Rolling Oaks Homes with Two Story Style

Rolling Oaks Homes with Two Story Style

Welcome to Rolling Oaks, a picturesque subdivision nestled in the heart of Kissimmee, Florida, within the charming Osceola County. This vibrant community is designed for those who cherish the blend of comfort and convenience, offering a serene atmosphere while being just moments away from the excitement of Orlando’s attractions.

Rolling Oaks is renowned for its stunning two-story homes, which perfectly marry modern design with functional living. These homes boast spacious floor plans that cater to families of all sizes, featuring open-concept living spaces that flow seamlessly from room to room. With generous bedrooms, luxurious master suites, and ample storage options, every family member will find their own cozy nook to unwind.

The elevated design of two-story homes not only enhances the aesthetic appeal but also provides a unique vantage point to enjoy the lush surroundings. Picture yourself sipping coffee on a balcony while basking in the warm Florida sunshine, or hosting gatherings in your expansive backyard, perfect for entertaining friends and family.

Residents of Rolling Oaks enjoy a community that prioritizes connectivity and leisure. With nearby parks, walking trails, and recreational facilities, there’s always something to do outdoors. Plus, the proximity to major highways makes commuting a breeze, allowing you to explore all that Kissimmee and the greater Orlando area have to offer.

Discover your dream home in Rolling Oaks, where the charm of suburban living meets the excitement of Florida’s vibrant lifestyle. Experience the perfect blend of comfort, convenience, and community in this delightful Kissimmee neighborhood.

Newest Rolling Oaks Homes with Two Story Style

$615,000
3 Beds 2 Baths O6421843 MLS
**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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