22542 Jolly Roger, FL 33042 (MLS# A12076889)

22542 Jolly Roger, FL 33042

$1,725,000
Property Type: Residential Bedrooms: 4 Baths: 4 Square Footage: 2,440 Status: Active
Current Price: $1,725,000 List Date: 4/13/2026 Last Modified: 9/18/2026

Overview

Description

Oceanfront living on Cudjoe Key, where broad covered balconies, generous outdoor space, and a private boat launch put Keys waterfront life within reach. This four-bedroom, three-bath home is a study in coastal architecture -- large impact glass doors and windows frame open water views and pull natural light into every room. Soaring 26' ceilings and rich wood beams anchor the open-concept main level, which includes a renovated kitchen, dining space, living room, laundry, and two bedrooms with two full baths. Upstairs, a third bedroom sits at the top of the stairs, and a catwalk leads to the fourth bedroom with ensuite bath and a walkout deck framing panoramic open water views. The home has been restored to its former glory with modern updates layered in -- rustic accents meet open, light-filled spaces that let the oceanfront setting do the talking. Adjacent lot also available for even more ocean enjoyment. Seller financing available: 50% down, 6% for 15 years, no flood or wind insurance ...

Listing Details MLS# A12076889

General Property Information

Property Sub Type
Single Family Residence
Bedrooms Total
4
Bathrooms Total
4
Bathrooms Full
4
Living Area Main
2440
Year Built
1982
Carport YN
Yes
Carport Spaces
4
Covered Spaces
4
Lot Size Area
6930
Lot Size Acres
0.16
Senior Community YN
No
Waterfront YN
Yes
Water Frontage Feet
60
Outdoor Living Spaces YN
Yes
Stories Total
2
Direction Faces
South
Pool Private YN
No
Furnished
Unfurnished

Property Features

Flooring: Tile Parking Features: Covered Appliances: Dishwasher; Dryer; Refrigerator; Washer Construction Materials: Frame Cooling: Ceiling Fan(s); Central Air Heating: Central Interior Features: Built-in Features; Entrance Foyer; Vaulted Ceiling(s); Walk-In Closet(s) Levels: Two Listing Terms: Owner Will Carry Lot Features: Room for Pool Possession: Close Of Escrow Restrictions: Other Restrictions Roof: Metal Sewer: Public Sewer Special Information: Flood Zone; Sold As-Is Water Access: No Fixed Bridge Water Source: Public Water View: Direct Ocean Waterfront Features: Ocean Front Showing Requirements: Call Listing Agent Outdoor Living Spaces: Balcony; Deck; Porch Balcony Details: Balcony - Open Porch Details: Porch - Open Room Types: Other

Contract Information

Comp Sale YN
No
Original List Price
1725000
Occupant Type
Owner

Location and Legal

Country
United States
County Or Parish
Monroe
County Parish Name
Monroe
Street Number
22542
Street Name
Jolly Roger
State Or Province
FL
Postal Code
33042
Postal Code +4
4238
Postal Zip
33042
Subdivision Name
CUTTHROAT HARBOR ESTS
Area
5940 - Other Florida County
Geographic Area
Other
Elementary School
Sugarloaf
Middle Or Junior School
Sugarloaf
High School
Key West
Parcel Number
00180480123456
Zoning
is
Flood Zone
VE

Financial Information

Membership Fee Required YN
No
Tax Annual Amount
12646
Tax Year
2025
Tax Legal Description
BK 19 LT 36 CUTTHROAT HARBOR ESTATES CUDJOE KEY PB4-165 OR222-580 OR781-1811D/C OR781-1812/14 OR781-1815 OR781-1818/19 OR804-659 OR832-479 O

Status Change Information

Major Change Timestamp
2026-04-13T04:00:00Z
Major Change Type
New Listing
Status Change Date
2026-09-17

More Information

Entry Information

Entry Level
Yes

Price Calculations

Current Price To SqFt
706.96

Section Details

Parcel Number MLX
0000

Originating Details

Originating System Key
559833465
Originating System ID
M00000151

Room Information

Room Name
Other
IDX
Listing Office: Coldwell Banker Schmitt R.E.
Last Updated: September - 18 - 2026
This information is not verified for authenticity or accuracy and is not guaranteed and may not reflect all real estate activity in the market. Copyright 2026 Beaches Multiple Listing Service, Inc. All rights reserved. Information Not Guaranteed and Must Be Confirmed by End User. Site contains live data.
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