22808 Privateer Dr

1,454 Sq. Ft.
$557 / Sq. Ft.
1,454
Sq. Ft.
$557
per Sq. Ft.

Description

Welcome to paradise! This stunning waterfront property is located on the picturesque island of Cudjoe Key in the Florida Keys. Offering the perfect combination of island living and modern comforts. Situated on a 6000 sq ft lot, inside you'll be greeted by an open and bright living space. The interior features a tasteful with high ceilings, large windows, and an abundance of natural light that fills the home. The open floor plan seamlessly connects the living, dining, and kitchen areas, providing...Welcome to paradise! This stunning waterfront property is located on the picturesque island of Cudjoe Key in the Florida Keys. Offering the perfect combination of island living and modern comforts. Situated on a 6000 sq ft lot, inside you'll be greeted by an open and bright living space. The interior features a tasteful with high ceilings, large windows, and an abundance of natural light that fills the home. The open floor plan seamlessly connects the living, dining, and kitchen areas, providing an ideal layout for both relaxation and entertainment. This spacious kitchen is great for preparing a casual meal or hosting a dinner party. The adjacent dining area offers stunning views and provides a perfect setting for enjoying meals with family and friends. The bedrooms are generously sized and all offer sliders with a private patio & provide a peaceful retreat after a day of exploring the Florida Keys. The master suite is particularly impressive, with its own private balcony overlooking the water, a spacious en-suite bathroom. The private dock allows for easy access to the water, making it a boater's paradise. Whether you enjoy fishing, kayaking, or simply cruising along the turquoise waters, this property offers endless possibilities for outdoor
  1. Listed by Diane Corliss • Coldwell Banker Schmitt Lower Keys (KW)

Property Details for 22808 Privateer Drive

Waterfront
Canal Front
Waterfront
Yes
Zoning
IS - Improved Subivision District
Subdivision
Cutthroat Harbor Est (23.0)
Pets
Pets Allowed
LISTING UPDATED: 01/14/2026 03:18 PM

Property Details for 22808 Privateer Drive

StatusClosed
MLS #605470
Days on Market83
Taxes$3,231 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built1999
Lot Size0.14 AC / 6,000 SF
CountyMonroe County

Location

Listing Courtesy of Coldwell Banker Schmitt Lower Keys (KW)

Sold By Outside Of MLS

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Building Information for 22808 Privateer Drive

Stories-Year Built1999Building Size-Lot Size0.14 AC / 6,000 SF

Payment Calculator

$4,200 per month

30 year fixed, 6.11% Interest

Principal and Interest

$3,931

Property Taxes

$269

HOA Dues

$0

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Property Information for 22808 Privateer Drive

Summary
Location and General Information
  • Waterview: Canal View
  • Area: 07 - Cudjoe Key
  • Absolute Longitude: 81.477921
  • Control Depth: 3
  • Off Shore Island: No
  • Listing Board: Marathon/Lower Keys
  • Side: Ocean
  • Mile Marker: 23.0
  • Marathon Neighborhood: N/A
  • Key/Island: Cudjoe Key
Taxes and HOA Information
  • Association Info: Mandatory Home Owners Asc: No
  • Association Info: 1st Right of Refusal: No
  • Fee Includes: None
  • Furnished: Unfurnished
  • Tax Year: 2022
  • Tax Exemptions: Homestead
Property
Lot Information
  • Lot Size: 60 X 100
  • Acres: 0.14
  • Parcel #: 00180740-000000
  • Land Size: Less Than 1/4 Acre
Property and Assessments
  • Legal: BK 20 LT 6 CUTTHROAT HARBOR ESTATES PB4-165 CUDJOE KEY OR512-306 OR1185-1101C/T OR1284-2205Q/C OR1391-1332/33 OR1529-100
  • MLS Approved: Y
  • Bank Owned: No
  • SqFt Source: Property Data Card
  • Flood Zone: AE
  • Rentals Allowed: With Restrictions
  • Deed Restrictions: Unknown
  • Picture Count: 28
  • Document Count: 2
  • Building Style: Above Flood: Unknown
  • Building Style: Stilt Column Height: Medium - 5Ft - 9Ft
  • Title: Title Ins - Buyer
Utilities
  • Utilities: FKAA, Municipal Sewer
  • Pub Sewer HkUp: Yes
  • Species List: Yes
  • Pool: No
  • Handicap Access: No
  • Porch/Balcony: Deck
Interior and Exterior Features
Interior Features
  • Floor: Tile
  • Appliances: Washer, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
Exterior Features
  • Roof: Metal Roof
  • Shutters: Accordion, Roll Down Manual
  • Dockage: Dock Length: 40
  • Dockage: Dock: Wood
  • Construction: Frame
  • Dockage: Boat Ramp
  • Windows/Doors: Single Hung Windows
Room Information
  • Specialty Rooms: Laundry Room, Workshop

Property History for 22808 Privateer Drive

DateEvent & SourcePriceAppreciation
Oct 30, 2023

Sold

FKMLS #605470

$859,000
Oct 30, 2023

Sold

FKMLS #605470

$810,000
Oct 27, 2023

Sold (Public Record)

Public Record #1521811814

$810,000
Aug 19, 2023

Pending

FKMLS #605470

Aug 19, 2023

Backup Contract

FKMLS #605470

May 28, 2023

Price Change

FKMLS #605470

$889,000
May 28, 2023

Listed (Active)

FKMLS #605470

$859,000
Mar 2, 2000

Sold

FKMLS #500741

$257,500
Mar 2, 2000

Pending

FKMLS #500741

Jan 11, 2000

Listed (Active)

FKMLS #500741

$265,000
DateEvent & SourcePrice
10/30/2023

Sold

FKMLS #605470

$859,000
10/30/2023

Sold

FKMLS #605470

$810,000
10/27/2023

Sold (Public Record)

Public Record #1521811814

$810,000
08/19/2023

Pending

FKMLS #605470

08/19/2023

Backup Contract

FKMLS #605470

05/28/2023

Price Change

FKMLS #605470

$889,000
05/28/2023

Listed (Active)

FKMLS #605470

$859,000
03/02/2000

Sold

FKMLS #500741

$257,500
03/02/2000

Pending

FKMLS #500741

01/11/2000

Listed (Active)

FKMLS #500741

$265,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 22808 Privateer Drive

Taxable ValueLand$525,300Additions$233,154Total$758,454
Tax Record2024$6,842 ($570 / month)
Home Facts
Beds3Baths2Total Finished SqFt1,454 SqFtAbove Grade Finished SqFt1,454 SqFtStories2Lot Size6,000 SqFtStyleSingle Family ResidenceYear Built1999Year Renovated2006CountyMONROEAPN00180740-000000

Schools near 22808 Privateer Drive

This home is within Monroe.
Rating
School
Type
Grades
Distance
Public - PK to 8
Public - 9 to 12
Charter - PK to 5
Charter - 9 to 12
Rating
School
Distance
Sugarloaf School
PublicPK to 8

Key West High School
Public9 to 12

Big Pine Academy
CharterPK to 5

The College Of The Florida Keys Academy
Charter9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Coldwell Banker Schmitt Lower Keys (KW)

Based on information from one of the following Multiple Listing Services: Beaches Multiple Listing Service, Inc., Martin County REALTORS® of the Treasure Coast, Inc., Miami Association of REALTORS®. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Beaches Multiple Listing Service, Inc., Martin County REALTORS® of the Treasure Coast, Inc., Miami Association of REALTORS® is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.