Pirates Road, Cudjoe Key, FL
Everything we know about Pirates Road 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.
37 homes sit on Pirates Road in Cudjoe Key, FL (ZIP 33042), built 1964–2025, a typical 1,320 sq ft with 3 bedrooms. 2 are for sale right now from $1,150,000 to $2,299,000. Homes that sold since 2023 went for a median $1,065,000.
For sale on Pirates Road now
The homes on Pirates Road
33 single-family, 4 condo/townhome/other. Built by decade: 1960s 3, 1970s 6, 1980s 10, 1990s 5, 2000s 4, 2010s 5, 2020s 4.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 335 Pirates Road | $1,065,000 | 2026-10-07 | 2025 | 1,320 |
| 845 Pirates Road | $1,280,000 | 2026-09-16 | 1988 | 1,820 |
| 437 Pirates Road | $850,000 | 2026-09-15 | 2015 | 1,296 |
| 417 Pirates Road | $1,075,000 | 2026-08-31 | 2001 | 1,280 |
| 325 Pirates Road | $1,065,000 | 2026-06-26 | 2025 | 1,320 |
| 365 Pirates Road | $1,250,000 | 2025-08-11 | 1976 | 1,400 |
| 447 Pirates Road | $910,000 | 2025-03-04 | 1991 | 984 |
| 283 Pirates Road | $750,000 | 2024-10-18 | 1964 | 768 |
| 519 Pirates Road | $680,000 | 2024-06-12 | 1987 | 912 |
| 733 Pirates Road | $1,325,000 | 2024-05-10 | 2021 | 1,464 |
| 825 Pirates Road | $1,075,000 | 2024-03-13 | 1982 | 1,920 |
| 783 Pirates Road | $1,000,000 | 2023-08-18 | 2017 | 1,188 |
| 621 Pirates Road | $1,027,500 | 2022-09-01 | 1996 | 1,188 |
| 589 Pirates Road | $1,795,000 | 2022-07-15 | 2017 | 2,126 |
| 427 Pirates Road | $1,395,000 | 2022-05-20 | 1988 | 2,303 |
| 375 Pirates Road | $1,265,000 | 2022-03-21 | 1990 | 1,232 |
| 355 Pirates Road | $677,000 | 2022-01-03 | 1968 | 1,452 |
| 661 Pirates Road | $523,000 | 2021-05-24 | 1976 | 864 |
| 611 Pirates Road | $640,000 | 2020-12-04 | 2018 | 1,241 |
| 559 Pirates Road | $625,000 | 2020-08-14 | 2020 | 1,320 |
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 November 6, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 36 homes for sale in Cudjoe Key, homes for sale in 33042.