$1,425,000 | 38 Acres | Price Per Acre $0 Manchester VT »

Acres 38   
List Date Friday Jun 12, 2026
Description: A rare opportunity to own 38 stunning acres in the heart of Manchester Village, offering the perfect balance of seclusion, natural beauty, and convenience. A long, winding serpentine driveway gracefully leads to a beautifully manicured and ready-to-build homesite, creating a dramatic and private approach. Thoughtfully improved with underground power brought directly to the building site, a well, and a 7-bedroom septic design, this property allows you to begin planning your dream home immediately. As you explore the property, you'll discover a peaceful stream and a beautiful maple grove, enhancing its classic Vermont character and year-round natural appeal. From the homesite, enjoy magnificent views of Mt. Equinox and the Green Mountains to both the east and west, capturing breathtaking sunrises, sunsets, and the beauty of Vermont's changing seasons. A private trail from the property leads directly to Equinox Pond, where it connects to an extensive network of hiking trails. Privacy, views, and location come together in this truly exceptional offering. See MLS Property & Listing Details & 22 images.

$1,100,000 $666 per sq.ft. Rupert VT »

3 Beds | 2 Baths |   Total Sq. Ft. 2403  |  Acres: 26
List Date Tuesday Jun 16, 2026
Description: Imagine waking to the quiet rhythm of the Vermont countryside, where morning light stretches across open meadows, woodland trails begin just beyond your door, and the pace of life slows to match the landscape. Set on 26 acres in Rupert, this exceptional property offers a rare combination of privacy, craftsmanship, and room to pursue the life you've imagined. The home is designed to feel connected to its surroundings, with warm wood finishes, expansive windows, and comfortable living spaces that invite both gathering and relaxation. Throughout the property, extraordinary stonework, all from the quarry on-site, reflects a level of artistry and care rarely found today. Beyond the home, a fully equipped 3,100-square-foot heated garage and workshop creates endless possibilities. Featuring radiant heat, a commercial-grade car lift, office space, bathroom, heat pumps, central vacuum, air lines, and oversized 12' x 12' doors, it is an ideal setting for automotive enthusiasts, collectors, entrepreneurs, craftspeople, or anyone seeking exceptional workspace. The land itself is a destination. Explore private trails through mature woods, enjoy open fields, snowshoe after a fresh snowfall, or take advantage of the nearby D&H Rail Trail. Every season brings new opportunities to experience the beauty of Vermont. Additional storage buildings provide ample space for equipment, recreational gear, and the practical needs of country living. Both the home and workshop benefit from updated high-efficiency heating systems for year-round comfort. Conveniently located within easy reach of Manchester, Dorset, regional ski areas, and the Adirondacks, this property offers the perfect balance of seclusion and accessibility. Whether you're seeking a full-time residence, a weekend retreat, a live-work property, or a place to gather family and friends for years to come, this Rupert estate offers a lifestyle defined by space, creativity, and connection to the land. Schedule your private tour today. See MLS Property & Listing Details & 33 images.