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$2,000,000
3 Beds ⋅ 3 Baths ⋅ ML82035391 MLS
Spanning 2,670 square feet of living space, this home envelopes you with warmth and charm from the moment you enter. Sunlight filters through towering redwoods, creating a serene atmosphere throughout. Refinished hardwood floors and thoughtful modern updates blend timeless quality with everyday comfort. The spacious floor plan flows seamlessly, ideal for both daily living and entertaining. The main floor features a gourmet kitchen with high-end appliances, sleek finishes, dining area, family room and dedicated home office offers the perfect space for remote work or creative pursuits. Upstairs, the bedrooms provide privacy and tranquility. A large, bright family room stands out as a favorite space, filled with natural light and a cozy, welcoming ambiance. Multiple large decks extend the living space outdoors, offering peaceful spots for relaxing, entertaining, or enjoying the majestic redwood surroundings. Additional features include a wine cellar and ample storage. Tucked just off the scenic Skyline Corridor with easy access to Hwy 92, 280/101, SFO, open space trails, restaurants, and award-winning Kings Mtn Elementary, this home offers a rare blend of privacy, convenience, and a strong sense of community fostered by friendly neighbors and the Kings Mtn Volunteer Art Fair.

13872 Silver Sky WAY, Woodside

Listed by Joakim Bye, 650-284-2080 from Ocean Element Real Estate
(If provided) CoList: from

Sold listing courtesy of Evan Walsh from EXPCA
$8,000,000
6 Beds ⋅ 9 Baths ⋅ ML82034677 MLS
One of the most extraordinary properties on the SF Peninsula on 17 acres. The property has endless potential and has been used to raise horses, to showcase a car aficionados collection, and to host philanthropic and social events easily up to 200 guests, all the while serving as a comfortable venue for everyday living. 5-floor main residence from the 10+ car garage to a viewing room at the top of one of the turrets. Personal quarters include multiple apartments plus tremendous, dedicated office space. The barn is a matching masterpiece with both buildings hand-crafted by local and international artisans with individual details taking up to a year to complete. Magnificent grounds include a 4-tee golf practice area, RC car track, resort-inspired pool and spa, and direct access to miles and miles of hiking and equestrian trails in bordering Wunderlich Park. 17 minutes to Woodside town center.

16351 Skyline BLVD, Woodside

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

Sold listing courtesy of Kavanaugh Group from CBR
$4,200,000
3 Beds ⋅ 2 Baths ⋅ ML82034218 MLS
Set on approximately 1.65 acres in Woodside Hills, this rare single-story property presents an exceptional opportunity to create a custom estate in one of Silicon Valleys most coveted settings. The existing 3-bedroom, 2-bath residence built in 1955, features a classic footprint, swimming pool, and expansive groundsoffering endless potential for renovation, expansion, or a complete reimagining. Surrounded by mature trees and natural beauty, the property delivers privacy, scale, and a premier canvas for builders, developers, or visionaries seeking to craft something truly extraordinary. Whether restoring the homes mid-century character or designing a brand-new architectural statement, this is a rare chance to secure a sizable parcel in a prestigious enclave where world-class estates define the landscape.

135 Harcross RD, Woodside

Listed by David Kelsey, 650-388-2086 from Compass
(If provided) CoList: from

Sold listing courtesy of Jasmine Lee from CBR
$1,100,000
ML82034086 MLS
Spacious lot with a view on beautiful Grandview in Woodside! Bring your contractor to build your dream home!

215 Grandview DR, Woodside

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

$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
$500,000
ML82033277 MLS
Lovely flat development spot near a seasonal creek. Excellent opportunity to build on this oak-studded parcel. 4000 ft2 home deemed possible by Lea and Braze engineers; price includes feasibility study, survey, and septic perc test results. This land could be a great location for your estate home or quiet get-away. One mile from Thomas Fogarty Winery. Plenty of room for horses, animals and/or hobby farm, you'll find that you are well-situated to access the hiking and riding trails that abound in the open space near this property. Seller has 2 lots for sale (0-220 and 0-250 Heacox) and the actual address is not yet determined. Electric pole on site. You add septic and well for water, which is plentiful here.

0-250 Heacox, Woodside

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

$550,000
ML82033274 MLS
Tranquil land. Excellent opportunity to build or ? on this sun-drenched parcel that has gentle grade for development. 3800 ft2 home plus 1000 ft2 ADU deemed possible by Lea and Braze engineers; price includes feasibility study, survey and septic perc test results. This land could be a great location for your estate home or quiet get-away. Plenty of room for horses, animals and/or hobby farm, you'll find that you are conveniently located to access the hiking and riding trails that abound in the area's open space. Seller has 2 lots for sale (0-220 and 0-250 Heacox); the actual address is not yet determined. Electric pole on site. Old well on-site (plentiful water here), you add septic system. Invest in your future!

0-220 Heacox RD, Woodside

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

$2,050,000
3 Beds ⋅ 4 Baths ⋅ ML82032237 MLS
Step inside and step back in time to this to this stunning Henrik Bull-style home in Skywood Acres, where classic charm meets modern comfort. Nestled in a sunny tranquil setting, this architectural gem opens into a breathtaking great room with cathedral ceilings and walls of windows that frame sweeping treetop views. This seamless blend of indoor/outdoor living extends to an expansive deck offering a perfect retreat that harmonizes with nature. Reminiscent of a mountain ski lodge, this 2510 sqft private haven enjoys its own sunny microclimate and offers the ultimate escape, just 14 minutes to 280, 25 minutes to Stanford, minutes from Alices Restaurant, and private access to Wunderlick Park, Portola Valley schools. Main home features a primary bedroom that includes bathroom, dressing room and private office. Main level boasts a well-appointed kitchen, custom wood built-ins, opens to a grand living area. Downstairs 2 bedrooms and bath, 3 car garage with wine closet. Detached guest studio with sleeping loft. 1.5 acre lot includes a former sport court ready for new possibilities Make this getaway your private Shangri-La

45 Ranch RD, Woodside

Listed by James Milton, 650-868-1356 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Shawnna Sullivan from CBR
$2,925,000
3 Beds ⋅ 2 Baths ⋅ ML82032025 MLS
Discover a blend of charm and modern living in this beautifully updated Woodside home, nestled beneath a canopy of majestic oak trees. Originally built as a summer cottage in 1927, this 3-bedroom, 2-bathroom residence has been thoughtfully expanded and renovated while preserving its vintage character. The heart of the home features a recently remodeled kitchen designed for both everyday living and entertaining. Natural light pours through skylights and a large sliding door that opens to a private patio, seamlessly connecting indoor and outdoor spaces. The dining room showcases a wall of windows framing views of the lush yard and filtered sunlight through the surrounding oaks. A private primary retreat, completed in 2017 with foundation and seismic retrofitting, offers a peaceful sanctuary with luxurious appointments and imported stone floors. A standout feature is the fully equipped guest house with its own kitchen and full bathroom, perfect for extended family, guests, a home office, or rental income potential. Located in the desirable Woodside Glens neighborhood, this home offers exceptional proximity to downtown Woodside and Woodside Elementary School. Roberts Market, charming cafés, and local favorites are just a short stroll away.

240 Glenwood AVE, Woodside

Listed by Chris Iverson, 650-450-0450 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of John Shroyer from TODAY
$23,500,000
6 Beds ⋅ 8 Baths ⋅ ML82031620 MLS
Walking distance to all that the Woodside Village has to offer, this just completed masterpiece showcases the brilliant, organic design of architect Steve Simpson and builder Gilson Development, perfectly in tune with the natural setting. The spacious three-story home, connected by elevator, presents cathedral ceilings, custom Portella steel windows and glass doors, and hydronic-heated white oak floors that span all levels. Four bedrooms and five and one-half baths in the main home are complemented by a detached office with bath and a separate one-bedroom guest house with full kitchen. The lower level featuring a sculptural stainless-steel slide that serves as both art and function, along with a theater, fitness center, steam shower, wine cellar, fully loaded HD Golf simulator, and a bunk room. Resort-style amenities unfold outdoors with a fully tiled saltwater pool and therapeutic spa, fire pit, heated terrace, and full outdoor kitchen surrounded by vast synthetic lawn and professionally landscaped gardens with exceptional lighting. Solar power, four Tesla Powerwalls, and home automation. Acclaimed Woodside Elementary School. Habitable footage: 9,406; Main house: 8,261; ADU: 799; Detached office: 346 Plus garage 550. Total all buildings: 9,956 per Seller architect drawings

6 Cedar LN, Woodside

Listed by Scott Dancer, 650-888-8199 from Compass
(If provided) CoList: Jenn Gilson from Golden Gate Sotheby's International Realty

Sold listing courtesy of RECIP from RCIP
$16,250,000
5 Beds ⋅ 8 Baths ⋅ ML82031334 MLS
Completed in 2021 following a 5-year design and construction process, this extraordinary residence showcases the work of renowned professionals in architecture, interior design, and landscape architecture. Located on a gated corner lot of approximately 0.9 acres surrounded by award-winning heritage oaks, the home has been featured in Luxe and California Homes magazines and honored with awards. Every inch reflects a masterful level of craftsmanship and a meticulous eye for detail. Interiors reveal a refined yet livable luxury, where traditional elements are balanced with a modern aesthetic across three beautifully curated levels. Signature materials, custom finishes, and seamless indoor/outdoor connections define the living experience. With 5 bedrooms, 5 full baths, and 3 half-baths, the home offers exceptional accommodations for a variety of lifestyle needs. A true architectural statement in the heart of Woodside, designed to endure and impress for generations to come.

3490 Tripp RD, Woodside

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

Sold listing courtesy of Scott Dancer from APR
$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
$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
$2,718,000
3 Beds ⋅ 2 Baths ⋅ ML82026774 MLS
Set on a rare 3-parcel, 0.43-acre lot, this one-of-a-kind Woodside property blends timeless character with modern updates in one of the areas most coveted neighborhoods. Surrounded by mature oaks and breathtaking foothill views, it offers the perfect balance of privacy, nature, and conveniencejust minutes from scenic trails, open space preserves, major freeways, and vibrant downtown Woodside. Originally built in the 1920s, the home exudes classic charm while showcasing thoughtful renovations, including a beautifully updated kitchen, fresh interior paint, and a versatile lower-level guest or bonus suite. Vaulted wood-beamed ceilings add warmth and character to the main living areas, complemented by a formal dining room and multiple flex-use rooms that can serve as offices, guest quarters, or creative spaces. On the first floor, you'll find a full bathroom, bonus living or guest area, plus a bonus room ideal for storage, a home workshop, or future expansion. With over 2,400 sq. ft. of living space, this flexible layout offers endless potential for customization and growth. Offering an exceptional opportunity, this property is perfect for builders, investors, or those dreaming of creating their own Woodside retreat.

112 Highland TER, Woodside

Listed by Sammi Moser-Wingo, 408-857-2026 from The Agency
(If provided) CoList: Donald Moser from The Agency

Sold listing courtesy of Lilly Tamayo from NTERO
$1,650,000
3 Beds ⋅ 2 Baths ⋅ ML82024935 MLS
Handcrafted California adobe-style home nestled among towering redwoods with sweeping Bay views. Built in the mid-century era, this residence blends timeless craftsmanship with natural tranquility. Exposed beam ceilings, brick and adobe walls, and terracotta tile floors create warmth and authentic character throughout. The open living and dining areas feature expansive windows and French doors that frame panoramic vistas and open to patios for seamless indoor-outdoor living. The original kitchen showcases artisan tile counters and solid wood cabinetry with easy flow to the main living areaideal for entertaining or everyday comfort. The spacious primary suite enjoys stunning Bay views and direct patio accessperfect for morning coffee or evening sunsets. Set on a private, fenced lot just minutes from downtown Woodside, this property offers architectural integrity, peaceful surroundings, and exceptional potential to update or expand while preserving its handcrafted charm.

205 Grandview DR, Woodside

Listed by Stephanie Nash, 650-995-3820 from Compass
(If provided) CoList: from

Sold listing courtesy of Lucy Goldenshteyn from RDFIN
$7,645,000
5 Beds ⋅ 6 Baths ⋅ ML82024868 MLS
Experience the Woodside Lifestyle in this exquisite single-level 5 bedrooms and 5.5 bathroom residence. Fully reimagined and updated in 2025, this thoughtfully designed 3,580 sq. ft. residence offers a modern, open layout that perfectly balances style and comfort. The spacious living areas are ideal for both family gatherings and quiet relaxation. A private lower-level suite includes its own kitchen and bath providing a perfect setup for guests or a live-in au pair (currently staged as a game room). From sunrise to sunset, the captivating views of the Kings Mountain Hills and Skyline will leave you in awe. A home you will never tire of - welcome to Woodside living at its finest.

131 Croydon WAY, Woodside

Listed by David Young, 650-315-8989 from Coldwell Banker Realty
(If provided) CoList: Victoria Surles from Coldwell Banker Realty

Sold listing courtesy of Victoria Surles from CBR
$4,049,000
3 Beds ⋅ 3 Baths ⋅ ML82024793 MLS
Refined Country Luxury on a Gated Level Lot Set beyond a gate on a spacious level lot, this newer home offers luxurious quality with an open and bright floor plan. Bamboo floors with a hewn finish, coved crown moldings, solid wood doors, and up-lit tray ceilings exemplify the quality details found throughout. The open design revolves around a spacious foyer with a formal living room, dining area, chefs kitchen with breakfast bar, and family room. There is a dedicated office, perfect for todays work-from-home needs, plus 3 upstairs bedrooms, including the primary suite with Western hill views and marble bath. Outside, the newly landscaped grounds unfold as a private retreat with mature trees and an expansive lawn, all with newly added lighting for evening enjoyment. A vibrant rose garden adds color, a welcoming patio invites effortless al fresco dining and entertaining, plus there is a raised bed succulent garden. Adding to the appeal is the homes close-in convenience just over 2 miles from the Woodside Village and with access to acclaimed Woodside Elementary School.

750 W California WAY, Woodside

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

Sold listing courtesy of Costantini Team from APR
$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
$2,390,000
2 Beds ⋅ 2 Baths ⋅ ML82024519 MLS
Peaceful Woodside Retreat with Sweeping Bay Views Welcome to 168 Sunrise Drive, a serene retreat in the heart of Skywood Acres where you'll enjoy breathtaking panoramic views of the Bay, stretching from San Carlos to San Jose. Set on a spacious 53,577± sq. ft. lot, this home offers both privacy and connection to nature. A long driveway leads you to the inviting residence, surrounded by mature landscaping, lush foliage and the quiet beauty of Woodside's countryside. Inside, the home features 2 bedrooms, 2 baths, and a versatile bonus room perfect as an office, studio, or guest space. Vaulted ceilings and floor-to-ceiling windows fill the open living areas with sunlight, creating a warm, inviting space with stunning views from nearly every room. Step outside to a sunny deck and sparkling pool, the perfect place to relax, entertain, or take in the peaceful surroundings. Experience the best of Woodside living - privacy, natural beauty, and views that truly take your breath away. Just minutes from Menlo Park, Palo Alto, and top schools, it offers the rare blend of privacy, prestige and convenience.

168 Sunrise DR, Woodside

Listed by Deanna Reudy, 650-759-2986 from Compass
(If provided) CoList: from

Sold listing courtesy of Sam Habib from C21MM
$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
$3,800,000
6 Beds ⋅ 3 Baths ⋅ ML82022347 MLS
A Six-Bedroom Modern Masterpiece in Woodside Glens. Discover a stunning 2024 reimagined home where modern design meets family functionality just one mile from Woodside Town Center. This 6-bedroom, 3-bath smart home offers 3,087 sq. ft. of beautifully expanded and remodeled living space on a ~7,000 sq. ft. flat lot. The dramatic entry with custom iron and glass doors opens to airy, vaulted living spaces and a great room with a sleek all-white kitchen featuring quartz counters and Bosch appliances. The flexible layout includes a lower-level wing with two bedrooms, an office, laundry, and a rec room opening to the terrace ideal for guests, work, or play. Upstairs, the private primary suite offers skylit ceilings, a spa-like bath, and a balcony with western hill views. Smart-home systems, whole-home audio, three-zone heat pump climate control, and full fire sprinklers ensure comfort and peace of mind. Outdoor living shines with an expansive terrace, full outdoor kitchen, and RV hookups. Located in the acclaimed Woodside Elementary School District.

118 Hillside DR, Woodside

Listed by Michael Warren, 650-315-0224 from Compass
(If provided) CoList: from

Sold listing courtesy of Michael R. Perrelli from CBR
$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
$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
$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
$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
$6,495,000
3 Beds ⋅ 3 Baths ⋅ ML82016045 MLS
Mid-Century Modern Style on 1.3 Acres Blocks from Town Center. Classic mid-century modern architecture is showcased on beautiful grounds of approximately 1.3 level acres just blocks from Town Center. Complete privacy is offered behind gates, where a long driveway leads past a fenced tennis court to the home and detached garage. Inside, the ambiance is airy and light-filled with soaring wood-paneled ceilings, skylights, and an entire wall of glass that frames the natural surroundings. Beautifully appointed throughout, the home has hardwood floors, dazzling modern lighting, and a sleek open layout with 3 bedrooms, an office, and 2.5 baths. The formal living & dining rooms as well as the kitchen share a dramatic wood-paneled cathedral ceiling and the wall of glass. A fireplace plus floor-to-ceiling library shelves with moveable ladder access are highlights. A separate family room anchors one wing with two bedrooms and a bath, while the primary suite and office are privately positioned in a separate wing, which has access to a patio with large spa. The grounds are a true retreat with redwood groves, creekside sitting areas, raised vegetable beds, tennis court, plus expansive areas for outdoor entertaining. Access to acclaimed Woodside Elementary School (K8) adds the finishing touch.

3323 Woodside RD, Woodside

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

Sold listing courtesy of Michael Warren from APR
$2,199,000
3 Beds ⋅ 3 Baths ⋅ ML82019950 MLS
Nestled among the redwoods, 13630 Skyline Blvd offers the perfect Woodside retreat. Recently refreshed with a brand-new roof, new decks, refinished hardwood floors, and new carpet, this 3,270 sq ft home is move-in ready. The floorplan includes 3 bedrooms plus a dedicated office, a huge main suite, and spacious living areas that balance privacy with flow. A 2-car garage provides convenience, while the 0.56-acre lot delivers peace and room to grow. Located in the Kings Mountain Elementary boundary, this home offers the serenity of mountain living with the accessibility buyers wantjust 15 minutes to Hwy 280 at 92 and 45 minutes to SFO. Whether youre seeking a full-time residence or a weekend retreat, this property combines natural beauty, thoughtful updates, and everyday practicality in one of the Peninsulas most desirable settings.

13630 Skyline BLVD, Woodside

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

Sold listing courtesy of David Skokan from RMXSP
$18,900,000
7 Beds ⋅ 9 Baths ⋅ ML82019556 MLS
A magnificent transformation has redefined this 1929 French chateau into a modern estate of extraordinary light and sophistication. Once known for its European formality and ornate detail, the home has been renewed from top to bottom with the highest level of design, cabinetry, and finishes. Original millwork and moldings were meticulously preserved, now presented in a palette of light tones that elevate rather than overshadow the architecture. Exceptional lighting and carefully curated finishes bring contemporary elegance to every room, creating a residence that feels entirely new while honoring its historic character. The result is a home that stands among the finest expressions of luxury living today. Equally compelling are the dual-gated five acres of formal grounds that frame the estate. Vast lawns, parterre gardens, and farm-to-table gardens accompany resort amenities of a pool, spa, and tennis court, with multiple terraces providing an unparalleled setting for entertaining or private retreat. All of this unfolds within easy reach of Silicon Valley and San Francisco, establishing a rare estate property where history and modern vision meet at the highest level. among the finest expressions of luxury living today.

320 Harcross RD, Woodside

Listed by Michael Warren, 650-315-0224 from Compass
(If provided) CoList: from

Sold listing courtesy of Charles Liu from COMPS
$1,150,000
ML82019754 MLS
Exceptional Development Opportunity in Woodside, with panoramic views. Discover a rare and versatile opportunity in the heart of the Santa Cruz Mountains. This 2.55-acre vacant lot offers breathtaking views of the rolling hills, coastal mountains, and on clear days, sweeping vistas of the Pacific Ocean. Located in the town of Woodside, this property is ideal for visionary buyers seeking a private estate, a high-end residential development, or a unique commercial venture. Multiple Potential Building Sites, Ideal for a luxury home with expansive square footage and unobstructed views. New 3,000 Sq Ft Warehouse Featuring three 12'x16' roll-up doors, perfect for storage, workshop, or staging future development. Upgraded Infrastructure, including PG&E, propane gas, private well with water storage tanks, and a septic system already in place. Zoned Resource Management (RM), allowing for a variety of uses including residential, agricultural, and limited commercial. Whether you're envisioning a private retreat, a multi-use compound, or a strategic investment, this property offers the flexibility and infrastructure to bring your vision to life. Located minutes from Silicon Valley, yet worlds away in serenity and natural beauty.

12725 Old La Honda RD, Woodside

Listed by Matt Aragoni, 650-483-8949 from Coldwell Banker Realty
(If provided) CoList: Mollie Whipp from Coldwell Banker Realty

Sold listing courtesy of Matt Aragoni from CBR
$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

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