Your Guide to SW Florida Real Estate

Welcome to SW Florida Real Estate Guide—your one-stop destination for exploring the best SWFL properties available. Whether you’re searching for a Cape Coral waterfront home for family vacations or Fort Myers real estate that checks all your boxes for a growing and active family, you’ll find what you’re looking for right here in our thriving SW Florida real estate market. Dive in and discover the perfect home to fit your unique lifestyle goals here in Southwest Florida. 

With over 15 years successfully serving Lee County, Florida and the surrounding areas, I’m ready to help you reach your goals as your Fort Myers Realtor.

Ready to make your move? Contact Shelby Tompkins today and get started, or explore the SWFL properties here on the website and take the first step toward finding your dream home! Your perfect property is just a click away!

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$9,450,000
59 Days On Site

16777 Captiva Drive
Captiva, FL 33924

For Sale|Single Family Residence|Active
6
Beds
6
Full Baths
1
Partial Bath
5,346
SqFt
$1,768
/SqFt
1989
Built
Subdivision:
METES AND BOUNDS
County:
Lee
Call Now: 239-464-2278
Is this the home for you? We can help make it yours.
239-464-2278
16777 Captiva Drive16777 Captiva Drive16777 Captiva Drive16777 Captiva Drive
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Monthly Payment (Est.)

$43,115
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2025 Information is deemed reliable but not guaranteed.

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.

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Listing Snapshot
Price 
$9,450,000
Days On Site 
59 Days
Bedrooms 
6
Inside Area (SqFt) 
5,346 sqft
Total Baths 
7
Full Baths 
6
Partial Baths 
1
Lot Size 
1.3 Acres
Year Built 
1989
MLS® Number 
224082961
Status 
Active
Property Tax 
$13,910.61
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Appraiser
Friends & Family
Recent Activity
2 months agoListing first seen on site
2 months agoListing updated with changes from the MLS®
General Features
Acres 
1.3
Attached Garage 
Yes
Direction Faces 
West
Disclosures 
Owner Has Flood Insurance
Foundation 
Raised
Garage 
Yes
Garage Spaces 
3
Number Of Stories 
1
Parking 
AttachedGarage
Pets 
Yes
Property Sub Type 
Single Family Residence
Security 
Security SystemSmoke Detector(s)
Sewer 
Septic Tank
SqFt Total 
6030
Stories 
Two
Style 
Two Story
Utilities 
Cable Available
Water Source 
Public
Zoning 
RS-2
Interior Features
Appliances 
DryerDishwasherElectric CooktopDisposalRefrigeratorWasher
Cooling 
Central AirElectric
Flooring 
CarpetTileWood
Furnished 
Negotiable
Heating 
CentralElectric
Interior 
High Ceilings
Laundry Features 
Inside
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Exterior Features
Construction Details 
Aluminum SidingStuccoVinyl SidingWood Siding
Exterior 
Other
Lot Features 
Waterfront
Other Structures 
Outbuilding
Patio And Porch 
ScreenedPorch
Pool Features 
In GroundPrivate
Private Pool 
Yes
Roof 
Shingle
View 
Bay
Waterview 
Bay
Community Features
Financing Terms Available 
Cash
MLS Area 
CI01 - Captiva Island
Listing courtesy of Kingfisher Real Estate, Inc.

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The data relating to real estate for sale on this website comes in part from the Florida Gulf Coast MLS. The information being provided is 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 deemed reliable but not guaranteed.

Neighborhood & Commute
Source: Walkscore
Community information and market data Powered by ATTOM Data Solutions. Copyright ©2019 ATTOM Data Solutions. Information is deemed reliable but not guaranteed.
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Your Guide to SW Florida Real Estate

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