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22410 Jolly Roger Drive, Cudjoe Key, FL 33042

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

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 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.

More Information MLS# 620456

Contract Information

Current Price: $1,499,000 Listing Date: 2026-06-30 Listing Board: Key West Association List Price: $1,499,000 As is Rght to Inspct: Yes Species List: Yes

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

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

Status Change Info

Status: Active

Association Info

Mandatory Home Owners Asc: No 1st Right of Refusal: No

Dockage

Dock: Wood

Building Style

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

Vehicle Storage

Car(s): 4+

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: June - 30 - 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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