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  • 22777 Jolly Roger Drive, Cudjoe Key, FL 33042 (MLS# 619513)

22777 Jolly Roger Drive, Cudjoe Key, FL 33042

New Listing
$1,289,000
Property Type: Residential Bedrooms: 3 Baths: 2 Square Footage: 1,488 Lot Size (sq. ft.): 15,925 Status: Active
Current Price: $1,289,000 List Date: 4/16/2026 Last Modified: 4/16/2026

Description

Stop dreaming and start packing. This rare canal-front gem features a 2.75 assumable mortgage for qualified buyers--a game-changer in today's market! Situated on a massive, double-fenced corner lot, this 3-bed, 2-bath home is the ultimate playground. There is enough room to park all your toys, boats, cars, and RV. Your 4-legged family members will love their own large yard. With no HOA, you even have ample space for a chicken coop. A large saltwater pool is perfect for soaking up the sun and enjoying a peaceful afternoon. There is a bonus room for an office or a Zen den. Roof is 2018. In addition, Lot 2, part of the property, includes a potential buildable lot, a rare opportunity to have a second residence, guest house or future income producing home.Buyer to verify. A significant long term value! This Jolly Roger can be your own slice of paradise, come soak up the sun! Seller is licensed Real Estate agent in the state of Florida.

More Information MLS# 619513

Contract Information

Listing Board: Key West Association As is Rght to Inspct: Yes Potential Short Sale: No Bank Owned: No Species List: No Current Price: $1,289,000 Listing Date: 2026-04-16 List Price: $1,289,000

Location, Tax & Legal

City: Cudjoe Off Shore Island: No Mile Marker: 23 Marathon Neighborhood: N/A Side: Ocean Flood Zone: AE,VE Alternate Key #: 1232009 Parcel #: 00179990-000000 Zoning: IS - Improved Subivision District Deed Restrictions: No Legal: BK 18 LTS 1 AND 2 CUTTHROAT HARBOR ESTATES PB4-165 CUDJOE KEY OR204-197 OR522-953 OR549-402C OR710-31 OR787-1326 OR1072- Taxes: 8267.46 Tax Year: 2025 Pub Sewer HkUp: Yes Street #: 22777 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 Waterfront: Yes Control Depth: 3 Lot Size: x Lot SqFt: 15925 Pool: Yes Lot Sqft Source: Property Data Card Total Units: 0 Acres: 0.37 SqFt Source: Property Data Card Rentals Allowed: With Restrictions Min Rental Days: 28 Style: Single Family Year Built: 1974 Living Apx SqFt: 1488 Total Bedrooms: 3 Full Baths: 2 Total Baths: 2

Remarks & Misc

Remarks – Consumer: Stop dreaming and start packing. This rare canal-front gem features a 2.75 assumable mortgage for qualified buyers--a game-changer in today's market! Situated on a massive, double-fenced corner lot, this 3-bed, 2-bath home is the ultimate playground. There is enough room to park all your toys, boats, cars, and RV. Your 4-legged family members will love their own large yard. With no HOA, you even have ample space for a chicken coop. A large saltwater pool is perfect for soaking up the sun and enjoying a peaceful afternoon. There is a bonus room for an office or a Zen den. Roof is 2018. In addition, Lot 2, part of the property, includes a potential buildable lot, a rare opportunity to have a second residence, guest house or future income producing home.Buyer to verify. A significant long term value! This Jolly Roger can be your own slice of paradise, come soak up the sun! Seller is licensed Real Estate agent in the state of Florida. Directions: US 1 to Cudjoe Key to Cutthroat to Jolly Rodger address.

Association Info

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

License Info

Non Trans Rntl Lic: 1

Fee Includes

None: 1

Dockage

Dock Length: 50 Seawall: Concrete

Tax Exemptions

None: 1

Appliances

Dishwasher: 1 Dryer: 1 Gas Appliances: 1 Microwave: 1 Oven: 1 Range: 1 Refrigerator: 1 Washer: 1

Pets

Pets Allowed: 1

Cooling

Ceiling Fans(s): 1 Central Air: 1 Ductless: 1

Heating

Central: 1 Propane Stove: 1

Waterfront

Canal Front: 1

Waterview

Canal View: 1

Floor

Tile: 1

Interior Features

Built-in Cabinets: 1 Split Bedroom: 1

Specialty Rooms

Laundry Room: 1 Utility Room: 1 Workshop: 1 Other: 1

Building Style

Above Flood: Unknown Split Level: 1 Stories: 2 Stories

Windows/Doors

Single Hung Windows: 1

Vehicle Storage

RV Parking Open: 1 Off Street Parking: 1 Trailer Storage: 1

Construction

CBS: 1

Land Size

1/4 - 1/2 Acre: 1

Furnished

Unfurnished: 1

Terms

Assumable: 1 Cash: 1 Conventional: 1 FHA: 1 VA: 1

Utilities

FKAA: 1 Municipal Sewer: 1 Propane: 1

Porch/Balcony

Deck: 1 Open Porch/Balcony: 1 Screened Patio: 1

Title

Negotiable: 1

Exterior Features

Fencing: 1 Outdoor Shower: 1 Rain Gutters: 1 Shed: 1 Storage: 1

Pool Info

In Ground: 1 Salt Water: 1 Concrete: 1

Roof

Metal Roof: 1

Financial Status

Auction: No Bank Owned: No Potential Short Sale: No Standard Sale: Yes

Shutters

Accordion: 1

Status Change Info

Status: Active

Property Features

Fee Includes: None Tax Exemptions: None License Info: Non Trans Rntl Lic Waterfront: Canal Front Waterview: Canal View Building Style: Split Level Vehicle Storage: Off Street Parking; RV Parking Open; Trailer Storage Furnished: Unfurnished Cooling: Ceiling Fans(s); Central Air; Ductless Heating: Central; Propane Stove Utilities: FKAA; Municipal Sewer; Propane Interior Features: Built-in Cabinets; Split Bedroom Specialty Rooms: Laundry Room; Utility Room; Workshop; Other Appliances: Dishwasher; Dryer; Gas Appliances; Microwave; Oven; Range; Refrigerator; Washer Exterior Features: Fencing; Outdoor Shower; Rain Gutters; Shed; Storage Pool Info: In Ground; Salt Water; Concrete Construction: CBS Shutters: Accordion Floor: Tile Roof: Metal Roof Pets: Pets Allowed Land Size: 1/4 - 1/2 Acre Terms: Assumable; Assumable; Cash; Conventional; FHA; VA Title: Negotiable

Room Information

Bedroom 1 Level: Main Bedroom 2 Level: Second Bedroom 3 Level: Second Family Room Level: Main

Documents

Listing Office: Live Local Realty of the Florida Keys
Last Updated: April - 16 - 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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