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Luxury Homes for Sale in St. Helena

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2509 Madrona Avenue

$7,499,999

4 bd · 5 ba · 4,730 sqft

2509 Madrona Avenue, St. Helena

Courtesy of Monica Cline, CompassMLS# 245294606
1433 Oak Avenue

$2,395,000

5 bd · 4 ba · 2,308 sqft

1433 Oak Avenue, St. Helena

Courtesy of Monica Cline, CompassMLS# 242251825
391 Crystal Springs Road

$5,995,000

4 bd · 3 ba · 4,660 sqft

391 Crystal Springs Road, St. Helena

Courtesy of Jill Levy, Golden Gate Sotheby's International RealtyMLS# 242170182
109 Glass Mountain Lane

$1,798,000

3 bd · 3 ba · 2,423 sqft

109 Glass Mountain Lane, St. Helena

Courtesy of Ervin Hechavarria, Homestead Real EstateMLS# 245055197
3588 N Silverado Trail N

$2,800,000

2 bd · 2 ba · 1,488 sqft

3588 N Silverado Trail N, St. Helena

Courtesy of Michelle Brown, Merrill & Associates Real EstateMLS# 246242831
562 Community Hall Lane

$1,995,000

2 bd · 3 ba · 1,192 sqft

562 Community Hall Lane, St. Helena

Courtesy of AJ Hearn, Guide Real EstateMLS# 246941574
860 Meadowood Lane

$8,995,000

3 bd · 5 ba · 4,723 sqft

860 Meadowood Lane, St. Helena

Courtesy of Connie&Jamie Johnson Team, Golden Gate Sotheby's International RealtyMLS# 245739517
1597 Sulphur Springs AvenueJust Listed

$2,195,000

3 bd · 3 ba · 2,088 sqft

1597 Sulphur Springs Avenue, St. Helena

Courtesy of Mike Bertolucci, Vintage Sotheby's International RealtyMLS# 247110786
1291 Sylvaner Avenue

$1,549,000

3 bd · 2 ba · 1,511 sqft

1291 Sylvaner Avenue, St. Helena

Courtesy of Joel Toller, Coldwell Banker Brokers of the ValleyMLS# 242570284
1120 Paulson Court

$2,485,000

5 bd · 4 ba · 3,093 sqft

1120 Paulson Court, St. Helena

Courtesy of Joel Toller, Coldwell Banker Brokers of the ValleyMLS# 242801361
3393 Saint Helena Highway N

$3,500,000

4 bd · 3 ba · 2,754 sqft

3393 Saint Helena Highway N, St. Helena

Courtesy of Jeffrey Warren, Sotheby's International RealtyMLS# 243788799
104 Camino Vista NoneJust Listed

$4,250,000

4 bd · 5 ba · 2,600 sqft

104 Camino Vista None, St. Helena

Courtesy of Tim Hayden, CompassMLS# 247066219
1814 Spring Street

$3,250,000

3 bd · 4 ba · 2,196 sqft

1814 Spring Street, St. Helena

Courtesy of Cyndi Gates, Vintage Sotheby's International RealtyMLS# 244739161
1541 Adams Street

$1,995,000

2 bd · 2 ba · 1,182 sqft

1541 Adams Street, St. Helena

Courtesy of Christine Hale, CompassMLS# 246437518
1615 Scott Street

$3,595,000

4 bd · 5 ba · 3,361 sqft

1615 Scott Street, St. Helena

Courtesy of Cyd Greer, Coldwell Banker Brokers of the ValleyMLS# 244088145
1105 Lodi LaneJust Listed

$7,000,000

5 bd · 4 ba · 4,626 sqft

1105 Lodi Lane, St. Helena

Courtesy of Cyd Greer, Coldwell Banker Brokers of the ValleyMLS# 247064289
806 Chiles Avenue

$2,195,000

3 bd · 3 ba · 2,525 sqft

806 Chiles Avenue, St. Helena

Courtesy of Christine Hale, CompassMLS# 245047071
466 Pratt Avenue

$3,995,000

4 bd · 5 ba · 4,789 sqft

466 Pratt Avenue, St. Helena

Courtesy of Michelle Barrett, CompassMLS# 236642643
1830 Spring Mountain Road

$1,643,000

3 bd · 2 ba · 1,645 sqft

1830 Spring Mountain Road, St. Helena

Courtesy of Monica Cline, CompassMLS# 238192824
1261 Spring Brook Court

$3,295,000

3 bd · 2 ba · 1,885 sqft

1261 Spring Brook Court, St. Helena

Courtesy of Lisa Filipps, Vintage Sotheby's International RealtyMLS# 246245402
1034 Pope Street

$1,800,000

6 bd · 7 ba · 2,385 sqft

1034 Pope Street, St. Helena

Courtesy of Giandomenico Busato, Beck & Taylor IncMLS# 246014880
3242 Silverado Trail N

$16,700,000

4 bd · 6 ba · 8,829 sqft

3242 Silverado Trail N, St. Helena

Courtesy of Cyd Greer, Coldwell Banker Brokers of the ValleyMLS# 246856890
3620 Spring Mountain Road

$8,000,000

5 bd · 7 ba · 7,000 sqft

3620 Spring Mountain Road, St. Helena

Courtesy of Erin Lail, Coldwell Banker Brokers of the ValleyMLS# 246814871
753 Sunnyside Road

$1,975,000

2 bd · 2 ba · 2,100 sqft

753 Sunnyside Road, St. Helena

Courtesy of Pavi Micheli, Engel & Volkers St. HelenaMLS# 241480772
1590 Sylvaner Avenue

$2,400,000

4 bd · 4 ba · 3,662 sqft

1590 Sylvaner Avenue, St. Helena

Courtesy of Erin Lail, Coldwell Banker Brokers of the ValleyMLS# 233309234
977 Pratt Avenue

$2,395,000

4 bd · 4 ba · 3,169 sqft

977 Pratt Avenue, St. Helena

Courtesy of Erin Bright Russell, Coldwell Banker Brokers of the ValleyMLS# 241493106
1330 Pine Street

$3,500,000

4 bd · 4 ba · 3,316 sqft

1330 Pine Street, St. Helena

Courtesy of Erin Lail, Coldwell Banker Brokers of the ValleyMLS# 246681808
40 Long Ranch Road

$19,500,000

6 bd · 8 ba · 8,500 sqft

40 Long Ranch Road, St. Helena

Courtesy of Ginger Martin, Sotheby's International RealtyMLS# 246619778
1660 Sylvaner Avenue

$2,350,000

3 bd · 2 ba · 2,371 sqft

1660 Sylvaner Avenue, St. Helena

Courtesy of Lori Vernon-Gagetta, Coldwell Banker Brokers of the ValleyMLS# 246591296
708 Hunt Avenue

$2,100,000

3 bd · 3 ba · 2,408 sqft

708 Hunt Avenue, St. Helena

Courtesy of Erin Lail, Coldwell Banker Brokers of the ValleyMLS# 242255147
1213 Stockton Street

$2,995,000

4 bd · 5 ba · 2,013 sqft

1213 Stockton Street, St. Helena

Courtesy of Brian Durnian, Calistoga Realty Co IncMLS# 244597049
1586 Arrowhead Drive

$2,600,000

4 bd · 4 ba · 2,558 sqft

1586 Arrowhead Drive, St. Helena

Courtesy of Erin Lail, Coldwell Banker Brokers of the ValleyMLS# 245850332
1651 Spring Mountain Road

$4,950,000

6 bd · 5 ba · 4,191 sqft

1651 Spring Mountain Road, St. Helena

Courtesy of Cyd Greer, Coldwell Banker Brokers of the ValleyMLS# 246385116
1975 Whitehall Lane

$6,500,000

5 bd · 6 ba · 4,333 sqft

1975 Whitehall Lane, St. Helena

Courtesy of Jeffrey Warren, Sotheby's International RealtyMLS# 242587158
1547 Allyn Avenue

$5,999,000

5 bd · 5 ba · 3,800 sqft

1547 Allyn Avenue, St. Helena

Courtesy of Ginger Martin, Sotheby's International RealtyMLS# 244509384
1740 Conn Valley Road

$2,950,000

3 bd · 4 ba · 3,626 sqft

1740 Conn Valley Road, St. Helena

Courtesy of Pavi Micheli, Engel & Volkers St. HelenaMLS# 239525299
850 Conn Valley Road

$1,995,000

3 bd · 3 ba · 2,979 sqft

850 Conn Valley Road, St. Helena

Courtesy of Pavi Micheli, Engel & Volkers St. HelenaMLS# 240086071
1075 Greenfield Road

$2,750,000

2 bd · 3 ba · 2,500 sqft

1075 Greenfield Road, St. Helena

Courtesy of Erin Lail, Coldwell Banker Brokers of the ValleyMLS# 245668562
4040 Spring Mountain Road

$3,200,000

5 bd · 6 ba · 6,494 sqft

4040 Spring Mountain Road, St. Helena

Courtesy of Jeffrey Warren, Sotheby's International RealtyMLS# 238180113
1250 Oakwood Lane

$5,500,000

6 bd · 8 ba · 6,800 sqft

1250 Oakwood Lane, St. Helena

Courtesy of Erin Lail, Coldwell Banker Brokers of the ValleyMLS# 237618220
1181 York Lane

$5,500,000

3 bd · 3 ba · 4,475 sqft

1181 York Lane, St. Helena

Courtesy of Erin Lail, Coldwell Banker Brokers of the ValleyMLS# 240994633
1533 Kearney Street

$2,700,000

3 bd · 3 ba · 2,414 sqft

1533 Kearney Street, St. Helena

Courtesy of Erin Lail, Coldwell Banker Brokers of the ValleyMLS# 241459190
1910 Ridgeview Lane

$7,500,000

5 bd · 6 ba · 7,700 sqft

1910 Ridgeview Lane, St. Helena

Courtesy of Yvonne Rich, Yvonne Rich Real EstateMLS# 245011092
4553 Chiles Pope Valley Road

$4,500,000

2 bd · 1 ba · 1,200 sqft

4553 Chiles Pope Valley Road, St. Helena

Courtesy of Hillary Ryan, Sotheby's International RealtyMLS# 245048700
601 Rossi Road

$1,995,000

3 bd · 3 ba · 3,020 sqft

601 Rossi Road, St. Helena

Courtesy of Joshua Dempsey, Vanguard PropertiesMLS# 238100358
480 Taplin Road

$12,000,000

4 bd · 8 ba · 7,900 sqft

480 Taplin Road, St. Helena

Courtesy of Erin Lail, Coldwell Banker Brokers of the ValleyMLS# 244170489
691 Silverado Trail S

$1,600,000

2 bd · 2 ba · 1,321 sqft

691 Silverado Trail S, St. Helena

Courtesy of Erin Lail, Coldwell Banker Brokers of the ValleyMLS# 243554890
750 Conn Valley Road

$100,000,000

14 bd · 10 ba · 8,387 sqft

750 Conn Valley Road, St. Helena

Courtesy of Erin Lail, Coldwell Banker Brokers of the ValleyMLS# 243001238

Luxury Homes for Sale in St. Helena

St. Helena'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