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$9,999,000
87 Cannon Royal Drive
Shark Key, FL 33040
MLS# 619975
Status: Pending
5 beds  |  5 baths  |  4622 sqft

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Aerial Aerial Aerial Pool Waterfront Tiki Hut Entrace Entrance Great Room Great Room Great Room Great Room Dining Room Dining Room Kitchen Kitchen Kitchen Kitchen Foyer Half Bathroom Grand Hallway Office Office Grand Hallway Primary Bedroom Primary Bedroom Primary Bedroom Primary En Suite Primary En Suite Primary En Suite Primary En Suite Primary En Suite Primary En Suite Primary En Suite Ladder to Attic Attic Attic Attic Primary Bedroom Grand Hallway Grand Hallway South Wing South Wing Living Area South Wing Living Area South Wing Living Area Hallway Guest Bedroom 1 Hallway Guest Bedroom 2 Guest Bedroom 2 Guest Bathroom Hallway Guest Bathroom 2 Guest Bathroom 2 Hallway Guest Bedroom 3 Laundry Room Laundry Room Stairs to Loft Loft Living Area Loft Living Area Loft Living Area With Views Loft Hallway Loft Hallway Loft Guest Bedroom Loft Guest Bedroom Loft Guest Bedroom Loft Bathroom Loft View Pool Pool Pool Pool Poolside Tiki Hut Poolside Tiki Hut Waterfront Tiki Hut Main Entrance Main Entrance Spacious Deck Spacious Deck Spacious Deck Spacious Deck Back Deck Side of Home Side of Home Large Back Yard Driveway Entrance Driveway Driveway Tennis Court Tennis Court Circle Drive Entrance Path Tiki Hut Entrance Path Tiki Hut Covered Parking Storage Entrance Storage Storage Covered Lanai Covered Lanai Waterfront Tiki Hut Aerial Aerial Aerial Aerial Aerial Approximate Lot Lines

Property Description
Introducing an extraordinary and completely custom Polynesian-inspired estate designed by the owner with finishes imported from all over the world. Perfectly positioned on the most premier lot within the exclusive gated enclave of Shark Key, offering an exceptional blend of privacy and waterfront luxury. Set on a sprawling 1.56-acre lot with an impressive 850 feet of water frontage, this custom residence spans approximately 4,622 sq. ft. and captures breathtaking open water views and unforgettable sunset skies. A long private driveway sets a dramatic tone on arrival, winding through lush grounds and passing the tennis court before revealing the home in complete privacy and anticipation. Inside, a grand entry leads into the Chef's Kitchen and Great Room boasting 180 degree water views. Soaring cathedral ceilings, rich mahogany woodwork, and exposed beams create a warm yet striking architectural statement. Walls of glass doors frame open water views and open seamlessly to the expansive wraparound deck, perfect for entertaining or enjoying iconic Keys sunsets. The thoughtfully designed layout separates the North and South wings, connected by a striking mahogany-wrapped hallway that enhances flow and elegance. The main wing is home to all Living Areas and the Primary Suite featuring soaring ceilings, his & her dressing areas and bath featuring imported tile and water views. The South wing offers exceptional flexibility with a second living area and 4 Bedrooms creating a private retreat for family and visitors. A winding staircase leads to a second-floor guest suite with elevated open water views and serene privacy. Intricate coastal tilework throughout and the custom emerald tile roof reinforces the island aesthetic, while impact windows provide durability and peace of mind. Outdoor living is truly exceptional, featuring a wraparound deck, resort-style pool, multiple tiki huts, and a waterfront lounging area ideal for entertaining or relaxing.

Details
Maps
Documents
Contract Information
Current Price: $9,999,000
Listing Date: 2026-05-20
Listing Board: Key West Association
Monthly Rent: $9,999,000
As is Rght to Inspct: Yes
Species List: Yes
Location, Tax & Legal
Street #: 87
Street Name: Cannon Royal
Street Suffix: Drive
Key/Island: Shark Key
State/Province: FL
Zip Code: 33040
County: Monroe
Subdivision: Shark Key (11.0)
Area: 05 - Stock Island to Shark Key
General Property Description
Realtor.COM Type: Residential - Single Family
Style: Single Family
Waterfront: Yes
Control Depth: 1
Pool: Yes
Year Built: 1996
Lot Size: X
Lot SqFt: 67765
Lot Sqft Source: Property Data Card
Acres: 1.56
Living Apx SqFt: 4622
SqFt Source: LA Measured
Total Bedrooms: 5
Full Baths: 4
Half Baths: 1
Total Baths: 5
Rentals Allowed: With Restrictions
Min Rental Days: 180
Association Info
Mandatory Home Owners Asc: Yes
Condo Doc's: Yes
Voluntary Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 1773.2
Assoc/Mnt Fee Per: Quarterly
Building Style
Above Flood: Yes
Stilt Column Height: Medium - 5Ft - 9Ft
# Stories: 2 Stories
Vehicle Storage
Car(s): 4+
Status Change Info
Under Contract Date: 2026-06-11
Contingent: Contingent
Contingent Remarks: Deposit
Status: Pending
Property Features
Fee Includes: Common Area Mnt
Tax Exemptions: None
Waterfront: Gulf Front; Open Water
Waterview: Bay/Gulf View; Open Water View
Dockage: None
Vehicle Storage: Carport; Covered Parking; Off Street Parking; Open Parking; RV Parking Open; Trailer Storage
Furnished: Furnished
Cooling: Ceiling Fans(s); Central Air
Utilities: Buyer to Verify; Cable Available; FKAA; Municipal Sewer
Interior Features: Bar; Built-in Cabinets; Cathedral Ceilings; Elevator; Entrance Foyer; Granite Counter Top; Split Bedroom; Storage; Walk-in Closet(s); Whirlpool Bath Tub
Specialty Rooms: Laundry Room; Loft; Media Room
Appliances: Dishwasher; Dryer; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer
Exterior Features: Chickee Hut; Gazebo; Lanai; Lighting; Privacy Wall/Fence; Storage; Tennis Court(s)
Pool Info: Concrete; Decked
Construction: Combo Construction; Other
Floor: Tile
Roof: Tile Roof
Pets: Pets Allowed
Neighborhood Feature: Beach; Clubhouse; Fire Hydrant; Tennis Courts; Other Area Features
Security: Electric Gate
Land Size: 1 Less Than 2 Acres
Terms: Cash
Title: Negotiable

Listing Office: Coldwell Banker Schmitt Real Estate Co

Last Updated: June - 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.