Luxury Properties for sale in the Windham County (VT)

Welcome to a one-of-a-kind 141-acre mountaintop retreat at Stratton Mountain Resort - an extraordinary sanctuary with panoramic views of Stratton, Mount Snow, and Bromley....

Presented by Lisa Sullivan | Four Seasons Sotheby's International Realty

Set atop the Vermont hillside with stunning views, offering 4 bedrooms with additional sleeping rooms accommodating up to 16 family and friends. A custom-built home by The...

Presented by Betsy Wadsworth | Four Seasons Sotheby's International Realty

Welcome to 127 Fannie Hill Road, an exceptional mountain retreat ideally located adjacent to The Hermitage Club in Wilmington, Vermont. This stunning 4 bedroom, (with two bonus...

Presented by Betsy Wadsworth | Four Seasons Sotheby's International Realty

Discover this renovated timber frame home nestled on 366 acres of private land. Offering a seamless blend of historic character and modern comfort, this 4 bedroom plus office, 4...

Presented by Andie Fusco | Four Seasons Sotheby's International Realty

Perched on scenic Cobble Ridge, this custom five-bedroom, four-and-a-half-bath retreat embodies balance, light, and renewal in the heart of Southern Vermont. Set on seven private,...

Presented by Kevin Moran | Four Seasons Sotheby's International Realty

Welcome to your perfect Vermont getaway! This spacious 4 bedroom, 3 bathroom townhome is ideally located adjacent to the Mount Snow Golf Course, offering year-round enjoyment....

Presented by Betsy Wadsworth | Four Seasons Sotheby's International Realty

This extraordinary, fully furnished property boasts an abundance of amenities and natural splendor. Revel in the awe-inspiring views and the tranquil swimming pond spread across...

Presented by Timothy Apps | Four Seasons Sotheby's International Realty

Tucked away on 6 private acres in Dover, Vermont, this beautifully crafted 4-bedroom, 4-bath home offers the perfect blend of rustic charm, comfort, and space for year-round...

Presented by Betsy Wadsworth | Four Seasons Sotheby's International Realty

Discover a rare opportunity at this five-bedroom, 5-bath waterfront home in the Cole Pond community. Situated just minutes from skiing and steps from the water, this property is a...

Presented by Megan McMahon | Four Seasons Sotheby's International Realty

Relax and Reconnect in the Heart of Vermonts Green Mountains.Tucked into a peaceful woodland setting, this warm and welcoming mountain retreat is all about comfort, character, and...

Presented by Nancy Jensen | Four Seasons Sotheby's International Realty

Tucked into the serene hills of Dover, Vermont, this custom crafted mountain home offers the ideal blend of rustic charm and modern comfort just minutes from Mount Snow and The...

Presented by Betsy Wadsworth | Four Seasons Sotheby's International Realty

Slopeside 6 Bedroom Ski Chalet at Carinthia Base, Mount Snow This ski chalet is perfectly positioned at the base of Carinthia, offering true slopeside access and unmatched...

Presented by Betsy Wadsworth | Four Seasons Sotheby's International Realty

This majestic log home offers peaceful mountain living with room for Everyone.Discover your tranquil 5-bedroom, 4-bathroom family retreat nestled just minutes from the year-round...

Presented by Megan McMahon | Four Seasons Sotheby's International Realty

Multi-Family & Commercial Opportunity in Wilmington, VermontSet on 1.05 acres just outside Wilmington village, this versatile property offers two recently renovated apartments...

Presented by Betsy Wadsworth | Four Seasons Sotheby's International Realty

Charming Log Cabin Compound Near Stratton and Mount Snow Escape to this quintessential Vermont retreat nestled on 1.2 private acres just minutes from Grout Pond, the Green...

Presented by Betsy Wadsworth | Four Seasons Sotheby's International Realty