Unmatched Legal STR Opportunity in Downtown Healdsburg. More than just a charming home it’s a licensed, income-producing vacation rental in the heart of Wine Country, just 2 blocks from Healdsburg Plaza. One of only a handful of properties with transferrable short-term rental zoning, this rare investment offers built-in demand & long-term upside. Originally built in the 1880s, the 2-bedroom, 1-bath cottage has been thoughtfully updated with designer finishes, including copper countertops, a cozy living room, and a bright sunroom ideal for morning coffee or evening wine. The covered front porch & private backyard offer inviting outdoor spaces. A standout feature is the oversized 1.5-car garage, with exciting potential to convert into seamless indoor-outdoor entertaining space envision doors opening to the backyard for the ultimate lounge or game room. With over $87,000 in gross rental income last year & a turnkey setup available (furnishings offered separately), it’s ready to generate revenue or serve as a luxurious Healdsburg escape. Space to add a hot tub or cold plunge completes the vision. You won’t find another legal STR like this, this close to the Plaza, at this price point.