Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$1,399,000

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 1,820 Sq. Ft.
  • Updated 1 day ago
See This Home
Save This Home
See This Home
Save This Home
**OPEN HOUSE HAS BEEN CANCELLED**- Discover waterfront living in Jolly Roger Estates on Little Torch Key. This beautifully maintained 3 bedroom, 3 bathroom canal-front home offers quick boating access to open water, making it ideal for fishing and island adventures. Designed for the Florida Keys lifestyle, the property features a private pool, tiki hut, and spacious outdoor entertaining areas overlooking the canal. Boaters will appreciate the dock and 14,000-lb boat lift, providing easy access for larger vessels. Whether you're seeking a full-time residence or a luxury island retreat, this home delivers the perfect blend of comfort, boating, and relaxed Keys living.

Full Property Details for 845 Pirates Rd

General

  • Price: $1,399,000
  • Taxes: $5,809 (2025)
  • Status: Active
  • Type: Single Family
  • Source: 927
  • MLS ID: 619055
  • Updated: 5/22/2026
  • Added to Site: 72 day(s) ago

Interior

  • Interior Features: Drapes/Blinds Incl
  • Appliances: Other, Stainless Steel Appliance(s), Dishwasher, Dryer, Freezer, Microwave, Oven, Refrigerator, Washer
  • Flooring: Wood, Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 3

Additional Information

  • Pool: Yes
  • Pool Description: Salt Water, In Ground, Fiberglass
  • Security/Safety: On Premises System

Exterior

  • Exterior Features: Fencing, Fruit Tree(s), Storage
  • Deck/Patio: Screened Patio, Open Porch/Balcony, Deck, Patio, Screened
  • Porch/Patio/Deck: Screened Patio, Open Porch/Balcony, Deck, Patio, Scree

Parking

  • Parking Features: Covered

Location

  • Area: 10 - Little, Middle, Big Torch Keys
  • County: Monroe
  • Subdivision: Jolly Roger Estates (28.5)
  • Driving Directions: Turn off of US1 onto Pirates Road, (oceanside). Follow road down to end, the house will be on your left , second house from the end of road.

Community

  • Assoc. Fees Include: None
  • Pets Allowed: Yes

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Wall/Window Unit(s)

Structural Information

  • Architectural Style: A-Frame
  • Construction: Hardi Board Siding
  • Roof: Metal
  • Windows/Doors: Impact Rstnce Doors, Impact Rstnce Window, Shutters
  • Square Feet: 1,820
  • Sq. Ft. Source: Tax Records
  • Year Built: 1988

Lot Features

  • Property View: Open Water View, Ocean
  • Lot Size (Acres): 0.15
  • Lot Size (Sq. Ft.): 6,750
  • Lot Size Source: Tax Records
  • Lot Dimensions: x
  • Zoning: IS - Improved Subivision District

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Canal Front

Financial Considerations

  • Tax Amount: $5,809.01
  • Tax Year: 2025
  • Terms: Cash, Conventional

Disclosures and Reports

  • Legal Description: Bk 18 Lt 28 Jolly Roger Estates Little Torch Key Pb5-34 Or491-984 Or491-985 Or1015-1888 Or1052-49 Or1317-931 Or2589-1465
  • APN: 217990000000

Listed by Keyisle Realty, Sandra Dolowy (574) 621-4857

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 845 Pirates Rd —

  • Sandra Dolowy

    Keyisle Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 845 Pirates Rd

School District:Monroe County School District, Middle Torch Key, FL
NameGradesDistance
Sugarloaf School
255 Crane Boulevard, Summerland Key, FL 33042
PK-89 mi
Key West High School
2100 Flagler Avenue, Key West, FL 33040
9-1225.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 845 Pirates Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/13/2026
Listed
$1,399,000
5.58%
MLS
8/17/2022
Sold
$1,325,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 845 Pirates Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$5,429
—
$647,354
4%
2024
$5,429
-46%
$620,647
-45%
2023
$9,983
79%
$1,125,834
112%
2021
$5,568
1148%
$531,143
-43%
2022
$446
-92%
$928,896
74%
2021
$5,568
-2%
$532,811
-1%
2019
$5,703
2%
$538,901
6%
2018
$5,575
1%
$510,553
—
2017
$5,519
4%
$509,661
7%
2016
$5,325
7%
$474,619
12%
2015
$4,983
3%
$422,421
9%
2014
$4,819
-3%
$388,456
—
2013
$4,956
—
$388,831
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 845 Pirates Rd

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Keyisle Realty, Sandra Dolowy (574) 621-4857

Similar Properties near 845 Pirates Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

30525 Winifred St, Big Pine Key, FL 33043 - Photo 1 Just Listed
$1,299,000

30525 Winifred St  Big Pine Key, FL 33043

  • Single Family
  • Active
  • Updated 9 hours ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,774
    Sq. Ft.
Listed by Expert Realty LLC (HQ), Joyce Craul
823 Indies Rd, Ramrod Key, FL 33042 - Photo 1
$1,399,000

823 Indies Rd  Ramrod Key, FL 33042

  • Single Family
  • Active
  • Updated 10 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,512
    Sq. Ft.
Listed by Coldwell Banker Schmitt Real Estate Co, Lisa H Ferringo
51 Drost Dr, Cudjoe Key, FL 33042 - Photo 1
$1,399,000

51 Drost Dr  Cudjoe Key, FL 33042

  • Single Family
  • Active
  • Updated 10 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,356
    Sq. Ft.
Listed by Coldwell Banker Schmitt Real Estate Co, Lisa H Ferringo
885 Hawksbill Ln, Sugarloaf Key, FL 33042 - Photo 1
$1,399,000

885 Hawksbill Ln  Sugarloaf Key, FL 33042

  • Single Family
  • Active
  • Updated 9 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,398
    Sq. Ft.
Listed by Coastal Collection Real Estate Inc., Tommy Mack

Just Listed near 845 Pirates Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

27452 Anguila Ln, Ramrod Key, FL 33042 - Photo 1 Just Listed
$1,250,000

27452 Anguila Ln  Ramrod Key, FL 33042

  • Single Family
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,144
    Sq. Ft.
Listed by ICAMCO Realty LLC, dba Cosgrove Realty, Charles F Roberts
29757 Henry Ln, Big Pine Key, FL 33043 - Photo 1 Just Listed
$475,000

29757 Henry Ln  Big Pine Key, FL 33043

  • Mobile Home
  • Active
  • Updated 2 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,248
    Sq. Ft.
Listed by Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key, Darlene Alferes
29663 Saratoga Ave, Big Pine Key, FL 33043 - Photo 1 Just Listed
$1,350,000

29663 Saratoga Ave  Big Pine Key, FL 33043

  • Single Family
  • Active
  • Updated 21 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,508
    Sq. Ft.
Listed by LoKation Real Estate, Brian Kruszewski
30525 Winifred St, Big Pine Key, FL 33043 - Photo 1 Just Listed
$1,299,000

30525 Winifred St  Big Pine Key, FL 33043

  • Single Family
  • Active
  • Updated 9 hours ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,774
    Sq. Ft.
Listed by Expert Realty LLC (HQ), Joyce Craul

Price Reduced near 845 Pirates Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

27416 Cayman Ln, Ramrod Key, FL 33042 - Photo 1 Price Reduced
-$26,000 (-2.42%)
$1,049,000

27416 Cayman Ln  Ramrod Key, FL 33042

  • Single Family
  • Active
  • Updated 2 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,116
    Sq. Ft.
Listed by Expert Realty LLC (HQ), Melissa Gibbins
1331 Hudgins Dr, Summerland Key, FL 33042 - Photo 1 Price Reduced
-$31,000 (-2.7%)
$1,119,000

1331 Hudgins Dr  Summerland Key, FL 33042

  • Single Family
  • Active
  • Updated 1 day ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,060
    Sq. Ft.
Listed by Home Sold Realty, LLC, Camilo De La Cruz Perez
4039 Egret Ln, Big Torch Key, FL 33042 - Photo 1 Price Reduced
-$29,000 (-4.06%)
$685,000

4039 Egret Ln  Big Torch Key, FL 33042

  • Single Family
  • Active
  • Updated 4 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 768
    Sq. Ft.
Listed by Island Welcome Real Estate, Sandra Tuttle and Island Welcome Real Estate, Leah Scarborough
701 Spanish Main Dr, Cudjoe Key, FL 33042 - Photo 1 Price Reduced
-$6,000 (-2.35%)
$249,000

701 Spanish Main Dr  #533  Cudjoe Key, FL 33042

  • Mobile Home
  • Active
  • Updated 18 hours ago
  • 1
    Bed
  • 1
    Total Bath
  • 368
    Sq. Ft.
Listed by Bluescape Real Estate, Jenifer Hirsch

Recent Sales near 845 Pirates Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

570 Blackbeard Rd, Little Torch Key, FL 33042 - Photo 1 Sold
$1,400,000

570 Blackbeard Rd  Little Torch Key, FL 33042

  • Single Family
  • Closed
  • Updated 8 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,500
    Sq. Ft.
Listed by Meyer and Boumerhi Realty LLC, Nick Boumerhi
Sold by Berkshire Hathaway HomeServices Keys Real Estate, Nate Bartlett
28538 John Silver Rd, Little Torch Key, FL 33042 - Photo 1 Sold
$1,550,000

28538 John Silver Rd  Little Torch Key, FL 33042

  • Single Family
  • Closed
  • Updated 9 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,248
    Sq. Ft.
Listed by Coldwell Banker Schmitt Real Estate Co, Diane Corliss
Sold by Outside Of MLS, outside of mls
28565 Anne Bonny Rd, Little Torch Key, FL 33042 - Photo 1 Sold
$1,200,000

28565 Anne Bonny Rd  Little Torch Key, FL 33042

  • Single Family
  • Closed
  • Updated 9 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 2,392
    Sq. Ft.
Listed by Coldwell Banker Schmitt RE Co., Banks G Prevatt and Coldwell Banker Schmitt Lower Keys (KW), Lisa H Ferringo
Sold by Coldwell Banker Schmitt Real Estate Co., Tierce Scheel
28532 Dirk Rd, Little Torch Key, FL 33042 - Photo 1 Sold
$1,299,000

28532 Dirk Rd  Little Torch Key, FL 33042

  • Single Family
  • Closed
  • Updated 9 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,530
    Sq. Ft.
Listed by Coldwell Banker Schmitt Lower Keys (KW), Lisa H Ferringo
Sold by Outside Of MLS, outside of mls

845 Pirates Road, Little Torch Key, FL 33042 (MLS# 619055) is a Single Family property with 3 bedrooms and 3 full bathrooms. 845 Pirates Road is currently listed for $1,399,000 and was received on March 13, 2026. Want to learn more about 845 Pirates Road? Do you have questions about finding other Single Family real estate for sale in Little Torch Key? You can browse all Little Torch Key real estate or contact a Coldwell Banker agent to request more information.

Tour this property