Windsor At Westside Homes with Pool Amenities

Windsor At Westside Homes with Pool Amenities

Welcome to Windsor at Westside, a vibrant and picturesque subdivision nestled in the heart of Kissimmee, Florida. Located in Osceola County, this community offers a perfect blend of modern living and serene surroundings, making it an ideal destination for families and vacationers alike.

Windsor at Westside boasts an impressive array of homes, each designed with comfort and style in mind. One of the standout features of this community is that many of the homes come equipped with private pool amenities, providing residents with a personal oasis to relax and unwind. Imagine soaking up the Florida sun while enjoying a refreshing dip in your own backyard pool, or hosting delightful poolside gatherings with family and friends.

The community itself is thoughtfully designed, featuring lush landscaping, walking trails, and communal areas that encourage a sense of connection among neighbors. Residents can take advantage of the state-of-the-art clubhouse, complete with a fitness center, game room, and resort-style pool, perfect for those sunny Florida days.

Windsor at Westside is conveniently located near popular attractions, shopping centers, and dining options, making it easy to enjoy everything Kissimmee has to offer. Whether you’re looking for a permanent residence or a vacation home, Windsor at Westside provides an inviting atmosphere and exceptional amenities that cater to your lifestyle.

Experience the charm of Windsor at Westside—where comfort meets convenience, and every day feels like a vacation!

Newest Windsor At Westside Homes with Pool Amenities

8897 Rhodes Street, Kissimmee
$560,000
6 Beds ⋅ 5 Baths ⋅ Windsor At Westside SubDv. ⋅ 34747 Zip Code
There is a reason people stop when they first walk in. No rear neighbors, just an open pond view, and the clubhouse a few steps away. This is a fully furnished 6 bedroom, 4.5 bath home in guard-gated Windsor at Westside, and it was put together to be lived in and enjoyed, not just looked at. The private screened pool and spa are made for those long Florida afternoons, dinner outside, sunset included. Downstairs, the primary suite is its own quiet corner, with a big bathroom, a soaking tub and direct pool access. And with more than $40,000 in recent upgrades, luxury vinyl plank floors, fresh paint, designer lighting and bedrooms themed for guests of every age, the house feels new without losing its warmth. There is also a half bath downstairs, which matters more than it sounds when the house is full. Upstairs, a second primary suite, themed rooms for the younger ones, and a loft that turns into whatever the group needs that night: a movie room, a game room, or just a place to be together. Outside your door, Windsor at Westside does the rest: a zero-entry resort pool, lazy river, tiki bar, fitness center, arcade and sports courts, all a short walk away. And you are minutes from Walt Disney World, Universal, shopping, dining and the main highways, which is why this home works as well for unforgettable vacations as it does for short-term rental performance. Come see it. It is the kind of place that is hard to explain until you stand in it.

8897 Rhodes Street, Kissimmee

1885 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

1861 Nice Ct, Kissimmee
$550,000
7 Beds ⋅ 6 Baths ⋅ Windsor At Westside SubDv. ⋅ 34747 Zip Code
INVESTOR ALERT — NOW $550,000! TURNKEY 7-BEDROOM SHORT-TERM RENTAL | WINDSOR AT WESTSIDE | PRIVATE POOL | MINUTES TO DISNEY 7 BEDROOMS. 5+ BATHROOMS. 3,281 SQ. FT. FULLY FURNISHED. NOW $550,000. Investors looking for a large, turnkey vacation rental in the Disney-area market should take a serious look at 1861 Nice Court in Windsor at Westside Resort. This fully furnished 7-bedroom, 5-bathroom home offers 3,281 square feet of living space, a private screened-in pool, themed bedrooms, and a layout designed to accommodate large vacation groups. The property is currently operating as a short-term rental, giving a new owner the opportunity to step into an established vacation-home setup without starting from scratch. INVESTOR-FRIENDLY FEATURES NEW PRICE: $550,000 7 Bedrooms | 5 Bathrooms 3,281 Sq. Ft. Fully Furnished & Turnkey Currently Used as a Short-Term Rental Private Screened-In Pool Themed Guest Bedrooms Spacious floor plan designed for large groups Located in a gated vacation-resort community Minutes from Walt Disney World and Central Florida's major attractions Extensive resort amenities WHY THIS PROPERTY DESERVES A CLOSER LOOK: The combination of seven bedrooms, five bathrooms, a private pool, themed accommodations, and a prime Disney-area location provides the key components vacation-rental investors look for when evaluating a property. Windsor at Westside offers an established resort environment with amenities that appeal to vacation guests, while the home's size and configuration allow it to accommodate larger groups—an important consideration in the Central Florida vacation-rental market. At $550,000, this property gives investors an opportunity to acquire a substantial, fully furnished vacation home in one of the area's established short-term rental communities. Bring your investment strategy and take a closer look at the property, location, furnishings, resort amenities, and overall potential. Schedule your private showing of 1861 Nice Court today.

1861 Nice Ct, Kissimmee

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