High-End Real Estate For Sale in 33924 Zip Code

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North Captiva Island, 140 Mourning Dove Dr, Upper Captiva, Florida 33924, image 1
$705,000
  • 2 Beds
  • 2 Baths
  • 1,051 SqFt
  • $671/SqFt
High-End
House for sale in North Captiva Island
140 Mourning Dove Dr, Upper Captiva, FL 33924
Authentic old florida island charm and timeless appeal combine in this beautiful 2-bedroom cottage, offering classic character with thoughtful updates, including a new metal roof installed in 2023. Inside, soaring cathedral tongue-and-groove ceilings, oak floors, and rich pecky cypress walls create a warm and inviting atmosphere. The open-concept layout was ahead of its time, featuring a spacious kitchen with a wraparound dining bar that flows into the living and dining areas. All living spaces open to an oversized covered front porch, perfect for relaxed outdoor living. The primary suite features glowing wood finishes and an en-suite bathroom with a tub/shower combination. The second bedroom offers dual closets and a cozy nook for more storage or decor, making it ideal for accommodating guests with comfort and style. Below the house, a shady wood deck offers a great space for grilling and entertaining. An adjacent enclosed room houses a full laundry area and extra storage. The landscaped front yard features native plantings and a curving paver driveway. This home enjoys a prime location close to the ferry landing, just a short golf cart ride to both the gulf's sandy shoreline and the bayside beaches along pine island sound. Boating, fishing, shelling, and island exploration are all easily accessible from this quiet, scenic spot. This charming cottage offers the best of island living—historic style, modern comforts, and one of the best floor plans of a house this size on the island...  All in a setting that captures the magic of north captiva.   Whether you're seeking a peaceful getaway, a year-round retreat, or a vacation rental to offset costs while you enjoy the island lifestyle, this is a rare opportunity to own a genuine piece of north captiva's heritage.
North Captiva Island, 210 White Pelican Dr, Upper Captiva, Florida 33924, image 1
$819,000 $30K
  • 2 Beds
  • 21/2 Baths
  • 1,060 SqFt
  • $773/SqFt
High-End
House for sale in North Captiva Island
210 White Pelican Dr, Upper Captiva, FL 33924
With fantastic gulf views and a prime location just 350 feet from the beach, this island-style vacation retreat stands out with its extra charm and character!  Located alongside north captiva's private airstrip, which gives the home an excellent view corridor.  Great for pilots and beachgoers alike!  Imagine gazing at the water from your living room and sun deck, then relaxing after a day at the beach in your beautiful pool while listening to the sounds of the surf.  Step inside and discover a 2-bedroom, 2.5-bath layout designed for relaxed island living. Top-level painted wood cathedral ceilings give this beachy bungalow a feeling of a much larger home, and with island flair. Abundant natural light pours in through multiple gulf-facing french doors along the sundeck, truly bringing the outside in for sunset time! The open-concept living and dining area also features a fireplace as a focal point, while the kitchen offers modern cabinetry, solid-surface countertops, and stainless steel appliances. The primary suite includes an en-suite bath with a combined tub & shower, plus direct access to a private balcony for enjoying gulf breezes. The guest suite is equally inviting, with its own private bath and french doors opening onto the covered screen porch. This hidden gem is a rare combination of proximity to the sugar sand beaches, poolside relaxation, and real island character at an affordable price point!
North Captiva Dunes, 4510 Oyster Shell Dr, Upper Captiva, Florida 33924, image 1
$1,300,000
  • 3 Beds
  • 21/2 Baths
  • 1,656 SqFt
  • $785/SqFt
High-End
House for sale in North Captiva Dunes
4510 Oyster Shell Dr, Upper Captiva, FL 33924
Elevated living, gulf views & rooftop sunsets imagine pulling up in your golf cart, the breeze already shifting as you arrive at a home set high and dry in one of north captiva's most sought-after neighborhoods. 4510 oyster shell dr is a 3-bedroom, 2.5-bath retreat with an additional 4th sleeping room, designed to make the most of island life. The reverse floorplan captures gulf views and coastal light from the moment you step into the main living level. Upstairs, the open-concept living, dining, and kitchen area feels bright, easy, and inviting—perfect for gathering after a day at the beach or hosting friends for a laid-back island evening. Large windows and elevated positioning bring the outdoors in, while the surrounding landscape and water views remind you exactly why you're here. And just down the sandy lane lies one of the island's true treasures—a premier beach access point leading to north captiva's widest stretch of powder-soft, sugar-white sand. This is the kind of beach people travel across the world to find—expansive, uncrowded, and endlessly walkable—where mornings begin with quiet shoreline strolls and evenings end with unforgettable gulf sunsets. Then there's the rooftop lookout—one of those features that quietly becomes your favorite place. Morning coffee surrounded by water views as the island wakes up… sunset cocktails as the sky turns gold… and quiet nights under a blanket of stars with the preserve stretching out below. Recent upgrades, including a new metal roof, hardie board siding, and aluminum railings, add both durability and a clean coastal finish. Positioned along one of the island's highest ridgelines—with elevated construction and storm shutters—the home offers an added sense of confidence and comfort. This isn't just a vacation home—it's a place where beach days feel effortless, sunsets feel personal, and every visit makes it harder to leave. Come see it for yourself—and picture where your mornings, beach walks, and next chapter could begin.
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Captiva Beach, 11508 Wightman Ln, Captiva, Florida 33924, image 1
$1,895,000
  • 4 Beds
  • 4 Baths
  • 2,312 SqFt
  • $820/SqFt
High-End
House for sale in Captiva Beach
11508 Wightman Ln, Captiva, FL 33924
This near beach, 4 bedroom, 4 bath custom pool home is located on a sought-after private lane in captiva's "village". Just steps from the sugar sand, shell strewn beaches of the gulf. Built and owned by one family who used it for many wonderful years and also as a great rental property. Fantastic floor plan with vaulted ceilings, sky lights, tile and wood floors throughout. The first floor offers a screen enclosed porch/lanai, living/dining combination with a breakfast sitting area next to the breakfast bar and kitchen. There is a primary suite with sliders that open to the balcony, bathroom with double sinks and a tub/shower combination. There is a guest bedroom and guest bath on this floor as well. Balconies and sliders that run around the perimeter of the house and overlook the screen enclosed pool. The 2nd floor has a spacious loft that opens to the lower level, a laundry room and offers 2 bedroom en-suites. The 3rd floor has a private sundeck to watch wildlife, enjoy sunning and gazing at the stars at night. The screen-enclosed, heated pool is elongated to allow for lap swimming with plenty of space to sun and a covered outdoor area to enjoy outdoor dining, grilling and entertaining family and friends. Rinse off in the outdoor shower after a day at the beach. Just steps away from island restaurants, shopping, marina, library and chapel by the sea. Buyer must honor rentals.
Punta Robalo, 150 White Pelican Dr, Upper Captiva, Florida 33924, image 1
$1,999,000
  • 4 Beds
  • 3 Baths
  • 2,197 SqFt
  • $910/SqFt
High-End
House for sale in Punta Robalo
150 White Pelican Dr, Upper Captiva, FL 33924
Expansive & panoramic gulf views with the beach just steps away! This soaring 4 bedroom and 3 bath estate home offers hardie board siding, aluminum railings, and impact windows. The reverse floorplan creates fantastic views from every corner of the living spaces, indoors and out. Imagine relaxing on the 2nd level porch or 3rd-floor mezzanine, gazing at the incredibly scenic coastline of cayo costa. The top level could be a fifth sleeping space or your favorite sunset-watching room. Custom kitchen with stainless steel appliances and formal dining nook surrounded by windows. The first-story covered screen porch has excellent gulf views from the master suite and largest guest bedroom. Heated pool and extensive deck space. Great for dining and entertaining. This property includes a nearby beachfront parcel and a deeded walkway easement for a sandy path to your private gulf beach. A wide-view easement over the adjacent beachfront property to the west also helps to maintain your view over time. The location, number of sleeping areas, pool, and very special view give this home excellent rental potential. To complement this outstanding home, a valuable dock slip is available in the nearby boat basin for an additional price of $200k with the house. Furthermore, the adjacent beachfront lot to the west can also be available for purchase to connect this home all the way to the water.
Captiva Shores, 15411 Captiva Dr #3B, Captiva, Florida 33924, image 1
$1,295,000 $105K
  • 3 Beds
  • 21/2 Baths
  • 1,410 SqFt
  • $918/SqFt
High-End
Condo for sale in Captiva Shores
15411 Captiva Dr #3B, Captiva, FL 33924
Opportunity is knocking! If you are looking for a beautiful gulf to bay property to call home on captiva's premier tween waters stretch you've found it! This ideal location offers miles of shell strewn beach, unparalleled sunsets, deepwater direct access boating with dockage, pool and weekly rentals. This particular unit features beautiful bay views and an open floor plan with a large lanai. The guest rooms are located on the main level with the primary suite encompassing the top level. Available for the first time & owned by the same family for over 40 years. The complex is wrapping up construction and is near completion. The unit will be brought back to a white box with the drywall completed. This is a fabulous opportunity to select your finishes and reinvent this beauty with new interior finishes. A short stroll away is captiva village with its shopping and dining opportunities. Watch the sunrise from your balcony and brilliant sunsets from the beach.  Projected gross revenue 2025 $143, 718; 2026 $148, 029.
North Captiva Dunes, 4580 OYSTER SHELL DR & 370th Townhouse Ln #60, Upper Captiva, Florida 33924, image 1
$880,000 $10K
  • 3 Beds
  • 2 Baths
  • 954 SqFt
  • $922/SqFt
High-End
Townhouse for sale in North Captiva Dunes
4580 OYSTER SHELL DR & 370th Townhouse Ln #60, Upper Captiva, FL 33924
Dock your boat and enjoy water views from an end-unit townhome, while you build your dream home on an incredible lot with direct views toward the beach and gulf! Introducing a unique island ownership combination: townhome #60 at 370 townhouse ln in safety harbor club, paired with a separate buildable homesite at 4580 oyster shell dr, offered together as an exceptional package. The townhome offers immediate enjoyment with beautiful harbor views, shared community dockage steps away, and full access to all safety harbor club amenities, including a heated pool, tennis courts, pickleball, clubhouse, dining, convenient ferry landing, and private gulf beach access. Perfectly positioned within safety harbor club, the townhome provides an ideal home base for boating, beach days, and island living, with rental or personal-use flexibility. Included in this package is 4580 oyster shell dr, a valuable homesite with incredible views!  You will be stunned by the amazing view corridor looking down onto the sugar-sand beach and sparkling gulf waters beyond.  Imagine watching the sun set every night right from your living room. This lot plus townhome combination is a must-see!
Sunset Captiva, 15123 Captiva Dr #103, Captiva, Florida 33924, image 1
$1,499,000 $100K
  • 2 Beds
  • 2 Baths
  • 1,323 SqFt
  • $1,133/SqFt
High-End
Condo for sale in Sunset Captiva
15123 Captiva Dr #103, Captiva, FL 33924
Sunset captiva harbor side offers a rare chance to own in one of captiva’s most unique gulf-to-bay communities, perfectly situated in the heart of historic captiva village. This coveted location blends exceptional value with sweeping views of pine island sound, buck key, and abundant island wildlife. As the only community in the village offering full amenities, sunset captiva delivers an unmatched island lifestyle. This newly remodeled residence features luxury finishes throughout, with two spacious bedrooms and open, airy living areas designed for effortless coastal living. Highlights include deep-water dockage, a community pool, tennis and pickleball, elevator access, and a private boardwalk leading directly to the gulf. The boutique 10-unit complex also provides a ground-floor storage area large enough for a golf cart—an island essential. Offered fully furnished and turnkey, this property is ideal as a private retreat, income-producing rental, or smart investment. With its prime location, elevated design, and resort-style amenities, sunset captiva harbor side is your opportunity to claim a true piece of paradise.
Captiva Beach, 11506 Wightman Ln, Captiva, Florida 33924, image 1
$1,950,000 $200K
  • 3 Beds
  • 3 Baths
  • 1,521 SqFt
  • $1,282/SqFt
High-End
House for sale in Captiva Beach
11506 Wightman Ln, Captiva, FL 33924
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 exceptional. It is easy to maintain and prepare for incoming guests. Early 2026 advance reservations already total over $80, 000. 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 request is not before august 1, 2026. Future guest reservations must be honored. Any advance or final rental payments for reservations shall be credited to the buyer at closing.
Captiva Beach, 11536 Wightman Ln, Captiva, Florida 33924, image 1
$1,999,000
  • 4 Beds
  • 3 Baths
  • 1,024 SqFt
  • $1,952/SqFt
High-End
House for sale in Captiva Beach
11536 Wightman Ln, Captiva, FL 33924
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.
Sunset Captiva, 1 Sunset Captiva Ln, Captiva, Florida 33924, image 1
$3,498,000
  • 2 Beds
  • 21/2 Baths
  • 1,680 SqFt
  • $2,082/SqFt
High-End
House for sale in Sunset Captiva
1 Sunset Captiva Ln, Captiva, FL 33924
Be captivated in captiva island at this extraordinary gulf-front retreat, perfectly positioned along one of the island’s most coveted beachfront settings near the heart of captiva village. Just moments from boutiques, restaurants, marinas, and island entertainment, this exceptional residence offers the ideal blend of privacy, luxury, and breathtaking gulf sunsets. Completely reimagined with impeccable craftsmanship and designer finishes throughout, the home seamlessly blends sophisticated elegance with relaxed coastal living. Expansive impact-rated glass doors fill the interiors with natural light while framing panoramic water views from nearly every room. Inside, thoughtfully designed living spaces feature beamed ceilings, rich hardwood flooring, custom millwork, and dramatic fireplaces that add warmth and character. The gourmet chef’s kitchen is designed for entertaining and everyday living alike, showcasing custom high-gloss cabinetry, premium appliances, designer stone surfaces, and an oversized gathering island. Outdoor living is equally impressive, with multiple screened and open lanais, inviting lounge and dining spaces, sun decks, and a fully equipped summer kitchen overlooking the beach and gulf waters. Upstairs, guests enjoy a private suite opening to a spectacular beachfront terrace, while the luxurious primary suite offers a spa-inspired bath, bespoke finishes, private viewing deck, and statement fireplace. Extensive upgrades include hardie-board siding, a metal roof, trex decking, updated electrical and plumbing systems, a floating architectural staircase, retractable sun screens, brick-paver driveway, lush tropical landscaping, and curated designer furnishings throughout. Residents also enjoy resort-style amenities including a bayside marina and boat dock, tennis courts, and a large community pool. With strong weekly rental potential, this fully renovated beachfront retreat presents a rare opportunity to own a luxury island escape in one of southwest florida’s most sought-after communities. Luxury, privacy, views, and lifestyle come together beautifully in captiva.
Punta Robalo, 200 Mourning Dove Dr, Upper Captiva, Florida 33924, image 1
$250,000
  • 0.2 Acres
  • $1,250,000/Acre
High-End
Land for sale in Punta Robalo
200 Mourning Dove Dr, Upper Captiva, FL 33924
Fly your plane or take a boat ride to your new house on north captiva island. This double-buildable lot is located on the scenic north end of the island on the airstrip. This property is the perfect location for a hangar to store your private plane at your new custom home. Potential panoramic views of the gulf of mexico, north captiva pass, and cayo costa from your new home or lookout tower. The double lot already has a well on the property, and the elevation is higher than most. Conveniently located just a short walk to miles of pristine beaches and the resort area with restaurants, boat rentals, shopping, ferry landing, pools & tennis. Mls #224021961 is being sold with this lot. You must buy both lots for a total of $500, 000.
Punta Robalo, 210 Mourning Dove Dr, Upper Captiva, Florida 33924, image 1
$250,000
  • 0.22 Acres
  • $1,136,364/Acre
High-End
Land for sale in Punta Robalo
210 Mourning Dove Dr, Upper Captiva, FL 33924
Fly your plane or take a boat ride to your new house on north captiva island. This double-buildable lot is located on the scenic north end of the island on the airstrip. This property is the perfect location for a hangar to store your private plane at your new custom home. Potential panoramic views of the gulf of mexico, north captiva pass, and cayo costa from your new home or lookout tower. The double lot already has a well on the property, and the elevation is higher than most. Conveniently located just a short walk to miles of pristine beaches and the resort area with restaurants, boat rentals, shopping, ferry landing, pools & tennis. Mls #224021961 is being sold with this lot. You must buy both lots for a total of $500, 000.
33924, FL Snapshot
106
Active Inventory
0
New Listings
$150K to $18.9M
Price Tier
9
Pending Sales
$940K
Median Closed Price
N/A
Avg. Days On Market

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