Orange County property records for 13 addresses on Shepherd Ave, Winter Park, FL · Last verified June 2026
| Properties | 13 |
|---|---|
| Median Sale Price | $1,613,800 |
| Deeds and Mortgages on File | 22 |
| Median Price per Sqft | $310 |
| Owner Occupied | 85% |
| Median Annual Tax Bill | $17,090 |
| Median Year Built | 2006 |
| Median Ownership Tenure | 7 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
3 bd · 2 ba · 1,885 sqft · 0.301 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,6082025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
5 bd · 5.5 ba · 3,980 sqft · 0.258 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,675,000Dec 2020 | $25,3242025 | Amount on Record Mar 2019 | 1 Name on Record Owner Occupied | Assessor + 4 DocumentsUpdated May 2026 |
5 bd · 4.5 ba · 4,007 sqft · 0.288 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,900,000Nov 2024 | $30,9612025 | Amount on Record Jul 2012 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jun 2026 |
5 bd · 5.5 ba · 4,023 sqft · 0.516 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $461,800May 2021 | $30,9122025 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
8 bd · 9.25 ba · 7,534 sqft · 0.344 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $595,000Jun 2005 | $15,2302025 | Amount on Record Nov 2004 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
10 bd · 10.25 ba · 8,311 sqft · 0.287 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,075,000Jun 2015 | $17,0902025 | Amount on Record Sep 2011 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
10 bd · 7.25 ba · 7,724 sqft · 0.277 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,200,000Jul 2019 | $16,7922025 | Amount on Record Oct 2012 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
5 bd · 3 ba · 3,695 sqft · 0.258 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,310,000Mar 2015 | $19,1292025 | Amount on Record Feb 2014 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,933 sqft · 0.29 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100Apr 2016 | $8,8442025 | 1 Name on Record | AssessorUpdated May 2026 |
4 bd · 4.5 ba · 4,067 sqft · 0.43 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,600,000Feb 2024 | $33,9072025 | Amount on Record Aug 2017 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 3.5 ba · 3,412 sqft · 0.291 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $604,000Mar 2002 | $11,1162025 | Amount on Record Jun 1994 | 1 Name on Record | AssessorUpdated May 2026 |
8 bd · 10.25 ba · 10,003 sqft · 0.344 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,613,800Jun 2019 | $22,6282025 | Amount on Record Sep 2003 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 3.5 ba · 3,464 sqft · 0.27 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,075,000Sep 2021 | $16,4012025 | Amount on Record May 2020 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Jun 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 4th percentile of exposed land nationally · 4th in Florida |
|---|---|
| Wildfire Likelihood | Low — about 1 in 4,255 per year |
| Exposure | Direct 1 of 2 cells directly exposed · 2 adjoin burnable vegetation |