Jamaica Drive, Cutler Bay, FL
Everything we know about Jamaica Drive in Cutler Bay: 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.
112 homes sit on Jamaica Drive in Cutler Bay, FL (ZIP 33189), built 1954–1958, a typical 1,500 sq ft with 3 bedrooms. 2 are for sale right now from $629,000 to $736,000. Homes that sold since 2023 went for a median $600,000.
For sale on Jamaica Drive now
The homes on Jamaica Drive
112 single-family. Built by decade: 1950s 112.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 9471 Jamaica Drive | $600,000 | 2026-08-03 | 1955 | 1,095 |
| 9851 Jamaica Drive | $660,000 | 2026-07-31 | 1955 | 1,742 |
| 9401 Jamaica Drive | $570,000 | 2026-05-26 | 1955 | 1,501 |
| 9620 Jamaica Drive | $630,000 | 2026-04-17 | 1955 | 1,344 |
| 9880 Jamaica Drive | $558,000 | 2026-01-30 | 1955 | 1,487 |
| 9920 Jamaica Drive | $600,000 | 2025-12-11 | 1955 | 1,585 |
| 9299 Jamaica Drive | $610,000 | 2025-10-10 | 1958 | 2,682 |
| 10031 Jamaica Drive | $630,000 | 2025-09-30 | 1955 | 1,956 |
| 9570 Jamaica Drive | $620,000 | 2025-08-29 | 1955 | 1,420 |
| 9721 Jamaica Drive | $559,000 | 2025-06-30 | 1954 | 1,125 |
| 9520 Jamaica Drive | $550,000 | 2024-12-30 | 1955 | 1,579 |
| 9821 Jamaica Drive | $535,000 | 2024-11-21 | 1954 | 980 |
| 9820 Jamaica Drive | $585,000 | 2024-11-05 | 1954 | 1,405 |
| 10111 Jamaica Drive | $629,000 | 2024-07-09 | 1955 | 1,745 |
| 9461 Jamaica Drive | $610,000 | 2024-06-24 | 1955 | 1,744 |
| 9525 Jamaica Drive | $590,000 | 2024-04-10 | 1955 | 1,504 |
| 9780 Jamaica Drive | $375,000 | 2024-02-07 | 1954 | 1,380 |
| 9980 Jamaica Drive | $600,000 | 2023-11-03 | 1955 | 2,072 |
| 9850 Jamaica Drive | $490,000 | 2023-10-27 | 1955 | 980 |
| 9351 Jamaica Drive | $600,000 | 2023-08-25 | 1958 | 1,685 |
Communities along Jamaica Drive
- S Coral Homes · 30 homes on the street
- South Coral Homes · 27 homes on the street
- Pine Tree Manor · 18 homes on the street
- South Coral Homes · 11 homes on the street
- South Coral Homes · 7 homes on the street
- South Coral Homes · 5 homes on the street
- South Coral Homes · 2 homes on the street
- South Coral Homes · 1 homes on the street
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 82 homes for sale in Cutler Bay, homes for sale in 33189.