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3 Beds
2 Baths
1,434 sqft

$1,399,000

22939 Gasparilla Lane, Cudjoe Key FL, 33042

Price per sqft$975.59
Built in1999
Property size1,434 sqft
Property typeResidential

Overview

Under contract

Contingent/show

Listed May 9, 2026

Updated 3 weeks ago

Welcome to your ROOFTOP RETREAT - a beautifully remodeled waterfront home at 22939 Gasparilla Lane in Cudjoe Key, where panoramic ocean views and relaxed Keys elegance come together in perfect harmony. From the spectacular rooftop deck to the light-filled interior, shimmering turquoise water creates a breathtaking backdrop throughout the home. This thoughtfully updated 3-bedroom, 2-bath concrete block residence offers 1,434 square feet of refined coastal living, enhanced by rich wooden ceilings that add warmth, character, and timeless island charm. The open living spaces flow effortlessly to the screened porch overlooking the canal -- the ideal setting for morning coffee, sunset cocktails, or unwinding after a day on the water. Designed with both comfort and functionality in mind, the property features a new metal roof, covered parking, fenced grounds, and a spacious downstairs utility/workshop area perfect for boating gear, paddleboards, fishing equipment, or hobbies. Perfectly positioned on a canal in the Lower Keys with easy boating access, Rooftop Retreat captures the essence of waterfront living with unforgettable ocean vistas and an inviting coastal atmosphere. Whether you're searching for a private island getaway, a second home, or an exceptional investment opportunity, this property delivers the very best of the Keys lifestyle.

$9,308/mo

Est. mortgage payment based on a $1,399,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
619835

Interior Features

Bedrooms
3
Bathrooms
2
Cooling
Yes
Basement
No

Exterior Features

Lot Size
0.14 Acres

Other Property Details

Taxes
$7,973
Tax Frequency
Annually
View
Yes
Pets Allowed
Yes
Waterfront
Yes
MLS provider logo

Listed by Donna Pezzi with Keller Williams Key West Compass Realty
Listing Contact: 305-304-2602 

The IDX display contains information sourced from the Florida Keys Board of REALTORS® as of 9/19/2026. This data is intended solely for personal, non-commercial use and is not to be utilized for any other purposes except to identify potential properties for purchase. Although the MLS data displayed is typically considered reliable, it is not guaranteed to be accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and are advised to conduct their own investigations or seek professional assistance. Other sources besides the Listing Agent may have contributed to the MLS data presented. Unless expressly specified in writing, the Broker/Agent has not confirmed any information obtained from external sources. The Broker/Agent may or may not have acted as the Listing and/or Selling Agent and cannot guarantee the accuracy of property locations displayed on any map. Any compensation offers are solely made to participants of the MLS where the listing is registered.

©2026 Florida Keys Board of REALTORS® all rights reserved.

Data last updated on 9/19/2026 at 3:53 AM UTC

 

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