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223 Coach Road, Chester, VT, 05143

5beds
3baths
4,388sqft
$789,000
$180price/sqft
$5,968/moest. monthly cost
$238,720/yrincome needed

About This Home

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!

Getting Around

17
WalkingCar-Dependent
0
TransitVery Limited Transit
10
BikeSomewhat Bikeable

Schools

6/10
Chester-Andover Usd #29Grades PK-60.2 mi
7/10
Green Mountain Uhsd #35Grades 7-121.2 mi

Construction

Condition

  • Year built: 1987

Materials

  • Foundation: Concrete
  • Roof: Architectural Shingle
  • Construction materials: Wood Frame

Type & Style

  • Home type: SingleFamily
  • Architectural style: Contemporary
  • Property subType: Single Family Residence

Interior

Basement

  • Has basement: Yes
  • Basement: Concrete Floor,Partially Finished,Interior Entry

Bedrooms & Bathrooms

  • Bedrooms: 5
  • Bathrooms: 3
  • Full bathrooms: 3

Features

  • Finished area below ground: 720
  • Finished area above ground: 3,668

Heating & Cooling

  • Heating features: Oil
  • Cooling features: None

Interior Area

  • Total structure area: 5,908
  • Total interior livable area: 4,388 sqft

Property

Details

  • Parcel number: 14404510375
  • Zoning description: res

Features

  • Levels: One and One Half
  • Stories: 1
  • Frontage length: Road frontage: 210

Lot

  • Lot size: 11.24 Acres
  • Features: Rolling Slope

Parking

  • Total spaces: 2
  • Parking features: Brick/Pavers,Paved
  • Has garage: Yes
  • Attached garage spaces: 2
  • Covered spaces: 2

Climate Risk is Financial Risk

Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.

Biggest Threats for This Home

  • Inland Flooding
    Inland FloodingRelatively High
  • Winter Weather
    Winter WeatherRelatively High
  • Cold Wave
    Cold WaveModerate
  • Heat Wave
    Heat WaveModerate
  • Ice Storm
    Ice StormModerate
  • Lightning
    LightningModerate
  • Strong Wind
    Strong WindModerate

How This Home’s Risks Compare

Inland Flooding
Winter Weather
Cold Wave
Heat Wave
Ice Storm
Lightning
Strong Wind

FEMA Declared Disasters Across Vermont Counties

Flood
Severe Storm
Tropical Depression
Tropical Storm

Understanding the Costs

Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.

Estimated Costs Today

MonthlyAnnual
Mortgage $3,989$47,868
Home Insurance $343$4,116
Property Taxes $1,078$12,936
Electricity $558$6,698
Total$5,968$71,616

Income You'd Need if You Spent...

35% on housing$204,617/yr
40% on housing$179,040/yr
45% on housing$159,146/yr

How Costs Could Change Over Time

Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.

Insurance Growth Rate5-year average: 4.4%
4.4%
0%30.0%
Electricity Growth Rate10-year average: 7.6%
7.6%
0%15.0%
Property Taxes Growth Rate2-year average: 0.2%
0.2%
0%15.0%
Income Spent on Housing
30%
30%45%

Comparing Against the Market

Price Per Sq Ft

$180This listing

vs Other Active Listings

Avg $/sqft

ZIP 05143$183
Windsor County$292

vs Homes Sold Last Month

Median $/sqft

ZIP 05143$233
Windsor County$247

Current Market Trends

Median Price Per Square Foot

The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.

Historicals for This Listing

Zestimate History ($/sqft)

Price History

DateEventPrice
2026-07-24Price change$789,000
2026-07-01Listed for sale$849,000
2001-08-02Sold$454,000

For Sale by Agent

AgentDaire Gibney
BrokerageBarrett and Valley Associates Inc.

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