Welcome to 19023 Sherwood Trail-a beautifully restored Craftsman-style residence nestled in the heart of the historic and eclectic Grey Forest community of Helotes, TX. Situated on a rare and spacious 1.23-acre lot (combined from two parcels: 0.5542 + 0.6725), this one-of-a-kind property offers unmatched charm, privacy, and modern upgrades, all just minutes from the city. Originally built in 1930, this two-story split-level home offers approximately 2,572 sq ft of well-designed living space, featuring 4 bedrooms and 3 bathrooms. Tucked away inside is a dedicated office with its own closet-perfect for remote work, creative pursuits, or transforming into whatever space your lifestyle dreams up. The original rock interior, signature to Grey Forest homes, adds timeless character, while updates throughout bring modern comfort and style. Step into a warm and inviting living area centered around a cozy fireplace-perfect for gatherings or quiet evenings. The home has been freshly painted inside and out, with new trim, some new siding, and thoughtful updates including updated bathtubs, a new A/C unit on one side (two total, both in great condition), and other recent enhancements to ensure comfort and efficiency. Outdoors, the property truly shines. Enjoy a new pergola, new lattice, and beautifully landscaped outdoor spaces designed for relaxing or entertaining. The expansive yard is fully fenced and ready for customization, surrounded by mature trees that offer serenity and shade. The impressive 150-ft circular concrete driveway welcomes you home, leading to a large 34x32 concrete parking area with ample space for multiple vehicles, guests, or even an RV. RV owners will appreciate the 30-amp dedicated RV plug, 20-amp standard plug, and electrical box already in place. With 200 ft of road frontage, this property has exceptional curb appeal and accessibility. Located in one of the most desirable areas of Helotes, you'll enjoy the natural beauty, large lots, and peaceful surroundings that make Grey Forest so special. Despite its serene setting, you're only 10-15 minutes from Helotes, Leon Springs, and The Rim, and just 25 minutes from downtown San Antonio and Boerne, offering the perfect blend of seclusion and convenience. This home is truly a rare find-rich in history, updated with care, and full of character inside and out. Come experience the unique beauty and lifestyle that 19023 Sherwood Trail has to offer!