442 Gulf Bend Dr, Upper Captiva, FL 33924
Property image
Property image
OFF MARKET

$1,463,000

Trulia Estimate
  • 3 Beds
  • 3 Baths
  • 1,993 sqft (on 0.30 acres)

442 Gulf Bend Dr, Upper Captiva, FL 33924

Est. Refi. Payment $9,342/mo*
Refinance Your Home
Currently Off Market - Sold May 28, 2021 for $719,000

Home Value

Trulia Estimate
$1.46M
Since last month
Increased$38K (+2.7%)
Since last year
Decreased$84K (-5.4%)
Since last sale
Increased$744K (+103.5%)
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 increased by +115% in the last 10 years
MonthEstimated value
2026
August 2026$1.46M
August 2026$1.45M
July 2026$1.42M
June 2026$1.49M
2025
2024
2023
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
0.18
Single-Family Home
$945,000
03/27/26
3
3
2,072
0.16
Single-Family Home
$1,430,000
01/06/26
3
3
2,211
0.18
Single-Family Home
$905,000
12/08/25
3
2
1,522
0.25
Single-Family Home
$1,034,999
08/19/26
3
2
1,823
0.25
Single-Family Home
$974,000
08/27/26
3
3.5
1,608
0.08
Single-Family Home
$653,000
07/14/26
2
2
936
0.28
Single-Family Home
$420,000
04/27/26
2
3
1,656
0.22
Single-Family Home
$1,300,000
04/03/26
3
2
1,584
0.19
Single-Family Home
$892,000
07/17/26
6
3.5
2,021
0.41
Single-Family Home
$1,381,500
07/13/26
3
4
1,920

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
0.09
$837,200
3
3
1,486
Off Market
0.08
$653,000
2
2
936
Recently Sold
0.07
$219,000
-
-
-
For Sale
0.07
$2,180,800
4
2.5
1,807
Off Market
0.13
$799,000
3
2.5
1,722
For Sale
0.09
$1,750,000
3
3
2,435
For Sale
0.08
$1,970,000
3
3
2,454
For Sale
0.10
$885,900
3
3
1,911
Off Market
0.14
$1,161,800
3
3
2,108
Off Market
0.16
$544,200
3
2
1,076
Off Market
0.16
$560,000
3
2
954
Recently Sold
0.16
$70,000
-
-
-
Recently Sold

Local Information

  • Map ViewExplore the area around 442 Gulf Bend 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
1987
Lot Size
0.3 acres
Living Area
1,993 sqft
Price/Sqft
$734
Parking
Garage

About this House

Very private 3 bedroom, 3 bath beachfront home with nice wooded views and the gulf in the distance. Located in picturesque Safety Harbor Club includes dockage and club amenities (see virtual tour). This lovely 3 bedroom home is an upside down model with the living space upstairs. Enjoy vaulted ceilings and an expansive natural outdoor setting with slider doors walking out to the upper level patio. The home has a nice open floor plan with the kitchen, kitchen bar, dining room and living area all open for a spacious feel. The living area is set up with comfortable wicker furnishings and a 36" flat screen tv. The home has nice tongue and grove along with Mexican tile throughout. It gives you a true beach house feel. Very casual but elegant. Downstairs are the three bedrooms and two full bathrooms. Off two bedrooms,you have access to a screened in porch with patio set and lounges. The home has a private path up to the beach through the Safety Harbor beach gazebo. Enjoy use of Safety Harbor Club and North Captiva Island Club pools, tennis and private restaurants.
442 Gulf Bend Dr, Upper Captiva, FL 33924 is a 3 bedroom, 3 bathroom, 1,993 sqft single-family home built in 1987. It last sold for $719,000 on May 28, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,463,000, with a rent estimate of $2,418/month.

Home Details for 442 Gulf Bend Dr

Interior Features

Heating & Cooling
Heating: ElectricAir ConditioningCooling System: CentralHeating Fuel: Electric
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet
Appliances & Utilities
DishwasherMicrowaveRefrigerator
Fireplace & Spa
FireplaceHot Tub or Spa
Interior Details
Ceiling Fan

Exterior Features

Exterior Home Features
Roof: MetalExterior: WoodPatio
Parking & Garage
GarageParking Spaces: 4Parking: Garage Attached

Property Information

Year Built
Year Built: 1987Year Updated: 1988
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Rental Terms, Policies & Fees

Furnished

Community

Units in Building: 1

Lot Information

Lot Area: 0.30 acres

Building

Fitness & Sports
Basketball CourtTennis Court

Price and Tax history

DateEventPrice
May 28, 2021
Source: N/A
Sold
$719,000
Jan 2, 2018
Source: Agent Provided
ListingRemoved
$669,000
Oct 3, 2017
Source: Agent Provided
PriceChange
$669,000
Price decreased by 4%
Mar 10, 2017
Source: Agent Provided
PriceChange
$695,000
Price decreased by 3%
Jul 9, 2016
Source: Agent Provided
PriceChange
$719,000
Price decreased by 1%

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.

LGBTQ Local Legal Protections

Frequently asked questions about 442 Gulf Bend Dr

  • What is 442 Gulf Bend Dr estimated to be worth?
    Trulia's estimated value for 442 Gulf Bend Dr in Upper Captiva, FL is $1,463,000.
  • What is the price history for 442 Gulf Bend Dr?
    442 Gulf Bend Dr in Upper Captiva, FL last sold for $719,000 in May 2021.
  • What are the closest schools to 442 Gulf Bend Dr?
    The closest schools to 442 Gulf Bend Dr in Upper Captiva, FL are Bonita Springs High School (rated 4/10), Cypress Lake High School (rated 5/10), Dunbar High School (rated 2/10).
  • Does 442 Gulf Bend Dr have air conditioning?
    Yes, 442 Gulf Bend Dr in Upper Captiva, FL has air conditioning.
  • How big is the lot at 442 Gulf Bend Dr?
    The lot at 442 Gulf Bend Dr in Upper Captiva, FL is about 0.30 acres (13,076 sq ft).
  • Does 442 Gulf Bend Dr have a garage?
    Yes, 442 Gulf Bend Dr in Upper Captiva, FL has a garage.

Apartments for Rent

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Off Market Homes Near 442 Gulf Bend Dr

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Homes for sale near 442 Gulf Bend Dr

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