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.
Bay front retreat with endless potential on Captiva Island! Nestled on a prime 3/4 acre bay front parcel, this distinguished residence offers unobstructed vistas of shimmering waters, steps from deeded beach access, and a private boat dock, providing an enchanting backdrop for daily indulgence and relaxation.
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.
- 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.
Intercostal opportunity! Sunset Captiva Harbor Side offers a rare opportunity to own in a unique Gulf-to-Bay community in the heart of historic Captiva Village. This highly desirable location combines exceptional value, unbeatable views, and abundant wildlife, with sweeping vistas overlooking Pine Island Sound, Buck Key, and beyond.
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.
OWNER MOTIVATED! Seize this rare opportunity to own a stunning 2-bedroom, 2-bath South Seas 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. Featuring impact windows and sliders with charming Bahama shutters, this villa is both stylish and secure.
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.
Once in a lifetime opportunity to own a piece of paradise! Only accessible by boat, this house is on a rare beach to bay lot with a dock. The fishing is truly world-class, and the boating opportunities are endless. The dock leads you to a completely restored 4 bedroom, 4 and 1/2 bath home on the exclusive southern end of North Captiva.
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.
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.