5449 W Henderson St, Chicago, IL 60641
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Property image
OFF MARKET

5449 W Henderson St
Chicago, IL 60641

Cragin
  • 5 Beds
  • 3 Baths
  • 3,200 sqft

$558,000

Trulia Estimate
as of Jul 6, 2026
Est. Refi. Payment $3,804/mo*
Refinance Your Home

$558,000

Trulia Estimate
as of Jul 6, 2026
Est. Refi. Payment $3,804/mo*
Refinance Your Home
5 Beds
3 Baths
3,200 sqft

Local Information

  • Map ViewExplore the area around 5449 W Henderson St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This single-family home is located at 5449 W Henderson St, Chicago, IL. 5449 W Henderson St is in the Cragin neighborhood in Chicago, IL and in ZIP code 60641. This property has 5 bedrooms, 3 bathrooms and approximately 3,200 sqft of floor space. This property has a lot size of 4125 sqft and was built in 1923.
5449 W Henderson St, Chicago, IL 60641 is a 5 bedroom, 3 bathroom, 3,200 sqft single-family home in Cragin, built in 1923. It last sold for $327,000 on May 19, 2006. More recently, it was listed as a rental in June 2023 with an asking price of $3,300 per month. That rental listing was removed on July 19, 2023. It is currently off market. The Trulia Estimate is $558,000, with a rent estimate of $3,442/month.

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 5449 W Henderson St

Interior Features

Heating & Cooling
Heating: Forced Air, OtherAir ConditioningCooling System: OtherHeating Fuel: Forced Air
Interior Details
Number of Rooms: 7Types of Rooms: Dining Room, Family Room
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: BrickLawn
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1923
Property Type / Style
Property Type: Single Family HomeArchitecture: Bungalow

Community

Units in Building: 1

Lot Information

Lot Area: 4125 sqft

Price History for 5449 W Henderson St

DatePriceEventSource
07/19/2023ListingRemovedZillow Rentals
07/09/2023$3,100PriceChange
Zillow Rentals
06/29/2023$3,150PriceChange
Zillow Rentals
06/10/2023$3,300Listed For RentZillow Rentals
05/22/2023ListingRemovedZillow Rentals
05/10/2023$3,300PriceChange
Zillow Rentals
04/28/2023$3,100PriceChange
Zillow Rentals
04/19/2023$3,600Listed For RentZillow Rentals
05/10/2022ListingRemovedZillow Rental Manager
05/06/2022$2,700PriceChange
Zillow Rental Manager
05/04/2022$2,850Listed For RentZillow Rental Manager
04/01/2021ListingRemovedZillow Rental Manager
03/06/2021$2,500Listed For RentZillow Rental Manager
08/07/2016$375,000ListingRemovedAgent Provided
07/27/2016$375,000PriceChange
Agent Provided
07/13/2016$378,000PriceChange
Agent Provided
07/01/2016$379,000PriceChange
Agent Provided
06/29/2016$380,000PriceChange
Agent Provided
06/21/2016$385,000PriceChange
Agent Provided
06/03/2016$390,000PriceChange
Agent Provided
05/20/2016$429,000Listed For SaleAgent Provided
05/19/2006$327,000Sold
N/A

Market trends in Chicago

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

Year2024
Tax
Assessment$381,010
Home facts updated by county records

Comparable Sales for 5449 W Henderson St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5423 W Roscoe St, Chicago, IL
0.08
Single-Family Home
$685,000
11/13/25
5
3
3,100
5515 W Henderson St, Chicago, IL
0.06
Single-Family Home
$422,000
07/23/25
7
3
1,887
5450 W School St, Chicago, IL
0.03
Single-Family Home
$390,000
05/22/26
4
2
1,794
5532 W Roscoe St, Chicago, IL
0.14
Single-Family Home
$575,000
09/04/25
5
3
2,200
5537 W Melrose St, Chicago, IL
0.16
Single-Family Home
$550,000
06/02/26
5
3
2,225
5454 W Eddy St, Chicago, IL
0.29
Single-Family Home
$460,000
05/01/26
5
2.5
2,300
5455 W Roscoe St, Chicago, IL
0.06
Single-Family Home
$765,000
06/15/26
4
4
4,200
2910 N Linder Ave, Chicago, IL
0.52
Single-Family Home
$350,000
09/12/25
5
3
2,971
5536 W Melrose St, Chicago, IL
0.14
Single-Family Home
$540,000
04/23/26
6
3
1,500
5421 W Eddy St, Chicago, IL
0.26
Single-Family Home
$380,000
10/15/25
3
3
1,745

Nearby homes

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Assigned Schools

These are the assigned schools for 5449 W Henderson 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

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

What Locals Say about Cragin

At least 437 Trulia users voted on each feature.

  • 91 % Say there are sidewalks

  • 83 % Say it's dog friendly

  • 78 % Say it's walkable to grocery stores

  • 75 % Say it's walkable to restaurants

  • 71 % Say yards are well-kept

  • 67 % Say streets are well-lit

  • 66 % Say kids play outside

  • 64 % Say car is needed

  • 63 % Say there's holiday spirit

  • 52 % Say they plan to stay for at least 5 years

  • 47 % Say it's quiet

  • 46 % Say people would walk alone at night

  • 45 % Say neighbors are friendly

  • 34 % Say there are community events

  • 31 % Say there's wildlife

  • 29 % Say parking is easy

Sourced by Trulia users. Learn more about our methodology.
  • Xmzpnj78pj
    "I've lived in this neighborhood for all my life,In all my life no package has been stolen in this neighborhood all the streets/sidewalks are well maintained "
    2
    Flag
  • Td2vyb29r5
    "I like to live here, the schools are good and the neighborhood too, the only bad thing is the difficulty of finding parking"
    2
    Flag
  • Naomiafrias
    "To let their children be who they want to become and for their children to grow and live their life "
    0
    Flag
  • Trulia User
    "Apt allows cats, why not small dogs, people sometimes need service dogs, or just regular smaller dogs, if the apt isn't big enough for a medium or larger dog."
    0
    Flag
  • Trulia User
    "dogs are welcomed in my neighborhood. pet owners just need to clean after them. Also, if they see another dog being walked by their owner cross the street to avoid an attack from that other dog "
    1
    Flag
  • Trulia User
    "Too many shootings and the only good thing about it is rent is cheap, there is a lot of schools around. "
    0
    Flag
  • Trulia User
    "Nothing special in here, quite zone except the big avenues with relatively friendly people, without too much violence or incidents."
    0
    Flag
  • Trulia User
    "I’ve lived here for 9 years and it’s has everything at hand no transportation needed. Everyone is friendly and picks up after their pets and maintains their homes. "
    2
    Flag
  • Trulia User
    "Not many dogs being walked. People just keep their dogs in the yards I guess. I have yet to see a dog being walked. "
    0
    Flag
  • Trulia User
    "they love the community pet friendly and plenty of green areas for pets most clean up after their pets clean community "
    0
    Flag
  • Trulia User
    "Safe! There’s lots of parks, schools and churches. Easy to get around. Lots of restaurants and grocery stores nearby. Parking is tough if you don’t have a garage. Taxes are low compared to other parts of the city."
    0
    Flag
  • Trulia User
    "Kids are safe playing outside. The area is peaceful and neighbors are friendly. Close to parks and libraries "
    0
    Flag
  • Trulia User
    "Lots of renovations and construction going on. Area definitely on a upswing! Wide range of homes in price and size. Decent taxes. Most homes and blocks are well kept, some better than others. Many schools and parks. Lots of places to eat and shop close by. Not a lot of crime But you still have to be careful your in the CITY. Kinda loud at times with weekend yard parties or cars bumping and thumping. Litter is one thing we could do a better job of! KEEP IT CLEAN PEOPLE!. Have lived in the area for over 30years. Very diverse. Central location in the City makes it easy to get around. It’s the people who make a neighborhood great! Let’s do our part people.."
    0
    Flag
  • Trulia User
    "not worth it to have a family in this area that's for sure they just might be on the street there's not much to do in this area always police cars going up and down the streets and you hear about break in's. "
    0
    Flag
  • Destiny.figueroa81
    "The community was very well kept and easy access to public transportation. I was able to take my son trick or treating for Halloween. "
    2
    Flag
  • Kimberly C. C.
    "Direct access to buses that connect to blue line. Buses come frequently on Belmont and Diversey. Blue line connects to other lines and takes to downtown directly "
    1
    Flag
  • Paco64chgo
    "To much crime and drugs , police never do anything, the alleys are dirty. Cars get damaged if parked in the street "
    2
    Flag
  • Jen M.
    "Our community has Block parties that make it really nice to meet your neighbors and hang out. A lot of people own dogs and that is nice for meeting neighbors too. "
    0
    Flag
  • Fatima R.
    "Great community, neighborhoods are all friendly. Very easy to get around. Would be hard to leave from here."
    6
    Flag
  • Laura.martinez101987
    "great school for children to attend, its safe for my children to walk home from and to school. the streets are clean"
    0
    Flag
  • Yary V.
    "Area is pretty calm most neighbors are very friendly there’s plenty of stores around but it’s extremely hard to find parking!! "
    1
    Flag
  • Wrekkajn
    "Super convenient! Belmont bus runs 24/7. Lots of grocery stores. Blue Line is relatively close. Night life isn't too crazy. "
    2
    Flag
  • Brisa323
    "It makes me feels safe. I really love how peaceful it can get. Neighbors are great! Everyone is very friendly. I haven’t experienced much violence for the past three years that have we lived here."
    6
    Flag
  • Robyn S.
    "I've live here for a bit over 2 years. I love my block great neighbors that's for sure. I am pretty centrally located 20 minutes to the highway my office etc."
    1
    Flag
  • Brenda
    "This neighborhood is very friendly, and people know each other. Public transportation is accessible north & south. "
    0
    Flag
  • Joyce .
    "I love that the ice cream truck comes through daily. Lots a families and super nice people. Lots of good grocery stores. "
    0
    Flag
  • Kay.la0212
    "I’ve lived in this area for about 2 years now. Never had any problem & my neighbors are very friendly. "
    1
    Flag
  • Fritzimayf.buenaflor
    "Most of dog owners I see doesn’t have plastic bag for their dog’s poop. Be careful walking on the front yard grass. There maybe dog poops..."
    0
    Flag
  • Jessimikaaa
    "Mostly Hispanic neighborhood. Lots of grocery stores & places to eat. Plenty of open late liquor stores. "
    0
    Flag
  • Austria Q.
    "Dog owners would not like living in the area because other people with dogs don’t know how to follow rules! They walk their dog without a leash all the time!!! "
    0
    Flag
  • Jblack773
    "Great access to public transportation such as bus and blue line, however no direct access to expressway "
    0
    Flag
  • Urzua m.
    "Block parties and the Belmont cragin fest every year. There are also a few parks within walking distance in the area. "
    0
    Flag
  • Dmartinezmatos
    "A little traffic. Not too much. Easy to get around the city in big steeet and small streets. Bike route accessible. A few parks. And very easy to take the bus anywhere if necessary. Blue line. Not too far away. "
    0
    Flag
  • Vlozad0718
    "Dog owner will love the near by park on Belmont and Lamon they will also love the fact that a few blocks away there is a dog training program. "
    0
    Flag

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Homes for sale near 5449 W Henderson St

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Off Market Homes Near 5449 W Henderson St

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