Best neighborhoods in Hillsborough
- Neighborhoods
- Streets
Unranked Neighborhoods
"Gracefully leafy community with a steep price tag"
- bayareabound
Hillsborough Oaks is an elite, rarely visited community fairly protected from the outside world. Its aesthetic inventory consists of graceful neighborhood quarters, small estates, polished house fron...
"Pricey digs and Country Club living"
- bayareabound
If you’re living in Country Club Manor, you’re living in the land of luxury. The community is a quiet and enormously affluent Hillsborough neighborhood saturated with long, single story homes and new...
"Crystal Springs Unified Rocks!"
- DirtyHarry
For me, this neighborhood is all about Crystal Springs Upland High School, which is the school my daughter attended back when we lived in this area. Not to be confused with the Sacramento State colleg...
"For the secluded ultra-wealthy"
- bayareabound
Hillsborough Hills is a somewhat secluded, ultra-wealthy community nestled deep into Hillsborough’s bushy savannah grasslands. It is in fact one of the smallest neighborhoods within the city consisti...
"Blissful Country Club Living"
- bayareabound
Located within lower Hillsborough, Ryan Tract is a high-end, firmly upper-class community with grand estates and massive properties. It is, however, a very small district, stretching about 0.3 square...
"Rich, white and worth it"
- bayareabound
Burrowed deep into Hillsborough’s woodlands, Hillsborough Park is a neighborhood set aside for the rich and upper-class. Most of us 99%, maybe 98%, only dream of living within this community. But fo...
"An inexpensive option for Hillborough"
- bayareabound
Although a model of luxury, Lakeview is a somewhat inexpensive Hillsborough option fit for the bargain home buyer. In fact, it is the only Hillsborough neighborhood with sub-2 million dollar homes, w...
"A woodsy luxurious escape"
- bayareabound
Huddled deep within the Hillsborough savannah countryside Hillsborough Knolls is a secluded, safe and incredibly affluent neighborhood. It is, however, very small and only stretches about 4 or 5 long...
"Well-connected, country club living"
- bayareabound
Formerly the grounds of the Tobin Clark Family Estate, this district is an affluent, well-connected neighborhood located within the southern reaches of the Hillsborough community. To be blunt, it is...
"Cheap homes for the Hillsborough prestige"
- bayareabound
Although a somewhat affluent neighborhood, Parrot Drive Area doesn’t include much. It is situated right off Chrystal Springs Road and encompasses about 0.4 square miles of sparse residential terrain....
"Ritzy, old-style homes"
- bayareabound
Burrowed deep into the Hillsborough countryside, Hillsborough Heights is an affluent, exclusively residential and heavily shaded neighborhood. It spans about 0.6 square miles of leafy residential ter...
"Old Mansion and New School"
- DirtyHarry
Skyfarm is a largely wooded neighborhood just to the west of the Burlingame Country Club. For those who dig a bit of history, this is the location of the old Crocker Mansion, which is now the Nueva D...
"Wealth and beauty"
- bayareabound
Situated west of San Mateo Park, Homeplace is an elegant community with a diverse housing stock and classy residential aesthetics. The neighborhood spans about 0.6 square miles of leafy hillside terr...
"A Haunted House, Mansions, and a Hangar"
- DirtyHarry
Carolands is the neighborhood just to the south of the Skyfarm neighborhood. Unlike Skyfarm it is a much more densely populated area with many more homes in closer proximity to each other and fewer fo...