Orange County property records for 15 addresses on Deer Isle Dr, Winter Garden, FL · Last verified October 2026
| Properties | 15 |
|---|---|
| Median Sale Price | $329,000 |
| Deeds and Mortgages on File | 13 |
| Median Price per Sqft | $191 |
| Owner Occupied | 20% |
| Median Annual Tax Bill | $1 |
| Median Year Built | 1989 |
| Median Ownership Tenure | 6 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
230 Deer Isle Dr |
0.308 acres | $1 2025 | Assessor Updated May 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
231 Deer Isle Dr |
1.54 acres | $1 2025 | Assessor Updated May 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
251 Deer Isle Dr |
3 bd · 2 ba · 2,575 sqft built 1989 · 1.18 acres | $5,783 2025 | Assessor Updated May 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
255 Deer Isle Dr |
4 bd · 2.5 ba · 2,968 sqft built 1987 · 1.14 acres | $1,200,000 Jun 2024 | $13,591 2025 | Assessor + 4 Documents Updated Aug 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
259 Deer Isle Dr |
3 bd · 2 ba · 2,352 sqft built 1989 · 1.1 acres | $100 Nov 2020 | $9,335 2025 | Assessor + 3 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
260 Deer Isle Dr |
5 bd · 4.5 ba · 4,686 sqft built 2023 · 2.01 acres | $1,850,000 Aug 2025 | $21,611 2025 | Assessor + 3 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
263 Deer Isle Dr |
3 bd · 2.5 ba · 2,669 sqft built 1988 · 0.964 acres | $510,000 Jan 2018 | $7,930 2025 | Assessor + 2 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
264 Deer Isle Dr |
3 bd · 2 ba · 2,228 sqft built 1991 · 1.11 acres | $175,000 Jul 2002 | Assessor Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
265 Deer Isle Dr |
2.54 acres | $1 2025 | Assessor Updated May 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
266 Deer Isle Dr |
0.01 acres | $1 2025 | Assessor Updated May 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
267 Deer Isle Dr |
1.16 acres | $329,000 Jun 2024 | $4,021 2025 | Assessor + 1 Document Updated May 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
268 Deer Isle Dr |
0.87 acres | $80,000 Oct 2003 | Assessor Updated May 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
269 Deer Isle Dr |
0.032 acres | $1 2025 | Assessor Updated May 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
271 Deer Isle Dr |
0.204 acres | $1 2025 | Assessor Updated May 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
272 Deer Isle Dr |
0.093 acres | $1 2025 | Assessor Updated May 2026 | 2 Owners on File |