Sanjoserealestatepro.com Search Results

$2,595,000

Beautiful (Bonita!) very large property in upper Los Trancos Woods. Over 1.6 AC of mostly flat land with old, mostly not habitable House, Cottage, Garage and Carport, comfortably spread throughout the property. In Feb 2026, San Mateo County approved a 2 lot subdivision, and work is ongoing to complete the final map recording. The house is available prior to recording of the subdivision as a single lot for buyers who might want more flexibility in what they do with the property. Extensive geological, geotechnical, arborist, historical, biological and civil reports and plans come with the property.

2 Beds ⋅ 1 Baths ⋅ ML82052857 MLS

Beautiful (Bonita!) very large property in upper Los Trancos Woods. Over 1.6 AC of mostly flat land with old, mostly not habitable House, Cottage, Garage and Carport, comfortably spread throughout the property. In Feb 2026, San Mateo County approved a 2 lot subdivision, and work is ongoing to complete the final map recording. The house is available prior to recording of the subdivision as a single lot for buyers who might want more flexibility in what they do with the property. Extensive geological, geotechnical, arborist, historical, biological and civil reports and plans come with the property.

245 Bonita RD, Portola Valley

Listed by Mike Sokolsky, 650-465-2573 from Coldwell Banker Realty
(If provided) CoList: from

$1,760,000

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.

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

$1,850,000

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.

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

$2,450,000

Welcome to this charming single-story home ideally located in central Portola Valley. Scenic trails, open space preserves, and popular biking routes are right outside the door. Town Center's library, tennis courts, playing fields, and weekly Farmers Market are just a short stroll away. Coveted preschools in addition to Portola Valley's highly acclaimed elementary and middle schools provide exceptional educational opportunities. Expansive windows fill the house with sunlight and create inviting interior space. Three large bedrooms, beautiful oak hardwood floors, and a newly updated kitchen and bathroom make this home move-in ready. Enjoy it as is or plan for expansion - renderings from 2016 for a proposed expansion are available for review. The sunny backyard is lightly shaded by Redwood trees and provides exceptional space for entertaining or to unwind and enjoy the outdoors. Wyndham Drive, a circular street of approximately 29 homes, hosts annual block parties and provides a multigenerational neighborhood reminiscent of days gone by. With so much to offer, this home is not to be missed. Come see the best of Portola Valley living.

3 Beds ⋅ 1 Baths ⋅ ML81997941 MLS

Welcome to this charming single-story home ideally located in central Portola Valley. Scenic trails, open space preserves, and popular biking routes are right outside the door. Town Center's library, tennis courts, playing fields, and weekly Farmers Market are just a short stroll away. Coveted preschools in addition to Portola Valley's highly acclaimed elementary and middle schools provide exceptional educational opportunities. Expansive windows fill the house with sunlight and create inviting interior space. Three large bedrooms, beautiful oak hardwood floors, and a newly updated kitchen and bathroom make this home move-in ready. Enjoy it as is or plan for expansion - renderings from 2016 for a proposed expansion are available for review. The sunny backyard is lightly shaded by Redwood trees and provides exceptional space for entertaining or to unwind and enjoy the outdoors. Wyndham Drive, a circular street of approximately 29 homes, hosts annual block parties and provides a multigenerational neighborhood reminiscent of days gone by. With so much to offer, this home is not to be missed. Come see the best of Portola Valley living.

319 Wyndham DR, Portola Valley

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

Sold listing courtesy of Leslie Woods from SGP

$2,325,000

Beautiful 3 Bedroom Home in Award Winning Portola Valley School District. Elegant Living Room with Fireplace. Formal Dining Area. Stunning Kitchen with Quartz Countertops and Skylight. 3 Bedrooms. Updated Bathroom with Double Sinks, Separate Shower, and Skylight. Spacious Patio with Outdoor TV and Trellis. Lovely Landscaped Yard. Award Winning Portola Valley School District. Best Value for Central Portola Valley

3 Beds ⋅ 1 Baths ⋅ ML81996192 MLS

Beautiful 3 Bedroom Home in Award Winning Portola Valley School District. Elegant Living Room with Fireplace. Formal Dining Area. Stunning Kitchen with Quartz Countertops and Skylight. 3 Bedrooms. Updated Bathroom with Double Sinks, Separate Shower, and Skylight. Spacious Patio with Outdoor TV and Trellis. Lovely Landscaped Yard. Award Winning Portola Valley School District. Best Value for Central Portola Valley

322 Wyndham DR, Portola Valley

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

Sold listing courtesy of Denise Crosetti Schaul from DCBR

$1,505,000

Discover this warm and inviting home in Portola Valley. The open floor plan seamlessly connects the living spaces, featuring a cozy living room with a fireplace, a spacious dining area. Vaulted beam ceilings adorned with skylights that bathe the interior in natural sunlight. Sliding glass doors lead to a wraparound deck, perfect for indoor-outdoor living. Steps away, you'll find a bright and functional kitchen, ideal for everyday meals. The home offers three generously sized bedrooms that share a full hall bathroom. A partial basement includes a convenient laundry area and extra storage space. Outside, relax or entertain in the expansive, tranquil yard, offering a serene retreat. Conveniently located close to local amenities and the exceptional Portola Valley school district. This property combines comfort, charm, and functionality!

3 Beds ⋅ 1 Baths ⋅ ML81988053 MLS

Discover this warm and inviting home in Portola Valley. The open floor plan seamlessly connects the living spaces, featuring a cozy living room with a fireplace, a spacious dining area. Vaulted beam ceilings adorned with skylights that bathe the interior in natural sunlight. Sliding glass doors lead to a wraparound deck, perfect for indoor-outdoor living. Steps away, you'll find a bright and functional kitchen, ideal for everyday meals. The home offers three generously sized bedrooms that share a full hall bathroom. A partial basement includes a convenient laundry area and extra storage space. Outside, relax or entertain in the expansive, tranquil yard, offering a serene retreat. Conveniently located close to local amenities and the exceptional Portola Valley school district. This property combines comfort, charm, and functionality!

155 Los Trancos CIR, Portola Valley

Listed by John Shroyer, 650-787-2121 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Mohsen Nejad from NEJAD

$1,320,000

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.

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

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.

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

$1,500,000

Here is a great opportunity to envision and customize your dream home in prestigious Portola Valley! Incredible views of Palo Alto, Stanford Dish and city lights, framed by majestic mountains. The opposite view overlooks a peaceful lake. On a 15,000 sq ft lot you will have plenty of room to expand or remodel. The adjoining parcel/lot is also included in the price for an additional 11,417 sq ft. Only minutes to 280. Take advantage of everything Portola Valley has to offer: nature trails, Alpine Hills Tennis and Swimming Club, top-rated schools and more!

2 Beds ⋅ 1 Baths ⋅ ML81961289 MLS

Here is a great opportunity to envision and customize your dream home in prestigious Portola Valley! Incredible views of Palo Alto, Stanford Dish and city lights, framed by majestic mountains. The opposite view overlooks a peaceful lake. On a 15,000 sq ft lot you will have plenty of room to expand or remodel. The adjoining parcel/lot is also included in the price for an additional 11,417 sq ft. Only minutes to 280. Take advantage of everything Portola Valley has to offer: nature trails, Alpine Hills Tennis and Swimming Club, top-rated schools and more!

155 Lake RD, Portola Valley

Listed by Suzie Snowden, 408-438-6470 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Daniel Lorimer from AR1CORP

$1,088,000

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.

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

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.

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