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$20,500,000

Extraordinary custom estate built by RJ Dailey Construction and designed by CJW Architecture in the desirable Westridge neighborhood. Designed to embrace western hill views with disappearing walls of glass, expansive terraces, and seamless indoor/outdoor living. The predominantly single-level floor plan features 5 bedroom suites, executive and day offices, spacious public rooms for formal and everyday gatherings, a gourmet kitchen, tremendous recreation and wellness level, plus craft/study room. A separate 2-bedroom, 1.5-bath guest house is also perfect for extended family. Resort-inspired grounds include a 50-foot pool, vegetable garden, orchard, barn, 4-car garage, oversized carport, and direct access to scenic trails. Exceptional privacy, remarkable views, and a premier location close to Stanford University, Silicon Valley, and acclaimed public and private schools complete this one-of-a-kind offering.

5 Beds ⋅ 10 Baths ⋅ ML82054797 MLS

Extraordinary custom estate built by RJ Dailey Construction and designed by CJW Architecture in the desirable Westridge neighborhood. Designed to embrace western hill views with disappearing walls of glass, expansive terraces, and seamless indoor/outdoor living. The predominantly single-level floor plan features 5 bedroom suites, executive and day offices, spacious public rooms for formal and everyday gatherings, a gourmet kitchen, tremendous recreation and wellness level, plus craft/study room. A separate 2-bedroom, 1.5-bath guest house is also perfect for extended family. Resort-inspired grounds include a 50-foot pool, vegetable garden, orchard, barn, 4-car garage, oversized carport, and direct access to scenic trails. Exceptional privacy, remarkable views, and a premier location close to Stanford University, Silicon Valley, and acclaimed public and private schools complete this one-of-a-kind offering.

479 Westridge DR, Portola Valley

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

Sold listing courtesy of Scott Dancer from APR

$8,400,000

Expansive grounds and sweeping Windy Hill Views define this extraordinary property in a premier and private Golden Hills setting. Spanning approximately 2.6 acres the property unfolds with open meadows, magnificent oaks, a prolific orchard, and a newly resurfaced pool and spa. The home is spacious, flexible, bright and welcoming--one that is immediately comfortable and highly livable. The predominantly single-level floor plan, fully oriented to the spectacular views, with an upstairs primary suite, offers generous scale, abundant natural light, and a seamless connection to the surrounding landscape. The garden and the home create a magical place for exploration, imagination and outdoor play. At the same time, the property presents an exceptional long-term opportunity. The expansive acreage, extraordinary views, and quiet, coveted location provide an ideal foundation for further transformation whether through renovation or the creation of a dream home. The result is a property that offers both immediate enjoyment and significant potential in one of Portola Valley's most sought-after settings.

5 Beds ⋅ 4 Baths ⋅ ML82042620 MLS

Expansive grounds and sweeping Windy Hill Views define this extraordinary property in a premier and private Golden Hills setting. Spanning approximately 2.6 acres the property unfolds with open meadows, magnificent oaks, a prolific orchard, and a newly resurfaced pool and spa. The home is spacious, flexible, bright and welcoming--one that is immediately comfortable and highly livable. The predominantly single-level floor plan, fully oriented to the spectacular views, with an upstairs primary suite, offers generous scale, abundant natural light, and a seamless connection to the surrounding landscape. The garden and the home create a magical place for exploration, imagination and outdoor play. At the same time, the property presents an exceptional long-term opportunity. The expansive acreage, extraordinary views, and quiet, coveted location provide an ideal foundation for further transformation whether through renovation or the creation of a dream home. The result is a property that offers both immediate enjoyment and significant potential in one of Portola Valley's most sought-after settings.

120 Deer Meadow LN, Portola Valley

Listed by Colleen Foraker, 650-380-0085 from Compass
(If provided) CoList: Carolyn Keddington from Compass

Sold listing courtesy of The reSolve Group from COMPS

$9,495,000

A Hilltop Home Shaped by Light, Landscape and Contemporary Architecture-Designed as a sanctuary for the senses, this 4885 sq ft, 2007 contemporary masterpiece rises from the crest of central Portola Valley. the custom architecture was crafted to invite tranquility, framing soft, filtered views of the surrounding landscape . Here, the rare luxury of expansive, level grounds that breathes in rhythm with its hilltop surroundingsa true haven of quiet elegance. This home is a gem! On the main level, the 11-foot-ceilinged public rooms include a formal entry, a large living room that doubles as a media room with 3 walls of glass sliding doors opening to the gardens, a formal dining room designed to seat 12, a chefs kitchen that faces a secret garden, and a family room facing the rear gardens. An open-tread staircase lined with clear glass panels connects the upper, main, and lower levels of the home. On the lower level, there is a recreation room, a wine cellar, full bath and, across a stone patio, a fitness studio with walk-out access to the rear grounds. 2 bedrooms and 1.5 baths on the main level and an upper level devoted to the primary suite with a large private balcony and a spacious office, perfect for todays work-from-home needs. Detached studio guest house with full bath.

3 Beds ⋅ 4 Baths ⋅ ML82042340 MLS

A Hilltop Home Shaped by Light, Landscape and Contemporary Architecture-Designed as a sanctuary for the senses, this 4885 sq ft, 2007 contemporary masterpiece rises from the crest of central Portola Valley. the custom architecture was crafted to invite tranquility, framing soft, filtered views of the surrounding landscape . Here, the rare luxury of expansive, level grounds that breathes in rhythm with its hilltop surroundingsa true haven of quiet elegance. This home is a gem! On the main level, the 11-foot-ceilinged public rooms include a formal entry, a large living room that doubles as a media room with 3 walls of glass sliding doors opening to the gardens, a formal dining room designed to seat 12, a chefs kitchen that faces a secret garden, and a family room facing the rear gardens. An open-tread staircase lined with clear glass panels connects the upper, main, and lower levels of the home. On the lower level, there is a recreation room, a wine cellar, full bath and, across a stone patio, a fitness studio with walk-out access to the rear grounds. 2 bedrooms and 1.5 baths on the main level and an upper level devoted to the primary suite with a large private balcony and a spacious office, perfect for todays work-from-home needs. Detached studio guest house with full bath.

56 Hillbrook DR, Portola Valley

Listed by Peter Cowperthwaite, 650-207-4101 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Nancy Goldcamp from CBR

$10,850,000

TRI-LEVEL ESTATE OFFERS POOL HOUSE, 3+ ACRES | Transport yourself to the East Coast in this incomparable custom estate. Gated acreage framed by California oaks reveals an exquisite Shingle-style home surrounded by bridges, enchanting gardens, a three-car garage, and fully functional pool house with pool and spa. Faced by a circular gravel drive, the tri-level main residence built in 2010 has been wonderfully maintained, boasting all ensuite bedrooms, a study, gym, and media lounge with full bar. Enjoy a sensational master chefs kitchen, ultra-luxurious primary suite, multiple fireplaces, surround sound, and ground-level guest/au pair quarters. Superb details include graceful turrets, round windows, soaring ceilings, gorgeous hardwood floors, and extensive millwork throughout. Outdoor retreats abound with amenities like a barbecue island, fireplace, paver terraces, wisteria-laden pergola, raised beds, and more. Moments from shopping, dining, trails, and breathtaking scenery, this piece of bucolic paradise is nestled near tech and venture capital centers, and only ~ 30 minutes from SFO and SJC. Excellent Portola Valley Schools. Property is on sewer giving a buyer full use of the lot. Main residence 5861 sq ft, guest house 732 sq ft=6593 sq ft Plus 888 sq ft garage.

4 Beds ⋅ 7 Baths ⋅ ML82038785 MLS ⋅ Westridge BLDG.

TRI-LEVEL ESTATE OFFERS POOL HOUSE, 3+ ACRES | Transport yourself to the East Coast in this incomparable custom estate. Gated acreage framed by California oaks reveals an exquisite Shingle-style home surrounded by bridges, enchanting gardens, a three-car garage, and fully functional pool house with pool and spa. Faced by a circular gravel drive, the tri-level main residence built in 2010 has been wonderfully maintained, boasting all ensuite bedrooms, a study, gym, and media lounge with full bar. Enjoy a sensational master chefs kitchen, ultra-luxurious primary suite, multiple fireplaces, surround sound, and ground-level guest/au pair quarters. Superb details include graceful turrets, round windows, soaring ceilings, gorgeous hardwood floors, and extensive millwork throughout. Outdoor retreats abound with amenities like a barbecue island, fireplace, paver terraces, wisteria-laden pergola, raised beds, and more. Moments from shopping, dining, trails, and breathtaking scenery, this piece of bucolic paradise is nestled near tech and venture capital centers, and only ~ 30 minutes from SFO and SJC. Excellent Portola Valley Schools. Property is on sewer giving a buyer full use of the lot. Main residence 5861 sq ft, guest house 732 sq ft=6593 sq ft Plus 888 sq ft garage.

3510 Alpine RD, Portola Valley

Listed by Sue Crawford, 650-207-8444 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Hope Pilch from HPPRO

$5,500,000

Fabulous views at this 3800 sf home plus 1200 sf ADU , greenhouse and pool on nearly 2 acres in prime Portola Valley. Gorgeous property with sublime views on nearly 2 acres in the prime Westridge neighborhood of Portola Valley. The gorgeous updated ranch-style home has sublime views of the hills and a formal entry, living room with fireplace and built-ins, large eat-in kitchen with Viking range, and two subzero refrigerators, bright pantry with skylight; full bath off kitchen, large office with built-in file drawers and fireplace. The 1,000-sf sunroom accommodates living, dining and work areas and has Bosch dishwasher, Thermador grill and a wine cooler. Four distinct bedrooms; primary has doors to patio, walk-in closet, bathroom with steam shower and heated floors. Large office in main home + in converted garage bay. Outside there is a gorgeous garden in full bloom, pool, hot tub, greenhouse, ample extra storage and beautiful views to the coastal mountains. Separate private well-appointed two+ bedroom ADU. Loads of built-in bookcases, and cabinets. You won't want to miss this distinctive property on almost two acres. Solar panels provide electricity throughout the property.

4 Beds ⋅ 3 Baths ⋅ ML82011438 MLS

Fabulous views at this 3800 sf home plus 1200 sf ADU , greenhouse and pool on nearly 2 acres in prime Portola Valley. Gorgeous property with sublime views on nearly 2 acres in the prime Westridge neighborhood of Portola Valley. The gorgeous updated ranch-style home has sublime views of the hills and a formal entry, living room with fireplace and built-ins, large eat-in kitchen with Viking range, and two subzero refrigerators, bright pantry with skylight; full bath off kitchen, large office with built-in file drawers and fireplace. The 1,000-sf sunroom accommodates living, dining and work areas and has Bosch dishwasher, Thermador grill and a wine cooler. Four distinct bedrooms; primary has doors to patio, walk-in closet, bathroom with steam shower and heated floors. Large office in main home + in converted garage bay. Outside there is a gorgeous garden in full bloom, pool, hot tub, greenhouse, ample extra storage and beautiful views to the coastal mountains. Separate private well-appointed two+ bedroom ADU. Loads of built-in bookcases, and cabinets. You won't want to miss this distinctive property on almost two acres. Solar panels provide electricity throughout the property.

1175 Westridge DR, Portola Valley

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

Sold listing courtesy of Cindy Hung from NTERO

$6,020,000

Modern Luxury on 2+ Acres with Windy Hill Views || Striking modern design, total privacy, and chic designer interiors define this exceptional property in the heart of central Portola Valley. Gated at the end of a long driveway and spanning over 2 acres, the setting offers expansive grounds with views toward Windy Hill and a layout designed for effortless indoor/outdoor living. Every detail of the home has been meticulously curated, with radiant-heated concrete and white oak floors, soaring ceilings, and floor-to-ceiling walls of glass stretching the entire length of the home. The sleek white kitchen is finished with Carrara marble and anchored by two large islands part of a dramatic great room that includes formal and casual living spaces, dining area, and seamless access to the outdoors, pool, and views. The multi-level floor plan features a luxurious primary suite with spa-inspired bath and an enormous skylit dressing room, two additional bedrooms with a shared luxe bath, and a striking hallway bath. Outdoor amenities include a solar-heated pool, spa, fire pits, crushed stone walking paths, an elevated pavilion, and expansive Ipe deck. All just minutes from trails, town conveniences, and top-rated Portola Valley schools.

3 Beds ⋅ 3 Baths ⋅ ML82012718 MLS

Modern Luxury on 2+ Acres with Windy Hill Views || Striking modern design, total privacy, and chic designer interiors define this exceptional property in the heart of central Portola Valley. Gated at the end of a long driveway and spanning over 2 acres, the setting offers expansive grounds with views toward Windy Hill and a layout designed for effortless indoor/outdoor living. Every detail of the home has been meticulously curated, with radiant-heated concrete and white oak floors, soaring ceilings, and floor-to-ceiling walls of glass stretching the entire length of the home. The sleek white kitchen is finished with Carrara marble and anchored by two large islands part of a dramatic great room that includes formal and casual living spaces, dining area, and seamless access to the outdoors, pool, and views. The multi-level floor plan features a luxurious primary suite with spa-inspired bath and an enormous skylit dressing room, two additional bedrooms with a shared luxe bath, and a striking hallway bath. Outdoor amenities include a solar-heated pool, spa, fire pits, crushed stone walking paths, an elevated pavilion, and expansive Ipe deck. All just minutes from trails, town conveniences, and top-rated Portola Valley schools.

22 Grove DR, Portola Valley

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

Sold listing courtesy of Judy Citron from COMPS

$6,200,000

Designed to embrace the sweeping views of the western hills, this sophisticated home exemplifies contemporary elegance with signature floor-to-ceiling corner walls of glass in many rooms, plus towering ceilings, some with solarium glass. The result is tremendous natural light and volume with views at every turn. The dramatic open floor plan is unified with a Versailles pattern of travertine, marble, and granite on the floors, plush carpet in some rooms, and a soft neutral palette throughout. Designed also with entertaining in mind, there is a full bar opening to the pool, a temperature-controlled wine cellar, and a tremendous chefs kitchen. Personal accommodations include a lavish primary suite with a customized office, sitting/fitness room, and sauna. Two additional suites are found on the main level, a suite on the lower level is wired for an optional media room, plus there is a project room/art studio. Every room in the home opens to the outdoors, where the 2.26-acre grounds feature a stunning pool and spa and a vast cantilevered deck that takes full advantage of the views. With a premier location in the heart of central Portola Valley, this home also has a private gate to renowned hiking trails and access to excellent local schools.

4 Beds ⋅ 5 Baths ⋅ ML81974760 MLS

Designed to embrace the sweeping views of the western hills, this sophisticated home exemplifies contemporary elegance with signature floor-to-ceiling corner walls of glass in many rooms, plus towering ceilings, some with solarium glass. The result is tremendous natural light and volume with views at every turn. The dramatic open floor plan is unified with a Versailles pattern of travertine, marble, and granite on the floors, plush carpet in some rooms, and a soft neutral palette throughout. Designed also with entertaining in mind, there is a full bar opening to the pool, a temperature-controlled wine cellar, and a tremendous chefs kitchen. Personal accommodations include a lavish primary suite with a customized office, sitting/fitness room, and sauna. Two additional suites are found on the main level, a suite on the lower level is wired for an optional media room, plus there is a project room/art studio. Every room in the home opens to the outdoors, where the 2.26-acre grounds feature a stunning pool and spa and a vast cantilevered deck that takes full advantage of the views. With a premier location in the heart of central Portola Valley, this home also has a private gate to renowned hiking trails and access to excellent local schools.

395 Golden Hills DR, Portola Valley

Listed by Tom LeMieux, 650-465-7459 from Compass
(If provided) CoList: from

Sold listing courtesy of Mark Chiavetta from CBR

$3,995,000

Price Improvement! Estate home situated in a quiet & serene park like setting tucked away from the street. This gated property is located in the heart of Portola Valley, a short stroll to Town center, Famers market, Summer concerts, Just a few minutes drive to 280 & Sand Hill Venture Row. 5 bedrooms/3.5 fully remodeled baths with a unique welcoming feeling. Primary suite with a freshly remodeled bathroom & walk-in closet. Located on a wooded yet sunny 1.3 acre's. The 3,600 s.f. Home has a gourmet Chef's kitchen, Calcutta marble, custom cabinets, commercial grade appliances, gas range/oven, Liebherr refrigerator, breakfast bar, and bench seat storage. Large formal living room with high ceilings and slider to outdoor entertaining area. Separate family room/library with high ceilings. hardwood floors throughout. Double pane windows throughout. Inside laundry and abundance of storage cabinets. Two outdoor living rooms for entertaining. Raised planters for a vegetable & herb garden, Space ideal for a chicken coop, Tons of usable lawn space, On cooler nights, there is a spacious theater that insures many hours of entertainment. Wonderfully high ceilings & high end custom finishes throughout. No detail was ignored This home speaks of quality Come home to style and comfortable elegance.

5 Beds ⋅ 4 Baths ⋅ ML81970104 MLS

Price Improvement! Estate home situated in a quiet & serene park like setting tucked away from the street. This gated property is located in the heart of Portola Valley, a short stroll to Town center, Famers market, Summer concerts, Just a few minutes drive to 280 & Sand Hill Venture Row. 5 bedrooms/3.5 fully remodeled baths with a unique welcoming feeling. Primary suite with a freshly remodeled bathroom & walk-in closet. Located on a wooded yet sunny 1.3 acre's. The 3,600 s.f. Home has a gourmet Chef's kitchen, Calcutta marble, custom cabinets, commercial grade appliances, gas range/oven, Liebherr refrigerator, breakfast bar, and bench seat storage. Large formal living room with high ceilings and slider to outdoor entertaining area. Separate family room/library with high ceilings. hardwood floors throughout. Double pane windows throughout. Inside laundry and abundance of storage cabinets. Two outdoor living rooms for entertaining. Raised planters for a vegetable & herb garden, Space ideal for a chicken coop, Tons of usable lawn space, On cooler nights, there is a spacious theater that insures many hours of entertainment. Wonderfully high ceilings & high end custom finishes throughout. No detail was ignored This home speaks of quality Come home to style and comfortable elegance.

1077 Portola RD, Portola Valley

Listed by William Lister, 408-892-9300 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Jennifer Alfaro from COMPS

$3,509,000

Private and luxurious 12-acre Portola Valley estate just minutes from the center of town, Stanford, and Silicon Valley. Sweeping unobstructed views of western hills, Fogarty Winery vineyards, and the bay. Architecturally significant 4600' home is an entertainers dream with soaring ceilings, skylights, many terraces, flat expanses, 20+ car parking, 350-bottle wine cellar, and more. 7 brs, 4 lux renovated bths. 3 fireplaces. Polished hardwood floors and top-of-the-line tile, stone, and granite finishes. Flex floor plan - for extended family, au pair, and more. Open and airy kitchen is equipped with SubZero, Thermador/Miele appliances will please the family chef. Additional kit on lower level is perfect for caterers and parties/events. Hot tub+gazebo. Extensive landscaping. Room to roam, bike, and play on fenced acreage. Planting garden, dog kennel and a children's playground. Potential for 2 ADUs (buyer to confirm). Truly the best value for indoor/outdoor estate living in Silicon Valley.

7 Beds ⋅ 4 Baths ⋅ ML81943845 MLS

Private and luxurious 12-acre Portola Valley estate just minutes from the center of town, Stanford, and Silicon Valley. Sweeping unobstructed views of western hills, Fogarty Winery vineyards, and the bay. Architecturally significant 4600' home is an entertainers dream with soaring ceilings, skylights, many terraces, flat expanses, 20+ car parking, 350-bottle wine cellar, and more. 7 brs, 4 lux renovated bths. 3 fireplaces. Polished hardwood floors and top-of-the-line tile, stone, and granite finishes. Flex floor plan - for extended family, au pair, and more. Open and airy kitchen is equipped with SubZero, Thermador/Miele appliances will please the family chef. Additional kit on lower level is perfect for caterers and parties/events. Hot tub+gazebo. Extensive landscaping. Room to roam, bike, and play on fenced acreage. Planting garden, dog kennel and a children's playground. Potential for 2 ADUs (buyer to confirm). Truly the best value for indoor/outdoor estate living in Silicon Valley.

5933 Alpine RD, Portola Valley

Listed by Don DeFranco, 415-722-7259 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Burcin Can Metin from ATLASARE