Listed by Wade Treadway • Wade I Treadway Real Estate. Bought with Coldwell Banker LIFESTYLES - Hanover.
Off Market Oct 2025 for $1.3M
$1,734,912
Est. refi paymentEst. refi$8,624/mo
3
bd
•
4 ba
•
3,998
sq ft
465 Pennell Rd, Chester, VT 05143
About this home
This extraordinary residence and property is located in the vibrant community of Chester. Chester is easily accessed from Interstate 91 and is the gateway to Vermonts best ski areas which create an abundance of exceptional restaurants, cultural events and recreational options. The property is a south facing, very private 79 acres which consists of well maintained woodlands including a sugarbush with a state of the art sugarhouse and open meadows in the forefront of long range views. Located just below the residence is a large swimming, fishing pond with an adjacent lighted tennis court. Trails for hiking, cross country skiing and mountain biking are throughout the property. Truly an exceptional private setting that has been enhanced by the residence which is expertly sited to take in all that the property offers. The residence was designed and built by the owner who is a renowned wood craftsman. The level of craftsmanship displayed throughout the house is without equal. The choicest woods combined with incredible execution make for a truly unique environment. Every room and space in the house is warm and inviting while offering efficiency and sustainability. Combine this with state of the art systems and unexpected amenities including an adult sized and scaled treehouse make this property a must see for the discerning buyer. You won't be disappointed.
Single-familyProperty Type
1967Year Built
79.46 acresLot Size
$434Est. Price/Sq.Ft.
3 car garageParking
Listed by Wade Treadway• Wade I Treadway Real Estate
Bought with Melissa Robinson• Coldwell Banker LIFESTYLES - Hanover
Source:PrimeMLS #4918189
Redfin Estimate
$1,734,912
$360K since sold in October 2025$5,000 since July
Recently sold homes
Estimate history
Homes for sale
This home's estimate is 76.3% higher than the average sale price ($984K) of 6 comparable homes.
This extraordinary residence and property is located in the vibrant community of Chester. Chester is easily accessed from Interstate 91 and is the gateway to Vermonts best ski areas which create an abundance of exceptional restaurants, cultural events and recreational options. The property is a south facing, very private 79 acres which consists of well maintained woodlands including a sugarbush with a state of the art sugarhouse and open meadows in the forefront of long range views. Located just below the residence is a large swimming, fishing pond with an adjacent lighted tennis court. Trails for hiking, cross country skiing and mountain biking are throughout the property. Truly an exceptional private setting that has been enhanced by the residence which is expertly sited to take in all that the property offers. The residence was designed and built by the owner who is a renowned wood craftsman. The level of craftsmanship displayed throughout the house is without equal. The choicest woods combined with incredible execution make for a truly unique environment. Every room and space in the house is warm and inviting while offering efficiency and sustainability. Combine this with state of the art systems and unexpected amenities including an adult sized and scaled treehouse make this property a must see for the discerning buyer. You won't be disappointed.
PrimeMLS #1
Aug 2, 2019
Price Changed
$887,545
$222/sq ft
Aug 2, 2018
Price Changed
$900,000
$225/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$13,921 (+16.4%)
$197,900 + $549,700
$747,600
2024
$11,962 (+1.5%)
$197,900 + $549,700
$747,600
2023
$11,791 (−33.4%)
$215,300 + $549,700
$765,000
2022
$17,715 (−1.6%)
$209,500 + $549,700
$759,200
2021
$18,001 (+5.5%)
$209,500 + $549,700
$759,200
2020
$17,055 (+19.0%)
$209,500 + $549,700
$759,200
2019
$14,332 (+0.9%)
$227,900 + $495,400
$723,300
2018
$14,208 (−9.6%)
$227,900 + $495,400
$723,300
2016
$15,725 (−2.9%)
$308,800 + $495,400
$804,200
2015
$16,193
$308,800 + $495,400
$804,200
2013
$308,800 + $495,400
$804,200
Tax history for 465 Pennell Rd
Year
Property tax
Land + Additions
Assessment*
2025
$13,921 (+16.4%)
$197,900 + $549,700
$747,600
2024
$11,962 (+1.5%)
$197,900 + $549,700
$747,600
2023
$11,791 (−33.4%)
$215,300 + $549,700
$765,000
2022
$17,715 (−1.6%)
$209,500 + $549,700
$759,200
2021
$18,001 (+5.5%)
$209,500 + $549,700
$759,200
2020
$17,055 (+19.0%)
$209,500 + $549,700
$759,200
2019
$14,332 (+0.9%)
$227,900 + $495,400
$723,300
2018
$14,208 (−9.6%)
$227,900 + $495,400
$723,300
2016
$15,725 (−2.9%)
$308,800 + $495,400
$804,200
2015
$16,193
$308,800 + $495,400
$804,200
2013
$308,800 + $495,400
$804,200
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Property details
Interior
Basement Information
Basement Sq. Ft: 2,227
Basement Finish: Finished
Basement Type: Partial
Bathroom Information
# of Full Baths: 3
# of 1/2 Baths: 2
Heating & Cooling
Heating Type: Radiant
Room Information
# of Rooms: 10
Exterior
Exterior Information
Physical Condition: Average
Building Style Type: Contemporary
Exterior Wall: Wood Siding/Shingle
Building Type: Single Family
Property Information
Living Sq. Ft: 3,998
Building Sq. Ft: 5,721
Legal Description: 1 FAMILY HOUSE
Lot Information
# of Buildings: 1
Land Sq. Ft: 3,461,278
Municipality Name: CHESTER
Acres: 79.46
County Use Description: RESIDENTIAL 6+ ACRES
Financial
Assessor Information
Assessment Year: 2025
Public facts
Beds: 3
Baths: 4.0
Sq. Ft.: 3,998
Stories: —
Lot Size: 79.46 acres
Style: Single Family Residential
Year Built: 1967
Year Renovated: —
County: Windsor County
APN: 14404511343
Home facts updated by county records on Jul 15, 2026