Orange County property records for 23 addresses on Sheriff Way, Winter Park, FL · Last verified August 2026
| Properties | 23 |
|---|---|
| Median Sale Price | $475,000 |
| Deeds and Mortgages on File | 26 |
| Median Price per Sqft | $279 |
| Owner Occupied | 52% |
| Median Annual Tax Bill | $5,546 |
| Median Year Built | 1964 |
| Median Ownership Tenure | 9 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
3 bd · 2 ba · 1,716 sqft · built 1964 · 0.194 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,6522025 | Owner on Record | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,754 sqft · built 1965 · 0.201 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $588,000Jul 2026 | $5,5462025 | Amount on Record May 2018 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated Jul 2026 |
4 bd · 2 ba · 1,712 sqft · built 1964 · 0.179 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $188,500Jun 2002 | $7,5782025 | Amount on Record Oct 1997 | 2 Owners on Record | AssessorUpdated May 2026 |
4 bd · 2 ba · 1,608 sqft · built 1965 · 0.178 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $150,000Dec 2011 | $2,4662025 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 2 ba · 1,954 sqft · built 1964 · 0.179 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,2212025 | 2 Owners on Record | AssessorUpdated May 2026 |
4 bd · 2 ba · 1,701 sqft · built 1965 · 0.178 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $7,5312025 | Owner on Record | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,598 sqft · built 1965 · 0.178 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $475,000May 2024 | $7,1682025 | Amount on Record Nov 1993 | Owner on Record | AssessorUpdated May 2026 |
4 bd · 4 ba · 3,595 sqft · built 1964 · 0.358 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,4772025 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
4 bd · 2 ba · 1,948 sqft · built 1965 · 0.178 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $545,000Apr 2026 | $7,9062025 | Amount on Record Aug 2021 | 2 Owners on Record Owner Occupied | Assessor + 4 DocumentsUpdated Jul 2026 |
4 bd · 2 ba · 1,605 sqft · built 1965 · 0.178 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $205,000Feb 2015 | $4,3022025 | —Jun 2014 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2 ba · 1,620 sqft · built 1964 · 0.18 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $233,500Mar 2015 | $7,2732025 | Owner on Record | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,600 sqft · built 1964 · 0.179 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $164,000Sep 2011 | $2,5472025 | Amount on Record Aug 2002 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 2 ba · 1,814 sqft · built 1965 · 0.179 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $368,500Jul 2019 | $5,3372025 | Amount on Record Nov 1994 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2 ba · 1,757 sqft · built 1964 · 0.179 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,3112025 | 2 Owners on Record | AssessorUpdated May 2026 |
4 bd · 2 ba · 1,725 sqft · built 1965 · 0.179 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $392,500May 2017 | $5,2392025 | Amount on Record Jan 2017 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated May 2026 |
4 bd · 2 ba · 2,201 sqft · built 1964 · 0.178 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $390,000Mar 2020 | $8,6792025 | Owner on Record | Assessor + 2 DocumentsUpdated May 2026 |
3 bd · 2 ba · 1,657 sqft · built 1965 · 0.179 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,1522025 | Owner on Record Owner Occupied | AssessorUpdated May 2026 |
3 bd · 2 ba · 1,689 sqft · built 1964 · 0.178 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $346,000Dec 2020 | $7,8432025 | Amount on Record Dec 2008 | 2 Owners on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 2 ba · 1,904 sqft · built 1965 · 0.179 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $660,000Mar 2024 | $6,4142025 | Amount on Record Jul 2023 | 2 Owners on Record Owner Occupied | Assessor + 5 DocumentsUpdated Aug 2026 |
4 bd · 2 ba · 1,660 sqft · built 1964 · 0.178 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $375,000Feb 2017 | $7,4022025 | Amount on Record May 2016 | Owner on Record | AssessorUpdated May 2026 |
4 bd · 2 ba · 1,748 sqft · built 1965 · 0.179 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $205,000Aug 2002 | $7,7582025 | Amount on Record Feb 1998 | 2 Owners on Record | AssessorUpdated Jul 2026 |
3 bd · 2 ba · 1,681 sqft · built 1964 · 0.198 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $145,000Sep 2011 | $2,4772025 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
3 bd · 2 ba · 1,556 sqft · built 1964 · 0.2 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $250,000Mar 2008 | $8,3992025 | 2 Owners on Record | AssessorUpdated May 2026 |