Mid-Tier Real Estate For Sale in 33924 Zip Code

Lee County | Updated
Results 11 of 11
Safety Harbor Club, 370 Townhouse Ln #60, Upper Captiva, Florida 33924, image 1
$495,000 $4K
  • 3 Beds
  • 2 Baths
  • 954 SqFt
  • $519/SqFt
Mid-Tier
Townhouse for sale in Safety Harbor Club
370 Townhouse Ln #60, Upper Captiva, FL 33924
End unit with harbor views & dock access! Experience the tropical island waterfront lifestyle—1985 style! This value-priced townhome offers shared dockage for your boat, and an unbeatable location just steps from the dockage, ferry landing, and club restaurant… because sometimes the outside is doing all the heavy lifting. Let’s be clear: the interior is authentically, unapologetically vintage. We’re talking original finishes, original fixtures, and décor. The kitchen and baths? Classic. The vibe? Beach retro. The opportunity? Endless. But here’s the thing—this townhome is livable, functional, and ready for its next chapter. Whether you’re dreaming of a full renovation, a creative reimagining, or simply embracing the throwback charm (we won’t judge), this is your chance to start with a light-and-airy plan in an even better location. And what a location it is—end unit, harbor views, steps to dockage and kayak beach... And just a short distance to everything safety harbor club has to offer. Enjoy access to a heated pool, tennis and pickleball courts, clubhouse dining, and private gulf beach access where the sunsets are always in style (no renovation required). Bring your vision. Bring your contractor. Or bring your love for 1985. Either way, this is your chance to secure a waterfront foothold in an end unit at a price that leaves room for transformation. Don’t miss this unique before-and-after opportunity.
Safety Harbor Club, 370 Townhouse Ln #66, Upper Captiva, Florida 33924, image 1
$529,000
  • 3 Beds
  • 2 Baths
  • 953 SqFt
  • $555/SqFt
Mid-Tier
Townhouse for sale in Safety Harbor Club
370 Townhouse Ln #66, Upper Captiva, FL 33924
Priced to sell! Positioned directly on the harbor in safety harbor club, this waterfront townhome offers one of the most convenient dockside locations on north captiva island. With the boat docks less than 50 feet from your door, this home is ideal for those who want immediate access to boating and waterfront living. The layout is designed to capture excellent harbor views while providing comfortable island living. Light-filled interior spaces flow naturally to the outdoor covered screen porch, where you can watch boats come and go and enjoy the serene waterfront setting. As part of safety harbor club, owners enjoy a full suite of amenities including a community pool, tennis & pickleball courts, clubhouse, on-site dining, & gulf beach access. The nearby ferry landing makes travel simple while maintaining the peaceful, car-free charm of north captiva. Whether used as a personal retreat or investment property, this harborfront townhome offers an exceptional combination of location, lifestyle, and boating convenience on one of florida’s most unique barrier islands. There is a tenant currently in place until july 31, 2026.
Castaway Key, 4481 Bartlett Pkwy, Upper Captiva, Florida 33924, image 1
$1,125,000
  • 6 Beds
  • 31/2 Baths
  • 2,021 SqFt
  • $557/SqFt
Mid-Tier
House for sale in Castaway Key
4481 Bartlett Pkwy, Upper Captiva, FL 33924
Rare 6-bedroom north captiva island home with screened pool area where everyone has a place, and every moment feels like a vacation! Imagine arriving with a full house... Family, friends, kids, grandparents... All under one roof, yet everyone has their own space to unwind. Mornings begin with coffee around the kitchen's breakfast bar to plan the upcoming day at the beach. Afternoons drift between the pool, bbq area, game room, and shaded porch… and by evening, everyone gathers again, sharing stories over dinner as the island breeze moves through the lanai. This beautifully designed 6-bedroom, 3.5-bath plan was made for togetherness without crowding, offering expansive open living spaces to connect with family, along with private retreats for quiet moments. The heart of the home is a large open-concept living, dining, and kitchen area where meals turn into memories and laughter carries long into the night. Outside is a large covered key west-style front porch to perfect the island vibe. Just off the great room is a media room - perfect for movies and gaming any time of day. A spacious primary bedroom offers a sunny bay-window nook and an en-suite bath with a deep-soaking tub & shower combo. Three more guest rooms are just down the hall from the kitchen with a shared full bath. Downstairs, a relaxed den and games room create a natural draw for kids & teens for late-night hangouts, or a great hangout for older parents who don't like lots of stairs. Two bedrooms and a full bath, plus a laundry center on this level, make it a second essential recreation and living hub of the house, with the screened pool area just outside. This level seamlessly blends indoor comfort with outdoor fun. Step outside and the experience only gets better. A heated, screen-enclosed pool becomes the center of the day, surrounded by generous lounging and dining areas designed for long, unhurried afternoons. Just beyond, a separate poolside cabana with a wet bar and grilling station sets the stage for effortless entertaining—whether it's a casual lunch, sunset cocktails, or a full-on bbq cookout. The exterior of the house was upgraded with a new standing seam metal roof in 2023. Conveniently located just a short golf cart ride or walk from the ferry landing, island club amenities, and beach access.  Everything you need is within easy reach. Whether hosting multiple families, creating traditions for generations, or building a high-performing vacation rental designed for large groups, this is the kind of home where people come together and never want to leave. Take a closer look and start picturing your next gathering here.

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Safety Harbor Club, 4481 Escondidio Ln #80, Upper Captiva, Florida 33924, image 1
$565,000
  • 3 Beds
  • 2 Baths
  • 954 SqFt
  • $592/SqFt
Mid-Tier
Townhouse for sale in Safety Harbor Club
4481 Escondidio Ln #80, Upper Captiva, FL 33924
Wake up in paradise at sunrise bay on north captiva island! Picture this: the first light of dawn glistens across pine island sound as you sip coffee on your screened porch, watching the world wake up in perfect peace. A gentle sea breeze slips through palm fronds, and within minutes, you can be out the door and onto your docked boat, sandy gulf shoreline, or quiet nature trail. Sunrise bay isn't just a townhome - it's your front-row seat to island life. This 3-bedroom, 2-bath townhome has been stylishly updated to deliver modern coastal comfort with a dose of old florida charm. Inside, sunlit living spaces, tasteful furnishings, and thoughtful upgrades create a warm, effortless retreat. The townhouse is entirely turnkey, with thoughtfully updated décor and furnishings so you can settle in and start enjoying your new island retreat immediately. Outside, you're just a short hop to the ferry landing, dock slips, over the waterfront dining, and endless opportunities to fish, shell, kayak, or relax in total tranquility. For boaters, this property is a dream come true, with community docks that provide easy access to the gulf for fishing trips, sunset cruises, or island-hopping adventures. If you prefer to keep your toes in the sand, pristine gulf-side beaches are just a short golf cart ride away, making spontaneous beach visits part of your everyday life. Safety harbor club's included resort-style amenities, including the recently updated sparkling heated community pool, tennis & pickleball courts, a clubhouse, and waterfront dining, give you the best of vacation living right at home. Perfect for a personal island hideaway or an income-generating rental, sunrise bay blends laid-back luxury with unbeatable convenience. Properties with this level of charm, boat dockage, & water views don't usually last long at this price. Schedule a showing today and claim your place in paradise!
Castaway Key, 4460 Smugglers Dr, Upper Captiva, Florida 33924, image 1
$1,425,000
  • 4 Beds
  • 3 Baths
  • 2,358 SqFt
  • $604/SqFt
Mid-Tier
House for sale in Castaway Key
4460 Smugglers Dr, Upper Captiva, FL 33924
Just move right in to this fully remodeled, turn-key, luxury north captiva estate home with pool! This four-bedroom, three-bath island gem offers elegance, space, comfort, and modern design. The great room features an expansive tv area, dining area, luxury kitchen, and a large sundeck with grilling/dining areas overlooking the huge private heated pool. Reminding you of every shade of blue shimmering in the waters along the beach and sunny captiva skies, this chef's kitchen will impress you with all new stainless steel appliances, custom-designed cabinetry, glistening white solid surface countertops, and an island layout with a built-in dining bar. The kitchen might become your favorite place! Just off the living space is a convenient guest bedroom surrounded by windows and beautiful views of the swaying palm trees. A full bath with a custom tile shower and glass door enclosure is just around the corner for convenient access from the living room and upstairs guests. The primary suite is a true retreat with a private sun deck, spa-like en suite bath, a stunning freestanding oval soaking tub set in a bay window alcove, a custom mosaic-tiled walk-in shower, and dual vanities. The other two guest bedrooms and guest bath on that level offer plenty of sleeping spaces for large families or groups. The outdoor entertainment area is a true oasis, boasting a giant pool, poolside tv area, pool bar, and outdoor shower. Perfect for entertaining or just unwinding in paradise. Clad with hardie board and upgraded with new impact-resistant windows, sliding glass doors, and a standing seam aluminum roof, this home is built for beauty and resilience. It is just a short walk or golf cart ride from pristine beaches, the ferry, and the resort area. This home feels like a new home and is priced far below construction value. Fantastic potential to generate high rental revenue. This house is a must-see if you have been looking for a newer, larger pool home. An excellent opportunity to combine family vacation fun with high rental revenue while you are away!
Castaway Key, 4511 Conch Shell Dr, Upper Captiva, Florida 33924, image 1
$829,000 $30K
  • 3 Beds
  • 2 Baths
  • 1,352 SqFt
  • $613/SqFt
Mid-Tier
House for sale in Castaway Key
4511 Conch Shell Dr, Upper Captiva, FL 33924
Experience elevated island living in this beautifully designed 3-bedroom retreat, perched safely on one of the highest and driest points of the island. Enjoy gulf and bay views from your private third-story lookout. This property is a short golf cart ride from the beaches, the ferry, and resort-style amenities. Built with durability in mind, the home features new impact-rated windows and doors, a new standing seam aluminum roof, and new composite decking on the stair treads. The interior was recently updated with new kitchen cabinets and quartz counters. The largest bedroom on the second level includes a built-in home office nook plus plenty of sleeping and sitting spaces. Expansive wraparound screened and covered porches that invite seamless indoor-outdoor living on all four sides of the house, perfect for relaxing in the shade and capturing the seaside breezes. Fantastic opportunity to own your vacation home on a beautiful barrier island, but with peace of mind that you have a fabulous and safe location. Dock slip at the nearby island club marina also available for purchase.
Castaway Key, 4511 & 4501 Schooner Dr, Upper Captiva, Florida 33924, image 1
$999,999
  • 3 Beds
  • 31/2 Baths
  • 1,608 SqFt
  • $622/SqFt
Mid-Tier
House for sale in Castaway Key
4511 & 4501 Schooner Dr, Upper Captiva, FL 33924
Exceptional double-lot island retreat! Ideally positioned on a rare double lot, this beautifully maintained north captiva island home offers enhanced privacy, extra space, and low-maintenance coastal living. “this north captiva retreat offers more than just a home; it presents a rare opportunity for the lucky buyer to own an exclusive separate membership in captiva castaway beach. Just a short, scenic stroll from your front door, this membership grants you deeded access to arguably the finest 'sugar sand' private beach on the island. Enjoy this ultimate gulf-front luxury beach with its pristine, secluded shoreline reserved for a select few, ensuring your piece of paradise remains private and protected for years to come.” designed with a reverse floorplan, the home is filled with natural light and opens to lush tropical surroundings. The main living area, with its full-length sliding glass wall, allows the inside to flow seamlessly onto a spacious screened lanai (with premium “no-see-um” screen comfort) for bug-free open-air entertaining, lounging on the double hammock, or just enjoying the soft gulf breezes, creating indoor-outdoor living ideal for any occasion. The galley-style kitchen features a generous dining bar and walk-in pantry, while two private primary suites with en-suite baths and walk-in showers offer comfort and privacy. A versatile bunk room serves as a fourth sleeping area for additional guests. Extensive exterior “maintenance-free” recent upgrades set this home apart: impact-resistant doors and sliders, pgt energy-efficient low-e impact windows, composite decking, powder-coated aluminum railings, and premium composite siding (rated for up to 150-mph winds) that you never need to paint! Additional improvements include a new roof with transferable warranty, energy-efficient hvac systems with wi-fi thermostats, and updated appliances—delivering durability and low-maintenance ownership so you can spend more time on the beach and less time working on your house. Let your imagination wander! Create your personalized island paradise, as the adjacent surveyed lot, cleared free of brazilian pepper, provides valuable flexibility—ideal for lush gardens, a swimming pool, a 2nd guest house or creating an even larger private compound. Conveniently located near the beach access, ferry landing, and island amenities, this property has a history of strong rental potential. A rare opportunity to own a double-lot island home with upgrades, privacy, and expansion potential—all offered well below reconstruction cost. Schedule your private showing today and experience the island lifestyle firsthand!
Castaway Key, 4561 Smugglers Dr, Upper Captiva, Florida 33924, image 1
$654,900 $15K
  • 2 Beds
  • 11/2 Baths
  • 891 SqFt
  • $735/SqFt
Mid-Tier
House for sale in Castaway Key
4561 Smugglers Dr, Upper Captiva, FL 33924
Adorable island cottage on beautiful north captiva island with classic beach style. This bungalow offers three sleeping rooms, making great use of the space. The living room and kitchen area are full of charm with tongue-and-groove wood walls, an authentic coastal retreat style. The two levels of decking are great for watching sunsets and gathering with the family. The home is located on a valuable oversized lot, just a short stroll or golf cart ride to the nearest beach access. Plenty of room to add on or install a large pool and outdoor entertainment area. Impact windows and sliders throughout, plus new hardie-board siding. Don't miss out on the chance to affordably obtain your beach house dream goal on this one-of-a-kind island!
Safety Harbor Club, 4490 Harbor Bend Dr, Upper Captiva, Florida 33924, image 1
$1,397,000 $53K
  • 3 Beds
  • 2 Baths
  • 1,841 SqFt
  • $759/SqFt
Mid-Tier
House for sale in Safety Harbor Club
4490 Harbor Bend Dr, Upper Captiva, FL 33924
The perfect boater's retreat! This charming three-bedroom waterfront home on the harbor is fully remodeled. Excellent water views from both levels. Dock permits are in place to build a dock for your dream boat. Enjoy the custom-crafted kitchen with marble countertops and stainless steel appliances, with fantastic views across the living area to the harbor. Watch the wildlife and passing boats while relaxing on the deck or screened porch. Two large guest bedrooms share a fully upgraded hall bath with a custom tile walk-in shower. The east-facing bedroom enjoys views of the harbor and another screen porch access sliding glass door, perfect for catching the fresh seaside breezes. To the west is another guest bunk room. On the second level, the spacious primary suite with dual closets & a deluxe tiled bathroom offers a huge waterfront sun porch with composite decking. Just off the primary suite is a versatile sitting room that makes a great office, media room, or extra sleeping space. Impact windows & doors, as well as a newer aluminum standing seam roof, ensure durability and peace of mind. It is just steps from community dock slips with full membership to the safety harbor club amenities, pool, tennis, pickleball, and gulf beach access. This rare waterfront gem won't last. Schedule your private showing today!
Castaway Key, 631 Rum Rd, Upper Captiva, Florida 33924, image 1
$1,495,000 $100K
  • 4 Beds
  • 4 Baths
  • 1,920 SqFt
  • $779/SqFt
Mid-Tier
House for sale in Castaway Key
631 Rum Rd, Upper Captiva, FL 33924
Your private island waterfront escape — where every sunrise feels like it’s just for you! Imagine waking up to the first blush of sunrise spilling over pine island sound, the sky glowing pink and gold, while you sip coffee on your upper deck with panoramic views over a protected nature preserve. Just the soft rustle of palm fronds, the call of shorebirds, and the quiet lapping of water against your private dock. This isn’t just a house — it’s a 4-bedroom, 4-bath sanctuary built in 2020 to the highest storm and structural codes, so you can relax knowing your island retreat is as strong as it is beautiful. Inside, light pours in through vaulted ceilings onto airy, coastal-inspired living spaces. The designer kitchen — quartz countertops, stainless appliances, and custom cabinetry — was made for both sunset dinner parties and barefoot brunches after a morning swim. Built with impact windows, hardie board siding, and a metal roof, this home is built to withstand the elements. Step outside, and your world opens to a screened, heated pool surrounded by lush native landscaping that melts into the untouched preserve. When the day calls for adventure, your dock on a peaceful canal is ready for your boat, with quick access to some of the best fishing waters in florida. Whether you’re searching for a top-performing vacation rental or a personal hideaway that earns its keep when you’re away, this home is already a proven income generator — and it comes turnkey, so you can start living (or renting) the dream on day one. Opportunities for move-in waterfront properties don’t pop up on north captiva island very often — especially ones that offer this level of privacy, views, and modern construction. The only question is: will you let someone else watch your sunrise? Call today before this one disappears over the horizon.
Castaway Key, 4560 Conch Shell Dr, Upper Captiva, Florida 33924, image 1
$1,895,000
  • 4 Beds
  • 31/2 Baths
  • 2,388 SqFt
  • $794/SqFt
Mid-Tier
House for sale in Castaway Key
4560 Conch Shell Dr, Upper Captiva, FL 33924
Elegant gulf view estate with pool on oversized lot! Located just one roof line from the gulf, this impressive north captiva island home is spacious & luxurious. Its 4 bedrooms & 3.5 baths provide plenty of room for family & friends. This island getaway is situated on an extra-large corner lot, offering enhanced privacy and excellent view corridors. The upper level offers the ultimate open-concept floor plan, anchored by a designer chef's kitchen featuring a large storage-and-prep island, a full dining bar, expansive custom cabinetry, quartz countertops, and stainless steel appliances. The great room is wrapped in bright, crisply painted shiplap, evoking the breezy elegance of a true island-style beach home. The large, covered connecting porch with gulf-facing views is perfect for watching sunsets and sipping margaritas. This thoughtfully designed home offers two private master suites, each with its own walk-in shower, double vanities, and spacious layout for peaceful retreats. On the first level, two additional bedrooms and a shared bath provide ample space for guests; one could be considered a mini-primary bedroom with access to a large covered porch facing the pool, and the other a spacious bunk room that sleeps 5+, perfect for large families or rental groups. Other highlights include a package lift/elevator for effortless luggage and grocery transport to the upper floors, unique wood-grain tile floors, beautifully appointed bathrooms, and charming coastal décor throughout. This home is exceptionally well-designed and ready to be tailored to your style and rental needs. Outside, the lower-level lounge, dining, entertaining, and sundeck areas cover most of the home's footprint, offering fantastic opportunities for shady spots and sunny perches. The private heated pool resides amongst mature tropical trees with plenty of room for all to lounge the day away in the sun! Updated in 2021 with new impact windows/doors & hardie board siding. The ferry landing, club pool, tennis courts, dining, and shops are all just a quick golf cart ride away. With its prime location, gulf views, high-end finishes, extra-large lot size, and character, this home offers a rare opportunity to own an estate home on the south side of the island near the sparkling gulf waters, where you can watch the stunning sunsets every night from your dream home!
33924, FL Snapshot
112
Active Inventory
0
New Listings
$150K to $18.9M
Price Tier
10
Pending Sales
$980K
Median Closed Price
N/A
Avg. Days On Market

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