Search Listings

$225,000

Fabulous Opportunity! Rarely offered! Build your North Captiva Island getaway on this desirable homesite within Safety Harbor Club, complete with a Class A Membership and access to an outstanding collection of island amenities. Ideally positioned…

$135,000

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…

$148,000

A rare opportunity to own an extraordinary piece of North Captiva Island’s untouched South End coastline. This oversized parcel stretches along the island’s serene mangrove shoreline on the bay, offering a setting defined by privacy,…

$89,000

Turn your dream of owning a piece of a tropical paradise into a reality with this North Captiva Island building lot! Perched on the picturesque north end of the island, this property is just a…

$1,425,000

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…

$565,000

Townhouse

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…

$599,000

Townhouse

Experience the best of coastal living in one of the premier townhomes in Safety Harbor Club! This beautifully updated end-unit offers 3 bedrooms, 2 full baths, and is filled with natural light thanks to additional…

$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…

$156,000

Build your North Captiva dream home on this oversized 100' x 120' homesite located in a desirable higher-elevation area just five rows back from the Gulf! With approximately 0.28 acres of land, this generous parcel provides all the extra…

$779,000

Single Family Residence

Almost Beachfront!  Don't miss this cute beach cottage just steps to the beach with incredible views from the front porch.  Sit back, relax, and enjoy the Gulf  & Sunset, surrounded by the sounds of the surf, with the…

$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,…

$130,000

SOUTHERN EXPOSURE AND THE OPPORTUNITY TO BUILD YOUR OWN ISLAND ESCAPE IN CASTAWAY KEY. Located on Upper Captiva, this homesite offers a great setting to design a custom home tailored to the relaxed Southwest Florida…

$130,000

CASTAWAY KEY ISLAND LIVING STARTS HERE. This homesite on Upper Captiva offers the perfect opportunity to build your own private island retreat in the desirable Castaway Key community. Surrounded by the natural beauty and relaxed…

$799,000

Single Family Residence

Recently reduce price makes this one of the best homes available on the island. Just steps from the beach, nestled in sea grape trees and cabbage palms, surrounded by nature. The upside-down floor plan makes…

$89,000

Build your island dream home steps from the Gulf beaches on beautiful North Captiva Island! Located on a quiet circle in a higher elevation area, this desirable homesite offers an exceptional opportunity to enjoy…

$1,450,000

Single Family Residence

High-performing, income-producing vacation rental on one of North Captiva Island's premier streets. Privately nestled among mature tropical landscaping, this beautifully maintained 4-bedroom, 3.5-bath island retreat offers over 2,300 sq ft of thoughtfully designed living space…

$999,500

Single Family Residence

A Must See! Wow Opportunity. North Captiva, private heated saltwater pool, Gulf-side location, turnkey furnished, rental history and 150+ five-star guest reviews. 60k in rentals Jan to July in 2026 alone. Welcome to “The Perfect…

$1,125,000

Single Family Residence

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…

$389,000

Incredible Views of the Gulf from this perfectly located lot just steps to the beach! 4601 Oro Pesos Ln offers an exceptional opportunity to build your custom island dream home. Imagine sitting in…

$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…

$1,299,000

Single Family Residence

UPPER CAPTIVA CANAL HOME. Room for two boats. Needs some updating. Beautiful private views across the State Park to Pine Island from this gorgeous 3 bedroom plus a den & 3.5 bathroom home. It has…

$865,000

Townhouse

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…

$1,245,000

Villa Attached

541 Gulf Lane – Steps to the Sand with Sweeping Water Views & Resort-Style Outdoor Living.  This retreat offers the kind of beachside life that feels effortless from the moment you arrive. This beautifully positioned 3-bedroom, 2-bath half-duplex captures spectacular…

$130,000

This is an exceptional buildable lot! Steps from the sugar sand beaches of North Captiva and the runway. Build your dream home or keep it simple and use the same builder that would have built…

$490,000

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…

$65,000

our own private beach on an island that's only accessible by boat or plane! Pick up your piece of paradise for under $60,000. This is a beach lot and is located at the northern tip…

$199,000

You are looking to build your new getaway, but how do you get away from it all? A true barrier island with no bridges. Separate yourself from the world and enjoy the peace and quiet.…

$470,000

Townhouse

End Unit With Harbor Views & Dock Access! Experience the tropical island waterfront lifestyle! This value-priced townhome offers shared dockage for your boat, and an unbeatable location just steps from the dockage, ferry landing, and club restaurant……

$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…

$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…

$1,750,000

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…

$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…

$3,949,999

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…

$1,395,000

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…

$1,595,000

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…

$819,000

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…

$624,900

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…

$1,499,000

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…

$1,970,000

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…

$3,895,000

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…

$78,000

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…

$69,000

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…

$69,000

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…

$69,000

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…

$233,000

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…

$1,349,000

Villa Attached

MOTIVATED SELLER BRING YOUR OFFERS! PRIME ISLAND OFFERING! EXQUISITE PRIME ISLAND BEACH FRONT REMODELED TOWNHOME “OCEAN WAVES”! Boat Slip with Covered Lift for sale additional with this home purchase. 26FT Maximum Boat Size and 10,000…

$1,299,000

Townhouse

MOTIVATED SELLER BRING YOUR OFFERS! PRIME ISLAND OFFERING! DESIRED VACATION RENTAL! Boat Slip with Covered Lift for sale additional with this home purchase. 26FT Maximum Boat Size and 10,000 LB Covered Boat Lift please inquire!…

$510,000

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…

$1,144,000

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.…

$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…

$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…

$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…