Rolling Oaks Homes with Pool Community Features

Rolling Oaks Homes with Pool Community Features

Welcome to Rolling Oaks, a picturesque subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This charming community offers a perfect blend of tranquility and convenience, making it an ideal place to call home. Rolling Oaks is characterized by its lush landscapes, friendly neighbors, and a welcoming atmosphere that invites you to enjoy the Florida lifestyle to the fullest.

One of the standout features of Rolling Oaks is its stunning homes, many of which boast private pools, providing residents with a refreshing oasis right in their backyards. Imagine spending sunny afternoons lounging by your pool, hosting barbecues with friends, or enjoying peaceful evenings under the stars. The poolside lifestyle here is not just a luxury; it’s a way of life.

The community is designed with families in mind, featuring well-maintained parks and recreational areas where children can play and neighbors can connect. With easy access to local schools, shopping, and dining options, Rolling Oaks ensures that everything you need is just a stone's throw away.

For nature lovers, the proximity to beautiful lakes and nature preserves offers endless opportunities for outdoor adventures, whether it’s hiking, fishing, or simply enjoying the serene Florida scenery.

In Rolling Oaks, you’re not just buying a home; you’re investing in a vibrant community where every day feels like a vacation. Come discover your dream home in this idyllic subdivision and experience the unparalleled charm of Kissimmee living!

Newest Rolling Oaks Homes with Pool 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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