Anna Maria Homes for Sale
The northernmost tip of Anna Maria Island — old Florida charm, walkable beaches and a strict no-high-rise skyline.
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Explore the barrier islands
Sarasota Barrier Island Homes For Sale
Longboat Key
388 listings$40K–$38.5M
A quiet barrier island between Anna Maria Island and Sarasota — beachfront condos, golf and a slower pace than the mainland.
Siesta Key
284 listings$5K–$26.0M
Home to the powder-white sand of Siesta Beach — condos, cottages and Gulf-front homes on one of Florida's most famous beaches.
Lido Key
325 listings$299K–$14.9M
Sarasota's closest beach island, next to St. Armands Circle — condos and homes minutes from downtown Sarasota.
Explore the barrier islands
Bradenton Barrier Island Homes For Sale
Holmes Beach
268 listings$159K–$16.8M
The commercial heart of Anna Maria Island — beach access, shops and restaurants within golf-cart distance of home.
Bradenton Beach
268 listings$159K–$16.8M
Anna Maria Island's southern anchor — Bridge Street shops, Gulf sunsets and a laid-back island pace.
Cortez
23 listings$148K–$7.3M
A working fishing village on Sarasota Bay, just across the water from Anna Maria Island — waterfront living with real Old Florida character.
Terra Ceia
13 listings$470K–$2.6M
A quiet peninsula community on Terra Ceia Bay, minutes from Palmetto and Anna Maria Island — low-key waterfront living.
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