Luxury Homes for Sale in Longboat Key, FL
The luxury market in Longboat Key starts at $1,500,000 — 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 luxury communities in Sarasota County.
77 luxury homes are for sale in Longboat Key, FL at $1,500,000 and up — median asking $3,275,000, the top listing at $38,450,000, $1,048 per square foot. 18 homes closed above $1,500,000 in the last 12 months at a median of $2,250,000. 82% of the luxury inventory is waterfront; 17% is new construction. Median days on market: 121.
Newest luxury listings in Longboat Key
The most expensive homes for sale in Longboat Key
| Listing | Asking | Sq ft | $ / sq ft | Community |
|---|---|---|---|---|
| 5965 Gulf Of Mexico Drive | $38,450,000 | 17,199 | $2,236 | — |
| 6664 & 6660 & 6670 Gulf Of Mexico Drive | $18,500,000 | 10,298 | $1,796 | — |
| 6685 Gulf Of Mexico Drive | $15,550,000 | 12,752 | $1,219 | — |
| 6529 Gulfside Road | $15,000,000 | 6,500 | $2,308 | — |
| 6489 Gulfside Road | $13,995,000 | 6,616 | $2,115 | — |
| 1561 Gulf Of Mexico Drive #304 | $13,000,000 | 4,967 | $2,617 | — |
| 6680 Gulf Of Mexico Drive | $12,900,000 | 6,408 | $2,013 | — |
| 1561 Gulf Of Mexico Drive #404 | $12,750,000 | 4,967 | $2,567 | — |
| 1561 Gulf Of Mexico Drive #403 | $12,750,000 | 4,187 | $3,045 | — |
| 1591 Gulf Of Mexico Drive #618 | $12,500,000 | 5,350 | $2,336 | — |
Where the luxury inventory is
| Community | Luxury listings | Median asking |
|---|---|---|
| Country Club Shores | 5 | $3,299,000 |
| Fairway Bay | 1 | $1,599,000 |
| Longboat Key Estates | 1 | $2,150,000 |
| Emerald Pointe South | 1 | $1,950,000 |
Luxury inventory by price
| Band | For sale | Share |
|---|---|---|
| $1,500,000–$2,000,000 | 20 | 26% |
| $2,000,000–$3,000,000 | 17 | 22% |
| $3,000,000–$5,000,000 | 21 | 27% |
| $5,000,000+ | 19 | 25% |
How to read this
Luxury is defined here as asking prices at or above $1,500,000. Counts, medians and closings come from active and closed MLS listings as of October 13, 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 237 homes for sale in Longboat Key and what $1M buys across Sarasota County.