Luxury Properties for sale in the Bennington County (VT)

Peacock Hollow, a c.1790 completely private estate, is gracefully sited on 29.9 acres surrounded by sweeping mountain views, a running stream, and bordered by the forest. This...

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

Located in the desirable Green Peak Orchard, this exceptional custom Greek Revival residence is set on 9.9 private acres surrounded by mature landscaping, stone walls, and...

Presented by Carol O'Connor | Four Seasons Sotheby's International Realty

Some properties simply hold stories within their walls. Formerly the beloved Nordic Inn, this iconic Landgrove property has been thoughtfully reimagined into a gathering place...

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

Beautiful Dorset Contemporary Offering Privacy, Comfort, and Easy Living.If youve been looking for a private Vermont retreat with room to relax, entertain, and enjoy the beauty of...

Presented by David A. Halligan | Four Seasons Sotheby's International Realty

Nestled in the heart of the iconic Dorset village, just steps from the Dorset Field Club and the beloved local theater, this enchanting historic home has been meticulously...

Presented by Adrienne Sherwood | Four Seasons Sotheby's International Realty

Imagine a time where taverns were the heart of the community, where laughter echoed off thick brick walls and stories were told by firelight. Now see yourself enjoying the ease of...

Presented by Greg Cutler | Four Seasons Sotheby's International Realty

Set on over 11.5 private acres, this custom-built Colonial offers the kind of comfort, craftsmanship, and peace of mind thats increasingly hard to find. Thoughtfully designed and...

Presented by David A. Halligan | Four Seasons Sotheby's International Realty

Custom-built Dorset Hollow estate offered for the first time since 1998. Perfectly situated on 10 private acres abutting 3,200 acres of conservation land, this 5,100 sq ft...

Presented by David A. Halligan | Four Seasons Sotheby's International Realty

In the heart of Manchester Village, this four-bedroom, six-bath colonial blends classic New England charm with the kind of space and flexibility that fits modern living. Set on a...

Presented by David A. Halligan | Four Seasons Sotheby's International Realty

A private Vermont sanctuary set on over 40 acres of meadows, rolling hills, stone walls, and mature forest. This sophisticated modern farmhouse offers rare peace, privacy, and...

Presented by Andrea Kaplan | Four Seasons Sotheby's International Realty

Your private Vermont resort awaits! Perfect for multi-generational living or a co-ownership vacation compound, this 9.5-acre estate offers historic charm with massive capacity....

Presented by Greg Cutler | Four Seasons Sotheby's International Realty

This Eagle Rise Condo with three bedrooms and two & half baths is in an exclusive residential area accessed off scenic Manchester West Road. The Condo offers an open floor plan...

Presented by David A. Halligan | Four Seasons Sotheby's International Realty

Villager Unit at Equinox on the Battenkill adjacent to the 16th hole of the Equinox Golf Course! This stunning property offers a harmonious blend of luxury and comfort in a...

Presented by Carol O'Connor | Four Seasons Sotheby's International Realty

Extensively Renovated Classic Vermont ColonialThis beautifully updated 1935 Vermont Colonial offers the perfect blend of classic charm and modern convenience, with thoughtful...

Presented by Andrea Kaplan | Four Seasons Sotheby's International Realty

Set along the rise of Morse Hill Road, this Dorset home has the quiet gravity of a place that feels discovered rather than merely shown. It carries the attributes buyers most...

Presented by Hayley VanDerKar | Four Seasons Sotheby's International Realty