Rolling Oaks Homes with Lake Front Water Frontage

Rolling Oaks Homes with Lake Front Water Frontage

Welcome to Rolling Oaks, a picturesque subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This charming community is renowned for its serene ambiance and stunning lakefront properties, making it an ideal sanctuary for those seeking tranquility and natural beauty.

Rolling Oaks boasts a variety of homes that perfectly cater to diverse lifestyles, whether you are a growing family, a retiree, or someone looking for a vacation retreat. Each residence is thoughtfully designed with modern amenities and spacious layouts, ensuring comfort and convenience for all. The highlight of this community is undoubtedly the breathtaking lakefront homes, where residents can enjoy direct access to shimmering waters and picturesque views right from their backyards.

Imagine waking up each day to the gentle sounds of nature, sipping your morning coffee on a private dock, or hosting sunset gatherings with friends and family while overlooking the tranquil lake. The waterfront lifestyle offers endless opportunities for outdoor activities, from fishing and kayaking to simply enjoying leisurely strolls along the water’s edge.

Beyond the enchanting homes and scenic views, Rolling Oaks is conveniently located near shopping, dining, and entertainment options, making it easy to enjoy everything Kissimmee has to offer. With its perfect blend of natural beauty and modern convenience, Rolling Oaks is not just a place to live; it’s a place to thrive. Come discover the enchanting lifestyle that awaits you in this idyllic lakeside community!

Newest Rolling Oaks Homes with Lake Front Water 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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