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 that perfectly blends tranquility with accessibility, making it an ideal choice for families, retirees, and everyone in between.

Rolling Oaks boasts beautifully designed homes that cater to a variety of lifestyles. Each property is thoughtfully constructed, featuring modern amenities and spacious layouts that invite comfort and style. One of the standout features of this community is its commitment to walkability. With well-maintained sidewalks winding through the neighborhood, residents can enjoy leisurely strolls, morning jogs, or evening bike rides, all while soaking in the serene surroundings.

The community's design encourages a close-knit atmosphere, fostering connections among neighbors. Families can often be seen enjoying the outdoors, children playing safely in front yards, and friendly waves exchanged from porch to porch. With lush landscaping and mature trees, Rolling Oaks offers a picturesque backdrop for everyday life.

Conveniently located near major highways, residents have easy access to the vibrant attractions of Kissimmee, including shopping, dining, and entertainment. Plus, the stunning natural beauty of Florida's parks and lakes is just a stone's throw away, providing endless opportunities for outdoor adventures.

If you’re searching for a community that combines charm, convenience, and a true sense of belonging, Rolling Oaks is the perfect place to call home. Come experience the warmth and welcoming spirit of this delightful neighborhood!

$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

Rolling Oaks Homes with Sidewalks Community Features

Newest Rolling Oaks Homes with Sidewalks Community Features