Listed by William Brooks • Barrett & Valley Assoc. Inc. Bought with Barrett & Valley Associates, Inc/Sprin.

Off market nov 2004 for $250K

$430,350

Est. refi paymentEst. refi $1,661/mo

•

1,800

sq ft

355 Chester Hill Rd, Grafton, VT 05146

About this home

Single-familyProperty Type

1860Year Built

8,712 sq ftLot Size

$239Est. Price/Sq.Ft.

Listed by William Brooks • Barrett & Valley Assoc. Inc

Bought with Geralyn Donohue • Barrett & Valley Associates, Inc/Sprin

Redfin checked: 2 minutes ago

•Source:PrimeMLS #3097946

Redfin Estimate

$430,350

$180K since sold in November 2004$2,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 26% higher than the average sale price ($342K) of 6 comparable homes.

SOLD SEP 18, 2026
$260,000
A
3 beds2 baths1,488 sq ft
447 Elm St, Chester, VT 05143
SOLD OCT 9, 2026
$240,000
B
3 beds2 baths1,788 sq ft
1397 Popple Dungeon Rd, Chester, VT 05143
SOLD AUG 10, 2026
$180,000
C
3 beds1.5 baths1,379 sq ft
641 Depot St, Chester, VT 05143
SOLD SEP 17, 2026
$209,900
D
3 beds2 baths1,374 sq ft
7 Underhill Ave, Bellows Falls, VT 05101
SOLD MAR 19, 2026
$585,000
E
3 beds3 baths1,800 sq ft
87 Townshend Rd, Grafton, VT 05146
SOLD OCT 9, 2026
$575,000
F
3 beds3 baths2,144 sq ft
596 Four Chimneys Rd, Grafton, VT 05146

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Earn from this home

Refinance

Est. cash available

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Rent

$2,522/mo

Redfin rental estimate

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Market trends in 05146, VT

Last updated September 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-list price

96.0%

0.0% MoM

Median sale price

$360K

$106 MoM

Avg. days on market

66d

0 days MoM

Recently sold homes

0 MoM

Provided by Redfin

Sale history for 355 Chester Hill Rd

Year

Property tax

Land + Additions

Assessment*

2025

$3,444 (+10.9%)

$73,600 + $127,400

$201,000

2024

$3,104 (+8.8%)

$73,600 + $127,400

$201,000

2023

$2,854 (−34.9%)

$73,600 + $127,400

$201,000

2022

$4,386 (−4.5%)

$73,600 + $127,400

$201,000

2021

$4,594 (−27.7%)

$73,600 + $127,400

$201,000

2020

$6,352 (+5.8%)

$132,800 + $156,200

$289,000

2019

$6,002 (+4.8%)

$132,800 + $156,200

$289,000

2018

$5,729 (+2.4%)

$132,800 + $156,200

$289,000

2017

$5,593 (−0.8%)

$132,800 + $156,200

$289,000

2016

$5,638 (−2.3%)

$132,800 + $156,200

$289,000

2015

$5,773 (−84.9%)

$132,800 + $156,200

$289,000

2014

$38,127

$132,800 + $156,200

$289,000

2013

$132,800 + $156,200

$289,000

Tax history for 355 Chester Hill Rd

Year

Property tax

Land + Additions

Assessment*

2025

$3,444 (+10.9%)

$73,600 + $127,400

$201,000

2024

$3,104 (+8.8%)

$73,600 + $127,400

$201,000

2023

$2,854 (−34.9%)

$73,600 + $127,400

$201,000

2022

$4,386 (−4.5%)

$73,600 + $127,400

$201,000

2021

$4,594 (−27.7%)

$73,600 + $127,400

$201,000

2020

$6,352 (+5.8%)

$132,800 + $156,200

$289,000

2019

$6,002 (+4.8%)

$132,800 + $156,200

$289,000

2018

$5,729 (+2.4%)

$132,800 + $156,200

$289,000

2017

$5,593 (−0.8%)

$132,800 + $156,200

$289,000

2016

$5,638 (−2.3%)

$132,800 + $156,200

$289,000

2015

$5,773 (−84.9%)

$132,800 + $156,200

$289,000

2014

$38,127

$132,800 + $156,200

$289,000

2013

$132,800 + $156,200

$289,000

*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

7.5

Stories

Lot width

—

Lot depth

—

Lot size

0.25 Acres

Year renovated

—

Sq. Ft.

—

Year built

1996

Style

Single Family Residential

County

Windham County

APN

24907910459

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 23, 2026.

Property details

Interior

Bathroom Information
# of Baths (full): 2

Basement Information
Full, Other

Other Interior Features
# of Rooms: 8
Flooring: Softwood

Equipment & Appliance Information
Dishwasher, Dryer, Range - Gas, Refrigerator, Washer, Water Heater - Domestic, Water Heater–Natural Gas

Room 1 Information
Kitchen
Kitchen
Dimensions: 9x14.5
Level: 1

Room 2 Information
Dining Room
Dimensions: 13x15
Level: 1

Room 3 Information
Living Room
Dimensions: 12x13
Level: 1

Room 4 Information
Family Room
Dimensions: 11x15.5
Level: 1

Room 5 Information
Office/Study

Room 7 Information
Master Bedroom
Dimensions: 13x14
Level: 2

Room 8 Information
Bedroom
Dimensions: 12x14
Level: 2

Room 9 Information
Bedroom
Dimensions: 9x14
Level: 2

Room 13 Information
Other
Level: 1

Room 16 Information
Full Bath
Level: 1

Room 17 Information
Full Bath
Level: 2

Exterior

Building Information
Architectural Style: Cape, Other
Construction Materials: Clapboard Exterior
Approximate Sq. Ft. Total Finished: 1800
Color: Yello
Roof: Shingle - Other

Driveway
Gravel

Lot, Zoning, & Easement Information
Lot Features: Other

Other Property & Lot Information
Year Built: 1860

Financial

Tax Information
Tax Year: 2003
Gross Amount Tax: 3687

Utilities

Heating & Cooling Information
Heat: Natural Gas, Baseboard

Sewer Information
Septic

Electric Information
Circuit Breaker(s)

Water Information
Water Source: Drilled Well

Location

Road Information
Road Frontage Length: 60

Other Location Information
Directions: 1/3 mile up from bridge in Grafton Village off Grafton-Chester Rd. See sign

Public facts

Beds: 9
Baths: 7.5
Sq. Ft.: —
Stories: 2.0
Lot Size: 0.25 acres
Style: Single Family Residential
Year Built: 1996
Year Renovated: —
County: Windham County
APN: 24907910459

Home facts updated by county records on Sep 23, 2026

Other

Documents & Disclosures
Documents Available: Plot Plan, Property Disclosure

Around this home

Schools

Grafton Elementary School

Public PreK-8 • Assigned • 0.5mi

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 88° expected this year, 17 days in 30 years

3/10 Wind Factor

6% chance of strong winds in next 30 years

2/10 Air Factor

0 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Grafton, VT • 05146

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

$409,000 – $495,000

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

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Home values near 355 Chester Hill Rd

Data from public records.

Address	Redfin Estimate
196 Chester Road, Grafton, VT 5 Beds \| 3.5 Baths \| 4800 Sq. Ft.	$1,249,190
24 Chester Road, Grafton, VT 4 Beds \| 2 Baths \| - Sq. Ft.	$530,000

Address	Redfin Estimate
370 Chester Road, Grafton, VT 3 Beds \| 3 Baths \| 2050 Sq. Ft.	$1,475,191
258 Chester Road, Grafton, VT 3 Beds \| 4 Baths \| 4285 Sq. Ft.	$702,835

Address	Redfin Estimate
30 Chester Road, Grafton, VT 3 Beds \| 2 Baths \| 3221 Sq. Ft.	$450,762
112 Chester Road, Grafton, VT 2 Beds \| 1 Baths \| 1120 Sq. Ft.	$376,181

Property information provided by PrimeMLS when last listed in 2004. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 05146, VT

Sale history for 355 Chester Hill Rd

Tax history for 355 Chester Hill Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

Home values near 355 Chester Hill Rd

More real estate resources