# 16777 Captiva Drive, Captiva, FL 33924 > **TL;DR:** 6bd/7ba single family, $9,450,000 ($1768/sqft), built 1989, 5,346 sqft. > Pool, Waterfront, A/C. Est. $50,540/mo. Listed 589 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $9,450,000 | | Price/sqft | $1768 | | Bedrooms | 6 | | Bathrooms | 6 full, 1 half | | Square Feet | 5,346 | | Year Built | 1989 | | Lot Size | 56,628 sqft (1.30 acres) | | Stories | 2 | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 589 | ## Why This Home Stands Out - **Pool** - Porch - **Waterfront** - Waterfront location listed ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $47,784 | | Estimated Insurance | $2,756 | | **Total** | **$50,540** | ## Key Amenities - Pool - Waterfront - A/C ## Property Highlights - Built in 1989 - 1.30 acre lot - 2 stories - Private pool - Waterfront ## Description ### Agent 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. ## Location - **Address:** 16777 Captiva Drive, Captiva, FL 33924 - **County:** Lee - **Neighborhood:** METES AND BOUNDS - **Coordinates:** 26.491286, -82.184283 - **Google Maps:** https://www.google.com/maps?q=26.491286,-82.184283 ## Virtual Tour & Media - **Video Tour:** https://youtu.be/6KS7gAM9NwI ## Listing Agent - **Name:** Phaidra McDermott · **License:** 280500222 - **Brokerage:** Kingfisher Real Estate, Inc. - **Phone:** 2398983778 - **Broker Phone:** (239) 898-3778 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/16777-Captiva-Dr_Captiva_FL_33924_M66661-30886?f=listhub&s=FMSWFL&m=224082961&c=propsimple) ## Photos ![16777 Captiva Drive - Photo 1](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f3790628898r.jpg) ![16777 Captiva Drive - Photo 2](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f3001109951r.jpg) ![16777 Captiva Drive - Photo 3](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f550114439r.jpg) ![16777 Captiva Drive - Photo 4](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f1733331060r.jpg) ![16777 Captiva Drive - Photo 5](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f3321637457r.jpg) ![16777 Captiva Drive - Photo 6](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f2181911902r.jpg) ![16777 Captiva Drive - Photo 7](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f1941092512r.jpg) ![16777 Captiva Drive - Photo 8](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f1172769718r.jpg) ![16777 Captiva Drive - Photo 9](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f4038188841r.jpg) ![16777 Captiva Drive - Photo 10](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f1339797837r.jpg) ![16777 Captiva Drive - Photo 11](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f499487716r.jpg) ![16777 Captiva Drive - Photo 12](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f2453832506r.jpg) ![16777 Captiva Drive - Photo 13](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f2450683268r.jpg) ![16777 Captiva Drive - Photo 14](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f3885498931r.jpg) ![16777 Captiva Drive - Photo 15](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f2727591539r.jpg) ![16777 Captiva Drive - Photo 16](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f3232798356r.jpg) ![16777 Captiva Drive - Photo 17](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f1761442787r.jpg) ![16777 Captiva Drive - Photo 18](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f2485762012r.jpg) ![16777 Captiva Drive - Photo 19](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f1846952223r.jpg) ![16777 Captiva Drive - Photo 20](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f1970633848r.jpg) ![16777 Captiva Drive - Photo 21](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f2101220298r.jpg) ![16777 Captiva Drive - Photo 22](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f187757788r.jpg) ![16777 Captiva Drive - Photo 23](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f4147317254r.jpg) ![16777 Captiva Drive - Photo 24](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f85358687r.jpg) ![16777 Captiva Drive - Photo 25](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f787018870r.jpg) ![16777 Captiva Drive - Photo 26](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f1343156673r.jpg) ![16777 Captiva Drive - Photo 27](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f2536194597r.jpg) ![16777 Captiva Drive - Photo 28](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f2513989027r.jpg) ![16777 Captiva Drive - Photo 29](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f172242417r.jpg) ![16777 Captiva Drive - Photo 30](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f656775656r.jpg) ![16777 Captiva Drive - Photo 31](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f2738470101r.jpg) ![16777 Captiva Drive - Photo 32](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f483709258r.jpg) ![16777 Captiva Drive - Photo 33](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f472184545r.jpg) ![16777 Captiva Drive - Photo 34](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f1280929471r.jpg) ![16777 Captiva Drive - Photo 35](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f703077737r.jpg) ![16777 Captiva Drive - Photo 36](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f1847489503r.jpg) ![16777 Captiva Drive - Photo 37](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f806745733r.jpg) ![16777 Captiva Drive - Photo 38](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f2535916977r.jpg) ![16777 Captiva Drive - Photo 39](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f1911897885r.jpg) ![16777 Captiva Drive - Photo 40](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f355450633r.jpg) ![16777 Captiva Drive - Photo 41](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f3356628463r.jpg) ![16777 Captiva Drive - Photo 42](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f760702436r.jpg) ![16777 Captiva Drive - Photo 43](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f1378626825r.jpg) ![16777 Captiva Drive - Photo 44](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f446574218r.jpg) ![16777 Captiva Drive - Photo 45](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f3022138232r.jpg) ![16777 Captiva Drive - Photo 46](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f692288612r.jpg) ![16777 Captiva Drive - Photo 47](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f3039914713r.jpg) ![16777 Captiva Drive - Photo 48](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f1992231900r.jpg) ![16777 Captiva Drive - Photo 49](http://lh.rdcpix.com/09ef1364191969c3259aed1b498e56bbl-f1612735922r.jpg) --- **MLS#:** 224082961 | **Updated:** 2026-09-12 **Source:** listhub *Copyright © 2026 Florida Gulf Coast Multiple Listing Service, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/16777-captiva-drive-captiva-fl-33924-24082961) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/16777-captiva-drive-captiva-fl-33924-24082961#listing", "url": "https://www.propertysimple.ai/listing/16777-captiva-drive-captiva-fl-33924-24082961", "name": "16777 Captiva Drive, Captiva, FL 33924", "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. 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