Rolling Oaks Ph 5 Homes with Deed Restrictions Community Features

Rolling Oaks Ph 5 Homes with Deed Restrictions Community Features

Welcome to Rolling Oaks Phase 5, a serene and inviting subdivision nestled in the heart of Kissimmee, Florida. This charming community in Osceola County offers a perfect blend of tranquility and convenience, making it an ideal place for families, retirees, and anyone looking to enjoy the best of Central Florida living.

Rolling Oaks Phase 5 boasts beautifully designed homes that reflect a commitment to quality and aesthetics. Each property is part of a deed-restricted community, ensuring that the neighborhood maintains its charm and appeal. These restrictions help preserve the integrity of the area, promoting well-kept lawns and attractive home exteriors that enhance the overall atmosphere of the subdivision.

Residents of Rolling Oaks Phase 5 enjoy a host of community features that foster a sense of belonging and camaraderie. With well-maintained common areas, walking trails, and parks, there are plenty of opportunities for outdoor recreation and relaxation. The community is designed with families in mind, providing safe spaces for children to play and explore.

Location is key, and Rolling Oaks is conveniently situated near major roadways, making it easy to access shopping, dining, and entertainment options in Kissimmee and beyond. With Walt Disney World and other attractions just a short drive away, residents can enjoy the excitement of theme parks while returning to the peaceful refuge of their homes.

Discover the charm of Rolling Oaks Phase 5, where community spirit meets the beauty of Florida living. Your dream home awaits in this delightful subdivision!

Newest Rolling Oaks Ph 5 Homes with Deed Restrictions Community Features

$1,349,000
8 Beds ⋅ 9 Baths ⋅ Rolling Oaks Ph 5 SubDv. ⋅ 34747 Zip Code
JUST REDUCED $50,000! NOW IS THE TIME! Kick back and embrace the laid-back island rhythm at this breezy lakefront retreat in Margaritaville Resort Orlando, perfectly positioned on Parrot Head Place. Wrapped in carefree Key West charm, this home delivers sun-splashed interiors, coastal hues, and a relaxed, barefoot-friendly layout that makes every day feel like vacation. Out back, your private pool and spa overlook tranquil water views, creating the ultimate setting for lazy mornings, afternoon floats, and sunset cocktails with a soundtrack of good vibes (NEW POOL HEATER FEB 2026). The open living spaces flow effortlessly for easy entertaining, while spacious bedrooms provide a calm, salt-air escape after long days of fun and sun. Perfectly located just minutes from Walt Disney World, Universal Orlando Resort, including the highly anticipated Universal Epic Universe, and SeaWorld Orlando, this home offers the best of both worlds—action-packed adventures by day and laid-back island living by night. Whether you’re chasing thrills, fireworks, or unforgettable family memories, you’ll love coming home to your own private oasis where the pace slows, the music softens, and relaxation takes center stage. Designed for both personal enjoyment and short-term rental success, this home captures the essence of island living with a splash of luxury. Just steps from resort amenities, dining, and entertainment, it’s a place where worries drift away, flip-flops are the dress code, and life moves at a perfectly unhurried pace. Multiple tropical pools with cabanas, lounging areas, and full food & beverage service. Island-inspired restaurants, poolside bars, and casual spots all within walking distance. The St. Somewhere Spa offers massages, facials, body treatments, and salon services. Find your latitude, adjust your attitude, and come home to a true five-o’clock-somewhere lifestyle—complete with lake views, poolside living, and pure Margaritaville Magic! Sale is contingent upon Buyer entering into a property management agreement with Vstays Property Management and assuming and honoring all existing future reservations/bookings.

3052 Parrot Head Place, Kissimmee
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