Rolling Oaks Homes with Gated Amenities

Rolling Oaks Homes with Gated Amenities

Welcome to Rolling Oaks, a hidden gem nestled in the heart of Kissimmee, Florida, within the picturesque Osceola County. This charming subdivision offers a perfect blend of tranquility and modern living, making it an ideal retreat for families, professionals, and retirees alike.

Rolling Oaks is known for its beautifully landscaped streets and a strong sense of community. Each home is thoughtfully designed, showcasing a range of architectural styles that cater to diverse tastes. With a variety of floor plans available, you can find the perfect space to suit your lifestyle. Whether you’re seeking a cozy single-family home or a spacious abode for entertaining, Rolling Oaks has something for everyone.

One of the standout features of this community is its gated amenities, providing an added layer of security and peace of mind. Residents enjoy access to well-maintained common areas, walking trails, and recreational facilities that foster an active and engaged lifestyle. The serene environment is perfect for evening strolls or weekend gatherings with friends and family.

Conveniently located near major highways, Rolling Oaks offers easy access to the vibrant attractions of Kissimmee and nearby Orlando. Whether you’re exploring world-renowned theme parks, indulging in shopping and dining, or enjoying the natural beauty of Florida’s landscapes, you’ll find that everything you need is just a stone's throw away.

In Rolling Oaks, you’re not just buying a home; you’re investing in a lifestyle. Discover the charm and convenience of this delightful community today, and let your dream home become a reality!

Newest Rolling Oaks Homes with Gated Amenities

$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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