Orange County property records for 22 addresses on Pinetree Rd, Winter Park, FL · Last verified August 2026
| Properties | 22 |
|---|---|
| Median Sale Price | $2,600,000 |
| Deeds and Mortgages on File | 38 |
| Median Price per Sqft | $595 |
| Owner Occupied | 64% |
| Median Annual Tax Bill | $29,809 |
| Median Year Built | 1998 |
| Median Ownership Tenure | 6 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
4 bd · 3.5 ba · 3,771 sqft · built 1959 · 0.486 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,300,000Jan 2025 | $15,8452025 | Amount on Record Feb 2024 | 1 Name on Record | Assessor + 3 DocumentsUpdated Aug 2026 |
4 bd · 3.5 ba · 3,644 sqft · built 1968 · 0.567 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,100,000Sep 2017 | $29,8092025 | 2 Names on Record | Assessor + 2 DocumentsUpdated May 2026 |
5 bd · 4.5 ba · 4,115 sqft · built 1985 · 0.388 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,699,000Jul 2020 | $25,9132025 | Amount on Record May 2018 | 2 Names on Record Owner Occupied | Assessor + 4 DocumentsUpdated May 2026 |
5 bd · 4.5 ba · 4,810 sqft · built 2021 · 0.506 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,312,500May 2020 | $52,9532025 | Amount on Record May 2017 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 4.5 ba · 3,840 sqft · built 1955 · 0.406 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,278,600May 2026 | $19,8192025 | Amount on Record Sep 2016 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated Jun 2026 |
4 bd · 4 ba · 4,499 sqft · built 1994 · 0.542 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100May 2017 | $36,7302025 | Amount on Record Mar 2017 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
5 bd · 6 ba · 5,812 sqft · built 2024 · 0.457 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,205,000Feb 2021 | $22,5482025 | Amount on Record May 2019 | 2 Names on Record Owner Occupied | Assessor + 7 DocumentsUpdated Aug 2026 |
4 bd · 3.5 ba · 5,539 sqft · built 1992 · 0.552 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $33,5412025 | 2 Names on Record | AssessorUpdated May 2026 |
5 bd · 5.5 ba · 4,193 sqft · built 2014 · 0.389 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $590,000May 2013 | $25,2762025 | Amount on Record Feb 2009 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 3 ba · 4,212 sqft · built 1956 · 0.55 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,886,800Dec 2019 | $33,1472025 | Amount on Record Jun 1998 | 2 Names on Record | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 4.5 ba · 4,683 sqft · built 2000 · 0.685 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,314,800Nov 2017 | $50,6592025 | Amount on Record Dec 2012 | 1 Name on Record | Assessor + 2 DocumentsUpdated May 2026 |
8 bd · 10.25 ba · 8,051 sqft · built 2002 · 0.381 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,700,000Sep 2021 | $25,4632025 | Amount on Record Sep 2002 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
5 bd · 5 ba · 4,033 sqft · built 2013 · 0.476 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,642,000Jun 2019 | $25,2912025 | Amount on Record Jan 2016 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
5 bd · 6.5 ba · 7,102 sqft · built 2024 · 0.943 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,600,000Jul 2021 | $79,7022025 | Amount on Record Jul 2018 | 2 Names on Record | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 4 ba · 3,697 sqft · built 1990 · 0.464 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $937,700Jul 2010 | $16,6532025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 2,523 sqft · built 1958 · 0.345 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Aug 1993 | $7,7192025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
6 bd · 8 ba · 7,224 sqft · built 2014 · 0.673 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $4,300,000Dec 2020 | $66,4582025 | Amount on Record Jul 2012 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
5 bd · 4.5 ba · 4,062 sqft · built 1959 · 0.818 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $400,000Dec 2001 | $15,6872025 | Amount on Record Nov 2001 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
5 bd · 5.5 ba · 4,615 sqft · built 1998 · 0.758 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $4,923,800Sep 2024 | $55,4302025 | Amount on Record Mar 2019 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 3 ba · 3,885 sqft · built 1951 · 0.454 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $9,3792025 | 2 Names on Record | Assessor + 1 DocumentUpdated May 2026 |
5 bd · 6.5 ba · 4,830 sqft · built 2018 · 0.562 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $7,164,000May 2026 | $71,5172025 | Amount on Record Feb 2020 | 1 Name on Record Owner Occupied | Assessor + 5 DocumentsUpdated Jun 2026 |
4 bd · 5 ba · 4,672 sqft · built 1998 · 1.4 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Sep 2001 | $67,0862025 | Amount on Record Jun 1997 | 2 Names on Record | AssessorUpdated May 2026 |