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
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 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!
More Information MLS# 613293
Contract Information
Listing Board: Marathon/Lower Keys
As is Rght to Inspct: Yes
Species List: Yes
Current Price: $2,025,000
Listing Date: 2025-01-23
Sold Price: $2,025,000
Location, Tax & Legal
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
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
General Property Description
Realtor.COM Type: Residential - Single Family
Waterfront: Yes
Control Depth: 3
Lot Size: 80 x 120
Lot SqFt: 9510
Pool: Yes
Lot Sqft Source: Tax Records
Total Units: 1
Acres: 0.22
SqFt Source: Tax Records
Rentals Allowed: With Restrictions
Min Rental Days: 28
Style: Single Family
Year Built: 1988
Living Apx SqFt: 1292
Total Bedrooms: 2
Full Baths: 2
Total Baths: 2
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
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0
Fee Includes
None: 1
Dockage
Dock Length: 22
Dock: Wood
Other Dockage: 1
Tax Exemptions
None: 1
Appliances
Dishwasher: 1
Dryer: 1
Microwave: 1
Range: 1
Refrigerator: 1
Washer: 1
Pets
Pets Allowed: 1
Cooling
Ceiling Fans(s): 1
Central Air: 1
Ductless: 1
Heat Pump: 1
Heating
Electric: 1
Heat Pump: 1
Waterfront
Oceanfront: 1
Open Water: 1
Waterview
Ocean View: 1
Open Water View: 1
Floor
Laminate: 1
Interior Features
Quartz Countertops: 1
Smoke Alarms: 1
Storage: 1
Window Treatments: 1
Property Condition
Updated/Remodeled: 1
Building Style
Above Flood: Unknown
Windows/Doors
Impact Rstnce Doors: 1
Impact Rstnce Window: 1
Vehicle Storage
Car(s): 4+
Open Parking: 1
Construction
CBS: 1
Concrete: 1
Land Size
Less Than 1/4 Acre: 1
Furnished
Furnished: 1
Terms
Assumable: 1
Cash: 1
Conventional: 1
FHA: 1
VA: 1
Utilities
Cable Available: 1
FKAA: 1
Municipal Sewer: 1
Porch/Balcony
Open Porch/Balcony: 1
Screened Patio: 1
Title
Negotiable: 1
Exterior Features
Lighting: 1
Storage: 1
Pool Info
In Ground: 1
Heated: Yes
Concrete: 1
Decked: 1
Pre-Wired
Cable: 1
Roof
Metal Roof: 1
GF-Interior Features
Dual Flush: 1
Status Change Info
Sold Date: 2025-05-13
Sold Price: $2,025,000
Status: Closed
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
Documents
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.

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