Captiva, FL Real Estate For Sale

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Gold Coast Of Captiva Island, 16280 Captiva Dr, Captiva, Florida 33924, image 1
$12,000,000
  • 2 Acres
  • $6,000,000/Acre
Ultra Luxury
Land for sale in Gold Coast Of Captiva Island
16280 Captiva Dr, Captiva, FL 33924
Discover an unparalleled beachfront jewel on the prestigious gold coast of captiva island. This 2-acre estate lot boasts a unique 153 ft of pristine beach frontage, uniquely situated on a stretch that naturally accumulates sand, ensuring lasting value and shoreline stability. Envision your dream compound with the freedom to build 3 distinct structures, all set against the backdrop of breathtaking sunsets, tranquil water vistas, and lush tropical foliage. Revel in the abundance of marine and wildlife, world-class fishing, boating, and the laid-back lifestyle that exemplifies the very essence of florida living. Elevated high on a sand dune for superior views and protection, this property offers unrivaled value and luxury, setting it apart from other florida retreats. Here, you're not just buying a property; you're securing a slice of paradise that truly represents why you live in florida. Dive into the epitome of coastal elegance and allure. It’s paradise!
3114 Tennis Villas, Captiva, Florida 33924, image 1
$339,000
  • 1 Beds
  • 1 Baths
  • 580 SqFt
  • $584/SqFt
Condo for sale
3114 Tennis Villas, Captiva, FL 33924
Just bring the flip-flops. This turnkey-furnished 1-bedroom, 1-bath corner condo within south seas resort’s southern enclave offers an easy captiva base just moments from the village, dining, shopping, and the beach. Located within captiva resort villas, this inviting island property blends comfort, convenience, and rental flexibility in one of captiva’s most recognizable resort communities. Its corner location is a standout feature, offering added privacy along with an additional side window that introduces abundant natural light into the interior, giving the space a bright and open feel beyond its footprint. The screened lanai, enhanced with additional side screening, creates a welcoming extension of the living area and provides a comfortable outdoor setting to enjoy morning coffee, a good book, or a quiet evening after a day on the water. Inside, the layout is both functional and inviting, with wood-look tile flooring throughout for durability and easy maintenance, especially ideal for island living. The open living and dining area is designed for comfortable everyday use, with coordinated furnishings included for a truly turnkey experience. Neutral finishes provide a clean coastal backdrop, while the kitchen offers practical storage, solid surface counters, and the added convenience of an in-residence stackable washer and dryer. The bedroom accommodates a king bed comfortably and includes a built-in dresser with room for side tables, while the updated bathroom features a walk-in tiled shower with glass enclosure. Whether used personally throughout the year or seasonally, the property offers flexibility thanks to its rental program participation, creating an opportunity for supplemental income when not in use. Owners at captiva resort villas enjoy access to the community pool and the benefits of a sought-after south seas resort location, where island dining, boutique shopping, marina access, and captiva’s beautiful gulf beaches are all within easy reach. Whether you're seeking a personal island getaway, seasonal escape, or investment-minded property, this corner condo presents a compelling opportunity to enjoy captiva at your own pace.
303 Useppa, Captiva, Florida 33922, image 1
$875,000 $15K
  • 2 Beds
  • 21/2 Baths
  • 1,459 SqFt
  • $600/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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5323 Bayside Villas #24, Captiva, Florida 33924, image 1
$925,000 $50K
  • 3 Beds
  • 3 Baths
  • 1,496 SqFt
  • $618/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.
5132 Bayside Villas, Captiva, Florida 33924, image 1
$445,000 $30K
  • 1 Beds
  • 2 Baths
  • 684 SqFt
  • $651/SqFt
Condo for sale
5132 Bayside Villas, Captiva, FL 33924
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.
3113 Tennis Villas, Captiva, Florida 33924, image 1
$389,900 $60K
  • 1 Beds
  • 1 Baths
  • 586 SqFt
  • $665/SqFt
Condo for sale
3113 Tennis Villas, Captiva, FL 33924
Luxurious, designer remodel in south seas resort – captiva island discover an unparalleled ownership opportunity in one of florida’s most iconic destinations—south seas resort on captiva island. This private, newly remodeled personal vacation residence is located within the heart of this 330-acre wildlife preserve and coastal paradise. Excellent investment opportunity based on seller analysis and market research, this property stands among the highest-producing rentals in sanibel and captiva at this price point. Expected to generate over $50, 000 in rental income this year. Professionally managed, the unit is well-maintained and offers a high-end guest experience with luxury amenities. Buyer may continue with current management, choose their own, or explore the resort rental program, subject to terms. Seller will attempt to relocate reservations; any that cannot be relocated must be honored by the buyer. Completely gutted and professionally redesigned with over $125, 000 in high-end upgrades, this turnkey property was reimagined for comfort, luxury, and style— designed to be a personal haven. Every finish and fixture was carefully curated, creating a one-of-a-kind sanctuary just steps from white-sand beaches and captiva village. Interior highlights: custom layout with redesigned master suite and relocated custom closet bespoke built-in coffee bar and designer mirror installations that enhance depth and light luxury italian tile & upgraded glass shower door in spa-style bath solid wood cabinetry, quartz countertops, emtek hardware, and polished nickel & brass finishes all-new hvac system (air handler, condenser, ducts, and wifi thermostat) and new hot water heater custom mirrored doors to amplify natural light and openness thoughtfully selected designer furnishings from pottery barn, williams sonoma, serena & lily, and more new luxury mattress, custom electrical panel cover, and countless high-end details step onto your private lanai with tranquil tropical views, where the serenity of island life surrounds you. Walk or bike to the best of captiva village—a vibrant, walkable hub featuring iconic restaurants like the bubble room, old captiva house, rc otter’s, and the mucky duck (returning soon). Stroll to beaches, enjoy live music, or explore by golf cart for the full island experience. Excellent investment or seasonal living opportunity: whether you’re seeking a premium income-producing asset or a luxurious seasonal escape, this property delivers. Ideal for snowbirds or part-time residents looking for a stylish, worry-free retreat in a rapidly appreciating resort communityinvestment potential: this home is a rare blend of resort living, custom luxury, and income potential—offered fully furnished and move-in ready. With the south seas resort renaissance underway, this is an ideal time to secure a piece of paradise.
3233 Tennis Villas, Captiva, Florida 33924, image 1
$595,000
  • 2 Beds
  • 2 Baths
  • 894 SqFt
  • $666/SqFt
Condo for sale
3233 Tennis Villas, Captiva, FL 33924
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.
5136 Bayside Villas, Captiva, Florida 33924, image 1
$475,000 $46K
  • 1 Beds
  • 2 Baths
  • 684 SqFt
  • $694/SqFt
Condo for sale
5136 Bayside Villas, Captiva, FL 33924
Just reduced - priced to sell! Stunning waterfront condo with bay views, private marina & beach access! Experience the best of coastal living in this beautifully remodeled condo, offering breathtaking bay views, private marina access, and just steps away from a stunning white sand beach. Designed for both comfort and peace of mind, this unit features impact glass windows and doors installed in 2022, providing top-tier hurricane protection. Remarkably, the condo sustained no damage during hurricane ian, a testament to its durability and location. Inside, you'll find a modern kitchen with high-end appliances, sleek finishes, and an in-unit washer-dryer combo that has never been used—an incredibly rare convenience. Remodeled in 2022, the condo blends timeless elegance with contemporary updates. Beyond its beauty, this property offers exceptional rental potential, generating over $65, 000 per year in short-term rentals before hurricane ian, and over $47, 000 in 2025, with current bookings subject to existing airbnb reservations. Whether you're seeking a profitable investment or a personal retreat, this condo delivers. For boating enthusiasts, the private marina offers the perfect place to dock your boat and escape for the weekend. And when you're ready to soak up the sun, the beach is right across the parking lot—an easy stroll to one of the most stunning private white sand beaches in the area. This is a rare opportunity to own a coastal haven that combines luxury, convenience, and investment potential. Motivated seller - don’t miss your chance to experience this extraordinary waterfront retreat—schedule your private tour today!
2121 Gulf Beach Villas, Captiva, Florida 33924, image 1
$1,049,000 $226K
  • 3 Beds
  • 3 Baths
  • 1,500 SqFt
  • $699/SqFt
Condo for sale
2121 Gulf Beach Villas, Captiva, FL 33924
This two-story, three-bedroom, three-bath beach villa offers direct gulf views and a desirable corner location that enhances privacy and natural light—an ideal combination for both personal enjoyment and rental appeal. The open-concept living, dining, and kitchen areas create a comfortable coastal setting well-suited for entertaining or unwinding after a day on the beach. Enjoy the sound of the waves and memorable captiva sunsets from the living room or private patio. The main level includes the primary suite with en-suite bath, a guest bedroom with adjacent bath, and a stack washer and dryer for added convenience. Upstairs, a third bedroom with en-suite bath provides additional privacy, making the layout well-suited for accommodating family, guests, or renters. Located within gulf beach villas, residents and guests enjoy access to a community pool, tennis and pickleball courts, grilling areas, and direct beach access. Just a short walk to the village of captiva, dining, shopping, and starbucks, this villa offers an excellent blend of island lifestyle, walkability, and income potential.
3132 Tennis Villas, Captiva, Florida 33924, image 1
$634,000 $15K
  • 2 Beds
  • 2 Baths
  • 906 SqFt
  • $700/SqFt
Condo for sale
3132 Tennis Villas, Captiva, FL 33924
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.
4112 Bayside Villas, Captiva, Florida 33924, image 1
$489,000 $41K
  • 1 Beds
  • 2 Baths
  • 684 SqFt
  • $715/SqFt
Condo for sale
4112 Bayside Villas, Captiva, FL 33924
Welcome to bayside villas, where coastal charm meets modern comfort! This beautifully appointed one-bedroom, two-bathroom villa offers breathtaking views of the marina and bay, leading to open waters. Designed for relaxation and functionality, the villa features luxury vinyl flooring, granite countertops, and coastal-inspired decor throughout. Nestled in the heart of the bayside villas community, 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. This property is perfect for personal enjoyment or investment. Your slice of paradise awaits!
4216 Bayside Villas, Captiva, Florida 33924, image 1
$489,000 $41K
  • 1 Beds
  • 2 Baths
  • 684 SqFt
  • $715/SqFt
Condo for sale
4216 Bayside Villas, Captiva, FL 33924
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!
5232 Bayside Villas, Captiva, Florida 33924, image 1
$494,900 $50K
  • 1 Beds
  • 2 Baths
  • 684 SqFt
  • $724/SqFt
Condo for sale
5232 Bayside Villas, Captiva, FL 33924
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.
5120 Bayside Villas, Captiva, Florida 33924, image 1
$499,000 $46K
  • 1 Beds
  • 2 Baths
  • 684 SqFt
  • $730/SqFt
Condo for sale
5120 Bayside Villas, Captiva, FL 33924
Bayside bliss! This charming 1-bedroom, 2-bath condo combines comfort, style, and versatility—ideal for personal enjoyment or as an investment opportunity. Situated on the elevated first floor with stunning views of pine island sound, the condo offers a tranquil setting with picturesque scenes of boats, wildlife and more. The interior is thoughtfully designed with coastal-inspired furnishings, creating a bright and inviting atmosphere. The kitchen features granite countertops, shaker-style wood cabinetry, stainless steel appliances, and a spacious double sink. Both bathrooms are appointed with granite vanities and decorative mirrors. Fully furnished and move-in ready, this condo ensures seamless enjoyment. Located in the heart of captiva, bayside villas offers convenient access to the beach, the village of captiva, and popular restaurants. Amenities include a pool, spa, under-building parking, and an assigned storage locker, making this property a true gem.
1124 Longifolia Ct, Captiva, Florida 33924, image 1
$3,395,000
  • 5 Beds
  • 5 Baths
  • 4,356 SqFt
  • $779/SqFt
House for sale
1124 Longifolia Ct, Captiva, FL 33924
Welcome to the palm & shell. A rare opportunity to purchase an estate home on captiva within south seas resort. This stunning home was completely renovated with quality craftsmanship and attention to every detail--from coastal themed bedroom names to airy island decor' and artwork throughout. Featuring a soaring, 2 story entry, 10 ft ceilings throughout, luxury interior furnishings, custom kitchen cabinetry, large walk-in pantry, spacious laundry, stunning checkerboard porcelain tile throughout, carpeted bdrms, and a brand new 3 story elevator. The spacious chef's kitchen features a huge peninsula, an island w/ electric, downdraft cooktop, wall oven & microwave, refrigerator/freezer, dw, and fully stocked kitchen with nespresso, keurig, fully stocked kitchen including service for 16--dinner & flatwear for interior or al fresco dining. Enjoy beach peeks from the kitchen windows. Dining room seats 12 w/ add'l counter seating and 4 person breakfast nook. The open living room was made for family time--featuring plush couches, armchairs, electric fireplace, dual ceiling fans, & built-in library shelves and media/game cabinets. The star of the main level is the living room's wall of french doors, all of which open to a sprawling, screened-in balcony overlooking the pool & grounds. The main level features (3) bedrooms--a queen jr suite w/ en-suite bathroom & balcony, double full br and queen br with their own neighboring bathrooms. The 3rd floor is the penthouse style primary bdrm--featuring a sitting area & desk, luxurious bathroom suite w/ full body showers, whirlpool tub, on-demand hwh, dual sinks, quarty vanity, lighted mirror and spacious closets. The primary suite's private deck enjoys both bay & gulf views--perfect for enjoying sunrise coffees and evening sunsets. The br next to the primary makes a perfect home office or child's bdrm and features a wet bar and private balcony with gulf views. The soaring 2 story lanai features panoramic screens and offers the very best of outdoor gulf living. Its extra large, heated pool and spa with waterfall feature, nighttime lighting, basket & volleyball nets, multiple lounge chairs, gas grill, large dining table, and entertaining area make it the heart of the home. Additional features: standing seam metal roof, work shop & large storage, space for bikes/kayaks/fishing gear/beach toys, oversized two car garage w/ space for golf carts, impact glass doors and windows and add'l layer of motorized shutters, indoor fire sprinklers, shell driveway, tropical landscaping w/ pops of color and a beach path to the private south seas beach. This gorgeous, one-of-a-kind captiva home has it all - luxury, location and lifestyle. Please call for a private viewing.
5122 Bayside Villas, Captiva, Florida 33924, image 1
$549,000
  • 1 Beds
  • 2 Baths
  • 684 SqFt
  • $803/SqFt
Condo for sale
5122 Bayside Villas, Captiva, FL 33924
Just renovated bayside villa located in the gated private south seas resort. New kitchen and bathrooms to include granite countertops, shaker cabinets, new flooring, gorgeous walk-in shower all set in a soothing sea salt palette. Wake up to sunrise over pine island sound. The bayside amenities include an oversized sun-drenched pool and spa, under building parking, on site laundry, pool baths, marina side grills and picnic areas. No rental commitments so all options open. Move in and enjoy or place your property in a rental program. Just footsteps to the beach for a dip in the gulf of mexico. Easy access to village of captiva's shops, restaurants, boating and water sports. Enjoy south seas world class amenities with membership. Immerse yourself in the luxury of this stunning property. This exclusive opportunity enhances your living experience, offering a range of premium amenities and services tailored for members and guests. With this exceptional membership, enjoy unparalleled access to facilities that elevate your lifestyle.
Captiva Beach, 11508 Wightman Ln, Captiva, Florida 33924, image 1
$1,895,000
  • 4 Beds
  • 4 Baths
  • 2,312 SqFt
  • $820/SqFt
High-End
House for sale in Captiva Beach
11508 Wightman Ln, Captiva, FL 33924
This near beach, 4 bedroom, 4 bath custom pool home is located on a sought-after private lane in captiva's "village". Just steps from the sugar sand, shell strewn beaches of the gulf. Built and owned by one family who used it for many wonderful years and also as a great rental property. Fantastic floor plan with vaulted ceilings, sky lights, tile and wood floors throughout. The first floor offers a screen enclosed porch/lanai, living/dining combination with a breakfast sitting area next to the breakfast bar and kitchen. There is a primary suite with sliders that open to the balcony, bathroom with double sinks and a tub/shower combination. There is a guest bedroom and guest bath on this floor as well. Balconies and sliders that run around the perimeter of the house and overlook the screen enclosed pool. The 2nd floor has a spacious loft that opens to the lower level, a laundry room and offers 2 bedroom en-suites. The 3rd floor has a private sundeck to watch wildlife, enjoy sunning and gazing at the stars at night. The screen-enclosed, heated pool is elongated to allow for lap swimming with plenty of space to sun and a covered outdoor area to enjoy outdoor dining, grilling and entertaining family and friends. Rinse off in the outdoor shower after a day at the beach. Just steps away from island restaurants, shopping, marina, library and chapel by the sea. Buyer must honor rentals.
1659 Lands End Vlg, Captiva, Florida 33924, image 1
$1,149,000 $76K
  • 2 Beds
  • 2 Baths
  • 1,397 SqFt
  • $822/SqFt
Condo for sale
1659 Lands End Vlg, Captiva, FL 33924
At the northernmost tip of captiva island, where the turquoise waters of redfish pass flow gracefully between the intracoastal waterway and the shimmering gulf of mexico, awaits one of florida’s most coveted enclaves. Tucked behind the private gates of the world-renowned south seas resort lies land’s end village, an intimate retreat of just 17 buildings, each thoughtfully designed with only four residences above covered parking. This rare collection offers an exclusive lifestyle in one of the gulf coast’s most breathtaking settings. This beautifully appointed 2-bedroom, 2-bath residence embodies comfort and sophistication. An open-concept kitchen flows seamlessly into the living space, where walls of glass invite the outdoors in. Expansive screened lanais frame sweeping views of emerald fairways, glistening lakes, and the shimmering waters of the bay and gulf beyond, bringing the essence of island living to every corner of the home. The large primary suite offers a spacious bathroom and breathtaking views. Land’s end village is more than a residence, it’s a lifestyle. Owners enjoy a private pool and spa in a breathtaking setting, fitness center, tennis and pickleball courts. Here, every moment feels like a postcard. Watch sailboats drift effortlessly along the intracoastal, cast into world-class fishing grounds at redfish pass, or stroll captiva’s powdery white sands as the sun melts into the gulf—painting the sky with unforgettable sunsets that have become a cherished nightly ritual. Beyond the shoreline, the lush greens of a manicured golf course and tropical landscapes create a vibrant backdrop worthy of a travel magazine spread. The south seas resort itself is undergoing an extraordinary transformation. Soon, residents and guests will experience enhanced dining, a full-service marina, family-friendly waterparks, an executive golf course, and countless new amenities that redefine luxury resort living. Whether envisioned as a private coastal sanctuary or an enticing investment opportunity in the thriving vacation rental market, this residence offers unparalleled flexibility—free of current rental management commitments. It is an invitation to be part of the revitalization of one of florida’s most iconic resorts and to own a piece of paradise at the water’s edge.
2623 Beach Villas, Captiva, Florida 33924, image 1
$570,000 $25K
  • 1 Beds
  • 1 Baths
  • 687 SqFt
  • $830/SqFt
Condo for sale
2623 Beach Villas, Captiva, FL 33924
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.
Gold Coast Of Captiva Island, 16309 Captiva Dr, Captiva, Florida 33924, image 1
$4,250,000 $500K
  • 6 Beds
  • 41/2 Baths
  • 4,861 SqFt
  • $874/SqFt
Ultra Luxury
House for sale in Gold Coast Of Captiva Island
16309 Captiva Dr, Captiva, FL 33924
Main home is 3 bedroom 2 1/2 baths and elevated. Guest house is 2 bedrooms 1 bath and the cottage is 1bedroom 1 bath. This secluded captiva island estate unfolds like a secret whispered along the shores of roosevelt channel, where privacy and natural beauty blend into an atmosphere of pure coastal enchantment. Approached by a modest shell drive softened by lush vegetation, the entrance is marked only by a discreet sign: le jardin: the garden. It is an invitation into another world, where tropical abundance greets you in every direction. Swaying palms, fragrant citrus groves, and vivid blooms guide your journey through nearly two acres of waterfront paradise. As the winding drive gently curves beneath the canopy of greenery, the estate slowly reveals itself. At its heart stands an exquisite old florida inspired residence, perfectly poised along the serene waters of the channel. With three bedrooms and two and a half baths, the main home evokes the timeless romance of florida’s classic coastal architecture, offering stunning water views from almost every room. Inside, the expansive kitchen becomes a natural gathering place, centered around a gas range ideal for culinary celebrations. Here, lingering conversations unfold beside the warmth of the fireplace, while large porches just beyond invite you to breathe in the salt-kissed breeze and watch as dolphins play and boats drift by in the afternoon sun. Steps from the water, your private dock extends into the channel, complete with two boat lifts ready to host your adventures. The days here are effortlessly filled with the best of island living: setting out on the boat to fish or explore nearby islands, cruising to waterfront restaurants, or slipping a kayak into the calm blue water to paddle toward the untouched sanctuary of buck key just across the channel. For quieter moments, a thatched tiki hut offers peaceful shade along the shoreline where you can savor the stillness of the island. Meandering deeper into the property, you arrive at the charming two bedroom pool house. Beamed ceilings soar above a warm, inviting space anchored by a stone fireplace. A kitchenette, relaxed seating areas, and game spaces encircle the screened swimming pool, creating a private oasis for effortless entertaining and unforgettable gatherings. Further along the shell path, a generous garage and storage building awaits, designed to shelter everything from bicycles and beach gear to kayaks and boating essentials. At the very end of the lane, tucked elegantly within the gardens, sits a picturesque guest cottage complete with a full kitchen, living room, bedroom, and bath. It is an intimate hideaway perfect for visiting friends or attentive caretakers, enveloped in the tranquility of nature. Le jardin is more than an estate; it is an experience.
2117 Gulf Beach Villas, Captiva, Florida 33924, image 1
$610,000 $65K
  • 1 Beds
  • 1 Baths
  • 687 SqFt
  • $888/SqFt
Condo for sale
2117 Gulf Beach Villas, Captiva, FL 33924
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!
1656 Lands End Vlg, Captiva, Florida 33924, image 1
$1,895,000 $100K
  • 3 Beds
  • 3 Baths
  • 2,115 SqFt
  • $896/SqFt
Condo for sale
1656 Lands End Vlg, Captiva, FL 33924
This exceptional two-story residence overlooks a tranquil lake, golf course, and the shimmering waters of pine island sound and the gulf of mexico. Enjoy breathtaking sunrises and sweeping daytime views from this remarkable three-bedroom, three-bath condominium, located in the prestigious lands’ end villas at the northernmost point of captiva island. A true highlight of the home, the penthouse primary suite offers awe-inspiring 180-degree panoramic vistas—an ideal canvas to create your own serene private retreat. The expansive living area is thoughtfully designed for comfort, enjoyment, and entertaining, featuring both a glass-enclosed lanai and an open-air lanai, along with a private sundeck off the primary suite that captures some of the most spectacular sunrise views on captiva. Numerous upgrades enhance the residence, including an upstairs laundry room, an expanded primary walk-in closet and large owner’s closet, a beautifully appointed primary bath, and a relaxing jetted tub. Additional features include a private elevator, two dining areas, a breakfast bar, and elegant quartz and granite countertops throughout. Offered furnished with exceptions, this unique coastal residence is ready to welcome you and your family to create treasured memories while enjoying the exceptional amenities and unparalleled views that lands’ end village offers.
Captiva Shores, 15411 Captiva Dr #3B, Captiva, Florida 33924, image 1
$1,295,000 $105K
  • 3 Beds
  • 21/2 Baths
  • 1,410 SqFt
  • $918/SqFt
High-End
Condo for sale in Captiva Shores
15411 Captiva Dr #3B, Captiva, FL 33924
Opportunity is knocking! If you are looking for a beautiful gulf to bay property to call home on captiva's premier tween waters stretch you've found it! This ideal location offers miles of shell strewn beach, unparalleled sunsets, deepwater direct access boating with dockage, pool and weekly rentals. This particular unit features beautiful bay views and an open floor plan with a large lanai. The guest rooms are located on the main level with the primary suite encompassing the top level. Available for the first time & owned by the same family for over 40 years. The complex is wrapping up construction and is near completion. The unit will be brought back to a white box with the drywall completed. This is a fabulous opportunity to select your finishes and reinvent this beauty with new interior finishes. A short stroll away is captiva village with its shopping and dining opportunities. Watch the sunrise from your balcony and brilliant sunsets from the beach.  Projected gross revenue 2025 $143, 718; 2026 $148, 029.
Captiva Residential, 15160 Captiva Dr, Captiva, Florida 33924, image 1
$4,749,000
  • 6 Beds
  • 61/2 Baths
  • 4,857 SqFt
  • $978/SqFt
Ultra Luxury
House for sale in Captiva Residential
15160 Captiva Dr, Captiva, FL 33924
Experience the timeless coastal allure of 15160 captiva drive, a stunning estate designed with a rare reverse floor plan to capture sweeping bay views from its multi-level decks. This 6-bedroom + den, 6.5-bath residence offers more than 4, 800 square feet of refined living space, blending elevated design with effortless island living. Crafted in coastal-tuscan style, the home showcases travertine flooring in the main living areas, warm wood flooring in the bedrooms, and soaring 10+ ft ceilings with detailed crown molding. The thoughtful layout features multiple living rooms, all ensuite bedrooms, an elevator, a morning kitchen, and a private in-law suite—ideal for hosting with comfort and privacy in mind. The chef’s kitchen is beautifully appointed with a gas cooktop, stainless steel appliances, granite countertops with breakfast bar seating, custom wood cabinetry, a walk-in pantry, oversized sink, and a dedicated bar area for seamless entertaining. Step outside and enjoy the best of the #islandlifestyle with a private pool and spa, spacious covered and open patios, and effortless beach access just a short walk away. Perfectly positioned near captiva village, beloved island restaurants, and boutique shopping, this residence embraces everything that defines the #captivalifestyle.
Captiva Residential, 16813 Captiva Dr, Captiva, Florida 33924, image 1
$2,500,000 $250K
  • 3 Beds
  • 3 Baths
  • 2,530 SqFt
  • $988/SqFt
Ultra Luxury
House for sale in Captiva Residential
16813 Captiva Dr, Captiva, FL 33924
Welcome to your captiva island oasis! This gorgeous home is the perfect island get-a-way- situated on roosevelt channel offering direct gulf access from your private dock and a rare boathouse with 20, 000lb. Boat lift- the natural shoreline adds privacy and allows for a great kayak/sup launch area. Just a short stroll to one of the best beaches and shelling locations! This 3 bedroom, 3 bath, pool home has travertine floors throughout main living level and hardwood floors in the private, 2nd floor primary suite. The primary suite has vaulted/beamed ceiling & a private sunning deck w/water views. Primary bathroom has double sinks and custom glass tile. The kitchen has been completely renovated and cleverly designed to maximize storage and flow in the main living area, adding a custom island and space for a 60" range and hood, custom built-ins added in all bedroom closets, this home is light, bright and everything you want in an island home. After a day on the water, take a swim in the sparkling concrete elevated pool surrounded by lush tropical vegetation offering a feeling of seclusion and privacy. Newer septic system, 2 a/c's 2022, washer & dryer 2025. Enjoy island living, boating, fishing, shelling, sunning and stunning sunsets on captiva island. Property sold furnished, main living area and bedroom images are virtually staged adding accessories and artwork. Furniture is in place. 60" range and hood in kitchen is virtually staged, propane tank installed and piped ready for range to be installed.
1602 Lands End Vlg, Captiva, Florida 33924, image 1
$2,494,000
  • 3 Beds
  • 3 Baths
  • 2,444 SqFt
  • $1,020/SqFt
Condo for sale
1602 Lands End Vlg, Captiva, FL 33924
Perched at the northernmost point of captiva island, lands end 1602 is a rare end-unit penthouse offering an unmatched combination of privacy, luxury, and breathtaking natural beauty. Located within the exclusive lands end village, this 3-bedroom, 3-bathroom residence overlooks the serene waters of red fish pass, delivering sweeping 180-degree, unobstructed views of pine island sound and beyond. Spanning over 2, 300 square feet across two elegantly designed levels, the interior is bathed in natural light and finished in a serene palette of neutral tones. The open floor plan gracefully balances relaxed island living with refined entertaining, featuring a gourmet kitchen with rich wood cabinetry, granite countertops, a breakfast bar, dining areas. The spacious living and den areas seamlessly extend to an under air enclosed lanai and an expansive sundeck—perfectly positioned to capture both sunrise and sunset over captiva’s breathtaking seascapes. Two guest bedrooms with en-suite baths and each with its own private terrace are thoughtfully situated on the main level, providing privacy and comfort for family and guests alike. Upstairs, the penthouse-level primary suite is a tranquil retreat framed by walls of glass showcasing panoramic coastal views. A large, private newly tiled deck invites moments of solitude under the stars, while the spa-inspired bath pampers with a jetted soaking tub, double vanities, sunlit skylights, and a walk-in shower. Additional comforts include under-building parking and storage, an upstairs laundry room, new roof, new ac, new irrigation and landscape lighting and tasteful furnishings offered with few exceptions. Beyond the residence, lands end village envelops you in the essence of resort-style island living. Enjoy direct beach access, a stunning updated association pool and hot tub surrounded by a sun-drenched patio with plush loungers, an outdoor shower, gas bbq grills, a community house, tennis and pickleball courts and a private fitness center. Whether you’re seeking a serene personal sanctuary, a luxurious seasonal escape, or a high-potential investment, lands end 1602 offers a rare opportunity to own one of captiva’s most coveted penthouses—where nature, privacy, and timeless elegance converge. Offered furnished with all custom curtains and hunter douglas blinds included. Current rentals to be honored. This is island living at its absolute finest.
2315 Beach Villas, Captiva, Florida 33924, image 1
$1,125,000
  • 2 Beds
  • 2 Baths
  • 1,043 SqFt
  • $1,079/SqFt
Condo for sale
2315 Beach Villas, Captiva, FL 33924
2 bed 2 bath direct beachfront condo on captiva island! South seas serenity is a thoughtfully renovated coastal luxury residence blending refined design with established income performance in the heart of captiva island. This two-bedroom, two-bath condo has been curated with an emphasis on quality materials, high-end finishes, and a sophisticated coastal aesthetic. The property has received consistently strong reviews, with all 5-star ratings to date. The bright, open-concept layout is enhanced by custom woodwork and custom built-in mirrors throughout, amplifying natural light and creating a layered, designer-quality interior with depth and visual interest. High-quality flooring, modern lighting, and clean-lined finishes contribute to a designer yet comfortable living environment. The kitchen features quartz countertops, contemporary cabinetry, and bosch appliances, and opens to the living and dining areas for functional use of space. The living area opens to a private balcony offering peaceful views, beautiful sunsets, and direct gulf views. The primary suite provides generous space with an en-suite bathroom. The unit has a documented rental history. Since completion of the remodel in july 2021, the property has generated approximately $350, 000 in net rental income (after management fees, taxes, and vrbo/airbnb fees; before association fees, insurance, and mortgage). Income figures are provided for informational purposes only and are not guaranteed. Future rental income may vary. Based on seller analysis and market research, this property ranks among the highest-producing income properties under $1.2m from marco island to anna maria island and everywhere in between. With almost $70, 000 net (before cleanings) already booked for 2026, with substantial additional reservations expected. Professionally managed, the property is meticulously maintained and delivers a high-end guest experience with luxury amenities. Buyer may continue with the existing management company, select a management company of their choice, or explore participation in the resort rental program, subject to applicable terms. Seller will make a good-faith effort to relocate existing reservations; however, buyer shall be required to honor any reservations that cannot be relocated. The property is offered turnkey furnished, excluding the striped chairs and curtains. Furnishings include all high-end designer pieces from one kings lane, serena & lily, williams sonoma, tempur-pedic mattresses, and emtek hardware. A detailed inventory list will be provided. Community amenities include a pool located directly in front of the building, convenient direct beach access, & nearby tennis and pickleball courts. The property is within walking distance to captiva village dining, shopping, and marina amenities. This offering presents an opportunity to acquire a renovated, income-producing condominium in one of southwest florida’s most desirable coastal locations.
Captiva Residential, 15161 Wiles Dr, Captiva, Florida 33924, image 1
$4,350,000
  • 5 Beds
  • 51/2 Baths
  • 3,969 SqFt
  • $1,096/SqFt
Ultra Luxury
House for sale in Captiva Residential
15161 Wiles Dr, Captiva, FL 33924
Where timeless island architecture meets modern luxury, this exceptional captiva retreat offers the rare combination of privacy, craftsmanship, and outstanding income-producing potential. Designed by acclaimed architect bud lawrence and situated on a premier corner lot just steps from both the gulf beach and bay, this 5-bedroom, 5.5-bath residence was built for both relaxed island living and unforgettable entertaining. Surrounded by lush tropical landscaping, the home centers around an impressive two-story screened lanai featuring a pebbletec heated pool and spa, waterfall, waterslide, expansive covered living areas, and a fully equipped outdoor kitchen with a built-in thermador grilling station. Whether hosting family gatherings or accommodating large groups, the floor plan is designed to comfortably sleep multiple generations and guests with two private primary suites, three additional guest suites, and elevator access to all levels. Inside, custom craftsmanship is showcased throughout with brazilian cherry wood flooring, marble finishes, handcrafted sinker cypress doors, custom cabinetry, imported roof tiles, decorative precast architectural details, and copper gutters and downspouts. The gourmet kitchen is complemented by dual wine coolers and generous entertaining space, while extensive technology upgrades include a control4 smart home system, a 140-inch projection screen, surround sound, and integrated outdoor audio. Perfectly positioned in the heart of captiva island, owners and guests can easily walk to the beach, bay, restaurants, shops, marinas, and island attractions. With its desirable location, spacious layout, resort-style amenities, and ability to accommodate larger groups, the property also offers exceptional vacation rental potential in one of southwest florida's most sought-after island destinations. A rare opportunity to own a distinctive captiva residence where luxury, location, and lifestyle come together.
Sunset Captiva, 15123 Captiva Dr #103, Captiva, Florida 33924, image 1
$1,499,000 $100K
  • 2 Beds
  • 2 Baths
  • 1,323 SqFt
  • $1,133/SqFt
High-End
Condo for sale in Sunset Captiva
15123 Captiva Dr #103, Captiva, FL 33924
Sunset captiva harbor side offers a rare chance to own in one of captiva’s most unique gulf-to-bay communities, perfectly situated in the heart of historic captiva village. This coveted location blends exceptional value with sweeping views of pine island sound, buck key, and abundant island wildlife. As the only community in the village offering full amenities, sunset captiva delivers an unmatched island lifestyle. This newly remodeled residence features luxury finishes throughout, with two spacious bedrooms and open, airy living areas designed for effortless coastal living. Highlights include deep-water dockage, a community pool, tennis and pickleball, elevator access, and a private boardwalk leading directly to the gulf. The boutique 10-unit complex also provides a ground-floor storage area large enough for a golf cart—an island essential. Offered fully furnished and turnkey, this property is ideal as a private retreat, income-producing rental, or smart investment. With its prime location, elevated design, and resort-style amenities, sunset captiva harbor side is your opportunity to claim a true piece of paradise.
1 - 29 of 71 Results
Captiva, FL Snapshot
72
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0
New Listings
$339K to $18.9M
Price Tier
7
Pending Sales
$955K
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