304 W Bailey Rd, Naperville, IL 60565
OFF MARKET

304 W Bailey Rd
Naperville, IL 60565

Winding Creek Estates
  • 4 Beds
  • 2.5 Baths
  • 2,875 sqft (on 0.25 acres)

$784,500

Trulia Estimate
as of Jul 12, 2026
Est. Refi. Payment $5,300/mo*
Refinance Your Home

$784,500

Trulia Estimate
as of Jul 12, 2026
Est. Refi. Payment $5,300/mo*
Refinance Your Home
4 Beds
2.5 Baths
2,875 sqft
(on 0.25 acres)

Local Information

  • Map ViewExplore the area around 304 W Bailey Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Highest and Best offers due Sunday, September 8th at 4pm. This well-maintained home in the heart of Winding Creek presents a great opportunity to move into one of Naperville's most sought-after neighborhoods. The house boasts attractive curb appeal with professional landscaping, a new sidewalk and a welcoming covered front porch. Inside, you'll find hardwood floors, crisp white trim, crown molding, and custom blinds. The kitchen, centrally located in the house, features white cabinets, granite countertops, and stainless steel appliances. It also offers a spacious eating area with access to the back deck. The kitchen flows into the family room, which has new carpet and paint, a vaulted ceiling, and shelves flanking a 2-story brick fireplace. The laundry/mudroom, with ample storage and garage access, is conveniently located off the kitchen. Additionally, there is a private office on the main level overlooking the backyard. Outside, a rebuilt and freshly painted deck with gazebo provides a great outdoor living space. The second level of the home includes 4 bedrooms and 2 full baths. The primary bedroom suite includes a bonus space between the bedroom and walk-in closet. The bathroom features dual sinks, a soaking tub, and a separate shower. A hall bath services the other 3 bedrooms. The basement has a crawl space with cement floor for extra storage and the potential for additional living space. Winding Creek residents have the option to join the Maplebrook II Swim & Racquet Club, which offers a pool with diving boards, a sand volleyball court, a baby pool, a snack stand, and tennis & pickleball courts. The pool and the Winding Creek HOA host various social events throughout the year for all age groups, facilitating easy neighborly connections. The home is also within walking distance of Maplebrook Elementary & Lincoln Junior High, and just 5 minutes from Naperville Central. Be sure to check the private broker remarks for mechanical ages and the attached list of all updates & improvements. Don't miss out on this opportunity!
304 W Bailey Rd, Naperville, IL 60565 is a 4 bedroom, 3 bathroom, 2,875 sqft single-family home in Winding Creek Estates, built in 1986. It last sold for $675,000 on Oct 23, 2024 (2% above the $665,000 asking price). It is currently off market. The Trulia Estimate is $784,500, with a rent estimate of $4,338/month.

Home Highlights

Parking
2 Car Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
$6/Monthly
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 304 W Bailey Rd

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Unfinished,Crawl Space,PartialNumber of Rooms: 11Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bonus Room, Dining Room, Eating Area, Family Room, Kitchen, Laundry, Living Room, Office
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2875 Square Feet
Appliances & Utilities
Appliances: Range, Microwave, Dishwasher, Refrigerator, Freezer, Washer, Dryer, Disposal, Water Softener OwnedDishwasherDisposalDryerLaundry: Gas Dryer HookupMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Gas Log, Gas Starter, Family RoomHas a FireplaceNo Spa
Windows, Doors, Floors & Walls
Flooring: Hardwood
Levels, Entrance, & Accessibility
Stories: 2Accessibility: No Disability AccessFloors: Hardwood
View
No View

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Deck
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageHas an Attached GarageParking Spaces: 2Parking: Asphalt,On Site,Garage Owned,Attached,Garage
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1986
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Vinyl Siding, BrickNot a New Construction
Property Information
Parcel Number: 0830313003

Price & Status

Price
List Price: $665,000
Status Change & Dates
Off Market Date: Sun Sep 08 2024Possession Timing: Close Of Escrow

Location

Direction & Address
City: NapervilleCommunity: Winding Creek
School Information
Elementary School: Maplebrook Elementary SchoolElementary School District: 203Jr High / Middle School: Lincoln Junior High SchoolJr High / Middle School District: 203High School: Naperville Central High SchoolHigh School District: 203

Building

Building Area
Building Area: 3976 Square Feet

Community

Community Features: Clubhouse, Park, Pool, Tennis Court(s), Lake, Curbs, Sidewalks, Street Lights

HOA

HOA Fee Includes: NoneHas an HOAHOA Fee: $75/Annually

Lot Information

Lot Area: 10890 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Conventional

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: 12151285Activation Date: Thu Sep 05 2024

Additional Information

ClubhouseParkPoolTennis Court(s)LakeCurbsSidewalksStreet LightsMRD SHARE WITH CLIENTS: YesSource Internet Entire Listing DisplayMRD REMARKSINTERNET: YesSource Internet Address Display
Last check for updates: about 14 hours ago
Listed by Ginny Jackson, (630) 258-6390
Baird & Warner
Erin O'Connell, (630) 881-3743
Baird & Warner
Bought with: Robert Jones, (630) 606-6561, Baird & Warner
Source: MRED as distributed by MLS GRID, MLS#12151285

Price History for 304 W Bailey Rd

DatePriceEventSource
10/23/2024$675,000Sold
MRED as distributed by MLS GRID #12151285
09/09/2024$665,000ContingentMRED as distributed by MLS GRID #12151285
09/05/2024$665,000Listed For SaleMRED as distributed by MLS GRID #12151285
03/24/2021ListingRemovedN/A
05/23/2008$492,000Sold
MRED as distributed by MLS GRID #06763527
03/24/2008$528,750PriceChange
N/A
01/08/2008$549,900Listed For SaleN/A
04/20/2006$463,000Sold
N/A
06/17/1998$255,000Sold
N/A

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$12,037
Assessment$204,491
Home facts updated by county records

Comparable Sales for 304 W Bailey Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1432 Terrance Dr, Naperville, IL
0.07
Single-Family Home
$890,000
07/07/26
4
2.5
3,271
628 Flock Ave, Naperville, IL
0.16
Single-Family Home
$765,000
04/07/26
4
2.5
2,848
213 Winding Creek Dr, Naperville, IL
0.27
Single-Family Home
$689,000
12/04/25
4
2.5
2,639
1443 Meander Dr, Naperville, IL
0.11
Single-Family Home
$830,000
12/22/25
4
2.5
3,601
276 Winding Creek Dr, Naperville, IL
0.27
Single-Family Home
$750,000
07/16/25
4
2.5
2,776
1401 Fallcreek Ct, Naperville, IL
0.18
Single-Family Home
$830,000
08/04/25
4
2.5
2,640
292 Winding Creek Dr, Naperville, IL
0.22
Single-Family Home
$830,000
06/05/26
4
2.5
3,252
1423 Meander Dr, Naperville, IL
0.19
Single-Family Home
$760,000
11/13/25
5
2.5
3,356
344 Waxwing Ave, Naperville, IL
0.30
Single-Family Home
$632,500
12/22/25
4
2.5
2,256

Nearby homes

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Assigned Schools

These are the assigned schools for 304 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

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Homes for sale near 304 W Bailey Rd

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Off Market Homes Near 304 W Bailey Rd

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Based on information submitted to the MLS GRID as of 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Click here for more information