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. This charming community, located in Osceola County, perfectly blends serene natural beauty with modern living, making it an ideal place for families, retirees, and anyone looking to embrace the Florida lifestyle.

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 tranquil views of shimmering waters right in your backyard. These properties offer a unique opportunity to enjoy peaceful mornings with your coffee in hand while watching the sun rise over the pond, or hosting evening gatherings with friends and family as you bask in the beauty of your surroundings.

The homes in Rolling Oaks are designed with comfort and style in mind, featuring spacious layouts, modern amenities, and beautiful landscaping that complements the natural environment. Whether you’re looking for a cozy single-family home or a more expansive residence, you’ll find a variety of options to suit your needs.

Beyond the homes, Rolling Oaks offers residents easy access to local parks, shopping, dining, and entertainment options, ensuring that everything you need is just a short drive away. With its friendly atmosphere and community spirit, Rolling Oaks is not just a place to live but a place to thrive.

Discover the charm of Rolling Oaks and experience the joy of pond-front living in Kissimmee, Florida—where your dream home awaits!

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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