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 picturesque Osceola County. This delightful community offers a perfect blend of suburban tranquility and vibrant local amenities, making it an ideal place for families, retirees, and everyone in between.

As you stroll through the tree-lined streets of Rolling Oaks, you’ll appreciate the thoughtfully designed sidewalks that encourage outdoor activities and foster a sense of community. Whether you’re taking a leisurely walk, jogging with friends, or enjoying a bike ride with the family, the welcoming pathways invite you to embrace an active lifestyle amidst the beautiful Florida sunshine.

The homes in Rolling Oaks boast a variety of architectural styles and sizes, ensuring there’s something for everyone. From cozy single-family homes to spacious residences, each property is designed with comfort and functionality in mind. Many homes feature lush lawns, vibrant gardens, and inviting outdoor spaces, perfect for hosting gatherings or enjoying peaceful evenings under the stars.

Living in Rolling Oaks means you’re just a stone’s throw away from Kissimmee’s charming downtown, where you can explore a diverse array of shops, restaurants, and entertainment options. Additionally, the community is conveniently located near major highways, making it easy to access the world-renowned attractions of Central Florida, including Walt Disney World and Universal Studios.

Discover the warmth and welcoming spirit of Rolling Oaks, where community, comfort, and convenience come together to create the perfect place to call home. Come and experience the joy of living in this beautiful neighborhood!

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

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