Rolling Oaks Homes with Pool

Rolling Oaks Homes with Pool

Welcome to Rolling Oaks, a picturesque subdivision nestled in the heart of sunny Florida. This enchanting community is designed for those who appreciate a blend of tranquility and convenience, making it an ideal place to call home. Surrounded by lush greenery and vibrant landscapes, Rolling Oaks offers a serene escape from the hustle and bustle of city life while still being just a short drive from local amenities, shopping, and dining.

One of the standout features of homes in Rolling Oaks is the abundance of properties boasting private pools. Imagine stepping out into your backyard oasis on a warm Florida afternoon, where you can take a refreshing dip or lounge poolside under the sun. These homes are designed not just for living but for creating unforgettable memories with family and friends. Whether you’re hosting summer barbecues, enjoying quiet evenings under the stars, or indulging in a leisurely swim, the poolside lifestyle is an integral part of the Rolling Oaks experience.

The homes in this community vary in size and design, catering to diverse tastes and lifestyles. From charming single-family residences to modern designs with open floor plans, there’s something for everyone. As you explore Rolling Oaks, you’ll find beautifully landscaped yards, friendly neighbors, and a welcoming atmosphere that makes this subdivision feel like home.

If you’re looking for a place where comfort meets luxury, Rolling Oaks is the perfect choice. Come discover your dream home with a pool in this delightful Florida community!

Newest Rolling Oaks Homes with Pool

$485,000
4 Beds ⋅ 2 Baths ⋅ O6428546 MLS
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 ⋅ O6421843 MLS
**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
$2,700,000
4 Beds ⋅ 3 Baths ⋅ A12047272 MLS ⋅ Rolling Oaks BLDG.
Opportunity to live on this spectacular fenced-in corner lot parcel in Southwest Ranches. 4 bedroom + office, 3 bathroom estate offers the perfect blend of country living and modern comfort with a split floor-bedroom plan. Elegant spaces with formal living, dining and family rooms with large windows and French doors overlooking the backyard. Spacious kitchen features distressed white wood cabinetry, stainless steel appliances, wine cooler, granite counters, island, coffee-bar area, countertop seating and breakfast nook. Primary suite offers a spa-like bathroom with a jetted tub, double vanities, step in shower and walk-in closets. Impact glass, central vacuum system, Tesla EV charger and 2 car garage. Outside you will find an incredible outdoor living area featuring a covered patio, summer kitchen, refreshing pool and spa, and lush tropical landscaping designed for relaxing and entertaining. Beyond the backyard, the expansive grounds continue with a 6 stall horse barn, paddock riding area, chicken coop and plenty of room for horses and other farm animals. Whether you are an equestrian, hobby farmer or simply looking for privacy and open space, this exceptional property offers endless possibilities in one of South Florida's most renowned towns.

17710 SW 63rd Manor, Southwest Ranches
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