1556 Cherrywood DR
San Mateo, CA 94403
- 4 beds
- 3 baths
- 2,514 sqft
- 14,184 sqft lot
- $1,272 per sqft
- 1973 build
- – on site
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!
Last checked:
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Last updated May 7, 2025
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MLS# 82005858 —
This home is listed in more than one place. See it here, and here.
Upcoming Open Houses
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Saturday, 5/10
1pm-4pm -
Sunday, 5/11
2pm-4pm
The Building
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Year Built:1973
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Age:52
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Type:Detached
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Subclass:Single Family Home
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Roofing:Composition
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Foundation:Raised
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# of Stories:2
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Structure SqFt:2514
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Structure SqFt Source:Other
Interior
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Dining Room:Dining Area in Living Room
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Family Room:Separate Family Room
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Fireplace:Yes
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Fireplaces:Wood Burning
Room Dimensions
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Living SqFt:2514
Location
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Cross Street:Parkwood Drive
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City Limits:Yes
The Property
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Lot Acres:0.3256
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Lot Size Area Min:14184.00
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Zoning:R10000
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Parcel Number:041-452-080
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Horse Property:No
Listing Agent
- Contact info:
- No listing contact info available
Taxes
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Property ID:82005858
Beds
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Total:4
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Beds Max:4
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Beds Min:4
Baths
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Full Baths:3
The Listing
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Branded 3D Tour:
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Unbranded 3D Tour:
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Unbranded Drone Tour:
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Branded Drone Tour:
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Additional Listing Info:Not Applicable
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Automated Valuations Allowed:1
Heating & Cooling
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Cooling Methods:Central AC
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Heating Methods:Central Forced Air
Utilities
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Utilities:Public Utilities
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Sewer/Septic System:Sewer - Public
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Water Source:Public
Appliances
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Laundry:Inside
The Community
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HOA:No
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Pool:Yes
Parking
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Description and Access:Attached Garage, On Street
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Garage:3
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Garage:3
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Garage Spaces:3
Monthly cost estimate

Asking price
$3,198,000
Expense | Monthly cost |
---|---|
Mortgage
This calculator is intended for planning and education purposes only. It relies on assumptions and information provided by you regarding your goals, expectations and financial situation, and should not be used as your sole source of information. The output of the tool is not a loan offer or solicitation, nor is it financial or legal advice. |
$17,124
|
Taxes | N/A |
Insurance | $879 |
Utilities | $221 See report |
Total | $18,224/mo.* |
*This is an estimate |
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Transit Score®
Provided by WalkScore® Inc.
Transit Score measures a location's access to public transit. It is based on nearby transit routes frequency, type of route (bus, rail, etc.), and distance to the nearest stop on the route. Transit Scores range from 0 (Minimal Transit) to 100 (Rider’s Paradise).
Soundscore™
Provided by HowLoud
Soundscore is an overall score that accounts for traffic, airport activity, and local sources. A Soundscore rating is a number between 50 (very loud) and 100 (very quiet).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Sale history
Date | Event | Source | Price | % Change |
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5/7/25
May 7, 2025
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Listed / Active | MLSLISTINGS | $3,198,000 |

65% of nearby similar homes sold for over asking price
Similar homes that sold in bidding wars went $200k above asking price on average, but some went as high as $927k over asking price.