Rolling Oaks Homes with Block Exterior Construction

Rolling Oaks Homes with Block Exterior Construction

Welcome to Rolling Oaks, a charming subdivision located in Kissimmee, FL, in the heart of Osceola County. Known for its tranquil surroundings and family-friendly atmosphere, Rolling Oaks offers a peaceful retreat from the hustle and bustle of city life while still being conveniently located near all the amenities you could need.

One of the standout features of the homes in Rolling Oaks is their block exterior construction, providing durability and a classic aesthetic. These homes are not only beautiful but also built to last, giving homeowners peace of mind for years to come.

Living in Rolling Oaks means enjoying the best of both worlds – a serene suburban setting with easy access to everything Kissimmee has to offer. From top-rated schools and parks to shopping and dining options, residents here have everything they need right at their fingertips.

Whether you're looking to settle down and raise a family or simply want to enjoy a quiet retreat, Rolling Oaks has something for everyone. Come and discover the beauty and tranquility of Rolling Oaks – where your dream home awaits.

Newest Rolling Oaks Homes with Block Exterior Construction

$499,000
4 Beds ⋅ 2 Baths ⋅ Rolling Oaks SubDv. ⋅ 32712 Zip Code
POOL HOME in Apopka – Move-In Ready! Enjoy your own private oasis with a screened-in pool, ideal for Florida living! This beautifully remodeled 4BR/2BA home features a NEW ROOF & AC (2026), new luxury vinyl flooring, and a gorgeous kitchen with quartz countertops. Spacious master suite, updated bathrooms, and fresh paint throughout. Prime location minutes from Kelly Park, Wekiva Springs, shopping & dining. Some pictures have been virtually staged to give the buyer an idea of how the home could look. Don't miss this one – schedule your showing today!

436 Bison Circle, Apopka
$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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