Live Oak Rd, Winter Garden, FL Property Records

Orange County property records for 23 addresses on Live Oak Rd, Winter Garden, FL · Last verified August 2026

Live Oak Rd Highlights

Properties 23
Median Sale Price $625,000
Deeds and Mortgages on File 31
Median Price per Sqft $358
Owner Occupied 78%
Median Annual Tax Bill $6,492
Median Year Built 1979
Median Ownership Tenure 7 years

Properties on Live Oak Rd

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

6 Live Oak Rd

4 bd · 3 ba · 2,827 sqft · built 2003 · 0.774 acres

Last Sale Tax Bill Prior Sale Owner Records
$70,000Jun 2004 $6,4922025 Amount on Record Jun 1994 Owner on Record Owner Occupied AssessorUpdated May 2026

14 Live Oak Rd

3 bd · 2 ba · 2,046 sqft · built 1989 · 0.321 acres

Last Sale Tax Bill Prior Sale Owner Records
$221,000Dec 2009 $4,2422025 —Oct 2009 Owner on Record Owner Occupied AssessorUpdated May 2026

15 Live Oak Rd

3 bd · 2 ba · 2,038 sqft · built 1986 · 0.32 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,2452025 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

22 Live Oak Rd

3 bd · 2 ba · 1,859 sqft · built 1999 · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$482,000Feb 2021 $8,1462025 Amount on Record Nov 2016 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

23 Live Oak Rd

2 bd · 2 ba · 2,437 sqft · built 1964

Last Sale Tax Bill Prior Sale Owner Records
$2,0902025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

30 Live Oak Rd

2 bd · 2 ba · 1,306 sqft · built 1958 · 0.323 acres

Last Sale Tax Bill Prior Sale Owner Records
$573,000Apr 2022 $8,4772025 Amount on Record Sep 2003 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

38 Live Oak Rd

2 bd · 2 ba · 1,562 sqft · built 1969 · 0.305 acres

Last Sale Tax Bill Prior Sale Owner Records
$560,000Sep 2025 $9,2012025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

39 Live Oak Rd

3 bd · 2 ba · 2,122 sqft · built 1986 · 0.313 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,3922025 2 Owners on Record Owner Occupied AssessorUpdated May 2026

46 Live Oak Rd

3 bd · 2.5 ba · 1,759 sqft · built 1981 · 0.258 acres

Last Sale Tax Bill Prior Sale Owner Records
$340,000Jul 2016 $7,7392025 Amount on Record Aug 2013 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

54 Live Oak Rd

4 bd · 3.5 ba · 2,846 sqft · built 1981 · 0.248 acres

Last Sale Tax Bill Prior Sale Owner Records
$408,000Jul 2005 $4,6762025 Amount on Record Mar 2005 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

55 Live Oak Rd

3 bd · 2.5 ba · 1,736 sqft · built 1979 · 0.36 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,9492025 Owner on Record AssessorUpdated May 2026

100 Live Oak Rd

3 bd · 2 ba · 1,820 sqft · built 1985 · 0.267 acres

Last Sale Tax Bill Prior Sale Owner Records
$439,000Jul 2019 $11,2212025 Amount on Record Dec 2012 Owner on Record Assessor + 2 DocumentsUpdated Aug 2026

103 Live Oak Rd

2 bd · 2 ba · 1,523 sqft · built 1957 · 0.58 acres

Last Sale Tax Bill Prior Sale Owner Records
$318,000Apr 2005 $8,0442025 Amount on Record — 2 Owners on Record Assessor + 1 DocumentUpdated May 2026

108 Live Oak Rd

0.265 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,9942025 Owner on Record AssessorUpdated May 2026

109 Live Oak Rd

4 bd · 2.5 ba · 1,715 sqft · built 1961 · 0.372 acres

Last Sale Tax Bill Prior Sale Owner Records
$335,000Apr 2017 $4,7522025 Amount on Record Mar 2017 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

114 Live Oak Rd

4 bd · 2.5 ba · 2,396 sqft · built 1977 · 0.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,0232025 Owner on Record Owner Occupied AssessorUpdated May 2026

115 Live Oak Rd

4 bd · 3 ba · 2,327 sqft · built 1962 · 0.377 acres

Last Sale Tax Bill Prior Sale Owner Records
$625,000Jul 2021 $15,7502025 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

122 Live Oak Rd

3 bd · 2 ba · 2,313 sqft · built 1987 · 0.319 acres

Last Sale Tax Bill Prior Sale Owner Records
$365,000May 2009 $11,3822025 Amount on Record Aug 2002 2 Owners on Record Owner Occupied AssessorUpdated May 2026

123 Live Oak Rd

4 bd · 3 ba · 2,476 sqft · built 1997 · 0.395 acres

Last Sale Tax Bill Prior Sale Owner Records
$55,000Apr 1996 $4,3982025 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

130 Live Oak Rd

3 bd · 2 ba · 1,905 sqft · built 1972 · 0.658 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,4692025 2 Owners on Record Owner Occupied AssessorUpdated May 2026

131 Live Oak Rd

3 bd · 2 ba · 1,913 sqft · built 1966 · 0.342 acres

Last Sale Tax Bill Prior Sale Owner Records
$700,000Sep 2024 $9,9482025 —Jun 2010 2 Owners on Record Owner Occupied AssessorUpdated May 2026

146 Live Oak Rd

4 bd · 2 ba · 2,704 sqft · built 1968 · 0.395 acres

Last Sale Tax Bill Prior Sale Owner Records
$769,000Aug 2022 $8,1212025 Amount on Record Feb 2017 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

147 Live Oak Rd

3 bd · 2 ba · 2,048 sqft · built 1964 · 1.05 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,000,000Apr 2023 $14,6032025 2 Owners on Record Assessor + 3 DocumentsUpdated May 2026

Property Records in Nearby Streets