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$590,000

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,560 Sq. Ft.
  • Updated 6 hours ago
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Following a monumental $200,000 price drop, this rare waterfront opportunity is available at an unbeatable price point. Launch your boat from your backyard for world-class access to the Atlantic Ocean and Gulf of Mexico. Unlock instant equity with virtual additions in the photos and below-market pricing; there is significant room to secure this property way below market value after completing updates similar to those shown. An update list with estimated pricing is provided upon request. This diamond in the rough is priced for a quick sale, allowing you to build custom equity from day one. With a solid foundation & breathtaking panoramic views, it's the ultimate project for a savvy investor to turn this house into the crown jewel of the shoreline! At this reduced price, it won't last.

Full Property Details for 22920 Privateer Dr

General

  • Price: $590,000
  • Taxes: $3,461 (2025)
  • Status: Active
  • Type: Single Family
  • Source: Regional
  • MLS ID: B26007553
  • Updated: 5/13/2026
  • Added to Site: 13 day(s) ago

Interior

  • Interior Features: Kitchen Island, Living/Dining Room, Upper Level Primary
  • Appliances: Cooktop, Dryer, Dishwasher, Electric Cooktop, Electric Range, Electric Water Heater, Oven, Range, Refrigerator, Water Heater, Washer
  • Flooring: Carpet, Concrete, Other, Tile, Wood

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: In Unit

Additional Information

  • Security/Safety: None
  • Equipment: None

Exterior

  • Exterior Features: Balcony, Outdoor Living Area, Other
  • Porch/Patio/Deck: Deck, Open, Patio, Porch, Balcony

Parking

  • Carports: Yes
  • Carport Spaces: 1
  • Covered Spaces: 1
  • Total Spaces: 4
  • Parking Features: Attached Carport, Attached, Carport, Driveway

Location

  • County: Monroe
  • Subdivision: CUTTHROAT HARBOR ESTS
  • Direction Faces: Southwest

School Information

  • Elementary School: Sugarloaf
  • Middle School: Sugarloaf
  • High School: Key West

Community

  • Community Name: 5940 - Other Florida County
  • Pets Allowed: Yes

Heating & Cooling

  • Central air: Yes
  • Air Conditioning: Yes
  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Cable Available: Yes
  • Utility Description: Cable Available

Structural Information

  • Architectural Style: Other
  • Structure Type: House
  • Construction: Aluminum Siding
  • Roof: Metal
  • Windows: Other
  • Entry Floor Number: 2
  • Entry Location: Front
  • Stories/Levels: 2
  • Building Size: 3392
  • Square Feet: 1,560
  • Sq. Ft. Source: Other
  • Living Area: 1,560 Sq. Ft.
  • Year Built: 1980
  • Property Condition: Resale

Lot Features

  • Property View: Water
  • Lot Size (Acres): 0.14
  • Lot Features: None, 1/4 Acre
  • Zoning: is
  • Fencing (Description): Other

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Other, Seawall
  • Water Front View: Other, Seawall

Financial Considerations

  • Assessment Amount: $375,671
  • Tax Amount: $3,461.13
  • Tax Year: 2025
  • Terms: Cash

Disclosures and Reports

  • Special Conditions: Standard
  • Legal Description: BK 20 LT 15 CUTTHROAT HARBOR ESTATES CUDJOE KEY PB4-165 OR553-884 OR805-508 OR823-2419 OR948-234/235 OR1501-1125/26 OR1653-651 OR1655-2343C
  • Property ID: 180830000000

Listed by Global Luxury Realty LLC

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Listing agent

— 22920 Privateer Dr —

  • Global Luxury Realty LLC

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 22920 Privateer Dr

School District:Monroe County School District, Middle Torch Key, FL
NameGradesDistance
Sugarloaf School
255 Crane Boulevard, Summerland Key, FL 33042
PK-83.4 mi
Key West High School
2100 Flagler Avenue, Key West, FL 33040
9-1220.3 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 22920 Privateer Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/19/2026
Price Reduced
$590,000
-25.32%
MLS
3/27/2026
Listed
$790,000
444.83%
MLS
3/04/1998
Sold
$145,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 22920 Privateer Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$3,275
—
$375,671
3%
2024
$3,275
5%
$365,084
3%
2023
$3,106
1%
$354,451
6%
2021
$3,086
2%
$334,105
-3%
2022
$3,016
-2%
$344,128
4%
2021
$3,086
3%
$329,493
2%
2019
$3,005
—
$322,086
2%
2018
$3,016
3%
$316,081
2%
2017
$2,926
-1%
$309,580
2%
2016
$2,943
-3%
$303,213
1%
2015
$3,030
-3%
$301,105
1%
2014
$3,123
-1%
$298,715
2%
2013
$3,161
—
$294,300
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 22920 Privateer Dr

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Global Luxury Realty LLC

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22920 Privateer Drive, Cudjoe Key, FL 33042 (MLS# B26007553) is a Single Family property with 3 bedrooms and 2 full bathrooms. 22920 Privateer Drive is currently listed for $590,000 and was received on April 30, 2026. Want to learn more about 22920 Privateer Drive? Do you have questions about finding other Single Family real estate for sale in Cudjoe Key? You can browse all Cudjoe Key real estate or contact a Coldwell Banker agent to request more information.

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