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Top Luxury Real Estate Agents in Hillsborough, CA (2026)

Q: How is this ranking calculated?

We took the 10 largest home sales recorded in Hillsborough, California between January 1 and October 5, 2026 and credited each sale to its listing (seller-side) agent. Agents are ranked by their total listing-side dollar volume across those 10 sales; ties are broken by the agent's largest single sale. Buyer-side representation is not counted.

Q: Why are there fewer than 10 agents on the list?

The ranking is built from the 10 largest sales. Two agents, Jenn Gilson and Max Lo, each listed two of those homes, and one sale, 22 Farm Ln at $12,200,000, was an off-market transaction with no disclosed listing agent. That leaves seven listing agents or teams.

The listing agents behind Hillsborough's 10 largest home sales of 2026 so far, recorded from January 1 through October 5, 2026. Agents are ranked by the seller-side dollar volume they closed among those sales. Updated October 2026.

Hillsborough, San Mateo County, CA

Sales period: Jan 1 – Oct 5, 2026

See the 10 sales

Based on 2026 luxury sales in Hillsborough only. This list credits the listing (seller-side) agent on each of the year's 10 largest Hillsborough sales to date. Buyer-side representation is not counted, and sales after October 5, 2026 are not yet included.

7 listing agents ranked

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How these results are ranked

Golden Gate Sotheby's

#1 Hillsborough's Highest Sale Price Listings, 2026

1. Jenn Gilson

$82,500,000listing-side volume · 2 of the top 10 sales

Golden Gate Sotheby's International Realty · Hillsborough & the Peninsula

Listing agent on Hillsborough's largest sale of 2026: $70,000,000

Property (listing side)	Closed	Price
3000 Ralston Ave (Villa de Verano)	Aug 6, 2026	$70,000,000
1215 La Cumbre	Apr 27, 2026	$12,500,000

Jenn Gilson represented the seller of 3000 Ralston Ave, the estate known as Villa de Verano, which closed on August 6, 2026 for $70,000,000. It is the largest Hillsborough sale of 2026 to date by a wide margin: more than double the next-highest price recorded this year.

Gilson also listed 1215 La Cumbre, which sold on April 27, 2026 for $12,500,000. She is one of only two agents to list more than one of Hillsborough's 10 largest sales this year, and her combined $82.5 million in listing-side volume across those sales is nearly three times that of the next agent on this list.

Golden Gate Sotheby's International Realty

Compass

2. Gina Haggarty

$28,500,000listing-side volume · 1 of the top 10 sales

Compass · Burlingame office · Hillsborough & the Peninsula

Listing agent on Hillsborough's second-largest sale of 2026

Property (listing side)	Closed	Price
100 New Place Rd	Aug 14, 2026	$28,500,000

Gina Haggarty of Compass held the listing on 100 New Place Rd, which closed on August 14, 2026 for $28,500,000. It is the second-highest Hillsborough sale recorded this year and one of only two 2026 sales in town above $20 million.

View agent profileCompass, Burlingame

Green Banker Realty

3. Max Lo

$25,000,000listing-side volume · 2 of the top 10 sales

Green Banker Realty · Primrose Road, Burlingame · Hillsborough

Two $12.5 million Hillsborough listings closed in 2026

Property (listing side)	Closed	Price
20 Denham Ct	Apr 30, 2026	$12,500,000
1545 Bellevue Ave	Sep 30, 2026	$12,500,000

Max Lo of Green Banker Realty is, with Jenn Gilson, one of two agents to list more than one of Hillsborough's 10 largest sales of 2026. 20 Denham Ct closed on April 30 and 1545 Bellevue Ave on September 30, each for $12,500,000, giving him $25 million in listing-side volume among the year's top sales.

Green Banker Realty, Burlingame · DRE #01192824

Compass

4. Zach Trailer

$19,800,000listing-side volume · 1 of the top 10 sales

Compass · Menlo Park office · Peninsula estates

Third-largest Hillsborough sale of 2026

Property (listing side)	Closed	Price
925 Seabury Rd	Apr 11, 2026	$19,800,000

Zach Trailer of Compass listed 925 Seabury Rd, which sold on April 11, 2026 for $19,800,000, the third-highest price recorded in Hillsborough this year and the largest sale of the first half of 2026.

View agent profileCompass, Menlo Park

Miller/Steil

5. Joey Miller & Chelsea Miller

$18,770,000listing-side volume · 1 of the top 10 sales

Miller/Steil Properties · Burlingame · Hillsborough new construction & estates

Fourth-largest Hillsborough sale of 2026

Property (listing side)	Closed	Price
600 Eucalyptus Ave	Sep 15, 2026	$18,770,000

Joseph (Joey) Miller and Chelsea Miller of Miller/Steil Properties co-listed 600 Eucalyptus Ave, which closed on September 15, 2026 for $18,770,000.

Miller/Steil is a boutique Peninsula brokerage founded in 1997 by developer Otto Miller and agent Kurt Steil, with a focus on high-end single-family homes and a background in building them. Joey Miller was raised in Hillsborough and began his career with Miller Development, working on ground-up projects before joining the brokerage.

Visit website398 Primrose Rd, Burlingame

Green Banker Realty

6. Stanley Lo

$15,190,000listing-side volume · 1 of the top 10 sales

Green Banker Realty · Founder · Burlingame & Hillsborough

Fifth-largest Hillsborough sale of 2026

Property (listing side)	Closed	Price
245 W Santa Inez Ave	Jun 18, 2026	$15,190,000

Stanley Lo, who founded Green Banker Realty and runs it from a historic building on Primrose Road in Burlingame, listed 245 W Santa Inez Ave. It closed on June 18, 2026 for $15,190,000.

Visit website398 Primrose Rd, Burlingame

Debbie Sharp, founder of The Sharp Group

KW Advisors

Pictured: Debbie Sharp

7. The Sharp Group

$14,500,000listing-side volume · 1 of the top 10 sales

KW Advisors · Led by Debbie Sharp · Burlingame, Hillsborough, San Mateo

Sixth-largest Hillsborough sale of 2026

Property (listing side)	Closed	Price
729 Chiltern Rd	Mar 27, 2026	$14,500,000

The Sharp Group listed 729 Chiltern Rd, which sold on March 27, 2026 for $14,500,000.

The team is led by founder Debbie Sharp, a Hillsborough resident who spent 14 years in leadership at Nordstrom before moving into real estate and formed The Sharp Group with Keller Williams in 2011. The team concentrates on the Mid-Peninsula, including Burlingame, Hillsborough and San Mateo.

Visit websiteDRE #01396790

Hillsborough's 10 largest home sales of 2026 (through October 5)

These are the sales the ranking is built on. Only the listing (seller-side) agent is shown, because the ranking credits the agent who represented the seller.

#	Property	Closed	Sale price	Listing agent	Brokerage
1	3000 Ralston Ave	Aug 6	$70,000,000	Jenn Gilson	Golden Gate Sotheby's
2	100 New Place Rd	Aug 14	$28,500,000	Gina Haggarty	Compass
3	925 Seabury Rd	Apr 11	$19,800,000	Zach Trailer	Compass
4	600 Eucalyptus Ave	Sep 15	$18,770,000	Joey Miller & Chelsea Miller	Miller/Steil Properties
5	245 W Santa Inez Ave	Jun 18	$15,190,000	Stanley Lo	Green Banker Realty
6	729 Chiltern Rd	Mar 27	$14,500,000	The Sharp Group	KW Advisors
7	20 Denham Ct	Apr 30	$12,500,000	Max Lo	Green Banker Realty
8	1215 La Cumbre	Apr 27	$12,500,000	Jenn Gilson	Golden Gate Sotheby's
9	1545 Bellevue Ave	Sep 30	$12,500,000	Max Lo	Green Banker Realty
10	22 Farm Ln	Feb 12	$12,200,000	Off-market, not disclosed	Public record only

All sales closed in 2026. 22 Farm Ln was an off-market sale recorded only in public records with no disclosed agent, so it is not credited to anyone in the ranking.

How we ranked Hillsborough's luxury listing agents

This ranking is based entirely on closed luxury sales in Hillsborough, California in 2026. We identified the 10 largest home sales recorded in the town between January 1 and October 5, 2026, credited each one to its listing agent, and ranked agents by the total sale price of the homes they listed among those 10.

Hillsborough onlyOnly sales of homes located in the Town of Hillsborough count. Sales in Burlingame, San Mateo, Atherton or elsewhere on the Peninsula are excluded.

2026 only, through Oct 5Sales that closed between January 1 and October 5, 2026. The list will be updated as further 2026 sales record.

Listing side onlyThe agent or team representing the seller receives credit. Buyer-side representation is not counted, including where one agent represented both sides.

Ranked by volumeAgents are ordered by total listing-side dollar volume across the 10 largest sales. Ties go to the agent with the larger single sale.

Teams count onceCo-listing agents and named teams, such as the Millers and The Sharp Group, are ranked as a single entry.

Undisclosed salesOff-market sales with no disclosed listing agent stay in the top-10 sales table but are not credited to any agent.

A note on what this measures. This is a snapshot of who listed Hillsborough's most expensive homes this year, not a measure of every agent's total business or client satisfaction. An agent who closes many sales just below the top 10 will not appear here. Use it as one signal alongside interviews, past sales and references when you choose a listing agent.

Frequently asked questions

Who is the top luxury real estate agent in Hillsborough in 2026?

Based on the 10 largest Hillsborough sales recorded from January 1 to October 5, 2026, Jenn Gilson of Golden Gate Sotheby's International Realty ranks first. She was the listing agent on the year's largest sale, 3000 Ralston Ave at $70,000,000, and on 1215 La Cumbre at $12,500,000, for $82.5 million in listing-side volume.

What was the most expensive home sold in Hillsborough in 2026?

3000 Ralston Ave sold for $70,000,000 on August 6, 2026, the largest Hillsborough sale of the year so far. Jenn Gilson of Golden Gate Sotheby's International Realty represented the seller. The next-largest was 100 New Place Rd at $28,500,000, listed by Gina Haggarty of Compass.

How is this ranking calculated?

We took the 10 largest home sales recorded in Hillsborough between January 1 and October 5, 2026 and credited each sale to its listing (seller-side) agent. Agents are ranked by their total listing-side dollar volume across those 10 sales; ties are broken by the agent's largest single sale.

Why aren't buyer's agents included?

This list is meant to show which agents sellers trusted with Hillsborough's most valuable homes in 2026, so only the listing side is counted. Where one agent represented both buyer and seller, only the listing side is credited.

Why are there fewer than 10 agents on the list?

The ranking is built from the 10 largest sales. Jenn Gilson and Max Lo each listed two of those homes, and one sale, 22 Farm Ln at $12,200,000, was an off-market transaction with no disclosed listing agent. That leaves seven listing agents or teams.

Which brokerages listed the most top Hillsborough sales in 2026?

Among the nine top-10 sales with a disclosed listing agent, Green Banker Realty listed the most, three (two by Max Lo and one by Stanley Lo, $40.19 million in total). By dollar volume, Golden Gate Sotheby's International Realty leads with $82.5 million from two sales, both listed by Jenn Gilson, followed by Compass with $48.3 million from two sales.

How often is this list updated?

The ranking reflects sales recorded through October 5, 2026. It will be refreshed as later 2026 Hillsborough sales close and are recorded, and a final full-year 2026 ranking will follow.