4477 Windsor Road, Windsor, WI 53598
OFF MARKET

4477 Windsor Road
Windsor, WI 53598

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

$404,600

Trulia Estimate
as of May 17, 2026
Est. Refi. Payment $2,616/mo*

$404,600

Trulia Estimate
as of May 17, 2026
Est. Refi. Payment $2,616/mo*
4 Beds
2 Baths
1,764 sqft
(on 0.50 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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!
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 January 04, 2024

Home Highlights

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

Home Details for 4477 Windsor Road

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: FullNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bathroom, Kitchen, Living Room, Office
Beds & Baths
Number of Bedrooms: 4Main Level Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1764 Square Feet
Appliances & Utilities
Appliances: Range/Oven, Refrigerator, Dishwasher, Washer, DryerDishwasherDryerRefrigeratorWasher
Heating & Cooling
Heating: Natural Gas,Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Windows, Doors, Floors & Walls
Flooring: Wood or Sim.Wood Floors
Levels, Entrance, & Accessibility
Stories: 1Levels: One and One HalfFloors: Wood Or Sim Wood Floors

Exterior Features

Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageParking 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: Vinyl Siding, BrickNot a New Construction
Property Information
Condition: 21+ YearsIncluded in Sale: Refrigerator, Stove, Dishwasher, Microwave, Washer And DryerParcel Number: 091029386202

Price & Status

Price
List Price: $275,000

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

HOA

Association for this Listing: South Central Wisconsin MLS

Lot Information

Lot Area: 0.50 acres

Listing Info

Special Conditions: Arms Length

Miscellaneous

BasementMls Number: 1963001Living Area Range: 1751-2000Living Area Range Units: Square FeetMunicipality: WindsorAttribution Contact: Pref: 608-235-7111Above Grade Unfinished Area: 1764
Last check for updates: about 6 hours ago
Listed by Danice Mobley, (608) 235-7111
Real Broker LLC
Bought with: Matt Winzenried Real Estate Team
Originating MLS: South Central Wisconsin MLS
Source: WIREX MLS, MLS#1963001

Price History for 4477 Windsor Road

DatePriceEventSource
10/20/2023$275,000Sold
WIREX MLS #1963001
09/11/2023$275,000ContingentWIREX MLS #1963001
09/06/2023$275,000Listed For SaleWIREX MLS #1963001
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Property Tax and Assessment

Year2024
Tax$5,756
Assessment$398,300
Home facts updated by county records

Comparable Sales for 4477 Windsor Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.12
Single-Family Home
$302,500
10/15/25
2
1.5
1,248
0.32
Single-Family Home
$443,600
05/23/25
4
3
2,050
0.31
Single-Family Home
$500,000
08/22/25
4
2
2,920
0.27
Single-Family Home
$415,000
08/08/25
5
3
3,339
0.24
Single-Family Home
$480,000
07/28/25
3
2.5
2,560
0.12
Single-Family Home
$395,000
11/17/25
2
1.5
1,206
0.19
Single-Family Home
$630,000
10/09/25
4
3
2,988
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
0.47
Single-Family Home
$545,000
04/13/26
3
2
1,950

Assigned Schools

These are the assigned schools for 4477 Windsor Road.
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 29 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

  • 66 % Say neighbors are friendly

  • 59 % Say streets are well-lit

  • 57 % Say there are sidewalks

  • 48 % Say there are community events

  • 45 % Say there's wildlife

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

  • 26 % Say it's walkable to restaurants

  • 15 % Say it's walkable to grocery stores

Learn more about our methodology.
  • 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!!!"

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Homes for sale near 4477 Windsor Road

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Homes for rent near 4477 Windsor Road

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Off Market Homes Near 4477 Windsor Road

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4477 Windsor Road, Windsor, WI 53598 is a 4 bedroom, 2 bathroom, 1,764 sqft single-family home built in 1930. This property is not currently available for sale. 4477 Windsor Road was last sold on Oct 20, 2023 for $275,000 (0% higher than the asking price of $275,000). The current Trulia Estimate for 4477 Windsor Road is $404,600.