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$3,695,000
4 Beds ⋅ 2 Baths ⋅ ML82059481 MLS
Prime development opportunity in Los Altos Hills! Bring your architect and builder to transform this highly desirable lot, which offers stunning hill views from the second story. The existing structure is a tear-down providing a blank canvas for your custom dream home or next investment project. Nestled in a private and tranquil location, this is the perfect opportunity for clients looking to build their dream home.

11490 Summit Wood RD, Los Altos Hills

Listed by Gary Campi, 408-309-5593 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

$12,500,000
5 Beds ⋅ 10 Baths ⋅ ML81997598 MLS
Welcome to this unparalleled estate, offering ultimate privacy and tranquility on 6 acres of lush grounds in highly sought-after Los Altos Hills. Behind private gates, this extraordinary home spans over 15,000 square feet and is designed for those who appreciate the finest in luxury living. Every detail has been meticulously crafted to provide a perfect balance of comfort, style, and sophistication. Enjoy resort-like amenities including a stunning pool and grotto with breathtaking views, a grand formal living and dining room, a custom library, and a private office. The chef's kitchen is complemented by a butlers pantry and a second kitchen downstairs, ideal for entertaining on any scale. The home also features a state-of-the-art theatre room for unforgettable movie nights. The 1,500 square foot bonus space with soaring ~15-foot high ceilings is perfect for a variety of hobbies or could be transformed into a space to suit your personal needs. Whether you're hosting lavish gatherings or enjoying peaceful moments in this serene setting, this estate offers a lifestyle unlike any other. The last two photos are virtually staged as it's an unfinished 1,500 square foot bonus space.

11481 Magdalena RD, Los Altos Hills

Listed by Gary Campi, 408-309-5593 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

$4,200,000
4 Beds ⋅ 3 Baths ⋅ ML82058805 MLS
Originally designed by noted Palo Alto architect George Tad Cody, this Los Altos Hills retreat embodies timeless mid-century architectural influence with a seamless connection to its natural surroundings. Set on 3 oak-studded acres with incredible Bay views and privacy, this residence showcases classic design elements including warm wood and open beam detailing, indoor/outdoor living spaces, and a tranquil, landscape-integrated setting. The former large two-car garage is converted into a ~501 sq. ft. of additional living space/ADU. (Total living square footage ~2,149 sq ft.) Recent updates include a refreshed kitchen with new countertops, refrigerator, and electric range. Located on a quiet cul-de-sac, the property offers fruit trees, native landscaping, and a rare opportunity to enjoy as-is, further renovate, or create a new legacy estate. A truly authentic Los Altos Hills property offering privacy, views, architectural character, and access to acclaimed Palo Alto schools.

13124 Byrd LN, Los Altos Hills

Listed by Nicole Ruccolo, 650-823-0002 from Compass
(If provided) CoList: from

$28,900,000
6 Beds ⋅ 8 Baths ⋅ ML82059045 MLS
Welcome to 21888 and 21886 Blue Oaks Place, an extraordinary custom estate built/designed by PPG. Perched on a private, sun-filled knoll, this serene retreat offers remarkable privacy and tranquility, close-in (5 minutes from 280), yet free from highway noise. Designed in a timeless California Refined Living style, the property spans approximately 9373 sq ft (including garages, main house and ADU), across 2 separate but adjacent parcels totaling approximately 8.16 acres. The main residence features 6 beds/6.5 baths, with flexibility for a 7th ensuite bedroom, or live in quarters, and area for a potential media/bonus room. The 3 car garage adds convenience & functionality to the main house, while a separate studio/ADU and 2 car garage is located on the adjacent property. Flooded with natural light throughout the day, the home enjoys sweeping views of the Western hills. One of the property's most compelling features is its potential to become a true family compound. With a total allowable MFA of 7,595 and MDA of 11,430 at the 21886 parcel, there is an opportunity to build a substantial second residence, adjacent to the existing ADU and two-car garage. There is also expansion potential remaining at 21888 if desired. Los Altos Schools: Gardner Bullis, Egan, and Los Altos High School

21888 Blue Oaks PL, Los Altos Hills

Listed by Marc Roos, 650-207-0226 from Christie's International Real Estate Sereno
(If provided) CoList: Eric Reitmeir from Christie's International Real Estate Sereno
$35,000,000
7 Beds ⋅ 6 Baths ⋅ ML82058794 MLS
Frank Lloyd Wright-inspired design by a renowned architect, Mark English, and built by an award-winning De Mattei Construction. The splendor of the panoramic views of Silicon Valley and the San Francisco Bay will enthrall you and capture your heart. You can see forever, unubstructed views from San Francisco to San Jose. The property is currently rented for $52,000/months. The buyer can take over the lease.

Olive Tree LN, Los Altos Hills

Listed by Maryam Dickey, 917-428-4600 from Compass
(If provided) CoList: from

$4,999,999
5 Beds ⋅ 4 Baths ⋅ ML82056207 MLS
Set within the intimate Matadero Creek enclave, a secluded estate lane just off Page Mill Road, this Mediterranean-style Los Altos Hills residence offers remarkable privacy and space on approximately 3.76 acres. Surrounded by mature landscaping and scenic hillside views, the property feels like a private retreat, ideally located in Los Altos Hills and within the prestigious Palo Alto Unified School District. A private courtyard creates a warm and inviting introduction to the home. Inside, five bedrooms and three-and-a-half baths are complemented by generous living spaces, soaring ceilings, a fireplace, a private office, and flexible areas for both everyday living and entertaining. The kitchen includes a comfortable dining nook and connects easily to the formal and casual gathering spaces, while multiple outdoor access points create a seamless connection to the natural surroundings. Outdoor living is equally inviting, with expansive park-like grounds offering abundant space for entertaining, recreation, and quiet relaxation. Designed for both privacy and connection, this unique estate presents an exceptional lifestyle in one of the Peninsula's most desirable residential settings. No sign on property. Parking on the street or down the driveway to the left. Do not block driveway.

28505 Matadero Creek LN, Los Altos Hills

Listed by Vicky Oberoi, 650-656-5951 from Asset Real Estate
(If provided) CoList: David Lucas from Serhant California Inc
$3,499,999
ML82058161 MLS
A rare opportunity to build a world-class estate in prestigious Los Altos Hills. Nestled among rolling oak and olive trees-studded hills, and surrounded by luxury estates, this private 1.22-acre homesite offers the perfect setting for a custom residence designed around your vision and lifestyle. Unlike traditional land offerings, an extensive development package is already in place, including approved septic plans, architectural plans, grading and drainage plans, a geotechnical report, a topographic survey, a tree report, engineering studies, and full 3D renderings, saving buyers significant time, costs, and uncertainty. The proposed estate features approximately 5,553 SF of living space, a 1,330 SF basement, a 753 SF 3-car garage, and an 800 SF ADU. MFA: 5,582 SF | MDA: 12,918 SF (Buyer to verify). Build your dream estate and skip years of planning, research, and coordinating with consultants.

0 Dori LN, Los Altos Hills

Listed by Luan Nguyen, 650-750-8888 from Anchor Property Group Inc
(If provided) CoList: Paige Dung Nguyen from Anchor Property Group Inc
$5,388,000
4 Beds ⋅ 3 Baths ⋅ ML82053140 MLS
Traditional single story 3 bedroom, 2 bathroom home plus a 1 bedroom, 1 bath ADU on a desirable, slightly sloped lot in one of Los Altos Hills most sought after neighborhoods. The main residence offers a spacious living room with fireplace, separate dining room, and an eat-in kitchen, all designed to enjoy the scenic mountain and orchard views. The primary suite includes a dressing area and generous closet space. Additional features include hardwood floors, recessed lighting, central A/C, a wine cellar/basement, attached garage, and carport. The detached ADU offers exceptional flexibility with its own kitchen, private deck, split A/C, hardwood floors, beautiful mountain & city light views. Ideal for guests, extended family, office, gym or rental income. The mature orchard features orange, apricot, plum, and lemon trees, creating a peaceful setting rich in natural beauty. Lovingly maintained and ready for its next chapter, this exceptional property offers timeless charm, privacy, and incredible potential. Country records shows the lot to be 61,855 sq. ft (1.42 acres) however previous disclosures show 48,352 sq. ft (1.1 acres), buyer to verify.

25900 Vinedo, Los Altos Hills

Listed by Royce H. Cablayan, 650-224-1711 from Christie's International Real Estate Sereno
(If provided) CoList: from

$5,588,888
4 Beds ⋅ 4 Baths ⋅ ML82055343 MLS
Nestled on a serene 2.5 acre setting surrounded by rolling hills, mature trees, and wildlife, this custom-built Los Altos Hills retreat offers exceptional privacy, timeless design, and everyday comfort. With 3,256 sq. ft., 4 bedrooms, and 3.5 bathrooms, the thoughtfully designed floor plan features elegant formal living and dining rooms for entertaining alongside inviting everyday living spaces. The large kitchen has abundant storage and counter space that overlooks a charming view of nature. The expansive ground-floor primary suite is a private sanctuary with a luxurious bath and generous proportions. Both the formal living room and family room open directly to the backyard, creating seamless indoor-outdoor living. The family room features a cozy wood-burning stove fireplace and wet bar, perfect for gathering with family and friends. Additional bedrooms offer flexibility for guests, a home office, recreation room, or hobbies. A spacious 3-car garage includes an oversized workshop/storage area. Lovingly maintained by its long-time owner, this exceptional home has been preserved in outstanding condition and is ready for its next chapter. Move in and enjoy its enduring quality today while adding your own vision over time in one of Los Altos Hills' most desirable settings.

13204 Wright WAY, Los Altos Hills

Listed by Nancy Reynolds, 408-888-1260 from Loveseat Homes
(If provided) CoList: from

$3,399,000
3 Beds ⋅ 3 Baths ⋅ ML82056539 MLS
An exceptional opportunity awaits on over 1.1 acres in the desirable Pink Horse Ranch area. Surrounded by mature trees and tucked away in complete seclusion from the street, the setting offers immense potential for new construction. An existing vintage mid-century home is set amid varying terrain of level and sloped grounds. Just 1 mile from Highway 280 for convenient access to all of Silicon Valley and San Francisco, a short walk to hiking trails, and served by top-rated Los Altos schools, this property presents a rare chance to create a custom estate in a private natural setting. MDA: 7,500 sf, MFA: 5,000 sf, LUF: 0.672 (buyer to confirm with town of Los Altos Hills)

11450 Summit Wood RD, Los Altos Hills

Listed by Kathy Bridgman, 650-868-7677 from Compass
(If provided) CoList: from

$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

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

$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

Listed by Stefan Walker, 408-209-6100 from KW Bay Area Estates
(If provided) CoList: from

$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

Listed by Gary Campi, 408-309-5593 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

$4,699,000
5 Beds ⋅ 5 Baths ⋅ ML82052230 MLS
Panoramic views spanning the entire Silicon Valley to the Bay create a spectacular backdrop for this incredibly spacious Los Altos Hills property. Positioned to take full advantage of the remarkable setting, expansive windows, walls of glass, and numerous decks and patios showcase the views throughout the home and provide exceptional spaces for entertaining, outdoor dining, and everyday enjoyment. The residence offers generous living areas including a dramatic view-oriented living room with soaring cathedral ceilings, a freshly updated kitchen, and a private primary suite with an integrated office, dressing room, and extensive walk-in closet. An attached ADU and separate detached apartment add tremendous flexibility for multi-generational living, extended guests, au pair accommodations, home offices, or potential rental income. A substantial motor court provides abundant off-street parking, or alternatively creates an impressive venue for large gatherings overlooking the valley below. Connected pathways, a storybook gazebo, and multiple seating areas overlooking the Bay further enhance the property's appeal, while the close-in location offers convenient access to Hwy 280, downtown shops and restaurants, Rancho Shopping Center, acclaimed Los Altos schools, and everyday amenities.

10955 Stonebrook DR, Los Altos Hills

Listed by The Troyer & Cabot Group, 650-383-7201 from Intero Real Estate Services
(If provided) CoList: from

$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

Listed by Alice & Alicia Nuzzo, 650-504-2394 from Christie's International Real Estate Sereno
(If provided) CoList: from

$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.

28008 Laura CT, Los Altos Hills

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

$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

Listed by Maryam Dickey, 917-428-4600 from Compass
(If provided) CoList: from

$13,780,000
5 Beds ⋅ 9 Baths ⋅ ML81989253 MLS
Designed to be a haven in the middle of the Silicon Valley, 28025 Natoma Rd offers a retreat lifestyle minutes away from the worlds technological epicenter. With over 10,700 sq ft of living space on a 2.59 acre parcel, this home offers future owners both seclusion and room to roam. The property has a luxury spa atmosphere, with a home gym that includes a sauna, steam shower, and in floor hot tub. Other amenities include a wine cellar, in home theatre, outdoor gazebo entertaining area, and most spectacularly, a custom built detached 20 car collectors garage.

28025 Natoma RD, Los Altos Hills

Listed by John Hansen, 650-704-8708 from Sequoia Realty Services
(If provided) CoList: from

board logoThe data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than Bailey Properties are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.
Based on information from MLSListings MLS as of . All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.


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