5244 W Barry Ave, Chicago, IL 60641
Property image
Property image
SOLD
DEC 2, 2025

5244 W Barry Ave
Chicago, IL 60641

Cragin
  • 4 Beds
  • 1.5 Baths

$390,000

Last Sold: Dec 2, 2025
8% over list $361K
Est. Refi. Payment $2,729/mo*
Refinance Your Home

$390,000

Last Sold: Dec 2, 2025
8% over list $361K
Est. Refi. Payment $2,729/mo*
Refinance Your Home
4 Beds
1.5 Baths

Local Information

  • Map ViewExplore the area around 5244 W Barry Ave.
  • Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1924
Parking
Garage
HOA
None

About this House

This 4 bed 1.5 bath Chicago Bungalow in Belmont Cragin offers the ideal combination of vintage features and a modern kitchen and bath. Ample space and an ideal location close to many conveniences. Red oak hardwood floor, high ceilings and unpainted woodwork, doors, and trim throughout. Recently remodeled kitchen and bath, new furnace in 2024, tear-off house roof and re-shingled garage roof in 2018, and brand new water heater are amongst the recent renovations. The home features two first floor bedrooms a separate dining room, an enclosed rear porch and a detached 2 car garage. Home already is in good shape and is well-maintained, but with room to improve, finish the basement, update finishes and make it your own. Walking distance to schools, parks, shopping, transportation and dining.
5244 W Barry Ave, Chicago, IL 60641 is a 4 bedroom, 2 bathroom single-family home in Cragin, built in 1924. It last sold for $390,000 on Dec 2, 2025 (8% above the $361,000 asking price). It is currently off market. The Trulia Estimate is $403,700, with a rent estimate of $3,072/month.

Home Details for 5244 W Barry Ave

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Unfinished,Exterior Entry,FullNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Enclosed Porch, Family Room, Foyer, Kitchen, Laundry, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Appliances & Utilities
Appliances: Refrigerator, HumidifierRefrigerator
Heating & Cooling
Heating: Natural Gas,Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Gas & Electric
Electric: Circuit Breakers, 100 Amp Service
Levels, Entrance, & Accessibility
Stories: 1.5Accessibility: No Disability Access
View
No View

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PatioFencing: FencedFoundation: Brick/Mortar, Concrete Perimeter
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageNo Attached GarageHas Open ParkingParking Spaces: 2Parking: Garage Door Opener,Yes,Detached,Garage
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer, Storm Sewer

Property Information

Year Built
Year Built: 1924
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Bungalow
Building
Construction Materials: BrickNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 13281070180000

Price & Status

Price
List Price: $361,000
Status Change & Dates
Off Market Date: Tue Nov 04 2025Possession Timing: Close Of Escrow

Location

Direction & Address
City: Chicago
School Information
Elementary School: Falconer Elementary SchoolElementary School District: 299Jr High / Middle School: Kelvyn Park High SchoolJr High / Middle School District: 299High School: Foreman High SchoolHigh School District: 299

Community

Community Features: Curbs, Sidewalks, Street Lights, Street Paved

HOA

HOA Fee Includes: None

Lot Information

Lot Area: 3750 sqft

Listing Info

Special Conditions: List Broker Must Accompany

Offer

Listing Terms: FHA

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: 12505896Attic: Finished, Interior Stair

Additional Information

CurbsSidewalksStreet LightsStreet PavedSource Internet Automated Valuation DisplaySource Internet Consumer CommentSource Internet Entire Listing DisplayMRD Listing On IDX Display: YesMRD REMARKSINTERNET: YesSource Internet Address Display
Last check for updates: about 12 hours ago
Listed by Lee Diamond, (773) 481-0244
Big Shoulders Realty, LLC
Bought with: Niki Syllantavos, (312) 259-2530, Redfin Corporation
Source: MRED as distributed by MLS GRID, MLS#12505896

Price History for 5244 W Barry Ave

DatePriceEventSource
12/02/2025$390,000Sold
MRED as distributed by MLS GRID #12505896
11/04/2025$361,000ContingentMRED as distributed by MLS GRID #12505896
10/31/2025$361,000Listed For SaleMRED as distributed by MLS GRID #12505896
12/16/2009$200,000Sold
MRED as distributed by MLS GRID #07360356
11/07/2009$215,000Listed For SaleAgent Provided

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
Assessment$320,010
Home facts updated by county records

Comparable Sales for 5244 W Barry Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5248 W Wellington Ave, Chicago, IL
0.13
Single-Family Home
$410,000
03/30/26
4
1.5
1,192
5250 W Nelson St, Chicago, IL
0.06
Single-Family Home
$435,000
10/03/25
5
2
1,338
5335 W Barry Ave, Chicago, IL
0.11
Single-Family Home
$405,000
06/17/26
4
3
1,366
5328 W George St, Chicago, IL
0.27
Single-Family Home
$425,000
10/30/25
4
2
1,650
5305 W Wellington Ave, Chicago, IL
0.17
Single-Family Home
$333,000
08/04/25
3
1
1,568
5041 W Fletcher St, Chicago, IL
0.26
Single-Family Home
$410,000
12/06/25
3
2
1,065
5320 W Wolfram St, Chicago, IL
0.32
Single-Family Home
$375,000
06/22/26
4
1
1,369
5135 W Melrose St, Chicago, IL
0.21
Single-Family Home
$460,000
06/15/26
4
2.5
2,600

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 5244 W Barry Ave.
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

  • 66 % Say kids play outside

  • 66 % Say streets are well-lit

  • 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 5244 W Barry Ave

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Off Market Homes Near 5244 W Barry Ave

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Based on information submitted to the MLS GRID as of 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Click here for more information