Winding Hollow Ave, Ocoee, FL Property Records

Orange County property records for 24 addresses on Winding Hollow Ave, Ocoee, FL · Last verified August 2026

Winding Hollow Ave Highlights

Properties 24
Median Sale Price $315,000
Deeds and Mortgages on File 38
Median Price per Sqft $167
Owner Occupied 79%
Median Annual Tax Bill $3,856
Median Year Built 1995
Median Ownership Tenure 13 years

Properties on Winding Hollow Ave

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

416 Winding Hollow Ave

4 bd · 2.5 ba · 2,156 sqft · 0.231 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$235,000Jun 2004 $3,6102025 Amount on Record May 2000 1 Name on Record Owner Occupied AssessorUpdated May 2026

421 Winding Hollow Ave

4 bd · 2 ba · 1,948 sqft · 0.217 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$134,400Apr 2024 $5,0862025 Amount on Record Apr 2021 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

430 Winding Hollow Ave

3 bd · 2 ba · 1,770 sqft · 0.174 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$465,000Apr 2026 $4,2452025 Amount on Record Aug 2017 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jun 2026

433 Winding Hollow Ave

3 bd · 2 ba · 1,713 sqft · 0.169 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$122,300Jan 1996 $2,5302025 1 Name on Record Owner Occupied AssessorUpdated May 2026

442 Winding Hollow Ave

4 bd · 2 ba · 1,832 sqft · 0.164 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$203,000Oct 2003 $3,3362025 Amount on Record Aug 1997 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

445 Winding Hollow Ave

4 bd · 2.5 ba · 2,350 sqft · 0.175 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$105,000Oct 2010 $3,6412025 —Oct 2009 2 Names on Record Owner Occupied AssessorUpdated May 2026

454 Winding Hollow Ave

4 bd · 2.5 ba · 2,100 sqft · 0.159 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$100Feb 2017 $5,2382025 Amount on Record Nov 2012 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

457 Winding Hollow Ave

3 bd · 2 ba · 1,667 sqft · 0.176 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$280,000Apr 2019 $4,5312025 Amount on Record Mar 2016 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

468 Winding Hollow Ave

3 bd · 2 ba · 1,750 sqft · 0.158 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$123,900Mar 1997 $2,8902025 2 Names on Record Owner Occupied AssessorUpdated May 2026

469 Winding Hollow Ave

4 bd · 2 ba · 1,792 sqft · 0.172 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$117,800Jul 1995 $2,4122025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

476 Winding Hollow Ave

3 bd · 2 ba · 1,553 sqft · 0.158 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$116,200Aug 1996 $3,1252025 2 Names on Record Owner Occupied AssessorUpdated May 2026

481 Winding Hollow Ave

4 bd · 2.5 ba · 2,161 sqft · 0.172 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$187,500Oct 2003 $3,3932025 Amount on Record Jun 2000 2 Names on Record AssessorUpdated May 2026

488 Winding Hollow Ave

4 bd · 2 ba · 1,974 sqft · 0.158 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$47,967Mar 2013 $7,1522025 Amount on Record Oct 2012 2 Names on Record Assessor + 1 DocumentUpdated May 2026

493 Winding Hollow Ave

4 bd · 2 ba · 1,934 sqft · 0.172 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$242,000Jul 2016 $3,8562025 Amount on Record Apr 2012 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

498 Winding Hollow Ave

3 bd · 2 ba · 1,536 sqft · 0.158 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$113,700May 1995 $2,3682025 1 Name on Record Owner Occupied AssessorUpdated May 2026

503 Winding Hollow Ave

4 bd · 2 ba · 1,830 sqft · 0.172 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$415,600Aug 2022 $6,1202025 Amount on Record Jun 2004 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

510 Winding Hollow Ave

4 bd · 3 ba · 1,767 sqft · 0.158 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$423,000Oct 2022 $6,6622025 Amount on Record Jul 2022 2 Names on Record Owner Occupied Assessor + 7 DocumentsUpdated May 2026

513 Winding Hollow Ave

4 bd · 2 ba · 1,928 sqft · 0.172 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$284,900Feb 2018 $7,2882025 Amount on Record Aug 2009 2 Names on Record Assessor + 2 DocumentsUpdated Aug 2026

522 Winding Hollow Ave

3 bd · 2 ba · 1,661 sqft · 0.158 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$294,000Jun 2006 $6,6242025 Amount on Record Jun 1998 2 Names on Record Assessor + 1 DocumentUpdated May 2026

525 Winding Hollow Ave

3 bd · 2 ba · 1,790 sqft · 0.172 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$287,000Aug 2019 $4,5682025 Amount on Record Apr 2019 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

532 Winding Hollow Ave

3 bd · 2 ba · 1,780 sqft · 0.158 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$151,500Feb 1996 $3,3582025 2 Names on Record Owner Occupied AssessorUpdated May 2026

537 Winding Hollow Ave

4 bd · 2 ba · 1,934 sqft · 0.172 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$250,000Aug 2007 $3,3392025 Amount on Record Apr 1995 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

544 Winding Hollow Ave

3 bd · 2 ba · 1,966 sqft · 0.158 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$315,000Jan 2020 $5,5962025 Amount on Record Aug 2016 1 Name on Record Assessor + 2 DocumentsUpdated May 2026

556 Winding Hollow Ave

3 bd · 2 ba · 1,804 sqft · 0.182 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$215,000Oct 2013 $3,3382025 Amount on Record Mar 2010 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

Wildfire Risk on Winding Hollow Ave

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

Wildfire RiskLow
this street's cells rank at the 8th percentile of exposed land nationally · 4th in Florida
Wildfire LikelihoodLow — about 1 in 7,895 per year
ExposureDirect
1 of 3 cells directly exposed · 3 adjoin burnable vegetation

Property Records in Nearby Streets