$1,399,000
 $7,510 est/mo Sourced by Back At You

22939 Gasparilla Lane,Cudjoe, FL 33042

Cudjoe, FL 33042

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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.

Details

MLS #619835
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusActive
Year1999
Days On Site106
Listing Provided ByKeller Williams Key West Compass Realty | Donna Pezzi

Features

Bed(s)3
Bath(s) 2 Total
SQ Feet1,434
ZoningIS - Improved Subivision Distric
Acreage0.14
Water FrontYes
Property ViewOpen Water View

Taxes

Property7973

Area Information

StateFL
CountyMonroe
CityCudjoe
Zip Code33042
Area07 Cudjoe Key
Community NameCutthroat Harbor Est (23.0)
Listing VS Median (in Cutthroat Harbor Est (23.0))
Price:
$1,399,000
low | high
Med:
$949,000
82.16583273767% of Average
sqft:
1,434
low | high
Med:
1,200
66.317991631799% of Average
$ / sqft:
$976
low | high
Med:
$791
68.938170121515% of Average
On site:
106
low | high
Med:
26
100% of Average
Sourced by Back At You

Market Activity 33042

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Learn More About This Property

StateFL
CountyMonroe
CityCudjoe
Zip Code33042
Area07 Cudjoe Key
Community NameCutthroat Harbor Est (23.0)
Listing VS Median (in Cutthroat Harbor Est (23.0))
Price:
$1,399,000
low | high
Med:
$949,000
82.16583273767% of Average
sqft:
1,434
low | high
Med:
1,200
66.317991631799% of Average
$ / sqft:
$976
low | high
Med:
$791
68.938170121515% of Average
On site:
106
low | high
Med:
26
100% of Average
Sourced by Back At You
Nearby Listings (Within 1/4 mile)
Price: $1.49M - $1.748M
sqft: 1,000 - 1,500
Nearby Listings Property ImageNearby Listings Details
342 Spanish Main Drive Property Photo 1
$949,000
342 Spanish Main Drive
Cudjoe, FL 33042
Listing Updated: July 1, 2026 at 6:32:41 PM PDT