Winnetka Ave, Winnetka, IL Property Records

Cook County property records for 36 addresses on Winnetka Ave, Winnetka, IL · Last verified October 2026

Winnetka Ave Highlights

Properties 48
Median Sale Price $750,000
Deeds and Mortgages on File 67
Median Price per Sqft $365
Owner Occupied 83%
Median Annual Tax Bill $14,404
Median Year Built 1955
Median Ownership Tenure 8 years

Properties on Winnetka Ave

Owner names and exact recorded amounts are on file and can be viewed instantly on this page with a free 10-day trial.

205 Winnetka Ave

4 bd · 2.5 ba · 2,970 sqft · built 1967 · 0.255 acres

Last Sale Tax Bill Prior Sale Owner Records
$965,000Jul 2001 $24,8132023 —Jun 2005 Owner on Record Owner Occupied AssessorUpdated Oct 2026

211 Winnetka Ave

3 bd · 2.5 ba · 3,728 sqft · built 1929 · 0.472 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,310,000Oct 2014 $37,3792023 Amount on Record Jan 1999 Owner on Record Owner Occupied AssessorUpdated Oct 2026

221 Winnetka Ave

3 bd · 2.5 ba · 3,702 sqft · built 1938 · 0.362 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,928,000Jun 2018 $31,2842023 —Jun 2018 Owner on Record Owner Occupied Assessor + 4 DocumentsUpdated Oct 2026

231 Winnetka Ave

3 bd · 2.5 ba · 3,274 sqft · built 1937 · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,160,000Mar 2021 $26,8932023 Amount on Record Sep 1997 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

350 Winnetka Ave

4 bd · 3.5 ba · 2,426 sqft · built 1928 · 0.165 acres

Last Sale Tax Bill Prior Sale Owner Records
$823,000Oct 2021 $20,2022023 Amount on Record May 1997 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

358 Winnetka Ave

4 bd · 4.5 ba · 3,631 sqft · built 2004 · 0.045 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,057,000Sep 2008 $4,4982023 —Jun 2003 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

366 Winnetka Ave

4 bd · 2.5 ba · 2,821 sqft · built 1923 · 0.208 acres

Last Sale Tax Bill Prior Sale Owner Records
$810,000Apr 2003 $21,8492023 Amount on Record Sep 2000 Owner on Record Owner Occupied AssessorUpdated Oct 2026

370 Winnetka Ave

3 bd · 1 ba · 1,840 sqft · built 1920 · 0.151 acres

Last Sale Tax Bill Prior Sale Owner Records
$430,000Jul 2021 $18,2312023 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

385 Winnetka Ave

4.97 acres

Last Sale Tax Bill Prior Sale Owner Records
Owner on Record Owner Occupied AssessorUpdated Oct 2026

404 Winnetka Ave

3 bd · 2.5 ba · 2,054 sqft · built 1920 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$680,000Dec 2019 $19,1392023 Amount on Record Jun 2007 Owner on Record Owner Occupied Assessor + 5 DocumentsUpdated Oct 2026

408 Winnetka Ave

4 bd · 2.5 ba · 2,716 sqft · built 1904 · 0.229 acres

Last Sale Tax Bill Prior Sale Owner Records
$760,000Dec 2006 $20,9912023 —Dec 2006 Owner on Record Owner Occupied AssessorUpdated Oct 2026

414 Winnetka Ave

4 bd · 2 ba · 2,092 sqft · built 1910 · 0.236 acres

Last Sale Tax Bill Prior Sale Owner Records
$985,000Dec 2023 $21,3572023 —Aug 2001 2 Owners on Record Owner Occupied Assessor + 5 DocumentsUpdated Jun 2026

420 Winnetka Ave

4 bd · 3 ba · 1,687 sqft · built 1928 · 0.165 acres

Last Sale Tax Bill Prior Sale Owner Records
$300,000Aug 2004 $14,4042023 Owner on Record Owner Occupied AssessorUpdated Jun 2026

424 Winnetka Ave

3 bd · 1.5 ba · 1,540 sqft · built 1955 · 0.172 acres

Last Sale Tax Bill Prior Sale Owner Records
$603,000Jul 2015 $15,7452023 —Jul 2015 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

425 Winnetka Ave

3 bd · 1.5 ba · 1,390 sqft · built 1918 · 0.167 acres

Last Sale Tax Bill Prior Sale Owner Records
$340,000Sep 2010 $14,3012023 Owner on Record Owner Occupied AssessorUpdated Jun 2026

440 Winnetka Ave

0.333 acres

Last Sale Tax Bill Prior Sale Owner Records
Owner on Record Owner Occupied AssessorUpdated Oct 2026

442 Winnetka Ave

2 bd · 1 ba · 1,305 sqft · built 1954 · 0.02 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jul 2013 $11,5022023 Owner on Record Owner Occupied AssessorUpdated Jun 2026

444 Winnetka Ave

3 bd · 1.5 ba · 1,234 sqft · built 1955 · 0.02 acres

Last Sale Tax Bill Prior Sale Owner Records
$525,000Jul 2025 $7,5872023 Amount on Record Feb 2018 Owner on Record Assessor + 1 DocumentUpdated Jun 2026

460 Winnetka Ave

built 1975 · 0.268 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,350,000Oct 2017 $7,3882023 Amount on Record Dec 2007 Owner on Record Assessor + 1 DocumentUpdated Oct 2026

501 Winnetka Ave

0.878 acres

Last Sale Tax Bill Prior Sale Owner Records
Owner on Record Owner Occupied AssessorUpdated Oct 2026

510 Winnetka Ave

1,860 sqft · built 2006 · 0.347 acres

Last Sale Tax Bill Prior Sale Owner Records
$750,000Dec 2024 $34,3292023 Amount on Record Jun 2022 Owner on Record Owner Occupied Assessor + 4 DocumentsUpdated Jun 2026

518 Winnetka Ave

13 units · Built 2000 · 82 sq ft

Last Sale Median Tax Bill Median Sale    
$726,000Jul 2025 $10,2152023 $570,00013 units    

518 Winnetka Ave

1 bd · 1.5 ba · 82 sqft · built 2000 · 0.347 acres

Last Sale Tax Bill Prior Sale Owner Records
$570,000Feb 2021 $5232023 —Oct 2014 Owner on Record Assessor + 2 DocumentsUpdated Oct 2026

525 Winnetka Ave

4 bd · 6,399 sqft · built 1970 · 0.193 acres

Last Sale Tax Bill Prior Sale Owner Records
$20,7472023 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

530 Winnetka Ave

2,577 sqft · built 1957 · 0.402 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,250,000Mar 2025 $46,6852023 Amount on Record Feb 2007 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

549 Winnetka Ave

8 bd · 6 ba · 5,062 sqft · built 1956 · 0.239 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,200,000May 2021 $13,6772023 Owner on Record Assessor + 2 DocumentsUpdated Oct 2026

550 Winnetka Ave

4 bd · 4.5 ba · 3,393 sqft · built 1943 · 0.223 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,640,000Apr 2025 $26,9592023 Amount on Record Aug 2015 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

556 Winnetka Ave

5 bd · 3 ba · 3,340 sqft · built 1938 · 0.223 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,800,000Sep 2026 $24,8832023 Amount on Record Sep 2021 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Sep 2026

557 Winnetka Ave

4 bd · 2.5 ba · 2,790 sqft · built 1925 · 0.238 acres

Last Sale Tax Bill Prior Sale Owner Records
$915,000Oct 2020 $20,4442023 Amount on Record Jun 2017 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

561 Winnetka Ave

5 bd · 3.5 ba · 3,158 sqft · built 1921 · 0.363 acres

Last Sale Tax Bill Prior Sale Owner Records
$22,4152023 Owner on Record Owner Occupied AssessorUpdated Jun 2026

562 Winnetka Ave

4 bd · 2.5 ba · 1,798 sqft · built 1954 · 0.223 acres

Last Sale Tax Bill Prior Sale Owner Records
$640,000Dec 2018 $19,7102023 Amount on Record Jun 2014 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

569 Winnetka Ave

4 bd · 2.5 ba · 2,022 sqft · built 1933 · 0.169 acres

Last Sale Tax Bill Prior Sale Owner Records
$605,000Sep 2001 $15,2102023 Amount on Record Jan 1999 Owner on Record Owner Occupied AssessorUpdated Oct 2026

570 Winnetka Ave

4 bd · 2.5 ba · 1,510 sqft · built 1954 · 0.223 acres

Last Sale Tax Bill Prior Sale Owner Records
$415,000Dec 2008 $16,7532023 Amount on Record Aug 2004 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

1300 Winnetka Ave

1.81 acres

Last Sale Tax Bill Prior Sale Owner Records
Owner on Record Owner Occupied AssessorUpdated Jun 2026

1301 Winnetka Ave

37.9 acres

Last Sale Tax Bill Prior Sale Owner Records
Owner on Record Owner Occupied AssessorUpdated Oct 2026

1573 Winnetka Ave

3 bd · 1.5 ba · 1,718 sqft · built 1933 · 0.284 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,2322023 —Oct 2014 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

Property Records in Nearby Streets