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!
Sold for $2,025,000 on 05/13/25
$2,025,000
22440 Jolly Roger Dr, Cudjoe Key, FL 33042
2beds
1,292sqft
Single Family Residence
Built in 1988
9,583.2 Square Feet Lot
$2,042,500 Zestimate®
$1,567/sqft
$6,302 Estimated rent
What's special
Zillow last checked: 7 hours ago
Listing updated: May 13, 2025 at 09:19am
Listed by:
Sandra Tuttle 305-923-9161,
Island Welcome Real Estate
Bought with:
Susan Hawkinson, 3597394
Bascom Grooms Real Estate (KW)
Source: FLKMLS,MLS#: 613293
Originating MLS: Marathon/Lower Keys

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
Heating
- Electric, Heat Pump
Cooling
- Central Air, Ductless, Ceiling Fans(s), Heat Pump
Appliances
- Included: Washer, Microwave, Range, Refrigerator, Dishwasher, Dryer
Features
- Quartz Countertops, Storage
- Flooring: Laminate
- Doors: Impact Rstnce Doors
- Windows: Window Treatments, Impact Rstnce Window
- Furnished: Yes
Interior area
- Total interior livable area: 1,292 sqft
Property
Parking
- Total spaces: 4
- Parking features: Open
- Has uncovered spaces: Yes
Features
- Patio & porch: Open Porch/Balcony, Screened Patio
- Exterior features: Lighting, Storage
- Has private pool: Yes
- Pool features: Heated, In Ground, Decked, Concrete
- Has view: Yes
- View description: Ocean, Water
- Has water view: Yes
- Water view: Ocean,Water
- Waterfront features: Oceanfront, Open Water, Waterfront, Dock: Wood, Dock Length: 22, Dockage: Other Dockage
Lot
- Size: 9,583 sqft
- Dimensions: 80 x 120
- Features: Less Than 1/4 Acre
Details
- Parcel number: 00180560
- Zoning: IS
- Zoning description: Improved Subivision District
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- CBS, Concrete
- Roof: Metal
Condition
- Updated/Remodeled
- New construction: No
- Year built: 1988
Utilities & green energy
- Sewer: Municipal Sewer, Public Sewer
- Utilities for property: FKAA, Cable Available, Cable Connected
Green energy
- Water conservation: Dual Flush
Community & neighborhood
Security
- Security features: Smoke Detector(s)
Location
- Region: Cudjoe Key
- Subdivision: Cutthroat Harbor Est (23.0)
HOA & financial
HOA
- Has HOA: No
- Services included: None
Other
Other facts
- Listing terms: Assumable,FHA,VA Loan,Conventional,Cash