Property overview

5557 S Oak Park Ave

Chicago, IL 60638

Who owns 5557 S Oak Park Ave, what the county and city have on record, and a measured sell-signal score — every fact dated and sourced.

Owner of recordDenis DobbynMailing address: 5557 S Oak Park Ave, Chicago IL 60638Observed Sep 19, 2026 · Cook County Assessor parcel addresses (open data)

Parcel 19-18-200-043-0000 · Public research profile

Motivated Seller IndexDRAFT MODEL

61/100

About 1.5 in 100 homes with these signals sold within six months (1.6× the Chicago rate)100% of model checks have usable evidence

A measured sell-signal score from public records: 1 positive signal observed. It is a base rate for homes like this, not a statement about this owner. How it works ↓

2024 aerial photo of the parcel at 5557 S Oak Park Ave, Chicago, IL — Aerial 2024 with parcel boundary · Cook County GIS

Assessed value$41,115.00 assessed (land $6,703.00 · building $34,412.00); Cook assesses class 2 at 10%, implying about $411,000.00 market value

Tax statusNot in the Clerk delinquent file

Ownership tenureSince December 2017

Property typeSingle-Family, 1.5 story, masonry (class 203)

THE INDEX

Why this MSI reads 61

Draft model

2 of 12 checked public signals observed, covering 100% of the model. The score is public; the signal-by-signal reasons, source documents, and owner details are in LienSuite.

Method and limits. MSI v0.2-chicago-2026-09 weights twelve public signals by how much each one changed the recorded six-month sale rate across all 566,000 Chicago homes, checked on a holdout the model never saw (the top 1% of homes by score sold at 4.8× the citywide rate): vacancy complaint +22, new-construction or demolition permit +17, renovation permit +16, unpermitted-work complaint +16, upkeep complaint +15, bought within the last two years +11, building-violation complaint +9, delinquent property tax +8, owner mails out of state +4, permit valued at $25,000 or more +4, owner mails to the property -5, owned for 20 years or more -10. The "in 100 homes" figure is the model's fitted probability for this combination of signals. It describes homes like this one in aggregate; it is not a claim about this owner's intentions, and it is not LienSuite's paid deal score.

THE RECORD

Property details

Dated sources

Property type: Single-Family, 1.5 story, masonry (class 203)
Owner of record: Denis Dobbyn (mailing address 5557 S Oak Park Ave, Chicago IL 60638)
Assessment year: 2025
Assessed value: $41,115.00 assessed (land $6,703.00 · building $34,412.00); Cook assesses class 2 at 10%, implying about $411,000.00 market value
Living area: 1,756 sq ft, full basement
Beds and baths: 3 beds · 2 bath
Year built: 1941 (condition rated Average)
Lot size: 4,788 sq ft
Last recorded sale: $265,000.00 other deed, December 8, 2017
Building permits: Renovation/Alteration issued April 24, 2026: rs-2 - self cert 2019 - addition of single story garage. no change to zoning. address city violations pertaining to garage. occupacy group r

Parcel reference: 19-18-200-043-0000. Facts reflect the listed observation dates and may have changed since then.

OWNERSHIP AND TAXES

Research snapshot

Observed tax balanceNot in the Clerk delinquent file

Delinquency period—

Last recorded transferDecember 8, 2017

Transfer amount$265,000.00

Observed Sep 19, 2026 · Cook County Clerk delinquent file (balance) and Assessor parcel sales (transfer). A tax balance is not proof that a property is for sale.

CHANGES OVER TIME

Property timeline

Apr 24, 2026
Permit: Renovation/Alteration
RS-2 - SELF CERT 2019 - ADDITION OF SINGLE STORY GARAGE. NO CHANGE TO ZONING. ADDRESS CITY VIOLATIONS PERTAINING TO GARAGE. OCCUPACY GROUP R.
City of Chicago Building Permits (open data) · checked Sep 19, 2026
Dec 8, 2017
Recorded sale
$265,000.00, other deed.
Cook County Assessor parcel sales (open data) · checked Sep 19, 2026

NEARBY

More records nearby

Facts on this page reflect their observation dates. Confirm the parcel and current records with the county before acting.