Refine Search
Map
Sort by
$4,350,000
3 Beds ⋅ 3 Baths ⋅ ML81994941 MLS
Formal entry. Elegant living room with fireplace. Chefs kitchen with center island and dining area. Open family room with fireplace. Spacious yard with pool and spa. 3 bedrooms, 3 bathrooms, 2-car garage and extras off-street parking. Over 19,300 square foot lot. A must see!

441 La Mesa DR, Portola Valley

Listed by Loren Dakin, 650-714-8662 from Parc Agency Corporation
(If provided) CoList: from

Sold listing courtesy of Keri Nicholas from PARCA
$5,027,000
5 Beds ⋅ 4 Baths ⋅ ML81993243 MLS ⋅ Ladera BLDG.
Remodeled & expanded modern rustic home in the heart of Ladera blends timeless style & sophistication & offers the perfect balance of luxury & comfort. An elevated patio provides a great welcoming space to greet your guests & take in the view. The chefs kitchen will have you cooking like a pro, featuring casual dining, a large island with sink, high-end appliances, custom walnut cabinets, & sleek design details like kickboard lighting. Wide plank white oak floors flow seamlessly through the home, creating a warm & inviting atmosphere. Open up the living space with a moveable wall or create effortless indoor-outdoor living with a foldable window wall. Integrated smart home systems give you added control at your fingertips. Light-filled primary suite has a luxurious bathroom with soaking tub, picture window, & stunning views of the Stanford Hills & Portola Valley from your private balcony. A finished bonus room is perfect for a home gym with ample storage. Gorgeous mature landscaping surrounds the home, offering a serene & private retreat with hot tub, wood-burning pizza oven, & gas firepit ideal for year-round enjoyment. Conveniently located to Ladera Rec, 4.5 mi. to Stanford, easy access to Silicon Valley, commute routes & mid-way between SFO & SJC International airports.

171 Gabarda WAY, Portola Valley

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

Sold listing courtesy of Michael Galli from APR
$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
$56,000,000
6 Beds ⋅ 13 Baths ⋅ ML81978361 MLS
Villa del Prato is a singular gem among Silicon Valley estates. Nestled in the woodlands of Portola Valley on nearly 12 acres of tranquil, private, flat land, the estate comprises three structures: a main house (12,000 sf); an entertainment or business building (6,500 sf); and a pool house (2,000 sf). Inspired by classic Palladian Italian architecture, each structure is reminiscent of a Tuscan villa, featuring soaring arches, 20-foot ceilings, dramatic skylights, solid stone columns direct from Italy, and the finest-quality finishes. The main home, built on two levels, features a one-of-a-kind 900-square-foot dressing suite that doubles as a safe room. Unseen are advanced systems for the comfort and security of residents and guests. The entertainment/business building provides an opportunity for customization. With its towering columns, airy loggia, and spacious ballroom, it could be utilized for entertaining, as a home office, conference center, staff housing, or a home for your next startup. Electrical, plumbing, HVAC, and other key systems are fully fitted out. This grand estate is centrally located close to Hwy 280 mid-way between San Francisco and San Jose, with easy access to major airports and technology and business centers. (All sf info per plans).

20 Meadow LN, Portola Valley

Listed by Chris Iverson, 650-450-0450 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Leslie Bauer from CTYRE
$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
$2,500,000
3 Beds ⋅ 2 Baths ⋅ ML81989993 MLS
Nestled in a serene location, this beautifully maintained 3 bedroom, 2 bath home offers the perfect blend of comfort and functionality. Step inside to discover the welcoming formal entry way. Charming stairs lead you to the main living space which showcases dramatic high ceilings and an open-concept floor plan that creates a bright & airy ambiance. The living room perfectly opens up to a front balcony while also seamlessly opening up to a large flat backyard creating a space that is perfect for everyday living & entertaining. The updated kitchen features a center island, lots of cabinet space and peaceful views to the surrounding nature. In addition, this home boasts 3 bedrooms on the main level plus a cozy loft ideal for a home office, playroom or additional living space. A few additional features include beautiful hardwood floors throughout, views, lots of natural light, a wonderful landscaped flat yard featuring a rose garden and a darling functional playhouse. The very large attached garage/basement area provides a huge amount of bonus space and additional storage offering plenty of room for all your needs. With top rated PV schools, being minutes from town center, 280 and hiking trails this unique property presents an incredible opportunity for a lucky buyer.

16 Tynan WAY, Portola Valley

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

Sold listing courtesy of Susan Nystrom-Walsh from COMPS
$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
$4,999,000
6 Beds ⋅ 6 Baths ⋅ ML81981087 MLS
Build your dream home on this approx. 4.2-acre undeveloped country parcel situated adjacent to Portola Valley on Santa Clara County land just up from the Ladera Shopping Center shops and restaurants. The lot is surrounded by open space, Stanford lands and the gently flowing Los Trancos Creek and is in the Palo Alto Unified School District.

3343 Alpine RD, Portola Valley

Listed by David Cauchi, 415-203-5726 from Compass
(If provided) CoList: from

$6,700,000
5 Beds ⋅ 6 Baths ⋅ ML81980494 MLS
Stunning Completely Renovated 5 Bedroom 5.5 Bathroom Spanish Hacienda Architecture Home with Breathtaking Views. Formal Entry. Elegant Living Room with Fireplace. Formal Dining Room. Chef's Eat-in Kitchen with Center Island with Sink, Bay Window, Skylight, New Subzero Refrigerator, New Appliances, and Pantry. Spacious Family Room with Vaulted Ceilings, Built-Ins, and Fireplace. 5 Spacious Bedrooms. 5.5 Bathrooms. Separate Office with Built-in Cabinets and Shelves. Spacious Loft Area with Skylights. Laundry Room with Sink and Built-in Cabinets. Primary Suite Retreat Features High Ceilings, Two Spacious Walk-in Closets, Double Sinks, Standalone Tub, and Stall Shower. Interior Features Include Ample Natural Light, High Ceilings, Central Heating and Air Conditioning, New Skylights, Refinished Fireplaces, New Additional Bathroom, and High-end Finishes Throughout. New Roof. Complete Privacy on 1.65+/- Acres. Sparkling Pool and Spa. Award Winning Portola Valley Schools.

155 Bear Gulch DR, Portola Valley

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

Sold listing courtesy of Loren Dakin from PARCA
$10,625,000
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
$10,000,000
6 Beds ⋅ 8 Baths ⋅ ML81976258 MLS ⋅ Westridge BLDG.
Premier Westridge Estate in the Heart of Portola Valley. 6 Bedrooms, 6 Baths, 2 half baths. Dramatic Foyer with 19' ceils, LIbrary with gas fireplace, Gallery, Living Room with Vaulted Ceilings, Formal DR. Great Room/Family Room with vaulted ceilings, wood burning fireplace and skylights.. Guest House with gas fireplace, kitchen, full bath. and w/d. Covered Gas BBQ and cabinets. Large Patio with gas firepit. Mature gardens, majestic redwoods and oaks. Commune with nature on over 2.5 acres of level, usable land. Direct access to Portola Valley's lovely horse and hiking trails. 2 entrances with security gates. Handsome, natural and full of understated elegance, this contemporary craftsman home was built in 2006 and finished in 2007 by CJW Architecture and Peninsula Custom Homes Contractors. Newer Barnmaster stable complete with full bathroom, office, tack room, laundry room, utility sink and large, matted stalls with individual paddocks.

1240 Westridge DR, Portola Valley

Listed by Don DeFranco, 415-722-7259 from Compass
(If provided) CoList: from

Sold listing courtesy of Kavanaugh Group from CBR
$2,375,000
3 Beds ⋅ 2 Baths ⋅ ML81980417 MLS
Serene bay views welcome you to this single-level, 3 bedroom, office/bonus room, 2 bath private retreat in Portola Valley's best kept secret, Los Trancos Woods. Set among mature oaks, enjoy sweeping bay views of three bridges, San Francisco, Stanford University, and the East Bay. The secluded property is on a cul-de-sac just steps across the road from a small lake and acres of open space with walking trails. Live in a private world apart, yet minutes from Stanford, 280, Menlo Park, Palo Alto and all Silicon Valley has to offer. The open floor plan with smaller bedrooms was modeled after a Usonian design of Frank Lloyd Wright. The remodeled home now includes an updated kitchen with marble counters, a larger master bedroom / bathroom and another large room that can function as a dining room / living room next to a tranquil Zen garden outside. Vaulted ceilings, floor-to-ceiling windows, and multiple skylights capture abundant natural light. In the master bath, relax in the jetted tub while gazing at heritage oaks. Custom features integrate the stunning views into the living spaces. The expansive deck, spanning the length of the house, is ideal for entertaining or viewing nighttime city lights around the Bay.

143 Lake RD, Portola Valley

Listed by Kevin Quellmalz, 415-699-0834 from Coldwell Banker Realty
(If provided) CoList: Kavanaugh Group from Coldwell Banker Realty

Sold listing courtesy of Stella Rosh from APR
$5,741,000
6 Beds ⋅ 5 Baths ⋅ ML81979643 MLS
This exquisite property, in Santa Clara County w/Palo Alto schools captures the essence of Portola Valley on a spectacular 1.28 +/- acre lot. Boasting scenic beauty of Stanford hills and Felt Lake this home features a 1695 +/-sf single-level guest house w/ground-level access. With 3 beds, 3 bas, office and bonus room in the 4146 +/- sf main residence and 3 beds, 2 bas in guest house, plus 2-stall horse stable, this home provides versatile living options. Remodeled by RJ Dailey in 1983, the main homes exquisite structural beamed ceilings and custom windows perfectly frame the view of the surrounding open space and glorious sunsets. Cool tile and warm wood floors enhance the open floor plan and newly carpeted bedrooms provide comfort. Kitchen is large and bright w/luscious views. A separate guest house, accessible via its own driveway, offers independent living. High ceilings and large great room are complemented w/updated eat-in chefs kitchen and granite counters. The primary suite features, spa bath, luxurious soaking tub, 2 walk-in closets and storage loft. Each home features a 2-car garage and the guest house also includes a workout room/office and workshop.This property offers a tranquil sanctuary near hiking and biking trails, Rossottis Alpine Inn and Ladera Country Shopper.

5 Arastradero RD, Portola Valley

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

Sold listing courtesy of RECIP from RCIP
$12,100,000
4 Beds ⋅ 4 Baths ⋅ ML81973965 MLS
New Price on one of Portola Valleys finest properties! On the top of the hill at the end of a quiet cul-de-sac, this very private home offers spectacular 300 degree views. Take in downtown San Francisco from the kitchen window and enjoy fabulous Western Hill sunsets from the living room. Completely new rebuild in 2008 by the SF Peninsulas premier custom home builder, the craftsmanship and natural materials are second to none. The Main Home with its mostly one-level floor plan, promotes a wonderful entertaining flow from the kitchen, dining and living room, to the expansive outdoor Ipe-wood deck, perfect for indoor / outdoor living. On the lower level, an even larger stone patio with outdoor BBQ leads you past the 50 ft swimming pool to a one-bedroom Guest House with full kitchen and bath, a perfect venue for visiting guests, pool enjoyment or hosting large events. A third 3,015 sq ft Studio building provides the opportunity for a remote office, home gym, kids creativity area or maker space for the hobbyist in the family! Come see this exquisite one-of-a-kind estate.

567 Cresta Vista LN, Portola Valley

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

Sold listing courtesy of Julie Hadidi from COMPS
$9,350,000
5 Beds ⋅ 5 Baths ⋅ ML81979365 MLS
Stunning contemporary on 3 FLAT acres, minutes from Rossotti's Alpine Inn & Roberts Market. 1/2 mile up from Alpine Rd. This incredible CUSTOM home was built in 2016 by the current owners sparing no detail nor expense. Entirely SINGLE level with high ceilings and oversized Fleetwood windows & doors throughout, this home epitomizes California indoor/outdoor living. Gorgeous private setting abuts open space and is steps from hiking trails. Features include: Dramatic vaulted ceiling Living Room* Chef's Kitchen with huge island + Prep Kitchen* spacious Formal & Informal Dining Areas* Family Room* Office* Separate Guest Suite w/living area *Yoga Room* Huge Laundry/Mud Room* Wine Cellar* 3 Car Garage*3 EV Chargers* separate Solar Systems for Pool & House*16K Back-up Battery. Outside: Incredible 25 YARD, 2 lane LAP POOL with integrated SPA and COLD PLUNGE* Covered Trellis with custom louvered doors & built-in Heaters* Sound System ***CALGreen Tier 1 Rated Passive Home*** Property is on SEWER * PALO ALTO School District

805 Los Trancos RD, Portola Valley

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

Sold listing courtesy of RECIP from RCIP
$2,800,000
3 Beds ⋅ 3 Baths ⋅ ML81978529 MLS
Architecturally stunning home w/vaulted ceilings, skylights & oversized windows convey the feeling of living among nature. The rustic stacked stone fireplace, hardwood floors & heavy cross-beamed ceilings blend effortlessly w/sophistication of modern life demands: wide open floor plan, lofty ceilings, recessed lighting, built-in speakers, beautiful wall of windows & wide open connection to outdoor decks. Spacious kitchen features top appliances, generous skylight, picture window over the sink, peninsula breakfast bar, framed glass cabinetry & day desk. Very private primary bedroom suite has vaulted ceilings & is large enough to accommodate a desk area. Second bedroom & full bath are located on the main level. The lower level boasts yet another large bedroom w/ample room for desk area, adjacent full bath, & private access to an outdoor deck (could be a perfect au pair suite or home office). Lush landscaping surrounds the home w/multiple sitting, dining, & play areas. Woodside Highlands neighborhood is a place you will enjoy calling home gaining access to the Town's wonderful trail network is just a few doors away! Close by: Portola Valley's Town Center tennis courts, playing fields, library, & weekly farmers' market, Windmill preschool, Parkside Grill, and just 6 min to 280.

114 Russell AVE, Portola Valley

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

Sold listing courtesy of Terri Lin from BHGJF
$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
$3,550,000
3 Beds ⋅ 3 Baths ⋅ ML81976203 MLS
Framed by a cluster of towering redwoods on Portola Valleys storybook street, this enchanting home is bright and light inside with fresh updates on nearly one-half acre. On the market for the first time, the home features a new crisp white palette, and new lighting and carpet for todays modern living, while also offering an opportunity to further transform. The traditional 3-bedroom, 2.5-bath floorplan has classic formal venues, an eat-in kitchen, large family room, plus a primary bedroom suite. The extra-spacious grounds, with a vast side yard, provide abundant opportunity for extending the living space or adding an Accessory Dwelling Unit or pool. The homes close-in location is ideal, putting renowned hiking trailheads, the town center, and excellent Portola Valley schools all just minutes away.

156 Brookside DR, Portola Valley

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

Sold listing courtesy of Jennifer Yiu from RDFIN
$4,450,000
4 Beds ⋅ 3 Baths ⋅ ML81975565 MLS
Fabulous 4 Bedroom 2.5 Bathroom Spanish Hacienda Home on Flat Acre in Award Winning Portola Valley Schools. Formal Entry. Elegant Living Room with Fireplace and Pitched Ceilings. Formal Dining Room. Chef's Eat-in Kitchen with Center Island and Quartz Countertops. Opens to Family Room with Fireplace. 4 Spacious Bedrooms. 2.5 Bathrooms. Primary Suite Retreat Features Double Sinks and Walk-in Closet. Lovely Landscaped Flat Acre with Trellis. Award Winning Portola Valley Schools

235 Willowbrook DR, Portola Valley

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

Sold listing courtesy of Nicole Aron from COMPS
$4,000,000
3 Beds ⋅ 3 Baths ⋅ ML81974770 MLS
This beautifully remodeled single-story home is located in central Portola Valley just minutes from town center & trailheads at Windy Hill. Classic & timeless, the home is bright & open with walls of glass & numerous skylights, many of which are operable for added ventilation. Approximately 2,700 sq. ft. of living space features fine hardwood floors, with bedrooms in a beautiful chevron pattern, plus crown moldings & recessed lighting throughout. The spacious formal living room with a fireplace, separate dining room, & butler's pantry enhance the elegance, while the large chef's kitchen with a casual dining area & adjoining family room offer modern convenience. The gourmet kitchen boasts custom color cabinetry & high-end appliances, including a commercial style gas cooktop with warming shelves & a wine cooler in the butler's pantry for entertaining ease. The living room, family room, & primary suite all open to the enchanting rear grounds where towering redwoods exemplify the country ambiance along with a seasonal creek & a charming custom treehouse. Gardening enthusiasts will appreciate the raised vegetable beds on one side of the home, the prolific array of flowers all around, a finished garden shed, and with expansive patios, this home is perfect for indoor/outdoor living.

111 Wyndham DR, Portola Valley

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

Sold listing courtesy of Loren Dakin from PARCA
$6,200,000
4 Beds ⋅ 5 Baths ⋅ ML81974760 MLS
Designed to embrace the sweeping views of the western hills, this sophisticated home exemplifies contemporary elegance with signature floor-to-ceiling corner walls of glass in many rooms, plus towering ceilings, some with solarium glass. The result is tremendous natural light and volume with views at every turn. The dramatic open floor plan is unified with a Versailles pattern of travertine, marble, and granite on the floors, plush carpet in some rooms, and a soft neutral palette throughout. Designed also with entertaining in mind, there is a full bar opening to the pool, a temperature-controlled wine cellar, and a tremendous chefs kitchen. Personal accommodations include a lavish primary suite with a customized office, sitting/fitness room, and sauna. Two additional suites are found on the main level, a suite on the lower level is wired for an optional media room, plus there is a project room/art studio. Every room in the home opens to the outdoors, where the 2.26-acre grounds feature a stunning pool and spa and a vast cantilevered deck that takes full advantage of the views. With a premier location in the heart of central Portola Valley, this home also has a private gate to renowned hiking trails and access to excellent local schools.

395 Golden Hills DR, Portola Valley

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

Sold listing courtesy of Mark Chiavetta from CBR
$3,995,000
5 Beds ⋅ 4 Baths ⋅ ML81970104 MLS
Price Improvement! Estate home situated in a quiet & serene park like setting tucked away from the street. This gated property is located in the heart of Portola Valley, a short stroll to Town center, Famers market, Summer concerts, Just a few minutes drive to 280 & Sand Hill Venture Row. 5 bedrooms/3.5 fully remodeled baths with a unique welcoming feeling. Primary suite with a freshly remodeled bathroom & walk-in closet. Located on a wooded yet sunny 1.3 acre's. The 3,600 s.f. Home has a gourmet Chef's kitchen, Calcutta marble, custom cabinets, commercial grade appliances, gas range/oven, Liebherr refrigerator, breakfast bar, and bench seat storage. Large formal living room with high ceilings and slider to outdoor entertaining area. Separate family room/library with high ceilings. hardwood floors throughout. Double pane windows throughout. Inside laundry and abundance of storage cabinets. Two outdoor living rooms for entertaining. Raised planters for a vegetable & herb garden, Space ideal for a chicken coop, Tons of usable lawn space, On cooler nights, there is a spacious theater that insures many hours of entertainment. Wonderfully high ceilings & high end custom finishes throughout. No detail was ignored This home speaks of quality Come home to style and comfortable elegance.

1077 Portola RD, Portola Valley

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

Sold listing courtesy of Jennifer Alfaro from COMPS
$3,850,000
4 Beds ⋅ 5 Baths ⋅ ML81973012 MLS
From its central Portola Valley location, this bright and light home is positioned at the end of a cul-de-sac street on approximately 1.6 acres of beautiful grounds. The interior showcases vaulted beamed and paneled ceilings in every room, complemented by entire walls of glass in the main living area, characteristic of its mid-century style. Each room has direct access to the outdoors, epitomizing the quintessential indoor/outdoor lifestyle inherent in mid-century design. The two-story floor plan offers exceptional flexibility for a variety of lifestyle needs, including a dedicated office with a private entrance ideal for remote work. On the main level, there are three bedrooms, including the primary suite, alongside a well-appointed ADA-compatible bathroom. Upstairs, bonus quarters provide perfect accommodations for guests or extended family, comprising a bedroom and bath, as well as a living area with a full kitchen, additional bath, and private outside entry. The home's premier central Portola Valley location is just minutes from excellent schools, renowned hiking and biking trails, the town center, and shops and restaurants, making it an excellent choice ready for immediate move-in or further transformation into a dream home.

2 Grove CT, Portola Valley

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

Sold listing courtesy of Shirin Zehtabfard from AALLN13
$10,000,000
5 Beds ⋅ 7 Baths ⋅ ML81972934 MLS
Located in the prestigious Westridge area, this striking contemporary home stands as a testament to architectural brilliance by well-known architect Bob Stecker & construction by RJ Dailey. Home's signature aesthetic is unveiled with cathedral ceilings by Kalwall, with dispersed light intersecting at angles supported by open beams & trusses in clear heart redwood. This designs floods the home with diffused natural light, minimizing solar heat gain & maximizing thermal performance. The chorus of natural materials continues throughout, with vaulted ceilings in clear heart redwood, floors in oak, marble, or tile, & custom built-in wood cabinetry at every turn. Detached guest house with a full kitchen, bedroom, & bath. Set on approximately 2.5 acres, the outdoor experience is equally impressive. The grounds feature a newly remodeled pool & spa, a built-in barbecue center, & freshly designed & installed landscaping with expansive lawn for recreation. The Westridge Trail borders the property leading to miles of hiking & biking renowned throughout the town. Located within the highly acclaimed Portola Valley school district, this property is truly a special offering that combines architectural excellence with luxurious amenities & a remarkable setting with Bay views.

550 Westridge DR, Portola Valley

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

Sold listing courtesy of Mary & Brent Gullixson from COMPS

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