Healdsburg is a place where you can walk to a three-Michelin-star dinner, cycle world-class roads before breakfast, and know your neighbours by name within months of moving in. For Bay Area buyers — especially those approaching or enjoying retirement — it offers something rare: a small town of 11,000 that punches well above its weight in food, wine, and community.
At BruingtonHargreaves, we are the No. 1 ranked team in Healdsburg (RealTrends 2024), with over $30 million in Healdsburg sales in 2025. David Hargreaves made the move from Marin to
Healdsburg himself — first buying a second home, then relocating to downtown, and most recently settling in Dry Creek Valley. Jonathan Bruington married into a multi-generation Healdsburg family and has been involved in dozens of residential renovation and construction projects in the area.
Whether you are relocating, buying a second home, or investing, here is an honest look at what buying in Healdsburg looks like in 2026.
