316 Winecup Way, Austin, TX 78737

Rare flexible dual level layout that is literally two homes in one. Main level lives generously like a one story with living room, dining room, open island kitchen, spacious primary bedroom, three additional bedrooms and two full baths, then SURPRISE! 1754SF lower-level lives like a completely separate home with private entrance, cover patio, two large bedrooms, living room, media/game room, kitchen and full bath.

Meticulously maintained by original owners. Main living area connects naturally to the kitchen, creating a central space that feels open without losing definition. The kitchen offers ample cabinetry, a functional layout, and bar seating, with a breakfast area just beyond that brings in natural light and opens directly to the covered deck with stunning views.

Primary suite is privately positioned with generous space and a well-appointed bath featuring a walk-in shower, soaking tub, and dual vanities. Additional bedrooms are well-sized with good natural light and easy access to secondary baths.

Lower level creates a true second living environment, with a separate living area, bedroom, and full bath that functions well as a guest suite, extended stay space, or a quieter retreat within the home.

Out back, the covered deck overlooks a private, tree-shaded park like oasis with multiple play areas surrounded by lush landscaping. Plenty of room for outdoor living, pets, or gatherings.

Set within HighPointe, this home offers a quieter setting with convenient access to nearby shopping, dining, and Highway 290, along with zoning to Dripping Springs ISD.

With multiple living areas, flexible use spaces, and a layout that supports both everyday living and longer-term adaptability, the home offers a level of functionality that stands out.

At 316 Winecup Way in Austin, you get 4,278 square feet of genuinely functional living space designed to grow with your family. The main level delivers what most families want: an open-concept kitchen with island and breakfast bar that flows naturally into the dining and living areas, a primary suite with walk-in closet and dual-vanity bath positioned for privacy, and three additional bedrooms with secondary full baths. The kitchen pantry and ceiling-high cabinetry solve the storage problem most families face; this isn't wasted space.

What sets this home apart is the lower level. Rather than a dark, finished basement, you have a complete 1,754-square-foot living environment with its own entrance, full kitchen, bedroom, bathroom, and media room. This layout isn't decorative. A multigenerational family could operate independently on different levels. A growing business needs office space. You host your in-laws for a month without anyone sharing a bathroom. The flexibility here is structural, not theoretical.

The main floor connects the kitchen directly to the covered deck, which overlooks a private backyard organized for actual use. Large trees over 40 feet tall provide real shade; the landscaping and automatic sprinkler system mean your outdoor space maintains itself. You have room for kids to play, pets to run, and adults to gather without everything feeling cramped.

Built in 2006 on a level 0.31-acre cul-de-sac lot in High Pointe, the home sits in Dripping Springs ISD, zoned to Sycamore Springs Elementary and Middle School, and Dripping Springs High School. The stone construction and maintained finishes reflect original-owner care. At $909,000 (212 per square foot), this pricing reflects the dual-living advantage and square footage you're actually getting.

Highway 290 access is minutes away for commutes toward downtown Austin or Hill Country. Local shopping and dining don't require a drive. The cul-de-sac position means traffic stops before it reaches you.

This home works because the layout doesn't force compromises. You get primary-suite privacy, separate living zones for extended family or guests, storage that matches real life, and outdoor space that functions year-round. For families planning to stay in Austin long-term, that combination justifies the investment.