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PRICE $1,350,000 dsIDX morgage calculator
BEDS 3
BATHS 2
HOME SIZE 1,488 sqft
LOT SIZE 16,553 sqft

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. A significant long term value! This Jolly Roger can be your own slice of paradise, come soak up the sun!

DAYS ON MARKET 1 LAST UPDATED 3/13/2026
TRACT CUTTHROAT HARBOR ESTATES YEAR BUILT 1974
COMMUNITY 33042 - Summerland Key COUNTY Monroe
STATUS Active PROPERTY TYPE(S) Single Family


ADDITIONAL DETAILS
AIR Central Air, Wall/Window Unit(s)
AIR CONDITIONING Yes
APPLIANCES Dishwasher, Electric Water Heater, Microwave, Range, Refrigerator
AREA 33042 - Summerland Key
CONSTRUCTION Block, Concrete
EXTERIOR Balcony, Dock, Outdoor Shower, Private Entrance, Private Yard, Storage
HEAT Central, Ductless, Electric, Heat Pump
INTERIOR Eat-in Kitchen, Open Floorplan
LOT 0.38 acre(s)
LOT DESCRIPTION Corner Lot, Landscaped, Level, Paved, Private, Waterfront
PARKING Boat, Guest, Parking Pad, RV Access/Parking
POOL Yes
POOL DESCRIPTION Fiberglass, In Ground, Salt Water, Private
SEWER Public Sewer
STORIES 2
STYLE Florida
SUBDIVISION CUTTHROAT HARBOR ESTATES
TAXES 7936.76
UTILITIES Electricity Connected, Propane, Sewer Connected, Water Connected
VIEW Yes
VIEW DESCRIPTION Canal, Water, Pool
WATER Public
WATER ACCESS ATLANTIC OCEAN FROM CUDJOE BAY
WATERFRONT Yes
WATERFRONT DESCRIPTION Canal Front
MORTGAGE CALCULATOR
   

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CONTACT US ABOUT 22777 JOLLY ROGER DR
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Listing provided by Olivia Poto, GARRISON REALTY GROUP LLC, 352-805-5550
The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 3/13/26 12:39 PM PDT.

This IDX solution is (c) Diverse Solutions 2026.