Little John Rd, Winter Park, FL Property Records

Orange County property records for 19 addresses on Little John Rd, Winter Park, FL · Last verified October 2026

Little John Rd Highlights

Properties 19
Median Sale Price $280,000
Deeds and Mortgages on File 12
Median Price per Sqft $116
Owner Occupied 74%
Median Annual Tax Bill $4,822
Median Year Built 1967
Median Ownership Tenure 10 years

Properties on Little John Rd

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

2705 Little John Rd

5 bd · 3 ba · 2,407 sqft · built 1966 · 0.304 acres

Last Sale Tax Bill Prior Sale Owner Records
$280,000Oct 2018 $3,9102025 —Apr 2008 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

2713 Little John Rd

3 bd · 2 ba · 1,552 sqft · built 1966 · 0.208 acres

Last Sale Tax Bill Prior Sale Owner Records
$135,000May 1999 $2,7322025 Owner on Record Owner Occupied AssessorUpdated May 2026

2714 Little John Rd

3 bd · 2 ba · 1,970 sqft · built 1966 · 0.242 acres

Last Sale Tax Bill Prior Sale Owner Records
$330,000Jul 2019 $4,9642025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

2721 Little John Rd

2 bd · 2 ba · 1,734 sqft · built 1966 · 0.219 acres

Last Sale Tax Bill Prior Sale Owner Records
$90,600Jun 2020 $3,9322025 Amount on Record Aug 2012 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2761 Little John Rd

3 bd · 2 ba · 1,765 sqft · built 1967 · 0.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,2842025 2 Owners on Record Owner Occupied AssessorUpdated May 2026

2769 Little John Rd

4 bd · 3 ba · 1,965 sqft · built 1967 · 0.235 acres

Last Sale Tax Bill Prior Sale Owner Records
$333,000Nov 2014 $4,9812025 Amount on Record Nov 2009 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2777 Little John Rd

4 bd · 2 ba · 1,571 sqft · built 1966 · 0.195 acres

Last Sale Tax Bill Prior Sale Owner Records
—Apr 2005 $1,9672025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2785 Little John Rd

4 bd · 3 ba · 1,932 sqft · built 1967 · 0.232 acres

Last Sale Tax Bill Prior Sale Owner Records
$128,000Dec 1993 $2,7602025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

2805 Little John Rd

4 bd · 2 ba · 1,714 sqft · built 1966 · 0.232 acres

Last Sale Tax Bill Prior Sale Owner Records
$86,500May 2016 $7,6052025 Amount on Record Jun 2015 Owner on Record AssessorUpdated May 2026

2813 Little John Rd

3 bd · 2 ba · 1,737 sqft · built 1967 · 0.195 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,2152025 2 Owners on Record AssessorUpdated May 2026

2821 Little John Rd

4 bd · 2 ba · 1,974 sqft · built 1967 · 0.232 acres

Last Sale Tax Bill Prior Sale Owner Records
$563,000May 2024 $8,2152025 Amount on Record Dec 1995 Owner on Record Owner Occupied AssessorUpdated Oct 2026

2829 Little John Rd

5 bd · 2 ba · 1,872 sqft · built 1967 · 0.196 acres

Last Sale Tax Bill Prior Sale Owner Records
$100Mar 2017 $8,3882025 Amount on Record Jun 2001 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

2837 Little John Rd

4 bd · 2 ba · 1,866 sqft · built 1967 · 0.232 acres

Last Sale Tax Bill Prior Sale Owner Records
$275,000Mar 2015 $4,8222025 2 Owners on Record Owner Occupied AssessorUpdated May 2026

2845 Little John Rd

3 bd · 2 ba · 1,631 sqft · built 1967 · 0.251 acres

Last Sale Tax Bill Prior Sale Owner Records
$100Aug 2016 $3,8172025 Amount on Record Jul 2012 2 Owners on Record AssessorUpdated May 2026

2903 Little John Rd

4 bd · 3 ba · 2,550 sqft · built 1969 · 0.466 acres

Last Sale Tax Bill Prior Sale Owner Records
$455,900Aug 2017 $6,7972025 Amount on Record Oct 1997 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

2907 Little John Rd

4 bd · 3 ba · 2,070 sqft · built 1969 · 0.254 acres

Last Sale Tax Bill Prior Sale Owner Records
$237,500May 2004 $8,3252025 2 Owners on Record AssessorUpdated May 2026

2911 Little John Rd

4 bd · 2 ba · 2,255 sqft · built 1969 · 0.233 acres

Last Sale Tax Bill Prior Sale Owner Records
$100Mar 2016 $3,8852025 Amount on Record Aug 2011 2 Owners on Record AssessorUpdated May 2026

2915 Little John Rd

3 bd · 2 ba · 2,257 sqft · built 1970 · 0.238 acres

Last Sale Tax Bill Prior Sale Owner Records
$183,000Jun 1999 $3,3852025 2 Owners on Record Owner Occupied AssessorUpdated May 2026

2921 Little John Rd

4 bd · 3 ba · 2,278 sqft · built 1970 · 0.416 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,4492025 2 Owners on Record Owner Occupied AssessorUpdated May 2026

Property Records in Nearby Streets