Google street view image for 550 Main St, Chester, VT 05143

Off market feb 2025 for $282K

$336,661

Est. refi paymentEst. refi $1,917/mo

•

2 ba

•

2,640

sq ft

550 Main St, Chester, VT 05143

About this home

550 Main St is a 2,640 square foot house on a 6,098 square foot lot with 8 bedrooms and 2 bathrooms. - it last sold on February 07, 2025 for $282,500. Based on Redfin's Chester data, we estimate the home's value is $336,661.

Single-familyProperty Type

1810Year Built

6,098 sq ftLot Size

$128Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$336,661

$54K since sold in February 2025$6,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 22.4% lower than the average sale price ($434K) of 6 comparable homes.

SOLD SEP 3, 2026
$232,000
A
6 beds2 baths2,254 sq ft
761 Main St, Cavendish, VT 05142
SOLD MAY 29, 2026
$310,000
B
4 beds2 baths2,520 sq ft
2218 Main St, Cavendish, VT 05142
SOLD FEB 12, 2026
$265,000
C
4 beds2 baths2,016 sq ft
58 Depot St, Chester, VT 05153
SOLD MAY 29, 2026
$499,000
D
4 beds2 baths1,700 sq ft
4 Twine Hill Rd, Ludlow, VT 05149
SOLD FEB 27, 2026
$780,000
E
4 beds2 baths2,516 sq ft
14 Gill Ter, Ludlow, VT 05149
SOLD DEC 16, 2025
$517,000
F
4 beds2 baths2,300 sq ft
127 Pleasant St, Cavendish, VT 05142

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Earn from this home

Refinance

Est. cash available

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Rent

$2,882/mo

Redfin rental estimate

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Market trends in 05153, VT

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

92.5%

5.4% MoM

Median sale price

$550K

$61K MoM

Avg. days on market

350d

254 days MoM

Recently sold homes

2 MoM

New listings for sale

$525,000
3 beds2.5 baths2,636 sq ft
1065 Hill Top Rd, Andover, VT 05143
$649,000
— beds— baths13,788 sq ft
23 School St, Chester, VT 05143
See all

Provided by Redfin

Sale history for 550 Main St

Year

Property tax

Land + Additions

Assessment*

2025

$2,862 (+3.5%)

$12,500 + $131,700

$144,200

2024

$2,765 (+13.1%)

$12,500 + $131,700

$144,200

2023

$2,444 (−18.3%)

$12,500 + $131,700

$144,200

2022

$2,991 (−1.4%)

$12,500 + $131,700

$144,200

2021

$3,034 (+2.3%)

$12,500 + $131,700

$144,200

2020

$2,964 (+6.5%)

$12,500 + $131,700

$144,200

2019

$2,784 (−8.7%)

$12,500 + $131,700

$144,200

2018

$3,049 (+1.4%)

$18,900 + $149,500

$168,400

2016

$3,008 (+0.8%)

$18,900 + $149,500

$168,400

2015

$2,984 (−3.0%)

$18,900 + $149,500

$168,400

2014

$3,075

$18,900 + $148,500

$167,400

Tax history for 550 Main St

Year

Property tax

Land + Additions

Assessment*

2025

$2,862 (+3.5%)

$12,500 + $131,700

$144,200

2024

$2,765 (+13.1%)

$12,500 + $131,700

$144,200

2023

$2,444 (−18.3%)

$12,500 + $131,700

$144,200

2022

$2,991 (−1.4%)

$12,500 + $131,700

$144,200

2021

$3,034 (+2.3%)

$12,500 + $131,700

$144,200

2020

$2,964 (+6.5%)

$12,500 + $131,700

$144,200

2019

$2,784 (−8.7%)

$12,500 + $131,700

$144,200

2018

$3,049 (+1.4%)

$18,900 + $149,500

$168,400

2016

$3,008 (+0.8%)

$18,900 + $149,500

$168,400

2015

$2,984 (−3.0%)

$18,900 + $149,500

$168,400

2014

$3,075

$18,900 + $148,500

$167,400

*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: 1,224
Basement Type: Unfinished

Bathroom Information
# of Full Baths: 2

Heating & Cooling
Heating Type: Forced Air

Room Information
# of Rooms: 12

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Colonial
Exterior Wall: Brick
Building Type: Single Family

Property Information
Living Sq. Ft: 2,640
Building Sq. Ft: 3,864
Legal Description: DWELLING AND LAND

Lot Information
# of Buildings: 1
Land Sq. Ft: 6,098
Municipality Name: CAVENDISH
Acres: 0.14
County Use Description: RESIDENTIAL < 6 ACRES

Financial

Assessor Information
Assessment Year: 2025

Public facts

Beds: 8
Baths: 2.0
Sq. Ft.: 2,640
Stories: —
Lot Size: 6,098 square feet
Style: Single Family Residential
Year Built: 1810
Year Renovated: —
County: Windsor County
APN: 13204110521

Home facts updated by county records on Sep 2, 2026

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.

Cavendish Town Elementary School

Public PreK-6 • 0.0mi

Ludlow Elementary School

Public PreK-6 • 2.8mi

7/10

Okemo Mountain School

Private 7-12 • 2.8mi

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, 18 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

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 8.5 hours in June and 3.5 hours in December, placing it below the U.S. average for solar exposure.

8.5 hrs

3.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$320,000 – $388,000

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Nearby similar homes

$2,195,000

5 beds4 baths7,374 sq ft

1702 N Puckerbrush Rd, Reading, VT 05062

$1,450,000

3 beds1.5 baths1,360 sq ft

1503 Rush Meadow Rd, West Windsor, VT 05037

3D WALKTHROUGH

$549,500

3 beds2 baths1,740 sq ft

1043 Town Farm Rd, Ludlow, VT 05149

3D WALKTHROUGH

$1,200,000

5 beds5.5 baths3,944 sq ft

80 Bear Ridge Rd, Ludlow, VT 05149

$495,000

4 beds3.5 baths3,356 sq ft

990 Main St, Cavendish, VT 05153

VIDEO TOUR

$649,000

3 beds2 baths2,204 sq ft

168 Chandler Rd, Chester, VT 05143

New listings for sale in 05143

$525,000

3 beds2.5 baths2,636 sq ft

1065 Hill Top Rd, Andover, VT 05143

$649,000

— beds— baths13,788 sq ft

23 School St, Chester, VT 05143

Home values near 550 Main St

Data from public records.

Address	Redfin Estimate
536 Main Street, Proctorsville, VT 4 Beds \| 2 Baths \| 2720 Sq. Ft.	$398,387
582 Main Street, Chester, VT 4 Beds \| 1 Baths \| 2016 Sq. Ft.	$250,649

Address	Redfin Estimate
524 Main Street, Chester, VT 5 Beds \| 4 Baths \| 3074 Sq. Ft.	$402,970
596 Main Street, Chester, VT 3 Beds \| 1.5 Baths \| 2315 Sq. Ft.	$288,020

Address	Redfin Estimate
562 Main Street, Chester, VT 5 Beds \| 2 Baths \| 1747 Sq. Ft.	$295,191
512 Main Street, Chester, VT 3 Beds \| 2 Baths \| 1404 Sq. Ft.	$217,775

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 05153, VT

Sale history for 550 Main St

Tax history for 550 Main St

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 550 Main St

More real estate resources