San Gregorio, CA Homes

/2
$6,820,000 Sold May 20, 2025
- 6,200 Sq Ft
- $1,100/SF
- 212 Days On Market
- 5 Beds
- 5.5 Baths
- Built 1991
7 Oak Haven Way, Woodside, CA 94062

Serenity Hill Haven, a once-in-a-lifetime opportunity to own a stunning estate in the coveted Woodside Hills. A 6,200 sq.ft., 5-bedroom, 5.5-bathroom estate, perched on 2.180 acres & engulfs breathtaking Panoramic Bay Views. A sophisticated LR, highlighted by a fireplace & large windows that invite natural light, large walkout w/water feature & spectacular views. Separate DR & chef's eat-in

Alan Canas Engel & Völkers

7 Oak Haven Way, Woodside, CA 94062

/27
Est $4,784,497 Not Listed For Sale
- 5 Beds
- 5.5 Baths
- 3,875 Sq Ft
327 Hillside Dr, Woodside, CA 94062

327 Hillside Dr, Woodside, CA 94062

/39
$1,950,000
- 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
/22
$2,145,000 Sold May 19, 2025
- 2,400 Sq Ft
- $894/SF
- 15 Days On Market
- 4 Beds
- 3 Baths
- Built 1994
112 Marine Rd, Redwood City, CA 94062

Zen Oasis with stunning ocean views! This home reflects its remarkable surroundings, guided with the principles of authentic Japanese architecture. Designed by renowned architect Paul Discoe, celebrated for Larry Ellison's Japanese Woodside estate, this home highlights traditional Japanese construction. The home features vast use of beautiful cedar and it's ascending ceiling is comprised of whole

Victoria Gangi Corcoran Icon Properties

112 Marine Rd, Redwood City, CA 94062

/32
Est $3,270,311 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,465 Sq Ft
444 Hillside Dr, Woodside, CA 94062

444 Hillside Dr, Woodside, CA 94062

/11
$8,750,000
- 6 Beds
- 9 Baths
- 14,270 Sq Ft
16351 Skyline Blvd, Redwood City, CA 94062

One of the most extraordinary properties on the SF Peninsula on almost 18 acres. The property has endless potential (including zoning for commercial use) and has been used to raise horses, to showcase a car aficionados collection, and to host philanthropic and social events easily up to 200 guests, all the while serving as a comfortable venue for everyday living. 5-floor main residence from the

Scott Dancer Compass

16351 Skyline Blvd, Redwood City, CA 94062
/53
$3,330,000 Sold May 19, 2025
- 3,215 Sq Ft
- $1,036/SF
- 28 Days On Market
- 4 Beds
- 3 Baths
- Built 1947
819 Bayview Way, Emerald Hills, CA 94062

Welcome to this Magical Spanish Hacienda with private Casita! Situated on two parcels totaling 14,430 sq. ft., this home offers breathtaking bay views from the San Mateo Bridge to Stanford University. The elegant entrance includes a circulo de entrada driveway, copper-colored gates, and terracotta pavers leading to a classic stairway and arched wooden front door. Inside, enjoy a spacious gourmet

Doug Gonzalez Coldwell Banker Realty

819 Bayview Way, Emerald Hills, CA 94062

/15
Est $4,092,054 Not Listed For Sale
- 1010 Beds
200 Allen Rd, Redwood City, CA 94062

200 Allen Rd, Redwood City, CA 94062

/3
$999,000
- Land
- 0.34 Acre
- $2,938,235 per Acre
18 Montecito Rd, Redwood City, CA 94062

Owner financing possible. This lot is located in a fantastic location. Fantastic price for close in Woodside. Great schools. Close to Portola Rd. Buyer to investigate the reports required by Town of Woodside for site approval and permits needed to build. Priced to sell. 2nd lot available #12 Montecito is 3.7 acre for 2,500,000. Buy both and have 4 acres total. Build your dream home.

Shawnna Sullivan Coldwell Banker Realty

18 Montecito Rd, Redwood City, CA 94062
/2
$4,899,000 Sold May 12, 2025
- 4,780 Sq Ft
- $1,025/SF
- 7 Days On Market
- 5 Beds
- 4.5 Baths
- Built 1998
954 Lakeview Way, Emerald Hills, CA 94062

Situated in the sought-after Emerald Hills neighborhood, this custom-built modern farmhouse offers elegance and luxury. The main house spans 4,000 sq. ft. and includes 5 spacious bedrooms, 4.5 bathrooms, a separate office with an outside entrance, and a private 700+ sq. ft. cottage, all on a 17,928 sq. ft. lot. Bay views from most bedrooms and a thoughtfully designed layout perfect for both

Vicky Costantini Compass

954 Lakeview Way, Emerald Hills, CA 94062

/16
Est $11,881,053 Not Listed For Sale
- 7 Beds
- 7.5 Baths
- 11,490 Sq Ft
234 Albion Ave, Woodside, CA 94062

234 Albion Ave, Woodside, CA 94062

/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
/2
$12,600,000 Sold May 05, 2025
- 3,875 Sq Ft
- $3,252/SF
- 2 Days On Market
- 4 Beds
- 4.5 Baths
- Built 2015
1491 Canada Ln, Woodside, CA 94062

Striking Modern Retreat near Town Center. In the heart of central Woodside, this modern home retains secluded privacywith convenience to shopping & dining just down the road. On a private country lane off the main road, the just over 1-acre setting presents sweeping western hill views from its gentle knoll beyond custom gates. Sophisticated architecturalelements define the home, from Ann Sacks

Erika Demma Compass

1491 Canada Ln, Woodside, CA 94062

/29
Est $2,380,617 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,575 Sq Ft
890 Patrol Rd, Woodside, CA 94062

890 Patrol Rd, Woodside, CA 94062

/12
$2,499,000
- 3 Beds
- 2 Baths
- 1,460 Sq Ft
27 Big Tree Way, Redwood City, CA 94062

Wonderful opportunity to live in your own private forest with views of the bay! This property located in the Skyline area of Woodside offers so many opportunities. This 3 bedroom / 2 bath, 1,460 Sq. Ft. home sits among over 2 acres of land. Property consists of 4 separate parcel numbers: 075-181-100, 075-173-110, 075-173-120 & 075-183-010. Potential to remodel existing home & build 2 more with

Veronica Chaves Quintessential Real Estate Firm, Inc.

27 Big Tree Way, Redwood City, CA 94062
/33
$3,885,000 Sold May 05, 2025
- 2,850 Sq Ft
- $1,363/SF
- 68 Days On Market
- 4 Beds
- 3 Baths
- Built 1967
643 Woodside Way, Woodside, CA 94062

Luxuriously remodeled interiors with an open-concept design, and a glorious setting on nearly one-half acre with sweeping western hill views. Elevated above the street, and fully solar-powered, the property is oriented to capture the picturesque views and colorful sunsets and every room opens to the outdoors. The two-story home exudes classic elegance with fine hardwood floors, beamed and paneled

Erika Demma Compass

643 Woodside Way, Woodside, CA 94062

/107
Est $8,646,463 Not Listed For Sale
- 4 Beds
- 5 Baths
- 5,790 Sq Ft
11 Southgate Dr, Woodside, CA 94062

11 Southgate Dr, Woodside, CA 94062

/12
$699,000
- Land
- 1.25 Acres
- $557,461 per Acre
559 Patrol Rd, Woodside, CA 94062

Build your dream home on this over 1.2-acre lot in the prestigious town of Woodside. Surrounded by parks and enjoy trails made for hiking, biking, and horses. Conveniently close to Highway 280 providing easy access for all your commutes north to San Francisco and south to Silicon Valley while offering a peaceful setting yet close to Woodisde Town Center, Roberts Market and award winning Woodiside

Greg Garcia Sequoia Realty Services

559 Patrol Rd, Woodside, CA 94062
/2
$2,450,000 Sold Apr 30, 2025
- 1,700 Sq Ft
- $1,441/SF
- 35 Days On Market
- 4 Beds
- 2 Baths
- Built 1959
136 Otis Ave, Woodside, CA 94062

Price reduced! Come see this wonderfully updated 4 BR/2 BA charming home in Central Woodside located in a private setting within walking distance to Town Center shops, restaurants and acclaimed Woodside School (pre-K to 8th). The home is situated on a quiet cul-de-sac in the Woodside Glens neighborhood which now features new safe walking paths throughout and is steps away from the extensive

Helen Miller Compass

136 Otis Ave, Woodside, CA 94062

/16
Est $3,616,268 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,560 Sq Ft
510 Woodside Dr, Woodside, CA 94062

510 Woodside Dr, Woodside, CA 94062

/23
$4,995,000
- Land
- 2.84 Acres
- $1,759,422 per Acre
941 High Rd, Woodside, CA 94062

2.8 Acres of Buildable Land Next to Menlo Country Club! This exceptional 2.8-acre vacant parcel presents an extraordinary opportunity in a prestigious setting, offering endless possibilities for building. The vacant land, bordering the Menlo Country Club, offers gently rolling terrain with open meadows, wildflowers, perimeter trees, and views of the East Bay hills. With a serene landscape and

Erika Demma Compass

941 High Rd, Woodside, CA 94062
/33
$2,850,000 Sold Apr 24, 2025
- 2,040 Sq Ft
- $1,397/SF
- 2 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1956
3793 Red Oak Way, Redwood City, CA 94061

Nestled in the highly desirable Farm Hill Estates, this beautifully updated 4-bedroom, 2.5-bath home offers the perfect blend of comfort, style, and convenience. Featuring a flawless floor plan, the home boasts a spacious living room with hardwood floors, a cozy fireplace, and views of the bay. Enjoy cooking in the newly renovated kitchen with modern finishes and stainless appliances as well as

Tatum Joyce And Tatum Real Esta Christie's International Real Estate Sereno

3793 Red Oak Way, Redwood City, CA 94061

/64
Est $5,291,733 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 4,410 Sq Ft
325 Harcross Rd, Woodside, CA 94062

325 Harcross Rd, Woodside, CA 94062

/25
$4,888,888
- Land
- 7 Acres
- $703,944 per Acre
387 Moore Rd, Woodside, CA 94062

Nestled at the end of a serene, oak-lined private road, 387 Moore Rd offers a rare chance to create a bespoke sanctuary in one of the Bay Area's most prestigious locales. This 6.945-acre undeveloped estate site embodies the timeless charm of Old Woodside, blending pastoral beauty with modern convenience. Boasting breathtaking western views of the Santa Cruz Mountains, this premier lot is ideally

Crystle Vitari KW Advisors

387 Moore Rd, Woodside, CA 94062
/22
$1,935,000 Sold Apr 21, 2025
- 2,030 Sq Ft
- $953/SF
- 19 Days On Market
- 3 Beds
- 2 Baths
- Built 1983
101 Laughing Cow Rd, Redwood City, CA 94062

Secluded retreat in the redwoods on 6.1 acres just off Skyline with midway convenience to either Highway 92 or Woodside Road. Absolute privacy and perfect for a main residence or second home for weekend retreats. Gorgeous hardwood floors, dramatic great room with angular wall of windows, sliding glass doors to front and rear decks, and freestanding wood stove. Numerous skylights throughout.

Scott Dancer Compass

101 Laughing Cow Rd, Redwood City, CA 94062

/2
Est $4,796,440 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,940 Sq Ft
190 Brookwood Rd, Woodside, CA 94062

190 Brookwood Rd, Woodside, CA 94062

/27
$399,000
- Land
- 3.21 Acres
- $124,123 per Acre
0 Old Comstock Rd, Woodside, CA 94062

Immerse yourself in nature on this beautiful, tree-filled parcel. Located at the end of the unpaved "Old Comstock Road," this gently sloping property offers ultimate privacy and a peaceful retreat. See the plot map for more details. The walk down the re-graded road is an experience in itself, leading you to a magnificent parcel surrounded by towering redwoods, expansive views, and the calming

Aminta Sevilla Montclair Real Estate Services

0 Old Comstock Rd, Woodside, CA 94062
/29
$1,335,000 Sold Apr 18, 2025
- 1,480 Sq Ft
- $902/SF
- 42 Days On Market
- 3 Beds
- 2 Baths
- Built 1946
12 Skylonda Dr, Redwood City, CA 94062

Mountain Retreat with Valley Views, Ultimate Privacy, and Open-Concept Living! This 3-bedroom, 2-bath home offers the best of both worldsclose enough for a quick Silicon Valley commute, yet it feels like a secluded mountain escape. The open-concept design connects the kitchen, dining, and living spaces, creating an airy flow perfect for relaxing and entertaining. Enjoy stunning valley views from

Scott Hayes Compass

12 Skylonda Dr, Redwood City, CA 94062

/90
Est $8,071,826 Not Listed For Sale
- 3 Beds
- 4.5 Baths
- 5,630 Sq Ft
255 Hardwick Rd, Woodside, CA 94062

255 Hardwick Rd, Woodside, CA 94062

/3
$299,000
- Land
- 6 Acres
- $54,364 per Acre
0 Swett Rd, Woodside, CA 94062

Opportunity to build and live in the prestigious rural community of Kings Mountain. Lots of stunning Redwoods. Water is available via the local water district. Septic will be needed. Parcel includes Ap #'s 067-222-080 & 067-222-100 for a total of approx 5.5 acres. Property extends from Swett Rd to Tunitas Creek Rd.

David Cline Coldwell Banker Realty

0 Swett Rd, Woodside, CA 94062
/2
$1,263,688 Sold Apr 15, 2025
- 1,560 Sq Ft
- $810/SF
- 39 Days On Market
- 3 Beds
- 2 Baths
- Built 1934
227 Blakewood Way, Redwood City, CA 94062

Located just steps from the famous Alices Restaurant, this charming cabin is a true retreat set amongst majestic redwoods on over half an acre. Offering a flexible floor plan with three bedrooms, two bathrooms, a very spacious living/dining room combination, and a kitchen with updated appliances. Walls and floors of rich wood carry throughout the home and are highlighted by expansive windows and

Allison Howard-Smith Intero Real Estate Services

227 Blakewood Way, Redwood City, CA 94062

/36
Est $3,891,851 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 3,000 Sq Ft
41 Woodhill Dr, Redwood City, CA 94061

41 Woodhill Dr, Redwood City, CA 94061

/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
/38
$3,600,000 Sold Apr 14, 2025
- 3,030 Sq Ft
- $1,188/SF
- 17 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1996
5 Wilmington Acres Ct, Emerald Hills, CA 94062

Located on the most sought-after flat cul de sac street in Emerald Hills, this expansive and private property on over a quarter acre is the ideal place to call home. The thoughtfully designed layout blends elegance and comfort with a formal entryway that leads to a spacious living room with a gas fireplace. The eat-in kitchen boasts granite countertops, a breakfast bar, and access to an

Dana Carmel Represent Realty

5 Wilmington Acres Ct, Emerald Hills, CA 94062

/31
Est $2,772,141 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,400 Sq Ft
1030 Silver Hill Rd, Redwood City, CA 94061

1030 Silver Hill Rd, Redwood City, CA 94061

/43
$1,498,000
- Land
- 21 Acres
- $71,029 per Acre
0 Allen Rd, Redwood City, CA 94062

THIS 21 ACRE COUNTRY ESTATE IS AN OASIS OF CALM PARADISE SET IN A PARK OF OAK, FIR & REDWOODS IN UNINCORPORATED SM COUNTY; AN EXPANSIVE FEELING OF TOP OF THE WORLD OVERLOOKING SOOTHING GREEN VISTAS IN THE ULTIMATE FAIRYTALE SETTING; A RARE OPPORTUNITY TO BUILD ON THE LARGEST & LAST REMAINING BUILDABLE LOT ON ALLEN RD BUILD A MOUNTAINTOP CASTLE ON EXPANSIVE GROUNDS W/TOTAL PRIVACY & SECLUSION IN

Deborah Chelini Coldwell Banker Realty

0 Allen Rd, Redwood City, CA 94062
/2
$2,450,000 Sold Apr 11, 2025
- 1,220 Sq Ft
- $2,008/SF
- 6 Days On Market
- 3 Beds
- 1 Bath
- Built 1946
319 Wyndham Dr, Portola Valley, CA 94028

Welcome to this charming single-story home ideally located in central Portola Valley. Scenic trails, open space preserves, and popular biking routes are right outside the door. Town Center's library, tennis courts, playing fields, and weekly Farmers Market are just a short stroll away. Coveted preschools in addition to Portola Valley's highly acclaimed elementary and middle schools provide

Carrie Davis Coldwell Banker Realty

319 Wyndham Dr, Portola Valley, CA 94028

/88
Est $3,710,414 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 3,440 Sq Ft
845 California Way, Emerald Hills, CA 94062

845 California Way, Emerald Hills, CA 94062

/15
$490,000
- Land
- 3.99 Acres
- $122,807 per Acre
446 Old la Honda Rd, Woodside, CA 94062

Nestled amidst the estate-like homes of Woodside, this nearly 4-acre parcel offers a serene, secluded retreat. The location is incredible - less than 10 minutes away from Hwy 280 and the business world along Sand Hill Road and only 10 minutes from the hilltop restaraunt - Alices Restraunt. The property is accessed via a private shared road that brings you into the core of this gently sloped

Joseph Suarez Coldwell Banker Realty

446 Old la Honda Rd, Woodside, CA 94062
/71
$2,450,000 Sold Apr 11, 2025
- 2,286 Sq Ft
- $1,072/SF
- 8 Days On Market
- 3 Beds
- 2 Baths
- Built 1940
150 Otis Ave, Woodside, CA 94062

Welcome to this stunning 3-bedroom, 2-bathroom home located in the beautiful Woodside Glens! The Living Room, which features expansive windows and a large skylight brings the beautiful surroundings indoors, is a true standout in this very comfortable and stylish home. Far from the average Silicon Valley Ranch Style home, this home envelopes you in natural surroundings while just being minutes

Dave Keefe Action Properties Inc

150 Otis Ave, Woodside, CA 94062

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