Orange County property records for 10 addresses on Gaines Way, Winter Park, FL · Last verified May 2026
| Properties | 10 |
|---|---|
| Median Sale Price | $982,700 |
| Deeds and Mortgages on File | 12 |
| Median Price per Sqft | $200 |
| Owner Occupied | 50% |
| Median Annual Tax Bill | $22,496 |
| Median Year Built | 1978 |
| Median Ownership Tenure | 12 years |
Owner names and exact recorded amounts are on file and can be viewed instantly on this page with a free 10-day trial.
480 sqft · built 1967 · 0.617 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $982,700Mar 2016 | $15,0022025 | 2 Owners on File | AssessorUpdated May 2026 |
3 bd · 2 ba · 2,511 sqft · built 1957 · 0.318 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $500,000Aug 2013 | $16,2442025 | 2 Owners on File | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 3 ba · 2,416 sqft · built 1957 · 0.302 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $5,5252025 | 2 Owners on File Owner Occupied | AssessorUpdated May 2026 |
10 bd · 11.25 ba · 8,889 sqft · built 2017 · 0.321 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,985,000Dec 2022 | $40,0032025 | Amount on File Apr 2017 | 2 Owners on File | Assessor + 2 DocumentsUpdated May 2026 |
6 bd · 4.5 ba · 4,002 sqft · built 1978 · 0.325 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $790,000Oct 2014 | $15,1912025 | Amount on File Oct 2006 | 2 Owners on File Owner Occupied | AssessorUpdated May 2026 |
5 bd · 5.5 ba · 3,875 sqft · built 2018 · 0.322 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $351,000Apr 2003 | $31,8902025 | Amount on File Jul 2001 | 2 Owners on File Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
4 bd · 3 ba · 3,344 sqft · built 1957 · 0.325 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,045,000Jun 2019 | $11,9842025 | Amount on File Jun 2010 | Owner on File Owner Occupied | Assessor + 2 DocumentsUpdated May 2026 |
12 bd · 16.25 ba · 8,743 sqft · built 2006 · 0.323 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $1,750,000Aug 2013 | $23,7262025 | Amount on File May 2006 | 2 Owners on File Owner Occupied | Assessor + 1 DocumentUpdated May 2026 |
4 bd · 5 ba · 4,270 sqft · built 2015 · 0.325 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $466,400May 2013 | $22,4962025 | Owner on File | Assessor + 1 DocumentUpdated May 2026 |
5 bd · 6 ba · 6,276 sqft · built 1958 · 1.21 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $33,7532025 | 2 Owners on File | Assessor + 3 DocumentsUpdated May 2026 |