4477 Windsor Rd, Windsor, WI 53598
Property image
Property image
OFF MARKET

4477 Windsor Rd
Windsor, WI 53598

  • 4 Beds
  • 2 Baths
  • 1,764 sqft (on 0.50 acres)

$389,100

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $2,543/mo*

$389,100

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $2,543/mo*
4 Beds
2 Baths
1,764 sqft
(on 0.50 acres)

Home Value

Trulia Estimate
$389K
Since last month
Decreased$800 (-0.2%)
Since last year
Increased$14K (+3.8%)
Since last sale
Increased$114K (+41.5%)
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 +93% in the last 10 years
MonthEstimated value
2026
August 2026$389K
July 2026$390K
June 2026$397K
May 2026$404K
April 2026$397K
March 2026$391K
February 2026$383K
January 2026$367K
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
0.35
Single-Family Home
$367,500
06/04/26
3
1.5
1,484
0.12
Single-Family Home
$302,500
10/17/25
2
1.5
1,248
0.24
Single-Family Home
$525,000
06/26/26
4
3
2,574
0.31
Single-Family Home
$500,000
08/26/25
4
2
2,920
0.12
Single-Family Home
$395,000
11/17/25
2
1.5
1,206
0.19
Single-Family Home
$630,000
10/10/25
4
3
2,988
0.48
Single-Family Home
$420,000
06/16/26
3
2
1,972
0.29
Single-Family Home
$525,000
11/14/25
3
3
2,800
0.08
Single-Family Home
$274,500
02/03/26
2
1
768
0.24
Single-Family Home
$634,000
06/01/26
3
3
3,378

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
0.09
$409,200
3
2.5
1,763
Off Market
0.10
$399,000
3
3.5
2,131
Recently Sold
0.07
$292,200
2
1
1,088
Off Market
0.08
$274,500
2
1
768
Recently Sold
0.09
-
-
-
-
Off Market
0.09
-
-
-
-
Off Market
0.17
-
-
-
-
Off Market
0.17
-
-
-
-
Off Market
0.12
$395,000
2
1.5
1,206
Recently Sold
0.12
$311,400
2
1.5
1,248
Off Market
0.17
$438,000
3
2
1,756
Off Market

Local Information

  • Map ViewExplore the area around 4477 Windsor Rd.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1930
Lot Size
0.5 acres
Living Area
1,764 sqft
Price/Sqft
$221
Parking
Garage

About this House

A Diamond in the rough! Restore this beauty to her original magnificence! Gorgeous, original hardwood floors on both main level and upstairs. Located in the heart of Windsor but you'll have a taste of the country on this serenely beautiful, rare, half acre lot that backs up to a horse pasture. Second floor could be a mother-in-law suite with small kitchenette. There is no outside, separate entrance to the upstairs. The 2 bedrooms upstairs have walk-in closets, one closet is 5x10! So much potential!
4477 Windsor Rd, Windsor, WI 53598 is a 4 bedroom, 2 bathroom, 1,764 sqft single-family home built in 1930. It last sold for the $275,000 asking price on Oct 20, 2023. It is currently off market. The Trulia Estimate is $389,100, with a rent estimate of $2,654/month.
Last check for updates: about 1 hour ago
Listed by Danice Mobley
Real Broker LLC
Bought with: Matt Winzenried Real Estate Team, Realty Executives Cooper Spransy
Source: SCWMLS, MLS#1963001

Home Details for 4477 Windsor Rd

Interior Features

Interior Details
Basement: FullNumber of Rooms: 6Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 1764 Square Feet
Appliances & Utilities
Appliances: Washer, DryerDryerLaundry: Lower LevelWasher
Heating & Cooling
Heating: Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Fireplace: 1 fireplace, Wood BurningHas a Fireplace
Levels, Entrance, & Accessibility
Stories: 1.5Levels: One and One Half

Exterior Features

Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 2Parking: 2 car,Detached
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1764 Square Feet

Property Information

Year Built
Year Built: 1930
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod
Building
Construction Materials: Brick, Vinyl Siding
Property Information
Included in Sale: Refrigerator, stove, dishwasher, microwave, washer and dryerParcel Number: 091029386202

Price & Status

Price
List Price: $275,000
Status Change & Dates
Off Market Date: Wed Sep 06 2023

Active Status

MLS Status: Sold

Location

Direction & Address
City: Windsor
School Information
Elementary School: Call School DistrictElementary School District: DeForestJr High / Middle School: DeForestJr High / Middle School District: DeForestHigh School: DeForestHigh School District: DeForest

Building

Building Area
Building Area: 1764 Square Feet

Lot Information

Lot Area: 0.50 acres

Offer

Listing Terms: Arms Length

Miscellaneous

BasementMls Number: 1963001Attribution Contact: Pref: 608-235-7111Above Grade Unfinished Area: 1764

Price and Tax history

DateEventPrice
Oct 20, 2023
Source: SCWMLS #1963001
Sold
$275,000
Sep 11, 2023
Source: WIREX MLS #1963001
Contingent
$275,000
Sep 6, 2023
Source: WIREX MLS #1963001
Listed For Sale
$275,000

Market trends in Windsor

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
22
18
MoM

Around this home

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 30 Trulia users voted on each feature.
  • 97 % Say people would walk alone at night

  • 91 % Say parking is easy

  • 91 % Say car is needed

  • 90 % Say it's dog friendly

  • 82 % Say yards are well-kept

  • 82 % Say kids play outside

  • 76 % Say it's quiet

  • 70 % Say there's holiday spirit

  • 67 % Say neighbors are friendly

  • 61 % Say streets are well-lit

  • 58 % Say there are sidewalks

  • 48 % Say there are community events

  • 47 % Say there's wildlife

  • 37 % Say they plan to stay for at least 5 years

  • 28 % Say it's walkable to restaurants

  • 15 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Commuters use personal vehicles 100% of the time."
  • Ayang1127
    "Large yards, quiet neighbors, and minimal traffic streets. Dog park and trails near by too within walking distance "
  • Jmclain
    "Great place to raise a family. Safe at night. Good schools and friendly neighbors are a plus. Roads well maintained and a nice pArk nearby. "
  • Lmickeymouse1
    "this neighborhood isn't special, we live across from Windsor Breads. They like to park at the end of people's driveways, and it's hard to see around cars,alot of times customers block driveways. Windsor Breads, dont clear front for parking in the winter ,for there customers to park, it's very dangerous. "
  • Erv135xx
    "I lived here 40 plus year and.they have a nice 3 mile walking path along a check and woods very nice used a lot"
  • Kristen M.
    "Beautiful secluded quiet neighborhood close enough to highway 19 to get anywhere quickly but far enough off the beaten path to have only local traffic in the neighborhood."
  • Matthew
    "I have visited family in the area numerous times and we love it!!!"

LGBTQ Local Legal Protections

Frequently asked questions about 4477 Windsor Rd

  • What is 4477 Windsor Rd estimated to be worth?
    Trulia's estimated value for 4477 Windsor Rd is $389,100.
  • What is the price history for 4477 Windsor Rd?
    4477 Windsor Rd last sold for $275,000 in October 2023.
  • Is Windsor a buyer's or seller's market?
    Windsor is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Windsor?
    Residents describe Windsor, WI as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Windsor, WI.
  • Does 4477 Windsor Rd have air conditioning?
    Yes, 4477 Windsor Rd has air conditioning.
  • Does 4477 Windsor Rd have laundry facilities?
    Yes, 4477 Windsor Rd has in-unit laundry.

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