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$5,198,000
4 Beds 4 Baths CROC26162672 MLS
27220 Carrington Circle is being offered as-is and presents an exceptional opportunity for an owner-user, investor, builder, or end buyer looking to reimagine a significant property in a prime Silicon Valley location. Minutes from Los Altos, Palo Alto, Stanford, major technology campuses, top private schools, shopping, dining, and commuter routes, this property offers both lifestyle and long-term value in an irreplaceable setting. A rare opportunity in prestigious Los Altos Hills, 27220 Carrington Circle offers the scale, privacy, and long-term upside that are increasingly difficult to find in one of Silicon Valley's most desirable residential communities. Set behind a private gated driveway, this substantial residence captures sweeping Bay Area, hillside, mountain, and treetop views, creating an exceptional setting for a buyer with vision. The home features generous living spaces, high ceilings, natural wood flooring, multiple fireplaces, formal entertaining areas, a private office, expansive decks, and flexible bedroom/bath configurations across multiple levels. The main level includes a spacious primary suite, additional bedrooms, formal living and dining areas, and direct access to outdoor view spaces. The property also includes a separate lower-level quarters area with

27220 Carrington, 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

$7,250,000
8 Beds 8 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 RD, Los Altos Hills

$15,200,000
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

$6,988,000
4 Beds 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 LN, Los Altos Hills

$12,998,000
7 Beds 6 Baths ML82050496 MLS
Resort-style living blocks from downtown. Extensively remodeled & expanded in 2018, this exceptional California style estate offers luxury design & seamless indoor-outdoor living. The main level features 5 bedrooms, 4.5 baths, & a private office, along w/elegant formal living and dining rooms. The chefs kitchen showcases Taj Mahal quartzite countertops, custom cabinetry, a 6-burner range w/griddle, double ovens, warming drawer, two dishwashers, & walk-in pantry, all flowing into the informal dining area & expansive family room w/fireplace & built-ins. The luxurious primary suite offers a fireplace, walk-in closets, & spa-inspired bath overlooking the resort-style grounds. The lower level is designed for entertaining w/multiple tv media lounge, wet bar, exercise room, bedroom, & full bath w/pool access. A dramatic 12' folding glass wall opens to spectacular outdoor living w/pool, spa, fire pit lounge, putting green, batting cage, enclosed garden, fully equipped outdoor kitchen w/BBQ, 4-burner range, refrigerator, dishwasher, & bar seating. Detached 495± sf ADU w/private entrance & LaCantina doors. Additional highlights include 9.5" wide-plank hardwood floors, Sonos sound, built in vacuum, Tesla solar w/two Powerwalls, EV charging, dedicated solar for pool & top Los Altos schools.

25600 Burke LN, Los Altos Hills

$7,750,000
5 Beds 4 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 LN, Los Altos Hills

$5,275,000
3 Beds 4 Baths ML82040620 MLS
Tucked into the rolling hills, this architecturally striking retreat offers a rare blend of modern design, artisanal craftsmanship, and an intimate connection to nature. Reimagined through an extensive down-to-the-studs renovation. Walls of glass frame ever-changing views of the surrounding landscape, while soaring ceilings and clean architectural lines invite natural light to pour in. The main living spaces are grounded by quarter-sawn French oak floors and anchored by a dramatic, sculptural fireplace, hand-fabricated from cold-rolled steel, serving as both a design centerpiece and gathering place. The kitchen & dining areas flow seamlessly to expansive outdoor decks, creating effortless indoor-outdoor living. The primary suite is a private sanctuary, oriented to the east to welcome soft sunrise views. Custom book-matched eucalyptus paneling, a spa-inspired bath, and a steam shower create a retreat-like experience, where nature becomes part of daily living. Designed for both quiet moments and elevated entertaining, the home reveals multiple spaces to gather and unwind from sunlit terraces to intimate interiors enhanced by a whole-home sound system. Outdoors, mature oaks and curated landscaping surround the property, while a hilltop spa offers a peaceful escape beneath the stars.

27201 Moody RD, Los Altos Hills

$17,500,000
7 Beds 8 Baths ML82046740 MLS
Set on a sprawling 2.02-acre lot with panoramic views of the East hills and lake, this 2025-built estate sets a new standard for modern architectural grandeur in Los Altos Hills. The residence encompasses 8,832 square feet of living space, defined by a stately double-staircase foyer with 15-foot ceilings and a custom 11-foot pivot glass door. Designed for grand-scale entertaining, the home features soaring 14-foot main-level plates and seamless indoor-outdoor integration via Fleetwood door systems that pocket completely into the walls. A chefs kitchen serves as the culinary heart, anchored by an 11-foot island and a professional suite featuring a 60-inch Wolf range, Sub-Zero refrigeration, and Miele coffee station. Guests can enjoy the theater, gym, or the expansive outdoor oasis, which includes a 40-foot infinity-edge pool, integrated hot tub, and an elevated pedestal deck system. The estate offers seven bedrooms, including a 978-square-foot pool house with a cedar dry sauna and full kitchen. Smart home luxury is powered by Lutron Homeworks, Sonos audio, and Ubiquiti networking, supported by a Generac generator and owned solar modules. From the glass-embedded oak flooring to the dedicated panic room, every detail reflects a masterclass in contemporary design.

Laura CT, Los Altos Hills

$11,895,000
5 Beds 6 Baths ML82043222 MLS
Custom-built, Craftsman home by renowned builder on approximately 1.03 acres, offering exceptional privacy behind a gated driveway. Beautifully landscaped grounds, covered front porch, and resort-style backyard create a true indoor/outdoor lifestyle.The home features hand-hewn maple floors, custom moldings, and exqusite details throughout.Formal living room with fireplace, elegant dining room with butlers pantry, wine refrigerator, and walk-in pantry. Gourmet kitchen, granite countertops, high-end stainless appliances, and Sub-Zero refrigerator/freezer and opens to a spacious family room with built-ins, gas fireplace, and seamless access to the rear grounds. Main-level bedroom suite with exterior access ideal for guests or pool use.Upstairs includes a luxurious primary suite with sitting area, fireplace, balcony, office nook, oversized walk-in closet, and spa-like marble bath with heated floors.Additional three bedrooms, media/lounge room, and flexible spaces complete the home.Resort-style grounds include pool, spa, outdoor kitchen, fireplace lounge, expansive lawn, playground, and orchard. Additional features:50-panel solar system, smart lighting, sound, security, multi-zone HVAC, and private well for irrigation. Excellent schools close to hiking trails and HWY 280.

12366 Priscilla LN, Los Altos Hills

$19,800,000
8 Beds 12 Baths ML82038799 MLS
Motivated sellers! PrivateResortLiving. Los Altos Hills with Palo Alto Schools! Features eight bedrooms and 11 bathrooms, including a guest house/ADU with a full kitchen, living room, and separate entrance, built in 2022. It offers a formal dining room, a grand living room, limestone terraces, balconies, lush landscaping with over 20 palm trees, waterfalls, a home theater with 16 leather recliners, a wine cellar, an elevator, a fully equipped gym, and five-car garages with EV charging stations. Outdoor Amenities include an infinity Pool, BBQ, SportCourt, terraces and balconies, Limestone finishes, and a solar system. Perfect for TechExecutives and GlobalBuyers, the outdoor spaces are designed for unforgettable moments, whether hosting summer parties or unwinding on a peaceful evening under the stars. Quick access to Meta, Google, Apple, SFO, SJC, Stanford, Stanford University. Brand-new TPO roof with a 25-year warranty.

Address not disclosed, Los Altos Hills

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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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