54 Hillside Drive
Windsor, VT 05089
3 Beds
1 Bath
1,300 sqft (on 0.30 acres)
$276,000
as of Aug 19, 2026
$276,000
as of Aug 19, 2026
3 Beds
1 Bath
1,300 sqft
(on 0.30 acres)
Home Value
Trulia Estimate
$276KSince last month
Increased$400 (+0.1%)Since last year
Increased$11K (+4.3%)Since last sale
Increased$23K (+9.1%)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 +117% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $276K |
| July 2026 | $276K |
| June 2026 | $270K |
| May 2026 | $264K |
| April 2026 | $262K |
| March 2026 | $267K |
| February 2026 | $268K |
| January 2026 | $262K |
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 |
|---|---|---|---|---|---|---|---|
1.15 | Single-Family Home | $350,000 | 08/29/25 | 3 | 2 | 1,196 | |
1.20 | Single-Family Home | $310,000 | 09/05/25 | 2 | 1.5 | 1,391 | |
1.01 | Single-Family Home | $275,000 | 01/22/26 | 3 | 1.5 | 1,398 | |
1.09 | Single-Family Home | $380,000 | 03/13/26 | 2 | 1.5 | 1,156 | |
1.08 | Single-Family Home | $426,000 | 01/23/26 | 4 | 2.5 | 1,832 | |
1.02 | Single-Family Home | $290,000 | 08/25/25 | 4 | 2.5 | 2,196 | |
0.87 | Single-Family Home | $530,000 | 04/03/26 | 4 | 2.5 | 2,468 | |
1.37 | Single-Family Home | $299,000 | 09/30/25 | 2 | 1 | 1,332 | |
1.41 | Single-Family Home | $230,000 | 11/24/25 | 3 | 2 | 2,289 | |
1.39 | Single-Family Home | $340,000 | 09/05/25 | 3 | 2 | 1,500 |
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 |
|---|---|---|---|---|---|---|
0.08 | $493,400 | 4 | 2.5 | 2,688 | Off Market | |
0.43 | - | - | - | - | Off Market | |
0.42 | $351,900 | 3 | 2 | 1,700 | Off Market | |
0.55 | $1,249,000 | - | - | - | For Sale | |
0.65 | $745,400 | 3 | 1 | 2,557 | Off Market | |
0.70 | $376,800 | 8 | 4 | 5,088 | Off Market | |
0.78 | $567,100 | 4 | 2 | 3,094 | Off Market | |
0.78 | - | 5 | 4 | 5,518 | Off Market | |
0.82 | $90,000 | - | - | - | Recently Sold | |
0.87 | $530,000 | 4 | 2.5 | 2,468 | Recently Sold | |
1.00 | $720,200 | 5 | 2.5 | 3,632 | Off Market |
Local Information
- Map ViewExplore the area around 54 Hillside Drive.
- Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1957
Lot Size
0.3 acres
Living Area
1,300 sqft
Price/Sqft
$212
Parking
Garage
Last check for updates: about 9 hours 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#5019305
About this House
Nestled just off the main road, this charming split-level home offers the perfect blend of privacy and convenience. Located just moments from town, you'll enjoy the peaceful setting without sacrificing easy access to local amenities. The inviting living room features a large picture window, filling the space with natural light. The adjacent kitchen includes a cozy dining area, ideal for family meals. Just a few steps up, you’ll find three comfortably sized bedrooms and a full bath. The partially finished basement presents an excellent opportunity for a future rec room, home office, or gym. Outdoors, the home boasts spacious front and side yards, perfect for gardening, entertaining, or simply relaxing in your own serene environment. Whether you're starting a new chapter or looking to expand, this home offers the potential to customize and make it your own. Don't miss out on this perfect blend of privacy and proximity!
54 Hillside Drive, Windsor, VT 05089 is a 3 bedroom, 1 bathroom, 1,300 sqft single-family home built in 1957. It last sold for $253,000 on Nov 27, 2024 (1% below the $255,000 asking price). It is currently off market. The Trulia Estimate is $276,000, with a rent estimate of $2,607/month.
Home Details for 54 Hillside Drive
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MLS Status: Closed |
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Interior Details Basement: Full,Partially Finished,Interior EntryNumber of Rooms: 6 |
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 1Number of Bathrooms (full): 1 |
Dimensions and Layout Living Area: 1300 Square Feet |
Appliances & Utilities Utilities: NoneAppliances: Dishwasher, Dryer, Gas Range, Refrigerator, WasherDishwasherDryerLaundry: In BasementRefrigeratorWasher |
Heating & Cooling Heating: Oil,Baseboard,Hot WaterNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Oil |
Gas & Electric Electric: Circuit Breakers |
Windows, Doors, Floors & Walls Flooring: Hardwood, Vinyl |
Levels, Entrance, & Accessibility Stories: 1.75Levels: 1.75, Split LevelFloors: Hardwood, Vinyl |
View No View |
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Exterior Home Features Roof: Asphalt ShingleFencing: PartialExterior: Deck, Garden, Natural ShadeFoundation: Block, ConcreteGarden |
Parking & Garage Number of Garage Spaces: 1Number of Covered Spaces: 1Has a GarageParking Spaces: 1Parking: Dirt |
Frontage Road Frontage: Public |
Water & Sewer Sewer: Septic Tank |
Farm & Range Frontage Length: Road frontage: 50 |
Finished Area Finished Area (above surface): 1000 Square FeetFinished Area (below surface): 300 Square Feet |
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Year Built Year Built: 1957 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence |
Building Construction Materials: Wood FrameNot a New Construction |
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Price List Price: $255,000 |
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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: 1600 Square Feet |
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Lot Area: 0.30 acres |
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BasementMls Number: 5019305Attribution Contact: Cell: 802-299-7522Above Grade Unfinished Area: 1000Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 300Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Nov 27, 2024 Source: PrimeMLS #5019305 | Sold | $253,000 |
Oct 20, 2024 Source: PrimeMLS #5019305 | Listed For Sale | $255,000 |
Dec 14, 2020 Source: N/A | Sold | $160,000 |
Sep 11, 2018 Source: N/A | Sold | $53,793 |
Nov 29, 2016 Source: Agent Provided | ListingRemoved | $129,500 |
Jun 27, 2016 Source: Agent Provided | PriceChange | $129,500 Price decreased by 7% |
Jan 29, 2016 Source: Agent Provided | PriceChange | $139,500 Price decreased by 2% |
Dec 2, 2015 Source: Agent Provided | Listed For Sale | $142,500 |
Dec 4, 2001 Source: N/A | Sold | $80,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2024 | Unavailable | $187,060 |
Home facts updated by county records
Market trends in Windsor
Last updated July 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
6
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
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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 2026-08-19 00:54:39 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 54 Hillside Drive
- What is 54 Hillside Drive estimated to be worth?Trulia's estimated value for 54 Hillside Drive in Windsor, VT is $276,000.
- What is the price history for 54 Hillside Drive?54 Hillside Drive in Windsor, VT last sold for $253,000 in November 2024.
- 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 54 Hillside Drive have laundry facilities?Yes, 54 Hillside Drive in Windsor, VT has in-unit laundry.
- How big is the lot at 54 Hillside Drive?The lot at 54 Hillside Drive in Windsor, VT is about 0.30 acres (13,068 sq ft).
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