Rolling Oaks Homes with Pool Community Features

Rolling Oaks Homes with Pool Community Features

Welcome to Rolling Oaks, a charming subdivision nestled in the heart of Kissimmee, Florida, within the picturesque Osceola County. This idyllic community is designed for those who seek a tranquil lifestyle while enjoying the vibrant culture and attractions that Central Florida has to offer.

Rolling Oaks boasts an impressive array of homes, each with its own unique character and charm. One of the standout features of this community is the abundance of homes with private pools, providing residents with the perfect oasis to relax and unwind. Imagine enjoying sunny Florida days lounging by your pool, hosting barbecues with friends, or simply soaking up the sun in your own backyard paradise.

The community is thoughtfully designed with lush landscaping and tree-lined streets, creating a serene atmosphere that invites leisurely strolls and friendly neighborly interactions. Families will appreciate the nearby parks and recreational facilities, offering ample opportunities for outdoor activities, picnics, and playdates.

Rolling Oaks is conveniently located just a short drive from the bustling attractions of Orlando, including world-renowned theme parks, shopping centers, and dining options. This prime location allows residents to enjoy the best of both worlds – a peaceful retreat at home and easy access to vibrant city life.

Whether you’re a first-time homebuyer or looking to upgrade, Rolling Oaks offers a diverse selection of homes that cater to various lifestyles. Experience the charm, community spirit, and luxurious living that Rolling Oaks has to offer. Your dream home awaits!

Newest Rolling Oaks Homes with Pool Community Features

$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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