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22939 Gasparilla Lane, Cudjoe Key, FL 33042

New Listing
$1,499,000
Property Type: Residential Bedrooms: 3 Baths: 2 Square Footage: 1,434 Lot Size (sq. ft.): 6,000 Status: Active
Current Price: $1,499,000 List Date: 5/09/2026 Last Modified: 5/09/2026

Description

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.

More Information MLS# 619835

Contract Information

Current Price: $1,499,000 Listing Date: 2026-05-08 Listing Board: Marathon/Lower Keys List Price: $1,499,000 As is Rght to Inspct: Yes Species List: Yes

Location Tax Legal

Street #: 22939 Street Name: Gasparilla Street Suffix: Lane Key/Island: Cudjoe Key State/Province: FL Zip Code: 33042 County: Monroe Subdivision: Cutthroat Harbor Est (23.0) Area: 07 - Cudjoe Key

General Property Description

Realtor.COM Type: Residential - Single Family Style: Single Family Waterfront: Yes Control Depth: 3 Pool: No Year Built: 1999 Lot Size: 60 X 100 Lot SqFt: 6000 Lot Sqft Source: Property Data Card Acres: 0.14 Living Apx SqFt: 1434 SqFt Source: Property Data Card Total Bedrooms: 3 Full Baths: 2 Total Baths: 2 Rentals Allowed: With Restrictions Min Rental Days: 28

Status Change Info

Status: Active

Association Info

Mandatory Home Owners Asc: No 1st Right of Refusal: No

Dockage

Dock Length: 46 Dock: Wood

Building Style

Above Flood: Unknown

Property Features

Fee Includes: None Tax Exemptions: None Waterfront: Canal Front Waterview: Open Water View Property Condition: Updated/Remodeled Vehicle Storage: Covered Parking; Open Parking; RV Parking Open; Trailer Storage Furnished: Negotiable Cooling: Ceiling Fans(s); Central Air Utilities: FKAA; Municipal Sewer; Water Separate Meter Interior Features: Smoke Alarms Specialty Rooms: Utility Room; Workshop Appliances: Dishwasher; Dryer; Range; Refrigerator; Washer Exterior Features: Fencing Construction: CBS Shutters: Panel Roof: Metal Roof Pets: Pets Allowed Land Size: Less Than 1/4 Acre Terms: Cash; Conventional; FHA; VA Title: Title Ins - Buyer
Listing Office: Keller Williams Key West Compass Realty
Last Updated: May - 09 - 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.

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