5559 S Whipple St, Chicago, IL 60629
Property image
Property image
OFF MARKET

5559 S Whipple St
Chicago, IL 60629

Gage Park
  • 6 Beds
  • 3 Baths
  • 2,326 sqft

$389,400

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $2,708/mo*
Refinance Your Home

$389,400

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $2,708/mo*
Refinance Your Home
6 Beds
3 Baths
2,326 sqft

Local Information

  • Map ViewExplore the area around 5559 S Whipple St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Multi-Family
Year Built
1920
Living Area
2,326 sqft
Price/Sqft
$167
Parking
Garage

About this House

This multi-family home is located at 5559 S Whipple St, Chicago, IL. 5559 S Whipple St is in the Gage Park neighborhood in Chicago, IL and in ZIP code 60629. This property has 6 bedrooms, 3 bathrooms and approximately 2,326 sqft of floor space. This property has a lot size of 3049 sqft and was built in 1920.
5559 S Whipple St, Chicago, IL 60629 is a 6 bedroom, 3 bathroom, 2,326 sqft multi-family in Gage Park, built in 1920. It last sold for $204,000 on Jan 16, 2020. It is currently off market. The Trulia Estimate is $389,400, with a rent estimate of $1,646/month.

Home Details for 5559 S Whipple St

Interior Features

Heating & Cooling
Heating: GasHeating Fuel: Gas
Interior Details
Number of Rooms: 8

Exterior Features

Exterior Home Features
Roof: Built UpExterior: Brick
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1920
Property Type / Style
Property Type: Multi Family

Community

Units in Building: 2

Lot Information

Lot Area: 3049 sqft

Price History for 5559 S Whipple St

DatePriceEventSource
01/16/2020$204,000Sold
MRED as distributed by MLS GRID #10440905
11/17/2019$224,900PendingAgent Provided
07/28/2019$224,900PendingToActiveAgent Provided
07/15/2019$224,900PendingAgent Provided
07/06/2019$224,900Listed For SaleAgent Provided
12/17/2003$245,000Sold
N/A
08/23/2000$172,500Sold
N/A

Market trends in Chicago

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$382K
$16.67KMoM
Sale-to-List Price
100.0%
0.1%MoM
Price per sq ft
$290
$13MoM
Available listings
5747
168MoM
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Property Tax and Assessment

Year2024
Tax$5,247
Assessment$260,010
Home facts updated by county records

Comparable Sales for 5559 S Whipple St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2652 W 58th St, Chicago, IL
0.51
Multi-Family Home
$271,500
09/12/25
5
4
3,600
6225 S Albany Ave #1, Chicago, IL
0.82
Multi-Family Home
$280,000
02/17/26
6
3
3,030
3511 W 57th St, Chicago, IL
0.63
Multi-Family Home
$400,000
08/20/25
8
3
3,407
5838 S Campbell Ave, Chicago, IL
0.74
Multi-Family Home
$260,000
04/21/26
4
2
2,452
5822 S Sacramento Ave, Chicago, IL
0.31
Multi-Family Home
$295,000
11/25/25
6
2
-
3115 W 54th Pl, Chicago, IL
0.20
Multi-Family Home
$475,000
08/11/25
7
4
-
5021 S Fairfield Ave, Chicago, IL
0.80
Multi-Family Home
$330,000
10/02/25
4
3
1,760
5239 S Troy St, Chicago, IL
0.43
Multi-Family Home
$325,000
05/18/26
5
2
-
4522 S California Ave, Chicago, IL
1.36
Multi-Family Home
$157,000
04/02/26
5
3
2,152
5254 S Sacramento Ave, Chicago, IL
0.39
Multi-Family Home
$323,000
10/27/25
4
3
-

Nearby homes

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Assigned Schools

These are the assigned schools for 5559 S Whipple St.
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

Gage Park
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Gage Park

At least 352 Trulia users voted on each feature.

  • 89 % Say there are sidewalks

  • 80 % Say it's walkable to grocery stores

  • 79 % Say it's walkable to restaurants

  • 77 % Say yards are well-kept

  • 72 % Say it's dog friendly

  • 69 % Say there's holiday spirit

  • 68 % Say kids play outside

  • 64 % Say streets are well-lit

  • 60 % Say car is needed

  • 49 % Say they plan to stay for at least 5 years

  • 47 % Say neighbors are friendly

  • 47 % Say it's quiet

  • 46 % Say there are community events

  • 37 % Say people would walk alone at night

  • 35 % Say parking is easy

  • 33 % Say there's wildlife

Sourced by Trulia users. Learn more about our methodology.
  • Ramosrachael09
    "Like every other commute in Chicago. Some days quiet and nice other days hectic and loud. Depends on the day. "
    0
    Flag
  • Trulia User
    "I would like to live in this neighborhood. A better chance an better living for my family an friend. "
    1
    Flag
  • Trulia User
    "Area is not so safe, very congregated neighborhood. Wouldn’t recommend moving here if you’re moving from a decent area. "
    0
    Flag
  • Trulia User
    "Great place to live everyone is friendly and kind it’s very quiet and clean. The people are neighborly and don’t bother you at all. I don’t see many kids but I guess that’s a good and bad thing depending on how you take it."
    0
    Flag
  • Trulia User
    "Great place to stay, quite as well on the block I live on. I recommend living here for everyone. Not a food dessert"
    1
    Flag
  • Alejandro U.
    "My commute is very good in this community and well maintained.It is the best neighborhood i have ever lived in."
    2
    Flag
  • Phustle29
    "It’s a really good neighborhood, grocery stores are in walking distance Orange line in walking distance, schools 2 mins away very good friendly community "
    0
    Flag
  • Khadijah B.
    "It’s a very quite area and everyone minds their business. I’ve been here a short amount of time but from the looks of it it’s a good place to live."
    0
    Flag
  • Destiny G.
    "We get carnitas from our next door neighbor every weekend. So the neighbors are super great. And there is like 50 La Michoacána’s in the area. "
    9
    Flag
  • Lizcde85
    "I love it, every thing is in walking distance!! Everyone is friendly, calm neighborhood, great schools, and essential businesses everywhere!!"
    1
    Flag
  • Junior En
    "So far the neighborhood is quiet and safe, I’ve been living here for two years. Planning to buy another house in the future. "
    0
    Flag
  • Daniel.orozco
    "gangbangers in some areas..you have to be careful as they hang out in certain areas. the schools are good."
    4
    Flag
  • Phustle29
    "I have lived in this neighborhood for over 10 years And never had an issue and is very close to public transportation to go downtown"
    8
    Flag
  • Rapunzel M.
    "The orange line kedzie stop is about a 10 minute walk away. The 52 bus, 51, 47, and 55 are all near by as well. commute is easily available."
    0
    Flag
  • Anita
    "Not many dog owner that I can see a lot of apartment don’t allow dogs more car owners than dog not sure why . "
    2
    Flag
  • Anita I.
    "At the Local Catholic Church , there are always family events . Also at the local high schools and crammed schools "
    0
    Flag
  • Jeanette G.
    "Not a safe neighborhood for kids.no parks near by and there’s always police activity around. There are schools and stores in walking distance."
    0
    Flag
  • Mg77619
    "Great transportation and streets are well light up. A lot of people walking in the day and night. Parking is moderately depending on the time of the day."
    0
    Flag
  • Lauranjavier0617
    "been leaving here for 14 years and yes it has its up and downs with gang violence .. my kids are getting older and here is not were i want them to stay ..will be moving soon "
    2
    Flag
  • Xpunklambx
    "Neighborhood is safe for children to play outside. Lots of neighborhood kids. Rarely hear gunshots outside. "
    1
    Flag
  • Analidimagana
    "The bakery at the corner always having music in tanks giving,valentines day etc.. the church on Kedzie and 55th makes the community happy with the events the have."
    0
    Flag
  • Xpunklambx
    "Walking distance to the “L” and to major bus routes. Parking is limited on residential streets because every household has 2+ cars "
    0
    Flag
  • Phustle29
    "I have lived here since I was 15 I am 42 now and I own my own home in the neighborhood has always been good"
    5
    Flag
  • Norma R.
    "It’s not unique. It’s a bad neighborhood. A lot of gang activity. Need to move out soon. Hopefully in the very near future. "
    15
    Flag
  • Someemophan
    "nothing makes this neighborhood unique. its average at best. you hear gunshots on a regular basis. and fireworks almost everyday."
    7
    Flag
  • Norma R.
    "Not a really good neighborhood. Really bad actually. You hear gunshots on a regular basis. I’ve only been living here for a year and I can’t wait to leave. "
    7
    Flag

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Homes for sale near 5559 S Whipple St

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Off Market Homes Near 5559 S Whipple St

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Frequently asked questions about 5559 S Whipple St

  • What is 5559 S Whipple St estimated to be worth?
    Trulia's estimated value for 5559 S Whipple St in Chicago, IL is $389,400.
  • What is the price history for 5559 S Whipple St?
    5559 S Whipple St in Chicago, IL last sold for $204,000 in January 2020.
  • Is Chicago a buyer's or seller's market?
    Chicago is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Chicago?
    The median sale price in Chicago is $382K. That is up $16.67K from the prior month.