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$545,000

  • For Sale
  • Active
  • Single Family
  • 2 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 1,080 Sq. Ft.
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PRICE REDUCED. This 2 bedroom, 2 bathroom home is located in Gaspar's Hideaway on Little Gasparilla Island, a bridgeless barrier island located off the coast of the Cape Haze peninsula. The open floorplan has a large living room, dining room, and kitchen area great for entertaining. The spacious screened in front porch, which has pocketing sliding glass doors, is the perfect place to sit and relax among the tropical setting. The bedrooms are split, the primary bedroom has an en-suite bathroom. There is a roof top deck area where you can see the gulf and the bay and you can watch the beautiful sunrises and sunsets. Downstairs under the home there is a large deck with seating area, outdoor shower, golf cart parking, laundry/storage room, and a bonus bedroom and ½ bath. There is deeded dockage for your boat and deeded beach access. The beach access is a short walk from the home and there is 3 ½ miles of beautiful beach to walk, swim, collect shells and sharks teeth, fish, or just sit and soak up the sun. If you have been looking for a quiet and unique place to get away Little Gasparilla Island is for you. No stores, restaurants, or cars, just sandy trails, tropical foliage, and friendly neighbors. Call to set an appointment to come and see this home and see what island life is like.

Full Property Details for 9526 Jolly Roger Trail

General

  • Price: $545,000
  • HOA FEE: $54/month
  • HOA FEE FREQ.: Annually
  • Taxes: $7,516 (2023)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: D6139662
  • Updated: 12/15/2025
  • Added to Site: 390 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 10
  • Interior Features: Ceiling Fan(s), High Ceilings, Kitchen and Family Room Combination, Living Room/Dining Room Combo, Open Floorplan, Split Bedroom, Vaulted Ceiling(s)
  • Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer
  • Furnishings: Partially
  • Flooring: Laminate

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 2

Other Rooms

  • Laundry: Outside

Exterior

  • Exterior Features: Lighting, Outdoor Shower, Rain Gutters, Sliding Doors, Storage
  • Deck/Patio: Front Porch, Screened
  • Porch/Patio/Deck: Front Porch, Screened

Location

  • Area: 33946 - Placida
  • County: Charlotte
  • Development Name: 33946 - Placida
  • Subdivision: GASPARS HIDEAWAY UN 02
  • Driving Directions: From Placida Rd/775 or Gasparilla Rd/771 to Boca Grande Causeway to Eldred's Marina. This home is on a bridgeless barrier island that is accessible by private boat or water taxi. The water taxi runs out of Eldred's Marina. Listing agent will provide transportation to the island for all showings.
  • Direction Faces: East

Community

  • Community Name: 33946 - Placida
  • Community Features: Dock, Golf Carts OK
  • Association: Yes
  • Assoc. Name: HARRY BOURKE
  • Pet Restrictions: There are leash laws in Charlotte County and on Little Gasparilla Island

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Septic Tank
  • Water: Public
  • Utility Description: Electricity Connected, Water Connected

Structural Information

  • Architectural Info: Elevated, Florida
  • Architectural Style: Elevated, Florida
  • Exterior Const.: Vinyl Siding, Wood Frame
  • Roof: Metal
  • Stories/Levels: One
  • Square Feet: 1,080
  • Sq. Ft. Source: Public Records
  • Year Built: 1995

Lot Features

  • Lot Size (Acres): 0.18
  • Lot Size (Sq. Ft.): 7,700
  • Lot Size: 7700
  • Lot Dimensions: 70 x 110
  • Street/Road Desc.: Unimproved

Water Features

  • Water Access: Yes
  • Water Access Desc: Bay/Harbor, Beach, Beach - Access Deeded, Gulf/Ocean, Gulf/Ocean to Bay, Intracoastal Waterway
  • Water Extras: Yes

Financial Considerations

  • Association Fee: $650
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $7,516.43
  • Tax Year: 2023

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: GHW 002 0000 0012 GASPARS HIDEAWAY UNIT 2 LOT 12 494/391 603/807 E621/1025 1336/377 1636/909 1738/1547 2415/107 3709/857 3996/937 4502/967 4804/673
  • Flood Zone Info: 8AE
  • APN: 422022328015
  • Property ID: 422022328015

Listed by Tarpon Real Estate, Inc.

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Listing agent

— 9526 Jolly Roger Trail —

  • Tarpon Real Estate, Inc.

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 9526 Jolly Roger Trail

School District:Charlotte County School District
NameGradesDistance
Vineland Elementary School
467 Boundary Boulevard, Rotonda West, FL 33947
PK-56.2 mi
L. A. Ainger Middle School
245 Cougar Way, Rotonda West, FL 33947
6-86.2 mi
Lemon Bay High School
2201 Placida Road, Englewood, FL 34224
9-127.6 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 9526 Jolly Roger Trail Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/15/2025
Price Reduced
$545,000
-5.22%
MLS
4/27/2025
Price Reduced
$575,000
-11.54%
MLS
12/21/2024
Listed
$650,000
52.94%
MLS
5/28/2021
Sold
$425,000
—
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 9526 Jolly Roger Trail

Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,848
-24%
$387,505
-19%
2024
$7,659
2%
$480,187
10%
2023
$7,516
13%
$436,534
10%
2022
$6,641
31%
$396,849
39%
2021
$5,068
—
$286,136
3%
2021
$5,068
3%
$278,229
3%
2019
$4,902
2%
$270,839
-2%
2018
$4,796
5%
$277,351
7%
2017
$4,568
—
$258,775
2%
2016
$4,585
15%
$254,338
19%
2015
$3,991
-6%
$214,608
-6%
2014
$4,233
4%
$227,661
6%
2013
$4,070
—
$215,229
—
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.

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NMLS#: 1598647

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Listed by Tarpon Real Estate, Inc.

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9526 Jolly Roger Trail, Placida, FL 33946 (MLS# D6139662) is a Single Family property with 2 bedrooms, 2 full bathrooms and 1 partial bathroom. 9526 Jolly Roger Trail is currently listed for $545,000 and was received on December 21, 2024. Want to learn more about 9526 Jolly Roger Trail? Do you have questions about finding other Single Family real estate for sale in Placida? You can browse all Placida real estate or contact a Coldwell Banker agent to request more information.

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