Ventura At Windsor Hills Condo Homes with Deed Restrictions Community Features

Welcome to Ventura at Windsor Hills, a charming condominium community nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This delightful subdivision is not just a place to call home; it’s a lifestyle choice that combines comfort, convenience, and community spirit.

Ventura at Windsor Hills boasts a collection of beautifully designed condos that cater to a variety of lifestyles. With deed restrictions in place, residents can enjoy a well-maintained environment that enhances property values and promotes a sense of pride within the community. These thoughtful regulations ensure that the neighborhood remains picturesque and inviting for all who live here.

One of the standout features of Ventura at Windsor Hills is its impressive array of community amenities. Residents can take full advantage of the sparkling swimming pool, perfect for those sunny Florida days, as well as a state-of-the-art fitness center that makes staying active a breeze. The community also offers walking trails, playgrounds, and picnic areas, providing ample opportunities for relaxation and recreation.

Located just minutes from the excitement of Orlando’s theme parks and attractions, Ventura at Windsor Hills is perfectly situated for those who want to experience the best of Central Florida living. With shopping, dining, and entertainment options nearby, you’ll never run out of things to do.

Discover the charm and convenience of Ventura at Windsor Hills, where community and comfort come together to create the perfect place to call home. Whether you’re a first-time buyer, a family, or looking for an investment opportunity, this community has something for everyone!

Newest Ventura At Windsor Hills Condo Homes with Deed Restrictions 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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