Welcome to 101 Winding Oak Drive in the desirable Oak Forest subdivision of Johnson City. This beautifully maintained 3-bedroom, 3-bath home offers over 2,000 square feet of comfortable living space surrounded by plenty of large, mature oak trees that provide shade, privacy, and classic Hill Country charm. Conveniently located just minutes from Johnson City schools, shopping, dining, and everyday amenities, the property offers both accessibility and a peaceful neighborhood setting. Recent updates include fresh interior and exterior paint, new ceiling fans throughout, a new water heater (2026), and a brand-new roof (2026), providing peace of mind for years to come. Inside, you'll find high ceilings, durable concrete flooring throughout the main living areas, cozy carpet in the bedrooms, and a welcoming fireplace that serves as the centerpiece of the living room. The thoughtfully designed kitchen features a large center island, pantry, and ample storage, making it ideal for both everyday living and entertaining. The spacious primary suite offers dual vanities, a large walk-in closet, and a nicely designed walk-in shower. Additional bedrooms also feature large closets, providing generous storage throughout the home. Combining modern updates, functional design, and a beautiful oak-studded setting, this move-in-ready property delivers the best of Hill Country living just moments from the heart of Johnson City.