16585 Captiva Dr, Captiva, FL 33924
OFF MARKET

16585 Captiva Dr
Captiva, FL 33924

  • 5 Beds
  • 6 Baths
  • 4,628 sqft (on 1.96 acres)

$4,461,500

Trulia Estimate
as of Jul 12, 2026
Est. Refi. Payment $27,934/mo*

$4,461,500

Trulia Estimate
as of Jul 12, 2026
Est. Refi. Payment $27,934/mo*
5 Beds
6 Baths
4,628 sqft
(on 1.96 acres)

Local Information

  • Map ViewExplore the area around 16585 Captiva Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School6 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Description

Remodeled custom built home on Roosevelt Channel. This estate zoned home, situated on a 2 acre lot, features five bedrooms, four baths and two half baths. Elevated, heated pool and spa. Completely remodeled master bath. Redesigned front entry, custom interior stairway, new powder room, 2nd floor bedroom and custom cabinetry. Freshly painted inside and out. New railings on all balconies. Tropical landscaping by Walsh. Huge lower level and garages. Direct Gulf access boat dock with 10K LB lift and beach access adjacent to 16632 Captiva Drive.
16585 Captiva Dr, Captiva, FL 33924 is a 5 bedroom, 6 bathroom, 4,628 sqft single-family home built in 1993. It last sold for $2,500,000 on Mar 19, 2015. It is currently off market. The Trulia Estimate is $4,461,500, with a rent estimate of $6,512/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 16585 Captiva Dr

Interior Features

Heating & Cooling
Heating: Other, ElectricAir ConditioningCooling System: CentralHeating Fuel: Other
Interior Details
Types of Rooms: Dining Room, Family Room
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Hot Tub or Spa
Levels, Entrance, & Accessibility
ElevatorFloors: Tile, Carpet

Exterior Features

Exterior Home Features
Roof: MetalPatioSprinkler System
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1993Year Updated: 1994
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Lot Information

Lot Area: 1.96 acres

Price History for 16585 Captiva Dr

DatePriceEventSource
06/24/2025$5,750,000ListingRemovedSWFLMLS #225032643
04/02/2025$5,750,000Listed For SaleSanibel And Captiva Island AOR #2250518
03/19/2015$2,500,000Sold
N/A
03/19/2015$2,799,585PendingAgent Provided
03/19/2015$2,799,585Listed For SaleAgent Provided
01/31/2015$2,799,585ListingRemovedAgent Provided
03/19/2014$2,799,585PriceChange
Agent Provided
02/07/2014$2,999,585PriceChange
Agent Provided
12/18/2013$2,995,000Listed For SaleAgent Provided
06/06/2012$2,025,000Sold
N/A
10/01/2011$2,300,000PriceChange
Agent Provided
05/29/2011$2,200,000Listed For SaleAgent Provided
04/14/2011$2,100,000ListingRemovedAgent Provided
03/15/2011$2,100,000PriceChange
Agent Provided
12/06/2010$2,495,000PriceChange
Agent Provided
07/02/2010$3,200,000Listed For SaleAgent Provided
05/29/2010$3,200,000ListingRemovedAgent Provided
02/11/2010$3,200,000Listed For SaleAgent Provided
06/05/2008$4,495,000ListingRemovedAgent Provided
02/01/2008$4,495,000Listed For SaleAgent Provided
07/18/2007$2,675,000Sold
N/A
06/08/1999$1,725,000Sold
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
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Property Tax and Assessment

Year2025
Tax$52,393
Assessment$4,301,215
Home facts updated by county records

Comparable Sales for 16585 Captiva Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.51
Single-Family Home
$3,125,000
04/09/26
3
3
3,028
0.85
Single-Family Home
$1,950,000
03/10/26
6
7.5
6,273
0.94
Single-Family Home
$5,950,000
03/24/26
5
6
4,429
0.37
Single-Family Home
$4,400,000
01/13/26
3
2
1,068
0.88
Single-Family Home
$2,100,800
12/19/25
3
3.5
2,387
1.21
Single-Family Home
$1,950,000
04/21/26
4
4.5
4,344
1.37
Single-Family Home
$3,750,000
05/15/26
5
4.5
5,511
1.23
Single-Family Home
$1,925,000
03/16/26
3
3
2,939
1.22
Single-Family Home
$1,150,000
03/20/26
4
3
2,936
1.60
Single-Family Home
$2,600,000
02/05/26
4
4.5
3,618

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Assigned Schools

These are the assigned schools for 16585 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

Homes for sale near 16585 Captiva Dr

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Off Market Homes Near 16585 Captiva Dr

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