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$1,749,000
2 Beds 2 Baths ML82047556 MLS
SUNLIT GEM ON NEARLY ONE-HALF ACRE WITH PLANS TO EXPAND! 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.

76 Old Spanish TRL, Portola Valley

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

$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

$1,900,000
2 Beds 2 Baths ML82024776 MLS
Exceptional Portola Valley bungalow located in Woodside Highlands. This charming 2-bedroom, 2-bath home with a den offers 1,430± sqft of living space on a generous 13,507± sqft lot surrounded by nature. The home features an inviting floor plan with open-beam ceilings and a large wood-burning fireplace that creates a warm and welcoming atmosphere. Upstairs, find the primary suite with a walk-in closet and sliding doors that open to the deck. The den provides flexibility for a home office or creative space. Upstairs is finished with an updated bathroom and a kitchen with stainless steel appliances. A striking spiral staircase leads to the lower living area, where you'll find a spacious family room with a cozy fireplace perfect for relaxing or entertaining. Downstairs find a bedroom and a modern bathroom. Enjoy the seamless connection to the outdoors with private patios and garden areas offering peaceful views of the natural landscape. Additional highlights include a carport with a large storage room underneath. Enjoy easy access to Hwy 280 for all your Bay Area commutes. Located in a tranquil, sought-after neighborhood near scenic trails, local shops, and top-rated Portola Valley schools, this home captures the best of California living.

57 Santa Maria AVE, Portola Valley

Listed by Kulda Group, 650-560-8663 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Andy Tse from NTERO

$1,650,000
2 Beds 2 Baths ML82002420 MLS
Come see this modern marvel. With a variety of recent updates, this spacious two bedroom bungalow is a wonderful country living retreat. Views of open space hills and near to Coal Mine Open Space Preserve and a host of scenic hiking trails. Situated on a 7,440 sf lot with ample off street parking on newly paved driveway, the home features a new roof, a main floor living room with high ceilings, hardwood floors, large wood white-washed beams, large glass picture windows and a scenic deck for having your morning coffee. The recently updated kitchen is conveniently located near a sunny series of rear decks, framed with gardens, mature oak trees and a sloping backyard, making a picturesque setting for outdoor entertaining. The primary suite is on the main level and includes space for a small office set up and an updated bathroom with dual sinks and a spa tub. A second bedroom upstairs has views of the nearby open space hills and features another recently updated bathroom. Los Trancos Woods neighborhood is only minutes from a host of amenities which include Roberts Market, Windy Hill Open Space Preserve, Rossottis Alpine Inn, Stanford University and Hospital and Silicon Valley business activities. It is in the acclaimed Portola Valley School District. This is your next home!

128 Los Trancos CIR, Portola Valley

Listed by Helen Miller, 650-400-1317 from Compass
(If provided) CoList: from

Sold listing courtesy of RECIP from RCIP

$1,600,000
2 Beds 3 Baths ML82001310 MLS
Welcome to a remaining piece of Portola Valley history, full of possibilities! The charming and rustic original structure, with its tall brick fireplace, high ceiling, and exposed rafters, rests on a sunny, gently sloped, half acre lot. Later additions include a very large primary bedroom and bath. A wide veranda wraps around two sides of the house, perfect for relaxing while taking in the expansive view over Portola Valley and on to the East Bay hills. Colorful sunrises, full moons, and an occasional complete rainbow are yours to enjoy. An additional deck provides another viewing spot, with access from both the primary bedroom and the dining room. Nestled in the Woodside Highlands neighborhood, this location offers Portola Valley's excellent schools and provides nearby access to Portola Valley's hiking trails and to the popular Town Center with its library, children's playground, tennis and pickle ball courts, playing field, a redwood grove, and farmers' market. The half acre lot is all usable. Old stonework lines paths and a pond, and off street parking is plentiful. Bring your imagination and make this lovely space your own!

102 Santa Maria AVE, Portola Valley

Listed by Jean Isaacson, 650-387-8427 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Jean Isaacson from GGSIR

$3,700,000
2 Beds 2 Baths ML81998192 MLS
Capturing the essence of Portola Valleys natural beauty, this home is a serene retreat with sweeping Windy Hill views from approximately 2.76 acres. Designed with an organic aesthetic that harmonizes with its surroundings, the main residence features a tremendous great room with soaring ceilings with openings to adjoining spaces. The entire living area is oriented toward the views, opening through a wall of glass to a spacious deck designed for outdoor living. Crushed stone paths encircle the grounds, leading to a large patio, a freestanding spa, and an arbor-covered dining lounge. The main home includes two generously sized bedrooms, each with a beautifully appointed en-suite bath. An Accessory Dwelling Unit with both interior and exterior access completes the property, positioned above the two-car garage. There is potential to convert the garage into additional living space (buyer to confirm), as there is also a detached garage with an adjoining heated workshop for further flexibility. Solar-powered electricity with two Powerwall backup batteries adds to the home's appeal. Located in central Portola Valley with access to top-rated schools, this property offers a rare combination of views, natural beauty, and tranquility.

260 Golden Hills DR, Portola Valley

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

Sold listing courtesy of Steve Sharma from SNDI01

$1,850,000
2 Beds 1 Baths ML81988410 MLS
Luxury Silicon Valley Getaway in Portola Valley with Views, updated single family /rustic modern interior, move-in ready and personal retreat on a large 11,500 square foot lot, surrounded by natural beauty, a network of trails. Open floor plan with natural light throughout, skylights, hardwood floors, built in bookshelves, new kitchen and appliances, eat-in kitchen and sliding glass doors to the expansive deck from living room and primary bedroom, outdoor Jacuzzi, bonus room below can be used for guests, entertainment, media room, hobbies, workshop or possible JDU, Room to expand on large lot. Less than 5 miles without getting on the freeway to Stanford University. Enjoy the Sunrise trail steps away from your private sanctuary with access to 650+ acres open space and trails. Also, direct access to Arastradero Preserve and Los Trancos Open Space with over 1500 acres of more hiking trails.

1023 Los Trancos RD, Portola Valley

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

Sold listing courtesy of JJ Team:Jones/Cassel from NTERO

$1,320,000
2 Beds 1 Baths ML81973813 MLS
A stunning floor to ceiling river rock fireplace is the centerpiece for this delightful, updated 1930s cottage. The open floor plan wraps the main level all around this beautiful touch of history, while large windows and two skylights in an open wood ceiling invite generous sunlight in. The living area leads out onto an expansive deck overlooking Los Trancos Creek. The lower level includes two bedrooms, one full bath, and a large laundry room. Both bedrooms have attractive open beam ceilings and open onto a second deck. This enchanting property borders Palo Alto Foothills Open Space Reserve yet is only 5-6 minutes from Alpine Road with its nearby gas station, hardware store, fire station, and Roberts Market. It is located within the highly regarded Portola Valley School District. Whether you are hiking nearby trails or relaxing on your deck enjoying the soothing sounds of the creek, this property promises to make you feel at home.

132 Carmel WAY, Portola Valley

Listed by Jean Isaacson, 650-387-8427 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Jonathan King from NTERO

$2,100,000
2 Beds 1 Baths ML81968272 MLS
Nestled in serene Portola Valley, this property offers stunning western hill views and three separate parcels totaling almost half an acre of mostly level yard space. In addition to the main residence, a thoughtfully designed guest house awaits, complete with its own address and separate access, offering the perfect opportunity for rental income or accommodating guests in comfort and style. Both the main house and guest house have been recently renovated, ensuring modern amenities and tasteful finishes at every turn. With over 1,000 square feet of deck space, the outdoor areas offer an ideal setting for hosting gatherings while enjoying a California sunset over the Western Hills. The allure continues outside with a thriving garden including vegetables, fruit and citrus trees, providing a serene retreat for gardening enthusiasts or those seeking a connection to nature. Conveniently close to Highway 280, Stanford, and local amenities, this private oasis presents a rare opportunity for tranquil and private living in a wonderful neighborhood. Top rated Portola Valley schools.

140 Santa Maria AVE, Portola Valley

Listed by Michael Warren, 650-315-0224 from Compass
(If provided) CoList: from

Sold listing courtesy of Evan Kohen from APR

$2,225,000
2 Beds 2 Baths ML81955437 MLS
An excellent opportunity to create your dream home in the desirable Corte Madera area of Portola Valley. The lot is approximately 15,000 square feet of usable land, including views of the Santa Cruz Mountains, and an oasis garden. The neighborhood provides a community within a community, anchoring itself between Portola Road and Alpine Road. A short stroll to Corte Madera School, Roberts Market, Ace Hardware, and trails (including the hike to Windy Hill). Built in 1945, this property has not been available to the public in 55 years. The approximately 1,600 square foot home includes 2 bedrooms, 2 full bathrooms and a detached 1-car garage with entrance on Prado Court.

191 Corte Madera RD, Portola Valley

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

Sold listing courtesy of Hossein Jalali from CBR

$1,865,000
2 Beds ML81950966 MLS
Welcome to Woodside Highlands, just a stone's throw to Village Square, library, Farmer's Market, top schools, Larry Lane Trail, and much more. This charming 2 bedroom home with 2 full bathrooms offers the very best of California living. A bright kitchen with center island, stainless steel appliances including gas range, and generous breakfast nook. Adorned by a free-standing, wood-burning stove, the spacious living room's french doors open to a large refinished deck that overlooks the beautiful backyard with mature landscaping, rope swing, gathering area, and views. Oversized laundry room lends itself perfectly for a bathroom/laundry conversion (rendering available). This meticulously maintained home has refinished hardwood, new carpet, and fresh paint inside. Large, accessible basement for additional storage. Parking is a plentiful in the wide, flat driveway. A Silicon Valley oasis: all the benefits of a tranquil, country setting while also conveniently located mere minutes from 280.

6 Leroy WAY, Portola Valley

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

Sold listing courtesy of Rigo Campos from EORE

$1,088,000
2 Beds 1 Baths ML81928027 MLS Los Trancos Woods Community Assc BLDG.
Discover your sanctuary in Portola Valley! Tucked away amidst the serene beauty of Los Trancos, this charming 2-bedroom, 1-bath house offers tranquility yet minutes to town. Set on a generous 7920 square foot lot, the property boasts an enclosed porch and inviting front and back decks. The cozy living room, complete with a fireplace, is the perfect spot for relaxing evenings. The open floor plan kitchen caters to both everyday living and entertaining. The private backyard holds abundant potential, whether for terraced gardening or a play area for pets. Experience the true sense of community in Los Trancos Woods, where neighbors are friends and community potlucks and events are the norm. Escape the stress of Silicon Valley and immerse yourself in nature, while benefiting from excellent Portola Valley schools and a vibrant town center. This home offers the perfect opportunity to enhance the existing footprint or plan your own dream home in one of San Mateo County's top neighborhoods.

103 El Nido RD, Portola Valley

Listed by Boyenga Team, 650-380-3981 from Compass
(If provided) CoList: from

Sold listing courtesy of Boyenga Team from COMPS

$1,550,000
2 Beds 1 Baths ML81935018 MLS
Immerse yourself at this enchanting Portola Valley location. Situated on a private, picturesque three-quarter acre parcel, made up of two parcels (APN 080-060-100/.4644 AC & APN 080-060-110/.2856 AC) in the scenic Los Trancos Woods, this property presents a unique opportunity. You'll be captivated by the idyllic surroundings and the sense of seclusion this property offers. Nestled amidst nature's beauty, you'll find a delightful 2-bedroom, 1-bath cottage waiting to be transformed. Whether you're seeking to remodel or to create your own brand-new masterpiece, this property provides the perfect canvas. Easy access to Hwy 280, ensuring a seamless commute to San Francisco, San Jose, Stanford University, Stanford Medical Center, and minutes away from Ladera Shopping Center and Portola Valley town, offering a variety of shopping and dining options with award-winning PV schools. It's an unparalleled opportunity. Don't miss your chance to own this remarkable piece of Portola Valley's beauty.

243 Bonita RD, Portola Valley

Listed by Granoski,Weil Assoc., 650-269-8556 from Compass
(If provided) CoList: from

Sold listing courtesy of John Forsyth James from APR

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