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15735/737 Captiva Drive

Captiva, FL 33924
  • $11,900,000
  • STATUS: Active
  • ON SITE: 98 Days
  • MLS #: 2025013848
Price Reduced
UPDATED: 65 min ago
$11,900,000
  • 5
    BEDS
  • 0.66
    ACRES
  • 5
    BATHS
  • 1
    1/2 BATHS
  • 5,751
    SQFT
  • $2,069
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
2005
County:
Lee

School Ratings & Info

Description

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. Every aspect of this magnificent estate has been crafted with the utmost care and precision, ensuring a truly exceptional living experience. The main residence is a stunning blend of elegance and comfort, highlighting airy living spaces and breathtaking panoramic views of the Gulf and Bay. The home features shell stone floors, custom designs, exquisite finishes, advanced technology, a new whole home generator, elevator to all floors, and refined amenities. The chef's kitchen, equipped with the finest of Viking appliances, is sure to inspire culinary creativity. The impressive indoor and outdoor entertaining areas seamlessly connect via pocketing sliders, creating a harmonious flow between spaces. The expansive outdoor area is framed by a sparkling pool and spa, artfully designed with grace and sophistication in mind. From the immaculate garage to the private, luxurious top-floor guest suites, the numerous comfort features elevate and enhance island living. A special aspect of this iconic estate is the historic boathouse where Teddy Roosevelt stayed in 1917, expertly curated as a charming & updated guest cottage with timeless character, and breathtaking bay views. A kayak launch and copious Trex deck extending into the bay and culminating in a new covered boat lift complete the picture of this coastal castle by the sea. Dolphins Crossing presents a rare opportunity to own one of the very few properties that encompasses both Gulf and Bay, offering the ultimate Captiva Island lifestyle. Truly the best of both worlds, owning a piece of history while enjoying the finest in modern luxury living. This is more than just a home – it is a statement legacy.

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© 2026 Florida Gulf Coast Multiple Listing Service, Inc. All rights reserved. The data relating to real estate for sale or lease on this web site comes in part from FGCMLS. Data deemed reliable but not guaranteed.IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed accurate by the MLS or Medway Realty. Data last updated 2026-01-13T15:24:58.35.
www.movetosarasotafl.com/homes/168593413
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15735/737 Captiva Drive Captiva, FL 33924

  • Price: $11,900,000
  • Status: Active
  • On Site: 98 Days
  • Updated: 65 min ago
  • MLS #: 2025013848
5
Beds
5
Baths
1
½ Baths
0.66
Acres
5,751
SQFT
$2,069
$/SQFT
2005
Built
Neighborhood:
Dickeys John R Subd
County:
Lee
Area:
Ci01 - Captiva Island
Property Description
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. Every aspect of this magnificent estate has been crafted with the utmost care and precision, ensuring a truly exceptional living experience. The main residence is a stunning blend of elegance and comfort, highlighting airy living spaces and breathtaking panoramic views of the Gulf and Bay. The home features shell stone floors, custom designs, exquisite finishes, advanced technology, a new whole home generator, elevator to all floors, and refined amenities. The chef's kitchen, equipped with the finest of Viking appliances, is sure to inspire culinary creativity. The impressive indoor and outdoor entertaining areas seamlessly connect via pocketing sliders, creating a harmonious flow between spaces. The expansive outdoor area is framed by a sparkling pool and spa, artfully designed with grace and sophistication in mind. From the immaculate garage to the private, luxurious top-floor guest suites, the numerous comfort features elevate and enhance island living. A special aspect of this iconic estate is the historic boathouse where Teddy Roosevelt stayed in 1917, expertly curated as a charming & updated guest cottage with timeless character, and breathtaking bay views. A kayak launch and copious Trex deck extending into the bay and culminating in a new covered boat lift complete the picture of this coastal castle by the sea. Dolphins Crossing presents a rare opportunity to own one of the very few properties that encompasses both Gulf and Bay, offering the ultimate Captiva Island lifestyle. Truly the best of both worlds, owning a piece of history while enjoying the finest in modern luxury living. This is more than just a home – it is a statement legacy.
Exterior Features

Architectural Style Multi- Level Other See Remarks Attached Garage YN Yes Carport Spaces 0 Carport YN No Construction Materials Block Other Concrete Covered Spaces 2 Direction Faces West Entry Level 0 Exterior Features Deck Fence Fruit Trees Security / High Impact Doors Sprinkler / Irrigation Outdoor Grill Outdoor Kitchen Outdoor Shower Other Storage Gas Grill Foundation Details Pillar / Post / Pier Raised Garage YN Yes Other Structures Outbuilding Parking Features Attached Garage Garage Door Opener Patio And Porch Features Balcony Deck Open Porch Screened Pool Features In Ground Pool Equipment See Remarks Pool Private YN Yes Road Surface Type Paved Roof Metal Spa Features In Ground Spa YN Yes View Bay Gulf View YN Yes

Interior Features

Appliances Double Oven Dryer Dishwasher Freezer Disposal Ice Maker Microwave Range Refrigerator Refrigerator With Ice Maker Wine Cooler Warming Drawer Washer Cooling Central Air Ceiling Fan(s) Electric Cooling YN Yes Flooring Other Furnished Negotiable Heating Central Electric Heating YN Yes Interior Features Built-in Features Bathtub Closet Cabinetry Dual Sinks Entrance Foyer Eat-in Kitchen High Ceilings Jetted Tub Kitchen Island Living / Dining Room Other Pantry Separate Shower Bar Walk- In Closet(s) Wired for Sound Window Treatments Elevator Home Office Laundry Features Inside Room Type Bathroom Den Exercise Room Guest Quarters Office Other Window Features Sliding Impact Glass Window Coverings

Property Features

Association Amenities See Remarks Association Fee 0 Association Fee Includes None Association Fee2 0 Association Fee3 0 Association YN No Building Area Total 12274 Community Features Boat Facilities Development Name DICKEYS JOHN R SUBD Disclosures Coastal Zone Gulf Access YN True Irrigation Source Municipal Land Lease Amount 0 Listing Terms All Financing Considered Cash Lot Features Irregular Lot Oversized Lot Sprinklers Automatic Other Equipment Generator Ownership Single Family Pets Allowed Yes Possession Close Of Escrow Potential Short Sale YN No Property Condition Resale Property Sub Type Single Family Residence Property Sub Type Additional Single Family Residence Restrictions Security Features Smoke Detector(s) Senior Community YN No Sewer Septic Tank Tax Annual Amount 72588 Tax Year 2024 Unit Location 0 Utilities Cable Available Water Access Description Boat Canopy/CoverBoat Dock PrivateBoat HouseBoat LiftComposite DockDock IncludedElec Avail at dockWater Avail at Dock Water Source Public Waterfront Features Bay Access Gulf Navigable Water Waterfront YN Yes Zoning Description RM-2

Listing courtesy of Kingfisher Real Estate, Inc..


© 2026 Florida Gulf Coast Multiple Listing Service, Inc. All rights reserved. The data relating to real estate for sale or lease on this web site comes in part from FGCMLS. Data deemed reliable but not guaranteed.IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed accurate by the MLS or Medway Realty. Data last updated 2026-01-13T15:24:58.35.
 
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8065 Beneva Rd, Suite 7
Sarasota FL, 34238