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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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4112 Bayside, Captiva, FL 33924
SOUTH SEAS ISLAND RESORT

1Bedroom(s)
2Bathroom(s)
34Picture(s)
684Sqft
Visits:0
Welcome to Bayside Villas, where coastal charm meets modern comfort! This beautifully appointed one-bedroom, two-bathroom villa offers breathtaking views of the marina and bay, leading to open waters. Designed for relaxation and functionality, the villa features luxury vinyl flooring, granite countertops, and coastal-inspired décor throughout.
$579,000

16475 Captiva DR, Captiva, FL 33924
METES AND BOUNDS

3Bedroom(s)
4Bathroom(s)
48Picture(s)
3,258Sqft
Visits:0
A once-in-a-generation opportunity to own one of Captiva Island’s largest and most private bayfront estates—3.5 ACRES of gated serenity with deepwater access, sport courts, and resort-style wellness amenities.
$6,950,000

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)
32Picture(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

27 Urchin CT, Captiva, FL 33924
SUNSET CAPTIVA

2Bedroom(s)
3Bathroom(s)
45Picture(s)
1,440Sqft
Visits:0
In the days of historic Captiva when cottages were all you needed because you spent your time outdoors fishing and visiting with neighbors, when Andy Rosse, Binder and Dickey were more than just funny names on street signs, life was simpler. Reminiscent of the old Captiva lifestyle, this Sunset Captiva cottage embodies the spirit of the island fishing camps synonymous with this area.
$899,000

16770 Captiva DR, Captiva, FL 33924
METES AND BOUNDS

5Bedroom(s)
5Bathroom(s)
50Picture(s)
4,134Sqft
Visits:0
SOUTH HAVEN—Experience unparalleled tropical luxury at South Haven, a meticulously designed concrete piling home that seamlessly blends elegance and functionality. Recent enhancements include a fully remodeled kitchen, dining room, and primary bath, along with a 2023 roof replacement and premium finishes throughout.
$9,700,000

16632 Captiva DR, Captiva, FL 33924
TICHENORS F H SILVER KING

5Bedroom(s)
4Bathroom(s)
48Picture(s)
3,681Sqft
Visits:0
Welcome to Halemakai, a coastal sanctuary nestled on Captiva's Gold Coast. This exceptional property boasts an impressive 100 feet of pristine Gulf frontage, radiating coastal elegance. This property presents a unique opportunity to craft your dream retreat or enhance its existing structures.
$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)
45Picture(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

15153 Captiva DR, Captiva, FL 33924
METES AND BOUNDS

3Bedroom(s)
3Bathroom(s)
46Picture(s)
2,414Sqft
Visits:0
Deep water dockage located in the heart of the village on Captiva Island. This is a rare find! Located on Roosevelt Channel, this .48-acre lot boasts 100 feet of bay frontage. Ideal location with direct gulf access as well as the Intercostal Waterway offering the perfect spot for boaters and nature lovers. Ideal Island location accommodating larger vessels and sailboats.
$5,250,000
89 Results returned.Per Page

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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