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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.

Min. Price
Max. Price
Beds
Baths
936 Valley View Drive Healdsburg, CA 95448
$1,575,000
3 Beds 2 Baths 2,196 SqftListing No.: 326003322 Property Type: House camera (25) Open House: Apr 19, 2026, 1:00 PM - 3:00 PM
Details
775 Benjamin Way Healdsburg, CA 95448
$9,300,000
4 Beds 3 | 2 Baths 4,000 SqftListing No.: 326016481 Property Type: House camera (90)
Details
4395 Pine Flat Road Healdsburg, CA 95448
$8,750,000
5 Beds 5 | 1 Baths 6,925 SqftListing No.: 326017030 Property Type: House camera (76)
Details
2843 Wright Ranch Lane Healdsburg, CA 95448
$8,500,000
4 Beds 3 | 1 Baths 4,288 SqftListing No.: 326017235 Property Type: House camera (82)
Details
Undisclosed Healdsburg, CA 95448
$8,295,000
4 Beds 3 | 3 Baths 6,167 SqftListing No.: 326018994 Property Type: House camera (60)
Details
5285 Westside Road Healdsburg, CA 95448
$7,900,000
6 Beds 3 Baths 1,614 SqftListing No.: 323015354 Property Type: House camera Virtual Tour camera (58)
Details
25 W Grant Street Healdsburg, CA 95448
$7,900,000
10 Beds 10 | 1 Baths N/A SqftListing No.: 326030556 Property Type: House camera (58)
Details
151 Sawmill Circle #402 Healdsburg, CA 95448
$6,875,000
3 Beds 3 | 1 Baths 3,186 SqftListing No.: 326011647 Property Type: Condo camera (11)
Details
5232 Maacama Ridge Road Healdsburg, CA 95448
$6,000,000
4 Beds 3 | 1 Baths 4,630 SqftListing No.: 326024038 Property Type: House camera (20)
Details
983 Grove Street Healdsburg, CA 95448
$5,900,000
5 Beds 5 | 3 Baths 5,654 SqftListing No.: 325090294 Property Type: House camera (52)
Details
991 Grove Street Healdsburg, CA 95448
$5,400,000
5 Beds 4 | 1 Baths 5,629 SqftListing No.: 326001041 Property Type: House camera (37)
Details
13404 Flora Ranch Road Healdsburg, CA 95448
$4,500,000
4 Beds 3 | 2 Baths 5,000 SqftListing No.: 326030880 Property Type: House camera (85)
Details
936 Valley View Drive, Healdsburg, CA 95448
camera (25)
price

$1,575,000

beds

3 3 Beds

baths

2 2 Baths

lot size

2,196 Sqft 2,196 Sqft

listing no.

326003322 Listing No. 326003322

property type

House Property Type: House

gallery photos

camera (25)

Open House: Apr 19, 2026, 1:00 PM - 3:00 PM

775 Benjamin Way, Healdsburg, CA 95448
camera (90)
price

$9,300,000

beds

4 4 Beds

baths

3 | 2 3 | 2 Baths

lot size

4,000 Sqft 4,000 Sqft

listing no.

326016481 Listing No. 326016481

property type

House Property Type: House

gallery photos

camera (90)

4395 Pine Flat Road, Healdsburg, CA 95448
camera (76)
price

$8,750,000

beds

5 5 Beds

baths

5 | 1 5 | 1 Baths

lot size

6,925 Sqft 6,925 Sqft

listing no.

326017030 Listing No. 326017030

property type

House Property Type: House

gallery photos

camera (76)

2843 Wright Ranch Lane, Healdsburg, CA 95448
camera (82)
price

$8,500,000

beds

4 4 Beds

baths

3 | 1 3 | 1 Baths

lot size

4,288 Sqft 4,288 Sqft

listing no.

326017235 Listing No. 326017235

property type

House Property Type: House

gallery photos

camera (82)

Undisclosed, Healdsburg, CA 95448
camera (60)
price

$8,295,000

beds

4 4 Beds

baths

3 | 3 3 | 3 Baths

lot size

6,167 Sqft 6,167 Sqft

listing no.

326018994 Listing No. 326018994

property type

House Property Type: House

gallery photos

camera (60)

5285 Westside Road, Healdsburg, CA 95448
camera VIRTUAL TOUR camera (58)
price

$7,900,000

beds

6 6 Beds

baths

3 3 Baths

lot size

1,614 Sqft 1,614 Sqft

listing no.

323015354 Listing No. 323015354

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (58)

25 W Grant Street, Healdsburg, CA 95448
camera (58)
price

$7,900,000

beds

10 10 Beds

baths

10 | 1 10 | 1 Baths

lot size

N/A Sqft N/A Sqft

listing no.

326030556 Listing No. 326030556

property type

House Property Type: House

gallery photos

camera (58)

151 Sawmill Circle #402, Healdsburg, CA 95448
camera (11)
price

$6,875,000

beds

3 3 Beds

baths

3 | 1 3 | 1 Baths

lot size

3,186 Sqft 3,186 Sqft

listing no.

326011647 Listing No. 326011647

property type

Condo Property Type: Condo

gallery photos

camera (11)

5232 Maacama Ridge Road, Healdsburg, CA 95448
camera (20)
price

$6,000,000

beds

4 4 Beds

baths

3 | 1 3 | 1 Baths

lot size

4,630 Sqft 4,630 Sqft

listing no.

326024038 Listing No. 326024038

property type

House Property Type: House

gallery photos

camera (20)

983 Grove Street, Healdsburg, CA 95448
camera (52)
price

$5,900,000

beds

5 5 Beds

baths

5 | 3 5 | 3 Baths

lot size

5,654 Sqft 5,654 Sqft

listing no.

325090294 Listing No. 325090294

property type

House Property Type: House

gallery photos

camera (52)

991 Grove Street, Healdsburg, CA 95448
camera (37)
price

$5,400,000

beds

5 5 Beds

baths

4 | 1 4 | 1 Baths

lot size

5,629 Sqft 5,629 Sqft

listing no.

326001041 Listing No. 326001041

property type

House Property Type: House

gallery photos

camera (37)

13404 Flora Ranch Road, Healdsburg, CA 95448
camera (85)
price

$4,500,000

beds

4 4 Beds

baths

3 | 2 3 | 2 Baths

lot size

5,000 Sqft 5,000 Sqft

listing no.

326030880 Listing No. 326030880

property type

House Property Type: House

gallery photos

camera (85)

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The data relating to real estate on this website comes in part from the Internet Data Exchange (IDX) program of BAREIS MLS®. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All Information Is Deemed Reliable But Is Not Guaranteed Accurate.
BAREIS data last updated at April 16, 2026, 7:44 PM PT
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