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Nestled in a prime location in the prestigious town of Woodside, this exceptional property offers a rare opportunity to create something truly extraordinary. Set on an expansive 58,893 square foot (1.35-acre) lot, the setting is both private & picturesque - surrounded by beautiful estates that define the areas renowned character and enduring appeal. Here, the possibilities are truly limitless, offering an ideal canvas to design and build your dream estate in one of the Peninsulas most sought-after communities. The property includes a quaint 2 bed/1 bath cottage, detached garage, plus a pool. Offered for the first time in over 75 years, this is a once-in-a-generation opportunity to secure a premier parcel in a location known for its elegance, natural beauty, and long-held generational ownership. Just minutes from Woodside Town Center (Roberts Market, acclaimed local restaurants, etc.) you'll enjoy a seamless balance of peaceful seclusion and close-to-town living. Outstanding Woodside TK-8 School and proximity to Highway 280 further enhance the property's exceptional livability and convenience. A truly rare offering in a coveted location, framed by distinguished neighboring estates - this is your opportunity to create a legacy property in the heart of Woodside.

2 Beds ⋅ 1 Baths ⋅ ML82039615 MLS

Nestled in a prime location in the prestigious town of Woodside, this exceptional property offers a rare opportunity to create something truly extraordinary. Set on an expansive 58,893 square foot (1.35-acre) lot, the setting is both private & picturesque - surrounded by beautiful estates that define the areas renowned character and enduring appeal. Here, the possibilities are truly limitless, offering an ideal canvas to design and build your dream estate in one of the Peninsulas most sought-after communities. The property includes a quaint 2 bed/1 bath cottage, detached garage, plus a pool. Offered for the first time in over 75 years, this is a once-in-a-generation opportunity to secure a premier parcel in a location known for its elegance, natural beauty, and long-held generational ownership. Just minutes from Woodside Town Center (Roberts Market, acclaimed local restaurants, etc.) you'll enjoy a seamless balance of peaceful seclusion and close-to-town living. Outstanding Woodside TK-8 School and proximity to Highway 280 further enhance the property's exceptional livability and convenience. A truly rare offering in a coveted location, framed by distinguished neighboring estates - this is your opportunity to create a legacy property in the heart of Woodside.

391 Mountain Home RD, Woodside

Listed by Greg Celotti, 650-740-1580 from Compass
(If provided) CoList: Katherine Celotti from Compass

Sold listing courtesy of Brad Miller from APR

On the corner of "Wall Street West" Sand Hill Road ( Venture Capital firms ) 3 level acres Prime Central Woodside with a very nice single level Ranch home and accessory structures. Pinot and Merlot wine vineyards which can be easily removed for a larger yard. Very convenient location near central town and commuting. Excellent Schools. Surrounded by larger estates of much higher value.

4 Beds ⋅ 4 Baths ⋅ ML81986876 MLS

On the corner of "Wall Street West" Sand Hill Road ( Venture Capital firms ) 3 level acres Prime Central Woodside with a very nice single level Ranch home and accessory structures. Pinot and Merlot wine vineyards which can be easily removed for a larger yard. Very convenient location near central town and commuting. Excellent Schools. Surrounded by larger estates of much higher value.

675 Manzanita WAY, Woodside

Listed by Steve Lessard, 650-704-5308 from Compass
(If provided) CoList: from

Sold listing courtesy of Joe Piazza from CBR

Location, location! This lush jewel estate is located along central Woodside's most exclusive Mountain Home Road corridor. A rarely available opportunity to own a 1.25 flat acre property in the heart of the town's most prestigious neighborhood, discover an effortless blend of fine craftsmanship with luxurious elements and a touch of Hollywood style: 4(+1) brs, 4.5 ba plus an array of multi-functional spaces: a main-level suite easily converts to lounge/5th bedroom, the primary suite is enhanced by a private library/office/ walk-in closet, nursery or 2nd bedroom. Venture to the wine cellar with its own tasting room through a potential home theatre. An entertainer's dream for elegant al fresco afternoons by the pool and easy indoor/outdoor living, and the expansive grassed yard is framed for utmost privacy by pristine mature landscaping, a romantic rose garden, olive and fruit orchards. A short walk to town and the Woodside Elementary School, this garden estate balances peaceful seclusion with close proximity to all commuter routes and less than 20 minute drive to SFO Airport.

4 Beds ⋅ 5 Baths ⋅ ML81958693 MLS

Location, location! This lush jewel estate is located along central Woodside's most exclusive Mountain Home Road corridor. A rarely available opportunity to own a 1.25 flat acre property in the heart of the town's most prestigious neighborhood, discover an effortless blend of fine craftsmanship with luxurious elements and a touch of Hollywood style: 4(+1) brs, 4.5 ba plus an array of multi-functional spaces: a main-level suite easily converts to lounge/5th bedroom, the primary suite is enhanced by a private library/office/ walk-in closet, nursery or 2nd bedroom. Venture to the wine cellar with its own tasting room through a potential home theatre. An entertainer's dream for elegant al fresco afternoons by the pool and easy indoor/outdoor living, and the expansive grassed yard is framed for utmost privacy by pristine mature landscaping, a romantic rose garden, olive and fruit orchards. A short walk to town and the Woodside Elementary School, this garden estate balances peaceful seclusion with close proximity to all commuter routes and less than 20 minute drive to SFO Airport.

290 Winding WAY, Woodside

Listed by Linda Hymes, 415-377-6061 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Josh Rubin from COMPS

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