16660 Captiva Dr
Captiva, FL 33924
- 5 Beds
- 5.5 Baths
- 8,799 sqft (on 2.09 acres)
5 Beds
5.5 Baths
8,799 sqft
(on 2.09 acres)
Local Information
-- mins to
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
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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 |
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Exterior Home Features Roof: MetalExterior: Stone, Stucco, Wood, Cement Concrete, MetalPatioSprinkler System |
Pool Pool |
Parking & Garage GarageParking Spaces: 3Parking: Garage Attached |
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Year Built Year Built: 2003 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
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Units in Building: 1 |
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Lot Area: 2.09 acres |
Price History for 16660 Captiva Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 04/21/2024 | ListingRemoved | SWFLMLS #220080607 | |
| 08/16/2022 | $17,500,000 | ListingRemoved | SWFLMLS #220080607 |
| 04/23/2021 | $17,150,000 | Sold | N/A |
| 03/23/2021 | $17,500,000 | Pending | SWFLMLS #220080607 |
| 03/19/2021 | $17,500,000 | PriceChange | SWFLMLS #220080607 |
| 11/12/2020 | $15,950,000 | PriceChange | Agent Provided |
| 06/19/2020 | $18,000,000 | Listed For Sale | Agent Provided |
| 01/29/2016 | $16,300,000 | Sold | N/A |
| 04/09/2002 | $2,756,900 | Sold | N/A |
Market trends in Captiva
Last updated May 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
101
7MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| 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.Assigned Schools
These are the assigned schools for 16660 Captiva Dr.
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.
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