16814 Captiva Dr, Captiva, FL 33924
Property image
Property image
OFF MARKET

$5,541,400

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 2,058 sqft (on 1.03 acres)

16814 Captiva Dr, Captiva, FL 33924

Est. Refi. Payment $35,796/mo*
Refinance Your Home
Currently Off Market - Sold Jul 19, 2019 for $4,900,000

Home Value

Trulia Estimate
$5.54M
Since last month
Increased$122K (+2.3%)
Since last year
Decreased$10M (-63.8%)
Since last sale
Increased$650K (+13.3%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +94% in the last 10 years
MonthEstimated value
2026
August 2026$5.55M
August 2026$5.54M
July 2026$5.43M
June 2026$5.58M
May 2026$5.49M
April 2026$5.49M
March 2026$5.47M
February 2026$5.55M
January 2026$6.14M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.20
Single-Family Home
$3,125,000
04/09/26
3
3
3,028
0.09
Single-Family Home
$1,750,000
08/07/26
3
2.5
3,316
0.74
Single-Family Home
$4,400,000
01/13/26
3
2
1,068
0.65
Single-Family Home
$2,100,800
12/19/25
3
3.5
2,387
0.56
Single-Family Home
$4,500,000
07/16/26
3
3.5
6,398
0.91
Single-Family Home
$1,925,000
03/16/26
3
3
2,939
0.71
Single-Family Home
$955,000
04/07/26
3
2
1,485
0.96
Single-Family Home
$1,150,000
03/20/26
4
3
2,936
0.95
Single-Family Home
$1,200,000
04/02/26
2
2
2,006
1.08
Single-Family Home
$1,899,000
05/12/26
3
2
1,860

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
0.10
$9,700,000
5
4.5
4,134
For Sale
0.09
$2,695,000
4
4
2,962
For Sale
0.11
$6,900,000
5
4.5
4,608
For Sale
0.09
$1,750,000
3
2.5
3,316
Recently Sold
0.12
$9,450,000
6
6.5
5,346
For Sale
0.14
$10,900,000
5
5.5
5,059
For Sale
0.18
$18,900,000
7
7
8,596
For Sale
0.19
$4,875,000
-
-
-
Recently Sold
0.20
$3,125,000
3
3
3,028
Recently Sold
0.26
$11,500,000
7
7.5
7,093
For Sale
0.32
$5,699,000
5
4
3,681
For Sale
0.42
$3,250,000
2
2
1,344
For Sale

Local Information

  • Map ViewExplore the area around 16814 Captiva Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School6 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1954
1.03 acre lot
2,058 sqft
$2,693/sqft
Garage

About this House

Rare Gulf-to-Bay estate opportunity on Captiva Island's Historic "Gold Coast"! This meticulously maintained beach home will take you back in time with it's old world charm and historic Island feel. With 131 ft of frontage on the beach you are sure to have supreme privacy with gorgeous planting that encompass the property.This home was originally situated on Useppa Island in 1912 (developed by Barron G Collier) before being moved to Captiva Island in 1948 by Col. Francis T Colby. You'll have everything you need with mix of modern and restored updates, and the Gulf and Bay access. Bayside property mls # 218053934 Both properties are offered beautifully and fully furnished. Recent survey shows parcel square footage as 45,274 square feet (1.04 acres). Zoning is rsc-2 allowing for an additional structure. Materport 3D tour link https://3dswfl.com/3d-model/16814-captiva-drive-captiva-fl-33924/nobrand/
Contact Phaidra McDermott for more information 239-898-3778
16814 Captiva Dr, Captiva, FL 33924 is a 3 bedroom, 3 bathroom, 2,058 sqft single-family home built in 1954. It last sold for $4,900,000 on Jul 19, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $5,541,400.

Home Details for 16814 Captiva Dr

Interior Features

Heating & Cooling
Heating: Forced Air, Electric, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Hardwood
Interior Details
Number of Rooms: 23Types of Rooms: Walk In Closet, Dining Room, Family Room, PantryCeiling Fan
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or Spa
Security
Security System

Exterior Features

Exterior Home Features
Roof: Metal, OtherDeckExterior: Wood, Cement Concrete, MetalLawnPatioPorchSprinkler System
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1954Year Updated: 2004
Property Type / Style
Property Type: Single Family HomeArchitecture: Split-level

Rental Terms, Policies & Fees

Furnished

Community

Units in Building: 1

Lot Information

Lot Area: 1.03 acres

Price and Tax history

DateEventPrice
May 8, 2025
Source: Sanibel And Captiva Island AOR #2250548
ListingRemoved
$17,500,000
Mar 25, 2025
Source: SWFLMLS #225030790
Listed For Sale
$17,500,000
Jul 19, 2019
Source: Florida Gulf Coast MLS #218053904
Sold
$4,900,000
Jul 19, 2019
Source: Agent Provided
PendingToActive
$5,250,000
Jun 17, 2019
Source: Agent Provided
Pending
$5,250,000

Market trends in Captiva

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
85

Around this home

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

Frequently asked questions about 16814 Captiva Dr

  • What is 16814 Captiva Dr estimated to be worth?
    Trulia's estimated value for 16814 Captiva Dr is $5,541,400.
  • What is the price history for 16814 Captiva Dr?
    16814 Captiva Dr last sold for $4,900,000 in July 2019.
  • Is Captiva a buyer's or seller's market?
    Captiva is currently a buyer's market, based on recent for-sale activity.
  • What are the closest schools to 16814 Captiva Dr?
    The closest schools to 16814 Captiva Dr are Bonita Springs High School (rated 4/10), Cypress Lake High School (rated 5/10), Dunbar High School (rated 2/10).
  • Does 16814 Captiva Dr have air conditioning?
    Yes, 16814 Captiva Dr has air conditioning.
  • Does 16814 Captiva Dr have a pool?
    Yes, 16814 Captiva Dr has a pool.

Apartments for Rent

Off Market Homes Near 16814 Captiva Dr

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