Fairway Oaks Dr, Windermere, FL Property Records

Orange County property records for 27 addresses on Fairway Oaks Dr, Windermere, FL · Last verified October 2026

Fairway Oaks Dr Highlights

Properties 27
Median Sale Price $3,350,000
Deeds and Mortgages on File 33
Median Price per Sqft $613
Owner Occupied 78%
Median Annual Tax Bill $34,941
Median Year Built 1993
Median Ownership Tenure 10 years

Properties on Fairway Oaks Dr

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

5108 Fairway Oaks Dr

4 bd · 4 ba · 4,144 sqft · built 1993 · 0.689 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,810,000Mar 2022 $28,7422025 Amount on Record Feb 2021 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

5114 Fairway Oaks Dr

5 bd · 6.5 ba · 6,042 sqft · built 1999 · 0.518 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,099,000May 2020 $28,0722025 Amount on Record May 2016 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

5115 Fairway Oaks Dr

5 bd · 7 ba · 14,511 sqft · built 2015 · 7.17 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,600,000Oct 2022 $156,5152025 Amount on Record Nov 2019 Owner on Record Assessor + 3 DocumentsUpdated May 2026

5120 Fairway Oaks Dr

10 bd · 12.25 ba · 12,928 sqft · built 2006 · 0.501 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,900,000Oct 2018 $33,5772025 Amount on Record Jan 2018 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Sep 2026

5126 Fairway Oaks Dr

5 bd · 4.5 ba · 4,940 sqft · built 1990 · 0.502 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,100,000Sep 2016 $19,3812025 Amount on Record Oct 2003 Owner on Record Assessor + 1 DocumentUpdated May 2026

5127 Fairway Oaks Dr

5 bd · 6.5 ba · 9,319 sqft · built 2008 · 1.55 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,675,000Jun 2016 $66,3262025 Amount on Record Jan 2008 2 Owners on Record Owner Occupied AssessorUpdated May 2026

5132 Fairway Oaks Dr

6 bd · 5.5 ba · 6,247 sqft · built 1991 · 0.503 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,415,000Apr 2015 $33,6042025 —Aug 2014 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

5138 Fairway Oaks Dr

4 bd · 4.5 ba · 4,077 sqft · built 1994 · 0.503 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,500,000Sep 2025 $19,5992025 Amount on Record Sep 1997 Owner on Record Assessor + 1 DocumentUpdated Oct 2026

5139 Fairway Oaks Dr

6 bd · 7.5 ba · 10,345 sqft · built 2009 · 1.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,450,000Nov 2023 $91,6742025 Amount on Record Apr 2014 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

5144 Fairway Oaks Dr

5 bd · 5.5 ba · 5,089 sqft · built 1996 · 0.501 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,640,000Oct 2016 $34,9412025 Amount on Record Sep 2015 2 Owners on Record Owner Occupied AssessorUpdated May 2026

5150 Fairway Oaks Dr

4 bd · 4.5 ba · 5,296 sqft · built 1995 · 0.501 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,100,000Mar 2005 $31,4342025 Owner on Record Owner Occupied AssessorUpdated May 2026

5156 Fairway Oaks Dr

4 bd · 3.5 ba · 4,826 sqft · built 1991 · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,900,000Oct 2008 $27,7042025 Amount on Record Jul 1999 2 Owners on Record Owner Occupied AssessorUpdated Sep 2026

5162 Fairway Oaks Dr

5 bd · 7.5 ba · 6,083 sqft · built 1990 · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,625,000Jun 2006 $42,1962025 Amount on Record Jul 2001 2 Owners on Record Owner Occupied AssessorUpdated May 2026

5163 Fairway Oaks Dr

4 bd · 5.5 ba · 7,477 sqft · built 1991 · 3.92 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,500,000Sep 2009 $71,3112025 2 Owners on Record Owner Occupied AssessorUpdated May 2026

5168 Fairway Oaks Dr

4 bd · 4 ba · 3,494 sqft · built 1990 · 0.501 acres

Last Sale Tax Bill Prior Sale Owner Records
$14,9452025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

5169 Fairway Oaks Dr

5 bd · 5.5 ba · 5,537 sqft · built 1991 · 1.68 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,500,000Dec 2012 $78,0572025 Amount on Record Aug 2007 2 Owners on Record AssessorUpdated May 2026

5175 Fairway Oaks Dr

5 bd · 4.5 ba · 4,635 sqft · built 1990 · 1.74 acres

Last Sale Tax Bill Prior Sale Owner Records
$20,5562025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

5181 Fairway Oaks Dr

4 bd · 5 ba · 5,307 sqft · built 2004 · 1.82 acres

Last Sale Tax Bill Prior Sale Owner Records
$38,1042025 2 Owners on Record Owner Occupied AssessorUpdated May 2026

5187 Fairway Oaks Dr

5 bd · 4 ba · 3,846 sqft · built 1989 · 2.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$16,9022025 2 Owners on Record Assessor + 2 DocumentsUpdated May 2026

5193 Fairway Oaks Dr

5 bd · 4.5 ba · 4,461 sqft · built 1991 · 2 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,750,000Dec 2020 $55,0262025 Amount on Record Jan 2017 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

5201 Fairway Oaks Dr

6 bd · 9 ba · 15,741 sqft · built 2008 · 7.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$150,1912025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

5217 Fairway Oaks Dr

4 bd · 4.5 ba · 4,439 sqft · built 1989 · 0.576 acres

Last Sale Tax Bill Prior Sale Owner Records
$197,900Dec 2004 $20,7732025 Amount on Record Sep 2000 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

5218 Fairway Oaks Dr

5 bd · 5.5 ba · 8,724 sqft · built 1996 · 0.988 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,350,000Jan 2019 $88,5182025 Amount on Record Mar 2012 2 Owners on Record Assessor + 2 DocumentsUpdated Sep 2026

5223 Fairway Oaks Dr

5 bd · 5.5 ba · 5,050 sqft · built 1998 · 0.545 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,600,000Jan 2001 $46,0142025 Amount on Record Jan 2000 2 Owners on Record Owner Occupied AssessorUpdated May 2026

5224 Fairway Oaks Dr

5 bd · 4.5 ba · 5,790 sqft · built 1990 · 0.547 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,350,000Oct 2023 $49,5122025 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

5229 Fairway Oaks Dr

4 bd · 6 ba · 7,507 sqft · built 2009 · 0.539 acres

Last Sale Tax Bill Prior Sale Owner Records
$546,000May 2003 $36,3462025 Amount on Record Oct 2000 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

5230 Fairway Oaks Dr

4 bd · 4.5 ba · 4,218 sqft · built 1991 · 0.542 acres

Last Sale Tax Bill Prior Sale Owner Records
$17,1082025 2 Owners on Record Owner Occupied AssessorUpdated May 2026

Property Records in Nearby Streets