4440 Cutlass Dr, Captiva, FL 33924
OFF MARKET

4440 Cutlass Dr
Captiva, FL 33924

  • 3 Beds
  • 3 Baths
  • 901 sqft (on 0.27 acres)

$1,011,800

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $6,398/mo*

$1,011,800

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $6,398/mo*
3 Beds
3 Baths
901 sqft
(on 0.27 acres)

Home Value

Trulia Estimate
$1.01M
Since last month
Decreased$2K (-0.2%)
Since last year
Increased$115K (+12.8%)
Since last sale
Increased$527K (+107.6%)
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 +77% in the last 10 years
MonthEstimated value
2026
August 2026$1.02M
July 2026$1.02M
June 2026$1.04M
May 2026$1.05M
April 2026$1.05M
March 2026$1.06M
February 2026$1.07M
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
$1,254,500
04/30/26
3
3
1,601
0.05
Single-Family Home
$1,381,500
07/13/26
3
4
1,920
0.06
Single-Family Home
$1,350,000
09/26/25
4
3
2,358
0.43
Single-Family Home
$653,000
07/14/26
2
2
936
0.24
Single-Family Home
$905,000
12/08/25
3
2
1,522
0.29
Single-Family Home
$1,430,000
01/06/26
3
3
2,211
0.50
Single-Family Home
$420,000
04/27/26
2
3
1,656
0.60
Single-Family Home
$445,000
07/21/26
2
2
1,038
0.53
Single-Family Home
$945,000
03/27/26
3
3
2,072
0.34
Single-Family Home
$565,000
12/01/25
3
2
953

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
$130,000
-
-
-
For Sale
0.06
$1,425,000
4
3
2,358
For Sale
0.05
$793,900
3
2
1,296
Off Market
0.05
-
-
-
-
Off Market
0.02
-
-
-
-
Off Market
0.07
$95,000
-
-
-
Recently Sold
0.05
$1,299,000
3
3.5
2,481
For Sale
0.05
-
-
-
-
Off Market
0.05
$1,381,500
3
4
1,920
Recently Sold
0.12
$130,000
-
-
-
For Sale
0.05
$595,000
-
-
-
For Sale
0.12
$974,100
3
2.5
1,787
Off Market

Local Information

  • Map ViewExplore the area around 4440 Cutlass 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
2008
Lot Size
0.27 acres
Living Area
901 sqft
Price/Sqft
$1,123

About this House

This single-family home is located at 4440 Cutlass Dr, Captiva, FL. 4440 Cutlass Dr is in Captiva, FL and in ZIP code 33924. This property has 3 bedrooms, 3 bathrooms and approximately 901 sqft of floor space. This property has a lot size of 0.27 acres and was built in 2008.
4440 Cutlass Dr, Captiva, FL 33924 is a 3 bedroom, 3 bathroom, 901 sqft single-family home built in 2008. It last sold for $490,000 on Feb 27, 2009. It is currently off market. The Trulia Estimate is $1,011,800, with a rent estimate of $2,468/month.

Home Details for 4440 Cutlass Dr

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3Floors: Other, Carpet

Exterior Features

Exterior Home Features
Roof: MetalDeckExterior: OtherPatio
Pool
Pool

Property Information

Year Built
Year Built: 2008Year Updated: 2008
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.27 acres

Price and Tax history

DateEventPrice
Feb 27, 2009
Source: N/A
Sold
$490,000
Apr 2, 2003
Source: N/A
Sold
$141,000

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 4440 Cutlass Dr

  • What is 4440 Cutlass Dr estimated to be worth?
    Trulia's estimated value for 4440 Cutlass Dr in Captiva, FL is $1,011,800.
  • What is the price history for 4440 Cutlass Dr?
    4440 Cutlass Dr in Captiva, FL last sold for $490,000 in February 2009.
  • What are the closest schools to 4440 Cutlass Dr?
    The closest schools to 4440 Cutlass Dr in Captiva, FL are Bonita Springs High School (rated 4/10), Cypress Lake High School (rated 5/10), Dunbar High School (rated 2/10).
  • Does 4440 Cutlass Dr have air conditioning?
    Yes, 4440 Cutlass Dr in Captiva, FL has air conditioning.
  • Does 4440 Cutlass Dr have a pool?
    Yes, 4440 Cutlass Dr in Captiva, FL has a pool.
  • How big is the lot at 4440 Cutlass Dr?
    The lot at 4440 Cutlass Dr in Captiva, FL is about 0.27 acres (11,630 sq ft).

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