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$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

$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

$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

$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

$4,900,000
6 Beds 7 Baths ML81972426 MLS
Only 7 minute drive from Hwy 280 this brand new ultra high end construction (2024) Modern/Contemporary home (Certificate of Occupancy issued May 2024) boasting 6 bedrooms (5 ensuite) inc 2 primary suites w/soaking tubs, 7 bathrooms, fully equipped ADU unit with separate entrance, 24' high ceilings & 10 ft doors throughout, glass elevator w/3 stops, chef's kitchen with upgraded appliances flowing to grand family room w/double indoor/outdoor fireplaces, 500 bottle wine cellar, office, expansive sky deck view terrace. Radiant heat + A/C, and up to 10 car parking, Adjacent 8,000 sq ft lot also available for purchase. Rare to find a newly constructed home of this caliber in Portola Valley. Highly sought after Portola Valley School District. Ultra high-end construction.

1061 Los Trancos RD, Portola Valley

Listed by Andres Felipe Ardila, 415-608-1003 from Compass
(If provided) CoList: from

Sold listing courtesy of Andres Ardila from COMP

$18,800,000
7 Beds 8 Baths ML81969904 MLS
Resting on over 3 acres, this spectacular estate, completed in 2024, presents an unparalleled living experience. Sleek exteriors, characterized by clean lines and minimalist design, evoke the precision of modern art. Step inside to experience interiors thoughtfully crafted to cater to a contemporary lifestyle, with walls of glass that seamlessly integrate indoor and outdoor spaces while showcasing awe-inspiring views spanning the San Francisco Bay and beyond. Generous gathering areas, a chef's kitchen, office, and more provide captivating venues, complemented by grounds featuring a pool. And this incredible location offers all-encompassing feelings of seclusion while still being close to everything Silicon Valley has to offer - San Francisco and San Jose are ~40 minutes way, two international airports are easily accessible, and Palo Alto, Stanford University, Sand Hill Road, and the area's premier public and private schools are all within easy reach.

138 Goya RD, Portola Valley

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

Sold listing courtesy of Mary & Brent Gullixson from COMPS

$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

$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

$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

$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

$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

$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

$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

$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

$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

$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

$3,753,750
5 Beds 5 Baths ML81924088 MLS
Outstanding opportunity in Westridge area on 2.5 acres with San Francisco Bay and East Bay hill views, vineyard potential, and absolute privacy. Vintage home ready to renovate or build new for your own dream vision. Of-the-era style includes towering beamed ceilings, floor-to-ceiling windows, and tile and lava rock finishes. Two levels with primary living spaces on the main level, including primary suite and 3 additional bedrooms plus lower-level recreation room, bar, wine cellar, and multi-room bedroom suite with outside entrance. Almost every room opens to a deck that spans the home or to a huge entertainment deck on lower level. Sun-swept open space and terraced hillsides dotted with mature trees. Excellent Portola Valley schools; just 2 miles from shops and restaurants.

111 Escobar RD, Portola Valley

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

Sold listing courtesy of RECIP from RCIP

$15,500,000
6 Beds 11 Baths ML81803721 MLS
Completed in 2006, this magnificent vineyard estate is the perfect place to escape from the fast daily pace of Silicon Valley. The approximately 41 acres are as peaceful as they are beautiful, with spectacular top-of-the-world San Francisco Bay views. Arriving on the front terrace is as if stepping into the Italian countryside. The scale of the home is destined for grand entertaining spilling out to exceptional front and rear terraces. The kitchen is a culinary retreat with commercial-quality appliances, and the wine cellar awaits a sizable collection. Multiple rooms for everyday living, a theatre, plus a well-being center with spa, steam, and sauna add luxurious touches. Both 5660 Alpine Road and APN 080-040-120 are being offered for sale together.

5660 Alpine RD, Portola Valley

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

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