Rolling Oaks Homes with Sidewalks Community Features

Welcome to Rolling Oaks, a picturesque subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This charming community is known for its inviting atmosphere and a perfect blend of tranquility and convenience, making it an ideal place for families, retirees, and everyone in between.

As you stroll through the beautifully designed streets of Rolling Oaks, you’ll immediately notice the thoughtfully planned sidewalks that weave throughout the neighborhood. These sidewalks not only enhance the aesthetic appeal of the area but also promote a healthy, active lifestyle for residents. Whether you’re taking a leisurely evening walk, jogging with friends, or enjoying a bike ride with the family, the community’s pedestrian-friendly layout makes it easy to embrace the outdoors.

Rolling Oaks boasts a variety of homes that cater to diverse tastes and budgets. Each residence is designed with comfort and style in mind, featuring modern amenities and spacious layouts. Many homes come with lush lawns and inviting backyards, perfect for entertaining or simply enjoying Florida’s beautiful weather.

In addition to its stunning homes, Rolling Oaks is conveniently located near shopping, dining, and recreational opportunities. With easy access to major highways, residents can explore the vibrant attractions of Kissimmee and the greater Orlando area, including theme parks, outdoor adventures, and cultural experiences.

Join the welcoming community of Rolling Oaks, where beautiful homes, friendly neighbors, and a vibrant lifestyle await you! Experience the charm of this delightful subdivision and discover why it’s one of Kissimmee’s best-kept secrets.

$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

Rolling Oaks Homes with Sidewalks Community Features

Newest Rolling Oaks Homes with Sidewalks Community Features