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22440 Jolly Roger Drive, Cudjoe Key, FL 33042

$2,025,000
Property Type: Residential Bedrooms: 2 Baths: 2 Square Footage: 1,292 Lot Size (sq. ft.): 9,510 Status: Closed
Current Price: $2,025,000 List Date: 1/23/2025 Last Modified: 5/13/2025

Overview

Description

Experience the epitome of Florida Keys living in this stunning luxury waterfront home on Cudjoe Key. The back of the home has a South West Exposure, for endless ocean views and spectacular nightly sunsets. Constructed with poured concrete for unmatched durability and featuring a poured concrete floor, this home is a sanctuary of modern design and functionality. The property boasts impact-rated windows and doors installed in 2016, including custom 5-panel EuroWall stacking doors that create a seamless indoor-outdoor flow. Modern elegance is evident throughout, with stainless cable railings and a zero-grout tiled walk-around porch. Offered furnished with Restoration Hardware and Room & Board pieces valued at approximately $45,000 (art excluded), also includes TVs. The outdoor spaces feature a heated pool featuring a Coralina stone deck sourced from the Dominican Republic, designed to stay cool underfoot. New pool equipment, including a heater and pump installed in 2018. Boating enthusi ...

Listing Details MLS# 613293

Location, Tax & Legal

Street #
22440
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
V
Alternate Key #
1232581
Parcel #
00180560
Zoning
IS - Improved Subivision District
Deed Restrictions
No
Legal
Bk 19 Wly 20Ft Lot 43 And All Lot 44 Cutthroat Harbor Estates Pb4-165 Cudjoe Key
Taxes
13018.9
Tax Year
2024
Pub Sewer HkUp
Yes

Contract Information

Listing Board
Marathon/Lower Keys
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
1988
Total Units
Yes
Lot SqFt
9510
Lot Sqft Source
Tax Records
Acres
0.22
Living Apx SqFt
1292
SqFt Source
Tax Records
Total Bedrooms
2
Full Baths
2
Total Baths
2
Rentals Allowed
With Restrictions
Min Rental Days
28

Status Change Info

Sold Date
2025-05-13

Association Info

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

Dockage

Dock Length
22
Dock
Wood
Other Dockage
Yes

More Information

Building Style

Above Flood
Unknown

Vehicle Storage

Car(s)
4+
Open Parking
Yes

Pool Info

Heated
Yes
In Ground
Yes
Concrete
Yes
Decked
Yes

Remarks & Misc

Remarks – Consumer
Experience the epitome of Florida Keys living in this stunning luxury waterfront home on Cudjoe Key. The back of the home has a South West Exposure, for endless ocean views and spectacular nightly sunsets. Constructed with poured concrete for unmatched durability and featuring a poured concrete floor, this home is a sanctuary of modern design and functionality. The property boasts impact-rated windows and doors installed in 2016, including custom 5-panel EuroWall stacking doors that create a seamless indoor-outdoor flow. Modern elegance is evident throughout, with stainless cable railings and a zero-grout tiled walk-around porch. Offered furnished with Restoration Hardware and Room & Board pieces valued at approximately $45,000 (art excluded), also includes TVs. The outdoor spaces feature a heated pool featuring a Coralina stone deck sourced from the Dominican Republic, designed to stay cool underfoot. New pool equipment, including a heater and pump installed in 2018. Boating enthusiasts will appreciate the 21.5' wood dock with a Slide-Moor Dock system, complete with water access, as well as a floating dock system perfect for kayaking and paddleboarding. The property's tropical landscaping, accented with solar yard lighting & cozy lounge areas create wonderful, private space to enjoy serenity or entertain guests. The gourmet kitchen, updated in 2022, features quartz countertops, modern blue cabinets, and Samsung Bespoke appliances. Don't miss your chance to own this luxury retreat in the heart of Cudjoe Key. Just 22 miles to Key West and 3 hours from Miami. Fantastic bar/ restaurant/ and coffee shop within walking distance!
Directions
From US 1 on Cudjoe Key- mile marker 22 turn onto Cutthroat Dr toward the ocean side- go to end, turn right onto Jolly Roger Dr- go to 22440 Jolly Roger see sign

Fee Includes

None
Yes

Tax Exemptions

None
Yes

Appliances

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

Pets

Pets Allowed
Yes

Cooling

Ceiling Fans(s)
Yes
Central Air
Yes
Ductless
Yes
Heat Pump
Yes

Heating

Electric
Yes
Heat Pump
Yes

Waterfront

Oceanfront
Yes
Open Water
Yes

Waterview

Ocean View
Yes
Open Water View
Yes

Floor

Laminate
Yes

Interior Features

Quartz Countertops
Yes
Smoke Alarms
Yes
Storage
Yes
Window Treatments
Yes

Property Condition

Updated/Remodeled
Yes

Windows/Doors

Impact Rstnce Doors
Yes
Impact Rstnce Window
Yes

Construction

CBS
Yes
Concrete
Yes

Land Size

Less Than 1/4 Acre
Yes

Furnished

Furnished
Yes

Terms

Assumable
Yes
Cash
Yes
Conventional
Yes
FHA
Yes
VA
Yes

Utilities

Cable Available
Yes
FKAA
Yes
Municipal Sewer
Yes

Porch/Balcony

Open Porch/Balcony
Yes
Screened Patio
Yes

Title

Negotiable
Yes

Exterior Features

Lighting
Yes
Storage
Yes

Pre-Wired

Cable
Yes

Roof

Metal Roof
Yes

GF-Interior Features

Dual Flush
Yes

Property Features

Fee Includes: None Tax Exemptions: None Waterfront: Oceanfront; Open Water Waterview: Ocean View; Open Water View Dockage: Other Dockage Property Condition: Updated/Remodeled Vehicle Storage: Open Parking Furnished: Furnished Cooling: Ceiling Fans(s); Central Air; Ductless; Heat Pump Heating: Heat Pump Utilities: Cable Available; FKAA; Municipal Sewer Interior Features: Quartz Countertops; Smoke Alarms; Storage; Window Treatments Pre-Wired: Cable Appliances: Dishwasher; Dryer; Microwave; Range; Refrigerator; Washer Exterior Features: Lighting; Storage Pool Info: In Ground; Concrete; Decked Construction: CBS; Concrete Floor: Laminate Roof: Metal Roof Pets: Pets Allowed Land Size: Less Than 1/4 Acre Terms: Assumable; Assumable; Cash; Conventional; FHA; VA Title: Negotiable GF-Interior Features: Dual Flush
Listing Office: Island Welcome Real Estate
Last Updated: May - 13 - 2025
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.