Rolling Oaks Homes with Gated Community - Guard Community Features

Rolling Oaks Homes with Gated Community - Guard Community Features

Welcome to Rolling Oaks, a picturesque subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This charming community offers a perfect blend of tranquility and modern living, making it an ideal choice for families, retirees, and everyone in between.

Rolling Oaks is a gated community that prides itself on providing a secure and serene environment for its residents. With 24-hour guard service, you can enjoy peace of mind knowing that your safety is a top priority. The beautifully landscaped entrance welcomes you into a world where comfort and elegance intertwine.

The homes in Rolling Oaks are designed with you in mind, featuring a variety of architectural styles that cater to diverse tastes. From spacious single-family homes to cozy retreats, there’s something for everyone. Many properties boast lush backyards, perfect for family gatherings, gardening, or simply soaking up the Florida sun.

Residents of Rolling Oaks enjoy a wealth of amenities that enhance the community experience. Take a leisurely stroll along the scenic walking paths, or relax at the community park, where children can play and neighbors can connect. The close-knit atmosphere fosters a sense of belonging, making it easy to forge lifelong friendships.

Located just minutes away from the bustling attractions of Kissimmee, including shopping, dining, and entertainment options, Rolling Oaks offers the perfect balance of suburban charm and urban convenience. Discover your dream home in this delightful community, where every day feels like a vacation in sunny Florida!

Newest Rolling Oaks Homes with Gated Community - Guard 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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