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

8875 Whispering Pines Drive, St. James City $425,000

This secluded Island home located on 1 1/4 acres is a dream come true for someone who enjoys privacy and the beauty of Pine Island. It is a charming and meticulously ma...

3 Beds
2 Baths
SWFL-221055168 MLS

4440 Turtle Trail Lane, Other $38,900

Welcome to Pine Island Village. This is a Great, Oversize Lot located just off Stringfellow Rd. Pine Island Village offers a Community Feel with a Pool and Park like Sett...

SWFL-221054457 MLS

5324 Birdsong Lane, Bokeelia $38,000

Beautiful waterfront lot on a private lake. Close to Pine Island Center. Perfect for your new Island home!

SWFL-221053363 MLS

13673 Hampton Road, Bokeelia $389,000

This is your chance to own a slice of paradise with this 2 Bedroom/2 Bath fully remodeled home including upgraded kitchen, bathrooms, flooring and new roof in 2018. This...

2 Beds
2 Baths
SWFL-221052781 MLS

5856 Sea Bass Road, Bokeelia $398,000

Looking for your own tropical paradise? Don’t miss this opportunity! This beautiful newly renovated property is close to the water, shopping and dining. Brand new kitchen...

2 Beds
2 Baths
SWFL-221052587 MLS

5791 Kingfish Road, Bokeelia $37,500

Good standard-sized lot in a great area in Bokeelia known as the "Fish Streets". High and Dry, not in a flood zone, no flood insurance required! Ready to build your dream...

SWFL-221052200 MLS

5775 Kingfish Road, Bokeelia $39,900

Good standard-sized corner lot in a great area in Bokeelia known as the "Fish Streets". High and Dry, not in a flood zone, no flood insurance required! Ready to build you...

SWFL-221050645 MLS

13881 Lockhart Lane, Bokeelia $49,700

Nice Corner lot--1/2 acre parcel located in the heart of Bokeelia. This 1/2 acre piece checks all the boxes: privacy, low taxes, only a short drive to the local boat ram...

SWFL-221052099 MLS

4540 Pine Village Court, St. James City image

4540 Pine Village Court, St. James City $43,000

Beautiful lakefront lot in one of Pine Island's nicest neighborhoods, Pine Island Village. Build your home here and have the use of the community clubhouse, pool and ten...

SWFL-221051857 MLS

Access Undetermined, Bokeelia $60,000 ▼

This oversized lot Welcomes the Island Lifestyle!! Ever feel like getting away from everything ? Than what better lot than this. This peaceful lot has so many possibiliti...

SWFL-221048858 MLS

7499 Tropical Lane, Bokeelia $95,000

This is a 3 lot site and includes 7499 Tropical Ln, 7498 Cobb Rd and 7492 Cobb Rd. Almost 3/4 of an acre with 3 road frontages. Lots of possibilities for this property w...

SWFL-221049072 MLS

5555 Little House Lane, Bokeelia $49,900

Location, Location, Location! Enjoy the Island Lifestyle on beautiful and pristine Pine Island! This high and dry, secluded, Half-Acre Island Lot features close acce...

SWFL-221047357 MLS

Turtle Trail Ln, St. James City $5,990,000 ▼

Motivated Seller - Bring All Offers - 308 DOOR FRONT INVESTMENT OPPORTUNITY! Expired Development Order #D.O. S 2002-00189 Was previously approved for 308 multi-family doo...