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

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 4443 Windsor Rd?

The closest schools to 4443 Windsor Rd are De Forest High School (rated 8/10), De Forest Middle School (rated 6/10), Harvest Intermediate School (Elementary, rated 8/10).

How big is the lot at 4443 Windsor Rd?

The lot at 4443 Windsor Rd is about 0.45 acres (19,602 sq ft).

OFF MARKET

4443 Windsor Rd
Windsor, WI 53598

3 Beds
1 Bath
1,192 sqft (on 0.45 acres)

3 Beds

1 Bath

1,192 sqft

(on 0.45 acres)

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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
6743 Depot St, Windsor, WI	0.09	Single-Family Home	$274,500	02/03/26	2	1	768
4389 Curry Ln, Windsor, WI	0.22	Single-Family Home	$367,500	06/04/26	3	1.5	1,484
4471 2nd St, Windsor, WI	0.17	Single-Family Home	$395,000	11/17/25	2	1.5	1,206
4469 2nd St, Windsor, WI	0.17	Single-Family Home	$302,500	10/17/25	2	1.5	1,248
6708 Windsor Ridge Ln, Windsor, WI	0.19	Single-Family Home	$500,000	08/26/25	4	2	2,920
4433 Memorial Cir, Windsor, WI	0.35	Single-Family Home	$545,000	04/13/26	3	2	1,950
6776 Dawn Dr, Windsor, WI	0.37	Single-Family Home	$420,000	06/16/26	3	2	1,972
4374 Bent Grass Ct, Windsor, WI	0.41	Single-Family Home	$444,000	09/10/25	3	2.5	1,917
6912 Valiant Dr, Windsor, WI	0.37	Single-Family Home	$634,000	06/01/26	3	3	3,378
6788 Bootmaker Way, Windsor, WI	0.36	Single-Family Home	$525,000	06/26/26	4	3	2,574

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
6651-6657 Windsor Rd, Windsor, WI 53598	0.02	$1,398,800	8	8	4,740	Off Market
8 Migration, Sun Prairie, WI 53590	0.05	-	-	-	-	Off Market
L14 Longfellow Ct, Deforest, WI 53532	0.05	-	-	-	-	Off Market
6743 Depot St, Windsor, WI 53598	0.09	$274,500	2	1	768	Recently Sold
6751 Windsor STREET, Windsor, WI 53598	0.10	$372,800	4	2	2,002	Off Market
4465 1st St, Windsor, WI 53598	0.12	$292,200	2	1	1,088	Off Market
4477 Windsor Rd, Windsor, WI 53598	0.13	$389,100	4	2	1,764	Off Market
6712 Windsor Ridge Ln, Windsor, WI 53598	0.17	$524,000	5	3.5	2,834	Off Market
4471 2nd St, Windsor, WI 53598	0.17	$395,000	2	1.5	1,206	Recently Sold
4469 2nd St, Windsor, WI 53598	0.17	$311,400	2	1.5	1,248	Off Market
6761 Sunset Meadow Dr, Windsor, WI 53598	0.18	$426,100	5	3	3,339	Off Market
6710 Windsor Ridge Ln, Windsor, WI 53598	0.18	$486,700	3	3	2,668	Off Market

Local Information

Map ViewExplore the area around 4443 Windsor Rd.
Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Lot Size

0.45 acres

Living Area

1,192 sqft

About this House

First-time buyers take advantage of the $8000 Federal Tax Credit today! Affordable home needs cosmetic work, so bring the paint and gain equity! Close to Windsor Elementary School, Windsor Firemans Park, and just minutes to Madisons east side. Features newer furnace (94), roof (07), 100-amp electrical, two outbuildings/garages (one w/walk-up storage) & large fenced in backyard. (Owner occupied & not a short sale hassle)! VRP $109,900-$119,900.

4443 Windsor Rd, Windsor, WI 53598 is a 3 bedroom, 1 bathroom, 1,192 sqft single-family home. It is currently off market. The Trulia Estimate rent is $1,808/month.

Home Details for 4443 Windsor Rd

Property Information
Property Type / Style Property Type: Single Family Home

Community
Units in Building: 1

Lot Information
Lot Area: 0.45 acres

Price and Tax history

Date	Event	Price
Nov 22, 2009 Source: Agent Provided	ListingRemoved	$109,900
Nov 11, 2009 Source: Agent Provided	Listed For Sale	$109,900

Year	Property tax	Tax assessment
2020	$2,457	$147,200

Additional Cost

Market trends in Windsor

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

18MoM

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
1mo 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
13y ago
"I have visited family in the area numerous times and we love it!!!"
0
Flag

LGBTQ Local Legal Protections

Frequently asked questions about 4443 Windsor Rd

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 4443 Windsor Rd?
The closest schools to 4443 Windsor Rd are De Forest High School (rated 8/10), De Forest Middle School (rated 6/10), Harvest Intermediate School (Elementary, rated 8/10).
How big is the lot at 4443 Windsor Rd?
The lot at 4443 Windsor Rd is about 0.45 acres (19,602 sq ft).