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 perfect blend of tranquility and accessibility, making it an ideal choice for families, retirees, and everyone in between. With its lush landscapes and serene surroundings, Rolling Oaks is designed for those who appreciate the beauty of nature while still enjoying the conveniences of modern living.

One of the standout features of Rolling Oaks is its stunning homes, characterized by the enchanting Key West architectural style. These residences exude a delightful coastal charm, featuring bright pastel colors, inviting porches, and elegant metal roofs that reflect the warm Floridian sun. Inside, you'll find spacious layouts with high ceilings, open-concept designs, and an abundance of natural light, creating an inviting atmosphere perfect for both relaxation and entertaining.

Residents of Rolling Oaks enjoy a wealth of amenities, including nearby parks, recreational facilities, and shopping centers, all just a short drive away. The community’s close-knit environment fosters friendships and camaraderie among neighbors, making it easy to feel at home. Plus, with Kissimmee's rich cultural offerings, including local dining, entertainment, and outdoor activities, you'll never run out of things to do.

Whether you're looking to invest in your first home or seeking a serene retreat, Rolling Oaks in Kissimmee is a hidden gem that promises a vibrant lifestyle infused with the essence of Florida living. Come discover your dream home in this charming community today!

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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