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22939 Gasparilla Lane, Cudjoe Key, FL - photo 1

$1,399,000

22939 Gasparilla Lane

Cudjoe Key, FL 33042

Estimated payment $7,649/month

HOA not listed, not included · estimated tax · estimated insurance · 20% down, 6.5%, 30 yr

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3Beds
2Baths
1,434Sq Ft
$976Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

Powered by Hometrino

(813) 602-0498

Highlights

Built in 1999
6,098 sqft Lot

About This Home

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.

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Facts & features

Bedrooms & bathrooms

  • •Bedrooms:3
  • •Bathrooms:2
  • •Full bathrooms:2
  • •Half bathrooms:0

Heating

  • •Has Heating:Yes

Interior area

  • •Total structure area:1,434 sqft
  • •Total interior livable area:1,434 sqft

Parking

  • •Parking features:N/A
  • •Garage spaces:0
  • •Has attached garage:No

Lot

  • •Size:6,098 sqft

Details

  • •Parcel number:N/A

Type & style

  • •Home type:Single Family Residence
  • •Property subtype:Residential

Materials

  • • N/A

Condition

  • •Year built:1999

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Price history

DateEventPrice
10/30/2026Listed for sale$1,399,000$976/sqft

Listing Agent

Donna Pezzi

Keller Williams Key West Compass Realty

Brokerage Phone: 305-292-0020

Source: Florida Keys MLS · MLS #619835

Data Powered by Home Junction, Inc.

Nearby

Supermarkets

Big Bear Developers

1.6 mi

Kickin' Back Food Mart

1.7 mi

Dining

Morning Joint

0.5 mi

My New Joint

0.6 mi

Fanci Seafood

0.8 mi

Beaches

Sugarloaf Beach

6.1 mi

Long Beach

8.3 mi

Calusa Beach

12.3 mi

Nearby amenity locations include data © OpenStreetMap contributors.