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Listed by: Barrett and Valley Associates Inc. Daire Gibney
General Property Information
- Property Status
- Active Under Contract
- Price
- $789, 000
- Property Type
- Single Family
- County
- VT-Windsor
- Agency / Brokerage
- Daire Gibney
Barrett and Valley Associates Inc. - List Date
- 6/30/2026 8:00 PM
- Acres
- 11.24
- Year Built
- 1987
- Bedrooms
- 5
- Total Baths
- 3
- Sq. Ft. (Total)
- 4,388
- Tax Year
- 2025
- Taxes
- $14,209
Description
Exceptional design, enduring craftsmanship, and an unrivaled Vermont setting define this remarkable custom residence on 11± beautifully landscaped acres just a short stroll from the village of Chester. Offering more than 3, 600 square feet of thoughtfully designed living space, the home was built to an exacting standard where quality materials, timeless architecture, and exceptional attention to detail create a residence as enduring as it is beautiful. A flexible floor plan offers five bedrooms and three baths, including an elegant first-floor primary suite with ensuite bath, complemented by additional main-level bedroom options ideal for guests, multi-generational living, or a dedicated home office. Upstairs, two spacious bedrooms each feature adjoining bonus rooms perfectly suited as executive offices, dressing rooms, studios, or generous walk-in closets, while additional unfinished space presents exciting opportunities for future expansion. Designed for effortless entertaining and comfortable everyday living, the heart of the home is an open-concept kitchen, dining, and living area filled with natural light. A handsome library offers a quiet retreat, while integrated whole-home audio enhances the experience throughout. An oversized laundry and mudroom connects seamlessly to the attached two-car garage, delivering exceptional convenience without compromising design. Outside, mature gardens, specimen trees, and thoughtfully curated outdoor living spaces create a setting of remarkable beauty and privacy. Relax beneath the covered porch, entertain with family and friends, or simply enjoy the peaceful surroundings. Ideally located just minutes from Okemo, Stratton, Magic, and endless four-season recreation, yet within walking distance of Chester's vibrant village, this exceptional property offers a rare combination of privacy, convenience, and refined Vermont living. A home of lasting quality, exceptional versatility, and unmistakable character!
Map
Interior Features
- # Of Stories
- 1.5
- Sq. Ft. (Total)
- 4,388
- Sq. Ft. (Above Ground)
- 3,668
- Sq. Ft. (Below Ground)
- 720
- Sq. Ft. Unfinished
- 1,520
- Rooms
- 14
- Bedrooms
- 5
- Baths
- 3
- Heating
- Oil
- Basement Desc
- Concrete Floor, Partially Finished
Town Market Snapshot
Source: Data provided by PrimeMLS, graph generated by Pall Spera Company
Exterior Features
- Style of Residence
- Contemporary
- Time Share
- No
- Land Desc.
- Rolling
- Roof Desc.
- Architectural Shingle
- Driveway Desc.
- Brick/Pavers, Paved
- Foundation Desc.
- Concrete
- Sewer Desc.
- Public Sewer On-Site
- Garage / Parking
- Yes
- Garage Spaces
- 2
- Road Frontage
- 210
- Zoning
- res
- Elementary School
- Chester-Andover Elementary
- Middle School
- Green Mountain UHSD #35
- High School
- Green Mountain UHSD #35
Affordability Estimate
Quick payment estimate for this listing. Not a loan offer — rates and terms vary.
Est. monthly principal & interest —
Estimate excludes taxes, insurance, HOA, and PMI. Consult a lender for accurate figures.
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