Home in 3058 Pirate Way Kissimmee for sale with MLS# O6394128

Short Sale. Welcome to "Bikinis & Martinis," a unique and beautifully maintained cottage in the highly sought-after Margaritaville Resort Orlando, ideally located just steps from premier resort amenities. This 2-bedroom, 2.5-bathroom, two-story home offers a spacious and functional floor plan, making it perfect as a primary residence, second home, or vacation rental investment. Designed with inviting coastal architecture and filled with natural light, the home features an open-concept living and dining area with modern finishes throughout. The well-appointed kitchen includes quartz countertops, stainless steel appliances, abundant cabinetry, and a breakfast bar with seating-ideal for entertaining or everyday living. A large-capacity washer and dryer, ceiling fans, and thoughtful upgrades further enhance comfort and convenience. Step outside from the kitchen to your private tropical oasis, complete with a patio, lounge chairs, hot tub, lush landscaping, palm trees, and charming shell pathways-perfect for relaxing or hosting guests. Upstairs, both bedrooms offer privacy and feature en-suite bathrooms with glass-enclosed shower stalls. This home includes the Margaritaville Resort Orlando-approved "Sail Away" Ethan Allen furniture and housewares package, valued at over $25,000. Everything conveys with the sale, including blinds, drapes, TVs, artwork, kitchen essentials, dishware, linens, and more-making this property truly turnkey. Located within one of Central Florida's most desirable resort communities, residents and guests enjoy world-class amenities, including multiple resort-style pools, a fitness center, spa services, and an on-site water park. Just a short walk away is the vibrant Sunset Walk entertainment district, featuring popular restaurants, bars, live music, retail, and family-friendly attractions. Conveniently located just minutes from Walt Disney World Resort, as well as Universal Orlando and SeaWorld, this property offers unmatched access to the best of Central Florida. Shopping, dining, and major travel routes-including Orlando International Airport-are all within easy reach. Whether you're seeking a full-time residence, vacation getaway, or income-producing property, this exceptional cottage offers the perfect blend of location, lifestyle, and investment potential-where every day feels like a vacation.

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3058 Pirate Way, Kissimmee, FL 34747

Price
Price:
$375,000.00
Original List Price:
$375,000.00
List Price per Sq Ft (Calculated, Approx.):
$287.36
Property Status and Type
Listing Type:
For Sale
Status:
Pending (An offer has been accepted)
Contract Status:
Pending 3rd Party Appro
Special Sale Conditions:
Short Sale
Previous Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6394128
Rooms Distribution
Bedrooms:
2
Bathrooms Total:
3
Full Bath:
2
Half Bath:
1
Additional Rooms:
Inside Utility, Great Room
Measures
Living Area:
1,305 Sqft
Built-Up Area:
1,305 Sqft
Lot Area:
871 Sqft
Lot Size Dimensions and Info:
24X40
Building Area Source:
Public Records
Living Area Source:
Public Records
Lot Features:
Paved, Level, Sidewalk, Landscaped
Lot Size Acres:
0.02
Property Features
Waterfront:
No
Spa
Spa Features:
Heated, Above Ground
Furnished:
Furnished
Appliances:
Dryer, Dishwasher, Microwave, Refrigerator, Washer, Range
Interior:
Ceiling Fans(s), Open Floorplan, Primarybedroom Upstairs
Exterior:
Lighting, Sidewalk, Rain Gutters
Patio and Porch:
Patio, Front Porch
Laundry:
Inside, Laundry Closet
Air Conditioning System:
Central Air
Heating System:
Central, Electric
Vegetation and Trees:
Trees/landscaped
Property Entrance Faces:
Southeast
Road Responsibility:
Private Maintained Road
Other Equipment:
Irrigation Equipment
Construction
Year Built:
2018
Roof:
Shingle
Architectural Style:
Florida, Key West
Levels:
Two
Construction Materials:
Block, Frame, Stucco, Hardiplank Type
Flooring:
Tile
Number of stories:
2
Foundation Details:
Slab
Flood Zone Code:
X
Taxes and Expenses
Tax Annual Amount:
$9,460.02
Tax Year:
2025
Association Fee:
$467.95
Association Fee Frequency:
Monthly
Other Fees Amount:
$203.00
Other Fees Frequency:
Monthly
Total Annual Fees:
$8,051.4
Total Monthly Fees:
$670.95
Tax Other Annual Assessment Amount:
3125
Parking
Parking Features:
Open
Utilities
Sewer:
Public Sewer
Utilities Available:
Underground Utilities, Electricity Connected, Sewer Connected, Water Connected, Public, Cable Connected, Broadband/High Speed Internet Available
Water Source:
Public
Community
Association
Minimum Lease Term:
1-7 Days
Pets Allowed?
Subdivision Name:
ROLLING OAKS PH 5
Community Features:
Sidewalks, Fitness Center, Street Lights, Park, Pool, Playground, Dog Park, Gated Community - Guard
Association Fee Includes:
Maintenance Grounds, Trash, Cable Tv, Pest Control, Security, Guard - 24 Hour
Senior Community:
No
Association Fee Required:
Required
Community Development District CDD
Number of Ownership Years Prior To Lease:
0
Association Management:
Amanda Narehood
Association Phone:
407-705-2190
Terms
Listing Terms Considered by Seller:
Cash, Conventional, FHA, VA Loan
Occupant Type:
Tenant
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
ROLLING OAKS PH 5 PB 26 PGS 132-140 LOT 98
Real Estate Folio Number (Parcel Number):
04-25-27-5005-0001-0980
Zoning:
RES
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
Elementary School:
Westside K-8
High School:
Celebration High
Middle Or Junior School:
West Side
Listing History
Originally published on:
April 1, 2026 3:22 pm
Active on the market since:
April 1, 2026
Listing Agreement executed on:
April 1, 2026
Purchase Contract Date:
May 5, 2026
Listing Status Last Changed On:
May 5, 2026 10:47 pm
Photos updated on:
April 1, 2026 3:25 pm
Last Modified:
August 6, 2026 8:51 pm
Additional Information
Courtesy of:
CREEGAN GROUP
Attribution:
407-622-1111
Road Surface Type:
Paved, Asphalt
Location
Street Name:
PIRATE
Street Number:
3058
City:
KISSIMMEE
State:
Florida
Zip Code:
34747
County:
Osceola
Latitude:
N28° 20' 21''
Longitude:
W82° 23' 35.1''
Property Map

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Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $83,141
Median Home Value $455,600
Median Rent $1,812/mo
Median Age 37
Population 27,422

Air Quality

Source: AirNow.gov · Orlando

🌬️ Air Quality Index (AQI) 29 Good
☀️ O3 20 Good
🫁 PM2.5 29 Good
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Association of REALTORS®
Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. Listings courtesy of Stellar MLS, as distributed by MLS GRID. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House information, if any, is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office or agent presenting the information. The data is deemed reliable but is not guaranteed by MLS GRID. Use of MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS and as amended from time to time. Some IDX listings have been excluded from this website. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available. Based on information submitted to MLS GRID as of August 6, 2026, 8:51 PM.