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 is a hidden gem, offering an idyllic blend of comfort, convenience, and a touch of Florida's natural beauty.

Rolling Oaks is renowned for its stunning homes, many of which come with private pools, creating the perfect oasis for relaxation and entertainment. Imagine stepping into your own backyard paradise, where you can soak up the sun, host lively barbecues, or unwind after a long day with a refreshing swim. The allure of a poolside lifestyle is just one of the many reasons why Rolling Oaks is a sought-after destination for families and individuals alike.

The community itself boasts a warm, welcoming atmosphere, where neighbors become friends and children play freely in safe, well-maintained spaces. With tree-lined streets and beautifully landscaped yards, Rolling Oaks invites you to enjoy leisurely strolls and outdoor activities. The proximity to local parks and recreational facilities ensures that there’s always something fun to do, whether it's a weekend picnic or a morning jog.

Conveniently located, Rolling Oaks provides easy access to shopping, dining, and entertainment options. The vibrant Kissimmee area is just a stone's throw away, offering everything from quaint boutiques to popular restaurants and thrilling attractions.

In Rolling Oaks, you’re not just buying a home; you’re investing in a lifestyle. Come experience the joy of living in a community that feels like a vacation every day. Welcome to your new home in Rolling Oaks!

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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