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

$999,600

Trulia Estimate
  • 5 Beds
  • 3.5 Baths
  • 3,473 sqft

216 W Bailey Rd, Naperville, IL 60565

Winding Creek Estates
Est. Refi. Payment $6,902/mo*
Refinance Your Home
Currently Off Market - Sold Feb 7, 2020 for $580,000

Home Value

Trulia Estimate
$1M
Since last month
Increased$28K (+2.9%)
Since last year
Increased$97K (+10.8%)
Since last sale
Increased$419K (+72.3%)
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 +79% in the last 10 years
MonthEstimated value
2026
August 2026$999K
August 2026$997K
July 2026$971K
June 2026$996K
May 2026$985K
April 2026$964K
March 2026$922K
February 2026$893K
January 2026$882K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
1423 Meander Dr, Naperville, IL
0.10
Single-Family Home
$760,000
11/13/25
5
2.5
3,356
1432 Terrance Dr, Naperville, IL
0.05
Single-Family Home
$890,000
07/07/26
4
2.5
3,271
412 Flock Ave, Naperville, IL
0.17
Single-Family Home
$950,000
09/03/26
5
4
3,489
289 Winding Creek Dr, Naperville, IL
0.19
Single-Family Home
$962,000
04/15/26
5
3.5
3,552
1443 Meander Dr, Naperville, IL
0.07
Single-Family Home
$830,000
12/22/25
4
2.5
3,601
292 Winding Creek Dr, Naperville, IL
0.16
Single-Family Home
$830,000
06/05/26
4
2.5
3,252
1431 Terrance Dr, Naperville, IL
0.09
Single-Family Home
$840,000
07/27/26
4
2.5
2,744
213 Winding Creek Dr, Naperville, IL
0.16
Single-Family Home
$689,000
12/04/25
4
2.5
2,639
1644 Verdin Ln, Naperville, IL
0.31
Single-Family Home
$495,000
07/31/26
5
3
2,787
628 Flock Ave, Naperville, IL
0.20
Single-Family Home
$765,000
04/07/26
4
2.5
2,848

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
214 Bailey Rd #C, Naperville, IL 60565
0.02
$343,800
2
1.5
-
Off Market
1432 Terrance Dr, Naperville, IL 60565
0.05
$890,000
4
2.5
3,271
Recently Sold
1430 Terrance Dr, Naperville, IL 60565
0.05
$740,000
4
2.5
2,792
Off Market
1431 Terrance Dr, Naperville, IL 60565
0.09
$840,000
4
2.5
2,744
Recently Sold
1443 Meander Dr, Naperville, IL 60565
0.07
$830,000
4
2.5
3,601
Recently Sold
1401 Fallcreek Ct, Naperville, IL 60565
0.07
$861,300
4
2.5
2,640
Off Market
1427 Terrance Dr, Naperville, IL 60565
0.10
$799,700
4
2.5
3,562
Off Market
304 W Bailey Rd, Naperville, IL 60565
0.11
$796,300
4
2.5
2,875
Off Market
640 Flock Ave, Naperville, IL 60565
0.15
$929,900
4
2.5
3,381
Recently Sold
1423 Meander Dr, Naperville, IL 60565
0.10
$760,000
5
2.5
3,356
Recently Sold
1525 Placer Ct, Naperville, IL 60565
0.16
$805,900
4
2.5
2,640
Off Market
409 Flock Ave, Naperville, IL 60565
0.14
$1,018,700
4
3.5
3,008
Off Market

Local Information

  • Map ViewExplore the area around 216 W Bailey Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1987
3,473 sqft
$288/sqft
Garage

About this House

This single-family home is located at 216 W Bailey Rd, Naperville, IL. 216 W Bailey Rd is in the Winding Creek Estates neighborhood in Naperville, IL and in ZIP code 60565. This property has 5 bedrooms, 4 bathrooms and approximately 3,473 sqft of floor space. This property has a lot size of 10018 sqft and was built in 1987.
216 W Bailey Rd, Naperville, IL 60565 is a 5 bedroom, 4 bathroom, 3,473 sqft single-family home in Winding Creek Estates, built in 1987. It last sold for $580,000 on Feb 7, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $999,600, with a rent estimate of $4,835/month.

Home Details for 216 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
Dishwasher
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood

Property Information

Year Built
Year Built: 1987
Property Type / Style
Property Type: Single Family HomeArchitecture: Georgian

Exterior Features

Exterior Home Features
Exterior: BrickPatio
Parking & Garage
GarageParking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 10018 sqft

Price and Tax history

DateEventPrice
Feb 7, 2020
Source: N/A
Sold
$580,000
Oct 28, 2019
Source: Agent Provided
ListingRemoved
$596,000
Jul 11, 2019
Source: Agent Provided
Listed For Sale
$596,000

Market trends in Naperville

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$606K
$7.92KMoM
Sale-to-List Price
100.0%
Price per sq ft
$272
$5MoM
Available listings
483
10MoM

Around this home

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.

LGBTQ Local Legal Protections

Frequently asked questions about 216 W Bailey Rd

  • What is 216 W Bailey Rd estimated to be worth?
    Trulia's estimated value for 216 W Bailey Rd in Naperville, IL is $999,600.
  • What is the price history for 216 W Bailey Rd?
    216 W Bailey Rd in Naperville, IL last sold for $580,000 in February 2020.
  • Is Naperville a buyer's or seller's market?
    Naperville is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Naperville?
    The median sale price in Naperville is $606K. That is up $7.92K from the prior month.
  • Does 216 W Bailey Rd have air conditioning?
    Yes, 216 W Bailey Rd in Naperville, IL has air conditioning.
  • How big is the lot at 216 W Bailey Rd?
    The lot at 216 W Bailey Rd in Naperville, IL is about 0.23 acres (10,018 sq ft).

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Apartments for Rent

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Off Market Homes Near 216 W Bailey Rd

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