Luxury Homes for Sale in Key West, FL
The luxury market in Key West starts at $1,900,000 — about 1.5× the city’s median asking price. This page is every active listing at that level, refreshed nightly from the MLS, with what has actually closed, where the inventory sits and how long it takes to sell. For the wider picture see all homes for sale in Key West.
89 luxury homes are for sale in Key West, FL at $1,900,000 and up — median asking $2,895,000, the top listing at $12,500,000. 20% of the luxury inventory is waterfront; 8% is new construction. Median days on market: 106.
Newest luxury listings in Key West
The most expensive homes for sale in Key West
| Listing | Asking | Sq ft | $ / sq ft | Community |
|---|---|---|---|---|
| 32 Sunset Key Drive | $12,500,000 | — | — | monroe county |
| 1430 Vernon Avenue | $9,888,000 | — | — | monroe county |
| 317 Whitehead Street | $6,895,000 | — | — | monroe county |
| 103 Front Street | $6,850,000 | — | — | monroe county |
| 411 Louisa Street | $6,750,000 | — | — | monroe county |
| 723 Eaton Street | $6,450,000 | — | — | monroe county |
| 1311 Truman Avenue | $6,449,000 | — | — | monroe county |
| 3750 Sunrise Lane | $6,200,000 | — | — | monroe county |
| 906 Johnson Street | $5,500,000 | — | — | monroe county |
| 613 Margaret Street | $5,400,000 | — | — | monroe county |
Luxury inventory by price
| Band | For sale | Share |
|---|---|---|
| $1,500,000–$2,000,000 | 7 | 8% |
| $2,000,000–$3,000,000 | 43 | 48% |
| $3,000,000–$5,000,000 | 27 | 30% |
| $5,000,000+ | 12 | 13% |
How to read this
Luxury is defined here as asking prices at or above $1,900,000. Counts, medians and closings come from active and closed MLS listings as of November 1, 2026; closings are the trailing 12 months. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 252 homes for sale in Key West.