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573 Patrol RD, Woodside
$3,650,000
3 Beds ⋅ 3 Baths ⋅ ML82045699 MLS
A setting of extraordinary natural beauty defines this distinctive redwood retreat, where architecture and environment exist in quiet harmony. Designed by renowned builder Jerry Ellis, the home is masterfully engineered above a seasonal creek, where the gentle movement of water enhances the serene surroundings of more than 2 acres. Dramatic ceilings and expansive walls of glass create a seamless connection to the landscape. Sunlight filters through the trees and skylights above, casting an ever-changing interplay of light and shadow throughout the day. Spacious decks and winding paths extend the living experience outdoors. The result is a home with a rare sense of place, offering a living experience that feels both peaceful and architecturally compelling while being just minutes from the Town Center, acclaimed Woodside School, and all of Silicon Valley.

573 Patrol RD, Woodside

Listed by Scott Dancer, 650-888-8199 from Compass
(If provided) CoList: from

Sold listing courtesy of Scott Dancer from APR

330 Ridgeway RD, Woodside
$6,561,058
5 Beds ⋅ 5 Baths ⋅ ML82045206 MLS ⋅ Woodside Hills Association BLDG.
Set on a flat acre of gorgeously manicured grounds. This single story home borrows transitional architectural tones from the French countryside. The circular driveway leads up to a large 3 car garage. Five bedrooms that come with a separate guest house, sports court, large pool with covered grotto like spa, adjacent bath with changing room. Outdoor kitchen covered by a palapa, the perfect shade from natural elements while dining al fresco. Backyard is south facing and hosts the perfect weather all year long. The yard is an entertainers paradise. French oak engineered flooring throughout. Kitchen has an open layout with Thermador appliances and tuscan inspired limestone touches. Front living room has custom built shelving and cozy gas fireplace. Knotted Alderwood window and doors. Indoor surround sound. Generous master suite with walk in closet and wardrobes. Heated floors in bath and an oversized shower with tropical garden views. Enjoy the privacy this secluded subdivision provides. Hidden away, yet suburban enough hooked up to city sewer and close proximity to Sand Hill Road, Silicon Valley and San Francisco. Close to Menlo School, Sacred Heart Prep, Phillips Brooks, Woodside Priory amongst many other renown schools. Enjoy sunsets and the nature this lifestyle provides.

330 Ridgeway RD, Woodside

Listed by Mariana Pappalardo, 650-670-7888 from Compass
(If provided) CoList: from

Sold listing courtesy of Agnes Yu from BPRO

150 Brookwood RD, Woodside
$8,700,000
4 Beds ⋅ 5 Baths ⋅ ML82044880 MLS ⋅ Woodside Hills BLDG.
A rare opportunity to own an earthy modern estate set in the esteemed Woodside Hills with breathtaking sweeping Bay views. The residence was reimagined with uncompromising attention to detail, offering a truly like-new experience that has never been lived in. Situated on 0.98 acres, the 6,809 sq ft home blends dramatic scale with warm, livable sophistication for true California Living. The thoughtfully designed floor plan includes 4 well-appointed bedrooms, 4 designer bathrooms, 1 powder room, dedicated office, flex studio, media room, laundry/mud room, and luxurious rec room. The designer kitchen serves as both a functional showpiece and an entertainers dream, featuring open steel & beam vaulted ceiling, natural light, custom white oak cabinetry, top-of-the-line appliances, wet bar, pantry, temperature controlled wine cellar, and designer finishes. The grounds include a stunning chefs kitchen, fire pit lounge, abundance of areas to entertain, view decks, and a refreshing pool. Surrounded by other distinguished estates, 150 Brookwood Rd is an iconic offering, combining design-forward architecture, extraordinary views, exceptional outdoor living, and an unparalleled Woodside setting to create a one-of-a-kind luxury retreat. Buyer to verify.

150 Brookwood RD, Woodside

Listed by QL Realty Group, 831-566-0006 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Susan Ferguson from COLD02

152 Alta Mesa RD, Woodside
$2,750,000
ML82020559 MLS
APPROVED PLANS AND PERMITS PULLED. Providing over one-third acre of level double-wide land, this expansive parcel is an exceptional opportunity to build your dream home in the heart of Woodside. Over 4,415 total square feet with pre-approved architectural plans, by Simpson Design Group, with ADU, pool and all landscaping, are available saving years of time in the building process. Offering gorgeous views of the Kite Hill Wildflower Preserve and just steps from its beautiful hiking trails, it is the rare combination of a tranquil country setting located just minutes from the town center. Listing photos of the home are renderings only, there is not currently a home on this lot. Potential for approximately 4,415 total sq ft || main house : 3 bd, 2.5 ba, 3,475 sq ft | adu 500 sf | 440 sq ft 2 car garage. This property is also ideally situated with access to the acclaimed Woodside Elementary School (K8), making it a highly desirable address for those seeking a premier Peninsula lifestyle. Offering wonderful views and outstanding location, this lot presents the perfect canvas to create the home ready for permit issue, or to create your own dream home, in one of Silicon Valleys most sought-after communities.

152 Alta Mesa RD, Woodside

Listed by Erika Demma, 650-740-2970 from Compass
(If provided) CoList: from

Sold listing courtesy of Glenn Sennett from CBR

3362 Woodside RD, Woodside
$6,500,000
3 Beds ⋅ 2 Baths ⋅ ML82041776 MLS
This is an idyllic Woodside property on over 1 level acre, where open land, equestrian facilities, and close-in convenience come together just one-half mile from the Town Center and highly acclaimed Woodside School. The expansive, level grounds set the tone complete with a 1 bedroom and 1.5 bath guest house, barn, fenced paddocks, pool, and broad stretches of lawn that capture the true spirit of country living. The home has been beautifully remodeled with a fresh, cohesive design that includes all-new lighting, a fully renovated kitchen, and beautifully updated bathroom. The interiors feel bright, current, and immediately livable, and a remodeled 1 bedroom guest house adds valuable flexibility for extended stays, office use, or possible rental. Beyond what is already in place, the scale and level nature of the property presents outstanding opportunity. Expansion, further personalization, or even the creation of a new estate can all be envisioned here, making this property as compelling for today as it is for the future.

3362 Woodside RD, Woodside

Listed by Erika Demma, 650-740-2970 from Compass
(If provided) CoList: from

Sold listing courtesy of Michael Warren from APR

16501 Skyline BLVD, Woodside
$2,900,000
5 Beds ⋅ 5 Baths ⋅ ML82023275 MLS
Perched a top of Skyline Ridge, this gated custom estate offers spectacular views of the San Francisco South Bay, including Mt. Diablo, Stanford, and San Jose. Nestled on a private 5+ acre east-facing parcel near the 942-acre Wunderlich Park, the home features 5 bedrooms, 4.5 bathrooms, 4 large decks, and a 2-car garage. The gourmet kitchen with center island, dining room, and large pantry opens to the great room with vaulted ceiling, skylights, and 3 French doors. Upstairs showcases imported slate floors, a central family/activity room, a guest half bath, a library/office, and a spacious primary suite with a walk-in shower, a 2-person jetted spa, a private deck, double sinks, a bidet, and a walk-in closet. A nearby flexible room could serve as a bedroom, nursery, or den. The laundry area opens to a flat yard suitable for a future pool, tennis court, or stables. Downstairs includes 2 bedrooms, a large bath, a sitting room, and a fully self-contained ADU with private entry and a deck. In the coveted Portola Valley/Woodside School District, the estate feels private yet is minutes from Alice's Restaurant, Fogarty Winery, central Woodside, Stanford, and the Coast.

16501 Skyline BLVD, Woodside

Listed by Hebe Li, 650-889-6649 from The Agency
(If provided) CoList: from

Sold listing courtesy of Alexandra Gilmartin from GILM

140 Northridge, Woodside
$5,080,000
3 Beds ⋅ 4 Baths ⋅ ML82041730 MLS
This is the forever home everyone hopes for! Exceptionally quiet and private, this gated single-level ranch home spans approximately 3,000 sq ft on over one acre of rare, level land in a prestigious Woodside Hills cul-de-sac. Offering a unique combination of serenity and convenience, the property is just minutes from Highway 280 for easy commuting. A gated entry opens to an expansive front yard with ample parking and a spacious motor court. This lot is ready for a pool, lawn games or an ADU. The home features a well-designed floor plan highlighted by a grand-scale living room, a separate formal dining room, and a sun-filled kitchen with wraparound windows overlooking the backyard. The kitchen flows seamlessly into the family room, creating an open-concept great room ideal for everyday living and entertaining. The bedroom wing includes three generously sized bedrooms, each with its own connected bathroom, including a primary suite. The grounds are park-like, featuring a large, flat lawn, mature trees, and partial view-an uncommon offering in this area. An exceptional opportunity to enjoy a peaceful setting with easy access to commute routes and nearby amenities.

140 Northridge, Woodside

Listed by Costantini Team, 650-430-8425 from Compass
(If provided) CoList: from

Sold listing courtesy of Linda Wang from AGNC

333 Raymundo DR, Woodside
$7,500,000
4 Beds ⋅ 5 Baths ⋅ ML82017471 MLS
Set on a 3.1-acre, private and gated lot in one of Woodside's most scenic settings, this exceptional, newly-updated residence offers the perfect blend of refined luxury and modern comfort - just minutes from town. Flooded with natural light from expansive floor-to-ceiling windows, the main home spans 3 levels and offers 4 bedroom suites, a library with fireplace, an office, and grand public spaces in +/-5,555sf. The open-concept living room boasts 24-foot ceilings, massive curved windows, a striking fireplace, and flows seamlessly into the sun-filled dining room. The chef's kitchen opens to a huge family room with 10-foot ceilings, a dramatic fireplace, bar, and French doors opening to a patio-perfect for indoor/outdoor living. Designed for everyday comfort and entertainment, the home offers multiple terraces, temperature-controlled wine storage, and an expansive lower level replete with a gym, home theater, and full bath. Outdoor amenities include a pool with spa, tennis court, meandering paths that encircle the property, level lawns, and a vineyard. A detached 2BR/2BA, +/-1,135sf guest house is ideal for extended family or visitors. Access to the top-rated Woodside Elementary School completes this rare opportunity to experience a lifestyle of elegance, privacy, and convenience.

333 Raymundo DR, Woodside

Listed by Jim Arbeed, 650-558-4248 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Jaswinder Gill from GILLJ

180 Romero RD, Woodside
$16,000,000
5 Beds ⋅ 6 Baths ⋅ ML82041798 MLS
In one of the best locations in Central Woodside, easy walking distance to Town Center and acclaimed Woodside School (pre-K to 8th); this home captures California Country with East Coast Elegance with its breathtaking views of the Western Hills from the flat one-acre parcel. The open floor plan flows seamlessly for indoor/outdoor entertaining featuring a rear dining patio, built-in BBQ, 50 foot saltwater pool, bocce court, shaded pergola sitting area, spacious rear grass lawn and surrounding array of colorful gardens. Gorgeous oak hardwood floors unify the two-story home, with a comfortable family room adjacent to the chefs kitchen and large combined dining and living room, all with French Doors opening out to the sunny rear entertaining patio. The home has 5 spacious bedrooms, each with its own bath and ideally arranged for a variety of lifestyle needs. The main-level also has a separate home office. Upstairs a primary suite plus 3 additional en-suite bedrooms provide a perfect living area layout. This location offers it all: a private home and property on one of the best country lanes in Woodside while also being within walking distance to Woodside School, Town Center shops and restaurants, and all of the hiking, biking and horseback trails that make Woodside special.

180 Romero RD, Woodside

Listed by Helen Miller, 650-400-1317 from Compass
(If provided) CoList: from

Sold listing courtesy of Katy Thielke Straser from COMPS

665 W Glen WAY, Woodside
$3,600,000
3 Beds ⋅ 2 Baths ⋅ ML82038616 MLS
A Private Setting with Sweeping Western Hill Views! Architectural character with a strong connection to the outdoors define this inviting Woodside home set on more than one-third of an acre. Across the front of the home, a dramatic wall of glass rises to a beamed and paneled cathedral ceiling, framing sweeping western hill views and tranquil garden outlooks. Living, dining, and kitchen spaces come together in a generous open area that extends out to a crushed stone patio oriented to the views. Three bedrooms and two baths are arranged for comfort and privacy. The primary suite is positioned just off the foyer and opens directly to the rear yard. Two additional bedrooms are located on the opposite side of the home, including one with an adjoining office or art studio and direct outdoor access. The grounds offer expansive gardens, a level lawn, and a detached studio with flexible use, creating inviting spaces for relaxation, creativity, or entertaining. A close-in setting near the center of town, along with access to highly regarded Woodside Elementary School, completes the appeal of this distinctive property.

665 W Glen WAY, Woodside

Listed by Erika Demma, 650-740-2970 from Compass
(If provided) CoList: from

Sold listing courtesy of DeLeon Team from DLRPA

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