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Property Description

Impressive and immediately available, this fully furnished 9-bedroom, 6-bathroom resort-style home is a prime opportunity for short-term rental investors or those seeking a luxurious vacation retreat. Thoughtfully designed with comfort and entertainment in mind, the main floor features a spacious primary suite and an additional guest suite, along with a large open-concept living area. The gourmet kitchen includes a generous island, dual dining tables with ample seating, and a comfortable living room — all overlooking the expansive covered lanai with a private screened-in pool and spa. Natural light fills the space, creating a warm and inviting atmosphere. Upstairs, you’ll find a massive loft that serves as the perfect activity hub — ideal for movie nights, games, or simply relaxing after a day at the parks. The remaining bedrooms are also located on the second floor, offering plenty of space for large groups or extended families. Located just minutes from Disney Resorts and theme parks, Margaritaville, shopping, dining, and entertainment, this home provides the perfect blend of luxury, location, and income potential. Don’t miss your chance to own a true Central Florida getaway. Windsor at Westside is a premier resort-style gated community in Kissimmee, Florida, offering an exceptional range of amenities designed to enhance the vacation lifestyle. Residents and guests enjoy access to a stunning 10,000 sq. ft. clubhouse that features a state-of-the-art fitness center, an arcade and game room, an activities center, and a welcoming lounge and bar area. The outdoor amenities are equally impressive, including a large resort-style swimming pool, a relaxing lazy river, a splash pad for kids, and a hot tub surrounded by ample seating and cabanas for lounging. Sports enthusiasts will appreciate the community’s tennis courts, basketball court, sand volleyball court, and soccer field. For families, there is a dedicated playground for children. Additional conveniences include a poolside tiki bar and on-site restaurant, a marketplace for daily essentials, and valet trash service. The monthly HOA covers high-speed internet, cable TV, and yard maintenance, making this community ideal for short-term rentals or second-home living. With its close proximity to Disney, Margaritaville, dining, shopping, and entertainment, Windsor at Westside offers both a vibrant vacation experience and a smart investment opportunity

Features
Gunite, Heated, In Ground, Screen Enclosure
Heat Pump, Central, Electric
Central Air
Yes
Screened, Covered, Rear Porch
Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer, Electric Water Heater, Range
Pool, Playground, Clubhouse, Restaurant, Sidewalks, Gated Community - No Guard, Fitness Center
Sidewalk, Sliding Doors, Lighting
Ceramic Tile, Laminate
2
Eating Space In Kitchen, Open Floorplan, Walk-in Closet(s), Living Room/dining Room Combo, Split Bedroom, Window Treatments, Primary Bedroom Main Floor, Ceiling Fan(s), High Ceilings
Inside, Laundry Room
Sidewalk, Landscaped
Driveway, Guest, Open, On Street, Parking Pad
Tile
Public Sewer
In Ground
Cable Connected, Electricity Connected, Bb/hs Internet Available, Sewer Connected, Electricity Available, Public, Cable Available, Water Connected, Water Available, Sewer Available
Address Map
FL
Osceola
KISSIMMEE
34747
2186 TRIPOLI COURT
0
W82° 21' 28.5''
N28° 18' 49.5''
East
Interstate 4 to 192 West, go left on Westside Blvd, until it ends then right at resort main entrance : gate code required.
WINDSOR AT WESTSIDE PH 1
Additional Info
REDFIN CORPORATION
Juan Castro
Contemporary
Clubhouse, Playground, Fitness Center, Gated, Park, Pool, Cable Tv, Recreation Facilities, Spa/hot Tub
$563
Monthly
Cable Tv, Community Pool, Trash, Recreational Facilities, Maintenance Grounds, Private Road
Block, Stucco
0
Slab
Two
261073297
261014321
Cash, Conventional, Fha, Va Loan
Private Road, Street Paved
No
2
$12,651
2024
Public
RES
05/14/2025 12:14:46
$0

    2186 TRIPOLI COURT, KISSIMMEE, Florida 34747

    2186 TRIPOLI COURT, KISSIMMEE, Florida 34747

    9 Bedrooms
    6 Bathrooms
    4,391 Sqft
    $650,000
    Listing ID #O6308570
    Basic Details
    Property Type : Residential
    Listing Type : For Sale
    Listing ID : O6308570
    Price : $650,000
    Bedrooms : 9
    Rooms : 14
    Bathrooms : 6
    Square Footage : 4,391 Sqft
    Year Built : 2016
    Lot Area : 8,712 Sqft
    Standard Status : Active
    Bathrooms Total : 6
    Building Area : 5,214 Sqft
    MLS Status : Active
    Property Type : Single Family Residence
    Contact Agent
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