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Welcome to 2199 Tripoli, a spacious 9-bedroom, 6-bathroom pool home located in the highly desirable Windsor at Westside Resort "” one of the area's premier short-term rental communities. Designed with large groups and vacationing families in mind, this home offers a functional open-concept layout, generous bedroom count, and entertainment-focused design that makes it ideal for short-term rental use or a private vacation retreat. A standout feature of the property is its custom-themed bedrooms, including: Assassin's Creed-inspired room, Pokémon-themed room, Sonic the Hedgehog-themed room. These immersive spaces create a memorable guest experience and strong marketing appeal in the competitive Central Florida vacation rental market. The main living area flows seamlessly into the dining and kitchen spaces, providing ample room for gathering and entertaining. Step outside to your private screened-in pool area "” perfect for relaxing after a day at the parks. Located within Windsor at Westside, residents and guests enjoy access to resort-style amenities including a clubhouse, lazy river, resort pool, fitness center, sports courts, and gated security. The community's prime location offers convenient access to major attractions, shopping, dining, and highways. Whether you are looking for a primary residence, second home, or investment property in a short-term rental approved community, this 9-bedroom home offers exceptional flexibility and opportunity.
| DAYS ON MARKET | 34 | LAST UPDATED | 3/16/2026 |
|---|---|---|---|
| TRACT | WINDSOR AT WESTSIDE | YEAR BUILT | 2015 |
| COMMUNITY | 34747 - Kissimmee/Celebration | GARAGE SPACES | 2.0 |
| COUNTY | Osceola | STATUS | Active |
| PROPERTY TYPE(S) | Single Family |
| PRICE HISTORY | |
| Prior to Mar 16, '26 | $790,000 |
|---|---|
| Mar 16, '26 - Today | $785,000 |
| ADDITIONAL DETAILS | |
| AIR | Central Air |
|---|---|
| AIR CONDITIONING | Yes |
| AMENITIES | Cable TV, Internet, Maintenance Grounds, Trash |
| APPLIANCES | Convection Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Range, Refrigerator, Washer |
| AREA | 34747 - Kissimmee/Celebration |
| CONSTRUCTION | Block, Stucco |
| EXTERIOR | Outdoor Grill |
| GARAGE | Yes |
| HEAT | Central |
| HOA DUES | 563 |
| INTERIOR | High Ceilings |
| LOT | 6534 sq ft |
| PARKING | Attached |
| POOL | Yes |
| POOL DESCRIPTION | Heated, Private |
| SEWER | Public Sewer |
| STORIES | 2 |
| SUBDIVISION | WINDSOR AT WESTSIDE |
| TAXES | 11987 |
| UTILITIES | Cable Available, Cable Connected, Electricity Connected, Underground Utilities |
| WATER | Public |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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Listing provided by Sunny Pabla, PABLA PROPERTIES, 407-967-3287
The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 3/21/26 4:43 PM PDT.
This IDX solution is (c) Diverse Solutions 2026.