E Caribbean Drive, Cudjoe Key, FL
Everything we know about E Caribbean Drive in Cudjoe Key: what is for sale, what has sold, what the homes are like and which communities the street runs through — from the MLS record and county parcel data, refreshed nightly.
88 homes sit on E Caribbean Drive in Cudjoe Key, FL (ZIP 33042), built 1967–2026, a typical 1,391 sq ft with 3 bedrooms. 4 are for sale right now from $1,050,000 to $3,495,000. Homes that sold since 2023 went for a median $1,297,000.
For sale on E Caribbean Drive now
The homes on E Caribbean Drive
88 single-family. Built by decade: 1960s 3, 1970s 17, 1980s 33, 1990s 18, 2000s 11, 2010s 3, 2020s 3.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 618 E Caribbean Drive | $4,500,000 | 2026-09-16 | 2026 | 3,273 |
| 556 E Caribbean Drive | $1,900,000 | 2026-06-15 | 1974 | 2,167 |
| 270 E Caribbean Drive | $3,150,000 | 2026-06-09 | 2024 | 2,375 |
| 1011 E Caribbean Drive | $1,100,000 | 2026-05-14 | 1997 | 1,144 |
| 857 East Caribbean Drive | $1,100,000 | 2026-04-27 | 1987 | 1,204 |
| 219 E Caribbean Drive | $555,000 | 2026-03-27 | 1981 | 960 |
| 1032 E Caribbean Drive | $1,150,000 | 2025-09-22 | 1990 | 1,380 |
| 1021 E Caribbean Drive | $1,150,000 | 2025-09-04 | 1987 | 864 |
| 229 E Caribbean Drive | $1,390,000 | 2025-08-26 | 1985 | 1,152 |
| 220 E Caribbean Drive | $5,300,000 | 2025-06-13 | 2025 | 4,981 |
| 474 E Caribbean Drive | $1,725,000 | 2025-04-25 | 1973 | 1,664 |
| 1082 E Caribbean Drive | $1,700,000 | 2024-10-18 | 1997 | 2,662 |
| 980 E Caribbean Drive | $1,500,000 | 2024-09-30 | 1989 | 2,202 |
| 137 E Caribbean Drive | $1,329,000 | 2024-09-06 | 1986 | 1,120 |
| 381 E Caribbean Drive | $1,250,000 | 2024-08-19 | 1983 | 1,548 |
| 969 E Caribbean Drive | $1,175,000 | 2024-06-06 | 1995 | 1,250 |
| 321 E Caribbean Drive | $1,265,000 | 2024-04-02 | 1994 | 1,264 |
| 735 E Caribbean Drive | $1,050,000 | 2023-12-08 | 1980 | 1,200 |
| 296 E Caribbean Drive | $2,000,000 | 2023-11-08 | 1985 | 1,288 |
| 494 E Caribbean Drive | $1,900,000 | 2023-09-12 | 1989 | 1,418 |
How to read this
Home counts, build years, sizes and last sales come from the county parcel record joined to MLS history; listings and 12-month closings from the live MLS feeds as of October 15, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 43 homes for sale in Cudjoe Key, homes for sale in 33042.