This unique 4.99-acre estate rests gracefully at the West Petaluma city limit and within the Urban Growth Boundary, where pastoral serenity meets long-term vision and opportunity. The circa-1907 farmhouse has been artfully preserved and thoughtfully updated, honoring its heritage while embracing modern comfort with rooftop solar panels and updated electrical panels. Original built-ins and softwood floors, illuminated by sunlight pouring through generous windows, enhance the home's warm and inviting interiors. The wrap-around porch offers a quintessential welcome, a cool respite on a warm day, and ease of outdoor dining. The beautifully remodeled chef's kitchen with a large working and dining island features granite countertops and professional-grade stainless-steel appliances by KitchenAid, seamlessly blending sophistication with functionality. The main level hosts two generously proportioned bedrooms, while the upper level offers a private bedroom and a sophisticated den ideal for a library, office, or intimate media retreat. Two refined, tiled baths complement the home's historic character with updated features. Additional improvements include an approximately 2,700-square-foot old-growth redwood barn that serves as both an architectural centerpiece and an ideal opportunity for a curated workshop, creative studio, or potential rental income. A small, improved barn offers flexibility as an office, artist studio, or guest space. A gazebo with a dining patio creates an enchanting setting. Mature landscaping frames the estate with heirloom roses, vegetation, fruit and nut trees, expansive lawn, and a flourishing vegetable garden. Sited on the hill with views overlooking the barns and open field, the second residence features a window-wrapped living area, a country kitchen, and a separate in-law studio, perfect for multigenerational living, guest quarters, or income potential. Approximately two acres of natural, undeveloped land offer space for equestrian pursuits, Farm-to-Table agriculture, or future development, subject to Sonoma County zoning regulations. This is truly a special opportunity to own a compound with proximity to vibrant Petaluma amenities, recreation, and regional access, all within the timeless beauty of western Sonoma County.