Nestled on one of Sonoma's most coveted East Side streets, this home offers the rare combination of timeless charm and modern luxury all just a stroll from the historic Plaza, boutique shops, and acclaimed restaurants. Meticulously transformed through extensive high-end renovations, the property blends sophisticated design with everyday comfort. A comprehensive kitchen remodel was followed by a full interior and exterior paint refresh and new lighting throughout. The heart of the home features a cozy, updated gas fireplace, while brand-new La Cantina accordion doors off the kitchen invite the outdoors in perfect for entertaining. The spa-inspired primary bathroom is a true sanctuary, with radiant heated floors, terrazzo tile, a curbless shower, custom stone sink, and premium fixtures. Additional bathrooms feature matching custom vanities for a cohesive, elevated aesthetic throughout. In the Main structure, two en suite guest bedrooms are arranged on the front wing of the home, the primary en suite tucked privately in the rear of the home. A fourth bedroom and bath in the attached ADU. Outside, discover an entertainer's paradise: a thoughtful deck expansion, an architectural exterior pavilion, and atmospheric backyard lighting set against a serene, water-wise landscape redesign with graceful Japanese maples and designer planters. A majestic spruce tree anchors the backyard, lending natural shade and old-world ambiance. Up front, a beautifully remodeled yard with a peaceful seating area and fountain adds to the home's curb appeal and functionality. Equally versatile, the property includes a permitted, 690-square-foot high-end ADU completely remodeled with a new roof, modern kitchenette, stylish bathroom, and private access, ideal for guests, extended family, or a high-demand rental. Additional upgrades include a new side-hang garage door, new front and side entry doors, refreshed interior and exterior tile, and a fully refreshed laundry room with custom cabinetry and utility sink. This is more than a house; it's a meticulously curated lifestyle, moments from everything that makes the East Side one of Sonoma's most desirable places to call home.