NOT LISTED FOR SALE

4550 Cutlass Dr Captiva, FL 33924

Estimated Value: $1,055,000 - $1,408,000

3 Beds
3 Baths
1,813 Sq Ft
$661/Sq Ft Est. Value

Sale Details

Date Sold: October 13, 2020

Last sale price $585,000 $323 Per Sq Ft

Est. 105% increase in value since last sale

Current estimated payment $7,611 / mo

238 Days on Market

Highlights

  • Community Beach Access
  • Community Boat Dock
  • Gulf View
  • Sanibel Elementary School Rated A-
  • Heated In Ground Pool
  • Sitting Area In Primary Bedroom

About This Home

As of October 2020

This house was built for entertaining. Very cool entertainment area and great house. As you walk up to the house on pilings you will see the sports bar area with seating for at least 20 people and more by the big pool. Walk up into the house to enter through 8 ft. sliding glass doors to kitchen/living area with two bedroom and a large full bath with separate tub and shower. Tall ceilings... Tall glass doors. Upstairs is a HUGE master bedroom with an enormous bathroom balcony a deck. A hot tub on the deck with views that couldn't be better for your enjoyment of sunsets and starry skies. There is a whole house generator. New sprinkler system. This house will rent very well if you are looking for income producing property. Make an appointment to see it for yourself.

Last Agent to Sell the Property

Cheryl Bredin

Islander Realty License #258004572 Listed on: 01/18/2020

Last Buyer's Agent

Yvena Dervil

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $9,983

Year Built

  • Built in 2003

Lot Details

  • 12,197 Sq Ft Lot
  • Lot Dimensions are 93 x 127 x 105 x 105
  • South Facing Home
  • Fenced
  • Oversized Lot
  • Irregular Lot
  • Sprinkler System
  • Property is zoned RS-1

Parking

  • 1 Car Attached Garage
  • 2 Attached Carport Spaces
  • Electric Vehicle Home Charger

Home Design

  • Stilt Home
  • Traditional Architecture
  • Pillar, Post or Pier Foundation
  • Frame Construction
  • Metal Roof

Interior Spaces

  • 1,813 Sq Ft Home
  • 2-Story Property
  • Wet Bar
  • Bar
  • Cathedral Ceiling
  • Ceiling Fan
  • Sliding Windows
  • Combination Dining and Living Room
  • Gulf Views

Kitchen

  • Microwave
  • Dishwasher

Flooring

  • Carpet
  • Tile

Bedrooms and Bathrooms

  • 3 Bedrooms
  • Sitting Area In Primary Bedroom
  • Primary Bedroom Upstairs
  • Split Bedroom Floorplan
  • 3 Full Bathrooms
  • Shower Only
  • Separate Shower

Laundry

  • Dryer
  • Washer

Home Security

  • Impact Glass
  • High Impact Door
  • Fire Sprinkler System

Pool

  • Heated In Ground Pool
  • Heated Spa
  • Fiberglass Pool
  • Above Ground Spa
  • Outdoor Shower

Outdoor Features

  • Balcony
  • Deck

Utilities

  • Zoned Heating and Cooling
  • Underground Utilities
  • Power Generator
  • Well
  • Septic Tank
  • High Speed Internet

Listing and Financial Details

  • Legal Lot and Block 4 / 4
  • Assessor Parcel Number 05-45-21-17-00004.0040

Community Details

Overview

  • No Home Owners Association
  • Castaway Key Subdivision

Recreation

  • Community Boat Dock
  • Community Beach Access
  • Tennis Courts

Home Details

Home Type

Single Family

Est. Annual Taxes

$9,983

Year Built

Built in 2003

Lot Details

0.28 Acres

Parking

1

Listing Details

  • Property Sub Type: Single Family Residence
  • Prop. Type: Residential
  • Lot Size Acres: 0.28
  • Lot Size: 93 x 127 x 105 x 105
  • Ownership: Single Family
  • Subdivision Name: CASTAWAY KEY
  • Architectural Style: Multi-Level, Two Story, Stilt, Traditional
  • Carport Y N: Yes
  • Garage Yn: Yes
  • Unit Levels: Two
  • Building Stories: 2
  • Year Built: 2003
  • ResoBuildingAreaSource: Appraiser
  • Property Sub Type Additional: Single Family Residence
  • Special Features: None
  • Stories: 2

Interior Features

  • Furnished: Unfurnished
  • Spa Features: Above Ground, Electric Heat
  • Private Spa: Yes
  • Appliances: Dryer, Dishwasher, Microwave, Refrigerator, Washer
  • Other Equipment: Generator
  • Full Bathrooms: 3
  • Total Bedrooms: 3
  • Flooring: Carpet, Tile
  • Interior Amenities: Wet Bar, Cathedral Ceiling(s), High Ceilings, Living/Dining Room, Sitting Area in Master, Shower Only, Separate Shower, Upper Level Master, Vaulted Ceiling(s), Bar, High Speed Internet, Split Bedrooms
  • Living Area: 1813.0
  • Stories: 2
  • Window Features: Sliding, Impact Glass
  • ResoLivingAreaSource: Appraiser

Exterior Features

  • Lot Features: Irregular Lot, Oversized Lot, Sprinklers Automatic
  • Pool Features: Fiberglass, Electric Heat, Heated, In Ground
  • Pool Private: Yes
  • View: Gulf, Partial
  • View: Yes
  • Waterfront Features: None
  • Waterfront: No
  • Construction Type: Frame, See Remarks
  • Direction Faces: South
  • Exterior Features: Deck, Fence, Security/High Impact Doors, Sprinkler/Irrigation, Outdoor Shower
  • Foundation Details: Pillar/Post/Pier
  • Patio And Porch Features: Balcony, Deck
  • Property Condition: Resale
  • Roof: Metal

Garage/Parking

  • Attached Garage: Yes
  • Carport Spaces: 2.0
  • Covered Parking Spaces: 3.0
  • Garage Spaces: 1.0
  • Parking Features: Attached, Garage, Attached Carport, Electric Vehicle Charging Station(s)

Utilities

  • Security: Fenced, Fire Sprinkler System
  • Cooling: Central Air, Ceiling Fan(s), Electric, Zoned
  • Cooling Y N: Yes
  • Heating: Central, Electric
  • Heating Yn: Yes
  • Sewer: Septic Tank
  • Utilities: Natural Gas Available, Underground Utilities
  • Water Source: Well

Condo/Co-op/Association

  • Community Features: Boat Facilities, Tennis Court(s)
  • Amenities: Beach Access
  • Association: No
  • Pets Allowed: Yes

Fee Information

  • Association Fee Includes: None

Lot Info

  • Parcel #: 05-45-21-17-00004.0040
  • Zoning Description: RS-1
  • ResoLotSizeUnits: Acres

Multi Family

  • Number Of Units In Community: 1

Tax Info

  • Tax Annual Amount: 9983.0
  • Tax Block: 4
  • Tax Lot: 4
  • Tax Year: 2019

Ownership History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Name Owned For Owner Type

Purchase Details

Closed on
Jun 4, 2025
Sold by
Bought by
Current Estimated Value
$1,199,287

Purchase Details

Listed on
Jan 18, 2020
Closed on
Oct 9, 2020
Sold by
Bought by
Seller's Agent
Cheryl Bredin
Islander Realty
Buyer's Agent
Yvena Dervil
List Price
$615,000
Sold Price
$585,000
Premium/Discount to List
-$30,000
-4.88%

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
13.47%
Original Mortgage
$468,000
Interest Rate
2.8%
Mortgage Type
New Conventional

Purchase Details

Listed on
Sep 8, 2014
Closed on
May 15, 2015
Sold by
Bought by
Seller's Agent
Carin Harman
Sweet South Realty Corp
Buyer's Agent
Cheryl Bredin
Islander Realty
List Price
$575,000
Sold Price
$515,000
Premium/Discount to List
-$60,000
-10.43%

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
2.38%
Original Mortgage
$265,000
Interest Rate
3.79%
Mortgage Type
New Conventional

Purchase Details

Closed on
Jun 22, 2005
Sold by
Bought by

Purchase Details

Closed on
Jan 30, 2004
Sold by
Bought by

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$505,600
Interest Rate
5.85%

Purchase Details

Closed on
Mar 21, 2002
Sold by
Bought by

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$828,000
Interest Rate
6.85%
Mortgage Type
Purchase Money Mortgage

Purchase Details

Closed on
May 5, 2000
Sold by
Bought by

Purchase Details

Closed on
Oct 15, 1998
Sold by
Bought by
Source: Public Records

Range of Values:

--
Value Increase
--
Percent Increase
--
Adjusted for Inflation
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List Price
Sold Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Buyer Sale Price Title Company
$100 None Listed On Document
$585,000 Attorney
$515,000 Attorney
$852,500 Executive Title Ins Svcs Inc
$640,000 --
$140,000 --
$55,000 --
$60,800 --
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Borrower Loan Amount
Previous Owner $468,000
Previous Owner $265,000
Previous Owner $505,600
Previous Owner $828,000
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft Prior Sale
10/13/2020 10/13/20 Sold $585,000 -4.9% $323 / Sq Ft
09/13/2020 09/13/20 Pending -- -- --
01/18/2020 01/18/20 For Sale $615,000 +19.4% $339 / Sq Ft
05/15/2015 05/15/15 Sold $515,000 -10.4% $249 / Sq Ft View Prior Sale
04/15/2015 04/15/15 Pending -- -- --
09/08/2014 09/08/14 For Sale $575,000 -- $278 / Sq Ft
Source: Florida Gulf Coast Multiple Listing Service

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $13,755 $853,149 -- --
2024 $15,397 $775,590 -- --
2023 $13,822 $705,082 $0 $0
2022 $11,990 $640,984 $0 $0
2021 $10,185 $582,713 $64,655 $518,058
2020 $9,583 $533,732 $64,000 $469,732
2019 $9,983 $558,805 $64,000 $494,805
2018 $10,031 $563,649 $60,600 $503,049
2017 $9,469 $486,109 $59,400 $426,709
2016 $8,828 $440,301 $69,792 $370,509
2015 $8,093 $404,491 $68,993 $335,498
2014 -- $348,986 $74,004 $274,982
2013 -- $308,007 $81,301 $226,706
Source: Public Records

Agents Affiliated with this Home

  • C

    Seller's Agent in 2020

    Cheryl Bredin

    Islander Realty

    (239) 410-7610

    5 in this area

    10 Total Sales

    Cheryl Bredin
    Section Image

  • Y

    Buyer's Agent in 2020

    Yvena Dervil

  • C

    Seller's Agent in 2015

    Carin Harman

    Sweet South Realty Corp

    Section Image
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Map

Source: Florida Gulf Coast Multiple Listing Service

MLS Number: 220005492

Florida Gulf Coast Multiple Listing Service

APN: 05-45-21-17-00004.0040

Florida Lee County Captiva 33924

4550 Cutlass Dr, Captiva, FL

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Florida Gulf Coast Multiple Listing Service The information is being provided by Southwest Florida Multiple Listing Service. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2026 Southwest Florida Multiple Listing Service. All Rights Reserved

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