4402 Crestway Dr, Windsor, WI 53598
OFF MARKET

$245,400

Trulia Estimate
  • 3 Beds
  • 1 Bath
  • 1,600 sqft

4402 Crestway Dr, Windsor, WI 53598

Est. Refi. Payment $1,654/mo*
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Home Value

Trulia Estimate
$245K
Since last month
Decreased$5K (-2%)
Since last year
Decreased$6K (-2.2%)
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 +72% in the last 10 years
MonthEstimated value
2026
August 2026$245K
August 2026$245K
July 2026$251K
June 2026$254K
May 2026$258K
April 2026$253K
March 2026$251K
February 2026$244K
January 2026$241K
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
0.17
Condo
$205,000
02/11/26
2
2
1,098
0.18
Condo
$205,900
10/01/25
2
2
1,098
0.19
Condo
$214,250
12/16/25
2
2
1,098
0.89
Condo
$500,000
09/12/25
3
2
1,827
0.97
Condo
$470,000
08/25/26
3
3
2,265
0.45
Condo
$575,000
11/10/25
3
3
3,010
0.95
Condo
$523,500
05/28/26
3
3
2,245
0.90
Condo
$455,000
07/24/26
3
3.5
2,350
1.00
Condo
$480,000
11/25/25
3
3
2,118
1.08
Condo
$275,000
07/20/26
3
2
1,092

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
0.07
$349,500
2
2
1,572
Off Market
0.07
$344,900
2
2
1,572
Off Market
0.08
$324,000
2
2
1,572
Off Market
0.10
$258,200
2
2
1,132
Off Market
0.11
$201,100
1
1
818
Off Market
0.12
$249,600
2
2
1,098
Off Market
0.12
$203,900
1
1
818
Off Market
0.12
$256,100
2
2
1,098
Off Market
0.13
$263,700
2
2
1,132
Off Market
0.13
$257,100
2
2
1,098
Off Market
0.13
$259,800
2
2
1,098
Off Market
0.13
$267,400
2
2
1,132
Off Market

Local Information

  • Map ViewExplore the area around 4402 Crestway Dr.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Condo
Built in 1973
1,600 sqft
$153/sqft
Garage

About this House

This condo is located at 4402 Crestway Dr, Windsor, WI. 4402 Crestway Dr is in Windsor, WI and in ZIP code 53598. This property has 3 bedrooms, 1 bathroom and approximately 1,600 sqft of floor space. This property has a lot size of 6970 sqft and was built in 1973.
4402 Crestway Dr, Windsor, WI 53598 is a 3 bedroom, 1 bathroom, 1,600 sqft condo built in 1973. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $245,400, with a rent estimate of $1,908/month.

Home Details for 4402 Crestway Dr

Interior Features

Interior Details
BasementAdditional StorageAtticNumber of Rooms: 6Types of Rooms: Family Room, Laundry Room, Recreation RoomStorageCeiling Fan
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Carpet, Linoleum Vinyl
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerRefrigeratorWasher
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: BrickGardenLawnPatioPorch
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1973
Property Type / Style
Property Type: CondoArchitecture: Ranch / Rambler

Community

Units in Building: 2

Lot Information

Lot Area: 6970 sqft

Price and Tax history

YearProperty taxTax assessment
2024
$3,400
$249,700
Home facts updated by county records

Market trends in Windsor

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
โ€”
Sale-to-List Price
โ€”
Price per sq ft
โ€”
Available listings
30
8
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 4402 Crestway Dr

  • What is 4402 Crestway Dr estimated to be worth?
    Trulia's estimated value for 4402 Crestway Dr in Windsor, WI is $245,400.
  • 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.
  • What are the closest schools to 4402 Crestway Dr?
    The closest schools to 4402 Crestway Dr in Windsor, WI are De Forest High School (rated 8/10), De Forest Middle School (rated 6/10), Harvest Intermediate School (Elementary, rated 8/10).
  • Does 4402 Crestway Dr have laundry facilities?
    Yes, 4402 Crestway Dr in Windsor, WI has in-unit laundry.

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