Windsor At Westside Homes with Basketball Court Amenities

Welcome to Windsor at Westside, a vibrant subdivision nestled in the heart of Kissimmee, Florida, within the picturesque Osceola County. This charming community offers a perfect blend of modern living and resort-style amenities, making it an ideal destination for families, retirees, and everyone in between.

Windsor at Westside is renowned for its stunning homes, thoughtfully designed to cater to a variety of lifestyles. With spacious floor plans and contemporary finishes, these residences provide both comfort and elegance. One of the standout features of this community is its commitment to active living, highlighted by the inclusion of basketball court amenities. Whether you’re a seasoned player or just looking to shoot some hoops with friends and family, the basketball courts provide an excellent opportunity to stay fit and have fun right at your doorstep.

In addition to the basketball courts, residents can enjoy a plethora of other amenities, including a resort-style pool, a state-of-the-art fitness center, and beautifully landscaped walking trails. The community is also conveniently located near shopping centers, dining options, and entertainment venues, ensuring you have everything you need within reach.

Living in Windsor at Westside means embracing a lifestyle filled with leisure and enjoyment. With its beautiful homes and engaging amenities, this subdivision is more than just a place to live; it’s a community where memories are made and friendships flourish. Come and discover the charm of Windsor at Westside – your new home awaits!

Newest Windsor At Westside Homes with Basketball Court Amenities

$412,900

5 Beds ⋅ 5 Baths ⋅ Windsor At Westside SubDv. ⋅ 34747 Zip Code

Welcome to your slice of paradise at Windsor at Westside! Fully furnished and Airbnb-ready, this spacious 5-bedroom, 4.5-bath townhome with a private pool is located in one of Greater Orlando’s most sought-after short-term rental communities. Designed to comfortably accommodate 14+ guests, this property is ideal as both a personal getaway and an income-producing investment. The open-concept floorplan creates a bright, inviting atmosphere, enhanced by modern finishes and ample space for gathering and entertaining. Step outside to your private screened-in pool—perfect for unwinding after a day at the parks or enjoying Florida’s year-round sunshine in total privacy. The HOA delivers exceptional value, covering cable, internet, trash removal, lawn care, and 24/7 guard-gated security, offering a truly low-maintenance ownership experience. Residents and guests enjoy access to world-class resort amenities, including a 10,000 sq. ft. clubhouse, resort-style pool with lazy river and splash zone, hot tub, fitness center, arcade, sports courts, sand volleyball, playground, on-site market and deli, concierge services, and the popular Tu Casa Tiki Bar. Ideally located just minutes from Walt Disney World, with easy access to shopping, dining, and major attractions, this property offers the perfect blend of lifestyle and investment potential. Whether you’re expanding your short-term rental portfolio or searching for a vacation home that pays for itself, this opportunity checks all the boxes. Schedule your private showing today.

2015 Majorca Drive, Kissimmee

$570,000

7 Beds ⋅ 6 Baths ⋅ Windsor At Westside SubDv. ⋅ 34747 Zip Code

Price Reduction! Turnkey 7-Bedroom Vacation Home in Windsor at Westside – Active Short-Term Rental! Welcome to 1861 Nice Court, a beautifully furnished and actively producing 7-bedroom, 5-bathroom short-term rental located in the sought-after Windsor at Westside Resort. With 3,281 sq ft of living space, this stunning home is designed to impress guests and maximize occupancy—making it the perfect investment property or vacation retreat near the magic of Disney. Step inside to a bright, open-concept layout featuring a spacious living area, modern kitchen with stainless steel appliances, and generous dining space ideal for large families and groups. This home offers multiple ensuite bedrooms and themed guest rooms that delight visitors of all ages and keep bookings strong year-round. The private screened-in pool and patio provide the perfect place to unwind after a day at the parks, offering your guests the relaxation and resort-style experience they’re searching for. Located in the gated, 24-hour resort community of Windsor at Westside, owners and guests enjoy unmatched amenities including an 8,000+ sq ft clubhouse, fitness center, resort-style pool, waterslide, lazy river, volleyball court, tennis courts, and a full activity-filled play zone. The HOA covers lawn maintenance, internet, cable, daily valet trash service, and access to all resort amenities—making ownership truly hassle-free. Just minutes from Walt Disney World, Margaritaville, Sunset Walk, shopping, dining, and major attractions, this property offers strong rental history, excellent future booking potential, and a turnkey setup ready for its next owner. Whether you're looking to expand your STR portfolio or secure a high-performing vacation home, 1861 Nice Court is an exceptional opportunity in one of Central Florida’s premier resort communities.

1861 Nice Ct, Kissimmee

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