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112 photos · MLS data verified October 9, 2026 · Updated every 15 min
$11,475,000 Active
6 Beds·8 Baths·6,430 sqft·25,455 sqft lot·Built 1942
280 Uplands Dr, Hillsborough, CA 94010
Listed 84 days ago ·  |  MLS# ML82054575
$1,784/sqft

280 Uplands Dr is a 6-bedroom, 8-bath single family home in Hillsborough 94010 with 6,430 square feet of living space, built in 1942. It is listed at $11,475,000, or $1,784 per square foot. The three most recent 6-bedroom sales in 94010 closed between $10,300,000 and $18,770,000 ($1,355 to $1,905 per square foot).

Est. $71,756/moP&I $59,541 · Tax $11,953 · Insurance $262 · HOA $0Assumes 20% down ($2,295,000) 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 a 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
This Home $11.5M
$4.5M$12.0M
18Active in Hillsborough
19Active Single Family Homes
2.0 moInventory

Why This Home Stands Out

🏠
6 Bed / 8 Bath, 6,430 sqft
Built in 1942, 2-car garage.
Best fit forActive BuyersHillsborough SearchersMove-Up / Move-In

About 280 Uplands Dr

Situated in one of the best locations in Hillsborough, 280 Uplands Dr is a rare opportunity on a flat, private, over-half-acre corner lot, steps from Crystal Springs Uplands School & South Elementary. This estate offers 6 bedrooms, 6 full baths & 2 half baths, all en-suite, with attached ADU. A dedicated office with fireplace, home theater with theatrical lighting and built-in refreshment station, and an adjoining bonus room. Upstairs, a bedroom suite is joined by a multi-purpose room with fireplace, ideal as a gym, bar, or rec space. All mechanical systems replaced, including new roof and four separate HVAC systems for comfort and efficiency. All-new interior finishes and a chef's kitchen with premium appliances, including Sub-Zero. Private rear driveway with automatic gate. Outdoor spaces offer true California entertaining: brand-new pool and spa with automatic safety cover, outdoor kitchen, Trex decking, new hardscape and paver walkways. Ideally suited for social events, with ample parking and a layout that flows seamlessly from indoors to out.
MLSListings IDX
MLS ID #ML82054575, Michael Haywood Jr.. Listing provided by eXp Realty of California Inc · MLSListings Inc.
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Property Details for 280 Uplands Dr

Overview

Property Type
Single Family Residence
Year Built
1942
Stories
2
Bedrooms
6
Bathrooms
6 Full, 2 Half
Living Area
6,430 sqft
Lot Size
25,455 sqft (0.58 acres)
Price/sqft
$1,784
Status
Active

Interior

Kitchen
, 220 volt outlet
Appliances
Garbage disposal, Oven built in, Trash compactor, Washer dryer
Fireplace
Gas burning, Living room, Other location
Heating
Central forced air
Cooling
Central AC, Multi, zone
Flooring
Carpet, Hardwood, Other
Laundry
Inside
Family Room
Kitchen family room combo, Separate family room
Interior Features
High ceiling, Walkin closet, Security gate

Exterior and Parking

Garage
Garage, 2 spaces
Roof
Wood
Foundation
Other
Pool
In ground, Spa hot tub
Fencing
Complete perimeter
Zoning
R10025

Community and HOA

Utilities
Public, Water public
County
San Mateo
City
Hillsborough

Schools

School District
Hillsborough City Elementary
Hillsborough Schools
View Hillsborough schools

Listing

MLS Number
ML82054575
Listed
July 17, 2026
Days on Market
84
Listing Agent
Michael Haywood Jr.
Listing Brokerage
eXp Realty of California Inc
Data Verified
October 9, 2026

Source: MLSListings Inc. School attendance boundaries are set by the district and can change; verify directly with the district.

Location

This HomeActive ListingNew (3 days or less)Price ReducedOpen HouseSold
280 Uplands Dr, Hillsborough, CA 94010 · San Mateo County

Market Context

Price Positioning
🏠 Inventory: 14 6-bedroom homes and 19 single family homes currently active in Hillsborough.
Source: MLSListings Inc. Timothy Alston, Broker, DRE# 01328224.
Want to know what this home will actually sell for? Get a data-backed offer range based on recent comparable sales.
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Frequently Asked Questions

Listed at $11,475,000 ($1,784/sqft). The three most recent 6-bedroom sales in 94010 closed at $1,355 to $1,905 per sqft.
Listed July 17, 2026. That is 84 days on market as of October 9, 2026.
Est. $71,756/mo with 20% down ($2,295,000) at 6.75%. That is principal and interest $59,541, property tax $11,953 and insurance $262. The assumptions and lender disclosure are with the payment estimate at the top of this page.
There are 18 active listings in Hillsborough: 14 are 6-bedroom and 19 are single family homes.
The three most recent 6-bedroom sales in Hillsborough 94010 closed at $10,300,000, $12,019,880 and $18,770,000, or $1,355 to $1,905 per sqft.
Yes. As of October 9, 2026, 280 Uplands Dr is an active listing at $11,475,000. It is a 6-bedroom, 8-bath single family home.
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Timothy Alston, Broker
Timothy Alston
Broker · DRE# 01328224 · Over 23 Years Experience

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Timothy Alston
Timothy Alston
Broker · DRE# 01328224
Aegis Luxury Real Estate
(408) 207-4593[email protected]

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October 2026. Built on the same live MLS data Timothy uses with clients.

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Recently Sold in Hillsborough

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

600 Eucalyptus Ave
Sold $18,770,000
6 bd · 8 ba · 10,140 sqft
$1,851/sqft
Closed Sep 15, 2026 · 10 days on market
MLSListings IDXMLS ID #ML82057167, Joseph Miller. Listing provided by Miller/Steil Properties · MLSListings Inc.
862 Chiltern Rd
Sold $12,019,880
6 bd · 6.5 ba · 6,310 sqft
$1,904/sqft
Closed Sep 04, 2026 · 27 days on market
MLSListings IDXMLS ID #ML82055882, Lori Buecheler. Listing provided by Compass · MLSListings Inc.
19 Farm Ln
Sold $10,300,000
6 bd · 4.5 ba · 7,600 sqft
$1,355/sqft
Closed Aug 28, 2026 · 12 days on market
MLSListings IDXMLS ID #ML82057038, Stanley Lo. Listing provided by Green Banker Realty · MLSListings Inc.
Source: MLSListings Inc. Closed sales data.
For Homeowners

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Timothy Alston, Broker
What happens when the right home lists and nobody knows you are looking for it?
In Hillsborough, 4 new listings hit the MLS this week. By the time most search sites update, the window has already narrowed.
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Buyers

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Listed 84 days ago.

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Questions

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Timothy Alston, Broker, DRE# 01328224. Over 23 years in Silicon Valley real estate.

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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 Oct 9, 2026 5:45 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: Oct 9, 2026 5:45 PM PT | Source: MLSListings Inc.

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