Luxury Properties for sale in the Windsor County (VT)

Prominently and privately sited overlooking the desirable Bible Hill region of West Windsor, this exceptional, meticulous Davis Timber Frame contemporary home has a panoramic view...

Presented by Daniel Kogut | Williamson Group Sotheby's International Realty

Hyacinth House has been a landmark property in the historic village of South Woodstock from its early settlement in the 1800's. Sited on a knoll overlooking the Kedron Brook this...

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

Escape to Moosewalk Lane. This ultimate family compound is a fully furnished and equipped rural retreat in Andover, Vermont. Set on 384 acres rising to 2,200 feet, the tract...

Presented by Steve Stettler | Four Seasons Sotheby's International Realty

A rare in-village offering, 7 Slayton Terrace combines walkability, views, and beautifully renovated interiors—just steps from the heart of Woodstock. Sited on an oversized...

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

Perched above the Connecticut River Valley with sweeping views to the New Hampshire mountains, this meticulously maintained five bedroom, four and a half bath home offers a rare...

Presented by Karen DeMas | 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

Perched on a private hilltop and surrounded by nature, this stunning recently renovated home offers over 141 acres of open and wooded land enrolled in Vermont’s Current Use...

Presented by Gretchjen Smith | Williamson Group Sotheby's International Realty

Set on 18 private acres, Popple Dungeon is a distinctive Vermont property offering the feel of a true country retreat. Owned by one family and designed and built by its owner, the...

Presented by Gary Coger | Four Seasons Sotheby's International Realty

Wild Trails Farm presents a rare opportunity to own 224 acres of private, contiguous land defined by rolling fields, mature woods, and expansive southern views. The setting feels...

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

Set in the highly desirable South Hill Estates, this exceptional property pairs privacy with an unbeatable location just minutes from Okemo Mountain. Surrounded by nearly five...

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

The Richmond House Unit B | Woodstock Village. An enduring Woodstock landmark, the iconic Richmond House (c.1826) is a proud brick Federal distinguished by its softly weathered...

Presented by Derek Cosentino | Four Seasons Sotheby's International Realty

Just 2 miles from Woodstock Village, this gracious brick Cape on 6 open acres offers the perfect blend of privacy, comfort, and classic Vermont charm. Thoughtfully expanded and...

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

Nestled on a 3-acre private lot at Hawk Resort in Vermonts Lakes Region, this expansive custom residence offers an exceptional mountain retreat. Thoughtfully designed across four...

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

Ledges 3--This updated 3-bedroom, 3-bath townhouse offers a welcoming retreat in the lakes region, midway between Killington and Okemo. Renovated in 2013, the home features a...

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

Enjoy year-round sunsets from this premier Lake Rescue location. With direct lake access, swim from your dock or launch your boat for a day on the lake. The sprawling flat yard is...

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