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    Southwest Florida Real Estate Search

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    Pine Island Homes and Condos for Sale

    Truly Still Old Florida Living!

    Florida’s largest island, Pine Island is Seventeen miles long and two miles wide.  Home to many Mango and Palm Tree plantations, it also home to many bird species and is truly a rural laid back lifestyle. It includes  the unincorporated communities of Bokeelia (to the north), Saint James City (to the south)Pineland, Pine Island Center, and often considered to include Matlacha (mat-la-shay), although Matlacha is actually an island unto itself. 

    Fishing and nature activities are two of the main attractions to Pine Island. There is a bike path the entire length of the island, grocery store, doctors, banks, golf course, library and many other services available right on the island. 

    Pine Island offers many residential communities to choose from-- gated, waterfront, acreages, condominium communities. Many of the residential communities have their own boat ramps but there are several public docks and marinas, which are also home to many commercial fishing charters and guides.

    Newest Pine Island Homes and Condos for Sale

    5839 Sailfish  Road, Bokeelia image
    5839 Sailfish Road, Bokeelia $40,000

    DOUBLE LOTS FOR SALE!!!

    • SWFL-222051436 MLS
    5855 Sailfish  Road, Bokeelia image
    5855 Sailfish Road, Bokeelia $40,000

    Double Lot for sale!

    • SWFL-222051414 MLS
    5562 Cubles  Drive, Bokeelia image
    5562 Cubles Drive, Bokeelia $1,299,000

    This island estate property is one of the most unique properties found on Pine Island. It features a 4,100+ square foot main house, with a detached 2400+ square foot poo...

    • 4 Beds
    • 4 Baths
    • SWFL-222050701 MLS
    5887 Sailfish  Road, Bokeelia image
    5887 Sailfish Road, Bokeelia $335,000

    Don't wait-great opportunity to own this 3 bedrom 2 bath home on the "fish street" - no Flood Zone. This homes has so much potential - your home or an investment property...

    • 3 Beds
    • 2 Baths
    • SWFL-222049958 MLS
    5527 Avenue E, Bokeelia image
    5527 Avenue E, Bokeelia $45,000

    Residential lot in the heart of Bokeelia conveniently located near restaurants, shopping, medical offices, Phillips Park, Pine Island community pool, library and schools ...

    • SWFL-222050518 MLS
    4256 Pine Island Nw Road, Matlacha image
    4256 Pine Island Nw Road, Matlacha $925,000

    Matlacha living at its finest!! This bungalow is perched perfectly on the Matlacha Aquatic Preserve, in an orientation that provides over 11miles of unobstructed waterfro...

    • 3 Beds
    • 2 Baths
    • SWFL-222049894 MLS
    3772 Tropical Point  Drive, St. James City image
    3772 Tropical Point Drive, St. James City $425,000

    This fully upgraded, island, pool home is adorable and would make the perfect home! There is no trace of the original house, and it sits on an oversized lot & storage sh...

    • 2 Beds
    • 2 Baths
    • SWFL-222049429 MLS
    14891 Stringfellow  Road, Bokeelia image
    14891 Stringfellow Road, Bokeelia $249,999

    Spectacular Lot on Pine Island! 2.43 acres. Great Lot/Land with direct access to STRINGFELLOW RD. Next to the Matlacha Pine Island Fire Department Station. "GREAT FOR NEW...

    • SWFL-222049700 MLS
    2367 Date  Street, St. James City image
    2367 Date Street, St. James City $949,900

    WELCOME TO THE ISLAND LIFE. This rare 2016 CUSTOM built home with a TWO car garage, which also has a rear access bay door, is ready for you to call home. Located on a dee...

    • 2 Beds
    • 3 Baths
    • SWFL-222048736 MLS
    5460 Meadowlark Ln, Bokeelia image
    5460 Meadowlark Ln, Bokeelia $265,000

    Spacious Manufactured Home on a quiet, paved, dead-end road with a third of an acre of land with plenty of room to plant fruit trees or a huge garden! There are also two ...

    • 3 Beds
    • 1.5 Baths
    • 222047872 MLS
    2314 Cherimoya  Lane, St. James City image
    2314 Cherimoya Lane, St. James City $1,245,000

    Island living at its best! Beautiful bay views! DEEP WATER DIRECT ACCESS with 180' of waterfront JUST MINUTES TO THE INTRACOASTAL and a quick boat ride to the gulf beache...

    • 3 Beds
    • 2 Baths
    • SWFL-222045980 MLS
    2295 Banana  Street, St. James City image
    2295 Banana Street, St. James City $649,000 ▼

    2 bedroom 2 bath stilt home situated on a deep water canal on south end of Pine Island. Home being sold furnished, newer AC, new metal roof 2018. Covered boat lift. Plent...

    • 2 Beds
    • 2 Baths
    • SWFL-222045942 MLS
    5660-5662 Birdsong  Lane, Bokeelia image
    5660-5662 Birdsong Lane, Bokeelia $350,000

    FANTASTIC INVESTMENT OPPORTUNITY! Situated in Bokeelia, this duplex has cash value from the start w/ both sides being leased. Each side offers a great room layout, spacio...

    • 4 Beds
    • 2 Baths
    • SWFL-222044953 MLS
    4464 Lake Heather  Circle, St. James City image
    4464 Lake Heather Circle, St. James City $449,000

    Lovely stilt home in great condition. This home is located in the lovely subdivision of Pine Island Village. This home has 2 bedroom and 2 baths, a front porch and a scre...

    • 2 Beds
    • 2 Baths
    • SWFL-222046021 MLS
    7264 Drum  Drive, St. James City image
    7264 Drum Drive, St. James City $219,900

    Ideal home for affordable island living! Imagine owning a home with Gulf access for under 220k today. Low monthly HOA fees with lots of activities and amenities. Home off...

    • 2 Beds
    • 2 Baths
    • SWFL-222046954 MLS
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    Looking for the perfect home in the perfect place? Chances are you'll want to check here first.

    • Bokeelia
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    1104 SE 46th Ln
    Cape Coral, FL 33904

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