Windsor At Westside Homes with Playground Amenities

Windsor At Westside Homes with Playground Amenities

Welcome to Windsor At Westside, a premier subdivision located in the heart of Kissimmee, Florida. This vibrant community offers a perfect blend of luxury living and convenience, making it an ideal place to call home.

Situated in Osceola County, Windsor At Westside features a variety of homes with playground amenities, perfect for families looking for a fun and safe environment for their children to play. Whether you're looking for a cozy townhouse or a spacious single-family home, Windsor At Westside has a range of options to suit your lifestyle and needs.

Residents of Windsor At Westside can enjoy a host of amenities, including a clubhouse, resort-style pool, fitness center, and more. The community is also conveniently located near shopping, dining, entertainment, and major highways, making it easy to explore everything that Kissimmee and the surrounding areas have to offer.

If you're looking for a charming and family-friendly community in Kissimmee, look no further than Windsor At Westside. Come discover the perfect blend of comfort, convenience, and luxury living in this sought-after subdivision.

Newest Windsor At Westside Homes with Playground Amenities

$499,000
5 Beds ⋅ 4 Baths ⋅ Windsor At Westside SubDv. ⋅ 34747 Zip Code
Welcome to a fantastic investment opportunity in the Windsor at Westside resort community! This fully furnished 5-bedroom, 4-bathroom pool home offers a luxurious living space with great rental potential, perfect for investors. It's an ideal choice for short-term or long-term rental investment or a second home, especially for those looking for a prime location near Disney Parks and other Orlando attractions. Enjoy gatherings and entertainment in the open floor plan, seamlessly blending the living, dining, and kitchen areas. The chef's kitchen features granite countertops and stainless steel appliances. Step outside to the private pool, your oasis in the Florida sun. The main floor has a bedroom and bathroom for guests, while upstairs, the master ensuite and guest bedrooms offer space and privacy. Another bedroom and two guest bedrooms with a shared bathroom provide ample space for everyone. The resort offers amenities like an 8,000 square feet clubhouse, heated pool, lazy river, and spa. Stay connected with poolside wireless internet and enjoy activities like volleyball and basketball. The resort also has a restaurant and bar for your enjoyment. Just minutes from Walt Disney World, Universal Orlando, and Sea World, this home offers endless fun and convenience. Don't miss out on this turn-key dream home!

1857 Nice Court, Kissimmee
$559,000
6 Beds ⋅ 5 Baths ⋅ Windsor At Westside SubDv. ⋅ 34747 Zip Code
Welcome to resort-style living at its finest in the highly sought-after Windsor at Westside Resort! This beautifully maintained 6-bedroom, 4.5-bath pool home is offered fully furnished and turnkey, making it the perfect opportunity for a vacation home, investment property, or even a full-time residence just minutes from Walt Disney World and Central Florida's most popular attractions. Step inside and you'll immediately appreciate the bright, open-concept floor plan designed for gathering and entertaining. The spacious kitchen overlooks the dining and living areas, creating the perfect setting for family meals, celebrations, and relaxing evenings after a day of adventure. The first-floor primary suite offers a peaceful retreat complete with dual vanities, a soaking tub, separate shower, and direct access to the pool area for added convenience. The fun continues in the converted game room, where guests of all ages can enjoy a pool table, air hockey, and gaming stations, creating endless entertainment right at home. Outside, your private screened pool area provides the perfect place to unwind, soak up the Florida sunshine, or enjoy a relaxing evening swim. With no rear neighbors, you'll appreciate the added privacy while enjoying your own personal backyard oasis. Upstairs, a spacious loft serves as a second living and entertainment area, offering plenty of room for movie nights, gaming, or simply spreading out and relaxing. Five additional bedrooms provide comfortable accommodations for family and guests, including a second primary suite and two beautifully themed bedrooms featuring Star Wars and Princess-inspired décor that are sure to delight visitors of all ages. Beyond the home itself, Windsor at Westside offers an exceptional resort experience. This guard-gated community is renowned for its impressive amenities, including a spectacular resort-style pool, lazy river, clubhouse, fitness center, arcade, playground, sports courts, and scenic walking paths surrounding picturesque ponds. Whether you're enjoying a day at the resort or exploring nearby shopping, dining, golf, and world-famous attractions, everything you need is just moments away. Whether you're seeking a personal retreat, a high-demand vacation rental, or a combination of both, this outstanding property delivers the space, location, and amenities that today's buyers are looking for. Don't miss your opportunity to own a piece of paradise in one of Central Florida's premier vacation home communities!

1885 Nice Court, Kissimmee
$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
$569,000
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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