Portola Valley CA 4 Bedroom Real Estate, Homes, Condos for Sale

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

$3,500,000

4 Beds ⋅ ML82056611 MLS

Located in Portola Valley, this spacious 2,960 sq. ft. home sits on a sizable 17,623 sq. ft. lot. The kitchen is equipped with modern amenities including a built-in gas oven range, microwave, island, hood over range, and garbage disposal, offering both functionality and convenience for everyday cooking. The home features central forced air gas heating and central air conditioning to maintain comfort year-round. This property does not include a garage. It is part of the Portola Valley Elementary School District. This residence combines ample living space with essential features in a desirable town setting.

176 Los Trancos CIR, Portola Valley

Listed by Tim Gilmartin, 650-348-2020 from Gilmartin Group
(If provided) CoList: from

$3,500,000

4 Beds ⋅ 4 Baths ⋅ ML82056610 MLS

Located in Portola Valley, this spacious 2,960 sq ft home features four bedrooms and four full bathrooms. The kitchen is equipped with built-in gas oven range, microwave, hood over range, island, and garbage disposal, opening to a combined kitchen and family room area. Enjoy two fireplaces, one in the living room and another in the primary bedroom, providing warmth and ambiance. The home includes a dining area with a breakfast bar, central forced air gas heating, and central AC for comfort. Laundry facilities are conveniently located inside the home. The property sits on a 17,623 sq ft lot and falls within the Portola Valley Elementary school district.

176 Los Trancos CIR, Portola Valley

Listed by Tim Gilmartin, 650-348-2020 from Gilmartin Group
(If provided) CoList: from

$3,750,000

4 Beds ⋅ 4 Baths ⋅ ML82051067 MLS

Perched on an elevated corner lot, this spacious contemporary residence is filled with natural light and showcases marvelous Bay views. Skylights and oversized windows illuminate the dramatic two-story entry foyer, creating a bright and airy atmosphere that enhances the home's open-concept design. Expansive views serve as a stunning backdrop to the living room, primary suite, and wraparound outdoor decks, seamlessly blending indoor and outdoor living. The thoughtfully designed kitchen, complete with an informal eating area, opens to both the family room and formal dining room, offering an ideal layout for everyday living and effortless entertaining. The flexible floor plan provides excellent separation of space. Two bedrooms on the main level share a hall bathroom, while upstairs, the luxurious primary suite serves as a private sanctuary. Connected by an elevated walkway, it is thoughtfully separated from the guest suite and dedicated office area. Move-in ready and located in a highly sought-after community with access to the excellent Las Lomitas School District, the Ladera Recreation Center, the Ladera Country Shopping Center, and Stanford University all in close proximity this home presents an outstanding lifestyle opportunity!

918 La Mesa DR, Portola Valley

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

$3,825,000

4 Beds ⋅ 3 Baths ⋅ ML82049530 MLS

Welcome to 310 Old Spanish Trail in Portola Valley, a beautifully maintained custom home built in 2006 and lovingly cared for by its original owner. With gleaming floors, soaring ceilings, and expansive windows framing the natural landscape, the home feels remarkably fresh and almost brand new. Set in one of the Bay Area's most desirable communities, this property offers a rare combination of privacy, tranquility, and value. The scenic drive through Portola Valley's rolling hills leads to a setting that feels secluded, yet is minutes from restaurants, shops, and conveniences. Designed for modern living, every room is generously sized with high ceilings and abundant natural light. Expansive decks stretch across the rear of the home, creating seamless indoor/outdoor living with peaceful tree views. The decks connect directly to a high-end gourmet kitchen, making the home ideal for entertaining. The living, family, and dining rooms are stunning, featuring dramatic windows, beautiful finishes, and an exceptional open layout. In addition to four bedrooms, including a spacious primary suite, the home offers a dedicated office and a huge unfinished bonus room not included in the stated square footage (450 sq ft), providing excellent potential for expansion, recreation, or storage.

310 Old Spanish TRL, Portola Valley

Listed by Costantini Team, 650-430-8425 from Compass
(If provided) CoList: from

$6,100,000

4 Beds ⋅ 6 Baths ⋅ ML82044823 MLS

Iconic compound expanded and totally rebuilt in 2012. This home with a storied stone envelope is set on 1.13 flat, gated acres. The over 5,000sf compound features soaring ceilings, Venetian plaster walls, individually climate-controlled rooms, including the wine/library lower level, and a finished attic retreat. The culinary kitchen is a masterpiece with Carrara marble counters, a massive island, and chef-quality appliances. Designed for a "live-work-play" lifestyle, the estate includes a detached guest Cottage and a huge studio that can serve as the ultimate tech HQ, yoga sanctuary, or artist retreat (virtually staged). 10 Tesla Powerwalls (135kWh) for 48-hour grid independence + 80amp EV charging. Direct $50k fiber line; 12 Wi-Fi 7/6 access points for full-acre coverage. 10-zone smart HVAC (9 new units in 2024) with simultaneous heat/cool capability and 24/7 Unifi AI security. Water: Whole-home filtration, leak-detection shut-off, and smart Rachio irrigation. The Grounds: A resort-style sanctuary featuring a crushed granite drive, double electronic gates, a meandering creek, and an expansive pool deck with a dedicated bath. Updated for the next century of living.

350 Willowbrook RD, Portola Valley

Listed by Art Sharif, 650-804-4770 from Sotheby's Intl Rlty
(If provided) CoList: from

Sold listing courtesy of Omar Pina from COMPS

$5,950,000

4 Beds ⋅ 3 Baths ⋅ ML82045714 MLS

Located in the highly desirable Westridge subdivision of Portola Valley, this approximately 3.9-acre property presents an exceptional opportunity to remodel or create a new legacy estate. The superb setting is defined by privacy and sweeping western hill views, including Windy Hill. The expansive parcel offers broad open space, mature oaks, and gently terraced grounds providing a remarkable canvas for a future vision. The existing circa 1967 single-level Ranch style home spans approximately 3,300 square feet with 4 bedrooms, an office, and 3 full baths. Freshly painted interiors and exterior enhance its character, which includes walls in fine wood paneling, floors in terra cotta tile and hardwood, cathedral ceilings, and numerous sliding glass doors oriented to the western hill views. Located within the highly regarded Portola Valley school system and moments from Stanford University and key Silicon Valley tech centers, this property offers rare scale, views, and opportunity in a premier location.

747 Westridge DR, Portola Valley

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

Sold listing courtesy of Keri Nicholas from PARCA

$3,100,000

4 Beds ⋅ 4 Baths ⋅ ML82044193 MLS

Imagine life at this exceptional Portola Valley residence: an elevated lifestyle in one of the areas most coveted settings. Close-in to Alpine Rd and Hwy 280, this private sanctuary is surrounded by natural beauty while close to every convenience. A dramatic arrival begins with a sculptural stone waterfall and a grand entry flanked by flexible living spaces: a private office or fifth bedroom with1/2 bath on one side, and a guest retreat with kitchenette & full bath on the other. This sets the tone for the homes sleek design and exceptional craftsmanship. Upstairs, soaring ceilings define the expansive living area, where walls of glass invite the outdoors in. Designed for entertaining and everyday living, the great room with modern fireplace opens through telescoping glass doors to an expansive terrace and resort-inspired grounds with a spa. The adjoining kitchen features bespoke counters, rich walnut cabinetry, generous pantry, and top-tier appliances. The luxurious primary suite offers a private terrace, walk-in wardrobe, and serene bath with skylit shower and rainfall fixture. Addt'l spaces include two more bedrooms, a library with fireplace, wine room, and mudroom. Owned solar and EV charging (240V) add efficiency. 12,400 sq. ft. lot within the Portola Valley Sch. District.

124 Foxwood RD, Portola Valley

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

Sold listing courtesy of Lisa Keith from GGSIR

$3,080,000

4 Beds ⋅ 2 Baths ⋅ ML82044409 MLS ⋅ Ladera BLDG.

Nestled on one of Ladera's most sought-after streets, this delightful ranch-style home blends timeless charm with everyday comfort. A cozy living room with a fireplace and an expansive picture window invites natural light and serene views of the lush, private backyard. The eat-in kitchen features granite countertops, stainless steel appliances, and seamless access to the patio, perfect for indoor-outdoor living. The thoughtfully designed bedroom wing includes four bedrooms, two of which are connected by a Jack-and-Jill pocket door, ideal for shared living or added privacy. The primary suite offers its own en-suite bath and direct patio access. Enjoy a prime location near the Ladera Recreation Center, school bus stop, and Ladera walking paths, with easy access to Stanford, major commute routes, and top Silicon Valley employers. This charming home provides the perfect canvas to add your personal touch and make it your own!

130 Erica WAY, Portola Valley

Listed by Rebecca & Karen, 650-281-8752 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Sanit Bordeianu from CBR

$3,850,000

4 Beds ⋅ 5 Baths ⋅ ML82043726 MLS

Bay views and cutting-edge smart house design come together in this newly built retreat by the lake. Surrounded by nature, the contemporary home is on a quiet cul-de-sac, leading to acres of open space and hiking trails, The home is designed to embrace its setting with expansive windows, skylights, multiple outdoor spaces, and views stretching to the Bay. At the heart of the home is a light-filled, open-concept living space anchored by a striking chef's kitchen, complete with an oversized island, wet bar, wine fridge, and high-tech appliances. The kitchen flows seamlessly into generous living and entertaining areas, a potential home office, and out to expansive decks, creating an effortless connection between indoors and the surrounding landscape. The multi-level design offers flexibility, including a permitted attached ADU that could alternatively function as an auxiliary family room with second kitchen for guests, a media room or fitness space. Privately situated bedrooms provide peaceful retreats, while the primary suite and rooftop deck offer elevated views of the surrounding greenery to the Bay. State-of-the-art technology is integrated throughout, including Wi-Fi-enabled appliances, solar, Tesla Powerwall, and a dumbwaiter connecting the garage to the main level.

141 Lake RD, Portola Valley

Listed by Kavanaugh Group, 415-377-2924 from Coldwell Banker Realty
(If provided) CoList: from

$5,005,000

4 Beds ⋅ 4 Baths ⋅ ML82039665 MLS

Completely remodeled in 2020, this exceptional Portola Valley Ranch home showcases stunning western views framed by a majestic oak overlooking rolling, verdant open space, creating a picturesque, tranquil setting. The dramatic living room is anchored by a stone fireplace wall and bathed in natural light, seamlessly connecting to the adjacent dining area with oversized glass doors that showcase the views and open to an expansive entertainment deck for indoor-outdoor living. The chefs kitchen features Quartzite countertops, a waterfall island with prep sink, wine cooler, bar seating, Thermador appliances, sleek cabinetry, and a full pantry, flowing effortlessly into the main living spaces. The main level also includes a luxurious primary suite with fireplace, breathtaking vistas, spa-like bath, a stylish den with fireplace, designer powder room and a well-appointed laundry room. The lower level offers a spacious family room, a private ensuite bedroom, two additional bedrooms, a hall bath, and a second laundry room, providing flexible living and guest space. Enjoy resort-style amenities exclusive to the Ranch community, including 2 pools, 3 tennis courts, fitness center, Ranch House, community garden, vineyard, orchard, duck pond, dog park, miles of scenic trails, top-rated schools.

8 Hawkview ST, Portola Valley

Listed by Shelly Roberson, 650-464-3797 from Compass
(If provided) CoList: from

Sold listing courtesy of Stephanie Elkins from CBR

$10,850,000

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

$7,998,000

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

$3,262,000

4 Beds ⋅ 4 Baths ⋅ ML82031869 MLS

Escape to serenity in this very private 4-bedroom, 3.5-bathroom retreat with a huge price adjustment offered at $3,199,000. Spanning 3,470 square feet on a 25,966 SF lot, this 1988-built residence blends timeless elegance with modern sophistication. The light-filled interior boasts soaring ceilings, large windows, new paint, and lighting throughout, creating an inviting open-concept layout ideal for both grand entertaining and tranquil living. A gourmet kitchen, featuring stainless steel appliances flows seamlessly into spacious living and dining areas. The private primary suite offers a luxurious, spa-inspired ensuite, creating a serene haven. Outside, the beautifully landscaped lot, enveloped by Portola Valley's iconic oaks, provides a secluded oasis for relaxation or outdoor gatherings. Enjoy an excellent community of neighbors and access to top-rated schools, including Ormondale Elementary, Corte Madera Middle, and Woodside High School (buyer to verify eligibility).Perfectly positioned to get away from the lights of the city while remaining close to Silicon Valley's tech hubs, scenic trails, and Roberts Market, this home offers unmatched privacy and convenience. Seize this rare opportunity to own a slice of Portola Valleys idyllic lifestyle!

21 Valley Oak ST, Portola Valley

Listed by Nathan Nahouraii, 408-209-9556 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Lisa Keith from GGSIR

$5,100,000

4 Beds ⋅ 4 Baths ⋅ ML82031504 MLS ⋅ Portola Ranch Association BLDG.

Set in the tranquil Portola Valley Ranch with breathtaking views, this magnificent home blends architectural elegance with stunning natural surroundings. An open floor plan and walls of glass frame sweeping vistas of rolling hills and the Bay, with sightlines reaching San Francisco and Oakland. Multiple expansive decks, two spanning the full width of the home offer exceptional spaces for entertaining or relaxation. The main level features a grand entry illuminated by a dramatic skylight, leading to a striking LR/DR w/ soaring vaulted ceilings, skylights, FP, and a hidden bar. The light-filled eat-in kit, centered around an oversized oval island and SS appliances, opens directly to an al fresco dining deck. Also on the main level is a spacious bedroom w/ skylight and glass slider to a private deck, along with an elegant bath. The luxurious primary suite provides a serene retreat with its own FP, balcony, and WIC. An open staircase leads to the lower level, where a gorgeous FR w/ FP opens to a covered deck w/ expansive views. This level also includes a dedicated office, two full baths, laundry rm, and generous storage. With its thoughtful design and awe-inspiring setting, this home offers a rare opportunity for refined living in one of the Bay Areas most coveted communities.

2 Horseshoe BND, Portola Valley

Listed by Brian Chancellor, 650-303-5511 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Shena Hurley from DP

$3,750,000

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

$4,750,000

4 Beds ⋅ 4 Baths ⋅ ML82028480 MLS

Welcome to 200 Cherokee Way, a spacious and private Portola Valley residence offering exceptional indoor and outdoor living. Tucked away at the end of a quiet cul-de-sac, the 1+ acre retreat with pool and spa features unparalleled Windy Hill views. Spanning approximately 4,825 square feet, the 4-bedroom, 3.5 bath home with separate office provides flexibility for family living, entertaining, and work-from-home needs.

200 Cherokee WAY, Portola Valley

Listed by Kavanaugh Group, 650-400-8076 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Peter Cowperthwaite from DP

$4,600,000

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

$3,000,000

4 Beds ⋅ 4 Baths ⋅ ML82025132 MLS

Escape the ordinary at 435 Golden Oak Drive, an architecturally distinct 4-bedroom, 3.5-bath retreat in one of Portola Valleys most coveted enclaves. Set on nearly 1.5 acres at the end of a private drive, this residence offers rare privacy while still being minutes from Silicon Valley conveniences. Expansive windows fill the home with natural light and frame the surrounding landscape. Multiple decks across different levels create seamless indoor-outdoor living and provide inviting spaces for morning coffee, evening wine, or entertaining. The interior has been refreshed with new flooring and paint throughout, creating a clean, modern backdrop. The layout offers flexibility for family living, hosting, or working from home, with generous bedrooms and well-placed common areas. Located in an exclusive neighborhood known for its beauty, privacy, and top-rated schools, the property is also walking distance to the iconic Alpine Inn. Nearby are some of the Peninsulas most prestigious country clubs offering golf, tennis, dining, and social amenities. A rare opportunity to own a true retreat in the heart of the Peninsula.

435 Golden Oak DR, Portola Valley

Listed by Joe Polyak, 415-595-2647 from Rise Homes
(If provided) CoList: Valerie Mattei from Rise Homes

Sold listing courtesy of Sergey Yusupov from RISEHOME

$4,275,000

4 Beds ⋅ 3 Baths ⋅ ML82024644 MLS ⋅ Ladera BLDG.

Experience the charm and comfort of this beautifully maintained Ladera home, offering generous living spaces, an open floor plan, and seamless indoor-outdoor flow ideal for gatherings and everyday living. The inviting living room features a wall of windows, a wood-burning fireplace, and wide-plank hardwood floors throughout. The open floor plan of the kitchen, featuring a large center island, dining area, and adjoining family room, is the true heart of this home. A convenient full bath is located near the family room for guests or access from the backyard. En-suite primary bedroom with direct access to the backyard for a peaceful morning coffee or evening relaxation. Three spacious bedrooms share a newly updated bathroom. Enjoy California living in a spacious, level backyard with deck, paver patio, built-in BBQ, and inviting gas firepit. Convenient to the Ladera Recreation Center, school bus stop, local shopping, restaurants, Stanford, and commute routes.

630 La Mesa DR, Portola Valley

Listed by Rebecca & Karen, 650-281-8752 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Loveless Team from NTERO

$4,025,000

4 Beds ⋅ 4 Baths ⋅ ML82021580 MLS ⋅ Portola Valley Ranch BLDG.

This is a home that's all about light, views, and easy living. Whether you're gathering with friends, finding a quiet corner to unwind, or just enjoying the beauty of nature right outside your door, this home has it all. As you arrive, a soothing water feature sets a calming tone. Step inside to a dramatic living room with soaring open-beam ceiling and a sliding skylight that fills the space with natural light and fresh air. The open kitchen and dining areas make gatherings effortless, flowing easily for everyday living or entertaining. The primary suite is a true retreat, with a fireplace, a spa-like bathroom, and a generous walk-in closet. With four bedrooms and four bathrooms in total, plus a private-entry studio perfect for guests, work, or creative pursuits. Multiple decks and patio offer sweeping views of the hillsides and valley beyond. This home includes a tropical-themed spa room with a hot tub and sauna, a wellness escape right at home. Portola Valley Ranch amenities include a vineyard, two swimming pools, tennis, a fitness facility, community garden, community room, access to hiking trails, a dog park, and so much more. Located near shops and restaurants, Stanford, Silicon Valley, commute routes, and midway between San Francisco & San Jose international airports.

11 Hawk View, Portola Valley

Listed by Rebecca & Karen, 650-281-8752 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Jim Tierney from NTE

$5,500,000

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

$4,250,000

4 Beds ⋅ 3 Baths ⋅ ML82019049 MLS

Welcome to this beautiful home located in central Portola Valley. This spacious 4-bedroom, 3-bathroom residence offers comfortable living with generous amenities. A secluded fourth bedroom and full bath provide a comfortable solution for guests or extended family. The kitchen is well-positioned with an electric cooktop, double oven, refrigerator, and opens to the rear patio. The living room boasts vaulted ceilings, providing an open and airy feel enhanced by a wall of windows overlooking the patio area. The bedrooms are well-sized with ample closet space. Recently painted in a neutral tone with complementary carpets, this home is turn-key and one can move right in and enjoy the holidays! Ideally positioned on 1.6 acres. with two level tiers and a downslope, the oak studded lot is both private and accessible. The property features a solar-heated in-ground pool, and a convenient pool house complete with a full bath - perfect for relaxation and entertaining. The Portola Valley Elementary School District serves the area. With additional structures like a lighted pergola, and large storage shed, this home is a perfect blend of comfort and functionality.

20 Bear Gulch DR, Portola Valley

Listed by Denise Welsh, 415-999-0727 from Compass
(If provided) CoList: from

Sold listing courtesy of Ashu Chadha from COMPS

$7,257,000

4 Beds ⋅ 4 Baths ⋅ ML82019615 MLS

Nearly every room of this ±1-acre property captures sweeping views of nature, gardens, a sparkling pool, and the iconic Windy Hill backdrop. Completely and thoughtfully remodeled, the home blends modern comfort with exceptional attention to detail. The single -level floor plan features 4 bedrooms (one currently used as an office) and 3.5 beautifully updated baths. The layout includes both a living room and a separate family room, while the kitchen shines with high-end appliances, a large island with seating, and a coffee/serving bar with sink and storageperfect for entertaining. The kitchen and dining areas flow together seamlessly, easily accommodating large gatherings. The primary suite opens directly to the pool and spa, with a spa-inspired bath that includes a free-standing tub, oversized shower, dual vanities with designer cabinetry, custom tile and hardware, and a walk-in custom closet. A private ADU provides an additional bedroom and bath, along with its own entrance, soaring ceilings, oversized windows, and a full kitchenideal for guests, extended family, or flexible use. In the heart of Portola Valley, close proximity Alpine Hills Swim & Tennis Club, the historic Alpine Inn, and top-rated PV schools minutes to Highway 280 for easy access to Silicon Valley and SF.

415 Cervantes RD, Portola Valley

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

Sold listing courtesy of Erika Demma from APR

$6,950,000

4 Beds ⋅ 3 Baths ⋅ ML82019602 MLS

Located in the desirable WESTRIDGE Neighborhood, this impressive 2.62+/- ac. property offers views, room for expansion, a vineyard, separate ADU, and a freshly updated home with 4 bedrooms & 3 remodeled baths. The kitchen has new appliances, & flows into a family living space. The large dining area sets the stage for entertaining. The Primary Suite has tall beamed ceiling, 3 closets, & deck that overlooks the property & Windy Hill views. Additional bedrooms enjoy a private wing that centers around a flexible space This space is served by a separate entrance for flexibility. A lower level is a blank slate. Finishedit has a work-shop, lots of storage, 2 rooms with sliding glass doors, a large well-lit space thats ideal as a game room or exercise center. Potential for a wine cellar. And there is a full bath. The ADU is 1 bed. 1 bath & has an open living/dining/kitchenette space, + private deck & entrance. There is a small upper pasture or a large area at the front of the property that could be used for horses or pool, possibly a tennis court or just let nature share its beauty with you. Central Portola Valley location, convenient to shopping, Alpine Hills Swim & Tennis club, The Alpine Inn, excellent PV schools, & just 5+/- min. to Hwy. 280.

15 Naranja WAY, Portola Valley

Listed by Peter Cowperthwaite, 650-544-8968 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Peter Cowperthwaite from DP

$4,600,000

4 Beds ⋅ 3 Baths ⋅ ML82017822 MLS

Single-level ranch home set on a private acre in a forest-like oasis with majestic redwoods. This renovated 4-bedroom, 2.5-bath residence features a cozy family room and a spacious living room with cathedral ceilings and a wall of windows that fill the home with natural light while showcasing the serene yard. A half-moon driveway provides a welcoming approach, complemented by a separate driveway leading to a large garage. The kitchen is designed for both beauty and function, with custom cabinetry, interior lighting, double sinks, built-in Thermador refrigerator, La CornuFe' range with an elegant exhaust. The bathrooms are thoughtfully updated, offering a soaking tub and walk-in shower. Portola Valley Trails are right outside your door!

240 Willowbrook DR, Portola Valley

Listed by Roberto Ruiz, 408-234-7249 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Samira Amid-Hozour from SGP

$3,229,000

4 Beds ⋅ 3 Baths ⋅ ML82012992 MLS

Ideally located in the heart of Silicon Valleys most exclusive corridor, this Portola Valley estate offers effortless access to Highway 280, Stanford University, Stanford Hospital, Sand Hill Road venture capital firms, and leading technology campuses including Meta, Google, Apple, NVIDIA, and Tesla. Perched on an elevated approx 2 acre private hillside lot, the property showcases dramatic 180-degree panoramic Bay views across the Peninsula skyline and western mountain ranges, a rare vantage point that must be experienced in person. This is a premier opportunity to build a custom modern estate or reimagine the existing residence into a luxury Silicon Valley retreat. Nearly every window frames sweeping natural vistas and seamless indoor outdoor living.Experience executive-level living with privacy, scale, and proximity, minutes to Palo Alto, Menlo Park, Los Altos, top-rated schools, elite dining, and major innovation hubs, while enjoying the tranquility of one of the Peninsulas most prestigious residential enclaves.A rare opportunity to secure a legacy view property in Silicon Valley, ideal for those seeking privacy, convenience, and world-class panoramic views.

30 Pine Ridge WAY, Portola Valley

Listed by Angie Wolff, 650-704-0475 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Angie Wolff from NTERO

$2,500,000

4 Beds ⋅ 2 Baths ⋅ ML82016089 MLS ⋅ Ladera BLDG.

Mid-century modern diamond in the rough. Unlock the full potential of this 4-bedroom, 2-bath mid-century modern gem nestled in the desirable Ladera neighborhood. Set on a private and spacious corner lot with mature landscaping, this home is brimming with opportunity for the savvy buyer to renovate and restore its original charm or build your dream home from the ground up. Convenient to the Ladera Shopper, Ladera Rec, school bus stop, Stanford 3.5 miles, easy access to Silicon Valley, commute routes & mid-way between SFO & SJC International airports. This is your chance to create your dream home in one of the Peninsula's most sought-after communities.

291 La Mesa DR, Portola Valley

Listed by Rebecca & Karen, 650-281-8752 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Sonia Maiello from NTERO

$5,300,000

4 Beds ⋅ 4 Baths ⋅ ML82006455 MLS

You wake up one morning on the deck of 415 Golden Oak Drive, coffee in hand, gazing at a view that makes time stand still. From this elevated perch in central Portola Valley, the South Bay unfolds rolling hills, morning mist, and the quiet promise of a perfect day. This beautifully updated 4-bedroom, 3.5-bath home offers approximately ~4,300 sq. ft. of refined living space, blending clean architectural lines, natural light, and sweeping sightlines. Set on just under two acres with lawn, pool, mature trees, and expansive decks the property is both functional and breathtaking. Inside, vaulted ceilings and large windows frame the views. The open living and dining areas flow into a thoughtfully designed kitchen with high-end appliances, custom cabinetry, and a spacious island ideal for entertaining or quiet mornings. The ~600 sq. ft. primary suite is a private retreat with a spa-like bath, walk-in closet, and a balcony perfect for stargazing or late-night talks. A separate bonus room with full bath offers flexible space for guests, work, or play. Located in the heart of Portola Valley, minutes from top-rated schools, scenic trails, and local shops, this isn't just a home its a vantage point. A place where space, calm, and style come together.

415 Golden Oak DR, Portola Valley

Listed by Scott Hayes, 650-245-5044 from Compass
(If provided) CoList: from

Sold listing courtesy of Josh Rubin from COMPS

$9,000,000

4 Beds ⋅ 4 Baths ⋅ ML82003847 MLS

In Portola Valleys most coveted Westridge corridor, this striking property captures iconic Windy Hill views from its setting on more than 2 acres. The grounds unfold with California splendor sweeping level lawns, meandering garden paths amid native plantings, and a resort-style pool and spa perfectly oriented to Windy Hill. Inside, the home stuns with cathedral ceilings richly paneled in wood and white oak floors that span the open, multi-level floor plan designed for flow and functionality. Expanses of glass at every turn bring in the light, the landscape, and the views, creating a seamless connection to the outdoors. The living, dining, and family rooms flow off the chefs kitchen, which is highlighted by a commercial-quality AGA range. The primary suite is privately located, three bedrooms and two baths are in a separate wing, plus there is a gym with outside sauna. A rare and captivating retreat in one of Portola Valleys most exclusive locations.

130 Deer Meadow LN, Portola Valley

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

Sold listing courtesy of Vincent O'Shea, from ALREB

$4,200,000

4 Beds ⋅ 3 Baths ⋅ ML82001968 MLS ⋅ Portola Valley Ranch BLDG.

Set within the highly desirable Portola Valley Ranch, 20 Foxtail is a beautifully designed 4-bedroom, 3-bath residence that seamlessly blends architectural character with the tranquility of its natural surroundings. Thoughtfully crafted, this home is an entertainer's delight with soaring vaulted ceilings in the spacious living room and adjoining kitchen. The gourmet kitchen offers sleek built-in refrigerator and freezer units, generous counter space, and ample room for a full-sized dining table ideal for everyday living and entertaining. The primary suite is a peaceful retreat, featuring a skylit ensuite bath with dual-sink vanity, large walk-in shower, custom California Closets, and direct access to the deck and hot tub perfect for unwinding under the stars. Walls of sliding glass doors throughout the home create a natural flow to multiple outdoor decks, where sweeping views of the Western hills invite effortless indoor-outdoor living. Enjoy access to the outstanding PV Ranch community amenities including swimming pools, tennis courts, fitness rooms, vineyard, vegetable garden, clubhouse, play area, dog park, and miles of scenic hiking trails and open space. All of this serenity is just minutes from local shopping, Stanford Nexus, and award-winning Portola Valley schools.

20 Foxtail, Portola Valley

Listed by Shelly Roberson, 650-464-3797 from Compass
(If provided) CoList: from

Sold listing courtesy of Leslie Woods from SGP

$6,550,000

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

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

$3,550,000

4 Beds ⋅ 4 Baths ⋅ ML81999222 MLS

Located in desirable Portola Valley, this 4-bedroom, 4-bath approximately 2930 square foot home offers a tranquil setting for everyday living and entertaining. Situated on an acre lot (per county), the property provides ample outdoor space including a tiered deck, stable and paddock. High ceilings in the spacious foyer and living room create a dramatic, light-filled entry to the home. The formal dining room with wet bar overlooks the living room, creating an ideal setting for entertaining. The kitchen is conveniently located between the dining and family rooms and includes a spacious area for casual dining as well as a separate built-in cabinet unit providing added prep space. The primary suite and two additional bedrooms are clustered at one end of the house. The primary bedroom includes deck access and a spacious en-suite bath with a walk-in closet. One of the additional bedrooms includes en-suite bath and the remaining bedroom is adjacent to a third full bath. The fourth bedroom and full bath are located just off the family room an ideal setting for house guests. Photos are virtually staged.

4760 Alpine RD, Portola Valley

Listed by Kavanaugh Group, 650-400-5312 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Rachel Sudano from CBR

$5,765,000

4 Beds ⋅ 4 Baths ⋅ ML81998945 MLS

On nearly 2 acres in the prestigious Blue Oaks community, an enclave of custom homes surrounded by 217 acres of open space, this custom-built home showcases Mediterranean design and sweeping views from most rooms. Outside, the Terracotta clay tiled roof makes a striking first impression while inside, lofty ceilings, deep crown moldings, and floors in antique French tiles and fine oak exude timeless appeal. The two-story floor plan, plus lower-level garage, comprises formal living and dining rooms, a cherry-paneled office, and an updated kitchen with custom cabinetry, natural stone countertops, and high-end appliances. The adjacent family room has a focal point stone fireplace and built-in media center and most rooms open to the grounds where heritage oaks, bluestone patios, and a citrus orchard are surrounded by beautiful grounds and vistas. Upstairs, the primary suite is a luxurious retreat alongside a second suite that is ideal for guests, plus two additional bedrooms and a bath. A community pool, spa, and clubhouse are added bonuses, along with miles of hiking trails and access to top-rated Portola Valley schools. Welcome to the Blue Oaks lifestyle.

4 Buck Meadow DR, Portola Valley

Listed by Kavanaugh Group, 650-400-5312 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Jennifer Bitter from DP

$7,575,000

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

$4,995,000

4 Beds ⋅ 3 Baths ⋅ ML81996063 MLS

Freshly Updated on a Beautiful 1+ Acre Level Lot. This stunning level one-acre property offers a rare opportunity to embrace the essence of Portola Valley living, whether enjoying today with its fresh updates or transforming for the future. Just blocks from Town Center and Windy Hill trails, the location is ideal. The main residence features random plank hardwood floors in the living areas, an updated kitchen and baths, and numerous glass doors opening to the wraparound grounds with privacy afforded from its set-back location. With 4 bedrooms and 3 baths, there is also ample space for the addition of an ADU, plus there is a 2-stall vintage barn with tack room and hay room, and large storage shed. Completing the appeal is access to top-rated Portola Valley schools, with the elementary school just minutes away. A rare opportunity to create your dream lifestyle in a premier location.

1365 Westridge DR, Portola Valley

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

Sold listing courtesy of Erika Demma from APR

$3,025,000

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

$6,900,000

4 Beds ⋅ 2 Baths ⋅ ML81993203 MLS

Tucked away in a serene, private enclave bordering the picturesque Pearson-Arastradero Preserve, this remarkable 2.8-acre estate offers an unparalleled views and usable land. With breathtaking panoramic views of the western hills, direct access to an extensive network of scenic trails, and a charming residence spanning 3,225 square feet, this property is a true haven for those seeking tranquility and sophistication. The thoughtful layout ensures both comfort and functionality, featuring designated office spaces for productivity, as well as inviting restful areas throughout the home. A striking spiral staircase elegantly connects the expansive living room to a private office, epitomizing the seamless fusion of style and practicality.

6 Arastradero RD, Portola Valley

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

Sold listing courtesy of Christina Hengehold from CBR

$4,990,000

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

$2,900,000

4 Beds ⋅ 2 Baths ⋅ ML81990121 MLS

Welcome to 1 Hayfields Road! Motivated Seller - best price on the flats of Portola Valley!!! Nestled in a serene and peaceful country setting, this inviting rancher offers the perfect balance of privacy and convenience. With stunning access to nearby trails, you can enjoy the natural beauty right outside your doorstep, whether you're hiking, biking, or simply soaking in the outdoors. Inside, this lovely, updated home are multiple living areas, including 4 bedrooms and 2 bathrooms. Featuring soaring cathedral ceilings, skylights, and expansive windows, the home is filled with natural light, creating a bright, open atmosphere. Updated kitchen with stainless appliances. Separate laundry with top of the line LG washer and dryer. Solar panels and 240 outlet in garage for EV charging. The yard offers a natural retreat with seating and dining areas, and is partially fenced for either a dog run or a child's playground. Located just 3 miles from 280, and close to the Portola Valley Schools, and local amenities, you won't have to sacrifice accessibility for country living.

1 Hayfields RD, Portola Valley

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

Sold listing courtesy of Chris Iverson from GGSIR

$7,998,000

4 Beds ⋅ 4 Baths ⋅ ML81990081 MLS

This rare offering truly has it all 2.5 acres in the prestigious Westridge area with complete privacy set back from the street, San Francisco and foothill views, a regulation-size tennis court, resort-style pool with elevated spa and waterfall, and a poolside sauna with an outdoor shower. The well-appointed classic ranch home features bright and light interiors with fine hardwood floors throughout its effortless single-level design. Recent updates, including crisp white paint, refinished floors, new lighting, and newer appliances, make this home move-in ready while also presenting an excellent opportunity to further transform it into your dream vision. Four spacious bedrooms, each with an en suite bath, include one that is privately located and perfect for guests or a home office. In a premier location, with 2.5-acre minimum parcels, and access to top-rated Portola Valley schools, this property offers an unparalleled lifestyle of sophistication, serenity, and endless potential.

600 Westridge DR, Portola Valley

Listed by Dean Asborno, 650-255-2147 from Compass
(If provided) CoList: from

Sold listing courtesy of Hugh Cornish from CBR

$4,050,000

4 Beds ⋅ 3 Baths ⋅ ML81989990 MLS

Welcome to 130 Escanyo Way, a newly remodeled gem nestled in the desirable Ladera neighborhood of Portola Valley. This elegant 4 bedroom 3 bathroom home is designed for comfort and style. Step inside to discover a spacious living room adorned with soaring ceilings, built-in bookcases and a cozy fireplace. Walls of windows and multiple skylights bathe the home in natural light. The heart of the home is the open-concept family room, kitchen and dining area which seamlessly opens to the private backyard. The kitchen boasts a center island, beautiful cabinetry and brand-new appliances. The spa-like primary suite is a true sanctuary featuring two walk-in closets, a luxurious soaking tub and separate shower. Two additional bedrooms share an ensuite bathroom and the 4th bedroom provides comfort and convenience for family or guests. The attached garage and driveway space allow for extra storage and convenient parking. Located on a cul-de-sac this home offers a serene retreat while only being a short stroll to Ladera Recreation Center, shopping and 280. Don't miss this rare opportunity to own a home that perfectly blends tranquility and modern living.

130 Escanyo WAY, Portola Valley

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

Sold listing courtesy of Josh Rubin from COMPS

$4,200,000

4 Beds ⋅ 3 Baths ⋅ ML81987626 MLS

Prime location on a tranquil cul-de-sac in central Portola Valley. This beautifully updated ranch-style home offers a harmonious blend of modern elegance and warm charm. Inside, you'll find 4 bedrooms plus a dedicated office, all set within a thoughtfully designed interior featuring high vaulted ceilings, exposed wooden beams, and expansive floor-to-ceiling windows. The open-concept layout creates a light-filled, airy ambiance, ideal for both entertaining and relaxing. Step outside to a private backyard retreat, complete with a sparkling in-ground pool surrounded by lush, mature landscaping. Located just a short walk from Ormondale Elementary and the prestigious Priory School, this home combines convenience with serenity, making it a true gem in the heart of Portola Valley.

150 Grove DR, Portola Valley

Listed by Terri Kerwin, 650-868-0272 from Golden Gate Sotheby's International Realty
(If provided) CoList: Peter Cowperthwaite from Golden Gate Sotheby's International Realty

Sold listing courtesy of Francesca Lampert from CBR

$7,162,500

4 Beds ⋅ 4 Baths ⋅ ML81983641 MLS

Gorgeous 4 Bedroom, 3.5 Bathroom Home with Separate Office on Flat Acre in Highly Desirable Central Portola Valley. Classic Ranch Style Home With Perfectly Landscaped Grounds, Circular Driveway, and Custom Iron Gates. Great Room With Open Space for Living, Dining, and Kitchen, All Beneath a Cathedral Ceiling With Recessed Lighting, 7.1 Surround Sound Speakers and White Oak Floors. Living Area Features a Sleek Gas-Log Fireplace Flanked By Recessed Shelves. The Kitchen is a Modern Masterpiece With Midtone and White Cabinetry, Stunning Dolomite Stone, Subway Set Tiles, Large Island With Counter Seating; Skylights and a Mudroom/Pantry. Primary Bedroom Suite Features Walk-in Closet, Secondary Closet, Double Sinks, and Sliding Glass Doors to the Rear Grounds. Nest Thermostats, Electrolux Washer/Dryer. Two Car Garage With Epoxy Floor, Built-Ins, Storage Area, And EV Charging. Lovely Landscape Design by Thomas Klope Associates, Sparkling Pool, Synthetic Lawn, Patio, Deck, Raised Bed For Vegetables, Fruit Trees, and Lavender. Large Pickle Ball/Volleyball Court. Premier Central Portola Valley Location, Easy Access to Corte Madera Creek. Award Winning Portola Valley Schools

160 Shawnee PASS, Portola Valley

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

Sold listing courtesy of Judy Citron from COMPS

$9,200,000

4 Beds ⋅ 6 Baths ⋅ ML81981281 MLS

Set on two acres of picturesque rolling hills dotted with California oaks, this country manor is architecturally designed to evoke the beauty & appeal of a French country estate. Inside & out, the home embodies elegance & charm with rustic sophistication. The exterior is a harmonious blend of natural stone & stucco siding, complemented by a high-pitched Vermont slate roof. Large arched windows & handcrafted oak timber doors enhance the sense of history & authenticity. The design features a masterfully constructed covered bridge, made from reclaimed barn wood & bluestone flooring, connecting the round turret of the main home to the upper-level guest quarters above one of two garages. Handcrafted wrought iron railings, skillfully forged by a blacksmith, adorn the bridge, the front porch, & stairways from the motor court, adding artistic detail at every corner. Home exudes rustic grandeur with lofty ceilings constructed from hand-hewn century-old beam timbers. Located just minutes from the heart of Silicon Valley, this country manor harmoniously blends architectural splendor, natural beauty, & modern conveniences. It stands as a testament to refined living, where the allure of the past meets the dynamism of the present, creating a sanctuary that is both timeless and contemporary.

220 Golden Hills DR, Portola Valley

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

Sold listing courtesy of Kavanaugh Group from CBR

$3,500,000

4 Beds ⋅ 3 Baths ⋅ ML81981102 MLS

Nestled near the end of a quiet cul-de-sac in the coveted Central Portola Valley neighborhood, this 4 bedroom, 2.5 bath mid-century modern home offers an outstanding opportunity to remodel or build your dream residence. Situated on a fabulous 2.22+/- acre lot, the beautiful setting provides serene views, majestic oak trees, and a stable with paddock. Spacious floor plan includes expansive windows capturing gorgeous views and an abundance of natural light. Expansive circular driveway highlighted by an impressive oak tree allows for easy access. First time on the market in over 50 years, this is truly a unique and rare opportunity. Plus, with its desirable location adjacent to riding/hiking trails and outstanding schools, this is an exceptional property that you will cherish.

391 Golden Hills DR, Portola Valley

Listed by Greg Celotti, 650-740-1580 from Compass
(If provided) CoList: from

Sold listing courtesy of Vincenzo Ferrari from CEAR

$10,625,000

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

$12,100,000

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

$3,950,000

4 Beds ⋅ 3 Baths ⋅ ML81977857 MLS

Discover this newly remodeled home offering 4 bedrooms & 3 bathrooms across 2 levels. With 3 bedrooms on the main level and a 4th bedroom on the lower level including 2 primary suites, this home provides maximum flexibility for your living needs. The lower level also includes a versatile bonus room ideal for a playroom/office/2nd family room or gym. On the entry level, the chefs kitchen is a culinary delight equipped with newer appliances, 4 burner stove with griddle, custom cabinets and bar counter seating. The kitchen seamlessly opens to the family room and dining area creating the perfect space for everyday living and entertaining. Soaring ceilings adorned with designer light fixtures enhance the bright, open airy feel of the home. Step outside to a professionally landscaped flat backyard with a hot tub, playhouse, fruit trees, mahogany decks and outdoor lighting. Additional features include new hardwood floors throughout, new roof, new HVAC/AC systems, laundry room, the added security of a generator that can be hooked-up and 2 car garage. Located within walking distance to Ladera Rec as well as conveniently located near Highway 280 and local amenities. Award-winning Menlo Park Schools. This is a perfect and rare opportunity to own a modern, turnkey home in a prime location!

470 La Mesa DR, Portola Valley

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

Sold listing courtesy of John W. King from KWPA

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