Nestled behind a gated entry on historic Orange Grove Avenue, this 1926 Spanish Revival home pairs classic character with thoughtful updates for modern living. Positioned near the famed Tournament of Roses Parade route, it offers a rare opportunity to live on one of South Pasadenas most sought after streets. This move in ready 5 bedroom, 4 bathroom residence spans 3,680 square feet of inviting living space. Inside, rich hardwood floors, high ceilings, arched doorways, and French doors create a charming atmosphere and give the home its signature warmth. The main level features a grand formal living room with a fireplace, a coved ceiling dining room, and a gourmet kitchen with granite countertops, custom tile backsplash, and an oversized island thats perfect for gatherings. The primary suite has its own cozy fireplace, soaking tub, and walk in closet, while a nearby laundry closet adds everyday convenience. Downstairs, a spacious living area with two bedrooms and a Jack and Jill bath has its own private entrance, offering flexible options for extended family, guests, and use as a studio, gym, or home office. Perched atop a gentle knoll and set back from the street, the home is surrounded by mature landscaping that provides both privacy and tranquility. A large grassy front yard with a shady tree is perfect for picnics, play, or outdoor entertaining. Out back, a heated pool, hot tub, and covered patio provide a retreat for relaxing or hosting. Within the award winning South Pasadena school district and just minutes from the Mission District, Old Town Pasadena, and Downtown LA, this well maintained home is a true architectural gem in an unbeatable location.