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$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

$4,500,000

From its central Portola Valley location, this newly remodeled home is set far back from the street on a corner lot of nearly one acre. Expansive meadows envelop the property, leading to a backyard oasis with sparkling pool and ample space for outdoor gatherings. Updates abound, including elegant white oak floors on the main level, new carpet upstairs, plus remodeled kitchen and bathrooms, all complemented by a fresh contemporary color palette inside and out. The living and formal dining rooms are perfect for refined entertaining, yet the true focal point is the kitchen and adjoining family room, which open to the pool area through sliding glass doors. With 5 bedrooms and 3 baths, including one on the main level, as well as the primary suite upstairs and three additional bedrooms, this home is both spacious and versatile for remote work needs. With Its convenient location to nearby hiking and riding trails as well as top-rated schools... This an excellent place to call home.

5 Beds ⋅ 3 Baths ⋅ ML81943643 MLS

From its central Portola Valley location, this newly remodeled home is set far back from the street on a corner lot of nearly one acre. Expansive meadows envelop the property, leading to a backyard oasis with sparkling pool and ample space for outdoor gatherings. Updates abound, including elegant white oak floors on the main level, new carpet upstairs, plus remodeled kitchen and bathrooms, all complemented by a fresh contemporary color palette inside and out. The living and formal dining rooms are perfect for refined entertaining, yet the true focal point is the kitchen and adjoining family room, which open to the pool area through sliding glass doors. With 5 bedrooms and 3 baths, including one on the main level, as well as the primary suite upstairs and three additional bedrooms, this home is both spacious and versatile for remote work needs. With Its convenient location to nearby hiking and riding trails as well as top-rated schools... This an excellent place to call home.

8 Hillbrook DR, Portola Valley

Listed by Dean Asborno, 650-255-2147 from Compass
(If provided) CoList: from

Sold listing courtesy of Judy Byrnes from CBR

$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

$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

$7,450,000

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