Welcome to this beautifully updated canal-front home in the highly desirable Jolly Roger Estates on Little Torch Key! Offering 3 bedrooms, 2 baths, 1,170 sq ft of living space plus a 110 sq ft flex/office area, this meticulously maintained waterfront home features a desirable split floor plan with an open layout, remodeled kitchen with quartz countertops and LG ThinQ smart refrigerator and range, large pantry/storage closet, extra built-in cabinets, updated bathrooms with new vanities, fixtures and flooring, new light fixtures and ceiling fans throughout, new luxury vinyl plank flooring throughout, office/flex space overlooking the canal, master suite w/ huge 9'x7' closet, guest bedroom with built-in queen Murphy bed and storage, multiple washer/dryer hookups, and five individual mini-split A/C units for room-by-room comfort. Outdoor features include a metal roof (2018), 60' concrete seawall with 14,000 lb boat lift, deep-wide flow-through canals, no bridges to open water with an under five-minute idle zone out, large outdoor bar and kitchen with built-in KitchenAid grill, screened porch, outdoor shower, privacy-fenced yard, large storage area, oversized parking, 50 amp RV hookup, generator-ready setup, and plenty of room for a pool. Enjoy endless sunset views over the protected salt ponds with no front neighbors (ever!) and an east-facing backyard perfect for sunrise coffees and cooler afternoons! Ideal as a primary residence, vacation home, or investment. Can be sold turn-key less some personal items. Low-cost transferable flood insurance ($1073). Transferable termite warranty in place. AHS 1 Year Shield Plus Home Warranty offered. Owner is a licensed Florida Realtor®.
Single-familyProperty Type
2001Year Built
6,000 sq ftLot Size
$840Price/Sq.Ft.
$3/moHOA Dues
Listed by Maggie Beall• Lokation Real Estate
Bought with Lynn Goodwin, P.A.• Coldwell Banker Schmitt Real Estate Co.
Bought with Aimee Kornetti• Coldwell Banker Schmitt Real Estate Co.
Est. $4,215 per month, based on comparable rentals
Sale and tax history for 417 Pirates Rd
Sale History
Tax History
Date
Event
Price
FLKMLS #618340
Aug 31, 2026
Sold
$1,075,000
$840/sq ft
May 21, 2026
Contingent
—
Apr 24, 2026
Price Changed
$1,124,900
$879/sq ft
Mar 3, 2026
Price Changed
$1,149,000
$898/sq ft
Jan 27, 2026
Listed
$1,199,000
$937/sq ft
FLKMLS #618334
Feb 1, 2026
Listing Removed
—
Feb 1, 2026
Listed
$1,199,000
$937/sq ft
FLKMLS #571435
Jan 6, 2017
Sold
$530,000
$414/sq ft
Jul 18, 2016
Listed
$575,000
$449/sq ft
+16
Stunning canal front home with sunset views over the salt ponds. Recently updated inside so it is ready to move into today. Boat lift and davits on this wide canal make boating a breeze. Quick access to the Ocean by Dolphin Marina. This is a must see home.
FLKMLS #561226
Feb 21, 2014
Sold
$400,000
$313/sq ft
May 23, 2013
Listed
$425,000
$332/sq ft
Public Records
Sep 17, 1999
Sold
$55,000
$43/sq ft
Public Records
Mar 5, 1998
Sold
$52,000
$41/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$5,071 (+5.3%)
2024
$4,817 (+4.4%)
2023
$4,616 (+2.7%)
2022
$4,495 (−2.6%)
2021
$4,616 (+0.5%)
2020
$4,593 (+0.4%)
$248,850 + $212,503
$461,353
2019
$4,575 (−9.6%)
$248,850 + $212,503
$461,353
2018
$5,062 (+4.5%)
$243,000 + $213,828
$456,828
2017
$4,844 (+8.8%)
$238,500 + $217,958
$456,458
2015
$4,453 (+6.2%)
$222,555 + $166,840
$389,395
2014
$4,194
Public record
Public record
Zoning
Beds
3
Baths
2
Stories
2
Lot width
—
Lot depth
—
Lot size
6,000 Sq. Ft.
Year renovated
2016
Sq. Ft.
1,170
Year built
2001
Style
Single Family Residential
County
Monroe County
APN
2866 29 00215250000000
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Oct 9, 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.
Zone overlays
Tier III Overlay District
Permitted uses
Include but are not limited to:
Housing-Multiple units
Infrastructure
Property details
Parking
Parking / Garage Information
Vehicle Storage: Open Parking, Trailer Storage, Covered Parking, RV Parking Open, Off Street Parking