Rolling Oaks Homes with Playground Community Features

Rolling Oaks Homes with Playground Community Features

Welcome to Rolling Oaks, a charming subdivision nestled in the heart of Kissimmee, Florida, within the beautiful Osceola County. This vibrant community offers a perfect blend of suburban tranquility and convenient access to the lively attractions of Central Florida, making it an ideal location for families and individuals alike.

Rolling Oaks is renowned for its spacious, well-designed homes that cater to a variety of lifestyles. Whether you’re seeking a cozy single-family residence or a larger family home, you’ll find a diverse selection of properties that are sure to meet your needs. Many of these homes boast modern amenities, open floor plans, and beautifully landscaped yards, providing a warm and inviting atmosphere for residents.

One of the standout features of Rolling Oaks is its family-friendly environment, highlighted by a fantastic playground community. This safe and well-maintained playground serves as a gathering spot for children and families, fostering a sense of community and encouraging outdoor play. Parents can relax while their kids enjoy climbing structures, swings, and open green spaces, all within a short walk from home.

In addition to the playground, Rolling Oaks offers easy access to shopping, dining, and entertainment options, ensuring that residents have everything they need just minutes away. With its prime location, exceptional homes, and family-oriented features, Rolling Oaks is more than just a place to live; it’s a community where memories are made and friendships flourish. Come discover the charm of Rolling Oaks and find your perfect home in this delightful Kissimmee neighborhood!

Newest Rolling Oaks Homes with Playground Community Features

$615,000
3 Beds 2 Baths Rolling Oaks SubDv. 34747 Zip Code
**Rare waterfront cottage in Margaritaville Resort Orlando!** One of the few cottages in the community with a premium direct waterfront location, this beautiful 3-bedroom, 2-bath home offers breathtaking water views from both private balconies and a lifestyle unlike any other. **Unlike heavily rented vacation homes, this residence has been privately enjoyed and carefully maintained**, giving it a like-new feel without the wear and tear often associated with short-term rental properties. Whether you're looking for a primary residence, vacation home, or investment property, this home is eligible for short-term rentals and can easily be placed into the resort's rental program if desired. Inside, you'll find numerous upgrades, including tile flooring throughout, an open-concept floor plan, a durable metal roof, quartz countertops, stainless steel appliances, and beautifully designed living spaces that are both stylish and functional. The thoughtfully selected coastal décor perfectly complements the home's character and inviting atmosphere. The spacious kitchen opens seamlessly to the living and dining areas, creating the perfect space for entertaining family and friends. One of the home's most desirable features is its two private waterfront balconies—one on each level—where you can enjoy peaceful water views, your morning coffee, or spectacular Florida sunsets. Margaritaville Resort Orlando offers an exceptional resort lifestyle with multiple resort pools, a fitness center, live entertainment, shopping, dining, Island H2O Water Park, and the vibrant Promenade at Sunset Walk featuring restaurants, bars, boutiques, and year-round entertainment. Located just minutes from Walt Disney World and Orlando's other world-famous attractions, this rare waterfront property offers an outstanding opportunity as a primary residence, second home, or income-producing investment.

8117 Surf Street, Kissimmee

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