Orange County property records for 23 addresses on Legion Dr, Winter Park, FL · Last verified August 2026
| Properties | 23 |
|---|---|
| Median Sale Price | $1,629,000 |
| Deeds and Mortgages on File | 33 |
| Median Price per Sqft | $262 |
| Owner Occupied | 87% |
| Median Annual Tax Bill | $13,769 |
| Median Year Built | 1965 |
| Median Ownership Tenure | 10 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
10 bd · 11.25 ba · 8,792 sqft · built 2008 · 0.316 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,225,000May 2022 | $20,7392025 | Amount on Record Jun 2011 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
3 bd · 2.5 ba · 2,281 sqft · built 1964 · 0.455 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,139,000Apr 2021 | $19,4562025 | Amount on Record May 2018 | 1 Name on Record Owner Occupied | Assessor + 4 DocumentsUpdated May 2026 |
4 bd · 3.5 ba · 3,586 sqft · built 2004 · 0.31 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $335,000Aug 2003 | $13,7692025 | Amount on Record May 2000 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 3.5 ba · 3,733 sqft · built 1960 · 0.345 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $980,000Aug 2020 | $13,8182025 | Amount on Record Dec 1995 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,782 sqft · built 1963 · 0.345 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $8,0092025 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
5 bd · 3.5 ba · 3,868 sqft · built 1962 · 0.417 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $7,8092025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
5 bd · 3 ba · 3,064 sqft · built 1964 · 0.345 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Aug 1993 | $7,4642025 | 2 Names on Record | Assessor + 1 DocumentUpdated May 2026 |
5 bd · 2.5 ba · 1,826 sqft · built 1964 · 0.345 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $245,000Sep 2000 | $5,3312025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 5.5 ba · 4,140 sqft · built 1964 · 0.345 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $885,000Jan 2015 | $14,0632025 | Amount on Record Oct 2012 | 2 Names on Record Owner Occupied | AssessorUpdated Jun 2026 |
10 bd · 12.25 ba · 9,626 sqft · built 2017 · 0.416 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,795,000Jun 2018 | $22,8172025 | Amount on Record Aug 2016 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
5 bd · 3.5 ba · 2,798 sqft · built 1963 · 0.345 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $558,000Jul 2013 | $8,8662025 | Amount on Record Jun 2002 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Aug 2026 |
5 bd · 3.5 ba · 3,518 sqft · built 1964 · 0.344 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,629,000Sep 2024 | $20,5262025 | Amount on Record Aug 2015 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jun 2026 |
4 bd · 2 ba · 2,722 sqft · built 1965 · 0.345 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,3582025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
5 bd · 4.5 ba · 3,368 sqft · built 1965 · 0.31 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,742,000Jun 2022 | $14,7382025 | Amount on Record Nov 2017 | 2 Names on Record Owner Occupied | Assessor + 4 DocumentsUpdated May 2026 |
4 bd · 2.5 ba · 2,831 sqft · built 1965 · 0.345 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $515,000Feb 2013 | $8,7592025 | 2 Names on Record | Assessor + 3 DocumentsUpdated May 2026 |
10 bd · 8.25 ba · 7,330 sqft · built 2002 · 0.31 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,068,000Dec 2016 | $14,1092025 | Amount on Record Jan 2011 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 3 ba · 2,643 sqft · built 1965 · 0.345 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $575,000Jan 2012 | $17,8112025 | Amount on Record Jan 2009 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 3.5 ba · 3,634 sqft · built 1965 · 0.31 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $7,0042025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2.5 ba · 2,376 sqft · built 1972 · 0.345 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $7,1212025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2.5 ba · 2,520 sqft · built 1965 · 0.31 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $17,4822025 | 1 Name on Record | Assessor + 3 DocumentsUpdated May 2026 |
4 bd · 2 ba · 2,706 sqft · built 1984 · 0.448 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,9612025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
12 bd · 17.25 ba · 20,185 sqft · built 2008 · 2.84 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $4,750,000Apr 2021 | $95,6602025 | —Sep 2005 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
4 bd · 4 ba · 3,187 sqft · built 1997 · 0.345 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100Feb 1997 | $11,4052025 | —Aug 1996 | 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 | Not rated no burnable land in reach |
|---|---|
| Wildfire Likelihood | Negligible |
| Exposure | None beyond ember reach |