16237 Captiva Dr, Captiva, FL 33924
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Property image
OFF MARKET

16237 Captiva Dr
Captiva, FL 33924

  • 5 Beds
  • 5.5 Baths
  • 4,669 sqft (on 1.80 acres)

$4,420,800

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $27,773/mo*

$4,420,800

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $27,773/mo*
5 Beds
5.5 Baths
4,669 sqft
(on 1.80 acres)

Home Value

Trulia Estimate
$4.42M
Since last month
Decreased$269K (-5.7%)
Since last year
Decreased$593K (-11.8%)
Since last sale
Increased$950K (+27.1%)
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 +23% in the last 10 years
MonthEstimated value
2026
August 2026$4.45M
July 2026$4.51M
June 2026$4.72M
May 2026$4.64M
April 2026$4.6M
March 2026$4.54M
February 2026$4.63M
January 2026$4.95M
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
0.14
Single-Family Home
$3,100,000
07/21/26
6
4.5
4,861
0.35
Single-Family Home
$5,950,000
03/24/26
5
6
4,429
0.42
Single-Family Home
$4,500,000
07/16/26
3
3.5
6,398
0.23
Single-Family Home
$4,400,000
01/13/26
3
2
1,068
0.76
Single-Family Home
$10,000,000
07/23/26
5
5.5
5,751
0.76
Single-Family Home
$10,000,000
07/23/26
5
5.5
6,313
1.11
Single-Family Home
$3,125,000
04/09/26
3
3
3,028
0.70
Single-Family Home
$7,500,000
02/18/26
3
3
2,920
0.98
Single-Family Home
$1,750,000
08/07/26
3
2.5
3,316
1.25
Single-Family Home
$1,950,000
03/10/26
6
7.5
6,273

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
0.05
$4,407,600
4
4.5
3,054
Off Market
0.13
$12,000,000
-
-
-
For Sale
0.16
$8,861,200
4
5.5
4,473
Off Market
0.14
$3,100,000
6
4.5
4,861
Recently Sold
0.16
$3,531,900
5
4
3,522
Off Market
0.29
$5,145,300
5
3
3,508
Off Market
0.35
$5,950,000
5
6
4,429
Recently Sold
0.36
$13,000,000
-
-
-
For Sale
0.43
$8,792,200
6
8.5
9,026
Off Market
0.43
$7,602,900
6
8.5
9,026
Off Market
0.42
$4,297,400
3
3.5
3,258
Off Market
0.42
$4,500,000
3
3.5
6,398
Recently Sold

Local Information

  • Map ViewExplore the area around 16237 Captiva Dr.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2000
Lot Size
1.8 acres
Living Area
4,669 sqft
Price/Sqft
$947
Parking
Garage

About this House

Your own private paradise "Captiva Charm" awaits you at the end of a 500' private driveway running through lushly vegetated grounds. Gorgeous direct bayfront estate home overlooks Roosevelt Channel, with boating & fishing from your own private dock with 10,000lb boat lift. Relax outdoors; wooded & private with large fenced area for garden parties, open pool & porches overlooking the bay. Beautifully appointed elevated home features 4 of the bedroom ensuite, a second kitchen & den, granite, stainless & wood kitchens, soaring two-story living room with gas fireplace & so much more! Includes beach access.
16237 Captiva Dr, Captiva, FL 33924 is a 5 bedroom, 6 bathroom, 4,669 sqft single-family home built in 2000. It last sold for $3,500,000 on Mar 9, 2017. It is currently off market. The Trulia Estimate is $4,420,800, with a rent estimate of $7,899/month.

Home Details for 16237 Captiva Dr

Interior Features

Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Interior Details
Types of Rooms: Dining RoomWet BarCeiling Fan
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or Spa
Security
Security System

Exterior Features

Exterior Home Features
Roof: OtherExterior: StuccoPatioPorch
Pool
Pool
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Property Information

Year Built
Year Built: 2000Year Updated: 2000
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Rental Terms, Policies & Fees

Furnished

Community

Units in Building: 1

Lot Information

Lot Area: 1.80 acres

Additional Information

Intercom

Price and Tax history

DateEventPrice
Mar 9, 2017
Source: Florida Gulf Coast MLS #217010185
Sold
$3,500,000
Feb 6, 2017
Source: Agent Provided
Pending
$3,950,000
Feb 6, 2017
Source: Agent Provided
Listed For Sale
$3,950,000
Jan 1, 2017
Source: Agent Provided
ListingRemoved
$3,950,000
Jun 8, 2015
Source: Agent Provided
Listed For Sale
$3,950,000

Market trends in Captiva

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
85
9
MoM
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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

Apartments for Rent

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Homes for sale near 16237 Captiva Dr

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Off Market Homes Near 16237 Captiva Dr

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Frequently asked questions about 16237 Captiva Dr

  • What is 16237 Captiva Dr estimated to be worth?
    Trulia's estimated value for 16237 Captiva Dr is $4,420,800.
  • What is the price history for 16237 Captiva Dr?
    16237 Captiva Dr last sold for $3,500,000 in March 2017.
  • 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 16237 Captiva Dr?
    The closest schools to 16237 Captiva Dr are Bonita Springs High School (rated 4/10), Cypress Lake High School (rated 5/10), Dunbar High School (rated 2/10).
  • Does 16237 Captiva Dr have air conditioning?
    Yes, 16237 Captiva Dr has air conditioning.
  • Does 16237 Captiva Dr have a pool?
    Yes, 16237 Captiva Dr has a pool.