4380 Van Winkle Way, Deforest, WI 53532
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0.35 ACRES

4380 Van Winkle Way
Deforest, WI 53532

  • 4 Beds
  • 3.5 Baths
  • 2,821 sqft (on 0.35 acres)

$540,000

Est. Mortgage $3,463/mo*

$540,000

Est. Mortgage $3,463/mo*
4 Beds
3.5 Baths
2,821 sqft
(on 0.35 acres)

Local Information

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

Description

Welcome to this beautifully maintained 4 bedroom single-family home in the desirable Holland Fields subdivision of Windsor Town. Bright and inviting, this home offers a spacious layout filled with natural light and comfortable living areas perfect for everyday life and entertaining. The finished basement provides additional flexible space for a media room, home office, or play area. Step outside to a large backyard with lush green grass, ideal for relaxing, entertaining, or enjoying time outdoors. Move-in ready and full of charm, this home is one you won't want to miss!

Home Highlights

Parking
2 Car Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
$191
Listed
64 days ago

Home Details for 4380 Van Winkle Way

Active Status

MLS Status: Contingent

Interior Features

Interior Details
Basement: Full,Exposed,Full Size Windows,Finished,Sump PumpNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bathroom, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2821 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Range/Oven, Refrigerator, Dishwasher, Microwave, Disposal, Washer, Dryer, Water SoftenerDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Natural Gas,Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Windows, Doors, Floors & Walls
Window: Skylight(s)
Levels, Entrance, & Accessibility
Levels: Tri-Level

Exterior Features

Exterior Home Features
Patio / Porch: Deck
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: 2 Car,Attached,Garage Door Opener
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1517 Square FeetFinished Area (below surface): 1304 Square Feet

Days on Market

Days on Market: 64

Property Information

Year Built
Year Built: 2002
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Brick, StoneNot a New Construction
Property Information
Condition: 21+ YearsNot Included in Sale: Swing Set, Basketball Hoop.Included in Sale: Refrigerator, Stove, Microwave, Dishwasher, Washer, Dryer.Parcel Number: 091020365223

Price & Status

Price
List Price: $540,000Price Per Sqft: $191

Location

Direction & Address
City: DeforestCommunity: Holland Fields Lot 132
School Information
Elementary School: Eagle PointElementary School District: DeforestJr High / Middle School: DeforestJr High / Middle School District: DeforestHigh School: DeforestHigh School District: Deforest

Agent Information

Listing Agent
Listing ID: 2019840

Building

Building Area
Building Area: 2821 Square Feet

HOA

Association for this Listing: South Central Wisconsin MLS

Lot Information

Lot Area: 0.35 acres

Miscellaneous

BasementMls Number: 2019840Living Area Range: 2501-3000Living Area Range Units: Square FeetMunicipality: WindsorZillow Contingency Status: ContingentAttribution Contact: Pref: 608-527-0753Above Grade Unfinished Area: 1517

Additional Information

Source Internet Entire Listing Display
Last check for updates: about 20 hours ago
Listing courtesy of Marine Yoo, (608) 527-0753
Real Broker LLC
Amy Miller, (608) 206-6272
Real Broker LLC
Originating MLS: South Central Wisconsin MLS
Source: WIREX MLS, MLS#2019840
Also Listed on WIREX MLS, SCWMLS.

Market trends in Windsor

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
26

Price History for 4380 Van Winkle Way

DatePriceEventSource
04/24/2026$540,000ContingentWIREX MLS #2019840
04/20/2026$525,000Listed For SaleWIREX MLS #2019840
11/12/2007$245,500Sold
N/A
12/05/2005$194,400Sold
N/A

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Property Tax and Assessment

Year2024
Tax$5,833
Assessment$421,900
Home facts updated by county records

Comparable Sales for 4380 Van Winkle Way

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.09
Single-Family Home
$499,000
03/02/26
4
2.5
2,011
0.04
Single-Family Home
$480,000
01/16/26
3
2
2,492
0.10
Single-Family Home
$496,500
03/30/26
3
2.5
2,350
0.21
Single-Family Home
$525,000
06/13/25
4
3
2,616
0.23
Single-Family Home
$469,900
11/12/25
3
3.5
1,997
0.46
Single-Family Home
$587,000
05/28/26
4
3
2,736
0.66
Single-Family Home
$482,000
07/14/25
4
3.5
2,430
0.51
Single-Family Home
$415,000
08/08/25
5
3
3,339
0.60
Single-Family Home
$480,000
07/28/25
3
2.5
2,560

Nearby homes

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Assigned Schools

These are the assigned schools for 4380 Van Winkle Way.
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!!!"

LGBTQ Local Legal Protections

Marine Yoo, Real Broker LLC
Agent Phone: (608) 527-0753
Information is supplied by seller and other third parties and has not been verified. Copyright 2026 – WiREx – All Rights Reserved
4380 Van Winkle Way, Deforest, WI 53532 is a 4 bedroom, 4 bathroom, 2,821 sqft single-family home built in 2002. This property is currently available for sale and was listed by WIREX MLS on Apr 3, 2026. The MLS # for this home is MLS# 2019840.