Rolling Oaks Homes with Sidewalks Community Features

Rolling Oaks Homes with Sidewalks Community Features

Welcome to Rolling Oaks, a charming subdivision nestled in the heart of Kissimmee, Florida, within the scenic Osceola County. This delightful community offers a perfect blend of suburban tranquility and modern conveniences, making it an ideal choice for families, retirees, and everyone in between.

Rolling Oaks is known for its beautifully designed homes, each thoughtfully crafted to provide comfort and style. With a variety of floor plans and architectural styles, prospective homeowners can find the perfect fit for their lifestyle. The community’s commitment to aesthetics is evident in its well-manicured lawns and vibrant landscaping, creating a picturesque environment that residents are proud to call home.

One of the standout features of Rolling Oaks is its extensive network of sidewalks that meander throughout the neighborhood. These walkable paths encourage an active lifestyle, making it easy for residents to enjoy leisurely strolls, morning jogs, or evening bike rides. Children can safely ride their bikes, while neighbors can connect over friendly chats during their daily walks. The sidewalks also enhance accessibility, allowing everyone to enjoy the community’s amenities.

In addition to its inviting atmosphere, Rolling Oaks is conveniently located near shopping centers, dining options, and recreational parks, ensuring that residents have everything they need just moments away. With its blend of community spirit, beautiful homes, and convenient location, Rolling Oaks is more than just a place to live—it's a place to thrive. Discover your dream home in this enchanting subdivision and experience the lifestyle you've always wanted!

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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