
37 Cannon Royal Dr Key West, FL 33040
Estimated payment $27,485/month
About This Home
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 Agent
Key West Luxury Real Estate Inc (KW) License #3313073 Listed on: 05/07/2025
Map
Home Details
Home Type
Single Family
Est. Annual Taxes
$22,850
Year Built
1998
Lot Details
0
Listing Details
- Property Type: Residential
- Style: Single Family
- First Right of Refusal: No
- Association Fee: 1523.00
- Mandatory HOA: Yes
- Control Depth: 2
- Fee Includes: Common Area Mnt, Other, Security
- Key Island: Shark Key
- Limited Representation: No
- Marathon Neighborhood: N/A
- Mile Marker: 11.00
- Min Rental Days: 180.00
- M L S Identifier: 20060123165453488875000000
- Pets: Pets Allowed
- Property Group I D: 19990816212109142258000000
- Side: Bay/Gulf
- State Province: FL
- Taxes: 25374.12
- Year Built: 1998
- Alternate Key Number: 8737149
- Lot Sq Ft: 15315.00
- Pool Info: Above Ground, Concrete, Salt Water
- Pool Info Heated: Yes
- Tax Exemptions: None
- Building Style Above Flood: Unknown
- Estimated Living Sq Ft: 3750.00
- Sewer Hook Up: Yes
- Statistical Purposes Only: No
- Special Features: None
- Property Sub Type: Detached
Interior Features
- Total Bathrooms: 5.00
- Full Bathrooms: 4
- Appliances: More Appliances, Freezer, Microwave, Oven, Refrigerator, Dishwasher, Dryer
- Half Bathrooms: 1
- Total Bedrooms: 4
Exterior Features
- Dockage: Other Dockage
- Waterfront: Oceanfront, Open Water, Gulf Front
- Waterfront: Yes
- Construction: CBS, Stucco
- Waterview: Ocean View, Open Water View, Bay/Gulf View
- Pool: Yes
Utilities
- Utilities: FKAA, Municipal Sewer
Lot Info
- Deed Restrictions: Unknown
- Flood Zone: VE,AE
- Parcel Number: 00159252-005600
- Land Size: 1/4 - 1/2 Acre
- Acres: 0.35
Rental Info
- Rentals Allowed: With Restrictions
Tax Info
- Tax Year: 2024
Home Values in the Area
Average Home Value in this Area
Tax History
Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
---|---|---|---|---|
2024 | $22,850 | $3,740,041 | $2,223,547 | $1,516,494 |
2023 | $22,850 | $3,300,231 | $1,836,843 | $1,463,388 |
2022 | $20,452 | $2,843,752 | $1,372,798 | $1,470,954 |
2021 | $17,017 | $1,820,438 | $580,056 | $1,240,382 |
2020 | $17,721 | $1,878,263 | $623,560 | $1,254,703 |
2019 | $9,704 | $1,016,015 | $0 | $0 |
2018 | $13,915 | $1,388,758 | $537,850 | $850,908 |
2017 | $9,510 | $976,564 | $0 | $0 |
2016 | $9,586 | $956,478 | $0 | $0 |
2015 | $9,858 | $949,829 | $0 | $0 |
2014 | $10,195 | $942,291 | $0 | $0 |
Property History
Date | Event | Price | Change | Sq Ft Price |
---|---|---|---|---|
05/07/2025 05/07/25 | For Sale | $4,695,000 | +106.9% | $1,252 / Sq Ft |
09/10/2019 09/10/19 | Sold | $2,269,635 | -15.9% | $556 / Sq Ft |
08/14/2019 08/14/19 | Pending | -- | -- | -- |
06/24/2019 06/24/19 | For Sale | $2,700,000 | -- | $662 / Sq Ft |
Purchase History
Date | Type | Sale Price | Title Company |
---|---|---|---|
Warranty Deed | $2,269,635 | Attorney | |
Interfamily Deed Transfer | -- | Attorney | |
Interfamily Deed Transfer | -- | Attorney | |
Warranty Deed | $135,000 | -- |
Mortgage History
Date | Status | Loan Amount | Loan Type |
---|---|---|---|
Open | $1,815,700 | New Conventional |
About the Listing Agent

As a realtor in Key West with around a decade of experience, I have a deep appreciation for the unique lifestyle offered by the Keys. I love the water, the sunshine, and the laid-back atmosphere of this wonderful community. It's a joy to help my clients find their dream home or investment property in this beautiful part of the world.
One of my key strengths as a realtor is my ability to listen to my clients and understand their unique needs and goals. Whether you're a first-time buyer, a
Dan's Other Listings
Source: Key West Association of REALTORS®
MLS Number: 614936

APN: 00159252-005600
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