A rare opportunity to own a beautifully maintained duplex in the heart of Sonoma Valley. Located at 17090 & 17092 Sonoma Highway, this charming vintage property offers two independent residences totaling approximately 2,650 square feet on a generous and deep 7,500 square foot lot. With thoughtfully remodeled interiors, expansive outdoor space, and an unbeatable location just minutes from the historic Sonoma Plaza, the property presents an exceptional blend of character, versatility, and enduring value. Rich in timeless appeal, the upper residence features two bedrooms, one remodeled bathroom, and a renovated kitchen that seamlessly blends classic charm with modern convenience. The lower residence offers one bedroom, one remodeled bathroom, and its own updated kitchen, creating an equally inviting space for guests, extended family, or rental income. The deep lot provides abundant outdoor space for entertaining, gardening, or simply enjoying Sonoma's relaxed Wine Country lifestyle. A detached accessory structure adds even greater flexibility, making an ideal home office, art or fitness studio, workshop, or generous storage space. Whether you're seeking a primary residence with supplemental income, accommodations for multi-generational living, or a turnkey addition to your real estate portfolio, this unique property adapts effortlessly to a variety of lifestyles. Ideally positioned just moments from Sonoma Plaza, renowned wineries, acclaimed restaurants, boutique shopping, and everyday conveniences, this is a rare opportunity to own a distinctive property that combines historic character, modern updates, flexible living spaces, and income-producing potential in one of Wine Country's most desirable locations.