Located on a quiet cul-de-sac in Hillsborough's desirable Carolands neighborhood, this charming mid-century home offers timeless architectural character, generous living spaces, and excellent natural light. Cathedral ceilings, expansive walls of glass, and freshly painted interiors create bright and inviting spaces throughout. The flexible floor plan features five bedrooms distributed across two separate wings, offering privacy and versatility. Four bedrooms are located in one wing, with a fifth bedroom in a separate wing, ideal for families, guests, or multi-use needs. A permitted flex room provides exceptional functionality and is well suited as a private office, fitness studio, media room, or creative workspace. The kitchen features an island and connects seamlessly with the family room, creating an open and comfortable gathering space oriented toward the backyard. The family room includes sliding doors that open directly to the rear grounds, enhancing the home's connection to the outdoors. The home offers three full bathrooms, including an updated primary bath with dual vanities, granite countertops, and stylish finishes. Set on over one-half acre, the property features refreshed landscaping and expansive level lawn areas, providing abundant outdoor space for entertaining, recreation, gardening, or future customization. Offering an exceptional combination of privacy, space, and opportunity, this distinctive home is move-in ready while still providing the potential to personalize and make it your own. Conveniently located near top-rated Hillsborough schools, this is a rare opportunity to own a special property in one of the Peninsula's most sought-after communities.
Single-familyProperty Type
1958Year Built
0.58 acresLot Size
$1,837Price/Sq.Ft.
2 car garageParking
Listed by Jade Kwan•DRE #DRE #01427424• JODI Group
•415-661-3232 (agent)
•jade@jodigroup.com (agent)
•415-661-3232 (broker)
Listed by Angela Lee•DRE #DRE #02243682• JODI Group
•415-661-3232 (broker)
Bought with Eric Chu•DRE #DRE #02039805• Christie's International Real
Est. $9,707 per month, based on comparable rentals
Sale and tax history for 20 Mosswood Rd
Sale History
Tax History
Date
Event
Price
San Francisco MLS #426136464
Jun 29, 2026
Sold
$5,600,000
$1,837/sq ft
Jun 8, 2026
Pending
—
Jun 5, 2026
Listed
$4,999,000
$1,640/sq ft
Public Records
Jun 24, 2021
Sold
$4,320,000
$1,417/sq ft
Public Records
May 31, 2007
Sold
$2,150,000
$705/sq ft
Public Records
May 7, 1992
Sold
$890,000
$292/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$57,212 (+2.1%)
$3,091,425 + $1,573,000
$4,664,425
2024
$56,018 (+1.6%)
$3,030,809 + $1,542,157
$4,572,966
2023
$55,117 (+4.3%)
$2,971,382 + $1,511,919
$4,483,301
2022
$52,870 (+149.4%)
$2,913,120 + $1,482,274
$4,395,394
2021
$21,199 (+2.0%)
$2,856,000 + $1,453,210
$4,309,210
2020
$20,784 (+2.7%)
$726,988 + $726,988
$1,453,976
2019
$20,232 (+3.3%)
$719,534 + $719,534
$1,439,068
2018
$19,589 (+2.4%)
$705,426 + $705,426
$1,410,852
2017
$19,136 (+3.2%)
$678,035 + $678,035
$1,356,070
2016
$18,542 (+2.2%)
$678,035 + $678,035
$1,356,070
2015
$18,151 (+2.9%)
$664,741 + $664,741
$1,329,482
2014
$17,638 (+4.2%)
$641,931 + $641,931
$1,283,862
2012
$16,925 (+3.8%)
$639,030 + $639,030
$1,278,060
2011
$16,305 (+1.9%)
$626,500 + $626,500
$1,253,000
2010
$16,007 (+0.5%)
$614,216 + $614,216
$1,228,432
2009
$15,929 (+2.3%)
$609,626 + $609,626
$1,219,252
2008
$15,578
$611,075 + $611,075
$1,222,150
Public record
Public record
Permits
Beds
5
Baths
3
Stories
1
Lot width
—
Lot depth
—
Lot size
25,094
Year renovated
1958
Sq. Ft.
3,049
Year built
1958
Style
Single Family Residential
County
San Mateo County
APN
030102220
Parking Spaces
2
Basement
No
Accessible
No
HOA Dues
—
Garage
Yes
Features
Views
Last updated by owner on Jun 30, 2026.
Aug 18, 2022 • Final
Electrical service
Remove and replace an electrical service panel with a new panel of the same amperage.
Electrical
May 4, 2022 • Final
Encroachment
Replace a connector on an underground electrical enclosure.
Electrical
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Property details
Parking
Garage Information
Has Garage
# of Garage Spaces: 2
Has Attached Garage
Parking Information
Parking Features: Attached, Garage Door Opener, Side By Side, Side By Side, On Site (Single Family Only)
# of Covered Spaces: 2
# of Parking Total: 2
Interior
Virtual Tour Information
Bedrooms Information
# of Bedrooms: 5
Bathroom Information
Count of Bathrooms: 3
# of Full Bathrooms: 3
Interior Features
Interior Features: Cathedral Ceiling(s)
Laundry Features: Cabinets, Inside, Sink
Has Heating
Heating: Central, Gas
Has Cooling
Cooling: Wall Unit(s)
Flooring: Tile, Wood
Has Fireplace(s)
# of Fireplaces Total: 1
Fireplace Features: Double Sided, Family Room, Living Room, Wood Burning
Appliances: Dishwasher, Disposal, Free-Standing Refrigerator, Gas Cooktop, Gas Water Heater, Range Hood, Ice Maker, Microwave, Dryer, Washer