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, within the serene Osceola County. This charming community is a hidden gem, offering a perfect blend of tranquility and accessibility to the vibrant attractions of Central Florida. With its lush landscapes and friendly atmosphere, Rolling Oaks is an ideal place for families, retirees, and anyone seeking a peaceful retreat.

One of the standout features of Rolling Oaks is its stunning homes with pond frontage. Imagine waking up to the gentle sounds of nature and the serene views of sparkling waters right in your backyard. These beautiful residences are designed to maximize the enchanting waterfront experience, providing residents with an oasis of calm and a perfect setting for outdoor activities. Whether you enjoy morning coffee on your patio, evening strolls along the water, or simply watching the sun set over the pond, living here offers an unparalleled connection to nature.

The community is conveniently located near major highways, shopping centers, and recreational facilities, ensuring that residents have easy access to everything they need. The vibrant Kissimmee area is known for its rich cultural heritage, diverse dining options, and proximity to world-renowned attractions like Walt Disney World and Universal Studios.

In Rolling Oaks, you’ll find not just a home, but a lifestyle that embraces the beauty of Florida living. Come explore this enchanting subdivision and discover your dream home with pond frontage, where every day feels like a vacation!

Newest Rolling Oaks Homes with Pond Frontage

8117 Surf Street, Kissimmee
$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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