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 the perfect blend of suburban tranquility and urban convenience. Rolling Oaks is not just a place to live; it's a lifestyle that fosters connection, comfort, and community spirit.

As you stroll through the tree-lined streets of Rolling Oaks, you'll immediately notice the thoughtfully designed sidewalks that encourage leisurely walks, morning jogs, and evening strolls with family and friends. The sidewalks create a welcoming atmosphere, making it easy to engage with your neighbors and enjoy the natural beauty that surrounds you. Whether you're walking your dog, pushing a stroller, or simply enjoying the fresh air, the community features ensure that every resident feels at home.

The homes in Rolling Oaks boast a variety of styles and sizes, catering to diverse lifestyles and preferences. From cozy single-family homes to spacious residences perfect for growing families, there’s something for everyone. Each property is set against a backdrop of lush landscaping and vibrant greenery, enhancing the overall charm of the neighborhood.

In addition to its beautiful homes and inviting sidewalks, Rolling Oaks is conveniently located near shopping, dining, and recreational opportunities. With easy access to major highways, you can explore all that Kissimmee and the greater Orlando area have to offer, from world-renowned attractions to serene parks.

Experience the warmth and community spirit of Rolling Oaks, where every day feels like a getaway and your dream home awaits!

Newest Rolling Oaks Homes with Sidewalks 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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