Back to search
22777 JOLLY ROGER DR. Cudjoe Key, FL $ 1,350,000
Share Save
$ 1,350,000 Get more info
22777 JOLLY ROGER DR.
$ 1,350,000
Back to search
Recently Listed
Share Save

22777 JOLLY ROGER DR.

Cudjoe Key, FL, 33042
$ 1,350,000
Bedrooms3 Baths2.0 Sq 1,488

Monthly Estimate*

$ 8,312

22777 JOLLY ROGER DR., Cudjoe Key, FL 33042 - Image 1
22777 JOLLY ROGER DR., Cudjoe Key, FL 33042 - Image 2
22777 JOLLY ROGER DR., Cudjoe Key, FL 33042 - Image 3
22777 JOLLY ROGER DR., Cudjoe Key, FL 33042 - Image 4
22777 JOLLY ROGER DR., Cudjoe Key, FL 33042 - Image 5
22777 JOLLY ROGER DR., Cudjoe Key, FL 33042 - Image 6
22777 JOLLY ROGER DR., Cudjoe Key, FL 33042 - Image 7
22777 JOLLY ROGER DR., Cudjoe Key, FL 33042 - Image 8
22777 JOLLY ROGER DR., Cudjoe Key, FL 33042 - Image 9
22777 JOLLY ROGER DR., Cudjoe Key, FL 33042 - Image 10
22777 JOLLY ROGER DR., Cudjoe Key, FL 33042 - Image 11
22777 JOLLY ROGER DR., Cudjoe Key, FL 33042 - Image 12
22777 JOLLY ROGER DR., Cudjoe Key, FL 33042 - Image 13

Single Family Home for sale in Cudjoe Key, FL

for $1,350,000 with 3 bedrooms and 2 full baths. This 1,488 square foot home was built in 1974 on a lot size of 0.38.

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!

See more
Single Family Active

Price

$ 1,350,000

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 7,936

Style

Florida

Lot Size

0.38

Year Built

1974

Town/City

Cudjoe Key

County/Region

Monroe

MLS | Web ID

G5109518
Features
General
Sewer Public Sewer
Heating Central Electric Heat Pump Wall Units / Window Unit
Cooling Central Air Mini-Split Unit(s) Wall/Window Unit(s)
Utilities Electricity Connected Fiber Optics Fire Hydrant Propane Public Sewer Connected Street Lights Water Connected
Possession Close Of Escrow
Roof Metal
Appliances Dishwasher Electric Water Heater Microwave Range Refrigerator
Zoning IS
Patio/Porch Features Covered Patio Rear Porch Screened
Architectural Style Florida
Pool Features Auto Cleaner Chlorine Free Fiberglass In Ground Lighting Salt Water
Construction Materials Block Concrete
Pets Allowed Yes
Year Built 1974
View Pool Water
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Waterfront Features Canal - Saltwater
Additional Parcels Description 00
County Monroe
New Construction false
Property Type Residential
Attached Garage false
Subdivision Name CUTTHROAT HARBOR ESTATES
Facing Direction Southwest
Garage Y/N false
Green Indoor Air Quality HVAC Filter MERV 8+ Integrated Pest Management No Smoking-Interior Buildg Non Toxic Pest Control
Other Structures Shed(s)
Total Rooms 6
Full Baths 2
Status Active
Directions U.S. 1 mile marker 23 Cudjoe Key turn into Cutthroat Dr. first right is 22777 Jolly Roger Dr.
City CUDJOE KEY
Body of Water ATLANTIC OCEAN FROM CUDJOE BAY
Senior Community Y/N false
MLS Area 33042 - Summerland Key
Lot Size Units Square Feet
Lot Size Square Feet 16500
Carport Y/N false
Listing Terms Assumable Conventional
Land Lease Y/N false
Tax Annual Amount 7936.76
Home Warranty Y/N false
Additional Parcels Y/N true
Lease Considered Y/N true
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Vacant
Tax Lot 1
Legal Description BK 18 LTS 1 AND 2 CUTTHROAT HARBOR ESTATES PB4-165 CUDJOE KEY OR204-197 OR522-953 OR549-402C OR710-31 OR787-1326 OR1072-1871R/S OR1442-304/05 OR1442-306/07 OR1551-1793/94 OR1789-941 OR1794-1569 OR2162-727 OR2162-728/29TR OR2986-2217COV OR2987-1464 OR 2987-1473
Water View Canal Gulf/Ocean - Partial
Water Access Type Canal - Saltwater
Minimum Lease 1-7 Days
Water Access Y/N true
Additional Rooms Bonus Room
Water View Y/N true
Flood Zone Code VE
DockY/N true
See more
Interior
Interior Amenities Ceiling Fan(s) Eating Space In Kitchen Kitchen/Family Room Combo Living Room/Dining Room Combo Open Floorplan Primary Bedroom Main Floor PrimaryBedroom Upstairs Thermostat
Flooring Tile
Furnished Y/N Unfurnished
Total Stories 2
Air Conditioning Y/N true
Heating Y/N true
Window Features Aluminum Frames Blinds Shutters
Fireplace Y/N false
Half Baths 0
Laundry Features Electric Dryer Hookup Washer Hookup
Total Bedrooms 3
Total Baths 2
See more
Exterior
Exterior Amenities Balcony French Doors Hurricane Shutters Outdoor Shower Private Entrance Private Yard Storage
Vegetation Fruit Trees Trees/Landscaped
Fencing Chain Link
Parking Features Boat Guest Parking Pad RV Parking
Lot Features Corner Lot Flood Insurance Required FloodZone Landscaped Level Oversized Lot Private
Water Source Public
Lot Size Area 16500
Foundation Details Block Concrete Perimeter
Spa false
Building Area Total 1488
Lot Size Acres 0.38
Road Surface Type Paved Asphalt
Private Pool true
Waterfront Y/N true
Road Frontage Type Street Paved
Number of Lots 2
Road Responsibility Public Maintained Road
See more
* Excluded Features
List By
Garrison Realty Group Llc

Broker

oliviapotownc@gmail.com

Email

Affordability Calculator

$8,974
Per Month
93%
7%
0%
Monthly Principal & Interest
$8,312
Monthly Property Taxes
$661
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
4827338 Elementary School
4827337 Middle School
Unknown High School High School
See complete school information
Pricing History
DatePricePrice ChangeDescription
3/13/2026$1,350,000 Listed Price

Map

More homes like this one

homes for you

See all
See all

22777 JOLLY ROGER DR., Cudjoe Key, FL, 33042 is a Single Family Home for sale at $1,350,000 with 1,488 sqft and a lot size of 0.38. 22777 JOLLY ROGER DR. has 3 bedrooms, 2.0 baths, and was built in 1974. The property's zip code is 33042 which is in Cudjoe Key, FL

Get more info