Rolling Oaks Homes with Sidewalks Community Features

Rolling Oaks Homes with Sidewalks Community Features

Welcome to Rolling Oaks, a charming subdivision nestled in the vibrant city of Kissimmee, Florida, within the picturesque Osceola County. This community is not just a place to live; it’s a lifestyle choice that emphasizes comfort, connectivity, and community spirit.

Rolling Oaks is designed with families and individuals in mind, featuring beautifully crafted homes that exude warmth and style. Each residence is thoughtfully situated along tree-lined streets, complete with inviting sidewalks that encourage leisurely strolls and evening chats with neighbors. Imagine sipping your morning coffee while enjoying the gentle Florida breeze or taking a sunset walk with your loved ones – this is the essence of life in Rolling Oaks.

The community boasts an array of amenities that cater to an active lifestyle. Residents have access to well-maintained parks, perfect for picnics, playdates, or simply soaking in the sun. Children can enjoy safe play areas while adults can partake in various recreational activities. The sidewalks not only enhance the aesthetic value of the neighborhood but also promote a sense of togetherness, making it easy to connect with fellow residents.

Located just a stone's throw from the bustling attractions of Kissimmee, Rolling Oaks offers the perfect blend of tranquility and accessibility. With shopping, dining, and entertainment options nearby, you’ll never be far from the excitement.

Experience the charm of Rolling Oaks, where community spirit thrives, and every day feels like a getaway. Come discover your dream home in this delightful neighborhood today!

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