22939 Privateer Drive, Cudjoe Key, FL 33042 - Photo 1

1/1

$775,000

Sold
Closed
Single Family
3 Beds
2 Full Baths
1,288 Sq. Ft.
Updated 5 days ago

1/1

Property Description

Welcome to your private slice of paradise in desirable Cudjoe Key. this charming well maintained 3-bedroom, 2-bath home sits on an oversized double lot, offering space, privacy, and endless Keys lifestyle potential. With 1,144 square feet of living space, the home is thoughtfully laid out and surrounded by lush tropical surroundings. The property backs up to a private wooded area, creating a peaceful, secluded setting rarely found in the Keys. Step outside and you'll find a true backyard retreat--featuring a resort-style in-ground pool and a tiki hut perfect for entertaining, relaxing, or enjoying those warm island evenings. The expansive lot also provides plenty of parking for vehicles, boats, and all your recreational toys Located just 25 minutes from Key West, you'll enjoy the perfect balance of tranquility and convenience. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this property captures the essence of Keys living.

Full Property Details

Full Property Details for 22939 Privateer Dr

General

Sold For: $775,000
Taxes: $879 (2025)
Status: Closed
Type: Single Family
Source: 927
MLS ID: 619313
Added to Site: 188 day(s) ago

Interior

Number of Rooms: 7
Appliances: Dishwasher, Dryer, Microwave, Oven, Range, Refrigerator, Washer
Flooring: Tile, Carpet

Rooms

Bathrooms

Total Bathrooms: 2
Full Bathrooms: 2

Bedrooms

Total Bedrooms: 3

Additional Information

Pool: Yes
Pool Description: Salt Water, In Ground

Exterior

Exterior Features: Chickee Hut, Outdoor Shower, Privacy Wall/Fence, Shed, Storage
Deck/Patio: Screened Patio, Patio
Porch/Patio/Deck: Screened Patio, Patio

Parking

Parking Features: Off Street, Covered

Location

Area: 07 - Cudjoe Key
County: Monroe
Subdivision: Cudjoe Ocean Shores (23.0)
Driving Directions: Overseas Highway to Spanish Main to Privateer

Community

Assoc. Fees Include: None
Pets Allowed: Yes

Heating & Cooling

Central air: Yes
Air Conditioning: Yes
Cooling Type: Central Air, Ceiling Fans(s)
Heating Type: None

Structural Information

Architectural Style: Above Flood
Construction Status: Updated/Remodeled
Construction: Frame
Roof: Metal
Windows/Doors: Impact Rstnce Window, Shutters
Square Feet: 1,288
Sq. Ft. Source: Property Data Card
Year Built: 1988
Property Condition: Updated/Remodeled

Lot Features

Property View: No Waterview
Lot Size (Acres): 0.17
Lot Size (Sq. Ft.): 7,500
Lot Size Source: Property Data Card
Lot Dimensions: 75 x 100
Zoning: IS - Improved Subivision District

Water Features

Water View: Yes

Financial Considerations

Tax Amount: $879.64
Tax Year: 2025

Disclosures and Reports

Legal Description: BK 2 LT 31 CUDJOE OCEAN SHORES CUDJOE KEY PB5-107 OR564-756/59 OR651-774/75 OR861-1140 OR911-1521/25 OR1090-716 OR1213-2
Flood Zone: AE
APN: 00187610-000000

Listed by Brenda Donnelly Real Estate LLC, Michelle Howerton (305) 849-8794
Sold by EXP Realty LLC, Lindsay Ryan

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Listing agent

— 22939 Privateer Dr —

Michelle Howerton

Brenda Donnelly Real Estate LLC

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Schools

Schools serving 22939 Privateer Dr

School District:Monroe County School District, Middle Torch Key, FL

Name	Grades	Distance
Sugarloaf School 255 Crane Boulevard, Summerland Key, FL 33042	PK-8	3.4 mi
Key West High School 2100 Flagler Avenue, Key West, FL 33040	9-12	20.3 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 22939 Privateer Dr

Date

Details

Price

Change

Source

5/01/2026

Sold

$775,000

—

MLS

4/01/2026

Listed

$775,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

17287 Cayman Dr Dr, Summerland Key, FL 33042 - Photo 1

Just Listed

$7,800

17287 Cayman Dr Dr #17287 Summerland Key, FL 33042

Single Family
Active
Updated 19 hours ago

3
Beds
2
Total Baths
1,488
Sq. Ft.

Listed by Luxur Realty LLC dba: Realty One Group Evolution, Juan F Navia

667 E Caribbean Dr, Summerland Key, FL 33042 - Photo 1

Just Listed

$1,050,000

667 E Caribbean Dr Summerland Key, FL 33042

Single Family
Active
Updated 3 days ago

2
Beds
2
Total Baths
1,095
Sq. Ft.

Listed by Keller Williams Key West Compass Realty, Donna Pezzi

6 Shore Dr, Lower Sugarloaf Key, FL 33040 - Photo 1

Just Listed

$1,649,000

6 Shore Dr Lower Sugarloaf Key, FL 33040

Single Family
Active
Updated 5 days ago

3
Beds
3
Total Baths
1,589
Sq. Ft.

Listed by RE/MAX Keys Connection (KW), Holly Ann Burger

Vacant Land Little Torch Key Key, Little Torch Key, FL 33042 - Photo 1

Just Listed

$240,000

Vacant Land Little Torch Key Key Little Torch Key, FL 33042

Vacant Land
Active
Updated 10 hours ago

13.67
Acres

637 E Caribbean Dr, Summerland Key, FL 33042 - Photo 1

Price Reduced

-$100,000 (-8.33%)

$1,100,000

637 E Caribbean Dr Summerland Key, FL 33042

Single Family
Active
Updated 3 days ago

2
Beds
2
Total Baths
1,040
Sq. Ft.

Listed by Keller Williams Key West Compass Realty, Donna Pezzi

16770 Cypress Rd, Sugarloaf Key, FL 33042 - Photo 1

Price Reduced

-$200,000 (-20.02%)

$799,000

16770 Cypress Rd Sugarloaf Key, FL 33042

Lots/Land
Active
Updated 6 days ago

0.5
Acres

Listed by Coldwell Banker Schmitt Real Estate Co, Lisa H Ferringo

711 State Rd, Little Torch Key, FL 33042 - Photo 1

Price Reduced

-$10,000 (-1.56%)

$630,000

711 State Rd #4A Little Torch Key, FL 33042

Single Family
Active
Updated 3 days ago

3
Beds
2
Total Baths
1,056
Sq. Ft.

Listed by Island Welcome Real Estate, Sandra Tuttle

27935 Tarpon Terrace, Little Torch Key, FL 33042 - Photo 1

Price Reduced

-$6,000 (-1.97%)

$299,000

27935 Tarpon Terrace Little Torch Key, FL 33042

Lots/Land
Active
Updated 19 hours ago

0.1
Acres

Listed by Coastal Collection Real Estate Inc., Heather Mason

288 Spanish Main Dr, Cudjoe Key, FL 33042 - Photo 1

Sold

$860,000

288 Spanish Main Dr Cudjoe Key, FL 33042

Single Family
Closed

3
Beds
2
Total Baths
1,144
Sq. Ft.

Listed by Buy The Keys, Richard Haskins and Buy The Keys, Parker C Simpson
Sold by Ocean Sotheby's International, Paulette Thompson PA

131 Doubloon Ln, Cudjoe Key, FL 33042 - Photo 1

Sold

$840,207

131 Doubloon Ln Cudjoe Key, FL 33042

Single Family
Closed

3
Beds
2
Total Baths
1,456
Sq. Ft.

Listed by Bluescape Real Estate, Jenifer Hirsch
Sold by Outside Of MLS, outside of mls

701 Spanish Main Dr, Cudjoe Key, FL 33042 - Photo 1

Sold

$750,000

701 Spanish Main Dr #333\334 Cudjoe Key, FL 33042

Mobile Home
Closed

2
Beds
2
Total Baths
766
Sq. Ft.

Listed by Bluescape Real Estate, Ian Calderwood
Sold by Island Welcome Real Estate, Sandra Tuttle

Sold

$840,000

701 Spanish Main Dr #512 Cudjoe Key, FL 33042

Mobile Home
Closed

2
Beds
2
Total Baths
861
Sq. Ft.

Listed by Lokation Real Estate, Jamie K Caudill
Sold by Expert Realty LLC (HQ), Kim Babenzien

22939 Privateer Drive, Cudjoe Key, FL 33042 (MLS# 619313) is a Single Family property that was sold at $775,000 on May 01, 2026. Want to learn more about 22939 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.

22939 Privateer Dr Cudjoe Key, FL 33042