Windsor At Westside; Windsor/Westside Homes with Clubhouse Community Features

Welcome to Windsor at Westside, an exquisite subdivision nestled in the heart of Kissimmee, Florida, within Osceola County. This vibrant community is designed for those seeking a perfect blend of luxury, comfort, and convenience, making it an ideal choice for families, retirees, and anyone in between.

Windsor at Westside boasts a stunning selection of homes that cater to a variety of lifestyles. Each residence is thoughtfully designed, featuring modern amenities, open floor plans, and beautiful finishes that create a warm and inviting atmosphere. With spacious backyards and beautiful landscaping, these homes are perfect for hosting family gatherings or simply enjoying a quiet evening under the stars.

One of the standout features of Windsor at Westside is its impressive clubhouse community. The clubhouse serves as the social hub of the neighborhood, offering residents a plethora of amenities designed to foster connection and relaxation. Enjoy sunny days lounging by the resort-style pool, or challenge friends and family to a game in the sports courts. The community also features a state-of-the-art fitness center, ensuring you can maintain your active lifestyle right at home.

In addition to these fantastic amenities, Windsor at Westside is conveniently located near major attractions, shopping centers, and dining options, making it easy to enjoy all that Kissimmee and the surrounding areas have to offer. Whether you’re looking for a weekend adventure at nearby theme parks or a quiet day exploring nature trails, this community places you in the perfect location to experience the best of Central Florida.

Discover the charm and convenience of Windsor at Westside—where your dream home awaits!

Newest Windsor At Westside; Windsor/Westside Homes with Clubhouse Community Features

$445,000

5 Beds ⋅ 5 Baths ⋅ Windsor At Westside; Windsor/Westside SubDv. ⋅ 34747 Zip Code

TURN-KEY SHORT-TERM RENTAL | FULLY FURNISHED | SOUTH-FACING POOL| NO CARPET Welcome to this exceptional 5-bedroom, 4.5-bathroom townhome—a true turn-key investment opportunity or vacation retreat, professionally designed and ready to generate income from day one. Property Highlights: Upgraded laminate floor; new dryer/washer (2025); two new king bed and bunkbed Star War theme in loft; Harry Potter theme and Disney Cruise theme in tow rooms Highly desirable 5-bedroom floor plan with one bedroom conveniently located on the first floor Private south-facing pool—perfect for all-day sunshine and guest enjoyment Half bath on the patio for added convenience by the pool area Spacious loft area—themed star war for a game room with sofa and TV Upgraded kitchen with modern cabinetry and countertops Professional furniture package included—stylish, cohesive, and rental-ready by a professional Community & Resort Amenities: Access to TWO resort-style pools—one within the subdivision and another at the main clubhouse Stunning Mediterranean-style recreation center featuring: Grand lobby Resort-style pool with lazy river plash zone Indoor/outdoor restaurant & bar Fitness center Outdoor fireplace, sports courts, and playground Prime Location: Ideally situated between Champions Gate and US-192 Easy access to I-4, Walt Disney World, and Orlando International Airport Minutes from shopping, dining, golf courses, and major attractions Whether you're looking for a high-performing short-term rental, a vacation getaway, or a second home, this property checks every box with its unbeatable layout, location, and amenities. Schedule your showing today—this one won’t last!

8904 Sydney Avenue, Kissimmee

Start Your Search