Sunnyside Dr, Winter Park, FL Property Records

Orange County property records for 10 addresses on Sunnyside Dr, Winter Park, FL · Last verified July 2026

Sunnyside Dr Highlights

Properties 10
Median Sale Price $395,400
Deeds and Mortgages on File 13
Median Price per Sqft $225
Owner Occupied 90%
Median Annual Tax Bill $7,367
Median Year Built 1975
Median Ownership Tenure 10 years

Properties on Sunnyside Dr

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

1325 Sunnyside Dr

3 bd · 3.5 ba · 1,955 sqft · built 1992 · 0.173 acres

Last Sale Tax Bill Prior Sale Owner Records
$480,000Feb 2021 $7,0372025 Amount on Record Feb 2016 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

1345 Sunnyside Dr

2 bd · 2 ba · 1,156 sqft · built 1974 · 0.154 acres

Last Sale Tax Bill Prior Sale Owner Records
$75,000Nov 2002 $4,0192025 Amount on Record Feb 1998 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

1355 Sunnyside Dr

3 bd · 2 ba · 1,803 sqft · built 1975 · 0.154 acres

Last Sale Tax Bill Prior Sale Owner Records
$287,500Jul 2014 $3,9962025 Amount on Record Dec 2013 1 Name on Record Owner Occupied AssessorUpdated May 2026

1365 Sunnyside Dr

4 bd · 4 ba · 3,486 sqft · built 1927 · 0.464 acres

Last Sale Tax Bill Prior Sale Owner Records
$785,000Nov 2021 $9,5582025 Amount on Record Sep 2011 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

1435 Sunnyside Dr

3 bd · 2 ba · 1,376 sqft · built 1969 · 0.17 acres

Last Sale Tax Bill Prior Sale Owner Records
$353,000Feb 2021 $7,3672025 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

1600 Sunnyside Dr

5 bd · 5 ba · 3,672 sqft · built 2004 · 0.346 acres

Last Sale Tax Bill Prior Sale Owner Records
$959,000Jun 2016 $13,5042025 Amount on Record Feb 2004 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

1616 Sunnyside Dr

5 bd · 5 ba · 3,916 sqft · built 1998 · 0.332 acres

Last Sale Tax Bill Prior Sale Owner Records
$150,000Nov 1997 $12,4232025 Amount on Record Mar 1997 2 Names on Record Owner Occupied AssessorUpdated May 2026

1630 Sunnyside Dr

4 bd · 3.5 ba · 3,432 sqft · built 1997 · 0.309 acres

Last Sale Tax Bill Prior Sale Owner Records
$395,400Oct 1997 $9,0432025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

1700 Sunnyside Dr

5 bd · 3 ba · 2,315 sqft · built 1966 · 0.307 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,5402025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

1730 Sunnyside Dr

4 bd · 3 ba · 2,443 sqft · built 1965 · 0.298 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,3962025 1 Name on Record Owner Occupied AssessorUpdated May 2026

Wildfire Risk on Sunnyside Dr

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

Wildfire RiskNot rated
no burnable land in reach
Wildfire LikelihoodNegligible
ExposureNone
beyond ember reach

Property Records in Nearby Streets