Rolling Oaks Homes for Sale

Rolling Oaks Homes for Sale

Welcome to Rolling Oaks, an exquisite subdivision nestled in the heart of Southwest Ranches, Florida. Known for its serene landscapes and luxurious homes, this enchanting community offers a perfect blend of tranquility and modern living. With sprawling estates set amidst lush greenery and mature oak trees, Rolling Oaks provides residents with a picturesque environment that feels like a private sanctuary.

The homes for sale in Rolling Oaks are nothing short of spectacular. Each property showcases unique architectural designs, spacious floor plans, and high-end finishes that cater to a variety of lifestyles. Whether you’re seeking a sprawling estate with a pool, a cozy family home with a large backyard, or a modern masterpiece with smart home features, Rolling Oaks has something to meet your needs. Many of these homes boast expansive outdoor spaces perfect for entertaining, gardening, or simply enjoying the beautiful Florida weather.

Living in Rolling Oaks means embracing a lifestyle of comfort and convenience. The subdivision is conveniently located near top-rated schools, upscale shopping districts, and gourmet dining options. Residents also enjoy easy access to major highways, making commutes to nearby cities a breeze.

For those who appreciate the beauty of nature, the community is surrounded by parks and recreational areas, perfect for outdoor activities. Rolling Oaks is more than just a place to live; it’s a community where families thrive and memories are made. Explore the homes for sale in this idyllic subdivision and discover the charm of Rolling Oaks today!

Newest Rolling Oaks Homes for Sale

$615,000
3 Beds ⋅ 2 Baths ⋅ A12053754 MLS ⋅ Margaritaville BLDG.
**Rare waterfront cottage in Margaritaville Resort Orlando!** One of the few cottages with a premium direct waterfront location, this beautiful 3-bedroom, 2-bath home offers breathtaking water views from two private balconies.**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 rentals. While never enrolled in a rental program, it is fully eligible for short-term rental, making it an excellent primary residence, vacation home, or investment opportunity.The home features tile flooring throughout, an open-concept floor plan, a durable metal roof, quartz countertops, stainless steel appliances, and beautifully designed living spaces with tasteful coastal décor. The spacious kitchen flows seamlessly into the living and dining areas, creating the perfect setting for entertaining.Enjoy peaceful water views, morning coffee, or spectacular Florida sunsets from either of the two private balconies.Margaritaville Resort Orlando offers resort-style amenities including multiple pools, a fitness center, Island H2O Water Park, shopping, dining, live entertainment, and the Promenade at Sunset Walk. Located just minutes from Walt Disney World and Orlando's major attractions, this rare waterfront property is an exceptional opportunity to own one of Margaritaville's most desirable cottages. **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
$2,600,000
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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