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22684 Jolly Roger Drive, Cudjoe Key, FL 33042

$2,450,000
Property Type: Residential Bedrooms: 3 Baths: 2 Square Footage: 1,819 Lot Size (sq. ft.): 10,440 Status: Closed
Current Price: $2,450,000 List Date: 3/08/2024 Last Modified: 3/19/2026

Overview

Description

Turn-Key Cutthroat Harbor Estates pool home, with Open Water Views, in sought-after Cudjoe Key! Situated on a 10,440 Sq. Ft. lot, enveloped in lush landscaping, this FL Keys oasis feels abundantly private. Upon entry, the bright and modern Great Room offers stunning turquoise views of Cudjoe Bay through impact-resistant glass. Tastefully designed with custom millwork, every detail has been considered in this newly renovated, CBS island retreat, catered to elevated seaside living. The spacious living area flows seamlessly into a generous dining room and a well-equipped Chefs Kitchen, complete with quartz countertops, stainless steel appliances, large island with seating, and loads of storage, ideal for entertaining. A partial wrap-around porch allows for year-round indoor-outdoor living. Two sizable guest bedrooms provide comfortable accommodation for visitors. Retire to a peaceful primary suite with two large closets and stunning en suite bathroom, with dual vanity and walk-in glass sh ...

Listing Details MLS# 609099

Location, Tax & Legal

Street #
22684
Street Name
Jolly Roger
Street Suffix
Drive
Key/Island
Cudjoe Key
State/Province
FL
Zip Code
33042
County
Monroe
Subdivision
Cutthroat Harbor Est (23.0)
Area
07 - Cudjoe Key
City
Cudjoe
Off Shore Island
No
Mile Marker
23
Marathon Neighborhood
N/A
Side
Ocean
Flood Zone
AE,VE,VE
Alternate Key #
1232360
Parcel #
00180350-000000
Zoning
IS - Improved Subivision District
Deed Restrictions
Unknown
Legal
BK 19 LT 23 AND E1/2 OF LT 24 CUTTHROAT HARBOR ESTATES PB4-165 CUDJOE KEY
Taxes
14145.65
Tax Year
2023
Pub Sewer HkUp
Yes

Contract Information

Listing Board
Key West Association
As is Rght to Inspct
Yes
Species List
Yes

General Property Description

Realtor.COM Type
Residential - Single Family
Style
Single Family
Waterfront
Yes
Control Depth
3
Pool
Yes
Year Built
1977
Lot SqFt
10440
Lot Sqft Source
Property Data Card
Acres
0.24
Living Apx SqFt
1819
SqFt Source
Seller
Total Bedrooms
3
Full Baths
2
Total Baths
2
Rentals Allowed
With Restrictions
Min Rental Days
28
Total Units
0

Status Change Info

Sold Date
2024-04-17

Association Info

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

Dockage

Dock Length
20
Dock
Other

More Information

Building Style

Above Flood
Unknown

Pool Info

Heated
Yes
In Ground
Yes

Remarks & Misc

Remarks – Consumer
Turn-Key Cutthroat Harbor Estates pool home, with Open Water Views, in sought-after Cudjoe Key! Situated on a 10,440 Sq. Ft. lot, enveloped in lush landscaping, this FL Keys oasis feels abundantly private. Upon entry, the bright and modern Great Room offers stunning turquoise views of Cudjoe Bay through impact-resistant glass. Tastefully designed with custom millwork, every detail has been considered in this newly renovated, CBS island retreat, catered to elevated seaside living. The spacious living area flows seamlessly into a generous dining room and a well-equipped Chefs Kitchen, complete with quartz countertops, stainless steel appliances, large island with seating, and loads of storage, ideal for entertaining. A partial wrap-around porch allows for year-round indoor-outdoor living. Two sizable guest bedrooms provide comfortable accommodation for visitors. Retire to a peaceful primary suite with two large closets and stunning en suite bathroom, with dual vanity and walk-in glass shower. The upstairs laundry room, boasting quartz countertops, built-in storage, and sink, offers added convenience. Downstairs, enjoy easy and frequent boating from a new ThruFlow panel dock, with water and electric, just minutes to world-class fishing. After a day on the water, cool off in a saltwater pool with striking brick paver deck. Enjoy evening cocktails around an Oceanside firepit or grill up your fresh catch from the shade of the covered back porch. A bonus storage space offers room for keeping tools and gear dry and secure. With nearly a quarter acre of fenced-in, manicured property, featuring a large brick paver driveway and covered carport, accommodate multiple vehicles with both open- and covered parking, with room for trailer and RV storage. Nestled within a quiet neighborhood but walking distance to delectable dining and shops, and 30 minutes from the magic of Key West, this Cudjoe Key paradise won't last long! Call to schedule a tour today!
Directions
Turn Oceanside onto Cutthroat Dr. (MM 23). Turn Right onto Jolly Roger Dr. The destination is ahead on the Left.

Fee Includes

None
Yes

Tax Exemptions

None
Yes

Appliances

Dishwasher
Yes
Disposal
Yes
Dryer
Yes
Microwave
Yes
Oven
Yes
Range
Yes
Refrigerator
Yes
Stainless Steel Appliance(s)
Yes
Washer
Yes

Pets

Pets Allowed
Yes

Cooling

Ceiling Fans(s)
Yes
Central Air
Yes

Waterfront

Oceanfront
Yes
Open Water
Yes

Waterview

Ocean View
Yes
Open Water View
Yes

Floor

Tile
Yes

Neighborhood Feature

Bike Paths
Yes
Other Area Features
Yes

Interior Features

Bar
Yes
Built-in Cabinets
Yes
Entrance Foyer
Yes
Quartz Countertops
Yes
Storage
Yes
Window Treatments
Yes

Property Condition

Updated/Remodeled
Yes

Specialty Rooms

Laundry Room
Yes
Utility Room
Yes

Windows/Doors

Impact Rstnce Doors
Yes
Impact Rstnce Window
Yes

Vehicle Storage

Carport
Yes
Covered Parking
Yes
Open Parking
Yes
Trailer Storage
Yes

Construction

CBS
Yes

Land Size

Less Than 1/4 Acre
Yes

Furnished

Negotiable
Yes

Terms

Cash
Yes
Conventional
Yes

Utilities

Buyer to Verify
Yes
FKAA
Yes
Municipal Sewer
Yes

Porch/Balcony

Open Porch/Balcony
Yes
Patio
Yes

Title

Negotiable
Yes

Exterior Features

Fencing
Yes
Lighting
Yes
Outdoor Shower
Yes
Storage
Yes

Roof

Metal Roof
Yes

Property Features

Fee Includes: None Tax Exemptions: None Waterfront: Oceanfront; Open Water Waterview: Ocean View; Open Water View Property Condition: Updated/Remodeled Vehicle Storage: Carport; Covered Parking; Open Parking; Trailer Storage Furnished: Negotiable Cooling: Ceiling Fans(s); Central Air Utilities: Buyer to Verify; FKAA; Municipal Sewer Interior Features: Bar; Built-in Cabinets; Entrance Foyer; Quartz Countertops; Storage; Window Treatments Specialty Rooms: Laundry Room; Utility Room Appliances: Dishwasher; Disposal; Dryer; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer Exterior Features: Fencing; Lighting; Outdoor Shower; Storage Pool Info: In Ground Construction: CBS Floor: Tile Roof: Metal Roof Pets: Pets Allowed Neighborhood Feature: Bike Paths; Other Area Features Land Size: Less Than 1/4 Acre Terms: Cash; Conventional Title: Negotiable
Listing Office: Coldwell Banker Schmitt Lower Keys (KW)
Last Updated: March - 19 - 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.