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One of the most premier locations in Central Woodside! Within walking distance to the Town Center shops & restaurants and highly acclaimed Woodside Elementary K-8. This exceptional property is nestled on just over 4 acres (175,977sf) offering a rare combination of privacy with lovely views of the western hills. A private oasis, consisting of 3 separate cottages, offers a unique opportunity for a builder or developer to generate rental income while plans are designed and construction is underway. Located in one of the worlds most exclusive zip codes, nearby Venture Capital hub Sandhill Road, Stanford University & Silicon Valley. Set amid the natural beauty of Woodside, enjoy all of the renowned hiking, biking and horseback trails that make Woodside such a special place. Easy access to major commuter routes 280, 92 and 101 This is a rare opportunity to create a private estate!

2 Beds ⋅ 2 Baths ⋅ ML82064344 MLS

One of the most premier locations in Central Woodside! Within walking distance to the Town Center shops & restaurants and highly acclaimed Woodside Elementary K-8. This exceptional property is nestled on just over 4 acres (175,977sf) offering a rare combination of privacy with lovely views of the western hills. A private oasis, consisting of 3 separate cottages, offers a unique opportunity for a builder or developer to generate rental income while plans are designed and construction is underway. Located in one of the worlds most exclusive zip codes, nearby Venture Capital hub Sandhill Road, Stanford University & Silicon Valley. Set amid the natural beauty of Woodside, enjoy all of the renowned hiking, biking and horseback trails that make Woodside such a special place. Easy access to major commuter routes 280, 92 and 101 This is a rare opportunity to create a private estate!

388 Albion AVE, Woodside

Listed by Wendi Selig-Aimonetti, 650-465-5602 from Coldwell Banker Realty
(If provided) CoList: from

$4,850,000

775 West California Way is calling you home! Located in the highly regarded Woodside School District and ideally situated near Woodside Town Center, this meticulously maintained retreat has been loved by the same family for more than 50 years. Set on nearly an acre, this approx. 3,060 sq ft oasis offers 4 bedrooms, 2.5 baths, oversized garage space, abundant storage and an expansive lower-level bonus room with separate entrance. Natural light and gleaming hardwood floors fill the formal living room, dining room and family room. Create memorable meals with a Wolf cooktop, host holiday gatherings, or spend summer days around the beautiful pool. Enjoy the charm of Woodside with local favorites including Roberts Market, Roberts Hardware, Bucks Restaurant, The Village Bakery and The Village Pub nearby. Private yet convenient to San Francisco and Silicon Valley, this is more than a house - it's a place to make memories and call home!

4 Beds ⋅ 3 Baths ⋅ ML82063093 MLS

775 West California Way is calling you home! Located in the highly regarded Woodside School District and ideally situated near Woodside Town Center, this meticulously maintained retreat has been loved by the same family for more than 50 years. Set on nearly an acre, this approx. 3,060 sq ft oasis offers 4 bedrooms, 2.5 baths, oversized garage space, abundant storage and an expansive lower-level bonus room with separate entrance. Natural light and gleaming hardwood floors fill the formal living room, dining room and family room. Create memorable meals with a Wolf cooktop, host holiday gatherings, or spend summer days around the beautiful pool. Enjoy the charm of Woodside with local favorites including Roberts Market, Roberts Hardware, Bucks Restaurant, The Village Bakery and The Village Pub nearby. Private yet convenient to San Francisco and Silicon Valley, this is more than a house - it's a place to make memories and call home!

775 W California WAY, Woodside

Listed by Alex Lehr, 650-766-5300 from Guide Real Estate
(If provided) CoList: from

$3,350,000

Set on approximately one-third acre in a serene Woodside setting, 232 Highland Terrace offers privacy, distinctive architecture, and exceptional indoor/outdoor living. Mature trees frame beautifully landscaped grounds with roses and fruit trees, while expansive patios and decks capture western hill views. The updated residence is rich in character, with wide-plank hardwood floors, a soaring paneled and skylit cathedral ceiling, hand-painted tilework, a distinctive pressed-metal ceiling, and French and Dutch doors opening outdoors. Just off the foyer is an office or playroom with multiple windows and mini-split ceiling HVAC. The primary suite features a steam shower and private deck with recessed spa. An authentic-style Japanese tea house, secluded koi pond, outdoor shower, and detached studio with bath provide flexible spaces for guests, work, wellness, or creative pursuits. Plans for an expansion of the main residence have been submitted to the Town of Woodside and remain active through approximately February 2027, offering the opportunity to further enhance the property. Just minutes from Woodside Town Center and acclaimed Woodside Elementary School, this distinctive property combines privacy, character, flexibility, and convenience.

4 Beds ⋅ 3 Baths ⋅ ML82060102 MLS

Set on approximately one-third acre in a serene Woodside setting, 232 Highland Terrace offers privacy, distinctive architecture, and exceptional indoor/outdoor living. Mature trees frame beautifully landscaped grounds with roses and fruit trees, while expansive patios and decks capture western hill views. The updated residence is rich in character, with wide-plank hardwood floors, a soaring paneled and skylit cathedral ceiling, hand-painted tilework, a distinctive pressed-metal ceiling, and French and Dutch doors opening outdoors. Just off the foyer is an office or playroom with multiple windows and mini-split ceiling HVAC. The primary suite features a steam shower and private deck with recessed spa. An authentic-style Japanese tea house, secluded koi pond, outdoor shower, and detached studio with bath provide flexible spaces for guests, work, wellness, or creative pursuits. Plans for an expansion of the main residence have been submitted to the Town of Woodside and remain active through approximately February 2027, offering the opportunity to further enhance the property. Just minutes from Woodside Town Center and acclaimed Woodside Elementary School, this distinctive property combines privacy, character, flexibility, and convenience.

232 Highland TER, Woodside

Listed by Hugh Cornish, 650-619-6461 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Helen Miller from APR

$6,561,058

Set on a flat acre of gorgeously manicured grounds. This single story home borrows transitional architectural tones from the French countryside. The circular driveway leads up to a large 3 car garage. Five bedrooms that come with a separate guest house, sports court, large pool with covered grotto like spa, adjacent bath with changing room. Outdoor kitchen covered by a palapa, the perfect shade from natural elements while dining al fresco. Backyard is south facing and hosts the perfect weather all year long. The yard is an entertainers paradise. French oak engineered flooring throughout. Kitchen has an open layout with Thermador appliances and tuscan inspired limestone touches. Front living room has custom built shelving and cozy gas fireplace. Knotted Alderwood window and doors. Indoor surround sound. Generous master suite with walk in closet and wardrobes. Heated floors in bath and an oversized shower with tropical garden views. Enjoy the privacy this secluded subdivision provides. Hidden away, yet suburban enough hooked up to city sewer and close proximity to Sand Hill Road, Silicon Valley and San Francisco. Close to Menlo School, Sacred Heart Prep, Phillips Brooks, Woodside Priory amongst many other renown schools. Enjoy sunsets and the nature this lifestyle provides.

5 Beds ⋅ 5 Baths ⋅ ML82045206 MLS ⋅ Woodside Hills Association BLDG.

Set on a flat acre of gorgeously manicured grounds. This single story home borrows transitional architectural tones from the French countryside. The circular driveway leads up to a large 3 car garage. Five bedrooms that come with a separate guest house, sports court, large pool with covered grotto like spa, adjacent bath with changing room. Outdoor kitchen covered by a palapa, the perfect shade from natural elements while dining al fresco. Backyard is south facing and hosts the perfect weather all year long. The yard is an entertainers paradise. French oak engineered flooring throughout. Kitchen has an open layout with Thermador appliances and tuscan inspired limestone touches. Front living room has custom built shelving and cozy gas fireplace. Knotted Alderwood window and doors. Indoor surround sound. Generous master suite with walk in closet and wardrobes. Heated floors in bath and an oversized shower with tropical garden views. Enjoy the privacy this secluded subdivision provides. Hidden away, yet suburban enough hooked up to city sewer and close proximity to Sand Hill Road, Silicon Valley and San Francisco. Close to Menlo School, Sacred Heart Prep, Phillips Brooks, Woodside Priory amongst many other renown schools. Enjoy sunsets and the nature this lifestyle provides.

330 Ridgeway RD, Woodside

Listed by Mariana Pappalardo, 650-670-7888 from Compass
(If provided) CoList: from

Sold listing courtesy of Agnes Yu from BPRO

$5,450,000

Tucked away on a private, gated cul-de-sac, 200 Todo El Mundo in Woodside offers the perfect balance of privacy, convenience, and natural beauty. Situated on approximately 1.5 acres of flat, usable land bordered by a seasonal creek, the property features expansive front and back irrigated lawns and a peaceful, park-like setting. The European-influenced traditional 4,885-square-foot main residence is designed for effortless indoor-outdoor entertaining, with several rooms opening through French doors to two sunny decks. A dramatic living room with soaring two-story ceilings and fireplace anchors the home, complemented by a spacious family room with its own fireplace and wet bar, a cozy kitchen and a private dining room ideal for intimate gatherings. The thoughtful five-bedroom, three-and-a-half-bath layout includes a serene upper-level Primary Suite with a full bath, sauna, fireplace and walk-in closet, two additional upstairs bedrooms and two main-level bedrooms with a full bath and tub. With its proximity to Woodside Town Center, Woodside Plaza shopping, Sand Hill Road, Stanford University, and nearby freeway access to major Silicon Valley destinations, this exceptional property offers a rare opportunity to enjoy the Woodside lifestylequiet, connected, and surrounded by nature

5 Beds ⋅ 4 Baths ⋅ ML82044125 MLS

Tucked away on a private, gated cul-de-sac, 200 Todo El Mundo in Woodside offers the perfect balance of privacy, convenience, and natural beauty. Situated on approximately 1.5 acres of flat, usable land bordered by a seasonal creek, the property features expansive front and back irrigated lawns and a peaceful, park-like setting. The European-influenced traditional 4,885-square-foot main residence is designed for effortless indoor-outdoor entertaining, with several rooms opening through French doors to two sunny decks. A dramatic living room with soaring two-story ceilings and fireplace anchors the home, complemented by a spacious family room with its own fireplace and wet bar, a cozy kitchen and a private dining room ideal for intimate gatherings. The thoughtful five-bedroom, three-and-a-half-bath layout includes a serene upper-level Primary Suite with a full bath, sauna, fireplace and walk-in closet, two additional upstairs bedrooms and two main-level bedrooms with a full bath and tub. With its proximity to Woodside Town Center, Woodside Plaza shopping, Sand Hill Road, Stanford University, and nearby freeway access to major Silicon Valley destinations, this exceptional property offers a rare opportunity to enjoy the Woodside lifestylequiet, connected, and surrounded by nature

200 Todo El Mundo, Woodside

Listed by Helen Miller, 650-400-1317 from Compass
(If provided) CoList: from

Sold listing courtesy of Larry Liu from APR

$6,820,000

Serenity Hill Haven, a once-in-a-lifetime opportunity to own a stunning estate in the coveted Woodside Hills. A 6,200 sq.ft., 5-bedroom, 5.5-bathroom estate, perched on 2.180 acres & engulfs breathtaking Panoramic Bay Views. A sophisticated LR, highlighted by a fireplace & large windows that invite natural light, large walkout w/water feature & spectacular views. Separate DR & chef's eat-in kitchen, complete w/a center island & high-end Thermador appliances. The kitchen opens into a spacious FR w/another fireplace. The main level of Serenity Hill Haven boasts a luxurious Jr. suite, a convenient PR, & a separate office. The primary suite retreat features its own fireplace, walk-in closet, & a spa-like bath w/oversized tub & a separate shower. In addition there are 3 more spacious jr. suites & 5.5 bathrooms, ensuring ample space & privacy for all. The estate also includes a family/recreation room, a sauna, laundry room & lots of closet/storage space. The beautifully landscaped over 2-acre grounds include walking paths, a rear great lawn, & a large natural pond. The property features a wrap-around driveway leading to a 3-car garage w/cabinetry. Experience luxury living with stunning views & unparalleled amenities in this magnificent Woodside Hills estate.

5 Beds ⋅ 6 Baths ⋅ ML81983105 MLS

Serenity Hill Haven, a once-in-a-lifetime opportunity to own a stunning estate in the coveted Woodside Hills. A 6,200 sq.ft., 5-bedroom, 5.5-bathroom estate, perched on 2.180 acres & engulfs breathtaking Panoramic Bay Views. A sophisticated LR, highlighted by a fireplace & large windows that invite natural light, large walkout w/water feature & spectacular views. Separate DR & chef's eat-in kitchen, complete w/a center island & high-end Thermador appliances. The kitchen opens into a spacious FR w/another fireplace. The main level of Serenity Hill Haven boasts a luxurious Jr. suite, a convenient PR, & a separate office. The primary suite retreat features its own fireplace, walk-in closet, & a spa-like bath w/oversized tub & a separate shower. In addition there are 3 more spacious jr. suites & 5.5 bathrooms, ensuring ample space & privacy for all. The estate also includes a family/recreation room, a sauna, laundry room & lots of closet/storage space. The beautifully landscaped over 2-acre grounds include walking paths, a rear great lawn, & a large natural pond. The property features a wrap-around driveway leading to a 3-car garage w/cabinetry. Experience luxury living with stunning views & unparalleled amenities in this magnificent Woodside Hills estate.

7 Oak Haven WAY, Woodside

Listed by Alan Canas, 415-298-8940 from Engel & Völkers
(If provided) CoList: from

Sold listing courtesy of Susanne Bohl from RDFIN

$4,600,000

Nestled on 1.1 acres of tranquility in the exclusive enclave of Woodside, this exquisite residence promises a lifestyle of both convenience and serenity. A haven for those seeking the epitome of refinement, this home boasts a remodeled chef's kitchen adorned with ample cabinetry, top stainless appliances and honed quartzite counters. The heart of the home lies in the open kitchen-family great room with its vaulted ceiling, counter seating and breakfast nook. Three fireplaces, hardwood flooring and large windows throughout provide a light and airy ambiance of unparalleled comfort. The primary suite, with large walk-in closet and updated bath with dual sinks, is a private retreat with a sunny patio. Formal living and dining rooms present space for entertaining while the lower level bonus room provides versatile opportunities for a rec room, home office, gym or artist studio. Beyond the interior, the property offers multiple entertaining patios, lush lawn, mature trees, fruit tree orchard and backs to Menlo Country Club, ensuring a buffer of privacy. Ideal for the auto enthusiast, there is covered parking for 6 vehicles in the 3-car garage & carports. This residence transcends the ordinary, inviting discerning individuals to experience a life of unparalleled splendor in Woodside.

3 Beds ⋅ 4 Baths ⋅ ML81957056 MLS ⋅ Woodside Hills BLDG.

Nestled on 1.1 acres of tranquility in the exclusive enclave of Woodside, this exquisite residence promises a lifestyle of both convenience and serenity. A haven for those seeking the epitome of refinement, this home boasts a remodeled chef's kitchen adorned with ample cabinetry, top stainless appliances and honed quartzite counters. The heart of the home lies in the open kitchen-family great room with its vaulted ceiling, counter seating and breakfast nook. Three fireplaces, hardwood flooring and large windows throughout provide a light and airy ambiance of unparalleled comfort. The primary suite, with large walk-in closet and updated bath with dual sinks, is a private retreat with a sunny patio. Formal living and dining rooms present space for entertaining while the lower level bonus room provides versatile opportunities for a rec room, home office, gym or artist studio. Beyond the interior, the property offers multiple entertaining patios, lush lawn, mature trees, fruit tree orchard and backs to Menlo Country Club, ensuring a buffer of privacy. Ideal for the auto enthusiast, there is covered parking for 6 vehicles in the 3-car garage & carports. This residence transcends the ordinary, inviting discerning individuals to experience a life of unparalleled splendor in Woodside.

275 Woodside Dr., Woodside

Listed by Billy McNair, 650-862-3266 from Coldwell Banker Realty
(If provided) CoList: Tim Kerns from Coldwell Banker Realty

Sold listing courtesy of Vicky Yu from APR

$6,850,000

Central Woodside / Woodside Knolls beauty! 4-bd, 3.5ba, 4,000 sq ft, 1,000+ sq ft ADU, pool & spa, flat backyard with full edible garden and kennels! Huge 3-car garage with workshop. Rebuilt and added onto in 2001-2004 so looks and feels newer! This property will not disappoint!!

4 Beds ⋅ 4 Baths ⋅ ML81952476 MLS

Central Woodside / Woodside Knolls beauty! 4-bd, 3.5ba, 4,000 sq ft, 1,000+ sq ft ADU, pool & spa, flat backyard with full edible garden and kennels! Huge 3-car garage with workshop. Rebuilt and added onto in 2001-2004 so looks and feels newer! This property will not disappoint!!

240 Laning DR, Woodside

Listed by Sean Foley, 650-207-6005 from Compass
(If provided) CoList: from

Sold listing courtesy of Christina Hengehold from CBR

$8,850,000

Custom rebuilt Hidden Valley / Farm Rd estate will not disappoint! On just over 3.25-acres, this 5,253 sq ft estate home was taken down to the studs, remodeled, expanded and structurally retrofitted over the years. The main residence has a spacious office loft and 4 bedrooms, including a main-level primary suite with 2 couture closet rooms and sumptuous marble bath. The large, detached building with executive office and overhead studio guest house, each with bath and kitchenette. Spacious terrace, pool, and vast stretches of lawn intertwined with walking paths encircling the entire property. Also suitable for up to 6 horses. This magical Woodside area is just minutes to 280, Sand Hill Road, Stanford University, and excellent Portola Valley schools. Luxurious livability, acreage, privacy, and every amenity needed for today.

5 Beds ⋅ 4 Baths ⋅ ML81939228 MLS

Custom rebuilt Hidden Valley / Farm Rd estate will not disappoint! On just over 3.25-acres, this 5,253 sq ft estate home was taken down to the studs, remodeled, expanded and structurally retrofitted over the years. The main residence has a spacious office loft and 4 bedrooms, including a main-level primary suite with 2 couture closet rooms and sumptuous marble bath. The large, detached building with executive office and overhead studio guest house, each with bath and kitchenette. Spacious terrace, pool, and vast stretches of lawn intertwined with walking paths encircling the entire property. Also suitable for up to 6 horses. This magical Woodside area is just minutes to 280, Sand Hill Road, Stanford University, and excellent Portola Valley schools. Luxurious livability, acreage, privacy, and every amenity needed for today.

165 Farm RD, Woodside

Listed by Sean Foley, 650-207-6005 from Compass
(If provided) CoList: from

Sold listing courtesy of Derek Timm from DTIMM

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