Listed by Katie Ladue Gilbert, KW Vermont Woodstock, (802) 654-8500 . Bought with KW Vermont Woodstock
$226,600
3 Beds
2 Baths
1,743 sqft
66 Union Street, Windsor, VT 05089
Est. Refi. Payment $1,662/mo*
Refinance Your HomeCurrently Off Market - Sold Sep 2, 2025 for $219,000
Home Value
Trulia Estimate
$227KSince last month
Increased$600 (+0.3%)Since last year
Increased$7K (+3.2%)Since last sale
Increased$8K (+3.6%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +83% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $227K |
| August 2026 | $226K |
| July 2026 | $226K |
| June 2026 | $225K |
| May 2026 | $225K |
| April 2026 | $225K |
| March 2026 | $225K |
| February 2026 | $226K |
| January 2026 | $223K |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.12 | Single-Family Home | $271,000 | 11/13/25 | 3 | 1.5 | 1,320 | |
0.28 | Single-Family Home | $215,000 | 10/06/25 | 3 | 1.5 | 1,900 | |
0.04 | Single-Family Home | $319,000 | 07/23/26 | 4 | 2 | 2,142 | |
0.11 | Single-Family Home | $60,000 | 12/18/25 | 3 | 1 | 1,392 | |
0.26 | Single-Family Home | $259,000 | 05/01/26 | 3 | 1 | 1,176 | |
0.52 | Single-Family Home | $226,000 | 08/07/26 | 3 | 1 | 2,088 | |
0.60 | Single-Family Home | $165,000 | 01/23/26 | 3 | 1 | 1,602 | |
0.47 | Single-Family Home | $256,500 | 11/14/25 | 3 | 1 | 1,232 | |
0.51 | Single-Family Home | $315,000 | 11/21/25 | 2 | 1.5 | 1,649 | |
0.28 | Single-Family Home | $565,000 | 08/17/26 | 3 | 3 | 2,368 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.04 | $319,000 | 4 | 2 | 2,142 | Recently Sold | |
0.04 | $238,400 | 2 | 2 | 1,665 | Off Market | |
0.09 | $381,400 | 4 | 3 | 1,998 | Off Market | |
0.12 | $278,700 | 3 | 1.5 | 1,320 | Off Market | |
0.15 | $280,000 | 4 | 2 | 3,266 | Off Market | |
0.20 | $181,700 | 2 | 1 | 1,115 | Off Market | |
0.21 | $302,900 | 3 | 1.5 | 1,606 | Off Market | |
0.21 | $314,300 | 3 | 1.5 | 1,364 | Off Market | |
0.23 | $365,300 | 4 | 4.5 | 3,990 | Off Market | |
0.26 | $330,600 | 4 | 1.5 | 1,800 | Off Market | |
0.24 | $125,200 | 3 | 1 | 1,523 | Off Market |
Local Information
- Map ViewExplore the area around 66 Union Street.
- Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Single-Family Home
Built in 1856
1,743 sqft
$130/sqft
Garage
About this House
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.
66 Union Street, Windsor, VT 05089 is a 3 bedroom, 2 bathroom, 1,743 sqft single-family home built in 1856. It last sold for $219,000 on Sep 2, 2025 (8% below the $239,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $226,600, with a rent estimate of $2,830/month.
Home Details for 66 Union Street
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MLS Status: Closed |
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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 |
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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 |
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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 |
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Price List Price: $239,000 |
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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 |
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Building Area Building Area: 2523 Square Feet |
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Lot Area: 3485 sqft |
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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 and Tax history
| Date | Event | Price |
|---|---|---|
Sep 2, 2025 Source: PrimeMLS #5042811 | Sold | $219,000 |
Jun 25, 2025 Source: PrimeMLS #5042811 | PriceChange | $239,000 Price decreased by 6% |
May 24, 2025 Source: PrimeMLS #5042811 | Listed For Sale | $255,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $5,009 | $194,690 |
Home facts updated by county records
Market trends in Windsor
Last updated August 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
9
3MoM
Around this home
- Albert Bridge School (West Windsor)
- PK-6
- Public
- 68 Students
NAGreatSchools RatingParent Rating Average
No reviews available for this school. - Windsor School
- PK-12
- Public
- 572 Students
4/10GreatSchools RatingParent Rating AverageNo reviews available for this school.
What Locals Say about Windsor
At least 10 Trulia users voted on each feature.
100 % Say it's dog friendly
92 % Say yards are well-kept
91 % Say it's walkable to grocery stores
83 % Say car is needed
80 % Say it's walkable to restaurants
69 % Say people would walk alone at night
64 % Say there's holiday spirit
64 % Say kids play outside
64 % Say there are sidewalks
64 % Say streets are well-lit
60 % Say there's wildlife
60 % Say parking is easy
58 % Say it's quiet
52 % Say neighbors are friendly
36 % Say they plan to stay for at least 5 years
20 % Say there are community events
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
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 2026-09-21 16:13:51 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.
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.
Frequently asked questions about 66 Union Street
- What is 66 Union Street estimated to be worth?Trulia's estimated value for 66 Union Street in Windsor, VT is $226,600.
- What is the price history for 66 Union Street?66 Union Street in Windsor, VT last sold for $219,000 in September 2025.
- Is Windsor a buyer's or seller's market?Windsor is currently a buyer's market, based on recent for-sale activity.
- What do residents say about Windsor?Residents describe Windsor, VT as dog-friendly, well-kept, and walkable to grocery stores. See recently sold homes in Windsor, VT.
- Does 66 Union Street have laundry facilities?Yes, 66 Union Street in Windsor, VT has in-unit laundry.
- How big is the lot at 66 Union Street?The lot at 66 Union Street in Windsor, VT is about 0.08 acres (3,485 sq ft).
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