Active
3 beds2,204 sqft

168 Chandler Rd, Chester, VT 05143

Est: $4,025/moGet pre-approved
Single FamilyProperty Type
1 acresLot Size
2004Year Built
$284/sq ftPrice per sq ft
3 carsParking Spaces

Description

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...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 of Okemo Valley and the nearby VAST trails!
Listing Agent
  1. Diane Rousseau

    Diane Rousseau

    Listing Agent

    Sotheby’s International Realty

    P: (802) 228-4537

    M: (802) 384-4384

98 days on Market
Last updated: 10/07/2026 06:08 PM • Source: New England Real Estate Network, MLS#: 5097737

Location

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Payment Calculator

$4,025 per month

30 year fixed, 7.03% Interest

Principal and Interest

$3,347

Property Taxes

$677

HOA Dues

$0

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Property Information for 168 Chandler Road

Property Details

  • Taxes: $8,129 / year
  • MLS Type: Residential / Single Family
  • Zoning: residential

Building Information

  • Stories: 1
  • Year Built: 2004
  • Lot Size: 1.00 AC / 43,560 SF

Summary

Location and General Information
  • City: Chester
  • County: VT-Windsor
  • Directions: From the center of Ludlow, proceed 8.1 miles on Route 103S to Route 10. From the center of Chester, proceed 4.7 miles on Route 103N to Route !0. Turn onto Route 10 and travel 1.2 miles. You can't miss the gates to this mini-estate 0.2 miles up on the right!
  • Latitude: 43.329299239558921
  • Longitude: -72.582737220901478
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip Code: 05143
Taxes and HOA Information
  • SPAN Number: 144-045-11296
  • Tax Year: 2026
  • Taxes TBD: No
Parking
  • Garage: Yes
  • Garage Capacity: 3.00
  • Driveway: Gated, Paved

Property

Lot Information
  • Lot Features: Country Setting, Landscaped, Open, Slight, Wooded, Near Golf Course, Near Skiing, Near Snowmobile Trails, Near Hospital
  • Lot Size Acres: 1.0
  • Road Frontage Length: 242.0
  • Total Finished Area: 2204.0
  • Above Grade Finished Area: 2204.0
  • Above Grade Finished Area Source: Estimated
  • Above Grade Unfinished Area: 0.0
  • Below Grade Finished Area: 0.0
  • Below Grade Unfinished Area: 1260.0
  • BelowGradeUnfinishedAreaSource: Estimated
  • Lot Size Square Feet: 43560.0
  • Total Area: 3464.0
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Property Condition: Existing
  • Flood Zone: No
  • PreConstruction: No
  • Surveyed: Yes
  • Year Built: 2004
Utilities
  • Electric: 220 Volt, Circuit Breaker(s)
  • Sewer: Leach Field, Private, Septic
  • Water Source: Drilled Well, Private
  • Utilities: Cable, Propane, Telephone Available
  • Internet: Cable Internet, Fiber Optic Internt Avail

Interior and Exterior Features

Exterior Features
  • Construction Materials: Post and Beam, Timber Frame, Cedar Exterior, Clapboard Exterior, Stone Exterior
  • Roof: Standing Seam
Interior Features
  • Basement: Yes
  • Basement Access Type: Walkout
  • Basement Description: Bulkhead, Crawl Space, Exterior Stairs, Exterior Access
  • Rooms: Level 1: Level 1: Bedroom, Level 1: 3/4 Bathroom, Level 1: Den, Level 1: Dining Room, Level 1: Kitchen, Level 1: Living Room, Level 1: Mudroom, Level 1: Other
  • Rooms: Level 2: Level 2: Bedroom, Level 2: 3/4 Bathroom, Level 2: Family Room, Level 2: Loft, Level 2: Other
  • Heating: Propane, Forced Air, Hot Air
  • Cooling: Other
  • Total Stories: 1.5
  • Rooms Total: 9
  • Bathrooms Full: 0
  • Bathrooms Half: 0
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 2
  • Bedrooms Total: 3
  • Bathrooms Total: 2

Room Information

Room 1
  • Room Dimensions: 20' 4" x 5' 4"
  • Room Level: 1
  • Room Type: Mudroom
Room 2
  • Room Dimensions: 11' 9" x 11' 8"
  • Room Level: 1
  • Room Type: Kitchen
Room 3
  • Room Dimensions: 9' 11" x 9' 1"
  • Room Level: 1
  • Room Type: Dining Room
Room 4
  • Room Dimensions: 9' 11" x 18' 5"
  • Room Level: 1
  • Room Type: Living Room
Room 5
  • Room Dimensions: 11' 7" x 9' 0"
  • Room Level: 1
  • Room Type: Den
Room 6
  • Room Dimensions: 13' 0" x 11' 5"
  • Room Level: 1
  • Room Type: Bedroom
Room 7
  • Room Dimensions: 7' 11" x 7' 0"
  • Room Level: 1
  • Room Type: Bathroom Three Quarter
Room 8
  • Room Dimensions: 12' 1" x 10' 10"
  • Room Level: 1
  • Room Type: Bedroom
Room 9
  • Room Dimensions: 11' 6" x 11' 2"
  • Room Level: 2
  • Room Type: Bedroom
Room 10
  • Room Dimensions: 7' 8" x 6' 9"
  • Room Level: 2
  • Room Type: Bathroom Three Quarter
Room 11
  • Room Dimensions: 18' 8" x 15' 5"
  • Room Level: 2
  • Room Type: Bedroom
Room 12
  • Room Dimensions: 13' 4" x 11' 3"
  • Room Level: 2
  • Room Type: Family Room
Room 13
  • Room Dimensions: 7' 8" x 5' 6"
  • Room Level: 2
  • Room Type: Loft
Room 14
  • Room Dimensions: 7' 8" x 7' 8" landing
  • Room Level: 2
  • Room Type: Other
Room 15
  • Room Dimensions: 20' x 15' attached garage
  • Room Level: 1
  • Room Type: Other
Room 16
  • Room Dimensions: 24 x 24 separate garage
  • Room Level: 1
  • Room Type: Other

Property History for 168 Chandler Road

DateEvent & SourcePriceAppreciation
Jul 1, 2026

Listed (Active)

New England Real Estate Network #5097737

$649,000—
Sep 1, 2005

Sold (Public Record)

Public Record #546823750

$22,000—
DateEvent & SourcePrice
07/01/2026

Listed (Active)

New England Real Estate Network #5097737

$649,000
09/01/2005

Sold (Public Record)

Public Record #546823750

$22,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 168 Chandler Road

Taxable Value

Land

$35,000

Additions

$233,200
Total$268,200

Tax Record

2025

$5,006 ($417 / month)

Home Facts

Beds

3

Baths

3

Total Finished SqFt

1,644 SqFt

Above Grade Finished SqFt

1,644 SqFt

Unfinished Basement SqFt

1,164 SqFt

Lot Size

43,560 SqFt

Style

Single Family Residence

Year Built

2004

Year Renovated

2004

County

WINDSOR

APN

(045) 222019

Schools near 168 Chandler Road

This home is within Green Mountain Unified School District.
Rating
School
Type
Grades
Distance
Public - PK to 6
Public - 7 to 12
Rating
School
Distance
Chester-Andover Usd #29
PublicPK to 6

Green Mountain Uhsd #35
Public7 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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168 Chandler Road is a single family home for sale in Chester, VT 05143. This property was listed for sale on July 1, 2026 by Sotheby’s International Realty, it's currently listed at $627,000. It has been on the market for a total of 98 days and was last sold on September 1, 2005. This listing's school district is Green Mountain Unified School District. Nearby schools include Chester-Andover Usd #29 and Green Mountain Uhsd #35. 168 Chandler Road is a 3-bed, 2-bath, 2,204 sqft single family home built in 2004.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 10/07/2026 04:37 PM