22440 Jolly Roger Drive

Cudjoe, FL 33042

$2,195,000
Price
2
Beds
1,292 Sq. Ft.
$1,699 / Sq. Ft.
1,292
Sq. Ft.
$1,699
per Sq. Ft.

Description

Experience the epitome of Florida Keys living in this stunning luxury waterfront home on Cudjoe Key. The back of the home has a South West Exposure, for endless ocean views and spectacular nightly sunsets. Constructed with poured concrete for unmatched durability and featuring a poured concrete floor, this home is a sanctuary of modern design and functionality. The property boasts impact-rated windows and doors installed in 2016, including custom 5-panel EuroWall stacking doors that create a seamless...Experience the epitome of Florida Keys living in this stunning luxury waterfront home on Cudjoe Key. The back of the home has a South West Exposure, for endless ocean views and spectacular nightly sunsets. Constructed with poured concrete for unmatched durability and featuring a poured concrete floor, this home is a sanctuary of modern design and functionality. The property boasts impact-rated windows and doors installed in 2016, including custom 5-panel EuroWall stacking doors that create a seamless indoor-outdoor flow. Modern elegance is evident throughout, with stainless cable railings and a zero-grout tiled walk-around porch. Offered furnished with Restoration Hardware and Room & Board pieces valued at approximately $45,000 (art excluded), also includes TVs. The outdoor spaces feature a heated pool featuring a Coralina stone deck sourced from the Dominican Republic, designed to stay cool underfoot. New pool equipment, including a heater and pump installed in 2018. Boating enthusiasts will appreciate the 21.5' wood dock with a Slide-Moor Dock system, complete with water access, as well as a floating dock system perfect for kayaking and paddleboarding. The property's tropical landscaping, accented with solar yard lighting & cozy lounge areas create wonderful, private space to enjoy serenity or entertain guests. The gourmet kitchen, updated in 2022, features quartz countertops, modern blue cabinets, and Samsung Bespoke appliances. Don't miss your chance to own this luxury retreat in the heart of Cudjoe Key. Just 22 miles to Key West and 3 hours from Miami. Fantastic bar/ restaurant/ and coffee shop within walking distance!
  1. Listed by Sandra Tuttle • Island Welcome Real Estate

Property Details for 22440 Jolly Roger Drive

Waterfront
Oceanfront, Open Water
Waterfront
Yes
Zoning
IS - Improved Subivision District
Subdivision
Cutthroat Harbor Est (23.0)
Directions
From US 1 on Cudjoe Key- mile marker 22 turn onto Cutthroat Dr toward the ocean side- go to end, turn right onto Jolly Roger Dr- go to 22440 Jolly Roger see sign
Vehicle Storage
Open Parking
Pets
Pets Allowed
LISTING UPDATED: 02/21/2025 06:19 AM

Property Details for 22440 Jolly Roger Drive

StatusActive
MLS #613293
Days on Market32
Taxes$13,019 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built1988
Lot Size0.22 AC / 9,510 SF
CountyMonroe County

Building Information for 22440 Jolly Roger Drive

Stories-Year Built1988Building Size-Lot Size0.22 AC / 9,510 SF

Property Information for 22440 Jolly Roger Drive

Summary
Location and General Information
  • Waterview: Ocean View, Open Water View
  • Area: 07 - Cudjoe Key
  • Absolute Longitude: 81.484137
  • Control Depth: 3
  • Off Shore Island: No
  • Listing Board: Marathon/Lower Keys
  • Side: Ocean
  • Mile Marker: 23.0
  • Marathon Neighborhood: N/A
  • Key/Island: Cudjoe Key
Owner
  • Owner Name: Dominik A Zimmerli
Taxes and HOA Information
  • Association Info: Mandatory Home Owners Asc: No
  • Association Info: 1st Right of Refusal: No
  • Fee Includes: None
  • Furnished: Furnished
  • Tax Year: 2024
  • Tax Exemptions: None
Property
Lot Information
  • Lot Size: 80 x 120
  • Acres: 0.22
  • Parcel #: 00180560
  • Land Size: Less Than 1/4 Acre
Property and Assessments
  • Legal: Bk 19 Wly 20Ft Lot 43 And All Lot 44 Cutthroat Harbor Estates Pb4-165 Cudjoe Key
  • MLS Approved: Y
  • SqFt Source: Tax Records
  • Flood Zone: V
  • Rentals Allowed: With Restrictions
  • Deed Restrictions: No
  • Picture Count: 58
  • Document Count: 2
  • Building Style: Above Flood: Unknown
  • Property Condition: Updated/Remodeled
  • Title: Negotiable
Utilities
  • Utilities: FKAA, Cable Available, Municipal Sewer
  • Pub Sewer HkUp: Yes
  • Species List: Yes
  • Pool: Yes
  • Pool Info: Heated: Yes
  • Pool Info: In Ground, Decked, Concrete
  • Porch/Balcony: Open Porch/Balcony, Screened Patio
Interior and Exterior Features
Interior Features
  • Floor: Laminate
  • GF-Interior Features: Dual Flush
  • Interior Features: Smoke Alarms, Quartz Countertops, Window Treatments, Storage
  • Pre-Wired: Cable
  • Appliances: Washer, Microwave, Range, Refrigerator, Dishwasher, Dryer
Exterior Features
  • Roof: Metal Roof
  • Dockage: Dock Length: 22
  • Dockage: Dock: Wood
  • Construction: CBS, Concrete
  • Dockage: Other Dockage
  • Exterior Features: Lighting, Storage
  • Windows/Doors: Impact Rstnce Window, Impact Rstnce Doors

Property History for 22440 Jolly Roger Drive

DateEvent & SourcePriceAppreciation
DateEvent & SourcePrice

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 22440 Jolly Roger Drive

Taxable ValueLand$1,341,861Additions$326,471Total$1,668,332
Tax Record2023$10,949 ($912 / month)
Home Facts
Beds2Baths2Total Finished SqFt1,292 SqFtAbove Grade Finished SqFt1,292 SqFtStories2Lot Size9,510 SqFtStyleSingle Family ResidenceYear Built1988Year Renovated2015CountyMONROEAPN00180560-000000

Schools near 22440 Jolly Roger Drive

This home is within Monroe.
Rating
School
Type
Grades
Distance
Public - PK to 8
Public - 9 to 12
Charter - PK to 5
Charter - K to 8
Rating
School
Distance
Sugarloaf School
PublicPK to 8

Key West High School
Public9 to 12

Big Pine Academy
CharterPK to 5

Sigsbee Charter School
CharterK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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22440 Jolly Roger Drive is a single family home for sale in Cudjoe, FL 33042. This property was listed for sale on January 23, 2025 by Island Welcome Real Estate, it's currently listed at $2,195,000. It has been on the market for a total of 32 days and was last sold on September 25, 2015. This listing's school district is Monroe. Nearby schools include Sugarloaf School, Key West High School and Big Pine Academy. 22440 Jolly Roger Drive is a 2-bed, 2-bath, 1,292 sqft single family home built in 1988.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Island Welcome Real Estate

Based on information from one of the following Multiple Listing Services: Beaches Multiple Listing Service, Inc., Martin County REALTORS® of the Treasure Coast, Inc., Miami Association of REALTORS®. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Beaches Multiple Listing Service, Inc., Martin County REALTORS® of the Treasure Coast, Inc., Miami Association of REALTORS® is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.