Back to Search
1 / 25
25 photos
+20
16777 Captiva Drive
Captiva, FL, 33924
Active$9,450,000
16777 Captiva Drive
Captiva, FL, 33924
Active$9,450,000
6
Bedrooms
7
Bathrooms
5,346 sqft
Living Area
1989
Year Built
520
Days on Market
Dock Score™
DockOnly82
ExcellentWhat shaped this score
✓Bay
✓Dock present
✓Fits boats up to ~100ft+ (est.)
✓Bridge-free to ocean
·Draft not independently verified
Est. waterfront~150 ft
DockOnly.com rating, not provided by the MLS or listing broker.
Dock & Water AccessMLS
Bayfront
AI Aerial Imagery Detection
Dock DetectedSeawall Detected
Detected by AI from open-source aerial mapping imagery and may not reflect current conditions. This information was not provided by the MLS or listing broker. Always verify dock infrastructure with the listing agent.
Navigation RouteDockOnly
Data sources: SFWMD AHED waterway polygons · FHWA National Bridge Inventory 2024 · Not provided by the MLS or listing broker.
Description
A one of a kind offering with 150ft of water frontage laden with rich national history. President Theodore Roosevelt began frequenting Captiva in 1908. In 1917 he staged his houseboat at this very location for his legendary Devil Fish expedition of which he hunted and gathered for the Smithsonian. In the 1930s this property served as one of only two locations to deliver goods to Captiva mainly of which was building materials, delivered by barge. The oversized grandfathered dock was built in 1939 by the WPA which was founded by Franklin Roosevelt. The romantic boathouse, which is cantilevered over the water and is also grandfathered in, was constructed in 1953 by Harold Bixby. Bixby was one of Charles Lindbergh's primary backers in 1927 when Lindbergh accomplished his transatlantic flight in The Spirit of St Louis. The boathouse with two bedrooms and caretaker cottage with one bedroom stand today in superb condition with a recently installed composite roof with a 100 year life expectancy. As you approach the main house, you are greeted with the charm of olde world Southern architecture. Inside you will find soaring ceilings of cypress, and beautiful views of Roosevelt Channel along with three spacious bedrooms, a library and an office. Resting on over 1.3 acres with deeded beach access.
Schedule a Showing
See the property and tour the dock. A licensed waterfront specialist will arrange your private showing.
Select a date
Location
Captiva, FL, 33924
No price history available for this property.
Displayed by Blue Mar Real Estate Group Inc., Licensed Florida Real Estate Broker (DBPR CQ1018554) · [email protected]
Listing courtesy of Kingfisher Real Estate, Inc. via Florida Gulf Coast MLS
Last checked: July 22, 2026
Listing updated: July 8, 2026
© 2026 Florida Gulf Coast Association of REALTORS®, Inc. All rights reserved. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange (IDX) program of the Florida Gulf Coast Association of REALTORS®. Information is deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change, or withdrawal.
IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Dock Score™
DockOnly82
ExcellentWhat shaped this score
✓Bay
✓Dock present
✓Fits boats up to ~100ft+ (est.)
✓Bridge-free to ocean
·Draft not independently verified
Est. waterfront~150 ft
DockOnly.com rating, not provided by the MLS or listing broker.
Loading nearby marinas…
Loading nearby sandbars…
Mortgage Calculator
Estimate your monthly payment for this waterfront property
20%
$1,890,000 down
%
Principal & Interest$49,034/mo
Property Tax (est. ~1.2%, varies by county)$9,450/mo
Home Insurance (est.)$250/mo
Total Monthly Payment$58,734
Loan Amount: $7,560,000Rate: 6.75%
Get Pre-QualifiedEstimated payments only. Actual rates and terms may vary.
Similar Listings
$6,950,0008223 Estero Boulevard
Fort Myers Beach, FL
6 7 7,011 sqft
Courtesy of Premiere Plus Realty Company via Florida Gulf Coast MLS
$11,900,0006120 Court Street
Fort Myers Beach, FL
4 6 4,278 sqft
Courtesy of Premiere Plus Realty Company via Florida Gulf Coast MLS
$11,500,00017030 Captiva Drive
Captiva, FL
6 8 6,292 sqft
Courtesy of Royal Shell Real Estate, Inc. via Florida Gulf Coast MLS
$6,800,00014994 Bonaire Circle
Fort Myers, FL
6 6 6,394 sqft
Courtesy of The Agency Northwest Florida via Florida Gulf Coast MLS
$6,985,0003715 SE 21st Place
Cape Coral, FL
6 8 5,029 sqft
Courtesy of Starlink Realty, Inc via Florida Gulf Coast MLS
$8,300,000103 Montrose Drive
Fort Myers, FL
3 5 6,203 sqft
Courtesy of John R. Wood Properties via Florida Gulf Coast MLS
Swipe or use arrows to see more
Navigation note: Navigation routes show the shortest mapped path to open water. A vessel taller than the binding bridge clearance may still reach open water via a longer alternate route that we don't currently map. Verify navigability with a local captain or surveyor before relying on it.