515 Main Street

Closed 10/23/25
Closed 10/23/25
Gallery Image 1
Sold
Last Sold Price
$140,000
4 beds3,024 sqft$46/sqft
515 Main St, Chester, VT 05143
Single FamilyProperty Type
1 acresLot Size
1850Year Built
$46/sq ftPrice per sq ft
2 carsParking Spaces

Description

Looking to live near the Chester Green? This may be the home for you! Currently used as a four-unit apartment building I believe that the highest and best use would be to return it to a single-family home with one accessory apartment in the back. The house is in need of renovation however, the style and location would lend well to that investment, or renovate the four units as your next venture, either way you will have a fine home near the center of all that Chester has to offer!Looking to live near the Chester Green? This may be the home for you! Currently used as a four-unit apartment building I believe that the highest and best use would be to return it to a single-family home with one accessory apartment in the back. The house is in need of renovation however, the style and location would lend well to that investment, or renovate the four units as your next venture, either way you will have a fine home near the center of all that Chester has to offer!

    Sold By Kelley Real Estate, Inc.

    • Listed by: John Tolosky • Barrett and Valley Associates Inc.
    Listing closed: 10/23/2025 12:00 AM • Source: New England Real Estate Network, MLS#: 5007779

    Recent comparable sales

    Median sold price

    $421,833

    Avg days on market

    65

    Sale-to-list ratio

    91.2%

    Chester, VT

    9 comparable properties found

    $800,000 | 725 Flamstead Road, Chester, VT 05143
    1/2
    1

    $800,000

    Sold 12/12/25

    4
    Bedrooms
    2,775
    Square Feet
    6.7
    Acres

    725 Flamstead Road, Chester, VT 05143

    $563,000 | 95 Church Street, Chester, VT 05143
    1/53
    2

    $563,000

    Sold 04/13/26

    4
    Bedrooms
    2,794
    Square Feet
    0.5
    Acres

    95 Church Street, Chester, VT 05143

    $275,000 | 397 River Street, Chester, VT 05143
    1/42
    3

    $275,000

    Sold 08/06/26

    4
    Bedrooms
    3,332
    Square Feet
    2
    Acres

    397 River Street, Chester, VT 05143

    $350,000 | 198 Coach Road, Chester, VT 05143
    1/2
    4

    $350,000

    Sold 06/25/25

    4
    Bedrooms
    2,904
    Square Feet
    0.25
    Acres

    198 Coach Road, Chester, VT 05143

    $560,000 | 1573 Flamstead Road, Chester, VT 05143
    1/40
    5

    $560,000

    Sold 11/25/25

    4
    Bedrooms
    2,689
    Square Feet
    6
    Acres

    1573 Flamstead Road, Chester, VT 05143

    $400,000 | 196 North Street, Chester, VT 05143
    1/61
    6

    $400,000

    Sold 05/19/25

    3
    Bedrooms
    2,960
    Square Feet
    0.7
    Acres

    196 North Street, Chester, VT 05143

    $421,833 | 332 Hidden Heights Road, Chester, VT 05143
    1/2
    7

    $421,833

    Sold 07/10/25

    4
    Bedrooms
    2,868
    Square Feet
    3.21
    Acres

    332 Hidden Heights Road, Chester, VT 05143

    $350,000 | 491 Farrar Road, Chester, VT 05143
    1/2
    8

    $350,000

    Sold 11/09/25

    4
    Bedrooms
    2,710
    Square Feet
    1.79
    Acres

    491 Farrar Road, Chester, VT 05143

    $605,000 | 656 Main Street, Chester, VT 05143
    1/56
    9

    $605,000

    Sold 10/02/25

    3
    Bedrooms
    3,040
    Square Feet
    0.37
    Acres

    656 Main Street, Chester, VT 05143

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    $1,330 per month

    30 year fixed, 6.55% Interest

    Principal and Interest

    $712

    Property Taxes

    $619

    HOA Dues

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    Property Information for 515 Main Street

    Property Details
    • Taxes: $7,422 / year
    • MLS Type: Residential / Single Family
    • County: Windsor County
    • Zoning: Village Center
    Building Information
    • Stories: 1
    • Year Built: 1850
    • Lot Size: 1.00 AC / 43,560 SF
    Summary
    Location and General Information
    • City: Chester
    • County: VT-Windsor
    • Directions: On Rt 11 just past the Chester Green on the left.
    • Latitude: 43.265910499783601
    • Longitude: -72.604295626983628
    • Road Frontage: Yes
    • Seasonal: No
    • State: VT
    • Street Designation: Street
    • Zip Code: 05143
    Taxes and HOA Information
    • SPAN Number: 14404510756
    • Tax Year: 2024
    • Taxes TBD: No
    Parking
    • Garage: Yes
    • Garage Capacity: 2.00
    • Driveway: Dirt
    Virtual Tour
    Property
    Lot Information
    • Lot Features: Sidewalks
    • Lot Size Acres: 1.0
    • Road Frontage Length: 99.0
    • Total Finished Area: 3024.0
    • Above Grade Finished Area: 3024.0
    • Above Grade Finished Area Source: Public Records
    • Above Grade Unfinished Area: 0.0
    • AboveGradeUnfinishedAreaSource: Public Records
    • Below Grade Finished Area: 0.0
    • Below Grade Finished Area Source: Public Records
    • Below Grade Unfinished Area: 1260.0
    • BelowGradeUnfinishedAreaSource: Public Records
    • Lot Size Square Feet: 43560.0
    • Total Area: 4284.0
    Property and Assessments
    • Property Class: Residential
    • Property Type: Single Family
    • Flood Zone: No
    • PreConstruction: No
    • Surveyed: No
    • Year Built: 1850
    Utilities
    • Electric: Circuit Breaker(s), Knob and Tube
    • Sewer: Public Sewer On-Site
    • Water Source: Public Water On-Site
    • Utilities: Phone, Telephone Available
    • Internet: Fiber Optic Internet
    Interior and Exterior Features
    Exterior Features
    • Color: White
    • Construction Materials: Clapboard Exterior, Wood Siding
    • Roof: Asphalt Shingle, Slate
    Interior Features
    • Basement: Yes
    • Basement Access Type: Interior
    • Basement Description: Partial
    • Heating: Oil, Baseboard, Radiator, Steam
    • Cooling: None
    • Total Stories: 1.5
    • Rooms Total: 11
    • Bathrooms Full: 1
    • Bathrooms Half: 0
    • Bathrooms One Quarter: 0
    • Bathrooms Three Quarter: 3
    • Bedrooms Total: 4
    • Bathrooms Total: 4

    Property History for 515 Main Street

    DateEvent & SourcePriceAppreciation
    Oct 23, 2025

    Sold (Public Record)

    Public Record #1934210480

    		$140,000—
    Oct 23, 2025

    Sold (Public Record)

    Public Record #1934210480

    		$140,000—
    Oct 23, 2025

    Sold

    New England Real Estate Network #5007779

    		$140,000—
    DateEvent & SourcePrice
    10/23/2025

    Sold (Public Record)

    Public Record #1934210480

    $140,000
    10/23/2025

    Sold (Public Record)

    Public Record #1934210480

    $140,000
    10/23/2025

    Sold

    New England Real Estate Network #5007779

    $140,000

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

    Public Records for 515 Main Street

    Taxable ValueLand$35,000Additions$232,600Total$267,600
    Tax Record2025$4,995 ($416 / month)
    Home Facts
    Baths4Total Finished SqFt3,024 SqFtAbove Grade Finished SqFt3,024 SqFtUnfinished Basement SqFt1,260 SqFtStories1Lot Size43,560 SqFtStyleMulti-Family Res (5+ Units)Year Built1850Year Renovated1850CountyWINDSORAPN(045) 565038

    Schools near 515 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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    Nearby home values

    AddressSold priceBedsBathsSqftLot (Sqft)
    This home: 515 Main Street, Chester, VT 05143
    $140,000
    4
    3,024
    43,560
    501 Main Street, Chester, VT 05143
    $465,000
    5
    2,687
    60,112
    541 Main Street, Chester, VT 05143
    $199,900
    –
    4,500
    15,681
    534 Main Street, Chester, VT 05143
    $340,000
    3
    1,848
    10,890
    489 Main Street, Chester, VT 05143
    $340,000
    4
    2,220
    8,712
    551 Main Street, Chester, VT 05143
    $150,000
    1
    1
    858
    43,560

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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 and Valley Associates Inc.

    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 09/04/2026 11:41 AM