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

Off Market Feb 2011 for $270K

$504,736

Est. refi paymentEst. refi $1,777/mo

•

2,280

sq ft

238 High St, Chester, VT 05143

About this home

Classic 2 bedroom, 1 1/2 bath cape on 2.2 acres offering many attractive features including: spacious living rm w/ fireplace, formal dining rm, 3 season rm w/ granite fireplace, 1st floor laundry, attached 2 car garage and cozy den w/ gas stove that opens to the deck and hot tub! A dream village property- a short walk over the footbridge to Chester Green- in an out-of-town setting. Level yard w/ blueberries, fruit trees, close to skiing, I91. New FHA furnace installed 2010.

Single-familyProperty Type

1952Year Built

2.2 acresLot Size

$221Est. Price/Sq.Ft.

2 car garageParking

Listed by Geralyn Donohue • Barrett and Valley Associates Inc.

Bought with Philip Atwood • Barrett and Valley Associates Inc.

Redfin checked: 3 minutes ago

•Source:PrimeMLS #3106428

Redfin Estimate

$504,736

$235K since sold in February 2011$8,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 47.5% higher than the average sale price ($342K) of 6 comparable homes.

SOLD AUG 12, 2026
$510,000
A
2 beds2 baths2,016 sq ft
35 Upper Bartonsville Rd, Chester, VT 05143
SOLD SEP 10, 2026
$193,900
B
3 beds2 baths1,767 sq ft
165 Dutton Farm Rd, Springfield, VT 05156
SOLD AUG 21, 2026
$299,900
C
3 beds2 baths2,048 sq ft
87 Fairground Rd, Springfield, VT 05156
SOLD DEC 18, 2025
$320,000
D
3 beds1.5 baths1,525 sq ft
870 Cummings Rd, Chester, VT 05143
SOLD AUG 14, 2026
$480,000
E
3 beds2 baths1,800 sq ft
3078 VT Route 10, Chester, VT 05143
SOLD JUN 30, 2026
$250,000
F
3 beds1.5 baths1,140 sq ft
202 Mountain Vw, Chester, VT 05143

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$2,334/mo

Redfin rental estimate

List your home for rent

Market trends in 05143, VT

Last updated August 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

97.2%

0.5% MoM

Median sale price

$289K

$70K MoM

Avg. days on market

58d

8 days MoM

Recently sold homes

8 MoM

New listings for sale

$249,900
2 beds1 bath930 sq ft
3537 Popple Dungeon Rd, Chester, VT 05143
See all

Provided by Redfin

Sale history for 238 High St

Year

Property tax

Land + Additions

Assessment*

2025

$4,845 (+4.8%)

$44,900 + $214,700

$259,600

2024

$4,624 (+12.2%)

$44,900 + $214,700

$259,600

2023

$4,121 (−33.4%)

$44,900 + $214,700

$259,600

2022

$6,190 (−2.8%)

$44,900 + $214,700

$259,600

2021

$6,371 (+4.0%)

$44,900 + $214,700

$259,600

2020

$6,123 (+6.6%)

$44,900 + $214,700

$259,600

2019

$5,745 (+2.0%)

$54,900 + $218,800

$273,700

2018

$5,633 (+2.0%)

$54,900 + $218,800

$273,700

2016

$5,524 (−2.6%)

$54,900 + $218,800

$273,700

2015

$5,671

$54,900 + $218,800

$273,700

2013

$54,900 + $218,800

$273,700

Tax history for 238 High St

Year

Property tax

Land + Additions

Assessment*

2025

$4,845 (+4.8%)

$44,900 + $214,700

$259,600

2024

$4,624 (+12.2%)

$44,900 + $214,700

$259,600

2023

$4,121 (−33.4%)

$44,900 + $214,700

$259,600

2022

$6,190 (−2.8%)

$44,900 + $214,700

$259,600

2021

$6,371 (+4.0%)

$44,900 + $214,700

$259,600

2020

$6,123 (+6.6%)

$44,900 + $214,700

$259,600

2019

$5,745 (+2.0%)

$54,900 + $218,800

$273,700

2018

$5,633 (+2.0%)

$54,900 + $218,800

$273,700

2016

$5,524 (−2.6%)

$54,900 + $218,800

$273,700

2015

$5,671

$54,900 + $218,800

$273,700

2013

$54,900 + $218,800

$273,700

*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

1.5

Stories

—

Lot width

—

Lot depth

—

Lot size

1.66 Acres

Year renovated

—

Sq. Ft.

2,480

Year built

1952

Style

Single Family Residential

County

Windsor County

APN

14404510403

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

Interior

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

Basement Information
Basement: Yes
Bulkhead, Other, Stairs - Exterior

Other Interior Features
# of Rooms: 7
Flooring: Carpet, Hardwood, Vinyl
Water Heater: Oil
Fireplace - Wood, Fireplaces - 2, Hot Tub, Natural Woodwork, Walk-in Closet, Laundry - 1st Floor

Equipment & Appliance Information
Dishwasher, Dryer, Exhaust Hood, Freezer, Microwave, Range - Gas, Refrigerator, Washer
Dehumidifier

Room 1 Information
Kitchen
Kitchen
Dimensions: 15.5 x 11
Level: 1

Room 2 Information
Dining Room
Dimensions: 12 x 11.5
Level: 1

Room 3 Information
Living Room
Dimensions: 23 x 13.5
Level: 1

Room 4 Information
Family Room
Dimensions: 12 x 11.5
Level: 1

Room 5 Information
Office/Study

Room 6 Information
Utility Room
Utility Room
Dimensions: 14 x 12

Room 7 Information
Master Bedroom
Dimensions: 17.5 x 15
Level: 2

Room 8 Information
Bedroom
Dimensions: 14 x 15
Level: 2

Room 9 Information
Foyer

Room 13 Information
Other
Dimensions: 12 x 11

Room 14 Information
Other
Dimensions: 24 x 14

Room 16 Information
Full Bath
Level: 2

Room 17 Information
1/2 Bath
Level: 1

Exterior

Building Information
Construction Status: Existing
Approximate Sq. Ft. Total Finished: 2280
Color: gold
Deck, Hot Tub, Patio, Porch - Enclosed
Foundation: Concrete
Roof: Metal
Exterior: Aluminum

Driveway
Paved

Lot, Zoning, & Easement Information
Common Land Acres: 0
Lot: 0

Survey Information
Surveyed: Yes

Other Property & Lot Information
Year Built: 1952

Financial

Tax Information
Tax Year: 2009
Gross Amount Tax: 4918.67
SPAN Number: 14404510403

Other Tax Information
Page Deed: 27

Financing Information
Conventional

Utilities

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

Sewer Information
Septic

Electric Information
Electric Company: cvps
Circuit Breaker(s)

Water Information
Public

Other Utilities Information
Fuel Company: J & J
Phone Company: vtel
Cable

Location

School Information
Middle/Jr School: Green Mountain UHSD #35

Neighborhood Information
Village

Road Information
Road Frontage: Yes
Road Frontage Length: 352

Other Location Information
Directions: From Chester "Green" right on Main St., Right on Grafton St. to 4 way stop. Right on High St. Property on right.
Development / Subdivision: None (Ches)

Public facts

Beds: 2
Baths: 1.5
Sq. Ft.: 2,480
Stories: —
Lot Size: 1.66 acres
Style: Single Family Residential
Year Built: 1952
Year Renovated: —
County: Windsor County
APN: 14404510403

Home facts updated by county records on Sep 2, 2026

Other

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

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 • 0.3mi

6/10

Green Mountain Uhsd #35

Public 7-12 • 1.0mi

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 92° expected this year, 17 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

$480,000 – $581,000

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

Nearby similar homes

3D WALKTHROUGH

$799,000

4 beds4 baths3,992 sq ft

1035 VT Route 121, Windham, VT 05359

$599,000

4 beds2 baths1,908 sq ft

548 Crow Hill Rd, Chester, VT 05143

$1,450,000

5 beds2.5 baths4,443 sq ft

874 Middletown Rd, Grafton, VT 05146

$260,000

4 beds1.5 baths1,529 sq ft

32 Hartness Ave, Springfield, VT 05156

3D WALKTHROUGH

$445,000

5 beds4 baths3,865 sq ft

81 Main St, Chester, VT 05143

VIDEO TOUR

$525,000

4 beds3.5 baths2,656 sq ft

758 Weston Andover Rd, Andover, VT 05143

New listings for sale in 05143

$249,900

2 beds1 bath930 sq ft

3537 Popple Dungeon Rd, Chester, VT 05143

Home values near 238 High St

Data from public records.

Address	Redfin Estimate
304 High Street, Chester, VT 3 Beds \| 1.5 Baths \| 2200 Sq. Ft.	$383,344
348 High Street, Chester, VT 3 Beds \| 2 Baths \| 1522 Sq. Ft.	$420,780

Address	Redfin Estimate
216 High Street, Chester, VT 6 Beds \| 2 Baths \| 2145 Sq. Ft.	$390,082
378 High Street, Chester, VT 3 Beds \| 1 Baths \| 1248 Sq. Ft.	$248,385

Address	Redfin Estimate
74 High Street, Chester, VT 6 Beds \| 2 Baths \| 1600 Sq. Ft.	$423,297
159 High Street, Chester, VT 4 Beds \| 1.5 Baths \| 1937 Sq. Ft.	$311,777

Property information provided by PrimeMLS when last listed in 2010. This data may not match . Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Killington homes for sale
Londonderry homes for sale
Stratton homes for sale
Hartford homes for sale
Jamaica homes for sale

Houses for sale near me	Burlington, VT homes for sale	South Burlington, VT homes for sale
Land for sale near me	Stowe, VT homes for sale	Rutland, VT homes for sale
Open Houses near me	Woodstock, VT homes for sale	Chester Property Records
Condos for sale near me	Montpelier, VT homes for sale	VT New Listings
Agents near me	Brattleboro, VT homes for sale	Chester Housing Market

Walpole homes for sale
Ludlow homes for sale
Claremont homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 05143, VT

Sale history for 238 High St

Tax history for 238 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 238 High St

More real estate resources