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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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33 Beach Homes, Captiva, FL 33924
SOUTH SEAS ISLAND RESORT

4Bedroom(s)
3Bathroom(s)
43Picture(s)
1,620Sqft
Visits:0
In the exclusive enclave of Beach Homes, this rare freestanding gulf-front cottage offers an unparalleled coastal lifestyle. Elevated on pilings for enhanced views and privacy, this residence features a private staircase leading directly to the pristine sandy beach, your backyard oasis.
$4,350,000

660 Gulf LN, Captiva, FL 33924
CASTAWAY KEY UNRECORDED SUBDIVISION

4Bedroom(s)
5Bathroom(s)
50Picture(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)
47Picture(s)
4,129Sqft
Visits:0
On the serene shores of Captiva Island, in the exclusive community of Tarpon Bay, this gulf-front estate epitomizes luxury coastal living. Boasting gulf and bay access, residents here enjoy the best of both worlds, a private deeded beach for shell-seekers and direct access to Pine Island Sound for boating enthusiasts.
$6,500,000

16813 Captiva DR, Captiva, FL 33924
METES AND BOUNDS

3Bedroom(s)
3Bathroom(s)
44Picture(s)
2,530Sqft
Visits:0
Welcome to your Captiva Island oasis! This Gorgeous home is the perfect island get-a-way- situated on Roosevelt channel offering direct Gulf access from your private dock and a rare boathouse with 20,000lb. boat lift- the natural shoreline adds privacy and allows for a great kayak/SUP launch area.
$3,250,000

1655 Lands End Village, Captiva, FL 33924
LANDS END VILLAGE CONDO

2Bedroom(s)
2Bathroom(s)
50Picture(s)
1,700Sqft
Visits:0
Vibrant sunrises exploding into the sunroom while sipping morning coffee or tea. Sunlight shimmering off the lake creating waves of light across the ceiling. Birds of every feather...eagles, osprey, herons, egrets, cormorants, kingfishers, ibis, spoonbills, pelicans, sunning on the banks and diving into the depths for fish. Golfers on the manicured private course. Boats on the Bay.
$1,189,000

1 Sunset Captiva LN, Captiva, FL 33924
SUNSET CAPTIVA

2Bedroom(s)
3Bathroom(s)
49Picture(s)
1,680Sqft
Visits:0
At the quaint end of Captiva's unofficial main street, this beautifully remodeled beachfront property offers the ideal blend of serene coastal living and vibrant island charm. Ideally just steps from 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.
$4,295,000

621 Rum RD, Captiva, FL 33924
CASTAWAY KEY UNRECORDED SUBDIVISION

3Bedroom(s)
4Bathroom(s)
50Picture(s)
2,481Sqft
Visits:0
MAJOR PRICE REDUCTION. THIS Gorgeous home, 3 bedroom + Den & 4 baths, has everything you would llove to have on UPPER CAPTIVA ISLAND. GULF ACCESS CANAL home with a large dock. Room for 2 boats & located on a navigable canal. Come see the wonderful views overlooking the wildlife preserve. The living area is on the upper floor to more enjoy the views of the State Wildlife Preserve.
$1,700,000

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

4216 Bayside Villas, Captiva, FL 33924
SOUTH SEAS ISLAND RESORT

1Bedroom(s)
2Bathroom(s)
30Picture(s)
684Sqft
Visits:0
This beautifully appointed one-bedroom, two-bathroom villa at Bayside Villas is not only a stunning coastal retreat but also a fantastic investment property with daily rental capabilities. Offering breathtaking views of the marina and bay, leading to open waters, this villa features luxurious wood-like tile flooring, granite countertops, and coastal-inspired decor throughout.
$579,000

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

16309 Captiva DR, Captiva, FL 33924
TICHENORS F H SILVER KING

6Bedroom(s)
5Bathroom(s)
49Picture(s)
4,862Sqft
Visits:0
This sprawling estate along Roosevelt Channel on Captiva's Gold Coast is as breathtaking as it is private. The modest shell drive, hidden by vegetation, is designated by a small sign that reads "Le Jardin" or "The Garden." Feel the tropical vegetation welcome you with palm trees, citrus groves and beautiful flowers as you make your way down the shell drive of this almost two-acre waterside estate.
$4,950,000

11400 Old Lodge LN, Captiva, FL 33924
CAPTIVA HIDE-A-WAY CONDO

2Bedroom(s)
2Bathroom(s)
35Picture(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 or head out to the Gulf for a stunning Sunset. Conveniently located close to the marina for all your boating needs.
$1,475,000
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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.

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