Rolling Oaks Homes with Pond Frontage

Rolling Oaks Homes with Pond Frontage

Welcome to Rolling Oaks, a picturesque subdivision nestled in the heart of Kissimmee, Florida, in the vibrant Osceola County. This charming community is not just a place to live; it’s a lifestyle that embraces the beauty of nature while offering the conveniences of modern living.

Rolling Oaks is renowned for its serene ambiance, where the gentle rustling of leaves and the soothing sounds of water create a tranquil escape from the hustle and bustle of city life. The homes here are thoughtfully designed to complement the natural landscape, with many properties boasting stunning pond frontage. Imagine waking up to the serene view of shimmering waters right outside your window, where you can enjoy peaceful mornings sipping coffee on your patio or evenings watching the sunset reflect off the pond's surface.

The community is perfect for families, retirees, and anyone in between, offering a variety of home styles to suit diverse tastes. With spacious yards and well-maintained landscaping, Rolling Oaks fosters a sense of community and connection among neighbors. Enjoy leisurely strolls along the scenic pathways or gather at the community park for picnics and outdoor activities.

Located conveniently near shopping, dining, and recreational opportunities, Rolling Oaks ensures that residents have everything they need within reach. Whether you're looking for a weekend adventure at nearby theme parks or a quiet day by the water, this subdivision provides the perfect blend of excitement and tranquility. Discover your dream home in Rolling Oaks, where every day feels like a vacation!

Newest Rolling Oaks Homes with Pond Frontage

$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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