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22939 Privateer Drive, Cudjoe Key, FL 33042

New Listing
$775,000
Property Type: Residential Bedrooms: 3 Baths: 2 Square Footage: 1,288 Lot Size (sq. ft.): 7,500 Status: Active
Current Price: $775,000 List Date: 4/01/2026 Last Modified: 4/01/2026

Overview

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.

Listing Details MLS# 619313

Location, Tax & Legal

Street #
22939
Street Name
Privateer
Street Suffix
Drive
Key/Island
Cudjoe Key
State/Province
FL
Zip Code
33042
County
Monroe
Subdivision
Cudjoe Ocean Shores (23.0)
Area
07 - Cudjoe Key
City
Cudjoe
Off Shore Island
No
Mile Marker
23
Marathon Neighborhood
N/A
Side
Ocean
Flood Zone
AE
Alternate Key #
1239577
Handicap Access
No
Parcel #
00187610-000000
Zoning
IS - Improved Subivision District
Deed Restrictions
Unknown
Legal
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
Taxes
879.64
Tax Year
2025
Pub Sewer HkUp
Yes

Contract Information

Listing Board
Key West Association
As is Rght to Inspct
Yes
Species List
No

General Property Description

Realtor.COM Type
Residential - Single Family
Style
Single Family
Waterfront
No
Pool
Yes
Year Built
1988
Lot SqFt
7500
Lot Sqft Source
Property Data Card
Acres
0.17
Living Apx SqFt
1288
SqFt Source
Property Data Card
Total Bedrooms
3
Full Baths
2
Total Baths
2
Rentals Allowed
With Restrictions
Control Depth
0
Total Units
0

Association Info

Mandatory Home Owners Asc
No
1st Right of Refusal
No
Association Fee $
0

Building Style

Above Flood
Yes
Stilt Column Height
Medium - 5Ft - 9Ft

More Information

Vehicle Storage

Car(s)
4+
Covered Parking
Yes
Off Street Parking
Yes

Remarks & Misc

Remarks – Consumer
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.
Directions
Overseas Highway to Spanish Main to Privateer

Fee Includes

None
Yes

Dockage

None
Yes

Tax Exemptions

Homestead
Yes

Appliances

Dishwasher
Yes
Dryer
Yes
Microwave
Yes
Oven
Yes
Range
Yes
Refrigerator
Yes
Washer
Yes

Pets

Pets Allowed
Yes

Cooling

Ceiling Fans(s)
Yes
Central Air
Yes

Heating

None
Yes

Waterfront

None
Yes

Waterview

No Waterview
Yes

Floor

Carpet
Yes
Tile
Yes

Property Condition

Updated/Remodeled
Yes

Windows/Doors

Impact Rstnce Window
Yes

Construction

Frame
Yes

Land Size

Less Than 1/4 Acre
Yes

Furnished

Negotiable
Yes

Utilities

FKAA
Yes

Porch/Balcony

Patio
Yes
Screened Patio
Yes

Exterior Features

Chickee Hut
Yes
Outdoor Shower
Yes
Privacy Wall/Fence
Yes
Shed
Yes
Storage
Yes

Pool Info

In Ground
Yes
Salt Water
Yes

Roof

Metal Roof
Yes

Shutters

Accordion
Yes

Property Features

Fee Includes: None Tax Exemptions: Homestead Waterfront: None Waterview: No Waterview Dockage: None Property Condition: Updated/Remodeled Vehicle Storage: Covered Parking; Off Street Parking Furnished: Negotiable Cooling: Ceiling Fans(s); Central Air Heating: None Utilities: FKAA Appliances: Dishwasher; Dryer; Microwave; Oven; Range; Refrigerator; Washer Exterior Features: Chickee Hut; Outdoor Shower; Privacy Wall/Fence; Shed; Storage Pool Info: In Ground; Salt Water Construction: Frame Shutters: Accordion Floor: Carpet; Tile Roof: Metal Roof Pets: Pets Allowed Land Size: Less Than 1/4 Acre

Room Information

Room Name Level
Family Room Main
Kitchen Main
Bedroom 1 Main
Bedroom 2 Main
Bedroom 3 Main
Full Bathroom Main
Full Bathroom Main
Listing Office: Brenda Donnelly Real Estate LLC
Last Updated: April - 01 - 2026
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.
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