Old Oakleaf Dr, Sarasota, FL Property Records

Sarasota County property records for 17 addresses on Old Oakleaf Dr, Sarasota, FL · Last verified July 2026

Old Oakleaf Dr Highlights

Properties 17
Median Sale Price $678,000
Deeds and Mortgages on File 18
Median Price per Sqft $271
Owner Occupied 94%
Median Annual Tax Bill $4,587
Median Year Built 1998
Median Ownership Tenure 10 years

Properties on Old Oakleaf Dr

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

4900 Old Oakleaf Dr

4 bd · 3 ba · 2,431 sqft · 0.278 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$660,000Apr 2026 $7,2122024 Amount on Record Apr 2019 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

4904 Old Oakleaf Dr

3 bd · 3 ba · 2,784 sqft · 0.233 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$579,500Jul 2021 $8,0582024 Amount on Record Dec 2003 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

4907 Old Oakleaf Dr

3 bd · 2 ba · 2,463 sqft · 0.265 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$275,000May 2009 $3,1102025 —Nov 2016 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jan 2026

4908 Old Oakleaf Dr

3 bd · 2 ba · 2,381 sqft · 0.241 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$352,000Feb 2015 $3,9312025 Amount on Record Jan 2010 1 Name on Record Owner Occupied AssessorUpdated Jan 2026

4911 Old Oakleaf Dr

4 bd · 3 ba · 2,851 sqft · 0.23 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$435,000Jan 2016 $4,9262025 —Nov 2013 2 Names on Record Owner Occupied AssessorUpdated Jan 2026

4912 Old Oakleaf Dr

4 bd · 2 ba · 2,591 sqft · 0.239 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$720,000Jun 2025 $4,7902025 —Jul 2011 2 Names on Record Owner Occupied AssessorUpdated Jan 2026

4915 Old Oakleaf Dr

3 bd · 3 ba · 2,483 sqft · 0.229 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$723,500Apr 2025 $6,3902025 Amount on Record Sep 2022 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

4916 Old Oakleaf Dr

3 bd · 2 ba · 2,612 sqft · 0.267 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$455,000Sep 2020 $4,5872025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jan 2026

4919 Old Oakleaf Dr

4 bd · 2 ba · 2,344 sqft · 0.243 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$270,000Oct 1999 $3,4912025 Amount on Record Jul 2001 1 Name on Record Owner Occupied AssessorUpdated Jan 2026

4920 Old Oakleaf Dr

3 bd · 2 ba · 2,530 sqft · 0.266 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$395,000Sep 2014 $6,8192025 Amount on Record Aug 2000 1 Name on Record AssessorUpdated Jul 2026

4923 Old Oakleaf Dr

3 bd · 3 ba · 2,515 sqft · 0.229 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$682,000Apr 2024 $4,4562024 Amount on Record Dec 2002 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

4924 Old Oakleaf Dr

3 bd · 3 ba · 2,218 sqft · 0.237 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$50,000Sep 1998 $3,9192025 2 Names on Record Owner Occupied AssessorUpdated May 2026

4927 Old Oakleaf Dr

4 bd · 3 ba · 2,357 sqft · 0.253 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$472,000Jul 2015 $4,5672025 Amount on Record May 2011 2 Names on Record Owner Occupied AssessorUpdated Jan 2026

4928 Old Oakleaf Dr

4 bd · 3 ba · 2,885 sqft · 0.234 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$678,000Dec 2021 $6,3162025 —Mar 2021 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jan 2026

4931 Old Oakleaf Dr

3 bd · 2 ba · 2,106 sqft · 0.253 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$45,000Dec 1999 $2,9332025 1 Name on Record Owner Occupied AssessorUpdated Jan 2026

4932 Old Oakleaf Dr

3 bd · 2 ba · 2,108 sqft · 0.239 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$355,000Nov 2014 $3,7692025 Amount on Record Jul 2012 1 Name on Record Owner Occupied AssessorUpdated Jan 2026

4936 Old Oakleaf Dr

4 bd · 2 ba · 2,306 sqft · 0.26 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$560,000Jun 2021 $5,7772025 Amount on Record Feb 2010 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jan 2026

Wildfire Risk on Old Oakleaf Dr

Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020

Wildfire RiskLow
this street's cells rank above 4% of the US · above 3% of Florida
Wildfire LikelihoodLess than 1 in 10,000 per year
ExposureDirect
1 of 3 cells directly exposed · 2 adjoin burnable vegetation

Property Records in Nearby Streets