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$4,595,000

Sweeping southeastern views create a spectacular backdrop for this beautifully refreshed four-bedroom, four-bath residence, ideally perched atop one of the best locations in Portola Valley Ranch. Offering nearly 4,000 SF of thoughtfully designed living space, this move-in ready home blends timeless elegance with the relaxed sophistication of Portola Valley living. The expansive main level is designed to capture breathtaking vistas from nearly every room. A spacious open kitchen flows seamlessly into the dining room and gracious living room, where soaring ceilings, walls of glass, fireplace, and a wraparound deck create an exceptional setting for everyday living and entertaining. The large main-level primary suite features an oversized bath and dressing area, while a second bedroom offers flexibility as a guest suite, home office, or additional bedroom. The lower level features a spacious family room separating two private ensuite bedrooms, creating an ideal retreat for family or guests. A second fireplace, secondary laundry, storage room, and wine room complete this level. Expansive decks on both floors provide spaces to relax and enjoy the views. Residents enjoy the two swimming pools, tennis courts, a community center, scenic walking trails, and an active, welcoming community.

4 Beds ⋅ 4 Baths ⋅ ML82056839 MLS ⋅ Portola Valley Ranch BLDG.

Sweeping southeastern views create a spectacular backdrop for this beautifully refreshed four-bedroom, four-bath residence, ideally perched atop one of the best locations in Portola Valley Ranch. Offering nearly 4,000 SF of thoughtfully designed living space, this move-in ready home blends timeless elegance with the relaxed sophistication of Portola Valley living. The expansive main level is designed to capture breathtaking vistas from nearly every room. A spacious open kitchen flows seamlessly into the dining room and gracious living room, where soaring ceilings, walls of glass, fireplace, and a wraparound deck create an exceptional setting for everyday living and entertaining. The large main-level primary suite features an oversized bath and dressing area, while a second bedroom offers flexibility as a guest suite, home office, or additional bedroom. The lower level features a spacious family room separating two private ensuite bedrooms, creating an ideal retreat for family or guests. A second fireplace, secondary laundry, storage room, and wine room complete this level. Expansive decks on both floors provide spaces to relax and enjoy the views. Residents enjoy the two swimming pools, tennis courts, a community center, scenic walking trails, and an active, welcoming community.

2 Franciscan RDG, Portola Valley

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

$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

$5,988,000

Set on 2.8 AC, this home offers a peaceful retreat in a coveted setting. Warm, welcoming interiors span more than 3,700 SF across a multi-level floorplan, blending rustic character with an easy livability that harmonizes with the surrounding landscape. A soaring vaulted ceiling elevates the living room anchored by a fireplace and expansive windows framing views that reach toward the Stanford Dish, while the main living spaces also include a formal dining room, granite kitchen with Thermador appliances, a comfortable family room with a fireplace, and a lower-level recreation room. Five bedrooms plus an office provide flexibility and comfort. With nearby access to scenic nature preserves and trailheads, a short drive to the Ladera Country Shopper shopping center and local favorites such as Alpine Inn, this home offers a rare balance of seclusion and convenience, all with access to acclaimed schools including Ormondale and Corte Madera (buyer to verify eligibility).

5 Beds ⋅ 4 Baths ⋅ ML82052826 MLS

Set on 2.8 AC, this home offers a peaceful retreat in a coveted setting. Warm, welcoming interiors span more than 3,700 SF across a multi-level floorplan, blending rustic character with an easy livability that harmonizes with the surrounding landscape. A soaring vaulted ceiling elevates the living room anchored by a fireplace and expansive windows framing views that reach toward the Stanford Dish, while the main living spaces also include a formal dining room, granite kitchen with Thermador appliances, a comfortable family room with a fireplace, and a lower-level recreation room. Five bedrooms plus an office provide flexibility and comfort. With nearby access to scenic nature preserves and trailheads, a short drive to the Ladera Country Shopper shopping center and local favorites such as Alpine Inn, this home offers a rare balance of seclusion and convenience, all with access to acclaimed schools including Ormondale and Corte Madera (buyer to verify eligibility).

285 Escobar RD, Portola Valley

Listed by DeLeon Team, 650-407-0160 from Deleon Realty
(If provided) CoList: from

$1,749,000

SUNLIT GEM ON NEARLY ONE-HALF ACRE WITH PLANS TO EXPAND! Fresh, inviting, and completely sophisticated, this retreat has been transformed into a light-filled setting. Easily accessed via wide streets, the property spans nearly one-half acre of predominantly level grounds and includes plans for a future expansion. The current home, with 2 bedrooms and 2 baths, offers a streamlined scale yet the open concept design lends an unexpected sense of expansiveness. A crisp palette of whites defines the interiors, from the all-white kitchen with quartz countertops and subway tile backsplashes to the remodeled baths finished in marble and tile. Vaulted ceilings with skylights and exposed beams enhance the airy atmosphere, while wood-like luxury vinyl floors provide continuity throughout. Multiple sets of glass doors open to wraparound flagstone patios and expansive land, where limited tree canopies allow brilliant sunlight to fill both the interiors and outdoor gathering spaces. Finishing touches include a separate laundry room, an outdoor storage shed, and a two-car carport. Portola Valleys acclaimed schools and miles of scenic trails are just moments away, making this a remarkable opportunity to enjoy contemporary style and comfort today with the option to expand in the future.

2 Beds ⋅ 2 Baths ⋅ ML82047556 MLS

SUNLIT GEM ON NEARLY ONE-HALF ACRE WITH PLANS TO EXPAND! Fresh, inviting, and completely sophisticated, this retreat has been transformed into a light-filled setting. Easily accessed via wide streets, the property spans nearly one-half acre of predominantly level grounds and includes plans for a future expansion. The current home, with 2 bedrooms and 2 baths, offers a streamlined scale yet the open concept design lends an unexpected sense of expansiveness. A crisp palette of whites defines the interiors, from the all-white kitchen with quartz countertops and subway tile backsplashes to the remodeled baths finished in marble and tile. Vaulted ceilings with skylights and exposed beams enhance the airy atmosphere, while wood-like luxury vinyl floors provide continuity throughout. Multiple sets of glass doors open to wraparound flagstone patios and expansive land, where limited tree canopies allow brilliant sunlight to fill both the interiors and outdoor gathering spaces. Finishing touches include a separate laundry room, an outdoor storage shed, and a two-car carport. Portola Valleys acclaimed schools and miles of scenic trails are just moments away, making this a remarkable opportunity to enjoy contemporary style and comfort today with the option to expand in the future.

76 Old Spanish TRL, Portola Valley

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

$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

$1,750,000

Tucked among mature oaks in the coveted Woodside Highlands, 9 Russell Avenue offers a rare blend of privacy, character, and opportunity on nearly one-third of an acre in prestigious Portola Valley. The main level features a generous living room anchored by a remarkable stone fireplace crafted from historic ship ballast, along with a separate family room, two bedrooms, and a full bath. Downstairs, bonus room, second bath, and laundry/storage area provide flexibility for guests, a home office, or future customization, with direct access to the 2 car garage. The main level is approximately 1440 sq. ft, with another 900 sq. of finished basement. The private grounds include a pool and multiple outdoor shaded gathering spaces beneath the oaks to relax or reimagine. Portola Valley is known for its top-rated schools, including Ormondale and Corte Madera, its vibrant Town Center, and miles of scenic trails at Windy Hill Preserve. Whether you envision a thoughtful renovation or a custom rebuild, this property delivers exceptional upside in a premier location.

2 Beds ⋅ 2 Baths ⋅ ML82042559 MLS

Tucked among mature oaks in the coveted Woodside Highlands, 9 Russell Avenue offers a rare blend of privacy, character, and opportunity on nearly one-third of an acre in prestigious Portola Valley. The main level features a generous living room anchored by a remarkable stone fireplace crafted from historic ship ballast, along with a separate family room, two bedrooms, and a full bath. Downstairs, bonus room, second bath, and laundry/storage area provide flexibility for guests, a home office, or future customization, with direct access to the 2 car garage. The main level is approximately 1440 sq. ft, with another 900 sq. of finished basement. The private grounds include a pool and multiple outdoor shaded gathering spaces beneath the oaks to relax or reimagine. Portola Valley is known for its top-rated schools, including Ormondale and Corte Madera, its vibrant Town Center, and miles of scenic trails at Windy Hill Preserve. Whether you envision a thoughtful renovation or a custom rebuild, this property delivers exceptional upside in a premier location.

9 Russell AVE, Portola Valley

Listed by James Gardner, 408-202-9602 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Esther Wang from ASPR

$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

$2,850,000

Peaceful Updated Country Living on Nearly 1.5 Acres . Beautifully updated and framed by sun-swept open meadows and majestic trees, this property spans nearly 1.5 acres at the end of a lane. An inviting front porch takes in the tranquil surroundings and sounds of nature. Stepping inside, the ambiance is bright and inviting with refinished hardwood floors, crisp white woodwork, and expansive windows and glass doors. The designer all- white kitchen has Carrara marble counters and stainless steel appliances, including a quality Viking gas range. A separate wing comprises 2 full-size bedrooms and one small bedroom, plus 2 full baths. Perfect for exercise, art, and/or office needs is a detached 2-room studio plus a Nordic-inspired newly added second studio. Tying it all together are many beautiful and versatile outdoor living spaces plus a fully fenced vegetable garden, small orchard, and a chicken coop.

3 Beds ⋅ 2 Baths ⋅ ML82041743 MLS

Peaceful Updated Country Living on Nearly 1.5 Acres . Beautifully updated and framed by sun-swept open meadows and majestic trees, this property spans nearly 1.5 acres at the end of a lane. An inviting front porch takes in the tranquil surroundings and sounds of nature. Stepping inside, the ambiance is bright and inviting with refinished hardwood floors, crisp white woodwork, and expansive windows and glass doors. The designer all- white kitchen has Carrara marble counters and stainless steel appliances, including a quality Viking gas range. A separate wing comprises 2 full-size bedrooms and one small bedroom, plus 2 full baths. Perfect for exercise, art, and/or office needs is a detached 2-room studio plus a Nordic-inspired newly added second studio. Tying it all together are many beautiful and versatile outdoor living spaces plus a fully fenced vegetable garden, small orchard, and a chicken coop.

377 Wayside RD, Portola Valley

Listed by Janis F. Grube, 650-346-8690 from Friedenberg Grube Real Estate
(If provided) CoList: from

Sold listing courtesy of Angela K. Galatolo from AGNC

$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

$3,800,000

Located in prime central Portola Valley, discover the potential of this single-level home & spectacular property. With 3 bdrms, 2 bthrms, & 2,210 sq. ft. of living space on an expansive 42,575 sq. ft. lot, this home offers a rare opportunity to create your dream lifestyle. The front door leads you into a spacious living room w/ a cozy fireplace, stunning floor-to-ceiling windows & a dining area. The kitchen & adjoining family room flow seamlessly to the private backyardfeaturing a large deck and sparkling pool. On clear days, enjoy stunning views of the South Bay both while inside the home and from the backyard. The freshly painted interior and brand-new carpet provide a clean slate, ready for your personal touch. The primary suite includes two walk-in closets and a private bathroom, while the two additional bedrooms share a convenient hall bath. Functional amenities like a dedicated laundry room and attached 2-car garage add to the home's overall comfort and practicality. Ideally situated for easy access to PV schools, Stanford, Highway 280, local shopping, and scenic hiking trails, this property combines convenience and natural beauty. First time on the market, this home presents a unique opportunity to customize and enjoy a peaceful retreat in a very desirable location.

3 Beds ⋅ 2 Baths ⋅ ML82037272 MLS

Located in prime central Portola Valley, discover the potential of this single-level home & spectacular property. With 3 bdrms, 2 bthrms, & 2,210 sq. ft. of living space on an expansive 42,575 sq. ft. lot, this home offers a rare opportunity to create your dream lifestyle. The front door leads you into a spacious living room w/ a cozy fireplace, stunning floor-to-ceiling windows & a dining area. The kitchen & adjoining family room flow seamlessly to the private backyardfeaturing a large deck and sparkling pool. On clear days, enjoy stunning views of the South Bay both while inside the home and from the backyard. The freshly painted interior and brand-new carpet provide a clean slate, ready for your personal touch. The primary suite includes two walk-in closets and a private bathroom, while the two additional bedrooms share a convenient hall bath. Functional amenities like a dedicated laundry room and attached 2-car garage add to the home's overall comfort and practicality. Ideally situated for easy access to PV schools, Stanford, Highway 280, local shopping, and scenic hiking trails, this property combines convenience and natural beauty. First time on the market, this home presents a unique opportunity to customize and enjoy a peaceful retreat in a very desirable location.

285 Golden Oak DR, Portola Valley

Listed by Kimm Terpening, 650-867-4880 from Compass
(If provided) CoList: Jennifer Alfaro from Compass

Sold listing courtesy of Lisa Dippel from NTERO

$7,495,000

On the market for the first time, this exceptional Craftsman home is located in prestigious Blue Oaks, an enclave of estate homes surrounded by 285 acres of open space & trails. Built by Chessler Construction in 2003, the home showcases timeless architecture, exquisite woodwork, & a flexible multi-level floor plan designed for today's lifestyle. Set on approx. 1.29 acres, the property enjoys a backdrop of natural beauty with miles of nearby hiking trails, plus sweeping views out to the San Francisco Bay & East Bay hills from the top level. Main level is ideal for both grand entertaining & comfortable everyday living, offering formal venues, professional office, & seamless connection to expansive outdoor spaces that include front & rear terraces, loggia with fireplace, plus an in-ground spa & outdoor shower. Primary suite has Bay views & each bedroom has private balconies & elegantly appointed bathrooms. Finishing touches include an attached 4-car garage, backup generator, & a community pool & clubhouse. Blue Oaks location offers quick access to Portola Valley's charming town center & excellent public & privates schools, with Stanford University just 15 minutes away. Acreage & open space provide unmatched lifestyle in one of the area's most sought-after neighborhoods.

5 Beds ⋅ 8 Baths ⋅ ML82036782 MLS ⋅ Blue Oaks BLDG.

On the market for the first time, this exceptional Craftsman home is located in prestigious Blue Oaks, an enclave of estate homes surrounded by 285 acres of open space & trails. Built by Chessler Construction in 2003, the home showcases timeless architecture, exquisite woodwork, & a flexible multi-level floor plan designed for today's lifestyle. Set on approx. 1.29 acres, the property enjoys a backdrop of natural beauty with miles of nearby hiking trails, plus sweeping views out to the San Francisco Bay & East Bay hills from the top level. Main level is ideal for both grand entertaining & comfortable everyday living, offering formal venues, professional office, & seamless connection to expansive outdoor spaces that include front & rear terraces, loggia with fireplace, plus an in-ground spa & outdoor shower. Primary suite has Bay views & each bedroom has private balconies & elegantly appointed bathrooms. Finishing touches include an attached 4-car garage, backup generator, & a community pool & clubhouse. Blue Oaks location offers quick access to Portola Valley's charming town center & excellent public & privates schools, with Stanford University just 15 minutes away. Acreage & open space provide unmatched lifestyle in one of the area's most sought-after neighborhoods.

1 Redberry RDG, Portola Valley

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

$8,748,000

Perched on a knolltop within prestigious Blue Oaks, this luxurious estate epitomizes elegance and exclusivity. Set on 2.53 acres of naturally organic beauty, this residence offers unparalleled privacy and breathtaking views of the San Francisco Bay. A true sanctuary, the home seamlessly blends sophisticated design with the tranquility of its natural surroundings. The expansive living room, bathed in natural light from floor-to-ceiling windows, provides a stunning backdrop of the sweeping Bay views. The heart of the home is the gourmet kitchen, a culinary enthusiast's dream, that opens to a spacious family room, creating a true great room that is ideal for both everyday living and entertaining. Multiple adjacent terraces offer 360-degree views. Each of the 5 bedrooms is an en suite retreat. The primary suite offers a luxurious spa-like bath, walk-in closet, fireplace and picture windows that capture the serene vistas. In addition to an executive home office, the estate boasts a home gym, media/rec room, wine cellar, expansive swimming pool and 4-car garage. This estate in Blue Oaks is more than a home; it is a lifestyle. With its unmatched privacy, luxurious amenities and awe-inspiring views, it offers a unique opportunity to experience the pinnacle of Silicon Valley living.

5 Beds ⋅ 8 Baths ⋅ ML82034238 MLS ⋅ Blue Oaks BLDG.

Perched on a knolltop within prestigious Blue Oaks, this luxurious estate epitomizes elegance and exclusivity. Set on 2.53 acres of naturally organic beauty, this residence offers unparalleled privacy and breathtaking views of the San Francisco Bay. A true sanctuary, the home seamlessly blends sophisticated design with the tranquility of its natural surroundings. The expansive living room, bathed in natural light from floor-to-ceiling windows, provides a stunning backdrop of the sweeping Bay views. The heart of the home is the gourmet kitchen, a culinary enthusiast's dream, that opens to a spacious family room, creating a true great room that is ideal for both everyday living and entertaining. Multiple adjacent terraces offer 360-degree views. Each of the 5 bedrooms is an en suite retreat. The primary suite offers a luxurious spa-like bath, walk-in closet, fireplace and picture windows that capture the serene vistas. In addition to an executive home office, the estate boasts a home gym, media/rec room, wine cellar, expansive swimming pool and 4-car garage. This estate in Blue Oaks is more than a home; it is a lifestyle. With its unmatched privacy, luxurious amenities and awe-inspiring views, it offers a unique opportunity to experience the pinnacle of Silicon Valley living.

7 Redberry RDG, Portola Valley

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

$8,100,000

Contemporary single-level main residence with attached two-story ADU on 1.1+ private acres finished in 2021, offering direct Windy Hill views and walking distance to Portola Valley Town Center, library, restaurants, farmers market, and trailheads. Striking modern architecture features walls of glass, soaring ceilings, skylights, and white oak floors throughout. The dramatic great room opens to covered and open terraces and a level lawn just off the living room patio, with rear grounds anchored by a heritage oak. The designer kitchen showcases Calacatta marble surfaces, a waterfall island, and high-end appliances. The main residence includes a dedicated office, four bedrooms, and three and a half baths, highlighted by a serene primary suite with Windy Hill views and a Zen-inspired bath with private garden. A privately located bedroom suite is ideal for guests or an au pair. The attached ADU offers one bedroom, one bath, a full kitchen, and a living room with fireplace, with finishes matching the main home. Gated entry, custom pavers, cedar entry door, fountains, mature landscaping, level synthetic lawn, raised garden beds, and fully fenced grounds complete this desirable property. Total Finished square footage: 4,390 sq. ft. (main house: 3,520 sq. ft. and ADU: 870 sq. ft.)

5 Beds ⋅ 5 Baths ⋅ ML82033403 MLS

Contemporary single-level main residence with attached two-story ADU on 1.1+ private acres finished in 2021, offering direct Windy Hill views and walking distance to Portola Valley Town Center, library, restaurants, farmers market, and trailheads. Striking modern architecture features walls of glass, soaring ceilings, skylights, and white oak floors throughout. The dramatic great room opens to covered and open terraces and a level lawn just off the living room patio, with rear grounds anchored by a heritage oak. The designer kitchen showcases Calacatta marble surfaces, a waterfall island, and high-end appliances. The main residence includes a dedicated office, four bedrooms, and three and a half baths, highlighted by a serene primary suite with Windy Hill views and a Zen-inspired bath with private garden. A privately located bedroom suite is ideal for guests or an au pair. The attached ADU offers one bedroom, one bath, a full kitchen, and a living room with fireplace, with finishes matching the main home. Gated entry, custom pavers, cedar entry door, fountains, mature landscaping, level synthetic lawn, raised garden beds, and fully fenced grounds complete this desirable property. Total Finished square footage: 4,390 sq. ft. (main house: 3,520 sq. ft. and ADU: 870 sq. ft.)

1390 Westridge DR, Portola Valley

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

Sold listing courtesy of John Kavanaugh from CBR

$7,998,000

Set on an acre at the end of a quiet cul-de-sac in central Portola Valley, this striking contemporary residence captures unobstructed panoramic views of the western hills & Windy Hill. Designed by award-winning architect Arthur Dyson, a Frank Lloyd Wright protégé, the home is a refined modernist retreat where architecture & landscape exist in seamless harmony. A dramatic glass entry walkway leads to a foyer highlighted by a two-story cascading water feature & sculptural staircase. The living room features a barrel-vaulted ceiling & wall of folding glass doors opening to an expansive view deck, creating an effortless indoor-outdoor connection. Walls of glass throughout the living, dining & family rooms frame sweeping vistas, while a fireplace anchors the open living spaces. The chef's kitchen features top-tier appliances, slab counters & generous workspace, all oriented toward the views. The main level living space features an executive office, secondary bedroom & primary suite with sitting room & fireplace. Two additional bedrooms & a rec room are located at the lower level. The stunning grounds include a pool, spa, waterfall & expansive decks for entertaining. With dramatic design, breathtaking views, privacy & PV schools, this is a rare modern retreat in a coveted setting.

4 Beds ⋅ 4 Baths ⋅ ML82032104 MLS

Set on an acre at the end of a quiet cul-de-sac in central Portola Valley, this striking contemporary residence captures unobstructed panoramic views of the western hills & Windy Hill. Designed by award-winning architect Arthur Dyson, a Frank Lloyd Wright protégé, the home is a refined modernist retreat where architecture & landscape exist in seamless harmony. A dramatic glass entry walkway leads to a foyer highlighted by a two-story cascading water feature & sculptural staircase. The living room features a barrel-vaulted ceiling & wall of folding glass doors opening to an expansive view deck, creating an effortless indoor-outdoor connection. Walls of glass throughout the living, dining & family rooms frame sweeping vistas, while a fireplace anchors the open living spaces. The chef's kitchen features top-tier appliances, slab counters & generous workspace, all oriented toward the views. The main level living space features an executive office, secondary bedroom & primary suite with sitting room & fireplace. Two additional bedrooms & a rec room are located at the lower level. The stunning grounds include a pool, spa, waterfall & expansive decks for entertaining. With dramatic design, breathtaking views, privacy & PV schools, this is a rare modern retreat in a coveted setting.

65 Cheyenne PT, Portola Valley

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

Sold listing courtesy of Marc Roos from SGP

$3,750,000

Stunning Home in Highly Desirable Ladera Neighborhood. Elegant Living Room with Fireplace and High Ceilings. Formal Dining Room. Chef's Eat-in Kitchen with Stainless Steel Appliances and Breakfast Bar Opens to Family Room with Fireplace and Skylight. Primary Suite Retreat Features Spacious Walk-in Closet, Double Sinks, and Stall Shower. Four Bedrooms. Three Bathrooms. Interior Features Include Laundry Room, Central Heating and Air Conditioning, and Ample Natural Light Throughout. Lovely Landscaped 12,561 +/- Lot. Award Winning Las Lomitas School District

4 Beds ⋅ 3 Baths ⋅ ML82030885 MLS

Stunning Home in Highly Desirable Ladera Neighborhood. Elegant Living Room with Fireplace and High Ceilings. Formal Dining Room. Chef's Eat-in Kitchen with Stainless Steel Appliances and Breakfast Bar Opens to Family Room with Fireplace and Skylight. Primary Suite Retreat Features Spacious Walk-in Closet, Double Sinks, and Stall Shower. Four Bedrooms. Three Bathrooms. Interior Features Include Laundry Room, Central Heating and Air Conditioning, and Ample Natural Light Throughout. Lovely Landscaped 12,561 +/- Lot. Award Winning Las Lomitas School District

60 Linaria WAY, Portola Valley

Listed by Keri Nicholas, 650-533-7373 from Parc Agency Corporation
(If provided) CoList: from

Sold listing courtesy of Brian Dakin from APR

$4,600,000

Beautifully updated & remodeled for contemporary living, this home enjoys a rare setting on a circular street in central Portola Valley. Framed by towering redwoods & mature oaks, the property enjoys exceptional privacy with a sunlit deck & spa plus a seasonal creek that traces the rear border. Home open & light filled design, featuring reconfigured living areas, designer kitchen, & perfectly hued refinished hardwood floors. Main living areas are designed with flexibility for formal or everyday living. Great room that encompasses the kitchen, family room, & formal dining space, while an adjoining library also offers the option of use as a formal dining room. All of the spaces open to the enchanting rear grounds including a large office off the living room. Tranquil main-level primary suite with remodeled bath & direct access to the spa deck. Second bedroom & bath on this level are ideal for guests plus a dedicated office. Upper level features a spacious recreation room with fireplace & refreshment center, plus two additional bedrooms, each opening to a rear deck with stairs to the yard, & remodeled bath. Completing this inviting retreat is its close-in location just minutes from Portola Valley Town Center, Windy Hill hiking trails, & acclaimed Portola Valley schools.

4 Beds ⋅ 4 Baths ⋅ ML82025987 MLS

Beautifully updated & remodeled for contemporary living, this home enjoys a rare setting on a circular street in central Portola Valley. Framed by towering redwoods & mature oaks, the property enjoys exceptional privacy with a sunlit deck & spa plus a seasonal creek that traces the rear border. Home open & light filled design, featuring reconfigured living areas, designer kitchen, & perfectly hued refinished hardwood floors. Main living areas are designed with flexibility for formal or everyday living. Great room that encompasses the kitchen, family room, & formal dining space, while an adjoining library also offers the option of use as a formal dining room. All of the spaces open to the enchanting rear grounds including a large office off the living room. Tranquil main-level primary suite with remodeled bath & direct access to the spa deck. Second bedroom & bath on this level are ideal for guests plus a dedicated office. Upper level features a spacious recreation room with fireplace & refreshment center, plus two additional bedrooms, each opening to a rear deck with stairs to the yard, & remodeled bath. Completing this inviting retreat is its close-in location just minutes from Portola Valley Town Center, Windy Hill hiking trails, & acclaimed Portola Valley schools.

135 Wyndham DR, Portola Valley

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

Sold listing courtesy of Courtney Charney from PARCA

$3,455,000

Discover the potential at 475 Cervantes Rd, nestled in the heart of Portola Valley, where opportunity meets prime location. Situated on a lovely 1 acre lot, this property presents a remarkable canvas for those looking to build or remodel in order to create their optimal living space. The home boasts 2,550 feet of living space, featuring 3 bedrooms, 2.5 bathrooms. The primary bedroom is a retreat in itself, complete with an ensuite bathroom that includes a separate tub and shower. The additional two bedrooms share a convenient and spacious hall bath. The heart of this home is its open-concept kitchen and family room, perfect for gatherings and entertaining. The kitchen comes equipped with a center island and a cozy eating area, while the family room offers built-in bookcases and fireplace. For more formal occasions, enjoy the separate dining room and large living room. To enhance the thoughtful flow of the home, all common areas lead to the serene backyard. Additional amenities include a dedicated laundry room, a detached 2-car garage, a screened patio and a deck overlooking the private yard while offering a peaceful retreat and space for outdoor enjoyment. This home already offers fabulous spaces and a thoughtful floor plan; it just needs the creativity of its next owner.

3 Beds ⋅ 3 Baths ⋅ ML82022989 MLS

Discover the potential at 475 Cervantes Rd, nestled in the heart of Portola Valley, where opportunity meets prime location. Situated on a lovely 1 acre lot, this property presents a remarkable canvas for those looking to build or remodel in order to create their optimal living space. The home boasts 2,550 feet of living space, featuring 3 bedrooms, 2.5 bathrooms. The primary bedroom is a retreat in itself, complete with an ensuite bathroom that includes a separate tub and shower. The additional two bedrooms share a convenient and spacious hall bath. The heart of this home is its open-concept kitchen and family room, perfect for gatherings and entertaining. The kitchen comes equipped with a center island and a cozy eating area, while the family room offers built-in bookcases and fireplace. For more formal occasions, enjoy the separate dining room and large living room. To enhance the thoughtful flow of the home, all common areas lead to the serene backyard. Additional amenities include a dedicated laundry room, a detached 2-car garage, a screened patio and a deck overlooking the private yard while offering a peaceful retreat and space for outdoor enjoyment. This home already offers fabulous spaces and a thoughtful floor plan; it just needs the creativity of its next owner.

475 Cervantes RD, Portola Valley

Listed by Jennifer Alfaro, 650-888-8338 from Compass
(If provided) CoList: Kimm Terpening from Compass

Sold listing courtesy of Eric Ruxton from TERA

$3,925,000

Located in the sought-after Westridge area of Portola Valley, this well-appointed home is embraced by forested surroundings & a pool on an expansive 2.37-acre lot. Classic Craftsman exterior clad in shingles gives way to bright, contemporary interiors filled with incredible natural light. Vaulted ceilings rise above the rooms, complemented by numerous skylights & an extraordinary use of picture windows & sliding glass doors that frame the breathtaking scenery at every turn. Thoughtfully designed layout spans two levels with 3 bedrooms & 2.5 baths, a recreation room with an office center & built-in Murphy bed, plus a flexible-use room for office, fitness, or play. Designed for both everyday living & effortless entertaining, the home features grand gathering spaces that flow seamlessly to expansive outdoor venues, including two separate decks, one with built-in barbecue & adjoining covered dining lounge. Adding a rare & unexpected highlight, a separately fenced & sunswept pool is positioned at one end of the grounds surrounded by lawn & wooded views. Completing the appeal are a detached two-car garage, abundant off-street parking, & access to excellent Portola Valley schools. A truly special opportunity in one of the Peninsula's most desirable neighborhoods.

3 Beds ⋅ 3 Baths ⋅ ML82006466 MLS

Located in the sought-after Westridge area of Portola Valley, this well-appointed home is embraced by forested surroundings & a pool on an expansive 2.37-acre lot. Classic Craftsman exterior clad in shingles gives way to bright, contemporary interiors filled with incredible natural light. Vaulted ceilings rise above the rooms, complemented by numerous skylights & an extraordinary use of picture windows & sliding glass doors that frame the breathtaking scenery at every turn. Thoughtfully designed layout spans two levels with 3 bedrooms & 2.5 baths, a recreation room with an office center & built-in Murphy bed, plus a flexible-use room for office, fitness, or play. Designed for both everyday living & effortless entertaining, the home features grand gathering spaces that flow seamlessly to expansive outdoor venues, including two separate decks, one with built-in barbecue & adjoining covered dining lounge. Adding a rare & unexpected highlight, a separately fenced & sunswept pool is positioned at one end of the grounds surrounded by lawn & wooded views. Completing the appeal are a detached two-car garage, abundant off-street parking, & access to excellent Portola Valley schools. A truly special opportunity in one of the Peninsula's most desirable neighborhoods.

300 Cervantes RD, Portola Valley

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

Sold listing courtesy of Daniel Flores from COMP

$6,550,000

Transformed with a whole-home renovation, this exquisite home offers luxurious designer style and wellness-focused amenities in a prime Central Portola Valley location. Every detail has been elevated, with stunning interiors featuring heated tiled floors in every room. Expansive retractable glass doors create a seamless indoor/outdoor connection in the living and dining room plus there is a spacious kitchen and family room combination with built-in casual dining area. A spa-like ambiance defines this 4-bedroom, 3.5-bath home, anchored by a sumptuous primary suite with steam shower. A private wellness retreat continues outside on the tremendous rear deck which feels like living space, including a recessed spa, cold plunge tub, and cedar-lined sauna. A lower deck with linear gas fireplace invites gatherings, sanded walking paths encourage quiet reflection beside the creek, and a vast synthetic lawn awaits recreation. Designed for effortless living and exceptional comfort, this home also has a wonderfully converted garage bay with the perfect space for a remote office.

4 Beds ⋅ 4 Baths ⋅ ML82001354 MLS

Transformed with a whole-home renovation, this exquisite home offers luxurious designer style and wellness-focused amenities in a prime Central Portola Valley location. Every detail has been elevated, with stunning interiors featuring heated tiled floors in every room. Expansive retractable glass doors create a seamless indoor/outdoor connection in the living and dining room plus there is a spacious kitchen and family room combination with built-in casual dining area. A spa-like ambiance defines this 4-bedroom, 3.5-bath home, anchored by a sumptuous primary suite with steam shower. A private wellness retreat continues outside on the tremendous rear deck which feels like living space, including a recessed spa, cold plunge tub, and cedar-lined sauna. A lower deck with linear gas fireplace invites gatherings, sanded walking paths encourage quiet reflection beside the creek, and a vast synthetic lawn awaits recreation. Designed for effortless living and exceptional comfort, this home also has a wonderfully converted garage bay with the perfect space for a remote office.

30 Cheyenne PT, Portola Valley

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

Sold listing courtesy of Bryan Jacobs from RWH

$7,250,000

Beautiful 4 Bedroom 4.5 Bathroom Home on Private Cul-de-Sac. Formal Entry. Elegant Living Room with Fireplace and Vaulted Ceilings. Formal Dining Room with High Ceilings and Ample Natural Light. Chef's Kitchen with Center Island with Sink, Wolf Range, Subzero Refrigerator, and Butler's Pantry. Opens to Dining Area and Family Room with Vaulted Ceilings, Fireplace, and Bar. 4 Bedrooms. 4.5 Bathrooms. Lower Level Features Bedroom, Office, Full Bathroom, Bar, Rec Room, and 10,000 Bottle Wine Cellar. Attached 3-Car Garage with EV Charging. Lovely Landscaped 2.56 Acre Lot . Award Winning Portola Valley Schools

4 Beds ⋅ 5 Baths ⋅ ML81999228 MLS

Beautiful 4 Bedroom 4.5 Bathroom Home on Private Cul-de-Sac. Formal Entry. Elegant Living Room with Fireplace and Vaulted Ceilings. Formal Dining Room with High Ceilings and Ample Natural Light. Chef's Kitchen with Center Island with Sink, Wolf Range, Subzero Refrigerator, and Butler's Pantry. Opens to Dining Area and Family Room with Vaulted Ceilings, Fireplace, and Bar. 4 Bedrooms. 4.5 Bathrooms. Lower Level Features Bedroom, Office, Full Bathroom, Bar, Rec Room, and 10,000 Bottle Wine Cellar. Attached 3-Car Garage with EV Charging. Lovely Landscaped 2.56 Acre Lot . Award Winning Portola Valley Schools

6 Redberry RDG, Portola Valley

Listed by Keri Nicholas, 650-533-7373 from Parc Agency Corporation
(If provided) CoList: from

Sold listing courtesy of Kristin Gray from SGP

$7,575,000

Just over 1 acre in central Portola Valley, this modernist masterpiece was designed by award- winning architect Arthur Dyson who worked with Frank Lloyd Wright. The Zen-inspired lifestyle has resort-like grounds and breathtaking Windy Hill views. A striking glass walkway continues inside, where a 2-story wall of falling water and all-glass staircase set a tone of modern panache. The organic ambiance continues with barrel-vaulted ceilings with glass at each end, copper wall accents, and floors in slate and maple. Living room, dining room, and family room offer seamless sightlines to a central cantilevered fireplace, entire walls of glass present the views, and the kitchen is equipped with top-tier appliances. A private office plus main-level primary suite with additional office space cater to remote work needs. Second bedroom and bath on main level plus 2 bedrooms and bath on lower level. Pool, separate spa, plus vast open and covered decks. Excellent Portola Valley schools.

4 Beds ⋅ 4 Baths ⋅ ML81997192 MLS

Just over 1 acre in central Portola Valley, this modernist masterpiece was designed by award- winning architect Arthur Dyson who worked with Frank Lloyd Wright. The Zen-inspired lifestyle has resort-like grounds and breathtaking Windy Hill views. A striking glass walkway continues inside, where a 2-story wall of falling water and all-glass staircase set a tone of modern panache. The organic ambiance continues with barrel-vaulted ceilings with glass at each end, copper wall accents, and floors in slate and maple. Living room, dining room, and family room offer seamless sightlines to a central cantilevered fireplace, entire walls of glass present the views, and the kitchen is equipped with top-tier appliances. A private office plus main-level primary suite with additional office space cater to remote work needs. Second bedroom and bath on main level plus 2 bedrooms and bath on lower level. Pool, separate spa, plus vast open and covered decks. Excellent Portola Valley schools.

65 Cheyenne PT, Portola Valley

Listed by Kimm Terpening, 650-867-4880 from Compass
(If provided) CoList: Jessica Edwards from Compass

Sold listing courtesy of Billy McNair from CBR

$4,625,000

Portola Valley Ranch, the hidden gem of the Bay Area embodying the perfect combination of convenience and serenity. Located on 450 acres with 350 of those dedicated to open space with miles of hiking trails. Experience luxury living in this spacious 5-bedroom, 3.5 bath home with breathtaking views of the hills. Expansive windows, large skylights and multiple sliding doors create multi-directional light. The large kitchen with custom island and quartz countertops includes a fireplace and big eat-in area with soaring windows. This home has hardwood floors throughout and many upgrades including custom touches of Italian plaster walls in updated bathrooms, wet bar, temperature-controlled wine cellar, sauna, EV Level 1 chargers. Residents enjoy the pools, tennis courts, vineyard, fitness center, community garden, dog park and childrens play area with easy access to Stanford University, Hospital and shopping. Acclaimed Portola Valley Schools.

5 Beds ⋅ 4 Baths ⋅ ML81995488 MLS ⋅ Portola Valley Ranch BLDG.

Portola Valley Ranch, the hidden gem of the Bay Area embodying the perfect combination of convenience and serenity. Located on 450 acres with 350 of those dedicated to open space with miles of hiking trails. Experience luxury living in this spacious 5-bedroom, 3.5 bath home with breathtaking views of the hills. Expansive windows, large skylights and multiple sliding doors create multi-directional light. The large kitchen with custom island and quartz countertops includes a fireplace and big eat-in area with soaring windows. This home has hardwood floors throughout and many upgrades including custom touches of Italian plaster walls in updated bathrooms, wet bar, temperature-controlled wine cellar, sauna, EV Level 1 chargers. Residents enjoy the pools, tennis courts, vineyard, fitness center, community garden, dog park and childrens play area with easy access to Stanford University, Hospital and shopping. Acclaimed Portola Valley Schools.

4 Franciscan RDG, Portola Valley

Listed by Scott Chase, 650-947-4685 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Brad K. Le from ELEV

$3,025,000

A rare gem in the heart of Portola Valley! Nestled on a serene 1/3-acre lot, this beautifully maintained property offers two charming homesperfect for multi-generational living, guests, or rental income. The main residence boasts 3 beds, 2 baths, a formal living and dining area, an inviting family room, and a luxurious primary suite. High ceilings, abundant natural light, and thoughtful updates enhance the warm, welcoming ambiance. The detached 1-bed, 1-bath guest cottage (approx. 600 sq. ft.) has a private entrance, ideal for extended stays or potential rental income. Outside, enjoy the asphalted sports court, lush landscaping, and ample parking, including a spacious oversized garage. Connected to the sewer, this home is move-in ready with top-rated Portola Valley schools nearby. Access to hiking trails. Located minutes from Alpine Rd., this peaceful retreat offers both tranquility and convenience. Don't miss this exceptional opportunity!

4 Beds ⋅ 3 Baths ⋅ ML81995172 MLS

A rare gem in the heart of Portola Valley! Nestled on a serene 1/3-acre lot, this beautifully maintained property offers two charming homesperfect for multi-generational living, guests, or rental income. The main residence boasts 3 beds, 2 baths, a formal living and dining area, an inviting family room, and a luxurious primary suite. High ceilings, abundant natural light, and thoughtful updates enhance the warm, welcoming ambiance. The detached 1-bed, 1-bath guest cottage (approx. 600 sq. ft.) has a private entrance, ideal for extended stays or potential rental income. Outside, enjoy the asphalted sports court, lush landscaping, and ample parking, including a spacious oversized garage. Connected to the sewer, this home is move-in ready with top-rated Portola Valley schools nearby. Access to hiking trails. Located minutes from Alpine Rd., this peaceful retreat offers both tranquility and convenience. Don't miss this exceptional opportunity!

111 Carmel WAY, Portola Valley

Listed by Josh Rubin, 650-575-5981 from Compass
(If provided) CoList: from

Sold listing courtesy of Kimm Terpening from COMPS

$4,990,000

Nestled on more than 1.5 acres, this exquisite home has been thoughtfully transformed to deliver an unparalleled living experience. With more than 4,200 sf, the home exudes luxury, from its soaring ceilings and impeccable finishes to the dramatic use of glass. Expansive living areas, multiple fireplaces, a gourmet kitchen, and an executive office offer both comfort and style. Four bedrooms are highlighted by a private, retreat-like primary suite, complete with a spa-inspired bathroom. Outside, multi-level grounds provide the perfect venues for enjoying the idyllic setting, and this home also includes air conditioning, and a 3-car garage. Located just moments from trails, nature preserves, and Roberts Market, this home offers tranquility and convenience, while easy access to Interstate 280 ensures the entirety of the Bay Area is within easy reach. Plus, children may attend acclaimed schools such as Ormondale Elementary and Corte Madera Middle (buyer to verify eligibility).

4 Beds ⋅ 6 Baths ⋅ ML81990000 MLS

Nestled on more than 1.5 acres, this exquisite home has been thoughtfully transformed to deliver an unparalleled living experience. With more than 4,200 sf, the home exudes luxury, from its soaring ceilings and impeccable finishes to the dramatic use of glass. Expansive living areas, multiple fireplaces, a gourmet kitchen, and an executive office offer both comfort and style. Four bedrooms are highlighted by a private, retreat-like primary suite, complete with a spa-inspired bathroom. Outside, multi-level grounds provide the perfect venues for enjoying the idyllic setting, and this home also includes air conditioning, and a 3-car garage. Located just moments from trails, nature preserves, and Roberts Market, this home offers tranquility and convenience, while easy access to Interstate 280 ensures the entirety of the Bay Area is within easy reach. Plus, children may attend acclaimed schools such as Ormondale Elementary and Corte Madera Middle (buyer to verify eligibility).

5 Oak Forest CT, Portola Valley

Listed by DeLeon Team, 650-900-7000 from Deleon Realty
(If provided) CoList: from

Sold listing courtesy of Loren Dakin from PARCA

$6,700,000

Stunning Completely Renovated 5 Bedroom 5.5 Bathroom Spanish Hacienda Architecture Home with Breathtaking Views. Formal Entry. Elegant Living Room with Fireplace. Formal Dining Room. Chef's Eat-in Kitchen with Center Island with Sink, Bay Window, Skylight, New Subzero Refrigerator, New Appliances, and Pantry. Spacious Family Room with Vaulted Ceilings, Built-Ins, and Fireplace. 5 Spacious Bedrooms. 5.5 Bathrooms. Separate Office with Built-in Cabinets and Shelves. Spacious Loft Area with Skylights. Laundry Room with Sink and Built-in Cabinets. Primary Suite Retreat Features High Ceilings, Two Spacious Walk-in Closets, Double Sinks, Standalone Tub, and Stall Shower. Interior Features Include Ample Natural Light, High Ceilings, Central Heating and Air Conditioning, New Skylights, Refinished Fireplaces, New Additional Bathroom, and High-end Finishes Throughout. New Roof. Complete Privacy on 1.65+/- Acres. Sparkling Pool and Spa. Award Winning Portola Valley Schools.

5 Beds ⋅ 6 Baths ⋅ ML81980494 MLS

Stunning Completely Renovated 5 Bedroom 5.5 Bathroom Spanish Hacienda Architecture Home with Breathtaking Views. Formal Entry. Elegant Living Room with Fireplace. Formal Dining Room. Chef's Eat-in Kitchen with Center Island with Sink, Bay Window, Skylight, New Subzero Refrigerator, New Appliances, and Pantry. Spacious Family Room with Vaulted Ceilings, Built-Ins, and Fireplace. 5 Spacious Bedrooms. 5.5 Bathrooms. Separate Office with Built-in Cabinets and Shelves. Spacious Loft Area with Skylights. Laundry Room with Sink and Built-in Cabinets. Primary Suite Retreat Features High Ceilings, Two Spacious Walk-in Closets, Double Sinks, Standalone Tub, and Stall Shower. Interior Features Include Ample Natural Light, High Ceilings, Central Heating and Air Conditioning, New Skylights, Refinished Fireplaces, New Additional Bathroom, and High-end Finishes Throughout. New Roof. Complete Privacy on 1.65+/- Acres. Sparkling Pool and Spa. Award Winning Portola Valley Schools.

155 Bear Gulch DR, Portola Valley

Listed by Keri Nicholas, 650-533-7373 from Parc Agency Corporation
(If provided) CoList: from

Sold listing courtesy of Loren Dakin from PARCA

$10,625,000

Stunning Hacienda Compound with Separate Guest House, Pool House, and Greenhouse Amidst Beautifully Landscaped Courtyards. Formal Entry Elegant Living Room. Separate Office with Built-ins. Formal Dining Room. Chef's Kitchen with Center Island, Wolf Appliances, and Breakfast Room Opens to Spacious Family Room with Fireplace and Built-ins. Primary Suite Retreat Features Double Sinks, Stall Shower, Stone Soaking Tub, and Two Walk-in Closets. 4 Spacious Bedrooms. 4.5 Bathrooms. Upper Level Features Spacious Loft and Full Bathroom. Lower Level Features Expansive Wine Cellar. Interior Features Include High Ceilings, Multi-Zone Heating and Airconditioning, Laundry Room, and Vaulted Ceilings. Separate Guest House Includes Kitchen, Fireplace, and Full Bathroom. Separate Pool House Includes Full Bathroom. Lovely Landscaped 2.86 +/- Acre Lot with Sparkling Pool, Enclosed Courtyards, Mature Cactus Gardens and Landscaping, and Hand Laid Stonework. Award Winning Portola Valley Schools.

4 Beds ⋅ 5 Baths ⋅ ML81980491 MLS

Stunning Hacienda Compound with Separate Guest House, Pool House, and Greenhouse Amidst Beautifully Landscaped Courtyards. Formal Entry Elegant Living Room. Separate Office with Built-ins. Formal Dining Room. Chef's Kitchen with Center Island, Wolf Appliances, and Breakfast Room Opens to Spacious Family Room with Fireplace and Built-ins. Primary Suite Retreat Features Double Sinks, Stall Shower, Stone Soaking Tub, and Two Walk-in Closets. 4 Spacious Bedrooms. 4.5 Bathrooms. Upper Level Features Spacious Loft and Full Bathroom. Lower Level Features Expansive Wine Cellar. Interior Features Include High Ceilings, Multi-Zone Heating and Airconditioning, Laundry Room, and Vaulted Ceilings. Separate Guest House Includes Kitchen, Fireplace, and Full Bathroom. Separate Pool House Includes Full Bathroom. Lovely Landscaped 2.86 +/- Acre Lot with Sparkling Pool, Enclosed Courtyards, Mature Cactus Gardens and Landscaping, and Hand Laid Stonework. Award Winning Portola Valley Schools.

178 Pinon DR, Portola Valley

Listed by Keri Nicholas, 650-533-7373 from Parc Agency Corporation
(If provided) CoList: from

Sold listing courtesy of Tim Kerns from CBR

$5,741,000

This exquisite property, in Santa Clara County w/Palo Alto schools captures the essence of Portola Valley on a spectacular 1.28 +/- acre lot. Boasting scenic beauty of Stanford hills and Felt Lake this home features a 1695 +/-sf single-level guest house w/ground-level access. With 3 beds, 3 bas, office and bonus room in the 4146 +/- sf main residence and 3 beds, 2 bas in guest house, plus 2-stall horse stable, this home provides versatile living options. Remodeled by RJ Dailey in 1983, the main homes exquisite structural beamed ceilings and custom windows perfectly frame the view of the surrounding open space and glorious sunsets. Cool tile and warm wood floors enhance the open floor plan and newly carpeted bedrooms provide comfort. Kitchen is large and bright w/luscious views. A separate guest house, accessible via its own driveway, offers independent living. High ceilings and large great room are complemented w/updated eat-in chefs kitchen and granite counters. The primary suite features, spa bath, luxurious soaking tub, 2 walk-in closets and storage loft. Each home features a 2-car garage and the guest house also includes a workout room/office and workshop.This property offers a tranquil sanctuary near hiking and biking trails, Rossottis Alpine Inn and Ladera Country Shopper.

6 Beds ⋅ 5 Baths ⋅ ML81979643 MLS

This exquisite property, in Santa Clara County w/Palo Alto schools captures the essence of Portola Valley on a spectacular 1.28 +/- acre lot. Boasting scenic beauty of Stanford hills and Felt Lake this home features a 1695 +/-sf single-level guest house w/ground-level access. With 3 beds, 3 bas, office and bonus room in the 4146 +/- sf main residence and 3 beds, 2 bas in guest house, plus 2-stall horse stable, this home provides versatile living options. Remodeled by RJ Dailey in 1983, the main homes exquisite structural beamed ceilings and custom windows perfectly frame the view of the surrounding open space and glorious sunsets. Cool tile and warm wood floors enhance the open floor plan and newly carpeted bedrooms provide comfort. Kitchen is large and bright w/luscious views. A separate guest house, accessible via its own driveway, offers independent living. High ceilings and large great room are complemented w/updated eat-in chefs kitchen and granite counters. The primary suite features, spa bath, luxurious soaking tub, 2 walk-in closets and storage loft. Each home features a 2-car garage and the guest house also includes a workout room/office and workshop.This property offers a tranquil sanctuary near hiking and biking trails, Rossottis Alpine Inn and Ladera Country Shopper.

5 Arastradero RD, Portola Valley

Listed by Bogard-Tanigami Team, 650-924-8365 from The Agency
(If provided) CoList: from

Sold listing courtesy of RECIP from RCIP

$12,100,000

New Price on one of Portola Valleys finest properties! On the top of the hill at the end of a quiet cul-de-sac, this very private home offers spectacular 300 degree views. Take in downtown San Francisco from the kitchen window and enjoy fabulous Western Hill sunsets from the living room. Completely new rebuild in 2008 by the SF Peninsulas premier custom home builder, the craftsmanship and natural materials are second to none. The Main Home with its mostly one-level floor plan, promotes a wonderful entertaining flow from the kitchen, dining and living room, to the expansive outdoor Ipe-wood deck, perfect for indoor / outdoor living. On the lower level, an even larger stone patio with outdoor BBQ leads you past the 50 ft swimming pool to a one-bedroom Guest House with full kitchen and bath, a perfect venue for visiting guests, pool enjoyment or hosting large events. A third 3,015 sq ft Studio building provides the opportunity for a remote office, home gym, kids creativity area or maker space for the hobbyist in the family! Come see this exquisite one-of-a-kind estate.

4 Beds ⋅ 4 Baths ⋅ ML81973965 MLS

New Price on one of Portola Valleys finest properties! On the top of the hill at the end of a quiet cul-de-sac, this very private home offers spectacular 300 degree views. Take in downtown San Francisco from the kitchen window and enjoy fabulous Western Hill sunsets from the living room. Completely new rebuild in 2008 by the SF Peninsulas premier custom home builder, the craftsmanship and natural materials are second to none. The Main Home with its mostly one-level floor plan, promotes a wonderful entertaining flow from the kitchen, dining and living room, to the expansive outdoor Ipe-wood deck, perfect for indoor / outdoor living. On the lower level, an even larger stone patio with outdoor BBQ leads you past the 50 ft swimming pool to a one-bedroom Guest House with full kitchen and bath, a perfect venue for visiting guests, pool enjoyment or hosting large events. A third 3,015 sq ft Studio building provides the opportunity for a remote office, home gym, kids creativity area or maker space for the hobbyist in the family! Come see this exquisite one-of-a-kind estate.

567 Cresta Vista LN, Portola Valley

Listed by Helen Miller, 650-400-1317 from Compass
(If provided) CoList: Peter Cowperthwaite from Golden Gate Sotheby's International Realty

Sold listing courtesy of Julie Hadidi from COMPS

$9,350,000

Stunning contemporary on 3 FLAT acres, minutes from Rossotti's Alpine Inn & Roberts Market. 1/2 mile up from Alpine Rd. This incredible CUSTOM home was built in 2016 by the current owners sparing no detail nor expense. Entirely SINGLE level with high ceilings and oversized Fleetwood windows & doors throughout, this home epitomizes California indoor/outdoor living. Gorgeous private setting abuts open space and is steps from hiking trails. Features include: Dramatic vaulted ceiling Living Room* Chef's Kitchen with huge island + Prep Kitchen* spacious Formal & Informal Dining Areas* Family Room* Office* Separate Guest Suite w/living area *Yoga Room* Huge Laundry/Mud Room* Wine Cellar* 3 Car Garage*3 EV Chargers* separate Solar Systems for Pool & House*16K Back-up Battery. Outside: Incredible 25 YARD, 2 lane LAP POOL with integrated SPA and COLD PLUNGE* Covered Trellis with custom louvered doors & built-in Heaters* Sound System ***CALGreen Tier 1 Rated Passive Home*** Property is on SEWER * PALO ALTO School District

5 Beds ⋅ 5 Baths ⋅ ML81979365 MLS

Stunning contemporary on 3 FLAT acres, minutes from Rossotti's Alpine Inn & Roberts Market. 1/2 mile up from Alpine Rd. This incredible CUSTOM home was built in 2016 by the current owners sparing no detail nor expense. Entirely SINGLE level with high ceilings and oversized Fleetwood windows & doors throughout, this home epitomizes California indoor/outdoor living. Gorgeous private setting abuts open space and is steps from hiking trails. Features include: Dramatic vaulted ceiling Living Room* Chef's Kitchen with huge island + Prep Kitchen* spacious Formal & Informal Dining Areas* Family Room* Office* Separate Guest Suite w/living area *Yoga Room* Huge Laundry/Mud Room* Wine Cellar* 3 Car Garage*3 EV Chargers* separate Solar Systems for Pool & House*16K Back-up Battery. Outside: Incredible 25 YARD, 2 lane LAP POOL with integrated SPA and COLD PLUNGE* Covered Trellis with custom louvered doors & built-in Heaters* Sound System ***CALGreen Tier 1 Rated Passive Home*** Property is on SEWER * PALO ALTO School District

805 Los Trancos RD, Portola Valley

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

Sold listing courtesy of RECIP from RCIP

$2,800,000

Architecturally stunning home w/vaulted ceilings, skylights & oversized windows convey the feeling of living among nature. The rustic stacked stone fireplace, hardwood floors & heavy cross-beamed ceilings blend effortlessly w/sophistication of modern life demands: wide open floor plan, lofty ceilings, recessed lighting, built-in speakers, beautiful wall of windows & wide open connection to outdoor decks. Spacious kitchen features top appliances, generous skylight, picture window over the sink, peninsula breakfast bar, framed glass cabinetry & day desk. Very private primary bedroom suite has vaulted ceilings & is large enough to accommodate a desk area. Second bedroom & full bath are located on the main level. The lower level boasts yet another large bedroom w/ample room for desk area, adjacent full bath, & private access to an outdoor deck (could be a perfect au pair suite or home office). Lush landscaping surrounds the home w/multiple sitting, dining, & play areas. Woodside Highlands neighborhood is a place you will enjoy calling home gaining access to the Town's wonderful trail network is just a few doors away! Close by: Portola Valley's Town Center tennis courts, playing fields, library, & weekly farmers' market, Windmill preschool, Parkside Grill, and just 6 min to 280.

3 Beds ⋅ 3 Baths ⋅ ML81978529 MLS

Architecturally stunning home w/vaulted ceilings, skylights & oversized windows convey the feeling of living among nature. The rustic stacked stone fireplace, hardwood floors & heavy cross-beamed ceilings blend effortlessly w/sophistication of modern life demands: wide open floor plan, lofty ceilings, recessed lighting, built-in speakers, beautiful wall of windows & wide open connection to outdoor decks. Spacious kitchen features top appliances, generous skylight, picture window over the sink, peninsula breakfast bar, framed glass cabinetry & day desk. Very private primary bedroom suite has vaulted ceilings & is large enough to accommodate a desk area. Second bedroom & full bath are located on the main level. The lower level boasts yet another large bedroom w/ample room for desk area, adjacent full bath, & private access to an outdoor deck (could be a perfect au pair suite or home office). Lush landscaping surrounds the home w/multiple sitting, dining, & play areas. Woodside Highlands neighborhood is a place you will enjoy calling home gaining access to the Town's wonderful trail network is just a few doors away! Close by: Portola Valley's Town Center tennis courts, playing fields, library, & weekly farmers' market, Windmill preschool, Parkside Grill, and just 6 min to 280.

114 Russell AVE, Portola Valley

Listed by Dulcy Freeman, 650-804-8884 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Terri Lin from BHGJF