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51 Cragmont WAY, Woodside
$5,750,000
4 Beds ⋅ 3 Baths ⋅ ML82037292 MLS
Gorgeous, unobstructed views of the bay and mid-century styling in a private setting in Woodside Hills. Situated on a 1.12-acre lot with 4 spacious bedrooms plus an office and 3 bathrooms, this single level home offers a terrific floor plan. Designed to embrace natural light with dramatic floor-to-ceiling windows and high ceilings that create an airy, open atmosphere while seamlessly connecting indoor and outdoor spaces. The large patio, seen through walls of glass throughout the home, overlooks the views and is the ideal spot for entertaining. The gardens feature mature fruit trees, charming landscaping, spaces for children to play, and a sparkling pool and spa. The 2-car attached garage and additional detached 1-car garage and a generous circular driveway provide ample parking.

51 Cragmont WAY, Woodside

Listed by Monica & Mandy Group, 650-823-8212 from Compass
(If provided) CoList: from

Sold listing courtesy of Judy Citron from COMPS
6 Megans LN, Woodside
$2,275,000
4 Beds ⋅ 4 Baths ⋅ ML82036766 MLS
A very special home among the trees with peekaboo views towards the ocean. An ideal escape from the bustle just down the hill. The chefs kitchen with center island is open to the spacious family room and breakfast nook. Just outside is an extensive deck and your eyes are drawn out to the natural beauty around. The formal dining room and adjacent living room are light filled with large windows and gracious views. Completing the main floor is a convenient bedroom and nearby full bathroom. Upstairs, the massive primary bedroom has double suite bathrooms, yes, TWO bathrooms attached to the primary. Two additional bedrooms, one decorated as an office/media room, a convenient bathroom with dual sinks, plus the adjacent laundry area with storage round out the second floor. Whether awakening to the mist drifting through the trees or falling asleep listening to the sounds of owls, nature is ever present.

6 Megans LN, Woodside

Listed by Janie Barman, 650-759-1182 from Compass
(If provided) CoList: John Barman from Compass

Sold listing courtesy of Alicia Sanguinetti from APR
151 Eleanor DR, Woodside
$11,706,000
4 Beds ⋅ 6 Baths ⋅ ML82033323 MLS

151 Eleanor DR, Woodside

Listed by Billy McNair, 650-862-3266 from Coldwell Banker Realty
(If provided) CoList: Andrea Schultz from Coldwell Banker Realty

Sold listing courtesy of Julie Hadidi from COMPS
112 JANE DR, Woodside
$3,325,000
4 Beds ⋅ 3 Baths ⋅ ML82030869 MLS
OPEN HOUSE SAT. 1/17 & SUN. 1/18 2-4PM. SET ON A ONE-ACRE PARCEL IN DESIRABLE WOODSIDE, THIS 4-BEDROOM, 3-BATHROOM HORSE PROPERTY OFFERS EXCEPTIONAL SPACE, PRIVACY, AND OPPORTUNITY. SUN-FILLED INTERIORS SHOWCASE GLEAMING HARDWOOD FLOORS AND A FLEXIBLE FLOOR PLAN THATS IDEAL FOR EVERYDAY LIVING. THE EXPANSIVE DECK SITS OFF THE MAIN LIVING AREAS AND OFFERS INDOOR/OUTDOOR ENTERTAINING VERSATILITY. THE LUSH GROUNDS INVITE ENDLESS POSSIBILITIESEQUESTRIAN USE, GARDEN OASIS, EXPANSION, OR CUSTOM ESTATE VISIONMAKING THIS AN IDEAL CANVAS FOR BUYERS SEEKING TO CREATE SOMETHING TRULY SPECIAL. AN OVERSIZED GARAGE PROVIDES AMPLE ROOM FOR VEHICLES, STORAGE, OR WORKSHOP NEEDS, AND AN UNFINISHED LOWER-LEVEL AREA OFFERS EVEN MORE ROOM FOR STORAGE. WHETHER ENJOYED AS-IS OR REIMAGINED, THIS PROPERTY PRESENTS POTENTIAL GALORE IN ONE OF THE PENINSULAS MOST SOUGHT-AFTER COMMUNITIES, WITH EASY ACCESS TO TOP SCHOOLS, SCENIC TRAILS, WOODSIDE SHOPPING & RESTAURANTS, AND ALL MAJOR SILICON VALLEY CONVENIENCES.

112 JANE DR, Woodside

Listed by Maxine & Michelle Dumas, 650-591-8000 from Dumas & Company
(If provided) CoList: from

Sold listing courtesy of Angie Wolff from NTERO
47 Forest View RD, Woodside
$1,750,000
4 Beds ⋅ 4 Baths ⋅ ML82029010 MLS
Forever views of coastal hills and Pacific ocean at the very end of a small country maintained road. Adjacent to hundreds of Open Space acreage. 1,600 + sq. ft. upper floor Great-Room with floor-to-ceiling windows. Large open kitchen / dining area and open living room with wet bar and guest bath. Upper level deck wraps around the entire exterior. Bedrooms are all downstairs each with access to the deck. Bonus room (great for crafts, possible den or bedroom) and laundry utility area. Downstairs is also aprox.1600 sq. ft.. House was being remodeled, but was not completed. Truly a fixer upper. Complete set of remodel plans included.

47 Forest View RD, Woodside

Listed by Plank or Cline, 650-728-8080 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Richard Beale from BEAL
6 Friars LN, Woodside
$4,850,000
4 Beds ⋅ 4 Baths ⋅ ML82024655 MLS
Sweeping views across the San Francisco Bay take center stage at this beautifully remodeled home on more than 3 acres of predominantly level land. Minute to downtown Woodside and Stanford. Designed for entertaining and recreation, the property features a large pool and separate spa framed in Connecticut bluestone, an expansive synthetic lawn for recreation and play, and broad decks with built-in seating and cable-strung railings. A brick-walled garden courtyard with Art Deco metal and glass front doors introduces the interiors highlighted by soaring ceilings and skylights. Wall-to-wall windows capture the panorama of the glorious views immediately upon entering. Multiple gathering spaces include a dramatic living room with stone-clad fireplace, a remodeled kitchen and dining area, and a family room with full bar and fireplace. A flexible use room between the foyer and kitchen offers versatility for a home office or playroom. Four bedrooms in a separate wing include a spacious primary suite with Bay views and steam shower, three bedrooms and a remodeled bath, plus there are two half-baths. Solar power with four Tesla Powerwalls, reclaimed San Francisco cobblestone paths, and a three-car garage are added features. Highly Rated Portola Valley Schools. Minutes to Woodside Village.

6 Friars LN, Woodside

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

Sold listing courtesy of Elena Tsukanova from APR
170 Hardwick RD, Woodside
$4,262,500
4 Beds ⋅ 3 Baths ⋅ ML82023027 MLS
Absolutely the BEST VIEW of the Bay. Wake up early and catch the stunning panoramic view of the sun rising from this 4 bed/3 Mid-Century Modern home in Woodside Hills. Sit back relax and enjoy expansive views of the San Francisco Bay. On a clear day looking a bit Northwest youll catch a glimpse of the Bay Bridge as well as Treasure Island. One of the iconic features of a Mid-Century Modern home is their floor to ceilings windows that provide one with scenic views as well as bringing in an abundance of natural light. As the day transitions from day to night your view will be filled with lights from the bay that can leave you breathless. This 2,430 sq. ft. home on a mostly flat one-acre lot provides an excellent opportunity for one to remodel or design/build the home of your dreams with spectacular priceless views in one the most desired locations on the Peninsula. It's just 35 miles from The City and only 26 miles from Silicon Valley. A short drive from downtown Woodside shops and restaurants. Fine dine at The Pub or enjoy a meal at Bucs of Woodside a fixture of Silicon Valley. Nature lovers can explore the nearby vast open spaces,parks and preserves which provide an abundance of hiking and biking trails. Don't miss your opportunity to make this your forever home. Virtually Staged

170 Hardwick RD, Woodside

Listed by Eliot Beja, 408-506-3788 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Matthew Rogers from ELI
155 Normandy LN, Woodside
$5,525,000
4 Beds ⋅ 4 Baths ⋅ ML82021333 MLS ⋅ Woodside Hills Home Association BLDG.
Set on approximately 1.4 acres with views stretching out to the Bay, this beautifully remodeled 4-bedroom, 3.5-bathroom home offers timeless traditional style with elevated designer finishes. The 3339 sq ft interior features oak hardwood floors with inlaid borders, decorative moldings, and three fireplaces, creating a refined yet comfortable ambiance throughout. The floor plan is ideal for everyday living and entertaining, with formal and casual living spaces, a spacious kitchen, and light-filled rooms that open to the outdoors. Each bedroom offers privacy and flexibility, including options for a home office or guest accommodations. Outside, enjoy the peaceful setting with a sparkling pool, a charming pool house, and beautifully landscaped grounds framed by mature trees. A rare opportunity for style, space, and serenity just a short drive from town and local conveniences.

155 Normandy LN, Woodside

Listed by Tim Kerns, 650-430-4052 from Coldwell Banker Realty
(If provided) CoList: Kyle Katz from Coldwell Banker Realty

Sold listing courtesy of JJ Team:Jones/Cassel from NTERO
129 Hillside DR, Woodside
$3,500,000
4 Beds ⋅ 3 Baths ⋅ ML82020106 MLS
Custom built in 1992 on one of the largest parcels in the area. Over 14,000 sq. foot lot. On the market for the first time! Sweeping western hill views, close-in convenience, plus pool and spa. A dramatic great room with soaring two-story ceiling, arched clerestory windows, and skylights highlights the open floor plan that connects living, dining, and kitchen areas to a spacious view deck. 4 bedrooms and an office are arranged across 3 levels, including a main-level primary bedroom with adjoining bath and bedroom ideal for office or nursery. The upper level has a office and skylit loft lounge, while the lower level has two bedrooms, a full bath, and recreation room with refreshment bar opening to the pool deck. Outdoor amenities include a large above-ground pool surrounded with vast decking for entertaining space plus a separate spa. All just minutes to Town Center, hiking trails, and acclaimed Woodside School. Room to add an ADU.

129 Hillside DR, Woodside

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

Sold listing courtesy of Cliff Whearley from WRLY
13890 Skyline BLVD, Woodside
$2,425,000
4 Beds ⋅ 3 Baths ⋅ ML82019227 MLS
Discover the perfect blend of space, comfort, and natural beauty in this Woodside retreat. A scenic meadow highlights the property, plus a flat, usable acreideal for recreation, gardening, or expansion. The log cabin exterior with river rock accents evokes timeless curb appeal and a true Tahoe-inspired feel. Inside, the open floor plan, formal dining, breakfast room, and large bonus room provide flexibility for entertaining and everyday living. With 3 bedrooms upstairs and 1 downstairs with separate entry, the layout is perfect for families, guests, or multigenerational living. Enjoy top-of-the-mountain living in a park-like setting with redwoods, meadows, and direct access to hiking and equestrian trails in nearby Huddart Park. Sunset views from the expansive deck, a wood-burning stove, hardwood floors, and spa tub in the primary suite add charm and comfort. Amenities include central AC with dual zones, Generac whole-house generator with propane hookup, RV parking, ADT security, gutter guard filters, and a tranquil fenced yard. Just 6 miles from Hwys 92 and 84, youre minutes from the Peninsula or coast while enjoying the privacy and community spirit of Kings Mountain.

13890 Skyline BLVD, Woodside

Listed by Teri Rossetto Shaughnessy, 650-504-4016 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Gina Nibbi from COMP12
1 Reids Roost RD, Woodside
$3,088,000
4 Beds ⋅ 8 Baths ⋅ ML82017325 MLS
SKY VILLA: RE-IMAGINE ROYALTY IN THE WOODS. Sky Villa is an opportunity to dream big with unmatched grandeur & privacy. This is a bank-owned, non-livable development opportunity, approximately 70% complete, with expired permits. Buyer to verify with County of San Mateo the existence and status of any past permits and the ability to resume construction towards completion. Grand scale luxury features such as: 2-Story Lobby with Imperial Staircase | 4 levels of destinations inspire your finishing details | Library off the lobby | Two Enormous Primary Suites (one main level, one upstairs) | Multiple Offices | Immense walk-in closets | Unfinished lower levels of Rec Room, Wine Vault, Grand Loggia, & dreamy Mezzanine facing majestic Sequoia Forest | Flat rear grounds inspire a future pool & ADU | Off-street parking for the most grand events, plus 2 separate attached garages: a daily 3-car at the motor court, plus a lower level 2-car attached garage | Long the bastion for Silicon Valley founders and CEO's, Woodside blurs the line between timeless province and epicenter of wealth and innovation. SKY VILLA, prepare to take flight in one of California's most prestigious communities.

1 Reids Roost RD, Woodside

Listed by Geoffrey Nelson, 650-455-3735 from Coldwell Banker Realty
(If provided) CoList: from

115 Toyon CT, Woodside
$3,800,000
4 Beds ⋅ 3 Baths ⋅ ML82019068 MLS
Great cul-de-sac location, this sunny, designer-updated home is as charming as it is comfortable. Just minutes from downtown Woodside and top-rated K-8 Woodside School, this location in the Glens is coveted. Step inside to discover the main level, featuring three bedrooms, including two with en-suite baths. The primary suite is a peaceful sanctuary with a generous footprint, sitting area, and direct access to the deck. A third full bath accommodates guests and the third bedroom. The heart of the home is open-concept, with a family room that flows seamlessly into an updated kitchen. Flow into the formal dining room and the inviting living room, where picture windows, custom built-ins, and one of two elegant stone fireplaces create a welcoming atmosphere. Step outside onto the expansive deck for effortless indoor-outdoor living and entertaining. Downstairs, discover a flexible fourth bedroom that can also serve as a home office or bonus room. With exposed beam ceilings, French doors leading to a private patio and fire pit, this may become your favorite space. A separate laundry room and two-car garage add functionality. The landscaped, tiered, and fenced backyard is perfect for entertaining, playing, or enjoying the serene natural surroundings.

115 Toyon CT, Woodside

Listed by Kimberly Hansen, 415-806-8230 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Ginna Lazar from LHG
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
490 W Maple WAY, Woodside
$4,750,000
4 Beds ⋅ 5 Baths ⋅ ML82011673 MLS
Designer Style with Pool and ADU on Large Level Grounds Classic and timeless architecture and beautifully remodeled interiors come together on more than one-half acre of level land with a pool and Accessory Dwelling Unit. Hardwood floors and multiple fireplaces add warmth and character across three levels designed for flexibility and comfort. The chefs kitchen and adjoining family room connect effortlessly to formal living and dining rooms, with glass doors throughout opening to expansive patios and vast rear grounds ideal for large-scale entertaining. There is also a dedicated office plus a lower-level laundry room and recreation room with full bath convenient to the tucked-away pool. Upstairs are four bedrooms, including a spacious primary suite with two full baths and two walk-in closets, plus sweeping western hill views. Just minutes from the natural beauty and trailheads of Edgewood Park, and offering access to top-rated Woodside School, this home balances timeless design with modern livability in a premier setting.

490 W Maple WAY, Woodside

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

Sold listing courtesy of Samira Amid-Hozour from SGP
19 Preston RD, Woodside
$4,900,000
4 Beds ⋅ 3 Baths ⋅ ML82011671 MLS
Surrounded by natures beauty... on 5.4 acres on a private street yet just 3 miles from Sand Hill Road venture capital centers this home offers complete privacy, organic architecture, and spa-like amenities. Oaks and wildflower-strewn meadows create a serene setting deeply connected to the natural landscape with enchanting walking paths. Inside, warm wood finishes, soaring paneled ceilings, and walls of glass establish a tranquil, Zen-like atmosphere that invites the outdoors in at every turn. The layout unfolds with multiple stone fireplaces, outdoor access from nearly every room, and refined materials that reflect the homes high-end craftsmanship. A spa-inspired primary suite features an all-marble bath with cedar-lined sauna and sliding glass doors to the outdoor spa. The flexible floor plan includes one bedroom with a fireplace, en suite bath, and private entrance making it ideal for guest quarters or a possible family room. There is also a detached studio and a lower-level wine cellar with outside access. Outdoor living is equally well considered with a spacious deck overlooking the natural landscape. This one-of-a-kind property offers a close-in location just minutes to miles of hiking and biking trails, town centers, and access to excellent Portola Valley schools.

19 Preston RD, Woodside

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

Sold listing courtesy of Kemper Ray from COMPS
1207 Godetia DR, Woodside
$3,005,000
4 Beds ⋅ 3 Baths ⋅ ML82009528 MLS
Western hill views take center stage... at this updated farmhouse on 1.2 acres, just minutes from the heart of Woodside. The multi-level home, set back in complete privacy, is filled with character, featuring gleaming hardwood floors and generous gathering spaces, all with expansive windows oriented to the views. The kitchen and family room combination opens directly to a spacious view-side deck for indoor/outdoor living. There are 4 bedrooms and 2.5 baths, including a main-level primary suite and three bedrooms upstairs. A 3-stall barn connects to fenced pastures, there is ample room for a dog run or chickens, and additional highlights include a charming playhouse and an oversized one-car garage with laundry. Located just 1.5 miles from the town center and with access to acclaimed Woodside Elementary School (K-8), this property celebrates rural tranquility and offers the opportunity to enjoy as-is or thoughtfully renovate for the future.

1207 Godetia DR, Woodside

Listed by Erika Demma, 650-888-6558 from Compass
(If provided) CoList: Deborah Kehrberg from Compass

Sold listing courtesy of The Patty Dwyer Group from APR
12960 Skyline BLVD, Woodside
$2,037,000
4 Beds ⋅ 2 Baths ⋅ ML82008982 MLS
Perched on a peaceful mountain with breathtaking views of the Pacific Ocean, this updated 4-bedroom, 2-bath home offers the perfect blend of privacy and convenience. Just minutes from Half Moon Bay and San Mateo, this gated property is tucked within the cozy Kings Mountain community and designed for flexible living. With two spacious living rooms, two kitchens, and a bonus room, the home has excellent potential for separate living spaces; ideal for multigenerational living or guest quarters. The main kitchen features sleek Bosch appliances and modern finishes, while large windows throughout the primary living space capture breathtaking ocean vistas. Enjoy outdoor entertaining and evening sunsets on the deck, soak in the hot tub under the stars, and embrace the quiet, coastal mountain lifestyle. Whether you're looking for a serene full-time residence or a versatile retreat with income potential, this home offers comfort, flexibility, and unmatched views in a truly special setting. Just steps from Purisima Creek Redwoods Open Space Preserve and minutes to local favorites like The Mountain House and Alice's Restaurant, this home offers nature, charm, and versatility in one stunning package.

12960 Skyline BLVD, Woodside

Listed by David Skokan, 650-200-7420 from RE/MAX Gold Redwood Shores.
(If provided) CoList: from

Sold listing courtesy of Emily Baratzadeh from CBR
275 Eleanor DR, Woodside
$7,125,000
4 Beds ⋅ 4 Baths ⋅ ML82008127 MLS
Located in the desirable Woodside Heights neighborhood adjacent to Atherton, this dramatic Mid-Century Modern home on 1.05-acres showcases a top-to-bottom designer transformation that elevates every aspect of the home's features. Single-level floor plan offers 4 bedrooms & 4 baths, 2 spacious bedroom suites (one with its own separate office) positioned at opposite ends of the home for optimal privacy with guests or extended family. High-end Walker-Zanger Italian porcelain tile floors throughout provide the look of hardwood with the superior durability & easy maintenance of porcelain. Outdoor designed for entertaining & everyday enjoyment & landscaped to enhance privacy. Sparkling pool, expansive lawn, flagstone terrace with firepit, & separate-level flagstone terrace with fireplace for gatherings. Large poolside cabana open on three sides with its own stone fireplace adds architectural interest & functionality, while the vast undeveloped space at the bottom of the property extends the sense of space & privacy & provides great potential for additional use. Private front courtyard includes an antique marble fountain & a large, wisteria-covered arbor. Complete privacy, a close-in location, & access to top-rated Las Lomitas schools further elevate this one-of-a-kind designer home.

275 Eleanor DR, Woodside

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

Sold listing courtesy of Sanaz Khalili Malek from CBR
3570 Tripp RD, Woodside
$3,935,000
4 Beds ⋅ 3 Baths ⋅ ML82007527 MLS
This light-filled country home in the heart of central Woodside, on just over one acre, is privately positioned at the top of a gentle knoll beyond picturesque equestrian facilities. Inside, every room opens to the outdoors through sliding glass doors with views of surrounding redwoods. Formal living room features fireplace & opens to expansive front terrace, while the adjoining formal dining room connects to the rear grounds. Bright & light kitchen with breakfast bar seating opens to the inviting family room with a charming wood stove &access to the rear patio. Separate bedroom wing is arranged for privacy & guest suite with solarium tub that takes full advantage of the redwood views. Luxurious primary suite has access to both front & rear grounds, extensive customized closet space, plus a spa-inspired marble bath with vanities, jetted tub & shower. Equestrian amenities include a 3-stall barn with tack room & white fenced corral amid sun-swept open grounds and perimeter redwoods. An attached 3-car garage & adjoining large covered workshop complete the offering. Located just 1.5 miles from Woodside town center and with access to acclaimed Woodside School, this is a special opportunity to enjoy the best of country living in a premier location.

3570 Tripp RD, Woodside

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

Sold listing courtesy of Christina Hengehold from CBR
380 La Questa WAY, Woodside
$3,500,000
4 Beds ⋅ 4 Baths ⋅ ML82006889 MLS
Bring your builder and architect!! First time on the market in 50 years - incredible value, priced to sell. Four beds and 4 baths in original ranch home plus more recent addition and ADU above garage. Beautiful in ground pool. Horses allowable and close to Woodside trails. Almost three acres!!!! Close to all Central Woodside has to offer including highly desirable Woodside elementary school.

380 La Questa WAY, Woodside

Listed by Andrea Ivarsson, 949-933-0219 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Andrea Ivarsson from CBR
3295 Woodside RD, Woodside
$8,849,000
4 Beds ⋅ 5 Baths ⋅ ML82006723 MLS
A stately retreat, this exquisite home offers complete privacy just blocks from Town Center and the acclaimed Woodside School. Set behind electronic gates on more than one acre of level land, the property is a showcase of timeless elegance and modern luxury with resort-like amenities. Sustainable living is effortlessly integrated with 32-panel solar power, four Tesla Power walls for energy independence, Tesla charging in the detached 3-car garage, and thermal solar power for the pool. The expansive rear grounds are designed for resort-style living, featuring a 54-foot pool with a beach entrance with water jet, lap lane, spa, plus infinity wall with waterfalls. A state-of-the-art Kalamazoo Outdoor Gourmet kitchen, with Hybrid Fire Grill fueled by any combination of gas, wood and charcoal, gas-fired pizza oven ready in under 45 minutes to make great Neapolitan pizza, and a gravity feed smoker with room for three whole packer briskets, nine whole rib racks or two large turkeys. A fire pit terrace, bocce court, and level lawn provide endless opportunities for entertaining. Offering the best of Californias indoor-outdoor lifestyle, this exceptional property is a rare find so close to the Town.

3295 Woodside RD, Woodside

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

Sold listing courtesy of Jennifer Alfaro from COMPS
885 Patrol RD, Woodside
$2,100,000
4 Beds ⋅ 4 Baths ⋅ ML82006263 MLS
Discover the tranquility of Woodside living in this beautifully designed 4-bedroom, 3.5-bath home, nestled on 1.5 private acres with sweeping views of mountains and lush trees. Backing directly onto open space, this home offers unmatched peace and seclusionyet is just minutes from the heart of town. The spacious open floor plan is ideal for modern living, providing seamless flow between the living, dining, and kitchen areas. In addition to the main residence of 2 bed, 2 bath and loft , the property features a charming 2 bed, 1 bath guest unit and a versatile artists studio with half bath, offering two additional income-producing or creative spaces. Located within the award-winning Woodside Elementary School District (K8), this home is perfectly positioned for families seeking top-tier education and a strong sense of community. Enjoy the nearby outdoor treasures such as the scenic trails of Huddart Park, and explore the history of the area at the iconic Woodside Store. Dine at the legendary Bucks Restaurantfamous as the meeting place where many Silicon Valley startups were born. With convenient access to Highway 280, you're just a short drive from both Silicon Valley and San Francisco. Come experience the peaceful charm and timeless appeal of Woodside.

885 Patrol RD, Woodside

Listed by Margot Lockwood, 650-400-2528 from Golden Gate Sotheby's International Realty
(If provided) CoList: Ricky Flores from Golden Gate Sotheby's International Realty

Sold listing courtesy of Brendan Callahan from COMPS
13499 La Honda RD, Woodside
$1,768,000
4 Beds ⋅ 2 Baths ⋅ ML81989321 MLS
Imagine a tranquil sanctuary highlighted by the splendor of nature, perfect for hosting gatherings in a lovely outdoor setting. This 4 BD & 2 BA home integrates indoor & outdoor living, boasting generous decks that overlook majestic redwood treeslocated just 20 minutes from Stanford! The living room & kitchen have vaulted ceilings & large picture windows throughout. The kitchen is equipped with premium SST appliances and custom cabinetry. Throughout the home, neutral tones & designer touches create a timeless and tranquil ambiance. The master bedroom serves as a private sanctuary, offering lush mountain views through oversized windows. Each additional bedroom also features large windows, providing peaceful views of the surrounding forest. Enjoy a built-in BBQ station, a private hot tub, and plenty of space for dining and loungingideal for soaking under the stars or enjoying quiet moments in nature's embrace. Conveniently located near Alice's Restaurant, local trails, and parks, midway between SF and San Jose, in the heart of Peninsula. Ormondale TK-3, Corte Madera 4-8, Woodside High School (buyer to verify all schools). This home is truly a Woodside gem!

13499 La Honda RD, Woodside

Listed by Wen Guo RE Group, 650-867-1128 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Paul Sabbagh from ZHB2X
1491 Canada LN, Woodside
$12,600,000
4 Beds ⋅ 5 Baths ⋅ ML82003378 MLS
Striking Modern Retreat near Town Center. In the heart of central Woodside, this modern home retains secluded privacywith convenience to shopping & dining just down the road. On a private country lane off the main road, the just over 1-acre setting presents sweeping western hill views from its gentle knoll beyond custom gates. Sophisticated architecturalelements define the home, from Ann Sacks tiles and radiant-heated French oak and marble floors to dazzling designerlighting and Fleetwood doors and windows. The open floor plan balances spacious gathering areas with options for privacyand flexibility plus indoor/outdoor living all around. A dramatic fireplace is shared by the family room with the living anddining room, all oriented to the majestic views. The open kitchen is a hallmark of the design, blending warm wood toneswith French limestone and designer tiles, while an adjacent den/study center offers versatility. There are 4 bedrooms and4.5 baths plus an equally well-appointed 1-bed, 1-bath guest house with full kitchen and laundry, perfect as an ADU orpoolside entertaining. At the center, a sparkling infinity-edge pool is surrounded by level lawn and sun-drenched terraces.A rare combination of modern luxury, a premier location, plus access to Woodside School (K-8).

1491 Canada LN, Woodside

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

Sold listing courtesy of Michael Warren from APR
1477 Portola RD, Woodside
$5,750,000
4 Beds ⋅ 4 Baths ⋅ ML82002115 MLS
Welcome to a breathtaking estate crafted from heart redwood, where timeless elegance meets modern luxury. The beautifully updated main residence features four spacious bedrooms along with a renovated kitchen and baths, designed for both comfort and style. Two inviting guest houses provide flexible living options, while a third guest unit serves as a bright, inspiring studio/gym. Soak up the sun by the luxurious pool, unwind in the private spa just off the primary suite, or find serenity on one of the many garden patios. Skylights throughout the home flood the interiors with natural light, creating a warm and welcoming ambiance. For outdoor entertainment, enjoy friendly competition on the bocce ball court or stroll through the storybook grounds, complete with sweeping lawns and majestic oaks. Set on fully fenced, gated, and alarm-secured acreage with garage parking for three, this rare retreat offers privacy, beauty, and convenienceall within the acclaimed Portola Valley school district. A truly magical and one-of-a-kind offering.

1477 Portola RD, Woodside

Listed by Kristin Cashin, 650-387-2603 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Ankur Luthra from CATAPULT
252 Raymundo DR, Woodside
$4,200,000
4 Beds ⋅ 3 Baths ⋅ ML82000241 MLS
Best Value in Woodside! 3 SUNNY acres- all usable. Spacious and expansive, the classically simple and refreshed one-level home is designed for effortless indoor/outdoor living. Highlights include a dramatic great room, extra-large kitchen, 4 bedrooms, and seamless access to the pool and enchanting outdoor living spaces. Enhancing the appeal is a separate guest cottage or ADU, equestrian facilities with direct trail access to 973-acre Huddart Park, plus access to acclaimed Woodside Schools. 3 sunny acres, all usable and ready for planting/farming and/or horses Spacious, refurbished one-level home with a design for indoor/outdoor living ( approx 3340 square feet) 4 bedrooms and 3 baths; approximately 3,340 square feet Guest cottage or ADU with full kitchen, bath, and large deck( approx 640 square feet) 3-car garage with workshop ( approx 970 square feet) Pool plus expansive entertaining patios and decks ( approx storage rooms 215 sq ft, dressing rm 90 sq ft,) Equestrian facilities with two barns ( approx 1175 and 190 sq ft) riding arena ( approx 50x100), and fully fenced horse pastures Woodside Elementary (K-8) School (total structure approximate square feet 6620)

252 Raymundo DR, Woodside

Listed by Don DeFranco, 415-722-7259 from Compass
(If provided) CoList: from

Sold listing courtesy of Michael Warren from APR
643 Woodside WAY, Woodside
$3,885,000
4 Beds ⋅ 3 Baths ⋅ ML81998758 MLS
Luxuriously remodeled interiors with an open-concept design, and a glorious setting on nearly one-half acre with sweeping western hill views. Elevated above the street, and fully solar-powered, the property is oriented to capture the picturesque views and colorful sunsets and every room opens to the outdoors. The two-story home exudes classic elegance with fine hardwood floors, beamed and paneled vaulted ceilings, and beautiful Carrara marble finishes. The floor plan is open and flowing with a formal living room, family room, spacious dining area, and stunning kitchen all flowing from one to the other. Personal accommodations include 4 bedrooms and 3 baths, highlighted by a main-level primary suite with a private patio and two additional bedrooms. A lower-level bedroom with an adjacent bath is ideal for guests or office use. The attached two-car garage has been converted into a finished recreation room but could easily return to its original use. Expansive grounds wrap around the property with view patios and decks and ample space for play and gardening. Adding the finishing touch is the homes proximity to Woodside town center and award-winning Woodside Elementary School.

643 Woodside WAY, Woodside

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

Sold listing courtesy of Helen Miller from APR
110 Northridge LN, Woodside
$5,755,000
4 Beds ⋅ 4 Baths ⋅ ML81998202 MLS
Stunning 4 Bedroom, 4 Bathroom Home with Sparkling Pool and Tennis Court. Formal Entry. Living Room with Fireplace, Built-ins, and High Ceilings. Formal Dining Room. Chefs Eat-in Kitchen with Walk-in Pantry, Stainless Steel Appliances, and Breakfast Bar. Opens to Family Room with Vaulted Ceilings and Fireplace. Bonus Family/Media Room Features Wine Room, Wet Bar, Projector, Drop Down Screen and Full Bathroom with Steam Shower. Main Level Bedroom, Full Bathroom, and Laundry Room. 4 Spacious Bedrooms. 4 Bathrooms. Primary Suite Retreat Features Walk-in Closet, Radiant Heat, Jacuzzi Tub, Stall Shower, and Private Sun Room. Lovely Landscaped Acre Plus Lot. Sparkling Pool, Hot Tub, Waterfall, and Built-in BBQ. Tennis Court with Storage

110 Northridge LN, Woodside

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

Sold listing courtesy of Zack Zhang from MXR
277 Grandview DR, Woodside
$4,170,000
4 Beds ⋅ 4 Baths ⋅ ML81997614 MLS
Welcome to 277 Grandview Drive, a contemporary Craftsman style haven in Woodside, CA offering privacy near Silicon Valley. The 4-bed, 4-bath main house with 2 offices spans 4920 sq ft on a 10+ acre lot. A 996 sq ft guest house, with an additional 1 bedroom and 1 bath, adds versatility (currently used as a music studio). The gated entrance reveals a welcoming design which includes an 8.4 kW solar system with battery backup. Inside, discover radiant heating, a chef's kitchen and two living rooms with surround sound. Outside, a fireplace, porch and deck offer relaxation and entertainment spaces, not to mention ultimate privacy. Adjacent to Thornewood Open Space, and built in 2008, this residence seamlessly combines modern amenities with eco-conscious features. Explore the harmonious blend of modern living and natural beauty.

277 Grandview DR, Woodside

Listed by Scott Hayes, 650-245-5044 from Compass
(If provided) CoList: from

Sold listing courtesy of Eddie Oberoi from NTERO
136 Otis AVE, Woodside
$2,450,000
4 Beds ⋅ 2 Baths ⋅ ML81995189 MLS
Price reduced! Come see this wonderfully updated 4 BR/2 BA charming home in Central Woodside located in a private setting within walking distance to Town Center shops, restaurants and acclaimed Woodside School (pre-K to 8th). The home is situated on a quiet cul-de-sac in the Woodside Glens neighborhood which now features new safe walking paths throughout and is steps away from the extensive open space trail system leading to nearby Kite Hill; Entry level floor plan is designed for entertaining and includes an upgraded kitchen with new Bosch appliances and custom cabinetry, adjacent living & dining rooms, gas-burning fireplace; 2 upper bedrooms double as family room or office; Dutch door leading to 1,090 sf of sunny rear decks; The additional level features recently upgraded primary suite with sliding door to the lower deck and stairway to the fully fenced rear yard with recently installed turf and nearby seasonal creek; a fourth bedroom and laundry room are also on the lower level; the current owner made full upgrades to the kitchen and primary suite and they added a new HVAC system, a new water heater, hardwood flooring throughout lower level, and completed a major foundation upgrade, along with an extensive driveway improvement to provide parking for four cars

136 Otis AVE, Woodside

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

Sold listing courtesy of Debbie Burness from SHGM18

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