Orange County property records for 16 addresses on Jackson Ave, Winter Park, FL · Last verified August 2026
| Properties | 16 |
|---|---|
| Median Sale Price | $1,660,000 |
| Deeds and Mortgages on File | 15 |
| Median Price per Sqft | $195 |
| Median Annual Tax Bill | $10,941 |
| Median Year Built | 1982 |
| Median Ownership Tenure | 5 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
5 bd · 8,762 sqft · 0.335 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $800,000Dec 2011 | $26,9822025 | Amount on Record Mar 2011 | 1 Name on Record | AssessorUpdated May 2026 |
5 bd · 2,450 sqft · 0.163 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $220,000Sep 1999 | $6,5702025 | 1 Name on Record | Assessor + 1 DocumentUpdated May 2026 |
1,750 sqft · Built 1983 · 0.163 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,1782025 | 1 Name on Record | Assessor + 1 DocumentUpdated May 2026 |
3,800 sqft · Built 1982 · 0.164 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $660,000Sep 2006 | $8,4542025 | 1 Name on Record | AssessorUpdated May 2026 |
2,170 sqft · Built 1982 · 0.164 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $660,000Sep 2006 | $5,1132025 | 1 Name on Record | AssessorUpdated May 2026 |
5 bd · 10,174 sqft · 0.327 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,670,000Dec 2025 | $16,8332025 | 1 Name on Record | AssessorUpdated May 2026 |
26,187 sqft · Built 1947 · 1.34 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $400,000May 2003 | $52,8012025 | Amount on Record Mar 1996 | 1 Name on Record | AssessorUpdated May 2026 |
3,247 sqft · Built 1955 · 0.343 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $8,3652025 | 2 Names on Record | Assessor + 1 DocumentUpdated May 2026 |
4,008 sqft · Built 2006 · 0.603 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $700,000Apr 2007 | $12025 | 1 Name on Record | AssessorUpdated May 2026 |
4,379 sqft · Built 2006 · 0.1 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $220,000Oct 2005 | $12,0952025 | 1 Name on Record | AssessorUpdated May 2026 |
4,008 sqft · Built 2006 · 0.092 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $765,000Apr 2021 | $11,2872025 | Amount on Record Mar 2013 | 1 Name on Record | Assessor + 1 DocumentUpdated May 2026 |
0.622 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $875,000Jul 2025 | $8,7822025 | Amount on Record Dec 2022 | 1 Name on Record | Assessor + 3 DocumentsUpdated May 2026 |
5 bd · 25,091 sqft · 1.3 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $4,900,000Mar 2025 | $45,1082025 | Amount on Record Dec 2022 | 1 Name on Record | Assessor + 1 DocumentUpdated Aug 2026 |
0.181 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,660,000Apr 2025 | $3,2792024 | Amount on Record Dec 2022 | 1 Name on Record | Assessor + 2 DocumentsUpdated May 2026 |
4,581 sqft · Built 1963 · 0.181 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,660,000Apr 2025 | $17,0132025 | Amount on Record Jun 2007 | 1 Name on Record | Assessor + 3 DocumentsUpdated May 2026 |
4,566 sqft · Built 1971 · 0.18 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $650,000Aug 2022 | $10,9412025 | Amount on Record May 2018 | 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 4th percentile of exposed land nationally · 4th in Florida |
|---|---|
| Wildfire Likelihood | Low — less than 1 in 10,000 per year |
| Exposure | Direct 2 of 4 cells directly exposed · 2 adjoin burnable vegetation |