Discover the epitome of luxury living with this stunning, nearly brand new home in the charming, historic town of Oakland. Perfectly situated just 3 miles from vibrant downtown Winter Garden, you'll enjoy easy access to the renowned weekly farmers market, Crooked Can Brewery, and an array of boutique shops and dining options. Nature enthusiasts will appreciate the proximity to the Oakland Nature Preserve and the West Orange Bike Trail, both just a 5 minute walk away. Step inside to experience a meticulously designed residence featuring exquisite landscaping, a screened patio, and private yet spacious yard feel. The elegant interior boasts a state of the art kitchen with top of the line built in appliances, seamlessly flowing into a spacious living room and a separate dining area, creating an inviting yet distinct atmosphere. The first floor also includes a versatile office/study and a private bedroom with a full bathroom ideal for guests, in laws, or visiting family. Upstairs, a versatile loft area offers additional space for a second office or den, adjacent to three generously sized bedrooms, including a primary suite with a large walk in closet and a rainfall shower. Enhanced with premium upgrades such as Vivint security system with cameras, full house gutters, and elegant window treatments, this home is designed for both comfort and security. The HOA amenities include lawn care, mulching, and shrub trimming, as well as access to a community pool and playground. Located just under 30 minutes from downtown Orlando, Orlando's world famous theme parks, and a mere 5 minutes from the Florida Turnpike, Longleaf at Oakland offers unparalleled convenience and accessibility. Schedule your private showing today and step into your dream home!