4460 Cutlass Dr, Upper Captiva, FL 33924
Property image
Property image
OFF MARKET

4460 Cutlass Dr
Upper Captiva, FL 33924

  • 3 Beds
  • 3 Baths
  • 2,134 sqft

$1,056,000

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $6,691/mo*

$1,056,000

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $6,691/mo*
3 Beds
3 Baths
2,134 sqft

Home Value

Trulia Estimate
$1.06M
Since last month
Increased$10K (+1%)
Since last year
Increased$96K (+10%)
Since last sale
Increased$545K (+106.2%)
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 +106% in the last 10 years
MonthEstimated value
2026
August 2026$1.06M
July 2026$1.05M
June 2026$1.08M
May 2026$1.09M
April 2026$1.1M
March 2026$1.09M
February 2026$1.11M
January 2026$1.02M
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
0.05
Single-Family Home
$1,350,000
09/26/25
4
3
2,358
0.14
Single-Family Home
$1,254,500
04/30/26
3
3
1,601
0.08
Single-Family Home
$1,381,500
07/13/26
3
4
1,920
0.26
Single-Family Home
$1,430,000
01/06/26
3
3
2,211
0.52
Single-Family Home
$945,000
03/27/26
3
3
2,072
0.24
Single-Family Home
$905,000
12/08/25
3
2
1,522
0.50
Single-Family Home
$420,000
04/27/26
2
3
1,656
0.19
Single-Family Home
$892,000
07/17/26
6
3.5
2,021
0.44
Single-Family Home
$1,300,000
04/03/26
3
2
1,584
0.41
Single-Family Home
$653,000
07/14/26
2
2
936

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
0.03
$130,000
-
-
-
For Sale
0.05
$1,425,000
4
3
2,358
For Sale
0.06
$793,900
3
2
1,296
Off Market
0.03
$170,000
-
-
-
For Sale
0.07
-
-
-
-
Off Market
0.05
-
-
-
-
Off Market
0.09
$95,000
-
-
-
Recently Sold
0.08
$1,299,000
3
3.5
2,481
For Sale
0.06
-
-
-
-
Off Market
0.08
$1,381,500
3
4
1,920
Recently Sold
0.09
$130,000
-
-
-
For Sale
0.07
$595,000
-
-
-
For Sale

Local Information

  • Map ViewExplore the area around 4460 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
Living Area
2,134 sqft
Price/Sqft
$495

About this House

Beautiful and welcoming are just two words to describe this magnificent, 4 story home with private pool and sweeping 360 degree water views from the observation deck. Blue Lagoon beach house features 3 bedrooms, 3 full baths. All decks have been recently upgraded to composite decking materials with all new railings and pickets. The exterior of the house has completed outdoor renovations with new exterior paint for the hardee board house siding and trim. PGT Impact windows are standard throughout this house. Inside, this home has been delightfully updated, furnished, decorated, and is turn key/rental ready. The glass double door entryway leads to three full bedrooms and laundry facility on this level.
4460 Cutlass Dr, Upper Captiva, FL 33924 is a 3 bedroom, 3 bathroom, 2,134 sqft single-family home built in 2008. It last sold for $513,000 on Apr 6, 2017. It is currently off market. The Trulia Estimate is $1,056,000, with a rent estimate of $4,633/month.

Home Details for 4460 Cutlass Dr

Interior Features

Interior Details
BasementNumber of Rooms: 5Types of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Master BathCeiling Fan
Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: Central, WallHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 4Floors: Tile, Linoleum Vinyl
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: MetalDeckExterior: Other, Wood, CompositionGardenPatioPorchSprinkler System
Pool
Pool
Parking & Garage
Parking Spaces: 2Parking: Carport

Property Information

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

Rental Terms, Policies & Fees

Furnished

Community

Units in Building: 1

Lot Information

Lot Area: 9452 sqft

Price and Tax history

DateEventPrice
Apr 6, 2017
Source: Florida Gulf Coast MLS #216075568
Sold
$513,000
Jan 24, 2017
Source: Agent Provided
Pending
$535,000
Oct 12, 2016
Source: Agent Provided
PriceChange
$535,000
Price decreased by 1%
Aug 3, 2016
Source: Agent Provided
PriceChange
$539,000
Price decreased by 2%
Apr 7, 2016
Source: Agent Provided
PriceChange
$549,000
Price decreased by 8%

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 4460 Cutlass Dr

  • What is 4460 Cutlass Dr estimated to be worth?
    Trulia's estimated value for 4460 Cutlass Dr in Upper Captiva, FL is $1,056,000.
  • What is the price history for 4460 Cutlass Dr?
    4460 Cutlass Dr in Upper Captiva, FL last sold for $513,000 in April 2017.
  • What are the closest schools to 4460 Cutlass Dr?
    The closest schools to 4460 Cutlass 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 4460 Cutlass Dr have air conditioning?
    Yes, 4460 Cutlass Dr in Upper Captiva, FL has air conditioning.
  • Does 4460 Cutlass Dr have a pool?
    Yes, 4460 Cutlass Dr in Upper Captiva, FL has a pool.
  • Does 4460 Cutlass Dr have laundry facilities?
    Yes, 4460 Cutlass Dr in Upper Captiva, FL has in-unit laundry.

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