Rare opportunity to own a 1940 Spanish-style estate on approximately 1.25 acres in highly sought-after South Redlands, located just 0.6 miles from Redlands Country Club. Rich in architectural charm and character, this unique estate property with two bedroom guest house/2nd residence offers privacy, versatility, and timeless appeal. The main residence features four bedrooms and four bathrooms, including three bedrooms with direct bathroom access and a front office/study that could also serve as an additional bedroom. Hardwood floors highlight the formal living room with gas fireplace, with view and balcony off front and back. Elegant dining area. The lower level includes a spacious family room with fireplace and built-in storage, an additional bedroom with bathroom, and a former darkroom that could be converted into a kitchen for multigenerational, wine cellar, hobby room, or creative space. Outdoor living is ideal for entertaining with multiple private courtyards, a covered wood-beamed patio with built-in sink and fireplace, and a sparkling pool with separate changing rooms and a half bath. Mature fruit trees and winding garden paths create a peaceful park-like setting throughout the grounds. Adding exceptional value is a fully permitted detached second residence (ADU/guest house) completed in late 2020, approximately 864 sq ft, featuring two bedrooms, full kitchen, living area with fireplace, laundry room, and covered parking. Perfect for multi-generational living, guests, executive office space, or potential rental income. Recent improvements include updated electrical, new septic tank, and updated heating and air conditioning systems. A rare South Redlands estate property with acreage and guest house in one of the area's most desirable neighborhoods.