Rolling Oaks Homes with Key West Architectural style

Rolling Oaks Homes with Key West Architectural style

Welcome to Rolling Oaks, a captivating subdivision nestled in the heart of Kissimmee, Florida, within the picturesque Osceola County. This vibrant community is an ideal blend of serene suburban living and convenient access to the excitement of Central Florida. Rolling Oaks is renowned for its stunning Key West architectural style homes, which evoke a sense of coastal charm and timeless elegance.

As you stroll through the tree-lined streets of Rolling Oaks, you'll be enchanted by the pastel-colored exteriors, spacious porches, and intricate details that characterize the Key West design. These homes not only offer aesthetic appeal but also provide a comfortable and inviting atmosphere, perfect for families and individuals alike. With open floor plans and ample natural light, each residence is designed to foster a sense of community while offering privacy and comfort.

Living in Rolling Oaks means enjoying the best of both worlds. You are just a short drive away from the world-famous attractions of Orlando, including Walt Disney World and Universal Studios, while still being able to retreat to your peaceful oasis at the end of the day. The community is also conveniently located near shopping centers, dining options, and recreational parks, ensuring that all your needs are met.

Whether you’re looking for a primary residence or a vacation getaway, Rolling Oaks offers a unique opportunity to embrace a lifestyle that combines the charm of Key West architecture with the warmth of a welcoming community. Discover your dream home in Rolling Oaks today and experience the magic of Florida living!

Newest Rolling Oaks Homes with Key West Architectural style

8117 Surf Street, Kissimmee
$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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