Rolling Oaks Homes with Sidewalks Community Features

Welcome to Rolling Oaks, a charming subdivision nestled in the heart of Kissimmee, FL. This community is located in Osceola County, known for its beautiful landscapes and family-friendly atmosphere.

One of the standout features of Rolling Oaks is its Homes with Sidewalks Community. True to its name, this neighborhood offers a pedestrian-friendly environment, perfect for evening strolls or morning jogs. The sidewalks not only enhance the aesthetic appeal of the area but also promote a sense of community by encouraging neighbors to interact and socialize.

Residents of Rolling Oaks enjoy the convenience of having essential amenities within reach, including shopping centers, restaurants, and top-rated schools. The neighborhood is also in close proximity to major highways, making it easy to commute to nearby cities or explore the attractions of Orlando.

Whether you're looking for a cozy starter home or a spacious property for your growing family, Rolling Oaks has a variety of housing options to suit your needs. With well-maintained sidewalks, a friendly atmosphere, and a prime location, Rolling Oaks is more than just a place to live – it's a place to call home.

Newest Rolling Oaks Homes with Sidewalks Community Features

$615,000

3 Beds ⋅ 2 Baths ⋅ Rolling Oaks SubDv. ⋅ 34747 Zip Code ⋅ O6421843 MLS ⋅ Active Status

**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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