Orange County property records for 24 addresses on Windsor Dr, Winter Park, FL · Last verified July 2026
| Properties | 24 |
|---|---|
| Median Sale Price | $995,000 |
| Deeds and Mortgages on File | 38 |
| Median Price per Sqft | $329 |
| Owner Occupied | 79% |
| Median Annual Tax Bill | $9,292 |
| Median Year Built | 1958 |
| Median Ownership Tenure | 9 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
4 bd · 2 ba · 2,672 sqft · 0.33 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,050,000Mar 2022 | $16,4762025 | Amount on Record Sep 1996 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 1.5 ba · 1,544 sqft · 0.288 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,0062025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
8 bd · 10.25 ba · 7,264 sqft · 0.329 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $175,000Aug 2000 | $10,2622025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 3.5 ba · 3,464 sqft · 0.288 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,400,000Jul 2022 | $21,5522025 | Amount on Record Mar 2019 | 2 Names on Record | Assessor + 3 DocumentsUpdated May 2026 |
4 bd · 3.5 ba · 2,533 sqft · 0.288 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $115,000May 1994 | $6,4812025 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
5 bd · 3 ba · 2,310 sqft · 0.329 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $283,400Sep 2012 | $9,2922025 | 2 Names on Record Owner Occupied | Assessor + 2 DocumentsUpdated Jul 2026 |
4 bd · 3 ba · 2,460 sqft · 0.292 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $567,775May 2014 | $9,5972025 | Amount on Record Jul 1998 | 2 Names on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2 ba · 1,999 sqft · 0.256 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $850,000Dec 2024 | $11,6532025 | Amount on Record Dec 2007 | 1 Name on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,907 sqft · 0.291 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $197,500Jul 2011 | $9,8942025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
5 bd · 3.5 ba · 2,444 sqft · 0.256 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $805,000May 2021 | $10,9492025 | Amount on Record Oct 2018 | 1 Name on Record Owner Occupied | Assessor + 4 DocumentsUpdated May 2026 |
4 bd · 2 ba · 1,634 sqft · 0.273 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $415,000Dec 2020 | $5,8922025 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
5 bd · 3 ba · 2,682 sqft · 0.24 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $123,200Mar 1999 | $5,7542025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2 ba · 1,440 sqft · 0.24 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $185,000Jul 2017 | $5,4672025 | 2 Names on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
4 bd · 3.5 ba · 3,306 sqft · 0.272 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $10,000Jan 2000 | $8,4862025 | Amount on Record Jul 1999 | 2 Names on Record | AssessorUpdated May 2026 |
4 bd · 4 ba · 3,066 sqft · 0.272 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $385,000Jul 2005 | $13,4692025 | Amount on Record Mar 2003 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
8 bd · 5.25 ba · 4,376 sqft · 0.24 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $995,000Jul 2025 | $8,8032025 | Amount on Record Aug 2015 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
3 bd · 2 ba · 1,368 sqft · 0.272 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $173,000Apr 2018 | $2,7802025 | 1 Name on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2 ba · 1,400 sqft · 0.24 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,8782025 | 1 Name on Record | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,708 sqft · 0.242 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $505,000Mar 2021 | $8,2412025 | Amount on Record Jun 2004 | 1 Name on Record Owner Occupied | Assessor + 9 DocumentsUpdated May 2026 |
4 bd · 5.75 ba · 4,017 sqft · 0.24 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,400,000Aug 2024 | $32,3762025 | Amount on Record Apr 2021 | 2 Names on Record Owner Occupied | Assessor + 4 DocumentsUpdated May 2026 |
4 bd · 2 ba · 1,638 sqft · 0.242 acres · Garage · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $3,8842025 | 2 Names on Record Owner Occupied | Assessor + 1 DocumentUpdated Jul 2026 |
4 bd · 3 ba · 1,910 sqft · 0.24 acres · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $231,000Feb 2004 | $9,7472025 | Amount on Record Jun 2003 | 2 Names on Record | Assessor + 2 DocumentsUpdated May 2026 |
10 bd · 8.25 ba · 5,879 sqft · 0.236 acres · Garage
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,199,000Sep 2024 | $18,0632025 | Amount on Record Mar 2022 | 1 Name on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,386 sqft · 0.238 acres · Pool
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100Sep 2016 | $7,6302025 | Amount on Record Jul 2008 | 1 Name on Record | 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 of burnable land |