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Jessica Samples
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168 Chandler Road, Chester, VT 05143

$649,000
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BEDS3 BATHS2 full SQUARE FEET2,204 MLS#5097737
STATUSActive PROPERTY TYPEResidential - Single Family

Listing Courtesy of: Four Seasons Sothebys Intl Realty
Agency Contact: Diane.Rousseau@FourSeasonsSIR.com
Associate Name: Diane Rousseau
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Property 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 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!

168 Chandler Road | MLS# 5097737

This single family home located at 168 Chandler Road, Chester, VT 05143 is currently listed for sale with an asking price of $649,000. This property was built in 2004 and has 3 bedrooms and 2 full baths with 2204 sq. ft. Search Chester real estate on jessicasamples.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Bulkhead, Crawl Space, Exterior Stairs, Exterior Access
Cooling: Other
Garage: 3
Heating: Propane, Forced Air, Hot Air
Home Style: Adirondack, Contemporary, Post and Beam
Lot Size: 1.00 Acres
Roof Type: Standing Seam
Stories: 1.5
Taxes: $7,814
Year Built: 2004

Feature Descriptions

Baths 3/4: 2
Construction: Post and Beam, Timber Frame, Cedar Exterior, Clapboard Exterior, Stone Exterior
Construction Status: Existing
Days on Site: 20
Driveway: Gated, Paved
Electric: 220 Volt, Circuit Breaker(s)
Exterior: Post and Beam, Timber Frame, Cedar Exterior, Clapboar
Flood Zone: No
Foundation: Concrete
Lot: Country Setting, Landscaped, Open, Slight, Wooded, Near Golf Course, Near Skiing, Near Snowmobile Trails, Near Hospital
Number of Rooms: 9
Road Frontage: 242
Roads: Gravel, Public Maintained Road
Sewer: Leach Field, Private, Septic
Sq. Ft. Above Grade Finished: 2204
Sq. Ft. Total Finished: 2204
Total Stories: 1.5
Water: Drilled Well, Private
Zoning: residential

Room Sizes

Mudroom: 20.4 x 5.4 Level - 1
Kitchen: 11.9 x 11.8 Level - 1
Dining Room: 9.11 x 9.1 Level - 1
Living Room: 9.11 x 18.5 Level - 1
Den: 11.7 x 9.0 Level - 1
Bedroom: 13.0 x 11.5 Level - 1
Bathroom Three Quarter: 7.11 x 7.0 Level - 1
Bedroom: 12.1 x 10.10 Level - 1
Bedroom: 11.6 x 11.2 Level - 2
Bathroom Three Quarter: 7.8 x 6.9 Level - 2
Bedroom: 18.8 x 15.5 Level - 2
Family Room: 13.4 x 11.3 Level - 2
Loft: 7.8 x 5.6 Level - 2
Other: 7.8 x 7.8 landing Level - 2
Other: 20 x 15.attached garage Level - 1
Other: 24 x 24 separate garage Level - 1

Listed By / Shown By

Listed By

Agency Name: Four Seasons Sothebys Intl Realty
Agency Contact: Diane.Rousseau@FourSeasonsSIR.com
Agent Name: Diane Rousseau

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Shown By

Agent Name: Jessica Samples
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

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Estimated Payment

$ 2,284.85 per month $1,444.39 Principal & Interest $651.17 Property Tax $189.29 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 07/22/2026. The listing information on this page last changed on 07/22/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 07/22/2026 12:00:31 AM EST) or MLSPIN MLS (last updated Tue 07/21/2026 11:38:24 PM EST) or Prime MLS (last updated Tue 07/21/2026 11:33:17 PM EST) or MREIS (last updated Tue 07/21/2026 11:55:21 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data compilation and photo(s) copyright © 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display 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 2026-07-21 23:33:17

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