Services Offered
Listing agent
Pricing, preparation, staging, marketing and negotiation for Hillsborough sellers.
Buyer's agent
Neighborhood guidance, offer strategy and representation through closing.
Luxury estate sales
Private estates and architecturally significant Hillsborough homes.
New construction and custom homes
Builder introductions and purchases during construction.
Home valuation
A market analysis based on recent Hillsborough closings.
Relocation
Help comparing Peninsula towns, schools and commutes for out-of-area buyers.
About This Agent
- Recent Hillsborough price range
- $4.2M to $70MHer 10 most recent closings in town
- Recent Hillsborough volume
- $141.3M across 10 closingsOctober 2025 to August 2026
- 2025 production
- $167.55M, 38 sidesRealTrends Verified
- Works with
- 6 sellers, 4 buyersRecent Hillsborough closings
- Licensed since
- 2010California DRE #01889172
- Brokerage
- Golden Gate Sotheby's International RealtyBurlingame office
- Top Cities Served
- Hillsborough
- Burlingame
- San Mateo
- San Bruno
- Daly City
- Redwood City
Specialties
- Luxury properties
- New construction
- Estate and legacy homes
- Historic and architect-designed homes
- Off-market opportunities
- Trust and inherited property sales
- Builder and designer connections
- Remodel and renovation guidance
- Relocation to the Peninsula
- Global marketing through Sotheby's
Recent Hillsborough Sales
Full portfolio
Town record
Sold
Sold
Sold
SoldLatest closings in Hillsborough
| Address | Side | Price |
|---|---|---|
| 3000 Ralston Avenue (Villa de Verano) | Seller | $70,000,000 |
| 1325 Marlborough Road | Seller | $5,600,000 |
| 30 Bayberry Place | Buyer | $8,800,000 |
| 1306 Marlborough Road | Seller | $5,750,000 |
| 65 Falkirk Lane | Seller | $5,800,000 |
| 335 El Portal Avenue | Buyer | $7,895,000 |
| 1215 La Cumbre Road | Seller | $12,500,000 |
| 715 Brewer Drive | Buyer | $9,700,000 |
| 1430 Lakeview Drive | Seller | $4,195,000 |
| 695 Fairway Circle | Buyer | $11,100,000 |
Other notable Hillsborough sales
| Address | Side | Price |
|---|---|---|
| Bing Crosby Estate | Seller | $25,000,000 |
| 165 Woodridge Road | Seller | $14,750,000 |
Sales from MLSListings, Redfin and press reports, closings through September 24, 2026.
Gallery
Client Reviews
Read all reviews"Jenn Gilson is the best seller's agent in Hillsborough."Google reviewer, June 2026
Hillsborough knowledge
Buyers point to her understanding of the town's neighborhoods and the tradeoffs between them, often noting that she grew up here.
Care with difficult sales
Several sellers hired her after losing a parent or while acting for a trust, and describe her team handling the details for them.
Negotiation and strategy
Reviewers credit her with competitive offer plans on the buy side and multiple offers on the sell side.
A responsive team
Responsiveness comes up repeatedly across Zillow, Google and Yelp, along with praise for the wider Gilson Team.
Location & Hours
Burlingame, CA 94010 Get directions
| Mon | Open 24 hours |
| Tue | Open 24 hours |
| Wed | Open 24 hours |
| Thu | Open 24 hours |
| Fri | Open 24 hours |
| Sat | Open 24 hours |
| Sun | Open 24 hours |
- Town
- Hillsborough, CA 94010
- County
- San Mateo County
- Character
- Residential, no commercial district
About Jenn
Jenn Gilson was born and raised in Hillsborough and is raising her own family here. She has been licensed in California since 2010 and works with Golden Gate Sotheby's International Realty from its Burlingame office.
Her family founded Gilson Development, a Peninsula builder of custom and remodeled homes. That background shapes how she reads construction quality, design and value, and it gives her working relationships with builders and designers across the Peninsula.
In August 2026 she represented the sellers of Villa de Verano, which closed for $70 million, the highest recorded residential sale in Hillsborough. The Wall Street Journal covered the sale. She also founded Key Women, a network for women in real estate and related fields.
Questions About Jenn
Who is Jenn Gilson?
Jennifer "Jenn" Gilson is a Hillsborough real estate agent with Golden Gate Sotheby's International Realty (CA DRE #01889172). She was born and raised in Hillsborough, has been licensed in California since 2010, and works across Hillsborough, Burlingame and the rest of the San Francisco Peninsula.
What has Jenn sold in Hillsborough?
She represented the sellers of Villa de Verano at 3000 Ralston Avenue, which closed for $70 million in August 2026, the highest recorded residential sale in Hillsborough. Other sales include the Bing Crosby Estate at $25 million and the Julia Morgan-designed Western White House at $15 million.
Does Jenn work with both buyers and sellers?
Yes. Of her 10 most recent Hillsborough closings listed on this page, 6 were on the seller side and 4 were on the buyer side.
What price range does Jenn work in?
Her 10 most recent Hillsborough closings on this page range from about $4.2 million to $70 million. Across the Peninsula, she also handles homes at lower price points, including condominiums in Burlingame.
Does Jenn have new construction experience?
Yes. Her family founded Gilson Development, a Peninsula builder of custom and remodeled homes. That background informs how she evaluates construction quality and connects buyers with builders, sometimes while a home is still being built.
Which cities does Jenn serve?
Her main areas are Hillsborough and Burlingame. She also serves San Mateo, San Bruno, Daly City, Redwood City and other Peninsula communities.
Where is Jenn's office?
She works from the Golden Gate Sotheby's International Realty office at 360 Primrose Road in downtown Burlingame, a few minutes from Hillsborough.
How do I contact Jenn?
Call (650) 642-6957, email jenn@jenngilson.com, or schedule a call through her online calendar.