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5435 S Winchester Ave

New City, Chicago IL 60609 20074250140000

Nothing on record for this building in the last seven years. Our model still sees a moderate chance of maintenance problems in the next 12 months, from the owner's wider portfolio and the surrounding area rather than from anything recorded here. No public enforcement record to go on. Walk the building, ask the current tenants how repairs get handled, and get any promises in writing.

Building Violations (7y) vs. neighborhood
Records already on file, against a typical building in New City — not a forecast
At or below average
avg 1.5
0
FewerMore

This building has 0 building violations (7y), at or below the New City average of 1.5.

Building characteristics
Units
Year built1894
Stories
Building area1,586 sq ft
Property class211
PIN (Cook County parcel)20074250140000
Ownership

Registered owner per Cook County Assessor records.

Owner name
Mailing address
5435 S Winchester

Landlord portfolio

Other Chicago properties this owner holds, with a risk rating for each.

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Augrented Insights
Initial analysis

The property at 5435 South Winchester Avenue in Chicago's New City neighborhood is a 129-year-old building owned by Lonnie Brown Jr. The single-parcel property has generated a total of 15 service requests to the 311 system over the past seven years, though the majority of these (seven out of fifteen) have occurred during a recent cluster of reports in 2025-2026. Notably, all the recent complaints from 2025-2026 pertain to abandoned vehicle complaints, with the most recent batch of complaints being filed in April 2026, suggesting ongoing concerns about abandoned vehicles in the vicinity. While these complaints have all been marked as closed, the pattern of similar complaints over multiple months in 2025-2026 indicates a persistent issue in the neighborhood during that time period. It's worth noting that the building's 311 request history shows no recorded complaints or service requests prior to 2025, which may suggest these issues were relatively recent developments rather than long-standing concerns.

AI-generated · may contain errors · check the source data tables below

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Risk rating

How 5435 S Winchester Ave'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.

Neighborhood percentile
46thpercentile

Out of 4198 buildings in this neighborhood, 2267 are predicted to be safer. The band is relative to this neighborhood, so a share of every neighborhood falls in each colour.

RiskiestSafest
Predicted 12-month outcome
64%
No code
violation
36%
Code violation
likely
Model explanation

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.

Location

Precise location is a proxy for area-level risk — some Chicago zip codes have systematically higher code-enforcement activity.

Year built

The year a building was constructed is a proxy for its maintenance challenges.

Number of rooms

Total room count is a proxy for property scale.

12-Month risk forecast
Moderate failure risk 36%
Estimated probability of a code violation in the next 12 months.
Apartment reviews

5435 S Winchester Ave apartment reviews

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On the map

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The story over time

5435 S Winchester Ave event timeline

Building violations, environmental complaints and enforcement, permits, scofflaw listings, and 311 calls — most recent records in order.

2023
311 Request Jul 02
Water in Basement Complaint

See all 1 events

Full history back to 2023 — violations, complaints, permits, and 311 calls.

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Every record we have

Full data for 5435 S Winchester Ave apartments

Chicago public datasets for this parcel — building violations, permits, 311 calls, environmental complaints and enforcement, scofflaw listings, and vacant building registrations.

Side by side

How 5435 S Winchester Ave compares to the neighborhood

This building against comparable properties in New City. Toggle filters to narrow the peer group.

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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

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