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  • 22410 Jolly Roger Drive, Cudjoe Key, FL 33042 (MLS# 620456)

22410 Jolly Roger Drive, Cudjoe Key, FL 33042

$1,499,000
Property Type: Residential Bedrooms: 2 Baths: 2 Square Footage: 1,587 Lot Size (sq. ft.): 10,530 Status: Contingent/Show
Current Price: $1,499,000 List Date: 6/30/2026 Last Modified: 7/12/2026

Overview

Description

Welcome to your oceanfront retreat on Cudjoe Key, where panoramic wide open ocean views, exceptional outdoor living, and easy boating access come together to create the quintessential Florida Keys lifestyle. Built on a lot and a half with durable CBS construction, this inviting 2-bedroom, 2-bath, 1,587 sq. ft. home is perfectly positioned to take advantage of its spectacular waterfront setting. The light-filled interior flows effortlessly into the spacious screened porch where you'll enjoy ocean breezes, morning coffee, waterfront dining and unforgettable sunrises and moonlit evenings. Just beyond, an expansive deck provides even more space for entertaining or simply relaxing while overlooking the endless blue waters. Inside, the primary suite serves as a peaceful waterfront sanctuary, featuring a private en-suite bath, walk-in closet, and sliding glass doors that open directly to the deck, allowing you to wake up to breathtaking ocean views each morning. A comfortable guest bedroom o ...

Listing Details MLS# 620456

Location, Tax & Legal

Street #
22410
Street Name
Jolly Roger
Street Suffix
Drive
Key/Island
Cudjoe Key
State/Province
FL
Zip Code
33042
County
Monroe
Subdivision
Cutthroat Harbor Est (23.0)
Area
07 - Cudjoe Key
City
Cudjoe
Off Shore Island
No
Mile Marker
23
Marathon Neighborhood
N/A
Side
Ocean
Flood Zone
VE,VE,AE
Alternate Key #
1232602
Parcel #
00180580-000000
Zoning
IS - Improved Subivision District
Deed Restrictions
Unknown
Legal
BK 19 LT 46 & E1/2 LT 47 CUTTHROAT HARBOR ESTATES CUDJOE KEY PB4-165
Taxes
15373.79
Tax Year
2025
Pub Sewer HkUp
Yes

Contract Information

Listing Board
Key West Association
As is Rght to Inspct
Yes
Species List
Yes

General Property Description

Realtor.COM Type
Residential - Single Family
Style
Single Family
Waterfront
Yes
Control Depth
4
Pool
No
Year Built
1982
Lot SqFt
10530
Lot Sqft Source
Property Data Card
Acres
0.24
Living Apx SqFt
1587
SqFt Source
Property Data Card
Total Bedrooms
2
Full Baths
2
Total Baths
2
Rentals Allowed
With Restrictions
Min Rental Days
28
Total Units
0

Status Change Info

Contingent
Contingent/Show

Association Info

Mandatory Home Owners Asc
No
1st Right of Refusal
No
Association Fee $
0

Dockage

Dock
Wood
Davits
Yes

More Information

Building Style

Above Flood
Yes
Stilt Column Height
Medium - 5Ft - 9Ft

Vehicle Storage

Car(s)
4+
Carport
Yes
Covered Parking
Yes
Open Parking
Yes
RV Parking Open
Yes
Off Street Parking
Yes
Trailer Storage
Yes

Remarks & Misc

Remarks – Consumer
Welcome to your oceanfront retreat on Cudjoe Key, where panoramic wide open ocean views, exceptional outdoor living, and easy boating access come together to create the quintessential Florida Keys lifestyle. Built on a lot and a half with durable CBS construction, this inviting 2-bedroom, 2-bath, 1,587 sq. ft. home is perfectly positioned to take advantage of its spectacular waterfront setting. The light-filled interior flows effortlessly into the spacious screened porch where you'll enjoy ocean breezes, morning coffee, waterfront dining and unforgettable sunrises and moonlit evenings. Just beyond, an expansive deck provides even more space for entertaining or simply relaxing while overlooking the endless blue waters. Inside, the primary suite serves as a peaceful waterfront sanctuary, featuring a private en-suite bath, walk-in closet, and sliding glass doors that open directly to the deck, allowing you to wake up to breathtaking ocean views each morning. A comfortable guest bedroom offers welcoming accommodations for family and friends. Boaters will appreciate the dock and davits, providing convenient access to the Atlantic for world-class fishing, diving, sandbar adventures and sunset cruises. The lower-level enclosure offers abundant storage for kayaks, paddleboards, fishing gear, and all of your island essentials. Whether you're entertaining guests on the spacious outdoor living areas, heading out for a day on the water, or simply soaking in the tranquil open water views, this Cudjoe Key waterfront home is your opportunity to embrace the relaxed, waterfront lifestyle the Florida Keys are known for.
Directions
From US-1, turn oceanside onto Cutthroat Dr, turn right onto Jolly Roger Dr. Home will be on the left.

Fee Includes

None
Yes

Tax Exemptions

None
Yes

Appliances

Dishwasher
Yes
Dryer
Yes
Microwave
Yes
Oven
Yes
Range
Yes
Refrigerator
Yes
Washer
Yes

Pets

Pets Allowed
Yes

Cooling

Ceiling Fans(s)
Yes
Central Air
Yes

Waterfront

Oceanfront
Yes
Open Water
Yes

Waterview

Ocean View
Yes
Open Water View
Yes

Floor

Tile
Yes

Interior Features

Built-in Cabinets
Yes
Drapes/Blinds Incl
Yes
Walk-in Closet(s)
Yes

Windows/Doors

Sliding Glass Doors
Yes

Construction

CBS
Yes

Land Size

More than 1 Lot
Yes

Furnished

Negotiable
Yes

Terms

Cash
Yes
Conventional
Yes
FHA
Yes
VA
Yes

Utilities

Buyer to Verify
Yes
Cable Available
Yes
FKAA
Yes
Municipal Sewer
Yes

Porch/Balcony

Deck
Yes
Screened P/B
Yes

Title

Negotiable
Yes

Exterior Features

Storage
Yes

Roof

Metal Roof
Yes

Shutters

Accordion
Yes

Property Features

Fee Includes: None Tax Exemptions: None Waterfront: Oceanfront; Open Water Waterview: Ocean View; Open Water View Dockage: Davits Vehicle Storage: Carport; Covered Parking; Off Street Parking; Open Parking; RV Parking Open; Trailer Storage Furnished: Negotiable Cooling: Ceiling Fans(s); Central Air Utilities: Buyer to Verify; Cable Available; FKAA; Municipal Sewer Interior Features: Built-in Cabinets; Drapes/Blinds Incl; Walk-in Closet(s) Appliances: Dishwasher; Dryer; Microwave; Oven; Range; Refrigerator; Washer Exterior Features: Storage Construction: CBS Shutters: Accordion Floor: Tile Roof: Metal Roof Pets: Pets Allowed Land Size: More than 1 Lot Terms: Cash; Conventional; FHA; VA Title: Negotiable
Listing Office: Coldwell Banker Schmitt Real Estate Co
Last Updated: July - 12 - 2026
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.

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