5305 W Addison St

3,366 Sq. Ft.
$214 / Sq. Ft.
3,366
Sq. Ft.
$214
per Sq. Ft.

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...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, 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.
  1. Listed by Jason Cardenas • Baird & Warner
    P: (630)-669-9598 C: (630)-669-9598 jasoncardenas76@gmail.com; jason.cardenas@bairdwarner.com

Property Details for 5305 West Addison Street

Area
CHI - Portage Park
Township
Jefferson
Ownership
Fee Simple
Num Of Garage Spaces
2.0
Num Of Parking Spaces
3.0
Parking Included in Price
Yes
Air Conditioning Type
Central Air
Num of Interior Fireplaces
1
LISTING UPDATED: 06/15/2026 10:23 AM

Property Details for 5305 West Addison Street

StatusActive
MLS #12651592
Days on Market33
Taxes$7,377 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeDetached Single / 2 Stories
Year Built1923
Lot Size0.07 AC / 3,125 SF
CountyCook County

Location

Listing Courtesy of Baird & Warner
Add your commute

Building Information for 5305 West Addison Street

Stories-Year Built1923Building Size-Lot Size0.07 AC / 3,125 SF

Payment Calculator

Get preapproved with
OriginPoint Mortgage or Rocket Mortgage1

$4,198 per month

30 year fixed, 6.36% Interest

Principal and Interest

$3,583

Property Taxes

$615

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 5305 West Addison Street

General Information
School Information
  • Elementary School District: 299
  • High School District: 299
  • Middle Or Junior School District: 299
Addtl Parking Information
  • Parking Details: Concrete, Garage Door Opener, Yes, Garage Owned, Detached, Side Apron, Owned, Garage
Taxes and HOA Information
  • Association Fee Frequency: Not Applicable
  • Association Fee Includes: None
  • Master Association Fee: No
  • Master Association Fee Frequency: Not Required
Property Information
Interior Features
  • Interior Property Features: Wet Bar, 1st Floor Bedroom, 1st Floor Full Bath, Walk-In Closet(s), Granite Counters
  • Num Of Rooms: 9
  • Bedrooms Total: 3
  • Bedrooms (Below Grade): 1
  • Community Features: Park, Sidewalks, Street Lights
  • Fireplace Features: Gas Starter
  • Basement Type: Finished, Exterior Entry, Full
  • Bedrooms Possible: 4
  • Air Conditioning: Central Air
  • Electric: Circuit Breakers, 200+ Amp Service
  • Flooring: Hardwood
  • Basement Sq Ft: 1427
  • Dining Room: Combined w/ LivRm
  • Basement Bathrooms: Yes
  • Fireplace Location: Living Room
  • Room Type: Sitting Room, Walk In Closet, Enclosed Porch, Utility Room-Lower Level, Storage
  • Num of Baths: 3.0
Exterior Features
  • Fencing: Fenced, Wood
  • Type: 2 Stories
Utilities / Equipment
  • Sewer: Sewer-Public
  • Water: Lake Michigan
  • Appliances: Oven-Double, Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, All Stainless Steel Kitchen Appliances, Gas Oven
  • Other Equipment: Security System, Security Cameras, Internet-Fiber
Property/Lot Information
  • New Construction YN: No
  • Rebuilt: No
  • Rehabilitated: Yes
  • Rehab Year: 2020
  • Built Before 1978: Yes
  • Age: 100+ Years
  • Type Detached: 2 Stories
  • Total Sq Ft: 1939
  • Aprox Total Finished Sq Ft: 3366
  • Total Finished and Unfin Sq Ft: 3366
  • Main Sq Ft: 1233
  • Upper Sq Ft: 706
  • Lot Size: Standard Chicago Lot
  • Lot Size Source: County Records
  • Lot Dimensions: 25x125
  • Other Structures: Garage(s)
  • Waterfront: No
  • Disability Access and/or Equipped: No
  • Exterior Building Type: Brick
  • Construction: Brick
  • Roof Type: Asphalt
  • Foundation Details: Concrete Perimeter
  • General Information: None
  • North Coordinate: 3600
  • South Coordinate: 0
  • East Coordinate: 0
  • West Coordinate: 5305
  • Below Grade Finished Area: 1427.0
  • Living Area Source: Plans
  • Assessor Square Footage: 1772
Property and Assessments
  • Buyer Financing: Conventional, FHA, VA
  • Public Document Count: 5
  • Document Date: 2026-06-01T16:15:27
  • Photos Count: 41
  • Habitable Residence: Yes
  • Rural: N
  • OpenHouse Count: 0
Virtual Tour/Additional Media
  • Virtual Tour: None
  • Virtual Tour YN: No
Room Information
Master Bedroom Information
  • Master Bedroom Level: Second
  • Room Type: Master Bedroom
  • Master Bedroom Bath: None
  • Master Bedroom Dimensions: 17X15
Bedroom #2 Information
  • 2nd Bedroom Level: Main
  • Room Type: Bedroom 2
  • Bedroom #2 Room Dimensions: 10X10
Bedroom #3 Information
  • 3rd Bedroom Level: Main
  • Room Type: Bedroom 3
  • Bedroom #3 Room Dimensions: 10X14
Bedroom #4 Information
  • 4th Bedroom Level: Basement
  • Room Type: Bedroom 4
  • Bedroom #4 Room Dimensions: 10X16
Dining Room Information
  • Dining Room Level: Main
  • RoomType_DR: Dining Room
  • Dining Room Dimensions: 13X15
Family Room Information
  • Family Room Level: Main
  • RoomType_FR: Family Room
  • Family Room Dimensions: 10X13
Kitchen Information
  • Kitchen Level: Main
  • RoomType_KT: Kitchen
  • Kitchen Dimensions: 13X13
Laundry Information
  • Laundry Level: Second
  • Room Type: Laundry
  • Laundry Dimensions: 6X5
Living Room Information
  • Living Room Level: Main
  • Room Type: Living Room
  • Living Room Dimensions: 13X19
Walk In Closet 1 Information
  • Room Level: Second
  • Room Type: Walk In Closet
  • Dimensions: 17X14
Storage Room 1 Information
  • Room Level: Basement
  • Room Type: Storage
  • Dimensions: 11X7
Enclosed Porch Information
  • Room Level: Main
  • Room Type: Enclosed Porch
  • Dimensions: 16X7
Sitting Room Information
  • Room Level: Second
  • Room Type: Sitting Room
  • Dimensions: 9X18
Utility Room Lower Level Information
  • Room Level: Basement
  • Room Type: Utility Room-Lower Level
  • Dimensions: 6X10

Property History for 5305 West Addison Street

DateEvent & SourcePriceAppreciation
Jun 8, 2026

Listed (Active)

MRED #12651592

$719,000
Aug 17, 2016

Sold

MRED #09241523

$415,000
Aug 6, 2016

Sold (Public Record)

Public Record #582713586

$415,000

+2.5% / yr

DateEvent & SourcePrice
06/08/2026

Listed (Active)

MRED #12651592

$719,000
08/17/2016

Sold

MRED #09241523

$415,000
08/06/2016

Sold (Public Record)

Public Record #582713586

$415,000

+2.5% / yr

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 5305 West Addison Street

Taxable ValueLand$12,788Additions$27,213Total$40,001
Tax Record2023$6,689 ($557 / month)
Home Facts
Beds4Baths3Total Finished SqFt1,772 SqFtAbove Grade Finished SqFt1,772 SqFtStories2Lot Size4,125 SqFtStyleSingle Family ResidenceYear Built1923CountyCOOKAPN13-21-302-016Fireplace TypeHas Fireplace

Schools near 5305 West Addison Street

This home is within Chicago Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 8
Public - 9 to 12
Public - 9 to 12
Public - PK to 8
Rating
School
Distance
Gray Elementary School
PublicPK to 8

Schurz High School
Public9 to 12

Chicago Academy High School
Public9 to 12

Chicago Academy Elementary School
PublicPK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Neighborhood Map and Transit

Similar Homes

5305 West Addison Street is a single family home for sale in Chicago, IL 60641. This property was listed for sale on June 8, 2026 by Baird & Warner, it's currently listed at $719,000. It has been on the market for a total of 33 days and was last sold on August 17, 2016. This listing's school district is Chicago Public Schools. Nearby schools include Gray Elementary School, Schurz High School and Chicago Academy High School. 5305 West Addison Street is a 4-bed, 3-bath, 3,366 sqft single family home built in 1923.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Baird & Warner

Based on information from one of the following Multiple Listing Services: Midwest Real Estate Data LLC (\"MRED\"), MRED PLN GRID, Northwest Indiana REALTORS® Association and NorthWest Illinois Alliance of REALTORS. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Midwest Real Estate Data LLC (\"MRED\"), MRED PLN GRID, Northwest Indiana REALTORS® Association and NorthWest Illinois Alliance of REALTORS is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 06/15/2026 10:23 AM. 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.