Rolling Oaks Homes with Sidewalks Community Features

Rolling Oaks Homes with Sidewalks Community Features

Welcome to Rolling Oaks, a delightful subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This charming community offers an ideal blend of suburban tranquility and urban convenience, making it a perfect place to call home.

Rolling Oaks is renowned for its beautifully designed homes, each thoughtfully positioned to foster a sense of community and connection. One of the standout features of this neighborhood is the extensive network of sidewalks that wind through the area, inviting residents to take leisurely strolls, enjoy morning jogs, or simply connect with neighbors. The sidewalks create a safe and friendly environment for families, making it easy for children to play and explore.

In addition to its picturesque streets, Rolling Oaks boasts a variety of community amenities that enhance the lifestyle of its residents. Picture relaxing weekends at the nearby parks, where you can enjoy picnics under the sun or engage in outdoor activities. The community is also conveniently located near shopping centers, dining options, and recreational facilities, ensuring that everything you need is just a short drive away.

With its stunning homes, welcoming atmosphere, and a strong sense of community, Rolling Oaks is more than just a place to live; it's a place to thrive. Whether you're a first-time homebuyer or looking for a serene retreat, this neighborhood offers the perfect backdrop for creating lasting memories. Discover the charm of Rolling Oaks today and envision your future in this beautiful Kissimmee community!

Newest Rolling Oaks Homes with Sidewalks Community Features

8117 Surf Street, Kissimmee
$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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