54 Hillside Drive, Windsor, VT 05089
OFF MARKET
Listed by Katie Ladue Gilbert, KW Vermont Woodstock, (802) 654-8500 . Bought with KW Vermont Woodstock

54 Hillside Drive
Windsor, VT 05089

  • 3 Beds
  • 1 Bath
  • 1,300 sqft (on 0.30 acres)

$263,300

Trulia Estimate
as of May 16, 2026
Est. Refi. Payment $1,809/mo*
Refinance Your Home

$263,300

Trulia Estimate
as of May 16, 2026
Est. Refi. Payment $1,809/mo*
Refinance Your Home
3 Beds
1 Bath
1,300 sqft
(on 0.30 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination
Last check for updates: about 3 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

Description

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!
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 December 02, 2024

Home Highlights

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

Home Details for 54 Hillside Drive

Active Status

MLS Status: Closed

Interior Features

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

Exterior Features

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

Property Information

Year Built
Year Built: 1957
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Wood FrameNot a New Construction

Price & Status

Price
List Price: $255,000

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: 1600 Square Feet

Lot Information

Lot Area: 0.30 acres

Miscellaneous

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 History for 54 Hillside Drive

DatePriceEventSource
11/27/2024$253,000Sold
PrimeMLS #5019305
10/20/2024$255,000Listed For SalePrimeMLS #5019305
12/14/2020$160,000Sold
N/A
09/11/2018$53,793Sold
N/A
11/29/2016$129,500ListingRemovedAgent Provided
06/27/2016$129,500PriceChange
Agent Provided
01/29/2016$139,500PriceChange
Agent Provided
12/02/2015$142,500Listed For SaleAgent Provided
12/04/2001$80,000Sold
N/A
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2024
Tax
Assessment$187,060
Home facts updated by county records

Comparable Sales for 54 Hillside Drive

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
255 Channing Drive, Windsor, VT
1.15
Single-Family Home
$350,000
08/29/25
3
2
1,196
205 Channing Drive, Windsor, VT
1.20
Single-Family Home
$310,000
09/05/25
2
1.5
1,391
16 NH Route 12A, Cornish, NH
1.01
Single-Family Home
$275,000
01/22/26
3
1.5
1,398
1507 Rte 12A, Plainfield, NH
1.09
Single-Family Home
$380,000
03/13/26
2
1.5
1,156
473 Taylor Drive, Windsor, VT
1.08
Single-Family Home
$426,000
01/23/26
4
2.5
1,832
1471 County Road, Windsor, VT
1.02
Single-Family Home
$290,000
08/25/25
4
2.5
2,196
223 Taylor Drive, Windsor, VT
0.87
Single-Family Home
$530,000
04/03/26
4
2.5
2,468
2505 County Road, Windsor, VT
1.37
Single-Family Home
$299,000
09/30/25
2
1
1,332
2545 County Road, Windsor, VT
1.41
Single-Family Home
$230,000
11/24/25
3
2
2,289
672 County Road, Windsor, VT
1.39
Single-Family Home
$340,000
09/05/25
3
2
1,500

Assigned Schools

These are the assigned schools for 54 Hillside Drive.
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
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Homes for sale near 54 Hillside Drive

Skip to last item
Skip to first item
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 2026-05-16 06:12:10 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 54 Hillside Drive

Skip to last item
  • Results are loading
Skip to first item

Off Market Homes Near 54 Hillside Drive

Skip to last item
Skip to first item
54 Hillside Drive, Windsor, VT 05089 is a 3 bedroom, 1 bathroom, 1,300 sqft single-family home built in 1957. This property is not currently available for sale. 54 Hillside Drive was last sold on Nov 27, 2024 for $253,000 (1% lower than the asking price of $255,000). The current Trulia Estimate for 54 Hillside Drive is $263,300.