Rolling Oaks Homes with Sidewalks Community Features

Rolling Oaks Homes with Sidewalks Community Features

Welcome to Rolling Oaks, a picturesque subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This charming community is designed for those who appreciate a blend of tranquility and convenience, making it the perfect place to call home.

Rolling Oaks boasts beautifully landscaped streets lined with sidewalks, encouraging leisurely strolls and fostering a strong sense of community. Whether you're walking your dog, jogging, or simply enjoying a sunny afternoon, the sidewalks provide a safe and inviting space for residents to connect with one another. Families will love the friendly atmosphere, where children can play and neighbors can gather, creating lasting memories.

The homes in Rolling Oaks are a delightful mix of modern designs and classic charm, offering a variety of floor plans to suit diverse lifestyles. From cozy single-story residences to spacious multi-level homes, there’s something for everyone. Each property is thoughtfully designed with quality finishes and ample outdoor space, perfect for entertaining or simply relaxing in the Florida sunshine.

Located just a short drive from the bustling attractions of Kissimmee, Rolling Oaks offers residents easy access to shopping, dining, and entertainment options. Plus, with nearby parks and recreational facilities, outdoor enthusiasts will find plenty of opportunities to explore the natural beauty of Central Florida.

Experience the best of suburban living in Rolling Oaks, where community spirit thrives, and every day feels like a vacation. Your dream home awaits in this enchanting Kissimmee neighborhood!

Newest Rolling Oaks Homes with Sidewalks Community Features

8117 Surf Street, Kissimmee
$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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