$2,600,000
SOLD JUN 19, 2025

39 Cannon Royal Dr Key West, FL 33040

3 Beds
3 Baths
3,329 Sq Ft
0.32 Acres

Recently Sold

$781 Per Sq Ft

28% Below List Price

233 Days on Market

About This Home

As of June 2025

If island living is your dream, 39 Cannon Royal Drive in Shark Key is the perfect place to make it a reality. Located in one of the most exclusive and sought-after gated communities in the Florida Keys, this Caribbean-inspired estate offers a tropical escape like no other.Set within this private community, the home boasts stunning, panoramic waterfront views of the Gulf of Mexico, all while being just minutes from the vibrant energy of Key West. The moment you step inside, you're greeted by soaring ceilings and a grand staircase, offering a dramatic entry to the open-concept living spaces. Every corner of this home is designed to maximize its breathtaking surroundings, with the primary bedroom, kitchen, and living areas all enjoying expansive water views.This tropical retreat offers 3 spacious bedrooms, a dedicated office, and the rare convenience of a garage--blending luxury and practicality seamlessly. Outside, the inviting pool serves as your personal oasis, while the prime waterfront location opens the door to endless adventures. Boating, paddleboarding, and kayaking are just steps away, with space to keep a flats boat for easy access to sandbars and world-class fishing.Whether you're searching for a winter retreat or a year-round sanctuary, 39 Cannon Royal Drive is the ultimate escape to island paradise.Shark Key amenities include tennis courts, pickleball courts, swimming lagoon, clubhouse and a private beach.

Last Agent to Sell the Property

Jenna Stauffer

Ocean Sotheby's International Realty License #3394848 Listed on: 09/16/2024

Ocean Sotheby's International Realty

Last Buyer's Agent

Suzanne Moore

Suzanne Moore Real Estate License #3185298

Home Details

Home Type

Single Family

Est. Annual Taxes

$10,545

Year Built

2007

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
  • Sale Terms: Cash
  • Side: Bay/Gulf
  • State Province: FL
  • Taxes: 10544.71
  • Vehicle Storage: Garage
  • Year Built: 2007
  • Alternate Key Number: 8737131
  • Lot Sq Ft: 13875.00
  • Pool Info: In Ground
  • Association Maintenance Fee Per: Quarterly
  • Tax Exemptions: Homestead
  • Building Style Above Flood: Unknown
  • Estimated Living Sq Ft: 3329.00
  • Sewer Hook Up: Yes
  • Statistical Purposes Only: No
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Total Bathrooms: 3.00
  • Full Bathrooms: 2
  • Appliances: Washer, Stainless Steel Appliance(s), Gas Appliances, Freezer, Disposal, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
  • Half Bathrooms: 1
  • Total Bedrooms: 3

Exterior Features

  • Dockage: None
  • Waterfront: Gulf Front, Open Water
  • Waterfront: Yes
  • Construction: CBS, Stucco
  • Waterview: Bay/Gulf View, Open Water View
  • Pool: Yes

Utilities

  • Utilities: Buyer to Verify

Lot Info

  • Deed Restrictions: Unknown
  • Land Size: 1/4 - 1/2 Acre

Rental Info

  • Rentals Allowed: With Restrictions

Tax Info

  • Tax Year: 2023

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
Sep 16, 2024
Closed on
Jun 19, 2025
Sold by
Crowley John J and Gardocki-Crowley Margaret E
Bought by
Fischer Van D and Fischer Darlene
Seller's Agent
Jenna Stauffer
Ocean Sotheby's International Realty
Buyer's Agent
Suzanne Moore
Suzanne Moore Real Estate
List Price
$3,595,000
Sold Price
$2,600,000
Premium/Discount to List
-$995,000
-27.68%
Views
213
Current Estimated Value
$3,570,256

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$970,256
Avg. Annual Appreciation
223.67%

Purchase Details

Closed on
Mar 15, 2017
Sold by
Halpern Michael
Bought by
Halpern Michael and Michel Halpern Revocable Trust

Purchase Details

Closed on
Jul 22, 2010
Sold by
B & F Development Company
Bought by
Crowley John J and Gardocki Crowley Margaret E

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$925,000
Interest Rate
4.7%
Mortgage Type
New Conventional

Purchase Details

Closed on
Jan 13, 2005
Bought by
Crowley John J

Purchase Details

Closed on
Nov 3, 2003
Sold by
Shark Key Development Corp
Bought by
Halpern Michael and Halpern Michelle

Purchase Details

Closed on
Jul 9, 2003
Sold by
Spencer Rodger Lewis
Bought by
Spencer Rose Marie

Purchase Details

Closed on
Jan 12, 1999
Sold by
Ivanovich Matthew A and Ivanovich M
Bought by
Spencer Rose M

Purchase Details

Closed on
Aug 26, 1997
Sold by
Shark Key Development Corp
Bought by
Ivanovich Matthew A and Ivanovich Sanja M

Purchase Details

Closed on
Jan 14, 1997
Sold by
Shark Key Development Corporation
Bought by
Ivanovich Matthew A and Ivanovich Sanja M
Source: Public Records

Range of Values:

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Average Value
Not Available
List Price
Sold Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Purchase History

Date Type Sale Price Title Company
Warranty Deed $2,600,000 None Listed On Document
Warranty Deed $2,600,000 None Listed On Document
Interfamily Deed Transfer -- Attorney
Warranty Deed $1,625,000 Attorney
Warranty Deed $575,000 --
Warranty Deed $350,000 --
Warranty Deed $350,000 --
Interfamily Deed Transfer -- --
Warranty Deed $135,000 --
Warranty Deed -- --
Warranty Deed $140,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Previous Owner $925,000 New Conventional
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
06/19/2025 06/19/25 Sold $2,600,000 -11.9% $781 / Sq Ft
05/07/2025 05/07/25 Pending -- -- --
03/17/2025 03/17/25 Price Changed $2,950,000 -4.8% $886 / Sq Ft
02/27/2025 02/27/25 Price Changed $3,100,000 -8.8% $931 / Sq Ft
01/21/2025 01/21/25 Price Changed $3,400,000 -2.7% $1,021 / Sq Ft
12/31/2024 12/31/24 Price Changed $3,495,000 -2.8% $1,050 / Sq Ft
09/16/2024 09/16/24 For Sale $3,595,000 -- $1,080 / Sq Ft
Source: Key West Association of REALTORS®

Tax History Compared to Growth

Source: Public Records

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 $10,545 $1,270,678 -- --
2023 $10,545 $1,233,668 $0 $0
2022 $10,260 $1,197,736 $0 $0
2021 $10,645 $1,162,851 $0 $0
2020 $10,601 $1,146,796 $0 $0
2019 $10,405 $1,121,013 $0 $0
2018 $10,496 $1,100,111 $0 $0
2017 $10,194 $1,077,499 $0 $0
2016 $10,285 $1,056,039 $0 $0
2015 $10,585 $1,048,698 $0 $0
2014 $10,960 $1,040,375 $0 $0
Source: Public Records

Agents Affiliated with this Home

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Map

Source: Key West Association of REALTORS®

MLS Number: 611472

Key West Association of REALTORS®

APN: 00159252-005500