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$5,699,000
5 Beds ⋅ 4 Baths ⋅ 2026002529 MLS ⋅ Metes And Bounds BLDG.
A rare Gulf-front estate opportunity on Captiva Island featuring approximately 100 feet of direct beachfront and estate owned multifamily entitlement, a combination virtually impossible to replicate under current zoning and coastal regulations. The property includes a 3 bedrooms, 3 baths main home with a 2 bedroom guest home, private pool, detached garage and beachside cabana and screened gazebo. The estate zoning with multifamily use sets this property apart for a custom legacy residence, multigenerational compound, or future redevelopment, while preserving the low density character of this stretch of Captiva Drive. Opportunities of this scale, frontage, and zoning are exceedingly limited and rarely come to market. A grandfathered shared bulkhead adds lasting value and provides direct bay access. Positioned among Captiva’s most notable properties, this estate parcel delivers exceptional value to renovate or explore redevelopment opportunities!

16632 Captiva Dr, Captiva
$995,000
2 Beds ⋅ 2 Baths ⋅ 2026001344 MLS ⋅ Metes And Bounds BLDG.
This is easy island living done right! Located on the West End of Sanibel Island along the edge of the Santiva neighborhood, this elevated two-bedroom, two-bath home sits on a private half-acre lot just steps from Blind Pass Beach, with the infamous Sanibel shared-use path right out front and quick access to both Captiva and Sanibel town centers. Best of all, the only land between you and the beach is a protected strip of SCCF conservation property—keeping your walk to the Gulf open, natural, and untouched. Enjoy the morning Gulf breeze with your coffee and wind down in the evening to the peaceful sound of waves lapping the shoreline. Inside, the home offers a relaxed coastal-casual design with high ceilings, luxury vinyl flooring, and bright, open living spaces that are comfortable and low-maintenance. The primary suite features a private bath and back patio, while the guest bedroom and bath are perfectly suited for guests and visitors. Outside, enjoy tropical views from the screened lanai or take advantage of the reimagined covered downstairs space—complete with new electrical and epoxy floors—ideal for entertaining or everyday island living. Sold fully furnished and loaded with recent upgrades including impact windows and doors, a new AC system with ductwork, LVP flooring throughout, and so much more-- all with the benefit of ample room for the home to grow on its oversized private lot. Walk, bike, beach, repeat—this is low-stress, high-reward island-time living!

6092 Sanibel Captiva Rd, Sanibel
$1,090,000
4 Beds ⋅ 3.5 Baths ⋅ 2025016110 MLS ⋅ Metes And Bounds BLDG.
Extraordinary Sanibel Estate Home Discover a one-of-a-kind property nestled between twin ponds and pristine conservation land. Located in Sanibel’s coveted West Gulf Drive neighborhood, this serene family home offers a perfect blend of privacy, comfort, and natural beauty — all just a short stroll from a deeded beach access. The main residence features three spacious king bedrooms, including a luxurious primary suite with a private sitting room/home office, double vanity, and walk-in shower. Two additional bedrooms share a Jack & Jill bath with dual vanities and Corian countertops. A separate guest cabana, connected by a lighted and covered walkway, offers a private queen suite — ideal for visitors or extended family. It would also make a wonderful a dedicated home studio. In the main house soaring vaulted ceilings and an airy, open-plan living area lead to a sun-drenched deck — perfect for al fresco dining, grilling, or simply relaxing while watching native wildlife. The cabana pool area is a tropical oasis, with a heated pool overlooking a peaceful pond. Thoughtfully updated, the home boasts ceramic tile flooring, Corian countertops , and modern kitchen appliances including an induction cooktop and circulating ceiling fans. A tankless water heater ensures on-demand hot water, while four individual cooling systems provide custom climate control year-round. Whether you're seeking a quiet sanctuary, a multigenerational layout, or a coastal getaway with room to entertain, this property is a rare find on Sanibel Island.

2999 Twin Ponds Dr, Sanibel
$2,450,000
4 Beds ⋅ 4.5 Baths ⋅ 2025014856 MLS ⋅ Metes And Bounds BLDG.
After Ian had his way with this charming original Island cottage, circa 1956, located down on the east end of the island, by the Lighthouse, this home was reimagined for today’s lifestyle and conditions, but has still maintained its classic Sanibel ambience. In collaboration with an island architect and an award winning contractor, this home was designed with the Sanibel lifestyle in mind. The ground level portion of this house was taken down to the studs and completely rebuilt, including a new slab, where the dining room now sits. New walls, new framing, new sub floors, new interior doors, new porcelain tile flooring, new electrical wiring, including panel, new plumbing, new ductwork, new HVAC new impact exterior doors and windows throughout the whole house. Brand new kitchen was solid wood, custom-made cabinets, quartz countertops with a stunning island, new stainless steel appliances, beautiful crown molding throughout, new lighting fixtures that add a special ambience to this amazing property. The exterior improvements include new, hardie board siding, and soffits, Outlookers installed, Bahama Shutters, new structural framing on all exterior windows, new 6” K gutters, exterior waterproofing, garage was leveled and finished, new automatic garage door installed. Venturing up the stairs to the second story, which was unscathed by Ian, we have another 1500+ SF of living area which encompasses two bedrooms and two baths. The main master is HUGE and reminds one of a Tribeca loft, with living and sleeping areas conjoined, that gives a unique vibe to this fabulous layout. The master bath is spacious with double sinks, separate soaking tub and walk in shower. On a whimsical note, the guest bath is designed after the infamous Bubble Room in Captiva and is certainly a conversation piece. All the flooring upstairs has been replaced with porcelain tile. Off the loft area is an alluring lanai and a great spot to unwind after a busy day of shelling. The saltwater pool was completely refinished and re-tiled, all new pool equipment, including pool heater, new screens on pool cage, new travertine marble tiles in and around pool and patio. The Landscaping on this property was specifically redesigned and graded to prevent flooding and to establish multiple drainage areas using berms and a riprap border around the perimeter, including newly planted Buttonwood trees that surround the property. Native plants were installed, preserving the natural beauty of the property and its location. And all new sprinkler system was installed. All new drywall on the first floor, 4 feet down was replaced with PVC drywall that can be easily removed, cleaned and reinstalled. The home has been well-thought-out and has kept in step with the current climate situation. Located on a shell drive with just little literally steps to the to the bay or gulf and a two minute walk to the shops and restaurants. This property is really something special!

1163 Seagrape Ln, Sanibel
$11,500,000
6 Beds ⋅ 7.5 Baths ⋅ 2025006303 MLS ⋅ Metes And Bounds BLDG.
Experience inspired luxury and unmatched rental potential at Shell Seekers, a one-of-a-kind Captiva Island beach estate. Shell Seekers enjoys an enviable position on Captiva Drive, offering both privacy and easy access to the island's renowned restaurants, shopping, and recreational activities. The property's Gulf-front location ensures permanent unobstructed water views and direct beach access – a rarity that becomes more precious each year. This 6-bedroom, 7.5-bath masterpiece embraces Olde Florida architecture with modern comforts. Expansive screened and open porches invite seamless indoor-outdoor living, ideal for elegant entertaining or quiet evenings as the sun sets over the jeweled-toned waters of the Gulf. Step inside to soaring two-story coffered ceilings, a dramatic great room, and a gourmet kitchen designed for hosting at scale. Finishes include crown molding, hardwood floors, coastal-inspired décor, and multiple gathering spaces tailored for multi-generational living. The private top-floor primary suite features a fireplace, sitting area, and sweeping Gulf vistas. With an elevator, guest suites, a loft, and a flexible floor plan, this residence adapts effortlessly to families and guests alike. The outdoor living spaces are equally impressive, featuring a heated pool and spa, expansive decking, and direct access to Captiva's pristine Gulf beaches. Multiple covered and open terraces provide the perfect setting to enjoy spectacular sunsets and the island's legendary shelling opportunities right at your doorstep. Hardie board siding, impact-rated windows, and a whole-home generator provide beauty, function, and peace of mind. A rare opportunity to own one of Captiva's most iconic Gulf-front properties—whether as a private retreat, a showpiece for entertaining, or a legacy investment with proven returns. New roof, new A/C, new flooring, new appliances - completely remodeled like new.

17030 Captiva Dr, Captiva
$4,800,000
3 Beds ⋅ 3 Baths ⋅ 225029219 MLS ⋅ Metes And Bounds BLDG.
Nestled along the most coveted stretch of Captiva Island’s Gold Coast, This charming Old Florida-style main house boasts a private pool area and expansive deck space, creating a perfect retreat. Inside, high vaulted ceilings and an open kitchen enhance the spacious feel. Situated in the Estate Zone District, this property offers deeded beach access just steps away. Perfectly positioned in the heart of this prestigious area, the dune-wide beachfront setting offers breathtaking views and unparalleled serenity.Whether you choose to enjoy it as is or expand with additional square footage or a separate living structure, the possibilities for creating a private family compound are endless. A cherished part of a family estate for over 40 years, this property is surrounded by lush tropical landscaping, enhancing its secluded and tranquil ambiance. For those seeking the ultimate private retreat, two adjacent properties—16530 Captiva Drive and 16548 Captiva Drive—are also available, presenting a rare opportunity to create a 300-foot beachfront and 100-foot bayfront compound spanning over 5.25 acres. Whether enjoyed as a standalone sanctuary or as part of a grand waterfront estate, this is truly a once-in-a-lifetime chance to own an iconic piece of Captiva Island.

16543 Captiva Dr, Captiva