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

5414 Avenue E, Bokeelia $20,000

Large cleared lot on the corner of Avenue E and Birdsong in Bokeelia. Zoned for a duplex or single family home. Close to school, park, library, pool and shopping. Own a p...

217052268 MLS

16044 Quail TRL, Bokeelia $139,900

Beautiful homesite lot to build your dream home in Bokeelia (N. Pine Island). This tropical island oasis lot is ready for you to build the perfect dream home and have ple...

217050572 MLS

3694 Papaya ST, St. James City $23,000

Walk to the Community County Park with a sandy beach. Swim in Matlacha Pass or just enjoy sunbathing and and the panoramic view of Matlacha Pass. Small boat or kayak lau...

217050749 MLS

7366 Cobb Rd, Bokeelia $24,000

1/4 Acre lot for Single Family Home in Bokeelia, FL. Paved street, right off main road.

217051085 MLS

7430 Ontario DR, Bokeelia $157,700

What a great piece of property for someone looking for land! This cozy 2/1/1 sits on a gorgeous 1.36 acre with fruit trees on a private road. This home needs some TLC, bu...

2 Beds
1.0 Baths
217050809 MLS

5667 Judith RD, Bokeelia $17,900

Southern exposure duplex lot very close to Pine Island Center and Matlacha. Perfect for building an income property to service the retail and restaurant workers of Pine ...

217047752 MLS

3759 Papaya St, St. James City $217,000

Lovely furnished home with split floor plan, 3 bedrooms, 2 baths, living/dining room and a nice kitchen with breakfast bar. Home sits on a double lot (.62 acre) in tropic...

3 Beds
2 Baths
217049712 MLS

3840 Mango ST, St. James City $487,900

3 bedroom, 2 ½ baths, 2 car garage, plus a detached garage/shop. This brand new home comes complete with Porcelain Tile through out all the common areas and baths. Bed r...

3 Beds
3.0 Baths
217049080 MLS

7200 Stringfellow RD, St. James City image

7200 Stringfellow RD, St. James City $683,400

An island dream! 22 acres with lush palm trees, two lakes, city water and a well too, create a hidden paradise just off of Stringfellow Rd. This piece is the perfect ch...

217049494 MLS

5871 Sea Bass RD, Bokeelia $19,000

If you are looking for an affordable, buildable lot then this is it! Located in the "Fish Streets" neighborhood of Bokeelia this lot sits high and dry and is one of the ...

217049478 MLS

3806 Papaya ST, St. James City $24,000

Walk to Community Park and sandy beach on Matlacha Pass. 5 contiguous lots available at $24,000 each. Buy one, two or all five. Small boat or kayak launch at Park. In a...

217049474 MLS

3740 Citrus ST, St. James City $319,000

DON'T MISS OUT ON THIS IMMACULATE AND BEAUTIFULLY MAINTAINED HOME. Home is on a double lot (150' x 181') Upstairs is 3 bedrooms, 2 baths, large living area and a wonderfu...

3 Beds
2.0 Baths
217048187 MLS

5596 and 5598 Doug Taylor CIR, Other image

5596 and 5598 Doug Taylor CIR, Other $134,900

This listing consists of 2 adjacent vacant industrial lots in Pine Island Industrial Park. They are highly visible when entering the Park from Stringfellow Road. The list...