Seminole County property records for 28 addresses on Winchester Pl, Longwood, FL · Last verified October 2026
| Properties | 28 |
|---|---|
| Median Sale Price | $253,000 |
| Deeds and Mortgages on File | 48 |
| Median Price per Sqft | $175 |
| Owner Occupied | 86% |
| Median Annual Tax Bill | $1,763 |
| Median Year Built | 1983 |
| Median Ownership Tenure | 8 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
361 Winchester Pl |
3 bd · 2 ba · 1,772 sqft built 1984 · 0.146 acres | $231,000 Nov 2005 | $1,369 2025 | Assessor + 2 Documents Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
363 Winchester Pl |
3 bd · 3 ba · 1,682 sqft built 1984 · 0.08 acres | $190,000 Oct 2018 | $2,265 2025 | Assessor + 3 Documents Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
365 Winchester Pl |
2 bd · 2 ba · 1,311 sqft built 1984 · 0.076 acres | $275,000 May 2022 | $2,752 2025 | Assessor + 2 Documents Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
366 Winchester Pl |
3 bd · 2 ba · 1,423 sqft built 1983 · 0.101 acres | — Nov 2001 | $971 2025 | Assessor Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
367 Winchester Pl |
3 bd · 2 ba · 1,612 sqft built 1984 · 0.077 acres | $113,500 Feb 2013 | $3,859 2025 | Assessor + 1 Document Updated Apr 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
368 Winchester Pl |
2 bd · 2 ba · 1,006 sqft built 1983 · 0.076 acres | $176,800 Jan 2021 | $1,470 2025 | Assessor + 1 Document Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
369 Winchester Pl |
2 bd · 2 ba · 1,452 sqft built 1984 · 0.079 acres | $80,000 Jan 1997 | $942 2025 | Assessor + 1 Document Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
370 Winchester Pl |
3 bd · 2 ba · 1,468 sqft built 1983 · 0.076 acres | $177,000 Oct 2017 | $1,560 2025 | Assessor + 2 Documents Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
371 Winchester Pl |
3 bd · 2 ba · 1,303 sqft built 1983 · 0.108 acres | $158,000 Aug 2018 | $1,439 2025 | Assessor + 6 Documents Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
372 Winchester Pl |
2 bd · 2 ba · 1,303 sqft built 1983 · 0.103 acres | $214,000 Sep 2020 | $1,976 2025 | Assessor + 4 Documents Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
373 Winchester Pl |
3 bd · 2 ba · 1,628 sqft built 1983 · 0.13 acres | $113,000 Aug 2011 | $3,896 2025 | Assessor Updated Dec 2025 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
374 Winchester Pl |
3 bd · 2 ba · 1,423 sqft built 1983 · 0.103 acres | $285,500 Aug 2026 | $1,550 2025 | Assessor + 4 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
375 Winchester Pl |
3 bd · 2 ba · 1,324 sqft built 1984 · 0.08 acres | — Sep 1995 | $813 2025 | Assessor Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
376 Winchester Pl |
3 bd · 3 ba · 1,652 sqft built 1983 · 0.076 acres | $134,000 Sep 2015 | $1,570 2025 | Assessor Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
377 Winchester Pl |
3 bd · 3 ba · 1,682 sqft built 1984 · 0.08 acres | $195,000 Dec 2020 | $2,498 2025 | Assessor + 2 Documents Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
378 Winchester Pl |
2 bd · 2 ba · 1,118 sqft built 1983 · 0.076 acres | $278,500 Jul 2026 | $2,906 2025 | Assessor + 2 Documents Updated Aug 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
379 Winchester Pl |
3 bd · 2 ba · 1,772 sqft built 1983 · 0.13 acres | $300,000 Apr 2023 | $3,765 2025 | Assessor + 1 Document Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
380 Winchester Pl |
3 bd · 3.5 ba · 1,628 sqft built 1983 · 0.122 acres | $100 Jul 2014 | $1,375 2025 | Assessor + 1 Document Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
381 Winchester Pl |
2 bd · 2 ba · 1,423 sqft built 1983 · 0.129 acres | $253,000 Oct 2021 | $2,751 2025 | Assessor + 2 Documents Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
383 Winchester Pl |
2 bd · 2 ba · 1,006 sqft built 1983 · 0.079 acres | $88,000 Mar 2000 | $703 2025 | Assessor Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
385 Winchester Pl |
3 bd · 2 ba · 1,324 sqft built 1983 · 0.079 acres | $119,000 Oct 2010 | $510 2025 | Assessor + 1 Document Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
387 Winchester Pl |
3 bd · 2 ba · 1,628 sqft built 1983 · 0.128 acres | $326,500 Oct 2023 | $1,763 2025 | Assessor + 2 Documents Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
389 Winchester Pl |
3 bd · 2 ba · 1,772 sqft built 1983 · 0.127 acres | $208,000 Oct 2005 | $1,401 2025 | Assessor + 2 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
391 Winchester Pl |
3 bd · 3.5 ba · 1,662 sqft built 1983 · 0.076 acres | $220,000 Aug 2020 | $4,342 2025 | Assessor + 4 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
393 Winchester Pl |
2 bd · 2 ba · 1,006 sqft built 1983 · 0.076 acres | $137,000 Aug 2004 | $3,001 2025 | Assessor Updated Dec 2025 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
395 Winchester Pl |
2 bd · 2 ba · 1,230 sqft built 1983 · 0.076 acres | — Mar 2022 | $2,183 2025 | Assessor + 3 Documents Updated Sep 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
397 Winchester Pl |
3 bd · 3 ba · 1,540 sqft built 1983 · 0.076 acres | — Feb 2023 | $1,665 2025 | Assessor Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
399 Winchester Pl |
3 bd · 2 ba · 1,423 sqft built 1983 · 0.123 acres | $230,000 Feb 2021 | $3,719 2025 | Assessor + 2 Documents Updated Dec 2025 | 3 Owners on File Owner Occupied |