Rolling Oaks Homes with Pool Amenities

Rolling Oaks Homes with Pool Amenities

Welcome to Rolling Oaks, a serene subdivision nestled in the heart of Kissimmee, Florida. Located in the picturesque Osceola County, this charming community offers a perfect blend of tranquility and convenience, making it an ideal place for families, retirees, and everyone in between.

Rolling Oaks is characterized by its lush landscapes, friendly neighbors, and a strong sense of community. Residents enjoy the peaceful ambiance while being just a stone’s throw away from the vibrant attractions of Kissimmee, including world-renowned theme parks, shopping centers, and gourmet dining options. Nature enthusiasts will appreciate the nearby parks and recreational areas, perfect for weekend picnics or leisurely strolls.

One of the standout features of homes in Rolling Oaks is the inclusion of stunning pool amenities. Imagine spending warm Floridian afternoons lounging by your own private pool, soaking up the sun, or hosting delightful barbecues with friends and family. These homes are designed to enhance your lifestyle, providing a refreshing escape right in your backyard. Whether you’re looking for a cozy retreat or a spacious family home, the properties in Rolling Oaks cater to a variety of tastes and preferences.

With its prime location, exceptional amenities, and welcoming atmosphere, Rolling Oaks is more than just a place to live; it’s a community where memories are made. Come discover your dream home in Rolling Oaks, where the perfect blend of comfort and leisure awaits you!

Newest Rolling Oaks Homes with Pool Amenities

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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