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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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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
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.
$6,500,000

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! 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 Beach and a Short Ride to Butterfly Beach with World Class Shelling and t
$599,000

5122 Bayside, Captiva, FL 33924
SOUTH SEAS ISLAND RESORT

1Bedroom(s)
2Bathroom(s)
39Picture(s)
684Sqft
Visits:0
Just renovated Bayside Villa located in the gated private island South Seas Resort. New kitchen and bathrooms to include marble and granite countertops, shaker cabinets, new, new flooring, gorgeous walk-in shower all set in a soothing sea salt palette. Wake up to sunrise over Pine Island Sound. Lovely fresh canvas ready for your personalized furniture and artwork collection.
$599,000

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.
$1,595,000

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

15160 Captiva DR, Captiva, FL 33924
METES AND BOUNDS

6Bedroom(s)
7Bathroom(s)
50Picture(s)
4,857Sqft
Visits:0
Experience the charm of Sandcastle, a stunning coastal estate with a unique reverse floor plan. This impressive 6-bedroom + den, 6.5-bath residence spans over 4,800 square feet, offering breathtaking bay views from its multi-level decks.
$4,900,000

3132 Tennis Villas, Captiva, FL 33924
SOUTH SEAS ISLAND RESORT

2Bedroom(s)
2Bathroom(s)
49Picture(s)
906Sqft
Visits:0
Escape to tranquility at Tennis Villas! This charming two-bedroom, two-bathroom, dual-level villa is nestled within the gates of South Seas Resort on Captiva. Boasting an open floor plan, this condo features a bright and inviting living space with granite countertops, impact-resistant sliding doors, coastal-inspired finishes, high ceilings, and carpeted bedrooms.
$672,500

5232 Bayside Villas, Captiva, FL 33924
SOUTH SEAS ISLAND RESORT

1Bedroom(s)
2Bathroom(s)
41Picture(s)
684Sqft
Visits:0
Breathtaking bay views from this stunning second-floor, 1-bedroom, 2-bath Bayside Villa, located within the gates of South Seas Resort. Begin each day with awe-inspiring sunrises over Pine Island Sound, visible from the open living and dining areas. This refreshed condo features stainless steel appliances, coastal-style furnishings, and tile flooring throughout.
$595,000

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

57 Sandpiper CT, Captiva, FL 33924
SUNSET CAPTIVA

3Bedroom(s)
2Bathroom(s)
50Picture(s)
1,622Sqft
Visits:0
Live Your Best Island Life on Captiva! Welcome to your dream getaway in this beautifully updated, turnkey Key West-style home located in the heart of Captiva Island! Nestled in the charming Sunset Captiva community lined with brick-paver streets, this home offers direct access to award-winning beaches and a private marina on the Bay.
$1,375,000
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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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