Pine Island

About Pine Island

Pine Island is old Florida, unhurried — a cluster of small waterfront villages built around fishing, boating, and a laid-back, colorful character all its own. Matlacha's brightly painted galleries and "fishingest bridge in the world" anchor the island's artsy side, while Bokeelia, Pineland, and St. James City offer their own quiet marinas and canal-front homes. It's a niche market built for boaters, anglers, and retirees seeking rural, waterfront living rather than a mainstream family suburb. The island is still working through recovery from Hurricane Ian, so current conditions are worth confirming before you visit — but for buyers drawn to genuine, small-town island life, Pine Island real estate is one of Southwest Florida's best-kept secrets.