Does Walworth, WI show holiday spirit?

As of early 2026, 96% of users say there's holiday spirit

Is Walworth, WI dog-friendly?

As of early 2026, 93% of users say it's dog friendly

Are yards well-kept in Walworth, WI?

As of early 2026, 93% of users say yards are well-kept

Is parking easy in Walworth, WI?

As of early 2026, 90% of users say parking is easy

Does Walworth, WI have sidewalks?

As of early 2026, 88% of users say there are sidewalks

Do kids play outside in Walworth, WI?

As of early 2026, 85% of users say kids play outside

Is a car needed in Walworth, WI?

As of early 2026, 81% of users say car is needed

Would people walk alone at night in Walworth, WI?

As of early 2026, 80% of users say people would walk alone at night

Is Walworth, WI walkable to restaurants?

As of early 2026, 79% of users say it's walkable to restaurants

Is Walworth, WI walkable to grocery stores?

As of early 2026, 79% of users say it's walkable to grocery stores

Is there wildlife in Walworth, WI?

As of early 2026, 78% of users say there's wildlife

Are the streets well-lit in Walworth, WI?

As of early 2026, 69% of users say streets are well-lit

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

As of early 2026, 62% of users say they plan to stay for at least 5 years

Are neighbors friendly in Walworth, WI?

As of early 2026, 60% of users say neighbors are friendly

Are there community events in Walworth, WI?

As of early 2026, 52% of users say there are community events

Is Walworth, WI quiet?

As of early 2026, 41% of users say it's quiet

What is 539 Winter Dr estimated to be worth?

Trulia's estimated value for 539 Winter Dr in Walworth, WI is $407,800 .

What is the price history for 539 Winter Dr?

539 Winter Dr in Walworth, WI last sold for $166,000 in October 2014.

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

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

What do residents say about Walworth?

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

Does 539 Winter Dr have air conditioning?

Yes, 539 Winter Dr in Walworth, WI has air conditioning.

Does 539 Winter Dr have laundry facilities?

Yes, 539 Winter Dr in Walworth, WI has in-unit laundry.

OFF MARKET

$407,800

Trulia Estimate

3 Beds
2 Baths
1,583 sqft (on 0.31 acres)

539 Winter Dr, Walworth, WI 53184

Est. Refi. Payment $2,579/mo*

Refinance Your Home

Currently Off Market - Sold Oct 20, 2014 for $166,000

Home Value

Trulia Estimate

$408K

Since last month

$8K (-1.9%)

Since last year

$21K (+5.5%)

Since last sale

$235K (+141.8%)

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 +116% in the last 10 years

Month	Estimated value
2026
September 2026	$401K
August 2026	$407K
July 2026	$409K
June 2026	$415K
May 2026	$410K
April 2026	$405K
March 2026	$394K
February 2026	$390K
January 2026	$384K
2025
December 2025	$384K
November 2025	$386K
October 2025	$384K
September 2025	$380K
August 2025	$381K
July 2025	$388K
June 2025	$393K
May 2025	$391K
April 2025	$391K
March 2025	$381K
February 2025	$374K
January 2025	$370K
2024
December 2024	$373K
November 2024	$373K
October 2024	$369K
September 2024	$371K
August 2024	$370K
July 2024	$368K
June 2024	$369K
May 2024	$372K
April 2024	$367K
March 2024	$362K
February 2024	$355K
January 2024	$349K
2023
December 2023	$349K
November 2023	$349K
October 2023	$356K
September 2023	$361K
August 2023	$358K
July 2023	$362K
June 2023	$362K
May 2023	$357K
April 2023	$348K
March 2023	$340K
February 2023	$324K
January 2023	$317K
2022
December 2022	$316K
November 2022	$317K
October 2022	$319K
September 2022	$321K
August 2022	$320K
July 2022	$324K
June 2022	$327K
May 2022	$325K
April 2022	$321K
March 2022	$317K
February 2022	$303K
January 2022	$298K
2021
December 2021	$298K
November 2021	$298K
October 2021	$300K
September 2021	$301K
August 2021	$302K
July 2021	$305K
June 2021	$307K
May 2021	$309K
April 2021	$308K
March 2021	$286K
February 2021	$279K
January 2021	$277K
2020
December 2020	$265K
November 2020	$256K
October 2020	$260K
September 2020	$253K
August 2020	$251K
July 2020	$259K
June 2020	$264K
May 2020	$262K
April 2020	$254K
March 2020	$248K
February 2020	$243K
January 2020	$243K
2019
December 2019	$245K
November 2019	$244K
October 2019	$255K
September 2019	$255K
August 2019	$249K
July 2019	$246K
June 2019	$232K
May 2019	$230K
April 2019	$222K
March 2019	$219K
February 2019	$220K
January 2019	$225K
2018
December 2018	$227K
November 2018	$233K
October 2018	$232K
September 2018	$222K
August 2018	$221K
July 2018	$220K
June 2018	$222K
May 2018	$215K
April 2018	$215K
March 2018	$218K
February 2018	$219K
January 2018	$208K
2017
December 2017	$202K
November 2017	$197K
October 2017	$192K
September 2017	$188K
August 2017	$189K
July 2017	$194K
June 2017	$191K
May 2017	$191K
April 2017	$192K
March 2017	$186K
February 2017	$183K
January 2017	$193K
2016
December 2016	$191K
November 2016	$191K
October 2016	$190K
September 2016	$186K

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
539 Autumn DRIVE, Walworth, WI	0.07	Single-Family Home	$383,900	12/30/25	3	2	1,446
549 Autumn Dr, Walworth, WI	0.11	Single-Family Home	$419,500	09/08/26	3	2	1,344
242 Cotton Grass LANE, Walworth, WI	0.24	Single-Family Home	$400,000	06/17/26	3	2	1,507
252 Cotton Grass LANE, Walworth, WI	0.30	Single-Family Home	$410,000	08/24/26	3	2	1,500
222 Thistledown Ln, Walworth, WI	0.31	Single-Family Home	$337,000	04/01/26	3	1.5	1,875
205 Fairview Dr, Walworth, WI	0.35	Single-Family Home	$315,000	02/06/26	3	2	2,013
956 Williams STREET, Walworth, WI	0.39	Single-Family Home	$335,000	09/19/25	3	2	1,530
551 Winter DRIVE, Walworth, WI	0.10	Single-Family Home	$415,000	03/30/26	3	3	2,471
225 Maple AVENUE, Walworth, WI	0.45	Single-Family Home	$330,000	03/20/26	3	2	1,588
401 S 5th AVENUE, Walworth, WI	0.35	Single-Family Home	$369,000	09/04/26	4	2	1,668

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
Lot 6 Autumn Dr, Walworth, WI 53184	0.03	$115,000	-	-	-	For Sale
Lot 8 Autumn Dr, Walworth, WI 53184	0.03	$125,000	-	-	-	For Sale
539 Autumn DRIVE, Walworth, WI 53184	0.07	$383,900	3	2	1,446	Recently Sold
544 Autumn DRIVE, Walworth, WI 53184	0.07	$391,800	4	3	1,894	Off Market
543 Summer DRIVE, Walworth, WI 53184	0.08	$519,900	6	3.5	3,252	Off Market
551 Winter DRIVE, Walworth, WI 53184	0.10	$415,000	3	3	2,471	Recently Sold
Lt5 AUTUMN DRIVE, Walworth, WI 53184	0.10	$115,000	-	-	-	For Sale
549 Autumn Dr, Walworth, WI 53184	0.11	$419,500	3	2	1,344	Recently Sold
553 Summer DRIVE, Walworth, WI 53184	0.14	$424,400	3	3	2,340	Off Market
242 Cotton Grass LANE, Walworth, WI 53184	0.24	$400,000	3	2	1,507	Recently Sold
677 Cook STREET, Walworth, WI 53184	0.24	$489,500	2	3	2,526	For Sale
238 Thistledown LANE, Walworth, WI 53184	0.24	$331,000	3	2.5	2,264	Recently Sold

Local Information

Map ViewExplore the area around 539 Winter Dr.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1996

0.31 acre lot

1,583 sqft

$258/sqft

About this House

This single-family home is located at 539 Winter Dr, Walworth, WI. 539 Winter Dr is in Walworth, WI and in ZIP code 53184. This property has 3 bedrooms, 2 bathrooms and approximately 1,583 sqft of floor space. This property has a lot size of 0.31 acres and was built in 1996.

539 Winter Dr, Walworth, WI 53184 is a 3 bedroom, 2 bathroom, 1,583 sqft single-family home built in 1996. It last sold for $166,000 on Oct 20, 2014. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $407,800, with a rent estimate of $2,599/month.

Home Details for 539 Winter Dr

Interior Features
Heating & Cooling Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 2
Interior Details Number of Rooms: 7Types of Rooms: Dining Room
Appliances & Utilities Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher

Exterior Features
Exterior Home Features Roof: OtherExterior: Vinyl, WoodPatio
Parking & Garage Parking Spaces: 2

Property Information
Year Built Year Built: 1996
Property Type / Style Property Type: Single Family HomeArchitecture: Contemporary

Community
Units in Building: 1

Lot Information
Lot Area: 0.31 acres

Price and Tax history

Date	Event	Price
Oct 20, 2014 Source: N/A	Sold	$166,000
Aug 20, 2014 Source: Agent Provided	PriceChange	$169,900 Price decreased by 6%
Aug 12, 2014 Source: Agent Provided	PriceChange	$179,900 Price decreased by 3%
Jul 29, 2014 Source: Agent Provided	PriceChange	$184,900 Price decreased by 3%
Jun 24, 2014 Source: Agent Provided	PriceChange	$189,900 Price decreased by 2%
May 19, 2014 Source: N/A	PriceChange	$194,500 Price increased by 1%
May 5, 2014 Source: N/A	Listed For Sale	$192,500
Sep 14, 2005 Source: N/A	Sold	$174,000

Year	Property tax	Tax assessment
2025	$5,370	$350,500

Additional Cost

Market trends in Walworth

Last updated August 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

7MoM

Around this home

Walworth Elementary School
PK-8
Public
409 Students
Walworth J1 School District
6/10
GreatSchools Rating
Parent Rating Average
I changed to walworth when I was in 8th grade and felt so far behind. The teachers really helped me to catch up and feel like I was ready to move on the high school. Now I have a daughter that goes to walworth and i still find the teachers to be among the best and most caring I have ever encountered
Parent Review
10y ago
5 Reviews

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 Walworth

At least 22 Trulia users voted on each feature.

96 % Say there's holiday spirit
93 % Say it's dog friendly
93 % Say yards are well-kept
90 % Say parking is easy
88 % Say there are sidewalks
85 % Say kids play outside
81 % Say car is needed
80 % Say people would walk alone at night
79 % Say it's walkable to restaurants
79 % Say it's walkable to grocery stores
78 % Say there's wildlife
69 % Say streets are well-lit
62 % Say they plan to stay for at least 5 years
60 % Say neighbors are friendly
52 % Say there are community events
41 % Say it's quiet

Sourced by Trulia users. Learn more about our methodology.

Rich Teske
Resident
2y ago
"I love living but the cost of living is outrageous. Walworth is a great place to live. Children of the corn. You Got to love Wisconsin for that s."
0
Flag
Tricia V. D. B.
Resident
7y ago
"Good school and safe community to raise a family. Neighbors are friendly, quiet and keep a watchful eye."
0
Flag
eezitzler
12y ago
"This is a wonderful quiet, large lot cul du sac. Large yards, with lots of privacy. Very safe area."
0
Flag
taddaddy
12y ago
"Very good all around, schools, entertainment, community should excel in the near future ! Home Sweet Home !!"
0
Flag

LGBTQ Local Legal Protections

Frequently asked questions about 539 Winter Dr

What is 539 Winter Dr estimated to be worth?
Trulia's estimated value for 539 Winter Dr in Walworth, WI is $407,800.
What is the price history for 539 Winter Dr?
539 Winter Dr in Walworth, WI last sold for $166,000 in October 2014.
Is Walworth a buyer's or seller's market?
Walworth is currently a seller's market, based on recent for-sale activity.
What do residents say about Walworth?
Residents describe Walworth, WI as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See recently sold homes in Walworth, WI.
Does 539 Winter Dr have air conditioning?
Yes, 539 Winter Dr in Walworth, WI has air conditioning.
Does 539 Winter Dr have laundry facilities?
Yes, 539 Winter Dr in Walworth, WI has in-unit laundry.