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Healdsburg

Healdsburg, CA

With its tree-lined streets, historic plaza, and breathtaking vineyard landscapes, Healdsburg has become one of California’s most coveted wine country addresses. Here, luxury is measured not only in fine finishes and acreage but in the privacy, prestige, and lifestyle that come with the properties. From architect-designed estates to legacy vineyard holdings, homes for sale in Healdsburg, CA offer an elevated standard of living.

If you’ve ever thought about buying in Sonoma County, the insight of the Wine Country Colbert Group, can help you navigate the Healdsburg, CA real estate market with optimism and confidence.

5520 W Soda Rock Lane Healdsburg, CA 95448
$16,750,000
4 Beds 3 Baths 3,006 Sqft Listing No. 326036977 Property Type: House camera (99)
Details
13414 Chalk Hill Road Healdsburg, CA 95448
$15,500,000
3 Beds 4 | 1 Baths Listing No. 326041867 Property Type: House camera (99)
Details
437 W Dry Creek Road Healdsburg, CA 95448
$13,500,000
4 Beds 4 | 1 Baths 4,858 Sqft Listing No. 326040209 Property Type: House camera Virtual Tour camera (74)
Details
775 Benjamin Way Healdsburg, CA 95448
$9,300,000
4 Beds 3 | 2 Baths 4,000 Sqft Listing No. 326016481 Property Type: House camera (90)
Details
6225 W Soda Rock Lane Healdsburg, CA 95448
$8,500,000
3 Beds 3 | 1 Baths 3,520 Sqft Listing No. 326039588 Property Type: House camera (67)
Details
2355 W Dry Creek Road Healdsburg, CA 95448
$8,495,000
4 Beds 4 | 2 Baths 6,378 Sqft Listing No. 326026293 Property Type: House camera (62)
Details
13451 Rockpile Road Healdsburg, CA 95448
$7,995,000
6 Beds 3 | 1 Baths 3,072 Sqft Listing No. 326054898 Property Type: House camera (92)
Details
4395 Pine Flat Road Healdsburg, CA 95448
$7,950,000
5 Beds 5 | 1 Baths 6,925 Sqft Listing No. 326017030 Property Type: House camera (76)
Details
5285 Westside Road Healdsburg, CA 95448
$7,500,000
6 Beds 3 Baths 1,614 Sqft Listing No. 323015354 Property Type: House camera Virtual Tour camera (58)
Details
151 Sawmill Circle #402 Healdsburg, CA 95448
$7,295,000
3 Beds 3 | 1 Baths 3,186 Sqft Listing No. 326056014 Property Type: Condo camera (17)
Details
Undisclosed Healdsburg, CA 95448
$6,975,000
4 Beds 3 | 3 Baths 6,167 Sqft Listing No. 326018994 Property Type: House camera (60)
Details
25 W Grant Street Healdsburg, CA 95448
$6,900,000
10 Beds 10 | 1 Baths Listing No. 326030556 Property Type: House camera (58)
Details
 5520 W Soda Rock Lane, Healdsburg, CA 95448
camera (99)
price

$16,750,000

beds

4 4 Beds

baths

3 3 Baths

lot size

3,006 Sqft 3,006 Sqft

listing no.

326036977 Listing No. 326036977

property type

House Property Type: House

gallery photos

camera (99)

 13414 Chalk Hill Road, Healdsburg, CA 95448
camera (99)
price

$15,500,000

beds

3 3 Beds

baths

4 | 1 4 | 1 Baths

lot size

- -

listing no.

326041867 Listing No. 326041867

property type

House Property Type: House

gallery photos

camera (99)

 437 W Dry Creek Road, Healdsburg, CA 95448
camera VIRTUAL TOUR camera (74)
price

$13,500,000

beds

4 4 Beds

baths

4 | 1 4 | 1 Baths

lot size

4,858 Sqft 4,858 Sqft

listing no.

326040209 Listing No. 326040209

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (74)

 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)

 6225 W Soda Rock Lane, Healdsburg, CA 95448
camera (67)
price

$8,500,000

beds

3 3 Beds

baths

3 | 1 3 | 1 Baths

lot size

3,520 Sqft 3,520 Sqft

listing no.

326039588 Listing No. 326039588

property type

House Property Type: House

gallery photos

camera (67)

 2355 W Dry Creek Road, Healdsburg, CA 95448
camera (62)
price

$8,495,000

beds

4 4 Beds

baths

4 | 2 4 | 2 Baths

lot size

6,378 Sqft 6,378 Sqft

listing no.

326026293 Listing No. 326026293

property type

House Property Type: House

gallery photos

camera (62)

 13451 Rockpile Road, Healdsburg, CA 95448
camera (92)
price

$7,995,000

beds

6 6 Beds

baths

3 | 1 3 | 1 Baths

lot size

3,072 Sqft 3,072 Sqft

listing no.

326054898 Listing No. 326054898

property type

House Property Type: House

gallery photos

camera (92)

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

$7,950,000

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)

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

$7,500,000

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)

 151 Sawmill Circle #402, Healdsburg, CA 95448
camera (17)
price

$7,295,000

beds

3 3 Beds

baths

3 | 1 3 | 1 Baths

lot size

3,186 Sqft 3,186 Sqft

listing no.

326056014 Listing No. 326056014

property type

Condo Property Type: Condo

gallery photos

camera (17)

 Undisclosed, Healdsburg, CA 95448
camera (60)
price

$6,975,000

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)

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

$6,900,000

beds

10 10 Beds

baths

10 | 1 10 | 1 Baths

lot size

- -

listing no.

326030556 Listing No. 326030556

property type

House Property Type: House

gallery photos

camera (58)

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Table of Contents:

A Brief History of Healdsburg

Healdsburg’s modern story began in the mid-1800s when Harmon Heald established a general store and planned the town around its now-iconic plaza. Incorporated in 1867, Healdsburg rapidly grew into an agricultural center, initially for prunes and hops, then for premier vineyards as the wine industry developed.

The Russian River played a vital role in early settlements, offering fertile soil and a natural transportation route. Over time, the town evolved into a destination for wine enthusiasts, travelers, and those looking for a more relaxed pace of life. Today, Healdsburg retains its small-town charm while attracting luxury buyers worldwide, drawn by its rich history, vibrant culture, and stunning natural scenery.

Real Estate in Healdsburg

Downtown-Healdsburg

Partner with expert Healdsburg, CA Realtors for exclusive listings and expert local insights

Healdsburg, CA real estate offers a wide variety of options, each with its own distinctive appeal. Here’s what to expect in the Healdsburg housing market.

  • Historic single-family homes with character details and walkable access to downtown.
  • Contemporary estates with vineyard views and cutting-edge amenities.
  • Ranch properties and acreage parcels for privacy and seclusion.
  • Gated communities that cater to those seeking security and exclusivity.
  • Vineyard estates and wine production properties for the serious collector or investor.

Houses for sale in Healdsburg, CA range from relatively modest residences to multimillion-dollar estates. Buyers include affluent families, retirees seeking a change of pace, second-home owners, and investors drawn to the prestige of Sonoma County. They’re looking for properties with vineyard views, expansive panoramas, and a sense of seclusion within walking distance of downtown attractions.

Browse homes for sale in Healdsburg, CA here.

Living in Healdsburg

Friends

Enjoy weekend wine tastings just minutes from your front door

There’s so much to enjoy about living in Healdsburg, CA. Here’s a closer look at what life is like in this wonderful part of California.

Getting Around

The town has a small-town feel with the convenience of a global destination. Healdsburg’s downtown area is walkable, with cafes, shops, and galleries around its central plaza. Highway 101 offers direct routes to Santa Rosa, Napa, and San Francisco, providing a broader travel experience. Charles M. Schulz–Sonoma County Airport is just 15 minutes away and offers private aviation services.

Schools

Healdsburg Unified School District serves the city of Healdsburg and offers a range of academic programs from elementary school to high school. There is a strong emphasis on academic excellence and community involvement. Additionally, families can choose between private and charter schools as alternative educational options.

Here are the schools within the Healdsburg Unified School District:

Among the private and charter options are:

Dining

Healdsburg’s culinary scene is diverse, offering everything from Michelin-starred restaurants to casual wine-country fare.

Here are some of the must-try restaurants in Healdsburg:

  • SingleThread: An 11-course, three-Michelin-star tasting menu blending Japanese techniques with Sonoma’s harvest bounty.
  • Barndiva: Michelin-recognized farm-to-table dining in an elegant, welcoming space.
  • Bravas Bar de Tapas: Spanish small plates, innovative cocktails, and a lively patio.
  • Lo & Behold: Modern American comfort food with a creative twist.
  • Quail & Condor: A popular bakery known for its artisan breads and pastries.

For Wine Enthusiasts

With unrivaled access to some of Sonoma County’s most prestigious viticultural areas, Healdsburg offers outstanding wine-tasting experiences.

Shopping

Healdsburg’s retail scene is a curated mix of luxury, artisan, and one-of-a-kind finds.

Outdoor Recreation

Healdsburg’s prime location in Sonoma County gives outdoor enthusiasts numerous ways to enjoy themselves with activities that blend natural beauty with exhilaration.

  • Spend warm afternoons kayaking, tubing, or paddleboarding along the Russian River, or try fishing for steelhead trout and bass. In summer, the riverbanks are ideal for picnics and swimming.
  • Hike to Fitch Mountain’s summit for sweeping 360-degree views of Healdsburg, the Russian River, and the rolling vineyard hills.
  • Lake Sonoma is a favorite for boating, fishing, paddleboarding, and lakeside picnics. The surrounding trails and overlooks offer some of the most dramatic vistas in northern Sonoma County.
  • Walk through a cathedral-like forest of towering coast redwoods at Armstrong Redwoods State Natural Reserve, with some trees over 1,400 years old, for a peaceful escape just a short drive from town.
  • Play golf against a backdrop of vineyard-covered hills. Healdsburg is close to top courses, such as Windsor Golf Club and Mayacama Golf Club, which offer challenging play and picturesque scenery.

Invest in Healdsburg, CA Real Estate

From its charming downtown to its award-winning wineries, Healdsburg offers a lifestyle that combines small-town warmth with world-class amenities.

If you’re ready to explore Healdsburg real estate and find a place that fits your vision, now is the perfect time to take the next step. Contact us to learn more about homes for sale in Healdsburg, CA here., and begin your journey toward living in one of Sonoma County’s most sought-after communities.

Call 415.798.0203 or send an email to get started.

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