?? Beautiful Canal-Front Home in Sought-After Jolly Roger Estates ??
3 Bed | 2 Bath | 1,170 Sq Ft + 110 Sq Ft Flex Space | 299 Sq Ft Legal Storage | Room for Pool
Welcome to your dream waterfront retreat in the highly desirable Jolly Roger Estates on Little Torch Key! This meticulously maintained and updated 3 bedroom, 2 bath home offers modern finishes, functional upgrades, and unbeatable boating access—all nestled in a quiet, well-maintained community.
?? Interior Features:
-1,170 sq ft of living space plus 110 sq ft of flex space
-Split floorplan for privacy: Master suite on one side, guest bedrooms on the other
-Open concept layout with vaulted ceilings for a spacious, airy feel
-Remodeled kitchen (2024) with:
New stainless appliances (range & refrigerator)
Quartz countertops
Pantry/storage closet & cabinets
-New luxury vinyl plank flooring throughout
-Upgraded bathrooms with new vanities
-New Quartz window sills throughout
-Office/Flex space with built-in desks overlooking the canal—perfect for working from home!
-Guest room with built-in Queen Murphy bed and storage
-Abundant storage including:
Large walk-in closet in master (approx 9’ x7’)
Linen closet with shelving
Additional interior storage closet or pantry
-3 washer/dryer hookup options (2 upstairs, 1 downstairs)
-Recent updates: New door hardware, new locks, freshly painted interior, new ceiling fans & light fixtures (interior and exterior)
-5 Individual Mini-split A/C units for room specific temperature control
?? Exterior Features:
-Metal Roof and gutters (2017)
-Impact windows (partial) + shutters insurance credits
-60’ concrete seawall with:
14,000 LB boat lift
Crystal-clear flow-through canals perfect for swimming & boating
-299 sq ft legal storage downstairs
-Screened-in porch for outdoor enjoyment
-Large Outdoor Bar & Kitchen area with built-in KitchenAid grill & bar sink—great for entertaining!
-Privacy-fenced yard – pet-friendly and secure
-Outdoor enclosed shower
-Freshly painted trim & concrete columns
-50amp RV hookup
-Huge parking area for multiple vehicles, trailers, and RVs
-Minimal landscaping – gravel yard for low maintenance
-Room for a pool
??? Insurance & Misc. Info:
-Windstorm: $5,400/year
-Flood: $900/year (transferable)
-Homeowners: $1,146/year (adjustable to suit your coverage needs)
-Termite Contract in place: $250/year
-No open permits or illegal ground-level spaces
Whether you're looking for a full-time residence, vacation home, or investment property, this home checks every box: unbeatable boating access, low maintenance, modern upgrades, and an ideal layout!
Disclosure: Owner is a licensed Florida real estate agent.
For sale by owner
$1,200,000
417 Pirates Rd, Little Torch Key, FL 33042
3beds
1,280sqft
Est.:
SingleFamily
Built in 2001
6,000 Square Feet Lot
$931,600 Zestimate®
$938/sqft
$-- HOA
What's special
Modern finishesQuartz countertopsCanal-front homeFunctional upgradesAbundant storageSplit floorplan for privacyOutdoor enclosed shower
What the owner loves about this home
?? What Makes This Home Stand Out:
-Rare split floorplan due to unique horizontal lot placement—most similar homes in the area are vertical leaving less room in the front of the back of the property.
-Incredible western sunset views over protected salt ponds in the front—no neighbors across the street ever!
-Back of the home faces east to enjoy shady afternoons and peaceful sunrise coffees on your deck
-Incredible Outdoor Living Area with bar, sink, storage and a hangout space
-Mature avocado tree in the side yard—fresh fruit lovers rejoice!
??? Jolly Roger Estates – A Boater’s Paradise:
-Deep, wide, clear flow-through canals
-No bridges to the ocean and only minutes to open water (5-minute idle zone)
-Gulf access with high-clearance bridge—perfect for sportfish and sailboats
-Voluntary HOA – no dues, but beautifully maintained neighborhood
-Centrally located:
5 mins to Big Pine for essentials
30 mins to Marathon or Key West for larger shopping & entertainment
- 2 days |
- 235 |
- 20 |
Listed by:
Property Owner (305) 432-0949
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/4 bathrooms: 1
Heating
- Other, Electric
Cooling
- Other
Appliances
- Included: Dishwasher, Dryer, Freezer, Microwave, Range / Oven, Refrigerator, Washer
- Laundry: In Unit
Features
- Flooring: Other
- Basement: None
- Has fireplace: No
- Furnished: Yes
Interior area
- Total interior livable area: 1,280 sqft
Property
Parking
- Parking features: Carport, Off-street
Features
- Exterior features: Other
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
Lot
- Size: 6,000 Square Feet
Details
- Parcel number: 00215250000000
Construction
Type & style
- Home type: SingleFamily
Materials
- Metal
- Foundation: Piling
- Roof: Other
Condition
- New construction: No
- Year built: 2001
Community & HOA
Location
- Region: Little Torch Key
Financial & listing details
- Price per square foot: $938/sqft
- Tax assessed value: $829,072
- Annual tax amount: $5,071
- Date on market: 12/23/2025
Estimated market value
$931,600
$866,000 - $997,000
$5,064/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 12/23/2025 | Listed for sale | $1,200,000+126.4%$938/sqft |
Source: Owner Report a problem | ||
| 3/24/2021 | Listing removed | -- |
Source: Owner Report a problem | ||
| 2/20/2018 | Listing removed | $4,300$3/sqft |
Source: Owner Report a problem | ||
| 1/19/2018 | Listed for rent | $4,300$3/sqft |
Source: Owner Report a problem | ||
| 7/29/2017 | Listing removed | $4,300$3/sqft |
Source: Owner Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,071 +5.3% | $526,013 +2.9% |
| 2024 | $4,817 +4.4% | $511,189 +3% |
| 2023 | $4,616 +2.7% | $496,300 +3% |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$7,263/mo
Principal & interest
$6023
Property taxes
$820
Home insurance
$420
Climate risks
Neighborhood: 33042
Nearby schools
GreatSchools rating
- 5/10Sugarloaf SchoolGrades: PK-8Distance: 8.9 mi
- 4/10Key West High SchoolGrades: 9-12Distance: 25.6 mi
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