Luxury homes for sale in the Windsor County (VT)

Once a tavern for travelers and a stagecoach stop in the early 1800s, 1607 Massey Road stands as a testament to Vermonts enduring spirit. This distinguished 1810 Federal style...

Presented by Patrick Kelley | Four Seasons Sotheby's International Realty

Serena Lodge was inspired by the legendary William Rockefeller estate in the Adirondacks, known as The Point, and thoughtfully designed to reflect its inviting look and warm,...

Presented by Debra Staniscia | Four Seasons Sotheby's International Realty

Discover the possibilities with this beautifully crafted three bedroom, three and one half bath home and versatile Post and Beam barn/studio, set between Woodstock and Silver Lake...

Presented by Eric Johnston | Four Seasons Sotheby's International Realty

Escape to this enchanting circa 1830 Colonial, a quintessential Vermont country retreat perfectly positioned at the edge of Weston Village with breathtaking Green Mountain views....

Presented by Lee Brown | Four Seasons Sotheby's International Realty

Imagine living in an 1806 home on a Vermont green. Located in the heart of the Green Mountains in the quaint town of Rochester, along the scenic Route 100 corridor. The property...

Presented by Kate Cassidy | Four Seasons Sotheby's International Realty

Just over 2 miles from the heart of Woodstock village, this gracious brick cape sits on six + rare open, level acres. Designed to accommodate an active Vermont lifestyle, the...

Presented by Keri Cole | Williamson Group Sotheby's International Realty

Experience elevated Vermont living with this exceptional mountaintop estate, thoughtfully designed for both comfort and flexibility. Set on nearly 30 private acres, the residence...

Presented by Keri Cole | Williamson Group Sotheby's International Realty

Situated in a serene country setting just moments from the conveniences of town, 215 Elm Hill Street offers the ideal combination of privacy, comfort, and understated elegance....

Presented by Patrick Kelley | Four Seasons Sotheby's International Realty

Nestled on 102 acres in Bethel, Vermont, this property offers the perfect blend of privacy, natural beauty, and functionality. Rolling pastures, wooded trails, and breathtaking...

Presented by Eric Johnston | Four Seasons Sotheby's International Realty

Tucked discretely off a meandering country road you will find this charming 4 bedroom, 3 and 1/2 bath contemporary home sited on 40 acres of land with miles of groomed trails that...

Presented by Carol Wood | Williamson Group Sotheby's International Realty

With long range views to Mount Moosilauke in nh, this property offers endless opportunities for either primary or vacation home use, short- or long-term rental potential, family...

Presented by Rachel Arsenault | Williamson Group Sotheby's International Realty

Charming 1900s Village Building, Three Condo Units, One Incredible Opportunity!In the heart of Rochesters picturesque village, this beautifully restored early 1900s building is a...

Presented by Kate Cassidy | Four Seasons Sotheby's International Realty

Welcome to this exceptional Colonial post-and-beam home nestled off the scenic North Road in the heart of Barnard, Vermont. Thoughtfully designed and beautifully maintained, this...

Presented by Eric Johnston | Four Seasons Sotheby's International Realty

One-of-a-kind location on Okemo Mountain. This property enjoys direct Slopeside access on Okemo's Mountain Road Trail. Land runs down adjacent to the Sidewinder Trail. Above...

Presented by Teresa DiNapoli | Four Seasons Sotheby's International Realty

Enjoy in-town ease of living combined with Vermont country charm. This well-maintained, efficient home provides one level living with an additional lower level ensuite bedroom and...

Presented by Carol Wood | Williamson Group Sotheby's International Realty