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$4,000,000

Nearly 1.4 AC plays host to this inviting 3-bedroom home. Enveloped by lush greenery, this home offers a serene retreat, featuring over 3,300 sf of living space and a light-filled ambiance. Stylish appointments such as beamed ceilings, refinished hardwood floors, and beautiful woodwork adorn this home. The expansive floorplan encompasses generous gathering areas, a cozy fireplace, a kitchen equipped with a professional-grade Thermador range, a dedicated office, and a spectacular Hinoki soaking tub in the primary suite that provides a spa-like experience. Enjoy an indoor/outdoor lifestyle that only Portola Valley can provide on sprawling, multi-level grounds that feature a pool, numerous fruit trees, and a delightful tea room. And though this home offers incredible privacy, you will still be a short drive from amenities such as the iconic Alpine Inn, Interstate 280, vibrant parks and nature preserves, and top schools including Ormondale and Corte Madera (buyer to verify eligibility).

3 Beds ⋅ 3 Baths ⋅ ML81953983 MLS

Nearly 1.4 AC plays host to this inviting 3-bedroom home. Enveloped by lush greenery, this home offers a serene retreat, featuring over 3,300 sf of living space and a light-filled ambiance. Stylish appointments such as beamed ceilings, refinished hardwood floors, and beautiful woodwork adorn this home. The expansive floorplan encompasses generous gathering areas, a cozy fireplace, a kitchen equipped with a professional-grade Thermador range, a dedicated office, and a spectacular Hinoki soaking tub in the primary suite that provides a spa-like experience. Enjoy an indoor/outdoor lifestyle that only Portola Valley can provide on sprawling, multi-level grounds that feature a pool, numerous fruit trees, and a delightful tea room. And though this home offers incredible privacy, you will still be a short drive from amenities such as the iconic Alpine Inn, Interstate 280, vibrant parks and nature preserves, and top schools including Ormondale and Corte Madera (buyer to verify eligibility).

40 Santa Maria AVE, Portola Valley

Listed by DeLeon Team, 650-900-7000 from Deleon Realty
(If provided) CoList: from

Sold listing courtesy of Mini Kalkat from NTERO

$3,925,000

Surrounded by majestic oaks in sought-after Portola Valley Ranch, this home, fully renovated in 2021, takes full advantage of its scenic setting filling the interiors with natural light from every vantage point. Positioned at the end of a cul-de-sac & elevated above the street for added privacy, the home begins with an illuminated pathway to the front entrance. Beautiful hardwood floors & fine carpet, & recessed lights illuminate every room. Formal living room & elevated formal dining room share a soaring vaulted ceiling. Kitchen & family room combination has a designated area for casual dining with easy access to the deck & connecting grounds. An elevated wing accommodates the home's four spacious bedrooms, including a large primary suite plus one bedroom customized for a home office. Charming reading area that offers delightful views of Windy Hill. Recreational amenities of the Ranch - pools, tennis courts, vineyard, & playground.Located midway between San Francisco & Silicon Valley.

4 Beds ⋅ 3 Baths ⋅ ML81951241 MLS

Surrounded by majestic oaks in sought-after Portola Valley Ranch, this home, fully renovated in 2021, takes full advantage of its scenic setting filling the interiors with natural light from every vantage point. Positioned at the end of a cul-de-sac & elevated above the street for added privacy, the home begins with an illuminated pathway to the front entrance. Beautiful hardwood floors & fine carpet, & recessed lights illuminate every room. Formal living room & elevated formal dining room share a soaring vaulted ceiling. Kitchen & family room combination has a designated area for casual dining with easy access to the deck & connecting grounds. An elevated wing accommodates the home's four spacious bedrooms, including a large primary suite plus one bedroom customized for a home office. Charming reading area that offers delightful views of Windy Hill. Recreational amenities of the Ranch - pools, tennis courts, vineyard, & playground.Located midway between San Francisco & Silicon Valley.

45 Buckeye, Portola Valley

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

Sold listing courtesy of Sean Proctor from SEANP

$6,400,000

Unobstructed, dramatic views of Windy Hill & Skyline Ridge are available from most rooms of this custom home & guest house. Located in prestigious central Portola Valley, the 1.75-acre+/- lot is private, & has potential for future expansion or building a grand estate. Stepping inside, one notices the floor to ceiling windows in the living room with breathtaking views of Windy Hill/Skyline Ridge. The open floor plan, with high ceilings, moves seamlessly from room to room. Large kitchen has abundant cabinetry, a center island with 6-burner Wolf gas stove, Subzero refrigerator, very large pantry, & spacious informal dining area. Large primary suite has a high ceiling, huge walk-in closet with wardrobe organizer, & primary bath with large, open shower, & separate jetted tub. Guest house offers a full kitchen, bathroom with large tiled shower w/ seat, & large living area. New hi-def comp shingle roof, carpeting, and interior paint. Highly-regarded Ormondale Elementary school is nearby.

4 Beds ⋅ 5 Baths ⋅ ML81947438 MLS

Unobstructed, dramatic views of Windy Hill & Skyline Ridge are available from most rooms of this custom home & guest house. Located in prestigious central Portola Valley, the 1.75-acre+/- lot is private, & has potential for future expansion or building a grand estate. Stepping inside, one notices the floor to ceiling windows in the living room with breathtaking views of Windy Hill/Skyline Ridge. The open floor plan, with high ceilings, moves seamlessly from room to room. Large kitchen has abundant cabinetry, a center island with 6-burner Wolf gas stove, Subzero refrigerator, very large pantry, & spacious informal dining area. Large primary suite has a high ceiling, huge walk-in closet with wardrobe organizer, & primary bath with large, open shower, & separate jetted tub. Guest house offers a full kitchen, bathroom with large tiled shower w/ seat, & large living area. New hi-def comp shingle roof, carpeting, and interior paint. Highly-regarded Ormondale Elementary school is nearby.

43 Los Charros LN, Portola Valley

Listed by Jeff Stricker, 650-823-8057 from Compass
(If provided) CoList: from

Sold listing courtesy of Kavanaugh Group from CBR

$3,250,000

Tucked away in the tranquil, lush beauty of Portola Valleys sought-after Ladera neighborhood is this 4-bedroom home boasting spectacular views of the San Francisco Bay and beyond. Majestic trees encircle the property and create a feeling of ample privacy, while a bright, airy ambiance infuses close to 2,400 square feet of living space. Enjoy large gathering areas, top-of-the-line kitchen appliances, two gorgeous brick fireplaces, and a large deck that takes full advantage of the home's magnificent sightlines. Comfortable bedrooms provide plenty of space for family and friends, and this home also includes air conditioning, and a 2-car garage. Plus, residents of Ladera enjoy access to the Ladera Recreation District with activities including swimming, tennis, and more. Just minutes from Interstate 280, this home is also a short drive from downtown Palo Alto and Stanford University, and is served by the acclaimed Las Lomitas School District (buyer to verify eligibility).

4 Beds ⋅ 3 Baths ⋅ ML81945146 MLS

Tucked away in the tranquil, lush beauty of Portola Valleys sought-after Ladera neighborhood is this 4-bedroom home boasting spectacular views of the San Francisco Bay and beyond. Majestic trees encircle the property and create a feeling of ample privacy, while a bright, airy ambiance infuses close to 2,400 square feet of living space. Enjoy large gathering areas, top-of-the-line kitchen appliances, two gorgeous brick fireplaces, and a large deck that takes full advantage of the home's magnificent sightlines. Comfortable bedrooms provide plenty of space for family and friends, and this home also includes air conditioning, and a 2-car garage. Plus, residents of Ladera enjoy access to the Ladera Recreation District with activities including swimming, tennis, and more. Just minutes from Interstate 280, this home is also a short drive from downtown Palo Alto and Stanford University, and is served by the acclaimed Las Lomitas School District (buyer to verify eligibility).

71 Linaria WAY, Portola Valley

Listed by DeLeon Team, 650-900-7000 from Deleon Realty
(If provided) CoList: from

Sold listing courtesy of Jennifer Alfaro from COMPS

$3,509,000

Private and luxurious 12-acre Portola Valley estate just minutes from the center of town, Stanford, and Silicon Valley. Sweeping unobstructed views of western hills, Fogarty Winery vineyards, and the bay. Architecturally significant 4600' home is an entertainers dream with soaring ceilings, skylights, many terraces, flat expanses, 20+ car parking, 350-bottle wine cellar, and more. 7 brs, 4 lux renovated bths. 3 fireplaces. Polished hardwood floors and top-of-the-line tile, stone, and granite finishes. Flex floor plan - for extended family, au pair, and more. Open and airy kitchen is equipped with SubZero, Thermador/Miele appliances will please the family chef. Additional kit on lower level is perfect for caterers and parties/events. Hot tub+gazebo. Extensive landscaping. Room to roam, bike, and play on fenced acreage. Planting garden, dog kennel and a children's playground. Potential for 2 ADUs (buyer to confirm). Truly the best value for indoor/outdoor estate living in Silicon Valley.

7 Beds ⋅ 4 Baths ⋅ ML81943845 MLS

Private and luxurious 12-acre Portola Valley estate just minutes from the center of town, Stanford, and Silicon Valley. Sweeping unobstructed views of western hills, Fogarty Winery vineyards, and the bay. Architecturally significant 4600' home is an entertainers dream with soaring ceilings, skylights, many terraces, flat expanses, 20+ car parking, 350-bottle wine cellar, and more. 7 brs, 4 lux renovated bths. 3 fireplaces. Polished hardwood floors and top-of-the-line tile, stone, and granite finishes. Flex floor plan - for extended family, au pair, and more. Open and airy kitchen is equipped with SubZero, Thermador/Miele appliances will please the family chef. Additional kit on lower level is perfect for caterers and parties/events. Hot tub+gazebo. Extensive landscaping. Room to roam, bike, and play on fenced acreage. Planting garden, dog kennel and a children's playground. Potential for 2 ADUs (buyer to confirm). Truly the best value for indoor/outdoor estate living in Silicon Valley.

5933 Alpine RD, Portola Valley

Listed by Don DeFranco, 415-722-7259 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Burcin Can Metin from ATLASARE

$6,500,000

Nestled away from the street in premier central Portola Valley, this exquisite home boasts an elevated position that affords sweeping views of the San Francisco Bay and vistas across Silicon Valley. The Spanish hacienda architecture is evident from the moment you arrive, with decorative tile work, scrolled iron railings, and graceful arches creating an aura of elegance and charm. The front of the home is designed to maximize the views, with a vast terrace surrounding a sparkling pool and spa that beckons for outdoor entertainment. The grand living room, formal dining room, family room, and upstairs primary suite all offer access to the outdoor spaces with sweeping views. Surrounded in complete privacy on more than 1.6 acres, this architectural tour de force is a true masterpiece of design, with captivating gardens that create a romantic setting. Indulge in the beauty and luxury of this remarkable property and experience the ultimate in California living. Premier location + Top Schools!

5 Beds ⋅ 5 Baths ⋅ ML81937485 MLS

Nestled away from the street in premier central Portola Valley, this exquisite home boasts an elevated position that affords sweeping views of the San Francisco Bay and vistas across Silicon Valley. The Spanish hacienda architecture is evident from the moment you arrive, with decorative tile work, scrolled iron railings, and graceful arches creating an aura of elegance and charm. The front of the home is designed to maximize the views, with a vast terrace surrounding a sparkling pool and spa that beckons for outdoor entertainment. The grand living room, formal dining room, family room, and upstairs primary suite all offer access to the outdoor spaces with sweeping views. Surrounded in complete privacy on more than 1.6 acres, this architectural tour de force is a true masterpiece of design, with captivating gardens that create a romantic setting. Indulge in the beauty and luxury of this remarkable property and experience the ultimate in California living. Premier location + Top Schools!

155 Bear Gulch DR, Portola Valley

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

Sold listing courtesy of Keri Nicholas from PARCA

$7,450,000

Price Adjustment! Stunning gem on a prized street in picturesque Portola Valley. Contemporary one-story stunner on over an acre opens to verdant green Western hills. Huge walls of windows, tall ceilings and hardwood floors maximize the abundance of natural light. Across 4 BD/3.5 BA plus an office, the home embodies the California living ideal. Meals cooked in the ultimate chefs kitchen on the Wolf range will be extra tasty. Formal living & dining rooms share a 2-sided gas fireplace set in a stylish accent wall. Entertaining patios dot the property, one with a full outdoor kitchen and another covered and luxuriously spacious. Near the studio guest house, the large pool with spa takes in the views. The central locale is just blocks from popular Alpine Hills Tennis Club and local hotspot Rossottis, and a quick drive from Stanford, Sand Hill Rd & downtown Palo Alto.

4 Beds ⋅ 4 Baths ⋅ ML81920517 MLS

Price Adjustment! Stunning gem on a prized street in picturesque Portola Valley. Contemporary one-story stunner on over an acre opens to verdant green Western hills. Huge walls of windows, tall ceilings and hardwood floors maximize the abundance of natural light. Across 4 BD/3.5 BA plus an office, the home embodies the California living ideal. Meals cooked in the ultimate chefs kitchen on the Wolf range will be extra tasty. Formal living & dining rooms share a 2-sided gas fireplace set in a stylish accent wall. Entertaining patios dot the property, one with a full outdoor kitchen and another covered and luxuriously spacious. Near the studio guest house, the large pool with spa takes in the views. The central locale is just blocks from popular Alpine Hills Tennis Club and local hotspot Rossottis, and a quick drive from Stanford, Sand Hill Rd & downtown Palo Alto.

255 Golden Oak DR, Portola Valley

Listed by Kerwin Cowperthwaite, 650-851-8030 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Helen Miller from APR