22777 Jolly Roger Drive, Cudjoe Key, FL 33042

$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: 4/22/2026

Description

Stop dreaming and start packing. 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

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

Location Tax Legal

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 Style: Single Family Waterfront: Yes Control Depth: 3 Pool: Yes Year Built: 1974 Lot Size: X Lot SqFt: 15925 Lot Sqft Source: Property Data Card Acres: 0.37 Living Apx SqFt: 1488 SqFt Source: Property Data Card Total Bedrooms: 3 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 Length: 50 Seawall: Concrete

Building Style

Above Flood: Unknown Stories: 2 Stories

Financial Status

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

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: 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 - 22 - 2026
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