OFF MARKET

Off Market Jul 2022 for $1.7M

$1,917,127

Est. refi paymentEst. refi $12,919/mo

•

2,126

sq ft

589 Pirates Rd, Little Torch Key, FL 33042

About this home

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!

Single-familyProperty Type

2017Year Built

6,000 sq ftLot Size

$902Est. Price/Sq.Ft.

Listed by Lisa Ferringo • Coldwell Banker Schmitt Lower Keys (KW)

Bought with Karen Haack • Coldwell Banker Schmitt RE Co.

Redfin checked: a few seconds ago

•Source:FLKMLS #600258

Redfin Estimate

$1,917,127

$122K since sold in July 2022$14K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 36.5% higher than the average sale price ($1.40M) of 6 comparable homes.

SOLD MAY 22, 2026
$2,800,000
A
3 beds3.5 baths2,538 sq ft
747 La Fitte Rd, Little Torch Key, FL 33042
SOLD AUG 31, 2026
$1,075,000
B
3 beds2 baths1,280 sq ft
417 Pirates Rd, Little Torch Key, FL 33042
SOLD AUG 21, 2026
$1,200,000
C
3 beds2 baths1,610 sq ft
612 Blackbeard Rd, Little Torch Key, FL 33042
SOLD JUN 25, 2026
$880,000
D
3 beds2 baths1,408 sq ft
27415 Barbuda Ln, Ramrod Key, FL 33042
SOLD JUN 17, 2026
$1,399,000
E
3 beds2 baths1,512 sq ft
823 Indies Rd, Ramrod Key, FL 33042
SOLD AUG 28, 2026
$1,075,000
F
3 beds2 baths1,196 sq ft
401 Coral Ave, Ramrod Key, FL 33042

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Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$6,054/mo

Redfin rental estimate

List your home for rent

Market trends in 33042, FL

Last updated August 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

94.8%

0.4% MoM

Median sale price

$1.1M

$476 MoM

Avg. days on market

147d

11 days MoM

Recently sold homes

0 MoM

New listings for sale

FOR SALE BY OWNER
$2,000,000
4 beds2 baths2,412 sq ft
20843 2nd Ave W, Cudjoe Key, FL 33042
$745,000
2 beds2 baths1,024 sq ft
28441 Meyer Ave, Little Torch Key, FL 33042
$819,500
3 beds2 baths960 sq ft
22968 Drake Ln, Cudjoe Key, FL 33042
3D WALKTHROUGH
$2,099,000
4 beds3.5 baths2,548 sq ft
1106 Thatch Ln, Cudjoe Key, FL 33042
See all

Provided by Redfin

Sale history for 589 Pirates Rd

Date

Event

Price

FLKMLS #600258

Jul 15, 2022

Sold

$1,795,000

$844/sq ft

Jun 8, 2022

Contingent

—

May 21, 2022

Price Changed

$1,949,000

$917/sq ft

Mar 23, 2022

Listed

$1,999,999

$941/sq ft

FLKMLS #592826

Jan 8, 2021

Sold

$1,285,000

$604/sq ft

Oct 3, 2020

Listed

$1,349,000

$635/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

$78/sq ft

FLKMLS #553275

May 15, 2020

Listing Removed

—

Oct 17, 2010

Listed

$250,000

$118/sq ft

FLKMLS #574431

Nov 17, 2017

Sold

$950,000

$447/sq ft

Feb 23, 2017

Listed

$999,000

$470/sq ft

FLKMLS #564377

Mar 24, 2015

Sold

$154,500

$73/sq ft

May 27, 2014

Listed

$165,000

$78/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

Tax history for 589 Pirates Rd

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

*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

Baths

Stories

Lot width

—

Lot depth

—

Lot size

6,000 Sq. Ft.

Year renovated

2020

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 Jul 10, 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

Property details

Parking

Parking / Garage Information
Vehicle Storage: Off Street Parking, Covered Parking

Interior

Virtual Tour

Interior Features
Interior Features: Cathedral Ceilings, Quartz Countertops, Walk-in Closet, Storage, Built-in Cabinets, Split Bedroom
Flooring: Tile Floor, Wood Floor
Windows/Doors: Impact Rstnce Window, Impact Rstnce Doors
Cooling/Heating: Central A/C, Heat, Ceiling Fans
Appliances: Washer, Stainless Steel Appl, Wine Cooler, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
Furnished: Furniture Negotiable

Bathroom Information
# of Full Baths: 4

Exterior

Boat Slip/Dock Information
Dockage: Dock Length: 40
Dockage: Boat Lift
Dockage: Dock: Concrete

Exterior Features
Exterior Features: Storage
Porch/Balcony: Open Porch/Balcony, Roof Top Deck, Patio

Property Features
On Waterfront
Waterfront Type: Canal Front
Waterview: Canal View, Salt Ponds

Property Information
Deed Restrictions: Unknown
Pets: Pets Allowed
Rentals Allowed: With Restrictions
Min Rental Days: 28

Lot Information
Acres: 0.14
Zoning: IS - Improved Subivision District
Land Size: Less Than 1/4 Acre
Control Depth: 4
Flood Zone: AE

Building Information
Year Built: 2,017
Sq. Ft. Source: Property Data Card
Building Style: Stories: 2
Building Style: Above Flood: Unknown
Building Style: Stilt Column Height: Medium - 5Ft - 9Ft
Construction: CBS
Roof: Metal Roof

Subdivision/Neighborhood
Subdivision: Jolly Roger Estates (28.5)
Marathon Neighborhood: N/A

Financial

Tax Information
Taxes: $8,519.98
Tax Year: 2,021
Tax Exemptions: None

Financial Information
Terms: Cash, Conventional

Utilities

Utility Information
Utilities: FKAA, Buyer to Verify, Municipal Sewer
Has Public Sewer Hook-up

Location

Homeowners Association Information
Association Info: 1st Right of Refusal: No
Association Info: Association Fee $: 0.00
Fee Includes: Other

Location Information
Side: Ocean
Mile Marker: 28.50
Directions: From Overseas Hwy, turn oceanside onto Pirates Rd. House will be on the left.

Neighborhood Features
Bike Paths

Public facts

Beds: 3
Baths: 4.0
Sq. Ft.: 2,041
Stories: 3.0
Lot Size: 6,000 square feet
Style: Single Family Residential
Year Built: 2017
Year Renovated: 2020
County: Monroe County
APN: 2866 29 00217790000000

Home facts updated by county records on Jul 10, 2026

Around this home

Schools

Sugarloaf School

Public PreK-8 • Assigned • 8.9mi

6/10

Key West High School

Public 9-12 • Assigned • 25.5mi

4/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

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

In this area, properties receive around 10 hours in June and 7.3 hours in December, placing it above the U.S. average for solar exposure.

10 hrs

7.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.82M – $2.21M

Sell confidently with a local market expert in Little Torch Key. 3 minutes to get started.

Nearby similar homes

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NEW CONSTRUCTION

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Land— sq ft

28525 Jolly Roger Dr, Little Torch Key, FL 33042

New listings for sale in 33042

FOR SALE BY OWNER

$2,000,000

4 beds2 baths2,412 sq ft

20843 2nd Ave W, Cudjoe Key, FL 33042

$745,000

2 beds2 baths1,024 sq ft

28441 Meyer Ave, Little Torch Key, FL 33042

$819,500

3 beds2 baths960 sq ft

22968 Drake Ln, Cudjoe Key, FL 33042

3D WALKTHROUGH

$2,099,000

4 beds3.5 baths2,548 sq ft

1106 Thatch Ln, Cudjoe Key, FL 33042

Home values near 589 Pirates Rd

Data from public records.

Address	Redfin Estimate
559 Pirates Rd, Little Torch Key, FL 3 Beds \| 2 Baths \| 1320 Sq. Ft.	$1,093,458
641 Pirates Rd, Little Torch Key, FL 4 Beds \| 3.5 Baths \| 1844 Sq. Ft.	$1,349,383

Address	Redfin Estimate
661 Pirates Rd, Little Torch Key, FL 2 Beds \| 1 Baths \| 864 Sq. Ft.	$800,516
579 Pirates Rd, Little Torch Key, FL 3 Beds \| 2 Baths \| 1920 Sq. Ft.	$1,292,420

Address	Redfin Estimate
569 Pirates Rd, Little Torch Key, FL 2 Beds \| 2 Baths \| 1564 Sq. Ft.	$1,139,010
631 Pirates Rd, Little Torch Key, FL 3 Beds \| 2 Baths \| 1674 Sq. Ft.	$1,258,743

Property information provided by FLKMLS when last listed in 2022. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 33042, FL

Sale history for 589 Pirates Rd

Tax history for 589 Pirates Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 33042

Home values near 589 Pirates Rd

More real estate resources