531 Main St

Chester, VT 05143

$425,000
Price
3
Beds
1,608 Sq. Ft.
$264 / Sq. Ft.
1,608
Sq. Ft.
$264
per Sq. Ft.

Description

Welcome to this delightful 3-bedroom, 1-bath home nestled in the picturesque village of Chester, Vermont. Perfectly situated within walking distance to local shops, schools, and restaurants, this property offers the ideal blend of convenience and small-town charm. Step inside to find a spacious mudroom and laundry area — a practical entryway for Vermont living. The open kitchen and dining area provide plenty of room for gatherings, while the cozy living room invites relaxation after a long day. A...Welcome to this delightful 3-bedroom, 1-bath home nestled in the picturesque village of Chester, Vermont. Perfectly situated within walking distance to local shops, schools, and restaurants, this property offers the ideal blend of convenience and small-town charm. Step inside to find a spacious mudroom and laundry area — a practical entryway for Vermont living. The open kitchen and dining area provide plenty of room for gatherings, while the cozy living room invites relaxation after a long day. A full bathroom completes the main level for easy accessibility. Upstairs, you’ll find three comfortable bedrooms filled with natural light. The attached back barn offers exciting potential for additional living space, a workshop, or studio. Outside, enjoy your private fenced backyard with garden space, a fire pit, and even a bar area — perfect for entertaining family and friends. This inviting village home combines charm, functionality, and opportunity — come experience all that Chester has to offer! Visit the Okemo real estate community today. Taxes are based on current town assessment.
  1. Listed by Katherine Burns • William Raveis Real Estate Vermont Properties • Off: 802-228-8877

Property Details for 531 Main Street

Zoning
Residential Village
LISTING UPDATED: 12/22/2025 10:24 PM

Property Details for 531 Main Street

StatusActive
MLS #5070720
Days on Market28
Taxes$3,896 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built1880
Lot Size0.25 AC / 10,890 SF
CountyWindsor County

Location

Listing Courtesy of William Raveis Real Estate Vermont Properties
Add your commute

Building Information for 531 Main Street

Stories2Year Built1880Building Size-Lot Size0.25 AC / 10,890 SF

Payment Calculator

$2,425 per month

30 year fixed, 6.28% Interest

Principal and Interest

$2,100

Property Taxes

$325

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 531 Main Street

Summary
Location and General Information
  • City: Chester
  • County: VT-Windsor
  • Directions: From Ludlow, follow Route 103 South. Turn right onto Church Street. Turn right onto Route 11 North. The house is on the left side.
  • Latitude: 43.266018625036388
  • Longitude: -72.604535084655765
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Street
  • Zip Code: 05143
Taxes and HOA Information
  • SPAN Number: 144-045-11528
  • Tax Year: 2025
  • Taxes TBD: No
Parking
  • Garage: No
  • Driveway: Dirt
Property
Lot Information
  • Lot Features: Curbing, Landscaped, Level, Major Road Frontage, Sidewalks, Ski Area, In Town, Near Golf Course, Near Shopping, Near Skiing, Near Snowmobile Trails, Neighborhood, Near School(s)
  • Lot Size Acres: 0.25
  • Road Frontage Length: 50.0
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: No
  • PreConstruction: No
  • Surveyed: Unknown
  • Year Built: 1880
Utilities
  • Electric Company: GMP
  • Cable Company: Comcast
  • Fuel Company: Cota Cota
  • Electric: Circuit Breaker(s)
  • Sewer: Public
  • Water Source: Public
  • Utilities: Cable Available, Telephone Available
  • Internet: Cable Internet
Interior and Exterior Features
Exterior Features
  • Construction Materials: Wood Frame, Clapboard Exterior, Wood Exterior
  • Roof: Corrugated, Metal, Shingle, Standing Seam
Interior Features
  • Appliances: Dishwasher, Dryer, Microwave, Electric Range, Refrigerator, Washer
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Insulated, Partial, Roughed In, Interior Stairs, Storage Space, Unfinished, Interior Access
  • Rooms: Level 1: Level 1: Dining Room, Level 1: Kitchen, Level 1: Living Room, Level 1: Mudroom
  • Rooms: Level 2: Level 2: Bedroom, Level 2: Primary Bedroom
  • Flooring: Carpet, Tile, Wood
  • Heating: Oil, Hot Air
  • Cooling: None
  • Total Stories: 2
Room Information
Room 1
  • Room Dimensions: 12 x 11
  • Room Level: 1
  • Room Type: Kitchen
Room 2
  • Room Dimensions: 15 x 14
  • Room Level: 1
  • Room Type: Dining Room
Room 3
  • Room Dimensions: 15 x 24
  • Room Level: 1
  • Room Type: Living Room
Room 4
  • Room Dimensions: 15 x 15
  • Room Level: 1
  • Room Type: Mudroom
Room 5
  • Room Dimensions: 15 x 15
  • Room Level: 2
  • Room Type: Primary Bedroom
Room 6
  • Room Dimensions: 11 x 18
  • Room Level: 2
  • Room Type: Bedroom

Property History for 531 Main Street

DateEvent & SourcePriceAppreciation
Nov 26, 2025

Listed (Active)

New England Real Estate Network #5070720

$425,000—
Oct 18, 2021

Sold

New England Real Estate Network #4869201

$140,000—
Oct 15, 2021

Sold (Public Record)

Public Record #1474891290

$140,000—
Aug 17, 2021

Active Under Contract

New England Real Estate Network #4869201

—
Jun 28, 2021

Listed (Active)

New England Real Estate Network #4869201

$189,000—
Oct 26, 2019

Expired

New England Real Estate Network #4774501

—
Sep 3, 2019

Listed (Active)

New England Real Estate Network #4774501

$148,500—
Sep 8, 2015

Expired

New England Real Estate Network #4382875

—
Sep 9, 2014

Listed (Active)

New England Real Estate Network #4382875

$145,000—
Apr 3, 2014

Expired

New England Real Estate Network #4231389

—
Apr 22, 2013

Listed (Active)

New England Real Estate Network #4231389

$189,000—
Jan 1, 2012

Expired

New England Real Estate Network #4061531

—
May 9, 2011

Listed (Active)

New England Real Estate Network #4061531

$199,000—
Jun 24, 2003

Sold

New England Real Estate Network #3083312

$115,000—
Apr 2, 2003

Pending

New England Real Estate Network #3083312

—
Feb 28, 2003

Listed (Active)

New England Real Estate Network #3083312

$119,000—
DateEvent & SourcePrice
11/26/2025

Listed (Active)

New England Real Estate Network #5070720

$425,000
10/18/2021

Sold

New England Real Estate Network #4869201

$140,000
10/15/2021

Sold (Public Record)

Public Record #1474891290

$140,000
08/17/2021

Active Under Contract

New England Real Estate Network #4869201

—
06/28/2021

Listed (Active)

New England Real Estate Network #4869201

$189,000
10/26/2019

Expired

New England Real Estate Network #4774501

—
09/03/2019

Listed (Active)

New England Real Estate Network #4774501

$148,500
09/08/2015

Expired

New England Real Estate Network #4382875

—
09/09/2014

Listed (Active)

New England Real Estate Network #4382875

$145,000
04/03/2014

Expired

New England Real Estate Network #4231389

—
04/22/2013

Listed (Active)

New England Real Estate Network #4231389

$189,000
01/01/2012

Expired

New England Real Estate Network #4061531

—
05/09/2011

Listed (Active)

New England Real Estate Network #4061531

$199,000
06/24/2003

Sold

New England Real Estate Network #3083312

$115,000
04/02/2003

Pending

New England Real Estate Network #3083312

—
02/28/2003

Listed (Active)

New England Real Estate Network #3083312

$119,000

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

Public Records for 531 Main Street

Taxable ValueLand$27,500Additions$106,200Total$133,700
Tax Record2024$3,709 ($309 / month)
Home Facts
Beds2Baths2Total Finished SqFt1,608 SqFtAbove Grade Finished SqFt1,608 SqFtStories2Lot Size10,890 SqFtStyleSingle Family ResidenceYear Built1880CountyWINDSORAPN(045) 565039

Schools near 531 Main Street

This home is within Green Mountain Unified School District.
Rating
School
Type
Grades
Distance
Chester-Andover Usd #29
Public - PK to 6
Green Mountain Uhsd #35
Public - 7 to 12
Rating
School
Distance
Chester-Andover Usd #29
PublicPK to 6

Green Mountain Uhsd #35
Public7 to 12

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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More information about 531 Main Street, Chester, VT 05143

531 Main Street is a single family home for sale in Chester, VT 05143. This property was listed for sale on November 26, 2025 by William Raveis Real Estate Vermont Properties, it's currently listed at $425,000. It has been on the market for a total of 28 days and was last sold on October 18, 2021. This listing's school district is Green Mountain Unified School District. Nearby schools include Chester-Andover Usd #29 and Green Mountain Uhsd #35. 531 Main Street is a 3-bed, 1-bath, 1,608 sqft single family home built in 1880.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of William Raveis Real Estate Vermont Properties

Copyright 2025 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 12/25/2025 06:54 AM