Luxury Homes for Sale in Healdsburg

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All Healdsburg 3+ Bedroom Homes 4+ Bedroom Homes Condos & Townhomes Homes Under $1M Homes Over $1M Land & Lots New Listings Advanced Search

$15,500,000

3 bd · 5 ba · — sqft

13414 Chalk Hill Road, Healdsburg

Courtesy of Grace Lucero, Vanguard PropertiesMLS# 242298352

$5,950,000

4 bd · 7 ba · 4,953 sqft

1099 Dry Creek Road, Healdsburg

Courtesy of Grace Lucero, Vanguard PropertiesMLS# 241530295

$1,745,000

4 bd · 4 ba · 2,290 sqft

620 Dry Creek Road, Healdsburg

Courtesy of Grace Lucero, Vanguard PropertiesMLS# 241675944

Just Listed

$2,495,000

2 bd · 3 ba · 2,174 sqft

328 Piper Street, Healdsburg

Courtesy of Grace Lucero, Vanguard PropertiesMLS# 245389258

Just Listed

$2,998,000

4 bd · 4 ba · 2,540 sqft

206 Old Rossi Place, Healdsburg

Courtesy of Rory McCormick, McCormick & CoMLS# 245391025

$1,995,000

2 bd · 2 ba · 1,280 sqft

317 Alexander Valley Road, Healdsburg

Courtesy of Kellie Larson, Luxe Places International RealtyMLS# 241350634

$3,495,000

4 bd · 5 ba · 2,800 sqft

620 Brown Street, Healdsburg

Courtesy of Kellie Larson, Luxe Places International RealtyMLS# 234715776

$2,575,000

3 bd · 3 ba · 2,287 sqft

7616 Highway 128 None, Healdsburg

Courtesy of David Hargreaves, W Real EstateMLS# 245330723

$2,995,000

4 bd · 4 ba · 2,843 sqft

1580 Clear Ridge Drive, Healdsburg

Courtesy of Carole Sauers, Golden Gate Sotheby's International RealtyMLS# 245249081

$3,450,000

5 bd · 3 ba · 3,298 sqft

1212 N Fitch Mountain Road, Healdsburg

Courtesy of Grace Lucero, Vanguard PropertiesMLS# 240656431

$2,095,000

4 bd · 4 ba · 3,000 sqft

134 Moonlight Drive, Healdsburg

Courtesy of Michael Tremont, Dayton & Tremont Real EstateMLS# 240146913

$1,795,000

3 bd · 3 ba · 2,225 sqft

14734 Youngs Road, Healdsburg

Courtesy of Robert Besancon, The AgencyMLS# 241079088

$1,699,000

3 bd · 2 ba · 1,890 sqft

1084 Red Tail Road, Healdsburg

Courtesy of Mike Lagoyda, Corcoran Icon PropertiesMLS# 241539058

$1,750,000

3 bd · 3 ba · 2,363 sqft

128 Village Oaks Court, Healdsburg

Courtesy of Michael Downes, Vanguard PropertiesMLS# 238095510

$2,495,000

2 bd · 2 ba · 1,979 sqft

2291 Westside Road, Healdsburg

Courtesy of Ann Amtower, CompassMLS# 241520604

$2,995,000

3 bd · 3 ba · 2,637 sqft

910 Lytton Springs Road, Healdsburg

Courtesy of Sarah Kelley, Corcoran Icon PropertiesMLS# 238921404

$2,449,900

3 bd · 2 ba · 2,152 sqft

735 Johnson Street, Healdsburg

Courtesy of Tatiana McWilliams, Live Wine CountryMLS# 239176887

$1,995,000

4 bd · 3 ba · 2,202 sqft

3229 W Dry Creek Road, Healdsburg

Courtesy of David Hargreaves, W Real EstateMLS# 244221441

$14,500,000

4 bd · 3 ba · 3,006 sqft

5520 W Soda Rock Lane, Healdsburg

Courtesy of Jeffrey Bounsall, Coldwell Banker RealtyMLS# 241656718

$5,850,000

7 bd · 6 ba · 10,069 sqft

5520 W Soda Rock Lane, Healdsburg

Courtesy of Jeffrey Bounsall, Coldwell Banker RealtyMLS# 241560635

$3,950,000

4 bd · 4 ba · 6,611 sqft

4951 W Soda Rock Lane, Healdsburg

Courtesy of Jeffrey Bounsall, Coldwell Banker RealtyMLS# 241656720

$1,875,500

3 bd · 2 ba · 1,742 sqft

961 Chiquita Road, Healdsburg

Courtesy of Carole Sauers, Golden Gate Sotheby's International RealtyMLS# 244866390

$2,350,000

3 bd · 3 ba · — sqft

10936 Eastside Road, Healdsburg

Courtesy of David Hargreaves, W Real EstateMLS# 241709026

$7,295,000

3 bd · 4 ba · 3,186 sqft

151 Sawmill Circle #402, Healdsburg

Courtesy of Garrett Frakes, Polaris PacificMLS# 244243250

$1,895,000

1 bd · 2 ba · 1,368 sqft

151 Sawmilll Circle #204, Healdsburg

Courtesy of Garrett Frakes, Polaris PacificMLS# 241959337

$2,750,000

2 bd · 3 ba · 1,854 sqft

171 Sawmilll Circle #202, Healdsburg

Courtesy of Garrett Frakes, Polaris PacificMLS# 245150158

$4,650,000

3 bd · 4 ba · 3,260 sqft

151 Sawmill Circle #105, Healdsburg

Courtesy of Garrett Frakes, Polaris PacificMLS# 245172065

$4,500,000

7 bd · 7 ba · 4,609 sqft

6003 Red Winery Road, Healdsburg

Courtesy of Alain-Martin Pierret, CompassMLS# 242815282

$4,950,000

4 bd · 4 ba · 3,300 sqft

438 Matheson Street, Healdsburg

Courtesy of Alain-Martin Pierret, CompassMLS# 241311930

$2,449,000

5 bd · 4 ba · 5,012 sqft

801 Samantha Court, Healdsburg

Courtesy of Samantha Marquis, CompassMLS# 243544711

$13,500,000

4 bd · 5 ba · 4,858 sqft

437 W Dry Creek Road, Healdsburg

Courtesy of Graham Sarasy, Healdsburg Sotheby's Int'l RealtyMLS# 242428919

$7,995,000

3 bd · 4 ba · 3,520 sqft

6225 W Soda Rock Lane, Healdsburg

Courtesy of Graham Sarasy, Healdsburg Sotheby's Int'l RealtyMLS# 241979450

$2,925,000

2 bd · 2 ba · 1,249 sqft

180 Sawmill Circle #405, Healdsburg

Courtesy of Garrett Frakes, Polaris PacificMLS# 244698676

$4,250,000

4 bd · 5 ba · 5,000 sqft

13404 Flora Ranch Road, Healdsburg

Courtesy of David Hunt, Sonoma Realty GroupMLS# 241051808

$4,250,000

4 bd · 6 ba · 3,142 sqft

22200 Puccioni Road, Healdsburg

Courtesy of Kellie Larson, Luxe Places International RealtyMLS# 242929266

$7,995,000

6 bd · 4 ba · 3,072 sqft

13451 Rockpile Road, Healdsburg

Courtesy of Doug Swanson, Swanson Real Property, IncMLS# 244117915

$2,350,000

4 bd · 4 ba · 3,850 sqft

1017 Westside Road, Healdsburg

Courtesy of Ryan Anderton, Sonoma Realty GroupMLS# 241049706

$8,495,000

4 bd · 6 ba · 6,378 sqft

2355 W Dry Creek Road, Healdsburg

Courtesy of Emily Martin, Healdsburg Sotheby's Int'l RealtyMLS# 243950214

$2,995,000

2 bd · 3 ba · 1,920 sqft

1633 Dry Creek Road, Healdsburg

Courtesy of Caroline Johnson, The AgencyMLS# 241419405

$5,900,000

5 bd · 8 ba · 5,654 sqft

983 Grove Street, Healdsburg

Courtesy of Sheryl Morgensen, Sotheby's International RealtyMLS# 234282064

$1,995,000

2 bd · 3 ba · 3,348 sqft

436 Center Street, Healdsburg

Courtesy of Eric Drew, Healdsburg Sotheby's International RealtyMLS# 242916697

$4,975,000

4 bd · 4 ba · 5,992 sqft

5143 Dry Creek Road, Healdsburg

Courtesy of Jeffrey Bounsall, Coldwell Banker RealtyMLS# 241367175

$6,900,000

10 bd · 11 ba · — sqft

25 W Grant Street, Healdsburg

Courtesy of Diana Blakeley, Wine Country Real Estate NetworkMLS# 241031859

$4,495,000

4 bd · 4 ba · 3,896 sqft

5519 Dry Creek Road, Healdsburg

Courtesy of Samantha Marquis, CompassMLS# 244370669

$2,095,000

2 bd · 2 ba · 1,710 sqft

1311 W Dry Creek Road, Healdsburg

Courtesy of Evan Shone, Sotheby's International RealtyMLS# 240670261

$5,200,000

4 bd · 4 ba · 4,630 sqft

5232 Maacama Ridge Road, Healdsburg

Courtesy of Grace Lucero, Vanguard PropertiesMLS# 244101427

$7,950,000

5 bd · 6 ba · 6,925 sqft

4395 Pine Flat Road, Healdsburg

Courtesy of Elisea Albertson, Vanguard PropertiesMLS# 239157510

$1,795,000

2 bd · 1 ba · 1,000 sqft

10957 Westside Road, Healdsburg

Courtesy of Heidi Faulkner, Artisan Sotheby's Int'l RealtyMLS# 240733022

Luxury Homes for Sale in Healdsburg

Healdsburg's luxury market features estate properties, vineyard homes, and architecturally significant residences. These premium listings start at $1.5 million and represent the finest real estate Wine Country has to offer.

As a RealTrends Verified® agent with W Real Estate, Simon Raya provides strategic buyer representation across Sonoma, Marin, and Napa counties. All data is sourced directly from the BAREIS MLS.

Learn more about Simon Raya →

Information is deemed reliable but not guaranteed. Data provided by BAREIS MLS. IDX information is provided exclusively for personal, non-commercial use. DRE# 01924065 · Broker DRE# 01795950