Save your favorites
Create a free account to save homes, get new-listing alerts, and pick up your search on any device.
22939 Gasparilla Lane, Cudjoe Key, FL 33042
$1,399,000
Property Type:
Residential
Bedrooms:
3
Baths:
2
Square Footage:
1,434
Lot Size (sq. ft.):
6,000
Status:
Contingent/Show
Current Price:
$1,399,000
List Date:
5/09/2026
Last Modified:
9/18/2026
Overview
Description
...
(Read more)
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.
Listing Details MLS# 619835
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
Contract Information
- Listing Board
- Marathon/Lower Keys
- As is Rght to Inspct
- Yes
- Species List
- Yes
General Property Description
- Realtor.COM Type
- Residential - Single Family
- Style
- Single Family
- Waterfront
- Yes
- Control Depth
- 3
- Pool
- No
- Year Built
- 1999
- 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
- Contingent
- Contingent/Show
- Contingent Remarks
- Inspections, fin
Association Info
- Mandatory Home Owners Asc
- No
- 1st Right of Refusal
- No
Dockage
- Dock
- Wood
More Information
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; Storage
Construction:
CBS
Shutters:
Panel
Floor:
Vinyl
Roof:
Metal Roof
Pets:
Pets Allowed
Land Size:
Less Than 1/4 Acre
Terms:
Cash; Conventional; FHA; VA
Title:
Title Ins - Buyer
Room Information
| Room Name | Length | Level | Width | Remarks |
|---|---|---|---|---|
| Bedroom 1 | 10.75 | Main | 9.83 | Bedroom - canal side |
| Bedroom 2 | 11.67 | Main | 7.58 | Middle Bedroom |
| Bedroom 3 | 11.67 | Main | 9.75 | Bedroom - street side |
Listing Office:
Keller Williams Key West Compass Realty
Last Updated: September - 18 - 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.