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 vibrant Osceola County. This charming community is a hidden gem that perfectly blends the allure of Key West architectural style with the serene beauty of Florida living.

Rolling Oaks boasts an array of stunning homes that feature the iconic Key West design, characterized by their vibrant colors, spacious porches, and metal roofs that glisten under the Florida sun. These homes are not just visually appealing; they also offer an inviting atmosphere that embodies the laid-back lifestyle of coastal living. With open floor plans and large windows, the homes in Rolling Oaks are designed to maximize natural light and create a warm, welcoming environment for families and individuals alike.

Residents of Rolling Oaks enjoy a wealth of amenities, including beautifully landscaped parks, walking trails, and community spaces that encourage outdoor activities and neighborly interactions. The subdivision is conveniently located near shopping centers, restaurants, and entertainment options, making it easy to enjoy everything Kissimmee has to offer.

Whether you’re seeking a primary residence or a vacation home, Rolling Oaks presents an exceptional opportunity to embrace the quintessential Florida lifestyle. Experience the charm of Key West architecture in a community that feels like a retreat every day. Discover your dream home in Rolling Oaks, where coastal elegance meets modern convenience in the heart of Kissimmee!

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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