NEW 10 HRS AGO

For sale

$2,299,000

Est. $16,007/mo —

•

2,041

sq ft

589 Pirates Rd, Little Torch Key, FL 33042

About this home

Welcome to effortless Keys living! Built in 2017, this beautifully designed 3-bedroom, 3.5-bath CBS canal-front home offers 2,041 sq. ft. of living space, coastal style, privacy, and comfort. With no neighbors directly across the street, enjoy added privacy and openness. Solid CBS construction and impact-resistant windows and doors rated for winds up to 180 mph provide peace of mind. Set on a 50-foot-wide, deep, flow-through canal, the home offers quick, direct access to open water with no bridges. The spacious great room features soaring ceilings, abundant natural light, and a beautiful kitchen with quartz countertops, stainless steel appliances, and elegant finishes. Two ensuite guest bedrooms are on the main living level, while the entire upper level is a private primary retreat with a walk-in closet and bonus den, ideal for an office, workout space, or sitting area. Balconies on multiple levels invite you to enjoy morning coffee, coastal breezes, and stunning sunsets overlooking the salt ponds. A 40-foot concrete dock and 20,000-pound boat lift keep your boat right at home and ready to go. A fish-cleaning station adds convenience after a day on the water, while downstairs enclosed storage provides room for fishing gear, water toys, and Keys essentials. Less than two miles from a public boat ramp, this waterfront home puts world-class fishing, diving, and days on the water within easy reach. Whether it's a morning of fishing, an afternoon of diving, or a sunset cruise, enjoy all the Florida Keys have to offer. With comfort, privacy, and exceptional boating access, this home captures effortless island living!

Single-familyProperty Type

2017Year Built

6,000 sq ftLot Size

$1,126Price/Sq.Ft.

Listed by Lisa Ferringo and Associates Ferringo • Coldwell Banker Schmitt Real Estate Co

Listing updated: Oct 30, 2026 at 02:05pm

Redfin checked: a minute ago

•Source:FLKMLS #621868

Payment calculator

$16,007 per month

Principal and interest$12,547

Property taxes

$1,123

HOA dues

Home insurance

$2,337

Utilities

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Open houses

No upcoming open houses.

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28441 Meyer Ave, Little Torch Key, FL 33042
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OPEN SAT, 1PM TO 3PM3D WALKTHROUGH
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31179 Avenue H, Big Pine Key, FL 33043
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Around this home

Schools

K - 12
Preschool & daycare

Sugarloaf School

Public PreK-8 • Assigned • 8.9mi

6/10

Key West High School

Public 9-12 • Assigned • 25.5mi

3/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Market insights

589 Pirates Rd · $2,299,000

DAYS ON MARKET

The average home goes pending in 145 days.

SALE-TO-LIST

Most homes are selling 6% below list price.

LIST PRICE

Median sale price in this area is $1,262,390. (45% lower than this home)

PRICE DROP

14% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Cathedral ceilings
Storage
Walk-in closets
Built-in features
Unfurnished

Bathrooms
3 full bathrooms
1 half bathroom

Kitchen
Dishwasher
Range
Oven
Microwave
Wine cooler
Stainless steel appliances

Laundry & utility
Washer
Dryer

Flooring
Tile
Wood

Heating & cooling
Central air
Ceiling fans

Sale and tax history for 589 Pirates Rd

Sale History
Tax History

Date

Event

Price

FLKMLS #621868

Oct 30, 2026

Listed

$2,299,000

$1,126/sq ft

FLKMLS #600258

Jul 15, 2022

Sold

$1,795,000

$879/sq ft

Jun 8, 2022

Contingent

—

May 21, 2022

Price Changed

$1,949,000

$955/sq ft

Mar 23, 2022

Listed

$1,999,999

$980/sq ft

+39

Coastal elegance found throughout this stunning CBS canal front home built in 2017. Located on a deep flow through canal with fabulous ocean access. Great room floorplan with modern elegant kitchen featuring top of the line appliances, quartz counters, and well-appointed fixtures and finishes. 2 ensuite guest bedrooms on the main level of the home. The entire 2nd level is dedicated to the master retreat with a bonus den space – perfect for a home office or workout space. Balconies on all levels of the home offering the ideal venue for morning coffee watching the sunrise or happy hour sunsets over the salt ponds. Downstairs storage enclosure for all your toys and fishing gear. 40 ft. concrete dock with 20,000 lb. boat lift. Situated in a fabulous location for taking full advantage of the Keys' lifestyle with world class fishing and diving at your doorstep!

FLKMLS #592826

Jan 8, 2021

Sold

$1,285,000

$630/sq ft

Oct 3, 2020

Listed

$1,349,000

$661/sq ft

+35

Built in 2017, this stunning, 2-story CBS home offers deep, oceanside boating from the flow-through canal, a 20,000 lb. boat lift, 40 ft. concrete dock and fish cleaning station. Start and end each day taking in glorious sunrises and sunsets from multiple porches. Just one step inside and your breath will be taken away by the stunning great room and soaring ceilings of this 3-bedroom, 3.5-bath home. Quartz counters, a microwave drawer and dual-zone beverage refrigerator are the icing on the cake in the outstanding kitchen. The entire 2nd story is devoted to the master suite with walk-in closet, bonus room, and porches overlooking the preserve to west and Jolly Roger Estates to the east. Main living level offers two bedrooms, each with ensuite bath; half-bath in hallway for guests. If you love the impeccable furnishings, they're negotiable by a separate agreement. Convenient dual-zone central air, each floor has its own cooling/heating system. The exterior is enhanced by a paver drive and covered parking, as well as a convenient storage enclosure on the ground level. Little maintenance is required here, leaving more time for fishing, diving and generally enjoying life in the Keys! Impact-resistant windows and doors; metal roof. Occupancy for new owner is available after 1/1/2021, this may change a bit, call for details.

FLKMLS #561080

May 15, 2020

Listing Removed

—

May 6, 2013

Listed

$165,000

$81/sq ft

FLKMLS #553275

May 15, 2020

Listing Removed

—

Oct 17, 2010

Listed

$250,000

$122/sq ft

FLKMLS #574431

Nov 17, 2017

Sold

$950,000

$465/sq ft

Feb 23, 2017

Listed

$999,000

$489/sq ft

FLKMLS #564377

Mar 24, 2015

Sold

$154,500

$76/sq ft

May 27, 2014

Listed

$165,000

$81/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$13,477 (+3.2%)

$543,000 + $913,747

$1,456,747

2024

$13,064 (+0.5%)

$543,000 + $905,294

$1,448,294

2023

$12,995 (+14.0%)

$570,000 + $875,140

$1,445,140

2022

$11,402 (+33.8%)

$375,000 + $879,479

$1,254,479

2021

$8,520 (+9.1%)

2020

$7,811 (−3.2%)

$248,850 + $520,737

$769,587

2019

$8,071 (−2.5%)

$248,850 + $520,737

$769,587

2018

$8,282 (+419.7%)

$291,600 + $502,703

$794,303

2017

$1,594 (+8.3%)

$144,000

2016

$1,471 (+161.7%)

$119,097

2015

$562 (−1.2%)

$119,097

2014

$569

Public record

Public record
Zoning

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

6,000 Sq. Ft.

Year renovated

2020

Finished Sq. Ft.

2,041

Unfinished Sq. Ft.

—

Total Sq. Ft.

2,041

Year built

2017

Style

Single Family Residential

County

Monroe County

APN

2866 29 00217790000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 9, 2026.

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

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

Heat Factor

We're working on getting current and accurate heat risk information for this home.

10/10 Wind Factor

99% chance of strong winds in next 30 years

1/10 Air Factor

0 unhealthy days expected this year, 0 days in 30 years

Provided by First Street

Historical weather

Little Torch Key, FL • 33042

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

76/ 100

Good sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

8.3 hrs

3.4 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 589 Pirates Rd

We cannot show automated home-value estimates for this home.

Nearby homes have recently sold between $1,250,000 and $2,100,000.

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $1.3M to $2.1M.

SOLD SEP 16, 2026
$1,350,000 Last sold price
3 beds2 baths1,360 sq ft
27344 Saint Lucie Ln, Ramrod Key, FL 33042
$133/sq ft
larger lot
6 years newer
SOLD AUG 24, 2026
$2,100,000 Last sold price
3 beds2 baths1,512 sq ft
27356 Dominica Ln, Ramrod Key, FL 33042
$263/sq ft
larger lot
10 years older
SOLD SEP 24, 2026
$1,265,000 Last sold price
2 beds2 baths1,710 sq ft
653 Indies Rd, Ramrod Key, FL 33042
$386/sq ft
24 years older
SOLD SEP 30, 2026
$1,250,000 Last sold price
4 beds2.5 baths2,112 sq ft
29165 Clover Ln, Big Pine Key, FL 33043
$534/sq ft
larger lot
9 years older
SOLD JUN 17, 2026
$1,399,000 Last sold price
3 beds2 baths1,512 sq ft
823 Indies Rd, Ramrod Key, FL 33042
$201/sq ft
11 years older
SOLD SEP 4, 2026
$1,600,000 Last sold price
3 beds2 baths1,592 sq ft
29667 Forrestal Ave, Big Pine Key, FL 33043
$121/sq ft
larger lot
27 years older