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$4,550,000

An exceptional estate and opportunity nestled at the end of a serene private cul-de-sac in central Woodside. This expansive 3-acre property boasts its own vineyard and bay views. The 3,590 square foot home features 5 bedrooms and 4 bathrooms, providing ample space for family and guests with amenities like an additional kitchenette upstairs and dedicated laundry room. The kitchen is equipped with high-end stainless steel appliances, perfect for gourmet cooking, and the formal dining room, complete with built-in cabinets, adds an elegant touch for entertaining. Each level of the home includes a primary suite, offering flexibility and comfort for multi-generational living. With the potential to split into two parcels under SB9, you can remodel, build new, or develop additional properties-the possibilities are endless! Enjoy the convenience of walking to local favorites such as Robert's Market, Buck's, the bakery, and Woodside Elementary. The welcoming circular driveway leads to a 3-car garage. Located in the highly-rated Woodside Elementary School district, this unique property offers a rare combination of luxury, convenience, and potential for future development.

5 Beds ⋅ 4 Baths ⋅ ML81975816 MLS

An exceptional estate and opportunity nestled at the end of a serene private cul-de-sac in central Woodside. This expansive 3-acre property boasts its own vineyard and bay views. The 3,590 square foot home features 5 bedrooms and 4 bathrooms, providing ample space for family and guests with amenities like an additional kitchenette upstairs and dedicated laundry room. The kitchen is equipped with high-end stainless steel appliances, perfect for gourmet cooking, and the formal dining room, complete with built-in cabinets, adds an elegant touch for entertaining. Each level of the home includes a primary suite, offering flexibility and comfort for multi-generational living. With the potential to split into two parcels under SB9, you can remodel, build new, or develop additional properties-the possibilities are endless! Enjoy the convenience of walking to local favorites such as Robert's Market, Buck's, the bakery, and Woodside Elementary. The welcoming circular driveway leads to a 3-car garage. Located in the highly-rated Woodside Elementary School district, this unique property offers a rare combination of luxury, convenience, and potential for future development.

50 Haciendas DR, Woodside

Listed by Bob Johnston, 650-400-5039 from Coldwell Banker Realty
(If provided) CoList: Francesca Lampert from Coldwell Banker Realty

Sold listing courtesy of Leika Kejriwal from APR

$2,500,000

This spacious ranch home offers exceptional living on a beautiful lot with a gentle slope and a serene koi pond with a waterfall. The two-car garage, located at the back, has potential for conversion into an ADU. The home features four bedrooms, with one closet converted into an office and another into a hobby room. Nearly every room has outdoor access, enhancing indoor-outdoor living. The master bedroom includes a skylight and private garden access, with a master bath featuring double sinks, a jetted tub, a garden view, and a steam shower. Two additional bathrooms have convenient stall showers. Hardwood floors add elegance, while new carpeting in the living and dining rooms adds coziness. The large kitchen and family area, with two full-size refrigerators and a wine refrigerator, offers ample space for cooking and entertaining, with easy access to the side patio, front, and garage. Situated on a quiet cul-de-sac, just half a mile north of the 84 & Skyline intersection, this home combines comfort and nature, providing a peaceful and private environment. This is in a micro climate called the Banana Belt. (good weather)

4 Beds ⋅ 3 Baths ⋅ ML81975433 MLS

This spacious ranch home offers exceptional living on a beautiful lot with a gentle slope and a serene koi pond with a waterfall. The two-car garage, located at the back, has potential for conversion into an ADU. The home features four bedrooms, with one closet converted into an office and another into a hobby room. Nearly every room has outdoor access, enhancing indoor-outdoor living. The master bedroom includes a skylight and private garden access, with a master bath featuring double sinks, a jetted tub, a garden view, and a steam shower. Two additional bathrooms have convenient stall showers. Hardwood floors add elegance, while new carpeting in the living and dining rooms adds coziness. The large kitchen and family area, with two full-size refrigerators and a wine refrigerator, offers ample space for cooking and entertaining, with easy access to the side patio, front, and garage. Situated on a quiet cul-de-sac, just half a mile north of the 84 & Skyline intersection, this home combines comfort and nature, providing a peaceful and private environment. This is in a micro climate called the Banana Belt. (good weather)

25 Morse LN, Woodside

Listed by Nancy Palmer, 650-492-0200 from The Agency
(If provided) CoList: from

Sold listing courtesy of Rita Tang from YT62N

$4,950,000

Central Woodside Oasis with Resort-Like Amenities. Located in Central Woodside within the esteemed Tripp Road neighborhood, this cherished property presents indoor/outdoor living in a glorious setting on more than one acre. Owned by the same family for 63 years, the home has been beautifully updated over the years with an organic designer style that includes oak and hickory floors, knotty alder cabinetry, and towering paneled wood ceilings. Almost every room opens to the grounds where a resort-inspired setting amid 200-year-old redwood trees unfolds with a sun-swept pool, secluded barn, putting green, and sport court. The home spans one level, with just a few steps between some rooms, and is filled with natural light from walls of glass and numerous skylights. A spacious formal living room & formal dining room are complemented by a fabulous chefs kitchen & open family room, where a secret door leads to the oversized primary suite with ample space for a nursery, office, and/or fitness center. In a separate wing of the home, there are two additional en suite bedrooms plus a fourth bedroom customized for an office. All around is the beauty of the setting in secluded privacy, yet close to town center and Woodside School, plus proximity to renowned scenic hiking and biking trails.

4 Beds ⋅ 4 Baths ⋅ ML81973865 MLS

Central Woodside Oasis with Resort-Like Amenities. Located in Central Woodside within the esteemed Tripp Road neighborhood, this cherished property presents indoor/outdoor living in a glorious setting on more than one acre. Owned by the same family for 63 years, the home has been beautifully updated over the years with an organic designer style that includes oak and hickory floors, knotty alder cabinetry, and towering paneled wood ceilings. Almost every room opens to the grounds where a resort-inspired setting amid 200-year-old redwood trees unfolds with a sun-swept pool, secluded barn, putting green, and sport court. The home spans one level, with just a few steps between some rooms, and is filled with natural light from walls of glass and numerous skylights. A spacious formal living room & formal dining room are complemented by a fabulous chefs kitchen & open family room, where a secret door leads to the oversized primary suite with ample space for a nursery, office, and/or fitness center. In a separate wing of the home, there are two additional en suite bedrooms plus a fourth bedroom customized for an office. All around is the beauty of the setting in secluded privacy, yet close to town center and Woodside School, plus proximity to renowned scenic hiking and biking trails.

430 Summit Springs RD, Woodside

Listed by Erika Demma, 650-740-2970 from Compass
(If provided) CoList: Hugh Cornish from Coldwell Banker Realty

Sold listing courtesy of Kimm Terpening from COMPS

$5,000,000

This home has it all with close-in Woodside Glens convenience, entirely rebuilt luxury, and a glorious setting with over one-third acre of level grounds and Western hill views. Authentic Craftsman style is exemplified by peaked rooflines and a series of classic tapered columns that wrap around the inviting covered porch. Designed for seamless indoor/outdoor living, the setting is remarkable, featuring fully usable grounds for leisure, sports, and wellness in complete privacy. Rebuilt from the ground up in 2011, this two-story home exudes classic elegance with hardwood and travertine floors, refined millwork, and an expansive great room alongside a formal living room. Personal accommodations include 4 bedrooms, an office, plus 3.5 baths. On the main level, two bedrooms share a bath, while the primary and secondary suites are located upstairs. Bathrooms are beautifully appointed, each with fixed rain and hand-held sprays, and the primary suite includes the added luxury of heated floors. Additional highlights encompass owned solar panels, a rare attached 3-car garage, and potential for a pool and Accessory Dwelling Unit. The home's proximity to the town center and acclaimed Woodside School completes the picture.

4 Beds ⋅ 4 Baths ⋅ ML81973117 MLS

This home has it all with close-in Woodside Glens convenience, entirely rebuilt luxury, and a glorious setting with over one-third acre of level grounds and Western hill views. Authentic Craftsman style is exemplified by peaked rooflines and a series of classic tapered columns that wrap around the inviting covered porch. Designed for seamless indoor/outdoor living, the setting is remarkable, featuring fully usable grounds for leisure, sports, and wellness in complete privacy. Rebuilt from the ground up in 2011, this two-story home exudes classic elegance with hardwood and travertine floors, refined millwork, and an expansive great room alongside a formal living room. Personal accommodations include 4 bedrooms, an office, plus 3.5 baths. On the main level, two bedrooms share a bath, while the primary and secondary suites are located upstairs. Bathrooms are beautifully appointed, each with fixed rain and hand-held sprays, and the primary suite includes the added luxury of heated floors. Additional highlights encompass owned solar panels, a rare attached 3-car garage, and potential for a pool and Accessory Dwelling Unit. The home's proximity to the town center and acclaimed Woodside School completes the picture.

115 Highland TER, Woodside

Listed by Erika Demma, 650-740-2970 from Compass
(If provided) CoList: from

Sold listing courtesy of Deborah Kehrberg from APR

$3,478,000

Located in the highly desirable Woodside Heights on a vast 41,000 sq ft lot! Featuring an open concept floor plan, soaring ceilings and an abundance of natural light this 4 bedroom, 3 bathroom, 2,990 sq ft villa sets the stage for gracious living and entertaining! Formal living room, fireplace and custom cabinets with access to the beautiful stone terrace. The large kitchen with dining bar opens to an inviting family room and adjacent spacious dining room. Paces away you have a separate laundry room, perfectly placed space for a home gym and beautiful wine cellar. Rounding out this level is a wonderful library/office and full bathroom. Just upstairs you have a private and spacious primary suite retreat with walk-in closet and spa-like bath! Down the hall, three additional bedrooms share a full hall bathroom. Relax or entertain outside in the elaborate yard with lush mature, landscaping boasting sweeping views and several seating areas. Located just minutes to Town Center, great schools and streamlined commute routes!

4 Beds ⋅ 3 Baths ⋅ ML81969487 MLS

Located in the highly desirable Woodside Heights on a vast 41,000 sq ft lot! Featuring an open concept floor plan, soaring ceilings and an abundance of natural light this 4 bedroom, 3 bathroom, 2,990 sq ft villa sets the stage for gracious living and entertaining! Formal living room, fireplace and custom cabinets with access to the beautiful stone terrace. The large kitchen with dining bar opens to an inviting family room and adjacent spacious dining room. Paces away you have a separate laundry room, perfectly placed space for a home gym and beautiful wine cellar. Rounding out this level is a wonderful library/office and full bathroom. Just upstairs you have a private and spacious primary suite retreat with walk-in closet and spa-like bath! Down the hall, three additional bedrooms share a full hall bathroom. Relax or entertain outside in the elaborate yard with lush mature, landscaping boasting sweeping views and several seating areas. Located just minutes to Town Center, great schools and streamlined commute routes!

880 High RD, Woodside

Listed by John Shroyer, 650-787-2121 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Cynthia Kodweis from APR

$1,935,000

Welcome to tranquil home with an ocean view among the lush Redwood Forest off Skyline Blvd. in Woodside! Located about 15 minutes from HWY92, less than a minute from Kings Mt Road, you'll enjoy winding down on the multi-level deck on a warm afternoon or next to a cozy fire on a cold brisk night. Oak hardwood flooring throughout the main home with vaulted ceilings adding lots of natural light. The kitchen is equipped for a chef with a Wolf gas range, new quartz countertops, stainless steel sink, and goose neck faucet. The main house has 3 Bedrooms and 2.5 Baths encompassing 2,260sf of the 3,180 total including the dining room, 2 office spaces, a laundry room, and walk-in closet. The secondary unit is situated on the bottom floor with its own private deck, separate laundry, and walk-in closet in the primary bedroom. At 920sf there is plenty of space in the ADU; 2 Bedrooms and 1 Bathroom. New quarts counter tops and appliances, stainless steel sink and faucet. Motivated Seller

5 Beds ⋅ 4 Baths ⋅ ML81949920 MLS

Welcome to tranquil home with an ocean view among the lush Redwood Forest off Skyline Blvd. in Woodside! Located about 15 minutes from HWY92, less than a minute from Kings Mt Road, you'll enjoy winding down on the multi-level deck on a warm afternoon or next to a cozy fire on a cold brisk night. Oak hardwood flooring throughout the main home with vaulted ceilings adding lots of natural light. The kitchen is equipped for a chef with a Wolf gas range, new quartz countertops, stainless steel sink, and goose neck faucet. The main house has 3 Bedrooms and 2.5 Baths encompassing 2,260sf of the 3,180 total including the dining room, 2 office spaces, a laundry room, and walk-in closet. The secondary unit is situated on the bottom floor with its own private deck, separate laundry, and walk-in closet in the primary bedroom. At 920sf there is plenty of space in the ADU; 2 Bedrooms and 1 Bathroom. New quarts counter tops and appliances, stainless steel sink and faucet. Motivated Seller

14732 Skyline BLVD, Woodside

Listed by Angela Burnett, 650-743-4950 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Allen Nazari from PKLNC

$13,000,000

Situated in the heart of premier central Woodside, this magnificent estate combines the elegance of a classic country manor with boundless possibilities to live the lifestyle of your dreams. This is a rare opportunity to obtain a spacious & versatile home on a large, 3-acre plot of prime, level land just one-half mile from Woodside Town Center. The property is replete with resort-style amenities catering to a variety of alluring lifestyles, including outdoor living, entertaining, fitness, equestrian pursuits, gardening, & farm-to-table dining. Estate features a spacious main residence with classic Tudor architecture. Other rooms provide flexible space for additional offices, fitness rooms, & recreation. Tucked away on the lower level is an extraordinary 3,000-bottle wine cellar designed in European fashion with a dining & tasting area to uniquely entertain guests. Extensive grounds also include a magnificent, recently built barn with 4 stalls for horses, 2 work rooms, restroom, & extra space to store a horse trailer, extensive patio with bbq area, pergola, social fire pit surrounding a newly refinished pool & spa. An ideal retreat for the quintessential Woodside lifestyle, this exceptional property's offering of luxury, amenities, size, & location won't soon be seen again.

4 Beds ⋅ 5 Baths ⋅ ML81967051 MLS

Situated in the heart of premier central Woodside, this magnificent estate combines the elegance of a classic country manor with boundless possibilities to live the lifestyle of your dreams. This is a rare opportunity to obtain a spacious & versatile home on a large, 3-acre plot of prime, level land just one-half mile from Woodside Town Center. The property is replete with resort-style amenities catering to a variety of alluring lifestyles, including outdoor living, entertaining, fitness, equestrian pursuits, gardening, & farm-to-table dining. Estate features a spacious main residence with classic Tudor architecture. Other rooms provide flexible space for additional offices, fitness rooms, & recreation. Tucked away on the lower level is an extraordinary 3,000-bottle wine cellar designed in European fashion with a dining & tasting area to uniquely entertain guests. Extensive grounds also include a magnificent, recently built barn with 4 stalls for horses, 2 work rooms, restroom, & extra space to store a horse trailer, extensive patio with bbq area, pergola, social fire pit surrounding a newly refinished pool & spa. An ideal retreat for the quintessential Woodside lifestyle, this exceptional property's offering of luxury, amenities, size, & location won't soon be seen again.

1210 Canada RD, Woodside

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

Sold listing courtesy of Michael Warren from COMPS

$5,800,000

An exquisite modern farmhouse in Woodside, where luxury, comfort & functionality blend seamlessly amongst the verdant setting. Bordering Open Space & spanning over 3,800 sq ft & 1.5 acres, this stunning estate offers an unparalleled retreat with breathtaking views & top-notch amenities. Every bedroom is a private sanctuary with ensuite bathroom. The primary suite is a true oasis featuring a fireplace, custom walk-in closet & a spa-like bathroom with a BainUltra freestanding tub & walk-in shower. The gourmet kitchen is equipped with a Viking Tuscany range, marble countertops & chef favorites such as a built-in espresso machine, pot filler, microwave drawer, wine fridge & pantry. A statement temperature-controlled wine room, conveniently located off the kitchen, is perfect for wine enthusiasts. Elegant elements throughout include floor-to-ceiling windows throughout, trim & wall detailing, electric linen blinds, built-in Sonos system & designer fixtures. The 6+ car garage with a workshop & soaring ceilings is a dream come true for car aficionados. Outdoor serenity is epitomized by the center courtyard adorned with a koi pond & cascading waterfall. The surrounding low-maintenance landscaping & garden beds further enhance the natural beauty. Woodside Elementary.

4 Beds ⋅ 6 Baths ⋅ ML81966880 MLS

An exquisite modern farmhouse in Woodside, where luxury, comfort & functionality blend seamlessly amongst the verdant setting. Bordering Open Space & spanning over 3,800 sq ft & 1.5 acres, this stunning estate offers an unparalleled retreat with breathtaking views & top-notch amenities. Every bedroom is a private sanctuary with ensuite bathroom. The primary suite is a true oasis featuring a fireplace, custom walk-in closet & a spa-like bathroom with a BainUltra freestanding tub & walk-in shower. The gourmet kitchen is equipped with a Viking Tuscany range, marble countertops & chef favorites such as a built-in espresso machine, pot filler, microwave drawer, wine fridge & pantry. A statement temperature-controlled wine room, conveniently located off the kitchen, is perfect for wine enthusiasts. Elegant elements throughout include floor-to-ceiling windows throughout, trim & wall detailing, electric linen blinds, built-in Sonos system & designer fixtures. The 6+ car garage with a workshop & soaring ceilings is a dream come true for car aficionados. Outdoor serenity is epitomized by the center courtyard adorned with a koi pond & cascading waterfall. The surrounding low-maintenance landscaping & garden beds further enhance the natural beauty. Woodside Elementary.

595 Summit Springs RD, Woodside

Listed by Bob Johnston, 650-400-5039 from Coldwell Banker Realty
(If provided) CoList: Francesca Lampert from Coldwell Banker Realty

Sold listing courtesy of Marc Roos from SGP

$5,875,000

Contemporary luxury with breathtaking San Francisco Bay views in Central Woodside. Extensively renovated open concept design on two levels, including modern kitchen, white oak floors, new metal roof, and designer baths. Tesla solar power, 5 battery backups, EV charging, and synthetic lawn. Every room opens to a deck for Bay or western hill views or just the natural beauty of the surrounding grounds. Elevated and private pool plus meditation/yoga area with sweeping views. Separately fenced farm with large barn and space for animals or garden. Direct access to hiking and equestrian trails at Wunderlich County Park. Excellent Woodside Elementary School (K-8). Recent upgrades over 500K of improvements including new standing seam metal roof, solar system & storage, HVAC systems, structural upgrades, plumbing, home A/V systems. Every detail updated and ready to be enjoyed!

5 Beds ⋅ 3 Baths ⋅ ML81966535 MLS

Contemporary luxury with breathtaking San Francisco Bay views in Central Woodside. Extensively renovated open concept design on two levels, including modern kitchen, white oak floors, new metal roof, and designer baths. Tesla solar power, 5 battery backups, EV charging, and synthetic lawn. Every room opens to a deck for Bay or western hill views or just the natural beauty of the surrounding grounds. Elevated and private pool plus meditation/yoga area with sweeping views. Separately fenced farm with large barn and space for animals or garden. Direct access to hiking and equestrian trails at Wunderlich County Park. Excellent Woodside Elementary School (K-8). Recent upgrades over 500K of improvements including new standing seam metal roof, solar system & storage, HVAC systems, structural upgrades, plumbing, home A/V systems. Every detail updated and ready to be enjoyed!

15 Oakhill DR, Woodside

Listed by Scott Dancer, 650-888-8199 from Compass
(If provided) CoList: from

Sold listing courtesy of Rachel Zhang from COMPS

$5,200,000

Rare new-build contemporary in Woodside! Designed by Steve Simpson/SDG Architecture and built by Milne Design and Build, both know for attention to detail, this spectacular dream home provides your own private sanctuary. Its total livable area of 3,875 sf, is comprised of a two story 4 BR / 4.5 BA Main Home (approx 3,175 sf) with an artful blend of wood finishes, large windows and dark steel beams. Its main level open floor plan has a large chefs kitchen connected to a light-filled living room and dining area and also features a separate office which can double as the fourth bedroom. A lower level boasts three additional bedrooms, including a large primary suite, walk-in closet, soaking tub, shower and dual sinks and a spacious laundry room. The main home also has a coveted attached two-car garage (approx 465 sf) along with several additional off street parking areas. An adjacent detached two level 1 BR/1BA Guest House (approx 700 sf) has a full kitchen and guest suite, lower bedroom and covered exercise patio, providing perfect optionality for a remote office, hosting visitors or indoor/outdoor exercising. The property is situated on a less traveled one way street within walking distance to Town Center shops, restaurants and the acclaimed Woodside School (pre-K to 8th)

5 Beds ⋅ 6 Baths ⋅ ML81966423 MLS

Rare new-build contemporary in Woodside! Designed by Steve Simpson/SDG Architecture and built by Milne Design and Build, both know for attention to detail, this spectacular dream home provides your own private sanctuary. Its total livable area of 3,875 sf, is comprised of a two story 4 BR / 4.5 BA Main Home (approx 3,175 sf) with an artful blend of wood finishes, large windows and dark steel beams. Its main level open floor plan has a large chefs kitchen connected to a light-filled living room and dining area and also features a separate office which can double as the fourth bedroom. A lower level boasts three additional bedrooms, including a large primary suite, walk-in closet, soaking tub, shower and dual sinks and a spacious laundry room. The main home also has a coveted attached two-car garage (approx 465 sf) along with several additional off street parking areas. An adjacent detached two level 1 BR/1BA Guest House (approx 700 sf) has a full kitchen and guest suite, lower bedroom and covered exercise patio, providing perfect optionality for a remote office, hosting visitors or indoor/outdoor exercising. The property is situated on a less traveled one way street within walking distance to Town Center shops, restaurants and the acclaimed Woodside School (pre-K to 8th)

327 Hillside DR, Woodside

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

Sold listing courtesy of Helen Miller from APR

$6,900,000

Enjoy sweeping Western Hill VIEWS from this gorgeous turnkey Cape Cod style home in the Woodside Elementary School district ! Resort like living awaits with a sparkling infinity POOL & spa, picturesque pinot noir VINEYARD & bucolic horse pasture. Entertain in the gorgeous POOL CABANA w/ kitchenette, full bathroom & sauna, surrounded by a beautiful huge brick patio. The home features elegant & spacious separate Living and Dining rooms, gourmet Kitchen with vaulted ceiling adjacent to cozy Fam Rm --all with outstanding VIEWS! Large separate office. Luxurious, MAIN level primary suite with gorgeous white marble bathroom, huge walk-in closet and more views! Rich hardwood, French doors, Carrera marble, custom cabinetry throughout. 5 CAR GARAGE--2 car attached +3 car NEW detached garage. HUGE deck off all main rooms overlooks the Western Hills. This is an exceptional home and property !

4 Beds ⋅ 5 Baths ⋅ ML81965664 MLS

Enjoy sweeping Western Hill VIEWS from this gorgeous turnkey Cape Cod style home in the Woodside Elementary School district ! Resort like living awaits with a sparkling infinity POOL & spa, picturesque pinot noir VINEYARD & bucolic horse pasture. Entertain in the gorgeous POOL CABANA w/ kitchenette, full bathroom & sauna, surrounded by a beautiful huge brick patio. The home features elegant & spacious separate Living and Dining rooms, gourmet Kitchen with vaulted ceiling adjacent to cozy Fam Rm --all with outstanding VIEWS! Large separate office. Luxurious, MAIN level primary suite with gorgeous white marble bathroom, huge walk-in closet and more views! Rich hardwood, French doors, Carrera marble, custom cabinetry throughout. 5 CAR GARAGE--2 car attached +3 car NEW detached garage. HUGE deck off all main rooms overlooks the Western Hills. This is an exceptional home and property !

1075 Godetia DR, Woodside

Listed by Liz Daschbach, 650-207-0781 from Compass
(If provided) CoList: from

Sold listing courtesy of Lynn Wilson Roberts from APR

$2,400,000

Contemporary with clean lines and total privacy, secluded in the redwoods on 5.6 acres just off Skyline with midway convenience to either Highway 92 or Woodside Road. Absolute privacy and most recently used as a professional recording studio. 3 beds plus an office or reading room with flexible use. Living room open to adjacent step up dining room just off the formal entry. Spacious kitchen with gas cooktop in the island, a large oven with microwave above, side by side refrigerator/freezer and nearby laundry room. The kitchen, informal dining, and family room are open to walls of glass overlooking the forest with access to the patio deck. Large primary suite with custom closet system and modern sleek bathroom. Significant backup generator in the event of power outages. Acclaimed Woodside Elementary School. Miles of hiking trails all around.

3 Beds ⋅ 3 Baths ⋅ ML81964411 MLS

Contemporary with clean lines and total privacy, secluded in the redwoods on 5.6 acres just off Skyline with midway convenience to either Highway 92 or Woodside Road. Absolute privacy and most recently used as a professional recording studio. 3 beds plus an office or reading room with flexible use. Living room open to adjacent step up dining room just off the formal entry. Spacious kitchen with gas cooktop in the island, a large oven with microwave above, side by side refrigerator/freezer and nearby laundry room. The kitchen, informal dining, and family room are open to walls of glass overlooking the forest with access to the patio deck. Large primary suite with custom closet system and modern sleek bathroom. Significant backup generator in the event of power outages. Acclaimed Woodside Elementary School. Miles of hiking trails all around.

4 Blue Jay WAY, Woodside

Listed by Scott Dancer, 650-888-8199 from Compass
(If provided) CoList: from

Sold listing courtesy of Russell Vavuris from TODAY

$7,800,000

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

$2,915,000

Expanded by home owner to 2,479sq feet. This beautiful mission style, four bedroom smart home was built for both luxurious entertainment and family fun. From the imported knotty alder doors to the 50 speaker home entertainment system, attention has been given to each detail. A residence door separates the front house from the bedrooms for privacy. Enter through the double door to an open kitchen and dining which area leads into a sitting room and large office. The full guest bath features an exquisite Orinoco granite slab shower while the living room centers around the gorgeous wood burning fireplace. Behind the residence door are three bedrooms, two baths, a nursery/multi-use room and a dog run. The master bath boasts exotic Tanzanian Onyx stone slabs and an oversized Moen spa shower. The kids' bath has Alaskan white granite and an extra long jet tub. Nestled up against the Santa Cruz mountains just above Silicon Valley, with easy access to San Francisco, San Jose and Palo Alto, Woodside boasts California's top elementary school with 11 students per teacher.

4 Beds ⋅ 3 Baths ⋅ ML81960256 MLS

Expanded by home owner to 2,479sq feet. This beautiful mission style, four bedroom smart home was built for both luxurious entertainment and family fun. From the imported knotty alder doors to the 50 speaker home entertainment system, attention has been given to each detail. A residence door separates the front house from the bedrooms for privacy. Enter through the double door to an open kitchen and dining which area leads into a sitting room and large office. The full guest bath features an exquisite Orinoco granite slab shower while the living room centers around the gorgeous wood burning fireplace. Behind the residence door are three bedrooms, two baths, a nursery/multi-use room and a dog run. The master bath boasts exotic Tanzanian Onyx stone slabs and an oversized Moen spa shower. The kids' bath has Alaskan white granite and an extra long jet tub. Nestled up against the Santa Cruz mountains just above Silicon Valley, with easy access to San Francisco, San Jose and Palo Alto, Woodside boasts California's top elementary school with 11 students per teacher.

4 Palm Circle RD, Woodside

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

Sold listing courtesy of Lihong Zhong from GNVR

$5,200,000

Welcome to Woodside Whisper, a fully gated property stands as an epitome of refined luxury & tranquil living.This distinguished single-family home spans across 4050 square feet of meticulously crafted living space on a 1 acre parcel. Boasting 4 spacious beds & 4.5 baths, this residence offers ample room for both relaxation & entertainment. Upon entering, guests are greeted by an inviting formal entrance characterized by abundant natural light & tasteful finishes. The gourmet kitchen, equipped w/high-end appliances & custom cabinetry, serves as the heart of the home, inspiring culinary creativity & gatherings. The primary suite exudes sophistication & serenity, featuring a luxurious en-suite bath w/huge walk-in closet. Additional bedrooms offer comfort & privacy, each thoughtfully appointed to ensure restful nights & rejuvenating mornings. Get your game on at the on-site sports court, perfect for basketball, pickleball, or tennis. Post-match, plunge into the saltwater pool or jacuzzi, or detox in the outdoor sauna it's wellness on your doorstep. The outdoor space is a dreamy landscape for enjoying the Californian sunshine. Chill on the vast patios, gather around the fire pit under the stars, or wander through the lush gardens it's all about serene outdoor living.

4 Beds ⋅ 6 Baths ⋅ ML81960173 MLS

Welcome to Woodside Whisper, a fully gated property stands as an epitome of refined luxury & tranquil living.This distinguished single-family home spans across 4050 square feet of meticulously crafted living space on a 1 acre parcel. Boasting 4 spacious beds & 4.5 baths, this residence offers ample room for both relaxation & entertainment. Upon entering, guests are greeted by an inviting formal entrance characterized by abundant natural light & tasteful finishes. The gourmet kitchen, equipped w/high-end appliances & custom cabinetry, serves as the heart of the home, inspiring culinary creativity & gatherings. The primary suite exudes sophistication & serenity, featuring a luxurious en-suite bath w/huge walk-in closet. Additional bedrooms offer comfort & privacy, each thoughtfully appointed to ensure restful nights & rejuvenating mornings. Get your game on at the on-site sports court, perfect for basketball, pickleball, or tennis. Post-match, plunge into the saltwater pool or jacuzzi, or detox in the outdoor sauna it's wellness on your doorstep. The outdoor space is a dreamy landscape for enjoying the Californian sunshine. Chill on the vast patios, gather around the fire pit under the stars, or wander through the lush gardens it's all about serene outdoor living.

165 Woodside DR, Woodside

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

Sold listing courtesy of Syed Baqar from MXR

$5,500,000

3 acres in a superb close-in location with a wonderful combination of mid-century aesthetics and country amenities. Sleek and expanded main home has tile and hardwood floors, grand main living room, formal dining room, and eat-in kitchen with high-end Wolf and Sub-Zero appliances. 3 bedroom suites on the main level including primary suite with private office, plus lower-level suite with outside entrance and 2-bedroom, 1-bath Accessory Dwelling Unit with full kitchen and private garage. Pool, poolside recreation room, changing room with bath, large barn, solar-powered electricity, and beautiful serene grounds. Less than one mile from acclaimed Woodside School (K-8) and from trailhead access to 974-acre Huddart Park with miles of horse and walking trails.

4 Beds ⋅ 5 Baths ⋅ ML81959261 MLS

3 acres in a superb close-in location with a wonderful combination of mid-century aesthetics and country amenities. Sleek and expanded main home has tile and hardwood floors, grand main living room, formal dining room, and eat-in kitchen with high-end Wolf and Sub-Zero appliances. 3 bedroom suites on the main level including primary suite with private office, plus lower-level suite with outside entrance and 2-bedroom, 1-bath Accessory Dwelling Unit with full kitchen and private garage. Pool, poolside recreation room, changing room with bath, large barn, solar-powered electricity, and beautiful serene grounds. Less than one mile from acclaimed Woodside School (K-8) and from trailhead access to 974-acre Huddart Park with miles of horse and walking trails.

259 Kings Mountain RD, Woodside

Listed by Scott Dancer, 650-888-8199 from Compass
(If provided) CoList: from

Sold listing courtesy of Dana Cappiello from SIR

$2,200,000

Enjoy the relaxing ambiance of this custom home located in the redwoods above Woodside. This beautiful residence and its' surrounding garden is a perfect place for tranquility. Tastefully updated, home rests on .88 acres. Natural illumination from large windows & skylights flood the home in beautiful light. An open concept main level floor plan creates gathering areas that connect seamlessly to the chef-inspired kitchen featuring a suite of stainless appliances including a 48" Thermador range. Harwood floors run throughout the 2 level home & high, open beam ceilings accentuate this outstanding residence. There is an en-suite bedroom on the main floor, 3 additional bedrooms on the 2nd floor along with a stunning bath. A spacious family room, separate mudroom, laundry & surrounding decks are all additional features of this hi end home that is surrounded by a beautiful garden. Charming separate Artist studio, large decks, basement, storage sheds too. Seller is the Agent .DISCLOSURES AT ...https://app.disclosures.io/link/368-Ridge-Road-ulp04l2i

4 Beds ⋅ 2 Baths ⋅ ML81958417 MLS

Enjoy the relaxing ambiance of this custom home located in the redwoods above Woodside. This beautiful residence and its' surrounding garden is a perfect place for tranquility. Tastefully updated, home rests on .88 acres. Natural illumination from large windows & skylights flood the home in beautiful light. An open concept main level floor plan creates gathering areas that connect seamlessly to the chef-inspired kitchen featuring a suite of stainless appliances including a 48" Thermador range. Harwood floors run throughout the 2 level home & high, open beam ceilings accentuate this outstanding residence. There is an en-suite bedroom on the main floor, 3 additional bedrooms on the 2nd floor along with a stunning bath. A spacious family room, separate mudroom, laundry & surrounding decks are all additional features of this hi end home that is surrounded by a beautiful garden. Charming separate Artist studio, large decks, basement, storage sheds too. Seller is the Agent .DISCLOSURES AT ...https://app.disclosures.io/link/368-Ridge-Road-ulp04l2i

368 Ridge RD, Woodside

Listed by Valerie Trenter, 650-888-6930 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Bonnie Romo from 01TWNO01

$6,600,000

Wonderful sun-filled home on 1+ acre with STUNNING Western Hill VIEWS just blocks from downtown Woodside!! Within the serene embrace of a Cabernet vineyard, this enchanting Santa Barbara style home offers a unique blend of elegance and tranquility. Spanning just over one acre with western hill views, the home is predominantly arranged on one level with a spacious primary suite and office area comprising the upper level. French doors open at every turn to three separate courtyards, including a central one with sparkling pool. Natural wood ceilings in herringbone pattern are a focal point, and Spanish tile floors inside and out exemplify the Santa Barbara style. The natural beauty of the surroundings and the expansive vineyard wrap around the home creating a coveted setting that is classic Woodside. Highly acclaimed Woodside School.

4 Beds ⋅ 4 Baths ⋅ ML81957859 MLS

Wonderful sun-filled home on 1+ acre with STUNNING Western Hill VIEWS just blocks from downtown Woodside!! Within the serene embrace of a Cabernet vineyard, this enchanting Santa Barbara style home offers a unique blend of elegance and tranquility. Spanning just over one acre with western hill views, the home is predominantly arranged on one level with a spacious primary suite and office area comprising the upper level. French doors open at every turn to three separate courtyards, including a central one with sparkling pool. Natural wood ceilings in herringbone pattern are a focal point, and Spanish tile floors inside and out exemplify the Santa Barbara style. The natural beauty of the surroundings and the expansive vineyard wrap around the home creating a coveted setting that is classic Woodside. Highly acclaimed Woodside School.

211 La Questa WAY, Woodside

Listed by Erika Demma, 650-740-2970 from Compass
(If provided) CoList: Gloria Darke from Compass

Sold listing courtesy of Billy McNair from CBR

$6,850,000

NEW LUXURIOUS HOME IN PRIME WOODSIDE LOCATION! This amazing modern home with ADU combines casual comfort with high end finishes. Gourmet kitchen with custom cabinets, stainless steel appliances and huge center island.. Family room with gas fireplace and huge multi slide doors leading to park-like backyard. Two spacious first floor bedrooms each with their own full baths. Upstairs primary suite with large walk-in closet and private exterior deck. Primary bath with soaking tub, double vanities and walk-in shower. Two additional generous size upstairs bedrooms. Bath with shower over tub. Laundry room with additional storage. European wide plank oak flooring and recessed lighting throughout. Central forced air heat and air conditioning. Wired for sound and security. Detached accessory dwelling unit with one bedroom and one full bath plus laundry. Oversize two car garage wired for electric car. Level 22,833 sq ft lot with pool, hot tub, built-in barbeque and fireplace. Short drive to Stanford University, Silicon Valley tech centers, bustling downtown Redwood City and the town of Woodside. Close to parks, shopping and transportation.

5 Beds ⋅ 5 Baths ⋅ ML81954687 MLS

NEW LUXURIOUS HOME IN PRIME WOODSIDE LOCATION! This amazing modern home with ADU combines casual comfort with high end finishes. Gourmet kitchen with custom cabinets, stainless steel appliances and huge center island.. Family room with gas fireplace and huge multi slide doors leading to park-like backyard. Two spacious first floor bedrooms each with their own full baths. Upstairs primary suite with large walk-in closet and private exterior deck. Primary bath with soaking tub, double vanities and walk-in shower. Two additional generous size upstairs bedrooms. Bath with shower over tub. Laundry room with additional storage. European wide plank oak flooring and recessed lighting throughout. Central forced air heat and air conditioning. Wired for sound and security. Detached accessory dwelling unit with one bedroom and one full bath plus laundry. Oversize two car garage wired for electric car. Level 22,833 sq ft lot with pool, hot tub, built-in barbeque and fireplace. Short drive to Stanford University, Silicon Valley tech centers, bustling downtown Redwood City and the town of Woodside. Close to parks, shopping and transportation.

2160 Greenways DR, Woodside

Listed by Gregory Garcia, 650-771-0656 from Sequoia Realty Services
(If provided) CoList: from

Sold listing courtesy of Janise Taylor from PARCA

$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

$2,775,000

Upgraded Compound on the Skyline Corridor. This incredible property rests above the fog line. Multiple rooms and its broad deck boast glorious sunsets and breathtaking views of the valley, coast and great Pacific. The updated single story home has four bedrooms and 2 ½ bathrooms. Its massive kitchen/great room takes advantage of the view with a bank of tall windows and a long comfortable window seat. Several rooms open to a spacious deck that seamlessly promotes a true indoor/outdoor lifestyle. Work efficiently indoors or out in an office with deck access, two work stations and built-in cabinets. Find your inner child or green thumb within a plethora of creatively planned outdoor spaces (treefort, zip-line, bocce, chess to name a few). Reach miles of Open Space trails within steps of your front door, or soak in the tranquility of your own private acre amongst majestic Redwoods and mature natural landscape. Appreciate its quiet serenity, or easily entertain a large gathering.Situate a guest or family member in the ADU, or enjoy the income stream.Drive a mere ten minutes to reach 280. Walk two minutes to Purisima Creek trails--hike in the morning; mountain bike in the afternoon! Realize your dream at this truly remarkable, one of a kind property in the coveted Skyline community.

4 Beds ⋅ 3 Baths ⋅ ML81956847 MLS

Upgraded Compound on the Skyline Corridor. This incredible property rests above the fog line. Multiple rooms and its broad deck boast glorious sunsets and breathtaking views of the valley, coast and great Pacific. The updated single story home has four bedrooms and 2 ½ bathrooms. Its massive kitchen/great room takes advantage of the view with a bank of tall windows and a long comfortable window seat. Several rooms open to a spacious deck that seamlessly promotes a true indoor/outdoor lifestyle. Work efficiently indoors or out in an office with deck access, two work stations and built-in cabinets. Find your inner child or green thumb within a plethora of creatively planned outdoor spaces (treefort, zip-line, bocce, chess to name a few). Reach miles of Open Space trails within steps of your front door, or soak in the tranquility of your own private acre amongst majestic Redwoods and mature natural landscape. Appreciate its quiet serenity, or easily entertain a large gathering.Situate a guest or family member in the ADU, or enjoy the income stream.Drive a mere ten minutes to reach 280. Walk two minutes to Purisima Creek trails--hike in the morning; mountain bike in the afternoon! Realize your dream at this truly remarkable, one of a kind property in the coveted Skyline community.

13060 Skyline BLVD, Woodside

Listed by Chad Krakow, 650-222-7090 from Krakow Company
(If provided) CoList: from

Sold listing courtesy of Suzanne Bakhtiari from RDFIN

$2,500,000

Majestic home set on an 2 acre lot, full of matured redwood trees, 7 car garage, separate ADU.

4 Beds ⋅ 5 Baths ⋅ ML81956297 MLS

Majestic home set on an 2 acre lot, full of matured redwood trees, 7 car garage, separate ADU.

35 Echo LN, Woodside

Listed by Danny Duong, 408-921-7777 from Infiniti Real Estate
(If provided) CoList: from

Sold listing courtesy of Danny Duong from INFI

$4,250,000

Unusual for Woodside Heights, this exquisite home sits perfectly sited on a mostly flat, and breath-taking, acre. Located in a secluded, yet conveniently located, cul de sac, you will enjoy a rural privacy, surrounded by nature, yet just two minutes from 280 and Woodside Town Center. Gorgeous wood floors and tasteful crown molding run throughout. The living & dining room shows off with vaulted ceilings, a wood-burning fireplace, and built-in bookshelves. Floor-to-ceiling windows look out on an expanse of trees and level, landscaped grounds. All bedrooms, living room, family room, and dining room have views of, and access to, the patio, gardens, and backyard. The kitchen--spacious and bright--boasts stainless steel appliances, loads of cabinets, plenty of counter work space & an ample breakfast nook. There are separate family & laundry rooms and not one, but two, en suite bedrooms. The capacious primary master bedroom features a cathedral ceiling, an oversized walk-in closet, and luxurious bath. Sumptuous Italian marble and tasteful granite abound. There is even overflow parking for oversized vehicles. Just minutes from hiking, biking, riding trails, Stanford, Sand Hill, Safeway, Starbucks, downtown Menlo Park, and more. Distinguished Los Lomitas schools.

3 Beds ⋅ 4 Baths ⋅ ML81955771 MLS

Unusual for Woodside Heights, this exquisite home sits perfectly sited on a mostly flat, and breath-taking, acre. Located in a secluded, yet conveniently located, cul de sac, you will enjoy a rural privacy, surrounded by nature, yet just two minutes from 280 and Woodside Town Center. Gorgeous wood floors and tasteful crown molding run throughout. The living & dining room shows off with vaulted ceilings, a wood-burning fireplace, and built-in bookshelves. Floor-to-ceiling windows look out on an expanse of trees and level, landscaped grounds. All bedrooms, living room, family room, and dining room have views of, and access to, the patio, gardens, and backyard. The kitchen--spacious and bright--boasts stainless steel appliances, loads of cabinets, plenty of counter work space & an ample breakfast nook. There are separate family & laundry rooms and not one, but two, en suite bedrooms. The capacious primary master bedroom features a cathedral ceiling, an oversized walk-in closet, and luxurious bath. Sumptuous Italian marble and tasteful granite abound. There is even overflow parking for oversized vehicles. Just minutes from hiking, biking, riding trails, Stanford, Sand Hill, Safeway, Starbucks, downtown Menlo Park, and more. Distinguished Los Lomitas schools.

25 Eugenia LN, Woodside

Listed by Francis La Poll, 650-787-1397 from La Poll Realtors
(If provided) CoList: from

Sold listing courtesy of Vahid Firouzdor from CBR

$8,498,000

Through the private driveway at 11 Southgate Drive, something extraordinary awaits. Youre greeted by hand crafted iron gates which open to an expansive front courtyard, meticulously landscaped grounds, and an astounding, Ernest Coxhead designed 5,790-square foot Spanish Colonial home. The classic estate, built in 1929 as the original owners summer retreat, combines timeless design and luxury in a private, California setting with unmatched views of the Woodside hills, the sparkling Bay Area and beyond. Inside, youll find dramatic architecture, spacious living & entertaining areas, and distinct treatments throughout, with four bedrooms and bathrooms for family and guests. Outside, inspired by nearby historic Filoli gardens, youll enjoy the unique trees, plants, and flowers, as well as the resort-like backyard with large pool and entertainment areas. This is an extremely rare opportunity to enjoy the lifestyle of a more refined era all in the heart of world-renowned Silicon Valley. A world away, yet close to everything.

4 Beds ⋅ 5 Baths ⋅ ML81955662 MLS

Through the private driveway at 11 Southgate Drive, something extraordinary awaits. Youre greeted by hand crafted iron gates which open to an expansive front courtyard, meticulously landscaped grounds, and an astounding, Ernest Coxhead designed 5,790-square foot Spanish Colonial home. The classic estate, built in 1929 as the original owners summer retreat, combines timeless design and luxury in a private, California setting with unmatched views of the Woodside hills, the sparkling Bay Area and beyond. Inside, youll find dramatic architecture, spacious living & entertaining areas, and distinct treatments throughout, with four bedrooms and bathrooms for family and guests. Outside, inspired by nearby historic Filoli gardens, youll enjoy the unique trees, plants, and flowers, as well as the resort-like backyard with large pool and entertainment areas. This is an extremely rare opportunity to enjoy the lifestyle of a more refined era all in the heart of world-renowned Silicon Valley. A world away, yet close to everything.

11 Southgate DR, Woodside

Listed by Granoski,Weil Assoc., 650-269-8556 from Compass
(If provided) CoList: from

Sold listing courtesy of Keri Nicholas from PARCA

$4,850,000

With just a short walk to Roberts Market and excellent dining, this gorgeous ranch-style home in the highly coveted Central Woodside is nestled on a 1.25 acre lot. A private road leads you to the serene, tree lined property. This home includes 3,300 sq. ft. of living space, 5 bedrooms, 4.5 bathrooms, an in-law unit with a separate entrance, 2 car garage, storage room, and comes complete with a horse stable. The surrounding nature harmonizes perfectly with the timeless beauty of this property. Built in 1955, this home has wonderful potential and is ready for your illustrious touch!

5 Beds ⋅ 5 Baths ⋅ ML81955227 MLS

With just a short walk to Roberts Market and excellent dining, this gorgeous ranch-style home in the highly coveted Central Woodside is nestled on a 1.25 acre lot. A private road leads you to the serene, tree lined property. This home includes 3,300 sq. ft. of living space, 5 bedrooms, 4.5 bathrooms, an in-law unit with a separate entrance, 2 car garage, storage room, and comes complete with a horse stable. The surrounding nature harmonizes perfectly with the timeless beauty of this property. Built in 1955, this home has wonderful potential and is ready for your illustrious touch!

350 La Questa WAY, Woodside

Listed by Robert Garrison, 650-302-1712 from Garrison Properties
(If provided) CoList: Rian Carroll from Garrison Properties

Sold listing courtesy of Christina Hengehold from CBR

$2,675,000

This was a private sale. This listing is for Comp Purposes only.

2 Beds ⋅ 2 Baths ⋅ ML81953706 MLS

This was a private sale. This listing is for Comp Purposes only.

506 Eastview WAY, Woodside

Listed by Mark Palermo, 650-218-6400 from Compass
(If provided) CoList: from

Sold listing courtesy of Mark Palermo from APR

$16,800,000

New Price! This magnificent contemporary farmhouse is situated on 3+ flat acres with spectacular views of the Western Hills and is within easy walking distance to the Woodside School (preK-8th grade) and Town Center. A testament to timeless architecture, meticulous craftsmanship and designer details, the main home and guest house were newly constructed in 2012 by renowned builder, Pacific Peninsula Group. Nothing short of exceptional, the 4 bedroom main home has high end finishes and white oak floors throughout, a state-of-the-art chefs kitchen and a eye catching two-story great room with rustic wooden beams and a honed limestone two-sided gas-fed fireplace. This estate's flat 3+ acres, which include a detached 1,255 sf elegant one-bedroom guest house, are elegantly fully utilized between the natural front equestrian pasture, the rear pool, spa and large entertaining terrace, the wisteria-framed fire pit, a 6-raised bed vegetable garden, chicken coop, dog run and fenced corrals. Privacy, entertainment options and enviable location, this property has it all!

4 Beds ⋅ 6 Baths ⋅ ML81947147 MLS

New Price! This magnificent contemporary farmhouse is situated on 3+ flat acres with spectacular views of the Western Hills and is within easy walking distance to the Woodside School (preK-8th grade) and Town Center. A testament to timeless architecture, meticulous craftsmanship and designer details, the main home and guest house were newly constructed in 2012 by renowned builder, Pacific Peninsula Group. Nothing short of exceptional, the 4 bedroom main home has high end finishes and white oak floors throughout, a state-of-the-art chefs kitchen and a eye catching two-story great room with rustic wooden beams and a honed limestone two-sided gas-fed fireplace. This estate's flat 3+ acres, which include a detached 1,255 sf elegant one-bedroom guest house, are elegantly fully utilized between the natural front equestrian pasture, the rear pool, spa and large entertaining terrace, the wisteria-framed fire pit, a 6-raised bed vegetable garden, chicken coop, dog run and fenced corrals. Privacy, entertainment options and enviable location, this property has it all!

140 Olive Hill LN, Woodside

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

Sold listing courtesy of Liz Daschbach from COMPS

$6,950,000

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.

4 Beds ⋅ 4 Baths ⋅ ML81949899 MLS

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 W Maple WAY, Woodside

Listed by Susan Tanner, 650-255-7372 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Vivian Wang from CBR

$6,035,000

Fantastic property! At 1.6 acres and at the end of the cul-de-sac, this 4 bed 6 full bath home has views of the Bay and East Bay mountain range. On the property there is a long private driveway, heated pool with pool house (full bathroom, kitchenette and changing room), tennis court, detached 3 car garage with attached workroom, and ample parking around the property. The home was originally built in the 50s, but a large addition in the early '90s increased the square footage, which totals roughly 5640 square feet (buyer to verify). There are 3 fireplaces - 2 of them wood burning. Each bedroom (2 on each side of the house) has its own full bathroom. There is a large laundry room that has area for crafting and workout equipment. The property is very private and quiet with wonderful views, which gives it an estate feel. New, high-end appliances in the expansive kitchen, upgraded lighting throughout and new flooring create a property that you can call home!

4 Beds ⋅ 6 Baths ⋅ ML81950242 MLS

Fantastic property! At 1.6 acres and at the end of the cul-de-sac, this 4 bed 6 full bath home has views of the Bay and East Bay mountain range. On the property there is a long private driveway, heated pool with pool house (full bathroom, kitchenette and changing room), tennis court, detached 3 car garage with attached workroom, and ample parking around the property. The home was originally built in the 50s, but a large addition in the early '90s increased the square footage, which totals roughly 5640 square feet (buyer to verify). There are 3 fireplaces - 2 of them wood burning. Each bedroom (2 on each side of the house) has its own full bathroom. There is a large laundry room that has area for crafting and workout equipment. The property is very private and quiet with wonderful views, which gives it an estate feel. New, high-end appliances in the expansive kitchen, upgraded lighting throughout and new flooring create a property that you can call home!

2195 Ward WAY, Woodside

Listed by Lisa Keith, 650-703-8644 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Dennis Phan from EXPCA

$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