1416 W Winona St
Nothing on record for this building in the last seven years, and our model puts it at a low risk of maintenance problems over the next 12 months. No public enforcement record to go on. Walk the building, ask the current tenants how repairs get handled, and get any promises in writing.
This building has 0 building violations (7y), at or below the Uptown average of 2.1.
What's in the 1416 W Winona St report
| Units | 4 |
|---|---|
| Year built | 1904 |
| Stories | — |
| Building area | 3,976 sq ft |
| Property class | 211 |
| PIN (Cook County parcel) | 14083010400000 |
Registered owner per Cook County Assessor records.
Landlord portfolio
Other Chicago properties this owner holds, with a risk rating for each.
Unlock complete reportThe four-unit residential building at 1416 W Winona St in Chicago's Uptown neighborhood, owned by Robert Markey, has been standing since 1904. Over the past seven years, there have been a total of six documented 311 service requests associated with the property. The most recent activity, as of June 2026, involves an open sewer cleaning inspection request through the Alderman's office, which follows a previous sewer cleaning inspection request from May 2026 that has since been closed. Prior to these sewer-related concerns, there was one cable TV complaint in July 2025, an abandoned vehicle complaint in April 2025, and a cab-related feedback submission in December 2024, all of which were resolved and closed. Additionally, there was a tree removal inspection request in July 2024 that reached closure, representing the building's only non-utility-related service request in this period. While the number of service requests appears relatively low for a property of this age and size, it's notable that half of these requests (three out of six) have been related to sewer matters, with one still pending resolution as of mid-2026.
AI-generated · may contain errors · check the source data tables below
How 1416 W Winona St's risk score is calculated
We trained a model on 7 years of Chicago code enforcement data — building violations, 311 complaint history, environmental enforcement, and owner track records. It estimates the probability that the City of Chicago will find a code violation at this address in the next 12 months. Lower % = safer.
What the score means for you
Lower risk — safer than most nearby
City inspectors rarely find violations here. Strong maintenance history and a clean complaint record.
Typical — about average for the neighborhood
Some past violations or complaints on record. Worth asking the landlord about any open issues before signing.
Higher risk — riskier than most nearby
Elevated violation and complaint history. City inspectors have found issues here before and are statistically likely to again.
Out of 1231 buildings in this neighborhood, 406 are predicted to be safer. The band is relative to this neighborhood, so a share of every neighborhood falls in each colour.
violation
likely
What's driving this score
The data points that most influenced this building's risk rating — ranked by the weight the model placed on each one.
1416 W Winona St apartment reviews
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1416 W Winona St event timeline
Building violations, environmental complaints and enforcement, permits, scofflaw listings, and 311 calls — most recent records in order.
Full data for 1416 W Winona St apartments
Chicago public datasets for this parcel — building violations, permits, 311 calls, environmental complaints and enforcement, scofflaw listings, and vacant building registrations.
What this is
Violations issued by the City of Chicago Department of Buildings against this parcel.
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What this is
Violations issued for failure to register or maintain a vacant or abandoned building.
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What this is
Building permits issued by the City of Chicago for new construction, alterations, and repairs at this parcel.
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What this is
Chicago 311 service requests recorded at this parcel — maintenance complaints and quality-of-life requests.
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What this is
Environmental complaints filed about this property with the City of Chicago.
| Complaint # | Date | Type | Inspector | Resolution | Resolved |
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What this is
Formal environmental enforcement cases brought against this property.
| Case # | Date | Type | Violation | Disposition | Status | Fine |
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Cancel anytime · Data sourced from the City of Chicago Department of Buildings, Chicago 311, Cook County Assessor & the Chicago Data Portal