16501 Skyline Boulevard

Perched a top of Skyline Ridge, this gated custom estate offers spectacular views of the San Francisco South Bay, including Mt. Diablo, Stanford, and San Jose. Nestled on a private 5+ acre east-facing parcel near the 942-acre Wunderlich Park, the home features 5 bedrooms, 4.5 bathrooms, 4 large decks, and a 2-car garage. The gourmet kitchen with center island, dining room, and large pantry opens to the great room with vaulted ceiling, skylights, and 3 French doors. Upstairs showcases imported slate floors, a central family/activity room, a guest half bath, a library/office, and a spacious primary suite with a walk-in shower, a 2-person jetted spa, a private deck, double sinks, a bidet, and a walk-in closet. A nearby flexible room could serve as a bedroom, nursery, or den. The laundry area opens to a flat yard suitable for a future pool, tennis court, or stables. Downstairs includes 2 bedrooms, a large bath, a sitting room, and a fully self-contained ADU with private entry and a deck. In the coveted Portola Valley/Woodside School District, the estate feels private yet is minutes from Alice's Restaurant, Fogarty Winery, central Woodside, Stanford, and the Coast.

Days on Market

19 days

Current Status

Active

Original Price

$3,288,000

List Price

$3,288,000

On Market Date

Oct 8, 2025

Property Type

Single Family Home

Area

273 - Skyline Area

Zip Code

94062

MLS ID

ML82023275

APN

072-332-090

Year Built

1990

Stories in Building

2

Possession

Unavailable

Data Source

MLSL

Origin MLS System

MLSListings, Inc.

Bed

5

Bath

5 (4/1)

Double Sinks, Primary - Oversized Tub, Primary - Tub with Jets, Skylight, Tub

Parking

10

Detached Garage, Electric Gate, Parking Area

SQ FT

4,760

SQ FT Source

Unavailable

Lot SQ FT

242,234.0

Lot Acres

5.560927 Acres

Kitchen

220 Volt Outlet, Dishwasher, Island, Oven Range - Gas, Refrigerator

Cooling

Whole House / Attic Fan

Dining Room

Formal Dining Room

Disclosures

Natural Hazard Disclosure

Family Room

Separate Family Room

Flooring

Hardwood, Slate, Stone

Foundation

Concrete Perimeter, Crawl Space

Heating

Central Forced Air - Gas

Laundry

In Utility Room, Inside, Washer / Dryer

Architectural Style

Custom

Fee

Unavailable

MLS and other Information regarding properties for sale as shown in Theo have been obtained from various sources such as sellers, public records, agents and other third parties. This information may relate to the condition of the property, permitted or unpermitted uses, zoning, square footage, lot size/acreage or other matters affecting value or desirability. Unless otherwise indicated in writing, neither brokers, agents nor Theo have verified, or will verify, such information. If any such information is important to buyer in determining whether to buy, the price to pay or intended use of the property, buyer is urged to conduct their own investigation with qualified professionals, satisfy themselves with respect to that information, and to rely solely on the results of that investigation.

School data provided by GreatSchools. School service boundaries are intended to be used as reference only. To verify enrollment eligibility for a property, contact the school directly.