66 Union Street, Windsor, VT 05089
SOLD
SEP 2, 2025
Listed by Katie Ladue Gilbert, KW Vermont Woodstock, (802) 654-8500 . Bought with KW Vermont Woodstock

66 Union Street
Windsor, VT 05089

  • 3 Beds
  • 2 Baths
  • 1,743 sqft

$219,000

Last Sold: Sep 2, 2025
8% below list $239K
$126/sqft

$219,000

Last Sold: Sep 2, 2025
8% below list $239K
$126/sqft
3 Beds
2 Baths
1,743 sqft

Homes for sale near 66 Union Street

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Apartments for Rent

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Local Information

Map showing home location
© Google
-- mins to
Commute Destination
Last check for updates: about 1 hour ago
Listed by Katie Ladue Gilbert
KW Vermont Woodstock, (802) 654-8500
Bought with: Chelsea D Bevis, KW Vermont Woodstock, (802) 654-8500
Source: PrimeMLS, MLS#5042811

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from September 04, 2025

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
$126/sqft
Listed
180+ days ago

Home Details for 66 Union Street

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Full,Unfinished,Interior EntryNumber of Rooms: 6
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (three quarters): 1
Dimensions and Layout
Living Area: 1743 Square Feet
Appliances & Utilities
Utilities: NoneAppliances: Dryer, Gas Range, Refrigerator, WasherDryerRefrigeratorWasher
Heating & Cooling
Heating: Propane,Oil,Forced AirNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Propane
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Flooring: Carpet, Hardwood
Levels, Entrance, & Accessibility
Stories: 1.75Levels: 1.75Floors: Carpet, Hardwood
View
No View

Exterior Features

Exterior Home Features
Roof: MetalFoundation: Concrete
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1Has a GarageParking Spaces: 1Parking: Paved
Frontage
Road Frontage: PublicRoad Surface Type: Paved
Water & Sewer
Sewer: Public Sewer
Farm & Range
Frontage Length: Road frontage: 70
Finished Area
Finished Area (above surface): 1743 Square Feet

Property Information

Year Built
Year Built: 1856
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: New Englander
Building
Construction Materials: Wood FrameNot a New Construction

Price & Status

Price
List Price: $239,000Price Per Sqft: $126/sqft

Location

Direction & Address
City: Windsor
School Information
Elementary School: State Street SchoolElementary School District: WindsorJr High / Middle School: Windsor High SchoolJr High / Middle School District: WindsorHigh School: Windsor High SchoolHigh School District: Windsor

Building

Building Area
Building Area: 2523 Square Feet

Lot Information

Lot Area: 3485 sqft

Miscellaneous

BasementMls Number: 5042811Attribution Contact: Cell: 802-299-7522Above Grade Unfinished Area: 1743Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 780Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Price History for 66 Union Street

DatePriceEventSource
09/02/2025$219,000Sold
PrimeMLS #5042811
06/25/2025$239,000PriceChange
PrimeMLS #5042811
05/24/2025$255,000Listed For SalePrimeMLS #5042811
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Property Tax and Assessment

Year2024
Tax
Assessment$194,690
Home facts updated by county records

Comparable Sales for 66 Union Street

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
10 McKenzie Drive, Windsor, VT
0.12
Single-Family Home
$271,000
11/13/25
3
1.5
1,320
31 Maple Street, Windsor, VT
0.28
Single-Family Home
$215,000
10/06/25
3
1.5
1,900
3 Fitch Court, Windsor, VT
0.04
Single-Family Home
$229,000
06/25/25
2
2
1,665
32 Clough Avenue, Windsor, VT
0.21
Single-Family Home
$292,500
08/28/25
3
1.5
1,606
5 Clough Avenue, Windsor, VT
0.11
Single-Family Home
$60,000
12/18/25
3
1
1,392
3 Cherry Street, Windsor, VT
0.26
Single-Family Home
$259,000
05/01/26
3
1
1,176
32 Ascutney Street, Windsor, VT
0.09
Single-Family Home
$365,000
05/15/25
4
3
1,998
68 Jarvis Street, Windsor, VT
0.60
Single-Family Home
$165,000
01/23/26
3
1
1,602

Assigned Schools

These are the assigned schools for 66 Union Street.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Windsor

At least 9 Trulia users voted on each feature.

  • 100 % Say it's dog friendly

  • 92 % Say yards are well-kept

  • 90 % Say it's walkable to grocery stores

  • 83 % Say car is needed

  • 78 % Say it's walkable to restaurants

  • 67 % Say parking is easy

  • 67 % Say people would walk alone at night

  • 64 % Say streets are well-lit

  • 64 % Say it's quiet

  • 64 % Say there are sidewalks

  • 64 % Say kids play outside

  • 60 % Say there's holiday spirit

  • 60 % Say there's wildlife

  • 52 % Say neighbors are friendly

  • 36 % Say they plan to stay for at least 5 years

  • 20 % Say there are community events

Learn more about our methodology.
  • Brianna W.
    "It’s small but fun. It’s got a local salon, pizza chef, and a hospital, fire/police department, and a school all within a mile of each other."
    0
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Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display 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 2026-05-09 05:44:33 PDT.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.

Homes for rent near 66 Union Street

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Off Market Homes Near 66 Union Street

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66 Union Street, Windsor, VT 05089 is a 3 bedroom, 2 bathroom, 1,743 sqft single-family home built in 1856. This property is not currently available for sale. 66 Union Street was last sold on Sep 2, 2025 for $219,000 (8% lower than the asking price of $239,000). The current Trulia Estimate for 66 Union Street is $225,000.