269 South Main Street

Closed 3/25/08
Closed 3/25/08
Gallery Image 1
Sold
Last Sold Price
$239,500
3 beds1,700 sqft$141/sqft
269 S Main St, Chester, VT 05143
Single FamilyProperty Type
0.57 acresLot Size
2006Year Built
$141/sq ftPrice per sq ft
2 carsParking Spaces

Description

This lovely, newly constructed home invites you in, as it is completely finished and ready for your family. Walking distance to local conveniences, wonderful flat surveyed land, asphalt driveway, attached garage, gas fireplace, 2 1/2 baths, 3 bedrooms, great floor plan, thoughtfully planned design, and pleasing color schemes. Be the first family to own this treasure.This lovely, newly constructed home invites you in, as it is completely finished and ready for your family. Walking distance to local conveniences, wonderful flat surveyed land, asphalt driveway, attached garage, gas fireplace, 2 1/2 baths, 3 bedrooms, great floor plan, thoughtfully planned design, and pleasing color schemes. Be the first family to own this treasure.

    Sold By Muse and Associates Real Estate

    • Listed by: Joan Morey • Barrett & Valley Associates, Inc/Chest
    Listing closed: 03/25/2008 12:00 AM • Source: New England Real Estate Network, MLS#: 3037001

    Recent comparable sales

    Median sold price

    $275,000

    Avg days on market

    31

    Sale-to-list ratio

    95.9%

    Chester, VT

    9 comparable properties found

    $285,000 | 17 Grafton Street, Chester, VT 05143
    1/2
    1

    $285,000

    Sold 03/26/25

    3
    Bedrooms
    2
    Bathrooms
    1,824
    Square Feet
    0.17
    Acres

    17 Grafton Street, Chester, VT 05143

    $180,000 | 641 Depot Street, Chester, VT 05143
    1/19
    2

    $180,000

    Sold 08/10/26

    3
    Bedrooms
    1,379
    Square Feet
    0.2
    Acres

    641 Depot Street, Chester, VT 05143

    $165,000 | 1436 Route 103 Chester Vt 05143, Chester, VT 05143
    1/2
    3

    $165,000

    Sold 10/23/25

    3
    Bedrooms
    1,544
    Square Feet
    6.7
    Acres

    1436 Route 103 Chester Vt 05143, Chester, VT 05143

    $320,000 | 870 Cummings Road, Chester, VT 05143
    1/22
    4

    $320,000

    Sold 12/18/25

    3
    Bedrooms
    1,525
    Square Feet
    2.6
    Acres

    870 Cummings Road, Chester, VT 05143

    $635,000 | 994 Dodge Road, Chester, VT 05143
    1/41
    5

    $635,000

    Sold 12/06/24

    3
    Bedrooms
    1,876
    Square Feet
    26
    Acres

    994 Dodge Road, Chester, VT 05143

    $250,000 | 2302 Sunset Drive, Chester, IL 62233
    1/44
    6

    $250,000

    Sold 10/20/25

    3
    Bedrooms
    1,556
    Square Feet
    0.3
    Acres

    2302 Sunset Drive, Chester, IL 62233

    $250,000 | 202 Mountain View, Chester, VT 05143
    1/21
    7

    $250,000

    Sold 06/30/26

    3
    Bedrooms
    1,140
    Square Feet
    0.25
    Acres

    202 Mountain View, Chester, VT 05143

    $275,000 | 3700 Nesting Way, Chester, VA 23831
    1/34
    8

    $275,000

    Sold 10/01/25

    3
    Bedrooms
    1,810
    Square Feet
    0.28
    Acres

    3700 Nesting Way, Chester, VA 23831

    a house view with a garden space
    1/33
    9

    $275,000

    Sold 04/23/25

    3
    Bedrooms
    1,738
    Square Feet
    2.26
    Acres

    1165 Golden Maple Lane, Chester, SC 29706

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    $1,563 per month

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    Principal and Interest

    $1,238

    Property Taxes

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    Property Information for 269 South Main Street

    Property Details
    • Taxes: $3,900 / year
    • MLS Type: Residential / Single Family
    • County: Windsor County
    • Development / Subdivision: None (Ches)
    • Zoning: RC
    Building Information
    • Stories: 2
    • Year Built: 2006
    • Lot Size: 0.57 AC / 24,829 SF
    Summary
    Location and General Information
    • Area Description: Near Public Transportatn
    • City: Chester
    • County: VT-Windsor
    • Directions: From `The Green` in Chester village go south on Rte. 103. Two houses below post office on left.
    • Road Frontage: Yes
    • State: VT
    • Zip: 05143
    Taxes and HOA Information
    • Tax - Gross Amount: $3,900.00
    • Tax Year Notes: 06/07
    School Information
    • School - High: Green Mountain UHSD #35
    • School - Middle/Jr: Green Mountain UHSD #35
    Parking
    • Garage: Yes
    • Garage Capacity: 2.00
    • Driveway: Paved
    Property
    Lot Information
    • Common Land Acres: 0.0
    • Lot - Sqft: 23300.0
    • Lot Size Acres: 0.57
    • Road Frontage Length: 100.0
    • Square Feet Apx Finished Above Grade: 1700.0
    • Square Feet Apx Finished Below Grade: 0.0
    • Square Feet Apx Total Finished: 1700.0
    Property and Assessments
    • Property Class: Residential
    • Property Type: Single Family
    • Foundation: Concrete
    • Owned Land: Yes
    • Resort: No
    • ROW - Length: 0
    • ROW - Parcel Access: No
    • Year Built: 2006
    Utilities
    • Sewer: Public
    Interior and Exterior Features
    Exterior Features
    • Color: Grey
    • Features - Exterior: Deck, Porch - Covered
    • Roof: Shingle - Other
    Interior Features
    • Appliances: Dishwasher, Range - Electric
    • Basement Description: Full, Other, Unfinished
    • Baths - Total: 3
    • Baths - Full: 2
    • Half Baths: 1
    • Rooms - Total: 7
    • Bedrooms - Total: 3
    • Features - Interior: Fireplaces - 1
    • Flooring: Carpet, Hardwood, Vinyl
    • Heat Fuel: Gas - LP/Bottle
    • Heating: Hot Water, Stove - Gas
    • Total Stories: 2
    Room Information
    Room 1
    • Room Dimensions: 13x14
    • Room Level: 1
    • Room Type: Kitchen
    Room 2
    • Room Dimensions: 10x14
    • Room Level: 1
    • Room Type: Dining Room
    Room 3
    • Room Dimensions: 10x14
    • Room Level: 1
    • Room Type: Living Room
    Room 4
    • Room Type: Family Room
    Room 7
    • Room Dimensions: 13x17
    • Room Level: 2
    • Room Type: Master Bedroom
    Room 8
    • Room Dimensions: 10x12
    • Room Level: 2
    • Room Type: Bedroom
    Room 9
    • Room Dimensions: 10x12
    • Room Level: 2
    • Room Type: Bedroom
    Room 13
    • Room Dimensions: 13x15
    • Room Level: 1
    • Room Type: Other
    Room 16
    • Room Level: 2
    • Room Type: Bath - Full
    Room 17
    • Room Level: 2
    • Room Type: Bath - Full
    Room 18
    • Room Level: 1
    • Room Type: Bath - 1/2
    Rental
    Rent Information
    • Rented: No

    Property History for 269 South Main Street

    DateEvent & SourcePriceAppreciation
    Mar 25, 2008

    Sold

    New England Real Estate Network #3037001

    		$239,500—
    Mar 7, 2008

    Pending

    New England Real Estate Network #3037001

    		—
    Feb 22, 2007

    Price Change

    New England Real Estate Network #3037001

    		$287,500—
    DateEvent & SourcePrice
    03/25/2008

    Sold

    New England Real Estate Network #3037001

    $239,500
    03/07/2008

    Pending

    New England Real Estate Network #3037001

    —
    02/22/2007

    Price Change

    New England Real Estate Network #3037001

    $287,500

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

    Public Records for 269 South Main Street

    Taxable ValueLand$30,400Additions$189,600Total$220,000
    Tax Record2021$5,399 ($450 / month)
    Home Facts
    Beds3Baths2.5Total Finished SqFt1,680 SqFtAbove Grade Finished SqFt1,680 SqFtUnfinished Basement SqFt850 SqFtLot Size23,522 SqFtStyleSingle Family ResidenceYear Built2006CountyWINDSORAPN(045) 605146.100Fireplace TypeHas Fireplace

    Schools near 269 South 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: 269 South Main Street, Chester, VT 05143
    $239,500
    3
    1,700
    24,829
    269 Main Street, Chester, VT 05143
    –
    3
    2.5
    1,680
    23,522
    267 Main Street, Chester, VT 05143
    $239,500
    2
    1.5
    1,764
    43,560
    268 South Main Street, Chester, VT 05143
    $240,000
    1
    844
    14,810
    319 South Main Street, Chester, VT 05143
    $200,000
    –
    –
    3,864
    381,586
    322 South Main Street, Chester, VT 05143
    $93,500
    2
    768
    37,897

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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 09/12/2026 04:46 AM