99 Hollys Way, Rupert, VT 05776
- $975,000
- 3
- BD
- 2
- BA
- 2,403
- SqFt
Listing courtesy of Derryl Lang from Four Seasons Sotheby's Int'l Realty. ()
- List Price
- $975,000
- Status
- ACTIVE
- MLS#
- 5094950
- Price Change
- ▼ $125,000 1784596805
- Property Type
- Single Family Residence
- Bedrooms
- 3
- Bathrooms
- 2
- Living Area
- 2,403
- Lot Size
- 1,132,560
- Acres
- 26
- Year Built
- 1989
Property 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.
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Additional Information
- Taxes
- $10,040
- Listing Agent
- Derryl Lang
- Listing Office
- Four Seasons Sotheby's Int'l Realty
- Style
- Contemporary
- School District
- Bennington/Rutland
- Elementary School
- Mettawee Community School
- Middle School
- Choice
- High School
- Choice
- Exterior Features
- Deck, Garden, Outbuildings, Shed, Storage
- Interior Features
- Central Vacuum, Drapes/Blinds, Vaulted/Cathedral Ceilings, Separate Dining Room, Gas Fireplace, Dining Combo, Bath in Primary Bedroom, Natural Light, Natural Woodwork, Vaulted/Cathedral Ceilings, Whirlpool Tub, First Floor Laundry
- Electric
- On Site, Underground
- Utilities
- Propane, Phone Available, Underground Utilities
- Basement
- Finished, Insulated, Storage Space, Interior Entry, Exterior Entry
- Foundation
- Concrete
- Sewer
- Leach System, Septic Tank
- Roof
- Standing Seam
- Zoning
- Rural Residential
- Water
- Drilled Well, Private Well
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