28560 Doubloon Rd

$1,335,000
Price
3
Beds
1,820 Sq. Ft.
$734 / Sq. Ft.
1,820
Sq. Ft.
$734
per Sq. Ft.

Description

This custom-built Jolly Roger Estates home designed by architect Glenn Gray offers indoor-outdoor living with multiple inviting porches and excellent, oceanside boat access. Features include a gated entry to covered parking, garage, fenced backyard, outdoor shower, tropical landscaping, 60 ft. canal-frontage, and a composite dock. Inside the ground-level foyer an oak staircase leads up to the main living area and continues to the upper-level. The main level of this 1820 sq. ft. home has quartzite...This custom-built Jolly Roger Estates home designed by architect Glenn Gray offers indoor-outdoor living with multiple inviting porches and excellent, oceanside boat access. Features include a gated entry to covered parking, garage, fenced backyard, outdoor shower, tropical landscaping, 60 ft. canal-frontage, and a composite dock. Inside the ground-level foyer an oak staircase leads up to the main living area and continues to the upper-level. The main level of this 1820 sq. ft. home has quartzite kitchen counters and abundant cabinets, comfortable living and dining areas, two bedrooms, one bath, washer/dryer, and tile floors. The upper level has the third, primary bedroom with a small refrigerator in the ensuite bath, and another porch with views of neighborhood views and glimpses of Newfound Harbor. A convenient second staircase leads from the large back porch to the back yard and dock. Hardie plank siding, metal roof; som of the upper-level windows are impact-resistant; doors and remaining windows have shutters. Solar-assisted water heater. Although not currently in use, the 2,500-gallon rainwater cistern provides the potential of supplemental water for plants and washing vehicles.
  1. Listed by Patti Nickless • Coldwell Banker Schmitt Lower Keys (KW)

Property Details for 28560 Doubloon Road

Waterfront
Canal Front
Waterfront
Yes
Zoning
IS - Improved Subivision District
Subdivision
Jolly Roger Estates (28.5)
Directions
US1 to Pirates Rd and Turn Left on La Grande and Right on La Fitte. Take a right on Doubloon, house on the left.
View
Canal
Vehicle Storage
Garage, Covered Parking, Off Street Parking, Open Parking
Pets
Pets Allowed
LISTING UPDATED: 12/08/2025 10:27 AM

Property Details for 28560 Doubloon Road

StatusActive
MLS #617537
Days on Market23
Taxes$5,226 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single
Year Built1999
Lot Size0.14 AC / 6,000 SF
CountyMonroe County

Location

Listing Courtesy of Coldwell Banker Schmitt Lower Keys (KW)
Add your commute

Building Information for 28560 Doubloon Road

Stories2Year Built1999Building Size-Lot Size0.14 AC / 6,000 SF

Payment Calculator

$7,032 per month

30 year fixed, 6.28% Interest

Principal and Interest

$6,597

Property Taxes

$436

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 28560 Doubloon Road

Summary
Location and General Information
  • Waterview: Canal View
  • Area: 10 - Little, Middle, Big Torch Keys
  • Absolute Longitude: 81.385786
  • Control Depth: 3
  • Listing Board: Key West Association
  • Side: Ocean
  • Mile Marker: 28.5
  • Marathon Neighborhood: N/A
  • Neighborhood Feature: Other Area Features
  • Key/Island: Little Torch Key
Taxes and HOA Information
  • Association Info: Mandatory Home Owners Asc: No
  • Association Info: 1st Right of Refusal: No
  • Fee Includes: None
  • Furnished: Unfurnished
  • Tax Year: 2025
  • Tax Exemptions: Homestead
Property
Lot Information
  • Acres: 0.14
  • Land Size: Less Than 1/4 Acre
Property and Assessments
  • Legal: BK 13 LT 4 JOLLY ROGER ESTATES LITTLE TORCH KEY PB5-34
  • MLS Approved: Y
  • SqFt Source: Property Data Card
  • Flood Zone: AE
  • Rentals Allowed: With Restrictions
  • Deed Restrictions: Unknown
  • Picture Count: 52
  • Document Count: 2
  • Building Style: Above Flood: Yes
  • Building Style: Stilt Column Height: Medium - 5Ft - 9Ft
  • Property Condition: Updated/Remodeled
  • Title: Negotiable
Utilities
  • Utilities: FKAA, Buyer to Verify, Municipal Sewer, Cistern
  • Pub Sewer HkUp: Yes
  • Species List: Yes
  • Pool: No
  • Porch/Balcony: Open Porch/Balcony, Screened P/B
Interior and Exterior Features
Interior Features
  • Floor: Tile, Laminate
  • Interior Features: Cathedral Ceilings, Brazilian Quartzite Countertops, Window Treatments, Storage, Entrance Foyer, Pantry, Split Bedroom
  • Appliances: Other: sm fridge ensuite ba
  • Appliances: Washer, Stainless Steel Appliance(s), Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
Exterior Features
  • Roof: Metal Roof
  • Shutters: Panel
  • Dockage: Dock Length: 56
  • Dockage: Dock: Composite
  • Construction: Frame, Hardi Board Siding
  • Exterior Features: Fencing, Outdoor Shower, Rain Gutters
  • Windows/Doors: French Doors, Impact Rstnce Window, Other Windows/Doors

Property History for 28560 Doubloon Road

DateEvent & SourcePriceAppreciation
Dec 1, 2025

Listed (Active)

FKMLS #617537

$1,335,000
Dec 1, 2025

Listed (Active)

MiamiRE #A11923715

$1,335,000
Nov 30, 2025

Expired

MiamiRE #A11706569

Nov 30, 2025

Expired

FKMLS #612582

Sep 28, 2025

Price Change

MiamiRE #A11706569

$1,350,000
Dec 6, 2024

Price Change

FKMLS #612582

$1,399,000
Dec 6, 2024

Listed (Active)

MiamiRE #A11706569

$1,399,000
Dec 6, 2024

Listed (Active)

FKMLS #612582

$1,350,000
DateEvent & SourcePrice
12/01/2025

Listed (Active)

FKMLS #617537

$1,335,000
12/01/2025

Listed (Active)

MiamiRE #A11923715

$1,335,000
11/30/2025

Expired

MiamiRE #A11706569

11/30/2025

Expired

FKMLS #612582

09/28/2025

Price Change

MiamiRE #A11706569

$1,350,000
12/06/2024

Price Change

FKMLS #612582

$1,399,000
12/06/2024

Listed (Active)

MiamiRE #A11706569

$1,399,000
12/06/2024

Listed (Active)

FKMLS #612582

$1,350,000

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

Public Records for 28560 Doubloon Road

Taxable ValueLand-Additions-Total-
Tax Record2024$5,171 ($431 / month)
Home Facts
Beds3Baths2Total Finished SqFt1,820 SqFtAbove Grade Finished SqFt1,820 SqFtStories2Lot Size6,000 SqFtStyleSingle Family ResidenceYear Built1999Year Renovated2003CountyMONROEAPN00216820-000000

Schools near 28560 Doubloon Road

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

Key West High School
Public9 to 12

Big Pine Academy
CharterPK to 5

The College Of The Florida Keys Academy
Charter9 to 12

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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28560 Doubloon Road is a single family home for sale in Summerland Key, FL 33042. This property was listed for sale on December 1, 2025 by Coldwell Banker Schmitt Lower Keys (KW), it's currently listed at $1,335,000. This listing's school district is Monroe. Nearby schools include Sugarloaf School, Key West High School and Big Pine Academy. 28560 Doubloon Road is a 3-bed, 2-bath, 1,820 sqft single family home built in 1999.

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, Inc., its subsidiaries, affiliates and their agents and associated third parties 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 Coldwell Banker Schmitt Lower Keys (KW)

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.