4383 Windsor Rd, Windsor, WI 53598
OFF MARKET

4383 Windsor Rd
Windsor, WI 53598

  • 4 Beds
  • 1 Bath
  • 2,016 sqft

$426,100

Trulia Estimate
as of May 23, 2026
Est. Refi. Payment $2,747/mo*

$426,100

Trulia Estimate
as of May 23, 2026
Est. Refi. Payment $2,747/mo*
4 Beds
1 Bath
2,016 sqft

Local Information

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

Description

CONTACT SELLER FOR SHOWINGS: JOHN (608) 212-3695. VERY MOTIVATED SELLERS. ALL OFFERS CONSIDERED. Move in ready Victorian home on 3/4 acre lot in the heart of Windsor! Short commute to Madison, top rated schools! Details include: all original woodwork, (never painted), maple flooring, lead & stained glass windows, chandeliers and staircase with carved wood rail. Many updates include kitchen cabinets & appliances, roof, water heater, furnace, chimney & liner, windows, carpet and deck! "L" shaped lot offers many possibilites. 2 Car gar plus workshop and loft in the carriage house. Basment is clean and dry!
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.

Home Highlights

Parking
No Info
Outdoor
No Info
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 4383 Windsor Rd

Property Information

Year Built
Year Built: 1911
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 88 sqft

Price History for 4383 Windsor Rd

DatePriceEventSource
08/18/2011$224,900ListingRemovedAgent Provided
03/21/2011$186,500Sold
N/A
12/19/2010$224,900PriceChange
Agent Provided
11/14/2010$249,000Listed For SaleAgent Provided
10/09/2010$264,700ListingRemovedAgent Provided
06/27/2010$264,700PriceChange
Agent Provided
03/20/2010$274,900Listed For SaleAgent Provided
06/20/1995$122,500Sold
N/A
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Property Tax and Assessment

Year2024
Tax$5,517
Assessment$381,400
Home facts updated by county records

Comparable Sales for 4383 Windsor Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.13
Single-Family Home
$500,000
08/22/25
4
2
2,920
0.17
Single-Family Home
$545,000
04/13/26
3
2
1,950
0.31
Single-Family Home
$274,500
02/03/26
2
1
768
0.09
Single-Family Home
$510,000
08/13/25
5
3.5
2,834
0.20
Single-Family Home
$415,000
08/08/25
5
3
3,339
0.30
Single-Family Home
$444,000
08/29/25
3
2.5
1,917
0.23
Single-Family Home
$530,000
07/29/25
4
3
3,095
0.27
Single-Family Home
$649,900
03/11/26
4
2.5
2,938
0.32
Single-Family Home
$515,000
09/18/25
4
3
3,096
0.31
Single-Family Home
$675,000
04/17/26
4
3
2,656

Nearby homes

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Assigned Schools

These are the assigned schools for 4383 Windsor Rd.
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

Sourced by Trulia users. 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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4383 Windsor Rd, Windsor, WI 53598 is a 4 bedroom, 1 bathroom, 2,016 sqft single-family home built in 1911. This property is not currently available for sale. 4383 Windsor Rd was last sold on Mar 21, 2011 for $186,500. The current Trulia Estimate for 4383 Windsor Rd is $426,100.