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$5,100,000

Located in the desirable central Portola Valley neighborhood, this flat, approximately 1.2 acre, lot offers a pool, private guesthouse and large storage shed/workshop. The single level 2460 square foot home is designed for comfortable everyday indoor/outdoor living as well as entertaining both large and small groups. The main living space includes the living room, formal dining room, eat-in kitchen and separate family room. A bonus room off the kitchen with a large built-in cabinet/counter unit and sink is perfect for use as a staging area for entertaining or extra storage. This convenient location is walking distance to the highly coveted and esteemed Ormondale Elementary School and just minutes to local shopping and restaurants, hiking trails, commute routes, Stanford University and other excellent Portola Valley Schools.

4 Beds ⋅ 3 Baths ⋅ ML81941225 MLS

Located in the desirable central Portola Valley neighborhood, this flat, approximately 1.2 acre, lot offers a pool, private guesthouse and large storage shed/workshop. The single level 2460 square foot home is designed for comfortable everyday indoor/outdoor living as well as entertaining both large and small groups. The main living space includes the living room, formal dining room, eat-in kitchen and separate family room. A bonus room off the kitchen with a large built-in cabinet/counter unit and sink is perfect for use as a staging area for entertaining or extra storage. This convenient location is walking distance to the highly coveted and esteemed Ormondale Elementary School and just minutes to local shopping and restaurants, hiking trails, commute routes, Stanford University and other excellent Portola Valley Schools.

140 Shawnee PASS, Portola Valley

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

Sold listing courtesy of Roberto Ruiz from NTERO

$2,850,000

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.

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

$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

$6,400,000

Best of California Living situated in premier Westridge area on over 4 acres, this expertly renovated contemporary turn key home exudes elegance & sophistication with breathtaking views from the expansive windows & relaxing outdoor decks throughout home. Grand 2-story living room showcases direct Windy Hill & Skyline Ridge sunset views & a dramatic fireplace feature wall made of exotic book-matched marble. An entertainer's dream, the home includes the modern bar in the living room, formal dining room, customized wine cellar, & the spectacular chef's kitchen with a live-edge walnut slab island counter, & wine tasting area. Personal accommodations comprise 4 spacious bedrooms, including a multi-room suite with flexible use & an exceptional primary suite with a sitting room with tree top views, fitness center, 5-star bath, & private deck with large saltwater spa. Outside entertaining opportunities abound on the tiled deck with bbq kitchen & built-in dining area, plus a secluded lounge.

4 Beds ⋅ 6 Baths ⋅ ML81929175 MLS

Best of California Living situated in premier Westridge area on over 4 acres, this expertly renovated contemporary turn key home exudes elegance & sophistication with breathtaking views from the expansive windows & relaxing outdoor decks throughout home. Grand 2-story living room showcases direct Windy Hill & Skyline Ridge sunset views & a dramatic fireplace feature wall made of exotic book-matched marble. An entertainer's dream, the home includes the modern bar in the living room, formal dining room, customized wine cellar, & the spectacular chef's kitchen with a live-edge walnut slab island counter, & wine tasting area. Personal accommodations comprise 4 spacious bedrooms, including a multi-room suite with flexible use & an exceptional primary suite with a sitting room with tree top views, fitness center, 5-star bath, & private deck with large saltwater spa. Outside entertaining opportunities abound on the tiled deck with bbq kitchen & built-in dining area, plus a secluded lounge.

145 Deer Meadow LN, Portola Valley

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

Sold listing courtesy of Scott Dancer from APR

$4,450,000

This private, quiet, flat, and picturesque 3.2+ acre parcel offers an extraordinary opportunity to build your brand-new dream home in Portola Valley's most sought-after neighborhood. Surrounded by mature trees, a park-like setting, & panoramic views this is an opportunity not to be missed. Save time & start with architectural plans from award-winning architects. The plans are for a single-story residence plus an ADU ~8,039 total maximum sq ft building area with an endless spa & infinity pool. This square footage would also include an ADU of 1,200 maximum sq ft. The thoughtful design for a one-of-a-kind estate takes in the breathtaking Hill views from almost every room in the residence as well as indoor-outdoor lifestyle ideal for everyday living & grand entertaining. A convenient location & an easy 3-minute drive to grocery shopping, restaurants, shops & Highway 280. Neighboring Palo Alto & Menlo Park are a convenient 10-minute drive away. Access to top-rated Portola Valley Schools.

ML81920689 MLS

This private, quiet, flat, and picturesque 3.2+ acre parcel offers an extraordinary opportunity to build your brand-new dream home in Portola Valley's most sought-after neighborhood. Surrounded by mature trees, a park-like setting, & panoramic views this is an opportunity not to be missed. Save time & start with architectural plans from award-winning architects. The plans are for a single-story residence plus an ADU ~8,039 total maximum sq ft building area with an endless spa & infinity pool. This square footage would also include an ADU of 1,200 maximum sq ft. The thoughtful design for a one-of-a-kind estate takes in the breathtaking Hill views from almost every room in the residence as well as indoor-outdoor lifestyle ideal for everyday living & grand entertaining. A convenient location & an easy 3-minute drive to grocery shopping, restaurants, shops & Highway 280. Neighboring Palo Alto & Menlo Park are a convenient 10-minute drive away. Access to top-rated Portola Valley Schools.

385 Westridge DR, Portola Valley

Listed by Gary Campi, 650-917-2433 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Kim Gelman from APR

$11,200,000

Welcome to this exceptional retreat atop a private, secluded 2.18 ac property with signature views of Windy Hill. Completed in 2019, this custom, contemporary masterpiece blends seamlessly into the surrounding natural beauty w/ a wood exterior and standing seam metal roof. Attention to detail evident at every turn, beginning with the pivoting black oak front door and continuing inside where white oak defines the floors, cabinetry, doors & accents walls/ceilings. The result is a captivating organic feel embodying the essence of the Portola Valley lifestyle. Thoughtful floor plan arranged mostly on 1 level w/ 6 bds, including an upstairs 2 bd guest apartment w/ kitchen. Formal venues, a tremendous great room, plus an office offer flexibility of use. Outside, the grounds are equally enchanting w/ a sparkling pool, fire pit, bocce court, pergola, veg garden & chicken coop. Fleetwood doors open fully for indoor outdoor experience. Truly impressive.

6 Beds ⋅ 7 Baths ⋅ ML81927378 MLS

Welcome to this exceptional retreat atop a private, secluded 2.18 ac property with signature views of Windy Hill. Completed in 2019, this custom, contemporary masterpiece blends seamlessly into the surrounding natural beauty w/ a wood exterior and standing seam metal roof. Attention to detail evident at every turn, beginning with the pivoting black oak front door and continuing inside where white oak defines the floors, cabinetry, doors & accents walls/ceilings. The result is a captivating organic feel embodying the essence of the Portola Valley lifestyle. Thoughtful floor plan arranged mostly on 1 level w/ 6 bds, including an upstairs 2 bd guest apartment w/ kitchen. Formal venues, a tremendous great room, plus an office offer flexibility of use. Outside, the grounds are equally enchanting w/ a sparkling pool, fire pit, bocce court, pergola, veg garden & chicken coop. Fleetwood doors open fully for indoor outdoor experience. Truly impressive.

191 Meadowood DR, Portola Valley

Listed by Lynn Wilson Roberts, 650-279-5358 from Compass
(If provided) CoList: from

Sold listing courtesy of Sean Foley from APR

$7,800,000

Stunning home in rarely available Blue Oaks neighborhood surrounded by 217 acres of open space. Best Windy Hill views from many rooms. Extra-spacious floor plan with bamboo floors, towering ceilings, entire walls of windows, and sleek maple cabinetry. Gently stepped levels on the first floor with grand living room, formal dining room, office/library, open kitchen and family room, plus separate wing with 5 bedrooms and 4 baths including luxe primary suite with private nook and outdoor spa, second suite, and 3 bedrooms served by 2 baths. Entire lower level for recreation, media, fitness, study, wine cellar, and amazing storage. 3 half-baths. Outdoor fireplace terrace and barbecue center, fully fenced vegetable garden. Attached approximately 800 square foot, 3-car garage. Community pool, spa, clubhouse, and miles of trails. Excellent Portola Valley schools.

5 Beds ⋅ 7 Baths ⋅ ML81924892 MLS

Stunning home in rarely available Blue Oaks neighborhood surrounded by 217 acres of open space. Best Windy Hill views from many rooms. Extra-spacious floor plan with bamboo floors, towering ceilings, entire walls of windows, and sleek maple cabinetry. Gently stepped levels on the first floor with grand living room, formal dining room, office/library, open kitchen and family room, plus separate wing with 5 bedrooms and 4 baths including luxe primary suite with private nook and outdoor spa, second suite, and 3 bedrooms served by 2 baths. Entire lower level for recreation, media, fitness, study, wine cellar, and amazing storage. 3 half-baths. Outdoor fireplace terrace and barbecue center, fully fenced vegetable garden. Attached approximately 800 square foot, 3-car garage. Community pool, spa, clubhouse, and miles of trails. Excellent Portola Valley schools.

10 Redberry RDG, Portola Valley

Listed by Kavanaugh Group, 650-400-8076 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Hugh Cornish from CBR

$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

$3,753,750

Outstanding opportunity in Westridge area on 2.5 acres with San Francisco Bay and East Bay hill views, vineyard potential, and absolute privacy. Vintage home ready to renovate or build new for your own dream vision. Of-the-era style includes towering beamed ceilings, floor-to-ceiling windows, and tile and lava rock finishes. Two levels with primary living spaces on the main level, including primary suite and 3 additional bedrooms plus lower-level recreation room, bar, wine cellar, and multi-room bedroom suite with outside entrance. Almost every room opens to a deck that spans the home or to a huge entertainment deck on lower level. Sun-swept open space and terraced hillsides dotted with mature trees. Excellent Portola Valley schools; just 2 miles from shops and restaurants.

5 Beds ⋅ 5 Baths ⋅ ML81924088 MLS

Outstanding opportunity in Westridge area on 2.5 acres with San Francisco Bay and East Bay hill views, vineyard potential, and absolute privacy. Vintage home ready to renovate or build new for your own dream vision. Of-the-era style includes towering beamed ceilings, floor-to-ceiling windows, and tile and lava rock finishes. Two levels with primary living spaces on the main level, including primary suite and 3 additional bedrooms plus lower-level recreation room, bar, wine cellar, and multi-room bedroom suite with outside entrance. Almost every room opens to a deck that spans the home or to a huge entertainment deck on lower level. Sun-swept open space and terraced hillsides dotted with mature trees. Excellent Portola Valley schools; just 2 miles from shops and restaurants.

111 Escobar RD, Portola Valley

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

Sold listing courtesy of RECIP from RCIP