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.
Property Details
Price:
$415,000
MLS #:
MRD12782599
Status:
Active
Beds:
5
Baths:
2
Type:
Single Family
Neighborhood:
chiportagepark
Listed Date:
Oct 10, 2026
Finished Sq Ft:
2,500
Year Built:
1924
See this Listing
Schools
School District:
299
Interior
Bathrooms
2 Full Bathrooms
Cooling
Window Unit(s)
Heating
Natural Gas
Exterior
Construction Materials
Brick
Garage Spaces
2
Parking Features
Yes, Garage Owned, Detached, Garage
Parking Spots
2
Parking Total
2
Roof
Asphalt
Financial
HOA Fee Frequency
Not Applicable
HOA Includes
None
Tax Year
2025
Taxes
$4,029
Map
Community
- Address5505 W Pensacola Avenue Chicago IL
- CityChicago
- CountyCook
- Zip Code60641
Market Summary
Current real estate data for Single Family in Chicago as of Oct 12, 2026
2,753
Single Family Listed
67
Avg DOM
237
Avg $ / SqFt
$558,254
Avg List Price
Property Summary
- 5505 W Pensacola Avenue Chicago IL is a Single Family for sale in Chicago, IL, 60641. It is listed for $415,000 and features 5 beds, 2 baths, and has approximately 2,500 square feet of living space, and was originally constructed in 1924. The current price per square foot is $166. The average price per square foot for Single Family listings in Chicago is $237. The average listing price for Single Family in Chicago is $558,254.
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Copyright 2026. All rights reserved.
5505 W Pensacola Avenue
Chicago, IL


