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
...
(Read more)
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!
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
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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