Captiva, FL Real Estate For Sale

Lee County | Updated
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5323 Bayside Villas #24, Captiva, Florida 33924, image 1
$975,000
  • 3 Beds
  • 3 Baths
  • 1,496 SqFt
  • $652/SqFt
Condo for sale
5323 Bayside Villas #24, Captiva, FL 33924
Highly sought-after, updated 3 bed, 3 bath two-story villa stands apart with rare features not found in other bayside units, overlooking the tranquil waters of pine island sound, where unchanging estuary views and native wildlife create a peaceful, elevated backdrop—just moments from the best of captiva island. Rare features of this top-floor unit include a walk-in pantry—an uncommon luxury in bayside 3-bedroom villas—all-new hurricane-impact windows and sliders, and a residence that has been gently used as a private second home and never enrolled in a rental program—an added advantage in condition and care. Whether enjoyed as a private island retreat or leveraged as a high-performing investment, this residence offers rare flexibility within a renter-friendly community and stands as one of the least expensive 3-bedroom opportunities on captiva. The interior is anchored by an updated kitchen with quartz countertops, glass-front upper cabinetry, and matching appliances, flowing seamlessly into the main living area. Three generously sized bedrooms and three full baths include two primary suites—one on the main level and one upstairs—each with its own ensuite, offering ideal separation for guests or extended stays. A third guest bedroom also enjoys a private bath, while an in-unit washer and dryer adds everyday convenience. The screened lanai feels like your own private perch above pine island sound, where it’s just you, the water, and the rhythm of nature. From both the kitchen and lanai, morning sunrises unfold over the sound, setting the tone for slow mornings, passing wildlife, and uninterrupted calm. Set within south seas island resort in the desirable bayside villas enclave, just a stone’s throw from the sugar-white gulf beaches, the village of captiva, and captiva landing. Residents and guests enjoy a bayside pool and spa with generous lounging areas, along with under-building parking for added ease. Where time slows, views remain untouched, and every return feels like coming home—this is captiva at its finest.
303 Useppa, Captiva, Florida 33922, image 1
$995,000
  • 2 Beds
  • 21/2 Baths
  • 1,459 SqFt
  • $682/SqFt
House for sale
303 Useppa, Captiva, FL 33922
Get away from it all at your idyllic waterfront retreat. Nestled on the serene southwestern shoreline of whoopee bay located on the private island of useppa, this charming property delivers breathtaking sunset views from the balcony, living room and master bedroom with convenient direct waterfront access to the the intracoastal waterway and cabbage key, cayo costa, boca grande pass and beyond. The home offers a perfect blend of functionality and comfort, featuring two primary suites on the main level. Upstairs, the bright and light living and dining space is accented by warm hardwood flooring, vaulted ceilings, a functional fireplace perfect for cozy evenings, and newly updated impact sliders and windows accentuating the sweeping views of the bay and intracoastal. The screened porch is the perfect place to unwind, opening up to the gorgeous views and gentle gulf breezes. The fully equipped kitchen features granite countertops, as well as ample space for all your needs. Additionally, upstairs there are also double doors leading to a den, currently outfitted with bunk beds, which is a perfect space for accommodating additional guests or children. Recent updates include all windows and sliders replaced with pgt hurricane impact systems in 2023 as well as brand new hvac system in 2025. Directly out front of the property is a protected area with a private shared dock, one/third ownership, providing dedicated use of a boat slip which is a tremendous amenity on the island and enables free and easy access to the pristine waterways. The location is truly ideal, with an under 5 minute boat ride to iconic cabbage key, and just a 15 minute ride to boca grande for dining, shopping and world class tarpon fishing. Also, included is a transferable boat lift at nearby safe harbor pineland marina, perfect for quick assess to useppa as your personal shore port. The useppa island club & marina is undergoing a transformative modernization and restoration project of the infrasturcture and shared areas, led by the new homeowner-led ownership group. First class amenities include the marina, historic collier inn, beaches, paths, landscaping and more—positioning useppa as an even more exclusive, resilient and elevated paradise in the years ahead. Ownership on useppa island does require a resident membership with the useppa island club & marina and buyers should verify and complete all due diligence as to the club's operations and fees etc.. Whether you’re seeking a peaceful family escape, a fisherman’s haven, or a savvy investment in one of florida’s most exclusive private islands amid major upgrades, this bay harbor bungalow delivers unparalleled tranquility, convenience, and unprecedented old florida charm. Embrace the revitalized useppa lifestyle—contact us today to schedule a viewing!

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Captiva, FL Snapshot
84
Active Inventory
0
New Listings
$284K to $18.9M
Price Tier
4
Pending Sales
$1.2M
Median Closed Price
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