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Welcome to Five Acre Woods A Magical Retreat in Woodside!Nestled on 5.6 private acres, this enchanting property offers sweeping Bay views framed by majestic redwoods.Combining seclusion with convenience, its just minutes from Hwy 280 and the town center of Woodside.Originally built in 1915, this 3-bed,3-bath home has been thoughtfully updated for modern living.With approx. 2,300 SF of single floor space, recent upgrades include a new metal roof, fresh paint, & flooring.The open kitchen flows into a great room that leads to a wrap-around deckperfect for entertaining or enjoying the serene setting. 2 en-suite bedrooms are off the great room, while a 3rd bedroom & bath open directly to the deck.An office/bonus room offers inspiring redwood views, and the lower level features large, partially finished spaces ideal for a workshop, gym, or studio. Outside, explore your own stream, swing, and private trail connecting to the Thornewood Open Space Preserve.The ppty enjoys a mostly fog-free climate, making outdoor living a year-round pleasure.Located just 2 minutes from Four Cornershome to Alices Restaurant, gas station, and Skywood Trading Post -this home is also in the PV Sch Dist. Offering charm, privacy, and potential, this classic Woodside retreat is a rare find.
LAST UPDATED | 6/17/2025 | YEAR BUILT | 1915 |
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COUNTY | San Mateo | STATUS | Active |
PROPERTY TYPE(S) | Single Family |
Elementary School | Ormondale Elementary |
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Jr. High School | Corte Madera Elementary |
ADDITIONAL DETAILS | |
AIR | None |
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APPLIANCES | Dishwasher, Disposal, Double Oven, Exhaust Fan, Gas Cooktop, Ice Maker, Microwave, Range Hood, Refrigerator, Washer/Dryer |
BASEMENT | Finished, Unfinished, Yes |
EXTERIOR | Balcony |
FIREPLACE | Yes |
HEAT | Central, Forced Air, Propane |
INTERIOR | Beamed Ceilings, Master Downstairs, Pantry, Vaulted Ceiling(s) |
LOT | 5.634 acre(s) |
LOT DESCRIPTION | Sloped, Sloped Down, Views |
LOT DIMENSIONS | 245417.04 |
PARKING | Oversized |
POOL DESCRIPTION | None |
SEWER | Septic Tank |
STORIES | 1 |
STYLE | Craftsman, Custom, Rustic |
UTILITIES | Propane, Cable Available |
VIEW | Yes |
VIEW DESCRIPTION | Bay, City Lights, Hills, Valley, Bridge(s), Forest |
WATER | Public |
ZONING | R1003A |
TOTAL MONTHLY PAYMENT

The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of the MLSListings™ MLS system. All real estate listings in the MLSListings MLS system are marked with the MLSListings Internet Data Exchange icon (a stylized house inside a circle), and detailed information about them includes the names of the listing brokers and listing agents.
Based on information from MLSListings MLS as of 6/30/25 8:00 PM PDT. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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