Monroe County property records for 12 addresses on S Island Dr, Key Largo, FL · Last verified October 2026
| Properties | 12 |
|---|---|
| Median Sale Price | $4,700,000 |
| Deeds and Mortgages on File | 18 |
| Median Price per Sqft | $1,369 |
| Owner Occupied | 50% |
| Median Annual Tax Bill | $26,781 |
| Median Year Built | 1988 |
| Median Ownership Tenure | 5 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
18 S Island Dr |
2 bd · 2 ba · 1,685 sqft built 1988 · 0.047 acres | $3,500,000 May 2023 | $17,271 2024 | Assessor + 2 Documents Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
19 S Island Dr |
2 bd · 2 ba · 1,621 sqft built 1988 · 0.047 acres | $1,550,000 May 2015 | $7,614 2024 | Assessor Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
20 S Island Dr |
3 bd · 3 ba · 3,456 sqft built 1988 · 0.05 acres | $6,500,000 Jun 2023 | $35,557 2024 | Assessor + 2 Documents Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
21 S Island Dr |
2 bd · 2 ba · 2,261 sqft built 1988 · 0.047 acres | $2,695,000 Sep 2021 | $17,288 2024 | Assessor + 1 Document Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22 S Island Dr |
3 bd · 3 ba · 2,077 sqft built 1988 · 0.047 acres | $5,500,000 May 2026 | $27,554 2024 | Assessor + 4 Documents Updated Aug 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
23 S Island Dr |
3 bd · 3 ba · 4,568 sqft built 1988 · 0.05 acres | $707,500 Aug 1992 | $12,911 2025 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
24 S Island Dr |
3 bd · 3 ba · 4,434 sqft built 1988 · 0.05 acres | $6,000,000 Apr 2019 | $48,543 2024 | Assessor + 1 Document Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
25 S Island Dr |
3 bd · 4 ba · 3,282 sqft built 1988 · 0.05 acres | $4,100,000 Dec 2019 | $30,350 2025 | Assessor + 2 Documents Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
26 S Island Dr |
3 bd · 3 ba · 3,474 sqft built 1990 · 0.05 acres | $2,750,000 Jun 2018 | $22,021 2025 | Assessor + 1 Document Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
27 S Island Dr |
3 bd · 3 ba · 3,394 sqft built 1988 · 0.05 acres | $3,975,000 Nov 2016 | $23,822 2024 | Assessor Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
28 S Island Dr |
3 bd · 3 ba · 3,837 sqft built 1988 · 0.05 acres | $3,333,334 Nov 2022 | $26,781 2024 | Assessor + 2 Documents Updated Aug 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
29 S Island Dr |
3 bd · 3 ba · 3,431 sqft built 1988 · 0.05 acres | $4,700,000 Jul 2021 | $38,137 2024 | Assessor + 3 Documents Updated Apr 2026 | 2 Owners on File |