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Ad #7793911
MLS #619558
Listing photo

Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a

22542 Jolly Roger Dr, Cudjoe Key, FL 33042
$1,725,000
4Beds
3Baths
2,440Sqft
0.15Acres

About this property

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!

Property Features

4 Beds
3 Baths
2,440 Sqft
Built in 1982
0.15 Acres
Beachview
On Beachfront
Open
Siding: Frame
Metal Roof
$12,646 / yr property tax
Monroe County
Cutthroat Harbor Est (23) Community

Additional Photos

Additional listing photo 1
Additional listing photo 2
Additional listing photo 3
Additional listing photo 4

Contact Information

Lauren Hoefert Dunn

Coldwell Banker Schmitt Islamorada

305-394-3717

Location

Map
Listing Agent: Lauren Hoefert Dunn 305-394-3717
Broker: Coldwell Banker Schmitt Islamorada 305-664-4470 Listing Site
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.
BeachHouse.com
Printed Aug 11, 2026

Photo Gallery

Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 1
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 2
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 3
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 4
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 5
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 6
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 7
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 8
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 9
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 10
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 11
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 12
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 13
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 14
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 15
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 16
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 17
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 18
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 19
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 20
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 21
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 22
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 23
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 24
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 25
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 26
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 27
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 28
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 29
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 30
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 31
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 32
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 33
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 34
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 35
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 36
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 37
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 38
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 39
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 40
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 41
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 42
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 43
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 44
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 45
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 46
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 47
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 48
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 49
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 50

$1,725,000

4
Beds
3
Baths
2,440
Sqft

22542 Jolly Roger Dr, Cudjoe Key, FL 33042

By contacting this agent you agree to these Terms and Conditions.
Home Florida Cudjoe Key
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 1
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 2
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 3
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 4
Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a - photo 5
MLS# 619558
Home For Sale

Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a

$1,725,000

22542 Jolly Roger Dr, Cudjoe Key, FL 33042

4
Beds
3
Baths
2,440
Sqft
0.15
Acres
$1,725,000
22542 Jolly Roger Dr, Cudjoe Key, FL 33042
4 Beds
3 Baths
2,440 Sqft
0.15 Acres
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!
74 days
on BeachHouse.com
92
views
0
saves

Property Details

HOME DETAILS

4 Beds
3 Baths
2,440 Sqft
Built in 1982
0.15 Acres

BEACH & VIEW

Beachview
On Beachfront

EXTERIOR

Open
Siding: Frame
Metal Roof

FINANCIAL & COMMUNITY

$12,646 / yr property tax
Monroe County
Cutthroat Harbor Est (23) Community
See More Details

Location

Map
Open in Google Maps

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Ad Statistics

Ad Number
7793911
Viewed
92 times
Listing Status
Active
Added
May 29, 2026
Last Refreshed
Jul 03, 2026 06:17:28 PM

Listing Information

Data Source
Key West Association of Realtors
Source Property ID
619558
Listing Agent: Lauren Hoefert Dunn 305-394-3717
Broker: Coldwell Banker Schmitt Islamorada 305-664-4470 Listing Site
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.

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By proceeding, you authorize Dream Home Network Inc., its service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners), its affiliates, and other real estate professionals that may not be associated with Dream Home Network, to contact you using the contact details you provided, via email, phone call, and text (SMS), including using automated dialing technology and prerecorded and artificial voice, for marketing or advertising purposes, including contacting you about your inquiry and other home-related matters. You understand that your consent to the foregoing is not a condition of any purchase. Message and data rates may apply. This consent applies even if you are on a corporate, state or national Do Not Call list. Dream Home Network Inc. may share information about your recent and future site activity with its affiliates and service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners) to help them better understand what you are looking for in a property. To opt-out at any time you can reply "STOP" or contact Dream Home Network Inc. at csv@dreamhomenetwork.com.

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The Best Boating Access in the Lower Keys, hands down!!! The - photo 1
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$1,575,000

3 Beds | 2.0 Baths | 1,667 Sqft

22865 Redfish Ln, Cudjoe Key, FL 33042

The Best Boating Access in the Lower Keys, hands down!!! The

Added: 02/01/2026 • Updated: 05/23/2026
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This consent applies even if you are on a corporate, state or national Do Not Call list. Dream Home Network Inc. may share information about your recent and future site activity with its affiliates and service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners) to help them better understand what I am looking for in a property. To opt-out at any time you can reply "STOP" or contact Dream Home Network Inc. at  csv@dreamhomenetwork.com.
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Alabama Alaska California Connecticut Delaware Florida Georgia Hawaii Louisiana Maine Maryland Mississippi New Hampshire New Jersey New York North Carolina Oregon Pennsylvania Rhode Island South Carolina Texas Virginia Washington
SERVICES
Buy Buy Advertise
COMPANY
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SUPPORT
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ADDITIONAL MARKETS
LakeHouse.com MountainHomes.com GolfHomes.com BarrierFreeHome.com
SUBSCRIBE
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X Facebook Instagram YouTube

Dream Home Network Inc.

is committed to ensuring digital accessibility and property listings for individuals with disabilities. All information provided is deemed reliable but is not guaranteed and should be independently verified. We are continuously working to improve the accessibility of our web experience for everyone, and we welcome feedback and accommodation requests. If you wish to report an issue or seek an accommodation, please let us know.

Dream Home Network Inc. Sells leads to DHN Realty Inc. who holds real estate brokerage licenses in Alabama. Listing agents will be sent notification copy of leads on their listings where Dream Home Network Inc. is provided listings via our Feed Provider as required.

© 1997 - 2026 BeachHouse.com
Part of Dream Home Network, Inc.
Last updated on 2026.08.11
Terms & Policy