Windsor At Westside; Windsor/Westside Homes with Stucco Exterior Construction

Windsor At Westside; Windsor/Westside Homes with Stucco Exterior Construction

Welcome to Windsor at Westside, a stunning subdivision nestled in the heart of Kissimmee, Florida, within the charming Osceola County. This vibrant community is not just a place to live; it’s a lifestyle choice that offers the perfect blend of relaxation, recreation, and connection.

Windsor at Westside is renowned for its luxurious homes, predominantly featuring elegant stucco exterior construction that not only enhances curb appeal but also provides durability against the Florida elements. These beautifully designed residences offer a variety of floor plans, accommodating families of all sizes. Each home is crafted with attention to detail, from spacious open-concept layouts to modern kitchens equipped with top-of-the-line appliances.

Residents of Windsor at Westside are treated to a wealth of amenities that cater to both leisure and social activities. The community boasts a resort-style clubhouse, a sparkling swimming pool, and a state-of-the-art fitness center, making it easy to stay active and engaged. For those who enjoy outdoor activities, the community parks and walking trails provide the perfect backdrop for family outings or quiet strolls.

The location of Windsor at Westside is another highlight, with easy access to major highways, shopping centers, and world-renowned attractions like Walt Disney World and Universal Studios, ensuring that excitement is just around the corner.

Whether you’re looking for a primary residence or a vacation home, Windsor at Westside offers an unparalleled living experience that combines the best of Florida living with the comforts of home. Discover your dream home today in this enchanting community!

Newest Windsor At Westside; Windsor/Westside Homes with Stucco Exterior Construction

$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

$449,000
5 Beds 5 Baths Windsor At Westside; Windsor/Westside SubDv. 34747 Zip Code
TURN-KEY SHORT-TERM RENTAL | FULLY FURNISHED | SOUTH-FACING POOL| END UNIT 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: End Unit Star War loft; Frozen and Nemo theme 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 splash zone Indoor/outdoor restaurant & bar Fitness center Outdoor fireplace, sports courts, and playground Prime Location: Ideally situated between ChampionsGate 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!

8932 Sydney Avenue, Kissimmee

$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: Newly upgraded laminate floor 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 Kids’ splash zone Indoor/outdoor restaurant & bar Fitness center Outdoor fireplace, sports courts, and playground Prime Location: Ideally situated between ChampionsGate 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!

8942 Sydney Avenue, Kissimmee

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