At the heart of Healdsburg is its iconic plaza, surrounded by award-winning restaurants, tasting rooms, and galleries. If you’re searching for a luxury home with true wine country charm, this is the place to begin.

Healdsburg may be small, but it’s one of the most sought-after addresses in wine country. With its curated mix of luxury homes, from hillside retreats to private vineyard estates, it offers an exclusive lifestyle that’s both refined and quietly glamorous.

Many luxury properties here are located in the surrounding valleys—Dry Creek, Alexander Valley, and Russian River—all offering sweeping views and a sense of seclusion while still being just minutes from the downtown plaza.

Prices here reflect the demand. Luxury homes in Healdsburg often start around $3 million and can go well beyond that, especially if you’re looking for acreage, vineyards, or newer construction with architectural pedigree.

Healdsburg’s downtown square is one of the most charming in the county. You’ve got Michelin-starred restaurants, wine tasting rooms, boutique shopping, and a lively calendar of events. It’s no surprise Healdsburg is a magnet for second-home buyers and those looking to invest in a refined, resort-like lifestyle.

You can spend your days biking through vineyard-lined roads, kayaking on the Russian River, or hiking the surrounding hills. The weather stays true to Sonoma’s reputation with warm days, cool nights, and abundant sunshine.

If Healdsburg is on your radar, I can help you understand the market and find the right opportunity—whether it’s a historic estate or a modern retreat.

Rachael Dressler - Sonoma and Marin County Realtor

Rachael strives to make the home buying and selling process simple.

https://www.rachaeldressler.com
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