66 Union Street

Closed 9/2/25
Closed 9/2/25
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Sold
Last Sold Price
$219,000
3 beds1,743 sqft$126/sqft
66 Union St, Windsor, VT 05089
Single FamilyProperty Type
3,484 sq ftLot Size
1856Year Built
$126/sq ftPrice per sq ft
1 carParking Spaces

Description

Price just improved! Welcome to this beautifully maintained New Englander nestled in the historic town of Windsor — Vermont's first capital and a gem of the Upper Valley. This classic 3-bedroom, 2-bath home blends timeless charm with thoughtful updates, offering a perfect retreat in a vibrant, small-town setting. Located within walking distance to Windsor’s shops, restaurants, schools, and the picturesque Connecticut River — and just minutes from I-91 — this home combines small-town charm with accessibility.Price just improved! Welcome to this beautifully maintained New Englander nestled in the historic town of Windsor — Vermont's first capital and a gem of the Upper Valley. This classic 3-bedroom, 2-bath home blends timeless charm with thoughtful updates, offering a perfect retreat in a vibrant, small-town setting. Located within walking distance to Windsor’s shops, restaurants, schools, and the picturesque Connecticut River — and just minutes from I-91 — this home combines small-town charm with accessibility.

    Sold By KW Vermont Woodstock

    • Listed by: Katie Ladue Gilbert • KW Vermont Woodstock Cell: 802-299-7522
    Listing closed: 09/02/2025 12:00 AM • Source: New England Real Estate Network, MLS#: 5042811

    Recent comparable sales

    Median sold price

    $245,000

    Avg days on market

    15

    Sale-to-list ratio

    98.3%

    Windsor, VT

    9 comparable properties found

    $215,000 | 31 Maple Street, Windsor, VT 05089
    1/37
    1

    $215,000

    Sold 10/06/25

    3
    Bedrooms
    1,900
    Square Feet
    0.21
    Acres

    31 Maple Street, Windsor, VT 05089

    $292,500 | 32 Clough Avenue, Windsor, VT 05089
    1/23
    2

    $292,500

    Sold 08/28/25

    3
    Bedrooms
    1,606
    Square Feet
    0.4
    Acres

    32 Clough Avenue, Windsor, VT 05089

    $262,000 | 242 Huntington Drive, Windsor, VT 05089
    1/20
    3

    $262,000

    Sold 12/18/24

    3
    Bedrooms
    1,710
    Square Feet
    0.28
    Acres

    242 Huntington Drive, Windsor, VT 05089

    $229,000 | 3 Fitch Court, Windsor, VT 05089
    1/19
    4

    $229,000

    Sold 06/25/25

    2
    Bedrooms
    1,665
    Square Feet
    0.45
    Acres

    3 Fitch Court, Windsor, VT 05089

    $165,000 | 68 Jarvis Street, Windsor, VT 05089
    1/42
    5

    $165,000

    Sold 01/23/26

    3
    Bedrooms
    1,602
    Square Feet
    0.08
    Acres

    68 Jarvis Street, Windsor, VT 05089

    $226,000 | 4 Bavier Avenue, Windsor, VT 05089
    1/2
    6

    $226,000

    Sold 08/07/26

    3
    Bedrooms
    2,088
    Square Feet
    0.11
    Acres

    4 Bavier Avenue, Windsor, VT 05089

    $275,000 | 42 Elm Street, Windsor, VT 05089
    1/18
    7

    $275,000

    Sold 06/09/25

    3
    Bedrooms
    1,264
    Square Feet
    0.37
    Acres

    42 Elm Street, Windsor, VT 05089

    $245,000 | 2125 Highway 5, Windsor, VT 05089
    1/28
    8

    $245,000

    Sold 06/02/25

    3
    Bedrooms
    1,654
    Square Feet
    0.34
    Acres

    2125 Highway 5, Windsor, VT 05089

    $395,900 | 58 Morningside Drive, Windsor, VT 05089
    1/29
    9

    $395,900

    Sold 11/13/25

    3
    Bedrooms
    1,680
    Square Feet
    0.96
    Acres

    58 Morningside Drive, Windsor, VT 05089

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    $1,512 per month

    30 year fixed, 6.55% Interest

    Principal and Interest

    $1,113

    Property Taxes

    $398

    HOA Dues

    $0

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    Property Information for 66 Union Street

    Property Details
    • Taxes: $4,781 / year
    • MLS Type: Residential / Single Family
    • County: Windsor County
    • Zoning: HDR
    Building Information
    • Stories: 1
    • Year Built: 1856
    • Lot Size: 0.08 AC / 3,484 SF
    Summary
    Location and General Information
    • City: Windsor
    • County: VT-Windsor
    • Directions: Please use GPS for directions,
    • Latitude: 43.478109570489501
    • Longitude: -72.395125728836078
    • Road Frontage: Yes
    • Seasonal: No
    • State: VT
    • Street Designation: Street
    • Zip Code: 05089
    Taxes and HOA Information
    • SPAN Number: 768-244-12839
    • Tax Year: 2025
    • Taxes TBD: No
    Parking
    • Garage: Yes
    • Garage Capacity: 1.00
    • Driveway: Paved
    Property
    Lot Information
    • Lot Features: Level
    • Lot Size Acres: 0.08
    • Road Frontage Length: 70.0
    • Total Finished Area: 1743.0
    • Above Grade Finished Area: 1743.0
    • 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: 780.0
    • BelowGradeUnfinishedAreaSource: Public Records
    • Lot Size Square Feet: 3485.0
    • Total Area: 2523.0
    Property and Assessments
    • Property Class: Residential
    • Property Type: Single Family
    • Flood Zone: No
    • PreConstruction: No
    • Surveyed: Yes
    • Year Built: 1856
    • School District: Windsor
    • High School: Windsor High School
    • Middle/Jr School: Windsor High School
    • Elementary School: State Street School
    Utilities
    • Electric: Circuit Breaker(s)
    • Sewer: Public
    • Water Source: Public
    • Utilities: None
    • Internet: High Speed Intrnt Avail
    Interior and Exterior Features
    Exterior Features
    • Construction Materials: Wood Frame
    • Roof: Metal
    Interior Features
    • Appliances: Dryer, Gas Range, Refrigerator, Washer
    • Basement: Yes
    • Basement Access Type: Interior
    • Basement Description: Full, Unfinished
    • Flooring: Carpet, Hardwood
    • Heating: Propane, Oil, Forced Air
    • Cooling: None
    • Total Stories: 1.75
    • Rooms Total: 6
    • Bathrooms Full: 1
    • Bathrooms Half: 0
    • Bathrooms One Quarter: 0
    • Bathrooms Three Quarter: 1
    • Bedrooms Total: 3
    • Bathrooms Total: 2

    Property History for 66 Union Street

    DateEvent & SourcePriceAppreciation
    Sep 2, 2025

    Sold

    New England Real Estate Network #5042811

    		$219,000—
    Jun 25, 2025

    Price Change

    New England Real Estate Network #5042811

    		$239,000—
    May 24, 2025

    Listed (Active)

    New England Real Estate Network #5042811

    		$255,000—
    DateEvent & SourcePrice
    09/02/2025

    Sold

    New England Real Estate Network #5042811

    $219,000
    06/25/2025

    Price Change

    New England Real Estate Network #5042811

    $239,000
    05/24/2025

    Listed (Active)

    New England Real Estate Network #5042811

    $255,000

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

    Public Records for 66 Union Street

    Taxable ValueLand$36,560Additions$158,130Total$194,690
    Tax Record2025$2,344 ($195 / month)
    Home Facts
    Beds3Baths2Total Finished SqFt1,365 SqFtAbove Grade Finished SqFt1,365 SqFtStories2Lot Size3,485 SqFtStyleSingle Family ResidenceYear Built1856Year Renovated1856ZoningHDCountyWINDSORAPN(244) 790066000

    Schools near 66 Union Street

    This home is within Mount Ascutney School District #86.
    Rating
    School
    Type
    Grades
    Distance
    Windsor School
    		Public - PK to 12
    Rating
    School
    Distance
    Windsor School
    PublicPK 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: 66 Union Street, Windsor, VT 05089
    $219,000
    3
    1,743
    3,484
    68 Union Street, Windsor, VT 05089
    –
    3
    2
    2,272
    11,761
    60 Union Street, Unit 62, Windsor, VT 05089
    $215,000
    –
    3
    4,176
    19,166
    60-62 Union Street, Windsor, VT 05089
    $70,199
    –
    3
    2,640
    19,166
    63 Union Street, Windsor, VT 05089
    $175,000
    –
    2
    2,160
    21,344
    70 Union Street, Windsor, VT 05089
    $225,000
    4
    2
    2,170
    12,632

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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 KW Vermont Woodstock

    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 12:27 PM