When's the right time to downsize from a Hillsborough home?
Most clients say "two years too late." Common triggers: empty nest 2+ years, retirement within 12 months, maintenance burden growing.
For Hillsborough downsizing seniors and retirees
Roger Grubb has handled dozens of senior downsizing transactions in Hillsborough and across the Bay Area. He sees the full picture — equity math, where the proceeds go next, the timeline mismatch between selling and buying, and the lifestyle change. Patient process, no pressure. (510) 504-0402.
Hillsborough stats: median $4,850,000 · $1276/sqft · 30 DOM.
Why Hillsborough for downsizing seniors and retirees
Residential-only luxury. Half-acre minimum lots, mature canopy, three private country clubs. Burlingame-adjacent.
Roger\'s read: North Hillsborough trades fastest. Lower South + Hayne / Tobin areas have the trees + lots. Country Club estates have the prestige.
Most clients say "two years too late." Common triggers: empty nest 2+ years, retirement within 12 months, maintenance burden growing.
For a Hillsborough median $4,850,000 home with a $400K mortgage: roughly $700-900K after sale costs. Roger runs your specific number in the first call.
Sell first is safest. Buy first works with a bridge loan or large reserve. Same-day rarely works. Roger walks through your specific risk tolerance.
Joint filers exclude $500K, single $250K. Bay Area homes purchased decades ago often exceed exclusion — Roger refers to a CPA for exact math.
Roger answers his own phone. (510) 504-0402.