Welcome to Pine Island

…Florida’s Largest Island! Bet you didn’t know that. Geographically speaking at least. In fact, Pine Island might be near the top of the list of “least populated” islands as well. This large piece of land just west of Cape Coral has escaped the cement structures and asphalt roads experienced in more developed cities in SWFL. It’s actually surrounded by three peaceful aquatic preserves!

Featured Pine Island Neighborhoods

Quick Facts

  • Who lives here?
    Fisherman and nature-lovers. Those seeking a low-key atmosphere, seclusion, and simplicity.
  • Perfect For 
    Fishing, boating, crafting, exploring history and nature
  • Homes
    Cottages, canal homes, new construction, townhomes, mobile homes, and more
  • Not Known For 
    Chain or fast food restaurants, large shopping malls, beaches or waterparks, traffic or commotion
  • Lifestyle
    Laid-back, minimalistic, peaceful

More About Pine Island

Why People Love It Here

Creativity. Simplicity. Fishing. That’s why folks love Pine Island. You won’t find any street lights or chain restaurants on Pine Island. You’ll be lucky to have paved streets at all. Okay, maybe that’s an exaggeration, but many of the side roads and driveways are what we call charming crushed-shell driveways. 

Coastal Creative

Hop on Pine Island Road anywhere from North Fort Myers, to Cape Coral and head west until you reach a small drawbridge. That’s Matlacha. Technically it’s own tiny island, Matlacha is often classified as one of Pine Island’s five unincorporated towns. And, one might say, the cutest little artsy town. You’ll find colored little shops on the roadside with everything from fresh fruit to arts and crafts. 

Sweet & Simple

Continuing onto actual Pine Island, the two-way street dumps you out at Pine Island Center, another one of the five communities on the island. You can say it’s the “downtown” area, where most of the island businesses and banks are found. From here you can go north or south on Stringfellow Road, named after Harry Stringfellow, a Lee County Commissioner in 1926, who traveled by horse and steamboat over a day to attend the meetings in Fort Myers. As you can guess, he was instrumental in setting up the island’s road infrastructure.

Fervent Fishing

Surrounded by water on each side, including three aquatic preserves, it’s no surprise that Pine Island is known for fishing. As you head south to St James City, you’ll find quaint fishing communities with scenic views of Sanibel and the Causeway bridge. Head to the north end of the island, Bokeelia, to hop on the ferry and explore what we call the “upper islands” of North Captiva, Cayo Costa, and Boca Grande. 

Calusa Heritage

Aside from fruit, Pineland is also home to the Calusa Heritage Trail and was thought to be the center of the Calusa Indian Tribe. A lot of our area’s history stems from the Calusa tribe, hence why you see this incorporated into so many businesses’, streets, and even river names in the area. There’s so much to explore, what are you waiting for??

Mango Mania

Though hosted in Cape Coral, the Mango Mania Tropical Fruit Fair is one of Pine Island’s biggest events of the year! In the fifth unincorporated town, Pineland, you’ll find a number of mango fruit farms that produce the area’s best locally grown fruits and vegetables. Mango Mania even has it’s own mascot, we can’t make this stuff up folks! 


Pine Island Homes for Sale

Included below are homes for sale in Pine Island. If you would like more information on any of these Pine Island real estate listings, just click the "Request More Information" button when viewing the details of that property. We can provide you with disclosures, past sales history, dates and prices of homes recently sold nearby, and more.

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Pine Island Market Stats

Pine Island June 17, 2024
Avg. DOM
Avg. $ / Sq.Ft.
Med. List Price
11 Properties