Healdsburg
Healdsburg is one of Northern California’s most prestigious and sought-after residential communities, known for its sophisticated Wine Country lifestyle, world-class wineries, and stunning scenic landscapes. Centered around its iconic downtown plaza, Healdsburg offers upscale living with an unmistakably welcoming, small-town charm.
The real estate market in Healdsburg is defined by luxury, character, and exceptional design. Buyers will find beautifully restored historic homes, modern architectural estates, vineyard properties, and highly desirable homes within walking distance of downtown. Many properties feature high-end finishes, contemporary open floor plans, outdoor entertaining spaces, and panoramic vineyard or valley views.
Healdsburg’s walkable downtown is a key attraction for residents. The plaza is surrounded by boutique shops, Michelin-starred restaurants, tasting rooms, art galleries, and lively community events. Homes near the plaza command strong interest for their access to Healdsburg’s premier dining and wine experiences.
For those seeking privacy and acreage, the outskirts of Healdsburg offer expansive estates, rolling vineyards, and hilltop retreats. These properties attract luxury buyers and investors looking for second homes or vacation rentals in one of California’s most desirable destinations.
Outdoor recreation also plays a major role in Healdsburg’s appeal. The area is bordered by the Russian River, which offers kayaking, swimming, and riverside picnicking. Numerous regional parks provide hiking and biking trails, while nearby vineyards create scenic backdrops for everyday living.
Demand for Healdsburg real estate remains consistently strong due to its global reputation as a luxury lifestyle destination. Limited inventory and high buyer competition make the market particularly appealing for long-term investment. With its refined atmosphere, high quality of life, and exceptional surroundings, Healdsburg stands out as one of the crown jewels of Wine Country living.
$1,575,000
3 3 Beds
2 2 Baths
2,196 Sqft 2,196 Sqft
326003322 Listing No. 326003322
House Property Type: House
(25)
Open House: Apr 19, 2026, 1:00 PM - 3:00 PM
$9,300,000
4 4 Beds
3 | 2 3 | 2 Baths
4,000 Sqft 4,000 Sqft
326016481 Listing No. 326016481
House Property Type: House
(90)
$8,750,000
5 5 Beds
5 | 1 5 | 1 Baths
6,925 Sqft 6,925 Sqft
326017030 Listing No. 326017030
House Property Type: House
(76)
$8,500,000
4 4 Beds
3 | 1 3 | 1 Baths
4,288 Sqft 4,288 Sqft
326017235 Listing No. 326017235
House Property Type: House
(82)
$8,295,000
4 4 Beds
3 | 3 3 | 3 Baths
6,167 Sqft 6,167 Sqft
326018994 Listing No. 326018994
House Property Type: House
(60)
$7,900,000
6 6 Beds
3 3 Baths
1,614 Sqft 1,614 Sqft
323015354 Listing No. 323015354
House Property Type: House
VIRTUAL TOUR
(58)
$7,900,000
10 10 Beds
10 | 1 10 | 1 Baths
N/A Sqft N/A Sqft
326030556 Listing No. 326030556
House Property Type: House
(58)
$6,875,000
3 3 Beds
3 | 1 3 | 1 Baths
3,186 Sqft 3,186 Sqft
326011647 Listing No. 326011647
Condo Property Type: Condo
(11)
$6,000,000
4 4 Beds
3 | 1 3 | 1 Baths
4,630 Sqft 4,630 Sqft
326024038 Listing No. 326024038
House Property Type: House
(20)
$5,900,000
5 5 Beds
5 | 3 5 | 3 Baths
5,654 Sqft 5,654 Sqft
325090294 Listing No. 325090294
House Property Type: House
(52)
$5,400,000
5 5 Beds
4 | 1 4 | 1 Baths
5,629 Sqft 5,629 Sqft
326001041 Listing No. 326001041
House Property Type: House
(37)
$4,500,000
4 4 Beds
3 | 2 3 | 2 Baths
5,000 Sqft 5,000 Sqft
326030880 Listing No. 326030880
House Property Type: House
(85)
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