16660 Captiva Dr, Captiva, FL 33924
OFF MARKET

16660 Captiva Dr
Captiva, FL 33924

  • 5 Beds
  • 5.5 Baths
  • 8,799 sqft (on 2.09 acres)

$13,879,900

Trulia Estimate
as of Jul 6, 2026
Est. Refi. Payment $85,651/mo*

$13,879,900

Trulia Estimate
as of Jul 6, 2026
Est. Refi. Payment $85,651/mo*
5 Beds
5.5 Baths
8,799 sqft
(on 2.09 acres)

Local Information

  • Map ViewExplore the area around 16660 Captiva Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School6 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Description

Unlike any other shorefront home, this captivating beachfront estate is the ultimate retreat. Situated on over two acres, this Caribbean-style manor home offers over 200 feet of Gulf frontage and soft sand beaches. The lushly landscaped grounds beckon residents and guests to the serenity of island life, as the soothing sounds of waves whisper throughout nearly every room. This spectacular property features breathtaking views of the Gulf from nearly every room and includes two family rooms, a study, master suite with spa retreat, spacious media and fitness rooms, two-story guest house with two fully-equipped guest suites, and freestanding garage with two bays (in addition to the main house parking bays), gazebo for seaside meditation or contemplation of the koi pond, and a saltwater pool and spa surrounded by a multilevel, coquina-stone lanai. *See listing agent for appropriate disclosures regarding square footage*
16660 Captiva Dr, Captiva, FL 33924 is a 5 bedroom, 6 bathroom, 8,799 sqft single-family home built in 2003. It last sold for $17,150,000 on Apr 23, 2021. It is currently off market. The Trulia Estimate is $13,879,900, with a rent estimate of $111,422/month.

Home Highlights

Parking
Garage
Outdoor
Patio, Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 16660 Captiva Dr

Interior Features

Heating & Cooling
Heating: Forced Air, Electric, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2ElevatorFloors: Carpet
Interior Details
Types of Rooms: Walk In Closet, Dining Room
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

Exterior Home Features
Roof: MetalExterior: Stone, Stucco, Wood, Cement Concrete, MetalPatioSprinkler System
Pool
Pool
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Property Information

Year Built
Year Built: 2003
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 2.09 acres

Price History for 16660 Captiva Dr

DatePriceEventSource
04/21/2024ListingRemovedSWFLMLS #220080607
08/16/2022$17,500,000ListingRemovedSWFLMLS #220080607
04/23/2021$17,150,000Sold
N/A
03/23/2021$17,500,000PendingSWFLMLS #220080607
03/19/2021$17,500,000PriceChange
SWFLMLS #220080607
11/12/2020$15,950,000PriceChange
Agent Provided
06/19/2020$18,000,000Listed For SaleAgent Provided
01/29/2016$16,300,000Sold
N/A
04/09/2002$2,756,900Sold
N/A

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
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$154,815
Assessment$11,060,920
Home facts updated by county records

Comparable Sales for 16660 Captiva Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.43
Single-Family Home
$3,125,000
04/09/26
3
3
3,028
1.04
Single-Family Home
$5,950,000
03/24/26
5
6
4,429
0.48
Single-Family Home
$4,400,000
01/13/26
3
2
1,068
0.93
Single-Family Home
$1,950,000
03/10/26
6
7.5
6,273
1.31
Single-Family Home
$3,750,000
05/15/26
5
4.5
5,511
0.85
Single-Family Home
$2,100,800
12/19/25
3
3.5
2,387
1.15
Single-Family Home
$1,950,000
04/21/26
4
4.5
4,344
1.39
Single-Family Home
$7,500,000
02/18/26
3
3
2,920
1.18
Single-Family Home
$1,150,000
03/20/26
4
3
2,936
1.16
Single-Family Home
$1,925,000
03/16/26
3
3
2,939

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 16660 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

Apartments for Rent

Skip to last item
Skip to first item

Homes for sale near 16660 Captiva Dr

Skip to last item
Skip to first item

Off Market Homes Near 16660 Captiva Dr

Skip to last item
Skip to first item