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 8 hours 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: 43 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 and Brenda Donnelly Real Estate LLC, William Lee Howerton (240) 375-6379
Sold by EXP Realty LLC, Lindsay Ryan

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Listing agents

— 22939 Privateer Dr —

Michelle Howerton

Brenda Donnelly Real Estate LLC
William Lee 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.

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Single Family
Active
Updated 2 hours ago

3
Beds
3
Total Baths
1,504
Sq. Ft.

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Updated 2 hours ago

5
Beds
8
Total Baths
8,200
Sq. Ft.

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Condo
Active
Updated 1 day ago

2
Beds
2
Total Baths
1,148
Sq. Ft.

Listed by Blue 9 Realty, Inc., Jonelle Kop

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Just Listed

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Single Family
Active
Updated 1 day ago

3
Beds
2
Total Baths
1,260
Sq. Ft.

Listed by Coastal Realty of the Florida Keys, Derek Rodberg

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Price Reduced

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$2,290,000

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Single Family
Active
Updated 9 hours ago

4
Beds
3
Total Baths
2,336
Sq. Ft.

Listed by Palm House Real Estate, AJ Vetter and Palm House Real Estate, Drew Moret

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Price Reduced

-$50,000 (-4.17%)

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Lots/Land
Active
Updated 1 day ago

0.31
Acres

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Price Reduced

-$50,000 (-4.88%)

$975,000

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Townhouse
Active
Updated 8 hours ago

2
Beds
3
Total Baths
1,248
Sq. Ft.

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Price Reduced

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$2,250,000

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Single Family
Active
Updated 4 hours ago

5
Beds
3
Total Baths
2,941
Sq. Ft.

Listed by RE/MAX All Keys Real Estate, Jane Wasmund and RE/MAX All Keys Real Estate, Wendy Ives

22878 Privateer Dr, Cudjoe Key, FL 33042 - Photo 1

Sold

$817,500

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Single Family
Closed
Updated 2 hours ago

2
Beds
2
Total Baths
948
Sq. Ft.

Listed by Expert Realty LLC, Pamela A Stangler and Expert Realty LLC, Cole Stangler
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Sold

$710,000

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Mobile Home
Closed
Updated 13 hours ago

2
Beds
2
Total Baths
864
Sq. Ft.

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Sold

$730,000

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Duplex
Closed
Updated 2 hours ago

3
Beds
3
Total Baths
1,360
Sq. Ft.

Listed by Brenda Donnelly Real Estate LLC, Michelle Howerton and Brenda Donnelly Real Estate LLC, William Lee Howerton
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Sold

$675,000

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Commercial
Closed

Listed by Berkshire Hathaway HomeServices Knight & Gardner Realty, Team Gardner/Langley
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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