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Property Description
Nestled on a quiet, tree-lined, well-kept block in the heart of Portage Park, this classic two-story brick home is full of character, original details, and potential. Set on a 33-foot-wide lot with over 22 feet of interior width, the home offers a wider-than-typical footprint and a spacious layout. From the beautiful woodwork to the unique architectural touches throughout, this is the kind of vintage Chicago home that offers plenty of charm and an opportunity to make it your own. The first floor features hardwood flooring, original trim, and a decorative fireplace flanked by built-in shelving, with stained glass above and original-style sconces on either side. The main level offers two generously sized bedrooms, a full bathroom, a full-sized kitchen, separate living and dining rooms, a welcoming front vestibule, and a rear porch. Upstairs, you'll find three additional bedrooms, a second full bathroom, and a flexible space with plenty of storage. Two of the upstairs bedrooms feature particularly unique closet doors that hug the roofline, adding a distinctive architectural detail and vintage personality you don't see every day. With five bedrooms across two levels, there's plenty of space to work with. The basement offers approximately 7.5-foot ceiling height, providing an appealing starting point for those considering future expansion without the need to excavate to gain additional ceiling height. The brick exterior also appears to have been tuck pointed relatively recently. Outside, the property includes a nice sized backyard and detached two-car garage with a concrete slab in good condition. The location is another major highlight. Portage Park is known for its established residential streets, classic Chicago architecture, and strong neighborhood feel. The nearby 38-acre Portage Park offers plenty of room to enjoy the outdoors, with walking paths, a nature walk, a bike path, athletic fields, tennis courts, playgrounds, and an Olympic-size outdoor pool. Whether you're looking to get outside for a morning walk, enjoy a weekend at the park, or take advantage of the neighborhood's recreational amenities, there's plenty to appreciate nearby. Local restaurants, coffee shops, shopping, and public transportation add to the area's everyday convenience. The home is in need of substantial work, but the original character, generous layout, brick construction, and desirable location provide a great foundation for someone with vision. Whether you're an investor, contractor, or buyer looking to restore a classic Chicago home, this Portage Park property presents an opportunity to bring new life to a home with plenty of personality.
Full Property Details
Full Property Details for 5505 W Pensacola Ave
General
- Price: $415,000
- Taxes: $4,029 (2025)
- Status: Active
- Type: Single Family
- Source: MRED
- MLS ID: 12782599
- Updated: 10/10/2026
- Added to Site: 2 day(s) ago
Interior
- Basement: Unfinished
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 5
Parking
- Garage: Yes
- Garage Spaces: 2
- Total Spaces: 2
- Parking Features: Yes, Garage Owned, Detached, Garage
Location
- Area: CHI - Portage Park
- County: Cook
- Township: Jefferson
- Driving Directions: Second house West of SW corner of Linder and Pensacola
School Information
- School District: 299
- Elem School District: 299
- Midd School District: 299
- High School District: 299
Community
- Assoc. Fees Include: None
Heating & Cooling
- Cooling Type: Window Unit(s)
- Heating Type: Natural Gas
Utilities
- Sewer: Public Sewer
- Water: Public
Structural Information
- Construction: Brick
- Exterior Const.: Brick
- Basement: Yes
- Basement Desc.: Unfinished, Full
- Roof: Asphalt
- Square Feet: 2,500
- Sq. Ft. Source: Estimated
- Year Built: 1924
- Built Before 1978: Yes
Lot Features
- Lot Size Range: Less than .25 Acre
- Lot Dimensions: 33 x 125
Financial Considerations
- Assessment Year: 1924
- Tax Amount: $4,029
- Tax Year: 2025
- Pays Sewer: Public Sewer
Disclosures and Reports
- Ownership: Fee Simple
- Property ID: 13163040230000
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Schools
Schools serving 5505 W Pensacola Ave
School District:Chicago Public School District 299
| Name | Grades | Distance |
|---|---|---|
Portage Park Elementary School 5330 West Berteau Avenue, Chicago, IL 60641 | PK-8 | 0.3 mi |
Schurz High School 3601 North Milwaukee Avenue, Chicago, IL 60641 | 9-12 | 1.7 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 5505 W Pensacola Ave
Date
Details
Price
Change
Source
10/10/2026
Listed
$415,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 5505 W Pensacola Ave
Year
Property Taxes
Change
Tax Assessment
Change
2023
$4,113
—
$46,001
28%
2023
$4,113
-1%
$36,000
—
2022
$4,136
5%
$36,000
—
2021
$3,937
-3%
$36,000
5%
2020
$4,063
—
$34,344
-10%
2019
$4,051
2%
$38,160
—
2018
$3,990
-7%
$38,160
39%
2017
$4,272
-14%
$27,395
—
2016
$4,987
10%
$27,395
—
2015
$4,539
8%
$27,395
8%
2014
$4,211
2%
$25,262
—
2013
$4,116
9%
$25,262
—
2012
$3,766
—
$25,262
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 5505 W Pensacola Ave
5505 W Pensacola Avenue, Chicago, IL 60641 (MLS# 12782599) is a Single Family property with 5 bedrooms and 2 full bathrooms. 5505 W Pensacola Avenue is currently listed for $415,000 and was received on October 10, 2026. Want to learn more about 5505 W Pensacola Avenue? Do you have questions about finding other Single Family real estate for sale in Portage Park? You can browse all Portage Park real estate or contact a Coldwell Banker agent to request more information.

