Orange County property records for 26 addresses on Riddle Dr, Winter Park, FL · Last verified July 2026
| Properties | 26 |
|---|---|
| Median Sale Price | $258,000 |
| Deeds and Mortgages on File | 33 |
| Median Price per Sqft | $215 |
| Owner Occupied | 35% |
| Median Annual Tax Bill | $4,517 |
| Median Year Built | 1953 |
| Median Ownership Tenure | 11 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
3 bd · 2 ba · 1,712 sqft · 0.122 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $79,900Dec 2003 | 1 Name on Record | AssessorUpdated May 2026 |
2 bd · 1 ba · 936 sqft · 0.213 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $7,000Jun 1998 | 1 Name on Record | AssessorUpdated May 2026 |
0.038 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| 1 Name on Record | AssessorUpdated May 2026 |
2 bd · 1 ba · 1,521 sqft · 0.015 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $76,000Sep 2003 | $12025 | 1 Name on Record | AssessorUpdated May 2026 |
2 bd · 1 ba · 1,037 sqft · 0.213 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $60,000Nov 1998 | 1 Name on Record | AssessorUpdated May 2026 |
0.023 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100Jul 2017 | $12025 | 2 Names on Record | Assessor + 2 DocumentsUpdated May 2026 |
2 bd · 1 ba · 934 sqft · 0.194 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $86,500Mar 2002 | Amount on Record Sep 2001 | 1 Name on Record | AssessorUpdated May 2026 |
3 bd · 1 ba · 1,294 sqft · 0.28 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $224,500Oct 2005 | 1 Name on Record | AssessorUpdated May 2026 |
3 bd · 1.75 ba · 1,611 sqft · 0.241 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $120,000Dec 2004 | 1 Name on Record | AssessorUpdated May 2026 |
3 bd · 1.5 ba · 1,584 sqft · 0.228 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $14,500Jul 2017 | $1,4582025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
2 bd · 2 ba · 1,427 sqft · 0.216 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $258,000Apr 2021 | $5,0742025 | Amount on Record Jun 2014 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,820 sqft · 0.215 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $119,000Dec 2000 | $1,8932025 | Amount on Record Sep 1996 | 1 Name on Record Owner Occupied | Assessor + 4 DocumentsUpdated May 2026 |
2 bd · 1 ba · 950 sqft · 0.238 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $221,500Sep 2020 | $2,7852025 | Amount on Record Nov 2013 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2 ba · 1,954 sqft · 0.689 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $580,000Feb 2022 | $6,8522025 | Amount on Record Dec 2020 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 2.5 ba · 1,812 sqft · 0.237 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $640,000Jun 2025 | $7,2482025 | Amount on Record Dec 2023 | 2 Names on Record | Assessor + 2 DocumentsUpdated Jul 2026 |
2 bd · 1.5 ba · 995 sqft · 0.172 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,5122025 | 2 Names on Record | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,678 sqft · 0.237 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $175,000Jan 2022 | $7,6832025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2.5 ba · 1,637 sqft · 0.253 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $229,900Oct 2014 | $6,4772025 | —Mar 2014 | 1 Name on Record | Assessor + 1 DocumentUpdated Jul 2026 |
3 bd · 2 ba · 1,473 sqft · 0.343 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $162,825Feb 2015 | $2,7092025 | Amount on Record May 2013 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,347 sqft · 0.223 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $157,000Aug 2013 | $2,0912025 | Amount on Record May 1997 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2.5 ba · 2,388 sqft · 0.223 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $6,0322025 | 2 Names on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 1 ba · 1,184 sqft · 0.223 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $255,600Jun 2023 | $4,5172025 | Amount on Record Nov 2004 | 2 Names on Record | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 1 ba · 1,221 sqft · 0.223 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $99,000Jan 2015 | $4,6602025 | Amount on Record May 2014 | 1 Name on Record | Assessor + 2 DocumentsUpdated May 2026 |
5 bd · 3 ba · 2,453 sqft · 0.149 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $269,900Jan 2016 | $5,5822025 | Amount on Record Aug 2013 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
4 bd · 2.5 ba · 1,829 sqft · 0.238 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $269,900Dec 2020 | $6,6842025 | Amount on Record Apr 2015 | 1 Name on Record | Assessor + 2 DocumentsUpdated May 2026 |
2 bd · 1 ba · 922 sqft · 0.238 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $164,500Aug 2018 | $3,9452025 | Amount on Record Jan 2013 | 1 Name on Record | Assessor + 2 DocumentsUpdated May 2026 |
Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020
| Wildfire Risk | Low this street's cells rank at the 1st percentile of exposed land nationally · 1st in Florida |
|---|---|
| Wildfire Likelihood | Low — less than 1 in 10,000 per year |
| Exposure | Direct 1 of 2 cells directly exposed · 1 adjoin burnable vegetation |