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

Step into a world of potential with this beautiful country retreat, set on the edge of pristine Green Mountain National Forest. Adventure truly begins here, with nearby access to...

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

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

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

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

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

Step into the timeless charm of this beautifully preserved Dorset farmhouse, where historic character meets the ease of modern living. Set on 1.79 scenic acres with sweeping...

Presented by Tatsiana Clark | Four Seasons Sotheby's International Realty

Fabulous two bedroom two bath condominium converted in 2017 in the heart of Manchester Center. Many fine features: Marvin windows, hardwood flooring, central air conditioning,...

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

The most desirable homes are the ones that feel both beautifully removed and effortlessly connected. Privately set just moments from Manchester's boutiques, dining, and year-round...

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

Live in one and rent the other. Discover the charm and value of this affordable starter home with rental option. Located in a quiet, residential area of Manchester. This spacious...

Presented by Andy Reed | Four Seasons Sotheby's International Realty

Tranquility and Adventure Await on Havoc Hill. Discover 3.42 plus private, wooded acres nestled atop storied Havoc Hill in charming East Dorset, Vermont. Known for its beauty and...

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

227 acre offering in Peru Vermont combining a 199 acre parcel bordering Green Mountain National Forest and a 28 acre parcel with views of Stratton, Bromley and Magic Mountains....

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

Charming Raised Ranch on 2 Acres Dorset, vtwelcome to your new home in the heart of Dorset! Nestled on a beautifully landscaped 2-acre corner lot, this inviting raised ranch...

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