5,098

San Gregorio, CA Homes

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  • /37

    $3,900,000 Sold Oct 11, 2024

    • 3,789 Sq Ft
    • $1,029/SF
    • 9 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1992

    815 Bayview Way, Emerald Hills, CA 94062

    Welcome to your private retreat in Emerald Hills! Perfectly perched on a spacious Double Lot (14,810+/- square feet) with a full view of the bay and beyond - this view and setting is hard to beat. The entry, living room and dining room show symmetry and balance. You immediately see the view of the bay through the large picture window and glass doors - stunning! Intricate vaulted wood ceiling,

    Doug Gonzalez Coldwell Banker Realty

    815 Bayview Way, Emerald Hills, CA 94062
    • /2

      Est $1,908,990 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,090 Sq Ft

      10 Skyline Dr, Redwood City, CA 94062

      10 Skyline Dr, Redwood City, CA 94062
  • /21

    $14,250,000 Sold Oct 07, 2024

    • 4,630 Sq Ft
    • $3,078/SF
    • 8 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1964

    12 Vineyard Hill Rd, Woodside, CA 94062

    Sophistication Meets Serenity. Nestled at the end of a cul-de-sac off the coveted Mountain-Home Road, this exceptional estate sits atop the ridgeline, offering breathtaking, ever-changing vistas of the lush mountainsa view unmatched in all of Woodside. Secluded amidst the natural rolling landscape of majestic Sequoias and Oaks, this property is one of the few that boasts its own vineyard,

    Scott Dancer Compass

    12 Vineyard Hill Rd, Woodside, CA 94062
    • /67

      Est $2,967,600 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,265 Sq Ft

      36 Skyline Dr, Redwood City, CA 94062

      36 Skyline Dr, Redwood City, CA 94062
  • /51

    $14,500,000 Sold Oct 04, 2024

    • 7,240 Sq Ft
    • $2,003/SF
    • 374 Days On Market
    • 13 Beds
    • 11.5 Baths
    • Built 1910

    1900 Bear Gulch Rd, San Gregorio, CA 94074

    Island Farm presents a unique and unparalleled opportunity to own 564 acres conveniently accessible to Silicon Valley. This extraordinary estate has been under the stewardship of a single family for over a century and has graciously welcomed numerous dignitaries and notable figures throughout history. 5 parcels in total, Riparian water rights; 6 cottages, multiple barns & outbuildings, private

    The Dreyfus Group Golden Gate Sotheby's International Realty

    1900 Bear Gulch Rd, San Gregorio, CA 94074
    • /37

      Est $5,400,408 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,860 Sq Ft

      2091 Portola Rd, Woodside, CA 94062

      2091 Portola Rd, Woodside, CA 94062
  • /2

    $4,550,000 Sold Oct 03, 2024

    • 3,590 Sq Ft
    • $1,267/SF
    • 26 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1969

    50 Haciendas Dr, Woodside, CA 94062

    An exceptional estate and opportunity nestled at the end of a serene private cul-de-sac in central Woodside. This expansive 3-acre property boasts its own vineyard and bay views. The 3,590 square foot home features 5 bedrooms and 4 bathrooms, providing ample space for family and guests with amenities like an additional kitchenette upstairs and dedicated laundry room. The kitchen is equipped with

    Bob Johnston Coldwell Banker Realty

    50 Haciendas Dr, Woodside, CA 94062
    • /33

      Est $2,551,306 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,290 Sq Ft

      1 Stadler Dr, Woodside, CA 94062

      1 Stadler Dr, Woodside, CA 94062
  • /20

    $4,300,000 Sold Sep 27, 2024

    • 4,628 Sq Ft
    • $929/SF
    • 78 Days On Market
    • 6 Beds
    • 6.5 Baths
    • Built 2007

    130 Emerald Estates Ct, Emerald Hills, CA 94062

    Just Reduced! This exceptional home offers unparalleled space, with 6 bedrooms plus two luxurious offices, combined with extraordinary level grounds transformed for sports enthusiasts and outdoor entertaining. Located on one of the most desirable streets in Emerald Hills, this classic home is set on a lot of over 18,000 square feet with views of the San Francisco Bay and Mount Diablo from

    Tim Anderson Christie's International Real Estate Sereno

    130 Emerald Estates Ct, Emerald Hills, CA 94062
    • /32

      Est $3,748,173 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,330 Sq Ft

      16 Stadler Dr, Woodside, CA 94062

      16 Stadler Dr, Woodside, CA 94062
  • /18

    $6,800,000 Sold Sep 27, 2024

    • 6,106 Sq Ft
    • $1,114/SF
    • 127 Days On Market
    • 4 Beds
    • 5.5 Baths
    • Built 1974

    237 Mapache Dr, Portola Valley, CA 94028

    Rare 3.3 level acres-perfect for a family compound with multiple structures for the ultimate in flexibility of use and all in a fabulous close-in-location. Comprised of several buildings with the opportunity to create a family compound, conference center, or both, the entire estate blends Spanish Revival architecture, with signature red-tiled roofs, and sleek modern interiors. Espresso-hued

    Judy Citron Compass

    237 Mapache Dr, Portola Valley, CA 94028
    • /33

      Est $2,676,824 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,705 Sq Ft

      160 Otis Ave, Woodside, CA 94062

      160 Otis Ave, Woodside, CA 94062
  • /56

    $2,520,000 Sold Sep 25, 2024

    • 2,660 Sq Ft
    • $947/SF
    • 13 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1963

    108 Ware Rd, Redwood City, CA 94062

    Stylish retreat nestled on 1.35 acres in the serene Kings Mountain neighborhood of Woodside boasts an idyllic setting surrounded by natural beauty and a convenient location near myriad amenities such as open space trails, acclaimed restaurants & the top-rated Kings Mountain Elementary School. Picture windows and an expansive deck offer breathtaking views of the mountains, valleys, redwoods &

    Debbie Elowson Compass

    108 Ware Rd, Redwood City, CA 94062
    • /55

      Est $3,729,036 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,500 Sq Ft

      132 Otis Ave, Woodside, CA 94062

      132 Otis Ave, Woodside, CA 94062
  • /33

    $2,500,000 Sold Sep 16, 2024

    • 2,250 Sq Ft
    • $1,111/SF
    • 35 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1969

    25 Morse Ln, Redwood City, CA 94062

    This spacious ranch home offers exceptional living on a beautiful lot with a gentle slope and a serene koi pond with a waterfall. The two-car garage, located at the back, has potential for conversion into an ADU. The home features four bedrooms, with one closet converted into an office and another into a hobby room. Nearly every room has outdoor access, enhancing indoor-outdoor living. The master

    Nancy Palmer The Agency

    25 Morse Ln, Redwood City, CA 94062
    • /52

      Est $4,561,180 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,905 Sq Ft

      320 Hillside Dr, Woodside, CA 94062

      320 Hillside Dr, Woodside, CA 94062
  • /59

    $4,207,000 Sold Sep 10, 2024

    • 5,800 Sq Ft
    • $725/SF
    • 368 Days On Market
    • 6 Beds
    • 8 Baths
    • Built 1980

    385 Old la Honda Rd, Woodside, CA 94062

    Welcome to The Lake House. This beautiful, 6 bedroom, 8 bathroom house sits on 4.2 acres with valley views, a private lake along with a private redwood grove. Step into this amazing contemporary country home featuring abundant light, energy efficient metal roof with solar panels supporting tesla power walls, outside gym, dog run, and custom-built tree house. On the main level, there are 3 en

    Debora Smith Sotheby's Intl Rlty

    385 Old la Honda Rd, Woodside, CA 94062
    • /62

      Est $4,752,141 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,990 Sq Ft

      1275 Canada Rd, Woodside, CA 94062

      1275 Canada Rd, Woodside, CA 94062
  • /32

    $2,425,000 Sold Sep 09, 2024

    • 1,805 Sq Ft
    • $1,343/SF
    • 9 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2010

    511 Live Oak Ln, Redwood City, CA 94062

    Welcome to 511 Live Oak Lane, located in the sought-after Emerald Lake Park neighborhood of Redwood City. This beautiful home offers the perfect blend of elegance and comfort. The gourmet kitchen is a chefs delight, featuring custom cabinetry, granite countertops, and high-end stainless steel appliances. The living room, with its high ceilings, provides an inviting space for gatherings and offers

    Jane Konovalova JetSet Homes

    511 Live Oak Ln, Redwood City, CA 94062
    • /45

      Est $9,697,990 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,610 Sq Ft

      15 Blue Ridge Ln, Woodside, CA 94062

      15 Blue Ridge Ln, Woodside, CA 94062
  • /2

    $2,535,000 Sold Jul 11, 2025

    • 2,030 Sq Ft
    • $1,249/SF
    • 15 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1960

    3831 Vineyard Dr, Redwood City, CA 94061

    Beautiful Farm Hill home with a magical view from many vantage points. Walking distance to Roy Cloud k-8 and Stulstaff Park. Immaculate and light hardwood floors throughout the home. Large living room with windows looking out onto the city. Cozy family room that looks out at the backyard and gardens. Master suite and 3 bedrooms upstairs, with an additional rec room downstairs. Open kitchen/dining

    Vicky Costantini Compass

    3831 Vineyard Dr, Redwood City, CA 94061
    • /2

      Est $5,286,886 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,660 Sq Ft

      3364 Woodside Rd, Woodside, CA 94062

      3364 Woodside Rd, Woodside, CA 94062
  • /2

    $1,600,000 Sold Jun 25, 2025

    • 2,000 Sq Ft
    • $800/SF
    • 37 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 1941

    102 Santa Maria Ave, Portola Valley, CA 94028

    Welcome to a remaining piece of Portola Valley history, full of possibilities! The charming and rustic original structure, with its tall brick fireplace, high ceiling, and exposed rafters, rests on a sunny, gently sloped, half acre lot. Later additions include a very large primary bedroom and bath. A wide veranda wraps around two sides of the house, perfect for relaxing while taking in the

    Jean Isaacson Golden Gate Sotheby's International Realty

    102 Santa Maria Ave, Portola Valley, CA 94028
    • /60

      Est $6,092,850 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,150 Sq Ft

      3324 Woodside Rd, Woodside, CA 94062

      3324 Woodside Rd, Woodside, CA 94062
  • /2

    $4,499,500 Sold Jun 16, 2025

    • 4,070 Sq Ft
    • $1,106/SF
    • 34 Days On Market
    • 6 Beds
    • 5.5 Baths
    • Built 1995

    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
    • /60

      Est $8,586,670 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 8,695 Sq Ft

      1210 Canada Rd, Woodside, CA 94062

      1210 Canada Rd, Woodside, CA 94062
  • /2

    $5,750,000 Sold Jun 16, 2025

    • 2,970 Sq Ft
    • $1,936/SF
    • 34 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1915

    1477 Portola Rd, Woodside, CA 94062

    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

    Kristin Cashin Christie's International Real Estate Sereno

    1477 Portola Rd, Woodside, CA 94062
    • /21

      Est $6,278,599 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,837 Sq Ft

      259 Kings Mountain Rd, Woodside, CA 94062

      259 Kings Mountain Rd, Woodside, CA 94062
  • /2

    $700,000 Sold May 23, 2025

    • 1,157 Sq Ft
    • $605/SF
    • 60 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1973

    4008 Farm Hill Blvd Unit 204, Redwood City, CA 94061

    Welcome to 4008 Farm Hill Blvd #204, a charming 3-bedroom, 2-bath condo nestled in the tranquil hills of Redwood City. Single-level this home offers a blend of classic design and modern convenience. Well-designed the layout features a spacious living area with a fireplace that opens to the dining space, adjacent to the well-equipped kitchen. Generously sized bedrooms offer ample space, with the

    Darcey Arena Casa Divina Real Estate

    4008 Farm Hill Blvd Unit 204, Redwood City, CA 94061
    • /28

      Est $9,354,724 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 5,780 Sq Ft

      301 Olive Hill Ln, Woodside, CA 94062

      301 Olive Hill Ln, Woodside, CA 94062
  • /2

    $4,850,000 Sold May 21, 2025

    • 4,840 Sq Ft
    • $1,002/SF
    • 19 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1981

    83 Tum Suden Way, Woodside, CA 94062

    Completely transformed with sophisticated designer style, this home showcases luxury living at every turn, elevated by panoramic views that stretch from the San Francisco Bay & East Bay hills to the western hills. A striking front entrance, reimagined with cable-strung railings & beautiful landscaping, sets the tone for the more contemporary interiors. Located on just over one-half acre, the

    Hugh Cornish Coldwell Banker Realty

    83 Tum Suden Way, Woodside, CA 94062
    • /42

      Est $4,864,686 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,260 Sq Ft

      115 Highland Terrace, Woodside, CA 94062

      115 Highland Terrace, Woodside, CA 94062
  • /2

    $685,000 Sold May 02, 2025

    • 2,040 Sq Ft
    • $336/SF
    • 87 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1948

    200 Star Hill Rd, Redwood City, CA 94062

    Price Improvement! Bring your vision, contractor and agent and make us an offer! Picture yourself, immersed in nature, living amongst the redwoods and fruit trees in your own fully fenced, secluded compound. Hidden from the road allowing you the ultimate in privacy. Enjoy the fragrance of fresh air and the Coastal breeze. Sink into soulful bliss and surround yourself in the beauty of nature

    Linda Crose-Andersen Coldwell Banker Realty

    200 Star Hill Rd, Redwood City, CA 94062
    • /27

      Est $4,357,883 Not Listed For Sale

      • 4 Beds
      • 5.5 Baths
      • 3,030 Sq Ft

      340 Laning Dr, Woodside, CA 94062

      340 Laning Dr, Woodside, CA 94062
  • /2

    $2,325,000 Sold Apr 11, 2025

    • 1,280 Sq Ft
    • $1,816/SF
    • 20 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1952

    322 Wyndham Dr, Portola Valley, CA 94028

    Beautiful 3 Bedroom Home in Award Winning Portola Valley School District. Elegant Living Room with Fireplace. Formal Dining Area. Stunning Kitchen with Quartz Countertops and Skylight. 3 Bedrooms. Updated Bathroom with Double Sinks, Separate Shower, and Skylight. Spacious Patio with Outdoor TV and Trellis. Lovely Landscaped Yard. Award Winning Portola Valley School District. Best Value for

    Keri Nicholas Parc Agency Corporation

    322 Wyndham Dr, Portola Valley, CA 94028
    • /22

      Est $12,424,714 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 7,490 Sq Ft

      1015 Mountain Home Rd, Woodside, CA 94062

      1015 Mountain Home Rd, Woodside, CA 94062
  • /2

    $3,850,000 Sold Apr 08, 2025

    • 2,409 Sq Ft
    • $1,598/SF
    • 336 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1952

    160 Alta Mesa Rd, Woodside, CA 94062

    Updated and renovated, this home is ideally located opposite the picturesque Kite Hill permanent open space. Introducing the home is a spacious great room that encompasses a living room, with modern stone gas fireplace, and a step-down seating area with an impressive wall-to-wall window view of the rock and cactus garden. Adjacent to this is a formal dining room and newly remodeled kitchen with

    Scott Dancer Compass

    160 Alta Mesa Rd, Woodside, CA 94062
    • /2

      Est $1,930,581 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,772 Sq Ft

      16990 Skyline Blvd, Redwood City, CA 94062

      16990 Skyline Blvd, Redwood City, CA 94062
  • /2

    $2,310,000 Sold Apr 02, 2025

    • 1,680 Sq Ft
    • $1,375/SF
    • 14 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1997

    3751 Hamilton Way, Emerald Hills, CA 94062

    Discover Your Dream Home in Emerald Hills. Nestled in the serene beauty of the Emerald Hills, this stunning newer home offers a perfect blend of luxury, comfort, and style. With two spacious bedrooms, a den perfect for your home office or cozy retreat, and 2 1/2 elegant baths, this home is designed for modern living. Every corner of this home is filled with luxury features, from the sleek

    Jack Hirsch CCIM Realty World-Hirsch & Assoc.

    3751 Hamilton Way, Emerald Hills, CA 94062
    • /7

      Est $10,530,942 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 1,640 Sq Ft

      205 Winding Way, Woodside, CA 94062

      205 Winding Way, Woodside, CA 94062

Showing Results 281 - 320, Page 8 of 18

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