Captiva Homes with Upper Level Primary Interior

Captiva Homes with Upper Level Primary Interior

Welcome to Captiva, Florida – a hidden gem nestled in Lee County, where the sun-kissed beaches meet a charming island atmosphere. Captiva is renowned for its stunning sunsets, tranquil waters, and lush landscapes, making it a perfect retreat for those seeking a slice of paradise. This idyllic island offers a unique blend of natural beauty and vibrant community life, from its quaint boutiques and delightful eateries to its picturesque waterfront views.

For homebuyers seeking a piece of this tropical haven, Captiva boasts a variety of properties, particularly those featuring upper-level primary interiors. These homes are designed to maximize the breathtaking views of the Gulf of Mexico and the surrounding natural beauty. Imagine waking up to the gentle sound of waves and sipping your morning coffee while soaking in panoramic vistas from your private balcony.

Upper-level primary suites in Captiva homes often come with luxurious amenities, including spacious layouts, high ceilings, and large windows that invite the sunshine indoors. With easy access to the island's pristine beaches, outdoor adventures, and a warm, welcoming community, these homes are perfect for families, retirees, or anyone looking to escape the hustle and bustle of everyday life.

Whether you’re in search of a vacation getaway or a permanent residence, Captiva’s upper-level primary homes offer the perfect blend of elegance and comfort. Embrace the island lifestyle and discover your dream home in Captiva, where every day feels like a vacation. Come and experience the magic of this enchanting island paradise!

Newest Captiva Homes with Upper Level Primary Interior

15361 Captiva Drive, Captiva
$3,820,000
5 Beds ⋅ 5 Baths ⋅ 2026024624 MLS
Steps from the Gulf, this beautifully appointed 5-bedroom, 5-bath home known as Almost Heaven sits along the desirable Tween Waters stretch in the heart of Captiva Village, offering the island’s best combination of location and livability. This residence delivers turquoise-water views and puts you a minute’s walk from the Village’s boutiques and galleries. Deeded beach access adds an extra layer of convenience and long-term value. A dramatic two-story great room anchors the main living space, complemented by a formal dining area perfect for hosting family dinners or entertaining guests. The gas fireplace adds warmth and ambiance on cooler evenings, while the chef’s kitchen brings it all together with an oversized refrigerator, glass cooktop, built-in microwave, wine cabinet, and premium cabinetry. Thoughtfully designed for gathering, the home sleeps up to 14. The primary suite is complete with a morning bar and beverage cooler, a jetted soaking tub, and an oversized dual-spray walk-in shower. Two additional king suites, a queen bedroom, and a built-in bunk room complete the sleeping arrangements. This home is ideal for multigenerational living or hosting extended family and friends. Outdoor living centers on a private heated pool with a spa and an adjacent putting green, surrounded by lush, mature tropical landscaping for total privacy. Extensive recent upgrades bring peace of mind and easy living, including a brand new metal roof, impact windows and doors, an elevator, garage doors, pool equipment, and air conditioners, plus newly installed EnduraFlood paneling on the ground level. Whether as a personal retreat or a strong income-producing investment on one of Southwest Florida’s most sought-after barrier islands, Almost Heaven offers a rare blend of privacy, proximity to the beach, and Village walkability that’s difficult to replicate.

15361 Captiva Drive, Captiva
5321 Bayside Villas, Captiva
$950,000
3 Beds ⋅ 3 Baths ⋅ 2026032780 MLS
SW FL has it all-- sunshine, culture, and endless recreation! From the Red Sox & Twins stadiums, beaches, boating, tours, and convenient access to an international airport, this is a perfect getaway destination. While you're enjoying everything SW FL has to offer, don't miss the chance to own a top floor, 3-bed/3-bath townhouse retreat in Bayside Villas, located within the gated South Seas Island Resort on Captiva Island. The private lanai showcases breathtaking, direct views of sunrise over the Bay, Pine Island Sound & beyond. Low green mangroves provide natural erosion protection and serve as a thriving habitat for local wildlife--beautiful, serene, and uniquely Florida. Watch boats glide in and out of the canal leading to the marina, adding a touch of coastal charm to your daily view. Take a short walk to the beach, feel the sand between your toes, and enjoy unforgettable sunsets. You're also just steps from the post office, bank, ATM, Captiva shops, and restaurants.

5321 Bayside Villas, Captiva
120 Swallow Drive, Captiva
$1,115,000
5 Beds ⋅ 4 Baths ⋅ 2026026019 MLS
Exceptional opportunity to own a beautifully renovated 5-bedroom, 3.5-bath island retreat just a short walk from the pristine Gulf beaches of North Captiva Island. Offering 1,682 square feet of living space, this coastal home combines modern updates with the relaxed island lifestyle that makes North Captiva one of Southwest Florida's most unique destinations. Accessible only by boat or private aircraft, North Captiva offers miles of uncrowded beaches, world-class fishing, breathtaking sunsets, and a peaceful atmosphere free from cars and traffic. Thoughtfully designed to accommodate large families and guests, the home offers plenty of space to spread out across multiple living areas and outdoor gathering spaces. The main level features a king primary suite with private ensuite bath, a queen guest bedroom, and a custom bunk room with four twin beds. The lower-level in-law suite provides exceptional flexibility with a king bedroom, a bedroom with two twin beds, a second living area, kitchenette with sink and microwave, and a full bath, making it ideal for extended family, guests, or vacation rental accommodations. Every level of the home features decks and outdoor living areas, including two screened porches with overhead fans for enjoying island breezes year-round. The crow's nest rooftop deck offers stunning 360-degree views of the island, Gulf waters, and unforgettable sunrises and sunsets. Extensive recent improvements include a new roof, new siding, updated electrical, new water system, new hot water tank, fresh interior and exterior paint, new decking, a newly constructed crow's nest, rescreened porches, updated landscaping and driveway improvements, new poly outdoor furnishings, luxury vinyl plank flooring, tile flooring, and granite countertops in the bathrooms. Currently operating as a successful vacation rental, this property offers outstanding income-producing potential while also serving as the perfect private island getaway. Two golf carts are included for convenient transportation throughout the island. Whether you're seeking a personal retreat, full-time residence, or established investment property, this exceptional North Captiva home is ready to be enjoyed.

120 Swallow Drive, Captiva
5323 Bayside Villas Unit 24, Captiva
$825,000
3 Beds ⋅ 3 Baths ⋅ 2026017261 MLS
Highly sought-after, updated 3 bed, 3 bath two-story villa stands apart with rare features not found in other Bayside units, overlooking the tranquil waters of Pine Island Sound, where unchanging estuary views and native wildlife create a peaceful, elevated backdrop—just moments from the best of Captiva Island. Rare features of this top-floor unit include a walk-in pantry—an uncommon luxury in Bayside 3-bedroom villas—all-new hurricane-impact windows and sliders, and a residence that has been gently used as a private second home and never enrolled in a rental program—an added advantage in condition and care. Whether enjoyed as a private island retreat or leveraged as a high-performing investment, this residence offers rare flexibility within a renter-friendly community and stands as one of the least expensive 3-bedroom opportunities on Captiva. The interior is anchored by an updated kitchen with quartz countertops, glass-front upper cabinetry, and matching appliances, flowing seamlessly into the main living area. Three generously sized bedrooms and three full baths include two primary suites—one on the main level and one upstairs—each with its own ensuite, offering ideal separation for guests or extended stays. A third guest bedroom also enjoys a private bath, while an in-unit washer and dryer adds everyday convenience. The screened lanai feels like your own private perch above Pine Island Sound, where it’s just you, the water, and the rhythm of nature. From both the kitchen and lanai, morning sunrises unfold over the Sound, setting the tone for slow mornings, passing wildlife, and uninterrupted calm. Set within South Seas Island Resort in the desirable Bayside Villas enclave, just a stone’s throw from the sugar-white Gulf beaches, the Village of Captiva, and Captiva Landing. Residents and guests enjoy a bayside pool and spa with generous lounging areas, along with under-building parking for added ease. Where time slows, views remain untouched, and every return feels like coming home—this is Captiva at its finest.

5323 Bayside Villas Unit 24, Captiva
11536 Wightman Lane, Captiva
$1,899,000
4 Beds ⋅ 3 Baths ⋅ 2026014698 MLS
Looking for a "True" Captiva Beach cottage with conforming lower-level space, situated on a private lane just yards from the Gulf? This wonderful 4 bedroom, 3 bath cottage is surrounded by lush tropical vegetation with shell pathways throughout. Enjoy the large patio surrounding the fenced, heated pool and spa with Pebble Tech finish with a new pool heater and pump 2024. Perfect for dining alfresco and entertaining friends and family. The property offers two screen enclosed porches and a deck that wraps the house. Living/Dining Room combination with French doors that open to the upstairs porch and side deck. Kitchen with granite counters, custom cabinetry, breakfast bar, stainless steel appliances and also has a French door that opens to the porch. Bamboo wood floors and impact windows/doors throughout. Primary bedroom has a walk-in closet and French doors to the back deck that leads to a spiral staircase to the lower level and pool area. Upstairs guest bathroom has a linen closet. The newly remodeled lower level/cabana offers a kitchenette, tile floors throughout, living room, screened porch, guest bathroom with a walk-in shower and linen closet. Home is being sold partially furnished with exceptions. Keyed owner's storage on lower level. There is a two-car tandem garage. Great location in Captiva's "Village", walk to restaurants, shopping, the historic Chapel By the Sea and marinas. Enjoy the islands "World" Famous shelling, fishing, boating and gorgeous Captiva sunsets.

11536 Wightman Lane, Captiva
11506 Wightman Lane, Captiva
$1,790,000
3 Beds ⋅ 3 Baths ⋅ 2025024676 MLS
The popularity of this 3/3 Key West-style home, the Sun & Moon, may place it in the top tier of Captiva rental houses, with over 100 VRBO guests rating it as exceptional. It is easy to maintain and prepare for incoming guests. Early 2027 advance reservations are booked into April, and many are multi-year repeat guests. The house is very well furnished and equipped for guest or owner's use. The metal roof was replaced in 2020. StormSmart installed new impact windows in 2021, and the heated pool has been resurfaced. To avoid disturbing guests, showing requests can only be approved on Saturdays between departing and incoming guests, with 12 to 2 pm suggested. Closing date not requested before April 1, 2027. Future guest reservations must be honored. Any advance or final rental payments for reservations shall be credited to the buyer at closing.

11506 Wightman Lane, Captiva
941 South Seas Plantation Road, Captiva
$9,450,000
3 Beds ⋅ 4 Baths ⋅ 2025020264 MLS
Rare opportunity to purchase a luxurious Gulf Front Estate on Captiva Island within the gated resort community of South Seas. This stunning, coastal 5 bdrm property offers 102' of beach frontage w/ breathtaking sunsets and views of the gulf. Totally renovated and remodeled with new quality craftsmanship and attention to every detail. All new interior furnishings and amenities include, striking quartzite countertops and custom solid wood cabinetry in the kitchen, coffee bar & primary bathroom, beautiful wide plank wood floor throughout, custom ceiling details, private elevator, laundry w/ lots of storage, powder bath, electric blinds and designer furnishings. The spacious kitchen features a gas Wolf range, beverage cooler, refrigerator, freezer, microwave and dishwasher. Gorgeious views of the beach from the kitchen, dining & great room. The penthouse style primary bedroom features a sitting area, laundry, beautiful bathroom and private deck over look the beach which is perfect for enjoying a morning cup of coffee or evening star gazing with a tropical beverage. Multiple sets of sliders lead to a huge outdoor deck featuring an elevated swimming pool. The structure has concrete pilings, a new standing seam metal roof, impact glass throughout, expansive circular driveway with pavers, tropical landscaping with pops of color and strategically designed low voltage lighting. There is an oversized 2 car garage with room for bikes, beach & fishing gear, a separate golf cart garage, and an epoxy finish on the floor. The bonus area (non-conforming) is fun for guests and a nice addition to the home. After sun and fun, enjoy the refreshing outdoor shower for a quick rinse before splashing in the pool. This home has it all ~ location and lifestyle.

941 South Seas Plantation Road, Captiva
1124 Longifolia Court, Captiva
$3,150,000
5 Beds ⋅ 5 Baths ⋅ 2025001507 MLS
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.

1124 Longifolia Court, Captiva
17030 Captiva Drive, Captiva
$11,500,000
6 Beds ⋅ 8 Baths ⋅ 2025006303 MLS
Experience inspired luxury and unmatched rental potential at Shell Seekers, a one-of-a-kind Captiva Island beach estate. Shell Seekers enjoys an enviable position on Captiva Drive, offering both privacy and easy access to the island's renowned restaurants, shopping, and recreational activities. The property's Gulf-front location ensures permanent unobstructed water views and direct beach access – a rarity that becomes more precious each year. This 6-bedroom, 7.5-bath masterpiece embraces Olde Florida architecture with modern comforts. Expansive screened and open porches invite seamless indoor-outdoor living, ideal for elegant entertaining or quiet evenings as the sun sets over the jeweled-toned waters of the Gulf. Step inside to soaring two-story coffered ceilings, a dramatic great room, and a gourmet kitchen designed for hosting at scale. Finishes include crown molding, hardwood floors, coastal-inspired décor, and multiple gathering spaces tailored for multi-generational living. The private top-floor primary suite features a fireplace, sitting area, and sweeping Gulf vistas. With an elevator, guest suites, a loft, and a flexible floor plan, this residence adapts effortlessly to families and guests alike. The outdoor living spaces are equally impressive, featuring a heated pool and spa, expansive decking, and direct access to Captiva's pristine Gulf beaches. Multiple covered and open terraces provide the perfect setting to enjoy spectacular sunsets and the island's legendary shelling opportunities right at your doorstep. Hardie board siding, impact-rated windows, and a whole-home generator provide beauty, function, and peace of mind. A rare opportunity to own one of Captiva's most iconic Gulf-front properties—whether as a private retreat, a showpiece for entertaining, or a legacy investment with proven returns. New roof, new A/C, new flooring, new appliances - completely remodeled like new.

17030 Captiva Drive, Captiva
406 Gulf Bend Drive, Captiva
$1,850,000
3 Beds ⋅ 3 Baths ⋅ 2025000843 MLS
Rare Opportunity to Purchase Luxurious Gulf Front Estate on North Captiva Island A rare opportunity has arisen to purchase a luxurious gulf front estate located within the prestigious community of Safety Harbor Club on North Captiva Island. This stunning coastal property boasts beach frontage with breathtaking sunsets and panoramic views of the Gulf. Recently renovated and remodeled with the highest quality craftsmanship and attention to detail, this estate is truly one-of-a-kind. The interior of the property features a striking custom staircase, quartz countertops, and custom solid wood cabinetry in the kitchen. Beautiful oak and porcelain floors run throughout the home, creating a sense of elegance and luxury. The estate includes two guest bedrooms. One ensuite. The highlight of the property is the exquisite Master Bedroom, located on the second floor with private decks offering stunning views of the Gulf. The Master Bedroom also features a fireplace and a large bathroom with a jet tub and separate shower. The spacious kitchen is equipped with an island cooktop, downdraft ventilation, Subzero refrigerator/freezer, microwave with convection, wall oven, and dishwasher. The property offers gorgeous views of the beach from the Master Bedroom, kitchen, dining area, and great room. This custom home is truly a gem and must be seen to be fully appreciated. Schedule an appointment today to view this beautiful estate and make it your own. Some photos are virtually staged, (this home is unfurnished)

406 Gulf Bend Drive, Captiva
15899 Captiva Drive, Captiva
$5,250,000
4 Beds ⋅ 3 Baths ⋅ 225013345 MLS
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.

15899 Captiva Drive, Captiva
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