Spanish Main Yacht Club Longboat Key Florida Homes for Sale

The Spanish Main Harbor in Longboat Key is home to a groundbreaking neighborhood that was originally developed in the late 1960s.  The Spanish Main Yacht Club Longboat Key was among the first neighborhoods in Southwest Florida to eschew the condominium tower concept; instead, the developers drew inspiration from resort villages of the Mediterranean.

​Spanish Main Yacht Club is a distinctive boating and fishing community in Longboat Key, Florida, originally designed for active seniors aged 55 and older. Currently, 21 of the 212 villas permit residents aged 50 and above, while younger visitors can stay for up to two months annually.​

The community features paired two-bedroom villas ranging from 1,300 to 1,400 square feet, with some unattached units qualifying as single-family residences. Many homes have been remodeled, and properties typically sell quickly. Recent listings have been priced between $219,000 and $1,000,000. Latest pricing at Spanish Main Yacht Club Longboat Key Florida will be found below if there is inventory.
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Many villas offer waterfront views of lakes, saltwater canals, or Sarasota Bay. The gated community’s entrance is located just across from the public beach at Longboat Key. The on-site yacht club provides 40 slips accommodating boats up to 45 feet in length.

Boating, fishing, and beach outings are the main pastimes at Spanish Main, though many residents enjoy membership at the nearby tennis resort, which offers a swimming pool, modern gym facilities, tennis courts, and a tiki lounge. Others prefer the prestigious Longboat Key Club, home to Sarasota County’s only island golf course with breathtaking ocean views.

Residents of Spanish Main have easy access to a variety of amenities, allowing them to enjoy island living to the fullest. Restaurants and pubs line Gulf of Mexico Drive, while the Publix at the Shoppes of Bay Isles is just five minutes away for convenient grocery shopping. Additionally, the world-class shopping and dining of St. Armands Circle are only a short drive away, offering an upscale coastal experience.

Community Slideshow of Spanish Main Yacht Club Longboat Key

Spanish Main Yacht Club Longboat Key Florida Homes for Sale

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(all data current as of 4/8/2025)

Listing information deemed reliable but not guaranteed. Read full disclaimer.