14865 Captiva Dr, Captiva, FL 33924
OFF MARKET

14865 Captiva Dr
Captiva, FL 33924

  • 4 Beds
  • 4 Baths
  • 2,964 sqft

$1,892,600

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $11,883/mo*

$1,892,600

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $11,883/mo*
4 Beds
4 Baths
2,964 sqft

Home Value

Trulia Estimate
$1.89M
Since last month
Decreased$25K (-1.3%)
Since last year
Decreased$251K (-11.7%)
Since last sale
Increased$443K (+30.5%)
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 decreased by -12% in the last 10 years
MonthEstimated value
2026
August 2026$1.89M
July 2026$1.92M
June 2026$1.98M
May 2026$1.96M
April 2026$1.97M
March 2026$1.97M
February 2026$2.02M
January 2026$2.13M
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
0.11
Single-Family Home
$1,200,000
03/18/26
3
3
1,126
0.25
Single-Family Home
$1,337,500
11/21/25
3
2
2,138
0.26
Single-Family Home
$2,275,000
07/24/26
3
2.5
2,065
0.22
Single-Family Home
$638,600
04/21/26
6
6.5
3,555
0.26
Single-Family Home
$1,450,000
04/16/26
2
2
2,218
0.27
Single-Family Home
$1,286,000
11/06/25
3
2
1,622
0.04
Single-Family Home
$1,050,000
03/06/26
2
2
1,176
0.27
Single-Family Home
$1,350,000
09/25/25
3
2
1,776
0.25
Single-Family Home
$850,000
09/19/25
2
2.5
1,440
0.73
Single-Family Home
$7,500,000
02/18/26
3
3
2,920

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
0.04
$1,050,000
2
2
1,176
Recently Sold
0.08
$2,668,400
-
-
-
Off Market
0.10
$1,375,000
2
2
1,200
For Sale
0.08
$2,419,800
4
3
1,949
Off Market
0.09
$1,790,000
3
3
1,521
For Sale
0.10
$1,895,000
4
4
2,312
For Sale
0.11
$2,938,100
5
4.5
3,744
Off Market
0.13
$2,371,500
4
3
2,887
Off Market
0.15
$285,000
-
-
-
For Sale
0.15
-
-
-
-
Off Market
0.12
$2,518,300
4
4
3,482
Off Market
0.13
$1,237,100
4
3
1,506
Off Market

Local Information

  • Map ViewExplore the area around 14865 Captiva Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School6 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2001
Living Area
2,964 sqft
Price/Sqft
$639
Parking
Garage

About this House

Happy Daze is a beautiful 4-bedroom, 4-bath home set amidst tropical vegetation in Captiva's fun & quaint "village." Offering a multitude of options to enjoy all that Captiva has to offer, it's a short distance from a host of fun destinations. Close to the world-renown beaches for a day in the surf, listen to live music in one of the many outdoor dining venues, splash a paddleboard into the Gulf, or take a golf cart on a scenic tour, the fun times are as endless as the stars in the warm night sky. This inviting home offers stunning wood floors throughout, an open kitchen great for entertaining, soaring ceilings & a fireplace in the living room, and an enclosed den/office that doubles as an extra sleeping space. The lanai overlooks the private pool & spa framed by the lush greenery. For outdoor entertaining, there's a ping pong table, pool table & covered seating. Whether you are making the islands your home or earning great income through vacation rentals, this is the ideal Captiva retreat.
14865 Captiva Dr, Captiva, FL 33924 is a 4 bedroom, 2,964 sqft single-family home built in 2001. It last sold for $1,450,000 on Nov 29, 2021. It is currently off market. The Trulia Estimate is $1,892,600, with a rent estimate of $6,577/month.

Home Details for 14865 Captiva Dr

Interior Features

Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3Floors: Tile, Hardwood
Interior Details
Number of Rooms: 8Types of Rooms: Dining RoomCeiling Fan
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

Exterior Home Features
Roof: MetalDeckExterior: Vinyl, Wood, MetalPatioPorchSprinkler System
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 2001Year Updated: 2001
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Rental Terms, Policies & Fees

Furnished

Community

Units in Building: 1

Lot Information

Lot Area: 7710 sqft

Price and Tax history

DateEventPrice
Nov 29, 2021
Source: Florida Gulf Coast MLS #221001593
Sold
$1,450,000
Sep 29, 2021
Source: Florida Gulf Coast MLS #221001593
Pending
$1,699,000
Jan 8, 2021
Source: Florida Gulf Coast MLS #221001593
Listed For Sale
$1,699,000
Jan 1, 2021
Source: Local MLS
ListingRemoved
Jun 12, 2019
Source: Agent Provided
Listed For Sale
$1,699,000

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

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 14865 Captiva Dr

  • What is 14865 Captiva Dr estimated to be worth?
    Trulia's estimated value for 14865 Captiva Dr is $1,892,600.
  • What is the price history for 14865 Captiva Dr?
    14865 Captiva Dr last sold for $1,450,000 in November 2021.
  • 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 14865 Captiva Dr?
    The closest schools to 14865 Captiva Dr are Bonita Springs High School (rated 4/10), Cypress Lake High School (rated 5/10), Dunbar High School (rated 2/10).
  • Does 14865 Captiva Dr have air conditioning?
    Yes, 14865 Captiva Dr has air conditioning.
  • Does 14865 Captiva Dr have a pool?
    Yes, 14865 Captiva Dr has a pool.

Apartments for Rent

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Off Market Homes Near 14865 Captiva Dr

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