22410 Jolly Roger Drive, Cudjoe Key, FL 33042
$1,499,000
Property Type:
Residential
Bedrooms:
2
Baths:
2
Square Footage:
1,587
Lot Size (sq. ft.):
10,530
Status:
Contingent/Show
Current Price:
$1,499,000
List Date:
6/30/2026
Last Modified:
7/12/2026
Listing Details MLS# 620456
Location, Tax & Legal
- Street #
- 22410
- 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,AE
- Alternate Key #
- 1232602
- Parcel #
- 00180580-000000
- Zoning
- IS - Improved Subivision District
- Deed Restrictions
- Unknown
- Legal
- BK 19 LT 46 & E1/2 LT 47 CUTTHROAT HARBOR ESTATES CUDJOE KEY PB4-165
- Taxes
- 15373.79
- Tax Year
- 2025
- Pub Sewer HkUp
- Yes
Contract Information
- Listing Board
- Key West Association
- 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
- 4
- Pool
- No
- Year Built
- 1982
- Lot SqFt
- 10530
- Lot Sqft Source
- Property Data Card
- Acres
- 0.24
- Living Apx SqFt
- 1587
- SqFt Source
- Property Data Card
- Total Bedrooms
- 2
- Full Baths
- 2
- Total Baths
- 2
- Rentals Allowed
- With Restrictions
- Min Rental Days
- 28
- Total Units
- 0
Status Change Info
- Contingent
- Contingent/Show
Association Info
- Mandatory Home Owners Asc
- No
- 1st Right of Refusal
- No
- Association Fee $
- 0
Dockage
- Dock
- Wood
- Davits
- Yes
More Information
Building Style
- Above Flood
- Yes
- Stilt Column Height
- Medium - 5Ft - 9Ft
Vehicle Storage
- Car(s)
- 4+
- Carport
- Yes
- Covered Parking
- Yes
- Open Parking
- Yes
- RV Parking Open
- Yes
- Off Street Parking
- Yes
- Trailer Storage
- Yes
Remarks & Misc
- Remarks – Consumer
- Welcome to your oceanfront retreat on Cudjoe Key, where panoramic wide open ocean views, exceptional outdoor living, and easy boating access come together to create the quintessential Florida Keys lifestyle. Built on a lot and a half with durable CBS construction, this inviting 2-bedroom, 2-bath, 1,587 sq. ft. home is perfectly positioned to take advantage of its spectacular waterfront setting. The light-filled interior flows effortlessly into the spacious screened porch where you'll enjoy ocean breezes, morning coffee, waterfront dining and unforgettable sunrises and moonlit evenings. Just beyond, an expansive deck provides even more space for entertaining or simply relaxing while overlooking the endless blue waters. Inside, the primary suite serves as a peaceful waterfront sanctuary, featuring a private en-suite bath, walk-in closet, and sliding glass doors that open directly to the deck, allowing you to wake up to breathtaking ocean views each morning. A comfortable guest bedroom offers welcoming accommodations for family and friends. Boaters will appreciate the dock and davits, providing convenient access to the Atlantic for world-class fishing, diving, sandbar adventures and sunset cruises. The lower-level enclosure offers abundant storage for kayaks, paddleboards, fishing gear, and all of your island essentials. Whether you're entertaining guests on the spacious outdoor living areas, heading out for a day on the water, or simply soaking in the tranquil open water views, this Cudjoe Key waterfront home is your opportunity to embrace the relaxed, waterfront lifestyle the Florida Keys are known for.
- Directions
- From US-1, turn oceanside onto Cutthroat Dr, turn right onto Jolly Roger Dr. Home will be on the left.
Fee Includes
- None
- Yes
Tax Exemptions
- None
- Yes
Appliances
- Dishwasher
- Yes
- Dryer
- Yes
- Microwave
- Yes
- Oven
- Yes
- Range
- Yes
- Refrigerator
- Yes
- Washer
- Yes
Pets
- Pets Allowed
- Yes
Cooling
- Ceiling Fans(s)
- Yes
- Central Air
- Yes
Waterfront
- Oceanfront
- Yes
- Open Water
- Yes
Waterview
- Ocean View
- Yes
- Open Water View
- Yes
Floor
- Tile
- Yes
Interior Features
- Built-in Cabinets
- Yes
- Drapes/Blinds Incl
- Yes
- Walk-in Closet(s)
- Yes
Windows/Doors
- Sliding Glass Doors
- Yes
Construction
- CBS
- Yes
Land Size
- More than 1 Lot
- Yes
Furnished
- Negotiable
- Yes
Terms
- Cash
- Yes
- Conventional
- Yes
- FHA
- Yes
- VA
- Yes
Utilities
- Buyer to Verify
- Yes
- Cable Available
- Yes
- FKAA
- Yes
- Municipal Sewer
- Yes
Porch/Balcony
- Deck
- Yes
- Screened P/B
- Yes
Title
- Negotiable
- Yes
Exterior Features
- Storage
- Yes
Roof
- Metal Roof
- Yes
Shutters
- Accordion
- Yes
Property Features
Fee Includes:
None
Tax Exemptions:
None
Waterfront:
Oceanfront; Open Water
Waterview:
Ocean View; Open Water View
Dockage:
Davits
Vehicle Storage:
Carport; Covered Parking; Off Street Parking; Open Parking; RV Parking Open; Trailer Storage
Furnished:
Negotiable
Cooling:
Ceiling Fans(s); Central Air
Utilities:
Buyer to Verify; Cable Available; FKAA; Municipal Sewer
Interior Features:
Built-in Cabinets; Drapes/Blinds Incl; Walk-in Closet(s)
Appliances:
Dishwasher; Dryer; Microwave; Oven; Range; Refrigerator; Washer
Exterior Features:
Storage
Construction:
CBS
Shutters:
Accordion
Floor:
Tile
Roof:
Metal Roof
Pets:
Pets Allowed
Land Size:
More than 1 Lot
Terms:
Cash; Conventional; FHA; VA
Title:
Negotiable
Listing Office:
Coldwell Banker Schmitt Real Estate Co
Last Updated: July - 12 - 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.