Orange County property records for 20 addresses on Smiley Ave, Winter Park, FL · Last verified June 2026
| Properties | 20 |
|---|---|
| Median Sale Price | $325,000 |
| Deeds and Mortgages on File | 27 |
| Median Price per Sqft | $184 |
| Owner Occupied | 65% |
| Median Annual Tax Bill | $3,931 |
| Median Year Built | 1959 |
| Median Ownership Tenure | 12 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
3 bd · 2 ba · 1,490 sqft · 0.273 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,5552025 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 1.5 ba · 1,326 sqft · 0.273 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $37,500Oct 1994 | $1,9612025 | 2 Names on Record | Assessor + 1 DocumentUpdated May 2026 |
8 bd · 7.25 ba · 4,554 sqft · 0.226 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $365,000Apr 2014 | $6,1692025 | Amount on Record May 2008 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,206 sqft · 0.226 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,9302025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,753 sqft · 0.226 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $325,000Feb 2019 | $3,3742025 | Amount on Record Aug 1997 | 2 Names on Record | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,185 sqft · 0.226 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $135,000Jun 2001 | $1,9222025 | Amount on Record Jun 1996 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,881 sqft · 0.226 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $390,000Sep 2018 | $9,7132025 | Amount on Record Aug 2015 | 2 Names on Record | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 3 ba · 2,686 sqft · 0.226 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,5312025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,410 sqft · 0.226 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $260,000Mar 2006 | $2,3492025 | —Feb 2004 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2 ba · 2,242 sqft · 0.226 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $249,000Aug 2003 | $3,9312025 | Amount on Record Jul 1998 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,758 sqft · 0.226 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $389,000May 2018 | $7,5342025 | Amount on Record Dec 2016 | 2 Names on Record Owner Occupied | Assessor + 5 DocumentsUpdated May 2026 |
3 bd · 1.5 ba · 1,229 sqft · 0.226 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100,000Oct 1997 | $2,1532025 | Amount on Record Nov 1996 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,590 sqft · 0.226 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $293,000May 2019 | $7,0572025 | —May 2019 | 2 Names on Record | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,200 sqft · 0.226 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $129,000Jul 2001 | $6,6412025 | 1 Name on Record | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2 ba · 1,630 sqft · 0.226 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $250,000May 2019 | $6,4242025 | 2 Names on Record | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,228 sqft · 0.226 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,499Mar 2021 | $5,6462025 | 2 Names on Record Owner Occupied | Assessor + 5 DocumentsUpdated Jun 2026 |
4 bd · 2 ba · 1,456 sqft · 0.226 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $6,5462025 | 1 Name on Record | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,914 sqft · 0.226 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $300,000Dec 2015 | $3,8132025 | Amount on Record Sep 2002 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
5 bd · 4 ba · 3,618 sqft · 0.273 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $465,000May 2013 | $7,1902025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 3 ba · 2,197 sqft · 0.273 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $125,000May 1995 | $2,9142025 | 2 Names on Record Owner Occupied | AssessorUpdated 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 · 2nd in Florida |
|---|---|
| Wildfire Likelihood | Low — less than 1 in 10,000 per year |
| Exposure | Direct 1 of 3 cells directly exposed · 3 adjoin burnable vegetation |