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!
Active under contract
Listed by: Barrett and Valley Associates Inc. • Daire Gibney
Price cut: $60K (7/24)
$789,000
223 Coach Road, Chester, VT 05143
5beds
4,388sqft
Single Family Residence
Built in 1987
11.24 Acres Lot
$743,800 Zestimate®
$180/sqft
$-- HOA
What's special
Peaceful surroundingsCovered porchIntegrated whole-home audioFive bedroomsThree bathsSpecimen treesMature gardens
- 73 days
- 403
- 25
Zillow last checked:
Listing updated:
Listed by:
Daire Gibney,
Barrett and Valley Associates Inc. 802-875-2323
Source: PrimeMLS,MLS#: 5097600
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 3
- Full bathrooms: 3
Heating
- Oil
Cooling
- None
Features
- Basement: Concrete Floor,Partially Finished,Interior Entry
Interior area
- Total structure area: 5,908
- Total interior livable area: 4,388 sqft
- Finished area above ground: 3,668
- Finished area below ground: 720
Property
Parking
- Total spaces: 2
- Parking features: Brick/Pavers, Paved
- Garage spaces: 2
Features
- Levels: One and One Half
- Stories: 1.5
- Frontage length: Road frontage: 210
Lot
- Size: 11.24 Acres
- Features: Rolling Slope
Details
- Parcel number: 14404510375
- Zoning description: res
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence
Materials
- Wood Frame
- Foundation: Concrete
- Roof: Architectural Shingle
Condition
- New construction: No
- Year built: 1987
Utilities & green energy
- Electric: 100 Amp Service
- Utilities for property: Cable Available, Sewer Connected, Fiber Optic Internt Avail
Community & HOA
Location
- Region: Chester
Financial & listing details
- Price per square foot: $180/sqft
- Tax assessed value: $488,400
- Annual tax amount: $14,209
- Date on market: 7/1/2026
- Road surface type: Dirt
Estimated market value
$743,800
$707,000 - $781,000
$4,676/mo
Price history
| Date | Event | Price |
|---|---|---|
| 7/24/2026 | Price change | $789,000-7.1%$180/sqft |
Source: | ||
| 7/1/2026 | Listed for sale | $849,000+87%$193/sqft |
Source: | ||
| 8/2/2001 | Sold | $454,000$103/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $14,210 | $488,400 |
| 2024 | -- | $488,400 |
| 2023 | -- | $488,400 |
| 2022 | -- | $488,400 |
| 2021 | -- | $488,400 |
| 2020 | -- | $488,400 -8.4% |
| 2019 | -- | $533,000 |
| 2018 | -- | $533,000 |
| 2017 | -- | $533,000 |
| 2016 | -- | $533,000 +9900% |
| 2015 | -- | $5,330 |
| 2014 | -- | $5,330 |
| 2013 | -- | $5,330 |
| 2012 | -- | $5,330 |
| 2011 | -- | $5,330 |
| 2010 | -- | $5,330 +3.2% |
| 2009 | -- | $5,165 |
| 2008 | -- | $5,165 +85.1% |
| 2007 | -- | $2,790 |
| 2006 | -- | $2,790 |
| 2003 | $7,115 | $2,790 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: Chester-Chester Depot
Nearby schools
Schools provided by the listing agent
- Elementary: Chester-Andover Elementary
- Middle: Green Mountain UHSD #35
- High: Green Mountain UHSD #35
- District: Two Rivers Supervisory Union
Source: PrimeMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.




