4440 Cutlass Dr, Captiva, FL 33924
OFF MARKET

4440 Cutlass Dr
Captiva, FL 33924

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

$1,066,100

Trulia Estimate
as of May 22, 2026
Est. Refi. Payment $6,609/mo*

$1,066,100

Trulia Estimate
as of May 22, 2026
Est. Refi. Payment $6,609/mo*
3 Beds
3 Baths
901 sqft
(on 0.27 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
Patio, Deck, Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
No Info

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 History for 4440 Cutlass Dr

DatePriceEventSource
02/27/2009$490,000Sold
N/A
04/02/2003$141,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$12,439
Assessment$880,965
Home facts updated by county records

Comparable Sales for 4440 Cutlass Dr

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
0.06
Single-Family Home
$1,350,000
09/26/25
4
3
2,358
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
0.53
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
0.45
Single-Family Home
$1,300,000
04/03/26
3
2
1,584
0.60
Single-Family Home
$692,000
05/13/26
2
2
1,038
0.27
Single-Family Home
$2,900,000
04/08/26
5
5
3,605

Nearby homes

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Assigned Schools

These are the assigned schools for 4440 Cutlass Dr.
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 4440 Cutlass Dr

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Off Market Homes Near 4440 Cutlass Dr

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Homes for rent near 4440 Cutlass Dr

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4440 Cutlass Dr, Captiva, FL 33924 is a 3 bedroom, 3 bathroom, 901 sqft single-family home built in 2008. This property is not currently available for sale. 4440 Cutlass Dr was last sold on Feb 27, 2009 for $490,000. The current Trulia Estimate for 4440 Cutlass Dr is $1,066,100.