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$10,055,000

Set on 3.4 acres in central Woodside bordering the 75-acre Fleishhacker Estate Conservancy this home was designed by renowned architect Goodwin Steinberg. Organic appointments that include copper chandeliers by Albert Guibara, stained glass windows by Hermann Lirk, and walls in clear vertical grain cedar and stone. Exceptional spaces for entertaining plus two separate offices for remote work. 4 bedrooms include a luxurious main-level primary suite + lower level w/3-bedrooms, including an en suite, central play area, large storage area or potential fitness room, & wine cellar. Upgraded 400 amp service including Tesla charger. Beautifully landscaped grounds, originally designed by Thomas Church, with enchanting gardens, inviting courtyards, open meadows, and a wraparound deck overlooking the sun-drenched pool. A private nature trail winds around the inside perimeter of the fenced property. Just over a mile from the Town Center. Highly-regarded Woodside School (K-8).

4 Beds ⋅ 5 Baths ⋅ ML81934420 MLS

Set on 3.4 acres in central Woodside bordering the 75-acre Fleishhacker Estate Conservancy this home was designed by renowned architect Goodwin Steinberg. Organic appointments that include copper chandeliers by Albert Guibara, stained glass windows by Hermann Lirk, and walls in clear vertical grain cedar and stone. Exceptional spaces for entertaining plus two separate offices for remote work. 4 bedrooms include a luxurious main-level primary suite + lower level w/3-bedrooms, including an en suite, central play area, large storage area or potential fitness room, & wine cellar. Upgraded 400 amp service including Tesla charger. Beautifully landscaped grounds, originally designed by Thomas Church, with enchanting gardens, inviting courtyards, open meadows, and a wraparound deck overlooking the sun-drenched pool. A private nature trail winds around the inside perimeter of the fenced property. Just over a mile from the Town Center. Highly-regarded Woodside School (K-8).

301 Olive Hill LN, Woodside

Listed by Mary & Brent Gullixson, 650-888-0860 from Compass
(If provided) CoList: from

Sold listing courtesy of Julie Baumann from APR

$12,099,888

Originally owned by socialite Adelaide Kirkbride, Canardia is a majestic 7+ acre Woodside equestrian estate. This special home has been extensively remodeled and reimagined to fit today's contemporary lifestyle. The main home features abundant light, high ceilings, energy efficient metal roof, dual pane windows and doors, hardwood flooring, remodeled bathrooms, and a gourmet chef's kitchen that features a huge center island, sub zero refrigerator, and 2 La Cornue stoves. This entertainer's paradise has hosted many gatherings, charities, fundraisers and weddings on its bountiful grounds with over 500 guests at a time. Other features of the property include a long scenic winding driveway, private lake with sand beach, a 6 stall remodeled stable, an outdoor kitchen, pool, pool house, multiple fountains, 3 wells, fire pits, a bocce ball court, a rose garden and large grassy areas. Only a short drive to Sand Hill Road, 280 and everything that San Francisco and Silicon Valley have to offer.

5 Beds ⋅ 6 Baths ⋅ ML81933807 MLS

Originally owned by socialite Adelaide Kirkbride, Canardia is a majestic 7+ acre Woodside equestrian estate. This special home has been extensively remodeled and reimagined to fit today's contemporary lifestyle. The main home features abundant light, high ceilings, energy efficient metal roof, dual pane windows and doors, hardwood flooring, remodeled bathrooms, and a gourmet chef's kitchen that features a huge center island, sub zero refrigerator, and 2 La Cornue stoves. This entertainer's paradise has hosted many gatherings, charities, fundraisers and weddings on its bountiful grounds with over 500 guests at a time. Other features of the property include a long scenic winding driveway, private lake with sand beach, a 6 stall remodeled stable, an outdoor kitchen, pool, pool house, multiple fountains, 3 wells, fire pits, a bocce ball court, a rose garden and large grassy areas. Only a short drive to Sand Hill Road, 280 and everything that San Francisco and Silicon Valley have to offer.

1550 Portola RD, Woodside

Listed by Monique Anton, 650-380-5512 from Modern Homes Realty
(If provided) CoList: from

Sold listing courtesy of Min Hui from ABAC

$20,750,000

Stately Italian villa sitting on roughly 7.7 acres on one of Woodsides most sought after cul-de-sac locations is now available. Incredible attention to detail and rare, highest end, European finishes makes this home a rare treasure and true sight to behold. Venetian plaster walls, brick barrel ceiling with oak beams, herringbone terra cotta flooring, and 300-year-old terracotta roof tiles imported from Italy to name a few. Majestic park-like grounds offer the ultimate private escape. Resort like amenities include pool, hot tub, tennis court, gym, vast lawns. Have dinner under the stars in your private redwood grove with tranquil creekside setting. Incredible guest house, additional gatehouse. This is one of Woodsides finest. Highly sought after Portola Valley schools.

5 Beds ⋅ 8 Baths ⋅ ML81925551 MLS

Stately Italian villa sitting on roughly 7.7 acres on one of Woodsides most sought after cul-de-sac locations is now available. Incredible attention to detail and rare, highest end, European finishes makes this home a rare treasure and true sight to behold. Venetian plaster walls, brick barrel ceiling with oak beams, herringbone terra cotta flooring, and 300-year-old terracotta roof tiles imported from Italy to name a few. Majestic park-like grounds offer the ultimate private escape. Resort like amenities include pool, hot tub, tennis court, gym, vast lawns. Have dinner under the stars in your private redwood grove with tranquil creekside setting. Incredible guest house, additional gatehouse. This is one of Woodsides finest. Highly sought after Portola Valley schools.

30 Trail LN, Woodside

Listed by Zachary Trailer, 650-906-8008 from Compass
(If provided) CoList: from

Sold listing courtesy of DeLeon Team from DLRPA

$2,230,000

On the hunt for the ultimate Woodside getaway where you can leave behind the hustle and bustle of everyday life? Set on a majestic 2 acres, this spectacular residence provides an ideal blend of luxury and tranquility, all just moments from everything San Francisco has to offer. A long driveway, lush redwoods, and a contemporary façade greet you. Inside, discover a bright, welcoming layout with crisp white tones, soaring ceilings, and fine finishes throughout. Warm up in front of the stately fireplace in your well-sized living room or take advantage of one of the extensive decks framing verdant vistas. Your gourmet kitchen comes fitted with modern appliances, ample cabinetry, and an eat-in bar. Dine in your adjacent dining room where tray ceilings add to the captivating ambiance. At the end of a tiring day, rejuvenate in your secluded retreats, or savor a nightcap outdoors with 360 degrees of pure nature. As a bonus, you'll have a private library and an attached 7 garage.

4 Beds ⋅ 5 Baths ⋅ ML81899491 MLS

On the hunt for the ultimate Woodside getaway where you can leave behind the hustle and bustle of everyday life? Set on a majestic 2 acres, this spectacular residence provides an ideal blend of luxury and tranquility, all just moments from everything San Francisco has to offer. A long driveway, lush redwoods, and a contemporary façade greet you. Inside, discover a bright, welcoming layout with crisp white tones, soaring ceilings, and fine finishes throughout. Warm up in front of the stately fireplace in your well-sized living room or take advantage of one of the extensive decks framing verdant vistas. Your gourmet kitchen comes fitted with modern appliances, ample cabinetry, and an eat-in bar. Dine in your adjacent dining room where tray ceilings add to the captivating ambiance. At the end of a tiring day, rejuvenate in your secluded retreats, or savor a nightcap outdoors with 360 degrees of pure nature. As a bonus, you'll have a private library and an attached 7 garage.

35 Echo LN, Woodside

Listed by Douglas Heydon, 408-373-7844 from Century 21 Real Estate Alliance
(If provided) CoList: from

Sold listing courtesy of Douglas Heydon from ALNC