Luxury Properties 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

Welcome to SouthFace Village, Okemo Mountains newest slope-side community. This fully furnished, end-unit condo offers the ideal blend of modern comfort and mountain charm, ready...

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

Slopeside at SouthFace Village Okemo! This may be the nicest one-bedroom condominium currently available on Okemo Mountain. Immaculate and barely used, it comfortably sleeps six...

Presented by Teresa DiNapoli | 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

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

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

Perched at 1,600 feet elevation between Okemo and Killington, this beautifully furnished 3-bedroom, 2-bath condo at Hawk Resort offers the perfect mountain escape--complete with...

Presented by Debra Staniscia | Four Seasons 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

Sugar Maple 11 is a stunning 3-bedroom, 3-bath townhouse that perfectly blends contemporary design with the natural beauty of its mountain setting. This spacious unit offers over...

Presented by Debra Staniscia | 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