Windsor At Westside Homes with Basketball Court Amenities

Welcome to Windsor at Westside, a vibrant and family-friendly subdivision nestled in the heart of Kissimmee, Florida, within the picturesque Osceola County. This charming community is not just about beautiful homes; it’s a lifestyle that embraces both relaxation and recreation.

Windsor at Westside boasts an impressive array of amenities, making it an ideal choice for families and individuals alike. One of the standout features of this subdivision is its dedication to active living. Residents can enjoy access to a fantastic basketball court, perfect for friendly games or honing your skills. Whether you’re shooting hoops with neighbors or participating in community tournaments, the basketball court becomes a hub for social interaction and healthy competition.

The homes in Windsor at Westside are designed with modern families in mind, offering spacious layouts and contemporary finishes. Each residence is a perfect blend of comfort and style, ensuring that you have a peaceful retreat to come home to after an exciting day. With a variety of floor plans to choose from, you’re sure to find the perfect fit for your lifestyle.

Beyond the basketball court, Windsor at Westside features a range of amenities including a resort-style pool, a fitness center, and walking trails, all set against the backdrop of Florida’s stunning landscapes. This community not only offers a place to live but also a place to thrive.

Experience the charm and convenience of Windsor at Westside—where every day feels like a vacation, and community spirit is alive and well. Come discover your dream home today!

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

$568,000

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

PRICE REDUCTION — NOW $569,000! TURNKEY 7-BEDROOM VACATION RENTAL | WINDSOR AT WESTSIDE | MINUTES TO DISNEY A $569,000 Opportunity in One of Central Florida's Premier Vacation Rental Resorts! The price has been reduced to $569,000, creating an exciting opportunity to own a fully furnished, actively operating 7-bedroom vacation home in the highly sought-after Windsor at Westside Resort. Welcome to 1861 Nice Court, a spacious 7-bedroom, 5-bathroom home offering 3,281 square feet of living space, a private screened-in pool, themed bedrooms, and everything needed to continue operating as a successful short-term rental. TURNKEY — JUST BRING YOUR INVESTMENT STRATEGY This home was designed specifically with vacationing families and large groups in mind. The open-concept floor plan provides plenty of room for guests to gather, while the modern kitchen with stainless-steel appliances and generous dining area make entertaining easy. Multiple ensuite bedrooms and professionally themed guest rooms add to the vacation experience and give this property the features today's Disney-area guests are looking for. Outside, the private screened-in pool and spacious patio provide the perfect place for guests to relax after a day at the parks. THE RESORT EXPERIENCE GUESTS WANT Windsor at Westside is a premier gated vacation rental community offering an impressive 8,000+ square-foot clubhouse and an extensive list of amenities, including: * Resort-style swimming pool * Lazy river * Waterslide * Fitness center * Tennis courts * Volleyball court * Play and activity areas * Resort activities and entertainment The HOA includes lawn maintenance, internet, cable, and daily valet trash service, helping reduce the day-to-day responsibilities associated with owning a vacation rental. MINUTES FROM THE MAGIC The location is a major advantage. Guests are just minutes from Walt Disney World and close to Margaritaville, Sunset Walk, shopping, dining, golf, and Central Florida's world-famous attractions. For investors, the combination of 7 bedrooms + private pool + resort amenities + proximity to Disney + turnkey furnishings creates a compelling vacation rental package. WHY $569,000 DESERVES YOUR ATTENTION This isn't simply a home—it's an opportunity to own a turnkey vacation rental in one of the most recognizable short-term rental destinations in the country. NEW PRICE: $569,000 7 Bedrooms | 5 Bathrooms 3,281 Sq. Ft. Fully Furnished & Turnkey Active Short-Term Rental Private Screened-In Pool Themed Guest Bedrooms Gated Resort Community Minutes to Walt Disney World Extensive Resort Amenities THE PRICE HAS CHANGED. THE OPPORTUNITY HASN'T. At $569,000, 1861 Nice Court deserves the attention of investors looking for a turnkey Disney-area vacation rental and buyers looking for a spacious vacation home with income-producing potential. If you've been watching the Windsor at Westside market, this is one you won't want to overlook. Schedule your private showing today and take a closer look at what $569,000 can buy you in one of Central Florida's premier vacation rental communities.

1861 Nice Ct, Kissimmee

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