OFF MARKET

Listed by Geralyn Donohue • Barrett and Valley Associates Inc. Bought with Barrett and Valley Associates Inc.

Off market dec 2018 for $220K

$484,887

Est. refi paymentEst. refi $1,480/mo

•

2,922

sq ft

642 High St, Chester, VT 05143

About this home

Price reduced! 6.5 acres+/-, great location! 1810 cape with spacious addition is ready for new ownership. Features include softwood flooring, formal living and dining rooms, 2 fireplaces, 1 with soapstone wood stove and original beehive oven, 4 bedrooms with large common area, 2 baths and family room. The 2002 addition features a generously appointed kitchen with soaring cathedral ceilings, interesting woodwork, clerestory windows, great cabinet space, reading nook and a master bedroom with study & bath that could easily convert to a private master suite. Walkout basement with mudroom & 2 car heated garage, workshop/utility room. The old barn/garage with fenced paddock area has been a home for a horse and goats. Potential for more mountain views with clearing. Stone walls complete the country setting. Land includes small parcel across the road. A hike down the hill leads to frontage along the Williams River. Walk to town via footbridge to School St. Convenient to 91 and skiing.

Single-familyProperty Type

1810Year Built

6.5 acresLot Size

$166Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Geralyn Donohue • Barrett and Valley Associates Inc.

Bought with Daire Gibney • Barrett and Valley Associates Inc.

Redfin checked: 2 minutes ago

•Source:PrimeMLS #4697590

Redfin Estimate

$484,887

$265K since sold in December 2018$6,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 4.9% higher than the average sale price ($462K) of 6 comparable homes.

SOLD AUG 6, 2026
$275,000
A
4 beds3 baths3,332 sq ft
397 River St, Chester, VT 05143
SOLD APR 13, 2026
$563,000
B
4 beds3 baths2,794 sq ft
95 Church St, Chester, VT 05143
SOLD NOV 25, 2025
$560,000
C
4 beds3 baths2,689 sq ft
1573 Flamstead Rd, Chester, VT 05143
SOLD APR 2, 2026
$550,000
D
— beds— baths3,850 sq ft
534 Elm St, Chester, VT 05143
SOLD SEP 25, 2026
$498,000
E
4 beds2 baths2,259 sq ft
50 Linhale Dr, Springfield, VT 05156
SOLD MAR 27, 2026
$327,000
F
5 beds3 baths2,963 sq ft
513 Giddings St, North Springfield, VT 05150

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Earn from this home

Refinance

Est. cash available

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Rent

$3,576/mo

Redfin rental estimate

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Market trends in 05143, VT

Last updated September 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

96.9%

0.9% MoM

Median sale price

$375K

$16K MoM

Avg. days on market

58d

8 days MoM

Recently sold homes

7 MoM

New listings for sale

$229,000
2 beds1 bath1,008 sq ft
547 Andover Rd, Chester, VT 05143
See all

Provided by Redfin

Sale history for 642 High St

Year

Property tax

Land + Additions

Assessment*

2025

$4,123 (+16.4%)

$57,700 + $163,700

$221,400

2024

$3,543 (+4.4%)

$57,700 + $163,700

$221,400

2023

$3,394 (−34.1%)

$57,700 + $163,700

$221,400

2022

$5,150 (−1.4%)

$57,700 + $163,700

$221,400

2021

$5,224 (+5.6%)

$57,700 + $163,700

$221,400

2020

$4,948 (−7.1%)

$57,700 + $163,700

$221,400

2019

$5,327 (−4.6%)

$78,000 + $193,400

$271,400

2018

$5,585 (+4.0%)

$78,000 + $193,400

$271,400

2017

$5,371 (−20.0%)

$78,000 + $193,400

$271,400

2016

$6,715 (−2.6%)

$78,000 + $193,400

$271,400

2015

$6,894

$78,000 + $254,700

$332,700

2013

$78,000 + $273,200

$351,200

Tax history for 642 High St

Year

Property tax

Land + Additions

Assessment*

2025

$4,123 (+16.4%)

$57,700 + $163,700

$221,400

2024

$3,543 (+4.4%)

$57,700 + $163,700

$221,400

2023

$3,394 (−34.1%)

$57,700 + $163,700

$221,400

2022

$5,150 (−1.4%)

$57,700 + $163,700

$221,400

2021

$5,224 (+5.6%)

$57,700 + $163,700

$221,400

2020

$4,948 (−7.1%)

$57,700 + $163,700

$221,400

2019

$5,327 (−4.6%)

$78,000 + $193,400

$271,400

2018

$5,585 (+4.0%)

$78,000 + $193,400

$271,400

2017

$5,371 (−20.0%)

$78,000 + $193,400

$271,400

2016

$6,715 (−2.6%)

$78,000 + $193,400

$271,400

2015

$6,894

$78,000 + $254,700

$332,700

2013

$78,000 + $273,200

$351,200

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

—

Lot width

—

Lot depth

—

Lot size

6.5 Acres

Year renovated

—

Sq. Ft.

2,967

Year built

1850

Style

Single Family Residential

County

Windsor County

APN

14404510814

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 2, 2026.

Property details

Parking

Parking & Garage
Garage Capacity: 2
Location: Attached
Heated
Driveway, Parking Spaces 4

Interior

Virtual Tour

Bathroom Information
# of Baths (full): 2
# of Baths (3/4): 1

Basement Information
Basement: Yes
Basement Access: Interior
Stairs - Interior, Unfinished

Other Interior Features
# of Rooms: 11
Flooring: Carpet, Hardwood, Laminate, Softwood, Tile
Water Heater: Electric, Rented
Attic, Cathedral Ceiling, Dining Area, Draperies, Fireplace - Wood, Fireplaces - 2, Hearth, Kitchen/Dining, Natural Woodwork, Walk-in Pantry, Laundry - 1st Floor

Accessibility Information
1st Floor Bedroom, 1st Floor Full Bathroom, 1st Floor Hrd Surfce Flor, Access Common Use Areas, Access Laundry No Steps, Bathroom w/Step-in Shower

Equipment & Appliance Information
Dishwasher, Dryer, Range - Gas, Refrigerator, Washer

Room 1 Information
Kitchen
Kitchen
Dimensions: 18 x 12
Level: 1

Room 2 Information
Dining Room
Dimensions: 14 x 14
Level: 1

Room 3 Information
Living Room
Dimensions: 18 x 12
Level: 1

Room 4 Information
Family Room
Dimensions: 10 x 16
Level: 1

Room 5 Information
Office/Study
Dimensions: 8 x 10
Level: 1

Room 7 Information
Master Bedroom
Dimensions: 14 x 13
Level: 1

Room 8 Information
Bedroom
Dimensions: 12 x 12
Level: 2

Room 9 Information
Bedroom
Dimensions: 12 x 10
Level: 2

Room 10 Information
Bedroom
Dimensions: 11 x 11
Level: 2

Exterior

Building Information
Construction Status: Existing
Approximate Sq. Ft. Total Finished: 2922
Approximate Sq. Ft. Total: 3722
Barn, Deck, Fence - Full, Window Screens
Construction: Wood Frame
Foundation: Concrete, Stone
Roof: Metal, Shingle - Asphalt
Exterior: Cedar, Shake, Shingle, Wood

Driveway
Gravel

Lot, Zoning, & Easement Information
Easements: Yes
Country Setting, Field/Pasture, Mountain View, View

Survey Information
Surveyed: Yes

Other Property & Lot Information
Year Built: 1810

Financial

Tax Information
Tax Year: 2018
Gross Amount Tax: 5585.41
SPAN Number: 14404510814

Other Tax Information
Page Deed: 234

Utilities

Heating & Cooling Information
Heat: Hot Air, Stove - Wood
Heat Fuel: Gas - Liquid Propane Bottle, Oil

Sewer Information
Septic

Electric Information
Circuit Breaker(s)

Water Information
Cistern, Private, Spring

Other Utilities Information
Cable, Fiber Optic Internt Avail

Location

School Information
School District: Two Rivers Supervisory Union
Elementary School: Chester-Andover Elementary
Elementary School: Chester-Andover Elementary
Middle/Jr School: Green Mountain UHSD #35

Neighborhood Information
Near Paths, Near Skiing, Rural

Road Information
Road Frontage: Yes
Road Frontage Length: 392
Paved, Public

Other Location Information
Directions: From Chester Green South on Main St to Grafton Rd (right) to 4 way stop. Right on High St. Property .6 miles on right.

Public facts

Beds: 3
Baths: 3.0
Sq. Ft.: 2,967
Stories: —
Lot Size: 6.5 acres
Style: Single Family Residential
Year Built: 1850
Year Renovated: —
County: Windsor County
APN: 14404510814

Home facts updated by county records on Sep 2, 2026

Other

Documents & Disclosures
Documents Available: Deed, Plot Plan, Property Disclosure, Survey

Around this home

Schools

Some nearby schools may not be within this home's attendance zone. Please check the Green Mountain Unified School District website to verify.

Chester-Andover Unified School District #29

Public PreK-6 • 0.6mi

6/10

Green Mountain Uhsd #35

Public 7-12 • 1.4mi

7/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

2/10 Heat Factor

7 days above 90° expected this year, 16 days in 30 years

3/10 Wind Factor

6% chance of strong winds in next 30 years

1/10 Air Factor

0 unhealthy days expected this year, 0 days in 30 years

Provided by First Street

Historical weather

Chester, VT • 05143

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.6 hours in June and 3.6 hours in December, placing it below the U.S. average for solar exposure.

8.6 hrs

3.6 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$461,000 – $558,000

Sell confidently with a local market expert in Chester. 3 minutes to get started.

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New listings for sale in 05143

$229,000

2 beds1 bath1,008 sq ft

547 Andover Rd, Chester, VT 05143

Home values near 642 High St

Data from public records.

Address	Redfin Estimate
603 High Street, Chester, VT 3 Beds \| 2 Baths \| 2144 Sq. Ft.	$453,472
710 High Street, Chester, VT 4 Beds \| 3.5 Baths \| 3288 Sq. Ft.	$823,890

Address	Redfin Estimate
531 High Street, Chester, VT 4 Beds \| 3 Baths \| 3190 Sq. Ft.	$488,442
378 High Street, Chester, VT 3 Beds \| 1 Baths \| 1248 Sq. Ft.	$246,063

Address	Redfin Estimate
572 High Street, Chester, VT 2 Beds \| 2 Baths \| 1370 Sq. Ft.	$339,589
893 High Street, Chester, VT 3 Beds \| 2 Baths \| 1302 Sq. Ft.	$436,760

Property information provided by PrimeMLS when last listed in 2018. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 05143, VT

Sale history for 642 High St

Tax history for 642 High St

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 05143

Home values near 642 High St

More real estate resources