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About This Home

This 4-bedroom, 3-bathroom single family at 22542 Jolly Roger Drive in Cudjoe Key, FL is listed for $1,725,000 ($707 per sqft). Built in 1982, the home offers 2,440 sqft of living space on a 0.15 acres lot.

Agent Description

Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a testament to coastal architecture. Broad, covered balconies, generous outdoor spaces, and a private boat launch capitalize on Keys waterfront living. Large impact glass doors and windows frame ocean views and invite natural light into every room.

Soaring, 26' ceilings enhance the open-concept layout with rich wood beams amplifying the aesthetic. The main floor living space includes a renovated and modern kitchen, dining space, living room, laundry, two bedrooms and two bathrooms. Ascend to the upper floor to find a third bedroom perched at the top of the stairs.

A catwalk connects the fourth bedroom with ensuite bath and walkout deck that provides spectacular panoramic open water views. The home itself tells a story through design. Restored to its former glory, with additional modern amenities, and blending rustic accents with open, light-filled spaces to showcase the oceanfront setting. This home needs to be seen to be fully appreciated. Schedule your showing today!

Key Features

  • Built in 1982
  • 0.15 acre lot
  • Waterfront

Property Details

3 full
1982

Amenities

WaterfrontViewA/C

Monthly Cost Estimate

$9,226/mo

20% down · 6.5% · 30 years

Principal$1,248
Interest$7,475
Insurance$503

Estimates only. Actual payments may vary.

Location

22542 Jolly Roger Drive

Cudjoe Key, FL 33042

Cutthroat Harbor Est (23.0)

Features & Amenities

Interior Features

Built-in CabinetsGranite Counter TopWalk-in Closet(s)Quartz Countertops

Property Details

Construction

Frame

Views

OceanWater

Pool Features

PorchDeck

Parking

Open

Cooling

Central Air

Appliances

WasherDryerDishwasherRefrigeratorOvenWine CoolerStainless Steel Appliance(s)

Questions & Answers

This 4-bedroom, 3-bathroom single family at 22542 Jolly Roger Drive is listed at $1,725,000 ($707/sqft). The estimated monthly payment is $7,475 based on 20% down at 6.5% interest.

Key features include: Built in 1982, 0.15 acre lot, Waterfront. Interior Features: Built-in Cabinets, Granite Counter Top, Walk-in Closet(s).

This property is listed by Lauren Hoefert Dunn and can be reached at 3053943717 or hoefertdunnrealestate@gmail.com.

LD

Lauren Hoefert Dunn

Agent at Coldwell Banker Schmitt Islamorada

(305) 394-3717

Listed by Coldwell Banker Schmitt Islamorada · View on Broker Site

MLS# 619558· Source: listhub· Updated 49 days ago

Copyright © 2026 Key West Association of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

22542 Jolly Roger Drive, Cudjoe Key, FL 33042

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