Refine Search
Sort by
$5,300,000
3 Beds 4 Baths ML81968110 MLS
Located in central Westridge, the most sought-after area in all of Portola Valley, this property offers an exceptional setting with myriad possibilities & the opportunity to transform it into a dream vision. Home exudes an organic contemporary style with a Spanish flair, characterized by signature details like decorative tile stair rises & wrought-iron lighting. Home retains its original charm with all-wood cathedral ceilings, tiled floors in most public rooms, & in the primary suite, & naturally finished wood cabinetry topped with tile. Expansive windows & sliding glass doors open to spacious deck built around mature trees, offering views of the East Bay Hills & the surrounding natural beauty of Portola Valley. Main living area is open & especially spacious featuring a sunken conversation pit - a distinctive-of-the-era design element perfect for entertaining. There are 3 bedrooms & 3.5 baths plus a bonus room which possibly be a 4th bedroom. Set on approximately 3.2 acres, the grounds offer exceptional privacy & ample space for future pursuits. The nearby Westridge Trail provides access to miles of hiking, biking, & equestrian trails, renowned throughout Portola Valley. This property presents an unparalleled opportunity to create a personalized dream home in an idyllic setting.

298 Escobar RD, Portola Valley

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

Sold listing courtesy of Jason Sewald from CTCH

$6,150,000
5 Beds 5 Baths ML81968096 MLS
Gorgeous Portola Valley Estate with Level Lot and Views in Prime Location. Formal entry, spacious living room with western hill views, separate dining room opens to terrace. Gourmet chef's kitchen with center island, built-in nook, Viking cooktop, double ovens and Thermador refrigerator. Expansive family room with threes sets of doors opens to stunning yard. Custom office, 5 spacious bedrooms, 4.5 remodeled custom baths, main level bedroom and bath with separate entrance. Indoor laundry room with ample storage, custom mud room, exquisite primary suite with views of western hills and walk in closet. Primary bath includes dual vanities, steam shower, and jetted tub. Ring doorbell, Nest thermostats, gated driveway. Outdoor area includes pool, spa, two fire pits, and heated cabana. Close to Alpine Swim and Tennis. Award winning Portola Valley Schools.

25 Bear Gulch DR, Portola Valley

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

Sold listing courtesy of Rayyan Fani from COMPS

$5,850,000
4 Beds 4 Baths ML81965099 MLS Ladera BLDG.
Modern luxury meets California living at its finest in this unique home in a special location. Step inside and be captivated by the stunning kitchen-great room, featuring a vaulted ceiling and a folding window wall that effortlessly brings the outdoors in. The chef's kitchen includes a 6-burner gas stove, ample quartzite counters, and a breakfast bar island with a waterfall counter. Spend game day with family and friends in the expansive family room with vaulted ceiling and French doors that create a seamless flow between indoor and outdoor living spaces. The bedroom wing features four spacious bedrooms and two bathrooms with designer tile and touches + a home office. Outside, your own private resort awaits, with a sunken firepit for cozy evenings, a sparkling pool and spa for relaxation, and a built-in outdoor kitchen for entertaining. This special location backs up to the Westridge neighborhood. Acclaimed Las Lomitas schools. Convenient to the Ladera Rec Center, school bus stop, neighborhood walking paths & the Ladera Shopper. Only 4.5 miles to Stanford, easy access to Silicon Valley, commute routes & mid-way between SFO & SJC International airports.

856 La Mesa DR, Portola Valley

Listed by Rebecca & Karen, 650-438-2331 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Terri Brown from COMPS

$7,236,000
3 Beds 4 Baths ML81965040 MLS
This secluded, gated 2.96+/- ac property has a 3 bed, 3 bath main home and a stunning separate art studio/office (1496 Interior usable sq ft) with its own driveway. The studio is perfect for an Artist or Car Collector. Or use it as an addition living space as it has a lovely loft area. This contemporary home offers a seamless integration of home and nature. The vaulted ceilings soar at approximately 14. Skylights and over-sized windows and doors provide natural light and an effort- less flow to the natural surroundings providing inspiration. The living room has a fireplace and sets of doors on both sides that open to patios. A nearby office with built-ins is a few steps up. The formal dining room is surrounded with windows and doors. This allows you to expand entertaining to the outdoor areas. The eat-in kitchen offers sleek maple cabinetry and lots of it. Stainless steel appliances provide a chef with the right tools. There is a pool, and nearby lower-level apartment or exercise space, with a full bath, and kitchenette. Located in the desirable Westridge Neighborhood this home is the epitome of Portola Valley living and is just a short distance to the global financial and tech centers on Sand Hill Road.

140 Degas 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 Sue Crawford from CBR

$4,600,000
3 Beds 4 Baths ML81963388 MLS
SUBSTANTIAL PRICE IMPROVEMENT FOR THIS WONDERFUL SINGLE STORY HOME WITH WESTERN HILL VIEWS! Tucked away in privacy in sought after Portola Valley with direct views of Windy Hill. The classic traditional home features a colorful palette, fine hardwood floors, and traditional millwork, presenting a blend of timeless appeal and potential to infuse contemporary elegance into its classic structure. Spanning one level, each room flows easily from one to the other with formal living spaces, a tremendous eat-in kitchen, and a step-down family room opening to a spacious deck capturing exquisite Windy Hill views. Separate wing with 3 bedrooms, each with en suite bath, plus there is an additional full bath. The primary suite, kitchen, and dining room open to the level rear grounds with ample room for play and entertaining as well as a possible potential site for a pool or ADU. Excellent Portola Valley schools.

140 Fawn LN, Portola Valley

Listed by Judy Byrnes, 650-208-2388 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Debora Smith from SIR

$6,800,000
4 Beds 6 Baths ML81962402 MLS
Rare 3.3 level acres-perfect for a family compound with multiple structures for the ultimate in flexibility of use and all in a fabulous close-in-location. Comprised of several buildings with the opportunity to create a family compound, conference center, or both, the entire estate blends Spanish Revival architecture, with signature red-tiled roofs, and sleek modern interiors. Espresso-hued hardwood floors, towering sky-lit ceilings, and entire walls of glass imbue the home with sophisticated style and brilliant natural light and all on an exceptional setting. Main home with 4 bedrooms and 5.5 baths, including a 2-bath primary suite. Impressive open concept kitchen with vaulted ceiling opening seamlessly to the family room with multiple doors to the impressive grounds. Detached office/conference center/recreation structure with 1 bedroom and 1.5 baths. Attached fitness center/recreation room with 1 bath and sauna. Detached guest house,1-bedroom, 1-bath with full kitchen. Two three car garages for a total of 6 garage spaces. All inclusive approximately 10,066 square feet-buyer to verify. Incredible value and opportunity with excellent Portola Valley Schools, perimeter trees, sparkling pool, gated estate-a must see.

237 Mapache DR, Portola Valley

Listed by Judy Citron, 650-400-8424 from Compass
(If provided) CoList: Talia Citron from Compass

Sold listing courtesy of Debora Smith from SIR

$3,450,000
5 Beds 6 Baths ML81961409 MLS
Over an acre plays host to this spectacular Mediterranean-style home with breathtaking views of the San Francisco Bay. Step inside to discover 4,400 sf of interiors adorned with high-end finishes and appointments, with two fireplaces, expansive formal rooms, a gym, office, and a gourmet kitchen equipped with premium appliances. 5 bedrooms, each with its own en suite, are highlighted by the primary suite featuring a spa-inspired bathroom. French doors throughout the home beckon you to breezy outdoor spaces, where panoramic views await amidst lush surroundings, and the sprawling front yard provides ample space for recreation and relaxation. Though you will feel a wonderful sense of privacy here, you will still be within reach of all the area has to offer, with easy access to nearby amenities such as nature preserves, trails, downtown Los Altos, and Interstate 280. Additionally, children may attend acclaimed schools Ormondale Elementary and Corte Madera (buyer to verify eligibility).

190 Vista Verde WAY, Portola Valley

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

Sold listing courtesy of DeLeon Team from DLRPA

$4,154,000
4 Beds 4 Baths ML81961373 MLS
Completed in 2009 with a distinctive contemporary, natural style, this custom-built home stands as a testament to thoughtful design, unparalleled comfort, & superb use of the knoll-top setting. Positioned on a private lane off the main road, the three-level floor plan maximizes the breathtaking views of western hills & Windy Hill by situating the main living areas & primary suite on the top floor with three additional bedrooms & a generous family room on the second floor. Full-size decks extend from each level, including direct access from each of the three 2nd floor bedrooms, & the primary suite has a private balcony, & a separate balcony which extends from the primary suite. The living areas are open & flowing, further enhanced by retractable stacking glass doors. Located on approx. 0.77 acres, this property offers both tranquility & convenience, with a close-in location just minutes from Ladera Shopping Center. It is a 3 minute walk to the Alpine Inn (Rossotti's) and a 5 minute walk to the incredible Arastradero Preserve, a mecca for mountain bikers, runners, & hikers. The home is located within the excellent Palo Alto school district, making this a rare & coveted blend of architectural sophistication, contemporary luxury, rural tranquility, & outstanding location.

18 Arastradero RD, Portola Valley

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

Sold listing courtesy of Angie Wolff from NTERO

$5,000,000
3 Beds 4 Baths ML81959359 MLS
Move in condition and lovely views of the Western Hills. The homes versatile floor plan (officially 3 bedrooms and 4 baths) includes an expansive lower level with a large family room , extra storage area and a large guest / au pair suite /2nd home office. . The main level has an open living, dining and kitchen area, the Primary suite is amazing featuring: A gas fireplace in the bedroom a small private deck with views, a large primary bathroom, with a large glass shower, 2 vanities and spacious dressing area, a huge primary closet. Also on a 3rd level and in the Primary Suite area is a stunning office with views western hill and a private deck. You'll never go back to the office once you've worked here! 2 other bedrooms and baths are on this same level. The kitchen is a large entertainers island kitchen with state of the art appliances. The Living, Dining and Kitchen area opens to a new trex deck which boasts expansive views . The lower level offers a spacious family room with a fireplace . A full bath and a large storage area. Also on the lower level is an Au Pair or guest suite. Wonderful Views from the Hot Tub off the family room. A 2 car garage is located off the family room. The home has Solar Panels and 3 Tesla batteries as well as EV charging.

225 Golden Oak DR, Portola Valley

Listed by Peter Cowperthwaite, 650-851-8030 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Colleen Foraker from COMPS

$3,750,000
4 Beds 3 Baths ML81958098 MLS
This stunning Portola Valley residence offers a harmonious blend of luxurious living & natural beauty, nestled on an expansive 1+ acre lot. Discover a thoughtfully designed floor plan featuring an open kitchen adorned with leathered granite countertops & top-of-the-line appliances, perfect for culinary enthusiasts & gatherings with loved ones. The seamless flow extends to the inviting living spaces, where large windows & french doors frame picturesque views of the verdant natural landscape. Highlights include two suites, one on each level, providing privacy & versatility. The primary suite enjoys a private balcony, walk-in closet & seated window nook. Indulge in resort-style amenities including a sparkling pool & a sport court. Whether you're honing your skills or simply enjoying friendly matches, this space promises endless entertainment & recreational possibilities. Ample parking with expansive driveway & convenient 2-car garage. Perfectly situated in the heart of Portola Valley, this home offers a rare opportunity to embrace a coveted lifestyle surrounded by nature, while still being within close proximity to top schools, recreational facilities including Alpine Hills & Ladera Oaks & vibrant downtown hubs with restaurants & shops like Alpine Inn & Ladera Country Shopper.

475 Golden Oak DR, Portola Valley

Listed by Bob Johnston, 650-400-5039 from Coldwell Banker Realty
(If provided) CoList: Francesca Lampert from Coldwell Banker Realty

Sold listing courtesy of Annie Watson from CBR

$4,500,000
4 Beds 3 Baths ML81957969 MLS
An incredible lot of over 2.5 acres offers tremendous possibilities and plays host to this spacious home with spectacular views towards Felt Lake and the Western Hills. Highlights include 2 fireplaces, large gathering spaces, the kitchen with appliances from brands including Viking, a flexible-use room perfect for a gym or office, and numerous glass doors opening to the grounds for a true indoor/outdoor lifestyle. A guest house offers comfortable, modern living space for friends or extended family, while sweeping grounds take full advantage of Portola Valley's verdant beauty and provide peaceful venues for entertaining or play. Adding the finishing touch is a great location close to numerous nature preserves, a 5-minute drive from the shops and restaurants of Ladera Country Shopper, within 1.5 miles of Interstate 280, and with access to highly sought-after Portola Valley schools (buyer to verify eligibility).

100 Alamos RD, Portola Valley

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

Sold listing courtesy of Karen Fryling from NTERO

$10,500,000
4 Beds 5 Baths ML81954802 MLS
Spectacular Bay and hill VIEWS are the backdrop for this impeccably remodeled classic Westridge rancher. Located down a private driveway off the road, the home is nestled on 2.57 serene acres of largely usable land. Features include a sparkling pool and separate spa, two firepits, an outdoor kitchen, a putting green, bocce ball court, gorgeous gardens, a state of the art chicken coop, raised beds, and beautiful Oak covered knolls. Meticulously remodeled with no expense spared, quality features and finishes include Fleetwood sliders, custom Blomberg metal windows, custom cabinetry & built-ins, natural stone & concrete countertops, Oak hardwood floors, barn doors and custom fittings throughout. In addition to the Main House -- *POOL HOUSE: Large Studio/w/2 office areas, Full Bathroom, Kitchenette, a full wall Nano-Door, built-in storage, barn doors, radiant heat and an additional shower outside *Spacious ADU: 1BD/1BA, Living Room, Full kitchen, Laundry, Dressing Room, Custom Barn doors to separate the space, a built-in desk *3 car semi-attached Garage * Property is connected to the SEWER not on septic

332 Westridge DR, Portola Valley

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

Sold listing courtesy of Robert Godar from NTERO

$8,500,000
5 Beds 6 Baths ML81957088 MLS
Timeless design aligns w/ contemporary details in this fabulous 5br/4.5ba home. This private 1.23-acre property provides mature landscaping, wrap-around views, & an incredible space for everyday living. Floor-to-ceiling windows fill the home w/ abundant natural light. The main level offers a welcoming entry leading to a designer kitchen w/ endless cabinets, an island w/ bar seating & large windows that frame the outdoor landscape. Off the kitchen is a family room w/ vaulted ceilings, a stone fireplace & direct access to the backyard. Gather in the formal DR or open glass doors in the adjoining LR to enjoy a large deck w/ views overlooking the peaceful pool & spa area. Completing the lower level are 2 bdrms joined by a full bthrm + an ensuite bdrm, laundry room, & versatile bonus room. Upstairs is an ensuite bdrm next to the primary retreat, which features dual walk-in closets, lovely views & a spa-like bthrm. Every room leads to an outdoor space, further showcasing the phenomenal floor plan. A detached bonus space can be used for a gym/office or hobby room. This home also offers an outdoor shower, 1/2 bath by the pool, & storage room that doubles as a wine room. Relish in trails & outdoor recreation throughout Central Portola Valley. A home like this doesn't come around often.

161 Sausal DR, Portola Valley

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

Sold listing courtesy of Terri Kerwin from DP

$3,900,000
4 Beds 4 Baths ML81953987 MLS
Portola Valley provides an idyllic backdrop for this home set on more than an acre of land. Step through the front door and immerse yourself in a luminous, spacious ambiance, as high ceilings provide a sense of openness and a bold use of glass floods the home with natural light while framing jaw-dropping views. Enjoy expansive gathering spaces, the kitchen with granite-slab countertops, a captivating game room, and comfortable bedrooms, including one that easily adapts to office use. Sprawling grounds take full advantage of this spectacular setting and offer outstanding space for outdoor enjoyment, while also providing a detached 1-bedroom guest home. And while nearby nature preserves impart a wonderful sense of privacy here, a short car ride will connect you to all the amenities the surrounding area has to offer; plus, you will have access to acclaimed schools Ormondale and Corte Madera (buyer to verify eligibility). Refined, peaceful Silicon Valley living awaits.

25 Las Piedras CT, Portola Valley

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

Sold listing courtesy of DeLeon Team from DLRPA

$4,000,000
3 Beds 3 Baths ML81953983 MLS
Nearly 1.4 AC plays host to this inviting 3-bedroom home. Enveloped by lush greenery, this home offers a serene retreat, featuring over 3,300 sf of living space and a light-filled ambiance. Stylish appointments such as beamed ceilings, refinished hardwood floors, and beautiful woodwork adorn this home. The expansive floorplan encompasses generous gathering areas, a cozy fireplace, a kitchen equipped with a professional-grade Thermador range, a dedicated office, and a spectacular Hinoki soaking tub in the primary suite that provides a spa-like experience. Enjoy an indoor/outdoor lifestyle that only Portola Valley can provide on sprawling, multi-level grounds that feature a pool, numerous fruit trees, and a delightful tea room. And though this home offers incredible privacy, you will still be a short drive from amenities such as the iconic Alpine Inn, Interstate 280, vibrant parks and nature preserves, and top schools including Ormondale and Corte Madera (buyer to verify eligibility).

40 Santa Maria AVE, Portola Valley

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

Sold listing courtesy of Mini Kalkat from NTERO

$3,925,000
4 Beds 3 Baths ML81951241 MLS
Surrounded by majestic oaks in sought-after Portola Valley Ranch, this home, fully renovated in 2021, takes full advantage of its scenic setting filling the interiors with natural light from every vantage point. Positioned at the end of a cul-de-sac & elevated above the street for added privacy, the home begins with an illuminated pathway to the front entrance. Beautiful hardwood floors & fine carpet, & recessed lights illuminate every room. Formal living room & elevated formal dining room share a soaring vaulted ceiling. Kitchen & family room combination has a designated area for casual dining with easy access to the deck & connecting grounds. An elevated wing accommodates the home's four spacious bedrooms, including a large primary suite plus one bedroom customized for a home office. Charming reading area that offers delightful views of Windy Hill. Recreational amenities of the Ranch - pools, tennis courts, vineyard, & playground.Located midway between San Francisco & Silicon Valley.

45 Buckeye, Portola Valley

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

Sold listing courtesy of Sean Proctor from SEANP

$3,900,000
3 Beds 3 Baths ML81951131 MLS Portola Valley Ranch BLDG.
Nestled within the scenic landscape of Portola Valley Ranch, this remarkable 3 bedroom, 2.5 bath home offers absolutely breathtaking views and embodies the perfect blend of modern comfort and natural beauty. Expansive high ceilings and ample natural light create an airy and inviting ambiance throughout the home. Recently finished hardwood floors add warmth and elegance to the living spaces. This home has a large living room, dedicated dining room, a well-appointed kitchen and a separate family room equipped with a convenient wet bar. All the bedrooms are spacious with the primary bedroom offering two walk-in closets. Beautiful cabinetry and built-ins throughout the home offers an abundance of storage. The detached 2 car garage adds both convenience and functionality. Residents of this community have access to an array of exclusive amenities, including two pools, three tennis courts, a vineyard, playground, fitness center and dog park. This residence not only offers a tranquil retreat but also feeds into the top rated PV schools. Beyond the homes confines, you are steps away from miles of hiking and biking trails which allow for exploration and outdoor adventure.

12 Franciscan RDG, Portola Valley

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

Sold listing courtesy of Caitlin Darke from COMPS

$7,300,000
4 Beds 5 Baths ML81948215 MLS
An exceptional retreat built in 2021~ nestled in the heart of Portola Valley! Peaceful, private, and serene yet convenient to Silicon Valley and HWY 280. Soaring pitched ceilings and expansive windows offer ample natural light, and glorious garden views. The gourmet kitchen features high-end appliances, island seating, and natural stone countertops. The kitchen seamlessly transitions into the living room and formal dining room. The separate family room boasts a fireplace, wet bar, and garden access. The bedroom wing includes 3 ensuite bedrooms. Primary bedroom w/spacious walk in closet, luxurious bathroom w/soaking tub, large shower, and garden access.4th bedroom in opposite wing w/adjacent full bath. Additional unit above garage w/ full bath~perfect for office/exercise studio. MANY enhancements since original build!

160 Fawn LN, Portola Valley

Listed by Barbara Piuma, 650-464-8593 from Compass
(If provided) CoList: from

Sold listing courtesy of Barbara Piuma from APR

$6,400,000
4 Beds 5 Baths ML81947438 MLS
Unobstructed, dramatic views of Windy Hill & Skyline Ridge are available from most rooms of this custom home & guest house. Located in prestigious central Portola Valley, the 1.75-acre+/- lot is private, & has potential for future expansion or building a grand estate. Stepping inside, one notices the floor to ceiling windows in the living room with breathtaking views of Windy Hill/Skyline Ridge. The open floor plan, with high ceilings, moves seamlessly from room to room. Large kitchen has abundant cabinetry, a center island with 6-burner Wolf gas stove, Subzero refrigerator, very large pantry, & spacious informal dining area. Large primary suite has a high ceiling, huge walk-in closet with wardrobe organizer, & primary bath with large, open shower, & separate jetted tub. Guest house offers a full kitchen, bathroom with large tiled shower w/ seat, & large living area. New hi-def comp shingle roof, carpeting, and interior paint. Highly-regarded Ormondale Elementary school is nearby.

43 Los Charros LN, Portola Valley

Listed by Jeff Stricker, 650-823-8057 from Compass
(If provided) CoList: from

Sold listing courtesy of Kavanaugh Group from CBR

$4,550,000
5 Beds 3 Baths ML81945139 MLS
With its modern design and open floor plan, you'll delight in spacious sun-filled rooms, as you explore this 5-bedroom, 3-bathroom home which has been exquisitely updated and remodeled. Beautiful European oak flooring in living area & bedrooms. Kitchen features Carrera marble counters, custom cabinetry, Thermador appliances, & a walk-in pantry. 3 downstairs bedrooms, including an ensuite. Hall bathroom with marble counters & beautiful tile floors. Don't miss the stunning wine room, with space for nearly 200 bottles. Beautiful cast link open staircase imported from Italy. Upstairs has 2 bedrooms including a large primary suite with walk-in closets & spa-like bathroom. Offering the best of California living, the interior flows seamlessly to the outdoors through the La Cantina 5-panel folding door. The backyard is an oasis-like retreat with a kitchen, fire pit table, & multiple seating or dining areas. An attached two-car garage includes a car charger. Don't miss this rare opportunity.

230 S Balsamina WAY, Portola Valley

Listed by Janeen Poutre, 408-209-6640 from Coldwell Banker Realty
(If provided) CoList: Colleen Cooley from Coldwell Banker Realty

Sold listing courtesy of The Laugesen Team from KWPEN

$3,509,000
7 Beds 4 Baths ML81943845 MLS
Private and luxurious 12-acre Portola Valley estate just minutes from the center of town, Stanford, and Silicon Valley. Sweeping unobstructed views of western hills, Fogarty Winery vineyards, and the bay. Architecturally significant 4600' home is an entertainers dream with soaring ceilings, skylights, many terraces, flat expanses, 20+ car parking, 350-bottle wine cellar, and more. 7 brs, 4 lux renovated bths. 3 fireplaces. Polished hardwood floors and top-of-the-line tile, stone, and granite finishes. Flex floor plan - for extended family, au pair, and more. Open and airy kitchen is equipped with SubZero, Thermador/Miele appliances will please the family chef. Additional kit on lower level is perfect for caterers and parties/events. Hot tub+gazebo. Extensive landscaping. Room to roam, bike, and play on fenced acreage. Planting garden, dog kennel and a children's playground. Potential for 2 ADUs (buyer to confirm). Truly the best value for indoor/outdoor estate living in Silicon Valley.

5933 Alpine RD, Portola Valley

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

Sold listing courtesy of Burcin Can Metin from ATLASARE

$4,500,000
5 Beds 3 Baths ML81943643 MLS
From its central Portola Valley location, this newly remodeled home is set far back from the street on a corner lot of nearly one acre. Expansive meadows envelop the property, leading to a backyard oasis with sparkling pool and ample space for outdoor gatherings. Updates abound, including elegant white oak floors on the main level, new carpet upstairs, plus remodeled kitchen and bathrooms, all complemented by a fresh contemporary color palette inside and out. The living and formal dining rooms are perfect for refined entertaining, yet the true focal point is the kitchen and adjoining family room, which open to the pool area through sliding glass doors. With 5 bedrooms and 3 baths, including one on the main level, as well as the primary suite upstairs and three additional bedrooms, this home is both spacious and versatile for remote work needs. With Its convenient location to nearby hiking and riding trails as well as top-rated schools... This an excellent place to call home.

8 Hillbrook DR, Portola Valley

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

Sold listing courtesy of Judy Byrnes from CBR

$6,505,000
5 Beds 5 Baths ML81942694 MLS
Unique opportunity to buy and build your dream home with Thomas James Homes in the idyllic Ladera neighborhood. Head inside to an open concept floorplan thats perfect for entertaining with a gourmet kitchen that features an eat-at island, top-of-the-line appliances, quartz countertops, walk-in pantry, dining area, and spacious great room. Adjacent is an office, flex room, and ADU with a private entrance, kitchenette, and en suite bath. Ascend the stairs to discover a loft, laundry room with sink, 3 secondary bedrooms, and 2 full baths. The grand suite features a luxurious grand bath with a dual-sink vanity, walk-in shower, freestanding soaking tub, and walk-in closet. Closing out the home is a roof deck where you catch the scenic view of Portola Valley. Estimated home completion date is Spring 2024. This home is part of our escalated pricing program. Please inquire to learn more. *Illustrative landscaping shown is generic and does not represent the landscaping proposed for this site.

264 La Cuesta DR, Portola Valley

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

Sold listing courtesy of Jodi Campion from APR

$3,150,000
3 Beds 4 Baths ML81942610 MLS
Enjoy the natural light streaming through this 3 BD/3.5 BA 3,005 sq ft modern home situated on 0.46 acres in the exclusive Portola Valley Ranch community. Wood detailing and many windows epitomize California living. Countless skylights set within vaulted wood-beamed ceilings fill the grand entry, living room w/ custom fireplace & dining room. Decks span the length of home on both stories, taking in sprawling vistas. Large eat-in kitchen w/ ample cherry cabinetry & granite countertops has its own deck adjacent to cozy breakfast nook w/ built-in buffet. Relax in the private hot tub just off primary suite's sunroom. The optimal floor plan promotes family living with spacious primary on main floor while family room, guest bedrooms and guest bathrooms are downstairs. Enjoy the numerous amenities like the 2 pools, 3 tennis courts and hiking trails. It's a quick commute to Palo Alto and Silicon Valley, but the hundreds of acres of surrounding open space lends an easy bucolic feel.

2 Thistle ST, Portola Valley

Listed by Kerwin Cowperthwaite, 650-851-8030 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Valerie Soltau from PARCA

$6,500,000
5 Beds 5 Baths ML81937485 MLS
Nestled away from the street in premier central Portola Valley, this exquisite home boasts an elevated position that affords sweeping views of the San Francisco Bay and vistas across Silicon Valley. The Spanish hacienda architecture is evident from the moment you arrive, with decorative tile work, scrolled iron railings, and graceful arches creating an aura of elegance and charm. The front of the home is designed to maximize the views, with a vast terrace surrounding a sparkling pool and spa that beckons for outdoor entertainment. The grand living room, formal dining room, family room, and upstairs primary suite all offer access to the outdoor spaces with sweeping views. Surrounded in complete privacy on more than 1.6 acres, this architectural tour de force is a true masterpiece of design, with captivating gardens that create a romantic setting. Indulge in the beauty and luxury of this remarkable property and experience the ultimate in California living. Premier location + Top Schools!

155 Bear Gulch DR, Portola Valley

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

Sold listing courtesy of Keri Nicholas from PARCA

$6,400,000
4 Beds 6 Baths ML81929175 MLS
Best of California Living situated in premier Westridge area on over 4 acres, this expertly renovated contemporary turn key home exudes elegance & sophistication with breathtaking views from the expansive windows & relaxing outdoor decks throughout home. Grand 2-story living room showcases direct Windy Hill & Skyline Ridge sunset views & a dramatic fireplace feature wall made of exotic book-matched marble. An entertainer's dream, the home includes the modern bar in the living room, formal dining room, customized wine cellar, & the spectacular chef's kitchen with a live-edge walnut slab island counter, & wine tasting area. Personal accommodations comprise 4 spacious bedrooms, including a multi-room suite with flexible use & an exceptional primary suite with a sitting room with tree top views, fitness center, 5-star bath, & private deck with large saltwater spa. Outside entertaining opportunities abound on the tiled deck with bbq kitchen & built-in dining area, plus a secluded lounge.

145 Deer Meadow LN, Portola Valley

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

Sold listing courtesy of Scott Dancer from APR

$11,200,000
6 Beds 7 Baths ML81927378 MLS
Welcome to this exceptional retreat atop a private, secluded 2.18 ac property with signature views of Windy Hill. Completed in 2019, this custom, contemporary masterpiece blends seamlessly into the surrounding natural beauty w/ a wood exterior and standing seam metal roof. Attention to detail evident at every turn, beginning with the pivoting black oak front door and continuing inside where white oak defines the floors, cabinetry, doors & accents walls/ceilings. The result is a captivating organic feel embodying the essence of the Portola Valley lifestyle. Thoughtful floor plan arranged mostly on 1 level w/ 6 bds, including an upstairs 2 bd guest apartment w/ kitchen. Formal venues, a tremendous great room, plus an office offer flexibility of use. Outside, the grounds are equally enchanting w/ a sparkling pool, fire pit, bocce court, pergola, veg garden & chicken coop. Fleetwood doors open fully for indoor outdoor experience. Truly impressive.

191 Meadowood DR, Portola Valley

Listed by Lynn Wilson Roberts, 650-279-5358 from Compass
(If provided) CoList: from

Sold listing courtesy of Sean Foley from APR

$7,800,000
5 Beds 7 Baths ML81924892 MLS
Stunning home in rarely available Blue Oaks neighborhood surrounded by 217 acres of open space. Best Windy Hill views from many rooms. Extra-spacious floor plan with bamboo floors, towering ceilings, entire walls of windows, and sleek maple cabinetry. Gently stepped levels on the first floor with grand living room, formal dining room, office/library, open kitchen and family room, plus separate wing with 5 bedrooms and 4 baths including luxe primary suite with private nook and outdoor spa, second suite, and 3 bedrooms served by 2 baths. Entire lower level for recreation, media, fitness, study, wine cellar, and amazing storage. 3 half-baths. Outdoor fireplace terrace and barbecue center, fully fenced vegetable garden. Attached approximately 800 square foot, 3-car garage. Community pool, spa, clubhouse, and miles of trails. Excellent Portola Valley schools.

10 Redberry RDG, Portola Valley

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

Sold listing courtesy of Hugh Cornish from CBR

board logoThe data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than Real Estate Company are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.
Based on information from MLSListings MLS as of . All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.


Copyright 2026 MLSListings Inc. All rights reserved