Seminole County property records for 23 addresses on Maywood Rd, Winter Park, FL · Last verified October 2026
| Properties | 23 |
|---|---|
| Median Sale Price | $390,000 |
| Deeds and Mortgages on File | 27 |
| Median Price per Sqft | $261 |
| Owner Occupied | 74% |
| Median Annual Tax Bill | $2,595 |
| Median Year Built | 1956 |
| Median Ownership Tenure | 13 years |
Owner names and prior sale amounts shown locked below are available instantly with a free trial.
3 bd · 2 ba · 1,663 sqft · built 1957 · 0.268 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $225,000Jan 2016 | $2,8712025 | Amount on Record Oct 2015 | Owner on Record Owner Occupied | Assessor + 1 DocumentUpdated Sep 2026 |
4 bd · 2 ba · 1,987 sqft · built 1957 · 0.268 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $390,000Jul 2023 | $4,8132025 | Amount on Record Mar 2014 | 2 Owners on Record | Assessor + 1 DocumentUpdated Apr 2026 |
3 bd · 2 ba · 1,236 sqft · built 1956 · 0.218 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Oct 1999 | $9482025 | Amount on Record Nov 1995 | 2 Owners on Record Owner Occupied | AssessorUpdated Dec 2025 |
3 bd · 2 ba · 1,582 sqft · built 1959 · 0.21 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Sep 1993 | $3,8262025 | 2 Owners on Record | Assessor + 1 DocumentUpdated Dec 2025 |
3 bd · 2 ba · 1,464 sqft · built 1957 · 0.221 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $280,000Sep 2020 | $3,6832025 | Amount on Record Jul 2013 | 2 Owners on Record Owner Occupied | Assessor + 3 DocumentsUpdated Jul 2026 |
3 bd · 1 ba · 1,180 sqft · built 1957 · 0.21 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $9972025 | —Oct 2001 | Owner on Record Owner Occupied | AssessorUpdated Dec 2025 |
3 bd · 2 ba · 1,542 sqft · built 1956 · 0.221 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100Jun 2006 | $1,3482025 | —Dec 1979 | 2 Owners on Record Owner Occupied | AssessorUpdated Apr 2026 |
3 bd · 2.5 ba · 1,296 sqft · built 1956 · 0.212 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $385,000Jun 2026 | $1,1692025 | Amount on Record Apr 2026 | Owner on Record Owner Occupied | Assessor + 4 DocumentsUpdated Aug 2026 |
3 bd · 2 ba · 1,461 sqft · built 1956 · 0.21 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $132,000Dec 2010 | $1222025 | Amount on Record Jul 1997 | Owner on Record Owner Occupied | AssessorUpdated Dec 2025 |
3 bd · 2 ba · 1,356 sqft · built 1956 · 0.237 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $72,900Oct 1995 | $1,2692025 | 2 Owners on Record Owner Occupied | AssessorUpdated Dec 2025 |
3 bd · 3 ba · 1,500 sqft · built 1957 · 0.246 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| —Sep 2005 | $1,1122025 | Amount on Record Jul 1994 | 2 Owners on Record Owner Occupied | AssessorUpdated Dec 2025 |
3 bd · 2 ba · 1,236 sqft · built 1956 · 0.199 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $410,000Nov 2023 | $5,3522025 | Amount on Record Jul 2023 | Owner on Record Owner Occupied | Assessor + 2 DocumentsUpdated Apr 2026 |
3 bd · 2 ba · 1,244 sqft · built 1956 · 0.259 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $83,000May 1990 | $9412025 | Owner on Record Owner Occupied | AssessorUpdated Dec 2025 |
4 bd · 2 ba · 1,570 sqft · built 1957 · 0.201 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $410,000May 2025 | $3,4432025 | Amount on Record May 2021 | Owner on Record Owner Occupied | Assessor + 3 DocumentsUpdated Oct 2026 |
3 bd · 2 ba · 1,630 sqft · built 1957 · 0.303 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $2,5952025 | Owner on Record Owner Occupied | AssessorUpdated Apr 2026 |
3 bd · 2 ba · 1,669 sqft · built 1956 · 0.191 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $87,600Jul 2019 | $1,2672025 | Amount on Record Mar 1996 | 2 Owners on Record Owner Occupied | Assessor + 4 DocumentsUpdated Sep 2026 |
3 bd · 2 ba · 1,436 sqft · built 1957 · 0.308 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $382,000Dec 2024 | $4,7372025 | Amount on Record Feb 2017 | Owner on Record | Assessor + 2 DocumentsUpdated Dec 2025 |
3 bd · 2 ba · 1,918 sqft · built 1956 · 0.209 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $411,000Jul 2024 | $5,5002025 | Amount on Record Jul 2019 | 2 Owners on Record | Assessor + 4 DocumentsUpdated Oct 2026 |
3 bd · 2 ba · 1,467 sqft · built 1956 · 0.218 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $75,000Dec 2000 | $3,5302025 | Amount on Record Jul 1999 | Owner on Record | AssessorUpdated Dec 2025 |
3 bd · 2 ba · 1,801 sqft · built 1956 · 0.321 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100Feb 2013 | $1,4822025 | —Oct 2012 | Owner on Record Owner Occupied | AssessorUpdated Sep 2026 |
3 bd · 2 ba · 1,666 sqft · built 1956 · 0.362 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $28,000Jan 1977 | $1,2482025 | 2 Owners on Record Owner Occupied | AssessorUpdated Dec 2025 |
3 bd · 2 ba · 1,781 sqft · built 1956 · 0.207 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $79,000Nov 1997 | $4,3332025 | Owner on Record | AssessorUpdated Sep 2026 |
3 bd · 2 ba · 1,198 sqft · built 1956 · 0.251 acres
| Last Sale | Tax Bill | Prior Sale | Owner | Records |
|---|---|---|---|---|
| $100Jan 2015 | $3,9082025 | —Jul 2014 | 2 Owners on Record Owner Occupied | Assessor + 2 DocumentsUpdated Oct 2026 |