Rolling Oaks Homes with Gated Community - Guard Community Features

Welcome to Rolling Oaks, a serene and inviting subdivision nestled in the heart of Kissimmee, Florida. Situated in the picturesque Osceola County, this enchanting community offers a perfect blend of luxury, comfort, and security, making it an ideal place to call home.

Rolling Oaks boasts an impressive array of homes, each designed with meticulous attention to detail. The architectural styles are diverse, ranging from modern to traditional, ensuring that there is a perfect fit for every homeowner's taste. With spacious layouts and premium finishes, these residences provide the ultimate in comfort and style. Many homes feature lush landscaping, private yards, and inviting outdoor spaces perfect for entertaining or enjoying quiet evenings with family.

One of the standout features of Rolling Oaks is its gated community with 24-hour guard service, providing residents with peace of mind and a sense of security. This exclusive environment fosters a close-knit community where neighbors become friends, and families can thrive. The well-maintained common areas and amenities, including walking trails and recreational parks, encourage an active lifestyle while promoting a sense of community.

Located just a stone's throw away from the vibrant attractions of Kissimmee, residents of Rolling Oaks enjoy easy access to shopping, dining, and entertainment options, as well as the beautiful natural landscapes of Central Florida. Whether you’re looking for a tranquil retreat or a family-friendly neighborhood, Rolling Oaks stands out as a premier choice in Kissimmee real estate. Come discover your dream home in this idyllic community today!

Newest Rolling Oaks Homes with Gated Community - Guard Community Features

$615,000

3 Beds ⋅ 2 Baths ⋅ Rolling Oaks SubDv. ⋅ 34747 Zip Code ⋅ O6421843 MLS ⋅ Active Status

**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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