Longboat Key
$35K–$38.5MAn 11-mile barrier island of Gulf-front estates, golf, tennis and quiet luxury beaches.
Explore Sarasota's legendary barrier islands.
Compare beaches, boating, lifestyle, home prices and current listings across Longboat Key, Siesta Key, Lido Key and Casey Key — all in one place.
Ivy can help you find the right island — and the right home.
Explore interactive maps, compare the islands side by side, review current market conditions and browse available homes — so you can move forward with confidence.
An 11-mile barrier island of Gulf-front estates, golf, tennis and quiet luxury beaches.
Select islands to compare (up to 4). 4 of 4 match your filters.
An 11-mile barrier island of Gulf-front estates, golf, tennis and quiet luxury beaches.
Home to #1-rated Siesta Beach and its powder-soft quartz sand, with condos, canals and villages.
Lido & St. Armands — Gulf-front condos and estates steps from St. Armands Circle shopping and dining.
A private, gate-less 8-mile island of secluded Gulf-to-bay estates — one of the coast's most exclusive.
| Community | Location | Current inventory | Median list price | Median days on market | Active new construction | Open houses | Key amenities |
|---|---|---|---|---|---|---|---|
| Longboat Key | Longboat Key | 554 | $950,000 | 192 days | 33 | 30 | Gulf-front, Golf, Gated |
| Siesta Key | Siesta Key | 295 | $1,125,000 | 122 days | 37 | 40 | Beachfront, Boating, Village |
| Lido Key | Lido Key | 85 | $4,925,000 | 118 days | 32 | 7 | Gulf-front, St. Armands, Walkable |
| Casey Key | Casey Key | 16 | $1,895,000 | 120 days | 1 | — | Gulf-to-bay, Estates, Exclusive |
Listing data updated from the MLS · last refreshed Sep 3, 2026.












Pick what matters most and Ivy will build a personalized island shortlist — with homes and open houses that fit your lifestyle and budget.
A chain of Gulf-front keys just west of the city of Sarasota — from Longboat Key in the north down to Casey Key near Nokomis.
Barrier-island homes trade lawns and long driveways for beach access, boating and Gulf breezes — with a lifestyle built around the water.
The islands offer everything from lock-and-leave condos to legacy Gulf-front estates. The right fit depends on how you'll use the home.
