Agent profile image in chat bubble
Agent profile image in chat header

Jenn Smart

| v3 pdp, v2 chat

Agent profile image in message

200 Darrell Rd , Hillsborough, CA 94010
$5,488,000
Est. Payment: $12,195.56/mo
5 Bed
5 Bath
4255 Sqft
1.5 Acres
Status: active | Days on site: 14
Get Pre-Qualified
ML39580 - ML5083304
By proceeding you are providing Jenn Smart with your express written consent to send you marketing and promotional communications via calls or prerecorded messages dialed by a natural person or by using an artificial or automated telephone dialing system.

By checking the box, you consent to receive marketing text messages. If checked, you consent to receiving texts including marketing and promotional communications, from Jenn Smart. Messages and data rates may apply. Message frequency varies. To opt out of text messages, reply STOP. Your consent is not required as a condition of any purchase. By continuing, you also agree to our Terms & Conditions and Privacy Policy.

House Description

Bay views and tucked behind mature landscaping on a private, tree-lined lot, this home offers a rare combination of classic elegance and resort-style outdoor living - all in one of the Peninsula's most coveted addresses. Inside, freshly painted, sun-filled principal rooms with newly refinished hardwood floors are designed for both everyday living and effortless entertaining: a gracious foyer opens to a formal Living Room with fireplace, an equally elegant Dining Room, and a Family Room anchored by its own fireplace and walk-out access to a private deck. The updated kitchen flows seamlessly into a sunny entertaining area. Upstairs, the primary suite is a true retreat, with a spa-inspired bath featuring a soaking tub and heated floors. Three additional bedrooms and an office complete the second floor. A lower-level room with wet bar and an additional bedroom offer flexible space for guests, media, or play. Outside, the grounds are spectacular - a sport court, batting cage, outdoor kitchen, fire pit, and sprawling lawn create an entertainer's paradise, all framed by newly refreshed landscaping. Perfectly located in Hillsborough, minutes to top-rated schools, downtown Burlingame, Highway 280, San Francisco and Silicon Valley, this is the Peninsula lifestyle at its finest.

Highlights

Listed by Jenn Gilson , 650-642-6957 Golden Gate Sotheby's International Realty , (650) 375-5200. CRMLS/Multi-Regional MLS mls logo

Property Type

Residential

Lot/Acreage
1.5

Year Built

1977

County

San Mateo

Area

699 - Not Defined

School District

Other

Listing ID

ML82066167

Questions about this listing?

Contact Agent

Interior Features

Bedrooms and Bathrooms
  • ▪ Bedrooms:5
  • ▪ Bathrooms:5
  • ▪ Full Bathrooms:4
  • ▪ 1/2 Bathrooms:1
Air Cond:Central Air
Fireplaces:Family Room,Living Room
Floor:Wood
Water:Public

Exterior Features

Lot:Secluded,No Land Lease
Garage Capacity:3
Zoning:R10000
Roof:Slate
Sewer:Public Sewer

Open House

Upcoming Open Houses
Saturday 2:00 pm - 4:00 pm Nov 14
Sunday 2:00 pm - 4:00 pm Nov 15
Principal Interest
$12,196
Taxes
$3,499

Home Price

$5,488,000

Loan Details

30 yrs
0%

Down Payment

20%
$1,097,600
All calculations are estimates and provided by Blueroof360. Today’s Rates provided by Blueroof360. Information and interactive calculators are made available to you only as self-help tools for your independent use and are not intended to provide investment or tax advice. We cannot and do not guarantee their applicability or accuracy in regards to your individual circumstances. All examples are hypothetical and are for illustrative purposes. We encourage you to seek personalized advice from qualified professionals regarding all personal finance issues.
Monthly Price:
$12,195.56

Principal

Taxes

Principal Taxes HOA Total
Monthly $12,195.56 $3,498.60 $0.00 $15,694.16
Yearly $146,346.67 $41,983.20 $0.00 $188,329.87
Total $4,390,400.00 $1,259,496.00 $0.00 $5,649,896.00
Lender profile image
So-Crates Johnson
Dust, Wind, Dude
GET PRE-QUALIFIED

Never Miss a Property

Be the first to know when a property hits the market.

Current Listings

Last 30 Days
N/A
Nov 2026

Average Price

All Price Ranges
N/A
Nov 2026

Average Days on Market

All Price Ranges
N/A
Nov 2026
Market insight data is pulled from the same city as the listing being viewed (Hillsborough, CA).

The schools listed are within a 2-mile radius of the property; however, attendance is not guaranteed. Please contact the local school district to confirm zoning and enrollment options.

Based on information from California Regional Multiple Listing Service, Inc. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent. All properties are subject to prior sale, change or withdrawal.

IDX service by Blueroof 360

Data last updated: 2026-11-14T07:39:01.000Z

© 2026 CRMLS/Multi-Regional MLS

MLS Logo - CRMLS/Multi-Regional MLS