Rolling Oaks Homes with Gated Amenities

Rolling Oaks Homes with Gated Amenities

Welcome to Rolling Oaks, an enchanting subdivision nestled in the heart of Kissimmee, Florida, within the picturesque Osceola County. This charming community is a hidden gem that offers a perfect blend of tranquility and modern convenience, making it an ideal choice for families, retirees, and everyone in between.

Rolling Oaks is characterized by its beautifully landscaped surroundings, featuring lush greenery and serene walking paths that invite you to explore the great outdoors right at your doorstep. The subdivision boasts a variety of homes, each designed with comfort and style in mind, offering spacious layouts and contemporary finishes that cater to diverse lifestyles.

One of the standout features of Rolling Oaks is its gated amenities, providing residents with an added layer of security and peace of mind. The gated entry ensures a safe and welcoming environment, allowing you to enjoy leisurely strolls or evening gatherings with friends and family without a worry. The community amenities include a sparkling swimming pool, fitness center, and recreational areas, perfect for both relaxation and socializing.

Located just minutes away from Kissimmee's vibrant attractions, including world-renowned theme parks, shopping centers, and dining options, Rolling Oaks offers the perfect balance of seclusion and accessibility. Whether you're looking to invest in your first home, find a serene retreat, or raise a family, Rolling Oaks is a community that truly feels like home. Come and discover the charm and warmth of Rolling Oaks, where your dream lifestyle awaits!

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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