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Back 300 Uplands Dr
Off Market

300 Uplands Dr

Hillsborough CA 94010

5
5
2
3800 sq. ft.
18089 sq. ft.
Single-Family
Last sold for $7,172,500
Sternsmith GroupSternsmith Group, last sold this property on 21 May 2026 after 27 days on market.

Overview

Located in prime Lower South Hillsborough, this beautifully updated home sits on approximately 0.42 acres of flat, private, and meticulously landscaped grounds designed for effortless indoor-outdoor living. The front yard features manicured turf and a putting green, while the backyard offers a resort-like setting with a pool, built-in BBQ, outdoor TV, and multiple entertaining areas. Light-filled interiors showcase a seamless flow with a spacious kitchen/family room combination and formal living and dining rooms, all oriented toward the backyard. A rare highlight is the presence of two primary suites, providing exceptional flexibility. The upstairs primary retreat features dual closets, a private deck overlooking the pool, a spa-like bath with soaking tub, dual sinks, and high ceilings, plus an attached office with built-ins. A nursery is conveniently located adjacent to this suite. A second primary suite is located on the main level and overlooking the backyard. Alongside, is 2 additional bedroom suites, offering comfort and privacy for family and guests. Ideally located, mere blocks from Crystal Springs Uplands School, South Elementary, The Episcopal Day School, and just minutes to downtown San Mateo.

Features

5 bedrooms
5 bathrooms
2 carspaces
2 garage spaces
3800 sq. ft. floor area
18089 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 5 bedroom single-family properties sold in Hillsborough over the last 12 months, the estimated median property value of 300 Uplands Dr is $5.75m.

Median value
$5.75m
Estimated value range
$3.4m - $15.19m
Median days on market
12
Estimated value trend
10%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Hillsborough. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 300 Uplands Dr

2026
Sold
$7,172,500
21 May 2026 by Sternsmith Group, of Compass
2011
Sold
$3,302,000
27 Jun 2011 by Pierre Buljan, of Coldwell Banker Realty
2010
Sold
$3,460,000
20 Apr 2010 by Pierre Buljan, of Cashin Company

Happy sellers in Hillsborough

~%

We have insufficient information to provide an overview of customer satisfaction for Hillsborough. Viewing the agent profiles, reviews and sales for Hillsborough can provide insights for this location.

Local market activity for 5 bedroom single-family properties in Hillsborough

In the last 12 months, 74 five-bedroom single-family properties similar to 300 Uplands Dr, have been sold.

This represents a 36% decrease in five-bedroom single-family properties sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Hillsborough

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Ellen Mazzoni

Ellen Mazzoni is a recommended agent for Hillsborough.  They have 6 local sales and collected 1 local review across the last 12 months.

  •   5   (1 review)
  •  1 Review in Hillsborough
  •  6 Sales in Hillsborough
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Manjit Hundle

Sellers who recommend Manjit Hundle have praised them for being local expert, clear communication, responsive, supportive, dedicated, reliable, and detail-oriented

  •   5   (61 reviews)
  •  1 Review in Hillsborough
  •  1 Sale in Hillsborough
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Lili Chen

Lili Chen is a recommended agent for Hillsborough.  They have collected 1 local review across the last 12 months.

  •   5   (13 reviews)
  •  1 Review in Hillsborough
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Mike Bohnert

Mike Bohnert is a recommended agent for Hillsborough.  They have 13 local sales across the last 12 months.

  •  13 Sales in Hillsborough
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