5237 N  Oleander Ave, Chicago, IL 60656
OFF MARKET

5237 N Oleander Ave
Chicago, IL 60656

Oriole Park
  • 3 Beds
  • 1 Bath
  • 967 sqft

$385,100

Trulia Estimate
as of Jun 25, 2026
Est. Refi. Payment $2,649/mo*

$385,100

Trulia Estimate
as of Jun 25, 2026
Est. Refi. Payment $2,649/mo*
3 Beds
1 Bath
967 sqft

Local Information

  • Map ViewExplore the area around 5237 N Oleander Ave.
  • Schools1 Preschool School1 Elementary School2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Face brick ranch in Oriole Park. Great access to Oriole Park School & Park & shopping. Features include GFA/CA-2 years new, vinyl replacement windows thru out, new front & side doors, hardwood floors. a separate formal dining room,3 large bedrooms with closets & upper storage. A full unfinished basement features a tile floor, laundry area, dry bar & glass block windows- great potential for a rec room, 4th bedroom, etc. The yard is fenced and features a patio & room for a garden.
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
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 5237 N Oleander Ave

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Interior Details
Number of Rooms: 5Types of Rooms: Dining Room
Appliances & Utilities
Refrigerator
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood, Linoleum Vinyl

Exterior Features

Exterior Home Features
Roof: Asphalt, OtherExterior: Brick
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1949
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 4190 sqft

Price History for 5237 N Oleander Ave

DatePriceEventSource
06/17/2019$245,000Sold
MRED as distributed by MLS GRID #10338253
04/30/2019$259,900PendingAgent Provided
04/10/2019$259,900Listed For SaleAgent Provided

Market trends in Chicago

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$370K
$21.67K
MoM
Sale-to-List Price
99.9%
0.5%
MoM
Price per sq ft
$281
$14
MoM
Available listings
5571
201
MoM
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Property Tax and Assessment

Year2024
Tax
Assessment$310,010
Home facts updated by county records

Comparable Sales for 5237 N Oleander Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.09
Single-Family Home
$350,000
10/31/25
2
1
870
0.29
Single-Family Home
$271,000
09/17/25
2
1
980
0.38
Single-Family Home
$386,000
07/01/25
3
1
986
0.45
Single-Family Home
$325,000
08/06/25
3
1
967
0.30
Single-Family Home
$370,000
04/03/26
2
1
963
0.37
Single-Family Home
$420,000
02/09/26
3
1
977
0.20
Single-Family Home
$415,000
06/08/26
3
1.5
963
0.35
Single-Family Home
$332,000
12/22/25
3
1
1,500
0.45
Single-Family Home
$330,000
05/21/26
3
1
1,183
0.25
Single-Family Home
$330,000
09/05/25
3
1.5
1,128

Nearby homes

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Assigned Schools

These are the assigned schools for 5237 N Oleander Ave.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Neighborhood stats provided by third party data sources.

What Locals Say about Oriole Park

At least 31 Trulia users voted on each feature.
  • 95 % Say there are sidewalks

  • 91 % Say it's dog friendly

  • 87 % Say streets are well-lit

  • 84 % Say yards are well-kept

  • 83 % Say parking is easy

  • 82 % Say people would walk alone at night

  • 82 % Say it's walkable to grocery stores

  • 78 % Say kids play outside

  • 76 % Say there's holiday spirit

  • 71 % Say car is needed

  • 70 % Say it's quiet

  • 65 % Say it's walkable to restaurants

  • 61 % Say they plan to stay for at least 5 years

  • 60 % Say there's wildlife

  • 56 % Say neighbors are friendly

  • 48 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "It’s a clean and safe area since I was a kid in the 70s and 80s. The local Catholic grade school where I attended has closed but the neighborhood “rival” Catholic schools are still open. The public schools have also improved a lot since the late 90s and early 2000s, I think, due to return to practical policies. You’re surrounded by nice suburbs so if you have to live inside Chicago, OHare area is best bet. But if you want more urban feeling, it might be too suburban like. For little kids and back yards, it’s good. Then when they graduate from high school you can all move to yuppie gentrified areas. "
  • Trulia User
    "There are a lot of dogs in the neighborhood and owners pick up after them. It’s a small neighborhood feel in a big city. "
  • Trulia User
    "Dog owners like having plenty of space to have their dogs play or walk either around the blocks or in the park areas "
  • Melissa R.
    "Close to 90, the blue line, bus routes, and O’Hare. Perfect for commuters to city or suburbs! Would recommend "
  • D23mal
    "Park close by for walks. Plenty of other friendly dogs in the neighborhood. Pet resources galore and friendly neighbors. "
  • Jmoe94
    "Easy access to train and sway. Close to shopping and restaurants. Even if there is some traffic easy way to get around once you figure out what routes are available."
  • Wendy_funk
    "Safe neighborhood. Park, school, amenities not too far. Grocery stores within a mile. Not far from blue line. Most care about keeping up their property. Friendly people."
  • Jason M.
    "This is easily one of the best neighborhoods in the city for raising a family. "
  • Rose O.
    "Good mix of families and Retirees"
  • Jason M.
    "An extremely safe and family-friendly environment. Oriole Park Elementary is one of the best elementary schools in CPS."

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Homes for sale near 5237 N Oleander Ave

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Off Market Homes Near 5237 N Oleander Ave

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5237 N Oleander Ave, Chicago, IL 60656 is a 3 bedroom, 1 bathroom, 967 sqft single-family home built in 1949. 5237 N Oleander Ave is located in Oriole Park, Chicago. This property is not currently available for sale. 5237 N Oleander Ave was last sold on Jun 17, 2019 for $245,000. The current Trulia Estimate for 5237 N Oleander Ave is $385,100.