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$509,000

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 1,564 Sq. Ft.
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Experience the ultimate in tropical luxury and an incredible investment opportunity at 3091 Pirate Way, a stunningly furnished 4-bed, 3-bath cottage in the world-renowned Margaritaville Resort Orlando. This exquisite home is just steps from the Clubhouse and the famous Fins Up Beach Club, placing you at the heart of the resort's vibrant energy. Unlike many properties, this one is not a rental, meaning it's been meticulously maintained and is in exceptional, move-in-ready condition. It's currently configured as a 2-bed, 3-bath home with a versatile bonus room serving as a comfortable fourth bedroom, providing flexibility for guests. As an owner, you and your guests can enjoy Margaritaville Resort's premium amenities, including multiple resort-style pools, a state-of-the-art fitness center, and a full-service spa. Indulge in diverse dining options, live entertainment, and exclusive shopping right within the resort. Located just minutes from Central Florida's world-class attractions like Disney World, Universal Studios, and SeaWorld, as well as endless dining and shopping, this property offers an unbeatable combination of personal paradise and a high-demand vacation rental opportunity. Whether you're seeking a personal escape or a lucrative investment, this turnkey property offers the best of the Margaritaville lifestyle.

Full Property Details for 3091 Pirate Way

General

  • Price: $509,000
  • HOA FEE: $457/month
  • Taxes: $7,485 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: S5135670
  • Updated: 10/22/2025
  • Added to Site: 109 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 6
  • Interior Features: Ceiling Fan(s)
  • Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
  • Furnishings: Furnished
  • Flooring: Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Laundry Closet

Exterior

  • Exterior Features: Sidewalk

Parking

  • Parking Features: Open

Location

  • Area: 34747 - Kissimmee/Celebration
  • County: Osceola
  • Development Name: 34747 - Kissimmee/Celebration
  • Subdivision: MARGARITAVILLE, ROLLING OAKS
  • Driving Directions: Take FL 429 North to Exit 192. Head east on 192 take a right onto Inspiration Drive.
  • Direction Faces: Northwest

Community

  • Community Name: 34747 - Kissimmee/Celebration
  • Community Features: Fitness Center, Pool, Restaurant, Sidewalks
  • Association: Yes
  • Assoc. Name: Artemis Lifestyles
  • Assoc. Fees Include: 24-Hour Guard, Cable TV, Internet, Maintenance Grounds, Other, Pest Control, Pool Maintenance, Trash

Heating & Cooling

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

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Available, Phone Available, Public, Water Available

Structural Information

  • Exterior Const.: Block, Concrete, Stucco
  • Roof: Shingle
  • Stories/Levels: Two
  • Square Feet: 1,564
  • Sq. Ft. Source: Public Records
  • Year Built: 2018

Lot Features

  • Lot Size (Acres): 0.02
  • Lot Size (Sq. Ft.): 871
  • Lot Size: 871
  • Street/Road Desc.: Paved

Financial Considerations

  • Association Fee: $457
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • CDD: Yes
  • Tax Amount: $7,485.04
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: ROLLING OAKS PH 5 PB 26 PGS 132-140 LOT 86
  • Flood Zone Info: x
  • APN: 42527500500010860
  • Property ID: 42527500500010860
  • Block/Lot/Section: 1

Listed by Team Donovan

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Listing agent

— 3091 Pirate Way —

  • Team Donovan

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 3091 Pirate Way

School District:Osceola County School District
NameGradesDistance
Westside K-8 School
2551 Westside Boulevard, Kissimmee, FL 34747
PK-52.9 mi
Celebration High School
1809 Celebration Blvd, Celebration, FL 34747
9-123.6 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 3091 Pirate Way Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/22/2025
Price Reduced
$509,000
-1.93%
MLS
10/01/2025
Listed
$519,000
36.94%
MLS
10/19/2020
Sold
$379,000
—
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 3091 Pirate Way

Year
Property Taxes
Change
Tax Assessment
Change
2025
$7,791
4%
$354,865
3%
2024
$7,485
1%
$344,864
3%
2023
$7,397
4%
$334,820
6%
2021
$7,130
—
$315,600
-3%
2022
$7,137
—
$325,068
11%
2021
$7,130
-4%
$292,200
8%
2019
$7,447
123%
$271,300
869%
2018
$3,344
—
$28,000
—
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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*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

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Listed by Team Donovan

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3091 Pirate Way, Kissimmee, FL 34747 (MLS# S5135670) is a Single Family property with 3 bedrooms and 3 full bathrooms. 3091 Pirate Way is currently listed for $509,000 and was received on October 01, 2025. Want to learn more about 3091 Pirate Way? Do you have questions about finding other Single Family real estate for sale in Kissimmee? You can browse all Kissimmee real estate or contact a Coldwell Banker agent to request more information.

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