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 a hidden gem, offering a perfect blend of tranquility and accessibility, making it an ideal place for families, retirees, and everyone in between.

Rolling Oaks boasts beautifully designed homes that reflect a warm and inviting atmosphere. Each residence is thoughtfully crafted, featuring modern amenities and spacious layouts that cater to a variety of lifestyles. The community is adorned with lush landscaping, enhancing the serene environment and providing a picturesque backdrop for your daily life.

One of the standout features of Rolling Oaks is its commitment to walkability. The community is designed with sidewalks that wind throughout, encouraging residents to enjoy leisurely strolls, morning jogs, or evening bike rides. The safe and well-maintained pathways create a friendly environment where neighbors can connect and children can play outside with peace of mind.

In addition to its stunning homes and pedestrian-friendly layout, Rolling Oaks is conveniently located near shopping, dining, and recreational opportunities. Residents can easily access local parks, schools, and attractions, including the magic of nearby theme parks, making it a prime location for both relaxation and adventure.

Whether you’re looking for a place to settle down or a vibrant community to call home, Rolling Oaks in Kissimmee offers an exceptional lifestyle surrounded by natural beauty and a welcoming atmosphere. Discover your dream home today in this idyllic subdivision where community and comfort come together.

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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