San Gregorio, CA Homes for Sale

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  /90

  $4,599,000 Open Sat 1:30PM - 4PM

  • 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

  $3,595,000 Open Sun 2PM - 4PM

  • 4 Beds
  • 2.5 Baths
  • 2,340 Sq Ft

  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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  /47

  $6,995,000

  • 4 Beds
  • 4 Baths
  • 3,570 Sq Ft

  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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  /36

  $5,895,000

  • 4 Beds
  • 4 Baths
  • 2,925 Sq Ft

  35 Neuman Ln, Woodside, CA 94062

  Tucked away at the end of a private lane, this beautifully appointed home offers the perfect blend of privacy, contemporary style, & outdoor livability on more than one acre. Refreshed front landscaping & an expansive, partially covered front deck set the tone for the thoughtfully designed spaces within. Beautiful hardwood floors, vaulted ceilings, & walls of glass highlight the home's warm yet

  Hugh Cornish Coldwell Banker Realty

  35 Neuman Ln, Woodside, CA 94062
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  /41

  $4,495,000

  • 4 Beds
  • 3 Baths
  • 2,955 Sq Ft

  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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  /23

  $4,495,000

  • 5 Beds
  • 3.5 Baths
  • 3,826 Sq Ft

  1005 Portola Rd, Portola Valley, CA 94028

  Secluded in complete privacy above the street, this contemporary home embodies a true connection to nature through its vast expanses of glass and warm, organic finishes. Designed with a modernist spirit, and award-winning for green design, the home showcases soaring vaulted ceilings, open concept living spaces, and entire walls of glass that frame the surrounding greenery. Bamboo floors, cherry

  Ginny Kavanaugh Coldwell Banker Realty

  1005 Portola Rd, Portola Valley, CA 94028
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  /15

  $5,799,000

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

  380 La Questa Way, Woodside, CA 94062

  First time on the market in nearly 50 years. Almost three acres in sought after Central Woodside minutes to Roberts, Village market and horse trails. Original ranch home with newer addition, pool and ADU. Property is suited for complete makeover or reimagine as a new building site. Horses are allowable. Close to sought after Woodside Elementary.

  Andrea Ivarsson Coldwell Banker Realty

  380 La Questa Way, Woodside, CA 94062
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  /73

  $4,799,950 Open Sun 1PM - 4PM

  • 5 Beds
  • 4.5 Baths
  • 3,926 Sq Ft

  115 Wika Ranch Ct, Emerald Hills, CA 94062

  Built in 2022, Residence Eight in Wika Ranch blends modern elegance with the natural serenity of Emerald Hills. This 5-bedroom home features a formal living room with a glass wine display, a chefs kitchen with a large island, and open-concept family and dining areas. A main-level guest suite offers comfort and privacy, while upstairs includes a grand owners suite, junior suite, two additional

  Mahmut Altun Intero Real Estate Services

  115 Wika Ranch Ct, Emerald Hills, CA 94062
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  /55

  $5,295,000

  • 4 Beds
  • 4.5 Baths
  • 4,253 Sq Ft

  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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  /38

  $3,995,000

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

  115 Toyon Ct, Woodside, CA 94062

  Great cul-de-sac location, this sun-drenched, designer-updated home offers an ideal blend of style, comfort and nature. Just minutes from Town and top-rated 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,

  Kim Hansen Golden Gate Sotheby's International Realty

  115 Toyon Ct, Woodside, CA 94062
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  /47

  $4,495,000 Open Fri 5PM - 7PM

  • 4 Beds
  • 3 Baths
  • 3,900 Sq Ft

  252 Raymundo Dr, Woodside, CA 94062

  IN THE HEART OF HORSE COUNTRY, this treasured family farm on 3 acres will provide enjoyment for years to come. 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

  Don DeFranco Compass

  252 Raymundo 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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  /46

  $3,998,999

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft

  3803 Hamilton Way, Emerald Hills, CA 94062

  Single-Story 4 Bedroom, 2 Full Bath Exceptionally Renovated and Constructed Home located on expansive 15,000+ sq.ft. lot with park-like setting in the sought after Emerald Hills Neighborhood. 6-7 car driveway with garage and Electric Vehicle Hookup (240v/50amp). This private, quite and secluded neighborhood is NOT a thoroughfare, is located just a few blocks from Roy Cloud Elementary School

  Cher Rowland Intero Real Estate Services

  3803 Hamilton Way, Emerald Hills, CA 94062
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  /27

  $3,595,000

  • 3 Beds
  • 3.5 Baths
  • 2,890 Sq Ft

  625 W Glen Way, Woodside, CA 94062

  Contemporary luxury with breathtaking western hill views from a close-in location with access to acclaimed Woodside Elementary School (K-8). Whole-home renovation in 2020 to 2022 with open concept design and three levels comprising 3 bedroom suites, dedicated office, 3.5 designer appointed baths, and spacious kitchen. Maple floors on the main level, towering vaulted all-wood ceilings, entire

  Scott Dancer Compass

  625 W Glen Way, Woodside, CA 94062
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  $2,995,000 Open Sat 1PM - 4PM

  • 3 Beds
  • 3.5 Baths
  • 2,510 Sq Ft

  45 Ranch Rd, Woodside, CA 94062

  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

  James Milton Coldwell Banker Realty

  45 Ranch Rd, Woodside, CA 94062
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  /50

  $2,598,000

  • 3 Beds
  • 3 Baths
  • 2,083 Sq Ft

  3996 Jefferson Ave, Emerald Hills, CA 94062

  Welcome to 3996 Jefferson Avenue in the heart of sought-after Emerald Hills, where comfort, style, and stunning Bay views come together seamlessly. This 3-bedroom, 3-bath home has been thoughtfully updated with a modern kitchen and remodeled bathrooms, making it move-in ready from day one. As you step inside, you're greeted by gleaming hardwood floors and a warm, inviting living room and dining

  Susan Tanner Golden Gate Sotheby's International Realty

  3996 Jefferson Ave, Emerald Hills, CA 94062
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  /46

  $2,195,000

  • 3 Beds
  • 2 Baths
  • 2,240 Sq Ft

  12960 Skyline Blvd, Redwood City, CA 94062

  Perched on a peaceful mountain with breathtaking views of the Pacific Ocean, this updated 3-bed, 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

  Dave Skokan RE/MAX Gold Redwood Shores.

  12960 Skyline Blvd, Redwood City, CA 94062
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  /29

  $985,000

  • 4 Beds
  • 2 Baths
  • 1,950 Sq Ft

  31 Skyline Dr, Redwood City, CA 94062

  Delightful 1950 square foot country home with four bedrooms and two bathrooms sits on just over half an acre. This well-loved home has been in the same family for approximately 57 years and is awaiting your vision and loving care to bring her back and make her your own. The focus of the home is the generous living room with soaring beamed ceilings and a massive fireplace creating a dramatic focal

  Karin Bird Compass

  31 Skyline Dr, Redwood City, CA 94062
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  /38

  $1,295,000

  • 3 Beds
  • 3 Baths
  • 2,205 Sq Ft

  14826 Skyline Blvd Unit 1, Redwood City, CA 94062

  This beautiful and tranquil 3 bedroom, 3 bath end unit condo lives like a single-family home. One of only four units, this home offers rare privacy, natural beauty, stunning views, and minutes from the award-winning Kings Mountain Elementary School. The entry opens to a spacious, light-filled floor plan centered around a chef's kitchen featuring top-tier appliances, a prep island with secondary

  Bill Kitchen Compass

  14826 Skyline Blvd Unit 1, Redwood City, CA 94062
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  /78

  $2,375,000

  • 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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  /28

  $3,330,000

  • 3 Beds
  • 2 Baths
  • 1,608 Sq Ft

  746 Tunitas Creek Rd, Half Moon Bay, CA 94019

  This uniquely located property has not been on the market for over half a century. It is minutes to public Pacific Ocean beaches and a beautiful drive up Tunitas Creek Road though a stunning Redwood Forest. San Francisco and San Jose are easily within a 90-minute drive. Over 80 acres of land with easy access to Tunitas Creek Road and 10 minutes from both Half Moon Bay and San Gregorio. The

  Diana Plank Coldwell Banker Realty

  746 Tunitas Creek Rd, Half Moon Bay, CA 94019
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  /40

  $2,250,000

  • 4 Beds
  • 2.5 Baths
  • 1,890 Sq Ft

  514 Live Oak Ln, Emerald Hills, CA 94062

  Amazing Emerald Hills property with incredible views of San Francisco Bay and Emerald Hills lake! This 1890 sq ft 4-bedroom 2.5 bath house sits on a huge 18,820 sq ft gentle downslope lot with many mature trees. The property features a gourmet kitchen with solid surface countertops and beautiful shaker style cabinets. Living room with vaulted ceiling and woodburning fireplace. Dining area with

  Greg Garcia Sequoia Realty Services

  514 Live Oak Ln, Emerald Hills, CA 94062
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  /39

  $2,150,000

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft

  350 Grandview Dr, Woodside, CA 94062

  Morning light pours through redwoods onto white oak floors at this 3BR/2BA retreat on 2.44 private acres. Updated kitchen and marble baths blend comfort and style. A bright barn office and workshop offer flexible use easily converted for equestrian needs with an existing corral. A fenced dog run adds convenience. Enjoy sunrises on the expansive deck or quiet moments on a meditation deck tucked in

  Scott Hayes Compass

  350 Grandview Dr, Woodside, CA 94062
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  /79

  $29,500,000

  • 6 Beds
  • 7 Baths
  • 8,990 Sq Ft

  100 Canada Rd, Redwood City, CA 94062

  Mountain Meadow - A Landmark Legacy-Extraordinary in provenance, scale, and preservation, this landmark estate spans nearly 25 acres, located on land protected by Peninsula Open Space Trust and surrounded by Golden Gate National Recreation Area parkland. Offering unmatched privacy yet just 20 minutes from San Francisco International Airport. Commissioned in 1927 as one of the debut residential

  Erika Demma Compass

  100 Canada Rd, Redwood City, CA 94062
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  /58

  $2,898,000 Open Sun 1PM - 4PM

  • 5 Beds
  • 4.5 Baths
  • 4,040 Sq Ft

  3920 Lakemead Way, Emerald Hills, CA 94062

  BEST VALUE IN REDWOOD CITY!!! 5 bedroom, 4 1/2 bath home in prestigious Emerald Hills!This extraordinarily spacious 4040 square foot retreat features numerous luxurious upgrades. (Originally built in 1990 on a 9180 sf lot.) The freshly painted exterior leads past the 3-car garage + adjacent parking slot to the entry w/newly constructed steps.Interior parquet floors open to the unbelievable space

  Michelle Glaubert Coldwell Banker Realty

  3920 Lakemead Way, Emerald Hills, CA 94062
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  /53

  $7,988,000 Open Sun 1:30PM - 4:30PM

  • 5 Beds
  • 7 Baths
  • 7,274 Sq Ft

  835 La Honda Rd, Woodside, CA 94062

  Nestled in Woodside, The Perch offers 7.7 gated acres of unparalleled privacy and stunning views. The thoughtfully designed home features a spacious two-level floor plan with expansive glass walls that fill the interiors with light and offer seamless outdoor connections. The chef's kitchen, inviting living spaces, and four spacious bedrooms are ideal for both quiet living and entertaining. A

  Michael Repka Deleon Realty

  835 La Honda Rd, Woodside, CA 94062
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  /39

  $5,295,000 Open Sun 2PM - 4PM

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

  19 Preston Rd, Woodside, CA 94062

  Zen-Inspired Close-in Retreat on 5.4 Acres. 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

  Erika Demma Compass

  19 Preston Rd, Woodside, CA 94062
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  /111

  $2,898,000 Open Sat 2PM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 2,398 Sq Ft

  3554 Oak Knoll Dr, Emerald Hills, CA 94062

  3554 Oak Knoll Drive is your everyday treehouse - an airy 3 bedroom, 2.5 bathroom retreat perched in Redwood City's coveted Emerald Hills neighborhood. Approximately 2,398 square feet of thoughtfully designed living space unfolds among walls of windows, filling every corner with natural light and views of the surrounding trees. Recent flooring, fresh interior and exterior paint, and updated

  Kyle Rawls Compass

  3554 Oak Knoll Dr, Emerald Hills, CA 94062
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  /34

  $2,499,000 Open Sun 2PM - 4PM

  • 4 Beds
  • 3.5 Baths
  • 2,719 Sq Ft

  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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  /99

  $4,850,000 Open Sun 2PM - 4PM

  • 4 Beds
  • 4.5 Baths
  • 4,528 Sq Ft

  624 Lakemead Way, Emerald Hills, CA 94062

  Perched high in coveted Emerald Hills, this home offers a gated residential estate with breathtaking panoramic views of the Bay and beyond. This highly customized home features a spacious and open floor plan with rich mahogany floors gracing the main living rooms. The heart of the home is an oversized chef's dream kitchen with elegant finishes, ample granite counters and cherry cabinets. The high

  Kevin Wakelin Compass

  624 Lakemead Way, Emerald Hills, CA 94062
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  /7

  $19,000,000

  • 6 Beds
  • 5 Baths
  • 4,960 Sq Ft

  329 Albion Ave, Woodside, CA 94062

  Known as the Wurster home, this three-lot combination extends across over more than 15 acres and includes as its centerpiece one of the first homes designed by renowned California Architect William Wurster. The house currently spans approx. 4,960 sf with six bedrooms, a beautiful rear lawn and sunny pool area with lovely views of the Western Hills. The lots development options include the

  Helen Miller Compass

  329 Albion Ave, Woodside, CA 94062
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  /6

  $22,000,000

  • 4 Beds
  • 4.5 Baths
  • 2,850 Sq Ft

  333 Albion Ave, Woodside, CA 94062

  Known as the Craftsman Homes, coupled with the Tennis Court lot, this multi-faceted, independently accessible, two-lot combination extends across over 12 acres and currently includes two homes totaling approx. 2,850 sf (one with 1,515 sf with two bedrooms and a second with 1,335 sf with two bedrooms), a tennis court as well as a two-stall horse stable and grazing area. The numerous development

  Helen Miller Compass

  333 Albion Ave, Woodside, CA 94062
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  /11

  $34,500,000

  • 4 Beds
  • 3.5 Baths
  • 3,345 Sq Ft

  329 Albion Ave, Woodside, CA 94062

  Known as the Olive Orchard home, combined with the contiguous Olive Hill East and West lots, this fabulous combination of three parcels totaling just over 23.5 acres, currently includes two homes, one with approx. 3,345 sf and four bedrooms and the other with 1,755 sf with three bedrooms (the Estate Manager's home), each of which present a series of upgrade or redevelopment options. The parcels

  Helen Miller Compass

  329 Albion Ave, Woodside, CA 94062
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  /17

  $22,500,000

  • 5 Beds
  • 3.5 Baths
  • 3,635 Sq Ft

  331 Albion Ave, Woodside, CA 94062

  Known as the Oak Grove home, situated on just over 11 acres and including one home of approx. 3,635 sf with five bedrooms, a lovely rear lawn and swimming pool area and intimate views of the Western Hills. This beautifully situated lot and home, nestled near numerous oak trees, is one of the most enchanting locations on the estate. The lots development options include the possibility of either

  Helen Miller Compass

  331 Albion Ave, Woodside, CA 94062
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  /34

  $125,000,000

  • 34 Beds
  • 26 Baths
  • 23,900 Sq Ft

  329 Albion Ave, Woodside, CA 94062

  The Green Gables Estate, in its entirety, is a 74 acre, spectacular, one of a kind, multi-generation oasis situated within walking distance from the Woodside Town Center. The estate is currently comprised of seven homes and 10 separate lots, featuring significant additional build out potential and may be purchased as a whole or in 6 potential lot combinations (see MLS listings for suggested lot

  Helen Miller Compass

  329 Albion Ave, Woodside, CA 94062
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  /51

  $2,699,000 Open Sun 2PM - 4PM

  • 5 Beds
  • 3.5 Baths
  • 3,323 Sq Ft

  103 Harkins Rd, Redwood City, CA 94062

  Experience the ultimate retreat, where majestic redwoods, sweeping canyon vistas, and ocean views provide a stunning backdrop for everyday living. This 3,323 sq ft custom home features 5 bedrooms and 3.5 bathrooms. The main level boasts soaring ceilings, expansive windows, and skylights that flood the space with natural light, highlighting the breathtaking scenery. The open-concept design

  Joakim Bye Ocean Element Real Estate

  103 Harkins Rd, Redwood City, CA 94062
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  /37

  $699,950

  • 2 Beds
  • 1 Bath
  • 916 Sq Ft

  4000 Farm Hill Blvd Unit 211, Redwood City, CA 94061

  Welcome to your new home in vibrant Redwood City! This delightful 2-bedroom, 1-bath condo offers 916 sq ft of comfortable living space. The kitchen is functional and bright, ideal for preparing meals and gathering with family or friends. The spacious living area opens to a private balcony, perfect for relaxing or enjoying your morning coffee. The home features a combination of tile and carpet

  Kamran Chitgar Coldwell Banker Realty

  4000 Farm Hill Blvd Unit 211, Redwood City, CA 94061
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  /63

  $4,788,000

  • 6 Beds
  • 5.5 Baths
  • 4,070 Sq Ft

  510 Oak Park Way, Emerald Hills, CA 94062

  Welcome to 510 Oak Park Way, a rare custom-built estate tucked away on a quiet cul-de-sac in Emerald Hills. Set on an expansive 18,800+ sf lot, this elegant home spans 4,070 sf, offering refined living in one of the Peninsulas most sought-after neighborhoods. Nearly every window captures serene views, bathing the interiors in natural light and enhancing the home's warm, inviting ambiance. A

  Brianna Ramies Compass

  510 Oak Park Way, Emerald Hills, CA 94062
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  /33

  $2,245,000

  • 3 Beds
  • 2 Baths
  • 1,240 Sq Ft

  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

  Tammy Tiscornia-Cole Compass

  789 Canada Rd, Woodside, CA 94062
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  /40

  $13,950,000

  • 5 Beds
  • 5.5 Baths
  • 7,898 Sq Ft

  25 Oakhill Dr, Woodside, CA 94062

  Napa Valley-Like Vineyard Estate with Bay Views. This breathtaking estate has been reimagined in sleek modern style across approximately 3.8 acres with magnificent SF Bay views from each level. The gated grounds showcase 600 Pinot Noir and Syrah vines, with resort-inspired amenities that define a luxurious lifestyle. Meticulous design, from dramatic open-concept interiors to vast outdoor spaces

  Erika Demma Compass

  25 Oakhill Dr, Woodside, CA 94062

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