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$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

$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

$2,200,000

Perfectly situated, this serene country home blends comfort with sunshine and privacy, yet minutes to town. Spanning approximately 1.70 acres of sunlit grounds the home harmonizes perfectly with nature. Whether a primary residence, or a weekend escape from urban living, this home offers utmost tranquility with close-in convenience. A spacious spa set within a wood-paneled building encircled by shoji screen windows. Inside, discover the charm of this 3-BD plus office, 3-BA home, and hardwood floors in most rooms. The welcoming great room with natural light from windows & a glass-lined front alcove, seamlessly combines living, dining, and kitchen. The main level has 3 bedrooms, including a primary suite with sweeping views & deck access. The 4th bedroom, with its own entrance, and bath are on the lower level, along with a spacious project/laundry room. Plus a detached 2-car garage and access to acclaimed Woodside Elementary (K-8) School just down the road.

3 Beds ⋅ 3 Baths ⋅ ML81953275 MLS

Perfectly situated, this serene country home blends comfort with sunshine and privacy, yet minutes to town. Spanning approximately 1.70 acres of sunlit grounds the home harmonizes perfectly with nature. Whether a primary residence, or a weekend escape from urban living, this home offers utmost tranquility with close-in convenience. A spacious spa set within a wood-paneled building encircled by shoji screen windows. Inside, discover the charm of this 3-BD plus office, 3-BA home, and hardwood floors in most rooms. The welcoming great room with natural light from windows & a glass-lined front alcove, seamlessly combines living, dining, and kitchen. The main level has 3 bedrooms, including a primary suite with sweeping views & deck access. The 4th bedroom, with its own entrance, and bath are on the lower level, along with a spacious project/laundry room. Plus a detached 2-car garage and access to acclaimed Woodside Elementary (K-8) School just down the road.

890 Patrol RD, Woodside

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

Sold listing courtesy of Maria Scott from CBR

$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

$6,035,000

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

$1,600,000

Open house for Sunday, Nov. 19 canceled due to weather. Open house will b scheduled for weekend after Thanksgiving. Your own private, secluded resort on 11000+ lot in prestigious Woodside. Completely fenced property with secure gate to driveway. Like new home. lovingly rebuilt and renovated by licensed, contractor homeowner. Beautiful, newer kitchen and spa like bath. Bonus room could be third bedroom and includes a 3piece 2nd bathroom in garage. Attic/loft space in garage offers extra flexible space possibilities. Large two car garage with extra 3-4 vehicle parking on driveway. Views of the Redwoods and canyon off the large deck and kitchen. Wide plank, light woods floors and Integrity by Marvin windows throughout. 1500 gallon septic tank.

2 Beds ⋅ 1 Baths ⋅ ML81947067 MLS

Open house for Sunday, Nov. 19 canceled due to weather. Open house will b scheduled for weekend after Thanksgiving. Your own private, secluded resort on 11000+ lot in prestigious Woodside. Completely fenced property with secure gate to driveway. Like new home. lovingly rebuilt and renovated by licensed, contractor homeowner. Beautiful, newer kitchen and spa like bath. Bonus room could be third bedroom and includes a 3piece 2nd bathroom in garage. Attic/loft space in garage offers extra flexible space possibilities. Large two car garage with extra 3-4 vehicle parking on driveway. Views of the Redwoods and canyon off the large deck and kitchen. Wide plank, light woods floors and Integrity by Marvin windows throughout. 1500 gallon septic tank.

126 Filbert RD, Woodside

Listed by Samuel Young, 650-576-5566 from Corcoran Icon Properties
(If provided) CoList: from

Sold listing courtesy of Yvette Stout from ILLU

$2,950,000

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!

3 Beds ⋅ 3 Baths ⋅ ML81941152 MLS

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!

510 Woodside DR, Woodside

Listed by Carol,Nicole & James, 650-740-7954 from Compass
(If provided) CoList: from

Sold listing courtesy of Yu Chih Chiang from CNRI

$6,250,000

Fabulous new price for this absolutely gorgeous, completely remodeled and upgraded mid-century modern house plus detached guest house set on a mostly level 1.72 acre lot in Woodside that offers much privacy and a large backyard. The main house has five/six bedrooms plus 2.5 baths, plus there is a completely remodeled detached guest house with kitchen, bath, and laundry- total square footage is 4,222 sf. The list of upgrades and amenities is extensive and includes new hardwood flooring throughout, beautiful kitchen, gorgeous landscaping, radiant and conventional heating sytems, a/c, three fireplaces, two 240-volt Tesla chargers, outdoor barbecue area with heaters for comfortable dining, and more. Ample lawn area with room for a pool and sport court. Award-winning Las Lomitas School District. Located on the edge of Atherton, convenient to shopping, Stanford University, 280 and transit.

6 Beds ⋅ 4 Baths ⋅ ML81939904 MLS

Fabulous new price for this absolutely gorgeous, completely remodeled and upgraded mid-century modern house plus detached guest house set on a mostly level 1.72 acre lot in Woodside that offers much privacy and a large backyard. The main house has five/six bedrooms plus 2.5 baths, plus there is a completely remodeled detached guest house with kitchen, bath, and laundry- total square footage is 4,222 sf. The list of upgrades and amenities is extensive and includes new hardwood flooring throughout, beautiful kitchen, gorgeous landscaping, radiant and conventional heating sytems, a/c, three fireplaces, two 240-volt Tesla chargers, outdoor barbecue area with heaters for comfortable dining, and more. Ample lawn area with room for a pool and sport court. Award-winning Las Lomitas School District. Located on the edge of Atherton, convenient to shopping, Stanford University, 280 and transit.

161 Eleanor DR, Woodside

Listed by Monica & Mandy Group, 650-823-8212 from Compass
(If provided) CoList: Mandy Montoya from Compass

Sold listing courtesy of Esha Kansal from PAMN

$4,207,000

Welcome to The Lake House. This beautiful, 6 bedroom, 8 bathroom house sits on 4.2 acres with valley views, a private lake along with a private redwood grove. Step into this amazing contemporary country home featuring abundant light, energy efficient metal roof with solar panels supporting tesla power walls, outside gym, dog run, and custom-built tree house. On the main level, there are 3 en suite bedrooms and a separate office, along with living/dining room, eat in kitchen and family room. The lower level offers 3 more bedrooms with a large family/playroom supported by a secondary kitchen area. There are over 4000 sq ft of terraces, with fire pit, for outdoor enjoyment as well as an attached 2 car garage and detached 2 car garage. The private lake is an ideal spot for swimming or fishing. Enjoy the privacy and tranquility of country living, with access to an extensive trail system. Only 3.9 miles from 280. PV schools.

6 Beds ⋅ 8 Baths ⋅ ML81935993 MLS

Welcome to The Lake House. This beautiful, 6 bedroom, 8 bathroom house sits on 4.2 acres with valley views, a private lake along with a private redwood grove. Step into this amazing contemporary country home featuring abundant light, energy efficient metal roof with solar panels supporting tesla power walls, outside gym, dog run, and custom-built tree house. On the main level, there are 3 en suite bedrooms and a separate office, along with living/dining room, eat in kitchen and family room. The lower level offers 3 more bedrooms with a large family/playroom supported by a secondary kitchen area. There are over 4000 sq ft of terraces, with fire pit, for outdoor enjoyment as well as an attached 2 car garage and detached 2 car garage. The private lake is an ideal spot for swimming or fishing. Enjoy the privacy and tranquility of country living, with access to an extensive trail system. Only 3.9 miles from 280. PV schools.

385 Old La Honda RD, Woodside

Listed by Debora Smith, 650-580-8286 from Sotheby's Intl Rlty
(If provided) CoList: from

Sold listing courtesy of Michael Galli from APR

$5,000,000

Welcome to this wonderful, gated, Woodside Estate. Situated on a 3.38 acre parcel at the end of a private lane, exemplifying Country living at its best. This custom-built home features massive rustic beams, unique millwork, high ceilings, and wide plank hardwood floors. The oversized great room/kitchen and living rooms encourage large gatherings. The bedroom wing consists of 3 en-suites, a bar area, powder & laundry rooms. Adjacent to the kitchen, there's an office, walk-in pantry, mud room, and spacious pet grooming parlor. The private yards are accented by tall redwoods, majestic oaks, beautiful rose gardens, raised potting beds and views of the western hills. A free form pool with rock surround and waterfall, and a quaint guest cottage with a 4th loft bedroom, round out the rear yard. Luxurious country living yet close to Woodside Elementary, Roberts Market, hiking, & cycling. Truly a tranquil, serene, and private place to live, work and play.

3 Beds ⋅ 5 Baths ⋅ ML81936454 MLS

Welcome to this wonderful, gated, Woodside Estate. Situated on a 3.38 acre parcel at the end of a private lane, exemplifying Country living at its best. This custom-built home features massive rustic beams, unique millwork, high ceilings, and wide plank hardwood floors. The oversized great room/kitchen and living rooms encourage large gatherings. The bedroom wing consists of 3 en-suites, a bar area, powder & laundry rooms. Adjacent to the kitchen, there's an office, walk-in pantry, mud room, and spacious pet grooming parlor. The private yards are accented by tall redwoods, majestic oaks, beautiful rose gardens, raised potting beds and views of the western hills. A free form pool with rock surround and waterfall, and a quaint guest cottage with a 4th loft bedroom, round out the rear yard. Luxurious country living yet close to Woodside Elementary, Roberts Market, hiking, & cycling. Truly a tranquil, serene, and private place to live, work and play.

170 Josselyn LN, Woodside

Listed by Peter Vece, 650-619-2799 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Jim Minkey from TODAY

$10,055,000

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

4 Beds ⋅ 5 Baths ⋅ ML81934420 MLS

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

301 Olive Hill LN, Woodside

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

Sold listing courtesy of Julie Baumann from APR

$1,480,000

A private picturesque 3-story chalet style retreat of redwood construction set back from the road on 3 acres of redwoods in Woodside just .7 mile north of Alice's Restaurant at Highway 84 adjacent to the County Fire Station. Well maintained in good condition with green forest views, the property backs up to Mid-Peninsula open space. The front door opens into the very spacious living, kitchen and dining areas on the mid-level of the home, warmed by central propane forced air heat and a fireplace complete with a firewood lift. Sturdy decks surround the newly recarpeted living areas on the main floor. Full bathrooms on each floor. The primary suite is on the top floor under redwood beamed ceilings with generous closet and storage spaces. The downstairs, ground floor living area hosts a family room, full bath, two bedrooms, a laundry area with kitchenette, all situated off of the covered parking area with its own entrance. Covered parking for three vehicles is situated under the dwelling.

3 Beds ⋅ 3 Baths ⋅ ML81918714 MLS

A private picturesque 3-story chalet style retreat of redwood construction set back from the road on 3 acres of redwoods in Woodside just .7 mile north of Alice's Restaurant at Highway 84 adjacent to the County Fire Station. Well maintained in good condition with green forest views, the property backs up to Mid-Peninsula open space. The front door opens into the very spacious living, kitchen and dining areas on the mid-level of the home, warmed by central propane forced air heat and a fireplace complete with a firewood lift. Sturdy decks surround the newly recarpeted living areas on the main floor. Full bathrooms on each floor. The primary suite is on the top floor under redwood beamed ceilings with generous closet and storage spaces. The downstairs, ground floor living area hosts a family room, full bath, two bedrooms, a laundry area with kitchenette, all situated off of the covered parking area with its own entrance. Covered parking for three vehicles is situated under the dwelling.

16990 Skyline BLVD, Woodside

Listed by Barry Mangan, 408-309-2596 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Thomas Beck from APR

$6,495,000

Welcome to this completely remodeled & expanded 1-story Traditional style home in desirable Woodside Heights. Enjoy the space & ambiance of Woodside while being in the coveted Las Lomitas School District. This sophisticated home offers a perfect blend of single floor living & comfort while highlighting California's desirable indoor-outdoor living. Home features a 4 bedroom, 4.5 bathrooms with a dedicated office off the primary suite. There is a formal living room, dining room, family room, eat-in kitchen, & laundry room. Grounds feature a heated pool & spa, tennis court, outdoor fire pit, & landscaped gardens. Just some of the special features of the house include 11-foot high tray ceilings in the public rooms, beautiful hardwood floors, & full height windows. Outside, there are copper gutters & downspouts, slate roof, fully landscaped yard. Minutes from hiking & biking trails & the Town of Woodside, Menlo Park & Stanford, with easy access to Highway 280, this home is a must see!

4 Beds ⋅ 5 Baths ⋅ ML81930021 MLS

Welcome to this completely remodeled & expanded 1-story Traditional style home in desirable Woodside Heights. Enjoy the space & ambiance of Woodside while being in the coveted Las Lomitas School District. This sophisticated home offers a perfect blend of single floor living & comfort while highlighting California's desirable indoor-outdoor living. Home features a 4 bedroom, 4.5 bathrooms with a dedicated office off the primary suite. There is a formal living room, dining room, family room, eat-in kitchen, & laundry room. Grounds feature a heated pool & spa, tennis court, outdoor fire pit, & landscaped gardens. Just some of the special features of the house include 11-foot high tray ceilings in the public rooms, beautiful hardwood floors, & full height windows. Outside, there are copper gutters & downspouts, slate roof, fully landscaped yard. Minutes from hiking & biking trails & the Town of Woodside, Menlo Park & Stanford, with easy access to Highway 280, this home is a must see!

417 Eleanor DR, Woodside

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

Sold listing courtesy of Deborah Kehrberg from APR

$20,750,000

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

5 Beds ⋅ 8 Baths ⋅ ML81925551 MLS

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

30 Trail LN, Woodside

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

Sold listing courtesy of DeLeon Team from DLRPA

$2,500,000

This exceptional home is situated on approx. 3/4 +acre, sunny usable lot and designed for indoor/outdoor living. Established natural landscape infuses the home through soaring windows, many skylights and French doors. The effect leaves one feeling far away from the hustle and bustle while just minutes from the Peninsula. Ideal for family living and entertaining. The gourmet kitchen is the heart of the home with an abundance of cabinets, extra-large center island, AGA stove and sun-filled eating nook. Open floor plan seamlessly connects the kitchen to living room on one side and cozy family room on the other. The large master suite found upstairs is a restful oasis with French doors and a private deck looking to the beautiful setting, spacious walk-in closet, and dreamy master bath with tub and sep. custom shower. Outdoor living at its finest with expanses of decks and garden sitting areas graced by majestic redwoods and established landscaping. Desirable Woodside/PV schools

4 Beds ⋅ 4 Baths ⋅ ML81924350 MLS

This exceptional home is situated on approx. 3/4 +acre, sunny usable lot and designed for indoor/outdoor living. Established natural landscape infuses the home through soaring windows, many skylights and French doors. The effect leaves one feeling far away from the hustle and bustle while just minutes from the Peninsula. Ideal for family living and entertaining. The gourmet kitchen is the heart of the home with an abundance of cabinets, extra-large center island, AGA stove and sun-filled eating nook. Open floor plan seamlessly connects the kitchen to living room on one side and cozy family room on the other. The large master suite found upstairs is a restful oasis with French doors and a private deck looking to the beautiful setting, spacious walk-in closet, and dreamy master bath with tub and sep. custom shower. Outdoor living at its finest with expanses of decks and garden sitting areas graced by majestic redwoods and established landscaping. Desirable Woodside/PV schools

36 Skyline DR, Woodside

Listed by Karin Bird, 650-207-0940 from Compass
(If provided) CoList: Scott Hayes from Compass

Sold listing courtesy of Christopher Eckert from KWPEN