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.
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.
Lowest-Priced Single-Family Home on Captiva – No HOA! Prime Village Location with Bay Views
Don’t miss this coastal-inspired Captiva cottage, offering partial bay views and the best of island living with abundant outdoor space. This charming home features a screened-in porch, two large sun decks, undercover parking, and an entertainment area, perfect for enjoying the tropical lifestyle.
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.
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.
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.
INVESTOR OR PRIMARY HOME OR VACATION HOME ALERT! JUST REDUCED $195,000. Since the home has so much $ in annual rental income, owner has not needed to sell, but does want to sell. You keep all that cash that rolls in every year. This LUX CAPTIVA VILLAGE BEAUTY is waiting for you! Just a short 6 minute stroll to the aquamarine waters of the Gulf.
Nestled within a lush tropical estate setting & located along the best stretch of the Gold Coast of Captiva Island is this fantastic Beachfront Private Estate. The home offers an unassuming beach house feel from the outside yet enjoys an exciting, modern, euro feel interior inside. The home is very spacious & open in both the main & guest house areas w/ complete amenities.
Tucked away in the coveted Bayside Villas, this beautifully refreshed one-bedroom, two-bathroom condo whispers island sophistication and barefoot luxury.
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.
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.
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.
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.
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.
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.