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37 Cannon Royal Drive, Shark Key, FL 33040

$4,000,000
Property Type: Residential Bedrooms: 4 Baths: 5 Square Footage: 3,750 Lot Size (sq. ft.): 15,315 Status: Closed
Current Price: $4,000,000 List Date: 5/07/2025 Last Modified: 10/25/2025

Overview

Description

Hidden away in the exclusive enclave of Shark Key, 37 Cannon Royal Drive offers a rare balance of architectural elegance and coastal tranquility. This four-bedroom, four-and-a-half-bath home is perfectly positioned on over third an acre of waterfront property, where walls of glass frame sweeping views of the Gulf and fill the interiors with natural light. Inside, a series of exquisite arches adds a touch of old-world charm and craftsmanship, softening transitions between spaces and lending the home a sense of timeless character. Each bedroom is a private retreat with its own en suite bath, offering comfort and privacy for both residents and guests. The open-concept layout features soaring ceilings and expansive living areas that flow effortlessly to the outdoors. A lush tropical landscape surrounds a serene pool and spa, ideal for relaxing or entertaining. Beyond, an elevated observation deck and private dock extend your living space over the water—perfect for sunset views, paddleboarding, or simply taking in the stillness of the sea. Just minutes from Key West, yet worlds away in atmosphere—this is island living, redefined.

Listing Details MLS# 614936

Location, Tax & Legal

Street #
37
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
City
Shark Key
Mile Marker
11
Marathon Neighborhood
N/A
Side
Bay/Gulf
Flood Zone
VE,AE
Alternate Key #
8737149
Parcel #
00159252-005600
Zoning
SR - Sub Urban Residential District
Deed Restrictions
Unknown
Legal
BK 4 LT 28 SHARK KEY AMENDED AND REVISED PLAT PB7-49 OR1400-1406 OR2359-1457/58 OR2678-1501/02 OR2984-1337
Taxes
25374.12
Tax Year
2024
Pub Sewer HkUp
Yes

Contract Information

Listing Board
Key West Association

General Property Description

Realtor.COM Type
Residential - Single Family
Style
Single Family
Waterfront
Yes
Control Depth
2
Pool
Yes
Year Built
1998
Lot SqFt
15315
Acres
0.35
Living Apx SqFt
3750
SqFt Source
Property Data Card
Total Bedrooms
4
Full Baths
4
Half Baths
Yes
Total Baths
5
Rentals Allowed
With Restrictions
Min Rental Days
180
Total Units
0

Status Change Info

Sold Date
2025-10-24
Sold Comments
Thank You

Association Info

Mandatory Home Owners Asc
Yes
1st Right of Refusal
No
Association Fee $
1523
Assoc/Mnt Fee Per
Quarterly

Building Style

Above Flood
Unknown

More Information

Pool Info

Heated
Yes
Above Ground
Yes
Salt Water
Yes
Concrete
Yes

Remarks & Misc

Remarks – Consumer
Hidden away in the exclusive enclave of Shark Key, 37 Cannon Royal Drive offers a rare balance of architectural elegance and coastal tranquility. This four-bedroom, four-and-a-half-bath home is perfectly positioned on over third an acre of waterfront property, where walls of glass frame sweeping views of the Gulf and fill the interiors with natural light. Inside, a series of exquisite arches adds a touch of old-world charm and craftsmanship, softening transitions between spaces and lending the home a sense of timeless character. Each bedroom is a private retreat with its own en suite bath, offering comfort and privacy for both residents and guests. The open-concept layout features soaring ceilings and expansive living areas that flow effortlessly to the outdoors. A lush tropical landscape surrounds a serene pool and spa, ideal for relaxing or entertaining. Beyond, an elevated observation deck and private dock extend your living space over the water—perfect for sunset views, paddleboarding, or simply taking in the stillness of the sea. Just minutes from Key West, yet worlds away in atmosphere—this is island living, redefined.

Fee Includes

Common Area Mnt
Yes
Security
Yes
Other
Yes

Dockage

Other Dockage
Yes

Tax Exemptions

None
Yes

Appliances

Dishwasher
Yes
Dryer
Yes
Freezer
Yes
Microwave
Yes
More Appliances
Yes
Oven
Yes
Refrigerator
Yes

Pets

Pets Allowed
Yes

Waterfront

Gulf Front
Yes
Oceanfront
Yes
Open Water
Yes

Waterview

Bay/Gulf View
Yes
Ocean View
Yes
Open Water View
Yes

Construction

CBS
Yes
Stucco
Yes

Land Size

1/4 - 1/2 Acre
Yes

Utilities

FKAA
Yes
Municipal Sewer
Yes

Property Features

Fee Includes: Common Area Mnt; Security; Other Tax Exemptions: None Waterfront: Gulf Front; Oceanfront; Open Water Waterview: Bay/Gulf View; Ocean View; Open Water View Dockage: Other Dockage Utilities: FKAA; Municipal Sewer Appliances: Dishwasher; Dryer; Freezer; Microwave; More Appliances; Oven; Refrigerator Pool Info: Above Ground; Salt Water; Concrete Construction: CBS; Stucco Pets: Pets Allowed Land Size: 1/4 - 1/2 Acre
Listing Office: Key West Luxury Real Estate Inc (KW)
Last Updated: October - 25 - 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.