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Back 1556 Cherrywood Drive
Off Market

1556 Cherrywood Drive

San Mateo CA 94403

4
3
3
2514 sq. ft.
14184 sq. ft.
Single-Family
Last sold for $3,550,000
Joseph PortaleJoseph Portale, last sold this property on 03 June 2025 after 26 days on market.

Overview

Welcome home to 1556 Cherrywood Drive, an exquisitely remodeled San Mateo residence nestled on a rare 14,184 sqft lot with sweeping views & refined living at every turn. This 4-bed, 3-bath home spans 2,514 sqft & showcases exceptional craftsmanship throughout. The front exterior features a newly cemented driveway, refreshed landscaping, & a coveted oversized 3-car garage. Inside, dramatic ceilings, rich wood flooring, & striking architectural details evoke a sense of grandeur. Formal living & dining rooms provide elegant entertaining spaces, while the chefs kitchen is fully appointed with top-tier appliances, custom cabinetry, & show-stopping countertops. An inviting breakfast nook & bar seating complete the space. The adjacent family room opens to the outside to the resort-inspired backyard with a spacious patio & pool. Four generously sized bedrooms plus an office are offered, including a luxurious primary suite. Three spa-quality full bathrooms feature exquisite materials, glass showers & tubs. The upstairs laundry area streamlines daily routines for added convenience. Premier location near shopping & dining, with direct access to Crystal Springs/Laurelwood centers, as well as Sugarloaf/Laurelwood's scenic trails. Easy access to 92, 101 & 280. Your next chapter starts here!

Features

4 bedrooms
3 bathrooms
3 carspaces
3 garage spaces
2514 sq. ft. floor area
14184 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in San Mateo over the last 12 months, the estimated median property value of 1556 Cherrywood Drive is $2.5m.

Median value
$2.5m
Estimated value range
$1.58m - $3.95m
Median days on market
7
Estimated value trend
5%
increase over the last 12 months
Average days on market is based on recent, comparable sales in San Mateo. 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 1556 Cherrywood Drive

2025
Sold
$3,550,000
03 Jun 2025 by Joseph Portale, of Compass

Happy sellers in San Mateo

90%
90% of sellers in San Mateo reported that their sale price either exceeded or met their price expectations.

San Mateo stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 4 reviews in San Mateo over the last 12 months.

Local market activity for 4 bedroom single-family properties in San Mateo

In the last 12 months, 54 four-bedroom single-family properties similar to 1556 Cherrywood Drive, have been sold.

This represents a 8% increase in four-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 San Mateo

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Kelly Ringer-Radetich

Kelly Ringer-Radetich is an award winning recommended agent for San Mateo.  They have 1 local sale and collected 1 local review across the last 12 months.

  •   5   (20 reviews)
  •  1 Review in San Mateo
  •  1 Sale in San Mateo
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Jeff Goodman - DRE #01338912

Sellers who recommend Jeff Goodman - DRE #01338912 have praised them for being local expert, clear communication, responsive, supportive, well-connected, well-prepared, and reliable

  •   5   (57 reviews)
  •  1 Review in San Mateo
  •  1 Sale in San Mateo
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Daniel Harbuck

Daniel Harbuck is a recommended agent for San Mateo.  They have 1 local sale and collected 1 local review across the last 12 months.

  •   5   (26 reviews)
  •  1 Review in San Mateo
  •  1 Sale in San Mateo
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Parina Tanna

Parina Tanna is a recommended agent for San Mateo.  They have 1 local sale and collected 1 local review across the last 12 months.

  •   5   (3 reviews)
  •  1 Review in San Mateo
  •  1 Sale in San Mateo
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