Woodside Ave, Winter Park, FL Property Records

Orange County property records for 26 addresses on Woodside Ave, Winter Park, FL · Last verified October 2026

Woodside Ave Highlights

Properties 26
Median Sale Price $380,000
Deeds and Mortgages on File 36
Median Price per Sqft $335
Owner Occupied 62%
Median Annual Tax Bill $4,613
Median Year Built 1953
Median Ownership Tenure 9 years

Properties on Woodside Ave

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

2709 Woodside Ave

2 bd · 1 ba · 944 sqft · built 1949 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$150,500Jul 2004 $4,1572025 2 Owners on Record Assessor + 1 DocumentUpdated May 2026

2711 Woodside Ave

3 bd · 3.5 ba · 2,521 sqft · built 2018 · 0.178 acres

Last Sale Tax Bill Prior Sale Owner Records
$156,000Jun 2016 $6,1132025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

2715 Woodside Ave

8 bd · 7.25 ba · 5,490 sqft · built 2016 · 0.178 acres

Last Sale Tax Bill Prior Sale Owner Records
$142,900Mar 2016 $5,9722025 Amount on Record Jul 2015 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2717 Woodside Ave

3 bd · 2.5 ba · 2,042 sqft · built 1955 · 0.181 acres

Last Sale Tax Bill Prior Sale Owner Records
$280,000Apr 2013 $4,6132025 Amount on Record Mar 2009 2 Owners on Record Owner Occupied AssessorUpdated May 2026

2719 Woodside Ave

3 bd · 2 ba · 1,431 sqft · built 1965 · 0.176 acres

Last Sale Tax Bill Prior Sale Owner Records
$615,000Aug 2026 $1,4452025 Amount on Record Apr 1998 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

2721 Woodside Ave

3 bd · 2 ba · 1,274 sqft · built 1970 · 0.178 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,1172025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2730 Woodside Ave

3 bd · 2 ba · 1,932 sqft · built 1955 · 0.171 acres

Last Sale Tax Bill Prior Sale Owner Records
$290,000Sep 2017 $7,5582025 Amount on Record Dec 2008 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Sep 2026

2733 Woodside Ave

2 bd · 1 ba · 1,024 sqft · built 1953 · 0.178 acres

Last Sale Tax Bill Prior Sale Owner Records
$300,000May 2023 $3,2612025 Amount on Record Nov 2004 Owner on Record AssessorUpdated May 2026

2735 Woodside Ave

2 bd · 2 ba · 1,284 sqft · built 1980 · 0.178 acres

Last Sale Tax Bill Prior Sale Owner Records
$575,000Dec 2025 $3,6862025 Amount on Record Nov 2015 Owner on Record Assessor + 1 DocumentUpdated May 2026

2737 Woodside Ave

8 bd · 9.25 ba · 5,103 sqft · built 2019 · 0.357 acres

Last Sale Tax Bill Prior Sale Owner Records
$385,000Jun 2006 $11,9882025 Amount on Record Feb 2001 Owner on Record Owner Occupied Assessor + 5 DocumentsUpdated May 2026

2803 Woodside Ave

3 bd · 1 ba · 1,277 sqft · built 1953 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$100Jul 2016 $3,5072025 Amount on Record Dec 2015 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

2804 Woodside Ave

2 bd · 1 ba · 1,104 sqft · built 1953 · 0.175 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,800Aug 2022 $1,9652025 Amount on Record Sep 2003 Owner on Record Owner Occupied AssessorUpdated May 2026

2811 Woodside Ave

3 bd · 2 ba · 1,703 sqft · built 1952 · 0.152 acres

Last Sale Tax Bill Prior Sale Owner Records
$380,000May 2023 $5,4952025 Amount on Record May 2012 Owner on Record Assessor + 3 DocumentsUpdated Jun 2026

2812 Woodside Ave

3 bd · 2 ba · 1,788 sqft · built 1952 · 0.174 acres

Last Sale Tax Bill Prior Sale Owner Records
$600,000Oct 2025 $6,8742025 Amount on Record Dec 2024 2 Owners on Record Owner Occupied Assessor + 5 DocumentsUpdated May 2026

2817 Woodside Ave

3 bd · 2 ba · 1,115 sqft · built 1952 · 0.152 acres

Last Sale Tax Bill Prior Sale Owner Records
$400,000Mar 2021 $4,9612025 Amount on Record May 2019 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

2818 Woodside Ave

3 bd · 1 ba · 1,500 sqft · built 1952

Last Sale Tax Bill Prior Sale Owner Records
$1,0212025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2821 Woodside Ave

3 bd · 2 ba · 1,694 sqft · built 1952 · 0.152 acres

Last Sale Tax Bill Prior Sale Owner Records
$64,000Jan 1995 $2,3372025 2 Owners on Record Owner Occupied AssessorUpdated May 2026

2824 Woodside Ave

2 bd · 1.5 ba · 972 sqft · built 1952

Last Sale Tax Bill Prior Sale Owner Records
$5,1632025 Owner on Record AssessorUpdated Aug 2026

2827 Woodside Ave

2 bd · 1 ba · 955 sqft · built 1952 · 0.152 acres

Last Sale Tax Bill Prior Sale Owner Records
$377,900Jul 2021 $6,6452025 Amount on Record Aug 2017 2 Owners on Record Assessor + 2 DocumentsUpdated May 2026

2830 Woodside Ave

3 bd · 2 ba · 1,481 sqft · built 1952 · 0.174 acres

Last Sale Tax Bill Prior Sale Owner Records
$184,000Dec 2002 $2,1942025 2 Owners on Record Owner Occupied AssessorUpdated May 2026

2835 Woodside Ave

2 bd · 1 ba · 1,230 sqft · built 1953 · 0.152 acres

Last Sale Tax Bill Prior Sale Owner Records
$238,000Jul 2019 $4,4662025 Owner on Record Assessor + 1 DocumentUpdated May 2026

2836 Woodside Ave

2 bd · 1 ba · 936 sqft · built 1954 · 0.174 acres

Last Sale Tax Bill Prior Sale Owner Records
$111,000Aug 2002 $4,7532025 Amount on Record Mar 1996 Owner on Record AssessorUpdated May 2026

2839 Woodside Ave

3 bd · 1.5 ba · 1,360 sqft · built 1952 · 0.152 acres

Last Sale Tax Bill Prior Sale Owner Records
$259,000Dec 2017 $6,3152025 Owner on Record Assessor + 2 DocumentsUpdated May 2026

2842 Woodside Ave

3 bd · 1.5 ba · 1,279 sqft · built 1952 · 0.175 acres

Last Sale Tax Bill Prior Sale Owner Records
$86,300Nov 2024 $3,4692025 Amount on Record Dec 2019 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2843 Woodside Ave

2 bd · 1 ba · 1,056 sqft · built 1953 · 0.152 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000May 2017 $5,3302025 Amount on Record Jul 2005 Owner on Record Assessor + 2 DocumentsUpdated May 2026

2848 Woodside Ave

2 bd · 1 ba · 1,442 sqft · built 1952 · 0.175 acres

Last Sale Tax Bill Prior Sale Owner Records
$7082025 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

Property Records in Nearby Streets