I really expected these prices to be higher. Turns out, the 10 most expensive houses for sale in Captiva right now are considerably less then most of the ones in Naples. If you want to live in Southwest Florida and don’t want to have to deal with as many people. Why not live on an island?

  • 10. 134 Useppa Is - $3,100,000

    This one has a Captiva address, though technically it’s on Useppa. If you’re buying this one, budget for a boat. You’ll need it.

    134 Useppa Is, Captiva, FL 33924 | realtor.com®

    Contact agent for a private showing. Request a private showing RECENTLY ELEVATED. FULLY RENOVATED. TURNKEY FURNISHED. Welcome to the Serene Mermaid on the island of Useppa. This corporate retreat or private beach home has been carefully crafted to make this island home a place like no other and features 6 bedrooms, 5 1/2 baths, 5 balconies.


  • 9. 2 Beach Homes - $3,395,000

    Strange address.

    2 Beach Homes, Captiva, FL 33924 | realtor.com®

    BEACH HOME 2! Situated directly on the Gulf shores, this 3 bedroom, 3 bathroom renovated Beach Home offers one the opportunity to personalize their own custom home with the offerings of a Resort; elevated in a magnificent, low-density community.


  • 8. 5 Sunset Captiva Ln - $3,595,000

    The house isn’t huge, you’re paying for the location. And that’s amazing.

    5 Sunset Captiva Ln, Captiva, FL 33924 | realtor.com®

    Situated in the sought-after Sunset Captiva community offering docks w/direct access, deeded beach access, sparkling pool and tennis/pickle ball courts. This completely remodeled, direct Gulf-Front beach house has expansive views of the Gulf of Mexico. Beautiful 2 bedroom, 2.5 bath with den home offers exquisite appointments throughout.


  • 7. 16897 Captiva Dr - $4,989,000

    What can I get for 5 mil on an island away from other people. This one:

    16897 Captiva Dr, Captiva, FL 33924 | realtor.com®

    Exquisite Captiva waterfront estate home located on Roosevelt Channel with wide open views. This bay front retreat features elevator, private dock, private heated pool, 10 lb boat lift, kayak lift and deeded beach access. Lush tropical vegetation on over 1 acre that will allow for a second structure/second home.


  • 6. 17201 Captiva Dr - $5,650,000

    Someone made the Barbie Dream Home Beach House. It’s pink!

    17201 Captiva Dr, Captiva, FL 33924 | realtor.com®

    Contact agent for a private showing. Request a private showing Sophisticated, charming and an incredibly exclusive Captiva Island Beach and Bay Estate. Stunning and alluring, this private home offers a gorgeous interior that includes barn wood flooring with tongue and groove and cypress beamed ceilings.


  • 5. 11548 Wightman Ln - $7,500,000

    Whoever decorated this one was a minimalist. And I like it.

    11548 Wightman Ln, Captiva, FL 33924 | realtor.com®

    New construction - sophisticated four bedroom, four and half bath beachfront residence offering an island elegance incorporated with a Euro influenced design. Stunning quality construction and detail throughout. Striking beach house location offering 138' of direct Gulf of Mexico frontage. Magnificent sunsets and water vistas from multiple level porches - chic living and trendy island lifestyle at its finest.

  • 4. 16280 Captiva Dr - $8,900,000

    Paneling? Really?

    16280 Captiva Dr, Captiva, FL 33924 | realtor.com®

    Welcome to Bali Hi -tropical island Paradise on the Gold Coast on Captiva Island. These 2 acre lush, landscaped estate offers 155 ft of white sugar sand beach frontage on a high ridge dune setting. Located in an area along the beach on one of the highest elevations on Captiva where it's known to capture sand maintaining a wide private beach feel.


  • 3. 941 S Seas Plantation Rd # 941 - $9,500,000

    The northern end of the island, I drove past this one when I stayed at South Seas Island Resort one time. Absolutely amazing, plus there’s a tourist boat that goes to Useppa in case someone you know buys number 10 on the list.

    941 S Seas Plantation Rd # 941, Captiva, FL 33924 | realtor.com®

    A rare opportunity to own a direct beachfront home inside world renowned South Seas Island Resort. The home is under renovated with a targeted completion date of March, 2022.


  • 2. 15867 Captiva Dr -

    Now we’re getting to the big ones. 7 bed 6 bath invite everyone you know to hang out types of homes. Like this one:

    15867 Captiva Dr, Captiva, FL 33924 | realtor.com®

    Rare opportunity to own Beach to Bay on this stretch of Captiva Island. This beautiful waterfront estate w/deep water boat dock offers nearly 4000 sq ft of living in the main house and 1275 sq ft of living in the charming guest house.


  • 1. 15261 Captiva Dr, - $10,995,000

    It’s 4 bedroom but the 5,697 square feet means lots or room to enjoy life. This is number one on the list for a reason – it’s absolutely amazing. Need to make a few extra bucks? Rent out the pool area to shoot rap videos. If I had the cash I’d buy this now.

    15261 Captiva Dr, Captiva, FL 33924 | realtor.com®

    Impressive home with panoramic Bay views in this one-of-a-kind design by John Cooney of Naples. An immaculate show case of luxury. Property is tucked away for maximum privacy. Stunning lush tropical grounds with a circular driveway that meets an expansive staircase to your tropical oasis.


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