Cook County property records for 44 addresses on Prospect Ave, Winnetka, IL · Last verified August 2026
| Properties | 44 |
|---|---|
| Median Sale Price | $2,325,000 |
| Deeds and Mortgages on File | 77 |
| Median Price per Sqft | $556 |
| Owner Occupied | 84% |
| Median Annual Tax Bill | $37,478 |
| Median Year Built | 1930 |
| Median Ownership Tenure | 8 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
6 bd · 5.5 ba · 6,135 sqft · 0.43 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,250,000May 2026 | $64,2182023 | Amount on Record Aug 2012 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Jun 2026 |
6 bd · 6.5 ba · 7,798 sqft · 0.711 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $8,100,000Sep 2024 | $58,7252023 | Amount on Record Jul 2019 | 1 Name on Record | Assessor + 3 DocumentsUpdated Jun 2026 |
5 bd · 5 ba · 5,804 sqft · 0.678 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $660,000Sep 1997 | $54,8712023 | 1 Name on Record Owner Occupied | AssessorUpdated Jun 2026 |
6 bd · 8.5 ba · 6,328 sqft · 0.494 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $4,150,000Aug 2023 | $79,4832023 | Amount on Record Jan 2011 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Jun 2026 |
5 bd · 3.5 ba · 5,641 sqft · 0.528 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $50,8712023 | 1 Name on Record Owner Occupied | AssessorUpdated Jun 2026 |
5 bd · 5.5 ba · 5,840 sqft · 0.707 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,617,500May 2022 | $23,5852023 | Amount on Record Jan 2021 | 2 Names on Record | Assessor + 5 DocumentsUpdated Jun 2026 |
6 bd · 5 ba · 5,753 sqft · 0.618 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,200,000Jun 2012 | $86,2422023 | Amount on Record Sep 1998 | 1 Name on Record Owner Occupied | AssessorUpdated Jun 2026 |
4 bd · 4.5 ba · 3,594 sqft · 0.45 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,125,000Mar 2018 | $39,1062023 | Amount on Record Oct 2007 | 1 Name on Record Owner Occupied | Assessor + 4 DocumentsUpdated Aug 2026 |
6 bd · 3.5 ba · 4,285 sqft · 0.521 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,125,000Oct 1999 | $41,0402023 | —Oct 2012 | 1 Name on Record Owner Occupied | AssessorUpdated Jun 2026 |
3 bd · 4.5 ba · 6,590 sqft · 0.955 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,350,000Dec 2005 | $70,0132023 | —Feb 2012 | 1 Name on Record Owner Occupied | AssessorUpdated Jun 2026 |
5 bd · 4 ba · 4,167 sqft · 0.603 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,946,500Feb 2018 | $41,5222023 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Jun 2026 |
5 bd · 3.5 ba · 6,359 sqft · 0.928 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,500,000Apr 2002 | $63,1372023 | 1 Name on Record Owner Occupied | AssessorUpdated Aug 2026 |
6 bd · 9 ba · 9,555 sqft · 1.16 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $7,518,000Aug 2022 | $100,5422023 | Amount on Record Aug 2011 | 1 Name on Record Owner Occupied | Assessor + 5 DocumentsUpdated Jun 2026 |
6 bd · 8.5 ba · 12,638 sqft · 1.3 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,700,000Sep 2021 | $82,9922023 | Amount on Record Jun 2016 | 1 Name on Record | Assessor + 2 DocumentsUpdated Jun 2026 |
6 bd · 4 ba · 5,010 sqft · 0.937 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,500,000Apr 2022 | $53,4772023 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
7 bd · 5.5 ba · 6,018 sqft · 0.475 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,325,000Sep 2021 | $52,8582023 | Amount on Record Aug 2008 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jun 2026 |
6 bd · 3 ba · 2,916 sqft · 0.239 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,200,000Apr 2019 | $22,7382023 | —Aug 2015 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jun 2026 |
6 bd · 6 ba · 4,770 sqft · 0.034 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,100,000Dec 2012 | $10,2542023 | Amount on Record Nov 2011 | 1 Name on Record Owner Occupied | AssessorUpdated Jun 2026 |
5 bd · 4 ba · 4,163 sqft · 0.172 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,449,000Aug 2013 | $30,0592023 | Amount on Record Jun 2004 | 1 Name on Record | Assessor + 4 DocumentsUpdated Aug 2026 |
6 bd · 3.5 ba · 3,746 sqft · 0.172 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,725,000Sep 2025 | $31,6222023 | Amount on Record Dec 2013 | 2 Names on Record Owner Occupied | Assessor + 4 DocumentsUpdated Jun 2026 |
4 bd · 2 ba · 2,746 sqft · 0.289 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $210,000Oct 1981 | $21,2942023 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Jun 2026 |
6 bd · 3.5 ba · 4,976 sqft · 0.381 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,379,000Mar 2018 | $38,6802023 | Amount on Record Mar 2004 | 1 Name on Record Owner Occupied | Assessor + 5 DocumentsUpdated Jun 2026 |
6 bd · 3 ba · 4,456 sqft · 0.344 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,810,000Nov 2019 | $37,5872023 | Amount on Record Jul 2014 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated Jun 2026 |
4 bd · 2.5 ba · 2,112 sqft · 0.246 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,025,000Oct 2008 | $21,4152023 | Amount on Record Jul 2007 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated Jun 2026 |
5 bd · 7 ba · 5,157 sqft · 0.396 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,550,000Jun 2019 | $65,3322023 | Amount on Record Jul 2017 | 1 Name on Record Owner Occupied | Assessor + 5 DocumentsUpdated Jun 2026 |
6 bd · 4 ba · 3,392 sqft · 0.258 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,420,000Sep 2003 | $27,8992023 | Amount on Record Jul 1998 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Jun 2026 |
4 bd · 3.5 ba · 3,043 sqft · 0.206 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $730,000Mar 1998 | $22,5052023 | —Sep 2002 | 2 Names on Record Owner Occupied | AssessorUpdated Jul 2026 |
5 bd · 4.5 ba · 3,840 sqft · 0.275 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,720,000Jan 2021 | $50,2532023 | Amount on Record Oct 2014 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Jun 2026 |
5 bd · 2.5 ba · 2,766 sqft · 0.172 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,225,000Dec 2021 | $17,8972023 | Amount on Record Nov 2018 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Jul 2026 |
4 bd · 4.5 ba · 3,286 sqft · 0.241 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $960,000Jun 2014 | $37,4782023 | Amount on Record Jul 2013 | 1 Name on Record | AssessorUpdated Jun 2026 |
4 bd · 5 ba · 4,360 sqft · 0.344 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,189,500Jun 2011 | $52,3742023 | Amount on Record Aug 2009 | 1 Name on Record | AssessorUpdated Jun 2026 |
2.5 ba · 1,708 sqft · 0.172 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Mar 2013 | $5,7382023 | —May 1997 | 1 Name on Record | Assessor + 1 DocumentUpdated Jun 2026 |
4 bd · 5.5 ba · 5,591 sqft · 0.172 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,276,500Jan 2015 | $24,6742023 | Amount on Record Jan 1998 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Jun 2026 |
6 bd · 3.5 ba · 3,280 sqft · 0.183 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,225,000May 2018 | $24,4642023 | Amount on Record May 2002 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jun 2026 |
4 bd · 2 ba · 2,854 sqft · 0.172 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,600,000Nov 2023 | $18,5202023 | Amount on Record Aug 2013 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Aug 2026 |
6 bd · 2.5 ba · 3,644 sqft · 0.344 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $32,7332023 | 1 Name on Record Owner Occupied | AssessorUpdated Jun 2026 |
4 bd · 2.5 ba · 2,478 sqft · 0.172 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,615,000Jun 2026 | $20,6472023 | Amount on Record Jul 1996 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Jun 2026 |
5 bd · 4.5 ba · 2,470 sqft · 0.344 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,375,000Mar 2024 | $30,1412024 | Amount on Record May 2023 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Aug 2026 |
5 bd · 3.5 ba · 4,363 sqft · 0.368 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,430,000Oct 2020 | $32,6942023 | Amount on Record Jan 1994 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Jun 2026 |
7 bd · 4.5 ba · 5,744 sqft · 0.172 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,720,000Apr 2014 | $6,4682023 | —Oct 1994 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated Jun 2026 |
4 bd · 2.5 ba · 3,828 sqft · 0.448 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,300,000Jun 2023 | $44,6702023 | Amount on Record May 2016 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Jun 2026 |
7 bd · 3 ba · 3,992 sqft · 0.316 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,200,000Sep 2011 | $33,1522023 | —Apr 2002 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Jun 2026 |
5 bd · 2.5 ba · 2,861 sqft · 0.297 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Aug 1995 | $24,4652023 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jun 2026 |
5 bd · 4.5 ba · 4,618 sqft · 0.344 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $772,500Nov 1993 | $25,4522023 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Jun 2026 |