496 Raymundo Drive, Woodside, California 94062, Woodside, 94062 - 3 bed, 3 bath
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Woodside, California 94062
Analysis of 496 Raymundo Drive, Woodside, California 94062 is currently available with a list price of $2,995,000. The property maintains a Poor Condition Rating (30/100), indicating the property requires renovation and updates to maximize its market potential. This presents opportunities for value-add investors. 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 Experienced Investors and Fix-and-Flip Specialists.
Property is extensive renovation needed.
Built in 1951 and held by the same family for over 50 years, the property is described as 'vintage' and 'rustic.' While it features some stainless appliances, the overall condition is significantly dated with terracotta tile, original stone fireplaces, and wood-heavy interiors. The empty pool and aged exterior indicate substantial deferred maintenance and the need for a comprehensive rehab of systems and finishes.
The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 174074, living area = 3900.
Situated on 4 secluded acres at the end of a private road, this property offers unparalleled privacy and unique direct gate access to the 900+ acre Huddart Park trail system.
The 'Vintage Tahoe-style' craftsmanship features a dramatic 19-foot ceiling Great Room with a fireplace made of original SF cobblestones and a custom bar, providing a one-of-a-kind space for grand-scale entertaining.
Living area discrepancy between mls listing and other public or private record. mls listing living area = 3900, other record living area = 3400. Bedroom count discrepancy between mls listing and other public or private record. mls listing bedroom count = 3, other record bedroom count = 2.
Built in 1951 with a highly specific 'eclectic' and 'rustic' design, the home may require significant modernization and capital investment to appeal to buyers seeking contemporary luxury finishes.
Despite the generous 3,900 square footage and massive lot size, the home only offers 3 bedrooms, which may limit its appeal for larger families or those requiring more traditional sleeping quarters.
Woodside Retreat "Beside The Woods in Woodside" Peaceful end-of-road privacy and a rustic, eclectic retreat once featured in the Almanac, cherished by one family for 50+ years. 4 sunny, wooded acres with sweeping hill and redwood views. Private gate opens directly onto the trails of 900+ acre Huddart Park. Close to town and Woodside schools. This rustic 3600+ ft 3 beds/2.5 bths home is a study in Vintage Tahoe-style craftsmanship. The living room anchors the house with wood and brick walls, an open stone fireplace, and terracotta tile underfoot. Wooden beams carry into the country kitchen with Subzero and stainless appliances, and the dining room flows onto an expansive view deck over the gardens and pool. A home office overlooks the gardens, and a skylit staircase leads down to a gallery hallway with a stained glass window and a private family room/bedroom. The showstopper: a dramatic Great Room "tavern," host to gatherings of 150, with 19' ceils and grand fireplace of original SF cobblestones. Custom bar built from salvaged San Carlos post office and pharmacy. A reclaimed-barn-siding full bath with steam shower. Large billiard room completes the tavern vibe. Decks and brick paths trace the contour of the land to the pool, framed by redwoods on all sides. Sep 2-car garage.
No exterior & parking available.
No sensitive facilities data found.
| Feature | Subject | Average Home |
|---|---|---|
| Beds | 3.0 | 4.0 |
| Baths | 3.0 | 4.0 |
| Square foot | 3,900 | 4,671 |
| Lot Size | 174,074 | 47,042 |
| Price | $3.00M | $4.65M |
| Price per sq ft | $768 | $1.4K |
| Built year | 1951 | 1981 |
| HOA | $0 | $260 |
| Days on market | 5 | 42 |
Jul 17, 2026
$2,995,000
Initial Listing