23

4-Bedroom Houses for Sale in San Mateo County CA with Private Pool

Section Image
  • /44

    $6,895,000

    • 4 Beds
    • 3 Baths
    • 2,768 Sq Ft

    37 Lupin Ln, Atherton, CA 94027

    A Once-in-a-Lifetime Estate in Californias Most Coveted Enclave Set on nearly an acre of lush, private grounds, 37 Lupin Lane is a rare opportunity to own an extraordinary estate in the heart of Atherton, one of the most exclusive neighborhoods in the Bay Area and all of California. This compound delivers the ultimate in luxury, privacy, and lifestyle flexibility with three distinct structures

    Denise Laugesen KW Advisors

    37 Lupin Ln, Atherton, CA 94027
  • /45

    $8,500,000 Open Sun 1:30PM - 4:30PM

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

    130 Deer Meadow Ln, Portola Valley, CA 94028

    In Portola Valleys most coveted Westridge corridor, this striking property captures iconic Windy Hill views from its setting on more than 2 acres. The grounds unfold with California splendor sweeping level lawns, meandering garden paths amid native plantings, and a resort-style pool and spa perfectly oriented to Windy Hill. Inside, the home stuns with cathedral ceilings richly paneled in wood

    Peter Cowperthwaite Golden Gate Sotheby's International Realty

    130 Deer Meadow Ln, Portola Valley, CA 94028
  • /31

    $5,995,000

    • 4 Beds
    • 4 Baths
    • 2,970 Sq Ft

    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
  • /60

    $7,780,000

    • 4 Beds
    • 4 Baths
    • 5,600 Sq Ft

    25 Searsville Ct, Hillsborough, CA 94010

    CASA SERENA: HILLSBOROUGH'S BESPOKE HOMAGE TO SANTA BARBARA LUXE. Casa Serena dazzles with authentic quality and the romance of Riviera retreats, yet delivers its new owner a platform of thoroughly modern livability. The estate you see today was meticulously re-imagined, expanded, and re-built to the highest standards. Spanning 5,600 sq. ft., you are invited to marvel at the "composition within

    Geoffrey Nelson Coldwell Banker Realty

    25 Searsville Ct, Hillsborough, CA 94010
  • /75

    $6,500,000

    • 4 Beds
    • 6 Baths
    • 4,430 Sq Ft

    1162 Barroilhet Dr, Hillsborough, CA 94010

    Situated on a commanding half-acre lot, this inviting home offers over 4,400 sq. ft. of casual elegance in a picturesque setting. A dramatic foyer leads to the elegant living room with a grand fireplace, wall of windows, and access to a huge rear deck. The gracious dining room features oversized windows that frame amazing views of the outdoors. Nearby, the large family room with a fireplace,

    Jim Arbeed Coldwell Banker Realty

    1162 Barroilhet Dr, Hillsborough, CA 94010
  • /54

    $11,860,000

    • 4 Beds
    • 5.5 Baths
    • 6,000 Sq Ft

    2140 Forest View Ave, Hillsborough, CA 94010

    2016-built contemporary masterpiece on a premier street in lower North Hillsborough. Sustainable design by architect Dan Phipps, built by Toboni Builders with solar power, radiant-heated concrete or oak floors, wiring for EV, and radiant deck heated salt water pool on just over one-half acre. Native landscaping, Corten steel walls, and Ipe wood exterior. Accent walls, cabinetry, and doors all in

    Max Lo Green Banker Realty

    2140 Forest View Ave, Hillsborough, CA 94010
  • /48

    $10,995,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 4.5 Baths
    • 4,185 Sq Ft

    3295 Woodside Rd, Woodside, CA 94062

    A stately Hamptons-style 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. Extensively remodeled, the interiors feature refinished hardwood floors, fresh paint, and

    Erika Demma Compass

    3295 Woodside Rd, Woodside, CA 94062
  • /111

    $6,880,000 Open Sun 1:30PM - 4:30PM

    • 4 Beds
    • 6.5 Baths
    • 6,925 Sq Ft

    1035 Macadamia Dr, Hillsborough, CA 94010

    Nestled in the Hillsborough foothills, this exquisite estate embodies prestige and sophistication in one of Californias most coveted enclaves. Set on a generous lot, it offers exceptional privacy with only one neighbor and lush greenery for lots of privacy. Mediterranean-inspired design shines with arched doorways, sculpted balusters, and a grand foyer. Natural light pours through tall windows,

    Stanley Lo Green Banker Realty

    1035 Macadamia Dr, Hillsborough, CA 94010
  • /41

    $8,988,000 Open Sun 1:30PM - 4:30PM

    • 4 Beds
    • 7 Baths
    • 6,702 Sq Ft

    8 Reyna Place, Menlo Park, CA 94025

    This spectacular Mediterranean estate combines high-end luxury with everyday comfort on nearly 1/3 acre. Step into the grand rotunda foyer, which opens to an expansive floor plan spanning over 6,700 SF across 2 levels. Inviting spaces blend elegance and functionality, including generous formal rooms, a gourmet kitchen, an office, and 4 en suite bedrooms. Additional highlights include a wine

    Michael Repka Deleon Realty

    8 Reyna Place, Menlo Park, CA 94025
  • /19

    $13,850,000

    • 4 Beds
    • 8 Baths
    • 10,504 Sq Ft

    490 Las Pulgas Dr, Woodside, CA 94062

    Extraordinary residence with stunning panoramic San Francisco Bay views. Opulence and European inspiration at every turn. Impeccably crafted by renowned builder Markay Johnson in 2014 on a private gated lane with gated driveway. Lavish beauty throughout the home with hand-selected marble from Milan, elaborate millwork, Doric columns, intricate carvings, and gilded details. All-marble staircase

    Scott Dancer Compass

    490 Las Pulgas Dr, Woodside, CA 94062
  • /47

    $6,995,000 New Construction

    • 4 Beds
    • 5.5 Baths
    • 4,098 Sq Ft

    1695 Higgins Way, Pacifica, CA 94044

    Watch your dream home come to life in this impeccably designed masterpiece with incredible ocean views. Unique opportunity to unlock the advantages of buying an in-progress home and benefit from preferred pricing by buying early. Located in the coveted Linda Mar neighborhood of Pacifica, this modern home has close proximity to biking and hiking trails with access to the Golden Gate National

    Navdeep Kaur eXp Realty of Northern California, Inc.

    1695 Higgins Way, Pacifica, CA 94044
  • /46

    $2,398,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 3 Baths
    • 2,450 Sq Ft

    384 Sunfish Ct, Foster City, CA 94404

    Step into a beautifully sunlit sanctuary in the heart of Foster City, where warmth, charm, and everyday comfort come together effortlessly. From the moment you walk through the door, youre greeted by new laminate flooring, soft recessed lighting, and a layout that flows with ease and intention. The heart of the home is the inviting step-down family room, complete with a cozy fireplace perfect for

    Julie Flouty Compass

    384 Sunfish Ct, Foster City, CA 94404
  • /60

    $2,599,000 Open Sat 2PM - 4PM

    • 4 Beds
    • 2.5 Baths
    • 2,610 Sq Ft

    2085 Edgewood Rd, Emerald Hills, CA 94062

    Nestled in the coveted Emerald Hills neighborhood, 2085 Edgewood Road offers the perfect blend of peaceful living and modern convenience. Surrounded by rolling hills, tree-lined streets, and scenic views, Emerald Hills is known for its sense of privacy while still being just minutes from vibrant downtown Redwood City, top-rated schools, and major commuter routes. The home itself has been

    Stephen Marshall Christie's International Real Estate Sereno

    2085 Edgewood Rd, Emerald Hills, CA 94062
  • /3

    $5,799,000

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

    380 La Questa Way, Woodside, CA 94062

    First time on the market in almost 50 years. This unique setting close to horse trails in Central Woodside offers the opportunity to reimagine the potential of almost 3 park like acres. A private oasis for your dream home and minutes away from 280. Proximate to premier local shops and restaurants, Roberts Market, and highly rated Woodside Elementary School.

    Andrea Ivarsson Christie's International Real Estate Sereno

    380 La Questa Way, Woodside, CA 94062
  • /47

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

    • 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
  • /24

    $4,495,000

    • 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
  • /56

    $1,798,000 Open Sun 1PM - 4PM

    • 4 Beds
    • 2.5 Baths
    • 1,360 Sq Ft

    1313 S Claremont St, San Mateo, CA 94402

    Welcome to your dream home in the heart of Sunnybrae! This charming, sun-filled ranch offers 1,360 SqFt of thoughtfully designed living space. The main home features three bedrooms and one and a half bathrooms. The open floor plan is filled with natural light, creating an airy, inviting atmosphere throughout. Whether you prefer casual dining or hosting meals in the dedicated dining area, there's

    Michelle Mojas Redfin

    1313 S Claremont St, San Mateo, CA 94402
  • /100

    $5,880,000 Open Sun 1:30PM - 4:30PM

    • 4 Beds
    • 4 Baths
    • 4,165 Sq Ft

    1260 Hayne Rd, Hillsborough, CA 94010

    Experience the Ultimate in Hillsborough Luxury Living! This Mediterranean-inspired estate in the prestigious Carolands neighborhood offers unparalleled privacy, elegance, and modern amenities. Step inside to discover a grand foyer, vaulted ceilings, and expansive windows that bathe the home in natural light. The gourmet kitchen, featuring a Viking range, a center island, and custom cabinetry,

    Stanley Lo Green Banker Realty

    1260 Hayne Rd, Hillsborough, CA 94010
  • /49

    $4,748,000 Open Sat 2:30PM - 4:30PM

    • 4 Beds
    • 3.5 Baths
    • 3,255 Sq Ft

    245 Chapin Ln, Burlingame, CA 94010

    Storybook Tudor Revival in Burlingame Park just 2 blocks from downtown Burlingame Avenue shops and restaurants. This circa 1931 jewel showcases timeless architecture and modern luxury. Hardwood floors, barrel-vaulted ceilings, and refined millwork highlight the craftsmanship of the era, seamlessly integrated with a beautifully remodeled kitchen, custom-designed family room, and well-appointed

    Sandra Comaroto Compass

    245 Chapin Ln, Burlingame, CA 94010
  • /22

    $9,248,000

    • 4 Beds
    • 4 Baths
    • 2,630 Sq Ft

    600 Westridge Dr, Portola Valley, CA 94028

    This rare offering truly has it all 2.5 acres in the prestigious Westridge area with complete privacy set back from the street, San Francisco and foothill views, a regulation-size tennis court, resort-style pool with elevated spa and waterfall, and a poolside sauna with an outdoor shower. The well-appointed classic ranch home features bright and light interiors with fine hardwood floors

    Dean Asborno Compass

    600 Westridge Dr, Portola Valley, CA 94028
  • /44

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

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

    321 Magellan Ave, Half Moon Bay, CA 94019

    Located in the desirable East Side Miramar neighborhood of Half Moon Bay, 321 Magellan offers coastal living with panoramic ocean views. This 4-bedroom, 3.5-bath home features high ceilings, abundant natural light, and an open living area with stunning floor-to-ceiling windows. Enjoy a cozy family room with a wood-burning fireplace, a formal dining room, and a luxurious wine room. The private

    Juliette Kulda KW Advisors

    321 Magellan Ave, Half Moon Bay, CA 94019
  • /21

    $10,995,000

    • 4 Beds
    • 3 Baths
    • 3,021 Sq Ft

    275 Josselyn Ln, Woodside, CA 94062

    Perfectly and privately situated on nearly 9 sun-filled acres of land, options abound at this very special property: remodel the charming home or build new to create your own dream vision. The choice is yours. The land enjoys breathtaking 180 degree views of the Western Hills and there is a pool, spa, guest house and vast gardens. There is also a 1.2 mile hiking/biking trail encircling the

    Erika Demma Compass

    275 Josselyn Ln, Woodside, CA 94062
  • /33

    $8,995,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 5.5 Baths
    • 5,642 Sq Ft

    333 Raymundo Dr, Woodside, CA 94062

    Amazing price for this stunning completely remodeled home! Located on 3 acres with complete privacy, and close-in convenience, this exceptional property epitomizes luxury living. The elegant sophistication of the interiors rivals luxury resorts with an extensive use of natural stones that transform walls into works of art. Natural light throughout. Book-matched precision is showcased on

    Erika Demma Compass

    333 Raymundo Dr, Woodside, CA 94062
How to Buy a Home How to Finance a Home How to Sell a Home