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 value both tranquility and connection, making it an ideal place for families, retirees, and everyone in between.

Rolling Oaks boasts beautifully landscaped streets lined with sidewalks, encouraging residents to take leisurely strolls or enjoy invigorating morning jogs. The sidewalks not only enhance the aesthetic appeal of the neighborhood but also promote a sense of community, as neighbors greet each other while enjoying the fresh Florida air. Imagine your evenings spent walking with loved ones or watching children play safely in the neighborhood.

The homes in Rolling Oaks are thoughtfully designed, featuring modern amenities and spacious layouts that cater to a variety of lifestyles. Whether you’re searching for a cozy bungalow or a larger family home, you’ll find options that suit your needs. Many properties offer lush backyards, perfect for entertaining guests or simply unwinding after a long day.

In addition to its welcoming atmosphere, Rolling Oaks is conveniently located near a plethora of shopping, dining, and recreational opportunities. With easy access to major highways, residents can quickly explore all that Kissimmee and the surrounding areas have to offer, including the magical attractions of nearby Orlando.

Experience the charm and warmth of Rolling Oaks, where community spirit thrives and every day feels like a getaway. Discover your dream home in this delightful neighborhood today!

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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