San Mateo, CA Homes in ZIP Code 94028

/22
$7,998,000
- 4 Beds
- 4 Baths
- 2,630 Sq Ft
600 Westridge Dr, Portola Valley, CA 94028

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

Dean Asborno Compass

600 Westridge Dr, Portola Valley, CA 94028
/43
$12,950 per month
- 5 Beds
- 3.5 Baths
- 3,500 Sq Ft
- House for Rent
Unlisted Address

Private, Open contemporary home. 5 Bedrooms, 3 baths, 3500sf.(per owner). Highly desired Central Portola Valley! Expansive Views of the Western Hills from Windy Hill to Woodside. Best Schools! Elementary schl 1 mile. Recently Remodeled. Vaulted ceilings, Open floor plan: the Living room, Dining Room, Kitchen. Floor to ceiling windows in every room to maximize light. Long Balcony over the entire

Terrell Slawson Linwood Realty Inc.

Unlisted Address
/2
$3,200,000 Sold Aug 27, 2025
- 1,610 Sq Ft
- $1,988/SF
- 3 Days On Market
- 3 Beds
- 2 Baths
- Built 1980
340 Canyon Dr, Portola Valley, CA 94028

Discover this mid-century modern-style gem in the sought-after Corte Madera neighborhood. Positioned on a desirable street and flat lot at the top of Canyon Drive and Crescent Road, this 3-bed, 2-bath home features vaulted ceilings, an open floor plan, fireplace, hardwood floors, floating staircase and abundant natural light through glass doors, picture windows and skylights. The versatile

Karen Gunn Compass

340 Canyon Dr, Portola Valley, CA 94028

/20
Est $4,165,703 Not Listed For Sale
- 3 Beds
- 3 Baths
- 3,497 Sq Ft
118 Ramona Rd, Portola Valley, CA 94028

118 Ramona Rd, Portola Valley, CA 94028

/53
$4,890,000 New Construction
- 5 Beds
- 3 Baths
- 2,623 Sq Ft
369 La Cuesta Dr, Portola Valley, CA 94028

Set against the stunning backdrop of Portola Valleys rolling hills, 369 La Cuesta Drive offers a rare blend of natural beauty and modern convenience. This coveted location is known for its peaceful atmosphere, scenic trails, highly regarded schools, and proximity to the tech and business hubs of Silicon Valleyideal for those seeking both tranquility and connectivity. This brand-new Aro Home is a

Josh Rubin Compass

369 La Cuesta Dr, Portola Valley, CA 94028
/30
$13,000 per month
- 4 Beds
- 3.5 Baths
- 3,520 Sq Ft
- House for Rent
16 Franciscan Ridge, Portola Valley, CA 94028

Views! Preeminent location on Franciscan Ridge with extraordinary sunrise and sunset views that span across Portola Valley, toward Stanford Dish, and beyond to the bay and Diablo Mountain range. This home is one of the largest Portola Valley Ranch homes, featuring 4 bedrooms plus an office, 3.5 bathrooms, an oversized living room with a fireplace, formal and informal dining adjacent to a chef's

Dulcy Freeman Golden Gate Sotheby's International Realty

16 Franciscan Ridge, Portola Valley, CA 94028
/2
$3,380,000 Sold Aug 15, 2025
- 1,840 Sq Ft
- $1,837/SF
- 7 Days On Market
- 3 Beds
- 2 Baths
- Built 1956
10 Bear Gulch Dr, Portola Valley, CA 94028

VALUE VALUE VALUE! Nestled in the heart of one of Silicon Valleys most sought-after communities, 10 Bear Gulch Drive in Portola Valley presents a rare and exciting opportunity. This timeless Craftsman-style home sits on a sprawling 1.25-acre parcel and offers a 3-bedroom, 2-bath main residence plus a detached guest cottageideal for extended family, home office, or rental potential. Priced to sell

Danny Burgess eXp Realty of California Inc

10 Bear Gulch Dr, Portola Valley, CA 94028

/14
Not Listed For Sale
0 Alpine Rd, Portola Valley, CA 94028

0 Alpine Rd, Portola Valley, CA 94028

/46
$6,995,000 Open Sat 1PM - 4PM
- 4 Beds
- 3.5 Baths
- 3,169 Sq Ft
415 Cervantes Rd, Portola Valley, CA 94028

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

Peter Cowperthwaite Golden Gate Sotheby's International Realty

415 Cervantes Rd, Portola Valley, CA 94028
/39
$10,500 per month
- 5 Beds
- 3.5 Baths
- 2,940 Sq Ft
- House for Rent
270 Gabarda Way, Portola Valley, CA 94028

This luxury summer rental, available August 1 through November 15 2025 for a minimum 1 month stay, is nestled in Portola Valley, a quiet town abutting the Santa Cruz mountains, yet just minutes from highway 280, and a few minutes further to Stanford University & Hospital and to major employers. The home is well equipped, tastefully appointed, fully furnished, and has 5 bedrooms, an office, an

Kevin Boer Kevin Boer, Broker

270 Gabarda Way, Portola Valley, CA 94028
/2
$3,800,000 Sold Aug 14, 2025
- 1,740 Sq Ft
- $2,184/SF
- 52 Days On Market
- 3 Beds
- 2 Baths
- Built 1955
90 Bear Gulch Dr, Portola Valley, CA 94028

Located in tranquil Portola Valley, this single-level, 3-bedroom, 2-bath home with pool and spa sits on an oak tree studded 1.2-acre lot (per county). Ample skylights, sliding doors and picture windows create rooms filled with natural light and peaceful views of the surrounding landscape. The spacious living room and dining area flow seamlessly into the large, modern kitchen and family room.

Ginny Kavanaugh Coldwell Banker Realty

90 Bear Gulch Dr, Portola Valley, CA 94028

/32
Est $4,056,714 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 4,155 Sq Ft
25 Las Piedras Ct, Portola Valley, CA 94028

25 Las Piedras Ct, Portola Valley, CA 94028

/36
$6,995,000
- 4 Beds
- 3 Baths
- 4,372 Sq Ft
15 Naranja Way, Portola Valley, CA 94028

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

Peter Cowperthwaite Golden Gate Sotheby's International Realty

15 Naranja Way, Portola Valley, CA 94028
/2
$6,020,000 Sold Jul 28, 2025
- 2,905 Sq Ft
- $2,072/SF
- 7 Days On Market
- 3 Beds
- 3 Baths
- Built 1954
22 Grove Dr, Portola Valley, CA 94028

Modern Luxury on 2+ Acres with Windy Hill Views || Striking modern design, total privacy, and chic designer interiors define this exceptional property in the heart of central Portola Valley. Gated at the end of a long driveway and spanning over 2 acres, the setting offers expansive grounds with views toward Windy Hill and a layout designed for effortless indoor/outdoor living. Every detail of the

Erika Demma Compass

22 Grove Dr, Portola Valley, CA 94028

/15
Not Listed For Sale
132 Foxwood Rd, Portola Valley, CA 94028

132 Foxwood Rd, Portola Valley, CA 94028

/43
$3,845,000
- 3 Beds
- 3.5 Baths
- 3,005 Sq Ft
2 Thistle St, Portola Valley, CA 94028

Surrounded by a sea of oak trees and level open spaces, this wonderfully bright home is located on a corner lot of nearly one-half acre in sought-after Portola Valley Ranch. Soaring ceilings with exposed beams, numerous sliding glass doors, and multiple skylights fill the interiors with natural light. Recently completed updates include fresh exterior paint, refinished Brazilian teak floors, and a

Michael Warren Compass

2 Thistle St, Portola Valley, CA 94028
/15
$1,100,000 Sold Jul 23, 2025
- Land
- 1.65 Acres
- $666,667 per Acre
- 279 Days On Market
42 Santa Maria Ave, Portola Valley, CA 94028

A great opportunity to build in a scenic and close-in Portola Valley neighborhood. The sunny, approximately 1.65 acre lot comes with approved building plans from the Town. Plans are for an approximately 2000 square foot home with 2 bedrooms and 2 full and 1 half baths and an additional 800 square foot ADU with 1 bedroom, 1 bath on the upper level. Alternatively, the ADU could be used as the

Ginny Kavanaugh Coldwell Banker Realty

42 Santa Maria Ave, Portola Valley, CA 94028

/6
Est $5,002,000 Not Listed For Sale
- 5 Beds
12 Arastradero Rd, Portola Valley, CA 94028

12 Arastradero Rd, Portola Valley, CA 94028

/32
$2,780,000
- 4 Beds
- 2 Baths
- 1,660 Sq Ft
291 La Mesa Dr, Portola Valley, CA 94028

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

Rebecca Johnson Intero Real Estate Services

291 La Mesa Dr, Portola Valley, CA 94028
/34
$2,950,000 Sold Jun 25, 2025
- 1,770 Sq Ft
- $1,667/SF
- 6 Days On Market
- 3 Beds
- 2 Baths
- Built 1952
3 Wyndham Dr, Portola Valley, CA 94028

On the market for the first time in nearly 50 years, this classic ranch home is set on a lushly planted corner lot of approximately one-third acre. Gardens are the soul of this property - loving tended & richly layered with heritage roses, wisetria, towering redwoods, & a soothing water feature. Brick walkway winds through the front gardens, while the private rear grounds invite outdoor living

Hugh Cornish Coldwell Banker Realty

3 Wyndham Dr, Portola Valley, CA 94028

/41
Est $4,537,189 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,325 Sq Ft
18 Arastradero Rd, Portola Valley, CA 94028

18 Arastradero Rd, Portola Valley, CA 94028

/71
$3,599,000
- 4 Beds
- 3.5 Baths
- 3,470 Sq Ft
21 Valley Oak St, Portola Valley, CA 94028

Escape to serenity in this very private 4-bedroom, 3.5-bathroom retreat priced at $3,599,000. 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

Nathan Nahouraii Intero Real Estate Services

21 Valley Oak St, Portola Valley, CA 94028
/33
$4,412,000 Sold Jun 24, 2025
- 3,190 Sq Ft
- $1,383/SF
- 15 Days On Market
- 3 Beds
- 3 Baths
- Built 2011
1036 Los Trancos Rd, Portola Valley, CA 94028

Nestled on a gorgeous virtually flat half acre this stunning Mediterranean style home is surrounded by the pristine beauty of the adjacent Blue Oaks open space, with VIEWS stretching across the East Bay to the glittering Oakland skyline. Masterfully built in 2011 the homes thoughtful design marries a spacious, versatile floor plan with exquisite details: soaring reclaimed wood beams, graceful

Liz Daschbach Compass

1036 Los Trancos Rd, Portola Valley, CA 94028

/33
Est $4,388,196 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,768 Sq Ft
635 Los Trancos Rd, Portola Valley, CA 94028

635 Los Trancos Rd, Portola Valley, CA 94028

/71
$9,399,000
- 6 Beds
- 9 Baths
- 7,531 Sq Ft
5 Redberry Ridge, Portola Valley, CA 94028

Prominently perched on the Portola Valley hillside, this contemporary home has been upgraded with the finest materials and craftsmanship providing glorious panoramic views of rolling hills with Silicon Valley and the Bay in the distance. This home is elegant, sophisticated and secluded and just a short drive to Silicon Valley with easy freeway access. The flexible floor plan includes six bedroom

Omar M. Kinaan Golden Gate Sotheby's International Realty

5 Redberry Ridge, Portola Valley, CA 94028
/36
$1,850,000 Sold Jun 23, 2025
- 860 Sq Ft
- $2,151/SF
- 79 Days On Market
- 2 Beds
- 1 Bath
- Built 1930
1023 Los Trancos Rd, Portola Valley, CA 94028

Luxury Silicon Valley Getaway in Portola Valley with Views, updated single family /rustic modern interior, move-in ready and personal retreat on a large 11,500 square foot lot, surrounded by natural beauty, a network of trails. Open floor plan with natural light throughout, skylights, hardwood floors, built in bookshelves, new kitchen and appliances, eat-in kitchen and sliding glass doors to

Karen Gunn Compass

1023 Los Trancos Rd, Portola Valley, CA 94028

/56
Est $3,323,186 Not Listed For Sale
- 4 Beds
- 4 Baths
- 3,068 Sq Ft
141 Santa Maria Ave, Portola Valley, CA 94028

141 Santa Maria Ave, Portola Valley, CA 94028

/33
$6,988,000
- 4 Beds
- 3 Baths
- 2,940 Sq Ft
40 Tagus Ct, Portola Valley, CA 94028

Tucked away on nearly 2 acres at the end of a quiet cul-de-sac in lush Portola Valley, this updated contemporary home offers the perfect blend of privacy and natural beauty. Bright, airy interiors feature high ceilings and a mix of travertine and oak floors, creating a warm and inviting atmosphere. The spacious living areas, including a large great room and chef's kitchen with top-tier

Michael Repka Deleon Realty

40 Tagus Ct, Portola Valley, CA 94028
/38
$6,550,000 Sold Jun 18, 2025
- 2,860 Sq Ft
- $2,290/SF
- 12 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1966
30 Cheyenne Point, Portola Valley, CA 94028

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

Erika Demma Compass

30 Cheyenne Point, Portola Valley, CA 94028

/59
Est $5,920,627 Not Listed For Sale
- 6 Beds
- 4.5 Baths
- 4,472 Sq Ft
4135 Alpine Rd, Portola Valley, CA 94028

4135 Alpine Rd, Portola Valley, CA 94028

/37
$5,488,000
- 4 Beds
- 5.5 Baths
- 4,210 Sq Ft
5 Oak Forest Ct, Portola Valley, CA 94028

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

Michael Repka Deleon Realty

5 Oak Forest Ct, Portola Valley, CA 94028
/60
$4,250,000 Sold Jun 10, 2025
- 2,412 Sq Ft
- $1,762/SF
- 3 Days On Market
- 3 Beds
- 3 Baths
- Built 1953
161 E Floresta Way, Portola Valley, CA 94028

Nestled in one of Ladera's most sought-after cul-de-sac locations, this updated split-level home offers the perfect blend of comfort, style, and functionality. This residence is ideal for modern living with three spacious bedrooms and three full bathrooms. A large living room features a lighted coffered ceiling, designer color palette, and custom-built-ins. Cooking is a snap in the chef's kitchen

Rebecca Johnson Intero Real Estate Services

161 E Floresta Way, Portola Valley, CA 94028

/39
Est $4,099,821 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 3,015 Sq Ft
45 Buckeye, Portola Valley, CA 94028

45 Buckeye, Portola Valley, CA 94028

/2
$8,498,000
- 6 Beds
- 6 Baths
- 4,175 Sq Ft
138 Bolivar Ln, Portola Valley, CA 94028

Rarely available estate, located in the highly sought-after Westridge neighborhood of Portola Valley. This lovely home is set on 3.86 serene acres w/ majestic oaks and offers a panoramic view of the SF Bay from Stanford to Mount Diablo. Enjoy living/ dining with a picturesque vista from the main home and newly built, stunning ADU. A gated driveway escorts you to a light-filled home highlighted

Stephanie Elkins Coldwell Banker Realty

138 Bolivar Ln, Portola Valley, CA 94028
/2
$7,485,000 Sold Jun 04, 2025
- 2,654 Sq Ft
- $2,820/SF
- 61 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2015
140 Pinon Dr, Portola Valley, CA 94028

Contemporary masterpiece with spectacular Windy Hill views designed by architect Ana Williamson. Featuring steel I-beams, soaring ceilings create openness & strategically placed windows fill the space with light highlighting the natural setting. The modern open floor plan includes chef's kitchen with high-end appliances, custom Italian cabinetry & Dekton ceramic countertops. Floor to ceiling

Julia Laquer Christie's International Real Estate Sereno

140 Pinon Dr, Portola Valley, CA 94028

/25
Est $3,038,892 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,940 Sq Ft
15 Quail, Portola Valley, CA 94028

15 Quail, Portola Valley, CA 94028

/47
$5,750,000
- 4 Beds
- 3.5 Baths
- 4,297 Sq Ft
415 Golden Oak Dr, Portola Valley, CA 94028

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 ~3,700 sq. ft. of refined living space, blending clean architectural lines,

Scott Hayes Compass

415 Golden Oak Dr, Portola Valley, CA 94028
/2
$2,900,000 Sold Jun 03, 2025
- 2,490 Sq Ft
- $1,165/SF
- 110 Days On Market
- 4 Beds
- 2 Baths
- Built 1960
1 Hayfields Rd, Portola Valley, CA 94028

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,

Debora Smith Sotheby's Intl Rlty

1 Hayfields Rd, Portola Valley, CA 94028

/35
Est $3,338,061 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,130 Sq Ft
10 Foxtail, Portola Valley, CA 94028

10 Foxtail, Portola Valley, CA 94028

/43
$4,995,000
- 3 Beds
- 5 Baths
- 6,155 Sq Ft
55 Vista Verde Way, Portola Valley, CA 94028

Tucked away on approximately 2.77 acres in the Vista Verde community with easy access to the amenities of Portola Valley, this remarkable property offers a peaceful retreat from the fast-paced life of Silicon Valley. A sweeping tiled stairway descends through lushly planted gardens to the main entrance, where the home opens to grand yet understated interiors that echo the serenity and refinement

Ginny Kavanaugh Coldwell Banker Realty

55 Vista Verde Way, Portola Valley, CA 94028

Showing Results 1 - 40, Page 1 of 18

California San Mateo County Portola Valley 94028

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