Welcome to 102 Hammock Preserve Loop—a beautifully crafted custom, J&J Home tucked away in the heart of Oakland Park, one of Winter Garden's most sought-after communities. Owners never fully moved into this new home due to change in family circumstances. This spacious corner-lot property is framed by mature oak trees that make you feel like you're living in your own forest oasis. Inside, the primary suite is conveniently located downstairs and features a soaking tub, walk-in shower, dual sinks with antique brass accents, and a custom-built dreamy walk-in closet. Downstairs you'll also find two versatile flex rooms with large closets and double French doors. Offering endless options. Use them as bedrooms, offices, or creative spaces to fit your lifestyle. The gourmet kitchen is a showstopper with Wolf and Sub-Zero appliances, double ovens, convection cooktop, quartz countertops, a massive walk-in pantry with custom built-ins and quartz countertops. Make sure you try and find the hidden Mickey in the gas fireplace brickwork located in the expansive living space, because who says luxury can't be playful? Upstairs, you'll find a loft with a bar and mini fridge, perfect for entertaining. Plus three additional bedrooms, two of which have ensuite baths with custom tile work and timeless design choices. There's also an extra-large walk-in attie storage area for all your seasonal décor and gear. Outside, relax in your private pool, and make plans to add an outdoor kitchen- it's already pre-plumbed! The separate 1-bedroom, 1-bath studio offers vaulted ceilings, wood look porcelain tile and a walk-in closet, making it a perfect guest retreat or creative space linked to the main house and garage with covered breezeways to keep you dry. The home exterior is an architectural folk victorian jewel with James Hardie siding in lap, shingle and board and batten styles. The community itself is just as special, with two pools, miles of walking trails (including the West Orange Trail right through the neighborhood), scenic water views, dog park, and a clubhouse for gathering with friends and neighbors. Ready to experience the best of Winter Garden living? Schedule your private tour today!