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, known for its stunning homes that embody the enchanting Key West architectural style. With their vibrant colors, inviting porches, and distinctive metal roofs, these residences exude a laid-back coastal vibe that instantly transports you to a tropical paradise.

Rolling Oaks is more than just a collection of houses; it’s a community where neighbors become friends and families create lasting memories. The tree-lined streets and beautifully manicured lawns provide a serene backdrop for leisurely strolls, while the nearby parks and recreational facilities offer ample opportunities for outdoor activities. Whether you're enjoying a sunny afternoon at the playground or hosting a weekend barbecue in your spacious backyard, Rolling Oaks is designed for a lifestyle of comfort and enjoyment.

The homes in Rolling Oaks are characterized by their spacious layouts and modern amenities, all while maintaining the charm of traditional Key West design. With open-concept floor plans, gourmet kitchens, and luxurious master suites, these residences are perfect for both entertaining guests and enjoying quiet family evenings.

Located just a short drive from the bustling attractions of Orlando, Rolling Oaks offers the perfect blend of tranquility and convenience. Residents can easily access shopping, dining, and entertainment options, making it an ideal place to call home. Discover the allure of Rolling Oaks, where coastal charm meets suburban living 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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