168 Chandler Road Chester, VT $ 649,000
168 Chandler Road
$ 649,000
Recently Listed
Share Save

168 Chandler Road

Chester, VT, 05143
$ 649,000
Bedrooms3 Baths2.0 Sq 2,204

Monthly Estimate*

$ 4,098

Listed by Diane Rousseau, Four Seasons Sotheby's Int'l Realty, 802-228-4537, Diane.Rousseau@FourSeasonsSIR.com
168 Chandler Road, Chester, VT 05143 - Image 1
168 Chandler Road, Chester, VT 05143 - Image 2
168 Chandler Road, Chester, VT 05143 - Image 3
168 Chandler Road, Chester, VT 05143 - Image 4
168 Chandler Road, Chester, VT 05143 - Image 5
168 Chandler Road, Chester, VT 05143 - Image 6
168 Chandler Road, Chester, VT 05143 - Image 7
168 Chandler Road, Chester, VT 05143 - Image 8
168 Chandler Road, Chester, VT 05143 - Image 9
168 Chandler Road, Chester, VT 05143 - Image 10
168 Chandler Road, Chester, VT 05143 - Image 11
168 Chandler Road, Chester, VT 05143 - Image 12
168 Chandler Road, Chester, VT 05143 - Image 13
168 Chandler Road, Chester, VT 05143 - Image 14
168 Chandler Road, Chester, VT 05143 - Image 15
168 Chandler Road, Chester, VT 05143 - Image 16
168 Chandler Road, Chester, VT 05143 - Image 17
168 Chandler Road, Chester, VT 05143 - Image 18
168 Chandler Road, Chester, VT 05143 - Image 19
168 Chandler Road, Chester, VT 05143 - Image 20
168 Chandler Road, Chester, VT 05143 - Image 21
168 Chandler Road, Chester, VT 05143 - Image 22
168 Chandler Road, Chester, VT 05143 - Image 23
168 Chandler Road, Chester, VT 05143 - Image 24
168 Chandler Road, Chester, VT 05143 - Image 25
168 Chandler Road, Chester, VT 05143 - Image 26
168 Chandler Road, Chester, VT 05143 - Image 27
168 Chandler Road, Chester, VT 05143 - Image 28
168 Chandler Road, Chester, VT 05143 - Image 29
168 Chandler Road, Chester, VT 05143 - Image 30
168 Chandler Road, Chester, VT 05143 - Image 31
168 Chandler Road, Chester, VT 05143 - Image 32
168 Chandler Road, Chester, VT 05143 - Image 33
168 Chandler Road, Chester, VT 05143 - Image 34
168 Chandler Road, Chester, VT 05143 - Image 35
168 Chandler Road, Chester, VT 05143 - Image 36
168 Chandler Road, Chester, VT 05143 - Image 37
168 Chandler Road, Chester, VT 05143 - Image 38
168 Chandler Road, Chester, VT 05143 - Image 39
168 Chandler Road, Chester, VT 05143 - Image 40
168 Chandler Road, Chester, VT 05143 - Image 41
168 Chandler Road, Chester, VT 05143 - Image 42
168 Chandler Road, Chester, VT 05143 - Image 43
168 Chandler Road, Chester, VT 05143 - Image 44
168 Chandler Road, Chester, VT 05143 - Image 45
168 Chandler Road, Chester, VT 05143 - Image 46
168 Chandler Road, Chester, VT 05143 - Image 47
168 Chandler Road, Chester, VT 05143 - Image 48
168 Chandler Road, Chester, VT 05143 - Image 49
168 Chandler Road, Chester, VT 05143 - Image 50
168 Chandler Road, Chester, VT 05143 - Image 51
168 Chandler Road, Chester, VT 05143 - Image 52
168 Chandler Road, Chester, VT 05143 - Image 53
168 Chandler Road, Chester, VT 05143 - Image 54
168 Chandler Road, Chester, VT 05143 - Image 55
168 Chandler Road, Chester, VT 05143 - Image 56
168 Chandler Road, Chester, VT 05143 - Image 57
168 Chandler Road, Chester, VT 05143 - Image 58
168 Chandler Road, Chester, VT 05143 - Image 59
168 Chandler Road, Chester, VT 05143 - Image 60
View a Virtual Tour

Single Family Home for sale in Chester, VT

for $649,000 with 3 bedrooms and 2 full baths. This 2,204 square foot home was built in 2004 on a lot size of 1.

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!

See more

Single Family Active

Price

$ 649,000

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 0

Style

Adirondack,Contemporary,Post and Beam

Lot Size

1

Year Built

2004

Town/City

Chester

County/Region

Windsor

MLS | Web ID

5097737

Features
Interior
Basement Description Bulkhead Crawl Space Exterior Stairs Exterior Access
Basement Yes
Beds 3
Total Rooms 9
See more
General
Road Frontage Yes
Sewer Leach Field Private Septic
Heating Propane Forced Air Hot Air
Cooling Other
Utilities Cable Propane Telephone Available
Roof Standing Seam
Garage Yes
Flood Zone No
Zoning residential
3/4 Baths 2
Full Baths 0
Half Baths 0
Bathrooms 2
Year Built 2004
Electric 220 Volt Circuit Breaker(s)
Style Adirondack Contemporary Post and Beam
Stories Count 1.5
Construction Status Existing
Type Single Family
Auction No
Tax Year 2025
Status Detail 0
Covenants No
Construction Materials Post and Beam Timber Frame Cedar Exterior Clapboard Exterior Stone Exterior
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
City Chester
Seasonal No
DOM 10
Price Per Sq Ft Total AG 294.46
See more
Exterior
Lot Features Country Setting Landscaped Open Slight Wooded Near Golf Course Near Skiing Near Snowmobile Trails Near Hospital
Driveway Gated Paved
Lot Size Area 1
Water Source Drilled Well Private
Garage Capacity 3
Foundation Concrete
See more
* Excluded Features
List By
Diane Rousseau

Listing Agent

Four Seasons Sotheby's Int'l Realty

Broker

(802) 228-4537

Phone

Diane.Rousseau@FourSeasonsSIR.com

Email

Affordability Calculator

$4,098
Per Month
100%
0%
0%
Monthly Principal & Interest
$4,098
Monthly Property Taxes
--
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
451920 Elementary School
452237 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
7/1/2026$649,000 Listed Price

Map


See all

168 Chandler Road, Chester, VT, 05143 is a Single Family Home for sale at $649,000 with 2,204 sqft and a lot size of 1. 168 Chandler Road has 3 bedrooms, 2.0 baths, and was built in 2004. The property's zip code is 05143 which is in Chester, VT