16585 Captiva Dr
Captiva, FL 33924
- 5 Beds
- 6 Baths
- 4,628 sqft (on 1.96 acres)
5 Beds
6 Baths
4,628 sqft
(on 1.96 acres)
Local Information
-- mins to
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
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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 |
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Exterior Home Features Roof: MetalPatioSprinkler System |
Pool Pool |
Parking & Garage GarageParking Spaces: 2Parking: Garage Attached |
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Year Built Year Built: 1993Year Updated: 1994 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
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Lot Area: 1.96 acres |
Price History for 16585 Captiva Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 06/24/2025 | $5,750,000 | ListingRemoved | SWFLMLS #225032643 |
| 04/02/2025 | $5,750,000 | Listed For Sale | Sanibel And Captiva Island AOR #2250518 |
| 03/19/2015 | $2,500,000 | Sold | N/A |
| 03/19/2015 | $2,799,585 | Pending | Agent Provided |
| 03/19/2015 | $2,799,585 | Listed For Sale | Agent Provided |
| 01/31/2015 | $2,799,585 | ListingRemoved | Agent Provided |
| 03/19/2014 | $2,799,585 | PriceChange | Agent Provided |
| 02/07/2014 | $2,999,585 | PriceChange | Agent Provided |
| 12/18/2013 | $2,995,000 | Listed For Sale | Agent Provided |
| 06/06/2012 | $2,025,000 | Sold | N/A |
| 10/01/2011 | $2,300,000 | PriceChange | Agent Provided |
| 05/29/2011 | $2,200,000 | Listed For Sale | Agent Provided |
| 04/14/2011 | $2,100,000 | ListingRemoved | Agent Provided |
| 03/15/2011 | $2,100,000 | PriceChange | Agent Provided |
| 12/06/2010 | $2,495,000 | PriceChange | Agent Provided |
| 07/02/2010 | $3,200,000 | Listed For Sale | Agent Provided |
| 05/29/2010 | $3,200,000 | ListingRemoved | Agent Provided |
| 02/11/2010 | $3,200,000 | Listed For Sale | Agent Provided |
| 06/05/2008 | $4,495,000 | ListingRemoved | Agent Provided |
| 02/01/2008 | $4,495,000 | Listed For Sale | Agent Provided |
| 07/18/2007 | $2,675,000 | Sold | N/A |
| 06/08/1999 | $1,725,000 | 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 | $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 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 16585 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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