402 W Bailey Rd, Naperville, IL 60565
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Property image
OFF MARKET

402 W Bailey Rd
Naperville, IL 60565

Winding Creek Estates
  • 4 Beds
  • 2.5 Baths
  • 2,893 sqft

$848,300

Trulia Estimate
as of Jul 24, 2026
Est. Refi. Payment $5,805/mo*
Refinance Your Home

$848,300

Trulia Estimate
as of Jul 24, 2026
Est. Refi. Payment $5,805/mo*
Refinance Your Home
4 Beds
2.5 Baths
2,893 sqft

Local Information

  • Map ViewExplore the area around 402 W Bailey Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1986
Living Area
2,893 sqft
Price/Sqft
$293
Parking
Garage

About this House

GREAT VALUE IN DESIRABLE WINDING CREEK! If you have been looking for a GREAT home in a GREAT neighborhood, with a "close to everything" location, HURRY to see this Winding Creek home! Plenty of great features--fresh paint, new carpeting, updated light fixtures, an oversized 2.5 car garage and a fenced lot. As you arrive, the spacious foyer leads you into the large & bright living room. Walk through to the dining room and into the kitchen with granite counters, center island & newer stainless steel appliances. Just past the convenient 1st floor laundry room, you'll find the HUGE, vaulted family room with beautiful beams, brick fireplace and built-ins. An over-sized half bath completes the main level. Upstairs you will find the vaulted master bathroom with walk-in closet and vaulted master bath with jetted tub and separate shower. Three other generously sized bedrooms complete the 2nd level. The dry basement is awaiting your finishing touches! NEWER roof & HVAC. AMAZING neighborhood with social events that foster a sense of community. 10 mins to Downtown Naperville, 12 mins to train or take PACE to Metra. Schedule your showing today!
402 W Bailey Rd, Naperville, IL 60565 is a 4 bedroom, 3 bathroom, 2,893 sqft single-family home in Winding Creek Estates, built in 1986. It last sold for $625,000 on Jul 28, 2022. It is currently off market. The Trulia Estimate is $848,300, with a rent estimate of $4,167/month.

Home Details for 402 W Bailey Rd

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Interior Details
Types of Rooms: Dining Room
Appliances & Utilities
DishwasherDisposalMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Tile, Carpet, Hardwood
Security
Security System

Exterior Features

Exterior Home Features
Roof: Asphalt, OtherDeck
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1986
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 10458 sqft

Price History for 402 W Bailey Rd

DatePriceEventSource
07/28/2022$625,000Sold
MRED as distributed by MLS GRID #11433305
07/18/2022$589,000PendingMRED as distributed by MLS GRID #11433305
06/20/2022$589,000ContingentMRED as distributed by MLS GRID #11433305
06/16/2022$589,000Listed For SaleMRED as distributed by MLS GRID #11433305
03/09/2020$445,000ListingRemovedAgent Provided
03/09/2020$445,000Listed For SaleAgent Provided
03/06/2020$440,000Sold
MRED as distributed by MLS GRID #10469675
12/23/2019$445,000PendingAgent Provided
12/05/2019$445,000Listed For SaleAgent Provided

Market trends in Naperville

Last updated June 2026
Buyer'sMarketSeller'sMarket
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
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Property Tax and Assessment

Year2024
Tax$12,556
Assessment$212,961
Home facts updated by county records

Comparable Sales for 402 W Bailey Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
628 Flock Ave, Naperville, IL
0.15
Single-Family Home
$765,000
04/07/26
4
2.5
2,848
1432 Terrance Dr, Naperville, IL
0.17
Single-Family Home
$890,000
07/07/26
4
2.5
3,271
521 Flock Ave, Naperville, IL
0.17
Single-Family Home
$725,000
09/12/25
4
4
3,000
344 Waxwing Ave, Naperville, IL
0.33
Single-Family Home
$632,500
12/22/25
4
2.5
2,256
213 Winding Creek Dr, Naperville, IL
0.36
Single-Family Home
$689,000
12/04/25
4
2.5
2,639
292 Winding Creek Dr, Naperville, IL
0.31
Single-Family Home
$830,000
06/05/26
4
2.5
3,252
1443 Meander Dr, Naperville, IL
0.21
Single-Family Home
$830,000
12/22/25
4
2.5
3,601
1532 Cascade Ct, Naperville, IL
0.08
Single-Family Home
$1,226,000
08/13/25
5
3
3,410
512 Peacock Ct, Naperville, IL
0.30
Single-Family Home
$950,000
10/14/25
4
2.5
3,094
1401 Fallcreek Ct, Naperville, IL
0.28
Single-Family Home
$830,000
08/04/25
4
2.5
2,640

Nearby homes

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Assigned Schools

These are the assigned schools for 402 W Bailey Rd.
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.

Neighborhood Overview

Winding Creek Estates
See Local Highlights
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.

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 402 W Bailey Rd

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Off Market Homes Near 402 W Bailey Rd

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