Would people walk alone at night in Windsor, WI?

As of early 2026, 97% of users say people would walk alone at night

Is parking easy in Windsor, WI?

As of early 2026, 91% of users say parking is easy

Is a car needed in Windsor, WI?

As of early 2026, 91% of users say car is needed

Is Windsor, WI dog-friendly?

As of early 2026, 90% of users say it's dog friendly

Are yards well-kept in Windsor, WI?

As of early 2026, 82% of users say yards are well-kept

Do kids play outside in Windsor, WI?

As of early 2026, 82% of users say kids play outside

Is Windsor, WI quiet?

As of early 2026, 76% of users say it's quiet

Does Windsor, WI show holiday spirit?

As of early 2026, 70% of users say there's holiday spirit

Are neighbors friendly in Windsor, WI?

As of early 2026, 67% of users say neighbors are friendly

Are the streets well-lit in Windsor, WI?

As of early 2026, 61% of users say streets are well-lit

Does Windsor, WI have sidewalks?

As of early 2026, 58% of users say there are sidewalks

Are there community events in Windsor, WI?

As of early 2026, 48% of users say there are community events

Is there wildlife in Windsor, WI?

As of early 2026, 47% of users say there's wildlife

Do residents of Windsor, WI plan to stay at least 5 years?

As of early 2026, 37% of users say they plan to stay for at least 5 years

Is Windsor, WI walkable to restaurants?

As of early 2026, 28% of users say it's walkable to restaurants

Is Windsor, WI walkable to grocery stores?

As of early 2026, 15% of users say it's walkable to grocery stores

What is 4380 Van Winkle Way estimated to be worth?

Trulia's estimated value for 4380 Van Winkle Way in Deforest, WI is $540,600 .

What is the price history for 4380 Van Winkle Way?

4380 Van Winkle Way in Deforest, WI last sold for $545,000 in June 2026.

Is Deforest a buyer's or seller's market?

Deforest is currently a seller's market, based on recent for-sale activity.

What do residents say about Deforest?

Residents describe Deforest, WI as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Deforest, WI .

Does 4380 Van Winkle Way have air conditioning?

Yes, 4380 Van Winkle Way in Deforest, WI has air conditioning.

Does 4380 Van Winkle Way have laundry facilities?

Yes, 4380 Van Winkle Way in Deforest, WI has in-unit laundry.

SOLD

JUN 9, 2026

$540,600

Trulia Estimate

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

4380 Van Winkle Way, Deforest, WI 53532

Est. Refi. Payment $3,660/mo*

Refinance Your Home

Currently Off Market - Sold Jun 9, 2026 for $545,000 (1% above list price)

Home Value

Trulia Estimate

$541K

Since last month

$5K (-0.8%)

Since last year

$69K (+14.5%)

Since last sale

$4K (-0.8%)

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 +92% in the last 10 years

Month	Estimated value
2026
September 2026	$541K
August 2026	$544K
July 2026	$545K
June 2026	$546K
May 2026	$538K
April 2026	$540K
March 2026	$497K
February 2026	$492K
January 2026	$471K
2025
December 2025	$467K
November 2025	$464K
October 2025	$469K
September 2025	$477K
August 2025	$472K
July 2025	$479K
June 2025	$482K
May 2025	$484K
April 2025	$505K
March 2025	$478K
February 2025	$458K
January 2025	$459K
2024
December 2024	$449K
November 2024	$455K
October 2024	$452K
September 2024	$445K
August 2024	$455K
July 2024	$462K
June 2024	$468K
May 2024	$466K
April 2024	$470K
March 2024	$461K
February 2024	$451K
January 2024	$435K
2023
December 2023	$424K
November 2023	$433K
October 2023	$435K
September 2023	$433K
August 2023	$440K
July 2023	$440K
June 2023	$439K
May 2023	$455K
April 2023	$445K
March 2023	$434K
February 2023	$420K
January 2023	$412K
2022
December 2022	$409K
November 2022	$413K
October 2022	$416K
September 2022	$418K
August 2022	$419K
July 2022	$427K
June 2022	$432K
May 2022	$430K
April 2022	$425K
March 2022	$419K
February 2022	$396K
January 2022	$390K
2021
December 2021	$385K
November 2021	$384K
October 2021	$381K
September 2021	$382K
August 2021	$386K
July 2021	$392K
June 2021	$391K
May 2021	$384K
April 2021	$368K
March 2021	$356K
February 2021	$353K
January 2021	$351K
2020
December 2020	$350K
November 2020	$348K
October 2020	$345K
September 2020	$343K
August 2020	$329K
July 2020	$329K
June 2020	$336K
May 2020	$344K
April 2020	$346K
March 2020	$346K
February 2020	$342K
January 2020	$339K
2019
December 2019	$336K
November 2019	$337K
October 2019	$342K
September 2019	$331K
August 2019	$331K
July 2019	$342K
June 2019	$346K
May 2019	$344K
April 2019	$348K
March 2019	$342K
February 2019	$346K
January 2019	$343K
2018
December 2018	$342K
November 2018	$346K
October 2018	$343K
September 2018	$343K
August 2018	$338K
July 2018	$344K
June 2018	$343K
May 2018	$341K
April 2018	$341K
March 2018	$344K
February 2018	$336K
January 2018	$324K
2017
December 2017	$315K
November 2017	$290K
October 2017	$292K
September 2017	$292K
August 2017	$289K
July 2017	$287K
June 2017	$287K
May 2017	$289K
April 2017	$280K
March 2017	$279K
February 2017	$275K
January 2017	$276K
2016
December 2016	$291K
November 2016	$286K
October 2016	$288K
September 2016	$282K

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
4396 Low Countries Rd, Deforest, WI	0.09	Single-Family Home	$499,000	03/02/26	4	2.5	2,011
4398 Van Winkle Way, Deforest, WI	0.04	Single-Family Home	$480,000	01/20/26	3	2	2,492
4383 Van Winkle Way, Deforest, WI	0.06	Single-Family Home	$503,000	08/03/26	3	2	2,146
6926 Old Amsterdam Way, Deforest, WI	0.10	Single-Family Home	$496,500	03/30/26	3	2.5	2,350
4040 Whistle Rock, Deforest, WI	0.44	Single-Family Home	$567,000	07/29/26	4	3	2,536
6557 Hickory Glade Dr, Deforest, WI	0.46	Single-Family Home	$587,000	05/28/26	4	3	2,736
4400 Singel Way, Deforest, WI	0.23	Single-Family Home	$469,900	11/13/25	3	3.5	1,997
4069 Whistle Rock, Deforest, WI	0.49	Single-Family Home	$666,000	08/25/26	4	3	3,088

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
6875 & 6879 Rembrandt Rd, Windsor, WI 53598	0.06	$710,500	8	5	4,050	Off Market
4398 Van Winkle Way, Deforest, WI 53532	0.04	$480,000	3	2	2,492	Recently Sold
4383 Van Winkle Way, Deforest, WI 53532	0.06	$503,000	3	2	2,146	Recently Sold
4387 Van Winkle Way, Deforest, WI 53532	0.07	$568,900	4	3	2,459	Off Market
4358 Gray Rd, Deforest, WI 53532	0.11	$415,500	3	1.5	2,150	Off Market
4396 Low Countries Rd, Deforest, WI 53532	0.09	$499,000	4	2.5	2,011	Recently Sold
4414 Gray Rd, Deforest, WI 53532	0.11	$210,000	4	2	1,782	Recently Sold
6906 Rembrandt Rd, Deforest, WI 53532	0.10	$430,600	3	2.5	1,602	Off Market
6914 Old Amsterdam Way, Deforest, WI 53532	0.10	$507,000	4	2.5	3,017	Off Market
6906 Rembrandt Rd, Windsor, WI 53598	0.11	$447,500	3	2.5	1,716	Off Market
6926 Old Amsterdam Way, Deforest, WI 53532	0.10	$496,500	3	2.5	2,350	Recently Sold

Local Information

Map ViewExplore the area around 4380 Van Winkle Way.
Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 2002

0.35 acre lot

2,821 sqft

$193/sqft

2 Car Garage

About this House

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!

4380 Van Winkle Way, Deforest, WI 53532 is a 4 bedroom, 4 bathroom, 2,821 sqft single-family home built in 2002. It last sold for $545,000 on Jun 9, 2026 (1% above the $540,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $540,600, with a rent estimate of $3,273/month.

Last check for updates: about 9 hours ago

Listed by Marine Yoo

Real Broker LLC

Amy Miller

Real Broker LLC

Bought with: Shelly Sprinkman, Sprinkman Real Estate

Source: SCWMLS, MLS#2019840

Home Details for 4380 Van Winkle Way

Active Status
MLS Status: Sold

Interior Features
Interior Details Basement: Full,Full Size Windows/Exposed,Finished,Sump PumpNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Family Room, Kitchen, Living Room
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1Number of Bathrooms (main level): 1
Dimensions and Layout Living Area: 2821 Square Feet
Appliances & Utilities Utilities: Cable AvailableAppliances: Washer, Dryer, Water Softener IncludedDryerLaundry: Upper LevelWasher
Heating & Cooling Heating: Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa Fireplace: GasHas a Fireplace
Windows, Doors, Floors & Walls Window: Skylight(s)
Levels, Entrance, & Accessibility Levels: Multi/Split, 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 GarageHas Open ParkingParking 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 Feet

Property Information
Year Built Year Built: 2002
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence
Building Construction Materials: Brick, Stone
Property Information Not 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: $193/sqft
Status Change & Dates Off Market Date: Mon Apr 20 2026

Media
See Virtual Tour

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
Buyer Agent Buyer Company Name: The Sprinkman Team

Building
Building Area Building Area: 2821 Square Feet

Lot Information
Lot Area: 0.35 acres

Listing Info
Special Conditions: Restrictions/Covenants

Offer
Listing Terms: Arms Length

Miscellaneous
BasementMls Number: 2019840Attribution Contact: Pref: 608-527-0753Above Grade Unfinished Area: 1517

Price and Tax history

Date	Event	Price
Jun 9, 2026 Source: SCWMLS #2019840	Sold	$545,000
Apr 24, 2026 Source: WIREX MLS #2019840	Contingent	$540,000
Apr 20, 2026 Source: WIREX MLS #2019840	Listed For Sale	$525,000
Nov 12, 2007 Source: N/A	Sold	$245,500
Dec 5, 2005 Source: N/A	Sold	$194,400

Year	Property tax	Tax assessment
2024	$5,833	$421,900

Additional Cost

Market trends in Windsor

Last updated August 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

8MoM

Around this home

View nearby schools on GreatSchools

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
Resident
2mo ago
"Commuters use personal vehicles 100% of the time."
0
Flag
Ayang1127
Prev. Resident
7y ago
"Large yards, quiet neighbors, and minimal traffic streets. Dog park and trails near by too within walking distance "
0
Flag
Jmclain
Resident
7y ago
"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. "
2
Flag
Lmickeymouse1
Resident
7y ago
"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. "
0
Flag
Erv135xx
Resident
8y ago
"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"
0
Flag
Kristen M.
13y ago
"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."
0
Flag
Matthew
14y ago
"I have visited family in the area numerous times and we love it!!!"
0
Flag

LGBTQ Local Legal Protections

Frequently asked questions about 4380 Van Winkle Way

What is 4380 Van Winkle Way estimated to be worth?
Trulia's estimated value for 4380 Van Winkle Way in Deforest, WI is $540,600.
What is the price history for 4380 Van Winkle Way?
4380 Van Winkle Way in Deforest, WI last sold for $545,000 in June 2026.
Is Deforest a buyer's or seller's market?
Deforest is currently a seller's market, based on recent for-sale activity.
What do residents say about Deforest?
Residents describe Deforest, WI as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Deforest, WI.
Does 4380 Van Winkle Way have air conditioning?
Yes, 4380 Van Winkle Way in Deforest, WI has air conditioning.
Does 4380 Van Winkle Way have laundry facilities?
Yes, 4380 Van Winkle Way in Deforest, WI has in-unit laundry.