Rolling Oaks Homes with Key West Architectural style

Rolling Oaks Homes with Key West Architectural style

Welcome to Rolling Oaks, a picturesque subdivision nestled in the heart of Kissimmee, Florida, within the charming Osceola County. This vibrant community offers a delightful blend of tranquility and convenience, making it the perfect place for families, retirees, and anyone looking to embrace the Florida lifestyle.

Rolling Oaks is renowned for its stunning homes that showcase the enchanting Key West architectural style. With their vibrant colors, inviting porches, and distinctive metal roofs, these residences exude a tropical charm that is both timeless and modern. Each home is thoughtfully designed to maximize natural light and create open, airy living spaces, perfect for entertaining friends and family or simply enjoying a quiet evening at home.

The subdivision is surrounded by lush landscapes, offering residents a serene retreat from the hustle and bustle of city life. Enjoy leisurely strolls along tree-lined streets, or take advantage of the nearby parks and recreational facilities that cater to all ages. With convenient access to major highways, you’re just a short drive away from the world-famous attractions of Orlando, including Walt Disney World and Universal Studios.

In Rolling Oaks, community spirit thrives. Neighbors become friends, and families come together for seasonal events and gatherings. Whether you’re enjoying a sunny afternoon by the pool or exploring the vibrant local dining scene, Rolling Oaks offers a lifestyle that is both enriching and fulfilling.

Discover your dream home in Rolling Oaks and experience the perfect blend of comfort, style, and community in sunny Kissimmee, Florida!

Newest Rolling Oaks Homes with Key West Architectural style

$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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