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Nbhd 23022 · Winnetka, IL

444 Winnetka Ave

Cook County PIN 05-28-200-055-0000 · 2 Story · built 1955

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What stands out

Assessed in line with comparable homes nearby (−1.4% vs. the comparable median).

76 R-2 homes built 1940–59 in assessor neighborhood 23022 · median assessed $45.20 per sq ft.

Compare with nearby homes · 5 comparisons
Assessed value per sq ft
Public record
$44.60 / sq ftcomparable median $45.20 across 76 R-2 homes built 1940–59 in assessor neighborhood 23022 · assessed higher per sq ft than 46% of comparable homes
Appeals on Winnetka Ave
Public record
82% have appealed31 of 38 parcels have appealed at least once · 7 filed for tax year 2026 · outcomes on Personal · street page
Assessment, tax year 2026
Public record
Unchanged$55,000$55,000 · non-reassessment year for Winnetka: 89% of parcels held flat. Appeals are still accepted in the township's filing window.
Tenure
Public record
1 yrtitle last transferred Jun 2025 (no market price disclosed) · 4% of comparable homes changed hands more recently
Comparable sales, last 24 months
Public record
$1,020,000 median5 comparable homes sold since Sep 2024 · they sold for 10.4× their assessed value; the county assesses homes at 10% of market value, so 10× is par

Tax comparisons use Winnetka’s sourced effective rate of 1.950% of estimated residential market value (10× assessed value). They exclude individual exemptions and tax-code differences and are not a bill or a promised reduction.

Calculated from county records as of Sep 4, 2026. Tax estimates are not a bill.

Property overview

Assessed total
Public record
$55,000tax year 2026 · land $3,287
Estimated market value
Model estimate
$550,000assessed × county level · not an appraisal
Estimated annual tax
Model estimate
$10,725approximate effective rate · delinquency not checked
Last recorded sale
Public record
2025-06-17price undisclosed · 5 sales on file
Building
Public record
1,234 sq ftbuilt 1955 · 2 stories · condition average
Lot
Public record
913 sq ft0.02 ac · ≈20 × 47 ft (from the outline)
Flood screening
Public record
No high or moderate hazard flagFEMA centroid match; county SFHA flag fallback. Check the official map for the exact zone.
Schools
Public record
SCH DISTRICT 38NEW TRIER TOWNSHIP HIGH SCHOOL 203
Zoning
Inferred
R-2 · Single-Familyinferred from assessor class — verify with the City
Occupancy
Inferred
Not verifiedtaxpayer mailing address vs. property address
Transit
Model estimate
3 min walkto the nearest Metra station
Appeals on file
Public record
7Board of Review + Assessor appeals

Assessor taxpayer record

Taxpayer of record

Published taxpayer names and mailing details where available; name associations are not verified title.

Included with Personal · $100/month

Sales and ownership history

Private partyearliest on file2004-09-01$360,000WarrantyPrivate party2007-05-01undisclosedWarrantyPrivate party2014-11-01undisclosedWarrantyPrivate party2018-02-01undisclosedWarrantyPrivate party2025-06-17undisclosedExecutorPrivate partycurrent holder
Oldest transfer on the left, current holder on the right. Party names are shown on Personal and up.
Recorded sales for this property
DateInstrumentSellerBuyerPrice
2025-06-17Executor — 2-parcel deed, total $525,000PersonalPersonalundisclosed
2018-02-01Warranty — 2-parcel deed, total $277,500PersonalPersonalundisclosed
2014-11-01Warranty — 2-parcel deed, total $291,000PersonalPersonalundisclosed
2007-05-01Warranty — 2-parcel deed, total $399,700PersonalPersonalundisclosed
2004-09-01WarrantyPersonalPersonal$360,000
Cook County Assessor — Assessor - Parcel Sales (wvhk-k5uv) · 2026-09

Transfer declarations · MyDec

Official IDOR transfer-declaration facts for this PIN — additional to the Assessor sales file, not a replacement. Buyer, seller, agent, and preparer names stay behind the same Personal plan as deed parties.

Recorded transfer declarations for this property
RecordedInstrumentUseFlagsConsiderationParties
2025-07-25Executor Deednow B → Badvertised · principal residence$525,000Personal
2018-02-06Warranty Deednow B → Badvertised · principal residence$277,500Personal
IDOR MyDec — PTAX-203, 203-A, and 203-B (it54-y4c6) · 2026-08

Assessment history

Assessed values by tax year
Tax yearLandBuildingTotalStage
2026$3,287$51,713$55,000certified
2025$3,287$51,713$55,000board
2024$5,000$25,794$30,794board

Assessed values are public record (Cook County Assessor). The market-value and tax figures above are model estimates derived from them — see the methodology.

Building permits

No building permits appear in the available county feed for this parcel. Coverage varies by town and date; this does not prove that no work occurred.

Assessment appeals

This parcel is assessed in line with comparable homes; a uniformity appeal is unlikely to help. See what the appeal builder checks →

7 appeals on file for this parcel — outcomes, values and the attorney or agent on each case are part of the record.

Appeals & appeal builder

Indexed Board of Review and Assessor appeal rows, outcomes and named representatives where available, plus an evidence-brief builder.

Included with Personal · $100/month

Neighborhood changes

Explore this town

Public decisions, planned work and possible effects. A street or proximity match provides context; it does not establish an effect on this property.

Property analysis

Parcel models & comparisons

Calculated model scores, labeled assumptions and comparable records where available.

Included with Personal · $100/month

Building systems

Trade screener

Illustrative system-age models where inputs are available; these are not inspected conditions or validated failure forecasts.

Included with Pro · $250/month

Associated network

Ownership network

Taxpayer-name groups, shared mailing records and repeated named representatives or applicants; associations are not proof of common control.

Included with Pro · $250/month

Map and neighbors

Your notes

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Sources on this page

  • Cook County Assessor — Assessor - Parcel Sales (wvhk-k5uv) · 2026-09
  • IDOR MyDec — PTAX-203, 203-A, and 203-B (it54-y4c6) · 2026-08

Records as published by Cook County agencies; they may be incomplete or out of date. Estimates and inferences are labeled. Mortgages, liens and tax delinquency are not part of this dataset and their absence here is not evidence that none exist.