The Top Luxury Real Estate Agents in Hillsborough, California

Phil Chen is a broker associate and team leader at Christie's International Real Estate Sereno, a globally luxury-branded firm, with 20 years of experience and 313 total recorded sales ranging from $810K up to $18M (average $4.5M) - among the higher price ranges in this entire ranking. A former Compass founding agent in the Bay Area, he serves English- and Mandarin-speaking luxury clients.

Diane Dwyer is part of The Dwyer Group, the #1-ranked team at the #1 brokerage across Hillsborough, Burlingame, and San Mateo County combined, and is recognized in the top 0.5% of agents nationally. A former broadcast journalist (KTVU, NBC Bay Area, two Emmy Awards), her recent documented transactions range from $5.7M to $9.9M, spanning Hillsborough, Palo Alto, Los Altos Hills, Ross, and Calistoga.

Casey Sternsmith leads the Sternsmith Group at Compass, the #1 real estate team in San Mateo for seven consecutive years and a top-5 San Mateo County team from 2020-2025. The team maintains a dedicated Hillsborough luxury real estate landing page and reports a sale range up to $7.6M across 691 total sales, with 64 in the past year - the highest review count in this ranking outside Jen Gilson.

David Tapper is a 28-year Coldwell Banker veteran in Burlingame and a named specialist on Coldwell Banker's Global Luxury specialist roster, leading 'Team Tapper' across English, Spanish, and Mandarin. His 556 total recorded sales range from $350K to $4.9M, and his 5.0-star, 148-review Zillow profile is one of the most-reviewed individual (non-team) profiles in this ranking.

John Shroyer is a longtime Golden Gate Sotheby's International Realty agent - the same luxury-branded Sotheby's affiliate as Jen Gilson - with 48 years of experience, the longest individual tenure in this ranking, and 580 total recorded sales reaching up to $8.5M. His Zillow profile carries a 5.0-star rating from 8 reviews.

Patty Dwyer leads The Dwyer Group, ranked #1 team at the #1 brokerage across Burlingame, Hillsborough, and San Mateo County combined, and #42 nationally in the 2026 RealTrends Thousand. The team specializes in high-end property preparation and estate liquidation, including transactions exceeding $11 million, with off-market access for qualified buyers.

Debbie Sharp founded The Sharp Group at Keller Williams Peninsula Estates in 2011 after a 14-year retail leadership career, and is featured on Keller Williams' own national Luxury division site. Her team is positioned around boutique, high-end Peninsula real estate with white-glove vendor coordination for luxury sellers.

Chris A. Sabido has practiced Bay Area real estate full-time since 2005 and is ranked 'Top 1% Worldwide' as an award-winning Realtor. His Zillow-listed sale range runs $510K-$7.8M, with recent transactions from $2.7M to $7.3M across Menlo Park, Atherton, Burlingame, and Portola Valley, and his own site publishes a dedicated luxury marketing playbook for Hillsborough sellers.

Cortney Laugesen is a second-generation Peninsula real estate professional who leads The Laugesen Team - branded under Keller Williams Luxury International - alongside her mother, Denise. The team has 385 total recorded sales and a 4.9-star, 43-review Zillow profile, with Cortney's own practice concentrated specifically in luxury home sales across Hillsborough.

Daniel Gilmartin leads the Gilmartin Group with 30 years of Peninsula real estate experience and 376 total recorded sales ranging from $325,000 up to $9.2 million (average $2.1M) - a maximum sale price that places him solidly in Hillsborough's high end. His team maintains a dedicated Hillsborough neighborhood guide.

Laura Bryant leads a KW Advisors team specializing explicitly in luxury home sales, with 387 total recorded transactions ranging from $485,000 to $6,000,000 (average $2.5M). Her Zillow profile - one of the most comprehensively tagged in this ranking - carries a 5.0-star rating across 101 reviews.

Raziel Ungar is a Compass broker associate in Burlingame with 21 years of experience and 557 total recorded sales ranging from $525K to $8.2M (average $2.7M). His 5.0-star Zillow profile carries 105 reviews, built on buyer/listing representation and relocation services across the Peninsula, including Hillsborough's upper price tiers.

Heidemarie Maierhofer leads Maisonest Properties at Keller Williams Peninsula Estates, bringing a finance and design background (MBA, UC Berkeley Haas) to 25 years in residential real estate. Her Zillow profile cites $350 million in aggregate career sales volume, and her 5.0-star rating comes from 12 reviews - the lowest-review entry that still cleared this page's luxury bar on the strength of her cumulative sales volume.