20255 Skyline Boulevard, Woodside, California 94062, Woodside, 94062 - 3 bed, 3 bath
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Woodside, California 94062
Analysis of 20255 Skyline Boulevard, Woodside, California 94062 is currently available with a list price of $2,399,000. The property maintains a Good Condition Rating (78/100), reflecting solid structural condition with well-maintained systems. The property presents an attractive opportunity for buyers seeking a move-in ready home. Located in a high-demand neighborhood within the Woodside Unified School District, this asset is categorized as a low-risk, high-reward acquisition suitable for both Buy-and-Hold Investors and Owner-Occupants willing to undertake light renovation work.
Property is move-in ready.
Although built in 1963, the property has undergone significant interior renovations. Images show updated bathrooms with modern subway tile and fixtures, newer wide-plank flooring, and fresh paint throughout. The home appears well-maintained and move-in ready, fitting the criteria for a property with a 5-15 year old renovation on an older structure.
The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 130223, living area = 2400.
The property features nearly 3 acres of usable, gently rolling meadows, offering a rare and ideal setup for a classic horse property in the prestigious Woodside area.
Walls of windows and an expansive balcony capture stunning, unobstructed views of the Bay, city lights, and rolling hills from nearly every room in the house.
Built in 1963, the residence may require significant updates to its core systems and interior finishes to meet the expectations of modern luxury buyers.
While offering tranquility, the 20-minute drive to Highway 280 and proximity to winding mountain roads may be a deterrent for those seeking a more convenient daily commute.
Spanning approximately 2.92 usable acres of gently rolling meadows with picture-postcard views, this classic horse property offers miles-away tranquility just 20 minutes from Highway 280. A palatial driveway leads to a two-story, 3-bedroom, 3-bath, open-plan residence with walls of windows capturing the rolling hill and city-light views. Almost every room has glass doors to the long, view balcony. Lawn and mini orchard. A separate charming barn captures the Old West Woodside feel with a wood-beamed ceiling, full-sized bar, and French doors to a veranda with flowering vines. Just a mile to the Thomas Fogarty Winery and 8 minutes to Alice's Restaurant.
No exterior & parking available.
No sensitive facilities data found.
| Feature | Subject | Average Home | Neighborhood Ranking (50 Listings) |
|---|---|---|---|
| Beds | 3.0 | 4.0 | 43% |
| Baths | 3.0 | 3.0 | 50% |
| Square foot | 2,400 | 2,520 | 45% |
| Lot Size | 130,223 | 10,500 | 92% |
| Price | $2.40M | $2.73M | 33% |
| Price per sq ft | $1000 | $1.3K | 25% |
| Built year | 1963 | 1954 | 57% |
| HOA | $0 | $0 | 50% |
| Days on market | 14 | 175 | 4% |
Apr 8, 2026
$2,399,000
Initial Listing
Nov 13, 2019
$1,875,000
Public Record
May 30, 2018
$1,875,000
Public Record
Mar 30, 2012
$1,170,000
Public Record
Sep 15, 1999
$799,000
Public Record
Jun 5, 1997
$650,000
Public Record