5305 W Addison St, Chicago, IL 60641
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FOR SALE
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5305 W Addison St
Chicago, IL 60641

Portage Park
  • 4 Beds
  • 3 Baths
  • 3,366 sqft

$699,000

Est. Mortgage $4,794/mo*
Get Pre-Qualified

$699,000

Est. Mortgage $4,794/mo*
Get Pre-Qualified
4 Beds
3 Baths
3,366 sqft

Local Information

  • Map ViewExplore the area around 5305 W Addison St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Beautifully maintained authentic Chicago bungalow blending timeless character with thoughtful modern updates throughout. Exceptional curb appeal welcomes you into expansive sun-filled living and dining spaces featuring hardwood floors, elegant millwork, recessed lighting, plantation shutters, and a beautiful gas fireplace anchoring the main living area. The updated kitchen offers granite countertops, abundant cabinetry, oversized prep space, newer LG stainless steel appliances including double ovens and a gas range, and opens seamlessly into adjoining flexible living and dining space ideal for everyday living or entertaining. The thoughtfully designed second level offers a rare bungalow layout featuring a spacious primary bedroom retreat, full bath, upstairs laundry, custom walk-in closet, and an open loft-style gallery with skylights perfect for a home office, lounge, or additional living space. The fully finished basement provides exceptional additional living space complete with a large recreation area, wet bar, full bathroom, versatile flex room ideal for guests, office, workout space, or potential 4th bedroom setup, plus additional storage. A standout feature of the home is the charming enclosed sun porch connecting the basement and backyard, featuring exposed brick, hardwood floors, abundant natural light, and direct exterior access creating a unique indoor/outdoor flow. Outdoor features include cedar and iron privacy fencing, heated brick 2-car garage with epoxy flooring, additional carport parking, and backyard space ready for your personal vision.Conveniently located near CTA bus routes-Cubs Fans 1 easy bus ride from Wrigley Field, Blue Line access, I-90/94, parks, shopping, and dining. Additional updates include newer roof (2020), updated electrical, newer LG washer/dryer (2024), garage door opener (2025), fresh interior paint, exterior trim work, and security systems already installed. A rare opportunity to own a beautifully updated classic Chicago bungalow offering exceptional flexibility, warmth, and timeless character throughout.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
$208
Listed
No Info

Home Details for 5305 W Addison St

Active Status

MLS Status: Active

Interior Features

Interior Details
Basement: Finished,Exterior Entry,FullNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Enclosed Porch, Family Room, Kitchen, Laundry, Living Room, Sitting Room, Storage, Utility Room Lower Level, Walk In ClosetWet Bar
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 3366 Square Feet
Appliances & Utilities
Appliances: Double Oven, Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Stainless Steel Appliance(s), Gas OvenDishwasherDryerLaundry: Gas Dryer Hookup,Laundry ClosetMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Natural Gas,Forced Air,SteamHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Gas Starter, Living RoomHas a FireplaceNo Spa
Gas & Electric
Electric: Circuit Breakers, 200+ Amp Service
Windows, Doors, Floors & Walls
Flooring: Hardwood
Levels, Entrance, & Accessibility
Stories: 2Accessibility: No Disability AccessFloors: Hardwood
View
No View
Security
Security: Security System, Closed Circuit Camera(s)

Exterior Features

Exterior Home Features
Roof: AsphaltFencing: Fenced, WoodOther Structures: Garage(s)Foundation: Concrete Perimeter
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageNo Attached GarageHas Open ParkingParking Spaces: 3Parking: Concrete,Garage Door Opener,Yes,Garage Owned,Detached,Side Apron,Owned,Garage
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (below surface): 1427 Square Feet

Property Information

Year Built
Year Built: 1923Year Renovated: 2020
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Bungalow
Building
Construction Materials: BrickNot a New ConstructionIs Habitable Residence
Property Information
Parcel Number: 13213020160000

Price & Status

Price
List Price: $699,000Price Per Sqft: $208
Status Change & Dates
Possession Timing: Close Of Escrow

Media

Location

Direction & Address
City: Chicago
School Information
Elementary School District: 299Jr High / Middle School District: 299High School District: 299

Agent Information

Listing Agent
Listing ID: 12698782

Building

Building Area
Building Area: 3366 Square Feet

Community

Community Features: Park, Sidewalks, Street Lights

HOA

HOA Fee Includes: None

Lot Information

Lot Area: 3125 sqft

Listing Info

Special Conditions: List Broker Must Accompany

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: 12698782

Additional Information

ParkSidewalksStreet LightsSource Internet Entire Listing DisplayMRD IDX Comments Reviews: NoMRD Listing On IDX Display: YesMRD AVM On IDX Display: NoMRD Address On VOW Display: YesMRD Price History On IDX Display: NoMRD Market Time On IDX Display: NoSource Internet Address DisplayMRD REMARKSINTERNET: YesHide Days On Site DisplayHide Price History DisplayMRD Remarks On VOW Display: Yes
Last check for updates: about 7 hours ago
Listing courtesy of: Jason Cardenas, (630) 669-9598
Baird & Warner
Source: MRED as distributed by MLS GRID, MLS#12698782
Also Listed on MRED as distributed by MLS GRID, MRED as distributed by MLS GRID.

Market trends in Portage Park

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$497K
$25KMoM
Sale-to-List Price
—
Price per sq ft
$280
$11MoM
Available listings
48
5MoM

Price History for 5305 W Addison St

DatePriceEventSource
07/08/2026$719,000ListingRemovedMRED as distributed by MLS GRID #12651592
06/10/2026$719,000Listed For SaleMRED as distributed by MLS GRID #12651592
08/17/2016$415,000Sold
MRED as distributed by MLS GRID #09241523
05/31/2016$419,000Listed For SaleAgent Provided
07/12/2013$385,000Sold
MRED as distributed by MLS GRID #08324339
05/21/2013$389,900PendingAgent Provided
05/09/2013$389,900PriceChange
Agent Provided
04/24/2013$399,900Listed For SaleAgent Provided
12/19/2012$145,000Sold
N/A
12/22/2003$270,000Sold
N/A

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Property Tax and Assessment

Year2024
Tax
Assessment$400,010
Home facts updated by county records

Comparable Sales for 5305 W Addison St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5220 W Patterson Ave, Chicago, IL
0.13
Single-Family Home
$420,000
05/27/26
4
2.5
2,342
5414 W Eddy St, Chicago, IL
0.15
Single-Family Home
$550,000
05/21/26
4
2.5
2,375
5138 W Addison St, Chicago, IL
0.19
Single-Family Home
$410,000
06/29/26
4
2.5
1,550
5121 W Newport Ave, Chicago, IL
0.29
Single-Family Home
$590,000
12/09/25
4
3
3,137
5454 W Eddy St, Chicago, IL
0.22
Single-Family Home
$460,000
05/01/26
5
2.5
2,300
5240 W Eddy St, Chicago, IL
0.07
Single-Family Home
$440,000
12/18/25
4
2
1,595
5410 W Grace St, Chicago, IL
0.32
Single-Family Home
$715,000
03/31/26
4
3
3,091
5421 W Eddy St, Chicago, IL
0.17
Single-Family Home
$380,000
10/15/25
3
3
1,745
5230 W Waveland Ave, Chicago, IL
0.17
Single-Family Home
$371,000
07/22/25
4
2
1,386
5423 W Roscoe St, Chicago, IL
0.30
Single-Family Home
$685,000
11/13/25
5
3
3,100

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 5305 W Addison 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

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

What Locals Say about Portage Park

At least 510 Trulia users voted on each feature.

  • 95 % Say there are sidewalks

  • 91 % Say it's dog friendly

  • 80 % Say it's walkable to restaurants

  • 78 % Say streets are well-lit

  • 77 % Say it's walkable to grocery stores

  • 75 % Say yards are well-kept

  • 71 % Say there's holiday spirit

  • 70 % Say parking is easy

  • 69 % Say people would walk alone at night

  • 66 % Say kids play outside

  • 59 % Say car is needed

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

  • 56 % Say it's quiet

  • 55 % Say neighbors are friendly

  • 50 % Say there are community events

  • 35 % Say there's wildlife

Sourced by Trulia users. Learn more about our methodology.
  • Kailey Oboikovitz
    "Walkable and safe. close stores. Good for families and pets and friendly. Great parks for the kids to play "
    0
    Flag
  • Trulia User
    "Kids ride around on bikes and walk around plenty! There are things going on at the local parks that keeps them busy. "
    0
    Flag
  • Trulia User
    "Great neighbors and great family environment, safe neighborhood everything walking distance from your home "
    0
    Flag
  • Berenice N
    "Portage park is great! Decent area for walking, lots of dog lovers. Nice parks. Bus stops every couple blocks"
    0
    Flag
  • Berenice N
    "Good area to walk your dogs. Very dog friendly but no dog park near by. Poop bag stands would be great"
    0
    Flag
  • Enders1
    "I’ve lived in the area for 19 years, I’m the owner of a Condominium. I recommend the Portage Park area. "
    0
    Flag
  • Trulia User
    "It’s fine. It’s all I ever thought it could be. It was better than cats. How much more do I need to write on here???"
    2
    Flag
  • Trulia User
    "Jefferson park is a good area for children and adults because everyone is different and respectful people "
    0
    Flag
  • Trulia User
    "Portage Park has a lot of opportunity for children to be out and about between the parks and the pool. Lots of shops, close by favorite groceries stores."
    0
    Flag
  • Trulia User
    "Moved into a 6 family apartment- neighborhood is friendly, clean, and I feel safe. Lots of stores near by. The park has a beautiful pool"
    0
    Flag
  • Trulia User
    "My neighborhood is awesome I love walking and taking the bus around in my area the people are great too"
    0
    Flag
  • Trulia User
    "Diversity- vast majority of restaurants and small businesses to keep you entertained. Do watch out for the random Karen and kens! They are pretty much lurking everywhere. "
    11
    Flag
  • Trulia User
    "working class neighborhood which is not far from suburbs. ideal for people who drive. I love having lived here for more than 25 years"
    1
    Flag
  • Trulia User
    "convenient, buses and trains come frequently, gets pretty crowded during rush hour. pretty far from the train"
    0
    Flag
  • Trulia User
    "Great family friendly neighborhood. Relatively safe for Chicago but safer than the south of chicago Amazing neighborhood and neighbors and highly recommend. Still affordable but quickly gentrifying some get in quick. "
    1
    Flag
  • Trulia User
    "Heavy city traffic to be expected. Just have a great playlist or a podcast to listen to. The streets are often in contruction. "
    0
    Flag
  • Trulia User
    "Easy access to suburbs and downtown . Very diverse neighborhood . Nice parks. Great variety of stores and restaurants "
    0
    Flag
  • Trulia User
    "It’s generally safe but you should stay with your children at all times. Otherwise it’s a great family neighborhood. "
    0
    Flag
  • Trulia User
    "It is a friendly neighborhood that is still developing, the shops are nearby and so are certain restaurants and bars "
    0
    Flag
  • Trulia User
    "The friendliness of the neighbors and all the nice dogs in the neighborhood. Very well maintained and safe. Your always seeing someone else walking their dogs, so your never out alone "
    0
    Flag
  • Trulia User
    "We have a park area named portage park and lots of restaurants around and cafes and local stores and it’s close to downtown about a 25 min drive"
    0
    Flag
  • Mariajoyce25
    "Public transportation is available. Easy access to I 90. There are bike lanes as well. This neighborhood has always been too notch for being able to allow residents to commute to all parts of the Chicagoland area. We also have the metra station next to the Irving blue line. "
    2
    Flag
  • Alyssa W.
    "Plenty of people can be seen walking their dogs within this neighborhood. It’s very common for people to have dogs "
    0
    Flag
  • Mariapeggy823
    "They neighborhood is really diverse,good schools, transportation is very accessible. Friendly people. Lots of stores and restaurants in the area."
    4
    Flag
  • Ballattacker3
    "Block party’s, the community comes together and puts on a great show. I hope to get to know more people as time goes on."
    0
    Flag
  • Terron W.
    "I’ve been here for seven years. It’s a great community for families! Neighbors are friendly and there has been an influx of young families moving into the neighborhood. Close proximity to Portage Park adds motivation to get out and enjoy the outdoors. "
    9
    Flag
  • Cielo M.
    "Just moved here. I did have a neighbor threaten to shoot my putbull once but other than that it's a quiet clean place "
    3
    Flag
  • Jennifer H. .
    "My neighborhood is really safe..The people are super nice there are alot of dogs but almost all people pick up after there dogs.."
    1
    Flag
  • Lasvegasarturo
    "Great dog walking neighborhood. Other dog owners are very friendly Area is safe for late walks as well. "
    2
    Flag
  • Kristin M. H.
    "Portage Park has a dog park which would probably be a nice feature for dog owners. Dog owners are typically respectful of other dogs and pedestrians."
    1
    Flag
  • Glenda Y.
    "it's quiet clean safe so far people here hasn't been very friendly but that's fine at least my kids can still walk to school safely"
    6
    Flag
  • Vikki T.
    "Portage dog park is a great option to let the dogs burn some energy and get some good exercise. I definitely think my dog enjoys it "
    0
    Flag
  • Tyler K.
    "Dog owners would like the amount of available sidewalk to walk their dogs on and that the neighbors shovel the snow."
    3
    Flag
  • Mashiell P.
    "My neighborhood has great access to the six corners Irving Park, Milwaukee, Cicero bus stops and CTA Blue lines."
    0
    Flag

LGBTQ Local Legal Protections

Jason Cardenas, Baird & Warner
Agent Phone: (630) 669-9598
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
5305 W Addison St, Chicago, IL 60641 is a 4 bedroom, 3 bathroom, 3,366 sqft single-family home built in 1923. 5305 W Addison St is located in Portage Park, Chicago. This property is currently available for sale and was listed by MRED as distributed by MLS GRID. The MLS # for this home is MLS# 12698782.