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140 Sheridan Way, Woodside
$4,395,000
4 Beds ⋅ 5 Baths ⋅ BE41140473 MLS
Tucked at the end of a peaceful cul-de-sac in Woodside Hills, this beautifully reimagined single-level retreat pairs timeless ranch design with an unbeatable connection to nature. Panoramic views stretch across Hoover Tower, Moffett Field, the Dish, and Mount Hamilton - a backdrop that changes with the light throughout the day. Set on a full acre with a creekside property line, the grounds feel like a private nature escape. Deer and songbirds pass through regularly, while four terraced garden beds await your green thumb. Outdoor living is at the heart of this property, with a spacious private deck, a bocce ball court, horseshoes, a swing set, and even a chicken coop - space to entertain, play, and unwind in equal measure. A large paved driveway offers ample parking for hosting guests with ease. Inside, the open floor plan is anchored by a custom kitchen featuring a large center island, stainless steel appliances, and timeless leathered granite countertops, prized for their easy maintenance, complete with a pantry for extra storage - all flowing seamlessly into the home's entertaining spaces. The thoughtfully remodeled layout (2013) also offers true separation between private and social areas. Two en-suite bedrooms and a Jack-and-Jill bath provide flexibility for family or guests,

140 Sheridan Way, Woodside

Listed by Ella Naylor, (650) 520-9864 from Compass
(If provided) CoList: Daniel Boot from Compass
36 Eugenia WAY, Hillsborough
$5,280,000
5 Beds ⋅ 4 Baths ⋅ ML82053052 MLS
An exquisite property located in the exclusive Skyfarm neighborhood of Hillsborough. Set on over 0.69 acres, this home offers breathtaking views of the Bay, the airport, and downtown San Francisco. It creates a perfect setting for indoor / outdoor living in Hillsborough. The formal dining room and living room open onto the back deck, while the chef's kitchen combines a family room and an eat-in formal dining area with a private patio. The primary bedroom features an ensuite bathroom and a walk-in closet. Top-rated West Elementary School and Crocker Middle School. County records show 3,500 SqFt. 4 Bedrooms, 3 Full Baths. Seller converted the home to 5 Bedrooms, 4 Full Baths, which are permitted.

36 Eugenia WAY, Hillsborough

Listed by John Pang, 650-699-2838 from Realty One Group Extreme
(If provided) CoList: from

401 S Norfolk St 301, San Mateo
$559,000
1 Beds ⋅ 1 Baths ⋅ BE41139391 MLS
Rare top-floor end unit in a newer Mediterranean-style building, offering spacious, bright, and immaculate living. Features a gourmet kitchen with High Speed Internet, granite countertops, plus included refrigerator, washer, and dryer. Neutral Berber carpeting throughout and two assigned parking spaces. Enjoy a large private balcony with views of the Ryder Park hills. Prime location close to shopping, dining, and downtown San Mateo, with easy access to Highway 101. Move-in ready and a must-see!

401 S Norfolk St 301, San Mateo

Listed by Robert Sun, (510) 676-4595 from Redfin
(If provided) CoList: from

50 Mounds RD 105, San Mateo
$1,090,000
2 Beds ⋅ 2 Baths ⋅ ML82051828 MLS
Discover the Top of the Mounds, San Mateo's most coveted luxury condominium community. This gorgeous residence offers 2036 sq ft of spacious living with sweeping panoramic Bay and Peninsula views from nearly every room. The generous 2 BR/2BA floor plan features lovely carpet and tile, a beautiful chef's kitchen with ample cabinets and granite countertops, plus spa-like bathrooms. Enjoy the expansive dining and living rooms with massive windows and sliders opening to a huge and private veranda, perfect for indoor/outdoor gatherings. Residents enjoy resort-style amenities including a lobby attendant, and top notch on-site management. Serene spa and pool, newly built recreation room, and community room await you. Bonus: indoor laundry room, large closets, gas fireplace, extra storage, and secure garage parking. Sauna! Three guest suites in the building. Convenient location to downtown San Mateo, Hillsborough and all the best that Mid-Peninsula living offers.

50 Mounds RD 105, San Mateo

Listed by Janet Russell Keller, 831-588-9719 from David Lyng Real Estate
(If provided) CoList: from

444 Fathom DR, San Mateo
$2,134,000
4 Beds ⋅ 3 Baths ⋅ ML82051554 MLS ⋅ Mariners Green BLDG.
Spectacular living in this water front home in San Mateo, where you are very near a salt water lagoon that allows you to water ski, paddle board, or canoe right out the back door. Two-story home with a game room that has arcade games, TV, and pool table. Large modern kitchen opens up to the dining and living room that is bathed in sunlight all day and absolutely has the most magnificent sunset. Now its upstairs to 4 bedrooms and another bathroom. Walk down the hall to a large primary bedroom with spacious bathroom that overlooks the bay area; this is a magnificent room that one never wants to leave. Two large pools, two hot tubs, exercise room, pickleball court, and shuffleboard all for you to enjoy with super small dues, almost unbelievable in the bay area. Neighborhood is quiet, safe, and peaceful. The bay trails are right across the street. Then you will love this place.

444 Fathom DR, San Mateo

Listed by Joseph Bentley, 650-867-0199 from The Agency
(If provided) CoList: from

Address not disclosed, Belmont
$12,000,000
ML82050896 MLS
A rare opportunity to acquire one of the largest remaining residential development land holdings on the San Francisco Peninsula. The property consists of approximately 100.57 gross acres situated within the City of Belmont and designated HRO-3 (Hillside Residential/Open Space) zoning. The site has been the subject of extensive engineering and planning studies, including development concepts prepared by BKF Engineers identifying two primary clustered residential development areas. The property offers the potential for a phased residential community while preserving significant permanent open space consistent with Belmont hillside development policies. The assemblage is comprised of eight parcels and benefits from proximity to established residential neighborhoods, top-rated schools, Highway 92, Interstate 280, and major Silicon Valley employment centers. Historical planning efforts and engineering studies indicate the potential for a clustered Development, subject to updated engineering, environmental review, and City approvals. The property's elevated setting offers the opportunity for premium view-oriented homesites, significant open space amenities, and a unique master-planned residential community within one of the Bay Area's most supply-constrained housing markets.

Address not disclosed, Belmont

Listed by Cameron Jeffs, 650-504-2002 from Coldwell Banker Realty
(If provided) CoList: Christine Cook from Coldwell Banker Realty
1938 Oak Knoll DR, Belmont
$3,375,000
3 Beds ⋅ 3 Baths ⋅ ML82048135 MLS
MESMERIZING VIEWS! PEACEFUL SETTING! QUALITY CONSTRUCTION!!Perched atop a quiet cul-de-sac in the hills, this extraordinary contemporary home captures sweeping 180-degree panoramic views from San Francisco to Mt.Diablo.Thoughtfully reimagined with over $2 Million in premium upgrades,the home blends modern luxury, exceptional craftsmanship & sophisticated smart-home integration throughout. Dramatic vaulted ceilings,walls of glass & retractable bifold doors create seamless indoor-outdoor living centered around a stunning Great Room with expansive view deck, linear fireplace & designer finishes.The chefs kitchen features Taj Mahal quartzite countertops, custom cabinetry, oversized island, Viking range, BlueStar commercial hood,Bosch smart refrigerator Luxurious primary suite offers vaulted ceilings, spa-inspired bath, walk-in wardrobe room, Toto Washlet & outdoor access.Lower level includes 2 bedrooms, flexible hobby/media space & beautifully updated bath.Resort-inspired grounds feature composite view decks, fire pit,hot tub, raised garden beds,mature oaks, fully fenced meandering pathways & curated landscaping. Features include: Solar, EV charging, Sonos audio,Nest security cameras, Generac generator, dual-zone HVAC, smart irrigation/lighting,fire sprinklers &oversized 2car garage.

1938 Oak Knoll DR, Belmont

Listed by Debbie Wilhelm, 650-400-3111 from Coldwell Banker Realty
(If provided) CoList: from

20255 Skyline BLVD, Woodside
$2,195,000
3 Beds ⋅ 3 Baths ⋅ ML82042155 MLS
Spanning approximately 2.92 usable acres of gently rolling meadows with picture-postcard views, this classic horse property offers miles-away tranquility just 20 minutes from Highway 280. A palatial driveway leads to a two-story, 3-bedroom, 3-bath, open-plan residence with walls of windows capturing the rolling hill and city-light views. Almost every room has glass doors to the long, view balcony. Lawn and mini orchard. A separate charming barn captures the Old West Woodside feel with a wood-beamed ceiling, full-sized bar, and French doors to a veranda with flowering vines. Just a mile to the Thomas Fogarty Winery and 8 minutes to Alice's Restaurant.

20255 Skyline BLVD, Woodside

Listed by Jennifer Paulson, 650-996-7147 from Christie's International Real Estate Sereno
(If provided) CoList: from

309 Olive Hill LN, Woodside
$11,000,000
2 Beds ⋅ 4 Baths ⋅ ML82039836 MLS
Discover an exceptional opportunity to create a dream home or reimagine the existing Neoclassical residence on one of central Woodsides most desirable streets. Spanning just over 3.4 acres, this expansive property showcases rare Bay views. There is an existing planning study for guidance in future opportunities. Positioned at the end of a private lane, the setting reflects the essence of Woodside country living, with lush perimeter trees and vast open land that offer a serene and private natural environment. The gated property includes an existing one-level home, a pool, and an original tennis court. Just one mile from Woodside Town Center and acclaimed Woodside Elementary School, and only minutes to Stanford University, Sand Hill Road venture capital firms, and the heart of Silicon Valley, this location offers both seclusion and convenience.

309 Olive Hill LN, Woodside

Listed by Brent & Mary Gullixson, 650-888-0860 from Compass
(If provided) CoList: from

000 Lakeview WAY, Redwood City
$1,749,000
ML82035929 MLS
Build Your Dream Home in Prestigious Emerald Hills! An exceptional opportunity to design and build your custom residence in one of the Peninsula's most desirable neighborhoods. This prime 23,345 SqFt conforming lot offers sweeping Bay views, privacy, and a gently contoured setting ideal for a beautiful home with a private driveway. Extensive groundwork is complete: recorded lot split approved by the Planning Department, approval from Redwood City Engineering for new water service and direct sewer connection, approval from Woodside Fire Protection District for creation of the conforming lot, and a full land survey by Leah & Braze Engineering, including monument placement and property corner staking. An arborist review confirms trees within the proposed building footprint may be removed per county guidelines. Preliminary architectural plans are available upon request. Ideally situated in the scenic hills, the property offers access to highly regarded Roy Cloud Elementary and Woodside High School. Enjoy being minutes from Emerald Hills Golf Course, the Elks Lodge, downtown Redwood City, Caltrain, and Highway 280. Centrally located between San Francisco and Silicon Valley, this is a rare opportunity to create a luxury home in an exceptional location.

000 Lakeview WAY, Redwood City

Listed by Jessica Eva, 650-704-5483 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

7 Redberry RDG, Portola Valley
$8,748,000
5 Beds ⋅ 8 Baths ⋅ ML82034238 MLS ⋅ Blue Oaks BLDG.
Perched on a knolltop within prestigious Blue Oaks, this luxurious estate epitomizes elegance and exclusivity. Set on 2.53 acres of naturally organic beauty, this residence offers unparalleled privacy and breathtaking views of the San Francisco Bay. A true sanctuary, the home seamlessly blends sophisticated design with the tranquility of its natural surroundings. The expansive living room, bathed in natural light from floor-to-ceiling windows, provides a stunning backdrop of the sweeping Bay views. The heart of the home is the gourmet kitchen, a culinary enthusiast's dream, that opens to a spacious family room, creating a true great room that is ideal for both everyday living and entertaining. Multiple adjacent terraces offer 360-degree views. Each of the 5 bedrooms is an en suite retreat. The primary suite offers a luxurious spa-like bath, walk-in closet, fireplace and picture windows that capture the serene vistas. In addition to an executive home office, the estate boasts a home gym, media/rec room, wine cellar, expansive swimming pool and 4-car garage. This estate in Blue Oaks is more than a home; it is a lifestyle. With its unmatched privacy, luxurious amenities and awe-inspiring views, it offers a unique opportunity to experience the pinnacle of Silicon Valley living.

7 Redberry RDG, Portola Valley

Listed by Billy McNair, 650-862-3266 from Coldwell Banker Realty
(If provided) CoList: from

2930 Privet DR, Hillsborough
$9,800,000
7 Beds ⋅ 8 Baths ⋅ ML82032512 MLS
Set behind private gates on a 0.645-acre parcel in Hillsborough's prestigious neighborhood, this 9,035 sq ft estate offers sweeping San Francisco Bay views & exceptional scale. A grand double-door entry opens to a dramatic foyer with a stained-glass dome skylight, leading to an expansive main level defined by floor-to-ceiling glass and abundant natural light. Custom coved & vaulted tray ceilings with architectural pillars enhance the living room, formal dining room, and family room, all unified by rich hardwood floors. Refined details include stained glass accents, skylights, crown molding, wainscoting, recessed lighting, and a multi-room audio system. The formal living and dining rooms feature fireplaces, with roof deck access ideal for entertaining. The family room includes a custom wet bar with wine cooler and built-ins. The chef's kitchen offers granite counters, center island, pantry, high-end appliances, and breakfast nook. The main level includes a paneled office, powder rooms, laundry, garage access, and a spacious primary suite. The lower level offers six additional bedrooms, staff quarters, wine cellars, a second kitchen, and access to a glass-enclosed indoor pool with spa. Expansive patios, synthetic lawn, walking paths, and motor court.

2930 Privet DR, Hillsborough

Listed by Stanley Lo, 650-373-0007 from Green Banker Realty
(If provided) CoList: from

board logoThe data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than RE/MAX CAPITAL are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.
Based on information from MLSListings MLS as of . All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.


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