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205 Old Spanish TRL, Portola Valley
$3,150,000
4 Beds ⋅ 2 Baths ⋅ ML82065541 MLS
Tucked away in the heart of the Vista Verde neighborhood, 205 Old Spanish Trail offers a rare sense of scale and connection to the landscape. Set on approximately 1.6 acres, this property feels like a private retreat, where the architecture serves as a front-row seat to the rolling hills and lush, wooded surroundings that make Portola Valley so iconic. The main residence features 4 bedrooms and 2 bathrooms designed with an emphasis on flow and natural light. High ceilings and large windows frame stunning bay views and greenery outside, while the expansive decks act as a true extension of the living space. Whether youre hosting a sunset dinner or enjoying a quiet morning above the treeline, these outdoor areas provide a breathtaking backdrop for everyday life. Complementing the main home is a separate 1-bedroom, 1-bathroom guest house. This versatile space is ideal for visitors, a quiet home office, or a creative studio, offering a level of flexibility that is hard to find. Surrounded by mature trees and crisp air, the property feels worlds away while remaining deeply connected to the Peninsulas most sought-after amenities. It is a home that celebrates its environment, offering a lifestyle defined by space, serenity, and the timeless beauty of the California woods.

205 Old Spanish TRL, Portola Valley

Listed by Kavanaugh Group, 415-377-2924 from Coldwell Banker Realty
(If provided) CoList: from

251 Vista Verde WAY, Portola Valley
$799,000
ML82065204 MLS
Discover a rare opportunity in Portola Valleys highly sought-after Los Trancos neighborhood. Spanning a picturesque one-acre lot, this premier property offers sweeping views of the surrounding greenbelt, canyon, valley, and, on a clear day, the iconic San Francisco skyline. As one of the few remaining parcels in the area, the listing includes seller-provided plans for a sleek, contemporary modular home designed by renowned architect Daniel Piechota, recently featured in the Wall Street Journal. Echoing design elements from Piechotas celebrated $9 million Carmel residence, the architectural vision showcases expansive walls of glass that seamlessly frame the surrounding natural beauty. According to the seller, the modular plans have already received approval from the State of California, with site and foundation plans fully complete and ready for submission to the county. Whether you choose to capitalize on these stunning, high-end plans to save significant design and planning time, or decide to craft a custom vision from the ground up, this extraordinary property provides the ultimate foundation for your dream California retreat.

251 Vista Verde WAY, Portola Valley

Listed by Scott Hayes, 650-245-5044 from Compass
(If provided) CoList: from

10 Joaquin RD, Portola Valley
$4,999,999
5 Beds ⋅ 4 Baths ⋅ ML82060764 MLS
A rare expression of Old World Spanish architecture awaits on approximately 3.13 private acres in Portola Valley. Built in 1963, this distinctive adobe residence offers approximately 5,040 square feet, five bedrooms, and three-and-a-half baths, with a sense of character seldom encountered in Silicon Valley. Original architectural details, richly textured adobe and brickwork, and a Spanish tile roof evoke the warmth of a secluded Mediterranean retreat. Generous living and gathering spaces, a formal dining room, fireplaces, and an expansive upper-level wraparound deck create opportunities to enjoy the homes remarkable setting. Multiple patios overlook natural surroundings, while mature landscaping and generous grounds offer privacy, tranquility, and room to envision the next chapter. Preserved in largely original condition, the home invites a discerning buyer to celebrate its authentic craftsmanship or undertake a considered restoration. Located in the Portola Valley school district, this is a compelling opportunity to own a substantial estate property where land, architecture, and peaceful surroundings take center stage.

10 Joaquin RD, Portola Valley

Listed by Wen Guo RE Group, 650-776-4085 from KW Advisors
(If provided) CoList: from

670 La Mesa DR, Portola Valley
$6,895,000
5 Beds ⋅ 5 Baths ⋅ ML82063753 MLS
Stunning new construction residence in the sought-after Ladera neighborhood of Portola Valley. This home features a bright, open-concept floor plan with expansive living spaces that flow to the backyard through large stacking glass sliders and a covered patio for indoor-outdoor living. The chefs kitchen includes Wolf and Sub-Zero appliances, ceiling-height cabinetry, quartz countertops with full-height backsplash, a large waterfall-edge island, walk-in pantry, and butlers pantry with additional counter space, storage, sink, and second dishwasher. A private first-floor ADU offers flexibility for guests or multigenerational living. Upstairs, a loft provides additional living space alongside three secondary bedrooms and a laundry room with sink and storage. The primary suite features a large walk-in closet and spa-like bath with soaking tub and oversized walk-in shower. Located in the Ladera community near open space, parks, hiking and biking trails, and convenient access to Stanford, Sand Hill Road, and Highway 280. Buy early to enjoy preferred pricing and the opportunity to personalize finishes. Estimated completion is Q3 2027. *All imagery is illustrative and subject to change and does not depict the subject property."

670 La Mesa DR, Portola Valley

Listed by Nadine Masarweh, 925-270-6807 from Thomas James Real Estate Services, Inc,
(If provided) CoList: from

76 Old Spanish TRL, Portola Valley
$1,649,000
2 Beds ⋅ 2 Baths ⋅ ML82063275 MLS
Fresh, inviting, and completely sophisticated, this retreat has been transformed into a light-filled setting. Easily accessed via wide streets, the property spans nearly one-half acre of predominantly level grounds and includes plans for a future expansion. The current home, with 2 bedrooms and 2 baths, offers a streamlined scale yet the open concept design lends an unexpected sense of expansiveness. A crisp palette of whites defines the interiors, from the all-white kitchen with quartz countertops and subway tile backsplashes to the remodeled baths finished in marble and tile. Vaulted ceilings with skylights and exposed beams enhance the airy atmosphere, while wood-like luxury vinyl floors provide continuity throughout. Multiple sets of glass doors open to wraparound flagstone patios and expansive land, where limited tree canopies allow brilliant sunlight to fill both the interiors and outdoor gathering spaces. Finishing touches include a separate laundry room, an outdoor storage shed, and a two-car carport. Portola Valleys acclaimed schools and miles of scenic trails are just moments away, making this a remarkable opportunity to enjoy contemporary style and comfort today with the option to expand in the future. Easy access to Sand Hill Road, Stanford, HWY 280 & more

76 Old Spanish TRL, Portola Valley

Listed by Erika Demma, 650-740-2970 from Compass
(If provided) CoList: from

57-59 Los Trancos Woods RD, Portola Valley
$11,500,000
ML82062838 MLS
Spanning an exceptionally rare 5.239 flat acres, this remarkable property offers an unrivaled combination of privacy & convenience in one of the Peninsula's most desirable locations. Large, level parcels of this scale are virtually impossible to find, particularly in such a central setting with effortless access to Palo Alto, Menlo Park, Stanford & leading tech campuses. The property enjoys a breathtaking pastoral setting framed by gently rolling hills & bordered by the tranquil waters of Los Trancos Creek. Unlike many large estates on the Peninsula, this exceptional property is reached without navigating winding hillside roads. Comprising two APNs of approximately 4 & 1.239 acres, the estate presents unparalleled flexibility for creating a legacy family compound. Preliminary design concepts by a renowned architect envision a spectacular estate 20,000+ sqft. Geographically located in Portola Valley, the property falls under Santa Clara County planning & building jurisdiction & benefits from acclaimed Palo Alto schools. Offering unmatched scale, a rare flat topography, extraordinary privacy, pastoral beauty & one of the Peninsula's most coveted locations, this is a remarkable canvas upon which to create a world-class estate that will be enjoyed for generations to come.

57-59 Los Trancos Woods RD, Portola Valley

Listed by Billy McNair, 650-862-3266 from Coldwell Banker Realty
(If provided) CoList: from

155 Grove DR, Portola Valley
$14,850,000
6 Beds ⋅ 6 Baths ⋅ ML82062830 MLS
Situated on 1.25 acres in central Portola Valley and comprised of four distinct structures, this property captures the essence of refined California living. The main residence is designed for effortless single-level living, characterized by vaulted ceilings, European white oak floors, honed marble, and custom designer lighting. The chef's kitchen is equipped with custom cabinetry, Moroccan tilework, and premium appliances. The primary suite offers a secluded sanctuary complete with vaulted ceilings, a fireplace sitting area, and French doors leading to a private garden terrace. Its ensuite bath is finished with radiant-heated Belgian Bluestone floors, a deep soaking tub, and a marble walk-in shower. Beyond the primary residence, two well-equipped, fully independent structures, a one-bedroom ADU and a detached studio/guest house provide exceptional flexibility. A heavy timber-built car barn with an upper-level recreation lounge adds further functionality to the compound. Private spaces for entertaining, dining and relaxation are set among mature redwoods, heritage oaks, and perennial gardens. Positioned minutes from Interstate 280, top-rated schools, open space preserves, and athletic clubs, this property offers a peaceful rural lifestyle with convenient access to Silicon Valley.

155 Grove DR, Portola Valley

Listed by The Dreyfus Group, 650-485-3476 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Renee Daskalakis from TODAY
1080 Westridge DR, Portola Valley
$7,995,000
5 Beds ⋅ 4 Baths ⋅ ML82060701 MLS
Set across more than 2.5 mostly level acres, this exceptional Portola Valley estate offers a rare sense of scale, privacy, and versatility. At the heart of the property is a beautifully designed single-level residence, complemented by a 600 sq. ft. one-bedroom guest house that creates an ideal setting for extended family, visitors, work-from-home living, or a private retreat. Western views, expansive grounds, and glowing sunsets give the property an unmistakable sense of place. The property includes approximately 4,765 total sq. ft., comprised of: Main Residence: 3,425 sq. ft. Guest House: 600 sq. ft. Detached Three-Car Garage: 740 sq. ft. The four-bedroom, three-bath main residence is designed entirely on one level, with bright, inviting interiors and an effortless connection between everyday living and entertaining. An elegant foyer opens to a generous living room and well-equipped kitchen, while abundant natural light creates a calm, welcoming atmosphere throughout. With 4,025 sq. ft. of combined living space, a separate guest house, extensive parking and storage, and a coveted setting near acclaimed Portola Valley schools, the property offers a distinctive combination of privacy, flexibility, and refined indoor-outdoor living.

1080 Westridge DR, Portola Valley

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

30 Minoca RD, Portola Valley
$4,550,000
5 Beds ⋅ 3 Baths ⋅ ML82061808 MLS
Beautifully renovated 5 bed/2.5 bath mid-century home on prime street. Convenient, quiet location, close to shops, trails, and Alpine Hills Tennis and Swimming Club. Many upgrades including new appliances, newly refinished hardwood floors, new paint and carpeting, new roof (installed 2026), new furnace and A/C, new plantings, newly renovated driveway and more.

30 Minoca RD, Portola Valley

Listed by Monica & Mandy Group, 650-465-5971 from Compass
(If provided) CoList: from

Sold listing courtesy of Loren Dakin from PARCA
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

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

Sold listing courtesy of Glen Mitchell Group from KWPEN
55 Vista Verde WAY, Portola Valley
$4,450,000
3 Beds ⋅ 5 Baths ⋅ ML82060715 MLS
Set within 2.77 acres, this remarkable residence is enveloped by gardens, mature trees, and the kind of natural stillness that feels increasingly rare in Silicon Valley. Though close to the amenities of Portola Valley, the property has the character of a private retreat. A long, tiled staircase moves through layers of lush planting, creating a sense of anticipation before the architecture comes into view. Inside, the house reveals soaring 10- and 12-foot ceilings, fine millwork, oak floors, and an abundance of natural light. The main level unfolds naturally. A generous kitchen and family room form the heart of the home, with a substantial pantry designed for effortless entertaining. Beyond, the dining and living rooms are framed by graceful arch-top windows, their wooded outlooks becoming an ever-changing part of the interior. The primary suite is conceived as a sanctuary of its own. Two private balconies open toward the surrounding landscape, while a fireside sitting area offers a quiet place to retreat. An expansive walk-in closet and beautifully appointed marble bath complete the suite with a sense of understated luxury. Two additional bedrooms, one is en-suite. Sweeping views, multi-level deck and pergola extend into the gardens, with a built-in outdoor kitchen and barbecue.

55 Vista Verde WAY, Portola Valley

Listed by Peter Cowperthwaite, 650-207-4101 from Golden Gate Sotheby's International Realty
(If provided) CoList: Shaler B Barnes from Golden Gate Sotheby's International Realty

Sold listing courtesy of Michele Harkov from APR
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

Listed by DeLeon Team, 650-407-0160 from Deleon Realty
(If provided) CoList: from

Sold listing courtesy of Kimberly Hansen from GGSIR
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

Listed by Janet Davis, 650-867-3373 from Hometown Realty A Janet Pepe Davis Agency
(If provided) CoList: from

Sold listing courtesy of Erika Demma from APR
133 Russell AVE, Portola Valley
$3,495,000
3 Beds ⋅ 3 Baths ⋅ ML82056981 MLS
Some homes are simply built. Others are cared for, collected, and shaped over time. Set among mature trees and thoughtfully designed gardens, this distinctive Portola Valley farmhouse reflects years of careful stewardship. Reclaimed wide-plank North Carolina pine floors, plaster walls and ceilings, painted millwork, marble, handmade tile, exposed beams and French doors give the home its character. The kitchen features a La Cornue range, original farmhouse sink, marble countertops, generous island, butler's pantry and cozy dining nook. The dining room is suited to everyday meals and larger gatherings, while the living room centers on a marble wood-burning fireplace and opens through two sets of French doors to a covered porch overlooking the gardens. The primary suite includes a walk-in closet and marble bath with mosaic tile and imported European brass fixtures. Upstairs are two additional bedrooms, a claw-foot bath and flexible spaces for study, work, hobbies or storage. A spacious family room is located downstairs. Originally designed by landscape artist Cevan Forristt, the grounds are rare for Portola Valley largely flat and usable, with mature trees, fruit trees, grapevines, water features and multiple areas for outdoor gathering.

133 Russell AVE, Portola Valley

Listed by Carrie Davis, 650-269-4768 from Coldwell Banker Realty
(If provided) CoList: from

163 Crescent AVE, Portola Valley
$3,250,000
3 Beds ⋅ 2 Baths ⋅ ML82047795 MLS
PARK-LIKE SETTING & MOVE-IN READY PORTOLA VALLEY GEM - the main level features an open, light-filled layout centered around a fireplace, with large windows framing views of the surrounding greenery and connection to nature. The PRIMARY BEDROOM ON THE MAIN LEVEL MAKES THE FIRST FLOOR easily ACCESSIBLE, FINISHED GARAGE SPACE & AMPLE PARKING SPACES FOR FAMILY & VISiTORS. The new kitchen and living areas flow directly onto a private deck, overlooking a fenced backyard, mature gardens & relaxing setting perfect for morning coffee & dining place for intimate gatherings. A stylish modern handrail leads you to the versatile lower level, which includes a third bedroom, bathroom, dedicated office area with natural light, and a secondary living space with its own fireplace and sliding glass doors to the garden patio outside leading to curated pathways and a gathering space atop the hillside. The lower level offers a unique opportunity for buyers to also expand the wallk-in utility space for additional lliving area (currently used for extra storage). Ideally located for enjoying the Peninsulas outdoor lifestyle, this home is minutes from local dining, shopping, and extensive trail & bike networks with easy access to Silicon Valley hubs and Stanford University & hospital.

163 Crescent AVE, Portola Valley

Listed by Karen Gunn, 650-888-9457 from Compass
(If provided) CoList: from

Sold listing courtesy of Michael Williams from 7B3140
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

Listed by Scott Dancer, 650-888-8199 from Compass
(If provided) CoList: from

Sold listing courtesy of Scott Dancer from APR
285 Escobar RD, Portola Valley
$5,488,000
5 Beds ⋅ 4 Baths ⋅ ML82052826 MLS
Set on 2.8 AC, this home offers a peaceful retreat in a coveted setting. Warm, welcoming interiors span more than 3,700 SF across a multi-level floorplan, blending rustic character with an easy livability that harmonizes with the surrounding landscape. A soaring vaulted ceiling elevates the living room anchored by a fireplace and expansive windows framing views that reach toward the Stanford Dish, while the main living spaces also include a formal dining room, granite kitchen with Thermador appliances, a comfortable family room with a fireplace, and a lower-level recreation room. Five bedrooms plus an office provide flexibility and comfort. With nearby access to scenic nature preserves and trailheads, a short drive to the Ladera Country Shopper shopping center and local favorites such as Alpine Inn, this home offers a rare balance of seclusion and convenience, all with access to acclaimed schools including Ormondale and Corte Madera (buyer to verify eligibility).

285 Escobar RD, Portola Valley

Listed by DeLeon Team, 650-407-0160 from Deleon Realty
(If provided) CoList: from

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

Listed by Brent & Mary Gullixson, 650-888-0860 from Compass
(If provided) CoList: from

Sold listing courtesy of Sean Spanek from DEN
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

Listed by Colleen Foraker, 650-380-0085 from Compass
(If provided) CoList: Carolyn Keddington from Compass

Sold listing courtesy of Lynn Wilson Roberts from APR
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

Listed by Costantini Team, 650-430-8425 from Compass
(If provided) CoList: from

Sold listing courtesy of Alexander Nichols from EXPCA
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

Listed by Jeanette Cook, 650-344-3447 from Cook Properties
(If provided) CoList: from

Sold listing courtesy of Ken Glidewell from COMP29
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

Listed by Steve Coan, 408-234-8700 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Jessica Heredia from RPSNT
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

Listed by Art Sharif, 650-804-4770 from Sotheby's Intl Rlty
(If provided) CoList: from

Sold listing courtesy of Omar Pina from COMPS
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

Listed by Lisa Keith, 650-703-8644 from Golden Gate Sotheby's International Realty
(If provided) CoList: Liz Daschbach from Compass

Sold listing courtesy of Lisa Keith from GGSIR
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

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

Sold listing courtesy of Sanit Bordeianu from CBR
141 Lake RD, Portola Valley
$3,700,000
4 Beds ⋅ 5 Baths ⋅ ML82043726 MLS
Bay views and cutting-edge smart house design come together in this newly built retreat by the lake. Surrounded by nature, the contemporary home is on a quiet cul-de-sac, leading to acres of open space and hiking trails, The home is designed to embrace its setting with expansive windows, skylights, multiple outdoor spaces, and views stretching to the Bay. At the heart of the home is a light-filled, open-concept living space anchored by a striking chef's kitchen, complete with an oversized island, wet bar, wine fridge, and high-tech appliances. The kitchen flows seamlessly into generous living and entertaining areas, a potential home office, and out to expansive decks, creating an effortless connection between indoors and the surrounding landscape. The multi-level design offers flexibility, including a permitted attached ADU that could alternatively function as an auxiliary family room with second kitchen for guests, a media room or fitness space. Privately situated bedrooms provide peaceful retreats, while the primary suite and rooftop deck offer elevated views of the surrounding greenery to the Bay. State-of-the-art technology is integrated throughout, including Wi-Fi-enabled appliances, solar, Tesla Powerwall, and a dumbwaiter connecting the garage to the main level.

141 Lake RD, Portola Valley

Listed by Kavanaugh Group, 415-377-2924 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Hoi Wing Ng from NTERO
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

Listed by Colleen Foraker, 650-380-0085 from Compass
(If provided) CoList: Carolyn Keddington from Compass

Sold listing courtesy of The reSolve Group from COMPS
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

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

Sold listing courtesy of Loren Dakin from PARCA
9 Russell AVE, Portola Valley
$1,750,000
2 Beds ⋅ 2 Baths ⋅ ML82042559 MLS
Tucked among mature oaks in the coveted Woodside Highlands, 9 Russell Avenue offers a rare blend of privacy, character, and opportunity on nearly one-third of an acre in prestigious Portola Valley. The main level features a generous living room anchored by a remarkable stone fireplace crafted from historic ship ballast, along with a separate family room, two bedrooms, and a full bath. Downstairs, bonus room, second bath, and laundry/storage area provide flexibility for guests, a home office, or future customization, with direct access to the 2 car garage. The main level is approximately 1440 sq. ft, with another 900 sq. of finished basement. The private grounds include a pool and multiple outdoor shaded gathering spaces beneath the oaks to relax or reimagine. Portola Valley is known for its top-rated schools, including Ormondale and Corte Madera, its vibrant Town Center, and miles of scenic trails at Windy Hill Preserve. Whether you envision a thoughtful renovation or a custom rebuild, this property delivers exceptional upside in a premier location.

9 Russell AVE, Portola Valley

Listed by James Gardner, 408-202-9602 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Esther Wang from ASPR
208 Canyon DR, Portola Valley
$1,760,000
2 Beds ⋅ 1 Baths ⋅ ML82042381 MLS
Vintage home, circa 1956, situated on a 1/3 acre parcel in a quiet corner of Portola Valley. This cozy, uncomplicated home could become your haven away from the hustle and bustle of Silicon Valley life -- or, it could become the site of your dream home. Reimage this cottage or create something completely new! Nearby is Robert's Market (groceries,etc.) a hardware store, the fire department, a full-service (gas and repairs) station. This area is favored by cyclists and hikers. And it's a quick distance to Freeway 280 for commutes north and south.

208 Canyon DR, Portola Valley

Listed by Nancy Goldcamp, 650-400-5800 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Samie Goodman from CBR

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