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22562 Jolly Roger Drive, Cudjoe Key, FL 33042

$1,700,000
Property Type: Residential Bedrooms: 4 Baths: 2 Square Footage: 2,074 Lot Size (sq. ft.): 7,200 Status: Closed
Current Price: $1,700,000 List Date: 8/26/2025 Last Modified: 4/17/2026

Overview

Description

Jolly Roger Drive on Cudjoe Key, where custom design meets open water views. This 4-bedroom, 2-bathroom residence showcases a designer kitchen with Viking appliances and high-end finishes, perfect for entertaining. The first floor offers two guest bedrooms, an office, and a full bath, while the second floor features a spacious guest room and the primary suite with a private balcony, ensuite bath, and walk-in closet. Enjoy Florida Keys living outdoors with double-decker porches, a covered hot tub, and a newly built dock. The property also includes a garage, abundant parking and storage, plus RV electrical and sewer hookups. Impact windows and doors add peace of mind, while the location places you just moments from American Shoal Lighthouse, Looe Key Reef, and the famous Square Grouper restaurant.

Listing Details MLS# 616281

Location, Tax & Legal

Street #
22562
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
VE,VE,VE
Alternate Key #
1232475
Parcel #
00180460-000000
Zoning
IS - Improved Subivision District
Deed Restrictions
No
Legal
BK 19 LT 34 CUTTHROAT HARBOR ESTATES CUDJOE KEY PB4-165 OR417-598/599 OR761-396 OR805-1205 OR812-2292 OR932-1595/96 OR10
Taxes
7009.65
Tax Year
2024
Pub Sewer HkUp
Yes

Contract Information

Listing Board
Key West Association
As is Rght to Inspct
Yes

General Property Description

Realtor.COM Type
Residential - Single Family
Style
Single Family
Waterfront
Yes
Control Depth
3
Pool
No
Year Built
1987
Total Units
Yes
Lot SqFt
7200
Lot Sqft Source
Survey
Acres
0.17
Living Apx SqFt
2074
SqFt Source
Seller
Total Bedrooms
4
Full Baths
2
Total Baths
2
Rentals Allowed
With Restrictions
Min Rental Days
28

Status Change Info

Sold Date
2026-01-30
Sold Comments
Thank you Joyce!

Association Info

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

Dockage

Dock Length
32
Dock
Composite

More Information

Building Style

Above Flood
Yes
Stories
2 Stories

Remarks & Misc

Remarks – Consumer
Jolly Roger Drive on Cudjoe Key, where custom design meets open water views. This 4-bedroom, 2-bathroom residence showcases a designer kitchen with Viking appliances and high-end finishes, perfect for entertaining. The first floor offers two guest bedrooms, an office, and a full bath, while the second floor features a spacious guest room and the primary suite with a private balcony, ensuite bath, and walk-in closet. Enjoy Florida Keys living outdoors with double-decker porches, a covered hot tub, and a newly built dock. The property also includes a garage, abundant parking and storage, plus RV electrical and sewer hookups. Impact windows and doors add peace of mind, while the location places you just moments from American Shoal Lighthouse, Looe Key Reef, and the famous Square Grouper restaurant.

Fee Includes

None
Yes

Tax Exemptions

Homestead
Yes

Appliances

Dishwasher
Yes
Disposal
Yes
Dryer
Yes
Microwave
Yes
Oven
Yes
Refrigerator
Yes
Stainless Steel Appliance(s)
Yes
Wine Cooler
Yes

Pets

Pets Allowed
Yes

Cooling

Central Air
Yes

Heating

Central
Yes

Waterfront

Oceanfront
Yes
Open Water
Yes

Waterview

Ocean View
Yes
Open Water View
Yes

Floor

Carpet
Yes
Tile
Yes
Vinyl
Yes
Wood
Yes

Interior Features

Pantry
Yes
Quartz Countertops
Yes
Smoke Alarms
Yes
Storage
Yes
Walk-in Closet(s)
Yes

Vehicle Storage

Covered Parking
Yes
Garage
Yes
RV Parking Open
Yes
Trailer Storage
Yes

Construction

Frame
Yes

Land Size

Less Than 1/4 Acre
Yes

Furnished

Unfurnished
Yes

Utilities

Buyer to Verify
Yes

Porch/Balcony

Screened P/B
Yes
Widow's Walk
Yes

Exterior Features

Outdoor Shower
Yes

Roof

Metal Roof
Yes

Accessibility Feat

None
Yes

Property Features

Fee Includes: None Tax Exemptions: Homestead Waterfront: Oceanfront; Open Water Waterview: Ocean View; Open Water View Vehicle Storage: Garage; Covered Parking; RV Parking Open; Trailer Storage Furnished: Unfurnished Cooling: Central Air Heating: Central Utilities: Buyer to Verify Interior Features: Pantry; Quartz Countertops; Smoke Alarms; Storage; Walk-in Closet(s) Appliances: Dishwasher; Disposal; Dryer; Microwave; Oven; Refrigerator; Stainless Steel Appliance(s); Wine Cooler Exterior Features: Outdoor Shower Accessibility Feat: None Construction: Frame Floor: Carpet; Tile; Vinyl; Wood Roof: Metal Roof Pets: Pets Allowed Land Size: Less Than 1/4 Acre
Listing Office: eXp Realty LLC
Last Updated: April - 17 - 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.