Ventura At Windsor Hills Condo Homes with Tennis Court(s) Community Features

Welcome to Ventura at Windsor Hills, a stunning condominium community nestled in the heart of Kissimmee, Florida. This vibrant subdivision, located in Osceola County, offers a perfect blend of comfort, convenience, and leisure, making it an ideal choice for families, retirees, and vacationers alike.

Ventura at Windsor Hills is renowned for its exceptional amenities, particularly its well-maintained tennis courts, which provide residents with an opportunity to enjoy an active lifestyle right at their doorstep. Whether you’re a seasoned player or just looking to have some fun with friends and family, these courts are a fantastic way to stay fit and socialize within the community.

The condos in Ventura at Windsor Hills are designed with modern living in mind, featuring spacious layouts, contemporary finishes, and beautiful views of the surrounding landscape. Many units come equipped with private balconies, allowing residents to soak in the Florida sunshine while enjoying their morning coffee or evening sunsets.

In addition to tennis, the community boasts a range of amenities, including a sparkling swimming pool, fitness center, and clubhouse, ensuring there’s always something to do. The location is unbeatable, with easy access to major attractions like Walt Disney World, Universal Studios, and a variety of shopping and dining options.

Embrace the Florida lifestyle at Ventura at Windsor Hills, where community spirit meets leisure and recreation. Discover your perfect home in this charming condo community and experience the best that Kissimmee has to offer!

Newest Ventura At Windsor Hills Condo Homes with Tennis Court(s) Community Features

$365,000

3 Beds ⋅ 2 Baths ⋅ Ventura At Windsor Hills Condo SubDv. ⋅ 34747 Zip Code

Welcome to one of the most extensively renovated condos in Windsor Hills! This beautifully updated 3-bedroom, 2-bathroom Santa Anna floor plan offers 1,450 square feet of living space and is the largest condo floor plan in the community. The interior has been completely transformed with a bright, modern design. The kitchen wall was removed to create an open-concept layout connecting the kitchen, dining and living areas, while the redesigned kitchen features Italian-inspired cabinetry, quartz countertops with a waterfall edge, and updated appliances. Luxury vinyl plank flooring and recessed lighting continue throughout the main living areas, giving the condo a clean and contemporary feel. Both bathrooms have been beautifully remodeled with ceramic tile, floating Italian-style cabinetry, quartz countertops and modern finishes. The spacious split-bedroom layout includes walk-in closets and provides plenty of room for owners and guests alike. The condo is being offered fully furnished with designer-selected furniture, making it truly turnkey and ready to enjoy as a vacation home, short-term rental investment, or Florida getaway. Located just minutes from Walt Disney World, Windsor Hills is one of the area's most established gated resort communities. Owners and guests enjoy a resort-style pool and water park, hot tub, fitness center, movie theater, game room, playgrounds, tennis, basketball and volleyball courts, an onsite marketplace and grill, and 24-hour gated security. HOA services include water, cable TV and internet. If you've been waiting for a Windsor Hills condo that stands apart from the typical unit, this is it—an exceptionally spacious floor plan with a high-end renovation, stylish furnishings and a location close to everything Central Florida has to offer.

7675 Comrow St Unit 204, Kissimmee

$305,000

3 Beds ⋅ 2 Baths ⋅ Ventura At Windsor Hills Condo SubDv. ⋅ 34747 Zip Code

FULLY FURNISHED • NEAR DISNEY • PROVEN INCOME-PRODUCER Don’t miss this incredible opportunity to own a proven, income-producing vacation home in the highly sought-after Windsor Hills Resort! This beautifully maintained, fully furnished 3-bedroom, 2-bath condo offers 1,450 square feet of comfortable living space and is completely turnkey, ready for personal enjoyment or continued rental income. The property generated $33,625 in gross Airbnb income in 2025, making it an excellent investment opportunity or the perfect vacation retreat. Ideally located just minutes from Walt Disney World, Universal Studios, and SeaWorld Orlando, this condo places guests close to Central Florida’s world-class attractions, championship golf, water parks, shopping, dining, and entertainment. Windsor Hills Resort offers an impressive array of amenities, including a spectacular lagoon-style pool and water park, fitness center, movie theater, playgrounds, sports courts, game room, and more. The monthly condo fee includes water, cable TV, and high-speed internet, adding value and convenience for owners and guests. Whether you're looking to expand your investment portfolio or own a vacation home with established rental income, this property checks all the boxes. Substantial price improvement + motivated seller + strong rental history! Schedule your private showing today and discover the opportunity to own a piece of the Orlando vacation rental market.

7664 Comrow Street Unit 304, Kissimmee

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