16309 Captiva Dr, Captiva, FL 33924
Property image
Property image
UNDER CONTRACT
3D VIEW
1.85 ACRES

16309 Captiva Dr
Captiva, FL 33924

  • 6 Beds
  • 4.5 Baths
  • 4,861 sqft (on 1.85 acres)

$3,995,000

Est. Mortgage $24,748/mo*

$3,995,000

Est. Mortgage $24,748/mo*
6 Beds
4.5 Baths
4,861 sqft
(on 1.85 acres)

Local Information

  • Map ViewExplore the area around 16309 Captiva Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School6 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Description

MAIN HOME IS 3 BEDROOM 2 1/2 BATHS AND ELEVATED. GUEST HOUSE IS 2 BEDROOMS 1 BATH AND THE COTTAGE IS 1 BEDROOM 1 BATH. This secluded Captiva Island estate unfolds like a secret whispered along the shores of Roosevelt Channel, where privacy and natural beauty blend into an atmosphere of pure coastal enchantment. Approached by a modest shell drive softened by lush vegetation, the entrance is marked only by a discreet sign: Le Jardin: The Garden. It is an invitation into another world, where tropical abundance greets you in every direction. Swaying palms, fragrant citrus groves, and vivid blooms guide your journey through nearly two acres of waterfront paradise. As the winding drive gently curves beneath the canopy of greenery, the estate slowly reveals itself. At its heart stands an exquisite Old Florida inspired residence, perfectly poised along the serene waters of the channel. With three bedrooms and two and a half baths, the main home evokes the timeless romance of Florida’s classic coastal architecture, offering stunning water views from almost every room. Inside, the expansive kitchen becomes a natural gathering place, centered around a gas range ideal for culinary celebrations. Here, lingering conversations unfold beside the warmth of the fireplace, while large porches just beyond invite you to breathe in the salt-kissed breeze and watch as dolphins play and boats drift by in the afternoon sun. Steps from the water, your private dock extends into the channel, complete with two boat lifts ready to host your adventures. The days here are effortlessly filled with the best of island living: setting out on the boat to fish or explore nearby islands, cruising to waterfront restaurants, or slipping a kayak into the calm blue water to paddle toward the untouched sanctuary of Buck Key just across the channel. For quieter moments, a thatched tiki hut offers peaceful shade along the shoreline where you can savor the stillness of the island. Meandering deeper into the property, you arrive at the charming two bedroom pool house. Beamed ceilings soar above a warm, inviting space anchored by a stone fireplace. A kitchenette, relaxed seating areas, and game spaces encircle the screened swimming pool, creating a private oasis for effortless entertaining and unforgettable gatherings. Further along the shell path, a generous garage and storage building awaits, designed to shelter everything from bicycles and beach gear to kayaks and boating essentials. At the very end of the lane, tucked elegantly within the gardens, sits a picturesque guest cottage complete with a full kitchen, living room, bedroom, and bath. It is an intimate hideaway perfect for visiting friends or attentive caretakers, enveloped in the tranquility of nature. Le Jardin is more than an estate; it is an experience.

Home Highlights

Parking
Garage
Outdoor
Porch, Pool
View
Roosevelt Channel, See Remarks
HOA
None
Price/Sqft
$822
Listed
180+ days ago

Home Details for 16309 Captiva Dr

Interior Features

Beds & Baths
Number of Bedrooms: 6Main Level Bedrooms: 3Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1Number of Bathrooms (main level): 2.5
Dimensions and Layout
Living Area: 4861 Square Feet
Appliances & Utilities
Appliances: Cooktop, Dishwasher, Disposal, Dryer, Microwave, Gas Range, Refrigerator, Electric Oven, Water Heater 2+, See RemarksDishwasherDisposalDryerMicrowaveRefrigerator
Heating & Cooling
Heating: Central,Wall FurnaceHas CoolingAir Conditioning: Ceiling Fan(s),Central Air,See Remarks,Wall Unit(s)Has HeatingHeating Fuel: Central
Fireplace & Spa
Has a Fireplace
Windows, Doors, Floors & Walls
Window: Single Hung, SlidingDoor: Sliding DoorsFlooring: Carpet, Tile, Wood
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoEntry Location: Ground LevelFloors: Carpet, Tile, Wood
View
Has a ViewView: Roosevelt Channel, See Remarks
Security
Security: Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: Fiberglass MetalPatio / Porch: Open Porch, ScreenedOther Structures: Guest HouseExterior: Storage, Boat Lift, Dock, Water at DockFoundation: RaisedHas a Private Pool
Parking & Garage
No CarportHas a GarageParking: Separate Garage
Pool
Pool: In Ground, Caged, Equipment Stays, PrivatePool
Frontage
WaterfrontWaterfront: Navigable Water, No Bridge, Roosevelt Channel, Gulf Access, Near BeachOn Waterfront
Water & Sewer
Sewer: Septic TankWater Body: Roosevelt Channel

Days on Market

Cumulative Days on Market: 220Days on Market: 180+

Property Information

Year Built
Year Built: 1989
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Old Florida,See Remarks
Building
Construction Materials: Block, Const. Complete, Frame, Ground Level, Stucco, Trim Stucco, Vinyl Siding, See Remarks

Price & Status

Price
List Price: $3,995,000Price Per Sqft: $822
Status Change & Dates
Off Market Date: Thu Jun 25 2026Possession Timing: Close Of Escrow

Active Status

MLS Status: Contingent

Location

Direction & Address
City: CaptivaCommunity: FH Tichnors Silver King

Agent Information

Listing Agent
Listing ID: 2251136

Building

Building Area
Building Area: 9785 Square Feet

HOA

No HOA

Lot Information

Lot Area: 1.85 Acres

Offer

Listing Terms: BTF/Cash

Miscellaneous

Mls Number: 2251136Zillow Contingency Status: Under ContractWater ViewWater View: Roosevelt Channel
Last check for updates: about 3 hours ago
Listing courtesy of Jeff Burns, (239) 464-2984
Premier Sotheby's Int'l Realty
Tiffany Burns, (239) 464-2984
Premier Sotheby's Int'l Realty
Source: Sanibel And Captiva Island AOR, MLS#2251136

Market trends in Captiva

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
101
7
MoM

Price History for 16309 Captiva Dr

DatePriceEventSource
06/25/2026$3,995,000PendingFlorida Gulf Coast MLS #2025020755
06/25/2026$3,995,000ContingentSanibel And Captiva Island AOR #2251136
06/10/2026$3,995,000PriceChange
Sanibel And Captiva Island AOR #2251136
03/06/2026$4,250,000PriceChange
Sanibel And Captiva Island AOR #2251136
11/17/2025$4,750,000Listed For SaleSanibel And Captiva Island AOR #2251136
10/16/2025$4,950,000ListingRemovedFlorida Gulf Coast MLS #225012304
03/12/2025$4,950,000PriceChange
Sanibel And Captiva Island AOR #2250196
02/01/2025$5,350,000Listed For SaleSanibel And Captiva Island AOR #2250196
02/07/2007$3,200,000Sold
N/A
05/13/1996$1,075,000Sold
N/A

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Property Tax and Assessment

Year2025
Tax$30,263
Assessment$3,313,257
Home facts updated by county records

Comparable Sales for 16309 Captiva Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.48
Single-Family Home
$5,950,000
03/24/26
5
6
4,429
0.98
Single-Family Home
$3,125,000
04/09/26
3
3
3,028
1.12
Single-Family Home
$1,950,000
03/10/26
6
7.5
6,273
0.83
Single-Family Home
$7,500,000
02/18/26
3
3
2,920
1.81
Single-Family Home
$3,750,000
05/15/26
5
4.5
5,511
1.31
Single-Family Home
$2,100,800
12/19/25
3
3.5
2,387
1.39
Single-Family Home
$2,900,000
08/07/25
4
4
2,622
1.68
Single-Family Home
$1,950,000
04/21/26
4
4.5
4,344
1.52
Single-Family Home
$2,512,000
07/22/25
4
4
3,418

Nearby homes

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Assigned Schools

These are the assigned schools for 16309 Captiva Dr.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Captiva

At least 3 Trulia users voted on each feature.
  • 100 % Say people would walk alone at night

  • 89 % Say it's walkable to restaurants

  • 82 % Say there's wildlife

  • 78 % Say parking is easy

  • 75 % Say it's quiet

  • 69 % Say it's dog friendly

  • 67 % Say they plan to stay for at least 5 years

  • 67 % Say car is needed

  • 56 % Say there's holiday spirit

  • 50 % Say streets are well-lit

  • 50 % Say kids play outside

  • 43 % Say yards are well-kept

  • 38 % Say it's walkable to grocery stores

  • 25 % Say there are sidewalks

  • 20 % Say neighbors are friendly

  • 14 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Jeff Burns, Premier Sotheby's Int'l Realty
Agent Phone: (239) 464-2984
IDX information is provided exclusively for 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 not guaranteed.
16309 Captiva Dr, Captiva, FL 33924 is a 6 bedroom, 5 bathroom, 4,861 sqft single-family home built in 1989. This property is currently available for sale and was listed by Sanibel And Captiva Island AOR on Nov 17, 2025. The MLS # for this home is MLS# 2251136.