Captiva Real Estate
Captiva Island, an exclusive enclave off the coast of Southwest Florida, continues to shine as one of the region’s most coveted luxury real estate destinations. Its unique appeal draws affluent buyers seeking beachfront estates, secluded waterfront villas, and sophisticated island living.
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1606 Lands End Village, Captiva, FL 33924 LANDS END VILLAGE CONDO
3Bedroom(s)
3Bathroom(s)
47Picture(s)
2,115Sqft
Visits:1
Welcome to Land's End Village, a tropical oasis, located inside the gated resort of South Seas on the very tip of Captiva Island where the Bay & Gulf adjoin. This exceptional penthouse boasts an open floorplan, allowing for breathtaking views of Red Fish Pass, Pine Island Sound Estuary and Gulf waters.
$2,700,000
3119 Tennis Villas, Captiva, FL 33924 SOUTH SEAS ISLAND RESORT
1Bedroom(s)
1Bathroom(s)
29Picture(s)
580Sqft
Visits:1
Welcome to 3119 Tennis Villas at South Seas Resort on Captiva Island! This lovely one bedroom, one bath has been completely renovated in a coastal inspired island theme which combines a relaxed, breezy feel of a beach condo with the beautiful colors and natural materials of a tropical island. This is a unique opportunity to own a corner unit in the3100 building.
$410,000
3113 Tennis Villas, Captiva, FL 33924 SOUTH SEAS ISLAND RESORT
1Bedroom(s)
1Bathroom(s)
48Picture(s)
586Sqft
Visits:0
Luxurious, Never-Rented Designer Remodel in South Seas Resort – Captiva Island
Discover an unparalleled ownership opportunity in one of Florida’s most iconic destinations—South Seas Resort on Captiva Island, currently undergoing a $1 billion transformation into a world-class retreat.
$439,900
4116 Bayside Villas, Captiva, FL 33924 SOUTH SEAS ISLAND RESORT
1Bedroom(s)
2Bathroom(s)
33Picture(s)
684Sqft
Visits:0
Welcome to 4116 Bayside Villas—your perfect coastal escape on Captiva Island. This fully renovated 1-bedroom, 2-bath condo is ideal for personal enjoyment or as a savvy investment opportunity. Located on the elevated first floor, the unit showcases stunning water views down the channel, offering a peaceful and picturesque setting for everyday living or vacation stays.
$485,000
4118 Bayside Villas, Captiva, FL 33924 SOUTH SEAS ISLAND RESORT
1Bedroom(s)
2Bathroom(s)
30Picture(s)
824Sqft
Visits:1
Experience waterfront living at its finest in 4118 Bayside Villas—a beautifully updated 1-bedroom, 2-bath condo with a rare extended living area that enhances both space and versatility. This unique villa offers panoramic views of the marina and channel, leading out to the open waters of the bay—an ever-changing backdrop that brings the beauty of Captiva indoors.
$495,000
15009 Binder DR, Captiva, FL 33924 LANES F A BAYVIEW SUBD
5Bedroom(s)
7Bathroom(s)
50Picture(s)
3,915Sqft
Visits:3
Nestled on storied Binder Drive, where the road winds quietly past some of Captiva’s most cherished waterfront homes, 15009 Binder Drive aka Limoncello is a rare fusion of historic charm and refined coastal elegance.
$6,950,000
310 Pieces Of Eight, Captiva, FL 33924 UPPER CAPTIVA
2Bedroom(s)
3Bathroom(s)
48Picture(s)
1,656Sqft
Visits:3
*UPDATED LISTING - A MUST READ* 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 ADJACENT COMMERCIALLY ZONED OVERSIZED PARCEL of .
$749,000
1602 Lands End Village, Captiva, FL 33924 LANDS END VILLAGE CONDO
3Bedroom(s)
3Bathroom(s)
46Picture(s)
2,444Sqft
Visits:0
Perched at the northernmost point of Captiva Island, South Seas Lands End 1602 is a rare end-unit penthouse offering an unmatched combination of privacy, luxury, and breathtaking natural beauty.
$2,694,000
4500 Butterfly Shell DR, Captiva, FL 33924 NORTH CAPTIVA DUNES
3Bedroom(s)
4Bathroom(s)
42Picture(s)
1,767Sqft
Visits:0
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 where pristine beaches, unspoiled nature, and ultimate privacy define the lifestyle. This 3BR 4 BA with a den.
$1,695,000
16730 Captiva DR, Captiva, FL 33924 METES AND BOUNDS
5Bedroom(s)
6Bathroom(s)
50Picture(s)
5,059Sqft
Visits:0
Fantastic Private Beachfront Sanctuary located on the Gold Coast of Captiva Island, where timeless craftsmanship meets coastal luxury. Framed by beautiful Royal Palms and lush, mature landscaping, this extraordinary estate is a rare opportunity to own one of Captiva’s most unique and artfully designed properties.
$10,900,000
1411 Beach Cottages, Captiva, FL 33924 SOUTH SEAS ISLAND RESORT
3Bedroom(s)
3Bathroom(s)
40Picture(s)
1,130Sqft
Visits:1
Coastal Elegence along Captiva’s coastline, where luxury and contemporary blend together seamlessly. A one-of-a-kind, fully renovated 3-Bedroom, 3-Bathroom duplex Beach Cottage, expertly reimagined by a professional interior designer to exude sophistication and comfort. Fully furnished with curated, upscale decor.
$2,599,000
3222 Tennis Villas, Captiva, FL 33924 SOUTH SEAS ISLAND RESORT
1Bedroom(s)
1Bathroom(s)
32Picture(s)
586Sqft
Visits:0
Experience island living in this charming 1-bedroom, 1-bath South Seas Villas condo on Captiva. Located on the second floor and sold fully furnished, it’s ready for personal use or rental income.
$414,500
484 Gulf Bend DR, Captiva, FL 33924 SAFETY HARBOR CLUB
3Bedroom(s)
3Bathroom(s)
50Picture(s)
2,435Sqft
Visits:0
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.
$1,975,000
2122 Gulf Beach Villas, Captiva, FL 33924 SOUTH SEAS ISLAND RESORT
2Bedroom(s)
2Bathroom(s)
25Picture(s)
1,203Sqft
Visits:0
Discover the pinnacle of coastal living in this exquisite 2-bedroom + Loft, 2-bathroom, two-story retreat in South Seas Resort. Nestled along the pristine shores of the Gulf, this beautifully reconfigured condo combines modern elegance with the serene charm of beachfront living.
$1,850,000
16543 Captiva DR, Captiva, FL 33924 METES AND BOUNDS
3Bedroom(s)
3Bathroom(s)
50Picture(s)
2,373Sqft
Visits:0
Nestled along the most coveted stretch of Captiva Island’s Gold Coast, This charming Old Florida-style main house boasts a private pool area and expansive deck space, creating a perfect retreat. Inside, high vaulted ceilings and an open kitchen enhance the spacious feel. Situated in the Estate Zone District, this property offers deeded beach access just steps away.
$4,800,000
19 Beach Homes, Captiva, FL 33924 SOUTH SEAS ISLAND RESORT
3Bedroom(s)
3Bathroom(s)
48Picture(s)
2,096Sqft
Visits:0
Experience unparalleled luxury and coastal elegance at 19 Beach Homes, a stunning direct Gulf-front, elevated, 3 Bedroom + Den, 3 Bathroom residence situated within on the coastline of Captiva. Completely redesigned and renovated in 2022, this breathtaking home offers top-of-the-line finishes and modern upgrades that blend seamlessly with the serene, natural beauty of its beachfront setting.
$5,400,000
3213 Tennis Villas, Captiva, FL 33924 SOUTH SEAS ISLAND RESORT
1Bedroom(s)
1Bathroom(s)
46Picture(s)
586Sqft
Visits:0
PRICE REDUCTION!!! If you haven't been up to Tennis Villas in Captiva at South Seas, you are in for a pleasant surprise! The buildings haveall been renovated with new roofs, railings, balconies, tile, stairs, painting and all surrounded with beautiful tropical landscapin.
$410,000
16886 Captiva DR, Captiva, FL 33924 METES AND BOUNDS
5Bedroom(s)
5Bathroom(s)
50Picture(s)
4,608Sqft
Visits:0
Rare Beachfront Estate with Separate Guest Home on Captiva Island
Seize the rare opportunity to own a private beachfront estate on the coveted Gold Coast of Captiva Island.
$6,900,000
16530 Captiva DR, Captiva, FL 33924 METES AND BOUNDS
5Bedroom(s)
6Bathroom(s)
49Picture(s)
5,843Sqft
Visits:0
The Crown Jewel of Captiva Island, the one and only Sandpiper Estate. For the first time ever, the iconic Sandpiper Estate is available for purchase, presenting an extraordinary opportunity to own a legacy property on Captiva Island’s prestigious Gold Coast.
$12,500,000
5339 Bayside, Captiva, FL 33924 SOUTH SEAS ISLAND RESORT
3Bedroom(s)
3Bathroom(s)
42Picture(s)
1,496Sqft
Visits:0
Discover an exquisite 3 bedroom Bayside Villa nestled in the prestigious South Seas Resort, where luxury meets coastal charm. Just renovated, this residence showcases a stunning transformation with upscale coastal design elements throughout its generous 1,608 sf of living space. Step into a thoughtfully curated interior featuring premium LVT flooring that flows seamlessly through each room.
$969,000
4541 Conch Shell DR, Captiva, FL 33924 CASTAWAY KEY UNRECORDED SUBDIVISION
3Bedroom(s)
4Bathroom(s)
50Picture(s)
1,646Sqft
Visits:0
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 oversized lot close to gulf beaches on a quiet sandy lane. Hardie board siding, Pella impact windows, and electric storm shutters provide peace of mind.
$1,495,000
3136 Tennis Villas, Captiva, FL 33924 SOUTH SEAS ISLAND RESORT
1Bedroom(s)
1Bathroom(s)
33Picture(s)
586Sqft
Visits:0
Exceptional Top-Floor Condo at South Seas Villas – A Captiva Island Treasure Own a rare top-floor condo in the coveted South Seas Villas at South Seas Resort, nestled in the sought-after Southern Enclave.
$330,000
3233 Tennis Villas, Captiva, FL 33924 SOUTH SEAS ISLAND RESORT
2Bedroom(s)
2Bathroom(s)
42Picture(s)
894Sqft
Visits:0
Located behind the gates of South Seas Resort, the exclusive South Seas Villas community offers a serene coastal retreat with a sundeck, pool, gazebo featuring a outdoor dining area, and BBQ facilities. Nestled within the southern enclave, just steps from the beach, this renovated top-floor, two-story villa overlooks a lush courtyard and tropical vegetation.
$625,000
16891 Captiva DR, Captiva, FL 33924 METES AND BOUNDS
3Bedroom(s)
4Bathroom(s)
50Picture(s)
3,028Sqft
Visits:0
Discover the ultimate Artist retreat with this exceptional 1.4-acre bay front estate parcel on Captiva’s coveted Roosevelt Channel. Nestled among lush, mature vegetation, this property offers breathtaking waterfront views, abundant wildlife, and a private dock with direct access to the Intracoastal Waterway and Gulf of Mexico.
$3,500,000
660 Gulf LN, Captiva, FL 33924 CASTAWAY KEY UNRECORDED SUBDIVISION
4Bedroom(s)
5Bathroom(s)
49Picture(s)
3,340Sqft
Visits:0
**A Gulf-Front Luxury Retreat – 660 Gulf Lane, North Captiva Island**
Welcome to *Beauty & The Beach*, the pinnacle of island luxury. This breathtaking Gulf-front estate offers 4 bedrooms, 4.5 bathrooms, and 3,374 sq. ft. of sophisticated living space in one of Florida’s most exclusive coastal destinations.
$4,500,000
11550 Paige CT, Captiva, FL 33924 TARPON BAY AT CAPTIVA
5Bedroom(s)
7Bathroom(s)
48Picture(s)
4,129Sqft
Visits:0
The BEST VALUE in Captiva! Enjoy one full acre of Gulf-front living with your own deeded boat slip — the perfect combination of beach and boating!
On the serene shores of Captiva Island, in the exclusive community of Tarpon Bay, this gulf-front estate epitomizes luxury coastal living.
$6,200,000
5136 Bayside Villas, Captiva, FL 33924 CAPTIVA BAY VILLAS CONDO
1Bedroom(s)
2Bathroom(s)
14Picture(s)
684Sqft
Visits:0
Stunning Waterfront Condo with Bay Views, Private Marina & Beach Access!
Experience the best of coastal living in this beautifully remodeled condo, offering breathtaking bay views, private marina access, and just steps away from a stunning white sand beach.
$521,000
15899 Captiva DR, Captiva, FL 33924 DICKEYS JOHN R SUBD
4Bedroom(s)
3Bathroom(s)
47Picture(s)
2,897Sqft
Visits:0
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.
$5,250,000
11400 Old Lodge LN, Captiva, FL 33924 CAPTIVA HIDE-A-WAY CONDO
2Bedroom(s)
2Bathroom(s)
34Picture(s)
1,200Sqft
Visits:0
Spectacular, direct Bayfront vistas from this furnished, 2 bedroom and 2 bath condo situated in Captiva's "Village" at Captiva Hide-A-Way. “Boater’s Paradise” - dock your boat right out your back door for easy access to Pine Island Sound and the Gulf. Experience magical sun and moon rises from your private lanai and stunning sunsets from the Gulf beach.
$1,475,000
16475 Captiva DR, Captiva, FL 33924 METES AND BOUNDS
3Bedroom(s)
4Bathroom(s)
48Picture(s)
3,258Sqft
Visits:0
Presented with a new design vision by MHK Architecture, this extraordinary Captiva Island estate features concept plans to reimagine the existing residence, design a new coastal masterpiece, or expand by combining with the adjacent 1.5-acre estate lot to create a contiguous 5-acre compound unlike anything else on Captiva Island.
$5,995,000
2117 Gulf Beach Villas, Captiva, FL 33924 SOUTH SEAS ISLAND RESORT
1Bedroom(s)
1Bathroom(s)
24Picture(s)
687Sqft
Visits:0
Enjoy Gorgeous Sunsets and Sand Between Your Toes! Directly on the beach! This coastal inspired one bedroom / one bath Gulf Beach Villas offers beach front living within the gates of South Seas Resort. Fully furnished and turnkey! Impact glass, white cabinets, vinyl plank flooring, etc.
$675,000
3221 Tennis Villas, Captiva, FL 33924 SOUTH SEAS ISLAND RESORT
1Bedroom(s)
1Bathroom(s)
33Picture(s)
586Sqft
Visits:0
Amidst lush palms and native tropical landscaping, this charming condo comes fully furnished and ready to enjoy. Located within South Seas Resort, this second-floor, 1-bedroom Tennis Villa offers a serene and convenient island lifestyle.
$414,500
2121 Gulf Beach Villas, Captiva, FL 33924 SOUTH SEAS ISLAND RESORT
3Bedroom(s)
3Bathroom(s)
48Picture(s)
1,500Sqft
Visits:0
Don’t miss this RARE two-story, 3 bedroom, 3 bathroom Beach Villa offering direct gulf views! The corner location ensures abundant natural light and enhanced privacy, while the open floor plan seamlessly connects the living, dining, and kitchen areas, perfect for entertaining or relaxing after a day at the beach.
$1,475,000
16632 Captiva DR, Captiva, FL 33924 TICHENORS F H SILVER KING
5Bedroom(s)
4Bathroom(s)
44Picture(s)
3,681Sqft
Visits:0
Along Captiva’s coveted Gold Coast, opportunity doesn’t just knock—it rolls in with the tide. Halemakai spans 100 feet of pristine Gulf frontage, where the sunsets are worth framing and the possibilities are as endless as the horizon.
$5,950,000
1408 Beach Cottages, Captiva, FL 33924 SOUTH SEAS ISLAND RESORT
2Bedroom(s)
2Bathroom(s)
33Picture(s)
960Sqft
Visits:0
Just steps from toes in the sand!! Meticulously redesigned and completely renovated in 2020 by renowned island builder, Estate Management Construction, this exquisite 2-bedroom, 2-bathroom condo is a turn-key treasure offering unparalleled luxury within the gates of South Seas Resort. Every detail has been thoughtfully crafted to enhance both form and function.
$1,650,000
5120 Bayside Villas, Captiva, FL 33924 SOUTH SEAS ISLAND RESORT
1Bedroom(s)
2Bathroom(s)
46Picture(s)
684Sqft
Visits:0
Bayside Bliss! This charming 1-bedroom, 2-bath condo combines comfort, style, and versatility—ideal for personal enjoyment or as an investment opportunity. Situated on the elevated first floor with stunning views of Pine Island Sound, the condo offers a tranquil setting with picturesque scenes of boats, wildlife and more.
$545,000
1666 Lands End Village, Captiva, FL 33924 LANDS END VILLAGE CONDO
3Bedroom(s)
3Bathroom(s)
50Picture(s)
2,300Sqft
Visits:0
Situated at the northernmost tip of Captiva Island is Lands End. Appropriately named, this intimate complex provides a setting like no other with a 180° vistas from The Gulf of Mexico across the stunning golf course to Pine Island Sound. This penthouse is beautifully updated and spacious with 2300 ft.² of living area along with two commodious sundecks and parking under the building.
$1,550,000
564 Coral CIR, Captiva, FL 33924 CAPTIVA PALMA UNRECORDED SUBDIVISION
2Bedroom(s)
2Bathroom(s)
48Picture(s)
1,261Sqft
Visits:0
Adorable Beach Cottage on high ground, with access just around the corner to miles of pristine sandy beaches. Relax in the sun on the spacious upper deck just outside the upper-level living room and kitchen area. The bunk room acts as a 3rd sleeping space for kids.
$674,000
16979 Captiva DR, Captiva, FL 33924 METES AND BOUNDS
6Bedroom(s)
8Bathroom(s)
44Picture(s)
5,598Sqft
Visits:0
THIS IS A SHORT SALE! Deeded Beach Access! Opportunity is knocking! Answer the door! One of Captiva's most iconic residences resting on over 2.5 acres with 200 ft of bay-frontage overlooking the sparkling waters toward the preservation land beyond. Situated on a peninsula this property affords unparalleled wide water views unlike any other on the islands.
$4,900,000
121 Swallow DR, Captiva, FL 33924 UPPER CAPTIVA
4Bedroom(s)
3Bathroom(s)
44Picture(s)
2,148Sqft
Visits:0
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 New Modernized Expansive Floor Plan with Tons of New Natural Light Plus 360 Degree Island Water Views! So Close to the Bay for World Class Fishing at Airstrip Be
$589,000
4500 Seair LN, Captiva, FL 33924 JOSE'S HIDEAWAY
3Bedroom(s)
3Bathroom(s)
50Picture(s)
1,808Sqft
Visits:0
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, decor, and finish. This 3 bedroom and 3 bath home is located directly on North Captiva's private airstrip, offering excellent access for pilots as well as scenic views of the Gulf and Bay.
$1,499,000
15411 Captiva DR, Captiva, FL 33924 CAPTIVA SHORES CONDO
2Bedroom(s)
2Bathroom(s)
38Picture(s)
1,189Sqft
Visits:0
Price increase as completion of renovations near completion. Capture the exclusive Captiva lifestyle within the gulf to bay community of Captiva Shores. The highly anticipated return of "Captiva Shores" is near so don't miss this remarkable opportunity.
Experience spectacular sunrise and sunset views from this top floor/corner unit.
$1,495,000
16777 Captiva DR, Captiva, FL 33924 METES AND BOUNDS
6Bedroom(s)
7Bathroom(s)
49Picture(s)
5,346Sqft
Visits:0
A one of a kind offering with 150ft of water frontage laden with rich national history. President Theodore Roosevelt began frequenting Captiva in 1908. In 1917 he staged his houseboat at this very location for his legendary Devil Fish expedition of which he hunted and gathered for the Smithsonian.
$9,450,000
4306 Bayside Villas, Captiva, FL 33924 SOUTH SEAS ISLAND RESORT
3Bedroom(s)
3Bathroom(s)
48Picture(s)
1,496Sqft
Visits:0
Enjoy this fully renovated coastal retreat within the gated South Seas Island Resort, offering breathtaking marina and Pine Island Sound views. This rare top-floor 3-bedroom, 3-bath unit in Bayside Villas features an impact glass-enclosed lanai, adding 125 sq. ft. of air-conditioned living space to the standard 1,496 sq. ft. footprint.
$1,439,000
5321 Bayside Villas, Captiva, FL 33924 SOUTH SEAS ISLAND RESORT
3Bedroom(s)
3Bathroom(s)
48Picture(s)
1,496Sqft
Visits:0
Highly sought after top floor 3 bedroom, 3 bath, 2 story Bayside Villa with breathtaking views of Pine Island Sound and beyond. In addition, this is one of the few lanais with a side view which offers the ability to watch the boats come and go from the canal leading to the marina. The well trimmed mangroves provide a haven for nesting birds, as well as other wild life.
$1,100,000
1656 Lands End Village, Captiva, FL 33924 SOUTH SEAS ISLAND RESORT
3Bedroom(s)
3Bathroom(s)
50Picture(s)
2,115Sqft
Visits:0
- PRICE DROP ALERT! YOUR FAVORITE—NOW FOR LESS! Indulge in breathtaking sunrise views from this luxurious 3-bed, 3-bath condominium nestled in Land's End Village at the Northern tip of Captiva. Overlooking a serene lake, golf course, and Pine Island Sound, this 2-story masterpiece boasts a penthouse primary suite offering unmatched 180-degree vistas.
$1,995,000
15123 Captiva DR, Captiva, FL 33924 SUNSET CAPTIVA CONDO
2Bedroom(s)
2Bathroom(s)
50Picture(s)
1,323Sqft
Visits:0
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.
$1,499,000
15557 Captiva DR, Captiva, FL 33924 CAPTIVA BEACH VILLAS
5Bedroom(s)
5Bathroom(s)
50Picture(s)
3,485Sqft
Visits:0
A Fantastic waterfront property along the Tween Waters area, overlooking the Bay & Roosevelt Channel on Captiva Island. This home radiates a gentle Mediterranean ambiance, enriched with Travertine marble & cherry wood flooring, tailor-made cabinetry, & top-tier Wolf kitchen appliances.
$3,489,000
3134 Tennis Villas, Captiva, FL 33924 SOUTH SEAS ISLAND RESORT
2Bedroom(s)
2Bathroom(s)
31Picture(s)
900Sqft
Visits:0
OWNER MOTIVATED! Seize this rare opportunity to own a stunning 2-bedroom, 2-bath Captiva Resort Villa Condominium in a prime corner location, offering enhanced privacy and potential for breathtaking views. A dining area window invites natural light, creating a warm and inviting space for meals.
$720,000
14865 Mango CT, Captiva, FL 33924 FA LANES BAYVIEW
2Bedroom(s)
2Bathroom(s)
41Picture(s)
1,176Sqft
Visits:0
Lowest-Priced Single-Family Home on Captiva priced below market value – No HOA! Prime Village Location with partial Bay Views. TFC-2 Zoning offers creative options for future expansion ideas.
Don’t miss this coastal-inspired Captiva cottage, offering partial bay views and the best of island living with abundant outdoor space.
$1,100,000
211 Kingfisher DR, Captiva, FL 33924 PUNTA ROBALO UNRECORDED SUBDIVISION
5Bedroom(s)
5Bathroom(s)
50Picture(s)
3,938Sqft
Visits:0
Exclusive island estate with spectacular views of Pine Island Sound and the Gulf of Mexico. This 5 bedroom, 5 bath home is situated on 1.16 acres of beautifully landscaped, irrigated property with 300' of white sandy beach. The waterfront includes new Trex dock with 2 boatlifts, one at 20,000 lbs. New copper roof installed in 2020.
$4,850,000
15411 Captiva DR, Captiva, FL 33924 CAPTIVA SHORES CONDO
3Bedroom(s)
3Bathroom(s)
42Picture(s)
1,410Sqft
Visits:0
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.
$1,395,000
17170 Captiva DR, Captiva, FL 33924 METES AND BOUNDS
2Bedroom(s)
2Bathroom(s)
45Picture(s)
1,344Sqft
Visits:0
Own this little adorable Captiva beach cottage OR "IMAGINE" and build something incrediably special like the coastal modern masterpiece shown. Displayed are Conceptual renderings of what you could build on this property. You get to decide! Enjoy this adorable beach cottage or build a new coastal modern "Landmark" getaway.
$3,250,000
16512 Captiva DR, Captiva, FL 33924 NOT APPLICABLE
6Bedroom(s)
6Bathroom(s)
45Picture(s)
5,813Sqft
Visits:0
Nestled along Captiva Island’s most coveted stretch of the Gold Coast, this exceptional beachfront private estate is surrounded by lush tropical landscaping, offering the ultimate blend of serenity and sophistication. Behind its unassuming beach house exterior lies a strikingly modern, European-inspired interior that radiates style and comfort.
$7,950,000
15153 Captiva DR, Captiva, FL 33924 METES AND BOUNDS
3Bedroom(s)
3Bathroom(s)
46Picture(s)
2,414Sqft
Visits:0
Rare opportunity for this charming waterfront property located in the heart of the village on Captiva Island. Located onRoosevelt Channel, this .48-acre lot boasts 100 feet of bay frontage, with a seawall and deep water dockage. Ideal location with direct gulf access as well as the Intercostal Waterway offering the perfect spot for boaters and nature lovers.
$5,250,000
3224 Tennis Villas, Captiva, FL 33924 SOUTH SEAS ISLAND RESORT
1Bedroom(s)
1Bathroom(s)
37Picture(s)
580Sqft
Visits:0
Rarely available corner condominium located on the second floor with gorgeous views of pool and lush landscaping.Fully furnished and turnkey! Beautiful coastal inspired one bedroom /one bath within the newly named Captiva ResortVillas condominium complex (formerly Tennis Villas). The interior decor' is has a relaxed coastal theme with a fullyequipped kitchen and a nicely appointed bathroom.
$330,000
16309 Captiva DR, Captiva, FL 33924 TICHENORS F H SILVER KING
6Bedroom(s)
5Bathroom(s)
48Picture(s)
4,861Sqft
Visits:0
This secluded Captiva Island estate unfolds like a secret whispered along the shores of Roosevelt Channel, where privacy and natural beauty blend into an atmosphere of pure coastal enchantment. Approached by a modest shell drive softened by lush vegetation, the entrance is marked only by a discreet sign: Le Jardin: The Garden.
$4,750,000
621 Rum RD, Captiva, FL 33924 CASTAWAY KEY UNRECORDED SUBDIVISION
3Bedroom(s)
4Bathroom(s)
50Picture(s)
2,481Sqft
Visits:0
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 a navigable canal. A large pool when the kids want to swim "now." Come see the wonderful views overlooking the wildlife preserve that go on for miles which gives the feeling of being far away from the rest of the world.
$1,700,000
941 South Seas Plantation RD, Captiva, FL 33924 SOUTH SEAS ISLAND RESORT
3Bedroom(s)
4Bathroom(s)
50Picture(s)
3,152Sqft
Visits:0
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.
$9,450,000
1 Sunset Captiva LN, Captiva, FL 33924 SUNSET CAPTIVA
2Bedroom(s)
3Bathroom(s)
50Picture(s)
1,680Sqft
Visits:0
At the quaint end of Captiva's unofficial main street, this beautifully remodeled beachfront property offers a blend of serene coastal living and vibrant island charm. Ideally near the heart of Captiva, this home places you at the center of it all, while offering privacy and stunning water views that define the island lifestyle.
$3,950,000
24 Beach Homes, Captiva, FL 33924 SOUTH SEAS ISLAND RESORT
4Bedroom(s)
5Bathroom(s)
42Picture(s)
2,392Sqft
Visits:0
Welcome to Beach Home 24, a stunning coastal retreat that has been completely renovated, reconfigured, and expanded to just under 2,400 square feet. This 4-bedroom, 4.5-bath residence showcases a one-of-a-kind floor plan with direct Gulf views and a design that perfectly balances modern sophistication with the relaxed charm of Captiva Island.
$4,850,000
16500 Captiva DR, Captiva, FL 33924 METES AND BOUNDS
6Bedroom(s)
7Bathroom(s)
50Picture(s)
4,000Sqft
Visits:0
Welcome to a stunning coastal-modern beachfront estate on Captiva Island’s exclusive Gold Coast. This beautifully enhanced home combines comfort, nature, and luxury across more than 100 feet of pristine Gulf frontage. The property is estate-zoned, allowing the addition of two more structures for those seeking a truly private compound.
$6,995,000
5232 Bayside Villas, Captiva, FL 33924 SOUTH SEAS ISLAND RESORT
1Bedroom(s)
2Bathroom(s)
29Picture(s)
684Sqft
Visits:0
Start each day surrounded by the sights and sounds of island life from this second-floor, one-bedroom, two-bath furnished condo overlooking Pine Island Sound. Sunlight pours through wide sliders that open to a private lanai, where gentle breezes carry the scent of salt air and the call of seabirds. Watch dolphins play and boats drift by—a constant reminder you’re living on island time.
$544,900
3135 Tennis Villas, Captiva, FL 33924 SOUTH SEAS ISLAND RESORT
1Bedroom(s)
1Bathroom(s)
40Picture(s)
586Sqft
Visits:0
Excellent opportunity to own a Top Floor Tennis Villa! Fully furnished and turn key. Adorable one bedroom / one bathlocated within South Seas Resort on Captiva Island. Inspired by the beach, the interior has a relaxing coastal theme,a spacious floorplan, private master bedroom, a well appointed kitchen and breakfast bar, great room with a sleepersofa for guests and oversized screened patio.
$339,000
3124 Tennis Villas, Captiva, FL 33924 SOUTH SEAS ISLAND RESORT
1Bedroom(s)
1Bathroom(s)
39Picture(s)
580Sqft
Visits:0
3124 Tennis Villas is a corner unit located on the second floor. Enjoy gorgeous views overlooking the refreshing pooland lush, tropical vegetation. This well designed one bedroom, one bathroom has an open floor plan, spaciousscreened lanai and is being sold turn key.
$330,000
3117 Tennis Villas, Captiva, FL 33924 SOUTH SEAS ISLAND RESORT
1Bedroom(s)
1Bathroom(s)
22Picture(s)
586Sqft
Visits:0
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$299,000
2113 Gulf Beach Villas, Captiva, FL 33924 SOUTH SEAS ISLAND RESORT
1Bedroom(s)
1Bathroom(s)
28Picture(s)
687Sqft
Visits:0
Discover unparalleled tranquility within this exquisite one-bedroom Gulf Beach Villa, where azure waters meet pristine shores in an idyllic tropical sanctuary. This thoughtfully renovated condominium presents breathtaking Gulf vistas framed by lush, verdant landscapes that epitomize Captiva's natural splendor.
$590,000
4220 Bayside Villas, Captiva, FL 33924 SOUTH SEAS ISLAND RESORT
1Bedroom(s)
2Bathroom(s)
44Picture(s)
684Sqft
Visits:0
Tucked away in the coveted Bayside Villas, this beautifully refreshed one-bedroom, two-bathroom condo whispers island sophistication and barefoot luxury.
$542,000
15123 Captiva DR, Captiva, FL 33924 SUNSET CAPTIVA CONDO
2Bedroom(s)
2Bathroom(s)
48Picture(s)
1,318Sqft
Visits:0
Discover the best of island living in this Gulf to Bay Sunset Captiva two bedroom corner unit, offering exceptional waterfront views and a premier Captiva Village location. Enjoy the beauty of Pine Island Sound and the convenience of being just steps from the beach, dining, and Island shops.
$1,375,000
15301 Captiva DR, Captiva, FL 33924 GORES A M SUBD
4Bedroom(s)
4Bathroom(s)
47Picture(s)
2,980Sqft
Visits:0
Enjoy breathtaking sunsets over the Gulf of Mexico from this inviting beach cottage, perfectly situated within walking distance of Captiva Village. Featuring open-beam ceilings, a gracious living area, and multiple decks that capture stunning views, this home radiates island charm and comfort.
$4,398,000
16770 Captiva DR, Captiva, FL 33924 METES AND BOUNDS
5Bedroom(s)
5Bathroom(s)
50Picture(s)
4,134Sqft
Visits:0
This meticulously refined Gulf-front estate embodies the essence of tropical luxury—where timeless craftsmanship meets modern elegance. Thoughtfully enhanced over time, SOUTH HAVEN blends comfort, sophistication, and functionality at every turn.
$9,700,000
11523 Andy Rosse LN, Captiva, FL 33924 LANES F A BAYVIEW SUBD
5Bedroom(s)
6Bathroom(s)
50Picture(s)
3,555Sqft
Visits:0
Mediterranean-Inspired Luxury in the Heart of Captiva Village! Discover Belle Mar, a stunning Mediterranean-style estate perfectly situated along Captiva’s iconic Andy Rosse Lane—just steps from the Gulf of Mexico and the sparkling waters of Pine Island Sound.
$3,795,000
15735/737 Captiva DR, Captiva, FL 33924 DICKEYS JOHN R SUBD
5Bedroom(s)
6Bathroom(s)
49Picture(s)
5,751Sqft
Visits:0
Set amidst the glistening waters of the Gulf and the captivating Bay, this stunning estate epitomizes unparalleled luxury and exclusive waterfront living. Stretching from beachside to bayside, the property offers dazzling sunrises & sunsets, and shows meticulous renovations and upgrades throughout, with no detail overlooked.
$12,900,000
5132 Bayside Villas, Captiva, FL 33924 SOUTH SEAS ISLAND RESORT
1Bedroom(s)
2Bathroom(s)
45Picture(s)
684Sqft
Visits:0
At 5132 Bayside Villas, each day is written in light, water, and breeze. Dawn begins on the lanai, where Pine Island Sound awakens with color—sunrise glows across the horizon, pelicans skim the waves, and fishing boats slip toward open water. The bay becomes your backdrop, alive with sails, seabirds, and the shifting palette of the sky. The villa itself balances coastal charm with modern ease.
$475,000
1659 Lands End Village, Captiva, FL 33924 LANDS END VILLAGE CONDO
2Bedroom(s)
2Bathroom(s)
41Picture(s)
1,397Sqft
Visits:0
At the northernmost tip of Captiva Island, where the turquoise waters of Redfish Pass flow gracefully between the Intracoastal Waterway and the shimmering Gulf of Mexico, awaits one of Florida’s desired enclaves.
$1,275,000
17030 Captiva DR, Captiva, FL 33924 METES AND BOUNDS
6Bedroom(s)
8Bathroom(s)
21Picture(s)
6,292Sqft
Visits:0
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.
$11,500,000
2623 Beach Villas, Captiva, FL 33924 SOUTH SEAS ISLAND RESORT
1Bedroom(s)
1Bathroom(s)
50Picture(s)
687Sqft
Visits:0
Welcome to your island retreat in the heart of South Seas Resort. This fully renovated one-bedroom getaway sits on the second floor and is offered turnkey furnished—ready to enjoy or share as a proven rental performer.
$615,000
2523 Beach Villas, Captiva, FL 33924 SOUTH SEAS ISLAND RESORT
1Bedroom(s)
1Bathroom(s)
50Picture(s)
687Sqft
Visits:0
Step into island sophistication with this beautifully renovated one-bedroom retreat, tucked within the private gates of South Seas Resort. Perched on the second floor, this fully furnished condo pairs breezy coastal style with modern upgrades and impressive rental potential.
$615,000
3111 Tennis Villas, Captiva, FL 33924 SOUTH SEAS ISLAND RESORT
1Bedroom(s)
1Bathroom(s)
31Picture(s)
586Sqft
Visits:0
New listing and a great deal! Everything in this unit has been re-done!!! Private gorgeous courtyard and pool views from the screened patio. Enjoy all the amenities South Seas Resort has now and future exciting additions.
$350,000
1124 Longifolia CT, Captiva, FL 33924 SOUTH SEAS ISLAND RESORT
5Bedroom(s)
5Bathroom(s)
50Picture(s)
4,356Sqft
Visits:0
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.
$3,395,000
16886/16891 Captiva DR, Captiva, FL 33924 METES AND BOUNDS
6Bedroom(s)
8Bathroom(s)
42Picture(s)
7,636Sqft
Visits:0
The iconic Lichtenstein estate is being offered for your consideration. Experience the pinnacle of luxury living with this remarkable 2.45-acre Gulf to Bay estate located on Captiva Island's prestigious Gold Coast.
$10,400,000
4491 Escondidio LN, Captiva, FL 33924 SAFETY HARBOR CLUB
3Bedroom(s)
2Bathroom(s)
34Picture(s)
953Sqft
Visits:0
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. Xanadu is more than just a townhouse—it’s a turn key lifestyle.
$675,000
406 Gulf Bend DR, Captiva, FL 33924 SAFETY HARBOR CLUB
3Bedroom(s)
3Bathroom(s)
47Picture(s)
2,454Sqft
Visits:0
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.
$2,000,000
Captiva Real Estate Market Overview (August 2025)
The Essence of Captiva Island Luxury
Captiva Island, an exclusive enclave off the coast of Southwest Florida, continues to shine as one of the region’s most coveted luxury real estate destinations. Its unique appeal draws affluent buyers seeking beachfront estates, secluded waterfront villas, and sophisticated island living.
Market Snapshot
- Current Listings: There are approximately 120–155 homes for sale, covering a mix of single-family estates, condos, and vacant land parcels.
- Median Listing Price: As of August 2025, the median home price stands at $1.45M, with homes typically listed between $300,000 and $12,500,000.
- Average Price per Square Foot: $943–$1,000, reflecting the premium attached to direct Gulf frontage, deep-water access, and unobstructed sunset views.
- Time on Market: The median number of days on market is 138, reinforcing the premium nature and lower volume of high-end transactions.
Price Distribution and Notable Listings
- Estate Spotlight: 16730 Captiva Dr, 5bd/6ba, 5,059sqft, $10,900,000
- Land Opportunities: Several multi-acre lots listed from $55,000 to over $20,000,000 for development potential.
Home Values by Bedroom (June 2025)
Larger, direct Gulf or bayfront homes can command prices upwards of $10M, while smaller condos and cottages are much more accessible for entry-level buyers.
Market Trends
- Year-over-Year Price Change: The market experienced a -17% decrease from July 2024 to July 2025.
- Average Sold Price: Approximately $1.5M in July 2025, with luxury properties well above that average.
- Seller’s Market: Despite a slight price correction, Captiva remains a seller’s market, marked by limited inventory and significant demand for turnkey, move-in-ready beachfront properties.
The Captiva Luxury Advantage
- Exclusive Amenities: Many properties feature private docks, deep-water boat access, Gulf-to-bay views, and luxury finishes throughout.
- Lifestyle: Captiva offers unrivaled privacy, access to world-class boating and fishing, and breathtaking natural beauty, making it a truly unique setting for primary or secondary homeownership.
- Investment Appeal: Strong vacation rental demand on Captiva allows owners to generate income during periods when not using the home personally.
Why Work with Estero Homes For Sale for Captiva Properties?
Deep Local Expertise
As the broker and owner of “Estero Homes For Sale,” Dennis McLaughlin delivers:
- Personalized Consultation: Decades of success in the luxury market across Southwest Florida—ensuring that every client’s investment is optimized for value, privacy, and future appreciation.
- Exclusive Access: Early insight into Captiva’s most desirable and off-market listings through established local relationships.
- Turnkey Service: End-to-end guidance—from private showings and negotiations through inspections, closing, and even high-end rental management connections.
Market Intelligence and Negotiation Power
- Comparative Marketing: Up-to-the-minute analytics on rapidly shifting Captiva trends, enabling clients to set the right offer or listing price.
- Seasoned Advocacy: Strategic advocacy whether buying or selling, including detailed due diligence on flood risk, insurance, rental ROI, and land-use restrictions for this specialized market.
Your Southwest Florida Island Specialist
Our deep relationships in Estero, Sanibel, and Captiva ensure that whether you want to transition from the mainland or secure an incomparable island estate, you receive the gold standard in luxury realty representation.
Confidentiality and Concierge Service
From luxury waterfront estates to secluded beach cottages, Estero Homes For Sale puts your needs first—delivering white-glove service, privacy, and peace of mind unavailable with generic national agencies.