Tucked away on one of Headwaters' most sought-after cul-de-sacs, this exceptional David Weekley Weatherfield floor plan offers the space, flexibility, and outdoor living today's buyers are searching for. Situated on an expansive .23+ acre homesite backing to the greenbelt, the backyard is what truly sets this property apart. With direct trail access and enough room for a future pool, garden, play space, or all of the above, the possibilities are as impressive as the setting itself. Designed to take full advantage of the landscape, the outdoor living spaces have been thoughtfully expanded to include a dramatic two-story covered patio, an additional 26-foot Trex deck, and 2nd gas stub-outs for an outdoor kitchen, creating the perfect backdrop for entertaining or enjoying quiet evenings overlooking the greenbelt. Inside, LVP flooring carries throughout the main living areas, leading to an open-concept floor plan that balances everyday comfort with functional design. A dedicated home office offers privacy for remote work, while the secluded primary suite enjoys peaceful backyard views, a spacious walk-in closet, dual vanities, and an oversized shower with dual shower heads. Upstairs, three spacious secondary bedrooms, two full bathrooms, and a generous second living area provide exceptional flexibility for a media room, playroom, game room, or guest retreat. Located on one of the community's most desirable streets, 464 Crimson Sky Court offers not only an outstanding home but one of the most coveted settings within Headwaters. Residents enjoy award-winning amenities, including miles of hiking and biking trails, a clubhouse, a resort-style pool, a fitness center, parks, and the highly acclaimed Dripping Springs ISD, all just minutes from the Hill Country's wineries, breweries, and downtown Dripping Springs. Don't miss out - schedule a showing today!