Search Listings

$499,000

Townhouse

End Unit With Harbor Views & Dock Access! Step right into a time capsule and experience the tropical island waterfront lifestyle—1985 style! This value-priced townhome offers shared dockage for your boat, and an unbeatable location just steps…

$249,900

Build your Island Dream Home on this tropical homesite located in the desirable North Captiva Dunes neighborhood! The high elevation, which provides peace of mind from storms, combined with the scenic view corridor toward the…

$999,999

Single Family Residence

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…

$1,300,000

Single Family Residence

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…

$1,254,500

Single Family Residence

Introducing the Gorgeous Brand "Waid N Sea" Beach House! Located on the Barrier Island of North Captiva. This Special 4 Bedroom, 3 Full Bath Beach Home with Private, Heated, Salt Water Pool Home! Fantastic Vacation…

$1,850,000

Single Family Residence

GREAT OPPORTUNITY! This is Your Chance for a LARGE PRIME GULF FRONT BEACH HOME! This AMAZING Home is RIGHT ON THE BEACH WITH PRIVATE BEACH ACCESS just steps out the door. SIMPLY SPECTACULAR OCEANS VIEWS…

$1,125,000

Single Family Residence

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…

$699,000

Single Family Residence

This Charming Island-Style retreat offers Beautiful Views of the Bay and the Gulf, both being visible from the inviting front porch and the luxurious master bath. Great location on a more highly elevated corner lot…

$587,000

Townhouse

Priced to Sell!  Fantastic Views from this townhome located within the quaint waterfront boating community of Safety Harbor Club on North Captiva Island. Completely updated in 2025 with luxury finishes and decor, this townhome features modern…

$170,000

Here's your opportunity to own a piece of one of Southwest Florida's most coveted private islands. This vacant lot on Oro Pesos Lane offers a clean slate to build your custom island retreat on North…

$170,000

Here's your opportunity to own a piece of one of Southwest Florida's most coveted private islands. This vacant lot on Hidden Lane offers a clean slate to build your custom island retreat on North Captiva…

$150,000

Here's your opportunity to own a piece of one of Southwest Florida's most coveted private islands. This vacant lot on Smugglers Lane offers a clean slate to build your custom island retreat on North Captiva…

$4,450,000

Single Family Residence

Not everyone can get here… and that’s exactly the point. Indiana Jones Adventure Meets Luxury Island Living | Rare Fly-In / Boat-In Captiva Estate. Set along the waters of Pine Island Sound with views to…

$724,000

Single Family Residence

AMAZING OPPORTUNITY! AN ISLAND TREASURE! PRIME WATERFRONT HOME & COMMERCIALLY ZONED OVERSIZED PARCEL PROPERTY of .33 ACRES WITH DIRECT GULF ACCESS FRONTAGE AND EXPANSIVE DOCKAGE IN PLACE *PLUS* NOW AVAILABLE FOR SALE ON MLS THE…

$1,495,000

Single Family Residence

An Island Masterpiece! This elegant, custom-designed island estate blends traditional island-style charm with contemporary sophistication. The home's exquisite detailing and bold roof lines create a unique and timeless design. Sited on an…

$529,000

Townhouse

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…

$1,895,000

Single Family Residence

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…

$1,590,000

Single Family Residence

UPPER CAPTIVA HOME. THIS Gorgeous home, 3 bedroom + Den & 4 baths, has everything you would want for an island home. GULF ACCESS CANAL home with a large dock. Room for 2 boats on…

$849,000

Single Family Residence

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…

$674,900

Single Family Residence

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…

$1,495,000

Single Family Residence

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,…

$705,000

Single Family Residence

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…

$1,695,000

Single Family Residence

Welcome to 4500 Butterfly Shell Dr — Upper Captiva Island. This is your island retreat, built in 2022. Accessible only by boat, ferry, or private aircraft. Upper Captiva is a hidden gem…

$1,499,000

Single Family Residence

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,…

$84,900

FANTASTIC Residential Lot on North Captiva Island! Desirable Area on the Island with Very Short Walk to the Ferry and The Island Club at North Captiva and all the amenities it has to offer. Lush…

$2,000,000

Single Family Residence

Rare Opportunity to Purchase Luxurious Gulf Front Estate on North Captiva IslandA rare opportunity has arisen to purchase a luxurious gulf front estate located within the prestigious community of Safety Harbor Club on North Captiva…

$1,999,000

Single Family Residence

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…

$3,995,000

Single Family Residence

Beauty & The Beach is one of the most extraordinary Gulf-front estate homes ever offered for sale on North Captiva Island! This custom-crafted contemporary residence sits on the central portion of the island's widest stretch of…

$1,824,800

Single Family Residence

High-performing Vacation Rental Getaway! Must see this extraordinary Key West-style retreat built in 2021, perfectly positioned on Upper Captiva Island’s private airstrip. Designed for discerning buyers who value both refined living and adventurous access,…

$549,900

Single Family Residence

FANTASTIC North Captiva Investor or Dreamy Island Home Owner Opportunity! *Engineering plans for the remodel have now been completed 10/01/2025* Largest Available Beach Home at Best Price! Charming Large Olde Florida Style Beach Home with…

$295,000

Exceptional opportunity to build your island dream home on this oversized corner parcel located just one row back from the Bay on beautiful North Captiva Island. Positioned to capture fantastic panoramic views across Pine Island Sound,…

$689,000

Single Family Residence

Old style Florida cottage has been fully remodeled while maintaining it’s charm such as seen in the tongue and groove ceilings. A new kitchen with open shelving, custom white cabinets and new appliances makes for…

$1,495,000

Single Family Residence

Rare Bayfront Fixer Upper!  Impressive panoramic big water views combine with a private sandy bayside beach and the best island fishing right from your dock. This tropical retreat features vaulted ceilings, a cozy fireplace, and light-filled living spaces with a seamless connection to the…

$85,000

Tropical interior lot on the private and serene North Captiva Island, with miles of pristine beaches and vacation amenities. This location is conveniently located within a short golf cart ride to the resort hub area…

$150,000

Amazing opportunity to build your dream vacation paradise. Arrive by sea or air to your private home in Upper Captiva island. Just steps away to multiple beach access areas and an abundance of…

$150,000

Amazing opportunity to build your dream vacation paradise. Arrive by sea or by air to your private home in Upper Captiva island. Just steps away to multiple beach access areas and an abundance of preserve…

$77,500

Great Opportunity! Now is Your Chance for a North Captiva Island Buildable Lot. Priced to Sell! 151 Swallow DR and 171 Swallow DR also are Available for Sale for a Three in a Row Parcel…

$77,500

Great Opportunity! Now is Your Chance for a North Captiva Island Buildable Lot. Priced to Sell! 151 Swallow DR and 161 Swallow DR also are Available for Sale for a Three in a Row Parcel…

$77,500

Great Opportunity! Now is Your Chance for a North Captiva Island Buildable Lot. Priced to Sell! 161 Swallow DR and 171 Swallow DR also are Available for Sale for a Three in a Row Parcel…

$1,500,000

Single Family Residence

A charming and dreamy beach side home with that New England character of shake vinyl siding and lots of French doors. Outside is a large wrap-around deck overlooking the gulf & the sunsets. Perfect…

$245,000

Discover your slice of paradise on North Captiva Island! ?? This vacant lot is just a short walk to a pristine, untouched beach and charming island restaurants. Accessible only by boat or small plane, North…

$1,397,000

Single Family Residence

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…

$1,245,000

Villa Attached

Island Paradise Found: Gulf-Side Retreat with Private Hot Tub/Pool & Tiki Bar! Wake up to your dream beach paradise on North Captiva Island! This exceptionally well-maintained 3-bedroom, 2.5-bath 1/2 duplex oasis offers unbeatable views and…

$1,425,000

Villa Attached

MOTIVATED SELLER BRING YOUR OFFERS! PRIME ISLAND OFFERING! EXQUISITE PRIME ISLAND BEACH FRONT REMODELED TOWNHOME “OCEAN WAVES”! FANTASTIC VACATION RENTAL or GULF FRONT HOME! This High End, Newly Remodeled, Gulf Front AND Beach Front Townhouse…

$1,365,000

Townhouse

MOTIVATED SELLER BRING YOUR OFFERS! PRIME ISLAND OFFERING! DESIRED VACATION RENTAL! Rare is this Unapparelled Opportunity to Own a Gulf Front and Beach Front Luxury Townhome in a Spectacular Location on Butterfly Beach! Attached, High…

$560,000

Townhouse

Steps from the water! You can hear the bay waters gently sloshing against the shoreline from the front deck. Enjoy beautiful bay views from the front screened-in deck and watch the boats come and go…

$1,174,000

Single Family Residence

A Must See! North Captiva Island FABULOUS Young Island Pool Home! Beautiful Coastal Turnkey Furnished Three Bedroom, Two Full Baths, Single Family Stilt, 2021 Year Built on a Private AND Oversized Half Acre - Corner…

$3,250,000

Single Family Residence

Gulf-front luxury living on the pristine beaches of North Captiva Island, offering a rare two-lot homesite with sweeping panoramic views of the Gulf of America, Captiva Pass, and Cayo Costa Island, where unforgettable sunsets unfold…

$3,499,000

HEAVEN ON EARTH! An exceptional and rare opportunity to own an almost full acre of beachfront property with bay to gulf access on North Captiva Island with access via boat, ferry, airplane or helicopter.…

$1,059,999

Single Family Residence

Welcome to "Paradise Palms" on North Captiva. A quick ferry ride gets you to a tropical paradise, leave your troubles & worries behind. Come see this beautiful turnkey home that has been professionally…

$799,000

Single Family Residence

Recently reduce price and addition of the Class C Safety Harbor Club membership makes this one of the best homes available on the island. Just steps from the beach, nestled in sea grape trees and…

$430,000

Sunrise and Sunset Views from this Rare Estate Lot bordering the 350 Acre State Preserve on North Captiva Island! Imagine building your dream home on this lot, where every day you can see glowing sunrises…

$295,000

Gorgeous, Unique, and Private estate-sized corner lot on North Captiva with plenty of room to build your island dream house! With just one row of homes to the bay, you will have impressive bay and…

$79,000

Great Value for a building lot on North Captiva Island! This prime lot is mostly cleared. Located just a short golf cart ride from bay and Gulf beaches, fishing spots, the ferry landing, and local…

$79,000

Great Value for a building lot on North Captiva Island! This prime lot is mostly cleared. Located just a short golf cart ride from bay and Gulf beaches, fishing spots, the ferry landing, and local…

$595,000

Exceptional View Corridor Lot just Steps from "Sunset Beach!" Picture yourself standing on your porch, salt air surrounds you, the rhythmic sound of waves lapping the shoreline just beyond the dunes. Every evening, the…

$1,395,000

A Rare Quasi-Beachside Opportunity - Oversized 0.42-Acre Lot in the Desirable North Captiva Dunes Imagine owning a piece of paradise just steps from a wide, sugar-sand beach, a place where your mornings begin with salt-kissed…

$170,000

Build Your Island Dream Home at 4471 Cutlass Dr on North Captiva Island, FL! Discover this opportunity to build your custom retreat on one of North Captiva's desirable streets. This high and dry lot offers the perfect…

$114,900

FANTASTIC Residential Lot for Sale on North Captiva Island! Desirable High and Dry Area of the Island. Lush and Tropical...A Simply Wonderful Lot for your New Beach House Build! Easy to Clear. Close to Butterfly…

$150,000

Build Your Private Island Dream Home --- Escape to paradise on exclusive Upper Captiva Island, where this remarkable piece of land offers the best of both worlds—beach and bay access. Nestled between the pristine shoreline…

$595,000

An incredibly rare opportunity on North Captiva Island! This collection of 4 adjacent lots spans a generous 1.13 acres, offering unmatched potential for a private estate with tropical gardens, a multigenerational retreat, or a 4-residence sanctuary. Enjoy exceptional…

$269,000

STEPS TO THE BEACH!  Fantastic Gulf Views! This prime vacant lot is located on the 2nd row from the water and delivers the quintessential North Captiva Island lifestyle. Enjoy a short golf cart ride to island dining, resort…

$219,000

Very Close to the Beach and with a Fantastic View corridor!  Don't miss this opportunity to own a lot with great Gulf views on North Captiva Island's desirable Jose's Hideaway neighborhood! Enjoy direct beach access via a deeded road…

$450,000

Very rare opportunity to purchase a vacant land parcels on the southernmost North Captiva Island canal bordering the state preserve! A well-designed home's upper levels will offer unobstructed views across the state wildlife reserve to…

$250,000

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…

$250,000

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…

$929,000

Single Family Residence

The Newest Home For Sale on North Captiva Island!   Imagine arriving by ferry or your private boat, leaving the noise of the mainland behind, and stepping into a home designed for barefoot mornings, breezy afternoons, and…

$675,000

Single Family Residence

Welcome to “Xanadu” your North Captiva Island sanctuary. Located within Safety Harbor Club, this 3 bedroom, 2 bath corner townhome combines thoughtful architecture with modern upgrades. With a well documented rental history and opportunity…

$1,495,000

Single Family Residence

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…

$595,000

Single Family Residence

Motivated Seller! Immerse yourself in the coastal charm of North Captiva Island with this beautiful townhome. From the living area and guest bedroom, you’ll enjoy lovely harbor views that are better than other current townhome…

$699,000

Townhouse

Unparalleled design and beauty at every corner of this impeccably remodeled townhome just steps from dock slips for your boat and the ferry landing. Beautiful views of the harbor from the front screen porch,…

$579,000

Single Family Residence

Island Fixer Upper Opportunity that is Priced to Sell Quickly! Lots of house for the money, but you have to be ready to put in the work. Significant Long Term Upside if you add…

$875,000

Single Family Residence

Lakefront natural beauty meets island beach house at this beautifully designed & decorated 3-bedroom retreat in the sought-after Safety Harbor Club community, including shared DOCKAGE for your boat. It features a spectacular designer kitchen that offers excellent views…

$949,000

Single Family Residence

This Delightful Cottage Style Pool Home includes an extra adjacent lot, and boasts some of the most spectacular landscaping you'll see on the island! Upgraded with a new aluminum standing seam roof and impact windows.…

$1,150,000

Single Family Residence

Discover your Dream Pool Home just Steps from the Beach with Stunning Gulf Views! This property features a huge chef's kitchen with granite countertops and ample storage. The cooking area includes a wrap-around dining bar, and the…

$674,900

2 Story,Single Family Residence

The Most Impressive Turn-key Luxury Townhome for sale in Safety Harbor Club! Enjoy community dock slips for your boat steps away from this fully upgraded property. An island getaway like no other. Many value-added…

$584,000

2 Story,Multi-Story Home,Townhouse

Fantastic Opportunity! Fully Remodeled, Beautifully Appointed, North Captiva Island Townhouse with Bay and Harbor Water Views and with Dockage! Busy Short Term Vacation Rental! This Spectacular, Turnkey Furnished Unit has 3 Bedrooms, A Bonus Finished…

$1,899,000

Ranch,Single Family Residence

One of the most Private and Charming Beach Front homes ever for sale on North Captiva Island! This exquisite Old Florida cottage-style home offers true character and a a unique living experience with its one…

$895,000

Stilts,Single Family Residence

FANTASTIC North Captiva Island Opportunity! Prime Rental Opportunity! Welcome to Your Own Private Island Oasis, Great Island Location, Peaceful, One Story, Heated Pool Home surrounded by a Mature Lush and Tropical Landscape. Great Short Term…

$849,000

2 Story,Multi-Story Home,Single Family Residence

Don't miss this extraordinary North Captiva Storm Fixer Upper!  This unique contemporary island gem has three bedrooms plus two loft spaces that can be used as extra sleeping spaces. The spacious great room, featuring extra tall ceilings, is a blank canvas that…

$824,000

Ranch,Single Family Residence

Discover the allure of this captivating Island Getaway boasting two bedrooms, two baths, and a secluded Private Pool—all within a short walk from the nearby beach access. Great outdoor space with an expansive screen porch…

$749,990

2 Story,Stilts,Single Family Residence

Looking for Paradise at a great price? Amazing 3 bedroom+1 Den/ 2.5 bathroom 2-story home with a private POOL on the gorgeous, highly desirable North Captiva Island off of Florida's beautiful west coast! Only a…