Woodside CA Real Estate & Homes for Sale

Incredible Opportunity! Mostly original 3 bedroom/2 bathroom mountain cottage on a large parcel PLUS 3 ADDITIONAL parcels comprising 2 ADDITIONAL home sites (and ADU's) on over 2 beautiful acres. The 4 Assessor Parcel Numbers are: 075-181-100 (24,000 sf), 075-183-010 (18,000 sf), 075-173-110 (30,000 sf) & 075-173-120 (20,000 sf). Senate Bill 9 should assist/improve development options and opportunities. Value is in both the existing home and potential for a total of 3 houses and 3 ADU's. Many options: build out together, live in one as you build others, or keep for future use. Great for extended family or friends. Exclusive Portola Valley and Woodside Schools. The properties have bay views, Cal Water, and a nice mix of trees. Some of the parcels are accessible via Sequoia Way. First time on market in 50 years.

Incredible Opportunity! Mostly original 3 bedroom/2 bathroom mountain cottage on a large parcel PLUS 3 ADDITIONAL parcels comprising 2 ADDITIONAL home sites (and ADU's) on over 2 beautiful acres. The 4 Assessor Parcel Numbers are: 075-181-100 (24,000 sf), 075-183-010 (18,000 sf), 075-173-110 (30,000 sf) & 075-173-120 (20,000 sf). Senate Bill 9 should assist/improve development options and opportunities. Value is in both the existing home and potential for a total of 3 houses and 3 ADU's. Many options: build out together, live in one as you build others, or keep for future use. Great for extended family or friends. Exclusive Portola Valley and Woodside Schools. The properties have bay views, Cal Water, and a nice mix of trees. Some of the parcels are accessible via Sequoia Way. First time on market in 50 years.

Surrounded by nature and walking distance to downtown and the acclaimed Woodside Elementary School, this 4 bedroom, 2 bath home features an updated kitchen and updated bathrooms. The main level features an updated kitchen, living room with fire place, family room and master suite. The lower level features an additional master suite, 2 additional bedrooms and laundry room. The home is located on a quiet cul de sac in the Woodside Glens, with access to the Joan Olson Natural Preserve and trails. The home also has a 2 car garage with 2 electric vehicle hookups and an additional covered carport.

Surrounded by nature and walking distance to downtown and the acclaimed Woodside Elementary School, this 4 bedroom, 2 bath home features an updated kitchen and updated bathrooms. The main level features an updated kitchen, living room with fire place, family room and master suite. The lower level features an additional master suite, 2 additional bedrooms and laundry room. The home is located on a quiet cul de sac in the Woodside Glens, with access to the Joan Olson Natural Preserve and trails. The home also has a 2 car garage with 2 electric vehicle hookups and an additional covered carport.

This exquisite from the ground up full renovation of a single story Mid-Century Modern home boasts 3,000 sq ft of living space - including 5 bedrooms and 3 bathrooms. Situated on an approximately 1 acre lot in the highly sought after exclusive enclave of Woodside Hills, this unique residence offers expansive views of the San Francisco Bay and surrounding hillsides. The open floor plan offers the best in seamless indoor/outdoor living. The completely reconfigured Master Bedroom Suite includes a newly added en-suite bathroom with double sinks, marble tiled shower, and walk-in closet. In the center of the home you will find a chef's kitchen accented with granite and quartz countertops and top-of-the-line Thermador appliances - which opens up to an oversized family room with fireplace and a formal dining room. Yards on all sides of the home have been newly landscaped, with a natural flat green lawn which connects to a magnificent swimming pool enhanced with a blue pebble tech coating & fire pit area - great for both casual and formal entertaining. A separate free standing 3 car garage is located adjacent to the home, with a half-moon driveway with 2 entrances that accommodate multiple vehicles.

This exquisite from the ground up full renovation of a single story Mid-Century Modern home boasts 3,000 sq ft of living space - including 5 bedrooms and 3 bathrooms. Situated on an approximately 1 acre lot in the highly sought after exclusive enclave of Woodside Hills, this unique residence offers expansive views of the San Francisco Bay and surrounding hillsides. The open floor plan offers the best in seamless indoor/outdoor living. The completely reconfigured Master Bedroom Suite includes a newly added en-suite bathroom with double sinks, marble tiled shower, and walk-in closet. In the center of the home you will find a chef's kitchen accented with granite and quartz countertops and top-of-the-line Thermador appliances - which opens up to an oversized family room with fireplace and a formal dining room. Yards on all sides of the home have been newly landscaped, with a natural flat green lawn which connects to a magnificent swimming pool enhanced with a blue pebble tech coating & fire pit area - great for both casual and formal entertaining. A separate free standing 3 car garage is located adjacent to the home, with a half-moon driveway with 2 entrances that accommodate multiple vehicles.

Escape to this peaceful and picturesque property with old world charm and modern updates. The elevated lot of approximately 2.41 acres offers sweeping views of the surrounding natural beauty with beautiful gardens. The main home boasts newly painted interiors, new carpet and an updated kitchen with skylights that enhance the appeal. A large deck off the kitchen offers a perfect place for entertaining with views of the gardens. There are 4 bedrooms and 3.5 baths, a large lower level family room and entertainment area, plus a 2 bedroom 1 bath guest cottage. Classic white fences border the stalls and what could be an arena for horses if desired, and there is a tennis court on the lower level of the property. There is a pool and cabana ready for additional recreation and additional outdoor activities. Whether enjoying today or renovating for the future, this location is superb just steps from Huddart Park, 2 miles from Town Center with access to Woodside Elementary School. Welcome Home!

Escape to this peaceful and picturesque property with old world charm and modern updates. The elevated lot of approximately 2.41 acres offers sweeping views of the surrounding natural beauty with beautiful gardens. The main home boasts newly painted interiors, new carpet and an updated kitchen with skylights that enhance the appeal. A large deck off the kitchen offers a perfect place for entertaining with views of the gardens. There are 4 bedrooms and 3.5 baths, a large lower level family room and entertainment area, plus a 2 bedroom 1 bath guest cottage. Classic white fences border the stalls and what could be an arena for horses if desired, and there is a tennis court on the lower level of the property. There is a pool and cabana ready for additional recreation and additional outdoor activities. Whether enjoying today or renovating for the future, this location is superb just steps from Huddart Park, 2 miles from Town Center with access to Woodside Elementary School. Welcome Home!

Experience contemporary luxury with awe-inspiring San Francisco Bay views in a retreat setting with pool and hilltop yoga/meditation area. This fully renovated home exudes designer sophistication from a whole-home renovation blending wood, natural stone, and glass to create an organic ambiance. Sustainability shines behind the scenes with newly added solar power, 5 backup batteries and synthetic front lawn plus a dedicated farm area for crops or animals. The interior boasts European white oak floors, ultra-smooth walls, and premium finishes like Dolomite and Italian statuary marble. The open floor plan spans two levels with every room, even the primary suite's closet and bathroom, opening to a deck for fresh-air enjoyment and captivating Bay or western hill views. Located off a private road on more than 2.5 acres, this homes location is superb just 4 minutes from the town center, renowned Woodside School, and Highway 280 with access to Silicon Valley and San Francisco.

Experience contemporary luxury with awe-inspiring San Francisco Bay views in a retreat setting with pool and hilltop yoga/meditation area. This fully renovated home exudes designer sophistication from a whole-home renovation blending wood, natural stone, and glass to create an organic ambiance. Sustainability shines behind the scenes with newly added solar power, 5 backup batteries and synthetic front lawn plus a dedicated farm area for crops or animals. The interior boasts European white oak floors, ultra-smooth walls, and premium finishes like Dolomite and Italian statuary marble. The open floor plan spans two levels with every room, even the primary suite's closet and bathroom, opening to a deck for fresh-air enjoyment and captivating Bay or western hill views. Located off a private road on more than 2.5 acres, this homes location is superb just 4 minutes from the town center, renowned Woodside School, and Highway 280 with access to Silicon Valley and San Francisco.

Great opportunity for a new home on a level lot with views of Kite Hill in Woodside. Over one-third acre (16,269sf) of level land looking out to Kite Hill Wildflower Preserve. Full architectural plans approved by Town of Woodside are ready for issue of permit saving nearly a year of design time and 9 to 12 months of permitting time. Plans are for a modern farmhouse home with 3 beds, 2.5 baths and attached ADU with 1 full bathroom and large room which also could be a 4th bedroom or home office. Main home: 2,882sf, ADU 499sf, attached 2-car garage 539sf. Total footage: 3,920. Close-in location walk to the town center and acclaimed Woodside Elementary (K-8) School.

Great opportunity for a new home on a level lot with views of Kite Hill in Woodside. Over one-third acre (16,269sf) of level land looking out to Kite Hill Wildflower Preserve. Full architectural plans approved by Town of Woodside are ready for issue of permit saving nearly a year of design time and 9 to 12 months of permitting time. Plans are for a modern farmhouse home with 3 beds, 2.5 baths and attached ADU with 1 full bathroom and large room which also could be a 4th bedroom or home office. Main home: 2,882sf, ADU 499sf, attached 2-car garage 539sf. Total footage: 3,920. Close-in location walk to the town center and acclaimed Woodside Elementary (K-8) School.

A wonderful "Woodside Knolls" home with an ADU/guest house! This property was redone in 2001-2004 as the main house was taken down to the studs and expanded and the ADU/guest house was added then as well. Primary suite is upstairs with views and an additional 3-bd are downstairs with 2-full offices that could be bedrooms as well. Gorgeous backyard with large lawn, expansive patios & verdant vegetable and flowering gardens. The ADU is behind the garage with 2-large front rooms, an eat in kitchen and a full bathroom. Sparkling pool and inground Spa are behind the ADU. 1-acre parcel has both room & privacy!

481 West Maple Way, Woodside is a contemporary gem with awe-inspiring views of the western hills and Crystal Springs reservoir. This home showcases clean lines, soaring ceilings, and an abundance of glass creating a seamless integration with the outdoors. The open-concept layout is ideal for entertaining. A gourmet chef's kitchen with top-of-the-line appliances and a large center island is a focal point. The living and dining areas provide a comfortable and stylish setting from which to admire the view. The master suite is a private sanctuary with a spa-like en-suite bathroom and spacious walk-in closet. The separate studio cottage with full kitchen provides flexibility. Expansive outdoor living spaces include beautiful native plants, a large terrace for al fresco dining, an outdoor living room, soothing hot tub, and putting green. This property combines the best of both worlds serene seclusion and proximity to the vibrant amenities of Silicon Valley and top-rated schools.

481 West Maple Way, Woodside is a contemporary gem with awe-inspiring views of the western hills and Crystal Springs reservoir. This home showcases clean lines, soaring ceilings, and an abundance of glass creating a seamless integration with the outdoors. The open-concept layout is ideal for entertaining. A gourmet chef's kitchen with top-of-the-line appliances and a large center island is a focal point. The living and dining areas provide a comfortable and stylish setting from which to admire the view. The master suite is a private sanctuary with a spa-like en-suite bathroom and spacious walk-in closet. The separate studio cottage with full kitchen provides flexibility. Expansive outdoor living spaces include beautiful native plants, a large terrace for al fresco dining, an outdoor living room, soothing hot tub, and putting green. This property combines the best of both worlds serene seclusion and proximity to the vibrant amenities of Silicon Valley and top-rated schools.

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.

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.

This exceptional hilltop residence features dramatic bay views from Mt. Diablo to the coastal mountain range. The Hamptons-inspired shingle home has the ambiance of a resort retreat and the privacy that comes with being adjacent to 5000+ acres of Open Space yet minutes from the heart of Silicon Valley, A giant office suite, complete with lounge, meeting area and private deck is perfect for work from home with high speed internet access supplied by Etheric Networks. A separate library, professional gymnasium, and acres of land to run and play make this a true sanctuary for all ages.. There are 5 bedrooms and 4.5 bathrooms including a stunning master wing with a private master deck. The outdoor spaces include a pool and patio as well as 4000~ square feet of ipe deck, covered porch with fireplace, outdoor kitchen, and lovely native landscaping. Starwood is a gated private road. The end of road privacy is further enhanced by private trail access from your front door to Open Space.

This exceptional hilltop residence features dramatic bay views from Mt. Diablo to the coastal mountain range. The Hamptons-inspired shingle home has the ambiance of a resort retreat and the privacy that comes with being adjacent to 5000+ acres of Open Space yet minutes from the heart of Silicon Valley, A giant office suite, complete with lounge, meeting area and private deck is perfect for work from home with high speed internet access supplied by Etheric Networks. A separate library, professional gymnasium, and acres of land to run and play make this a true sanctuary for all ages.. There are 5 bedrooms and 4.5 bathrooms including a stunning master wing with a private master deck. The outdoor spaces include a pool and patio as well as 4000~ square feet of ipe deck, covered porch with fireplace, outdoor kitchen, and lovely native landscaping. Starwood is a gated private road. The end of road privacy is further enhanced by private trail access from your front door to Open Space.

The perfect combination of heritage redwoods and open sunny meadow provide the ideal backdrop for the authentic barn-style home. Although rustic on the outside, it is truly modern inside. This country home lives in the present, with high-end appliances, beautiful appointed bathrooms with great attention to the use of space. Features include a large family kitchen with both dining and sitting areas, a separate living room and huge multi-purpose room. The private, spaciouse master suite features rustic rough beam trusses and Australian cypress floors. The Modern Treehouse was built by Dustin Feider and his team at O2 Treehouse who have installed bespoke treehouse creations all over the world and has been featured on NBC Nightly News, Weird Homes and Australian channel 7 and features 12V lighting, a pull-out sofa bed with a queen-size memory foam mattress, and a composting toilet. There is also an additional ~1700 sq ft barn/workshop, a playhouse and chicken coop.

The perfect combination of heritage redwoods and open sunny meadow provide the ideal backdrop for the authentic barn-style home. Although rustic on the outside, it is truly modern inside. This country home lives in the present, with high-end appliances, beautiful appointed bathrooms with great attention to the use of space. Features include a large family kitchen with both dining and sitting areas, a separate living room and huge multi-purpose room. The private, spaciouse master suite features rustic rough beam trusses and Australian cypress floors. The Modern Treehouse was built by Dustin Feider and his team at O2 Treehouse who have installed bespoke treehouse creations all over the world and has been featured on NBC Nightly News, Weird Homes and Australian channel 7 and features 12V lighting, a pull-out sofa bed with a queen-size memory foam mattress, and a composting toilet. There is also an additional ~1700 sq ft barn/workshop, a playhouse and chicken coop.

Presiding over a glorious 1.36 +/- acre parcel with panoramic vistas, this quintessential Woodside Hills property provides an exciting opportunity to remodel and expand the existing 3 bed/2.5 bath residence, or design and build a sophisticated new estate in one of the most desired communities on the Peninsula. Rising gently from the street, the property climbs to a virtually flat building pad, allowing for privacy and the ability to maximize the sweeping bay, bridge, and hill views. The home is primely positioned to take advantage of the lots topography and is imbued with a sense of scale and volume, from the exposed beam vaulted ceiling and wall of windows in the living room, to the large bathrooms and closets in the two primary suites. While the neighborhood maintains a rural and genteel ambiance, the property enjoys proximity to downtown Menlo Park and Redwood City, acclaimed public and private schools, and commute routes to major employers. Realize your dream here!

Presiding over a glorious 1.36 +/- acre parcel with panoramic vistas, this quintessential Woodside Hills property provides an exciting opportunity to remodel and expand the existing 3 bed/2.5 bath residence, or design and build a sophisticated new estate in one of the most desired communities on the Peninsula. Rising gently from the street, the property climbs to a virtually flat building pad, allowing for privacy and the ability to maximize the sweeping bay, bridge, and hill views. The home is primely positioned to take advantage of the lots topography and is imbued with a sense of scale and volume, from the exposed beam vaulted ceiling and wall of windows in the living room, to the large bathrooms and closets in the two primary suites. While the neighborhood maintains a rural and genteel ambiance, the property enjoys proximity to downtown Menlo Park and Redwood City, acclaimed public and private schools, and commute routes to major employers. Realize your dream here!

Woodside Hills home has always been connected to PUBLIC SEWER SYSTEM-was never on septic system), Endless Potential for updating or perfect the way it is! 2,820 sq. ft. MOL, & building plans show a recreation room downstairs. Home has high ceilings, big rooms, 3 massive fireplaces, downslope property w/view of rolling hills, peaceful/secluded. Big 3 car garage + workshop, downstairs, recreation room staged as 2nd family room, possible 4th BR, or office, big laundry room + bathroom, could be in-law suite for guests or home schooling, what's your pleasure or imagination? Entry level boasts big living room, dining el, kitchen/family kitchen, w/grand fire place, 2 baths & Powder Rm & 3 bdrms, Original Owner selling it, roof is 12 years old MOL, decks provide views of the hills, front wrap around patio could be changed to lawn, pavers, garden or play area. This property has been lovingly maintained and now ready for your TLC. Surrounded by more expensive Pride of Ownership Homes.

Woodside Hills home has always been connected to PUBLIC SEWER SYSTEM-was never on septic system), Endless Potential for updating or perfect the way it is! 2,820 sq. ft. MOL, & building plans show a recreation room downstairs. Home has high ceilings, big rooms, 3 massive fireplaces, downslope property w/view of rolling hills, peaceful/secluded. Big 3 car garage + workshop, downstairs, recreation room staged as 2nd family room, possible 4th BR, or office, big laundry room + bathroom, could be in-law suite for guests or home schooling, what's your pleasure or imagination? Entry level boasts big living room, dining el, kitchen/family kitchen, w/grand fire place, 2 baths & Powder Rm & 3 bdrms, Original Owner selling it, roof is 12 years old MOL, decks provide views of the hills, front wrap around patio could be changed to lawn, pavers, garden or play area. This property has been lovingly maintained and now ready for your TLC. Surrounded by more expensive Pride of Ownership Homes.