Rolling Oaks Homes with Sidewalks Community Features

Rolling Oaks Homes with Sidewalks Community Features

Welcome to Rolling Oaks, a charming subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This delightful community is designed with family living in mind, offering a perfect blend of comfort and convenience. Rolling Oaks is celebrated for its picturesque tree-lined streets, where sidewalks invite leisurely strolls, morning jogs, and evening chats with neighbors.

The homes in Rolling Oaks are thoughtfully crafted, featuring modern designs that cater to a variety of lifestyles. Whether you’re a growing family, a first-time homebuyer, or seeking a tranquil retirement retreat, you’ll find a home that suits your needs. Many residences boast spacious layouts, inviting outdoor spaces, and contemporary finishes that create an atmosphere of warmth and welcome.

Community features abound in Rolling Oaks, making it an ideal place to call home. The well-maintained sidewalks not only enhance the neighborhood’s aesthetic but also encourage an active lifestyle. Residents enjoy easy access to parks, playgrounds, and recreational areas, promoting a sense of community and connection.

What’s more, Rolling Oaks is conveniently located near shopping centers, dining options, and top-rated schools, ensuring that everything you need is just a short drive away. With its charming ambiance and vibrant community spirit, Rolling Oaks is not just a place to live; it’s a place to thrive. Discover the joy of living in this beautiful Kissimmee neighborhood, where every day feels like a vacation!

Newest Rolling Oaks Homes with Sidewalks 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

Start Your Search