Windsor/Westside Ph 1 Homes with Tennis Court(s) Community Features

Welcome to Windsor/Westside Phase 1, a vibrant and inviting subdivision nestled in the heart of Kissimmee, Florida, within beautiful Osceola County. This community is a hidden gem that perfectly blends luxury living with a warm, family-friendly atmosphere.

As you explore Windsor/Westside, you’ll discover a stunning array of homes designed with modern aesthetics and functional layouts, catering to a variety of lifestyles. Each residence is thoughtfully crafted, featuring spacious interiors, gourmet kitchens, and private outdoor spaces that invite you to relax and unwind. The community is also known for its magnificent homes equipped with private tennis courts, making it a haven for sports enthusiasts and those who enjoy an active lifestyle.

Windsor/Westside Phase 1 offers a wealth of amenities that enhance the living experience. The centerpiece of the community is the luxurious clubhouse, where residents can gather and socialize. Take a dip in the sparkling resort-style pool, enjoy a game of tennis, or engage in friendly competition at the sports courts. For families, the playground and picnic areas provide perfect spots for children to play and families to bond.

With its prime location, Windsor/Westside is just a stone's throw away from the excitement of Orlando’s world-famous attractions, shopping centers, and dining options. Whether you’re looking for a permanent residence or a vacation home, Windsor/Westside Phase 1 is the perfect place to call home. Discover the charm and community spirit of this wonderful neighborhood today!

Newest Windsor/Westside Ph 1 Homes with Tennis Court(s) Community Features

$425,000

5 Beds ⋅ 5 Baths ⋅ Windsor/Westside Ph 1 SubDv. ⋅ 34747 Zip Code

Welcome to resort-style living and effortless ownership in this fully furnished end-unit townhome, ideally located just a short 3-minute walk from the community's premier amenities. Whether you're searching for a vacation retreat, short-term rental investment, or a combination of both, this property offers the flexibility and convenience today's buyers are looking for. Inside, durable wood-look luxury vinyl flooring provides a stylish, low-maintenance space designed to accommodate guests with ease. Outside your door, enjoy peace of mind with 24-hour manned gate security and access to an impressive lineup of resort amenities. Residents and guests can take advantage of a sprawling clubhouse, resort-style pool, lazy river, hot tub, tennis and volleyball courts, a fully equipped fitness center, and an arcade, creating an unforgettable vacation experience year-round. Perfectly positioned for personal enjoyment or income-producing potential, this turnkey property offers the opportunity to own a piece of Central Florida's thriving vacation market while enjoying all the benefits of a world-class resort community.

8932 Adriatico Lane, Kissimmee

$739,999

8 Beds ⋅ 6 Baths ⋅ Windsor/Westside Ph 1 SubDv. ⋅ 34747 Zip Code

Turnkey investment opportunity in a highly sought-after resort-style community just minutes from Disney World! This fully furnished home is a heavily booked short-term rental with strong income potential and future bookings in place. Designed to stand out, the property features themed rooms including a Frozen-inspired bedroom and a Star Wars-themed room with immersive LED lighting, creating a memorable guest experience that drives repeat bookings. The garage has been professionally converted into a game room, perfect for entertainment and maximizing rental appeal. Recent updates include new vinyl flooring in the loft, adding a fresh, modern touch to the living space. The open layout, spacious bedrooms, and private accommodations make this home ideal for large groups and vacationing families. Located just minutes from world-class attractions, dining, and shopping, this property offers both a fantastic personal getaway and a income-producing asset. Bookings, financials, and rental history available upon request!

8887 Menton Loop, Kissimmee

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