Set on nearly a quarter acre in Sonoma's coveted Eastside just blocks from the historic Sonoma Plaza, this timeless residence, extensively rebuilt and remodeled in the mid-1990s and thoughtfully updated over the years, is a quintessential Sonoma retreat designed for effortless indoor-outdoor living. Surrounded by wide tree-lined streets, the setting offers the perfect balance of peaceful residential living and easy access to Sonoma's celebrated restaurants, tasting rooms, and boutique shopping. Behind a white picket fence and beneath a canopy of established trees, this beautifully maintained home exudes classic curb appeal with traditional architectural lines, manicured landscaping, and a warm wood front door framed in brick. Inside, rich hardwood floors and plantation shutters create a warm and elevated backdrop for both everyday living and elegant entertaining. The inviting living room fireplace anchors the main gathering spaces, while the beautifully remodeled kitchen pairs crisp white cabinetry, quartz countertops, top-tier appliances, a charming breakfast nook, and seamless access to the wraparound deck overlooking the grounds. Privately positioned upstairs, the primary suite lives like its own retreat, centered around a double-sided fireplace shared between the bedroom and sitting area. Oversized windows frame views of the pool and gardens, creating a peaceful, resort-like atmosphere. An additional upstairs bedroom and bath provide flexibility for guests, family, or a home office, while two bedrooms and a full bath on the main level enhance the home's everyday livability. Outside, the grounds unfold into a private, resort-like setting with a heated pool, expansive Trex decking, manicured landscaping, blooming roses, established trees, and a sophisticated pool house with a handsome stone interior and full bath. An original apple tree rising through the roofline of the pool house offers a beautiful nod to Sonoma's orchard roots and the property's rich sense of place. A built-in sound system throughout the home and backyard sets the tone for everything from quiet afternoons by the pool to memorable evenings entertaining under the Sonoma sky. Perfectly suited to its surroundings, the home embodies the relaxed sophistication that defines Sonoma living, offering an exceptional setting for everyday living, weekend escapes, and effortless entertaining just moments from Sonoma Plaza.