Rolling Oaks Homes with Pool Community Features

Rolling Oaks Homes with Pool Community Features

Welcome to Rolling Oaks, a charming subdivision nestled in the heart of Kissimmee, Florida, within the picturesque Osceola County. This delightful community is renowned for its lush landscapes, friendly atmosphere, and an abundance of amenities that make it the perfect place to call home.

Rolling Oaks boasts a variety of beautiful homes, many of which feature private pools, creating a serene oasis for relaxation and entertainment. Imagine stepping into your backyard to enjoy a refreshing swim on a sunny Florida day or hosting a barbecue with friends and family by the poolside. The homes in Rolling Oaks are designed with comfort and style in mind, offering spacious layouts, modern finishes, and the perfect blend of indoor and outdoor living.

Beyond the stunning residences, Rolling Oaks also offers a plethora of community features. Residents can take advantage of well-maintained parks, walking trails, and recreational areas that encourage an active lifestyle. Whether you’re taking a leisurely stroll, enjoying a picnic, or watching the kids play, the community fosters a sense of togetherness and belonging.

With its prime location in Kissimmee, you’ll find yourself just a short drive away from world-class attractions, shopping, dining, and entertainment options. The vibrant culture and natural beauty of Central Florida are at your fingertips, making Rolling Oaks not just a place to live, but a lifestyle to embrace. Discover your dream home in Rolling Oaks today, where comfort meets community in the sunny heart of Florida!

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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