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479 Westridge DR, Portola Valley
$20,500,000
5 Beds ⋅ 10 Baths ⋅ ML82054797 MLS
Extraordinary custom estate built by RJ Dailey Construction and designed by CJW Architecture in the desirable Westridge neighborhood. Designed to embrace western hill views with disappearing walls of glass, expansive terraces, and seamless indoor/outdoor living. The predominantly single-level floor plan features 5 bedroom suites, executive and day offices, spacious public rooms for formal and everyday gatherings, a gourmet kitchen, tremendous recreation and wellness level, plus craft/study room. A separate 2-bedroom, 1.5-bath guest house is also perfect for extended family. Resort-inspired grounds include a 50-foot pool, vegetable garden, orchard, barn, 4-car garage, oversized carport, and direct access to scenic trails. Exceptional privacy, remarkable views, and a premier location close to Stanford University, Silicon Valley, and acclaimed public and private schools complete this one-of-a-kind offering.

479 Westridge DR, Portola Valley

241 Georgia LN, Portola Valley
$14,500,000
6 Beds ⋅ 7 Baths ⋅ ML82053175 MLS
Nearly one acre of level grounds sets the stage for this exceptional new home, defined by clean lines, sophisticated materials, and seamless indoor-outdoor living. White oak floors, soaring ceilings, and walls of glass enhance the light-filled interiors that open to the rear grounds where an infinity-edge pool and spa invite entertaining and recreational enjoyment. A tremendous great room anchors the design, complemented by a stunning kitchen, a separate caterers kitchen, and a temperature-controlled wine cellar. A lower-level recreation room with full bar adds flexibility for gatherings and leisure. The main home offers five en suite bedrooms and a half-bath across two levels, including a luxurious primary suite with fireplace and spa-inspired bath. A separate guest house provides additional living space with its own kitchen and private accommodations. Solar power, Tesla Powerwalls, and Lutron home automation enhance comfort and efficiency, all within the highly regarded Portola Valley school district and just minutes from the town center and miles of hiking and biking trails. Square Footage: Main Residence 5,686 | Guest House 800 | Garage 756 | Total 7,242

241 Georgia LN, Portola Valley

5660 Alpine RD, Portola Valley
$11,040,000
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

3510 Alpine RD, Portola Valley
$10,850,000
4 Beds ⋅ 7 Baths ⋅ ML82038785 MLS ⋅ Westridge BLDG.
TRI-LEVEL ESTATE OFFERS POOL HOUSE, 3+ ACRES | Transport yourself to the East Coast in this incomparable custom estate. Gated acreage framed by California oaks reveals an exquisite Shingle-style home surrounded by bridges, enchanting gardens, a three-car garage, and fully functional pool house with pool and spa. Faced by a circular gravel drive, the tri-level main residence built in 2010 has been wonderfully maintained, boasting all ensuite bedrooms, a study, gym, and media lounge with full bar. Enjoy a sensational master chefs kitchen, ultra-luxurious primary suite, multiple fireplaces, surround sound, and ground-level guest/au pair quarters. Superb details include graceful turrets, round windows, soaring ceilings, gorgeous hardwood floors, and extensive millwork throughout. Outdoor retreats abound with amenities like a barbecue island, fireplace, paver terraces, wisteria-laden pergola, raised beds, and more. Moments from shopping, dining, trails, and breathtaking scenery, this piece of bucolic paradise is nestled near tech and venture capital centers, and only ~ 30 minutes from SFO and SJC. Excellent Portola Valley Schools. Property is on sewer giving a buyer full use of the lot. Main residence 5861 sq ft, guest house 732 sq ft=6593 sq ft Plus 888 sq ft garage.

3510 Alpine RD, Portola Valley

56 Hillbrook DR, Portola Valley
$9,495,000
3 Beds ⋅ 4 Baths ⋅ ML82042340 MLS
A Hilltop Home Shaped by Light, Landscape and Contemporary Architecture-Designed as a sanctuary for the senses, this 4885 sq ft, 2007 contemporary masterpiece rises from the crest of central Portola Valley. the custom architecture was crafted to invite tranquility, framing soft, filtered views of the surrounding landscape . Here, the rare luxury of expansive, level grounds that breathes in rhythm with its hilltop surroundingsa true haven of quiet elegance. This home is a gem! On the main level, the 11-foot-ceilinged public rooms include a formal entry, a large living room that doubles as a media room with 3 walls of glass sliding doors opening to the gardens, a formal dining room designed to seat 12, a chefs kitchen that faces a secret garden, and a family room facing the rear gardens. An open-tread staircase lined with clear glass panels connects the upper, main, and lower levels of the home. On the lower level, there is a recreation room, a wine cellar, full bath and, across a stone patio, a fitness studio with walk-out access to the rear grounds. 2 bedrooms and 1.5 baths on the main level and an upper level devoted to the primary suite with a large private balcony and a spacious office, perfect for todays work-from-home needs. Detached studio guest house with full bath.

56 Hillbrook DR, Portola Valley

160 Fawn LN, Portola Valley
$8,500,000
5 Beds ⋅ 6 Baths ⋅ ML82061161 MLS
Built in 2021, this single-level main residence just-over-one-acre in central Portola Valley. Generous gathering spaces include formal living & dining rooms plus an impressive chefs kitchen & extra-large family room. Gas-log fireplaces in living & family rooms, while oversized media screens, distributed sound speakers, surround sound with automated window blinds on clerestory windows & in bedrooms. Privately accessed studio with full bath above the garage offer exceptional flexibility. Spacious primary suite with private terrace, oversized customized closet, & luxurious bath with freestanding tub & large shower. Outdoor living unfolds across a vast rear deck with gas fire pit & built-in barbecue center, large spa, & an expansive synthetic lawn with volleyball net. Terraced grounds extend up the hillside with steps to a sitting area with sweeping views. Extensive amenities include recently added 8.1 kW Tesla solar system with two Powerwall batteries for backup power, Lutron programmable lighting system, dual-zone air conditioning, & Nest thermostats. Survey & architectural renderings are also available for a 650-square-foot ADU. This central Portola Valley setting is just minutes from renowned hiking, biking, & equestrian trails and has access to excellent Portola Valley schools.

160 Fawn LN, Portola Valley

120 Deer Meadow LN, Portola Valley
$8,400,000
5 Beds ⋅ 4 Baths ⋅ ML82042620 MLS
Expansive grounds and sweeping Windy Hill Views define this extraordinary property in a premier and private Golden Hills setting. Spanning approximately 2.6 acres the property unfolds with open meadows, magnificent oaks, a prolific orchard, and a newly resurfaced pool and spa. The home is spacious, flexible, bright and welcoming--one that is immediately comfortable and highly livable. The predominantly single-level floor plan, fully oriented to the spectacular views, with an upstairs primary suite, offers generous scale, abundant natural light, and a seamless connection to the surrounding landscape. The garden and the home create a magical place for exploration, imagination and outdoor play. At the same time, the property presents an exceptional long-term opportunity. The expansive acreage, extraordinary views, and quiet, coveted location provide an ideal foundation for further transformation whether through renovation or the creation of a dream home. The result is a property that offers both immediate enjoyment and significant potential in one of Portola Valley's most sought-after settings.

120 Deer Meadow LN, Portola Valley

2 Buck Meadow DR, Portola Valley
$7,250,000
5 Beds ⋅ 5 Baths ⋅ ML82061086 MLS ⋅ Blue Oaks BLDG.
Custom-designed & built in 2013 to harmoniously blend into the quintessential California landscape, this extraordinary residence seamlessly connects living spaces with the natural beauty outside. Positioned on 3 serene acres, every corner of the home has been masterfully crafted to offer distinct, functional living zones with high-end finishes & thoughtful details, creating an effortless balance of luxury & daily comfort. The main house features a primary suite with abundant storage, private deck & hot tub. The junior bedroom suite has fun living/sleeping spaces, a large 4th bedroom is currently used as a work out room.The 470 SF 1 bedroom cottage provides flexible guest accommodations. A chefs kitchen is equipped with Viking & Miele appliances, a separate clean-up room & walk in pantry. Floor to ceiling windows with gorgeous views of the meadow & oak trees from the living areas connect to paved patios. Dedicated executive office & media room. Other high-end features incl steel framed construction, radiant heat in polished concrete floors, emergency generator plumbed to gas utility with back up propane tank, Lutron smart lighting, owned solar panels, water filtration system, EV hook up, AC to be installed, storage room & walk in wine storage, 2 car garage & cyclist station.

2 Buck Meadow DR, Portola Valley

40 Hillbrook DR, Portola Valley
$7,000,000
5 Beds ⋅ 5 Baths ⋅ ML82059349 MLS
Set on a beautifully landscaped acre in Portola Valley, this expansive home offers nearly 5,300 square feet of living space beneath soaring ceilings and walls of glass, filling the home with natural light while bringing the verdant landscape into view. The main living spaces include a dramatic living room with statement fireplace, dining room with wet bar, chef's kitchen with top-brand appliances, and inviting family room. Five bedrooms include a retreat-like primary suite with fireplace and spa-inspired bathroom, while the lower level provides its own kitchen, living area, and separate garages. Outside, multi-level grounds feature a deck, hot tub, patios, and trellis-covered dining area. Close to Portola Valley's renowned trails, scenic preserves, Alpine Inn, and Ladera Country Shopper.

40 Hillbrook DR, Portola Valley

578 CRESTA VISTA LN, Portola Valley
$6,130,000
3 Beds ⋅ 4 Baths ⋅ ML82052876 MLS
Spectacular VIEWS are the backdrop of this outstanding remodeled mid-century home located on a quiet, close in cul-de-sac in prime Westridge. Expand, build new or enjoy this lovely home as is, on this spectacular 2.57 acre property featuring incredible views, peaceful gardens & gorgeous Oak studded knolls. Dramatic vaulted ceiling living room w/ full length custom skylight features floor to ceiling windows showcasing the views. Separate formal dining room overlooks the courtyard garden. Gourmet kitchen has custom cabinetry, slab stone countertops and quality appliances. 3 large bedrooms and 3.5 bathrooms include 2 primary suites, one upstairs & one on the main level, all w/ walk-in closets, views & marble bathrooms. Magnificent gardens include a charming, fenced courtyard entry with specimen trees & shrubs, flowering annuals & perennials. The deer fenced rear garden showcases views from the sparkling POOL surrounded by a patio/deck with roses, flower beds and a water feature. Much of the property is usable/level and scattered w/ native trees & well-kept Oaks. This is truly one of the prettiest, most serene settings in PV. Move into this turnkey home, or rent it while you make plans to build your dream home on this amazing, quiet view property!

578 CRESTA VISTA LN, Portola Valley

350 Willowbrook RD, Portola Valley
$6,100,000
4 Beds ⋅ 6 Baths ⋅ ML82044823 MLS
Iconic compound expanded and totally rebuilt in 2012. This home with a storied stone envelope is set on 1.13 flat, gated acres. The over 5,000sf compound features soaring ceilings, Venetian plaster walls, individually climate-controlled rooms, including the wine/library lower level, and a finished attic retreat. The culinary kitchen is a masterpiece with Carrara marble counters, a massive island, and chef-quality appliances. Designed for a "live-work-play" lifestyle, the estate includes a detached guest Cottage and a huge studio that can serve as the ultimate tech HQ, yoga sanctuary, or artist retreat (virtually staged). 10 Tesla Powerwalls (135kWh) for 48-hour grid independence + 80amp EV charging. Direct $50k fiber line; 12 Wi-Fi 7/6 access points for full-acre coverage. 10-zone smart HVAC (9 new units in 2024) with simultaneous heat/cool capability and 24/7 Unifi AI security. Water: Whole-home filtration, leak-detection shut-off, and smart Rachio irrigation. The Grounds: A resort-style sanctuary featuring a crushed granite drive, double electronic gates, a meandering creek, and an expansive pool deck with a dedicated bath. Updated for the next century of living.

350 Willowbrook RD, Portola Valley

747 Westridge DR, Portola Valley
$5,950,000
4 Beds ⋅ 3 Baths ⋅ ML82045714 MLS
Located in the highly desirable Westridge subdivision of Portola Valley, this approximately 3.9-acre property presents an exceptional opportunity to remodel or create a new legacy estate. The superb setting is defined by privacy and sweeping western hill views, including Windy Hill. The expansive parcel offers broad open space, mature oaks, and gently terraced grounds providing a remarkable canvas for a future vision. The existing circa 1967 single-level Ranch style home spans approximately 3,300 square feet with 4 bedrooms, an office, and 3 full baths. Freshly painted interiors and exterior enhance its character, which includes walls in fine wood paneling, floors in terra cotta tile and hardwood, cathedral ceilings, and numerous sliding glass doors oriented to the western hill views. Located within the highly regarded Portola Valley school system and moments from Stanford University and key Silicon Valley tech centers, this property offers rare scale, views, and opportunity in a premier location.

747 Westridge DR, Portola Valley

340 Willowbrook DR, Portola Valley
$5,900,000
6 Beds ⋅ 4 Baths ⋅ ML82039381 MLS
This masterwork of "ultimate bungalow" design evokes the spirit of the iconic Gamble and Gamble, honoring the Arts and Crafts movement's devotion to natural materials and visible joinery. This hand-crafted sanctuary offers a seamless transition from the wild creek-side environment to a sheltered interior. Clad in traditional cedar shingles with overhanging eaves, the home sits in organic harmony with its acre lot. An 18-foot ceiling anchors the Great Hall, its massive scale made intimate by hand-finished built-ins and intricate millwork. From the elegant dining room wainscoting to custom cabinetry, every detail celebrates "honesty of construction." The expansive canopy deck preserves two ancient redwoods that rise through the decking to create a living ceiling, a direct nod to building around nature. The architecture is a dialogue between forest and floor plan. The open-concept kitchen, with Wolf, Viking, and Sub-Zero appliances, integrates into a timeless space illuminated by lighting that highlights natural textures. True to the Craftsman ideal, French doors in the living room, primary suite, and massive upstairs loft dissolve the boundary between shelter and garden. Modern necessities, a Tesla charger, and turf lawn are implemented with a focus on environmental stewardship.

340 Willowbrook DR, Portola Valley

50 Bear Gulch DR, Portola Valley
$5,712,500
5 Beds ⋅ 4 Baths ⋅ ML82039321 MLS
With 5 bed /4 baths, this home has space & options. The 1.14+/- ac. gated prop. enjoys level lawn, pool & mature privacy trees. The home is welcomingthey say the kitchen is the heart of the home & this space embodies that. Amenities include quality appliances & extras: 6-burner Wolf range, 2 ovens, microwave & warming drawers, 2 dishwashers-one for dishes/one for pots & pans. Exceptional storage with pull out shelving, custom corner cabinets & and an appliance lift. The island provides workspace & seating. An adjacent family room has light, a fireplace, & access to the large deck. French doors open to incorporate the formal dining/living rooms into this space. Beamed ceilings, a fireplace, hardwood floors, a wall of windows & doors allow you to access the deck, to enjoy the view & host large gatherings. With a private entry a flexible, bookshelf-lined space could be an office, au pair or guest suite. There are 2 primary suites: 3 additional bedrooms + an office. The upper-level has the second primary & includes a bonus room for an office/nursery/or workout space. There is a bedroom off the family room (ideal for guests). Great Portola Valley location: close to local shopping, Alpine Hills Swim & Tennis club, The Alpine Inn, excellent PV schools, & just 4 min. to Hwy. 280.

50 Bear Gulch DR, Portola Valley

365 Alamos RD, Portola Valley
$5,600,000
3 Beds ⋅ 2 Baths ⋅ ML82047359 MLS ⋅ Westridge Arch. Supervis. Comm. BLDG.
Nestled along coveted Alamos Road in the prestigious Westridge area, this extraordinary property was refurbished top to bottom; presenting a rare opportunity to own a private retreat in one of the Peninsula's most exclusive neighborhoods. Set on nearly 2.75 acres of serene, country-like grounds, this exceptional estate offers unmatched privacy, tranquility, & breathtaking panoramic bay views; all just minutes from Highway 280 & Stanford Shopping Center & Campus. Beautifully & fully renovated, this move-in ready home features 3 bedrooms & 2 bathrooms, thoughtfully designed to capture stunning vistas from nearly every room. Expansive windows & outdoor spaces invite the natural beauty indoors, creating a peaceful sanctuary surrounded by lush greenery & rolling landscapes. Whether you choose to enjoy the home exactly as it is or envision expanding it into a larger custom estate, the possibilities are endless. Add a second story, subterranean garage, ADU, tennis court, lap pool, tranquil pond, an RV or other personalized amenities to create your dream compound. Opportunities like this are exceptionally rare - a timeless setting w/ forever views, exclusive privacy, & unlimited potential. Experience your own private piece of heaven & make this remarkable property yours before its gone!

365 Alamos RD, Portola Valley

147 Mapache DR, Portola Valley
$5,300,000
5 Beds ⋅ 3 Baths ⋅ ML82052353 MLS ⋅ Westridge BLDG.
Defined by the clean lines, soaring ceilings, and abundant natural light that characterize classic mid-century design, this circa 1957 home presents a compelling opportunity in Portola Valley's highly desirable Westridge neighborhood. Unlike many homes of the era, the interiors are bright and inviting, with painted finishes, expansive walls of glass, and a series of eight skylights that fill the home with natural light throughout the day. Vaulted ceilings, versatile gathering spaces, and a thoughtful floor plan create a comfortable environment ready for immediate enjoyment. Equally significant is the setting. Spanning approximately 2.51 acres, the property offers exceptional privacy, expansive mostly level grounds, and a premier location surrounded by some of Portola Valley's most desirable estate properties. Whether enjoyed as it stands today, remodeled, expanded, or reimagined entirely, the combination of land, location, and architectural character creates an opportunity that is becoming increasingly difficult to find in today's market. Further enhancing the appeal is the home's location within the highly regarded Portola Valley school system and its convenient access to Stanford University and many of Silicon Valley's leading technology centers.

147 Mapache DR, Portola Valley

8 Hawkview ST, Portola Valley
$5,005,000
4 Beds ⋅ 4 Baths ⋅ ML82039665 MLS
Completely remodeled in 2020, this exceptional Portola Valley Ranch home showcases stunning western views framed by a majestic oak overlooking rolling, verdant open space, creating a picturesque, tranquil setting. The dramatic living room is anchored by a stone fireplace wall and bathed in natural light, seamlessly connecting to the adjacent dining area with oversized glass doors that showcase the views and open to an expansive entertainment deck for indoor-outdoor living. The chefs kitchen features Quartzite countertops, a waterfall island with prep sink, wine cooler, bar seating, Thermador appliances, sleek cabinetry, and a full pantry, flowing effortlessly into the main living spaces. The main level also includes a luxurious primary suite with fireplace, breathtaking vistas, spa-like bath, a stylish den with fireplace, designer powder room and a well-appointed laundry room. The lower level offers a spacious family room, a private ensuite bedroom, two additional bedrooms, a hall bath, and a second laundry room, providing flexible living and guest space. Enjoy resort-style amenities exclusive to the Ranch community, including 2 pools, 3 tennis courts, fitness center, Ranch House, community garden, vineyard, orchard, duck pond, dog park, miles of scenic trails, top-rated schools.

8 Hawkview ST, Portola Valley

2 Franciscan RDG, Portola Valley
$4,950,000
4 Beds ⋅ 4 Baths ⋅ ML82056839 MLS ⋅ Portola Valley Ranch BLDG.
Sweeping southeastern views create a spectacular backdrop for this beautifully refreshed 4 bdm 4 bath home, ideally perched atop one of the best locations in Portola Valley Ranch. Offering nearly 4,000 SF (see floorplan!) of thoughtfully designed living space, this move-in ready home blends timeless elegance with the relaxed sophistication of Portola Valley living. The expansive main level is designed to capture breathtaking vistas from nearly every room. A spacious open kitchen flows seamlessly into the dining room and gracious living room, where soaring ceilings, walls of glass, fireplace, and a wraparound deck create an exceptional setting for everyday living and entertaining. The large main-level primary suite features an oversized bath and dressing area, while a second bedroom offers flexibility as a guest suite, home office, or additional bedroom. The lower level features a spacious family room separating two private ensuite bedrooms, creating an ideal retreat for family or guests. A second fireplace, secondary laundry, storage room, and wine room complete this level. Expansive decks on both floors provide spaces to relax and enjoy the views. Residents enjoy the two swimming pools, tennis courts, a community center, scenic walking trails, and an active, welcoming community.

2 Franciscan RDG, Portola Valley

25 Cordova CT, Portola Valley
$4,625,000
3 Beds ⋅ 3 Baths ⋅ ML82042701 MLS
Sweeping, unobstructed views define this mid-century modern home, set on more than two acres in central Portola Valley - just minutes from interstate 280, Stanford University, & grocery stores. Entire walls of glass frame the hills from nearly every room, while beamed & paneled ceilings & classic design elements like the fireplace & redwood-paneled walls reflect the home's architectural roots & connection to its natural surroundings. The home offers a light-filled environment that is ready to move right in. The expansive setting & generous lot-size present exceptional potential to further transform, expand or even build new to fully capitalize on the extraordinary views. The predominantly one-level floor plan offers comfortable living with a combination of open gathering spaces, private bedrooms, plus a flexible-use lower level that includes a possible office & fourth bedroom. Outdoor spaces are highlighted by a large screened-in porch & deck, providing effortless indoor-outdoor living, all oriented toward the breathtaking Portola Valley views. Rarely does a property offer such a compelling combination of immediate livability & long-term potential, all centered around some of the most iconic, sweeping views of Portola Valley.

25 Cordova CT, Portola Valley

90 Hayfields RD, Portola Valley
$3,945,000
6 Beds ⋅ 4 Baths ⋅ ML82043852 MLS
This home personifies tranquility. Nestled in a serene country setting just minutes from I-280 and top-rated Portola Valley schools, this beautifully updated 6-bedroom, 2- Office 3+-bathroom custom designed home perfectly balances rural privacy with modern convenience. The interior boasts an expansive, light-filled atmosphere defined by cathedral ceilings and large windows that frame the surrounding natural beauty. High-end functional upgrades include a spacious center island kitchen with adjacent family area & fireplace. A formal dining room overlooking the pond and into the Redwoods. A spacious living room with soaring ceilings and fireplace. A large primary bedroom with a spacious walk in master bathroom and a nice private deck with a hot tub. 2 artist studios / offices. One was used a pottery studio the other was a photographic studio. Outside, the property serves as a private retreat with direct access to local hiking and biking trails. An additional magical feature is the adjacent pond. This provides a magical setting and helps the home create an oasis of peace and tranquility.

90 Hayfields RD, Portola Valley

285 Golden Oak DR, Portola Valley
$3,800,000
3 Beds ⋅ 2 Baths ⋅ ML82037272 MLS
Located in prime central Portola Valley, discover the potential of this single-level home & spectacular property. With 3 bdrms, 2 bthrms, & 2,210 sq. ft. of living space on an expansive 42,575 sq. ft. lot, this home offers a rare opportunity to create your dream lifestyle. The front door leads you into a spacious living room w/ a cozy fireplace, stunning floor-to-ceiling windows & a dining area. The kitchen & adjoining family room flow seamlessly to the private backyardfeaturing a large deck and sparkling pool. On clear days, enjoy stunning views of the South Bay both while inside the home and from the backyard. The freshly painted interior and brand-new carpet provide a clean slate, ready for your personal touch. The primary suite includes two walk-in closets and a private bathroom, while the two additional bedrooms share a convenient hall bath. Functional amenities like a dedicated laundry room and attached 2-car garage add to the home's overall comfort and practicality. Ideally situated for easy access to PV schools, Stanford, Highway 280, local shopping, and scenic hiking trails, this property combines convenience and natural beauty. First time on the market, this home presents a unique opportunity to customize and enjoy a peaceful retreat in a very desirable location.

285 Golden Oak DR, Portola Valley

310 Old Spanish TRL, Portola Valley
$3,670,000
4 Beds ⋅ 3 Baths ⋅ ML82049530 MLS
Welcome to 310 Old Spanish Trail in Portola Valley, a beautifully maintained custom home built in 2006 and lovingly cared for by its original owner. With gleaming floors, soaring ceilings, and expansive windows framing the natural landscape, the home feels remarkably fresh and almost brand new. Set in one of the Bay Area's most desirable communities, this property offers a rare combination of privacy, tranquility, and value. The scenic drive through Portola Valley's rolling hills leads to a setting that feels secluded, yet is minutes from restaurants, shops, and conveniences. Designed for modern living, every room is generously sized with high ceilings and abundant natural light. Expansive decks stretch across the rear of the home, creating seamless indoor/outdoor living with peaceful tree views. The decks connect directly to a high-end gourmet kitchen, making the home ideal for entertaining. The living, family, and dining rooms are stunning, featuring dramatic windows, beautiful finishes, and an exceptional open layout. In addition to four bedrooms, including a spacious primary suite, the home offers a dedicated office and a huge unfinished bonus room not included in the stated square footage (450 sq ft), providing excellent potential for expansion, recreation, or storage.

310 Old Spanish TRL, Portola Valley

5 Sandstone ST, Portola Valley
$3,600,000
3 Beds ⋅ 3 Baths ⋅ ML82042677 MLS ⋅ Portola Valley Ranch BLDG.
Far-reaching views of Coal Mine Ridge define this beautifully remodeled home at Portola Valley Ranch, set on nearly one-half acre. Expanses of glass, soaring ceilings, and dramatic skylights fill the interiors with light and volume, while fine hardwood floors underscore a cohesive, modern aesthetic throughout the open main level. Indoor-outdoor living extends across both levels with expansive decks positioned to take full advantage of the natural surroundings. The primary suite with a spa-inspired remodeled bath is conveniently located on the main level and the lower level provides a family room, flexible-use room, and two additional bedrooms and a bath. Adding to the appeal is a full complement of amenities at The Ranch, including pools, tennis courts, a fitness center, vineyard and garden areas, a playground, and miles of scenic trails. A wonderful opportunity to enjoy a close connection to nature with convenient access to both San Francisco and Silicon Valley.

5 Sandstone ST, Portola Valley

918 La Mesa DR, Portola Valley
$3,500,000
4 Beds ⋅ 4 Baths ⋅ ML82051067 MLS
Perched on an elevated corner lot, this spacious contemporary residence is filled with natural light and showcases marvelous Bay views. Skylights and oversized windows illuminate the dramatic two-story entry foyer, creating a bright and airy atmosphere that enhances the home's open-concept design. Expansive views serve as a stunning backdrop to the living room, primary suite, and wraparound outdoor decks, seamlessly blending indoor and outdoor living. The thoughtfully designed kitchen, complete with an informal eating area, opens to both the family room and formal dining room, offering an ideal layout for everyday living and effortless entertaining. The flexible floor plan provides excellent separation of space. Two bedrooms on the main level share a hall bathroom, while upstairs, the luxurious primary suite serves as a private sanctuary. Connected by an elevated walkway, it is thoughtfully separated from the guest suite and dedicated office area. Move-in ready and located in a highly sought-after community with access to the excellent Las Lomitas School District, the Ladera Recreation Center, the Ladera Country Shopping Center, and Stanford University all in close proximity this home presents an outstanding lifestyle opportunity!

918 La Mesa DR, Portola Valley

21 Valley Oak ST, Portola Valley
$3,262,000
4 Beds ⋅ 4 Baths ⋅ ML82031869 MLS
Escape to serenity in this very private 4-bedroom, 3.5-bathroom retreat with a huge price adjustment offered at $3,199,000. Spanning 3,470 square feet on a 25,966 SF lot, this 1988-built residence blends timeless elegance with modern sophistication. The light-filled interior boasts soaring ceilings, large windows, new paint, and lighting throughout, creating an inviting open-concept layout ideal for both grand entertaining and tranquil living. A gourmet kitchen, featuring stainless steel appliances flows seamlessly into spacious living and dining areas. The private primary suite offers a luxurious, spa-inspired ensuite, creating a serene haven. Outside, the beautifully landscaped lot, enveloped by Portola Valley's iconic oaks, provides a secluded oasis for relaxation or outdoor gatherings. Enjoy an excellent community of neighbors and access to top-rated schools, including Ormondale Elementary, Corte Madera Middle, and Woodside High School (buyer to verify eligibility).Perfectly positioned to get away from the lights of the city while remaining close to Silicon Valley's tech hubs, scenic trails, and Roberts Market, this home offers unmatched privacy and convenience. Seize this rare opportunity to own a slice of Portola Valleys idyllic lifestyle!

21 Valley Oak ST, Portola Valley

124 Foxwood RD, Portola Valley
$3,100,000
4 Beds ⋅ 4 Baths ⋅ ML82044193 MLS
Imagine life at this exceptional Portola Valley residence: an elevated lifestyle in one of the areas most coveted settings. Close-in to Alpine Rd and Hwy 280, this private sanctuary is surrounded by natural beauty while close to every convenience. A dramatic arrival begins with a sculptural stone waterfall and a grand entry flanked by flexible living spaces: a private office or fifth bedroom with1/2 bath on one side, and a guest retreat with kitchenette & full bath on the other. This sets the tone for the homes sleek design and exceptional craftsmanship. Upstairs, soaring ceilings define the expansive living area, where walls of glass invite the outdoors in. Designed for entertaining and everyday living, the great room with modern fireplace opens through telescoping glass doors to an expansive terrace and resort-inspired grounds with a spa. The adjoining kitchen features bespoke counters, rich walnut cabinetry, generous pantry, and top-tier appliances. The luxurious primary suite offers a private terrace, walk-in wardrobe, and serene bath with skylit shower and rainfall fixture. Addt'l spaces include two more bedrooms, a library with fireplace, wine room, and mudroom. Owned solar and EV charging (240V) add efficiency. 12,400 sq. ft. lot within the Portola Valley Sch. District.

124 Foxwood RD, Portola Valley

130 Erica WAY, Portola Valley
$3,080,000
4 Beds ⋅ 2 Baths ⋅ ML82044409 MLS ⋅ Ladera BLDG.
Nestled on one of Ladera's most sought-after streets, this delightful ranch-style home blends timeless charm with everyday comfort. A cozy living room with a fireplace and an expansive picture window invites natural light and serene views of the lush, private backyard. The eat-in kitchen features granite countertops, stainless steel appliances, and seamless access to the patio, perfect for indoor-outdoor living. The thoughtfully designed bedroom wing includes four bedrooms, two of which are connected by a Jack-and-Jill pocket door, ideal for shared living or added privacy. The primary suite offers its own en-suite bath and direct patio access. Enjoy a prime location near the Ladera Recreation Center, school bus stop, and Ladera walking paths, with easy access to Stanford, major commute routes, and top Silicon Valley employers. This charming home provides the perfect canvas to add your personal touch and make it your own!

130 Erica WAY, Portola Valley

100 TAN OAK DR, Portola Valley
$3,055,000
4 Beds ⋅ 3 Baths ⋅ ML82059309 MLS
This Sunny 2040 sq ft 4 BR, 3 BA inviting home is on the market for the 1st time in nearly 50 years! Freshly painted interior & in solid shape with lots of warm wood, its ready for you to put your own remodeling stamp on to fit your taste. There are 2 En-suites on either side of the home, a family room off the kitchen w/breakfast bar & nook, grand combo living/dining room off the formal entry, vaulted beamed ceilings, solar panels, double pane windows, air conditioning, inside laundry, large workshop in the oversized garage & a wide driveway for comfortable 3 car parking. The 11,852 sq ft lot with its wide frontage gives great potential to accommodate a guest house/pool or future expansion of the home itself. The sunny backyard has an entertaining garden patio & fountain. A Pair of Glorious Redwoods anchor the right corner of the property majestically waiting for you in this storybook Brookside Park neighborhood of Portola Valley -

100 TAN OAK DR, Portola Valley

221 W Floresta WAY, Portola Valley
$3,050,000
3 Beds ⋅ 2 Baths ⋅ ML82047659 MLS ⋅ Ladera BLDG.
Welcome to Portola Valley! Situated on a lovely, quiet & cul-de-sac & situated in the highly desirable Ladera community! This home has1,560 +/- sq ft. of living space & sits on a 9,600 +/- sft. flat lot w/views & within the highly rated Las Lomitas Elementary school district. The residence offers three bedrooms and two full bathrooms, including a primary bedroom with a walk-in closet and a stall shower. The living room / dining combo features a wood-burning fireplace and open beam ceilings & wood flooring & a slider leading to a lovely expansive backyard with views! The kitchen is equipped with a gas cooktop, built-in oven range, refrigerator, dishwasher, garbage disposal & an eat-in breakfast nook. Heating is provided by central forced air with gas. Laundry facilities are located in the utility room. The home includes a two-car garage and access to community amenities such as an in-ground pool, child's pool, tennis courts, children's playground, Bocce ball, trails & more through the Ladera Recreation Center. A little TLC or a major redo we leave that to you! Professionally cleaned & freshly painted interior await you, a must see!

221 W Floresta WAY, Portola Valley

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