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$875,000
3 Beds ⋅ 3 Baths ⋅ 2026017261 MLS ⋅ Bayside Villas BLDG.
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.

5323 Bayside Villas Unit 24, Captiva
$799,000
3 Beds ⋅ 2.5 Baths ⋅ 2026032023 MLS
Recently reduce price makes this one of the best homes available on the island. Just steps from the beach, nestled in sea grape trees and cabbage palms, surrounded by nature. The upside-down floor plan makes for cooler sleeping at night and more breezes during the day. There are screened porches off the master bedroom and the second bedroom which provides for a greater sense of spaciousness. The open deck off the third bedroom can be used as a private entry for guests. The second level has an open floor plan comprised of the living room, dining area, kitchen and half bath, great for a comfortable lifestyle and entertaining. Second floor also has a screened porch off the living area and an open deck off the kitchen; one can follow the sun or hide from the sun. The tower has a spectacular view of the island and gulf. Seller is the original owner, and the home has not been in a rental program. For more privacy the lots east and south of the home are available for additional consideration. There is also a Safety Harbor Club membership available with major benefits including dockage, pool, club house, tennis, trash collection. The club can also provide maintenance staff including yard service home repairs and pest control. Please ask for further information concerning membership cost, application, transfer fees and dues.

4551 Bartlett PKWY, Captiva
$779,000
2 Beds ⋅ 1 Baths ⋅ 2026033883 MLS
Almost Beachfront!  Don't miss this cute beach cottage just steps to the beach with incredible views from the front porch.  Sit back, relax, and enjoy the Gulf  & Sunset, surrounded by the sounds of the surf, with the expansive grass airfield as a wonderful buffer from other homes. A perfect spot for your dream retreat this close to the beach. Start your mornings with a walk along the shoreline, spend the afternoon swimming and shelling, and return home to enjoy it all from the shady front porch. Upstairs features panoramic Gulf & Airstrip Views, plus two bedrooms & one bath, with a cozy living space. On the ground level, another bonus sleeping room and bath are great for extra guests. For aviation enthusiasts, the setting is especially unique: the property directly borders North Captiva's private grass airstrip, creating the possibility of turning the journey to your island home into part of the adventure. North Captiva is a boat-access-only barrier island known for miles of beautiful beaches, protected preserve lands, abundant wildlife, and its relaxed golf-cart lifestyle. Whether you're looking for a personal beach escape, vacation property, or a special North Captiva home with an aviation connection, this property offers a combination of beach proximity, Gulf views, privacy, and location that's difficult to duplicate at this price point.

210 Nighthawk DR, Captiva
$749,000
2 Beds ⋅ 2 Baths ⋅ 2026030631 MLS ⋅ Tennis Villas BLDG.
Discover your perfect coastal retreat in this beautifully renovated two-bedroom, two-bathroom condominium nestled at the tip of Captiva Island. This elegantly casual island residence showcases Whirlpool stainless steel appliances, a convenient breakfast bar, a soothing coastal palette and furniture package that creates an inviting atmosphere. The corner location provides an abundance of natural sunlight throughout the living room, dining room, and kitchen, creating bright, welcoming spaces ideal for both relaxation and entertaining. From your windows, enjoy delightful views overlooking the Captiva Resort Villas pool to the south and the newly constructed Captiva Landing pool to the west, offering resort-style living right from your home. Located within the family-friendly South Seas Resort community, this property offers exceptional convenience with the pristine beach just a five-minute stroll away. The vibrant Captiva Village, with its collection of outstanding restaurants, lies within comfortable walking distance, providing endless dining opportunities and island charm. Adventure enthusiasts will appreciate this new water sports location in the heart of Captiva Landing, close proximity to McCarthys Marina, where day cruises and spectacular sunset excursions await. The convenient trolley service provides effortless access to the resort's northern amenities, making exploration seamless and enjoyable. This residence presents an outstanding opportunity for those seeking rental income potential, given its prime location and resort amenities. The warm Florida winters and subtropical climate create year-round appeal for visitors and residents alike. Embrace the fantastic healthy lifestyle with world-class fishing, swimming, boating, and various water sports at your doorstep. Golf enthusiasts can enjoy access through membership opportunities, while the Private Club Membership with Club Captiva opens doors to the exclusive South Seas Resort's amenities and island experiences.

Captiva
$624,000
2 Beds ⋅ 2 Baths ⋅ 2025020197 MLS ⋅ Tennis Villas BLDG.
Imagine slipping away to Captiva and discovering the villa that redefines your idea of an island escape. Welcome to Captiva Resort Villas 3132—freshly renamed for 2025 and tucked behind the gates of South Seas Resort. This two-bedroom, two-bath, dual-level villa blends comfort with coastal charm in all the right ways. Step inside to bright, airy living with granite counters, impact sliders, ceilings tall enough to make your shoulders drop, and an extended lanai that adds extra room to lounge, dine, or simply daydream. Upstairs, a loft-style primary suite feels like an adults-only treehouse—private, calm, and made for slow mornings. The main level offers a sun-filled living area, guest bedroom, and full bath, all opening to peaceful courtyard views with prized northern exposure. Life here comes with easy perks: a sparkling pool, BBQ gathering spots, and elevators for convenience. Stroll to the Village of Captiva for boutiques, a morning Starbucks, or iconic island dining. Wander the other direction and you’re on the beach in minutes—perfect for those legendary Captiva sunsets.

3132 Captiva Resort Villas, Captiva
$610,000
1 Beds ⋅ 1 Baths ⋅ 225008378 MLS ⋅ Gulf Beach Villas BLDG.
Enjoy Gorgeous Sunsets and Sand Between Your Toes! Directly on the beach! This coastal inspired one bedroom / one bath Gulf Beach Villas offers beach front living within the gates of South Seas Resort. Fully furnished and turnkey! Impact glass, white cabinets, vinyl plank flooring, etc. The association offers a large pool and pool deck, tennis/pickelball courts, tropical landscaping, exterior storage locker, grills and the nicest neighbors! Short walk to the Captiva Village with lively restaurants and fun shopping! This location and condo has it all!

2117 Gulf Beach Villas, Captiva
$570,000
1 Beds ⋅ 1 Baths ⋅ 2025005706 MLS ⋅ Beach Villas Condo BLDG.
Welcome to your island retreat in the heart of South Seas Resort. This fully renovated one-bedroom getaway sits on the second floor and is offered turnkey furnished—ready to enjoy or share as a proven rental performer. The light-filled open layout showcases coastal-inspired finishes, including luxury vinyl flooring, updated countertops, stainless steel appliances, a spacious double-wide sink, and modern LED lighting. Thoughtful upgrades create a balance of comfort and style, perfect for both relaxing escapes and effortless entertaining. Hurricane-rated sliding doors frame sparkling Gulf views and lead to your private screened lanai—your front-row seat for sunsets and sea breezes. Ideally positioned on the coveted South End of the resort, you’re only moments from Captiva Village, where boutique shops, Starbucks, and iconic dining spots await. Beach Villas amenities include community grills, a heated pool, and tennis/pickleball courts, blending recreation with relaxation. Whether you’re seeking a personal sanctuary, a smart investment, or both—2623 Beach Villas is a true Captiva treasure.

2623 Beach Villas, Captiva
$550,000
2 Beds ⋅ 2 Baths ⋅ 2026015776 MLS ⋅ Tennis Villas BLDG.
Tucked within the gated setting of South Seas Resort, 3233 Tennis Villas presents an inviting island escape in the intimate Captiva Resort Villascommunity. Residents enjoy access to a private pool, expansive sun deck, gazebo with outdoor dining space, and grilling area, all just moments from the Gulfshoreline. Positioned in the desirable southern enclave and only a short stroll to the beach, this top-floor, two-level villa overlooks a tranquil courtyard framed bymature tropical landscaping. The interior has been thoughtfully updated with quartzite surfaces, crisp shaker-style cabinetry, and tile flooring throughout the mainliving areas. The open living and dining space is filled with natural light from impact-rated sliding glass doors and an oversized picture window, while the screenedlanai offers a peaceful setting to capture coastal breezes. The floor plan is designed for comfort and privacy, featuring a guest suite on the main level and agenerous primary suite upstairs. Ideal for personal enjoyment or investment, this well-appointed residence blends refined finishes with effortless island living withinone of Captiva’s most sought-after resort communities.

3233 Captiva Resort Villas, Captiva
$494,900
1 Beds ⋅ 2 Baths ⋅ 2025017415 MLS ⋅ Bayside Villas BLDG.
Start each day surrounded by the sights and sounds of island life from this second-floor, one-bedroom, two-bath furnished condo overlooking Pine Island Sound. Sunlight pours through wide sliders that open to a private lanai, where gentle breezes carry the scent of salt air and the call of seabirds. Watch dolphins play and boats drift by—a constant reminder you’re living on island time. Located within the southern enclave of South Seas Resort blends comfort and convenience with an easygoing Captiva lifestyle. Tile flooring throughout creates a cool, carefree atmosphere, while the kitchen features stainless-steel appliances and open sightlines to the bay. The guest bath provides added flexibility for visitors, and the bedroom offers a peaceful retreat after a day in the sun. Owners participating in the Resort Rental Program and Club Captiva enjoy access to full resort amenities, including Sunset Beach, pools, lounges, umbrellas, and chairs for relaxed days along the Gulf—all just a short stroll away. A ground-level storage locker in the 5000 building is perfect for keeping beach gear, SUP, or fishing gear! From this ideal location, it’s easy to enjoy all that Captiva has to offer—bike along palm-lined roads, kayaking through mangroves, or watching the sunset over the Gulf. Explore the island by golf cart, or unwind with cocktails as the sun dips below the horizon. The Bayside Villas community also features a waterfront pool, spa, and under-building parking. 5232 Bayside Villas offers a front-row seat to Captiva’s natural beauty and a laid-back rhythm that makes every day feel like vacation.

5232 Bayside Villas, Captiva
$489,000
1 Beds ⋅ 2 Baths ⋅ 2025024926 MLS ⋅ Bay Villas BLDG.
This beautifully appointed one-bedroom, two-bathroom villa at Bayside Villas is not only a stunning coastal retreat but also a fantastic investment property with daily rental capabilities. Offering breathtaking views of the marina and bay, leading to open waters, this villa features luxurious wood-like tile flooring, granite countertops, and coastal-inspired decor throughout. Nestled in the heart of the Bayside Villas community, residents enjoy convenient access to Captiva's pristine beaches, vibrant village, and unforgettable sunsets. Community amenities include a pool, spa, under-building parking, and an assigned storage locker. Whether for personal enjoyment or investment purposes, this property is sure to delight. Your slice of paradise awaits!

4216 Bayside Villas, Captiva
$445,000
1 Beds ⋅ 2 Baths ⋅ 2025012075 MLS ⋅ Bayside Villas BLDG.
At 5132 Bayside Villas, each day is written in light, water, and breeze. Dawn begins on the lanai, where Pine Island Sound awakens with color—sunrise glows across the horizon, pelicans skim the waves, and fishing boats slip toward open water. The bay becomes your backdrop, alive with sails, seabirds, and the shifting palette of the sky. The villa itself balances coastal charm with modern ease. A 1BD/2BA first-floor retreat, it offers granite counters, stainless appliances, crisp cabinetry, wide-plank tile flooring, and crown molding. The living spaces flow naturally to the lanai, where the outdoors remains the centerpiece. The primary suite offers a calm retreat, while a second bath mirrors the same fresh finishes. Yet what makes this villa extraordinary is not just the design—it’s the rhythm of Captiva life outside its doors. Within minutes, you can sink your feet into the Gulf sands, celebrated for their shells and sunlit shallows. Island pathways invite golf cart rides and bike cruises into Captiva Village, where the hum of music, dining, and laughter sets a different tempo. Afternoons bring choices: a swim in the bayside pool, a paddle through calm waters where dolphins are frequent companions, or a wander through palm-lined trails. As the day winds down, the stage shifts once more. Perhaps you’ll gather with neighbors for cocktails while the boats return across the channel or cross the island to witness sunset blaze into the Gulf. And when evening deepens, stars scatter above the mangroves, promising another sunrise to come. With amenities like under-building parking, private storage, and a bayside pool and spa, 5132 Bayside Villas offers not just a home but an island way of life—measured in sunrises, sails, and timeless Captiva moments.

5132 Bayside Villas, Captiva
$430,000
2025022211 MLS
Sunrise and Sunset Views from this Rare Estate Lot bordering the 350 Acre State Preserve on North Captiva Island! Imagine building your dream home on this lot, where every day you can see glowing sunrises over acres of palm trees and seagrapes, and in the evenings, admire the Gulf sunsets painting the sky. Bordering protected state park land, this lot offers exceptional privacy, uninterrupted sightlines, and a front-row seat to island wildlife. Osprey flights at dawn, flocks of pelicans soaring past, flying in formation, glimpses of the local bald eagles, and the soft hush of nature all around you. On this property, the landscape doesn’t just surround you… it embraces you. Take a short stroll or golf cart ride down the street to one of the most expansive stretches of sugar sand on the island. The entrance to the state preserve hiking and biking trails is just a few hundred feet away. Very few vacant parcels on North Captiva combine preserve frontage, panoramic water views, estate-level space, and both sunrise and sunset vistas, making this a unique and wonderful place to enjoy your new island life.

751 Rum RD, Captiva
$350,000
1 Beds ⋅ 1 Baths ⋅ 2026035284 MLS ⋅ Tennis Villas BLDG.
Welcome to 3221 Captiva Resort Villas, formerly known as 3221 Tennis Villas, where a refreshed community setting meets the relaxed Captiva lifestyle. Located within the gates of South Seas Resort, this fully furnished, second-floor 1-bedroom residence is surrounded by palms and native tropical landscaping and offers an inviting retreat just moments from the beach and Captiva Village. Inside, an open floor plan creates an easy flow between the kitchen, dining and living areas. Luxury vinyl flooring and wood shiplap accent walls add character and island-inspired style, while the fully equipped kitchen features granite countertops and everything needed for an effortless stay. Step through to the screened lanai overlooking the landscaped courtyard—a peaceful place for morning coffee, afternoon reading or unwinding after a day at the beach. Captiva Resort Villas is in the process of enhancing its exterior and common areas with improvements that include upgraded landings, new owner storage lockers, landscaping and fencing. Recently completed additions include sunshades around the private community pool and extending through the pergola, creating additional shaded areas to relax and gather. Separate storage has also been designated for bicycles, beach chairs and other island accessories. Community amenities include a private pool, grilling stations and picnic area, all surrounded by a tropical setting that feels distinctly Captiva. From here, leave the car behind and embrace island time. Captiva's Gulf beaches are just a short walk away, while the restaurants, shops and charm of Captiva Village are conveniently nearby. Whether envisioned as a personal island retreat, seasonal escape or investment property, 3221 Captiva Resort Villas combines a furnished, move-in-ready interior with an association actively investing in its surroundings and amenities—all from a coveted location within South Seas Resort.

3221 Captiva Resort Villas, Captiva
$233,000
2025015126 MLS
Discover your slice of paradise on North Captiva Island! ?? This vacant lot is just a short walk to a pristine, untouched beach and charming island restaurants. Accessible only by boat or small plane, North Captiva offers unmatched privacy and natural beauty. Enjoy the island lifestyle where golf carts are the primary mode of transportation — the perfect spot to build your dream coastal retreat!

4500 Oyster Shell DR, Captiva
$225,000
2026037664 MLS
Fabulous Opportunity! Rarely offered! Build your North Captiva Island getaway on this desirable homesite within Safety Harbor Club, complete with a Class A Membership and access to an outstanding collection of island amenities. Ideally positioned near the heart of the community, the lot is convenient to the remodeled heated pool, clubhouse, tennis and pickleball courts, with the potential for lake views from the upper levels of a fantastic future residence and/or vacation home. For boating enthusiasts, one of the standout benefits is access to Safety Harbor Club’s shared docking facilities, providing options for small and large boats with dockage that can accommodate much larger vessels than most individual island slips. With two docking options - the community wharf and the T-dock plus the community kayak launch there are even more ways to enjoy North Captiva by water! Membership provides access to the community’s Gulf beach access, beach parking, boat dockage, pool, clubhouse, recreational facilities and other amenities, along with water, sewer and trash service. The club’s ferry landing and waterfront restaurant are also conveniently nearby. With key community infrastructure already established, building here may offer advantages compared with developing in other areas of the island. Create the island home you’ve envisioned and enjoy boating, kayaking, beach days, swimming, tennis, pickleball and waterfront dining as part of everyday life. This is a distinctive opportunity to own and build within one of North Captiva Island’s established amenity-rich communities.

4486 Hammock CT, Captiva

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.