Sold
Last Sold Price
5 beds1,821 sqft$148/sqft
463 Main St, Chester, VT 05143
Single FamilyProperty Type
0.25 acresLot Size
1830Year Built
$148/sq ftPrice per sq ft

Description

Sweet opportunity to be located on Main Street in lovely Chester village. This is a great place to call home...you can tell the time of day by who is walking the 3 mile loop around the village! This home is in excellent condition. The attached shed and two story barn is going to make some hobbyist or woodworker a happy camper. The building is loaded with character...take a good look at the porch detail. From the driveway, you would walk into the attached shed with the entry that doubles as a mudroom....Sweet opportunity to be located on Main Street in lovely Chester village. This is a great place to call home...you can tell the time of day by who is walking the 3 mile loop around the village! This home is in excellent condition. The attached shed and two story barn is going to make some hobbyist or woodworker a happy camper. The building is loaded with character...take a good look at the porch detail. From the driveway, you would walk into the attached shed with the entry that doubles as a mudroom. The large kitchen is big enough to be an eat-in kitchen and it has a great walk-in pantry. There is a full dining room and then through the French doors to the living room with antique bay window. There are two front bedrooms, one with a 3/4 bath. Upstairs there are three more bedrooms and two more 3/4 baths. There is a door to the unfinished attic over the barn. The home is partially furnished. The gardens are spectacular. If you don't wish to maintain them, the owner can share names of landscapers who would do that for you. There is a giant backyard with a super flat lawn. Enjoy it as it is, set up yard games or plant a vegetable garden. Have a look at the video. This is a special village property and it's ready for you!

    Sold By Kelley Real Estate, Inc.

    • Listed by: Betty McEnaney • TPW Real Estate
    Listing closed: 03/22/2021 12:00 AM • Source: New England Real Estate Network, MLS#: 4820846

    Recent comparable sales

    Median sold price

    $290,000

    Avg days on market

    87

    Sale-to-list ratio

    92.2%

    Chester, VT

    9 comparable properties found

    $330,000 | 117 South Main Street, Chester, VT 05143
    1/2
    1

    $330,000

    Sold 04/22/25

    4
    Bedrooms
    2,008
    Square Feet
    0.75
    Acres
    $345,000 | 1505 Enon Church Road, Chester, VA 23836
    1/42
    2

    $345,000

    Sold 12/19/25

    5
    Bedrooms
    1,610
    Square Feet
    0.29
    Acres
    $272,000 | 612 West Elliott Street, Chester, SC 29706
    1/37
    3

    $272,000

    Sold 05/18/26

    5
    Bedrooms
    1,939
    Square Feet
    0.21
    Acres
    $275,000 | 397 River Street, Chester, VT 05143
    1/42
    4

    $275,000

    Sold 08/06/26

    4
    Bedrooms
    3,332
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    2
    Acres
    $280,000 | 2005 West 4th Street, Chester, PA 19013
    1/26
    5

    $280,000

    Sold 01/31/25

    4
    Bedrooms
    1,960
    Square Feet
    0.06
    Acres
    $285,000 | 119 Foote Street, Chester, SC 29706
    1/40
    6

    $285,000

    Sold 11/17/25

    5
    Bedrooms
    3,249
    Square Feet
    0.28
    Acres
    $290,000 | 564 North Sparkleberry Street, Chester, SC 29706
    1/29
    7

    $290,000

    Sold 05/29/26

    5
    Bedrooms
    2,368
    Square Feet
    0.15
    Acres
    a front view of a house with garden
    1/29
    8

    $297,000

    Sold 06/29/26

    5
    Bedrooms
    2,368
    Square Feet
    0.14
    Acres
    a front view of a house with garden
    1/29
    9

    $299,000

    Sold 05/01/25

    5
    Bedrooms
    2,368
    Square Feet
    0.12
    Acres

    Location

    Add your commute

    Payment Calculator

    $1,835 per month

    30 year fixed, 6.55% Interest

    Principal and Interest

    $1,372

    Property Taxes

    $463

    HOA Dues

    $0

    The Payment Calculator is for illustrative purposes only.

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    Property Information for 463 Main Street

    Property Details
    • Taxes: $5,550 / year
    • MLS Type: Residential / Single Family
    • Parking: Driveway
    • Water View: No
    • Waterfront Property: No
    • Zoning: Village Center
    Building Information
    • Stories: 1
    • Year Built: 1830
    • Lot Size: 0.25 AC / 10,890 SF
    Summary
    Location and General Information
    • Area Description: Near Paths, Near Shopping, Near Snowmobile Trails, Village
    • City: Chester
    • County: VT-Windsor
    • Directions: Drive west on Main Street past the Inn Victoria. House will be on the left after Church Street. See sign.
    • Latitude: 43.265448436410033
    • Longitude: -72.603311898147581
    • Road Frontage: Yes
    • Seasonal: No
    • State: VT
    • Street Designation: Street
    • Map: 56
    • Zip: 05143
    Taxes and HOA Information
    • SPAN Number: 144-045-10916
    • Tax - Gross Amount: $5,549.55
    • Tax Year: 2020
    • Tax Year Notes: 20-21
    • Taxes TBD: No
    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: No
    • Driveway: Paved
    Virtual Tour
    Property
    Lot Information
    • Lot: 33
    • Lot - Sqft: 10890.0
    • Lot Size Acres: 0.25
    • Road Frontage Length: 70.0
    • Square Feet Apx Finished Above Grade: 1821.0
    • 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: 2705.0
    • Square Feet Apx Total Finished: 1821.0
    • Square Feet Apx Unfinished Above Grade: 0.0
    • Square Feet Apx Unfinished AG Source: Public Records
    • Square Feet Apx Unfinished Below Grade: 884.0
    • Square Feet Apx Unfinished BG Source: Public Records
    • Water Body Access: No
    Property and Assessments
    • Current Use: No
    • Property Class: Residential
    • Property Type: Single Family
    • Easements: No
    • Flood Zone: No
    • Foundation: Concrete, Stone
    • PreConstruction: No
    • ROW - Parcel Access: No
    • Surveyed: No
    • Year Built: 1830
    Utilities
    • Electric Company: Green Mountain Power
    • Cable Company: VTel
    • Fuel Company: Irving Oil
    • Electric: 200 Amp
    • Sewer: Public
    • Utilities: Cable - Available, Internet - Cable, Internet - Fiber Optic
    Interior and Exterior Features
    Exterior Features
    • Color: White
    • Features - Accessibility: 1st Floor 3/4 Bathroom, 1st Floor Bedroom, Access Restrooms, Bathroom w/Step-in Shower, Hard Surface Flooring, Kitchen w/5 Ft. Diameter, Paved Parking
    • Features - Exterior: Barn, Garden Space, Outbuilding, Porch, Porch - Covered, Shed
    • Roads: Paved, Public
    • Roof: Slate
    Interior Features
    • Appliances: Dryer, Range - Electric, Refrigerator, Washer
    • Basement: Yes
    • Basement Access Type: Interior
    • Basement Description: Concrete Floor, Dirt Floor, Stairs - Interior, Sump Pump, Unfinished, Interior Access
    • Baths - Total: 4
    • Baths - Full: 0
    • Half Baths: 0
    • One Quarter Baths: 0
    • Three Quarter Bath: 4
    • Rooms - Total: 9
    • Rooms: Level 1: Level 1: Bedroom, Level 1: Bath - 3/4, Level 1: Dining Room, Level 1: Kitchen, Level 1: Living Room
    • Rooms: Level 2: Level 2: Bedroom, Level 2: Bath - 3/4
    • Bedrooms - Total: 5
    • Equipment: Air Conditioner, Smoke Detector
    • Features - Interior: Attic, Blinds, Dining Area, Draperies, Furnished, Storage - Indoor, Walk-in Pantry, Window Treatment, Laundry - Basement
    • Flooring: Carpet, Hardwood, Softwood, Vinyl
    • Heat Fuel: Gas - LP/Bottle, Oil
    • Heating: Hot Air
    • Cooling: Central AC
    • Total Stories: 1.5
    Room Information
    Room 1
    • Room Dimensions: 13'x12'6
    • Room Level: 1
    • Room Type: Living Room
    Room 2
    • Room Dimensions: 12'3x15'
    • Room Level: 1
    • Room Type: Bedroom
    Room 3
    • Room Dimensions: 10'5x15'5
    • Room Level: 1
    • Room Type: Kitchen
    Room 4
    • Room Dimensions: 12'6x14'7
    • Room Level: 1
    • Room Type: Dining Room
    Room 5
    • Room Dimensions: 12'3x12'1
    • Room Level: 1
    • Room Type: Bedroom
    Room 6
    • Room Level: 1
    • Room Type: Bath - 3/4
    Room 7
    • Room Level: 1
    • Room Type: Bath - 3/4
    Room 8
    • Room Dimensions: 12'5x10
    • Room Level: 2
    • Room Type: Bedroom
    Room 9
    • Room Dimensions: 10'10x12'4
    • Room Level: 2
    • Room Type: Bedroom
    Room 10
    • Room Level: 2
    • Room Type: Bath - 3/4
    Room 11
    • Room Level: 2
    • Room Type: Bath - 3/4
    Room 12
    • Room Dimensions: 19'9x12'8
    • Room Level: 2
    • Room Type: Bedroom

    Property History for 463 Main Street

    DateEvent & SourcePriceAppreciation
    Mar 22, 2021

    Sold (Public Record)

    Public Record #1454951608

    $270,000
    Mar 22, 2021

    Sold

    New England Real Estate Network #4820846

    $270,000
    Aug 4, 2020

    Listed (Active)

    New England Real Estate Network #4820846

    $275,000
    DateEvent & SourcePrice
    03/22/2021

    Sold (Public Record)

    Public Record #1454951608

    $270,000
    03/22/2021

    Sold

    New England Real Estate Network #4820846

    $270,000
    08/04/2020

    Listed (Active)

    New England Real Estate Network #4820846

    $275,000

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

    Public Records for 463 Main Street

    Taxable ValueLand$27,500Additions$207,800Total$235,300
    Tax Record2025$4,382 ($365 / month)
    Home Facts
    Beds5Baths4Total Finished SqFt1,821 SqFtAbove Grade Finished SqFt1,821 SqFtUnfinished Basement SqFt884 SqFtStories1Lot Size10,890 SqFtStyleSingle Family ResidenceYear Built1830Year Renovated1830CountyWINDSORAPN(045) 565033

    Schools near 463 Main Street

    This home is within Green Mountain Unified School District.
    Rating
    School
    Type
    Grades
    Distance
    Public - PK to 6
    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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    Nearby home values

    AddressSold priceBedsBathsSqftLot (Sqft)
    This home: 463 Main Street, Chester, VT 05143
    $270,000
    5
    1,821
    10,890
    $335,000
    5
    3,238
    21,780
    $340,000
    4
    2,220
    8,712
    $475,000
    5
    5,546
    43,560
    3
    1
    1,143
    4,356
    $465,000
    5
    2,687
    60,112

    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 TPW Real Estate

    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 09/01/2026 04:45 PM