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W Roslyn Pl, Chicago, IL Property Records

Cook County property records for 30 addresses on W Roslyn Pl, Chicago, IL · Last verified October 2026

W Roslyn Pl Highlights

Properties 58
Median Sale Price $850,000
Deeds and Mortgages on File 91
Median Price per Sqft $439
Owner Occupied 76%
Median Annual Tax Bill $9,923
Median Year Built 1910
Median Ownership Tenure 7 years

Properties on W Roslyn Pl

Owner names and prior sale amounts shown locked below are available instantly with a free trial.

415 W Roslyn Pl

4 bd · 4.5 ba · 2,311 sqft · built 1879 · 0.033 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,095,000May 2024 $25,9662023 Amount on Record Oct 2023 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

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417 W Roslyn Pl

4 bd · 2.5 ba · 2,010 sqft · built 1878 · 0.033 acres

Last Sale Tax Bill Prior Sale Owner Records
$750,000Jun 2011 $19,5562023 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

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419 W Roslyn Pl

4 bd · 2.5 ba · 2,631 sqft · built 1888 · 0.039 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,575,000May 2024 $22,5012023 Amount on Record Jun 2022 Owner on Record Owner Occupied Assessor + 5 DocumentsUpdated Aug 2026

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420 W Roslyn Pl

6 bd · 5 ba · 3,083 sqft · built 1898 · 0.06 acres

Last Sale Tax Bill Prior Sale Owner Records
$32,2882023 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

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421 W Roslyn Pl

5 bd · 1.5 ba · 2,577 sqft · built 1878 · 0.039 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,330,000Sep 2020 $23,5202023 Amount on Record Aug 2016 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

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422 W Roslyn Pl

7 bd · 6 ba · 3,060 sqft · built 1892 · 0.04 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,000,000Jul 2017 $20,0292023 Amount on Record Sep 1995 Owner on Record Assessor + 4 DocumentsUpdated Oct 2026

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423 W Roslyn Pl

4 bd · 2 ba · 2,062 sqft · built 1878 · 0.039 acres

Last Sale Tax Bill Prior Sale Owner Records
$21,5282023 Owner on Record Owner Occupied AssessorUpdated Jun 2026

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425 W Roslyn Pl

4 bd · 4 ba · 2,673 sqft · built 1903 · 0.039 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,625,000Oct 2020 $26,1632023 Amount on Record Jun 2007 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

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426 W Roslyn Pl

4 bd · 3.5 ba · 3,147 sqft · built 1889 · 0.035 acres

Last Sale Tax Bill Prior Sale Owner Records
—Oct 2003 $29,2612023 Amount on Record Jul 1996 Owner on Record Owner Occupied AssessorUpdated Oct 2026

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427 W Roslyn Pl, #251

6 bd · 3 ba · 3,630 sqft · built 1900 · 0.039 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,551,500Aug 2016 $33,4812023 Amount on Record Apr 2009 Owner on Record Owner Occupied AssessorUpdated Oct 2026

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428 W Roslyn Pl

5 bd · 3 ba · 2,778 sqft · built 1891 · 0.035 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,350,000Dec 2021 $31,1602023 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

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429 W Roslyn Pl

4 bd · 3 ba · 2,388 sqft · built 1888 · 0.039 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,705,000Mar 2025 $21,9432023 Amount on Record Aug 2021 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Oct 2026

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430 W Roslyn Pl

4 bd · 3.5 ba · 2,484 sqft · built 1888 · 0.035 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,100,000Jul 2009 $22,9312023 Amount on Record Feb 1999 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

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433 W Roslyn Pl, #1E

3 bd · 2 ba · 1,963 sqft · built 1922 · 0.098 acres

Last Sale Tax Bill Prior Sale Owner Records
$467,500Oct 2023 $13,9322023 —Dec 2013 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

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435 W Roslyn Pl

3 units · Built 1922 · 1,000 sq ft

Last Sale Median Tax Bill Median Sale    
$850,000Aug 2025 $12,1712023 $635,0003 units    

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436 W Roslyn Pl

25 bd · built 1908 · 0.169 acres

Last Sale Tax Bill Prior Sale Owner Records
$30,8252024 Owner on Record AssessorUpdated Sep 2026

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437 W Roslyn Pl

3 bd · 2.5 ba · 3,127 sqft · built 1893 · 0.039 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,475,000Jun 2025 $20,5722023 Amount on Record Jan 2023 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

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439 W Roslyn Pl

6 bd · 2.5 ba · 2,831 sqft · built 1893 · 0.043 acres

Last Sale Tax Bill Prior Sale Owner Records
$906,500Oct 2019 $17,0832023 —Oct 2019 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

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441 W Roslyn Pl

3 units · Built 1889 · 2,000 sq ft

Last Sale Median Tax Bill Median Sale    
$1,075,000Sep 2024 $9,4942023 $849,0003 units    

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444 W Roslyn Pl

15 units · Built 1923 · 1,398 sq ft

Last Sale Median Tax Bill Median Sale    
$585,000Dec 2024 $6,9692023 $708,00015 units    

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445 W Roslyn Pl

3 units · Built 1889 · 1,850 sq ft

Last Sale Median Tax Bill Median Sale    
$1,005,000Feb 2025 $9,0722023 $720,0003 units    

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447 W Roslyn Pl

4 bd · 3.5 ba · 3,867 sqft · built 1885 · 0.067 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,735,000Jun 2022 $36,6072023 Amount on Record May 2013 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

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449 W Roslyn Pl

5 bd · 5 ba · 3,225 sqft · built 1883 · 0.046 acres

Last Sale Tax Bill Prior Sale Owner Records
—Feb 2005 $23,4202023 Owner on Record AssessorUpdated Jun 2026

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452 W Roslyn Pl

3 bd · 2.5 ba · 2,500 sqft · built 1910 · 0.089 acres

Last Sale Tax Bill Prior Sale Owner Records
$485,000May 2006 $10,3382023 Amount on Record Aug 2003 Owner on Record AssessorUpdated Oct 2026

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452 W Roslyn Pl

5 units · Built 1910 · 1,019 sq ft

Last Sale Median Tax Bill Median Sale    
$395,000Sep 2021 $6,2632023 $380,0005 units    

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453 W Roslyn Pl

4 bd · 3.5 ba · 1,823 sqft · built 1883 · 0.041 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,508,000Oct 2025 $18,9962023 —Apr 2019 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

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455 W Roslyn Pl

4 bd · 3.5 ba · 1,823 sqft · built 1884 · 0.041 acres

Last Sale Tax Bill Prior Sale Owner Records
$630,000Sep 1999 $18,2782023 —Jun 2010 Owner on Record Owner Occupied AssessorUpdated Oct 2026

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456 W Roslyn Pl

3 units · Built 1910 · 1,200 sq ft

Last Sale Median Tax Bill Median Sale    
$315,000May 2017 $4,3642023 $342,5003 units    

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458 W Roslyn Pl

3 units · Built 1910 · 1,600 sq ft

Last Sale Median Tax Bill Median Sale    
$255,000Mar 2012 $4,3642023 —3 units    

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1735 W Roslyn Pl

2 bd · 1 ba · 1,000 sqft · built 1916 · 0.426 acres

Last Sale Tax Bill Prior Sale Owner Records
$214,500Feb 2021 $4,2202023 Amount on Record Jun 2011 2 Owners on Record Assessor + 2 DocumentsUpdated Oct 2026

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Property Records in Nearby Streets