool, and sled down the hill. The main level space has large windows to bring in the outdoors and makes for the perfect gathering spot to cozy up to the fireplace, watch a movie, play some games, and whip up some tasty eats. The upper level offers more space for fun with the wet bar and another spot to watch tv. Choose a hot shower or a relaxing bath in

New Home for sale in Windsor County, VT:

Location, location, location! This recently built 320 sq. ft. tiny house sits on 2.34 stunning acres framed by majestic white birch trees, wooded privacy, and a partial view of Okemo Mountain. Completed in 2024, the home features an open floor plan with warm pine walls, a cozy combined living/bedroom area a functional kitchen, a ¾ bath, and an additional 128 sq. ft. bonus loft—ideal for extra sleeping space or storage. This is a turnkey, successfully cash-flowing Airbnb property, making it an appealing option for investors or those seeking a flexible Vermont getaway. Major utilities are already in place, including a 5+1 septic system, drilled well, 200-amp electric service (100

New Home for sale in Windsor County, VT:

Once the site of an 1850s homestead and now reimagined for 21st-century living, Skyland Farm is a private retreat on 65 acres. Mineral springs, glass architecture, and extraordinary views define this rare legacy property, just minutes from the village of Woodstock and with direct access to the trails of Mount Peg. Found at the end of a quiet lane, sweeping vistas of the Green Mountains and Killington are viewed from nearly every room. Finished in 2024, this timber frame home channels modern farmhouse warmth with a clean, contemporary edge. The wall-to-wall glass in both gables frames the surrounding landscape like living artwork, while inside, 24-foot ceilings, radiant heat, A/C, and a saun