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$9,995,000
8 Beds ⋅ 8 Baths ⋅ ML82045478 MLS
Perched at 1,300 feet on a private ridge, The Ridge at Upper Forty is an extraordinary dual-estate compound spanning 20 acres across two adjacent parcels with sweeping 360 views of Carmel and Salinas Valleys, Monterey, and the Pacific Ocean. The 2007 main residence and 2014 pool house estate blend warm modern architecture with oaks, vineyards, and rolling hills. The main home features vaulted ceilings, walls of glass, seamless indoor-outdoor living, a renovated chefs kitchen with Sub-Zero and Wolf appliances, a luxurious primary suite, 3 additional ensuite guest rooms, and a separate ADU/guest suite. Across the adjoining parcel, the pool house estate offers floor-to-ceiling glass, direct access to the pool terrace, gourmet kitchen, and 3 bedrooms including a bunk room sleeping 8. Amenities include a hidden stone wine cave, outdoor kitchen, pool cabana, and striking barn with flexible space for collectors, fitness, or recreation. Minutes to Carmel Valley Village and the entire Monterey Peninsula.

27350 Upper Forty Drive, Carmel Valley

Listing courtesy of Shelly Lynch from Carmel Realty Company. 831-277-8044

Selling Office: Carmel Realty Company.

$9,900,000
3 Beds ⋅ 4 Baths ⋅ ML82033684 MLS
Set along one of California's most breathtaking coastlines, this oceanfront residence is a masterful blend of site-sensitive architecture, sustainable design, and sweeping Pacific views. Completely reimagined in 2007 by Tobin Dougherty Architects, the 3-bedroom plus den, 4-bath home draws the ocean into nearly every room through expansive windows and open, light-filled living spaces. Exquisite craftsmanship is showcased in local sandstone, cedar siding, copper detailing, and a standing-seam metal roof. Designed for effortless living, the layout places all primary living spaces on the main floor, complemented by a seamless indoor-outdoor flow ideal for both entertaining and quiet reflection. Energy efficient designs ensure year-round comfort. Set on a half-acre in the coveted Yankee Point enclave, this serene retreat offers privacy, poetic views, and refined coastal living just minutes from Carmel-by-the-Sea.

104 Yankee Point Drive, Carmel

Listing courtesy of Tim Allen from Coldwell Banker Realty. 831-214-1990

Selling Office: Monterey Coast Realty.

$9,800,000
4 Beds ⋅ 5 Baths ⋅ ML82048809 MLS
An extraordinary private estate set on approximately one acre of beautifully landscaped grounds in prestigious Los Altos Hills, with easy access to Hwy 280 and minutes from Downtown Los Altos. Surrounded by exceptional gardens, vibrant flowers, majestic trees, and serene natural beauty, this rare retreat offers a timeless blend of elegance, privacy, and indoor-outdoor living. Extensively remodeled in 2017, the residence features walls of glass, light-filled interiors, and a seamless connection to the outdoors. The main home offers approximately 4,180 sq. ft., plus a separate approximately 946 sq. ft. guest house, for approximately 5,126 sq. ft. total living space. Together, the property features 5 spacious bedrooms, 5.5 bathrooms, and 2 dedicated offices, thoughtfully designed for luxury living, work, and entertaining. High attic storage offers added flexibility, with buyers encouraged to investigate future living-space possibilities. From peaceful mornings surrounded by nature to amazing entertaining spaces by the pool and gardens, every area feels intentional, elevated, and inviting. This exceptional estate captures the best of Los Altos Hills livingluxury, privacy, serenity, and a remarkable Silicon Valley lifestyle.

12681 Miraloma Way, Los Altos Hills

Listing courtesy of David Bergman from Intero Real Estate Services. 650-948-1100

Selling Office: Compass.

$9,800,000
5 Beds ⋅ 6 Baths ⋅ ML82047202 MLS
A Swatt | Miers masterpiece in the heart of Crescent Park, this 2015 residence balances architectural precision with everyday ease. Western red cedar finishes carry continuously from interior to exterior, grounding a palette of warm, considered materials beneath ceilings scaled for openness. Radiant-heated European oak floors, lofty volumes, and a seamless connection to the rear yard define the living experience -- private, calm, and oriented toward the outdoors. Five suites, plus a fully customized home office, accommodate work and rest with equal care. An irrigated living wall, room-darkening shades, and a generous garden complete a home designed as much for wellbeing as for beauty. Half a block to Eleanor Pardee Park, one mile to University Avenue, and served by Palo Alto's acclaimed schools.

1353 Martin Avenue, Palo Alto

Listing courtesy of from Golden Gate Sotheby's International Realty. 650-862-2122

Selling Office: Compass.

$9,800,000
6 Beds ⋅ 6 Baths ⋅ ML82042037 MLS
The character synonymous with Old Palo Alto defines this exceptional estate, set on nearly a quarter-acre in one of the city's most sought-after neighborhoods. Refined and inviting, the interiors span more than 5,300 square feet, where high-end materials, timeless design, and impeccable craftsmanship come together with effortless cohesion. Expansive formal rooms flow seamlessly into a chef's kitchen anchored by a Bertazzoni range, while the home's six en suite bedrooms provide comfort and privacy, including a luxurious primary suite with a spa-like bath. The lower level offers flexible space suited to a variety of needs, and outdoors, sun-filled grounds create a private setting for both relaxation and play. The location is exceptional, with California Avenue's shops and restaurants just a few blocks away, Stanford University minutes from home, and access to top-ranked schools nearby (buyer to verify eligibility).

1932 Emerson Street, Palo Alto

Listing courtesy of from Deleon Realty. 650-543-8500

Selling Office: Arbor Real Estate.

$9,750,000
5 Beds ⋅ 5 Baths ⋅ ML82046169 MLS
Views, serenity, and privacy! One of the most beautiful properties in Los Altos Hills. The 1.25 acre lot feels even larger and is gently terraced with many flat areas (circular motor court, slate back patio with huge lawn area and swimming pool, gazebo lower level with paver walkways). This elegant and timeless custom home features 5 bedrooms and 4 1/2 bathrooms, 2 offices, separate living and family rooms with fireplaces, French doors with access to the slate patio in the backyard with amazing views of the hills and the bay. The property is gated, sits off of Taaffe Road, and is SUPER private and quiet. Must see and you will fall in love with this truly special property.

26990 Taaffe Road, Los Altos Hills

Listing courtesy of Bob Kamangar from Christie's International Real Estate Sereno. 650-245-0245

Selling Office: Compass.

$9,624,500
4 Beds ⋅ 8 Baths ⋅ ML82039426 MLS
Crowning a private hilltop in prestigious Monte Sereno, this exceptional estate captures panoramic views of the valley, hillsides, and city. Beyond intricate double gates, a grand motor court introduces a striking stone fa ade where timeless architecture and elegant symmetry announce the grandeur within. Ornate crown molding accents soaring ceilings, while expansive windows frame breathtaking vistas - each room framing either sweeping views or the exquisitely landscaped grounds below. The living room centers on an oversized fireplace and hillside outlooks. The formal dining room features parquet floors, a statement chandelier, and oversized windows. A richly appointed office with its own fireplace offers a warm, sophisticated retreat. A chef's kitchen, family room, and two guest suites complete the main level. A private elevator connects all levels and opens to the top-floor primary suite with commanding views, dual walk-in closets, a spa-inspired stone bath, and private outdoor areas. The lower level offers a wine room, game room, and five-car garage. Outside, tiered grounds reveal a pool, expansive patios, a pool house, and a guest house - an extraordinary setting for entertaining at the highest level.

18331 Lexington Drive, Monte Sereno

Listing courtesy of David Welton from Compass. 408-234-1826

Selling Office: Christie's International Real Estate Sereno.

$9,555,000
6 Beds ⋅ 6 Baths ⋅ ML82047220 MLS
Situated on one of North Los Altos most coveted streets with 16K lot, this freshly upgraded custom residence has been reimagined with high end designer finishes and a Southern French inspired elegance. Blending exceptional craftsmanship with modern luxury. The two-level main home features 6 bedrooms and 4.5 baths, complemented by a separate studio guest house, for a combined ~5,342 sq ft of living space. Soaring 10+ ft ceilings and a dramatic 16 ft vaulted family room. New wide plank wood floors, new Subzero refrigerator, new 48" Wolf range, and marble and porcelain countertops, custom cabinetry, new plaster gas fireplaces, multi zone HVAC, water softener, 220V Tesla charger, a theatre and recreation room. A covered loggia with barbecue kitchen, a fireplace terrace, expansive lawn, and a new basketball court create a private retreat ideal for both entertaining and everyday enjoyment. Perfectly positioned just a short stroll from the Los Altos History Museum, Library, Community Center, Hillview Park, and the vibrant downtown Los Altos dining and shopping district. Close to Stanford, Google, major tech companies and served by top Los Altos schools. Bright, tranquil, and beautifully appointed, this is truly an exceptional place to call home.

667 Jay Street, Los Altos

Listing courtesy of Sue Cheng from Intero Real Estate Services. 650-388-0228

Selling Office: The Agency.

$9,540,000
6 Beds ⋅ 7 Baths ⋅ ML82032691 MLS
Almost fully rebuilt in 2022, this Santa Barbara-style Mediterranean in Hillsborough blends timeless architecture with modern systems and resort-style living. Interior design by JD Bartell creates a truly special & cohesive residence for daily living & entertaining. The home offers up to 6 bedrooms & 6.5 bathrooms with Venetian plaster throughout, custom white oak floors, seamless cabinetry & doors with a dramatic staircase. This home includes radiant heat and air conditioning with multiple zones, integrated security cameras, lighting & audio. The chef's kitchen features a huge custom book-matched island with top-of-the-line appliances, dual sinks, ample storage, plus a temperature-controlled wine cellar, open to the large family room. Extensive upgrades include 400-amp electrical service, new copper plumbing and wiring, dual internet, 19.5 kWh solar, a 22 kWh Generac backup generator, tankless water heaters, & whole-home water filtration. Resort-style grounds include fruit trees, drought-tolerant landscaping, smart irrigation, a resurfaced pebble pool with water features, travertine hardscape, circular paver driveway, iron gates, and an outdoor BBQ. A rare offering combining architectural character with a more transitional interior full of custom upgrades.

2950 Churchill Drive, Hillsborough

Listing courtesy of Phil Chen from Christie's International Real Estate Sereno. 415-271-1920

Selling Office: CENTURY 21 Masters.

$9,500,000
7 Beds ⋅ 8 Baths ⋅ ML82047246 MLS
Stunning New Construction in Allied Arts! Luxurious designer finishes abound, making this home both stylish and comfortable. Modern amenities span 5 bedrooms plus Study in the main house and 2 bedrooms in the detached ADU. Total living area of 5,096 square feet including ADU. A heated covered patio and outdoor BBQ area elevate outdoor recreation. The elegant lower level bar and seating area, a multi-purpose room for golf simulator or media room, and an exercise room provide ample spaces for indoor enjoyment. The upper level offers a spectacular Primary suite with private balcony and 2 en-suite bedrooms. The chefs kitchen includes top of the line appliances including Sub-Zero and Wolf. Gadget fans will appreciate tech features like smart lighting, sound system and security features. Steps to downtown Menlo Park, downtown Palo Alto and Stanford. Excellent Menlo Park schools.

854 Cambridge Avenue, Menlo Park

Listing courtesy of Ruchi Goel from Compass. 650-796-9600

Selling Office: Golden Gate Sotheby's International Realty.

$9,500,000
5 Beds ⋅ 7 Baths ⋅ ML82035731 MLS
This spectacular Monte Sereno estate showcases exquisite architecture, curated landscape, and exceptional craftsmanship, embodying timeless French Country elegance. Set on more than 30,000sqft, the residence was comprehensively reimagined during an extensive 2020-2022 renovation, preserving romantic architectural character while elevating every system and finish. A decorative brick wall, iron gates, sweeping lawn, and mature trees create a storybook arrival. Inside, ten-foot ceilings, bespoke millwork and wide-plank oak floors introduce refined living spaces designed for both everyday comfort and elegant entertaining. The kitchen stands as a culinary showpiece with a LaCanche range, honed quartzite surfaces, mosaic stone backsplash, and a large island with seating for eight. Five ensuite bedrooms and executive office span two levels, including two main-level suites ideal for guests or multigenerational living. The primary suite enjoys a fireplace, private balcony, and spa-inspired bath with radiant heated marble floors and a freestanding tub. A separate pool house with kitchen, living area, two bedrooms, and sauna adds remarkable flexibility. Expansive grounds surround the pool, spa, and outdoor kitchen beneath a beautiful loggia, creating an inviting setting for outdoor living.

17930 Vineland Avenue, Monte Sereno

Listing courtesy of Amy McCafferty from Golden Gate Sotheby's International Realty. 408-387-3227

Selling Office: The Agency.

$9,500,000
4 Beds ⋅ 4 Baths ⋅ ML82035880 MLS
Rarely available, exceptional custom home by renowned Lencioni Construction, completed in 2013 on a premier street. Automated concealed shades, classic interior wooden screens, hardwood floors, designer lighting, and natural stone surfaces create a refined, aesthetic throughout the two-story floor plan. The heart of the home is a stunning kitchen and family room combination featuring 11' ceilings, custom cabinetry, quartz counters, a Carrara marble island, professional-grade appliances including dual dishwashers, banquette seating, gas fireplace, stacking glass doors that retract into the wall for the ultimate seamless indoor-outdoor living. Formal living and dining rooms are complemented by a butlers pantry with wine storage and huge walk-in pantry with additional refrigerator. The main-level primary suite offers French doors to the grounds, a customized walk-in closet, and a luxurious marble bath with heated floors, soaking tub, steam shower, and automated shades. A second main-level suite and two upstairs suites with marble baths surround a central lounge. Beautiful yard with, pool/spa with cover, built-in barbecue, fire pit and privacy.All in a Premier West Menlo Park location, surrounded by estate homes, close proximity to Stanford University, downtown, excellent schools.

1440 Bay Laurel Drive, Menlo Park

Listing courtesy of Judy Citron from Compass. 650-400-8424

Selling Office: Christie's International Real Estate Sereno.

$9,500,000
6 Beds ⋅ 4 Baths ⋅ ML82026978 MLS
Discover an unparalleled opportunity for refined living in one of West Atherton's most sought-after cul-de-sacs. Situated on a flat 1-acre lot, this private estate is a sun-drenched sanctuary, perfectly oriented with abundant sunlight and surrounded by a curtain of mature trees. Inside, the newly rejuvenated and updated home in Monterey Colonial style presents a timeless elegance, with formal living and dining rooms for sophisticated gatherings as well as a sun-filled, eat-in kitchen that is the heart of the home. The flow from the inviting family room topped by a cathedral ceiling to the serene backyard creates an ideal space for cherished moments and relaxed entertaining. The upstairs features five spacious bedrooms, while a well-appointed, main-floor office that can also be used as a guest bedroom, with a full-size shower next door. The idyllic grounds, complete with a swimming pool, a verdant lawn, covered patios, and spaces ready for vegetable beds and fruit trees, promise a lifestyle of peace and possibility. This exceptional offering is a masterpiece of potential, all within one of the country's most exclusive settings.

243 Selby Lane, Atherton

Listing courtesy of John Pang from Realty One Group Extreme. 650-699-2838

Selling Office: Intero Real Estate Services.

$9,495,000
5 Beds ⋅ 7 Baths ⋅ ML82044706 MLS
1335 N Lemon Avenue is a refined modern residence set on a quiet, tree-lined street in one of Menlo Park's most desirable neighborhoods. Designed with scale, light, and seamless flow in mind, the home offers approximately 5,520 square feet on a ~10,250 square foot lot, with five bedroom suites and seven bathrooms. Interiors are filled with natural light and feature soaring ceilings, hardwood floors throughout, and expansive living spaces anchored by two fireplaces with floor-to-ceiling mantels. Integrated surround sound, built-in speakers, and a full integrated entertainment system enhance the living experience. The chef's kitchen opens effortlessly to the family and dining areas, creating a natural hub for everyday living and entertaining, while large glass openings establish a strong indoor-outdoor connection. The primary suite offers a private retreat with a balcony and a spa-inspired bathroom featuring a soaking tub. The lower level is designed for entertaining with a home theater, wine cellar, and direct access to a spacious patio. Set on a flat, private, and sunlit lot, the grounds feature expansive synthetic lawns, a covered patio with space heaters, and a gazebo with a fire pit ideal for year-round enjoyment. Located near top-rated schools and downtown Menlo Park!

1335 N Lemon Avenue, Menlo Park

Listing courtesy of Tim Kerns from Coldwell Banker Realty. 650-430-4052

Selling Office: Compass.

$9,495,000
3 Beds ⋅ 4 Baths ⋅ ML82042340 MLS
A Hilltop Home Shaped by Light, Landscape and Contemporary Architecture-Designed as a sanctuary for the senses, this 4885 sq ft, 2007 contemporary masterpiece rises from the crest of central Portola Valley. the custom architecture was crafted to invite tranquility, framing soft, filtered views of the surrounding landscape . Here, the rare luxury of expansive, level grounds that breathes in rhythm with its hilltop surroundingsa true haven of quiet elegance. This home is a gem! On the main level, the 11-foot-ceilinged public rooms include a formal entry, a large living room that doubles as a media room with 3 walls of glass sliding doors opening to the gardens, a formal dining room designed to seat 12, a chefs kitchen that faces a secret garden, and a family room facing the rear gardens. An open-tread staircase lined with clear glass panels connects the upper, main, and lower levels of the home. On the lower level, there is a recreation room, a wine cellar, full bath and, across a stone patio, a fitness studio with walk-out access to the rear grounds. 2 bedrooms and 1.5 baths on the main level and an upper level devoted to the primary suite with a large private balcony and a spacious office, perfect for todays work-from-home needs. Detached studio guest house with full bath.

56 Hillbrook Drive, Portola Valley

Listing courtesy of Peter Cowperthwaite from Golden Gate Sotheby's International Realty. 650-207-4101

Selling Office: Coldwell Banker Realty.

$9,420,000
4 Beds ⋅ 4 Baths ⋅ ML82052185 MLS
Rare opportunity to own a substantial property in one of Palo Alto's most desirable neighborhoods. Situated on an expansive 12,900 square foot lot, this 3,759 square foot home offers four bedrooms, three full baths, and one half bath, providing exceptional space and endless possibilities. Rich with character and original architectural charm, the home provides a rare opportunity to own a classic Palo Alto home in Crescent Park. The property's generous lot size creates the option to reimagine and customize the home to today's lifestyle while preserving the timeless appeal of its history. Located within the highly acclaimed Palo Alto school district and just minutes from parks, shopping, dining, Stanford University, and major Silicon Valley employers, this is a rare chance to create a dream property in a premier location.

1408 Edgewood Drive, Palo Alto

Listing courtesy of Sherry Bucolo from Compass. 650-207-9909

Selling Office: CHENG Properties, Inc..

$9,400,000
4 Beds ⋅ 4 Baths ⋅ ML82049498 MLS
Welcome to 14486 Leland Circle, with award winning Saratoga schools, nestled behind private gates in the heart of Saratoga, this exceptional Mediterranean villa blends timeless elegance with resort style living. A grand arrival welcomes you with manicured landscaping, a beautiful fountain and iron accented double entry doors. Inside, refined finishes include marble accents, exceptional woodwork, custom carved doors and thoughtfully designed living spaces. The impressive foyer is flanked by a formal dining room and library overlooking the lush front grounds. At the heart of the home, the gourmet chef's kitchen features Thermador appliances and opens seamlessly to the great room, both enjoying views of the patios, gardens and sparkling pool. The luxurious primary suite offers a private retreat with a fireplace and spa inspired bath featuring dual vanities, a soaking tub and oversized shower. A butler's pantry and adjacent laundry room provide added convenience and functionality. Designed for effortless indoor outdoor living, the lower level flows naturally to multiple entertaining spaces surrounding the pool. Ideally located near Highways 9, 85 and Quito/Lawrence Expressway and West Valley Farmers' Market, this is a rare opportunity to own an exceptional Saratoga estate.

14486 Leland Circle, Saratoga

Listing courtesy of Andy Tse from Intero Real Estate Services. 408-807-8808

Selling Office: Intero Real Estate Services.

$9,300,000
4 Beds ⋅ 6 Baths ⋅ ML82058371 MLS
Nestled on a private parcel in a premier east-of-280 location, this stunning estate offers the perfect blend of luxury, space, and convenience, minutes to downtown Los Altos with easy access to Silicon Valley, Peninsula & SF. The home features a main-level primary suite, grand formal living & bonus finished basement. A dramatic entrance showcases 13-foot front doors handcrafted from Japanese copper alloy. Resort-inspired grounds feature a sparkling pool & spa, a tranquil koi pond with a waterfall & mature orchard with 70+ fruit trees (persimmons, kumquats, figs, pomegranates, goji berries, etc w/ your own private well). A detached bonus structure with a full bath offers possibilities as a guest retreat, home office, fitness studio, or creative space. The mostly level grounds provide room for a future ADU (seller plans available). Additional highlights include: finished 3-car garage, newer roof, full perimeter fencing, and eligibility for highly regarded Palo Alto schools with Los Altos elementary option (buyer to verify). Peaceful and quiet, the home and backyard provide a serene retreat while remaining close to vibrant downtown Los Altos, fine dining, boutique shopping, numerous outdoor activities, major employers, & convenient commute routes.

26541 Purissima Road, Los Altos Hills

Listing courtesy of Owen Halliday from Christie's International Real Estate Sereno. 650-492-0062

Selling Office: BQ Realty.

$9,300,000
5 Beds ⋅ 8 Baths ⋅ ML82053741 MLS
Located on approximately 0.86 acres, this exceptional gated property is perfectly located with walkability to shops and restaurants and with access to acclaimed Los Altos schools. This property offers luxury living on a rare legacy setting with amazing outdoor venues for extraordinary entertaining on a grand scale. Expansive stone terraces, lawn, decks, and a heated loggia connect the indoors to the outdoors, all designed for effortless gatherings around the pool, spa, and waterfalls. The two-story home features 4 bedrooms, an office, 4 full baths, and 2 half-baths, plus a separate 1-bedroom, 2-bath ADU, also ideal for guests or extended celebrations. Generous proportions and an open layout are supported by primary and caterers kitchens, a full bar, wine cellar, and a separate living room or media room. The luxe primary suite and dedicated office are located on the main level, with three additional bedroom suites plus lounge upstairs. All just moments from the Los Altos Village and served by excellent Los Altos schools.

253 Fremont, Los Altos

Listing courtesy of Kathy Bridgman from Compass. 650-868-7677

Selling Office: Redfin.

$9,300,000
3 Beds ⋅ 2 Baths ⋅ ML82037265 MLS
ONCE-IN-A-LIFETIME OPPORTUNITY ON NEARLY 1 ACRE | Establish your country retreat within moments of Downtown Los Altos! This breathtaking property transports you to an exciting world of rural calm, pastoral beauty, and limitless possibility. Optimizing natural light usage, the south-facing layout presents a great room with wood-burning fireplace and cathedral ceilings, spacious dining room, and charming brick kitchen with breakfast nook. All bedrooms are updated with dual-pane windows. Special details include adobe bricks, random-plank oak floors, redwood board-and-batten siding, and kiln-dried Douglas fir beams. Multiple outdoor retreats, such as a large north-facing porch with fireplace, overlook the vast luxuriant grounds. Besides a Blenheim apricot orchard, fruit varieties include orange, cherry, fig, apple, grape, pear, and more. The clear open skies let you easily see the stars at night! This dreamy parcel is flat and the homes floorplan is spacious and versatileideal for remodeling, expansion, or even new development. Blocks away from Pinewood School, Rancho Shopping Center, and downtown destinations, the home is also near prized schools like Covington Elementary, Blach Intermediate, and Los Altos High (buyer to verify attendance).

393 Covington Road, Los Altos

Listing courtesy of Theresa Couture from Coldwell Banker Realty. 650-996-5277

Selling Office: Intero Real Estate Services.

$9,280,000
5 Beds ⋅ 5 Baths ⋅ ML82036409 MLS
Welcome home to your modern farmhouse in the coveted Carolands neighborhood of Hillsborough. Situated on a flat and usable .52-acre lot, this home was rebuilt and expanded in 2021 from the foundation up, ensuring a turnkey and comfortable living experience. The main house boasts 4 bedrooms and 4 bathrooms, plus a 1-bedroom, 1-bath ADU. Inside, discover 16-foot ceilings, stunning wood floors, abundant natural light, and premium upgrades. The chef's kitchen features Thermador appliances and an 11-foot island, with La Cantina doors for seamless indoor-outdoor flow to your outdoor oasis that includes a new pool/spa, BBQ, bocce ball, expansive lawn, and fruit trees. There is also a large side yard perfect for basketball, extra cars, or even a boat. This property combines rare single-level living with modern features, great natural light on a flat, usable lot, and a neighborhood that invites walks and bike rides.

588 Craig Road, Hillsborough

Listing courtesy of Phil Chen from Christie's International Real Estate Sereno. 415-271-1920

Selling Office: Keller Williams Thrive.

$9,250,000
5 Beds ⋅ 6 Baths ⋅ ML82056786 MLS
Completed in 2018, this exceptional contemporary custom home blends organic architecture with a warm palette of natural stone, cedar, and expansive walls of glass that create a seamless indoor/outdoor lifestyle. The thoughtfully designed single-level floor plan offers outstanding flexibility, with private suites, home office, or fitness. The dramatic great room features soaring ceilings with cedar accents, linear fireplace, disappearing Fleetwood glass walls, and opens to a resort-inspired rear yard. The designer kitchen showcases custom cabinetry,Miele steam oven, two dishwashers, warming drawer, island with seating, and adjacent temperature-controlled wine room. Beautifully landscaped grounds center around a spectacular 40-foot pool with lap lane, waterfall, spa, fire pit terrace, citrus trees, and a covered loggia with fireplace and fully appointed outdoor kitchen. Additional highlights include owned solar for the home and pool, metal roof, EV charging, integrated sound, automated blinds, programmable lighting, fire sprinklers, and direct gate access to Rosita Park with tennis courts and sports fields. Less than one mile to the Village, excellent Los Altos schools, this is a rare opportunity to enjoy high end design, exceptional privacy, in an outstanding cul-de-sac location.

419 Los Pajaros Court, Los Altos

Listing courtesy of Judy Citron from Compass. 650-400-8424

Selling Office: Un-Represented Buyer.

$9,250,000
5 Beds ⋅ 6 Baths ⋅ ML82038237 MLS
Down-to-the-studs whole-home renovation and reconfiguration in 2017 by Taylor-Lombardo Architects, R.J Dailey Construction and Wheeler Design transformed this home into chic designer style. Professorville neighborhood 5 blocks from University Avenue. 3 levels include 5 bedrooms and 5.5 baths, living & dining room/office, a tremendous great room, plus lower-level library/media room. 3 bedroom suites upstairs include a lavish primary suite and there are 2 bedrooms on the lower level, one en suite and currently designed as a fitness center with mirrored walls. Hardwood floors and board-and-batten paneling highlight the Craftsman architectural style. An outstanding gourmet kitchen features a French Lacanche range, commercial BlueStar oven, and well-equipped caterers kitchen for entertaining. Lutron programmable lighting, Savant video distribution, plus new electrical and HVAC during renovation. A spacious rear yard with open-air cabana (doubles for carport), terrace, landscape lighting and expansive lawn. Acclaimed Palo Alto schools.

1042 Cowper Street, Palo Alto

Listing courtesy of from Compass. 650-888-0860

Selling Office: Midtown Realty.

$9,207,000
6 Beds ⋅ 7 Baths ⋅ ML82039881 MLS
Timeless European-inspired architecture defines this exceptional Old Palo Alto residence, built in 2015 and enhanced with fresh interior paint and designer lighting. Spanning three expansive levels, the home offers a refined yet functional floor plan with 6 bedrooms, dedicated office, and 6.5 baths, plus a detached studio ideal for guests, gym, or workspace. A main-level en suite bedroom provides flexibility for guests or multigenerational living, while the upper level hosts three suites, including a serene primary retreat. The lower level is designed for elevated living and entertaining with two bedrooms and baths, a recreation room with full bar, private theater, and temperature-controlled wine cellar. A spa-inspired bath with steam shower and sauna completes the space. Modern comforts include smart home systems, multiple laundry areas, and abundant skylights. Rear grounds feature a fireplace loggia and detached one-car garage. Ideally located near Rinconada Park, downtown Palo Alto, Stanford University, and top-rated Palo Alto schools.

627 Tennyson Avenue, Palo Alto

Listing courtesy of Ciana Megan Tierney from Compass. 650-954-8642

Selling Office: Coldwell Banker Realty.

$9,125,000
4 Beds ⋅ 6 Baths ⋅ ML82043812 MLS
Newly constructed on the prestigious Poppy Lane in the heart of Pebble Beach, 31 Poppy is a modern coastal masterpiece offering panoramic views of the 10th hole of the renowned Poppy Hills Golf Course. Designed with striking architectural lines, expansive glass, and a seamless indoor-outdoor flow, this 6,726 SqFt residence exudes sophistication. Inside, curated finishes include natural quartzite countertops, a limestone feature wall, walnut-paneled Savaria elevator, custom cabinetry, and an oversized skylight imported from Dubai. A chef's kitchen boasts premium Gaggenau appliances, dual cooktops, and an industrial hot-rolled steel hood. Luxury continues with 4 en suite bedrooms with spa-like bathrooms, a floating oak staircase, refrigerated wine wall, European windows, and a powder room with a custom invisible sink. Modern comforts include radiant heat, air-conditioned bedrooms and office, and owned solar panels for enhanced energy efficiency. Outdoor living is reimagined with IPE decking, a vanishing-edge spa for 12, firepit with LED mood lighting, stone-clad patios, 12V landscape lighting, and a 6-car garage. With its proximity to world-renowned fairways, Carmel-by-the-Sea, and the amenities of the Central Coast within a short drive, this is Pebble Beach living at its finest.

31 Poppy Lane, Pebble Beach

Listing courtesy of Tim Allen from Coldwell Banker Realty. 831-214-1990

Selling Office: Carmel Realty Company.

$9,100,000
4 Beds ⋅ 5 Baths ⋅ ML82038414 MLS
A Curated Legacy Home with Architectural Pedigree. The home is situated on .6+ flat, gated acres in the Los Altos Country Club area. Architectural signature principles: light, proportion, flow, and plan are evident throughout a floor plan that captures light from every angle and hour. Fifteen-foot coffered ceilings rise beneath clerestory windows; French doors open to a heated loggia with a stone fireplace. The kitchen was conceived for serious culinary use: dedicated prep stations, dual Miele dishwashers, and a layout eliminating bottlenecks. Designer lighting and hardware selected for each space yet unified in design. Closets planned so rooms present without visual clutter. The grounds are a sanctuary: custom treehouse with finished interiors, fruit trees, flowering gardens, and paths across private grounds. Proximity to Sand Hill Rd, tech campuses, SFO/SJC, and top-rated schools respects the value of time. This curation is irreplaceable, reflected in the intelligent decisions made.

420 Magdalena Avenue, Los Altos Hills

Listing courtesy of Gary Campi from Golden Gate Sotheby's International Realty. 650-799-1855

Selling Office: Christie's International Real Estate Sereno.

$9,088,888
6 Beds ⋅ 9 Baths ⋅ ML82049357 MLS
In this haven of 4.4 acres in Los Altos Hills, echoes of the Italian countryside unfold within a custom-built Tuscan estate. Impeccable details weave through more nearly 8,300 square feet of space, creating a tapestry of high-end luxury and craftsmanship. Nearly every lifestyle need is accounted for: expansive formal rooms for entertaining, a kitchen with top-tier appliances, two stylish home offices, a cinema-quality theater, a 2,200+ bottle wine cellar, a lounge, and more. Retreat to the primary suite with its own fireplace or the secondary suite with a kitchenette and private entrance. Outside, immaculate grounds provide an oasis of serenity with a cabana and stunning infinity pool. And though you will feel immense privacy within its gates, this home is just a short drive from downtown Los Altos, an esteemed country club, gorgeous nature preserves, and top-ranked Palo Alto schools (buyer to verify eligibility).

28500 Matadero Creek Lane, Los Altos Hills

Listing courtesy of from Deleon Realty. 650-543-8500

Selling Office: The Agency.

$9,080,000
5 Beds ⋅ 4 Baths ⋅ ML82036366 MLS
Stately Spanish Revival residence ideally situated on a quiet, tree-lined street in one of Palo Altos most desirable neighborhoods. Rich in character and timeless appeal, the home showcases beautiful architectural details throughout, reflecting classic craftsmanship and enduring style. The living room is a true focal point, highlighted by a dramatic vaulted ceiling with exposed beams, a large arched picture window that fills the space with natural light, and a fireplace that anchors the room with warmth and elegance. Thoughtfully designed living spaces flow comfortably for both everyday living and entertaining, while the homes layout offers a sense of privacy and tranquility. Outdoors, mature landscaping creates a peaceful setting for relaxation or gatherings, enhancing the homes connection to its surroundings. Located just minutes from top-rated Palo Alto schools, neighborhood parks, Stanford University, and the vibrant shops and dining of downtown Palo Alto, this exceptional property offers the perfect blend of architectural distinction, comfort, and convenience.

1965 Cowper Street, Palo Alto

Listing courtesy of Nadr Essabhoy from Compass. 650-248-5898

Selling Office: Compass.

$9,005,000
5 Beds ⋅ 5 Baths ⋅ ML82038683 MLS
This exquisite home was constructed in 2019 by a local premium builder as his private residence & is situated mid-block on one of North Los Altos' most desirable streets, the property is just a few short blocks from downtown Los Altos. This style is characterized by its clean lines, contemporary color palette, and the integration of functional details with modern design, creating a timeless but current aesthetic. The home centers around an expansive great room with its 13 foot ceiling, designed to connect the community living area with the rear patio, yard, and pool facilitating a seamless indoor-outdoor living experience through a 12 foot glass Nano slider door system. Abutting the great room, the chefs kitchen features a large island with seating and is equipped with premium Thermador, Meile and Dacor appliances, lending itself to everyday cooking, while also setting the stage for a superb entertaining environment. An attractive detached pool house enhances the homes versatility, which is situated in a private corner of the rear yard and opens to a spacious patio surrounding the pool through a set of French doors. The pool house includes a kitchenette, full bath & HVAC. The square footage figure includes the pool house.

215 E Edith Avenue, Los Altos

Listing courtesy of Rick Bell from Compass. 408-829-4853

Selling Office: The Agency.

$9,000,000
5 Beds ⋅ 3 Baths ⋅ ML82053277 MLS
Designed by architect Ellis Jacobs, who studied under Frank Lloyd Wright, this newly refreshed mid-century modern home offers architectural significance in Crescent Park. Fresh interior and exterior paint, all-new flooring with radiant heat, beamed and paneled ceilings, numerous skylights, transom windows, and extensive built-ins showcase the distinctive character. There are 5 bedrooms, and 3 baths, and a privately located bonus studio with its own entrance and a separate bonus office in the backyard. Spacious living and dining rooms, each with fireplace, are served by a sleek modern eat-in kitchen with all Viking appliances and brand-new countertops. The level of just over one-third acre features generous lawn, brick patios, and exceptional privacy. Ideally located at the end of a cul-de-sac just one block from Eleanor Pardee Park, one mile from downtown University Avenue, and served by excellent Palo Alto schools.

65 Kirby Place, Palo Alto

Listing courtesy of Annie Watson from Coldwell Banker Realty. 650-862-5506

Selling Office: Coldwell Banker Realty.

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