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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

    4924 Cobiac  Drive, St. James City image
    4924 Cobiac Drive, St. James City $85,000

    This is a mobile home lot in a 55+ community that is ready for your new home. The previous home was destroyed by Hurricane Ian and has been removed. There is a storage ar...

    • SWFL-223021062 MLS
    7181 Drum  Drive, St. James City image
    7181 Drum Drive, St. James City $64,500

    This 55+ community had severe damage from Hurricane Ian. They had many activities, heated pool, spa, pickle ball, and much more. This lot is ready for your new home. T...

    • SWFL-223021126 MLS
    7228 Cobiac  Drive, St. James City image
    7228 Cobiac Drive, St. James City $125,000

    Hurricane Ian destroyed the home on this now vacant waterfront lot in this is 55+ mobile home community. Enjoy the privacy along the canal with western exposure, with th...

    • SWFL-223020945 MLS
    4921 Cobiac  Drive, Other image
    4921 Cobiac Drive, Other $95,000

    Waterfront lot in the 55+ Pine Island Cove Community. Southern exposure views and great fishing right out your back porch. Lot is cleared and ready for your new island ho...

    • SWFL-223020443 MLS
    6054 Valeria  Road, Bokeelia image
    6054 Valeria Road, Bokeelia $479,000

    NOT located in a flood zone!! Move right in to this Bokeelia home and start enjoying the island life!. Custom built in 2022, spend the warm sunny Florida days relaxing ...

    • 2 Beds
    • 2 Baths
    • SWFL-223019842 MLS
    16341 Buccaneer  Street, Bokeelia image
    16341 Buccaneer Street, Bokeelia $695,000 ▼

    BOKEELIA WATERFRONT ISLAND COTTAGE. Deep water canal within minutes to Charlotte Harbor, Cabbage key, Boca Grande and beyond. Adorable Old Florida Style Cottage has bee...

    • 2 Beds
    • 1 Baths
    • SWFL-223010129 MLS
    15885 Missouri St, Bokeelia image
    15885 Missouri St, Bokeelia — Pine Island $265,000

    POTENTIAL ON PINE ISLAND!! Tons of potential on this super charming, brick veneer exterior, 2 bedroom, 1 bath ranch with popular open floor plan and SUPER CLOSE PROXIMITY...

    • 2 Beds
    • 1 Baths
    • 223016845 MLS
    • Pine Island Bldg.
    4960 Pinfish  Lane, St. James City image
    4960 Pinfish Lane, St. James City $167,000

    This awesome 2/2 home with sunroom and has 995 sq ft. This home is clean, furnished and ready to move in. You own your land and the HOA is only $131.00 per month. Located...

    • 2 Beds
    • 2 Baths
    • SWFL-223011602 MLS
    4937 Cobiac Dr, Other image
    4937 Cobiac Dr, Other $130,000

    Vacant lot ready for a new home. Bring your boat and utilize the private boat ramp for residence of Pine Island Cove. St James City is a tropical paradise that can be e...

    • 223015481 MLS
    4456 Lake Heather  Circle, Other image
    4456 Lake Heather Circle, Other $45,000

    Build your island dream home in St James City! Oversized partially cleared lot located in serene subdivision ~ Utilities available ~ Enjoy the peaceful surroundings whil...

    • SWFL-223014558 MLS
    7253 Cobiac  Drive, St. James City image
    7253 Cobiac Drive, St. James City $170,000

    Hurricane Ian damage. Interior of home has been gutted/flood water remediation performed. 55+ community. Wonderful Gulf access community via boat lift/ramp in St. James C...

    • 2 Beds
    • 2 Baths
    • SWFL-223015294 MLS
    5967 Kingfish  Road, Bokeelia image
    5967 Kingfish Road, Bokeelia $39,000

    Great corner lot with lots of possibilities.

    • SWFL-223014893 MLS
    7144 Ladyfish  Drive, St. James City image
    7144 Ladyfish Drive, St. James City $65,000

    This is a mobile home lot in a 55+ community that is ready for your new home. The previous home was destroyed by Hurricane Ian and has been removed. Pine Island Cove fea...

    • SWFL-223014671 MLS
    2321 Macadamia Ln, St. James City image
    2321 Macadamia Ln, St. James City $1,159,000

    Beautifully built 3 bedroom, 2 bath home in the private gated community of Pine Island Shores. New roof 2023, New Boatlift 2022, New Water heater 2022, New Pool Heater 20...

    • 3 Beds
    • 2 Baths
    • 223014330 MLS
    5438 Avenue E, Bokeelia image
    5438 Avenue E, Bokeelia $42,500

    Cleared vacant lot ready for your new duplex or single family home. Conveniently located in the island center, close to Lee County Library, Phillips Park complex, municip...

    • SWFL-223014404 MLS
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  • Rossman Realty Group
    1104 SE 46th Ln
    Cape Coral, FL 33904

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