Welcome to your private gated mini-estate—an enchanting sanctuary where every detail delights the eye. Nestled adjacent to meticulously manicured woods, this one-of-a-kind residence blends storybook charm with thoughtful, high-end finishes. A sweeping entry leads past intimate outdoor living spaces centered around a dramatic floor-to-ceiling exterior fireplace, perfect for cool evenings and quiet reflection. Step inside to discover warm, curated interiors where a matching floor-to-ceiling indoor fireplace anchors a cozy great room—an ideal focal point for gatherings and quiet nights in. The custom kitchen is a chef’s and designer's showcase making meal prep effortless and stylish. Cute, artful decor and exceptional millwork accentuate every room—every little detail has been considered and executed with eye-popping precision. Natural light pours through thoughtfully placed windows, highlighting textures, finishes, and curated vignettes around nearly every corner. In addition to the four private bedrooms, the special loft above the second-floor den offers a “fun” sleeping area and great retreat for the “kids”. Unique sightlines and charming nooks reveal something special at every turn—unexpected architectural details, refined accents, and cozy gathering spots create a home rich in personality and comfort. The floorplan flows intuitively while offering distinct spaces for entertaining and everyday living. Practicality meets luxury with a spacious second garage providing room for toys, workshop space, or secure storage perfect for multi-vehicle households or hobbyists. The gated setting ensures peace of mind and exclusivity, while the manicured wooded grounds offer a serene backdrop and a strong connection to nature. Come see how every corner captures your attention and inspires a sense of wonder at home. This mini-estate is only 10 miles from world-class skiing at Okemo and golf at Fox Run...then enjoy the 5 lakes in Okemo Valley and the nearby VAST trails!
Active
Listed by: Four Seasons Sotheby's Int'l Realty • Diane Rousseau
$649,000
168 Chandler Road, Chester, VT 05143
3beds
2,204sqft
Single Family Residence
Built in 2004
1 Acres Lot
$-- Zestimate®
$294/sqft
$-- HOA
What's special
Dramatic floor-to-ceiling exterior fireplaceMatching floor-to-ceiling indoor fireplaceSweeping entryCozy great roomPrivate gated mini-estateUnexpected architectural detailsCute artful decor
- 3 days |
- 567 |
- 62 |
Zillow last checked:
Listing updated:
Listed by:
Diane Rousseau,
Four Seasons Sotheby's Int'l Realty Diane.Rousseau@FourSeasonsSIR.com
Source: PrimeMLS,MLS#: 5097737
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- 3/4 bathrooms: 2
Heating
- Propane, Forced Air, Hot Air
Cooling
- Other
Features
- Basement: Bulkhead,Crawl Space,Exterior Entry,Exterior Stairs,Walk-Out Access
Interior area
- Total structure area: 3,464
- Total interior livable area: 2,204 sqft
- Finished area above ground: 2,204
- Finished area below ground: 0
Video & virtual tour
Property
Parking
- Total spaces: 3
- Parking features: Gated, Paved
- Garage spaces: 3
Features
- Levels: One and One Half
- Stories: 1.5
- Frontage length: Road frontage: 242
Lot
- Size: 1 Acres
- Features: Country Setting, Landscaped, Open Lot, Slight, Wooded, Near Golf Course, Near Skiing, Near Snowmobile Trails, Near Hospital
Details
- Parcel number: 14404511296
- Zoning description: residential
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Adirondack,Contemporary
- Property subtype: Single Family Residence
Materials
- Post and Beam, Timber Frame, Cedar Exterior, Clapboard Exterior, Stone Exterior
- Foundation: Concrete
- Roof: Standing Seam
Condition
- New construction: No
- Year built: 2004
Utilities & green energy
- Electric: 220 Volts, Circuit Breakers
- Sewer: Leach Field, Private Sewer, Septic Tank
- Utilities for property: Cable, Propane, Phone Available, Fiber Optic Internt Avail
Community & HOA
Location
- Region: Chester
Financial & listing details
- Price per square foot: $294/sqft
- Tax assessed value: $268,200
- Annual tax amount: $7,814
- Date on market: 7/1/2026
- Road surface type: Gravel
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 7/1/2026 | Listed for sale | $649,000$294/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $268,200 |
| 2023 | -- | $268,200 |
| 2022 | -- | $268,200 |
| 2021 | -- | $268,200 |
| 2020 | -- | $268,200 -2.6% |
| 2019 | -- | $275,500 |
| 2018 | -- | $275,500 |
| 2017 | -- | $275,500 |
| 2016 | -- | $275,500 +9900% |
| 2015 | -- | $2,755 |
| 2014 | -- | $2,755 |
| 2013 | -- | $2,755 |
| 2012 | -- | $2,755 +23.4% |
| 2011 | -- | $2,233 |
| 2010 | -- | $2,233 |
| 2009 | -- | $2,233 |
| 2008 | -- | $2,233 +82.1% |
| 2007 | -- | $1,226 |
| 2006 | -- | $1,226 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 05143
Nearby schools
GreatSchools rating
- 6/10Chester-Andover Usd #29Grades: PK-6Distance: 4.5 mi
- 7/10Green Mountain Uhsd #35Grades: 7-12Distance: 5.2 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Vermont
- Windsor County
- Chester
- 05143
- 168 Chandler Road



