San Mateo, CA Homes

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  $13,988,000

  • 6 Beds
  • 5.5 Baths
  • 6,340 Sq Ft

  1142 Moore Rd, Woodside, CA 94062

  Discover this exceptional opportunity to own a generational estate spanning 7 acres across 3 separate parcels, each with its own APN. Through a private gate & down a long winding driveway, you are greeted by a circular motor court with incredible views of the Santa Cruz Mountains. The main residence offers 4,340 sqft featuring 6 beds & 5.5 baths, with exceptional upgrades throughout. On the east

  Kia Amini Compass

  1142 Moore Rd, Woodside, CA 94062
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  Explore Woodside

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  /18

  $7,000 per month

  • 2 Beds
  • 2.5 Baths
  • 1,500 Sq Ft
  • Condo for Rent

  3190 Woodside Rd Unit ADUCondo / Apartment Unit, Woodside, CA 94062

  Live in the heart of Woodside: * Steps from the Woodside School (Ranked #1 Best Public Elementary School in SF Bay Area, preschool - 8th grade)* Minutes stroll to coffee, dining, shopping, and groceries (Woodside Town Center)* Minutes drive to Hwy 280 for a quick commute to Silicon Valley or SF* Stroll the lush landscaping and enjoy a wide variety of fruits and

  3190 Woodside Rd Unit ADUCondo / Apartment Unit, Woodside, CA 94062
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  /2

  $4,750,000 Sold Aug 18, 2025

  • 4,253 Sq Ft
  • $1,117/SF
  • 48 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1949

  490 W Maple Way, Woodside, CA 94062

  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

  Erika Demma Compass

  490 W Maple Way, Woodside, CA 94062
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  /4

  Not Listed For Sale

  APN 068-232-320, Woodside, CA 94062

  APN 068-232-320, Woodside, CA 94062
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  /39

  $10,988,000 Open Sat 1:30PM - 4:30PM

  • 5 Beds
  • 5.5 Baths
  • 5,510 Sq Ft

  140 Farm Rd, Woodside, CA 94062

  Set on more than 3.6 gated acres of quintessential Woodside grounds, this contemporary masterpiece is surrounded by towering oaks and lush greenery, offering a serene, woodsy retreat. The interiors reflect the natural setting with soaring cherry wood cathedral ceilings, cherry wood floors, and expansive picture windows that flood the home with light and invite the outdoors in. Designed for both

  Michael Repka Deleon Realty

  140 Farm Rd, Woodside, CA 94062
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  /24

  $7,950 per month

  • 3 Beds
  • 2 Baths
  • 1,240 Sq Ft
  • House for Rent

  789 Canada Rd, Woodside, CA 94062

  Welcome to this charming updated 3-bedroom, 2-bathroom home located in the beautiful city of Woodside. This inviting residence sits on a spacious 15,400 sq ft lot, offering plenty of room to enjoy the outdoors. Inside, the well-appointed updated kitchen features modern amenities including a gas cooktop, dishwasher, microwave, oven range, and refrigerator, making meal preparation a breeze. The

  789 Canada Rd, Woodside, CA 94062
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  /47

  $4,200,000 Sold Aug 15, 2025

  • 3,900 Sq Ft
  • $1,077/SF
  • 98 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1964

  252 Raymundo Dr, Woodside, CA 94062

  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

  Don DeFranco Compass

  252 Raymundo Dr, Woodside, CA 94062
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  Not Listed For Sale

  0 Jefferson Ave, Redwood City, CA 94062

  0 Jefferson Ave, Redwood City, CA 94062
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  /78

  $2,375,000 Open Sat 2PM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 2,670 Sq Ft

  13872 Silver Sky Way, Woodside, CA 94062

  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

  Joakim Bye Ocean Element Real Estate

  13872 Silver Sky Way, Woodside, CA 94062
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  /41

  $3,935,000 Sold Jul 25, 2025

  • 2,955 Sq Ft
  • $1,332/SF
  • 39 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1955

  3570 Tripp Rd, Woodside, CA 94062

  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

  Hugh Cornish Coldwell Banker Realty

  3570 Tripp Rd, Woodside, CA 94062
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  /14

  Not Listed For Sale

  0 Farm Rd, Woodside, CA 94062

  0 Farm Rd, Woodside, CA 94062
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  /90

  $4,199,000 Open Sat 2:30PM - 4:30PM

  • 5 Beds
  • 6 Baths
  • 4,154 Sq Ft

  560 California Way, Woodside, CA 94062

  Nestled on nearly a full acre high above one of Silicon Valleys most affluent neighborhoods, this Luxurious Woodside View Compound includes two homes offering soothing panoramic views spanning the bay with all three bridges from San Francisco to Palo Alto & across to Mt. Diablo. Both homes are meticulously renovated with the finest build quality/finishes & awash with natural light from sunrise to

  Gerald Guay Compass

  560 California Way, Woodside, CA 94062
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  /34

  $3,005,000 Sold Jul 24, 2025

  • 2,340 Sq Ft
  • $1,284/SF
  • 51 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1946

  1207 Godetia Dr, Woodside, CA 94062

  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

  Erika Demma Compass

  1207 Godetia Dr, Woodside, CA 94062
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  /18

  Not Listed For Sale

  0 W Glen Way, Woodside, CA 94062

  0 W Glen Way, Woodside, CA 94062
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  /60

  $4,150,000 Open Sat 2PM - 4PM

  • 4 Beds
  • 4 Baths
  • 1,772 Sq Ft

  810 Glencrag Way, Woodside, CA 94062

  Hidden gem on nearly half an acre nestled behind a private gated entry. Professionally landscaped grounds feature mature orchard trees and an abundance of flowers blooming year-round. This exceptional single-level residence blends elegance, style, and comfort in a thoughtfully remodeled, open, light-filled floor plan. The grand entry opens to a spacious living room with custom built-in cabinetry

  John Shroyer Golden Gate Sotheby's International Realty

  810 Glencrag Way, Woodside, CA 94062
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  /34

  $2,100,000 Sold Jul 18, 2025

  • 2,719 Sq Ft
  • $772/SF
  • 38 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1959

  885 Patrol Rd, Woodside, CA 94062

  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

  Margot and Ricky Lockwood/ Flores Golden Gate Sotheby's International Realty

  885 Patrol Rd, Woodside, CA 94062
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  /23

  Not Listed For Sale

  Comstock Old Comstock Rd, Woodside, CA 94062

  Comstock Old Comstock Rd, Woodside, CA 94062
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  /62

  $4,125,000 Open Sat 1PM - 4PM

  • 3 Beds
  • 3 Baths
  • 4,186 Sq Ft

  711 W California Way, Woodside, CA 94062

  Great new price for this Emerald Hills Masterpiece- Totally remodeled in the last 6 years, with a very versatile floor plan perfect for multi-generational living, work from home, or a potential ADU. Over 4,000 sq ft on a private 0.65-acre lot with panoramic views from Crystal Springs to the Bay and bridges beyond. The movable glass walls don't just let the mountains sit in the distance, they pour

  Vicky Costantini Compass

  711 W California Way, Woodside, CA 94062
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  /33

  $2,950,000 Sold Jul 09, 2025

  • 3,725 Sq Ft
  • $792/SF
  • 167 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1991

  33 Bear Glen Dr, Woodside, CA 94062

  ARCHITECTURAL DIGEST MODERN OF ULTIMATE VIEWS! EXCLUSIVE GATED COMMUNITY, WOODSIDE SCHOOLS, HEART OF SILICON VALLEY LIFESTYLE! Bespoke architecturally singificant modern overlooking the Bay. Private natural wonderland with the Peninsula's best Bay vistas. Custom designed in 1991 by celebrated architect Paul Gilger, it's no wonder this home takes on cinematic qualities: around the same time Gilger

  Geoffrey Nelson Coldwell Banker Realty

  33 Bear Glen Dr, Woodside, CA 94062
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  /18

  Est $547,705 Not Listed For Sale

  3600 Partition Rd, Woodside, CA 94062

  3600 Partition Rd, Woodside, CA 94062
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  /3

  $300

  • Land
  • 11 Acres
  • $27 per Acre

  0 Ridgeway Rd Unit San Luis CO 23799644, San Luis, CO 81152

  11.14 Acres in Costilla County, CO Mountain Views & FreedomEscape to wide-open skies and your own piece of Colorado. This 11.14-acre lot sits near San Luis with incredible views, no HOA, and room to build, camp, or invest.Mountain viewsOff-grid living allowedEasy road accessOnly $300 down and $300/month for 75 monthsNo credit check | 0% interestOwn

  Mallory Mabus

  0 Ridgeway Rd Unit San Luis CO 23799644, San Luis, CO 81152
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  /2

  $8,849,000 Sold Jul 01, 2025

  • 4,185 Sq Ft
  • $2,114/SF
  • 79 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1993

  3295 Woodside Rd, Woodside, CA 94062

  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

  Erika Demma Compass

  3295 Woodside Rd, Woodside, CA 94062
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  /60

  Est $5,599,080 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,910 Sq Ft

  3950 Sand Hill Rd, Woodside, CA 94062

  3950 Sand Hill Rd, Woodside, CA 94062
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  /22

  $4,875,000 Open Sat 12PM - 4PM

  • 5 Beds
  • 4.5 Baths
  • 1,420 Sq Ft

  120 Miramontes Rd, Woodside, CA 94062

  Private ~half-acre property is prime for redevelopment with an existing 3,365+/- sf house and ADU* with 5BDs and 5BAs, a carriage house with studio, paddock, two access gates and multiple outbuildings. This highly coveted location is within 0.5 mile of Woodside Village with Roberts Market, Bucks, the library, The Village Pub (Michelin starred), Village Hub and Village Bakery and Cafe, and near

  Michael Silva Compass

  120 Miramontes Rd, Woodside, CA 94062
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  /47

  $7,125,000 Sold Jun 30, 2025

  • 3,570 Sq Ft
  • $1,996/SF
  • 11 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1950

  275 Eleanor Dr, Woodside, CA 94062

  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

  Hugh Cornish Coldwell Banker Realty

  275 Eleanor Dr, Woodside, CA 94062
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  /57

  Est $6,857,468 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,978 Sq Ft

  2160 Greenways Dr, Woodside, CA 94062

  2160 Greenways Dr, Woodside, CA 94062
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  /15

  $4,175,000

  • 4 Beds
  • 4 Baths
  • 4,900 Sq Ft

  380 La Questa Way, Woodside, CA 94062

  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.

  Andrea Ivarsson Coldwell Banker Realty

  380 La Questa Way, Woodside, CA 94062
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  /2

  $15,750,000 Sold Jun 13, 2025

  • 8,470 Sq Ft
  • $1,860/SF
  • 93 Days On Market

  • 6 Beds
  • 7 Baths
  • Built 1934

  961 High Rd, Woodside, CA 94062

  Completely Renovated inside and out! This architectural Jewel with Dazzling Views! Originally imagined by the visionary architect Gardner Dailey in 1934, this exceptional estate is a testament to his architectural brilliance updated with a complete comprehensive renovation. The classic style of a country manor is presented, creating a visual symphony from the slate tile roof to the leaded glass

  Erika Demma Compass

  961 High Rd, Woodside, CA 94062
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  /50

  Est $7,282,906 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 5,355 Sq Ft

  130 Eleanor Dr, Woodside, CA 94062

  130 Eleanor Dr, Woodside, CA 94062
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  /24

  $4,295,000

  • 4 Beds
  • 3.5 Baths
  • 3,580 Sq Ft

  950 Espinosa Rd, Woodside, CA 94062

  Private retreat with stunning views of Stanford, San Francisco Bay, and the East Bay, just 10 minutes from downtown Woodside. Custom-built in 2004 on 1.4 acres with incredible quality and seismic integrity, this Craftsman home exudes European flair with imported Spanish tile and walnut floors, 12-foot ceilings, and fireplaces in the formal living and dining rooms. The French kitchen features

  Scott Dancer Compass

  950 Espinosa Rd, Woodside, CA 94062
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  /2

  $2,900,000 Sold Jun 03, 2025

  • 2,490 Sq Ft
  • $1,165/SF
  • 110 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1960

  1 Hayfields Rd, Portola Valley, CA 94028

  Welcome to 1 Hayfields Road! Motivated Seller - best price on the flats of Portola Valley!!! Nestled in a serene and peaceful country setting, this inviting rancher offers the perfect balance of privacy and convenience. With stunning access to nearby trails, you can enjoy the natural beauty right outside your doorstep, whether you're hiking, biking, or simply soaking in the outdoors. Inside,

  Debora Smith Sotheby's Intl Rlty

  1 Hayfields Rd, Portola Valley, CA 94028
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  /27

  Est $4,581,537 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,410 Sq Ft

  25 Eugenia Ln, Woodside, CA 94062

  25 Eugenia Ln, Woodside, CA 94062
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  /65

  $4,398,000

  • 4 Beds
  • 3 Baths
  • 2,960 Sq Ft

  250 Hardwick Rd, Woodside, CA 94062

  Situated at the end of a quiet cul-de-sac, this exquisite Woodside property has been tastefully renovated and boasts stunning views of the Bay and East Bay hills. With dual oversized primary suites (4 bedrooms, 4 full bathrooms total), this home offers ample space for your growing family or those considering multigenerational living. As you step into the proper foyer, you'll be greeted by warm

  Brian Brunetti Sotheby’s International Realty

  250 Hardwick Rd, Woodside, CA 94062
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  /2

  $13,500,000 Sold May 30, 2025

  • 6,135 Sq Ft
  • $2,200/SF
  • 42 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 1925

  258 Kings Mountain Rd, Woodside, CA 94062

  Panoramic Western Hills views set the stage for this stunning Central Woodside estate, nestled on approximately 3.2 flat, fully usable acres just moments from downtown shops, dining, and top-rated Woodside Elementary. Designed for both comfort and function, the primarily single-level layout includes a spacious primary suite, multiple living areas, and a bright eat-in kitchen opening to a large

  David Bergman Intero Real Estate Services

  258 Kings Mountain Rd, Woodside, CA 94062
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  /29

  Est $8,384,927 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 5,253 Sq Ft

  165 Farm Rd, Woodside, CA 94062

  165 Farm Rd, Woodside, CA 94062
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  /30

  $4,995,000 Pending

  • 4 Beds
  • 3 Baths
  • 3,295 Sq Ft

  19 Preston Rd, Woodside, CA 94062

  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

  Erika Demma Compass

  19 Preston Rd, Woodside, CA 94062
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  /2

  $4,750,000 Sold May 23, 2025

  • 4,430 Sq Ft
  • $1,072/SF
  • 51 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2004

  589 California Way, Woodside, CA 94062

  Experience the charm of this New England style home in Emerald Hills that is slightly elevated from the street with a front motor court that looks over the neighborhood. This 5-bedroom, 3-bathroom residence showcases exquisite custom woodwork and ironwork throughout the home, reflecting its architectural splendor. Features include a grand foyer with a double staircase, a cozy living room with

  Vicky Costantini Compass

  589 California Way, Woodside, CA 94062
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  /63

  Est $5,201,729 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,300 Sq Ft

  350 La Questa Way, Woodside, CA 94062

  350 La Questa Way, Woodside, CA 94062
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  /2

  $3,799,999 Pending

  • 4 Beds
  • 3 Baths
  • 2,400 Sq Ft

  115 Toyon Ct, Woodside, CA 94062

  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

  Kim Hansen Golden Gate Sotheby's International Realty

  115 Toyon Ct, Woodside, CA 94062
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  /67

  $1,768,000 Sold May 20, 2025

  • 2,080 Sq Ft
  • $850/SF
  • 4 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1930

  13499 La Honda Rd, Woodside, CA 94062

  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

  Wen Guo RE Group KW Advisors

  13499 La Honda Rd, Woodside, CA 94062

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