$10,995,000 255 Brentwood RD, Hillsborough 6 bd · 6 ba · 5,290 sqft
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HomeHomes for SaleHillsborough › 255 Brentwood RD
32 photos · MLS data verified July 19, 2026 · Updated every 15 min
$10,995,000 Pending
6 Beds·6 Baths·5,290 sqft·25,921 sqft lot·Built 2019
255 Brentwood RD, Hillsborough, CA 94010
Listed 62 days ago · May 18, 2026  |  MLS# ML82047705
$2,078/sqft +14% vs Hillsborough avg
What this means: Priced above the Hillsborough per-sqft average. Compare to recent sales below for context.
Est. $68,766/moP&I $57,051 · Tax $11,453 · Insurance $262 · HOA $0Assumes 20% down ($2,199,000) at 6.75% · Contact Timothy for a lender referralAegis Luxury Real Estate is a licensed California real estate brokerage (DRE# 01328224) and is not a mortgage lender, mortgage broker, or loan originator. The figures shown are estimates for general reference only and do not constitute a loan offer, pre-approval, pre-qualification, or commitment to lend. Estimates use the applicable county average property tax rate of 1.25% of home price annually. Actual rates, payments, taxes, and insurance vary by lender and borrower qualifications. Contact Timothy for a referral to one of our preferred lending partners.
Single Family Price Position in Hillsborough
Average $7.2M
This Home $11.0M
$4.5M$11.0M
22Active in Hillsborough
21Active in 94010
29Avg DOM
$1,816Avg $/SqFt
102.7%Sale-to-List
1.3 moInventory
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Why This Home Stands Out

📍
Hillsborough Location
Active listing in Hillsborough, Santa Clara County. Convenient access to schools, parks, and Bay Area employment centers.
🏠
6 Bed / 6 Bath / 5,290 sqft on 25,921 sqft Lot
Spec sheet at a glance. See full details below for interior, exterior, and lot features.
💰
Listed at $11.0M vs City Average $13.2M
$2,078/sqft compared to Hillsborough avg $1,816/sqft (+14.5%).
Best fit forActive BuyersHillsborough SearchersMove-Up / Move-In

About This Home

Located in desirable lower South Hillsborough, 255 Brentwood offers modern design, vaulted ceilings, exceptional natural light throughout, and seamless indoor-outdoor living. A striking front entry opens to a bright, welcoming foyer, leading into thoughtfully designed living spaces filled with natural light. The open kitchen and dining area serves as the heart of the homeperfect for both everyday living and entertainingfeaturing Miele appliances, two dishwashers, a pantry, and seamless flow to a built-in bar with wine fridge. The main level includes a casual living room, two en-suite bedrooms, and a stunning formal living room wrapped in glass doors and windows with direct access to the backyard. A private elevator connects all levels, offering ease and convenience throughout the home. The lower level offers added flexibility with a bedroom, mudroom, and wine room. Upstairs, the private primary suite features its own balcony, creating a peaceful retreat, while two additional en-suite bedrooms with generous closets complete the level. Outdoor spaces are designed for true California living, featuring a sport court, putting green, outdoor kitchen, sound system, curated lighting, four fireplaces, and beautifully landscaped grounds with a blend of turf and grass.
MLSListings IDX
MLS ID #ML82047705, The Sharp Group. Listing provided by KW Advisors · MLSListings Inc.
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Property Details

Property Type
Single Family Residence
Year Built
2019
Bedrooms
6
Bathrooms
5 Full, 1 Half
Living Area
5,290 sqft
Lot Size
25,921 sqft
Garage
2 Spaces
Price/sqft
$2,078
County
SanMateo
MLS Number
ML82047705
Status
Pending
Stories
N/A
HOA
None

Interior Features

CentralForcedAir_Gas, Heating_2plusZones

Exterior & Lot

Metal Roof2-Car Garage0.60 Acres

Location

This HomeActive ListingNew (3 days or less)Price ReducedOpen HouseSold
255 Brentwood RD, Hillsborough, CA 94010 · SanMateo County

Market Context

Price Positioning
$ Price context: Listed at $2,078/sqft vs Hillsborough avg $1,816/sqft (+14.5% above).
$ Sale-to-list: Hillsborough homes selling at 102.7% of asking.
Velocity: City avg 29 days. This home: 62 days.
🏠 Inventory: 15 6-bedroom homes currently available in Hillsborough.
Source: MLSListings Inc. Timothy Alston, Broker, DRE# 01328224.
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Market Snapshot

$13,224,591Average Price+29.4% vs Last Year
29Avg DOM+70.6 days vs Last Year
22Active Listings+144.4% vs Last Year
102.7%Sale-to-List+2.3% vs Last Year
Full Market Snapshot →
Timothy Alston
Timothy Alston
Broker · DRE# 01328224
Aegis Luxury Real Estate
(408) 207-4593[email protected]
For Homeowners

What would your Hillsborough home sell for today?

Homes in Hillsborough are selling at 102.7% of asking in 29 days.

102.7%Sale-to-List
29Avg Days
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More in Hillsborough

30 Bluebell LN$4,087,0004bd/3.5ba/3,150sf
100 New Place RD$29,995,0009bd/9.5ba/11,141sf
3085 Ralston AVE$14,995,0005bd/6.5ba/10,495sf
View All Listings →

255 Brentwood RD is located in the HillsboroughParkEtc area of Hillsborough, California. This 6-bedroom, 6-bathroom single-family home is pending sale for $10,995,000. Homes in HillsboroughParkEtc average $1,816 per square foot with an average of 29 days on market, making this one of the most actively watched markets in 94010.

6-Bedroom Homes for Sale in Hillsborough 94010

Browse 6-bedroom single-family home listings in the HillsboroughParkEtc area of Hillsborough. Properties in 94010 are currently averaging $1,816 per square foot with 29 days on market.

What to Expect When Buying in HillsboroughParkEtc

The HillsboroughParkEtc market in Hillsborough features a mix of single-family home properties ranging from starter homes to luxury estates. Current inventory levels suggest active conditions for buyers in this area.

Recently Sold in Hillsborough

Closed within 6 months · 6 bed / similar sqft · Hillsborough 94010

520 Darrell RD
Sold $6,400,000
6 bd · 5.5 ba · 4,746 sqft
$1,348/sqft · 3.0% below list
Closed Jul 17, 2026 · 66 days on market
MLSListings IDXMLS ID #ML82042894, Becky Geller. Listing provided by Compass · MLSListings Inc.
1325 Marlborough RD
Sold $5,600,000
6 bd · 7 ba · 5,050 sqft
$1,108/sqft · +1.9% above list
Closed Jun 23, 2026 · 17 days on market
MLSListings IDXMLS ID #ML82046550, Jenn Gilson. Listing provided by Golden Gate Sotheby's International Realty · MLSListings Inc.
30 Bayberry PL
Sold $8,800,000
6 bd · 5.5 ba · 5,370 sqft
$1,638/sqft · +0.0% above list
Closed Jun 22, 2026
MLSListings IDXMLS ID #ML82053405, The Dwyer Group. Listing provided by Compass · MLSListings Inc.
Source: MLSListings Inc. Closed sales data.
For Homeowners

Your neighbors are selling. Should you?

In June 2026, 17 homes sold in Hillsborough at an average of $7,500,000. The average sale closed at 102.7% of asking price.

17Sold (June 2026)
$7,500,000Average Sale Price
102.7%Sale-to-List
Timothy
What happens when the right home lists and nobody knows you are looking for it?
In Hillsborough, Data pending new listings hit the MLS this week. By the time most search sites update, the window has already narrowed.
Get Alerts for Hillsborough Homes Like This →

Nearby Hillsborough Homes for Sale View All 21 →

Similar 6-Bedroom Homes in Hillsborough View All 1 →

6 bed · $8.2M-$13.7M · Active in Hillsborough

Nearby Open Houses See All →

Hillsborough Market Overview Full Stats →

$7,500,000Avg Sale Price+29.4% vs Last Year
29Avg DOM+70.6% vs Last Year
22Active Listings
102.7%Sale-to-List
$1,816Price/sqft
1.3Months Inventory
17Closed (Last Mo)
Data pendingNew Listings/Mo
Source: MLSListings Inc. · July 2026

Frequently Asked Questions

Listed at $10,995,000 ($2,078/sqft). Hillsborough avg is $1,816/sqft, placing this +14.5% above. Comparable recent sales help frame the value.
Listed 62 days (as of May 18, 2026). Hillsborough average is 29 days.
Est. $68,766/mo with 20% down ($2,199,000) at 6.75%. Includes principal & interest ($57,051), property tax ($11,453), and insurance ($262). HOA: None. Aegis Luxury Real Estate is a licensed California real estate brokerage (DRE# 01328224) and is not a mortgage lender, mortgage broker, or loan originator. The figures shown are estimates for general reference only and do not constitute a loan offer, pre-approval, pre-qualification, or commitment to lend. Estimates use the applicable county average property tax rate of 1.25% of home price annually. Actual rates, payments, taxes, and insurance vary by lender and borrower qualifications. Contact Timothy for a referral to one of our preferred lending partners.
There are 22 active listings in Hillsborough (15 are 6-bedroom). At $10,995,000 this is positioned against the city average of $13,224,591. Similar homes have sold at 102.7% of asking.
6-bedroom homes in Hillsborough (94010) are currently averaging $1,816 per square foot. Market activity shows homes spending an average of 29 days on market in this area.
255 Brentwood RD in Hillsborough is currently listed at $10,995,000. This 6-bedroom, 6-bathroom single-family home is located in the HillsboroughParkEtc area.

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MLSListings IDX

Property Information © 2026 MLSListings Inc. All rights reserved. Certain information contained herein is derived from information which is the licensed property of, and copyrighted by, MLSListings Inc.

The data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListings™ MLS system. Real estate listings held by brokerage firms other than Aegis Luxury Real Estate are marked with the Internet Data Exchange icon (a stylized house) and detailed information about them includes the names of the listing brokers and listing agents.

Based on information from the MLSListings MLS as of Jul 19, 2026 5:15 PM PT. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

These statistics are generated using information from the MLSListings Inc. multiple listing service, but have not been verified and are not guaranteed. MLSListings Inc. disclaims any responsibility for the accuracy and reliability of these statistics. This information should not be relied upon for real estate transaction decisions.

Data updated every 15 minutes. Visit www.MLSListings.com for more information.

Information provided is for general informational purposes only. Equal Housing Opportunity. If you are currently working with a real estate agent, this is not intended as a solicitation.

Timothy Alston, Broker, DRE# 01328224, Aegis Luxury Real Estate, 10080 N. Wolfe Rd Ste SW3-200, Cupertino CA 95014. (408) 207-4593.

Last updated: Jul 19, 2026 5:15 PM PT | Source: MLSListings Inc.

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