Luxury Homes for Sale in Summerland Key, FL
The luxury market in Summerland Key starts at $2,140,000 — 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 Summerland Key.
10 luxury homes are for sale in Summerland Key, FL at $2,140,000 and up — median asking $3,395,000, the top listing at $16,900,000. 100% of the luxury inventory is waterfront; 20% is new construction. Median days on market: 117.
Newest luxury listings in Summerland Key
The most expensive homes for sale in Summerland Key
| Listing | Asking | Sq ft | $ / sq ft | Community |
|---|---|---|---|---|
| 0 Howell Key | $16,900,000 | — | — | — |
| 481 E Shore Drive | $5,500,000 | — | — | — |
| 231 E Shore Drive #6 | $4,400,000 | — | — | — |
| 25361 1St Street | $3,500,000 | — | — | — |
| 414 E Caribbean Drive | $3,495,000 | — | — | — |
| 24348 Caribbean Drive | $3,295,000 | — | — | — |
| 361 Avenue D | $3,100,000 | — | — | — |
| 23950 Overseas Highway | $2,799,000 | — | — | — |
| 848 E Caribbean Drive | $2,246,000 | — | — | — |
| 937 Gulf Drive | $2,220,000 | — | — | — |
Luxury inventory by price
| Band | For sale | Share |
|---|---|---|
| $2,000,000–$3,000,000 | 3 | 30% |
| $3,000,000–$5,000,000 | 5 | 50% |
| $5,000,000+ | 2 | 20% |
How to read this
Luxury is defined here as asking prices at or above $2,140,000. Counts, medians and closings come from active and closed MLS listings as of October 11, 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 24 homes for sale in Summerland Key.