Rolling Oaks Homes with Gated Community - Guard Community Features

Rolling Oaks Homes with Gated Community - Guard Community Features

Welcome to Rolling Oaks, an enchanting gated community nestled in the heart of Kissimmee, Florida, within the picturesque Osceola County. This charming subdivision offers a perfect blend of serenity and security, making it an ideal sanctuary for families, retirees, and anyone seeking a tranquil lifestyle without sacrificing convenience.

As you drive through the beautifully landscaped entrance of Rolling Oaks, you’ll immediately appreciate the sense of exclusivity that comes with living in a guard-gated community. With 24/7 security personnel ensuring peace of mind, residents can enjoy their surroundings without worry. The meticulously maintained common areas, adorned with lush greenery and vibrant flowers, create a warm and inviting atmosphere that welcomes both residents and guests alike.

The homes in Rolling Oaks are designed with modern living in mind, featuring spacious floor plans, contemporary finishes, and a variety of styles to suit any taste. Whether you’re looking for a cozy single-family home or a more expansive property, you’ll find an array of options that cater to your needs. Many homes boast private backyards, perfect for entertaining or enjoying a quiet evening under the stars.

Beyond the gates of Rolling Oaks, residents are just moments away from the vibrant attractions of Kissimmee. From world-class dining and shopping to nearby parks and recreational opportunities, everything you need is within reach. Embrace the lifestyle you’ve always dreamed of in Rolling Oaks, where community, comfort, and convenience come together to create a truly special place to call home.

Newest Rolling Oaks Homes with Gated Community - Guard Community Features

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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