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$8,498,000
5 Beds 5.5 Baths ML82036889 MLS
Welcome to an exquisite Mediterranean estate nestled in the foothills of Los Gatos at 16840 Cypress Way. Located at the bottom of Cypress Way, this gated property offers privacy and dramatic views with easy access to the vibrant downtown. This luxurious residence boasts breathtaking vistas of the valley, offering a stunning 5,844sf of refined living space. Designed for both elegance and comfort, the home features 5 sumptuous bedrooms, each with private ensuite bath, including a convenient main level suite for multi-generational living. The expansive main level is thoughtfully arranged, encompassing a formal living room, spacious office, kitchen/great room, and a formal dining room that opens onto a voluminous covered patio. Perfect for entertainment, this outdoor space overlooks the verdant gardens and enchanting water features. The property spans over 2.03 acres. This gated sanctuary is complemented by a 800sf estate entertainment retreat, jacuzzi pavilion, and sunning terrace, inviting you to indulge in the serene surroundings. Enter through a custom gated entry onto an expansive car park, accented by a central fountain. Award winning Los Gatos Schools! Seller to provide $200,000 credit to buyer for any cosmetic modifications. Furnishings to be included in the sale.

16840 Cypress Way, Los Gatos

$8,488,000
5 Beds 3.5 Baths ML82053646 MLS
Located in the heart of prestigious Old Palo Alto, this exceptional property offers a rare opportunity to remodel, expand, or create the custom home of your dreams in one of Silicon Valley's most sought-after neighborhoods. Set on an expansive 10,000 sq. ft. lot, the existing residence features 5 bedrooms, 3.5 baths, and approximately 2,831 sq. ft. of living space, providing a solid foundation for renovation or reimagination. The deep lot is a standout feature, offering extraordinary potential for a spectacular backyard retreat with ample room for outdoor entertaining, a pool, gardens, or play areas. Surrounded by tree-lined streets and distinguished homes, this premier location combines timeless neighborhood charm with close proximity to top-rated schools, parks, Stanford University, and the vibrant amenities of downtown Palo Alto. An exceptional opportunity to create a legacy property in one of the Peninsula's most desirable communities. Buyers to confirm schools .

1836 Webster Street, Palo Alto

$8,398,000
6 Beds 5.5 Baths 41137525 MLS
A rare, gated Estate in one of Lafayette's most coveted neighborhoods. Set on just under a flat acre, this extraordinary single-level property (Kathleen Burke Design) offers an approximate total of 5,740 square feet of living space with a total of 6 bedrooms and 5.5 bath, which includes a beautifully appointed 1,202-square foot guest house A private serpentine drive leads to lush gardens, mature specimen trees, and resort-inspired grounds that create an unparalleled sense of privacy and tranquility. The main residence features four bedrooms (two currently set up as a TV room and office with built-ins) and four and one half bathrooms, expansive living spaces with hardwood flooring throughout, a stunning chef's kitchen and island with professional-grade appliances, and seamless indoor-outdoor flow through multiple French doors opening to the spectacular backyard. The luxurious primary suite offers direct patio access, custom finishes, and a spa-inspired bath, dual walk-in closets are thoughtfully designed with extensive custom cabinetry by Lloyds Custom Cabinets. Outdoors, the property transforms into a private botanical haven where meandering garden paths, curated landscaping, mature trees, and expansive entertaining spaces create an atmosphere of serenity and seclusion rarely experienced. Designed for entertaining and everyday enjoyment, the grounds showcase a outdoor dining area, sparkling rectangular pool, separate spa, built-in BBQ station, putting green, firepit, multiple gathering areas, and beautifully curated landscaping. At the heart of the guest house is a spacious great room featuring vaulted ceilings, a large fireplace, and an open-concept kitchen and dining area - providing a welcoming escape ideal for extended stays, entertaining, or relaxed everyday living. The guest house includes: two bedrooms, full bath, and laundry. From sunrise to evening glow, this extraordinary property is simply magical at every hour of the day and evening. Other features include, but not limited to: a Elan Smart Home system, solar system with Tesla power walls/battery back-up, speaker-sound system throughout home; garage with ample storage and a catering/pantry closet.

3937 Happy Valley Rd., Lafayette

$8,000,000
10 Beds 9.5 Baths 41139976 MLS
Established in 1854 by J. West Martin, a Regent of the University of California, Reinstein Ranch is one of the oldest continuously operating ranches in Northern California. On 80 acres in the Historic Livermore Valley, 45 minutes from San Francisco, this is a property that took 170 years to become what it is today. The 1860 draft horse barn still stands on its original footprint. The wheat grown on this soil won a gold medal at the Paris World's Fair in 1900. The Reinstein family arrived in 1884 and carried the land for five generations, building an equestrian operation, a Prohibition-era distillery heritage, and an event venue within walls that have held gatherings since Abraham Lincoln was president. The land sweeps through the valley floor to the surrounding hills. The oak-studded terrain moves through open pasture, hillside, and canyon and boasts a natural spring that has never gone dry, providing abundant water for the ranch for 170 years. The Ranch House, approximately 120 years old, carries a wraparound porch, 12-foot ceilings, and the proportions of a home built by people who intended to be somewhere permanently. What the ranch carries today: 30 boarding horses across four barns, with infrastructure supporting up to 90. One of the oldest operating equestrian properties in the Livermore Valley — in continuous use since the 1850s. Multiple tenanted residential structures producing income from the first day of ownership. All structures are currently tenanted. The Ranch House is the principal residence and is not tenanted. Eight barrels of estate-grown wheat whiskey, aged seven years, a federally licensed distillery building with all distillery equipment. The production is currently dormant. However, the TTB distillery license is active and a transfer can be applied for. A 165-year-old event barn with an active history of private events, weddings, and film and music video production rentals. Full Reinstein Ranch history and property details can be found at their public site: ReinsteinRanch.com Live Well!

8201 Highland Rd, Livermore

$8,000,000
5 Beds 4 Baths ML82051151 MLS
THE ZIP CODE 95138 BELONGS TO EVERGREEN, SAN JOSE, CA, AN EXCLUSIVE, AFFLUENT HILLSIDE ENCLAVE KNOWN FOR ITS RESORT-STYLE LIVING AND LUXURY REAL ESTATE CENTERED AROUND THE PRESTIGIOUS SILVER CREEK VALLEY COUNTRY CLUB. This exquisite Mediterranean Renaissance estate, reimagined in 2019, offers unparalleled luxury within the exclusive gated community in Silicon Valley. Inspired by the grandeur of Milan & Florence, the residence features a dramatic soaring 24-foot foyer crowned by an 18-foot fresco mural reminiscent of Botticelli's The Birth of Venus. The vintage-glam kitchen is a chef's masterpiece, highlighted by a centerpiece La Cornue range with custom white hood, bespoke cabinetry, exquisite quartz countertops & a matching backsplash blending timeless elegance with exceptional functionality. 5 expansive ensuite bedrooms, a domed-ceiling study & a separate attached guesthouse with a private entrance. Opulent finishes include marble, onyx, mother-of-pearl, Calcutta Gold & hand-carved Italian marble, accented by a striking 22-foot mantel as a refined focal point. The gated grounds encompass a serene pool & tranquil veranda,creating a private sanctuary perfect for relaxation in this sophisticated lifestyle retreat.This is more than a home - it's a lifestyle of unparalleled luxury.

5471 Country Club Parkway, San Jose

$7,999,000
5 Beds 5.5 Baths ML82046111 MLS
ARCHITECTURAL MASTERPIECE WITH USABLE LAND | Discover a private luxury retreat with breathtaking valley & mountain views on approximately 3.5 acres, just minutes from downtown Los Gatos & Saratoga. Offering approximately 5,760 sq. ft. of living space, this extraordinary estate blends privacy, elegance & resort-style living. Reimagined in 2016, the home features European white oak floors, soaring ceilings, walls of glass & skylights that fill the interior with natural light. The flexible layout includes 5 bedrooms (each with its own deck and view), a second family room (great room), 4 full & 2 half baths, plus a pool house w/full bath. The showpiece gourmet kitchen offers Thermador appliances, double ovens, a built-in espresso machine, 2 dishwashers, a large island, walk-in pantry, butlers station & cooled wine cellar. The primary suite features a sitting area, spa-like bath, custom closet & private view deck. Outside, enjoy a heated black-bottom pool, spa, BBQ area, pergola & 590+ sq. ft. motorized Louvretec structure. Over 1.5 sunny usable acres offer possibilities for a vineyard, tennis court, recreation or additional structures. Includes a 3-car garage, 12+ car parking, 4 Tesla Powerwalls, solar, smart-home features, built in indoor/outdoor sound system & Saratoga schools.

19288 Bainter Avenue, Saratoga

$7,999,000
7 Beds 6.5 Baths ML82036396 MLS
Amazing value in Los Altos! Brand New Contemporary Masterpiece in Sought-After Country Club Neighborhood | Newly completed backyard landscaping with huge, very useable leveled areas potentially for pool or games/ball court. Main House | 5 Beds, 5.5 Baths, 1 Office, +/- 4,131 SF | ADU 2 beds, 1 bath, +/- 800 sf, Total living area +/- 4931 sqft | price/sq ft +/- $1,699. Balancing understated sophistication and artistic vibrance, this bi-level custom estate occupies grounds of nearly 0.5 acre on an exclusive cul-de-sac. The residence reveals sky-lit interiors bathed in natural light and designed to embrace indoor-outdoor living. Highlights include a master chefs kitchen with butlers pantry, formal and informal living areas, a ground-level office and bedroom suite, and a spectacular primary suite with spa bath, rooftop patio, and custom luxury closet. The grounds are newly landscaped and fenced, a detached ADU equipped with a full kitchen and two bedrooms. Exciting details include a solid-core pivot door, Taj Mahal quartzite slabs, Italian tiles, German-engineered fixtures, and a floating staircase of wood, metal, and glass. Just one block over from the Los Altos Golf & Country Club. Only a few minutes to Downtown Los Altos, superb schools, Stanford, and top tech centers.

601 Joandra Court, Los Altos

$7,998,000
5 Beds 4.5 Baths ML82055169 MLS
Pre-sale opportunity for a single-level new construction residence in Los Altos, offered while CURRENTLY UNDER CONSTRUCTION. Estimated completion Q1 2027. Plans call for 4 bedrooms, a dedicated office, 4.5 baths, approximately 3,770 sq ft of living space, and a 430 sq ft attached garage on an expansive 17,157 sq ft lot. The envisioned design features a dramatic foyer, soaring ceilings, clean architectural lines, and a striking three-sided fireplace. The open kitchen, dining area, and family room are planned as the heart of the home, with natural oak cabinetry, a waterfall-edge island, custom porcelain slab countertops w/ slab backsplash, integrated appliances, and generous storage. Walls of glass are designed to connect the interiors with the rear garden and bring abundant natural light into the main living spaces. The planned primary suite includes a spacious walk-in closet and spa-inspired bath with dual vanities, a freestanding soaking tub, and oversized shower. Additional proposed features include custom lighting, engineered wood flooring, built-in cabinetry, a laundry room, and an attached 2-car garage. An optional ADU design is available from the builder; ADU pricing available upon request. Renderings, plans, finishes, specifications are conceptual and subject to change.

975 Berry Avenue, Los Altos

$7,998,000
6 Beds 6 Baths ML82042439 MLS
Rarely available estate, located in the highly sought-after Westridge neighborhood of Portola Valley. This lovely home is set on 3.86 serene acres w/ majestic oaks and offers a panoramic view of the SF Bay from Stanford to Mount Diablo. Enjoy a picturesque vista from the main home and newly built, stunning ADU. A gated driveway escorts you to a light-filled home highlighted by an open concept floorplan with high beamed ceilings and a wall of sliding doors to an expansive deck for al fresco dining and entertaining. Enjoy peaceful days and quiet nights filled with sparkling lights from the bay. The main home, containing 5bd/ 5ba, private office, family room and den one primarily one-story. The 1bd/1ba ADU has a spectacular deck with views too! Adding to the appeal is the sprawling grounds including a resort-like pool, hot tub, fire pit, gazebo, greenhouse, chicken coop and 2 fenced dog runs. Family/friends can gather throughout the exquisite property at numerous quaint outposts. This home is ideal for entertaining. Easy access to 280, Stanford University, Westridge hiking trails, shops and restaurants. Just 1.5 miles to the Ladera Shopping center, a 5-minute drive to Interstate 280, and access to top-ranked Portola Valley schools (buyer to verify eligibility)

138 Bolivar Lane, Portola Valley

$7,950,800
6 Beds 6.5 Baths ML82051819 MLS
Newly constructed contemporary estate in the heart of Atherton offering 4,473 sq ft of luxury living. This architectural masterpiece features 6 spacious en-suite bedrooms, 6 full bathrooms,1 half bath, and a dedicated executive office. Designed with soaring ceilings, expansive walls of glass, and exceptional craftsmanship, the home blends modern elegance with everyday living and grand entertaining. The chef's kitchen showcases premium Miele appliances, imported Leicht cabinetry from Germany, and an oversized waterfall island. A stunning floating staircase leads to the luxurious primary suite with a private balcony, custom walk-in closet, and spa-inspired bath. An additional balcony leads to a rooftop terrace with beautiful sunset views above Atherton's mature tree canopy. Additional highlights include a detached ADU approx 1100 sqft with 2/2, owned solar, smart home wiring, security camera system, Lutron smart lighting system, Sonos whole-home audio system, energy efficient electric heat pump HVAC system, custom built-in organizers, and en-suite bedrooms throughout. Ideally located near Stanford University, downtown Menlo Park, Sand Hill Road, Palo Alto, and major Silicon Valley employers. This is a rare opportunity to own a luxury estate in America's most prestigious communities

28 San Benito Avenue, Atherton

$7,788,000
5 Beds 5 Baths ML82054738 MLS
A rare, statement-level new construction, 15 San Juan Avenue sets a new standard in West Menlo Park. Spanning 4,726 sq. ft. across two levels on a private, tree-lined lot, this 5-bedroom, 5-bath Transitional residence delivers scale, design, and effortless indoor-outdoor living. The main level is built to impress. A dramatic vaulted great room opens seamlessly to the outdoor living spaces, creating a true California flow. The chefs kitchen anchors the home with a large island, butlers pantry, and central dining designed for both everyday living and entertaining. A private ADU with kitchenette and en suite bath offers flexibility for guests, office, or multigenerational use. Upstairs, a light-filled loft, dedicated laundry room, and well-appointed ensuite secondary bedrooms provide comfort and function. The grand suite is a retreat of its own, featuring two spacious walk-in closets and a spa-inspired bath with soaking tub, oversized shower, and refined finishes throughout. Located in the top rated Las Lomitas School District. Ideally positioned just blocks from Alameda de las Pulgas and minutes to Stanford University and Atherton, this home offers the rare combination of privacy, convenience, and elevated design.

15 San Juan Avenue, Menlo Park

$7,750,000
5 Beds 3.5 Baths ML82048101 MLS
Tucked at the end of a quiet cul-de-sac and enveloped by majestic trees, this five-bedroom estate offers complete privacy and effortless proximity to Los Altos Village, top-rated schools, and major commuter routes. Soaring vaulted ceilings with exposed wood beams, multiple fireplaces, a library and game room, and a resort-style pool and spa define a home meant for gracious living and memorable entertaining. 5 Spacious Bedrooms, 3.5 Bathrooms, Expansive Primary Suite with Fireplace, Deck and Seating Area, Formal Living Room with Fireplace and Deck, Large Formal Dining Room, Expansive Kitchen with generous Dining Area, Separate Family Room with Fireplace, Large Library / Game Room with Fireplace, built in Bookcases and Wet Bar, Sparkling Pool and Spa, Outdoor barbeque area with sink, Pergola & Gazebo tucked into the mature trees, Air Conditioning, Generac Generator, Cul-de-Sac Setting, Very Private Grounds and Award winning Los Altos Schools

14220 Wild Plum Lane, Los Altos Hills

$7,700,000
5 Beds 7.5 Baths 41138076 MLS
Set on a premier elevated homesite with sweeping views of the valley & surrounding hills this extraordinary custom estate was thoughtfully designed around a simple idea: every space should serve a purpose. Offering approximately 8,372 square feet of living space and an additional attached heated 8,477-square-foot recreation pavilion, the residence seamlessly blends luxury, wellness, recreation, privacy, and entertaining into a lifestyle. Unlike many large homes where square footage goes unused, every room within this estate was intentionally created to enhance daily living. Five private bedroom suites, each with its own dedicated bathroom, 4 including walk-in closets, providing a level of comfort and privacy typically reserved for luxury resorts. An elevator connects the home's levels, while individual room temperature controls, motorized bedroom shades, radiant heated floors, and centralized lighting controls offer convenience at the touch of a button. The primary retreat serves as a private sanctuary featuring a sitting room with dual-sided fireplace, balcony overlooking the grounds, steam shower, and jetted soaking tub. As well as a overlook to the Sports Pavilion. Designed for both everyday living and large-scale entertaining, the chef's kitchen is complemented by a butler's pantry, walk-in pantry, dual refrigerators, double dishwashers, triple microwaves, warming drawer, multiple prep stations, and even a dedicated washer and dryer for kitchen linens. The estate's wellness and lifestyle amenities are equally impressive, including a dedicated fitness studio, private theater room, sauna, a dedicated beauty space designed for in-home salon and pedicure services and a separate room currently configured as an indoor putting green. The truly exceptional recreation pavilion spanning approximately 8,477 square feet. Originally designed around a full-size indoor tennis court, the space also accommodates basketball, pickleball, badminton, volleyball, Pool, fitness training, entertaining, and future customization opportunities. Such as a luxury auto Pavilion. Resort-inspired grounds feature a solar-heated pool with automatic cover, outdoor fireplace, covered loggia, outdoor kitchen, bocce area, recreation lawns, walking paths, dog run, mature landscaping, and sweeping views. Supporting the estate are owned solar, solar hot water, a dedicated irrigation well, water softener system, six-car garage capacity, & central vacuum. It's more than a residence.

2751 Crellin Rd, Pleasanton

$7,595,000
5 Beds 4.5 Baths ML82051974 MLS
Tucked on a quiet cul-de-sac in prime West Menlo Park, this transitional style home on a large, usable lot with a backyard ideal for entertaining or everyday living. A light-filled entry leads into an open, easy-flowing floor plan, with stacking glass doors that connect seamlessly to the outdoors. The chefs kitchen, features Wolf and Sub-Zero appliances, quartz countertops, and both butlers and walk-in pantries. Flexible living spaces include a private ADU with its own living area, bedroom, and full bath, ideal for guests or extended family, along with a dedicated first-floor office, a spacious den, and a main-level laundry room with sink. Upstairs boasts a luxurious grand suite with a walk-in closet and spa-inspired bath with an oversized walk-in shower. Three secondary bedrooms and two full baths complete the second floor. Located near highly ranked schools, close to Sharon Hills Park and Atherton, with easy access to downtown Menlo Park, Stanford University, Stanford Shopping Center, and Sharon Heights Golf & Country Club. Buy early to enjoy preferred pricing and the opportunity to personalize finishes. Estimated completion is Q4 2027. *All imagery is illustrative and subject to change and does not depict the subject property.

15 Montana Lane, Menlo Park

$7,495,000
5 Beds 7.5 Baths ML82036782 MLS
On the market for the first time, this exceptional Craftsman home is located in prestigious Blue Oaks, an enclave of estate homes surrounded by 285 acres of open space & trails. Built by Chessler Construction in 2003, the home showcases timeless architecture, exquisite woodwork, & a flexible multi-level floor plan designed for today's lifestyle. Set on approx. 1.29 acres, the property enjoys a backdrop of natural beauty with miles of nearby hiking trails, plus sweeping views out to the San Francisco Bay & East Bay hills from the top level. Main level is ideal for both grand entertaining & comfortable everyday living, offering formal venues, professional office, & seamless connection to expansive outdoor spaces that include front & rear terraces, loggia with fireplace, plus an in-ground spa & outdoor shower. Primary suite has Bay views & each bedroom has private balconies & elegantly appointed bathrooms. Finishing touches include an attached 4-car garage, backup generator, & a community pool & clubhouse. Blue Oaks location offers quick access to Portola Valley's charming town center & excellent public & privates schools, with Stanford University just 15 minutes away. Acreage & open space provide unmatched lifestyle in one of the area's most sought-after neighborhoods.

1 Redberry Ridge, Portola Valley

$7,295,000
5 Beds 6.5 Baths 41141626 MLS
Located in one of Diablo Country Club’s most sought-after settings, this exceptional newly constructed estate offers approximately 5,881 square feet of refined living space on a beautifully appointed .46-acre lot. Featuring five bedrooms, six and one-half bathrooms, and an unparalleled level of craftsmanship, the home seamlessly blends timeless elegance with modern luxury. A dramatic custom pivot entry door opens to light-filled interiors with soaring volume ceilings, European oak engineered hardwood floors, illuminated stair treads, and commissioned artisan-painted architectural details. The thoughtfully designed floor plan includes a luxurious main-level primary retreat with a spa-inspired bath featuring heated floors, while four of the five bedrooms offer en-suite accommodations. A secondary main-level bedroom adds flexibility for guests or multi-generational living, while. an upstairs office/bonus room provides additional space for work or recreation. Designed for both everyday living and entertaining, the spectacular dual-island chef’s kitchen is complemented by a butler’s pantry, walk-in pantry, and a custom temperature-controlled wine cellar. Thermador appliance package, built-in Miele coffee maker, speed oven and more! Soaring ceilings throughout. The great room is framed by a floor to ceiling fireplace with marble accents and a temperature-controlled wine room with glass doors. Foldable wall of windows brings the outdoors in. Custom interior design by award-winning designer Jeffrey Neve—whose work has been featured multiple times in Architectural Digest—elevates every space with sophisticated style and attention to detail. The resort-inspired grounds feature a new sparkling pool, pool house with a full bathroom, outdoor shower, all-new fencing, underground drainage, and motorized driveway gates with a separate pedestrian entrance. Additional highlights include Andersen windows, custom TruStile interior doors, underground electrical and phone lines, and a three-car garage with epoxy-coated floors. A rare opportunity to own a truly exceptional luxury residence in one of the East Bay’s most prestigious communities, 1963 La Cadena delivers an extraordinary lifestyle in the heart of Diablo Country Club.

1963 La Cadena, Diablo

$7,250,000
4 Beds 5 Baths ML82055236 MLS
Architecturally stunning custom-built Belmont residence offering sweeping western hill views, sophisticated design, and seamless California indoor-outdoor living. Filled with natural light, this exceptional home features an expansive great room and chef's kitchen with dual gas and electric ranges, a large center island, and a dramatic multi-slide nano door opening to a beautifully landscaped backyard with Globe Barge Gold quartzite porcelain tile, outdoor kitchen & firepit hookups, and dedicated pool/spa circuit. The thoughtfully designed floor plan offers four spacious bedroom suites, including a desirable secondary main-level primary suite, five full bathrooms, a private elevator, floating Viewrail staircase, three electric fireplaces, and a rooftop deck positioned for spectacular sunset views. Additional highlights include two laundry areas one on each level, dual HVAC systems, two tankless water heaters, a two-car garage with carport, and generous basement storage. Ideally located near Patricia Wharton Park, top-rated schools, Carlmont Shopping Center, and major commuter routes, this one-of-a-kind residence offers an exceptional blend of luxury, innovation, and everyday convenience.**Property is also available to lease @ $15,800 month**

10 Notre Dame Place, Belmont

$7,250,000
8 Beds 7.5 Baths ML82051009 MLS
Less than 2 miles to downtown Los Altos yet a world away, this Los Altos Hills legacy estate with panoramic views of Silicon Valley and beyond is on the market for the first time since the family acquired the land almost 70 years ago! Lined with Italian Cypress Trees, the gated driveway opens to reveal the elegant and timeless Mediterranean-inspired facade. Formal entry with vaulted ceilings and elegant marble floors that flow into the living and dining rooms. Chef's kitchen features an island with prep-sink and peninsula for additional seating. A casual dining space connects the kitchen and family room and flows seamlessly out to a covered patio, perfect for al-fresco dining. Comprising 8 ensuite bedrooms, this home offers a flexible layout that can accommodate multi-generational living and live-in staff. The expansive primary suite offers a generous sitting area, private veranda, boutique-like walk-in closet, and sumptuous en-suite bathroom with soaking tub, walk-in shower, double sink vanity, and water closet. Encompassing over 1.5 acres, the manicured grounds offer multiple spaces to gather and relax including an in-ground pool and spa with generous deck for lounging. Palo Alto Schools (buyer to verify). Leave your stress at the door, this legacy estate is a must-see!

26201 Elena Road, Los Altos Hills

$6,998,000
4 Beds 3.5 Baths ML82048818 MLS
Sprawling Privacy Meets Elegant Living Hillsborough Welcome to your private estate, a secluded sanctuary tailored for multi-generational family living & spectacular entertaining. Tucked behind a gated driveway on a premier 2-acre lot, this single-family residence offers a blend of luxury, space, & serenity in one of Hillsboroughs most coveted enclaves. Built in 1974, the home spans a generous 3,230 sq. ft. of living space, beautifully designed to celebrate a seamless indoor-outdoor lifestyle amidst lush landscapes. Step inside to discover a bright, expansive floor plan featuring 4 bedrooms, 3 full bathrooms, and 1 half bathroom. Every room offers room to breathe and space to thrive, with large windows inviting natural light and framing views of the verdant, tree-lined grounds. The crown jewel of this estate is its backyard resort. The sprawling, ultra-private acreage features a sparkling pool and outdoor entertaining spaces, creating an idyllic backdrop for weekend barbecues, sophisticated cocktail parties, or quiet mornings listening to the birds.Here, graceful living meets absolute peace of mind. You are minutes from top-rated schools and world-class dining, yet worlds away from the hustle and bustle. Embrace the pinnacle of Hillsborough luxury. Your private sanctuary awaits.

220 Robin Road, Hillsborough

$6,995,000
5 Beds 6.5 Baths ML82048776 MLS
Magnificent Mediterranean Estate perched on 1.72 acre's in the Highlands Development with spectacular views of Los Gatos, Western Hill's, Mountain Winery, Cupertino Foothills, & East Bay. As you enter the wrought iron & glass doors you will find a formal entrance, formal dining room, formal living room with cast stone gas fireplace, box beam ceiling, Picture view window and french doors to exterior deck. There are 5 bedrooms with en-suite baths, 0ne 1/2 bath, including 2 large primary suites, one on each level. Spacious gourmet chef's kitchen with Thermador commercial grade appliances, 3 ovens, 6 burner gas cook-top, 2 dishwashers, wine fridge, warming drawer, and a huge center island. Attached family room with built-in cabinetry, box beam ceiling, built-in speakers, gas fireplace, and stack stone accent wall. Indoor laundry room with wash basin. Separate office with privacy glass doors. All bath surfaces are stone, granite, onyx, and travertine. Walk-in closets all with custom built-ins. Lower level Theater with screen and projector. Temperature controlled wine cellar with brick & wood beamed ceiling. Lower level game/media room with built-in speakers, 2nd butlers kitchen with rare Egyptian stone. Media rack, whole house Savant system, wood & stone floors. The list is endless!

15315 Santella Court, Los Gatos

$6,988,000
4 Beds 4.5 Baths ML82052057 MLS
Set on more than an acre amid the verdant beauty of Los Altos Hills, this expansive home enjoys a private, elevated setting at the end of a long driveway that winds away from the street. Beautiful landscaping, natural stone accents, and a sleek modern entry introduce more than 4,550 square feet of light-filled living space with soaring vaulted beamed and paneled ceilings, gorgeous hardwood floors, and a bright ambiance that embraces the home's natural surroundings. Grand gathering spaces, three fireplaces, a dine-in kitchen with top-tier appliances, a family room, and an office provide exceptional comfort, while four bedrooms include two guest suites and a palatial primary retreat with a wet bar, outdoor access, and a spa-inspired bath. Resort-like grounds offer a pool, spa, expansive lawn, and a view deck, all in a private setting close to nature preserves, downtown Los Altos, and acclaimed Palo Alto schools.

28100 Story Hill Lane, Los Altos Hills

$6,888,888
5 Beds 4.5 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 Avenue, Los Altos

$6,850,000
5 Beds 4.5 Baths ML82050920 MLS
Stunning new construction Craftsman residence in the sought-after Ladera neighborhood of Portola Valley. This home features a bright, open-concept floor plan with expansive living spaces that flow to the backyard through large stacking glass sliders and a covered patio for indoor-outdoor living. The chefs kitchen includes Wolf and Sub-Zero appliances, ceiling-height cabinetry, quartz countertops with full-height backsplash, a large waterfall-edge island, walk-in pantry, and butlers pantry with additional counter space, storage, sink, and second dishwasher. A private first-floor ADU offers flexibility for guests or multigenerational living. Upstairs, a loft provides additional living space alongside three secondary bedrooms and a laundry room with sink and storage. The primary suite features a large walk-in closet and spa-like bath with soaking tub and oversized walk-in shower. Located in the Ladera community near open space, parks, hiking and biking trails, and convenient access to Stanford, Sand Hill Road, and Highway 280. Buy early to enjoy preferred pricing and the opportunity to personalize finishes. Estimated completion is Q2 2027. *All imagery is illustrative and subject to change and does not depict the subject property.

670 La Mesa Drive, Portola Valley

$6,850,000
4 Beds 4.5 Baths 41129829 MLS
83 Dairy Creek Lane sits on one of Wilder’s premier lots, pairing bold architecture, warm design, and sweeping hillside views. A pivot door opens to a 3-story steel-and-oak staircase, soaring ceilings, and Fleetwood glass that flood the great room with light and frame the landscape. White oak floors, custom lighting, and a three-sided fireplace anchor the home. The chef’s kitchen centers on a 22’ Calacatta marble island with seating for 6, with Miele and Thermador appliances, hidden cabinetry, and a walk-in pantry. A corner office, mudroom, and storage rooms keep life organized. Upstairs, the primary suite is a private retreat, with twin walk-in closets, spa bath with heated floors, soaking tub, and a private terrace capturing Wilder’s best views. Additional bedrooms, a dual-washer laundry, and a lower-level suite—including rec room, wet bar, playroom, and Equinox-inspired gym with steam shower—support everyday and large-scale entertaining. Multiple terraces, a broad lawn, and native landscaping blur indoors and out—suited to kids’ play, evenings by the outdoor fireplace, or parties spilling into the piazza-like rear yard. A Savant system, Lutron lighting, integrated speakers, solar with Tesla Powerwalls, and backup generator keep the home running quietly—true peace of mind.

83 Dairy Creek Ln, Orinda

$6,799,000
4 Beds 3.5 Baths ML82052124 MLS
Newer construction! A rare gem this exceptional property is a must see. Situated on one of Pleasanton's most exclusive streets, this newly built Mediterranean Modern estate, completed in December 2021. This property rests atop a 3.35 acre oak studded lot with sweeping panoramic views of the valley. The formal entry opens to an expansive family room with soaring ceilings, seamlessly connecting to the chef's kitchen, which features a freestanding island, top of the line Thermador appliances, and a striking combination of white quartz and black granite countertops. A grand formal dining room showcases an impressive view of the valley an 800-bottle wine closet, ideal for collectors and entertainers. Down the main hallway are the formal living room with fireplace, a private office, and four bedrooms, including two ensuites. The magnificent primary suite offers two separate walk-in closets, and a spa inspired bathroom with dual vanities, a free-standing soaking tub, and an oversized walk-in shower. The resort style backyard includes an expansive pool with spa and a fully equipped outdoor kitchen and firepit perfect for year-round indoor-outdoor living. Newer construction 3.35-acre lot Single-story floor plan Panoramic views Custom luxury finishes Breathtaking Views!

5 Winding Oaks Drive, Pleasanton

$6,798,000
3 Beds 2 Baths ML82037210 MLS
Spectacular 26.5-Acre Estate Site with Panoramic Views and Boundless Possibilities: Breathtaking, unobstructed 360-degree views from rolling Spring Valley hills to Silicon Valley city lights. This rare parcel is minutes from Milpitas, offering exceptional privacy with convenient access to major tech hubs, dining, and regional amenities. An on-site natural spring provides a unique water feature and potential sustainable design element. Property highlights include expansive outdoor living spaces, a large equestrian arena, and ample room for recreation, vineyards, or wellness amenities; proximity to Calaveras Reservoir, golf courses, and the Bay Areas vibrant energy, and flexible development potential to accommodate a private compound, multiple residences, guest quarters, or executive estate concepts. Investment and lifestyle benefits feature a large-format parcel in a premier Silicon Valley vicinity with long-term value and legacy opportunities, dramatic sunsets, and a natural landscape with significant architectural expression potential, all in a quiet, private setting with easy access to major transport corridors, tech employers, and regional services.

3463 Calaveras Road, Milpitas

$6,698,800
5 Beds 5.5 Baths 41126983 MLS
A package of perfection on Penny Lane in Danville’s Tassajara Valley. Gated 5.3-acre estate. Cul-de-sac. Masterfully designed by William Woods. $600K +/- updates. 6556+/-SF on 2 levels. 4 en suite bdrms. 2 half bths. inclds main-level primary ste w/remodeled spa-inspired en suite. Italian porcelain flrs, quartersawn oak cabinetry, freestanding tub, oversized shwr, brushed gold fixtures. Expanded walk-in closet w/custom built-ins. Refinished Hickory hardwd flrs. Extensive millwork. Soaring ceilings. Multiple drs to outdr areas. Great rm, 17-ft disappearing wall of glass, frpl, Alder built-ins. Chef’s eat-in kitchen. Honed granite counters. Conversion varnish finish cabinetry. GE Monogram 48-in dual oven range. 48-in Dacor frig. 2 Bosch dishwashers. 1600-bottle wine cellar, custom racks. Formal dining rm. Butler’s pantry. Game rm w/wet bar. Loft w/built-ins. Executive office w/frpl, pvt staircase entry. Add’l 540+/-SF 5th bdrm. 250 vine-vineyard. 1500 SF loggias. Pebble-tec pool, spa. Outdr kitchen. Cabana. Dozens of Live oaks. Professionally landscaped. Rm for ADU/guesthouse, horses. 2 2-car garages. 5 wells. 20,000-gallon storage. Solar panels. Water filtration system. W/in 2 miles of shops & restaurants. Near downtown, top-rated schls, Mt. Diablo, Livermore Valley Wine Country.

5401 Penny Ln, Danville

$6,698,000
5 Beds 3.5 Baths 41140688 MLS
Set on 1.12 acres in the heart of Danville’s highly coveted Westside, an extraordinary single-story newly expanded masterpiece captures picturesque views of Mount Diablo while offering the rare convenience of a short stroll to the charm, dining, & boutiques of downtown. Spanning approximately 4,728 sq ft & boasting five bedrooms & 3.5 bathrooms, a separate office, & a sprawling bonus room with sliders to the scenic park-like yard. Relish the luxurious primary bathroom suite with custom dual vanities, a freestanding soaking tub, & a large walk-in shower. At the heart of the home, the chef’s kitchen is both stunning & functional. Thermador appliances, a large center island with Neolith countertops, custom cabinetry, a built-in wine refrigerator, & statement lighting. A dramatic wall of windows fully opens to the private courtyard with a built-in fire pit, creating a seamless connection between indoor & outdoor spaces. The kitchen flows effortlessly into the adjacent great room featuring soaring ceilings & a striking fireplace. Resort-inspired outdoor living defines the estate’s grounds. A newly remodeled pool & spa are complemented by a built-in cold plunge. 640-sq.ft covered pavilion, with a built-in fireplace. Breathtaking views &expansive grounds. Luxury & convenience!

428 Marian Lane, Danville

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