Portola Valley CA 2 Bathroom Real Estate, Homes, Condos for Sale

3 Beds ⋅ 2 Baths ⋅ ML82047795 MLS

This move-in-ready Portola Valley retreat perfectly balances mid-century character with modern updates. The main level features an open, light-filled layout centered around a fireplace, with large windows framing views of the surrounding greenery. The new kitchen and living areas flow directly onto a private deck, overlooking a fenced backyard, mature gardens & relaxing setting perfect for morning coffee & a dining place for intimate gatherings. A stylish modern handrail leads you to the versatile lower level, which includes a third bedroom, a full bathroom, a dedicated office area, and a secondary living space with its own fireplace and sliding glass doors to the garden patio & curated pathways leading to a gathering space atop the hillside. The lower level offers a unique opportunity for buyers to potentially add a fourth bedroom and additional bath, or potentially a JADU to the existing footprint of the walk in utility space. 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, this is a prime opportunity to own a renovated, nature-connected home in a sought-after location.

163 Crescent AVE, Portola Valley

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

$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

$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

$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

$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

$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

$2,850,000

3 Beds ⋅ 2 Baths ⋅ ML82041743 MLS

Peaceful Updated Country Living on Nearly 1.5 Acres . Beautifully updated and framed by sun-swept open meadows and majestic trees, this property spans nearly 1.5 acres at the end of a lane. An inviting front porch takes in the tranquil surroundings and sounds of nature. Stepping inside, the ambiance is bright and inviting with refinished hardwood floors, crisp white woodwork, and expansive windows and glass doors. The designer all- white kitchen has Carrara marble counters and stainless steel appliances, including a quality Viking gas range. A separate wing comprises 2 full-size bedrooms and one small bedroom, plus 2 full baths. Perfect for exercise, art, and/or office needs is a detached 2-room studio plus a Nordic-inspired newly added second studio. Tying it all together are many beautiful and versatile outdoor living spaces plus a fully fenced vegetable garden, small orchard, and a chicken coop.

377 Wayside RD, Portola Valley

Listed by Janis F. Grube, 650-346-8690 from Friedenberg Grube Real Estate
(If provided) CoList: from

Sold listing courtesy of Angela K. Galatolo from AGNC

$1,650,000

3 Beds ⋅ 2 Baths ⋅ ML82038783 MLS

Nestled among the scenic hills of Portola Valley, this 3-bedroom, 2-bathroom home offers a rare opportunity to enjoy peaceful living surrounded by nature. Set on a generous lot, the property presents endless possibilities to remodel, expand, or build your dream home in one of the Peninsulas most desirable communities. Inside, the family room features vaulted ceilings with natural wood detail, creating a warm and inviting space filled with character. Windows frame beautiful hillside views, bringing the surrounding greenery indoors and enhancing the tranquil atmosphere. The updated kitchen showcases exposed wood cabinetry, blending rustic charm with modern functionality. Throughout the home, lush green scenery is visible from nearly every angle. The expansive lot provides ample space for outdoor living, gardening, or future expansion, offering exceptional potential. First time available in approximately 55 years. Ideally located just 10 minutes from Portola Valley Town Center, the historic Alpine Inn, Highway 280, and Webb Ranch, with easy access to renowned hiking trails, parks, and open space preserves, allowing you to fully embrace the Portola Valley lifestyle.

244 Bonita RD, Portola Valley

Listed by Talia Citron, 650-465-4814 from Compass
(If provided) CoList: Judy Citron from Compass

Sold listing courtesy of Josh Felder from RDFIN

$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

Listed by Kimm Terpening, 650-867-4880 from Compass
(If provided) CoList: Jennifer Alfaro from Compass

Sold listing courtesy of Lisa Dippel from NTERO

$2,700,000

3 Beds ⋅ 2 Baths ⋅ ML82032072 MLS

Just up the hill off of Portola Valley Road is this beautifully maintained 3-bedroom, 2-bath home which offers the perfect blend of comfort and functionality. A welcoming formal entry sets the tone, with stairs leading to the main open living area. The spacious living room with vaulted ceilings, floor to ceiling windows opens effortlessly to a back deck and large lush backyard with a designer playhouse. The updated gourmet kitchen features a center island, beautiful wood cabinetry, and tranquil views of the surrounding natural landscape of the backyard. There is a cozy loft with a full bathroom and walk-in closet, plus a deck, thats perfect for a home office, playroom, or additional bedroom/ living space.The expansive attached garage/ basement provide an exceptional amount of bonus space, laundry area and storage, offering flexibility for a variety of needs. The driveway has been expanded. Highly ranked, Portola Valley School District This home is just minutes from the town center, Highway 280, and scenic hiking and biking trails, tennis facilities and more. This is a must See!

16 Tynan WAY, Portola Valley

Listed by Sue Nystrom-Walsh, 408-482-9343 from Compass
(If provided) CoList: Silke Stearns from Compass

Sold listing courtesy of Michele Harkov from APR

$2,250,000

3 Beds ⋅ 2 Baths ⋅ ML82034150 MLS

Exceptional opportunity in Woodside Highlands on over half an acre of private, lush grounds. This light-filled 3-bedroom, 2-bath home is set on a quiet lot surrounded by mature trees, gardens, and fruit trees, offering a peaceful retreat in one of Portola Valleys most desirable neighborhoods. The main level features two bedrooms, one bath, hardwood floors, beautiful woodwork, and an oversized kitchen that opens to a sunny deckideal for indoor-outdoor living and entertaining. The lower level offers a flexible layout with a private bedroom or primary suite, full bath, and separate exterior entrance, perfect for guests, home office, or additional living space. Bonus room above the garage provides added versatility. Expansive multi-level grounds include wraparound patios, private garden areas, and tranquil natural surroundings. Elevated views overlook Portola Valley toward the East Bay Hills, offering stunning sunrises and full-moon views. Property offers excellent potential. Conveniently located near Town Center, Highway 280, scenic trails, and local favorites including the Alpine Inn. Served by top-rated Portola Valley schools, including Ormondale and Corte Madera.

108 Santa Maria AVE, Portola Valley

Listed by Janeen Poutre, 408-209-6640 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of James Steele from COMPS

$3,850,000

3 Beds ⋅ 2 Baths ⋅ ML82030423 MLS

This thoughtfully remodeled home sits on a large, level lot just a few homes from the heart of the Ladera community. Completely renovated, it offers a fresh, modern aesthetic while maintaining a practical and comfortable layout. Light-filled living, dining, and kitchen spaces are well connected and work well for both everyday living and entertaining. Three bedrooms and two updated bathrooms provide flexibility, including a primary suite designed as a private retreat. The expansive backyard allows for seamless indoor-outdoor use with ample room for recreation or future enhancements. Conveniently located near the Ladera Recreation Center, school bus stops, local shopping and dining, Stanford, and major commute routes, the property presents a move-in-ready opportunity in a highly regarded neighborhood.

670 La Mesa Drive, Portola Valley

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

Sold listing courtesy of RECIP from RCIP

$3,300,000

3 Beds ⋅ 2 Baths ⋅ ML82025326 MLS ⋅ Ladera BLDG.

Experience serene, modern living in this beautifully updated 3-bedroom, 2-bath ranch home infused with Japanese-inspired design, with a harmonious connection to the outdoors, creating an atmosphere of calm and balance throughout. Light-filled living spaces flow seamlessly to a private backyard oasis, creating the perfect setting for both relaxation and entertaining. Spacious living room featuring a built-in bookcase and gas fireplace. Modern kitchen with granite and stainless steel counters, breakfast bar, and updated cabinetry. Separate family room with easy access to the backyard. Private backyard retreat with black-bottom pool, pergola, with space for gatherings. Close to the Ladera Shopper and Ladera Recreation Center, near the bus stop and Woodland School, just 3.5 miles to Stanford University, easy access to commute routes, Silicon Valley, and mid-way between San Francisco and San Jose International Airports. Optional membership to the Ladera Recreation Center provides year-round tennis, pickleball & fitness programs, a seasonal aquatics program, and a variety of community events and activities.

375 La Cuesta DR, Portola Valley

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

Sold listing courtesy of Josh Rubin from COMPS

$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

$1,800,000

3 Beds ⋅ 2 Baths ⋅ ML82024365 MLS

Discover the perfect blend of nature and modern convenience at 1019 Los Trancos Road in the peaceful Los Trancos Woods neighborhood. This charming home, built in 1930, offers 1,770 SF of versatile living space (per the Seller) in two buildings with freshly painted exteriors. The 1,225 SF main house features three bedrooms and two baths, with vaulted ceilings and skylights that invite abundant natural light. The airy living room, featuring exposed beams, seamlessly transitions to a large deck and patio, ideal for indoor-outdoor entertainment. The galley kitchen is a chef's delight, featuring stainless steel appliances and ample cabinetry that overlooks the garden. A 545 SF studio is situated behind the one-car garage. While not reflected in the County records, the studio is a flexible space with a kitchen, stacked washer/dryer, full bathroom, new wall-to-wall carpeting, and a private deck - ideal for multi-generational living, working from home, or generating rental income. Positioned on a generous 9,360 SF parcel, you'll enjoy peaceful views and easy access to Portola Valley's lively Town Center and Highway 280 for easy commuting.

1019 Los Trancos RD, Portola Valley

Listed by Robert Parish, 650-400-1011 from Compass
(If provided) CoList: from

$3,200,000

3 Beds ⋅ 2 Baths ⋅ ML82010192 MLS

Discover this mid-century modern-style gem in the sought-after Corte Madera neighborhood. Positioned on a desirable street and flat lot at the top of Canyon Drive and Crescent Road, this 3-bed, 2-bath home features vaulted ceilings, an open floor plan, fireplace, hardwood floors, floating staircase and abundant natural light through glass doors, picture windows and skylights. The versatile bedroom or possible media room on the first-floor opens to an inviting outdoor space with a fenced backyard and garden. Additional highlights include a 2-car garage with side yard access, washer/dryer hookup, and a storage shed for extra workspace. Enjoy a pet-friendly, active community walking distance to top rated public and private schools, Roberts Market, biking routes, and network of local hiking trails, just minutes from Stanford University and Palo Alto without ever having to get on the highway.

340 Canyon DR, Portola Valley

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

Sold listing courtesy of Isabella Esguerra from APR

$2,500,000

4 Beds ⋅ 2 Baths ⋅ ML82016089 MLS ⋅ Ladera BLDG.

Mid-century modern diamond in the rough. Unlock the full potential of this 4-bedroom, 2-bath mid-century modern gem nestled in the desirable Ladera neighborhood. Set on a private and spacious corner lot with mature landscaping, this home is brimming with opportunity for the savvy buyer to renovate and restore its original charm or build your dream home from the ground up. Convenient to the Ladera Shopper, Ladera Rec, school bus stop, Stanford 3.5 miles, easy access to Silicon Valley, commute routes & mid-way between SFO & SJC International airports. This is your chance to create your dream home in one of the Peninsula's most sought-after communities.

291 La Mesa DR, Portola Valley

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

Sold listing courtesy of Sonia Maiello from NTERO

$3,380,000

3 Beds ⋅ 2 Baths ⋅ ML82014861 MLS

VALUE VALUE VALUE! Nestled in the heart of one of Silicon Valleys most sought-after communities, 10 Bear Gulch Drive in Portola Valley presents a rare and exciting opportunity. This timeless Craftsman-style home sits on a sprawling 1.25-acre parcel and offers a 3-bedroom, 2-bath main residence plus a detached guest cottageideal for extended family, home office, or rental potential. Priced to sell due to its current condition, this property is the ultimate blank canvas for those seeking to remodel, rebuild, or even explore lot-split potential (buyer to verify with city). Whether youre dreaming of a serene family retreat or a visionary development project, the possibilities are endless. Living in Portola Valley means being surrounded by nature while remaining remarkably close to everything. Just moments from local favorites like Rossottis Alpine Inn and the Portola Valley Town Center, you'll also enjoy access to the scenic Windy Hill Open Space Preserve, miles of biking and hiking trails, and beloved community events like the summer concert series and farmers market. With top-rated schools, a welcoming small-town atmosphere, and a laid-back commute to Stanford, Sand Hill Road, and Highway 280, this location blends peaceful living with everyday convenience. Make this yours!

10 Bear Gulch DR, Portola Valley

Listed by Danny Burgess, 650-665-0922 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of Heidi Tang from VINE

$2,950,000

3 Beds ⋅ 2 Baths ⋅ ML82009816 MLS

On the market for the first time in nearly 50 years, this classic ranch home is set on a lushly planted corner lot of approximately one-third acre. Gardens are the soul of this property - loving tended & richly layered with heritage roses, wisetria, towering redwoods, & a soothing water feature. Brick walkway winds through the front gardens, while the private rear grounds invite outdoor living with a large patio, an arbor-covered lounge, a deck built around a majestic oak tree, & a seasonal creek along the edge of the property. This home offers timeless comfort with three bedrooms & two full baths, including a spacious primary suite with French doors to the gardens. Cathedral wood-paneled ceiling in the living room, numerous skylights throughout the home, & generously sized windows bring natural light into every space. Kitchen & casual dining area open directly to the rear yard, as well as to the family room with fireplace. Located close to Portola Valley's town center & Windy Hill trailhead, & with access to top-rated schools, this cherished home offers a wonderful opportunity to enjoy peaceful surroundings & exceptional gardens in a close-in location.

3 Wyndham DR, Portola Valley

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

Sold listing courtesy of Lynn Roberts from COMP52

$3,800,000

3 Beds ⋅ 2 Baths ⋅ ML81999778 MLS

Located in tranquil Portola Valley, this single-level, 3-bedroom, 2-bath home with pool and spa sits on an oak tree studded 1.2-acre lot (per county). Ample skylights, sliding doors and picture windows create rooms filled with natural light and peaceful views of the surrounding landscape. The spacious living room and dining area flow seamlessly into the large, modern kitchen and family room. Easy access to the rear yard from these spaces make them ideal for indoor and outdoor entertaining. The bedroom wing includes the primary suite with remodeled ensuite bath, two additional bedrooms, a second remodeled full bath with new LG washer/dryer, and a hall linen closet. A two-story structure adjacent to the main house offers a range of possibilities. The upper level includes new flooring, a closet and remodeled 1/2 bath, ideal for use as a guest room, office, artist studio or game room. The lower level includes a wine cellar, workshop and storage space. This convenient location is just minutes to local hiking trails, shopping and restaurants, major commute routes, Stanford University and the excellent Portola Valley schools.

90 Bear Gulch DR, Portola Valley

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

Sold listing courtesy of Camille Eder from CBR

$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

$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

$3,350,000

3 Beds ⋅ 2 Baths ⋅ ML81998188 MLS

Location is everything in real estate, & this charmer on an expansive lot could not be more ideal in the highly desirable Ladera neighborhood! Featuring 3 bedrooms, 2 full bathrooms, & a bonus room all on one level. Recent interior paint, updated floors & kitchen w/ granite countertops, double pane windows & custom sliders, & fresh landscaping. Expansive wrap around yard w/ potential & ideal for entertaining & gatherings. Close proximity to an award winning school district, Stanford University, Ladera Shopping Center, Ladera Recreation Center, horseback riding at Webb Ranch, Highway 280, hiking & biking trails, & so much more!

240 Dedalera DR, Portola Valley

Listed by Chris A. Sabido, 650-922-8888 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of Camilo Perez from RWH

$6,900,000

4 Beds ⋅ 2 Baths ⋅ ML81993203 MLS

Tucked away in a serene, private enclave bordering the picturesque Pearson-Arastradero Preserve, this remarkable 2.8-acre estate offers an unparalleled views and usable land. With breathtaking panoramic views of the western hills, direct access to an extensive network of scenic trails, and a charming residence spanning 3,225 square feet, this property is a true haven for those seeking tranquility and sophistication. The thoughtful layout ensures both comfort and functionality, featuring designated office spaces for productivity, as well as inviting restful areas throughout the home. A striking spiral staircase elegantly connects the expansive living room to a private office, epitomizing the seamless fusion of style and practicality.

6 Arastradero RD, Portola Valley

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

Sold listing courtesy of Christina Hengehold from CBR

$2,900,000

4 Beds ⋅ 2 Baths ⋅ ML81990121 MLS

Welcome to 1 Hayfields Road! Motivated Seller - best price on the flats of Portola Valley!!! Nestled in a serene and peaceful country setting, this inviting rancher offers the perfect balance of privacy and convenience. With stunning access to nearby trails, you can enjoy the natural beauty right outside your doorstep, whether you're hiking, biking, or simply soaking in the outdoors. Inside, this lovely, updated home are multiple living areas, including 4 bedrooms and 2 bathrooms. Featuring soaring cathedral ceilings, skylights, and expansive windows, the home is filled with natural light, creating a bright, open atmosphere. Updated kitchen with stainless appliances. Separate laundry with top of the line LG washer and dryer. Solar panels and 240 outlet in garage for EV charging. The yard offers a natural retreat with seating and dining areas, and is partially fenced for either a dog run or a child's playground. Located just 3 miles from 280, and close to the Portola Valley Schools, and local amenities, you won't have to sacrifice accessibility for country living.

1 Hayfields RD, Portola Valley

Listed by Debora Smith, 650-580-8286 from Sotheby's Intl Rlty
(If provided) CoList: from

Sold listing courtesy of Chris Iverson from GGSIR

$2,500,000

3 Beds ⋅ 2 Baths ⋅ ML81989993 MLS

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

16 Tynan WAY, Portola Valley

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

Sold listing courtesy of Susan Nystrom-Walsh from COMPS

$3,180,000

3 Beds ⋅ 2 Baths ⋅ ML81989690 MLS

369 La Cuesta DR, Portola Valley

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

Sold listing courtesy of Josh Rubin from COMPS

$2,375,000

3 Beds ⋅ 2 Baths ⋅ ML81980417 MLS

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

143 Lake RD, Portola Valley

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

Sold listing courtesy of Stella Rosh from APR

$2,500,000

3 Beds ⋅ 2 Baths ⋅ ML81975586 MLS

113 Foxwood RD, Portola Valley

Listed by Janie Barman, 650-759-1182 from Compass
(If provided) CoList: John Barman from Compass

Sold listing courtesy of Julianne Foley from DWELL

$1,850,000

3 Beds ⋅ 2 Baths ⋅ ML81973975 MLS

Welcome to your dream retreat at 127 Los Trancos Circle in Portola Valley! This enchanting 3-bedroom, 2-bathroom home spans approximately 1,364 square feet, offering the perfect blend of cabin charm and modern amenities. The high ceilings and loft area create an open, airy atmosphere that you'll love coming home to. The property is set on an 8,208 square foot lot, featuring a beautifully designed yard that provides ample outdoor space for relaxation and recreation. Enjoy the serenity and privacy of your own slice of nature, with lush surroundings. The homes rustic appeal is complemented by contemporary conveniences, making it a perfect haven for those seeking a balance of tranquility and modern living. Highlights include an updated kitchen, spacious living areas, and large windows that flood the home with natural light. Don't miss the chance to make this unique and charming property yours. Schedule a tour today and experience the magic of 127 Los Trancos Circle!

127 Los Trancos CIR, Portola Valley

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

Sold listing courtesy of Evan Kohen from APR

$4,250,000

3 Beds ⋅ 2 Baths ⋅ ML81967669 MLS

Experience the epitome of Portola Valley living in this 3-bedroom, 2-bathroom home at the end of a quiet cul-de-sac. Nestled on 2.52 acres of serenity with views of Windy Hill, this property offers 1913 sq. ft. - buyer to verify - of elegant living space. The foyer leads to a spacious living room with vaulted ceilings and a fireplace. Almost-approved plans from the town of Portola Valley will expand the livable square footage with an attached JADU. Additional building opportunities have been explored, and plans to build a new home are available for review with our architect. The beautifully landscaped yard boasts a pool, perfect for entertaining. Located in the top-rated Portola Valley school district, close to hiking trails, and a short drive to town, this home combines tranquility with convenience. Dont miss out on this exceptional opportunity to own in Portola Valley.

177 Favonio RD, Portola Valley

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

Sold listing courtesy of Lizabeth Morell from S0119

$2,430,000

3 Beds ⋅ 2 Baths ⋅ ML81964277 MLS

This stunning Portola Valley gem is set back from the street on almost one-third acre. Beautifully updated, this move-in ready home boasts one-level living with a level yard in the front and a private terrace in the back. Inside, newly refinished hardwood floors, an updated kitchen, and bathrooms with designer touches throughout provide elegance and style throughout the tastefully appointed country home. Expansive windows provide abundant natural light into the living spaces. The finished garage offers additional play & storage space with potential for a family room. The gated front motor court provides plenty of parking. The level yard, fresh landscaping & new pavers make it perfect for entertaining & outdoor activities. Additionally, the home's sizeable lot provides various expansion options. Conveniently located near Hwy 280 and Sand Hill Rd venture capital centers, this home is perfect for commuters. Walkable to PV schools, Village Square, the library, the Farmer's Market, and trails on the Woodside/Portola Valley loop, it is a true Portola Valley gem!

975 Portola RD, Portola Valley

Listed by Jennifer Gilson, 650-642-6957 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of George Chopoff from REMS

$2,075,000

3 Beds ⋅ 2 Baths ⋅ ML81963123 MLS

Welcome to 1183 Los Trancos Road! This unique property offers a charming cottage with distinct character and a separate accessory dwelling unit (ADU), nestled in the scenic and tranquil environment of Portola Valley. The main house features warm wood floors vaulted ceilings and a central stone fireplace in the spacious living room. The skylit kitchen comes equipped with granite-topped counters and new gas range. Adjacent to the kitchen, the sunny dining room with French doors that open to expansive decks that embrace the outdoors. A covered wrap-around porch offers stunning hillside views, and a redwood hot tub provides a serene spot to relax and enjoy the natural surroundings. The primary suite is a cozy retreat with stone shower, skylight, custom stone-topped vanity, stylish end grain wood floor. Two additional bedrooms share a hall bath w/ceramic tile surround and a tub. The ADU features rustic wood floors, a granite-topped kitchen, gas range & new microwave,a cozy living area w/ fireplace, sleeping area and adjoining bathroom. French doors open to a private deck, offering additional private outdoor space. Direct access to miles of hiking trails from your doorstep and located just minutes from Stanford, HWY 280 and essential shopping & highly rated Portola Valley schools.

1183 Los Trancos RD, Portola Valley

Listed by Shelly Roberson, 650-464-3797 from Compass
(If provided) CoList: from

Sold listing courtesy of Christina Nguyen from RDFIN

$2,650,000

3 Beds ⋅ 2 Baths ⋅ ML81960073 MLS ⋅ Ladera BLDG.

Vintage charm nestled in the sought-after community of Ladera! This charming home is waiting for your personal touch; with 3 bedrooms, 2 baths, and a flat yard, this meticulously maintained property offers the perfect canvas for your imagination to run wild. A light-filled living room greets you as you step inside this cheerful home. Get cozy by the wood-burning fireplace as you view the backyard from the large picture windows. The eat-in kitchen has a pass-through to the dining room, and an inside laundry closet, and a back door to the yard. Beautiful oak hardwood floors flow throughout this home. The bedroom wing has three spacious bedrooms and a primary suite with direct access to the backyard. Catch a glimpse of the Stanford Hills from the private yard ideal for gardening, outdoor entertaining, and plenty of grass for play. Convenient to the Ladera Rec Center and shopper, school bus stop, only 3.5 miles to Stanford, easy access to Silicon Valley, commute routes & mid-way between SFO & SJC International airports. Acclaimed Las Lomitas schools. Don't miss this sweet home.

211 S Castanya WAY, Portola Valley

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

Sold listing courtesy of Rebecca Johnson from NTERO

$3,295,000

3 Beds ⋅ 2 Baths ⋅ ML81959386 MLS ⋅ Portola Valley Ranch BLDG.

This unique Portola Valley Ranch home consists of 3 bedrooms, 2 baths with flexible space that adapts to your lifestyle. Large windows, tall ceilings, statement fireplace and beautiful views of Windy Hill create a serene but modern living room. Enjoy plenty of natural light in the sunroom and spending time outside on the patio. Stunning views of Windy Hill from the primary suite offer peace and serenity. Two car garage with ample storage and elevator. Exclusive amenities of Portola Valley Ranch include tennis courts, heated pools, fitness center, community vineyard and many hiking trails.

45 Bear Paw, Portola Valley

Listed by Evan Kohen, 925-323-0746 from Compass
(If provided) CoList: from

Sold listing courtesy of Lynn Roberts from COMP52

$3,701,000

4 Beds ⋅ 2 Baths ⋅ ML81955849 MLS ⋅ Ladera BLDG.

Stylish updates & contemporary design throughout this stunning home nestled in one of Ladera's prime cul-de-sac locations. The inviting living room has a cozy gas fireplace & wall of windows with views of the private backyard oasis. Cooking is a snap in the updated eat-in kitchen with wrap-around quartz counters & ample storage & pantry space. A separate family room with a gas fireplace has custom built-ins & direct access to the backyard. The primary suite has custom bath tiles & a recessed sitting area. Live the quintessential California indoor/outdoor lifestyle with a brick entertaining patio & plenty of grass for play. A private gate from the yard gives you direct access to the main Ladera walking path minutes to the Ladera Shopper & school bus stop. Convenient to the Ladera Rec Center, only 2.5 miles to Stanford, easy access to Silicon Valley, commute routes & mid-way between SFO & SJC International airports. Acclaimed Las Lomitas schools.

151 E Floresta WAY, Portola Valley

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

Sold listing courtesy of Gina Haggarty 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

$3,850,000

3 Beds ⋅ 2 Baths ⋅ ML81954173 MLS

260 Erica WAY, Portola Valley

Listed by Robert R. Bredel, 650-520-9343 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of RECIP RECIP from RCIP

$4,150,000

4 Beds ⋅ 2 Baths ⋅ ML81952076 MLS

Fabulous 4 Bedroom 2 Bathroom Home on Private 1.05 +/- Acre Lot. Formal Entry. Elegant Living Room with Fireplace, Exposed Beams, and High Ceilings. Dining Area. Eat-in Kitchen Opens to Family Room. 4 Bedrooms. 2 Bathrooms. Lovely Primary Suite Retreat with Private Bathroom. Separate ADU. Beautiful 1 Acre Lot in Tranquil Setting. Award Winning Portola Valley Schools. Close Proximity to Windy Hill and Hiking Trails.

320 Willowbrook DR, Portola Valley

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

Sold listing courtesy of Eric Fischer-Colbrie from NTERO

$2,850,000

4 Beds ⋅ 2 Baths ⋅ ML81940061 MLS ⋅ Ladera BLDG.

This charming home embodies mid-century design with its flat planes, geometric lines & large picture windows that welcome the indoors with nature. Walls of windows flood the interior with natural light & frame the picturesque view of the backyard. The open-concept layout of the living & dining rooms provides a seamless flow, perfect for entertaining guests or relaxing with family. Classic galley kitchen with ample storage. Step outside into your own private paradise & live the quintessential indoor/outdoor California lifestyle. The beautifully landscaped yard is a quiet escape with two entertaining patios, & plenty of space for gardening, play, & leisure. The bedroom wing has a spacious primary suite + 3 more bedrooms. Attached 1-car garage + open carport for convenient covered parking. Convenient to the Ladera Rec., neighborhood paths & the Ladera Shopper. Only 3.5 miles to Stanford, easy access to Silicon Valley, commute routes & mid-way between SFO & SJC International airports.

285 La Mesa DR, Portola Valley

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

Sold listing courtesy of Kari Chadwell from RFON

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