158 Bailey Rd #E, Naperville, IL 60565
OFF MARKET

158 Bailey Rd #E
Naperville, IL 60565

  • 2 Beds
  • 2 Baths
  • 900 sqft (on 16.67 acres)

$183,700

Trulia Estimate
as of May 16, 2026
Est. Refi. Payment $1,286/mo*
Refinance Your Home

$183,700

Trulia Estimate
as of May 16, 2026
Est. Refi. Payment $1,286/mo*
Refinance Your Home
2 Beds
2 Baths
900 sqft
(on 16.67 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Olive Tree Two Bedroom First Floor Condo - First floor 2 bedroom, 1 & 1/2 bath condo in Naperville's Olive Trees subdivision. Open floor plan with exposed interior brick wall. Two spacious bedrooms with deep closets. Laundry facilities & extra storage. Rent includes heat, water, pool, tennis courts, clubhouse, exercise room, exterior maintenance and more! District 203 schools! Short distance to downtown Naperville, Riverwalk, shopping, & entertainment.

No Pets Allowed

(RLNE5740260)
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
None
Outdoor
No Info
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 158 Bailey Rd #E

Property Information

Year Built
Year Built: 1972
Property Type / Style
Property Type: Single Family Home

Exterior Features

Parking & Garage
Parking: None

Community

Units in Building: 1

Lot Information

Lot Area: 16.67 acres

Price History for 158 Bailey Rd #E

DatePriceEventSource
02/20/2022$136,000Sold
@Properties sold #11304591_60565_G
10/06/2020$1,250ListingRemovedAgent Provided
09/24/2020$1,250Listed For RentAgent Provided
07/12/2020$1,250ListingRemovedAgent Provided
05/21/2020$1,250Listed For RentAgent Provided
05/11/2018$107,000Sold
N/A
07/31/2013$75,000Sold
N/A
02/07/2013$100,000ListingRemovedAgent Provided
12/17/2012$100,000Listed For SaleAgent Provided
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Property Tax and Assessment

Year2024
Tax$1,334
Assessment$52,560
Home facts updated by county records

Comparable Sales for 158 Bailey Rd #E

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1768 Coach Dr, Naperville, IL
0.21
Single-Family Home
$455,000
10/14/25
3
1.5
1,530
517 Sheffield Rd, Naperville, IL
0.31
Single-Family Home
$446,000
03/09/26
3
2
2,258
475 Bourbon Ln, Naperville, IL
0.28
Single-Family Home
$450,000
02/20/26
3
2.5
2,176
48 Starling Ln, Naperville, IL
0.44
Single-Family Home
$560,000
04/23/26
3
2
2,121
1613 Swallow St, Naperville, IL
0.29
Single-Family Home
$550,000
07/29/25
4
2.5
2,028
463 Bourbon Ln, Naperville, IL
0.28
Single-Family Home
$550,000
10/28/25
4
3.5
1,544
1633 Redpoll Ct, Naperville, IL
0.32
Single-Family Home
$527,350
10/02/25
4
2.5
2,089
1323 Auburn Ave, Naperville, IL
0.96
Single-Family Home
$367,000
12/29/25
2
2
1,074
1716 Schey Ct, Naperville, IL
0.30
Single-Family Home
$515,000
10/10/25
4
2.5
2,694
315 Leeds Ct, Naperville, IL
0.43
Single-Family Home
$478,767
01/16/26
4
2.5
1,904

Assigned Schools

These are the assigned schools for 158 Bailey Rd #E.
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 Naperville

At least 1030 Trulia users voted on each feature.

  • 94 % Say it's dog friendly

  • 90 % Say there are sidewalks

  • 89 % Say car is needed

  • 82 % Say parking is easy

  • 78 % Say people would walk alone at night

  • 78 % Say streets are well-lit

  • 78 % Say there's holiday spirit

  • 78 % Say kids play outside

  • 77 % Say it's quiet

  • 73 % Say yards are well-kept

  • 60 % Say there's wildlife

  • 59 % Say they plan to stay for at least 5 years

  • 55 % Say it's walkable to restaurants

  • 55 % Say neighbors are friendly

  • 45 % Say it's walkable to grocery stores

  • 42 % Say there are community events

Learn more about our methodology.
  • Rick.slavin
    "Great place. Amazing people, shops, dining, etc. very family friendly and great public schools. Wish everyone could live here. Amazing in every way."
    0
    Flag
  • AP
    "Lived here 10 years. Great proximity to train station, restaurants and retail. Great schools! Friendly neighborhoods. Safety and security is strong. Access to highways is good! "
    0
    Flag
  • Rick.slavin
    "It’s awesome. One of the best places I have ever lived. Naperville has the best schools, downtown area, shopping and restaurants. Family friendly and professional. Why live anywhere else?! "
    0
    Flag
  • Megan DeAngelis
    "Very dog and family friendly town with ample sidewalks, bike paths, incredibly dog friendly downtown area with shopping and restaurants, as well as parks. "
    0
    Flag
  • Debbylu24
    "Naperville offers excellent schooling, a safe environment, and convenient access to stores. It boasts beautiful parks and a diverse culinary scene with great restaurants and grocery stores. The community is incredibly friendly, making it a wonderful place to live. "
    0
    Flag
  • Debbylu24
    "Naperville offers excellent schooling, a safe environment, and convenient access to stores. It boasts beautiful parks and a diverse culinary scene with great restaurants and grocery stores. The community is incredibly friendly, making it a wonderful place to live. "
    0
    Flag
  • Megan DeAngelis
    "Nice area, clean landscaping, walking distance from grocery stores, gas stations, walking trails, and restaurants."
    0
    Flag
  • Astrid Romero
    "The dream Downtown, is magic, like an American movie. There are everything like excellents restaurants and bars, stores, entertainment, etc"
    1
    Flag
  • Emily Hallenbeck
    "Too far from the highway, and there is scarce work opportunity around naperville from my experience "
    0
    Flag
  • Shontel Johnson
    "Commute is ok. Live by major highway and right off busy street with great shopping area. No public transportation but close to train station. "
    0
    Flag
  • Ilara Bestel
    "I think dog owners would like here to have More sidewalks connecting places. Maybe they like the fact that here we have a lot of families and kids, it give us a sense of safety. "
    0
    Flag
  • Edgar.bolanos
    "Friendly neighbors and great schools nearby. Very close to the shopping areas and downtown. Bicycle tracks nearby."
    0
    Flag
  • Scott Robison
    "I moved to Naperville in 2019 from the Lakeview neighborhood in the city. I love this town! Huge variety of restaurants and bars. There is great shopping and all the public spaces are well maintained . I wish I had moved here sooner."
    2
    Flag
  • Ilara Bestel
    "Here at Benedetti drive in Naperville I know that has a lot of babies and little kids, but people barely go outside. I know because I see sometimes those families in the parking lot going out with their cars; but they don’t walk with their kids. "
    0
    Flag
  • Ilara Bestel
    "It’s a quite, safe and nice neighborhood. But nobody talks to each other. Neighbors are not so friendly. "
    0
    Flag
  • Bigcordo
    "Amazing schools with a outstanding reputation for special needs families. Naperville is safe, and has a wonderfully population. "
    0
    Flag
  • Kathleen Brennan
    "Great schools and park district also excellent library programs. Taxes high due to school district costs"
    0
    Flag
  • Aj.winter77
    "This area has Good schools, great nature possibilities. Wonderful parks. Great downtown area with lots to do. "
    1
    Flag
  • 5w59dpxxrd
    "I have lived in this area for nearly five years and I feel save in the neighborhood and everybody is friendly "
    0
    Flag
  • Kathleen Brennan
    "Plenty of neighbors walk dogs daily including on bike path with mutt bags for dog waste. The wolf crossing park has water fountain fitted for dogs to participate"
    0
    Flag
  • Kathleen Brennan
    " Commuter train runs express at rush hours and trip less than one hour. If you miss the express then trip about 90 minutes"
    0
    Flag
  • Carly
    "We drive everywhere, we’re close to route 59 and 88 so traveling is pretty easy. The train station isn’t too far either "
    0
    Flag
  • Amani.bakush
    "Diversity and good school district, quiet, all shopping centers near by. Everything the community needs from schools, college, university, hospitals are in this city and the best."
    1
    Flag
  • Lindsey.samawi
    "The perfect place to raise a family. It’s very family centered and many kid friendly activities held year round. "
    2
    Flag
  • Ahutchison116
    "Farmers Market, Annual Block Party, close walk to downtown Naperville and train to Chicago. Naperville River Walk and local parks are beautiful."
    0
    Flag
  • Ana S.
    "Very safe neighborhood, never had any problems, and we live to live here... we don’t know schools and don’t ha e pets "
    0
    Flag
  • Dana M. D.
    "Local dog park, dog friendly atmosphere, lots of trails, downtown Naperville is dog friendly. Lots of shops gave treats for dogs. "
    0
    Flag
  • Kori O.
    "Block parties , kids scheduled activities , friendly , safe , conveniently located close to shops and downtown. And schools. "
    1
    Flag
  • Mikayla M.
    "Quiet neighborhoods, people are nice and helpful. Naperville school system is one of the top twenty schools for learning. "
    0
    Flag
  • Jay2222
    "People enjoy walking their dogs and picking up behind them as they walk . Good neighborhood and nice neighbors . There are dog walkers available in the neighborhood "
    5
    Flag
  • Christine B.
    "Great access to downtown Chicago. 10 minutes from train. "
    2
    Flag
  • Charmayne S.
    "You have easy access to the metro train that runs into the city. Makes local stops along the way. You also have the local buses that travel into the city. We have lift, Uber and cabs. I would say we have a very good transit system "
    0
    Flag
  • Christine B.
    "Rib fest Last Fling Oktoberfest Naperville Settlement Art Fair Carillon concerts Triathlons Naperville Riverwalk Canoeing the river "
    5
    Flag
  • Justjen0676
    "There are many many dogs in the area and people are always out walking them. They usually are friendly and almost always pick up after their dogs. "
    0
    Flag
  • Venkat R.
    "Its a community of educated professionals. It’s diverse community, many are middle class immigrants to US."
    3
    Flag
  • Ariee31
    "Ribfest is usually really nice and has gained popularity over the years. There’s also a few firework displays for the fourth as well! "
    1
    Flag
  • Mrss66
    "Neighborhood is good with dog / owners, it seems that everyone has one so dogs are accepted and welcomed. "
    0
    Flag
  • P.B.
    "Great place, but realty taxes are exorbitant, and home values since the recession (of 2008) have not come back."
    0
    Flag
  • Catmandu513
    "My husband drives to one of the local commuter lots and commutes by train into the city. So much faster than driving! Tip: try to get an express train for the fastest trip to the city. "
    0
    Flag
  • Gretchen P.
    "Patio Crawls, Holiday Light Trolleys, Adult Halloween parties , winter pool parties, block party, so much fun"
    7
    Flag

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158 Bailey Rd #E, Naperville, IL 60565 is a 2 bedroom, 2 bathroom, 900 sqft single-family home built in 1972. This property is not currently available for sale. 158 Bailey Rd #E was last sold on Feb 20, 2022 for $136,000. The current Trulia Estimate for 158 Bailey Rd #E is $183,700.