Rolling Oaks Homes with Pool Community Features

Rolling Oaks Homes with Pool Community Features

Welcome to Rolling Oaks, a serene and inviting subdivision nestled in the heart of Kissimmee, Florida, within the beautiful Osceola County. This charming community is perfect for those seeking a tranquil lifestyle while still being close to the vibrant attractions that Central Florida has to offer. Rolling Oaks is known for its picturesque landscapes, friendly neighbors, and family-oriented atmosphere, making it an ideal place to call home.

One of the standout features of Rolling Oaks is its stunning homes, many of which come complete with private swimming pools. Imagine basking in the Florida sunshine, lounging poolside in your own backyard oasis, or hosting lively summer barbecues with friends and family. The poolside lifestyle here is not just a luxury; it’s a way of life. Whether you’re taking a refreshing dip on a hot day or enjoying a cozy evening under the stars, having a pool at your home adds a delightful touch to your everyday living.

The community boasts well-maintained amenities, including lush green spaces and walking trails that encourage outdoor activities. Families will appreciate the proximity to top-rated schools, parks, and shopping centers, all just a short drive away. Additionally, the vibrant attractions of Orlando, including theme parks and entertainment options, are easily accessible, making Rolling Oaks the perfect balance of relaxation and excitement.

If you’re looking for a welcoming community with beautiful homes and a poolside lifestyle, Rolling Oaks is the perfect place for you to create lasting memories. Come discover your dream home in this enchanting Kissimmee neighborhood!

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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