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$5,198,000

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

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

Listed by Jeff Lawson, from Keller Williams Realty
(If provided) CoList: from

$7,250,000

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!

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

Listed by Adam Touni, 650-336-8530 from Compass
(If provided) CoList: Alex Polishuk from Compass

$17,500,000

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.

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

Listed by Nicholas French, 650-773-8000 from Christie's International Real Estate Sereno
(If provided) CoList: from