Orange County property records for 31 addresses on Pine Ave, Winter Park, FL · Last verified August 2026
| Properties | 31 |
|---|---|
| Median Sale Price | $1,450,000 |
| Deeds and Mortgages on File | 57 |
| Median Price per Sqft | $272 |
| Owner Occupied | 71% |
| Median Annual Tax Bill | $15,199 |
| Median Year Built | 2007 |
| Median Ownership Tenure | 8 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
5 bd · 6 ba · 4,766 sqft · 0.39 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $625,000Jan 2019 | $23,8042025 | Amount on Record Aug 2003 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 4.5 ba · 3,797 sqft · 0.468 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $750,100Sep 2015 | $16,5112025 | Amount on Record Mar 2014 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
8 bd · 8.25 ba · 7,124 sqft · 0.238 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $450,000Jun 2016 | $18,4852025 | Amount on Record Apr 2015 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 3 ba · 2,481 sqft · 0.3 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,375,000May 2025 | $18,7442025 | Amount on Record Dec 2022 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 4.5 ba · 3,284 sqft · 0.223 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $387,500Mar 2007 | $17,9622025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 1 ba · 1,084 sqft · 0.225 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $7,6992025 | 2 Names on Record | AssessorUpdated May 2026 |
3 bd · 2 ba · 3,067 sqft · 0.223 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $387,500Mar 2007 | $6,1692025 | 1 Name on Record | Assessor + 1 DocumentUpdated May 2026 |
10 bd · 9.25 ba · 7,246 sqft · 0.226 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,320,000Apr 2020 | $19,1802025 | 2 Names on Record | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 2.5 ba · 2,394 sqft · 0.274 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $775,000Apr 2007 | $7,9502025 | Amount on Record Mar 2002 | 1 Name on Record | AssessorUpdated May 2026 |
4 bd · 2.5 ba · 2,295 sqft · 0.28 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $275,000Feb 1999 | $4,2832025 | 1 Name on Record | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,645 sqft · 0.373 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $212,300May 2002 | $3,5882025 | 2 Names on Record | Assessor + 4 DocumentsUpdated May 2026 |
6 bd · 7.25 ba · 5,398 sqft · 0.205 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $286,000Apr 2005 | $9,1522025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
10 bd · 10.25 ba · 8,103 sqft · 0.269 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,370,000Oct 2017 | $20,0432025 | Amount on Record Nov 2016 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jul 2026 |
5 bd · 4.5 ba · 3,462 sqft · 0.224 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $425,000Nov 2020 | $19,7162025 | —Mar 2020 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 5.5 ba · 3,829 sqft · 0.269 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,450,000Dec 2020 | $29,2242025 | Amount on Record May 2018 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
6 bd · 7.25 ba · 6,693 sqft · 0.224 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,495,000May 2024 | $15,1992025 | Amount on Record May 2013 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Aug 2026 |
6 bd · 8.25 ba · 8,699 sqft · 0.538 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,371,600Sep 2024 | $32,1332025 | Amount on Record Jun 2018 | 1 Name on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jul 2026 |
4 bd · 3 ba · 2,965 sqft · 0.224 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,102,500Jun 2024 | $13,5712025 | Amount on Record Oct 2021 | 2 Names on Record | Assessor + 2 DocumentsUpdated May 2026 |
8 bd · 7.25 ba · 6,795 sqft · 0.224 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $243,000Dec 2003 | $11,3592025 | Amount on Record Feb 2001 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 3.5 ba · 2,734 sqft · 0.269 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $590,000Mar 2015 | $10,7382025 | Amount on Record Aug 2000 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
8 bd · 6.25 ba · 6,081 sqft · 0.224 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,500,000May 2025 | $19,4012025 | Amount on Record Mar 2020 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
5 bd · 5 ba · 4,061 sqft · 0.268 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $950,000May 2016 | $17,1962025 | Amount on Record Jul 2008 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
10 bd · 8.25 ba · 6,765 sqft · 0.224 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,060,000Mar 2020 | $11,7322025 | Amount on Record Sep 2018 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
8 bd · 7.25 ba · 7,174 sqft · 0.268 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $350,000Jul 2014 | $24,6372025 | Amount on Record Dec 2013 | 2 Names on Record | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,536 sqft · 0.224 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $474,900Jun 2020 | $6,6952025 | Amount on Record Feb 2014 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
5 bd · 4 ba · 3,056 sqft · 0.268 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $508,700Dec 2014 | $14,7992025 | Amount on Record Oct 1995 | 2 Names on Record | Assessor + 1 DocumentUpdated May 2026 |
6 bd · 5.25 ba · 6,232 sqft · 0.224 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $780,000Apr 2018 | $12,0302025 | Amount on Record Apr 2016 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 3 ba · 3,650 sqft · 0.268 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,270,000Jan 2024 | $26,4442025 | Amount on Record Nov 2022 | 1 Name on Record Owner Occupied | Assessor + 4 DocumentsUpdated May 2026 |
4 bd · 2.5 ba · 2,230 sqft · 0.224 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $487,500Aug 2016 | $8,1062025 | Amount on Record Aug 2005 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
10 bd · 9.25 ba · 7,514 sqft · 0.236 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,037,500Dec 2025 | $23,9552025 | Amount on Record Jul 2023 | 2 Names on Record Owner Occupied | Assessor + 6 DocumentsUpdated May 2026 |
5 bd · 2.5 ba · 2,014 sqft · 0.36 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,500,000Jul 2026 | $4,8792025 | Amount on Record Jul 2024 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated Aug 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 10th percentile of exposed land nationally · 5th in Florida |
|---|---|
| Wildfire Likelihood | Low — about 1 in 3,488 per year |
| Exposure | Direct 1 of 3 cells directly exposed · 3 adjoin burnable vegetation |