9526 Jolly Roger Trail

Placida, FL 33946

$545,000
Price
2
Beds
1,080 Sq. Ft.
$505 / Sq. Ft.
1,080
Sq. Ft.
$505
per Sq. Ft.
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a living room with furniture and a chandelier
a living room with furniture and a chandelier
a living room with furniture a flat screen tv and a large window
a living room with furniture and a wooden floor
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a bedroom with a bed and a chandelier
a bathroom with a granite countertop sink toilet and shower
a bedroom with two beds and a window
a bedroom with a bed and wooden floor
a bedroom with a bed and wooden floor
a bathroom with a granite countertop sink toilet and shower
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a bedroom with a large bed a flat tv screen and a dresser
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Description

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...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.

Property Details for 9526 Jolly Roger Trail

Architectural Style
Elevated, Florida
Subdivision Name
GASPARS HIDEAWAY UN 02
Township
42S
Waterfront
No
Water View
Gulf/Ocean - Partial
Furnished
Partially
LISTING UPDATED: 01/13/2026 12:01 PM

Property Details for 9526 Jolly Roger Trail

StatusActive
MLS #D6139662
Days on Market429
Taxes$7,516 / year
HOA Fees$650 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1995
Lot Size0.18 AC / 7,700 SF
CountyCharlotte County
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Location

Listing Courtesy of TARPON REAL ESTATE, INC., Barbara Jo Pendergrass
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Building Information for 9526 Jolly Roger Trail

Stories1Year Built1995Building Size-Lot Size0.18 AC / 7,700 SF

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$3,337 per month

30 year fixed, 6.15% Interest

Principal and Interest

$2,656

Property Taxes

$626

HOA Dues

$54

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Property Information for 9526 Jolly Roger Trail

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 2011.0
  • Building Area Units: Square Feet
  • Community Features: Dock, Golf Carts OK
  • Direction Faces: East
  • 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.
  • Mls Major Change Type: Price Decrease
  • Listing Service: Full Service
  • Senior Community: No
  • SW Subdiv Community Name: Gaspars Hideaway
  • Unit Number: No
  • Street Number: 9526
  • Street Name: JOLLY ROGER
  • Street Suffix: TRAIL
  • State: FL
  • City: PLACIDA
Parking
  • Carport: No
  • Garage: No
Taxes and HOA Information
  • Association Approval Required: No
  • Association Fee Requirement: Required
  • Association Name: HARRY BOURKE
  • Association Phone: 941-258-4432
  • Association: Yes
  • CDD: No
  • Pet Restrictions: There are leash laws in Charlotte County and on Little Gasparilla Island
  • Tax 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
  • Tax Lot: 12
  • Tax Year: 2023
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Lot Size Dimensions: 70 x 110
  • Parcel Number: 422022328015
  • Total Acreage: 0 to less than 1/4
  • Water Access: Bay/Harbor, Beach, Beach - Access Deeded, Gulf/Ocean, Gulf/Ocean to Bay, Intracoastal Waterway
  • Water Access: Yes
  • Water Extras: Bridges - No Fixed Bridges, Minimum Wake Zone
  • Water Extras: Yes
  • Water: Bridges - No Fixed Bridges, Minimum Wake Zone
  • Zoning: BBI
  • Living Area: 1080
  • Lot Dimensions: 70 x 110
Property and Assessments
  • Year Built Numeric: 1995
  • Flood Zone Code: 8AE
  • Homestead: No
  • New Construction: No
  • Public Survey Range: 20E
  • Public Survey Section: 22
  • Dock YN: Yes
  • Dock Description: Dock - Open, Dock - Slip 1st Come, Dock - Slip Deeded Off-Site, Dock - Wood, Dock w/Electric, Dock w/Water Supply
  • Dock Year Built: 2024
  • Dock Dimensions: 0
Utilities
  • Sewer: Septic Tank
  • Utilities: Electricity Connected, Water Connected
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Vinyl Siding, Wood Frame
  • Exterior Features: Lighting, Outdoor Shower, Rain Gutters, Sliding Doors, Storage
  • Foundation Details: Stilt/On Piling
  • Levels: One
  • Patio And Porch Features: Front Porch, Screened
  • Pool Private: No
  • Pool: None
  • Pool Private: No
  • Roof: Metal
  • Waterfront Feet Total: 0
  • Number Of Stories: 1
Interior Features
  • Bedrooms Total: 2
  • Bathrooms Full: 2
  • Additional Rooms: Bonus Room
  • Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer
  • Cooling: Central Air
  • Fireplace: No
  • Flooring: Laminate
  • Heating: Central, Electric
  • Interior Features: Ceiling Fan(s), High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Split Bedroom, Vaulted Ceiling(s)
  • Laundry Features: Outside
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 10.0
  • Water View: Yes
  • Bathrooms Half: 1
Rental
Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Cats OK, Dogs OK, Yes

Property History for 9526 Jolly Roger Trail

DateEvent & SourcePriceAppreciation
Jun 21, 2025

Listed (Active)

MFRMLS #D6139662

$545,000—
Jun 18, 2025

Expired

MFRMLS #D6139662

$575,000—
Dec 21, 2024

Listed (Active)

MFRMLS #D6139662

$650,000—
May 28, 2021

Sold (Public Record)

Public Record #1467918844

$425,000

+21175.4% / yr

Nov 6, 2019

Sold (Public Record)

Public Record #657204613

$100

-84.7% / yr

Mar 14, 2018

Withdrawn

MFRMLS #T2919044

$374,500—
Jan 2, 2018

Listed (Active)

MFRMLS #T2919044

$364,500—
Jul 27, 2015

Sold (Public Record)

Public Record #555290655

$312,000—
Jul 27, 2015

Sold

MFRMLS #T2723639

$312,000—
Jun 21, 2015

Pending

MFRMLS #T2723639

—
Oct 25, 2014

Listed (Active)

MFRMLS #T2723639

$349,000—
Nov 7, 2012

Sold

MFRMLS #T2391954

$271,000—
Oct 1, 2012

Pending

MFRMLS #T2391954

—
Oct 27, 2009

Listed (Active)

MFRMLS #T2391954

$384,900—
DateEvent & SourcePrice
06/21/2025

Listed (Active)

MFRMLS #D6139662

$545,000
06/18/2025

Expired

MFRMLS #D6139662

$575,000
12/21/2024

Listed (Active)

MFRMLS #D6139662

$650,000
05/28/2021

Sold (Public Record)

Public Record #1467918844

$425,000

+21175.4% / yr

11/06/2019

Sold (Public Record)

Public Record #657204613

$100

-84.7% / yr

03/14/2018

Withdrawn

MFRMLS #T2919044

$374,500
01/02/2018

Listed (Active)

MFRMLS #T2919044

$364,500
07/27/2015

Sold (Public Record)

Public Record #555290655

$312,000
07/27/2015

Sold

MFRMLS #T2723639

$312,000
06/21/2015

Pending

MFRMLS #T2723639

—
10/25/2014

Listed (Active)

MFRMLS #T2723639

$349,000
11/07/2012

Sold

MFRMLS #T2391954

$271,000
10/01/2012

Pending

MFRMLS #T2391954

—
10/27/2009

Listed (Active)

MFRMLS #T2391954

$384,900

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

Public Records for 9526 Jolly Roger Trail

Taxable ValueLand-Additions-Total-
Tax Record2025$5,848 ($487 / month)
Home Facts
Beds2Total Finished SqFt1,080 SqFtAbove Grade Finished SqFt1,080 SqFtStories1Lot Size7,700 SqFtStyleSingle Family ResidenceYear Built1995ZoningBBICountyCHARLOTTEAPN42-20-22-328-015

Schools near 9526 Jolly Roger Trail

This home is within Charlotte.
Rating
School
Type
Grades
Distance
Vineland Elementary School
Public - PK to 5
L. A. Ainger Middle School
Public - 6 to 8
Lemon Bay High School
Public - 9 to 12
The Academy
Public - 6 to 12
Rating
School
Distance
Vineland Elementary School
PublicPK to 5

L. A. Ainger Middle School
Public6 to 8

Lemon Bay High School
Public9 to 12

The Academy
Public6 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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More information about 9526 Jolly Roger Trail, Placida, FL 33946

9526 Jolly Roger Trail is a single family home for sale in Placida, FL 33946. This property was listed for sale on December 21, 2024 by TARPON REAL ESTATE, INC., it's currently listed at $545,000. It has been on the market for a total of 429 days and was last sold on May 28, 2021. This listing's school district is Charlotte. Nearby schools include Vineland Elementary School, L. A. Ainger Middle School and Lemon Bay High School. 9526 Jolly Roger Trail is a 2-bed, 3-bath, 1,080 sqft single family home built in 1995.

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 TARPON REAL ESTATE, INC., Barbara Jo Pendergrass

The information is being provided in part by Southwest Florida Multiple Listing Service, Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2, and MarcoMls. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2026 Southwest Florida Multiple Listing Service and MarcoMls. All Rights Reserved. The data relating to real estate for sale displayed on this website comes in part from the Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2 and MarcoMls. Properties listed with brokerage firms other than Compass are marked with the "BR House" logo. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Naples MLS BR Program, or contained in the database compilation of Naples MLS.