Orange County property records for 30 addresses on Castleport Rd, Winter Garden, FL · Last verified October 2026
| Properties | 30 |
|---|---|
| Median Sale Price | $585,000 |
| Deeds and Mortgages on File | 54 |
| Median Price per Sqft | $228 |
| Owner Occupied | 87% |
| Median Annual Tax Bill | $5,263 |
| Median Year Built | 2001 |
| Median Ownership Tenure | 10 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1208 Castleport Rd |
5 bd · 3.5 ba · 2,816 sqft built 2001 · 0.165 acres | $645,000 Sep 2025 | $9,179 2025 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1209 Castleport Rd |
5 bd · 3 ba · 2,747 sqft built 2001 · 0.165 acres | $620,000 Sep 2026 | $4,030 2025 | Assessor + 1 Document Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1214 Castleport Rd |
3 bd · 2 ba · 1,896 sqft built 2000 · 0.165 acres | $387,000 Sep 2021 | $5,982 2025 | Assessor + 2 Documents Updated Oct 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1215 Castleport Rd |
4 bd · 3 ba · 3,543 sqft built 2001 · 0.165 acres | $855,000 Jun 2025 | $12,324 2025 | Assessor + 2 Documents Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1220 Castleport Rd |
3 bd · 2 ba · 1,921 sqft built 2001 · 0.165 acres | $220,000 May 2013 | $3,921 2025 | Assessor + 2 Documents Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1221 Castleport Rd |
4 bd · 3 ba · 3,004 sqft built 2000 · 0.165 acres | $765,000 Sep 2024 | $12,013 2025 | Assessor + 2 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1226 Castleport Rd |
4 bd · 3 ba · 2,683 sqft built 2001 · 0.165 acres | $366,000 Jul 2016 | $5,924 2025 | Assessor + 2 Documents Updated May 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1227 Castleport Rd |
4 bd · 2.5 ba · 3,532 sqft built 2000 · 0.179 acres | $264,100 Feb 2001 | $4,728 2025 | Assessor + 2 Documents Updated May 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1232 Castleport Rd |
4 bd · 3.5 ba · 2,405 sqft built 2001 · 0.209 acres | $300,000 Nov 2013 | $4,911 2025 | Assessor + 3 Documents Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1233 Castleport Rd |
4 bd · 2 ba · 2,390 sqft built 2001 · 0.222 acres | $215,000 Nov 2002 | $3,656 2025 | Assessor + 1 Document Updated May 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1239 Castleport Rd |
4 bd · 2 ba · 2,284 sqft built 2001 · 0.276 acres | $675,000 Mar 2023 | $9,564 2025 | Assessor + 5 Documents Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1245 Castleport Rd |
4 bd · 3.5 ba · 2,370 sqft built 2001 · 0.246 acres | $4,249 2025 | Assessor Updated May 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1251 Castleport Rd |
4 bd · 2.5 ba · 2,620 sqft built 2001 · 0.166 acres | $395,000 Sep 2020 | $4,936 2025 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1257 Castleport Rd |
5 bd · 3 ba · 3,552 sqft built 2000 · 0.167 acres | — Aug 2021 | $7,012 2025 | Assessor + 3 Documents Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1263 Castleport Rd |
5 bd · 2.5 ba · 3,151 sqft built 2001 · 0.206 acres | $236,100 Jan 2002 | $9,601 2025 | Assessor Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1301 Castleport Rd |
4 bd · 2.5 ba · 2,400 sqft built 2001 · 0.189 acres | $232,000 Jul 2001 | $3,858 2025 | Assessor + 4 Documents Updated Jun 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1302 Castleport Rd |
3 bd · 2.5 ba · 2,528 sqft built 2002 · 0.189 acres | $216,400 Jun 2002 | $3,812 2025 | Assessor + 1 Document Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1307 Castleport Rd |
4 bd · 2 ba · 2,267 sqft built 2001 · 0.165 acres | $585,000 Dec 2024 | $6,406 2025 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1308 Castleport Rd |
4 bd · 2 ba · 2,420 sqft built 2001 · 0.165 acres | $22,400 Jul 2016 | $4,993 2025 | Assessor + 2 Documents Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1313 Castleport Rd |
5 bd · 3 ba · 3,532 sqft built 2002 · 0.221 acres | $430,000 Aug 2008 | $5,662 2025 | Assessor Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1314 Castleport Rd |
4 bd · 2 ba · 2,390 sqft built 2001 · 0.165 acres | $270,500 May 2014 | $4,996 2025 | Assessor Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1319 Castleport Rd |
4 bd · 2 ba · 2,518 sqft built 2001 · 0.258 acres | $548,000 Oct 2025 | $3,767 2025 | Assessor + 3 Documents Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1325 Castleport Rd |
5 bd · 3 ba · 3,487 sqft built 2001 · 0.21 acres | $337,000 Mar 2004 | $5,263 2025 | Assessor Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1331 Castleport Rd |
4 bd · 2 ba · 2,390 sqft built 2001 · 0.186 acres | $599,900 Oct 2023 | $8,870 2025 | Assessor + 6 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1337 Castleport Rd |
4 bd · 2.5 ba · 2,419 sqft built 2001 · 0.165 acres | $320,000 Oct 2013 | $9,157 2025 | Assessor + 1 Document Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1343 Castleport Rd |
3 bd · 2 ba · 2,170 sqft built 2001 · 0.165 acres | $495,000 Sep 2026 | $4,190 2025 | Assessor + 1 Document Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1349 Castleport Rd |
5 bd · 3.5 ba · 3,380 sqft built 2001 · 0.165 acres | $390,000 May 2020 | $9,894 2025 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1355 Castleport Rd |
4 bd · 2 ba · 2,390 sqft built 2001 · 0.165 acres | $306,500 Jun 2015 | $5,138 2025 | Assessor Updated May 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1361 Castleport Rd |
4 bd · 3.5 ba · 2,423 sqft built 2001 · 0.165 acres | $206,500 Oct 2010 | $3,966 2025 | Assessor + 4 Documents Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
1367 Castleport Rd |
4 bd · 3 ba · 2,479 sqft built 2001 · 0.189 acres | $565,000 Feb 2022 | $8,058 2025 | Assessor + 3 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |