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, blends storybook charm with effortless indoor-outdoor living in the heart of wine country. Surrounded by wide tree-lined streets and beautifully maintained homes, the setting offers the perfect balance of peaceful residential living and easy access to Sonoma's celebrated restaurants, tasting rooms, boutique shopping, and everyday charm. Behind a classic white picket fence and beneath a canopy of established trees, the beautifully maintained home exudes timeless curb appeal with classic 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 timeless white cabinetry, quartz surfaces, top-tier appliances, a charming breakfast nook, and seamless access to the wraparound deck overlooking the grounds. Privately positioned, 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. Three additional bedrooms and three full baths offer flexibility for guests, visiting family, or work-from-home living. 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 captures the warmth, ease, and timelessness that define Sonoma living. An ideal setting for long weekends in wine country, gathering with family and friends, and creating memories for generations to come, all just moments from Sonoma Plaza.