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 scenic Osceola County. This charming community offers a perfect blend of tranquility and convenience, making it an ideal place for families, retirees, and anyone seeking a vibrant lifestyle.

One of the standout features of Rolling Oaks is its beautiful homes, many of which come with private pools, providing a refreshing oasis right in your backyard. Imagine soaking up the Florida sun while enjoying a leisurely swim or hosting unforgettable summer barbecues with friends and family. The allure of a poolside retreat adds a touch of luxury to everyday living, making each day feel like a vacation.

Rolling Oaks is not just about stunning homes; it’s also about community. Residents enjoy a friendly neighborhood atmosphere, where neighbors become friends and local events foster a true sense of belonging. The community is conveniently located near shopping centers, dining options, and recreational parks, ensuring that everything you need is just a short drive away.

For outdoor enthusiasts, the nearby parks and nature trails provide ample opportunities for hiking, biking, and enjoying the beautiful Florida landscape. Plus, with Kissimmee’s proximity to world-renowned attractions like Disney World and Universal Studios, adventure is never far from home.

Whether you’re looking to relax by your pool or explore the vibrant surroundings, Rolling Oaks offers the perfect backdrop for your next chapter. Come discover the charm and comfort of this delightful community today!

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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