Captiva Real Estate


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Newest Captiva Properties

  •  3233 Tennis Villas, Captiva, FL - MLS# 225021477

    225021477 - 3233 Tennis Villas, Captiva, FL 33924
    1 Day on yellowkey

    $699,000 | Condo | 2 beds | 2.0 baths

    Located behind the gates of South Seas Resort, the exclusive South Seas Villas community offers a serene coastal retreat with a sundeck, pool, gazebo featuring a outdoor dining area, and BBQ facilities. Nestled within the southern enclave, just steps from the beach, this renovated top-floor, two-story villa overlooks a lush courtyard and tropical vegetation. The open-concept design showcases quartzite countertops, white shaker cabinetry, and tile flooring in living areas, all complemented by stylish coastal décor and furnishings. Natural light pours in through impact sliding glass doors and a large picture window, while the screened lanai provides a perfect spot to enjoy the island breeze. The lower level hosts a private guest ensuite, while the upper level boasts a spacious primary ensuite, creating an ideal layout for both relaxation and entertaining. Experience resort-style living in this beautifully appointed villa- where modern elegance meets coastal charm.

    Listing is courtesy of: John R. Wood Properties (239-472-2411)
    Listing Agent: Leane Taylor Suarez (239-872-1632)

  •  29 Beach Homes, Captiva, FL - MLS# 225021478

    225021478 - 29 Beach Homes, Captiva, FL 33924
    1 Day on yellowkey

    $3,249,000 | Two Story | 4 beds | 4.0 baths | 1 car

    Unlock the enchantment of Beach Home 29, an appealing 4-bed+loft, free-standing, dual-level residence overlooking the Gulf and sandy shores. Designed with an open-concept layout, the home offering over 3,000 Square Feet features beadboard wood kitchen cabinetry, stainless steel appliances, tile flooring and coastal furnishings—a perfect blend for the tropical Captiva Island setting. The spacious great room, with walls of sliding glass doors, seamlessly connects to the Gulf-front outdoor living spaces, creating a breezy, coastal vibe. Multi-level decking and a screened lanai offer panoramic views, ideal for soaking in sunsets or hosting alfresco dinners. The home’s classic, cohesive design is complemented by warm country coastal elements that add character and comfort throughout. Located in an exclusive, low-density community of only 33 homes, residents enjoy direct beach access, three community pools, BBQ areas, & tennis/pickleball courts. Embrace the ultimate coastal lifestyle at Beach Home 29—where timeless design meets beachfront serenity.

    Listing is courtesy of: John R. Wood Properties (239-472-2411)
    Listing Agent: Leane Taylor Suarez (239-872-1632)

  •  1423 Beach Cottages, Captiva, FL - MLS# 225021499

    225021499 - 1423 Beach Cottages, Captiva, FL 33924
    1 Day on yellowkey

    $1,625,000 | Condo | 2 beds | 2.0 baths

    Situated amongst the tall pines along Captiva’s coastline sits a beautifully renovated 2-bedroom, 2-bathroom retreat that seamlessly blends coastal elegance with modern sophistication. The interior has been thoughtfully designed to create a coastal style with comfort and functionality, all set against the breathtaking backdrop of Captiva’s natural beauty. The open-concept living space is adorned with sleek grey porcelain flooring, enhancing the airy ambiance and abundant natural light. A redesigned kitchen serves as the heart of the home, featuring an expansive quartz breakfast bar, shaker wood cabinetry, and modern tile backsplash—all flowing to a Beach front living room and patio…steps away from toes in the sand! Wake up to sweeping Gulf views in the serene primary suite, which offers a en-suite bathroom boasting quartz countertops, dual modern backlit mirrors, and a walk-in shower complete with pebble stone flooring. A charming guest room with twin beds adjacent to an elegantly appointed bathroom. Experience the best of Captiva Island living with effortless access to pristine beaches, renown dining, and beloved local attractions. Whether you seek a tranquil escape or a vibrant coastal lifestyle, this exquisite beach cottage delivers an unparalleled retreat.

    Listing is courtesy of: John R. Wood Properties (239-472-2411)
    Listing Agent: Leane Taylor Suarez (239-872-1632)

  •  33 Beach Homes, Captiva, FL - MLS# 225019701

    225019701 - 33 Beach Homes, Captiva, FL 33924
    2 Days on yellowkey

    $4,350,000 | Other,See Remarks,Traditional | 4 beds | 3.0 baths

    Nestled within the exclusive enclave of Beach Homes, this rare freestanding Gulf-front cottage offers an unparalleled coastal lifestyle. Elevated on pilings for enhanced views and privacy, this residence features a private staircase leading directly to the pristine sandy beach—your backyard oasis. Designed with timeless California coastal elegance, the interior showcases a refined blend of natural fibers, rich wood accents, and jewel-tone textiles. Durable COREtec flooring, solid wood shaker-style doors, and board and batten accent walls complement the thoughtfully curated aesthetic. Skylights infuse the home with natural light, enhancing the open and airy ambiance. The kitchen is a chef’s dream, appointed with stainless steel appliances, a gas range, 2.5-inch quartz countertops, a classic white subway tile backsplash, and floor-to-ceiling custom wood cabinetry. Four bedrooms and three baths provide ample space for family and guests. Meticulously updated in 2020, this home benefits from modernized plumbing and electrical systems, a tankless water heater, and new A/C. Exterior renovations include a durable concrete tile roof, PGT impact-rated windows and sliders that seamlessly pocket into the walls, and Azek composite decking. Additional storage beneath the home enhances functionality. The Beach Homes community offers exclusive amenities, including three resort-style pools, tennis courts, and barbecue grills. Additionally, the COA fee provides the convenience of building insurance. Immerse yourself in a serene beachfront setting, where refined design meets effortless luxury.

    Listing is courtesy of: Premier Sotheby'S Int'L Realty (239-472-2735)
    Listing Agent: Jeffrey Burns (239-464-2984)

  •  5124 Bayside Villas UNIT 5124, Captiva, FL - MLS# 225018400

    225018400 - 5124 Bayside Villas UNIT 5124, Captiva, FL 33924
    7 Days on yellowkey

    $399,000 | Condo | 1 beds | 2.0 baths | 1 car

    Incredible investment opportunity to buy on Captiva Island with this fantastic one-bedroom, two-bathroom villa inBayside Villas at World Renowned South Seas Resort. Located in a sought-after community with the ability to offerdaily rentals, this meticulously maintained property is already enrolled in a successful rental program, making it anexcellent income-generating opportunity. Inside, the villa you will enjoy pristine finishes, with contemporary flooring,solid surface countertops, and tasteful coastal-inspired accents throughout. The open layout creates a spacious,inviting atmosphere that maximizes comfort and style. Step out onto your private balcony and enjoy peaceful bayviews, offering the perfect spot for relaxation after a day at the beach or exploring Captiva’s vibrant village. With easyaccess to world-class beaches, dining, and shopping inside and outside the resort, this villa is ideally located forthose seeking both tranquility and adventure. Bayside Villas offers onsite amenities including tennis courts, a hugepool, spa, parking, and an assigned storage locker. The resort amenities are spectacular with docking for your boat,scenic golf coarse, multiple water parks, lots of dining opportunities, world class beaches, spa, and so much more.Whether you're looking for a vacation retreat or an investment property, this villa is an exceptional choice. Your sliceof paradise is waiting!

    Listing is courtesy of: Royal Shell Real Estate, Inc. (239-472-0078)
    Listing Agent: Michael Mcmurray (239-850-7888)

  •  660 Gulf Lane, Captiva, FL - MLS# 225018846

    225018846 - 660 Gulf Lane, Captiva, FL 33924
    9 Days on yellowkey

    $4,500,000 | Other,Two Story | 4 beds | 4.5 baths

    Professional Photos & Video Coming Soon! Stay tuned for a stunning visual showcase of this exceptional property.**A Gulf-Front Luxury Retreat – 660 Gulf Lane, North Captiva Island** Welcome to *Beauty & The Beach*, the pinnacle of island luxury. This breathtaking Gulf-front estate offers 4 bedrooms, 4.5 bathrooms, and 3,374 sq. ft. of sophisticated living space in one of Florida’s most exclusive coastal destinations. ### **Unmatched Coastal Elegance** Designed for seamless indoor-outdoor living, this contemporary masterpiece features floor-to-ceiling impact-resistant glass, soaring barrel-vaulted ceilings, and stunning Gulf views from every level. ### **Gourmet Perfection** The state-of-the-art kitchen boasts premium stainless-steel appliances, custom cabinetry, and an expansive island—perfect for entertaining. The adjacent dining space, beneath vaulted ceilings, creates a refined yet inviting ambiance. ### **Ultimate Relaxation & Entertainment** - The primary suite offers a private balcony, spa-like ensuite, and breathtaking sunset views. - Additional guest suites provide comfort and elegance. - The entertainment level includes a fitness center, game room, and inviting lounge spaces. ### **Resort-Style Outdoor Living** Enjoy the heated pool, expansive decks, and panoramic Gulf views—ideal for sunset cocktails or starlit gatherings. A private elevator connects all levels for effortless access. ### **Exclusive Island Living** Situated on one of North Captiva’s most desirable stretches of beach, this estate provides long-term coastal security and natural beauty. A club and dock membership offers exclusive boating and leisure amenities. **A Rare Opportunity** Own a true Gulf-front masterpiece where modern luxury meets unspoiled paradise. **Schedule Your Private Tour Today!**

    Listing is courtesy of: Century 21 Sunbelt Realty (239-561-5645)
    Listing Agent: Angel Ruano (239-357-0948)

  •  11550 Paige Court, Captiva, FL - MLS# 225018787

    225018787 - 11550 Paige Court, Captiva, FL 33924
    9 Days on yellowkey

    $6,500,000 | Florida,Other,Two Story,See Remarks | 5 beds | 6.0 baths | 2 gar

    Nestled on the serene shores of Captiva Island, within the exclusive community of Tarpon Bay, this gulf-front estate epitomizes luxury coastal living. Boasting both gulf and bay access, residents here enjoy the best of both worlds—a private deeded beach for shell-seekers and direct access to Pine Island Sound for boating enthusiasts. The Key West-style architecture of the main home and attached guest house reflects the relaxed yet sophisticated ambiance of island living. Every detail speaks to the quality and craftsmanship expected in a home of this caliber, with numerous upgrades enhancing comfort and style. Adding convenience, a private elevator provides easy access between floors. Entertainment is effortless with a resort-style pool featuring a cascading spa, complemented by an expansive outdoor area ideal for gatherings and relaxation. Set on a sprawling one-acre homesite, the property offers a tranquil park-like setting, perfect for enjoying the island's natural beauty and privacy. This Gulf front estate on Captiva Island not only offers luxurious living spaces and top-tier amenities but also provides unparalleled access to the Gulf of Mexico. Welcome home!

    Listing is courtesy of: Premier Sotheby'S Int'L Realty (239-472-2735)
    Listing Agent: Stephanie Bissett (239-292-3707)

  •  16813 Captiva Drive, Captiva, FL - MLS# 225018546

    225018546 - 16813 Captiva Drive, Captiva, FL 33924
    10 Days on yellowkey

    $3,500,000 | Florida,Two Story,Stilt | 3 beds | 3.0 baths | 2 gar

    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.

    Listing is courtesy of: John R. Wood Properties (239-472-2411)
    Listing Agent: Babs Maughan (239-314-4800)

  •  1 Sunset Captiva Lane, Captiva, FL - MLS# 225017068

    225017068 - 1 Sunset Captiva Lane, Captiva, FL 33924
    14 Days on yellowkey

    $4,495,000 | Two Story | 2 beds | 2.5 baths

    Nestled at the quaint end of Captiva's unofficial main street, this beautifully remodeled beachfront property offers the perfect blend of serene coastal living and vibrant island charm. Ideally located just steps from the heart of Captiva, this home places you at the center of it all—while still offering privacy and stunning water views that define the island lifestyle. Whether from your lanai, living room, or dining area, you'll be treated to stunning sunsets over the Gulf, a daily spectacle that never gets old. Inside, the open-concept kitchen is perfect for entertaining, while the inviting fireplace creates a cozy ambiance for those cooler island evenings. The expansive outdoor area features both screened and open lanais, providing the perfect spaces for sunbathing, dining, or simply relaxing. A fully-equipped grilling station sets the stage for memorable alfresco meals with family and friends. Just a short stroll from your front door, you’ll find an array of charming shops, local restaurants, bars, and entertainment—making this an ideal location for those who want to experience the true essence of island life. The community offers amazing amenities including a large pool, tennis courts and a boat dock on the bayside. This property is the perfect escape for anyone seeking a low-maintenance, yet luxurious lifestyle in one of the most sought-after locations on Captiva. With its incredible walkability, modern upgrades, and tranquil outdoor spaces, this home offers the best of both worlds—the peacefulness of beach life combined with the excitement of Captiva's island offerings. Embrace your island dream here, where sunsets are always spectacular and every day feels like a vacation.

    Listing is courtesy of: Premier Sotheby'S Int'L Realty (239-472-2735)
    Listing Agent: Jeffrey Burns (239-464-2984)

  •  5136 Bayside Villas, Captiva, FL - MLS# 225015381

    225015381 - 5136 Bayside Villas, Captiva, FL 33924
    20 Days on yellowkey

    $521,000 | Condo | 1 beds | 2.0 baths

    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.Originally remodeled in 2002, 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, 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. Don’t miss your chance to experience this extraordinary waterfront retreat—schedule your private tour today!

    Listing is courtesy of: Pelican'S Nest Realty Services (239-541-0010)
    Listing Agent: Shanan Spearing (239-400-5555)

  •  4216 Bayside, Captiva, FL - MLS# 225014385

    225014385 - 4216 Bayside, Captiva, FL 33924
    22 Days on yellowkey

    $579,000 | Condo | 1 beds | 2.0 baths

    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!

    Listing is courtesy of: Keller Williams Realty Fort Myers (239-236-4350)
    Listing Agent: Christopher Kirchner (239-470-4650)

  •  15899 Captiva Drive, Captiva, FL - MLS# 225013345

    225013345 - 15899 Captiva Drive, Captiva, FL 33924
    23 Days on yellowkey

    $5,950,000 Reduced | Contemporary,Two Story,See Remarks | 4 beds | 3.0 baths | 3 gar

    Nestled between the Gulf and Bay, this stunning beachfront home offers unparalleled 180-degree views of both pristine waters, coupled with direct deep-water boating access and a private dock space with lift. Perfect for those who enjoy both the beach and boating lifestyle, this residence seamlessly blends luxurious indoor spaces with expansive outdoor living areas. The thoughtfully designed split floor plan provides ultimate privacy for owners and guests, while the open-concept gathering areas flow effortlessly from room to room. Sunlight pours through large windows, highlighting the voluminous interiors and enhancing the beauty of the home. The light-filled spaces lead to multiple outdoor areas ideal for entertaining or relaxing, all while taking in the spectacular views. Enjoy easy maintenance witha galvalume roof, composite decking, aluminum railings, durable stucco finish, impact windows and doors and more. The beautifully landscaped property boasts a large fenced backyard with pavers, perfect for hosting or enjoying the outdoors, plus a spacious pool and spa for ultimate relaxation. The gourmet kitchen offers fantastic views of the Gulf, stone countertops, a large pantry, a cozy dining area, and an adjacent deck for alfresco dining. The master suite is a true retreat, featuring incredible Gulf views, a spacious bath, two walk-in closets, and a private office. With a 3-car garage, this home is as practical as it is luxurious—making it the perfect waterfront getaway. NOTE, this property is atsome of the highest elevation in the X Zone of Captiva Island.

    Listing is courtesy of: Royal Shell Real Estate, Inc. (239-472-0078)
    Listing Agent: Michael Mcmurray (239-850-7888)

  •  15200 Captiva Drive, Captiva, FL - MLS# 225012458

    225012458 - 15200 Captiva Drive, Captiva, FL 33924
    23 Days on yellowkey

    $2,049,000 | Florida,Other,See Remarks | 3 beds | 2.0 baths

    The history of Captiva Island is rich with stories of wonderful adventures, interesting characters and famous visitors. Interwoven in the fabric of Captiva, this wonderful home that has played a part in what makes Captiva truly special. In the heart of the Captiva Village where it's just a short walk to the beaches, restaurants, and marinas this wonderful home has been lovingly remodeled to preserve the charm of the Captiva of yesteryear while offering the touches of modern luxury that perfectly blend in an offering that is as timeless as it is tasteful. The inlaid wood vaulted ceilings help warm the natural light that floods through an abundance of windows that offer vistas of the blues of the homes newest addition, the brand new pool, and glimpses of the bay beyond, with the greens of your tropical vegetation offering privacy and serenity. Relax on your front porch as masts of sailboats drift by in the distance just as they have for hundreds of years, each with its own story to tell. Part of what makes Captiva captivating is the charm and quaint island feel where time stands still and stress can't find you. This home is ready to be your muse and inspiration as you write your own tale and add a new chapter of adventures to the story that is the magic of Captiva.

    Listing is courtesy of: Premier Sotheby'S Int'L Realty (239-472-2735)
    Listing Agent: Jeffrey Burns (239-464-2984)

  •  16486488 Captiva Drive, Captiva, FL - MLS# 225008480

    225008480 - 16486488 Captiva Drive, Captiva, FL 33924
    23 Days on yellowkey

    $9,500,000 | Two Story | 6 beds | 8.5 baths | 4 gar

    Discover the pinnacle of private Gulf-front living along Captiva Island’s exclusive Gold Coast. This magnificent gated estate is a rare and extraordinary beachfront sanctuary, offering a seamless blend of seclusion, sophistication, and breathtaking natural beauty. Set on a one-of-a-kind parcel with direct access to Captiva’s pristine sugar-sand beaches, this remarkable family compound delivers an unrivaled connection to the turquoise waters of the Gulf of Mexico and awe-inspiring sunsets. The grand main residence boasts six bedrooms and six-and-a-half baths, each crafted with exquisite architectural details and unparalleled craftsmanship. A two-story great room with soaring coffered ceilings, a gas fireplace, and panoramic Gulf views creates a dramatic yet inviting atmosphere. The formal dining room is elegantly appointed, while the gourmet kitchen is a chef’s dream, fully equipped with top-tier appliances and custom finishes. A one-of-a-kind, hand-painted private elevator adds an artistic touch to this coastal masterpiece. Designed for both privacy and indulgence, each bedroom suite features private balconies and screened lanais, providing serene Gulf breezes and unobstructed sunset views. The primary retreat is a sanctuary unto itself, offering his-and-her spa-inspired baths, a soaking tub, dual showers, double vanities, a morning bar, and expansive walk-in closets. Step onto your private screened lanai and take in the breathtaking ocean vistas as the waves roll onto the shore. An expansive coquina stone veranda surrounds the heated saltwater pool and spa, creating the perfect setting for luxurious outdoor living and entertaining. Six conveniently placed laundry rooms add to the home’s seamless functionality. The oversized two-car garage offers massive storage beneath the home for added convenience. A charming guest cottage enhances the estate, featuring two en-suite bedrooms, a full kitchen with breakfast bar, a spacious living area, and a private covered terrace. Additional amenities include two garages at the guest house, a large workshop, and ample storage space for all your island essentials. This exclusive beachfront oasis embodies the epitome of island luxury. Whether you seek a private sanctuary or an entertainer’s dream retreat, this Captiva estate is truly a rare gem that exceeds expectations....your paradise awaits.

    Listing is courtesy of: Douglas Elliman Florida,Llc (239-799-5300)
    Listing Agent: Brittany Skotak, Pa (239-290-5409)

  •  16475 Captiva Drive, Captiva, FL - MLS# 225008413

    225008413 - 16475 Captiva Drive, Captiva, FL 33924
    24 Days on yellowkey

    $8,500,000 | Two Story | 3 beds | 3.5 baths | 3 gar

    This private, gated estate, nestled along the serene shores of Captiva’s renowned Roosevelt Channel and surrounded by unspoiled nature, offers the ultimate blend of luxury, recreation, and coastal elegance. Designed for privacy and entertaining, this custom-built home features rich wood flooring, soaring beamed ceilings, and a grand beacon tower that floods the great room with natural light. A cozy gas fireplace adds warmth, while the gourmet kitchen, formal dining room, dedicated office, and wood-accented den provide refined living spaces. A chair lift on the staircase ensures accessibility. The outdoor living spaces are designed for enjoyment, with an expansive Brazilian wood deck overlooking a private tennis court and bocce court, outdoor fireplace, and a spiral staircase leading to a rooftop hot tub for spectacular stargazing. The private wellness center includes an indoor lap pool surrounded by travertine marble, a fitness room, and a personal sauna. Two grand ensuite bedrooms serve as luxurious retreats, each with a morning bar, sitting area, and private laundry closet. For boating enthusiasts, two private docks with lifts—one covered—provide direct access to the Bay and Gulf for world-class fishing and boating. As the sun sets, unwind by the waterfront firepit and take in breathtaking views. A three-car garage with a workshop completes this exceptional estate, a rare opportunity to own a piece of Captiva Island history while embracing the tranquility of coastal living immersed in nature.

    Listing is courtesy of: Douglas Elliman Florida,Llc (239-799-5300)
    Listing Agent: Brittany Skotak, Pa (239-290-5409)

  •  16777 Captiva Drive, Captiva, FL - MLS# 224082961

    224082961 - 16777 Captiva Drive, Captiva, FL 33924
    24 Days on yellowkey

    $9,450,000 | Two Story | 6 beds | 4.5 baths | 3 gar

    A one of a kind offering with 150ft of water frontage laden with rich national history. President Theodore Roosevelt began frequenting Captiva in 1908. In 1917 he staged his houseboat at this very location for his legendary Devil Fish expedition of which he hunted and gathered for the Smithsonian. In the 1930s this property served as one of only two locations to deliver goods to Captiva mainly of which was building materials, delivered by barge. The oversized grandfathered dock was built in 1939 by the WPA which was founded by Franklin Roosevelt. The romantic boathouse, which is cantilevered over the water and is also grandfathered in, was constructed in 1953 by Harold Bixby. Bixby was one of Charles Lindbergh's primary backers in 1927 when Lindbergh accomplished his transatlantic flight in The Spirit of St Louis. The boathouse with two bedrooms and caretaker cottage with one bedroom stand today in superb condition with a recently installed composite roof with a 100 year life expectancy. As you approach the main house, you are greeted with the charm of olde world Southern architecture. Inside you will find soaring ceilings of cypress, and beautiful views of Roosevelt Channel along with three spacious bedrooms, a library and an office. Resting on over 1.3 acres with deeded beach access.

    Listing is courtesy of: Kingfisher Real Estate, Inc. (239-472-4411)
    Listing Agent: Phaidra Mcdermott (239-898-3778)

  •  15153 Captiva Drive W, Captiva, FL - MLS# 224103245

    224103245 - 15153 Captiva Drive W, Captiva, FL 33924
    24 Days on yellowkey

    $5,898,000 | Split Level | 3 beds | 3.0 baths | 2 gar

    Capture the charm of Old Captiva with deep water dockage on Roosevelt Channel. .48 acre with 100 feet of bay frontage with seawall and 200 ft deep. "Soundview" is an exceptional bayside parcel in the heart of the Captiva Village which offers abundant privacy with mature vegetation with exceptional boating and fishing. Boaters will appreciate the location just off of the Intercostal Waterway for deep water dock age to accommodate their larger vessel or sailboat. The brand-new dock offers ample space for two lifts. The spacious home offers 3 bedrooms, 3 baths, flex space and a large two-car garage. As you enter the home, the impressive details include a full rock fireplace and vaulted beamed ceilings that flows effortlessly onto the extended screened lanai. Enjoy outdoor living or entertaining overlooking the large private pool/spa, dock and tranquil waters. This private waterfront enclave is one of few properties Captiva has tooffer with its deep water dockage and location in addition to easy beach access! This is a true natureslovers paradise living among the shorebirds, manatee and dolphin. Enjoy this pristine location with ashort walk to the island galleries & shops.

    Listing is courtesy of: Kingfisher Real Estate, Inc. (239-472-4411)
    Listing Agent: Sue Plein (239-560-8265)

  •  16309 Captiva Drive, Captiva, FL - MLS# 225012304

    225012304 - 16309 Captiva Drive, Captiva, FL 33924
    24 Days on yellowkey

    $5,350,000 | Other,See Remarks | 6 beds | 4.5 baths | 2 gar

    This sprawling estate along Roosevelt Channel on Captiva's Gold Coast is as breathtaking as it is private. The modest shell drive, hidden by vegetation, is designated by a small sign that reads, "Le Jardin" or "The Garden." Feel the tropical vegetation welcome you with palm trees, citrus groves, and beautiful flowers as you make your way down the shell drive of this almost 2-acre waterside estate. The first building you arrive at is a quaint guest cottage with a full kitchen, living room, bedroom and bathroom tucked away in the gardens and perfect for guests or caretakers. Venturing further down the winding shell drive takes you to the garage and storage building perfect for all of your favorite modes of conveyance over both land and water. Venturing further into the estate brings you to the beautiful pool house where beamed ceilings, a stone fireplace and small kitchen and bedrooms surround a wonderful entertaining area with pool table or ping-pong table, dining area and living room, all off of the large caged swimming pool. A beautiful roundabout ends at the three story main house nestled along the Roosevelt Channel. The beautiful "Old Florida" inspired home is perfectly tucked along the water offering gorgeous views from almost every room. The large kitchen with gas range is perfect for entertaining as friends and family gather beside the fireplace. The large porches are wonderful for watching all of the wildlife that the Roosevelt Channel hosts including boats lazily floating by. Along the Channel you'll find your private dock and lift where a day of boating beckons you onto the tropical waters to fish, island hop, or pop into a waterfront restaurant. You can also slide a kayak into the water and explore the natural and protected Buck Key just across the channel or enjoy a peaceful moment by the water under the shade of your thatched tiki hut. This is one of those rare properties where time stands still and the fast pace of life is left by the entrance to your amazing garden.

    Listing is courtesy of: Premier Sotheby'S Int'L Realty (239-472-2735)
    Listing Agent: Jeffrey Burns (239-464-2984)

  •  2117 Gulf Beach Villas, Captiva, FL - MLS# 225008378

    225008378 - 2117 Gulf Beach Villas, Captiva, FL 33924
    29 Days on yellowkey

    $675,000 | Condo | 1 beds | 1.0 baths

    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!

    Listing is courtesy of: Royal Shell Real Estate, Inc. (239-472-0078)
    Listing Agent: Mary Ann Cowart (239-851-6447)

  •  11400 Old Lodge Lane UNIT 1C, Captiva, FL - MLS# 225011517

    225011517 - 11400 Old Lodge Lane UNIT 1C, Captiva, FL 33924
    29 Days on yellowkey

    $1,475,000 | Condo | 2 beds | 2.0 baths | 1 car

    Spectacular, direct Bayfront vistas from this furnished 2 bedroom 2 bath condo situated in Captiva's "Village" at Captiva Hide-A-Way. It's a Boater's Paradise - dock your boat in your backyard and enjoy easy access to head out into Pine Island Sound or take a run out into the Gulf for a stunning Captiva Sunset. Conveniently located close to the marina for all your boating needs. Enjoy some of the BEST fishing on the West coast of Florida! Condo has tile plank floors throughout main living area and carpet in bedrooms. Custom tile and granite vanity in both bathrooms. Stainless Steel appliances and granite counters in kitchen and on built-in buffet. Enjoy coffee and sunrise overlooking beautiful Pine Island Sound. Amenities include a community dock, fishing pier, pool, BBQ grills and just a short stroll to the beach down one of Captiva's private lanes. Enjoy incredible beach sunsets and some of the world's best shelling. Walk into the heart of Captiva's "Village" for dining, shopping, marina and more. Condo buildings have a new roof and are in the process of replacing all siding with Hard-I board siding. Lanais are in the process of being completed.

    Listing is courtesy of: Vip Realty Sanibel And Captiva (239-472-5187)
    Listing Agent: Karen Bell (239-851-0168)

  •  11530 Chapin Lane, Captiva, FL - MLS# 225010036

    225010036 - 11530 Chapin Lane, Captiva, FL 33924
    31 Days on yellowkey

    $2,150,000 | Ranch,One Story | 3 beds | 2.0 baths

    This gorgeous Captiva Beach Cottage was completely and tastefully remodeled in 2023 and is just steps from the Gulf and Captiva's sugar sand beaches. Ideally situated in Captiva Village, walk to restaurants, shops, library and the beach is steps away. The home features 3 bedrooms and 2 bathrooms in with a split floor plan making it ideal for guests. Freshly painted inside and out. Beautiful wood plank tile flooring throughout, Cathedral wood shiplap ceiling in living/dining room, kitchen with cottage white cabinetry, new appliances and new quartz counters with an amazing custom tile backsplash. Both bathrooms have custom tile, showers with seamless glass doors, new vanities with quartz tops. Your new home is storm ready with Impact glass and doors. Large screen enclosed porch, outside shower with patio and a private fenced in backyard. Sparkling screen enclosed pool has southern exposure so you will enjoy all day sun! The yard is a stunning tropical oasis- landscaped from front to back. Sold fully furnished and turnkey. Rentals must be honored. New a/c 2022, new roof in 2017 and new flat roof 2019.

    Listing is courtesy of: John R. Wood Properties (239-472-2411)
    Listing Agent: Babs Maughan (239-314-4800)

  •  11547 Laika Lane, Captiva, FL - MLS# 225008088

    225008088 - 11547 Laika Lane, Captiva, FL 33924
    35 Days on yellowkey

    $2,995,000 | Florida,Two Story | 4 beds | 4.0 baths

    Welcome to your dream beach house on the coveted Captiva Island! Just two parcels from the pristine sands of the Gulf, this stunning 4-bedroom, 4-bathroom home offers the perfect blend of luxury, relaxation, and income potential. With a spacious open floor plan and soaring coffered ceilings in the great room, this property is designed to impress at every turn. Enjoy breathtaking Gulf views from the expansive rooftop sundeck, ideal for watching sunsets or soaking up the sun in privacy. Southern exposure ensures ample natural light throughout the day, creating a warm and inviting atmosphere. The property features a beautiful pool, perfect for a refreshing dip after a day at the beach. Whether you're looking for a private getaway or an income-generating investment, this home has it all—offering excellent returns through weekly rentals. Located in the heart of the Captiva Village, you're just moments away from the beach, dining, shopping, and all the charm this renowned island has to offer. Don't miss your chance to own this beachside oasis with incredible potential.

    Listing is courtesy of: Premier Sotheby'S Int'L Realty (239-472-2735)
    Listing Agent: Jeffrey Burns (239-464-2984)

  •  16950 Captiva Drive, Captiva, FL - MLS# 225006221

    225006221 - 16950 Captiva Drive, Captiva, FL 33924
    37 Days on yellowkey

    $23,000,000 | Contemporary,Two Story,See Remarks | 6 beds | 7.0 baths | 3 gar

    Arguably the most architecturally significant home to ever be brought to market on Captiva, Bella Luna was nationally recognized for impeccable design when it received the American Institute of Building Design’s (AIBD) prestigious American Residential Design Award (ARDA) in 2021. Conceptualized by the renowned Wayne Visbeen of Visbeen Architects, Bella Luna reflects the exceptional craftsmanship and innovative design for which the firm is celebrated. Known for collaborating with prestigious clients such as the Metropolitan Museum of Art, Martha Stewart, and Disney, Visbeen Architects brings the same level of artistry and attention to detail to residential projects, making this property a true masterpiece of design and livability. Constructed to be a fortress of concrete and steel, the substantial nature of the structure is resilient yet refined. Employing hotel and hospitality design techniques, every detail was meticulously tailored to enhance the human experience through sophistication and functionality, creating intimate experiences within the grandeur of larger spaces. A 24-ft fully retractable wall of glass seamlessly unites the indoors with the 4,000+ sqft outdoor entertainment deck featuring a 1,575 sqft resort style pool with 360-degree spillover spa and an impressive 48-ft negative edge, waterfall wall accentuated by fountain bowls on either end. For entertaining poolside, the luxurious cabana-kitchen can connect to the adjacent to the primary kitchen by opening the wall of disappearing sliders. Embodying a commercial functionality with sophisticated quality the kitchen is timelessly beautiful and practical for both the professional chef or home cook featuring industry leading appliances including: 48” Wolf dual fuel range, Miele Coffee machine, Sub-zero refrigeration and freezer towers, and dual Cove dishwashers. A feature sheet is available detailing the extensive upgrades, features and breathtaking attributes.

    Listing is courtesy of: Premier Sotheby'S Int'L Realty (239-472-2735)
    Listing Agent: Jeffrey Burns (239-464-2984)

  •  4112 Bayside UNIT 4112, Captiva, FL - MLS# 225009382

    225009382 - 4112 Bayside UNIT 4112, Captiva, FL 33924
    38 Days on yellowkey

    $579,000 | Condo | 1 beds | 2.0 baths

    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 décor 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!

    Listing is courtesy of: Keller Williams Realty Fort Myers (239-236-4350)
    Listing Agent: Christopher Kirchner (239-470-4650)

  •  3221 Tennis Villas, Captiva, FL - MLS# 225006569

    225006569 - 3221 Tennis Villas, Captiva, FL 33924
    38 Days on yellowkey

    $414,500 | Condo | 1 beds | 1.0 baths

    Amidst lush palms and native tropical landscaping, this charming condo comes fully furnished and ready to enjoy. Located within South Seas Resort, this second-floor, 1-bedroom Tennis Villa offers a serene and convenient island lifestyle. The condo features an open floor plan with bright island-inspired décor, luxury vinyl flooring, wood shiplap accent walls, a fully equipped kitchen with granite countertops, and a screened lanai overlooking a beautifully landscaped courtyard. Relax and unwind in this peaceful setting while enjoying all the amenities of the South Seas Villas community, including a private pool, grilling stations, and a picnic area. Just a short walk from Captiva’s beaches along the Gulf of Mexico, and close to the Village’s shops and restaurants, this condo offers an unbeatable location for experiencing the best of island life. Whether you're seeking a personal retreat or an investment opportunity, 3221 Tennis Villas is your gateway to paradise!

    Listing is courtesy of: John R. Wood Properties (239-472-2411)
    Listing Agent: Leane Taylor Suarez (239-872-1632)

  •  2121 Gulf Beach Villas, Captiva, FL - MLS# 225006514

    225006514 - 2121 Gulf Beach Villas, Captiva, FL 33924
    39 Days on yellowkey

    $1,475,000 | Condo | 3 beds | 3.0 baths

    Don’t miss this RARE two-story, 3 bedroom, 3 bathroom Beach Villa offering direct gulf views! The corner location ensures abundant natural light and enhanced privacy, while the open floor plan seamlessly connects the living, dining, and kitchen areas, perfect for entertaining or relaxing after a day at the beach. Savor in the calm sound of the waves while witnessing an incredible Captiva sunset from the luxury of your living room or patio. Located on the lower level are the primary bedroom with en-suite bathroom and a guest bedroom + bathroom. Stack washer & dryer as well! Walk upstairs to the additional bedroom offering an en-suite bathroom. Plenty space for family, friends, and guests! If you’re seeking an investment or family property, this property provides the perfect blend of coastal living and convenience. As part of Gulf Beach Villas, residents and guests enjoy access to a pool, tennis/pickleball courts, grills, and steps to the sandy beaches. Just walking distance to the Village of Captiva, retail shops, Starbucks, and restaurants!

    Listing is courtesy of: John R. Wood Properties (239-472-2411)
    Listing Agent: Leane Taylor Suarez (239-872-1632)

  •  15735737 Captiva Drive, Captiva, FL - MLS# 225007259

    225007259 - 15735737 Captiva Drive, Captiva, FL 33924
    41 Days on yellowkey

    $13,995,000 | Other,See Remarks | 5 beds | 5.0 baths | 2 gar

    Embraced by the sparkling waters of the Gulf & the mesmerizing Bay, this extraordinary estate, Dolphins Crossing, offers unparalleled luxury and rare waterfront living. Spanning from Gulf to Bay, this breathtaking property is truly a unique find. A special aspect of this iconic estate is the historic boathouse, expertly curated as a charming & updated guest cottage with timeless character, and magnificent bay views. The main residence is a spectacular blend of elegance and comfort, featuring breathtaking & expansive living spaces with panoramic Gulf & Bay views, travertine stone, custom designs and finishes throughout, & a chef's kitchen that will inspire culinary creativity. Impressive indoor and outdoor entertaining areas seamlessly connect, including an expansive outdoor area framed by a sparkling pool and spa. From the huge garage to the top floor guest suites, the added comfort features are too numerous to mention. With direct access to both the Gulf & Bay, this estate offers the ultimate island lifestyle. Dolphins Crossing presents a rare opportunity to own a piece of history while enjoying the finest in modern luxury living. This is more than just a home - it's a legacy.

    Listing is courtesy of: Kingfisher Real Estate, Inc. (239-472-4411)
    Listing Agent: Valerie Tutor (239-834-8141)

  •  27 Urchin Court, Captiva, FL - MLS# 225006304

    225006304 - 27 Urchin Court, Captiva, FL 33924
    41 Days on yellowkey

    $1,250,000 | Two Story | 2 beds | 2.5 baths

    In the days of historic Captiva when cottages were all you needed because you spent your time outdoors fishing and visiting with neighbors, when Andy Rosse, Binder, and Dickey were more than just funny names on street signs, life was simpler. Reminiscent of the “old Captiva” lifestyle, this Sunset Captiva cottage embodies the spirit of the island fishing camps synonymous with this area. Borrowing from the wisdom of old Florida construction, the pecky cypress siding is naturally resistant to decay and insects. The sprawling porches are the perfect backdrop for sharing an evening meal and relaxed conversation at the end of a long day. Sunset Captiva offers one of the few options in the Captiva Village where a private owner or renter can keep a boat. Whether jumping on your boat for a day of restaurant hopping from Cabbage Key to Boca Grande, spending a leisurely afternoon fishing from the dock or getting some exercise paddleboarding in the Gulf, Sunset Captiva has all the tropical watersports covered. If land-based sports are your preference, Sunset Captiva offers a pool, beach boardwalk, tennis courts, and one of the island’s only community pickleball courts.

    Listing is courtesy of: Premier Sotheby'S Int'L Realty (239-472-2735)
    Listing Agent: Jeffrey Burns (239-464-2984)

  •  17181 Captiva Drive, Captiva, FL - MLS# 225006448

    225006448 - 17181 Captiva Drive, Captiva, FL 33924
    42 Days on yellowkey

    $6,975,000 | Multi-Level,Two Story | 5 beds | 4.5 baths | 3 gar

    You really can have it all! Boating on the Bayside and the beach at your door. An unparalleled setting with tremendous views from every room of this exceptional residence that enjoys stunning sunrises, and phenomenal sunsets. 150 ft of linear gulf frontage allows for 180* unobstructed views of the Gulf ofMexico. As you enter this commanding residence, your eye is drawn through the great room, to the bayside with its abundance of daily wildlife. Five ensuite bedrooms ensure privacy and comfort, while a private elevator and temperature-controlled wine room enhance convenience and luxury. The first level offers tremendous storage, and the home is being sold as-is. The buyer will assume responsibility for landscaping, irrigation, and repairs to the ground-level storage area. Interior areas sustained no damage ;trim was removed in preparation for window and door replacement, which will also be the buyers responsibility. Some west-facing windows have already been upgraded to impact glass. With eight brand-new AC systems and offered well below duplication cost, this home presents unmatched potential in a truly one-of-a-kind location.

    Listing is courtesy of: Kingfisher Real Estate, Inc. (239-472-4411)
    Listing Agent: Phaidra Mcdermott (239-898-3778)

  •  5112 Bayside Villas, Captiva, FL - MLS# 225006425

    225006425 - 5112 Bayside Villas, Captiva, FL 33924
    42 Days on yellowkey

    $350,000 Reduced | Condo | 1 beds | 2.0 baths

    Located at Bayside Villas inside world renowned South Seas!

    Listing is courtesy of: Royal Shell Real Estate, Inc. (239-472-0078)
    Listing Agent: Mary Ann Cowart (239-851-6447)

  •  1408 Beach Cottages, Captiva, FL - MLS# 224105072

    224105072 - 1408 Beach Cottages, Captiva, FL 33924
    43 Days on yellowkey

    $1,650,000 | Condo | 2 beds | 2.0 baths

    Just steps from toes in the sand!! Meticulously redesigned and completely renovated in 2020 by renowned island builder, Estate Management Construction, this exquisite 2-bedroom, 2-bathroom condo is a turn-key treasure offering unparalleled luxury within the gates of South Seas Resort. Every detail has been thoughtfully crafted to enhance both form and function. The reimagined floor plan maximizes space with an expanded kitchen featuring an extended quartz island, providing ample counter and storage space—perfect for entertaining or everyday living. Truly one-of-a-kind, this condo showcases white-oak engineered hardwood flooring, premium stainless steel KitchenAid appliances, impact-rated sliding glass doors, and elegant floor-to-ceiling tile in the walk-in showers. Coastal contemporary furnishings and hardwood shaker doors add to the refined yet relaxed aesthetic. This condo offers the ultimate island lifestyle with easy access to Captiva’s renowned white sandy beaches, charming village shops, Starbucks, and local island dining eateries. Experience coastal living at its finest in this rare gem that blends luxury, comfort, and the essence of Captiva Island.

    Listing is courtesy of: John R. Wood Properties (239-472-2411)
    Listing Agent: Leane Taylor Suarez (239-872-1632)

  •  631 Rum Road, Captiva, FL - MLS# 224102046

    224102046 - 631 Rum Road, Captiva, FL 33924
    52 Days on yellowkey

    $1,750,000 | Florida,Two Story,Stilt | 3 beds | 4.0 baths | 1 gar

    Welcome to 631 Rum Road, Captiva Island – your dream retreat awaits!This stunning, completely remodeled and updated canal-front home on sought-after Captiva Island offers the perfect mix of luxury, charm, and income potential with a proven track record of successful rentals. Rarely available and overflowing with style, this gulf-access property boasts unbeatable water views and backs up to a pristine wildlife preserve – a haven for birdwatchers and nature lovers. Whether sipping your morning coffee or enjoying a sunset cocktail, the upstairs balcony provides a front-row seat to nature's beauty.Inside, you’ll find an abundance of natural light accentuating the spacious, open floor plan. The modern kitchen dazzles with gleaming granite countertops, stainless steel appliances, and elegant finishes, seamlessly connecting to the main living space. The bright, airy living areas feature tall ceilings, tasteful coastal decor, and beautiful flooring throughout. Each room feels perfectly curated to complement the island lifestyle.Step outside and discover your own tropical oasis – a private pool surrounded by lush greenery and ample room for entertaining. Whether it’s lounging poolside, hosting a family gathering, or relaxing in the shaded patio space, this home is designed for ultimate relaxation and fun. Boaters will love the convenient canal access to the Gulf of Mexico, just moments away for a day on the water.Located minutes from public parking to Captiva's widest white sandy beach, you’re never far from a day in the sun, surf, and sand. With the perfect blend of tranquility and accessibility, 631 Rum Road is the island escape you’ve been waiting for – ideal as a personal paradise, investment property, or both. Don't miss this rare opportunity to own a slice of Captiva Island’s best.Schedule your private showing today and let the island lifestyle begin!

    Listing is courtesy of: Compass Florida, Llc. (305-851-2820)
    Listing Agent: Adnan Dedic (941-726-2917)

  •  16770 Captiva Drive, Captiva, FL - MLS# 225000142

    225000142 - 16770 Captiva Drive, Captiva, FL 33924
    57 Days on yellowkey

    $9,700,000 | Multi-Level | 5 beds | 4.5 baths | 3 gar

    SOUTH HAVEN—Experience unparalleled tropical luxury at South Haven, a meticulously designed concrete piling home that seamlessly blends elegance and functionality. Recent enhancements include a fully remodeled kitchen, dining room, and primary bath, along with a 2023 roof replacement and premium finishes throughout. The main level features a sunlit foyer, guest accommodations, and dual guest retreats in a private wing. The redesigned kitchen boasts modern amenities and a bright dining nook, while the living room offers sweeping coastal views. Upstairs, the owner’s suite captivates with Gulf of Mexico vistas, a stone-clad electric fireplace, and sophisticated woven flooring. The ground level includes a spacious garage and versatile spaces, all accessible via an elevator serving every level. Outside, Royal Palms frame the exquisitely designed pool area, complete with a sunbathing platform, covered dining, and lounging spaces. A beachside yard features a private cabana, landscaped greens, and a serene walkway to the shore. South Haven is the ultimate coastal retreat, offering exceptional craftsmanship, lush surroundings, and unforgettable sunsets.

    Listing is courtesy of: John R. Wood Properties (239-472-2411)
    Listing Agent: Leane Taylor Suarez (239-872-1632)

  •  5120 Bayside Villas, Captiva, FL - MLS# 224104502

    224104502 - 5120 Bayside Villas, Captiva, FL 33924
    58 Days on yellowkey

    $545,000 | Condo | 1 beds | 2.0 baths

    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.

    Listing is courtesy of: John R. Wood Properties (239-472-2411)
    Listing Agent: Leane Taylor Suarez (239-872-1632)

  •  16500 Captiva Drive, Captiva, FL - MLS# 224103898

    224103898 - 16500 Captiva Drive, Captiva, FL 33924
    59 Days on yellowkey

    $7,895,000 Reduced | Two Story,See Remarks | 6 beds | 6.5 baths | 3 gar

    Welcome to a breathtaking coastal-modern beachfront estate on Captiva Island’s exclusive Gold Coast! Designed for peace & rejuvenation, this home blends comfort, nature, & luxury into a seamless oasis. Setting on over 100Ft of Beachfrontage, this estate-zoned property offers the ability to add two additional structures, creating your ultimate private retreat. This meticulously enhanced home features stunning Gulf views, luxurious amenities, & unmatched privacy. With 6 spacious bedrooms, each w/ en-suite baths, the expansive layout is perfect for entertaining. Highlights include family gathering spaces, a media room, & an elevator. The great room’s floor-to-ceiling sliding glass doors create a seamless indoor-outdoor flow, while the kitchen impresses w/panoramic views, high-end appliances, & a coffee bar. Outdoor enthusiasts will love the atrium-style Spa like 44-ft heated saltwater pool that enjoys total privacy. Expansive decks on every level provide breathtaking water views, w/a rooftop sun deck perfect for champagne sunsets. Whether you’re seeking a luxurious beachside retreat or an investment property with proven rental history, this Captiva escape is the ultimate!

    Listing is courtesy of: Royal Shell Real Estate, Inc. (239-472-0078)
    Listing Agent: Michael Mcmurray (239-850-7888)

  •  15161 Captiva Drive, Captiva, FL - MLS# 225018514

    225018514 - 15161 Captiva Drive, Captiva, FL 33924
    62 Days on yellowkey

    $6,295,000 | Florida,Two Story,Stilt | 4 beds | 4.5 baths | 2 gar

    Discover coastal luxury at its finest in this recently renovated bayfront estate on Captiva Island's prestigious Pine Island Sound. This architectural masterpiece, thoughtfully designed by renowned architect David Bornhorst, offers an exceptional 3,720 square feet of casually elegant living space with 105 feet of prime bay frontage along the Intracoastal Waterway. The residence showcases four spacious bedrooms plus a versatile loft space, complemented by four and a half bathrooms. A private elevator ensures seamless accessibility throughout this Americans with Disabilities Act compliant home. The open-concept design features seamlessly flowing living spaces, where the family room and living area gracefully merge with the dining room and gourmet kitchen, creating an inviting environment for entertaining. Outdoor living reaches new heights with an expansive screened lanai overlooking a private bayfront pool and spa. The deep-water dock, capable of accommodating vessels up to 85 feet, provides direct access to world-class fishing grounds where enthusiasts can pursue snook, tarpon, redfish, and permit. The property's eastern exposure treats residents to magnificent sunrise views over the tranquil waters. Nestled in the heart of historic Captiva Village, this residence offers the perfect blend of privacy and convenience. A short stroll leads to pristine Gulf beaches, acclaimed island dining establishments, and charming art galleries. Enjoy boating to the upper islands on sunny days. The home's location near Buck Key Preserve ensures abundant wildlife viewing opportunities. Whether serving as a primary residence, vacation retreat, or luxury rental property, this bayfront haven delivers an unparalleled island lifestyle where coastal elegance meets modern sophistication.

    Listing is courtesy of: Timbers Fl Real Estate Company (239-472-1994)
    Listing Agent: Lamar Stokes (239-560-5958)

  •  1666 Lands End, Captiva, FL - MLS# 224103346

    224103346 - 1666 Lands End, Captiva, FL 33924
    65 Days on yellowkey

    $2,485,000 | Condo | 3 beds | 3.0 baths | 1 gar

    Situated at the northernmost tip of Captiva Island is Lands End. Appropriately named, this intimate complex provides a setting like no other with a 180° vistas from The Gulf of Mexico across the stunning golf course to Pine Island Sound. This penthouse is beautifully remodeled and spacious with 2600 ft.² of living area along with two commodious sundecks and parking under the building. A private elevator opens up into the foyer, which then leads to the great room overlooking the spectacular view. The floor plan is gracious and flows beautifully with all areas finally appointed. Offering a gorgeous pool area and soon to be lushly landscaped grounds along with a private fitness center and access to the beach, Lands’ End is your own resort. This unit participates in the South Seas rental program. Rentals to be honored.

    Listing is courtesy of: Kingfisher Real Estate, Inc. (239-472-4411)
    Listing Agent: Phaidra Mcdermott (239-898-3778)

  •  564 Coral Circle, Captiva, FL - MLS# 224103204

    224103204 - 564 Coral Circle, Captiva, FL 33924
    67 Days on yellowkey

    $699,000 Reduced | Florida,Multi-Level,Two Story | 2 beds | 2.0 baths

    Adorable Beach Cottage on high ground, with access just around the corner to miles of pristine sandy beaches. Relax in the sun on the spacious upper deck just outside the upper-level living room and kitchen area. The bunk room acts as a 3rd sleeping space for kids. This getaway offers an oversized lot nestled into the palms on a quiet cul-de-sac within just a little more than 900 ft to the nearby beach access. Located within a close walk or golf cart ride to a ferry landing and club amenities as well. Recently upgraded with a brand new aluminum standing seam roof. The higher than average elevation is also a big plus. Priced to sell!

    Listing is courtesy of: Resort Properties Internationa (239-395-2214)
    Listing Agent: Mark Muller (239-395-2214)

  •  944 South Seas Plantation Road, Captiva, FL - MLS# 224101218

    224101218 - 944 South Seas Plantation Road, Captiva, FL 33924
    77 Days on yellowkey

    $5,950,000 | Florida | 3 beds | 3.0 baths | 1 gar

    Discover coastal living in this enchanting bayfront cottage, perfectly positioned within the prestigious South Seas Resort on Captiva. This vintage 1964 residence, boasting 3 bedrooms and 3 baths, captures the essence of "Olde Captiva" style while offering exceptional renovation potential. Situated on two contiguous lots with subdivision possibilities, this property presents a rare opportunity to create up to three distinct structures. The property features two new boat docks, including a coveted grandfathered-in covered boathouse, offering direct access to the Gulf of Mexico and Intracoastal Waterway with no bridges to navigate. Nature enthusiasts will delight in the abundant wildlife, with frequent visits from dolphins, manatees, snook, herons, and pelicans. This area serves as a premier spot for fishing enthusiasts, while the pristine Captiva Beach lies just across the road. The property's strategic position within South Seas opens the door to world-class amenities through available membership options. Whether seeking to preserve the authentic charm or envisioning a grand transformation, this property presents an extraordinary opportunity to create your ideal coastal sanctuary.

    Listing is courtesy of: Timbers Fl Real Estate Company (239-472-1994)
    Listing Agent: Joni Stokes (239-560-5959)

  •  608 Marina Villas UNIT 608, Captiva, FL - MLS# 224097542

    224097542 - 608 Marina Villas UNIT 608, Captiva, FL 33924
    85 Days on yellowkey

    $850,000 | Condo | 2 beds | 2.0 baths

    Enjoy the Resort Lifestyle On Captiva Island! Beautiful direct canal views and great Gulf views from this sought after South Seas location. Turn key & fully furnished including a new kitchen with quartz counters and stainless appliances, updated bathrooms and flooring. Great water views from the master bedroom. Steps to beach and gorgeous sunsets. The condo association has recently installed a new metal roof, repainted the buildings, added tropical landscaping, the parking lot has been revitalized, the swimming pool is sparkling and refreshing. A concrete restoration was completed a few years ago. Boat docks are owned by the association and leased to the owners. Be Captivated!

    Listing is courtesy of: Royal Shell Real Estate, Inc. (239-472-0078)
    Listing Agent: Mary Ann Cowart (239-851-6447)

  •  16979 Captiva Drive, Captiva, FL - MLS# 224097316

    224097316 - 16979 Captiva Drive, Captiva, FL 33924
    87 Days on yellowkey

    $6,900,000 Reduced | Two Story | 6 beds | 7.5 baths | 2 gar

    One of Captiva's most iconic residences resting on over 2.5 acres with 200 ft of bay-frontage overlooking the sparkling waters toward the preservation land beyond. Situated on a peninsula this property affords unparalleled wide water views unlike any other on the islands. As you approach up the shell drive you are surrounded by mature specimen plantings from around the globe that can only come with decades of establishment and deliberately arranged garden paths highlighting many exotic species. Upon arrival you are greeted with bay views before even entering due to the wonderful breezeway design which looks through to the wrap-around covered boat basin and gazebo. As you enter, you are welcomed with a hand forged cascading stairway which brings you to the interior for a knockout view. This sprawling one level home design is only possible because of the double water frontage of 200ft. Unequivocally the ultimate home for entertaining, with a massive relaxing area along with a knockout outdoor kitchen, spa and huge pool with billiards and more. Beautifully remodeled with a cool coastal feel that blends well with the architecture. Property is subdividable if desired.

    Listing is courtesy of: Kingfisher Real Estate, Inc. (239-472-4411)
    Listing Agent: Phaidra Mcdermott (239-898-3778)

  •  5114 Bayside Villas, Captiva, FL - MLS# 224095045

    224095045 - 5114 Bayside Villas, Captiva, FL 33924
    94 Days on yellowkey

    $525,000 | Condo | 1 beds | 2.0 baths | 1 car

    Welcome to your new island retreat at 5114 Bayside Villas! Begin each day from the waterfront lanai of your highly sought after END unit, offering breathtaking sunrises and direct expansive views over Pine Island Sound. Native birds fly by and dolphins frolic as boats pass in the distance via the intercoastal waterway as well as up close and personal in the community canal and marina. Bayside Villas is located in an ideal location within the gates of South Seas Island Resort; Just steps to the worlds greatest beach, your boating desires can be realized from the marina right out your doorstep, and the shortest walking distance to the heart of Captiva village from South Seas. The community amenities include a gorgeous pool, spa, BBQ grills, community laundry, covered parking, bike storage, and a marina. With one bedroom and two full bathrooms with an additional queen murphy bed in the living room, this wonderful condominium is a fantastic choice for short impromptu getaways or extended vacations, and is a great opportunity for a rental investment previously grossing $68,000+ annually. Enjoy your vacation investment where time stands still and nature meets convenience and luxury!

    Listing is courtesy of: Berkshire Hathaway Florida (239-472-0176)
    Listing Agent: Evan Dupont (239-462-1817)

  •  1667 Lands End Village, Captiva, FL - MLS# 224095727

    224095727 - 1667 Lands End Village, Captiva, FL 33924
    94 Days on yellowkey

    $1,449,000 | Condo | 2 beds | 2.0 baths | 1 car

    Welcome to 1667 Lands End Village within world renown South Seas Resort on the northern tip of Captiva Island. This gorgeous, coastal inspired 2 bedroom / 2 bath condominium offers serene and mesmerizing views of the Bay (Pine Island Sound), the newly designed Clutch golf course and over to the Gulf of Mexico. A well designed, bright and light contemporary floor plan offers a spacious living room, nicely appointed kitchen, airy dining area, a peaceful primary suite & bathroom with a walk-in shower and free standing tub, comfortable guest bedroom & bath. Recent updates include new kitchen appliances, flooring & baseboards, freshly painted throughout and new condensor. The Association has new metal roofs, gorgeous landscaping, tennis courts, private fitness area, ground level storage locker, under building parking, grills, resort style swimming pool and hot tub, expansive pool deck and dedicated bathrooms. Experience luxury living at its finest! Please call for a private showing.

    Listing is courtesy of: Royal Shell Real Estate, Inc. (239-472-0078)
    Listing Agent: Mary Ann Cowart (239-851-6447)

  •  1127 Longifolia Court, Captiva, FL - MLS# 224047822

    224047822 - 1127 Longifolia Court, Captiva, FL 33924
    98 Days on yellowkey

    $8,500,000 | Florida,Two Story | 4 beds | 4.0 baths | 3 gar

    Discover coastal luxury redefined in this magnificent Gulf-front residence nestled within the prestigious gate of South Seas Resort. This exceptional 4,121 sq ft haven seamlessly blends sophisticated design with breathtaking natural beauty, offering four thoughtfully appointed bedrooms. The heart of this coastal retreat showcases a kitchen adorned with premium finishes, including an elegant marble centerpiece workspace and professional grade Sub-Zero and top-tier appliances. The open concept living areas flow effortlessly into a screened lanai, creating an ideal setting for both intimate gatherings and grand entertaining. The primary bedroom suite presents a private sanctuary, complete with a sitting area and access to an expansive terrace overlooking the Gulf's sparkling waters. 3 additional en-suite bedrooms provide comfortable accommodations for family and guest, while an elevator ensures convenient accessibility through the residence. Step outside to discover your private oasis, featuring a beachside pool and spa. The 3-car garage offers ample space for vehicles and beach essentials, while the property's location on a tranquil sandy lane ensures privacy and serenity.

    Listing is courtesy of: Timbers Fl Real Estate Company (239-472-1994)
    Listing Agent: Joni Stokes (239-560-5959)

  •  4551 Bartlett Parkway, Captiva, FL - MLS# 224094248

    224094248 - 4551 Bartlett Parkway, Captiva, FL 33924
    101 Days on yellowkey

    $999,000 | Two Story | 3 beds | 2.5 baths | 1 gar

    A PREMIER HOME LOCATED ON UN-BRIDGED UPPER CAPTIVA 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 in a rental program with the benefits associated with those characteristics. For more "elbow room" and privacy the lots east and south are available for additional consideration. A Safety Harbor Club membership is available with a number of major benefits including Dockage, Pool, trash collection and the availability of a maintenance staff.

    Listing is courtesy of: Islander Realty (239-472-3000)
    Listing Agent: Gretchen Falk (239-707-9701)

  •  121 Swallow Drive, Captiva, FL - MLS# 224093247

    224093247 - 121 Swallow Drive, Captiva, FL 33924
    101 Days on yellowkey

    $699,500 Reduced | Multi-Level,Two Story | 4 beds | 3.0 baths | 1 gar

    FANTASTIC North Captiva Island Investment Opportunity! Charming Large Olde Florida Style Beach Home Modernized with a GREAT New Maximized Floor Plan and TONS of New Natural Light Plus 360 Degree Island Water Views! So Close to the Bay and Airstrip Beach - this home has Amazing Water Views from the Third Level Balcony for those Amazing Island Views! Over 2148 Newly Framed and Structured SQ Feet with Four now Fantastic Bedrooms and Three Full Baths this property is a must see! Welcoming Entry Foyer with Glass Front Door with Side Panels and Lovely Oak Staircase. Beautiful New PGT Hurricane Impact Windows Throughout, Exterior Doors, and Multiple Sets of PGT French Doors. Brand New White Metal Standing Seem Roof. New Hardi Board Siding on Whole House excluding ground level. AMAZING New Built Cupola Ceiling and Windows! New Interior Framing. All New Rear and Side Decks - mostly finished. Wrap Around Decks for Finishing. Huge Oversized Bright Remodeled Kitchen with Pantry and Window Lined for Views that overlooks the Dining Area and Living Room with French Doors out to the Second Floor Balcony. Added Tray Ceiling in the Dining Room. There are Three Large Balconies which were also restructured. New Weardeck High End Composite Decking on First Level Balcony. One is accessible from the First Level of the Home, one is accessible from the Second Level and the Third will be accessible from the Second Level Balcony upon an exterior staircase installation. Lookout Balcony with Gulf and Bay Views! Large Laundry/Storage RM in place. Under House Storage Room/Garage. North Captiva Island is known for Pristine Gulf and Bay Beaches, Beautiful Waters, Amazing Marine & Wildlife, State Preserve, World Class Fishing & Shelling. This Beach Home is in the process of being rebuilt. New Buyers to finish to make this Island Home Your Own! Being sold As Is. Great Opportunity! Average Island Pricing for New Per Square Foot Pricing on Actives Homes for sale is at $818. Photos are from 11.18.24 unless otherwise noted. A Must See!

    Listing is courtesy of: Swept Away Realty (239-267-5002)
    Listing Agent: Amy Ivey (239-462-9614)

  •  15155 Wiles Drive, Captiva, FL - MLS# 224089966

    224089966 - 15155 Wiles Drive, Captiva, FL 33924
    104 Days on yellowkey

    $2,249,000 Reduced | Florida,Stilt | 3 beds | 2.0 baths

    Welcome to "Wade On In," a beautifully remodeled Captiva Island retreat and prime investment opportunity with proven success in weekly rentals. Previously known as "On the Wiles Side," this home features lush, tropical landscaping that complements the island setting. Just a 2-minute stroll to Captiva Beach, The open floor plan boasts vaulted ceilings, an inviting kitchen, and a spacious master suite with well-appointed guest rooms. Outside, the large pool area is a private oasis with lounge seating, a dining area, and grill. Enjoy corn hole or relax on pool floats, then transition to the screened front porch for a cool drink. It’s equipped for a turnkey beach experience, including beach chairs, umbrellas, a wagon,and toys for the kids. With shops and restaurants a short walk or golf cart ride away, "Wade On In"embodies the best of Captiva living and offers exceptional rental income potential.

    Listing is courtesy of: Royal Shell Real Estate, Inc. (239-472-0078)
    Listing Agent: Michael Mcmurray (239-850-7888)

  •  1071 South Seas Plantation Road, Captiva, FL - MLS# 224090996

    224090996 - 1071 South Seas Plantation Road, Captiva, FL 33924
    105 Days on yellowkey

    $4,600,000 | Multi-Level,Two Story,Split Level | 3 beds | 3.5 baths | 2 gar

    Discover the ultimate coastal lifestyle with this exceptional Gulf-front property, located within the gates of South Seas Resort on Captiva Island. Ideally positioned mid-island, a multi-level elevated end-location property is amongst a residential quad offering 180-degree views of the Gulf of Mexico, setting the stage for unforgettable sunsets. This 3-bedroom, 3.5-bath home is designed for comfort and functionality, with each bedroom offering an en-suite bath for privacy and convenience. The upper-level primary suite serves as a tranquil retreat, featuring a spa-like bath with a garden tub, separate shower, and dual vanities. A private open deck showcases sweeping Gulf views, perfect for relaxation or stargazing. Open-concept living and dining areas are framed by floor-to-ceiling glass doors and windows, seamlessly connecting indoor and outdoor spaces. Step out to the screened lanai or open deck and enjoy breathtaking views and refreshing coastal breezes. The kitchen, ideal for entertaining, features granite countertops, stainless steel appliances, and a spacious central island, combining practicality and style. Outdoor living spaces include private decks and a screened lanai, offering serene areas to unwind and soak in the coastal ambiance. Under-building garage parking and storage ensures convenience and security, while community amenities such as a pool and tennis courts add to the resort-like lifestyle. 1071 S Plantation Rd is within the tucked away SANDRIFT community, the perfect balance of privacy and accessibility. You'll enjoy a peaceful retreat while being a short distance from Captiva's village. Whether exploring the island or relaxing at home, this property provides the ideal setting for a laid-back coastal lifestyle. Move-in ready and fully furnished, this home is thoughtfully appointed for immediate enjoyment. 2023: New Roof, Impact Windows, and Doors. Schedule your private showing today!

    Listing is courtesy of: John R. Wood Properties (239-472-2411)
    Listing Agent: Leane Taylor Suarez (239-872-1632)

  •  4500 Seair Lane, Captiva, FL - MLS# 224090726

    224090726 - 4500 Seair Lane, Captiva, FL 33924
    109 Days on yellowkey

    $1,595,000 | Two Story | 3 beds | 3.0 baths

    One of the Newest Homes recently built on North Captiva! Just completed in 2022, this home still feels pristine and like brand new! Built to the latest wind codes and with upgraded interior fixtures, decor, and finish. This 3 bedroom and 3 bath home is located directly on North Captiva's private airstrip, offering excellent access for pilots as well as scenic views of the Gulf and Bay. The reverse floorplan of this home even offers views from the lower bedroom level as you gaze across the green space of the airstrip to the beaches at either end. The master suite offers a full en suite bath with a walk-in shower, private commode room, double sinks, and a large dressing room/closet. A large laundry space is conveniently located between the bedrooms. Two more exquisitely decorated guest bedrooms share a hallway bath with a deep soaking tub/shower combo. The upper level will impress with its large open-concept kitchen, dining, and living space open to the large covered and screened outdoor porch. The kitchen's central island will become the heart of your home, with dining spots on each side of the island. This kitchen offers a full pantry, quartz countertops, stainless steel appliances, large amounts of storage space, seating, and more. You have views of the bay right from a cozy coffee corner table, while the sparkling waters of the gulf are just outside your sliding glass doors. Enjoy the sunsets from your top-level lookout tower just off the living area. The private elevator rises from your ground-level entrance space and storage garage to the first and second levels of the home for your convenience and comfort. If you have been looking for a newer, move-in home on North Captiva, this is the one! Don't miss it!

    Listing is courtesy of: Resort Properties Internationa (239-395-2214)
    Listing Agent: Mark Muller (239-395-2214)

  •  5122 Bayside, Captiva, FL - MLS# 224092022

    224092022 - 5122 Bayside, Captiva, FL 33924
    111 Days on yellowkey

    $599,000 | Condo | 1 beds | 2.0 baths | 1 gar

    Just renovated Bayside Villa located in the gated private island South Seas Resort. New kitchen and bathrooms to include marble and granite countertops, shaker cabinets, new, new flooring, gorgeous walk-in shower all set in a soothing sea salt palette. Wake up to sunrise over Pine Island Sound. Lovely fresh canvas ready for your personalized furniture and artwork collection. 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. Immerse yourself in the luxury of this stunning property with a remarkable feature: membership available. 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.

    Listing is courtesy of: Timbers Fl Real Estate Company (239-472-1994)
    Listing Agent: Joni Stokes (239-560-5959)



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