404 W Bailey Rd
Naperville, IL 60565
Winding Creek Estates
Studio
3 Baths
2,759 sqft
Studio
3 Baths
2,759 sqft
Local Information
- Map ViewExplore the area around 404 W Bailey Rd.
- Schools1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Description
This single-family home is located at 404 W Bailey Rd, Naperville, IL. 404 W Bailey Rd is in the Winding Creek Estates neighborhood in Naperville, IL and in ZIP code 60565. This property has 3 bathrooms and approximately 2,759 sqft of floor space. The last sold price per dimension was $159/sqft. This property has a lot size of 10018 sqft and was built in 1986.
404 W Bailey Rd, Naperville, IL 60565 is a studio, 3 bathroom, 2,759 sqft single-family home in Winding Creek Estates, built in 1986. It last sold for $440,000 on Jan 5, 2026. It is currently off market. The Trulia Estimate is $458,300, with a rent estimate of $3,978/month.
Home Highlights
Parking
Garage
Outdoor
No Info
HOA
None
Price/Sqft
$159/sqft
Listed
Less than a day ago
Home Details for 404 W Bailey Rd
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Interior Details Basement |
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Year Built Year Built: 1986 |
Property Type / Style Property Type: Single Family Home |
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Parking & Garage GarageParking: Garage |
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Price Price Per Sqft: $159/sqft |
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Units in Building: 1 |
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Lot Area: 10018 sqft |
Price History for 404 W Bailey Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 01/05/2026 | $440,000 | Sold | N/A |
Market trends in Naperville
Last updated June 2026
Avg. sale price
$575K
$11.67KMoM
Sale-to-List Price
99.9%
0.1%MoM
Price per sq ft
$260
$6MoM
Available listings
484
34MoM
- Results are loading
Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | $11,430 |
| Assessment | $194,575 |
Home facts updated by county records
Comparable Sales for 404 W Bailey Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.16 | Single-Family Home | $765,000 | 04/07/26 | 4 | 2.5 | 2,848 | |
0.18 | Single-Family Home | $890,000 | 07/07/26 | 4 | 2.5 | 3,271 | |
0.29 | Single-Family Home | $350,000 | 01/28/26 | 5 | 2.5 | 2,496 | |
0.06 | Single-Family Home | $1,226,000 | 08/13/25 | 5 | 3 | 3,410 | |
0.16 | Single-Family Home | $725,000 | 09/12/25 | 4 | 4 | 3,000 | |
0.33 | Single-Family Home | $632,500 | 12/22/25 | 4 | 2.5 | 2,256 | |
0.37 | Single-Family Home | $689,000 | 12/04/25 | 4 | 2.5 | 2,639 | |
0.29 | Single-Family Home | $950,000 | 10/14/25 | 4 | 2.5 | 3,094 | |
0.31 | Single-Family Home | $760,000 | 11/13/25 | 5 | 2.5 | 3,356 |
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Assigned Schools
These are the assigned schools for 404 W Bailey Rd.
- Lincoln Jr High School
- 6-8
- Public
- 769 Students
9/10GreatSchools RatingParent Rating AverageOne of the worst school ever. They don’t have respect for teachers. They won’t appreciate the effort we put to teach kids. Favoritism is there. I don’t recommend kids to join in this school.Other Review1mo ago - Maplebrook Elementary School
- K-5
- Public
- 511 Students
9/10GreatSchools RatingParent Rating AverageI think the principal and staff are excellent. They do a great job and are very professional at all times. My son loves Maplebrook!Parent Review11mo ago - Naperville Central High School
- 9-12
- Public
- 2497 Students
9/10GreatSchools RatingParent Rating AverageMy child was physically brought home from school only a month after establishing residency. The day before turning 16 yrs. old and was refused transportation, refused an education, refused peer interaction, refused all the memories of being a teenager and refused a normal teen life all because of the disability. Not a very good special education program at all. If you don't have money, your child suffers all around the board. Knowing what I know now I wouldn't have NEVER enrolled my child here. Don't let the ratings fool you. When your teen walks through the door of Naperville Central High School a dollar value is immediately placed on their heads. Its so sad for the child who suffers from adult discrimination. You yell so loud but it's never heard. What a shame, because It's such a beautiful neighborhood to live in.Parent Review11mo ago 
Check out schools near 404 W Bailey Rd.
Neighborhood Overview
Neighborhood stats provided by third party data sources.
What Locals Say about Winding Creek Estates
At least 2 Trulia users voted on each feature.
100 % Say car is needed
100 % Say it's dog friendly
100 % Say kids play outside
100 % Say there's holiday spirit
100 % Say streets are well-lit
100 % Say there are sidewalks
100 % Say people would walk alone at night
89 % Say neighbors are friendly
88 % Say parking is easy
83 % Say yards are well-kept
75 % Say they plan to stay for at least 5 years
57 % Say there's wildlife
50 % Say it's quiet
43 % Say there are community events
22 % Say it's walkable to grocery stores
20 % Say it's walkable to restaurants
Sourced by Trulia users. Learn more about our methodology.
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