San Mateo, CA Homes

/41
$1,250,000
- Land
- 1.99 Acres
- $628,078 per Acre
12725 Old la Honda Rd, Redwood City, CA 94062

Exceptional Development Opportunity in Woodside, with panoramic views. Discover a rare and versatile opportunity in the heart of the Santa Cruz Mountains. This 2.546-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

Matt Aragoni

Coldwell Banker Realty

(650) 640-2588

12725 Old la Honda Rd, Redwood City, CA 94062
/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
/29
$1,220,000 Sold Aug 29, 2025
- 750 Sq Ft
- $1,627/SF
- 49 Days On Market
- 2 Beds
- 2 Baths
- Built 1926
535 Lake Blvd, Emerald Hills, CA 94062

Live in a single family home in $2.5M to $3.5M neighborhood with tremendous upside or live in a condo, your choice. Original craftsman cabin nestled in a tranquil wooded sanctuary, offering a rare and unique opportunity. 10-minute drive from downtown Redwood City. Abundant natural light, deck, patio and terraced gardens, ensuring year-round comfort in the temperate emerald hills climate. The

John Nelson Coldwell Banker Realty

535 Lake Blvd, Emerald Hills, CA 94062

/23
Est $5,863,319 Not Listed For Sale
- 5 Beds
- 5.5 Baths
- 4,490 Sq Ft
35 Agua Vista Ct, Emerald Hills, CA 94062

35 Agua Vista Ct, Emerald Hills, CA 94062

/51
$2,499,000 Open Mon 1PM - 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
/29
$18,000 per month
- 7 Beds
- 7 Baths
- 5,970 Sq Ft
- House for Rent
220 Ware Rd, Redwood City, CA 94062

220 Ware Rd A private retreat on 9.5 acres of lush grounds. Situated off Skyline Blvd between Woodside & Half Moon Bay. The Main home boasts floor-to-ceiling accordion doors opening to full-length deck w/ outdoor kitchen, hot tub, & entertaining spaces. The Main level includes a great room with a gas fireplace and chefs kitchen with ample storage and premium appliances. This level also provides

Phil Chen Christie's International Real Estate Sereno

220 Ware Rd, Redwood City, CA 94062
/31
$2,477,777 Sold Aug 25, 2025
- 1,498 Sq Ft
- $1,654/SF
- 0 Days On Market
- 3 Beds
- 2 Baths
- Built 1951
777 Bayview Way, Emerald Hills, CA 94062

Welcome to 777 Bayview, a lucky find in Emerald Hills' Roy Cloud School District! This 1,498 sqft, 3-bed, 2-bath single-story home, built in 1951, offers breathtaking bay views on an 9,191 sqft lot. Featuring a 2-car garage, solar power, backup batteries, and a relaxing swim spa, it blends mid-century charm with modern efficiency. Ideal for those seeking a serene, sustainable lifestyle in Redwood

Alex Lehr Guide Real Estate

777 Bayview Way, Emerald Hills, CA 94062

/4
Not Listed For Sale
APN 068-232-320, Woodside, CA 94062

APN 068-232-320, Woodside, CA 94062

/72
$2,498,000 Open Sun 1PM - 4PM
- 4 Beds
- 3 Baths
- 2,500 Sq Ft
790 Hillcrest Way, Emerald Hills, CA 94062

Close in location in this custom built home by the original owner in 1990. Long paver driveway on a 9577 SF lot. Peaceful ponds, sun splashed living room, dining area, open kitchen. Main house offers 3 bedrooms and 2 bathrooms. Separated by a walkway is a fully permitted 1 bedroom, 1 bathroom, kitchen, living room, deck with gorgeous Bay views! Keep separate or easily incorporate into main house

Michelle Glaubert Coldwell Banker Realty

790 Hillcrest Way, Emerald Hills, CA 94062
/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
/39
$7,005,000 Sold Aug 18, 2025
- 4,920 Sq Ft
- $1,424/SF
- 26 Days On Market
- 5 Beds
- 4.5 Baths
- Built 1998
37 Valley Rd, Atherton, CA 94027

Tucked away at the end of a cul-de-sac, this refined home sits on more than an acre of gated grounds and offers over 4,900 square feet of light-filled living space. A circular driveway with a central fountain sets an elegant tone, leading into a residence defined by timeless style - rich hardwood floors, detailed millwork, soaring ceilings, and expansive formal rooms ideal for entertaining. The

Michael Repka Deleon Realty

37 Valley Rd, Atherton, CA 94027

Not Listed For Sale
0 Jefferson Ave, Redwood City, CA 94062

0 Jefferson Ave, Redwood City, CA 94062

/60
$4,150,000
- 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
/34
$6,800 per month
- 2 Beds
- 2.5 Baths
- 800 Sq Ft
- House for Rent
Unlisted Address

Just a 5 minute drive to HWY 280, less than 10 mins to the downtowns of Woodside & Redwood City, Wild West Cottage is a fully furnished, extremely private stand-alone cottage with outbuildings exclusively for the cottage. Reminiscent of an old Wild West Town movie set, youll feel like youre on vacation every day in the retreat-like atmosphere with magnificent views. Located at the end of a gated,

Mara McCain The Agency

Unlisted Address
/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

/2
Not Listed For Sale
203 Huckleberry Trail, Redwood City, CA 94062

203 Huckleberry Trail, Redwood City, CA 94062

/62
$4,125,000
- 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
/28
$6,900 per month
- 3 Beds
- 2 Baths
- 1,560 Sq Ft
- House for Rent
44 W Summit Dr, Emerald Hills, CA 94062

Welcome to your dream home in the desirable neighborhood of Emerald Hills. This bright and inviting property is situated on a large lot, featuring a beautiful garden and abundant fruit trees that create a private, serene oasis. Enjoy peaceful moments by the tranquil pond, complete with a cascading waterfall and resident goldfish. The stunning, expansive views stretch from the rolling hills of

44 W Summit Dr, Emerald Hills, CA 94062
/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

/80
Est $4,728,075 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 4,041 Sq Ft
107 Wika Ranch Ct, Redwood City, CA 94062

107 Wika Ranch Ct, Redwood City, CA 94062

/52
$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
/25
$6,800 per month
- 2 Beds
- 2 Baths
- 700 Sq Ft
- House for Rent
Unlisted Address

Fully furnished separate guest house with a truly unbelievable view from every room. Days on market will always be high as this listing remains live with availabity frequently changing. Sunsets on the western hills are a nightly spectacle, plus bay and city lights views. This is a country setting. Rustic organic ranch inspired property with a chic, polished interior. Its small but spectacular.

Mara McCain The Agency

Unlisted Address
/41
$2,410,000 Sold Aug 12, 2025
- 1,433 Sq Ft
- $1,682/SF
- 6 Days On Market
- 3 Beds
- 2 Baths
- Built 1959
3902 Bret Harte Dr, Redwood City, CA 94061

Incredible views and an aura of absolute serenity. Resting atop Farm Hills Estates and adjacent to open land, this property compliments the mystique of zen and the art of meditation with its soothing grounds and simplicity of style. A voguish single level home on prized oversized lot. Bright eat-in kitchen with stainless appliances, crown moulding, stylish counters, and an abundance of classic

Mike Bohnert Coldwell Banker Realty

3902 Bret Harte Dr, Redwood City, CA 94061

/33
Est $762,981 Not Listed For Sale
- 2 Beds
- 1 Bath
- 916 Sq Ft
4000 Farm Hill Blvd Unit 310, Redwood City, CA 94061

4000 Farm Hill Blvd Unit 310, Redwood City, CA 94061

/39
$10,988,000
- 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
/2
$2,425,000 Sold Aug 04, 2025
- 4,040 Sq Ft
- $600/SF
- 1 Day On Market
- 5 Beds
- 4.5 Baths
- Built 1990
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

Est $3,333,156 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,001 Sq Ft
4036 Jefferson Ave, Emerald Hills, CA 94062

4036 Jefferson Ave, Emerald Hills, CA 94062

/78
$2,375,000 Open Mon 11AM - 1PM
- 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
/47
$3,120,000 Sold Jul 31, 2025
- 2,480 Sq Ft
- $1,258/SF
- 76 Days On Market
- 5 Beds
- 3 Baths
- Built 1956
932 Pleasant Hill Rd, Redwood City, CA 94061

Stunning Home in Redwood City's Coveted Roy Cloud School District! Walking distance to 42 acre Stulsaft Park. This beautifully remodeled residence offers a chef's kitchen at its heart, complete with high-end appliances, a large island, and an open design that flows effortlessly into the family room and the backyard perfect for seamless indoor-outdoor living. Gleaming hardwood floors span the

Allen Nazari Park Lane Capital Inc

932 Pleasant Hill Rd, Redwood City, CA 94061

/2
Not Listed For Sale
- 9,500 Sq Ft
00 Lakemead Way, Emerald Hills, CA 94062

00 Lakemead Way, Emerald Hills, CA 94062

/90
$4,199,000
- 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
/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

/14
Not Listed For Sale
0 Farm Rd, Woodside, CA 94062

0 Farm Rd, Woodside, CA 94062

/111
$2,898,000
- 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
/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

/18
Not Listed For Sale
0 W Glen Way, Woodside, CA 94062

0 W Glen Way, Woodside, CA 94062

/59
$5,995,000 New Construction
- 5 Beds
- 5.5 Baths
- 4,404 Sq Ft
717 Vernal Way, Emerald Hills, CA 94062

ARTISAN NEW CONSTRUCTION ~ Privacy ~ Bay View. "Not everything that matters can be measured."....A wide, private drive leads to a hidden retreat, a big view, and a soft quiet. Airy and modern, with high and vaulted ceilings, rich hardwood floors, and extensive use of natural materials, the design aesthetic transcends trends. The bay view teases from the formal entry, beguiles from the massive

Heidi Maierhofer KW Advisors

717 Vernal Way, Emerald Hills, CA 94062
/15
$1,100,000 Sold Jul 23, 2025
- Land
- 1.65 Acres
- $666,667 per Acre
- 279 Days On Market
42 Santa Maria Ave, Portola Valley, CA 94028

A great opportunity to build in a scenic and close-in Portola Valley neighborhood. The sunny, approximately 1.65 acre lot comes with approved building plans from the Town. Plans are for an approximately 2000 square foot home with 2 bedrooms and 2 full and 1 half baths and an additional 800 square foot ADU with 1 bedroom, 1 bath on the upper level. Alternatively, the ADU could be used as the

Ginny Kavanaugh Coldwell Banker Realty

42 Santa Maria Ave, Portola Valley, CA 94028

/55
Est $4,722,390 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 3,844 Sq Ft
112 Wika Ranch Ct, Redwood City, CA 94062

112 Wika Ranch Ct, Redwood City, CA 94062

/2
$2,498,000 Pending
- 3 Beds
- 2 Baths
- 1,740 Sq Ft
3909 Pepper Tree Ct, Redwood City, CA 94061

Absolute serenity for this very special offering in the lower hills of Redwood City. Surrounded by mature oaks and total privacy, this beautiful home is just a one minute drive to Farm Hill Boulevard. The main level of the home has a living room with a soaring ceiling and oversized windows which frame views of the yard and San Francisco Bay. The main level also contains an updated kitchen, dining

Bob Bredel Christie's International Real Estate Sereno

3909 Pepper Tree Ct, Redwood City, CA 94061

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