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11837 Upland WAY, Cupertino
$7,250,000
5 Beds ⋅ 6 Baths ⋅ ML82057011 MLS
A RARE CUSTOM-BUILT HILLSIDE ESTATE. This house was built with the original owners vision in mind. Every aspect was designed around generous living spaces, quality construction, expansive terraces and architectural character for the owners own residence. It commands a rare, sweeping panorama stretching from the Palo Alto area south to the Almaden Valley. Photographs can't capture the true scale and beauty of this extraordinary setting. The breathtaking view is something that must be experienced in person. County record is 3,782 SF. The house has 4,609 SF of total conditioned space, including 2,489 SF on the main level and 2,120 SF on the upper level. The main level offers 1,662 SF of primary living space, complemented by an additional 827 SF (basement area with permit, but not counted against allowable floor area) currently configured for storage, private office, and home theater/media room. The upper level is thoughtfully designed with all 5 bedrooms and 4 full bathrooms, while 2 additional half bathrooms are conveniently located on the main level. The upper level is designed around exceptional outdoor living, with terrace access from every upper-level bedroom. The property offers a 3-car garage and an extra parking area with room for additional 5-6 additional vehicles.

11837 Upland WAY, Cupertino
19544 Sky Oaks WAY, Los Gatos
$5,500,000
4 Beds ⋅ 3 Baths ⋅ ML82056978 MLS
Exceptional Platinum Triangle Location off Glen Una Dr central to Saratoga & Los Gatos! County address means rare opportunity to expand the existing charming Mid Century modern house or build your dream estate! Invest in South Bay's finest neighborhood! Flat usable land, majestic trees, peaceful mountain vistas & end of cul-de-sac location make this a very desirable place to live. Quiet and exceptionally private!! Clean lines, floor-to ceiling windows and doors create an inviting living space drenched in natural light, allowing for harmonious indoor and outdoor living. In contrast, the wood paneling brings a natural warmth and texture. Home embraces the architectural idea of simplicity and integration with nature. in ground pool and spa ready for entertaining. Seasonal creek provides uncommon ambiance. Detached 1bd, 1ba ADU offers exceptional flexibility w/ kitchen, laundry & private deck. Perfect for guests, au pair, or a rental. This wonderful property is just minutes from the vibrant downtown areas of both Saratoga & Los Gatos offering fine and casual dining, boutique shopping, wineries, lively community events, parks & hiking trails. Also conveniently close to local amenities including businesses, health & wellness facilities, & major freeways. Distinguished Saratoga schools.

19544 Sky Oaks WAY, Los Gatos
18911 Decatur RD, Los Gatos
$19,998,888
10 Beds ⋅ 8 Baths ⋅ ML82056922 MLS
Located in the heart of Silicon Valley, this extraordinary Monte Sereno estate represents a rare fusion of grand scale, refined elegance, & unparalleled convenience. Recently transformed through a $10M+ comprehensive renovation, the residence evokes the timeless grandeur of a stately European estate. Set on 1.37 pristine, flat acres, it offers approximately 17,000 square feet of impeccably curated living & storage space beneath a brand-new $1M Tesla solar roof. The main residence features ten bedrooms & eight bathrooms, complemented by a private guest house & separate apartment. Resort-caliber amenities abound, including a ten-car garage, underground shooting range, indoor basketball & racquetball court, USTA-regulation tennis court, resort-style lap pool & spa, expansive great room, home theater, private elevator, two formal libraries, and a gym/nursery. Taken down to the studs, every detail has been reimagined w/ uncompromising quality new Jeld-Wen windows & doors, all-new appliances, plumbing, & electrical systems. Secluded within a private enclave & surrounded by other prestigious estates, the property offers sweeping mountain & city light views. This is a truly iconic Silicon Valley offering! This estate is also available to lease for $45,000 a month on a year to year basis.

18911 Decatur RD, Los Gatos
2886 Emerson ST, Palo Alto
$4,998,000
5 Beds ⋅ 4 Baths ⋅ ML82056304 MLS
This is it! Remodeled down to the studs about five years ago, this picture-perfect, move-in-ready home is waiting for you. Recently refreshed with new interior paint and professionally redesigned landscaping, this exceptional five-bedroom, four-bathroom home offers an ideal blend of luxury, comfort, and functionality. It features a Gourmet chef's kitchen with an open concept, custom cabinetry, and Silestone quartz countertops. Plus, a spacious second family room with a wet bar for extra flexibility when hosting guests or relaxing with family. Additional highlights include newer hardwood flooring, a generous laundry room, a whole-home multi-zone surround A/V distribution system, and security wiring. The backyard has been transformed into a private retreat with lush mature gardens, fruit trees, fresh sod, and mature landscaping, featuring a newly paved patio that creates a peaceful outdoor sanctuary with plenty of room to entertain or play. You can't miss it!

2886 Emerson ST, Palo Alto
20696 Hanford DR, Cupertino
$4,150,000
4 Beds ⋅ 3 Baths ⋅ ML82056280 MLS
PRE-SALE OPPORTUNITY! Discover this brand-new, single-story contemporary residence in a prime Cupertino cul-de-sac location. Thoughtfully designed for modern living, the home features striking architecture, an open-concept kitchen, dining, and living area, an expansive center island, abundant natural light, and seamless indoor-outdoor flow. An attached one-car garage adds convenience. Ideally situated just minutes from major technology campuses, shopping, dining, and outdoor recreation, the property is also served by award-winning Cupertino schoolssome of the most highly sought-after schools in the Bay Area. Estimated completion: First Quarter 2027.

20696 Hanford DR, Cupertino
1295 Lions Peak LN, San Martin
$4,498,000
4 Beds ⋅ 6 Baths ⋅ ML82053344 MLS ⋅ Cordevalle Vineyard Estates BLDG.
Tucked away on a private lane and surrounded by vineyards, come discover the award-winning luxury community of Cordevalle Vineyard Estates. You'll find yourself just steps from the exclusive Cordevalle Golf, Tennis and Spa resort, and just minutes to charming downtown Morgan Hill. One of only three homes sited on the world-class championship golf course, this incredible property was designed, built and finished by some of the very best in the business. Each of the four large bedroom suites are ensuite with their own private baths - one of which is located downstairs. Enjoy nearly 3500 square feet of covered outdoor loggia space making entertaining a dream in any season. The detached stone casita is a haven for overnight guests, home office, or gym - the options are simply endless. No detail has been overlooked, and the location is prime. Some places impress you. This one stays with you. Come for a tour. Stay for a Lifetime.

1295 Lions Peak LN, San Martin
15060 Montebello RD, Cupertino
$5,850,000
3 Beds ⋅ 3 Baths ⋅ ML82055779 MLS
A truly extraordinary Vintner Estate spanning 3.6 acres overlooking Silicon Valley, offers sweeping panoramic San Francisco Bay Area views and an unparalleled blend of luxury and privacy, with a separate residence, event venue, and winery buildings totaling 6,500 sf. The charming 1,968 sf residence (built 1998) with 3 bedrooms, 2 baths, features open living space, high ceilings, hardwood floors, chef's kitchen w/premium appliances and quartz counters, luxurious primary suite, versatile bonus room, and an expansive deck. Designed for grand scale entertaining, the separate 2,598 sf timber-frame event venue (2008) offers dramatic wood beam ceilings, walls of glass, indoor/outdoor fireplace, wet bar, loft, office, full bath, audio system, and stunning observatory with a premium Planewave 12.5" telescope. The 1,937 sf operational winery (2008) includes 4 fermentation tanks, bottling room, wine cellar, and climate-controlled storage. An approximately half an acre of mature estate vines including Cabernet Sauvignon, Cabernet Franc, and Merlot, rounds out the property creating a truly distinctive lifestyle offering. Additional highlights include owned 24kW solar generating ~35,000 kWh annually, garages for 4 cars, EV charging, manicured gardens, pool, hot tub, and ample parking.

15060 Montebello RD, Cupertino
13755 Skyline BLVD, Los Gatos
$3,988,000
6 Beds ⋅ 5 Baths ⋅ ML82055683 MLS
A rare combination this close to Silicon Valley: modern architecture on nearly three private acres, surrounded by protected public forest land with direct access to the Skyline Trail, assigned to Saratoga High School, and approximately 15 minutes from downtown Saratoga via Highway 9. This turn key home is ready for walking right in to enjoy a spectacular life of luxury. Private without being remote. Architectural yet warm. A home designed to experience the landscape as much as the house itself. Featured in DWELL and built in 2018, this striking contemporary home pairs dramatic scale with expansive windows, natural light and herringbone hardwood floors. The nearly 20-foot tall ceilings in the great room flows into a kitchen anchored by a dramatic oversized natural-stone island, 48-inch Wolf range and Sub-Zero refrigeration. The primary suite features approximately 14-foot ceilings, its own private patio and freestanding soaking tub. Additional bedrooms & a detached 400 +/- sq.ft. suite connected by a covered breezeway offers flexible guest, office and studio space. Outside, landscaped patios transition to mature forest and an open meadow with a three-stall barn. A rooftop deck captures distant Bay Area lights. Modern design, exceptional privacy and Saratoga just minutes away.

13755 Skyline BLVD, Los Gatos
19160 Cozette LN, Cupertino
$4,200,000
4 Beds ⋅ 3 Baths ⋅ ML82055644 MLS
Exceptional pre-sale opportunity in a prime Cupertino location, directly across from Cupertino High School and minutes from Apple Park, shopping, dining, and everyday conveniences. This brand-new contemporary residence features striking modern architecture, an open-concept kitchen, dining and living area, an expansive island, abundant natural light, seamless indoor-outdoor living, a main-level bedroom, and an attached two-car garage. A rare opportunity to own a thoughtfully designed new home in the heart of Cupertino. Completion to be on Q2 2027.

19160 Cozette LN, Cupertino
3724 Laurel WAY, Redwood City
$5,248,000
5 Beds ⋅ 6 Baths ⋅ ML82055507 MLS
Picture yourself living here where every level opens up to breathtaking views and indoor/outdoor living feels effortless. This new construction home features a stunning glass elevator and wraparound stairs providing easy access to each level. The front exterior turns heads with large-scale bronze tile and clear cedar paneling. Pass by the calming water feature and you're instantly welcomed into something special. The entry level is made for entertaining, with a sports-bar style entertainment area and spacious patio deck overlooking the valley and the bay. Just imagine evenings on the deck, watching the sunset. A spiral staircase then takes you to the rooftop deck, complete with lounging seating and a fire pit a perfect place to relax and enjoy the scenery. Inside, the open kitchen is designed to impress, featuring black glass cabinetry and a waterfall island that flows directly into a generous dining and living space. Downstairs, the bottom level elevates the experience with a recreation area and additional bedrooms that open to beautifully landscaped lawns and your own private nature retreat. Throughout the home, no detail is overlooked; this is the kind of house you don't just see you feel. Builder led tours of home available by appointment.

3724 Laurel WAY, Redwood City
20564 Kirwin LN, Cupertino
$4,240,000
4 Beds ⋅ 3 Baths ⋅ ML82055612 MLS
A brand-new, PRE-CONSTRUCTION home in prime Cupertino location near Monta Vista High & Apple campus. With high vaulted ceilings, a striking pivot-style front door, & covered entry porch. The living room has floor-to-ceiling picture window, while the family room includes a high vaulted ceiling, wood ceiling panels, skylights, recessed lighting, black-framed windows, a custom slat-wood accent wall, a floating cabinet, & expansive glass doors. The kitchen features cabinetry, full-height backsplash, stainless steel appliances: French-door refrigerator, double oven, range, hood, & dishwasher along with a waterfall-edged island, sliding window, breakfast bar, & dining area. The primary suite offers a large picture window & walk-in closet. The primary bathroom features decorative accent tile, shower accent wall, freestanding tub, glass shower enclosure, backlit mirror, double-sink floating vanity, & water closet. Additional amenities include a dedicated office space, bedrooms with built-in closets, & Jack-and-Jill bathroom with a dual-sink floating vanity & frameless glass shower enclosure. The hallway bath offers a vanity plus tub & shower. Hallway closets, laundry area, spacious deck, & landscaped front & backyard.

20564 Kirwin LN, Cupertino
1720 Penny WAY, Los Altos
$5,999,000
6 Beds ⋅ 6 Baths ⋅ ML82055506 MLS
A New Vision of Contemporary Luxury with ADU on a desirable Los Altos culdesac. Just completed new construction. Approx. 3666 total sq. ftge. of living area. 4 BR.+den 3.5 main residence.Detached 2 BR 2 Ba ADU. RE Dramatic high ceilings throughout the main residence, Walls of glass gracing the interior with natural light and ideal south and east exposure. Grand entry leads to a fabulous open sunlit Great Room with Designer Kitchen, living room and fam. rm. combination. Dream open kitchen, waterfall stone center island brightened by pendant lighting, wraparound quartz counters, custom cabinetry, pantry, the finest Thermador appliances. Luxurious primary suite, sitting area, spa style bathroom, direct access to backyard and great room. 2 bedrooms share a bathrooms near the primary suite. Separate guest room, private bath with garden view. Private office/den looking out to the front yard with mature Pistache tree and entryway. Separate 2 BR 2 BA ADU served by a private walkway, direct access to sunny main patio and backyard for family gatherings, and it's own shaded garden retreat. . Excellent Cupertino schools easy access to freeways for convenient travel to Silicon Valley and beyond. A rare opportunity in a spectacular Contemporary, desirable floorplan, delightful culdesac.

1720 Penny WAY, Los Altos
17288 Eaton LN, Monte Sereno
$3,650,000
4 Beds ⋅ 3 Baths ⋅ ML82055485 MLS
Welcome to 17288 Eaton Lane, a timeless Monte Sereno residence nestled on a peaceful tree lined street and served by award winning Los Gatos schools. This classic two story home offers an exceptional blend of comfort and privacy. The versatile first floor features a formal living space, a main level guest bedroom, and a full bathroom ideal for visitors, multigenerational living, or a home office. Upstairs, the primary living areas include an eat-in kitchen that opens to the backyard, formal dining room, spacious family bedrooms, and an expansive great room. Surrounded by mature landscaping, the backyard offers multiple deck spaces perfect for entertaining, relaxing, or enjoying the tranquil setting. Ideally located just minutes from Downtown Los Gatos, residents enjoy easy access to acclaimed dining, boutique shopping, and community events. Outdoor enthusiasts will appreciate the nearby Los Gatos Creek Trail, while commuters benefit from convenient access to Highways 9, 17, and 85. Combining a premier Monte Sereno location, exceptional schools, and inviting living spaces, this remarkable property offers an outstanding opportunity to enjoy the best of Silicon Valley living.

17288 Eaton LN, Monte Sereno
2155 Geri LN, Hillsborough
$8,999,000
3 Beds ⋅ 4 Baths ⋅ ML82044812 MLS
RARE OPPORTUNITY! Hurry, properties of this caliber, on this size lot, in this location rarely come on the market! You can remodel a home, but you can never recreate this location, this cul-de-sac, or this extraordinary lot. One of Hillsboroughs most sought-after and prestigious streets. Tucked away at the end of a quiet cul-de-sac, this extraordinary estate sits on one of the largest lots in the neighborhood, an exceptionally rare offering that will not become available again for years. Walking distance to vibrant downtown Burlingame and some of California's best public schools. Whether you choose to enjoy this beautiful estate as it is or create your own dream luxury residence, this is truly a once-in-a-lifetime opportunity in an irreplaceable location. Enjoy unmatched privacy surrounded by magnificent mature trees and lush landscaping, creating your own peaceful retreat. DO NOT WAIT, SERIOUSLY!!!

2155 Geri LN, Hillsborough
618 Tennyson AVE, Palo Alto
$10,888,000
5 Beds ⋅ 7 Baths ⋅ ML82055387 MLS
The search for your forever home ends here with this custom-built brand-new luxury home. Featuring fabulous architectural design by a preeminent architect & design team, this unique home on a tree-lined street in prestigious Old Palo Alto possesses a distinctly modern flair, state-of-the-art home technology, & a chic open-concept floorplan. Enjoy 5 en-suite bedrooms + an office + gym room, plus 2 extra half baths. A home theater w/7.1 surround sound, 4k laser projector & 7 leather seats; recreation room, wine rack, full bar, & 2 laundry rooms. Kitchen w/Miele appliances include 70 refrigerator/freezer/wine cooler, 48 gas range w/8 burners, 24 combi-steam oven & 24 microwave oven. Silestone countertops & pantry. Owned solar panel system. Multi-slide 3 panel door opening to covered patio & private backyard; European 10 oak engineering hardwood floors throughout; advanced Lutron system w/decentralized lighting design; smart security system & camera w/IP CCTV; slate concrete roof. With fast access to Stanford, Town & Country Village, downtown PA, top-rated schools & tech companies, this brand-new home is a perfect blend of classic comfort & modern luxury. Total construction 4,963 sq ft, consisting of: 4,419 sf (living area), 228 sf (Garage), 316 sf (covered patio). A must see!

618 Tennyson AVE, Palo Alto
730 S El Monte AVE, Los Altos
$6,888,888
5 Beds ⋅ 5 Baths ⋅ ML82055186 MLS
MEDITERRANEAN LUXURY ESTATE | CUSTOM-BUILT MASTERPIECE Extraordinary custom Mediterranean residence built in 2015 on a private 0.40-acre lot. Approx. 4,400 SF with 5 bedrooms, 4 full baths, 2 half baths, three bedroom suites, media room, finished basement, and oversized 1,700 SF three-car garage. Dramatic foyer showcases a Picasso crystal chandelier beneath an 8-ft skylight and a spectacular custom steel staircase with marble treads. Gourmet Thermador kitchen features dual refrigerators, double dishwashers, commercial gas range, oversized island, and Omega cabinetry. Luxurious primary suite offers vaulted ceiling, see-through fireplace, steam shower, heated floors, Calacatta marble, and Hansgrohe Axor fixtures. Brazilian cherry hardwood floors, extensive marble and stone finishes, three fireplaces, two laundry rooms, three-zone HVAC, multiple balconies, private patios, scenic views, and exceptional indoor-outdoor living just minutes from Downtown Los Altos. Distinguished Los Altos Schools such as Covington Elementary, Egan Middle, Los Altos High School.

730 S El Monte AVE, Los Altos
340 Palo Alto AVE, Palo Alto
$6,300,000
2 Beds ⋅ 1 Baths ⋅ ML82055000 MLS
340 Palo Alto Avenue consists of a charming single-story 2 bed 1 bath home on a +/- 0.2 acre lot with rare development potential in prime North Downtown Palo Alto. Ownership has filed an SB79 application to develop a 3-story, 6-luxry condo project. The +/- 1,500-1,550 sq. ft. 3 bedroom 3.5 bath premium condos will feature large terraces overlooking the tree-lined San Francisquito Creek. The property will feature a lobby entry with an elevator, two stairwells, privatized storage for each unit, at-grade parking, an interior trash/recycling room, all-electric service, and an attractive exterior façade consisting of painted brick and wood elements, a nod to its contemporary and greenbelt surroundings. Additionally, an option may exist to add a 7th penthouse suite unit which would be a larger +/- 1,800 sq. ft. residence on its own floor, with spectacular views. The property feeds to the #1 ranked school district in California; Addition Elementary, Greene Middle and Palo Alto High schools. The amenity-rich location is convenient to retail and restaurant options of University Avenue and Stanford Shopping Center, Caltrain Station, major transportation arteries, and world-class Silicon Valley employers.

340 Palo Alto AVE, Palo Alto
25355 La Loma DR, Los Altos Hills
$19,995,000
7 Beds ⋅ 8 Baths ⋅ ML82054633 MLS
RARE OFFERING OF SPECTACULAR ACREAGE & CUSTOM LUXURY | Set amidst rolling foothills, this extremely private estate adjoins undevelopable regional open space, harmonizing the beauty and serenity of nature with prized centrality to Bay Area destinations. The compound is ingeniously configured to afford grand-scale entertaining alongside casual enjoyment, ideal for autonomous, multigenerational living. Spread across 8+ acres, the gated grounds are crowned with a stately main residence brimming with custom touches, elegant spaces, and premium craftsmanship. Additional structures include a 2-bedroom guesthouse, indoor-outdoor pool pavilion, and versatile clubhouse with media theater and fitness center. The truly one-of-a-kind outdoor retreat offers an oversized spa, fire features, and dual ozone pools linked by an underwater passage. Highlights include a 260-panel solar array, garage parking for 10 cars, and 50-meter subterranean gun/archery range. This premier location is also near tech centers, downtown attractions, and exemplary schools such as Gardner Bullis Elementary, Egan Junior, and Los Altos High.

25355 La Loma DR, Los Altos Hills
280 Uplands DR, Hillsborough
$10,880,000
6 Beds ⋅ 8 Baths ⋅ ML82054575 MLS
Situated in one of the best locations in Hillsborough, 280 Uplands Dr is a rare opportunity on a flat, private, over-half-acre corner lot, steps from Crystal Springs Uplands School & South Elementary. This estate offers 6 bedrooms, 6 full baths & 2 half baths, all en-suite, with attached ADU. A dedicated office with fireplace, home theater with theatrical lighting and built-in refreshment station, and an adjoining bonus room. Upstairs, a bedroom suite is joined by a multi-purpose room with fireplace, ideal as a gym, bar, or rec space. All mechanical systems replaced, including new roof and four separate HVAC systems for comfort and efficiency. All-new interior finishes and a chef's kitchen with premium appliances, including Sub-Zero. Private rear driveway with automatic gate. Outdoor spaces offer true California entertaining: brand-new pool and spa with automatic safety cover, outdoor kitchen, Trex decking, new hardscape and paver walkways. Ideally suited for social events, with ample parking and a layout that flows seamlessly from indoors to out.

280 Uplands DR, Hillsborough
20234 Edinburgh DR, Saratoga
$4,998,000
6 Beds ⋅ 4 Baths ⋅ ML82054354 MLS
Nestled in Saratoga's highly coveted Golden Triangle, this beautifully remodeled and expanded home is served by award-winning Saratoga schools, including Saratoga High. Offering 6 bedrooms, 4 bathrooms, and a bright, open floor plan, this exceptional residence is designed for modern living. A thoughtfully designed 2018 addition features a spacious great room with soaring ceilings and an en-suite bath, ideal for in-laws, guests, an au pair, or game room. The chef's kitchen showcases granite countertops, a large island, custom cabinetry, premium stainless steel appliances, warming drawer, wine refrigerator, and an oversized pantry. The luxurious primary suite offers a spa-inspired bath with heated floors, steam shower, air-jetted tub, towel warmer, dual vanities, oversized walk-in shower, and walk-in closet. Enjoy seamless indoor-outdoor living with bifold glass doors opening to a covered patio with built-in heaters and a resort-style backyard featuring a solar-heated pool, diving board, and waterslide. Additional highlights include hardwood floors, whole house backup generator, built-in speakers, Hunter Douglas window coverings, dual-pane windows, copper plumbing, a mudroom/laundry room, upstairs loft, and attic storage. A rare opportunity in a prime Saratoga neighborhood.

20234 Edinburgh DR, Saratoga
128 Spyglass LN, Half Moon Bay
$3,650,000
5 Beds ⋅ 4 Baths ⋅ ML82053879 MLS ⋅ Ocean Colony Association BLDG.
Nestled in the gated enclave of Ocean Colony, this grand estate pairs architectural elegance with relaxed Half Moon Bay coastal living. Meticulously updated, the home features a curation of Restoration Hardware upgrades, including bespoke lighting and custom window coverings. Soaring vaulted ceilings, a stone entry, hardwood floors, and 3 fireplaces anchor the formal living spaces, flowing into a chef's kitchen with a central island. The upper level boasts soothing ocean views from all westside bedrooms, highlighted by a primary sanctuary with a private fireplace, while a coveted main-floor en-suite is perfect for guests. Outdoors, the private yard is a tropical paradise of mature plants with a covered heated patio for year-round dining. Complete with a 3-car garage with EV charging, this home provides seamless gate access to the beach, coastal trails, the Ritz, championship golf, and Mullins Steakhouse, with easy access to Hwy 92, SFO, SF, the Peninsula, and Santa Cruz.

128 Spyglass LN, Half Moon Bay
433 El Centro RD, Hillsborough
$11,000,000
5 Beds ⋅ 7 Baths ⋅ ML82052749 MLS
Welcome to 433 El Centro, a newly remodeled luxury estate in Hillsborough. Situated on 0.41 acres, this exceptional property offers refined living designed for entertaining and everyday comfort. The home features 5 bedrooms (including the ADU), 5 full baths, 2 half baths, and a bonus room/den. The gourmet chef's kitchen boasts premium paneled appliances, a wine cooler, and opens to a spacious family room. Additional highlights include built-in speakers, a custom wet bar, dedicated media room, temperature-controlled wine cellar, and laundry rooms on both levels. The luxurious primary suite offers a private office, walk-in closet, and spa-inspired bath with heated floors, towel racks, soaking tub, and dual showers. All secondary bedrooms feature en-suite baths for added comfort and privacy. Designed for seamless indoor-outdoor living, the grounds showcase a pool, spa, fire pit, expansive lawn, outdoor TV, and covered BBQ pavilion with prep space, refrigerator, and ample seating. Conveniently located near top-rated Hillsborough schools, parks, Downtown Burlingame, and transportation, this turnkey estate presents a rare opportunity in one of the Peninsula's most sought-after communities.

433 El Centro RD, Hillsborough
285 Escobar RD, Portola Valley
$5,488,000
5 Beds ⋅ 4 Baths ⋅ ML82052826 MLS
Set on 2.8 AC, this home offers a peaceful retreat in a coveted setting. Warm, welcoming interiors span more than 3,700 SF across a multi-level floorplan, blending rustic character with an easy livability that harmonizes with the surrounding landscape. A soaring vaulted ceiling elevates the living room anchored by a fireplace and expansive windows framing views that reach toward the Stanford Dish, while the main living spaces also include a formal dining room, granite kitchen with Thermador appliances, a comfortable family room with a fireplace, and a lower-level recreation room. Five bedrooms plus an office provide flexibility and comfort. With nearby access to scenic nature preserves and trailheads, a short drive to the Ladera Country Shopper shopping center and local favorites such as Alpine Inn, this home offers a rare balance of seclusion and convenience, all with access to acclaimed schools including Ormondale and Corte Madera (buyer to verify eligibility).

285 Escobar RD, Portola Valley
14275 Hilltop WAY, Saratoga
$4,998,000
5 Beds ⋅ 4 Baths ⋅ ML82053919 MLS
Welcome Home to 14275 Hilltop Way a Private Saratoga Retreat w/ Mountain Views & Award-Winning Schools! East-Facing Double Door Entry, Fresh Paint, Recessed Lighting & Huge Picture Windows! Light & Bright w/ Multiple Skylights! Elegant Interior w/ Hardwood Floors, Formal Dining Room w/ Chandelier, Breakfast Nook & Motorized Window Treatments. Living Room w/ Vaulted Cathedral Ceiling, Chandeliers, Wood-Burning Fireplace, Built-Ins & Display Shelving. Double Sliding Glass Doors to Front Courtyard! Family Room w/ Double Sliding Doors to Courtyard & Fireplace. Kitchen w/ Stone Counters, Designer Tile Backsplash, Custom Wood Cabinetry & Stainless Steel Appliances. Primary Suite w/ Mountain Views, French Doors to Freshly Stained Ipe Deck & Dual Walk-In Closets. Spa-Like Ensuite w/ Natural Stone Tile, Dual Vanity, Skylight, Oversized Shower, Sunken Tub & Smart Toilet. Attached Possible ADU w/ Secondary Kitchen, Laundry & Stainless Steel Appliances. Owned Solar, EV Charger, Dual-Zone HVAC & Tankless Water Heater. Travertine Patio, Covered Pergola, Outdoor Kitchen, PebbleTec Pool, New Pool Filter & Heater, Waterfall, Lush Gardens, Fruit Orchard & Wide Driveway. Minutes to Saratoga Farmers Market, Hwy 85, Downtown LG, Downtown Saratoga, Apple & NVIDIA. Truly Exceptional Saratoga Estate!

14275 Hilltop WAY, Saratoga
20388 Hill AVE, Saratoga
$10,998,000
9 Beds ⋅ 11 Baths ⋅ ML82053736 MLS
Nestled along one of Saratoga's most coveted and tranquil streets in the prestigious Montalvo neighborhood, this extraordinary gated estate embodies contemporary modern design with an emphasis on light, scale, and seamless indoor-outdoor living. Set on over an acre of impeccably landscaped grounds, the three-level residence offers exceptional privacy, sophistication, and a refined connection to nature. Designed for effortless entertaining and everyday living, the main residence features 8 bedrooms, 10 bathrooms, expansive light-filled interiors, dramatic walls of glass, and a temperature-controlled wine cellar. The serene primary suite is a private retreat with a fireplace, walk-in closet, and spa-caliber bathroom complete with a soaking tub and oversized shower. Additional features include a private office and dedicated fitness area. Outside, resort-inspired amenities create a private sanctuary with a spectacular pool, expansive terraces, outdoor kitchen, and beautifully landscaped gardens designed for relaxation and entertaining. The estate also showcases a 1-bedroom, 1-bathroom guest house with direct access to the pool area, offering great flexibility for hosting.

20388 Hill AVE, Saratoga
24970 Okeefe LN, Los Altos Hills
$14,800,000
5 Beds ⋅ 6 Baths ⋅ ML82051008 MLS
A rare opportunity to own a magnificent custom-built French Normandy estate on approximately 1.85 gated acres. The main residence offers over 7,800 square feet (including garage space) with 5 spacious bedrooms, 5 full bathrooms, and a powder room, thoughtfully designed for both grand-scale entertaining and comfortable everyday living. The park-like grounds feature mature 18-year-old Merlot vineyards with approximately 150 vines, flourishing vegetable gardens, orchards, a resort-style pool and spa, and majestic redwood groves that create an atmosphere of privacy and tranquility. Complementing the main residence is an approximately 1,000-square-foot guest house complete with a kitchen, family room, one bedroom, and one-and-a-half baths. Wine enthusiasts will appreciate the extraordinary approximately 1,500-square-foot wine complex, featuring a banquet room, wine cellar, gym, and office/storage space. Additional amenities include a detached three-car garage with covered access to the main home, as well as a two-car tandem garage adjoining the guest house. This exceptional vineyard estate combines timeless European-inspired architecture, resort-caliber amenities, and a premier wine-country lifestyle in an extraordinary private setting.

24970 Okeefe LN, Los Altos Hills
15295 Kennedy RD, Los Gatos
$4,300,000
4 Beds ⋅ 4 Baths ⋅ ML82053472 MLS
This spacious 4-bedroom, 3.5-bathroom home in Los Gatos offers 2,686 sq. ft. of living space with a combination of hardwood and tile flooring throughout. The kitchen is equipped with modern amenities including a built-in dishwasher, microwave, refrigerator, garbage disposal, tile countertops, and a 220-volt outlet. Enjoy cozy evenings by the gas-burning and wood-burning fireplaces in the living areas. The home features a separate family room and a dining area, as well as an open, inverted floor plan with vaulted and open beam ceilings, skylights, and a garden window. Laundry facilities include washer/dryer hookups with both 110V and 220V electricity in the utility room. Additional amenities include built-in vacuum, wet bar, and a security gate. The property sits on a large lot of over 123,000 sq. ft. with a fenced, in-ground pool. Cooling is provided by ceiling fans, central AC, and multi-zone systems. The residence is located within the Los Gatos Union Elementary school district. Two-car garage included.

15295 Kennedy RD, Los Gatos
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
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
560 Stage RD, Pescadero
$17,500,000
2 Beds ⋅ 2 Baths ⋅ ML82052269 MLS
Nestled along the breathtaking California Coast and less than an hour from both San Francisco and San Jose, The Shade Ranch presents an extraordinary opportunity to own one of the region's most exceptional private estates. Approx. 130 acres, this remarkable property combines historic charm, modern infrastructure, and unparalleled versatility. At the heart of the property sits a beautifully renovated 1940s farmhouse, a separate bunkhouse with potential farm labor housing use. 3 substantial multi-purpose barns, each positioned to support a wide range of agricultural, recreational, and entertainment activities. A standout feature is the spectacularly restored Lower Barn, transformed into an impressive gathering area. The Middle Barn offers ample space for ranch equipment, vehicles, recreational storage, and even helicopter accommodation. The property includes a designated helicopter landing area, adding a rare level of convenience and accessibility. The Upper Barn features paddocks, equipment storage, and additional operational space ideal for equestrian, agricultural, or ranching pursuits. Additional improvements include a dedicated equipment center, spacious workshop for on-site maintenance, and enclosed vehicle storage facilities (including helicopter storage) -

560 Stage RD, Pescadero

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All measurements and all calculations of area (i.e., Sq Ft and Acreage) are approximate. Broker has represented to MetroList that Broker has a valid listing signed by seller authorizing placement in the MLS. Above information is provided by Seller and/or other sources and has not been verified by Broker. Copyright 2026 MetroList Services, Inc. The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of MetroList® MLS. All information has been provided by seller/other sources and has not been verified by broker. All interested persons should independently verify the accuracy of all information. Last updated .

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