Windsor/Westside-Ph 2a Real Estate

Windsor/Westside-Ph 2a Real Estate

Welcome to Windsor/Westside Phase 2A, a vibrant subdivision nestled in the heart of Kissimmee, Florida, within the picturesque Osceola County. This enchanting community is perfect for families, retirees, and everyone in between, offering a blend of modern living and natural beauty.

Windsor/Westside Phase 2A boasts an array of stunning single-family homes, each designed with contemporary aesthetics and functionality in mind. The spacious layouts and high-end finishes create an inviting atmosphere, making it easy to envision your life here. Many homes feature private backyards, perfect for outdoor gatherings, barbecues, or simply enjoying the Florida sunshine.

One of the standout features of this subdivision is its exceptional amenities. Residents can take advantage of a resort-style clubhouse, complete with a sparkling pool, fitness center, and recreational facilities. The community also offers walking trails, playgrounds, and sports courts, ensuring there’s always something to do for everyone.

Location is key, and Windsor/Westside Phase 2A does not disappoint. Situated just a short drive from Orlando's world-famous attractions, including Walt Disney World and Universal Studios, you’ll have endless entertainment options at your fingertips. Additionally, the nearby shopping centers, restaurants, and parks make daily living convenient and enjoyable.

Embrace the charm of Windsor/Westside Phase 2A, where community spirit and modern conveniences come together to create an idyllic lifestyle. Whether you’re looking for a new home or an investment opportunity, this subdivision promises a bright future in the heart of Kissimmee. Come and experience the magic of Florida living!

Newest Listings in Windsor/Westside-Ph 2a

$660,000
5 Beds ⋅ 6 Baths ⋅ S5155754 MLS
Welcome to 8896 Bengal Court, an exceptional opportunity to own a residence in one of Central Florida’s most sought-after destinations. Positioned in the desirable Kissimmee area, this property offers an appealing combination of lifestyle, location, and long-term investment potential. The property presents an attractive opportunity for discerning buyers seeking a Florida residence, second home, or investment property. Its convenient location provides easy access to Orlando’s world-class theme parks, entertainment, dining, shopping, and major transportation corridors, placing an impressive array of Central Florida attractions within reach. For investors, the property’s Kissimmee location offers the potential to benefit from the area’s strong tourism presence and continued demand for residential and vacation-oriented properties. For homeowners, it provides the opportunity to enjoy the sought-after Central Florida lifestyle while remaining close to everything the region has to offer. 8896 Bengal Court represents more than a home—it is an opportunity to establish a presence in one of Florida’s most dynamic real estate markets. Properties offering this combination of location, versatility, and investment appeal deserve a closer look. With its desirable location and versatile appeal, this property is ready for its next owner. Schedule your private showing today and discover all that 8896 Bengal Court has to offer!

8896 Bengal Court, Kissimmee
$560,000
8 Beds ⋅ 6 Baths ⋅ O6429118 MLS
Short Sale. Welcome to your own slice of paradise in the highly sought-after, guard-gated Windsor at Westside Resort! This beautifully updated and fully furnished 8-bedroom, 6-bath home offers over 4,041 square feet of spacious living designed for comfort, entertainment, and unforgettable vacation experiences. The versatile floor plan features a convenient first-floor primary suite, while two upstairs bedrooms include private en-suite baths for added privacy. Enjoy Florida living year-round in your private heated pool and spa, or gather family and guests in the incredible converted game room complete with gaming consoles, a pool table, and driving simulators. Located just minutes from Disney, this exceptional resort home provides access to world-class amenities, including a resort-style pool, lazy river, expansive clubhouse, fitness center, poolside cabana, sand volleyball courts, and tennis courts. Whether you're looking for a vacation retreat, primary residence, or income-producing investment property, this move-in-ready home offers the perfect blend of luxury, location, and resort-style living.

1836 Nice Court, Kissimmee
$535,000
7 Beds ⋅ 6 Baths ⋅ O6411765 MLS
HUGE Price Improvement!! Welcome to your dream vacation retreat in the highly sought-after Windsor at Westside Resort! This stunning 7-bedroom, 5.5-bath pool home is professionally furnished, beautifully decorated, and completely turnkey—offering everything you need for a successful vacation rental investment, a family getaway, or the perfect combination of both. From the moment you step inside, you'll appreciate the spacious open-concept layout designed for entertaining and relaxation. The fully stocked kitchen features granite countertops, abundant cabinetry, and a large island overlooking the expansive living and dining areas, making it easy to gather with family and friends after a day of fun at the parks. The first-floor primary suite offers a private retreat with direct access to the pool area through the ensuite bathroom—a thoughtful feature that's perfect after an afternoon swim. Step outside and discover your own private oasis, complete with a sparkling screened pool, relaxing hot tub, covered lanai, and the added benefit of no rear neighbors, providing a peaceful setting to enjoy the Florida sunshine year-round. Upstairs, a spacious loft serves as the ultimate entertainment hub, featuring a large-screen viewing area ideal for movie nights, gaming tournaments, or simply unwinding after an exciting day of adventure. The thoughtfully designed split-bedroom floor plan offers plenty of room for multiple families and guests, including two additional ensuite bedrooms and four beautifully themed and/or decorated guest rooms that add an extra touch of magic and fun to every stay. Located within the guard-gated Windsor at Westside Resort, owners and guests enjoy access to world-class amenities centered around the impressive 8,000-square-foot clubhouse. Enjoy dining and drinks at Tu Casa Bar & Lounge, grab essentials at the market and deli, challenge friends in the video arcade, or stay active in the fitness center. Outside, the resort truly shines with its spectacular zero-entry pool, lazy river, water playground with slides, cabanas, tiki bar, volleyball court, and playground. Even better, the HOA includes lawn care and daily valet garbage service, allowing you to spend more time enjoying the resort lifestyle and less time worrying about maintenance. Whether you're searching for a high-performing vacation rental, a second home near Disney, or a luxury retreat for family and friends, this exceptional property checks every box. Just minutes from Walt Disney World, shopping, dining, golf, and Orlando's world-famous attractions, this is your opportunity to own a piece of paradise in one of Central Florida's premier vacation home communities. Schedule your private showing today and experience the Windsor at Westside lifestyle for yourself!

1881 Nice Court, Kissimmee
$580,000
7 Beds ⋅ 6 Baths ⋅ O6380867 MLS
Welcome to this beautiful 7 Bed/ 5.5 Bath luxury vacation/investment home with WATERVIEW, nested in one of the most popular resort in Orlando: Windsor at Westside. This Turnkey vacation home comes with high end furnitures and professionally decorated and can easily accommodate up to 15 guests. Some great features of this house include spacious family/dining room combo, variety of game tables in the garage and upstair loft, spacious private pool/hot spa area in screened patio, which make it perfect for family and friends to gather for entertainment. Open kitchen is equipped with high-end cabinetry, granite countertops, and stainless-steel appliances. Spacious master suites on both floors are available to provide more comfort and privacy for owners and guests. The Windsor at Westside Resort provides massive amenities, including 8,000 square feet resort-style clubhouse, resort-style heated pool and spa, wireless internet on the pool deck, lazy river, recreation center, poolside cabana, playground, volleyball, tennis, basketball, game room, restaurant, bar, relaxing lounge area with indoor/outdoor fireplace, TVs and much more... This community is also in close proximity from Disney World and other attractions, like Universal Studios, Sea World, Golf courses, and Shopping Centers.Come check out this luxury and low maintenance vacation home before it slip away. Schedule a private showing today.

1627 Lima Ave, Kissimmee
$570,000
7 Beds ⋅ 6 Baths ⋅ O6331125 MLS
New Price! Luxurious 7-Bed, 5.5-Bath Retreat in Windsor at Westside! Nestled on a premium lot in the coveted Windsor at Westside gated community, this fully furnished 7-bedroom, 5.5-bathroom home is perfect for vacations, primary living, or investment, just minutes from Disney. Enjoy a spacious open floor plan with owner’s suites on both floors, a gourmet kitchen featuring stainless steel appliances, 42-inch dark wood cabinets, stone countertops, and a large breakfast bar. The living room seamlessly connects to a vast covered lanai and heated pool with a soothing spa, overlooking a serene conservation area, perfect for soaking up Florida’s sunshine and stunning sunsets. Residents gain access to resort-style amenities, including a clubhouse, heated pool, lazy river, water playground, fitness center, sports courts, games room, on-site store, restaurant, and bar.

1724 Lima Ave, Kissimmee
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