5 Cherry St, Windsor, VT 05089
Property image
Property image
OFF MARKET

5 Cherry St
Windsor, VT 05089

  • 4 Beds
  • 1.5 Baths
  • 1,808 sqft (on 0.36 acres)

$385,900

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $2,031/mo*

$385,900

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $2,031/mo*
4 Beds
1.5 Baths
1,808 sqft
(on 0.36 acres)

Local Information

  • Map ViewExplore the area around 5 Cherry St.
  • Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1937
Lot Size
0.36 acres
Living Area
1,808 sqft
Price/Sqft
$213
Parking
Garage

About this House

This single-family home is located at 5 Cherry St, Windsor, VT. 5 Cherry St is in Windsor, VT and in ZIP code 05089. This property has 4 bedrooms, 2 bathrooms and approximately 1,808 sqft of floor space. This property has a lot size of 0.36 acres and was built in 1937.
5 Cherry St, Windsor, VT 05089 is a 4 bedroom, 2 bathroom, 1,808 sqft single-family home built in 1937. It last sold for $214,900 on Nov 6, 2017. It is currently off market. The Trulia Estimate is $385,900, with a rent estimate of $2,932/month.

Home Details for 5 Cherry St

Interior Features

Heating & Cooling
Heating: Baseboard, Oil, Wood PelletHeating Fuel: Baseboard
Interior Details
Types of Rooms: Walk In Closet, Dining Room, Library, Sun Room
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Tile, Hardwood

Property Information

Year Built
Year Built: 1937
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
DeckExterior: WoodGarden
Parking & Garage
GarageParking: Garage Detached

Lot Information

Lot Area: 0.36 acres

Price History for 5 Cherry St

DatePriceEventSource
11/06/2017$214,900Sold
PrimeMLS #4647842
08/05/2017$214,900PendingAgent Provided
07/18/2017$214,900PriceChange
Agent Provided
05/02/2017$225,000Listed For SaleAgent Provided

Market trends in Windsor

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
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Property Tax and Assessment

Year2024
Tax
Assessment$290,170
Home facts updated by county records

Comparable Sales for 5 Cherry St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.28
Single-Family Home
$292,500
08/28/25
3
1.5
1,606
0.03
Single-Family Home
$259,000
05/01/26
3
1
1,176
0.26
Single-Family Home
$319,000
07/23/26
4
2
2,142
0.47
Single-Family Home
$215,000
10/06/25
3
1.5
1,900
0.22
Single-Family Home
$315,000
11/21/25
2
1.5
1,649
0.20
Single-Family Home
$256,500
11/14/25
3
1
1,232
0.29
Single-Family Home
$219,000
09/02/25
3
2
1,743
0.24
Single-Family Home
$200,000
08/27/25
2
1
786
0.34
Single-Family Home
$271,000
11/13/25
3
1.5
1,320
0.97
Single-Family Home
$200,001
08/28/25
4
1.5
2,310

Nearby homes

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Assigned Schools

These are the assigned schools for 5 Cherry St.

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.
  • 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."

LGBTQ Local Legal Protections

Homes for sale near 5 Cherry St

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Off Market Homes Near 5 Cherry St

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Frequently asked questions about 5 Cherry St

  • What is 5 Cherry St estimated to be worth?
    Trulia's estimated value for 5 Cherry St in Windsor, VT is $385,900.
  • What is the price history for 5 Cherry St?
    5 Cherry St in Windsor, VT last sold for $214,900 in November 2017.
  • 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 5 Cherry St have laundry facilities?
    Yes, 5 Cherry St in Windsor, VT has in-unit laundry.
  • How big is the lot at 5 Cherry St?
    The lot at 5 Cherry St in Windsor, VT is about 0.36 acres (15,682 sq ft).