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

$2,500,000

4 bd · 4 ba · 3,110 sqft

951 Trentadue Way, Healdsburg

Courtesy of Tiffiny Alexander, Healdsburg Sotheby's Int'l RealtyMLS# 248981856

$2,695,000

4 bd · 5 ba · — sqft

280 Long Acres Place, Healdsburg

Courtesy of Samantha Marquis, CompassMLS# 241031858

$4,250,000

4 bd · 6 ba · 3,142 sqft

22200 Puccioni Road, Healdsburg

Courtesy of Kellie Larson, Luxe Places International RealtyMLS# 249141151

$2,995,000

2 bd · 3 ba · 1,920 sqft

1633 Dry Creek Road, Healdsburg

Courtesy of Caroline Johnson, The AgencyMLS# 241419405

Just Listed

$1,950,000

3 bd · 3 ba · 2,159 sqft

220 North Street, Healdsburg

Courtesy of Michael Tremont, Dayton & Tremont Real EstateMLS# 249005500

$2,450,000

4 bd · 5 ba · 3,400 sqft

231 Zinfandel Road, Healdsburg

Courtesy of Diandra Grohmann, Vanguard PropertiesMLS# 247594658

$3,399,000

3 bd · 3 ba · 2,464 sqft

1750 Lytton Springs Road, Healdsburg

Courtesy of Jess Young, Golden Thread Real EstateMLS# 246748253

Just Listed

$2,925,000

2 bd · 2 ba · 1,249 sqft

180 Sawmill Circle #404, Healdsburg

Courtesy of Garrett Frakes, Polaris PacificMLS# 249055235

$3,995,000

3 bd · 3 ba · 7,208 sqft

1558 Magnolia Drive, Healdsburg

Courtesy of Kellie Larson, Luxe Places International RealtyMLS# 230023875

$3,195,000

4 bd · 5 ba · 2,800 sqft

620 Brown Street, Healdsburg

Courtesy of Kellie Larson, Luxe Places International RealtyMLS# 234715776

$1,795,000

4 bd · 3 ba · 2,648 sqft

421 Greens Drive, Healdsburg

Courtesy of Pam Buda, Corcoran Icon PropertiesMLS# 246822045

$2,300,000

4 bd · 4 ba · 3,054 sqft

220 Matheson Street, Healdsburg

Courtesy of Mary Curran, CompassMLS# 246964923

$2,900,000

3 bd · 2 ba · 1,413 sqft

5968 W Dry Creek Road, Healdsburg

Courtesy of Robert Besancon, The AgencyMLS# 245638364

$3,995,000

4 bd · 5 ba · 4,000 sqft

775 Benjamin Way, Healdsburg

Courtesy of Grace Lucero, Vanguard PropertiesMLS# 247358885

$2,350,000

4 bd · 4 ba · 3,113 sqft

434 Alexander Valley Road, Healdsburg

Courtesy of Joshua Grandi, Luxe Places International RealtyMLS# 247667355

$1,995,000

1 bd · 2 ba · 1,368 sqft

151 Sawmill Circle #204, Healdsburg

Courtesy of Garrett Frakes, Polaris PacificMLS# 241959337

$13,800,000

2 bd · 2 ba · 15,000 sqft

3291 Westside Road, Healdsburg

Courtesy of Jeffrey Bounsall, Coldwell Banker RealtyMLS# 245565231

$4,295,000

4 bd · 4 ba · 4,630 sqft

5232 Maacama Ridge Road, Healdsburg

Courtesy of Grace Lucero, Vanguard PropertiesMLS# 244101427

$3,195,000

5 bd · 3 ba · 3,298 sqft

1212 N Fitch Mountain Road, Healdsburg

Courtesy of Grace Lucero, Vanguard PropertiesMLS# 240656431

$4,495,000

4 bd · 7 ba · 4,953 sqft

1099 Dry Creek Road, Healdsburg

Courtesy of Grace Lucero, Vanguard PropertiesMLS# 241530295

$2,295,000

5 bd · 4 ba · 3,954 sqft

801 Samantha Court, Healdsburg

Courtesy of Samantha Marquis, CompassMLS# 243544711

$2,695,000

3 bd · 3 ba · 2,265 sqft

778 S Fitch Mountain Road, Healdsburg

Courtesy of Jonathan Bruington, W Real EstateMLS# 247102377

$2,575,000

3 bd · 3 ba · 2,287 sqft

7616 Highway 128 None, Healdsburg

Courtesy of David Hargreaves, W Real EstateMLS# 245330723

$2,395,000

3 bd · 3 ba · 1,866 sqft

560 Matheson Street, Healdsburg

Courtesy of Jonathan Bruington, W Real EstateMLS# 248766169

$1,995,000

4 bd · 3 ba · 2,202 sqft

3229 W Dry Creek Road, Healdsburg

Courtesy of David Hargreaves, W Real EstateMLS# 244221441

$2,799,995

4 bd · 4 ba · 2,843 sqft

1580 Clear Ridge Drive, Healdsburg

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

$4,875,000

3 bd · 4 ba · 3,678 sqft

6355 Mountain View Ranch Road, Healdsburg

Courtesy of Carole Sauers, Golden Gate Sotheby's International RealtyMLS# 241526726

$2,995,000

3 bd · 3 ba · 2,637 sqft

910 Lytton Springs Road, Healdsburg

Courtesy of Sarah Kelley, Corcoran Icon PropertiesMLS# 238921404

$2,195,000

3 bd · 2 ba · 2,125 sqft

6341 W Dry Creek Road, Healdsburg

Courtesy of Ann Amtower, CompassMLS# 246197029

$6,500,000

10 bd · 11 ba · — sqft

25 W Grant Street, Healdsburg

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

$22,000,000

12 bd · 14 ba · 15,018 sqft

6677 Westside Road, Healdsburg

Courtesy of Alain-Martin Pierret, CompassMLS# 248653701

$1,675,000

3 bd · 2 ba · 1,890 sqft

1084 Red Tail Road, Healdsburg

Courtesy of Mike Lagoyda, Corcoran Icon PropertiesMLS# 241539058

$7,295,000

3 bd · 4 ba · 3,186 sqft

151 Sawmill Circle #402, Healdsburg

Courtesy of Garrett Frakes, Polaris PacificMLS# 244243250

$2,925,000

2 bd · 2 ba · 1,249 sqft

180 Sawmill Circle #407, Healdsburg

Courtesy of Garrett Frakes, Polaris PacificMLS# 248384419

$4,400,000

7 bd · 7 ba · 4,609 sqft

6003 Red Winery Road, Healdsburg

Courtesy of Alain-Martin Pierret, CompassMLS# 242815282

$2,695,000

4 bd · 5 ba · 3,608 sqft

235 Clear Ridge Drive, Healdsburg

Courtesy of Grace Lucero, Vanguard PropertiesMLS# 247910903

$7,500,000

6 bd · 3 ba · 1,614 sqft

5285 Westside Road, Healdsburg

Courtesy of Darryl Vice, Vice Properties IncMLS# 192902481

$4,195,000

4 bd · 4 ba · 3,300 sqft

438 Matheson Street, Healdsburg

Courtesy of Alain-Martin Pierret, CompassMLS# 241311930

$2,295,000

4 bd · 3 ba · 2,750 sqft

531 Limerick Lane, Healdsburg

Courtesy of Robi McMinn, Luxe Places International RealtyMLS# 246926804

$4,495,000

4 bd · 4 ba · 5,992 sqft

5143 Dry Creek Road, Healdsburg

Courtesy of Jeffrey Bounsall, Coldwell Banker RealtyMLS# 241367175

$7,995,000

6 bd · 4 ba · 3,072 sqft

13451 Rockpile Road, Healdsburg

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

$2,199,000

3 bd · 3 ba · 2,767 sqft

695 Chiquita Road, Healdsburg

Courtesy of William Lance, W Real EstateMLS# 241461596

$5,750,000

5 bd · 8 ba · 5,654 sqft

983 Grove Street, Healdsburg

Courtesy of Sheryl Morgensen, Sotheby's International RealtyMLS# 247069196

$1,700,000

5 bd · 4 ba · 2,697 sqft

17698 Healdsburg Avenue, Healdsburg

Courtesy of Paul Heck, RE/MAX GoldMLS# 247215749

$1,895,000

2 bd · 3 ba · 3,348 sqft

436 Center Street, Healdsburg

Courtesy of Eric Drew, Healdsburg Sotheby's International RealtyMLS# 247004195

$5,250,000

5 bd · 5 ba · 5,629 sqft

991 Grove Street, Healdsburg

Courtesy of Sheryl Morgensen, Sotheby's International RealtyMLS# 237364827

$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

$2,250,000

3 bd · 3 ba · 2,195 sqft

3025 W Dry Creek Road, Healdsburg

Courtesy of Niccolo' Pigni, Engel & Volkers HealdsburgMLS# 245561575

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