Orange County property records for 23 addresses on Shady Pine Ave, Winter Park, FL · Last verified May 2026
| Properties | 23 |
|---|---|
| Median Sale Price | $366,000 |
| Deeds and Mortgages on File | 36 |
| Median Price per Sqft | $239 |
| Owner Occupied | 65% |
| Median Annual Tax Bill | $4,599 |
| Median Year Built | 1983 |
| Median Ownership Tenure | 7 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
4 bd · 2 ba · 1,535 sqft · 0.218 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $410,000May 2024 | $5,4462025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2 ba · 1,609 sqft · 0.224 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $308,000Apr 2019 | $4,5992025 | Amount on Record Jan 2019 | 2 Names on Record | Assessor + 3 DocumentsUpdated May 2026 |
4 bd · 2 ba · 1,615 sqft · 0.174 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,9552025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,578 sqft · 0.176 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $81,000Sep 1997 | $1,8562025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,214 sqft · 0.173 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $350,000Dec 2025 | $4,7552025 | Amount on Record Apr 2022 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,540 sqft · 0.173 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $86,000Dec 1997 | $1,9352025 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,609 sqft · 0.176 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $230,000Oct 2017 | $3,5602025 | Amount on Record Mar 2017 | 1 Name on Record Owner Occupied | Assessor + 5 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,256 sqft · 0.173 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $67,600Jul 2007 | $1,8802025 | Amount on Record Jul 2005 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,362 sqft · 0.176 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $430,000Jun 2024 | $5282025 | Amount on Record Aug 2019 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,168 sqft · 0.172 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $225,000Feb 2021 | $4,8362025 | Amount on Record Dec 2009 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,452 sqft · 0.176 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $127,000Jun 2015 | $5,5602025 | Amount on Record Aug 1999 | 2 Names on Record | AssessorUpdated May 2026 |
4 bd · 2 ba · 1,535 sqft · 0.172 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $207,000Jul 2005 | $1,9212025 | Amount on Record Aug 2003 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2 ba · 1,445 sqft · 0.176 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,0692025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,495 sqft · 0.173 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,6582025 | 1 Name on Record | Assessor + 3 DocumentsUpdated May 2026 |
4 bd · 2 ba · 1,615 sqft · 0.216 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $335,000Jan 2022 | $5,6202025 | Amount on Record Sep 2021 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,578 sqft · 0.183 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $270,000Aug 2019 | $2,5282025 | Amount on Record Jul 2001 | 2 Names on Record | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2 ba · 1,615 sqft · 0.203 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $355,000Apr 2024 | $6,1282025 | Amount on Record Mar 1996 | 2 Names on Record Owner Occupied | Assessor + 5 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,609 sqft · 0.228 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $149,900Mar 2014 | $5282025 | Amount on Record Dec 2013 | 1 Name on Record | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,529 sqft · 0.171 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $366,000Jan 2022 | $5,7872025 | Amount on Record Oct 2000 | 1 Name on Record | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,563 sqft · 0.171 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $372,900Mar 2022 | $5,3232025 | Amount on Record Apr 2014 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 3 ba · 1,834 sqft · 0.172 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $175,000Feb 2018 | $6,3442025 | 1 Name on Record | Assessor + 1 DocumentUpdated May 2026 |
3.3 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| 2 Names on Record | AssessorUpdated May 2026 |
4 bd · 2 ba · 1,612 sqft · 0.256 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,0992025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated 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 |