372 Main Street

Closed 11/4/21

Last Sold Price

$419,000

4 beds2 baths2,775 sqft$151/sqft

372 Main St, Chester, VT 05143

Description

This exquisite home has been tastefully renovated throughout. The front porch invites a bit of respite and observation with a pause now and then as folks walk by with a hello. A visit offers quite a surprise in terms of the spacious floor plan and great flow! Family and friends easily gather throughout the common space, yet plenty of quiet time area is available. The modern kitchen is open, with ample stone counter tops, and newer appliances. The pantry has been saved and serves as incredible storage!...This exquisite home has been tastefully renovated throughout. The front porch invites a bit of respite and observation with a pause now and then as folks walk by with a hello. A visit offers quite a surprise in terms of the spacious floor plan and great flow! Family and friends easily gather throughout the common space, yet plenty of quiet time area is available. The modern kitchen is open, with ample stone counter tops, and newer appliances. The pantry has been saved and serves as incredible storage! A large office or den is adjacent to an expansive great room combination. A full bath is located just off the kitchen. The second floor landing is comfortable introducing four bedrooms and a full bath and a laundry. The great carriage barn retains it's one holer and has had substantial work done to add to it's long life. It is an incredible building to explore! The side yard is level and enjoys a patio offering expanded fair weather family enjoyment.

LISTING CLOSED: 11/04/2021 12:00 AM

Listed by Amanda Stearns • Barrett & Valley Associates, Inc/Chest
Listed by Joan Morey • Barrett & Valley Associates, Inc/Chest

Sold By Engel & Volkers Okemo-Woodstock

Property Details for 372 Main Street

Status

Closed

MLS #

4880263

Days on Market

Taxes

$6,727 / year

HOA Fees

Condo/Co-op Fees

Property Type

Single Family

MLS Type

Residential / Single Family

Year Built

1850

Lot Size

0.81 AC / 35,283 SF

County

Windsor County

Zoning

Village Center

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Location

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Building Information for 372 Main Street

Stories2Year Built1850Building Size-Lot Size0.81 AC / 35,283 SF

Payment Calculator

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$2,690 per month

30 year fixed, 6.55% Interest

Principal and Interest

$2,130

Property Taxes

$561

HOA Dues

The Payment Calculator is for illustrative purposes only.

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Property Information for 372 Main Street

Summary

Location and General Information

City: Chester
County: VT-Windsor

Directions: From the Chester Village Green travel West on Rt 11. Turn right Senior Circle. See sign.
Latitude: 43.265661062827903
Longitude: -72.601371084655796
Road Frontage: Yes
Seasonal: No
State: VT
Street Designation: Street
Zip: 05143

Taxes and HOA Information

SPAN Number: 144-045-10176
Tax - Gross Amount: $6,726.94

Tax Year: 2021
Taxes TBD: Yes

School Information

School - High: Green Mountain UHSD #35
School - District: Two Rivers Supervisory Union

School - Elementary: Chester-Andover Elementary
School - Middle/Jr: Green Mountain UHSD #35

Parking

Garage: Yes
Garage Capacity: 1.00

Driveway: Paved

Property

Lot Information

Lot - Sqft: 35284.0
Lot Size Acres: 0.81

Road Frontage Length: 114.0
Square Feet Apx Finished Above Grade: 2775.0
Square Feet Apx Finished AG Source: Public Records
Square Feet Apx Finished Below Grade: 0.0
Square Feet Apx Finished BG Source: Public Records
Square Feet Apx Total: 3400.0
Square Feet Apx Total Finished: 2775.0
Square Feet Apx Unfinished Above Grade: 0.0
Square Feet Apx Unfinished AG Source: Public Records
Square Feet Apx Unfinished Below Grade: 625.0
Square Feet Apx Unfinished BG Source: Public Records

Property and Assessments

Property Class: Residential
Property Type: Single Family

Construction Status: Existing
Flood Zone: No
Foundation: Fieldstone, Stone
PreConstruction: No
Surveyed: Yes
Year Built: 1850

Utilities

Electric Company: Green Mountain Power
Cable Company: Comcast

Fuel Company: HB Fuels
Electric: Circuit Breaker(s)
Sewer: Public
Utilities: Cable, High Speed Intrnt -AtSite, Internet - Fixed Wireless, Telephone At Site

Interior and Exterior Features

Exterior Features

Color: Straw
Roads: Public

Roof: Metal, Shingle - Asphalt, Slate

Interior Features

Basement: Yes
Basement Access Type: Interior

Basement Description: Stairs - Interior
Baths - Total: 2
Baths - Full: 2
Half Baths: 0
One Quarter Baths: 0
Three Quarter Bath: 0
Rooms - Total: 11
Rooms: Level 1: Level 1: Bonus Room, Level 1: Dining Room, Level 1: Kitchen - Eat-in, Level 1: Living Room, Level 1: Office/Study
Rooms: Level 2: Level 2: Bedroom, Level 2: Family Room, Level 2: Laundry Room
Bedrooms - Total: 4
Heat Fuel: Oil
Heating: Forced Air
Cooling: None
Total Stories: 2

Room Information

Room 1

Room Dimensions: 22.10 x 12.3
Room Level: 1

Room Type: Kitchen - Eat-in

Room 2

Room Dimensions: 10.11 x 15
Room Level: 1

Room Type: Dining Room

Room 3

Room Dimensions: 16 x 14.3
Room Level: 1

Room Type: Office/Study

Room 4

Room Dimensions: 20.6 x 15.4
Room Level: 1

Room Type: Living Room

Room 5

Room Dimensions: 9.10 x 6.5
Room Level: 1

Room Type: Bonus Room

Room 6

Room Dimensions: 11 x 11.2
Room Level: 2

Room Type: Bedroom

Room 7

Room Dimensions: 11.3 x 10.3
Room Level: 2

Room Type: Bedroom

Room 8

Room Dimensions: 17 x 15.8
Room Level: 2

Room Type: Bedroom

Room 9

Room Dimensions: 14.5 x 14.4
Room Level: 2

Room Type: Bedroom

Room 10

Room Dimensions: 10.9 x 10
Room Level: 2

Room Type: Laundry Room

Room 11

Room Dimensions: 22.4 x 13.7
Room Level: 2

Room Type: Family Room

Property History for 372 Main Street

Date	Event & Source	Price	Appreciation
Nov 4, 2021	Sold (Public Record) Public Record #1475889930	$419,000	—
Nov 4, 2021	Sold New England Real Estate Network #4880263	$419,000	—
Sep 7, 2021	Active Under Contract New England Real Estate Network #4880263		—
Aug 30, 2021	Listed (Active) New England Real Estate Network #4880263	$439,000	—

Date	Event & Source	Price
11/04/2021	Sold (Public Record) Public Record #1475889930	$419,000
11/04/2021	Sold New England Real Estate Network #4880263	$419,000
09/07/2021	Active Under Contract New England Real Estate Network #4880263	—
08/30/2021	Listed (Active) New England Real Estate Network #4880263	$439,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 372 Main Street

Taxable ValueLand$37,900Additions$247,200Total$285,100

Tax Record2024$7,909 ($659 / month)

Home Facts

Beds3Baths2Total Finished SqFt2,775 SqFtAbove Grade Finished SqFt2,775 SqFtLot Size51,836 SqFtStyleSingle Family ResidenceYear Built1850CountyWINDSORAPN(045) 575036

Schools near 372 Main Street

This home is within Green Mountain Unified School District.


Rating	School	Type	Grades	Distance
6/10	Chester-Andover Usd #29	Public - Serves this home	PK to 6	0.3 mi
7/10	Green Mountain Uhsd #35	Public - Serves this home	7 to 12	1.3 mi


Rating	School	Distance
6/10	Chester-Andover Usd #29 PublicPK to 6 Serves this home	0.3 mi
7/10	Green Mountain Uhsd #35 Public7 to 12 Serves this home	1.3 mi

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

Address	Sold price	Beds	Baths	Sqft	Lot (Sqft)
This home: 372 Main Street, Chester, VT 05143	$419,000	4	2	2,775	35,283
14 Church Street, Chester, VT 05143	$290,000	6	5	4,700	32,670
52 Church Street, Chester, VT 05143	–	3	2	1,412	21,780
75 Senior Circle, Chester, VT 05143	–	–	–	286	120,226
330 Main Street, Chester, VT 05143	$450,000	4	3	3,300	30,492
367 Main Street, Chester, VT 05143	–	4	2	1,493	21,780
339 Main Street, Chester, VT 05143	$140,000	5	3	3,304	10,890
428 Main Street, Chester, VT 05143	–	–	–	–	37,897
407 Main Street, Chester, VT 05143	–	5	4	2,047	10,890
15 Cobleigh Street, Chester, VT 05143	–	–	4	3,328	10,890
308 Main Street, Chester, VT 05143	$282,600	7	2	5,044	849,420
397 Main Street, Chester, VT 05143	–	–	–	–	193,406
75 Church Street, Chester, VT 05143	–	5	1	2,136	38,333
102 Church Street, Chester, VT 05143	$412,000	4	2	1,990	5,227
423 Main Street, Chester, VT 05143	$425,000	6	5	3,217	24,829
321 Main Street, Chester, VT 05143	$660,000	–	11	6,384	12,197

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Barrett & Valley Associates, Inc/Chest

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 08/06/2026 09:13 PM

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