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St. Augustine Beach & Anastasia Island Homes for Sale

199 homes for sale · Updated from the MLS

Anastasia Island is St. Augustine’s beach side — the 32080 strip running from Davis Shores and Anastasia State Park down through St. Augustine Beach, Butler Beach, and Crescent Beach. The listings below are the island’s full current market: beach cottages, canal homes, and the condo buildings that anchor the second-home market — Ocean Gallery, Ocean Village Club, Salt Run, Sea Winds, Island House, and their neighbors.

The rule most buyers miss: St. Augustine Beach is its own municipality with its own vacation-rental rules, separate from the City of St. Augustine’s — and Butler and Crescent Beach sit in unincorporated St. Johns County under a third rule set. Which of the three applies can decide whether a rental strategy works. The other honest conversation is flood and wind insurance on a barrier island: it varies block by block, and it belongs in your monthly math before you offer. I run both — jurisdiction and insurance — on every island home my buyers consider.

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Frequently asked questions

Can I use a St. Augustine Beach home as a vacation rental?

Often yes — but check which government you’re actually in. The City of St. Augustine Beach is a separate municipality with its own short-term-rental rules, distinct from the City of St. Augustine’s stricter zone-based limits; Butler Beach and Crescent Beach fall under unincorporated St. Johns County, which applies its own registration rules east of the Intracoastal. Condo buildings then add their own minimum-stay policies on top. I verify the specific address’s jurisdiction and the building’s rules before my buyers offer — never assume a listing’s rental claims transfer.

How does St. Augustine Beach compare to Jacksonville Beach?

Quieter, smaller-scale, and more vacation-oriented. Jacksonville Beach has a bigger year-round job market, more nightlife, and a denser condo skyline; St. Augustine Beach trades that for a slower pace, the state park at the island’s north end, and the historic city ten minutes over the bridge. Buyers who found Jax Beach too busy and Ponte Vedra too buttoned-up tend to land here — that’s the honest positioning.

What does flood insurance cost on Anastasia Island?

It depends on elevation and zone more than on price. Parts of the island — Davis Shores most famously, which flooded hard in Matthew and Irma — sit in FEMA AE zones where lenders require coverage; other blocks sit higher and cheaper. Every listing on this site displays its FEMA flood zone and evacuation zone, and I put a real insurance estimate into the monthly cost on any island home before you commit to it.

Looking for st. augustine beach & anastasia island homes?

I’ll send new listings the moment they hit the market and walk through the details that don’t show up in the MLS — water access, HOA rules, what a feature really costs to maintain.

Contact Krista
Contact Krista Fracke