50 Bear Gulch Drive, Portola Valley, California 94028, Portola Valley, 94028 - 5 bed, 4 bath
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Portola Valley, California 94028
This Luxury Portola Valley Estate is a High-Potential Investment Opportunity, with a List Price of $6,395,000—positioned well below the $7,206,808 Fair Market Value by 11%. This valuation gap offers $811,808 in Instant Equity. Maintaining a Good Condition Rating, the home features a gourmet chef’s kitchen, private pool, and mountain views on a 1.14-acre gated lot. With two primary suites and access to top-rated schools, it balances high-end lifestyle with significant financial upside. This is an ideal acquisition for Lifestyle Buyers or Owner-Occupants seeking a high-equity sanctuary.
Property is move-in ready.
The property is in move-in ready condition with high-end finishes and significant updates. The gourmet kitchen is a standout feature, equipped with professional-grade Wolf appliances, custom cabinetry, and stone countertops. The interior boasts well-maintained hardwood flooring, recessed lighting, and vaulted beamed ceilings. While the home was originally built in 1955, the quality of the renovations and the well-maintained state of the grounds and pool align with the 'good' criteria, as the styling suggests updates were completed within the 5 to 15-year range rather than a brand-new renovation.
The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 48743, living area = 3718.
The kitchen serves as the home's centerpiece, featuring high-end Wolf appliances, dual dishwashers, warming drawers, and custom cabinetry designed for professional-grade cooking and entertaining.
Set on a 1.14-acre level lot, the property offers exceptional privacy with mature trees, a swimming pool, and a large deck, providing a rare blend of space and security in a prime location.
Living area discrepancy between mls listing and other public or private record. mls listing living area = 3718, other record living area = 3330.
Built in 1955, the property may require significant capital investment to modernize original systems or secondary living areas to match the standards of the updated kitchen.
With a list price exceeding $6 million, the home's mid-century origins may face scrutiny from buyers comparing it to newer contemporary constructions in the Portola Valley area.
With 5 bed /4 baths, this home has space & options. The 1.14+/- ac. gated prop. enjoys level lawn, pool & mature privacy trees. The home is welcomingthey say the kitchen is the heart of the home & this space embodies that. Amenities include quality appliances & extras: 6-burner Wolf range, 2 ovens, microwave & warming drawers, 2 dishwashers-one for dishes/one for pots & pans. Exceptional storage with pull out shelving, custom corner cabinets & and an appliance lift. The island provides workspace & seating. An adjacent family room has light, a fireplace, & access to the large deck. French doors open to incorporate the formal dining/living rooms into this space. Beamed ceilings, a fireplace, hardwood floors, a wall of windows & doors allow you to access the deck, to enjoy the view & host large gatherings. With a private entry a flexible, bookshelf-lined space could be an office, au pair or guest suite. There are 2 primary suites: 3 additional bedrooms + an office. The upper-level has the second primary & includes a bonus room for an office/nursery/or workout space. There is a bedroom off the family room (ideal for guests). Great Portola Valley location: close to local shopping, Alpine Hills Swim & Tennis club, The Alpine Inn, excellent PV schools, & just 4 min. to Hwy. 280.
No exterior & parking available.
No sensitive facilities data found.
| Feature | Subject | Average Home | Neighborhood Ranking (50 Listings) |
|---|---|---|---|
| Beds | 5.0 | 4.0 | 86% |
| Baths | 4.0 | 4.0 | 50% |
| Square foot | 3,718 | 3,070 | 68% |
| Lot Size | 48,743 | 21,045.5 | 64% |
| Price | $6.39M | $4.01M | 86% |
| Price per sq ft | $1.7K | $1.3K | 73% |
| Built year | 1955 | 1967 | 32% |
| HOA | $0 | $0 | 50% |
| Days on market | 34 | 188 | 5% |
Mar 19, 2026
$6,395,000
Initial Listing
Jul 6, 2001
$2,200,000
Public Record