Windsor At Westside Homes with Pool Amenities

Windsor At Westside Homes with Pool Amenities

Welcome to Windsor At Westside, an enchanting subdivision nestled in the heart of Kissimmee, Florida, within the beautiful Osceola County. This vibrant community is designed for those who seek a perfect blend of relaxation and excitement, making it an ideal destination for families, retirees, and vacationers alike.

Windsor At Westside boasts an impressive array of stunning homes, each thoughtfully designed to cater to a variety of lifestyles. One of the standout features of this community is the availability of homes with private pool amenities. Imagine stepping out into your own backyard oasis, where you can unwind under the Florida sun, host lively barbecues, or take a refreshing dip in your pool after a long day at work or play. These homes offer not just a place to live, but a lifestyle filled with leisure and enjoyment.

In addition to the luxurious pool amenities, Windsor At Westside offers residents access to a wealth of community features. From a state-of-the-art clubhouse and fitness center to a resort-style swimming pool, playgrounds, and sports courts, there’s something for everyone to enjoy. The community is also conveniently located near major attractions, shopping centers, and dining options, ensuring that you’re never far from the action.

Whether you’re looking for a permanent residence or a vacation getaway, Windsor At Westside provides a perfect backdrop for creating lasting memories. Discover your dream home in this idyllic community and embrace the Florida lifestyle today!

Newest Windsor At Westside Homes with Pool Amenities

$489,000
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
$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
Start Your Search