New offering in Jolly Rogers Estates. Come see this modern coastal three bedroom, two and half bath home in Little Torch Key. This Jolly Roger Estates home has a great central location between Marathon and Key West. 60' of water front and dockage plus large oversize deck waterside. Shaded covered area to relax in the hammocks under the house including two large lockable storage rooms perfect for a workshop and Angler's room. Upstairs the screened-in canal side porch runs along the entire back of the home adding even more outdoor living area. This house was designed for entertaining; large kitchen, soaring ceilings and lofted living areas. Open concept design complete with new plank flooring accented by painted white woodwork throughout, paired with a mix of island and modern style furniture. Newer two zone central air, impact windows and doors and metal roof. Propane range, water heater and dryer. Each bedroom offers views of the tranquil nature preserve across the street, perfect for watching the birds and sunset. Whether you are looking for a full time residence or island getaway, this home was designed for living the Keys style.
Single-familyProperty Type
1988Year Built
6,000 sq ftLot Size
$621Est. Price/Sq.Ft.
Listed by Jo Ann Cook• Ocean Sotheby's International
Bought with Everett Watkins• Keller Williams Key West Compass Realty
YOU WANT ROOM THIS IS IT! PRIVATE AREA IN HOME FOR GUESTS. MASTER BEDROOM HAS OPEN PORCH TO WATCH SUNSETS, WALK IN CLOSET. ROOM FOR OFFICE, NURSERY, REC. ROOM YOU NAME IT. GOOD RENTAL HISTORY. 36X8 SCREENED TILE PORCH OVER LOOKING CANAL. WORKSHOP DOWN. WOODEN FENCE FOR PRIVACY. MUST SEE ALL THE EXTRAS.
Public Records
Aug 30, 1993
Sold
$155,000
$67/sq ft
Public Records
Mar 15, 1990
Sold
$235,000
$102/sq ft
Public Records
Dec 31, 1987
Sold
$24,000
$10/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$10,697 (+2.8%)
$543,000 + $592,129
$1,135,129
2024
$10,402 (+0.4%)
$543,000 + $589,413
$1,132,413
2023
$10,356 (+47.6%)
$570,000 + $563,210
$1,133,210
2022
$7,014 (+9.2%)
2021
$6,423 (+9.1%)
2020
$5,888 (+18.4%)
$248,850 + $312,093
$560,943
2019
$4,975 (−0.6%)
$248,850 + $312,093
$560,943
2018
$5,004 (+2.8%)
2017
$4,866 (−3.3%)
2015
$5,032 (−3.0%)
2014
$5,188
Tax history for 427 Pirates Rd
Year
Property tax
Land + Additions
Assessment*
2025
$10,697 (+2.8%)
$543,000 + $592,129
$1,135,129
2024
$10,402 (+0.4%)
$543,000 + $589,413
$1,132,413
2023
$10,356 (+47.6%)
$570,000 + $563,210
$1,133,210
2022
$7,014 (+9.2%)
2021
$6,423 (+9.1%)
2020
$5,888 (+18.4%)
$248,850 + $312,093
$560,943
2019
$4,975 (−0.6%)
$248,850 + $312,093
$560,943
2018
$5,004 (+2.8%)
2017
$4,866 (−3.3%)
2015
$5,032 (−3.0%)
2014
$5,188
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Public record
Zoning
Beds
3
Baths
2.5
Stories
3
Lot width
—
Lot depth
—
Lot size
6,000 Sq. Ft.
Year renovated
2017
Sq. Ft.
2,303
Year built
1988
Style
Single Family Residential
County
Monroe County
APN
2866 29 00215240000000
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 10, 2026.
IS
III
Improved Subdivision District
The purpose of the IS district is to accommodate the legally vested residential development rights of the owners of lots in subdivisions that were lawfully established and improved prior to the adoption of this LDC. For the purpose of this section, improved lots are those that are served by a dedicated and accepted existing road of porous or nonporous material, that have an approved potable water supply, and that have sufficient uplands to accommodate the proposed use in accordance with the required setbacks. This district is not intended to be used for new land use districts of this classification within the county.