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$5,875,000
7 Beds ⋅ 5 Baths ⋅ ML82042840 MLS
Welcome to La Estancia, a rare historic estate in Glenridge, one of the towns most sought-after neighborhoods and just moments from exciting downtown Los Gatos. Originally crafted in the late 1800s and refined in 1901 by architect Willis Polk, whose work includes the famed Filoli estate in Woodside, California. This Mission Revival residence blends timeless character with exceptional privacy. Set behind gates on over 1.289 FLAT acres, the property features a grand main home, a guest house, a pool, a cabana, a detached oversized two-car garage, a 1,687 sq ft walkout basement with office and storage, and a tranquil pond with a water feature framed by mature trees. Expansive living spaces highlight rich architectural details, arched openings, and hillside views. Multiple indoor-outdoor areas create an ideal setting for entertaining or a quiet retreat.

18000 Overlook RD, Los Gatos

Listed by Donald Knight, 408-313-2191 from Coldwell Banker Realty
(If provided) CoList: Robin Sedgwick from Coldwell Banker Realty
$3,850,000
5 Beds ⋅ 6 Baths ⋅ ML82042364 MLS
Welcome to 16353 Aztec Ridge nestled in the picturesque hills of Los Gatos. This dramatic mid century modern residence offers an unparalleled lifestyle, combining refined living with breathtaking surroundings. Spanning 5,400+/- sf, this home features 5 beds plus office and 5.5 beautifully appointed baths. Two en-suite bedrooms, one with a dry sauna and one with a sunken tub. An additional living space includes a hobby room off the kitchen, and a guest bedroom with an updated en-suite bath located just off the main living area. Separate billiard/bonus room with wine cellar and wet bar off the family room. The high ceilings in the entry and family room are complemented by floor to ceiling windows that capture dramatic city and valley views. The primary retreat features a separate office off the bedroom. Chefs kitchen remodeled in 2016 featuring an induction stove, crisper drawer, 2 Fisher & Paykel dishwasher drawers, a Fisher & Paykel CoolDrawer, and a built-in Monogram fridge. Modern features include Bluetooth-controlled water heaters, photovoltaic solar, and newly installed back-up generator. Situated on a 38,555+/- sf lot with a separate and contiguous .92 acre lot also available to purchase which features the same dramatic views. Award winning Los Gatos Schools.

16353 Aztec Ridge DR, Los Gatos

Listed by Nevis and Ardizzone, 408-891-8149 from Compass
(If provided) CoList: from

Sold listing courtesy of Emily Baratzadeh from CBR
$2,480,000
5 Beds ⋅ 5 Baths ⋅ ML82042183 MLS
Fully remodeled and expanded in early 2000s with modern systems and design, set on nearly 8 private acres just minutes from downtown Los Gatos, this rare multi-structure estate offers an exceptional combination of scale, flexibility, privacy, and long-term value. The property includes a 4,427+/- SF main residence plus a separate ground-floor studio with attached bath not included in the reported square footage, creating additional flexibility for guest quarters, office, gym, media room, or creative space. A detached studio/flex building and separate cottage further expand the possibilities for multigenerational living, retreat use, or future income potential. Surrounded by mature redwoods and natural beauty, the home features soaring ceilings, exposed Douglas fir beams, hardwood floors, expansive windows, and multiple indoor-outdoor living spaces designed to embrace the setting. The land itself is a defining feature with usable areas, meandering paths and gardens, peaceful clearings, and exceptional privacy while remaining approximately 10 minutes to downtown Los Gatos and moments to Hwy 17. Served by sought-after Los Gatos High and Loma Prieta schools. A compelling opportunity for buyers seeking space, versatility, and lifestyle in one of the regions most desirable settings.

23185 Old Santa Cruz HWY, Los Gatos

Listed by Michael Riese, 408-781-7692 from Coldwell Banker Realty
(If provided) CoList: Collette D'amico from Coldwell Banker Realty

Sold listing courtesy of Robert Beneshan from EXPCA
$5,200,000
4 Beds ⋅ 4 Baths ⋅ ML82039123 MLS
Luxurious private executive estate, which sits atop a premiere ridge-top parcel and offers spellbinding panoramic Silicon Valley views. Immaculate attention to detail evident in all facets of this home; the yard, landscaping, and supporting systems are exquisite. Elegant traditional home featuring spacious formal living room and dining room, an executive office, a large ground-floor en suite, a grand entry and staircase, a huge chef's kitchen with top-rated appliances, butler's pantry/pantry. massive three-car garage, idyllic outdoor entertaining areas, ample flat lawn space for a pool or additional square footage, observation deck for delightful sunrises & coffee time, a huge sunlit raised garden, significant solar panel system with Tesla Powerwall backups. Home is supported by first-rate Los Gatos public schools. Only moments from town, Lunardi's, Peet's, Blossom Hill Elementary, and Highway 17/85 access, while offering the serenity of a mountaintop escape. Set among world-class hiking trails and neighboring estate properties, this hillside neighborhood embodies exceptional prestige, refined luxury, and elegance. Lovingly and meticulously maintained by original owner, this distinguished, well-appointed home is ready for next chapter for the fortunate new owner. Welcome home!

130 Sierra Azule, Los Gatos

Listed by Drew Reid, 408-515-1362 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Tracy Webb from CBR
$2,650,000
6 Beds ⋅ 5 Baths ⋅ ML82040575 MLS
Tucked away in the scenic hills of Los Gatos, this exceptional 3,000 sqft estate sits on 3.864 acres of usable land, PLUS an 800 sqft ADU with its own separate address, offering privacy, versatility, and natural beauty just minutes from town. The main residence features soaring ceilings, expansive windows, and a light-filled floor plan anchored by an updated kitchen with quartz countertops, refinished cabinetry, and stainless steel appliances. The primary suite offers direct outdoor access and a spa-like bath, while additional bedrooms and a home office provide flexible living. A fully equipped 2 bed/2 bath ADU with full kitchen is ideal for guests, extended family, or income. Outdoor amenities include pool/spa, gardens, fruit trees, and expansive decking. Equestrian features include barn with four run-in stalls, arena, and pastures. Additional highlights: Tesla chargers, automatic generator, water systems, and more. A rare blend of space, privacy, and lifestyle, this property offers endless possibilities - from equestrian use to multi-generational living or a private retreat. Enjoy the serenity of nature without sacrificing convenience, just minutes from town, top-rated schools, and major commute routes. An exceptional opportunity to own a truly unique Los Gatos estate.

22108 Call Of The Wild RD, Los Gatos

Listed by Andy Tse, 408-807-8808 from Intero Real Estate Services
(If provided) CoList: Olesia Woodward from Intero Real Estate Services

Sold listing courtesy of Nick Gummow from SGP
$2,295,000
5 Beds ⋅ 5 Baths ⋅ ML82040368 MLS
Spellbinding ocean views! Expansive long-range vistas over mountains and ridges to the beaches of the Monterey Bay. A peaceful setting on a private cul-de-sac, only minutes from local amenities including the Summit store, schools, churches, and wineries. Enjoy hiking trails in the redwood forest, a short stroll down the quiet country lane. The 2-story home comprises a formal living room & separate family room, both with woodburning stoves, formal dining room & bright open kitchen with granite counter tops and stainless appliances, sunny breakfast dining area opens to view deck. 5 bedrooms incl. 3 primary suites, one on ground floor - ideal au pair/in-law quarters. 4 full baths & 1/2 bath. Swimming pool & spa with expansive patio, full sun all day! Gravel paths lead to raised gardens, low maintenance landscaping, grassy front yard...over an acre all usable and perimeter fenced. Photos from 2019 - recent upgrades not shown incl. owned solar system, auto whole house generator, pool refinished with pebbletec surface, new pool equipment, artificial turf, chicken coop & mini barn (for goats & mini ponies), new hardwood flooring in family room & 1st floor bed, new gutters, dining room painted, EV2 charger. 20-25 mins to Los Gatos or Soquel. Excellent shared well, Comcast Internet!

26756 Adams RD, Los Gatos

Listed by Rebecca Smith, 408-507-7165 from Christie's International Real Estate Sereno
(If provided) CoList: Karen Izzo from Christie's International Real Estate Sereno
$6,775,000
6 Beds ⋅ 7 Baths ⋅ ML82038523 MLS
Exceptional Custom Craftsman Style Home with Incredible Designer Fixtures and Finishes throughout. Built in 2015 and already remodeled with style and luxury. The grand entry and welcoming living room have 21 ft ceilings, radiant windows and an impressive floor to ceiling stone fireplace. The distressed hardwood floors and dining area are accented by a reclaimed wood wall with two perfectly fitted sconces. Phenomenal Chef's Kitchen includes an oversized Quartzite island, awesome 42" Viking 6-burner range with griddle, pot filler, used brick exhaust hood, walk-in pantry, extensive cabinetry, separate beverage refrigerator and more. Open-concept family-great room has a perfect spot for a large everyday dining table with two stylish light fixtures. Another beautiful stone fireplace is balanced by art lighting on both sides. 6-Panel By-Folding Doors all open to the oversized backyard with paver patio. The spacious primary suite boasts a private deck, spa like bathroom and walk-in closet is upstairs along with 3 additional bedrooms and large laundry room. Lower level is an entertainers dream! Full service bar with all the amenities. Theater Room, exercise room and an en-suite bedroom. 4-car garage has epoxy flooring and a car lift. Close proximity to the sought after Los Gatos Schools.

16781 Littlefield LN, Los Gatos

Listed by Greg Simpson, 408-832-2323 from KW Bay Area Estates
(If provided) CoList: from

Sold listing courtesy of Fran Papapietro from SGP
$13,800,000
6 Beds ⋅ 6 Baths ⋅ ML82039880 MLS
Discover extraordinary luxury in the heart of Los Gatos. This breathtaking 20.5-acre estate offers unmatched privacy, mountain views, and a natural flowing stream crossed by your own private bridge. Inside the main residence, enjoy a gourmet chef's kitchen, elegant wet bar, private theater room, steam room, full gym, and dedicated yoga studio. Two laundry areas and a custom dog wash add everyday convenience. Step outside to a resort-style swimming pool surrounded by serene landscape. Plus, a separate two-bedroom guest house features its own laundry room, garage, and private backyard perfect for extended family or guests. Luxury, nature, and sophistication all in one extraordinary property.

130 Wood RD, Los Gatos

Listed by Rick Alva, 408-472-3999 from Windermere Valley Properties
(If provided) CoList: from

$7,600,000
3 Beds ⋅ 5 Baths ⋅ ML82039862 MLS
Transaction entered for comparable purposes.

85 Reservoir RD, Los Gatos

Listed by David Welton, 408-234-1826 from Compass
(If provided) CoList: from

Sold listing courtesy of David Welton from COMPS
$1,930,000
4 Beds ⋅ 3 Baths ⋅ ML82034367 MLS ⋅ Indian Rock Ranch BLDG.
Simply stunning modern contemporary home with breathtaking views. Located in the desirable Indian Rock Ranch community of the Los Gatos Mountains, this home offers the perfect blend of striking architecture and accessibility, just a short drive to Silicon Valley, the Peninsula, and downtown Saratoga. The great room showcases wraparound windows that capture the expansive views, creating a light-filled space ideal for both everyday living and entertaining. The gourmet kitchen allows you to cook and entertain while enjoying the scenery. The main level features a luxurious primary retreat where you wake up to stunning views, along with two large bedrooms, a beautifully updated bathroom, and a laundry room. The lower level includes a spacious family room that can serve as a fourth bedroom, a recently updated full bathroom, and a storage room with potential for a fifth bedroom. Ideal for outdoor enthusiasts with easy access to Skyline-to-the-Sea Trail, Castle Rock State Park, and Big Basin Redwoods. Served by top-rated schools.

12336 Indian Rock WAY, Los Gatos

Listed by Jill Cole, 408-219-3416 from Coldwell Banker Realty
(If provided) CoList: from

$4,750,000
4 Beds ⋅ 7 Baths ⋅ ML82038775 MLS
First time offered following a total transformation, this profound California Modernist statement occupies a rare knoll-top pinnacle. With 270-degree views impossible to replicate, the estate sits at a quiet terminus with no drive-by traffic. The structural soul is a hexagonal pavilion utilizing a "spoke-and-hub" plan. A soaring, timber-clad pyramidal ceiling with a hexagonal oculus transforms the Great Room into a sundial, while free-form lighting counterbalances the post-and-beam drama The kitchen is a high-performance pivot point for family and hosting. Large-format glass sliders create seamless connectivity to the pool deck. Outfitted with all-new professional appliances and waterfall quartz counters, the space is grounded in Italian porcelain tile. The single-story layout allows outdoor access from almost every room. Wraparound terraces capture vistas from the SF skyline to the Santa Cruz mountains. Due to the topography, the home and rear grounds remain entirely invisible to neighbors and the street. Unified by American Cherry flooring, the interior features floating vanities, a paneled library with a period bar, and a dining room with custom built-ins. The estate includes a detached yoga studio, solar-integrated roofline, and comprehensive landscape lighting.

135 Hill Top DR, Los Gatos

Listed by Art Sharif, 650-804-4770 from Sotheby's Intl Rlty
(If provided) CoList: from

Sold listing courtesy of Marie Hoffman from S0073
$3,800,000
5 Beds ⋅ 4 Baths ⋅ ML82038994 MLS
Set in the highly coveted Oakwood neighborhood of Los Gatos, 727 Bicknell Rd presents a rare opportunity to own an estate-like property on an approx. ONE-ACRE picturesque lot. Surrounded by natural beauty and privacy, the home captures sweeping views and exceptional natural light throughout. The main living area features vaulted ceilings and an effortless flow between the living room, dining area, and updated kitchen w/ granite countertops - ideal for both everyday living + entertaining. The home offers five bedrooms plus an office space, providing flexibility for a variety of lifestyles. The lower level is designed for entertaining w/ a theatre room + wet bar. Expansive windows frame beautiful views from nearly every room, while the large multi-level composite deck creates the perfect setting for relaxing or hosting upcoming summer evenings outdoors. The grounds and sprawling lot offer an unparalleled peaceful + tranquil setting. Additional highlights include three-zone central heat and A/C, an electric car charger, two-car garage, and an additional garage bay ideal for storage or a golf cart. Conveniently located near downtown Los Gatos and Saratoga, La Rinconada Country Club, local schools, and commute routes. Do not miss this - It's time to call 727 Bicknell your HOME!

727 Bicknell RD, Los Gatos

Listed by Jordan Mott, 408-966-0846 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Angie Wolff from NTERO
$3,149,000
5 Beds ⋅ 5 Baths ⋅ ML82035938 MLS
An extraordinary architectural estate set on 86 +/- acres in the Santa Cruz Mountains, just minutes from downtown Los Gatos. Designed to capture sweeping panoramic views of Monterey Bay, the home features soaring ceilings, expansive walls of glass, and refined sight-lines that seamlessly integrate the indoors with the surrounding landscape. Rich hardwood floors and curated finishes define the interiors, offering five spacious bedrooms, three full baths, and two half baths. The primary suite is a private retreat with a fireplace, spa-caliber bath, and a generous walk-in closet. Built with exceptional craftsmanship and uncompromising attention to detail, this meticulously maintained home reflects enduring quality throughout. The grounds offer sculpted landscapes, rose gardens, open meadows, and private trails, complete with recreational amenities, creating a rare balance of luxury, scale, and mountain serenity. Served by award-winning Los Gatos Schools.

19975 Skyline BLVD, Los Gatos

Listed by Jill Cole, 408-219-3416 from Coldwell Banker Realty
(If provided) CoList: from

$2,800,000
5 Beds ⋅ 4 Baths ⋅ ML82038415 MLS
Let's just get this out of the way, the view here is ridiculous. The kind that interrupts conversations. Someones halfway through a sentence, glances out the window & suddenly the whole room goes quiet for a second. Some days it's crystal clear across the valley. Other days clouds drift through the mountains. At night, the lights below start to sparkle. The main living spaces were clearly designed around it. The kitchen & family room sit in the center of the home & naturally become the gathering spot. Someone's cooking, someone's leaning on the counter, & before long everyone has drifted toward the windows again. Outside, two large connected decks make entertaining easy & the hot tub tends to become the evening destination once the valley lights come on. A garden path leads to a small vineyard, giving the property its own little slice of Napa, but with a spectacular view of Monterey Bay. The primary suite is grand & positioned perfectly toward the valley & ocean beyond, complete with a see-through fireplace & a copper soaking tub that tends to turn five minutes into an hour. There's also an office with the same outlook, which means you'll never need a generic Zoom background again. Space, privacy, fresh air & a setting that somehow manages to steal the show every single time.

25220 Quail Ridge RD, Los Gatos

Listed by Strock Team, 831-688-9800 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of Mark Micheletti from EXPCA
$4,600,000
5 Beds ⋅ 5 Baths ⋅ ML82037364 MLS
Spectacular views and a coveted walk-to-downtown Los Gatos setting define this impeccably remodeled residence offering approx. 3,912± sq ft on an expansive lot. With 5 beds/4.5 baths, the flexible layout is designed for everyday comfort and effortless entertaining, showcasing quality design and modern updates throughout. Soaring ceilings, skylights, open-beam accents, and large windows provide abundant natural light. The generous living room showcases a dramatic picture window framing sweeping views. The stunning kitchen features a large island, quartzite counters, premium appliances, pantry and designer lighting, seamlessly connecting to formal and casual dining spaces. The primary suite serves as a serene, private retreat. A separate and spacious family room offers versatility with an attached loft bedroom, office area, full bath, kitchenette, and separate exterior entry ideal for extended guests or multi-generational living. Beautifully landscaped grounds offer multiple new decks, lawn areas, and inviting outdoor spaces. The impressive covered pavilion includes a large island, bar seating, mounted TV, overhead heaters, outdoor refrigerator, built-in storage and more. All just moments from vibrant downtown LG, scenic St. Joseph's Hill trails, and award-winning LG schools.

86 Central AVE, Los Gatos

Listed by Ducky Grabill, 408-761-4073 from Christie's International Real Estate Sereno
(If provided) CoList: Amy Hoefer from Christie's International Real Estate Sereno

Sold listing courtesy of Meena Jandir from RDFIN
$6,800,000
5 Beds ⋅ 7 Baths ⋅ ML82034938 MLS
Spectacular Downtown LG custom gated estate. Exquisite finishes, French & Italian stone floors with radiant heat, state of the art kitchen with quartzite counters and backsplash. Top of the line appliances, butlers pantry, wine cellar. Gorgeous plaster walls throughout the expansive living spaces. Spacious en-suite bedrooms. Beautiful outdoor living spaces, stone patios, lush landscaping, great outdoor kitchen, elevated covered terrace, inground pool, fountain, basketball court, putting green.

90 Reservoir RD, Los Gatos

Listed by Amy McCafferty, 408-387-3227 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Katie Ruddell from KWSV
$4,300,000
4 Beds ⋅ 4 Baths ⋅ ML82037101 MLS ⋅ Community Management Services BLDG.
Perched in the scenic Los Gatos foothills, this exceptional estate offers 4,644 sf of refined living with sweeping views across the Santa Clara Valley. Designed for both entertaining & everyday comfort, featuring a solar-heated pool & spa, gazebo, & multiple expansive decks capturing stunning vistas & twinkling evening lights. The chef's kitchen boasts an oversized island with skylight, quartz countertops, plentiful cabinetry, SS dbl ovens & Sub-Zero refrigerator. A charming breakfast nook overlooks gently sloping low-maintenance grounds with numerous fruit trees, creating a private hillside retreat. Gleaming hardwood floors & a full bthrm & bd/office w/private balcony grace the main level, & recessed lights, a cozy gas fireplace, numerous windows & glass doors, & an elegant formal dining room highlight the living spaces. The primary suite offers dbl French doors, private atrium, & spa-like ensuite w/ soaker tub, steam shower, dbl sinks, & 2 walk-in closets. The flexible layout offers a lg rec rm w/wet bar, sauna or wine room, laundry rm & ample storage. A 4-car garage & large circular driveway provide abundant parking. This is a rare opportunity to own a luxurious foothill estate offering space, privacy, & unparalleled views in one of Silicon Valley's most desirable communities.

530 Santa Rosa DR, Los Gatos

Listed by Brian Schwatka, 408-499-9561 from KW Bay Area Estates
(If provided) CoList: from

Sold listing courtesy of Benjamin Frieden from KWLGE
$1,650,000
4 Beds ⋅ 3 Baths ⋅ ML82037375 MLS ⋅ Las Cumbres BLDG.
Perched atop a sunny ridge, this home offers stunning views of the Santa Cruz Mountains in the tranquil Las Cumbres community, where natural serenity meets modern luxury. Recently remodeled, the interior features hardwood floors, granite countertops, recessed lighting, a home gym, and Nest and Ring smart home systems. Panoramic windows frame mountain vistas, while multiple decks invite relaxation. Outside, the home boasts just as much as within; enjoy the playground with a sandbox and room to run, a hot tub, and a gas fire pit under the stars. Wine enthusiasts will love the custom wine cellar, adding sophistication to this retreat. A large solar system, two electric car chargers, and a Generac backup generator provide sustainable energy and peace of mind. With high-speed internet, a home office with inspiring views becomes a reality. Practical touches include a two-car garage with a workshop, a fenced dog run, a spacious lower driveway, and ample upper parking. Top-rated schools include Lakeside Elementary, CT English Middle, and Los Gatos High. This is a serene mountain sanctuary.

22125 Miller Ridge RD, Los Gatos

Listed by Thomas Mendoza, 831-435-8518 from Compass
(If provided) CoList: from

$2,950,000
4 Beds ⋅ 3 Baths ⋅ ML82036764 MLS
Located just minutes from downtown Los Gatos, this home offers the perfect blend of privacy, convenience, and luxury. Sunny Flat 2 acre lot. Solar-powered, custom designed, built in 2012, formal entry, soaring vaulted ceilings, exposed wood beams, expansive windows bathe the home in natural light. Living room features a cozy gas fireplace, dual ceiling fans, French doors that open to patio. Adjacent is the gourmet kitchen with Thermador gas range, double ovens, built-in refrigerator, and island with breakfast bar, leather granite counters, a pasta faucet, walk-in pantry and dining area. Sanctuary primary suite features vaulted ceilings, french doors to courtyard, huge walk-in closet and spa-like primary bath with sunken jetted tub, dual sinks, marble countertops, a stall shower with a bench. Downstairs, a family/game room, wet bar, a hobby/wrapping room and a charming playroom under the stairs, 2 additional large bedrooms and full bath. Outside landscaped multi-level patios, an outdoor kitchen and gas fireplace in the courtyard, hot tub, play structure, raised bed gardens, separate patio with waterfall and fire-pit overlooking serene creek. Detached garage, carport, ample parking, and a private well. Fantastic neighborhood, best LG schools! Additional 2.68 acres lot available.

18355 Idylwild RD, Los Gatos

Listed by Lisa Sgarlato, 408-396-7231 from Compass
(If provided) CoList: from

$3,988,000
4 Beds ⋅ 5 Baths ⋅ ML82036838 MLS
Classic home in Los Gatos, reimagined by renowned local architect Gary Schloh, to blend historic character with modern livability AND A RARE OPPORTUNITY TO CREATE A FAMILY COMPOUND because an adjacent lot with approved plans is also available. Buyer to verify plans with town. See FAQs and plans among disclosures. Set on approximately 12,000 sq ft, the property unfolds into a private, resort-like retreat. The rear grounds evoke an Italian villa with lush landscaping, mature trees, and multiple spaces for entertaining and relaxation. Inside, warm, sophisticated interiors offer seamless indoor-outdoor flow. The living room with fireplace anchors the home, while formal and informal spaces connect to the gardens. Flexible layout includes a separate dining room, media room/4th bedroom and a great room with patio access that could serve as a 5th bedroom, guest suite, or office. The gourmet kitchen features custom cabinetry and premium appliances and adjoining den and laundry room. The primary suite offers tree-filled views, fireplace, walk-in closet, and spa-like bath with soaking tub and shower. Additional features include wine cellar, 2-car garage, and underground utilities. Near Los Gatos Creek Trail, Vasona Lake Park, and downtown.

120 Oak Meadow DR, Los Gatos

Listed by Robin Sedgwick, 408-355-5374 from Coldwell Banker Realty
(If provided) CoList: Donald Knight from Coldwell Banker Realty
$1,998,000
4 Beds ⋅ 3 Baths ⋅ ML82035634 MLS
GATED COMMUNITY | VIEWS LEAVE PEOPLE SPEECHLESS | FOOD DELIVERY, AMAZON Etc. FRIENDLY | FORTIFIED W/SOLAR & BACK UP POWER A perfect retreat home! Enjoy social time with your neighbors or your own serene privacy above the trees where the birds soar right in front of your living room. Sweeping views from most living spaces are delightful. When the seller's weren't commuting to Mtn. View 3x's/week along mtn. backroads or lounging at home, they loved; swimming & dining at the Trout Farm Inn, the Felton Farmer's Market, shopping in Downtown LG! Among their favorite experiences? Finishing work on a Friday and going to the beach with the pups, just 15.5mi. to Santa Cruz. Work from home with 2 separate offices plus great internet. Convenience with the Primary suite +1 bdrm on the ground floor. Wood paneled Family Rm could be an elegant Dining Rm. or Library! Fenced backyard has easy maintenance fake-grass, you can exercise in the resistance pool, or soak in the hot tub enjoying big views. Addt'l sunset & star gazing deck (get your telescope out!) is outfitted with power. Important infrastructure: Solar offsets energy cost, battery storage, whole house backup gen., UV water system, private water, mini-splits for zoned heat / cooling, EV charger. Lrg. outbuilding. Amazon, FedEx, UPS.

15220 Upper Ellen RD, Los Gatos

Listed by Paula L Leary, 408-425-3345 from Golden Gate Sotheby's International Realty
(If provided) CoList: Kathryn Harrold from Golden Gate Sotheby's International Realty
$5,880,070
6 Beds ⋅ 8 Baths ⋅ ML82035442 MLS
New Construction to be Built! Located on the prestigious South Kennedy Road, these two side-by-side parcels each span just over one acre, offering approximately one acre of usable flat land per parcel. The architectural renderings reflect thoughtfully designed residences that will be built with exceptional quality, attentional to detail, and enduring craftsmanship. Each proposed home offers massive living space. Parcel 1 offers 6,387 SqFt. JADU of 500 SqFt. 6 beds and 7.5 baths. Parcel 2 offers 6,375 SqFt. 6 beds and 6.5 baths and a 3 car garage. Both residence also include a separate office/bonus room, and an I.T room. The stunning properties are situated near Los Gatos Boulevard and surrounded by other distinguished multi-million dollar estates. These homes are part of a lot split project that the town of Los Gatos is excited to see come to life. Located within the highly sought-after Los Gatos school district. These homes will be built by 1One Development Group, known for their signature standard of excellence, these homes will reflect superior craftmanship, striking design, and a commitment to quality that sets them apart.

16484 S Kennedy RD, Los Gatos

Listed by Christina Aguirre, 408-728-2393 from The Agency
(If provided) CoList: from

Sold listing courtesy of Christina Aguirre from AGNC
$4,315,000
6 Beds ⋅ 6 Baths ⋅ ML82034426 MLS
Live on your own 11 acre private estate with breathtaking views of Lexington Reservoir & the Santa Cruz Mountains, just 6 minutes from downtown with Los Gatos schools. This incredible home has undergone a transformation with over $500K of updates, offering quiet luxury with 6 spacious bedrms, including 2 on the main level, plus an office, sunroom, two large multipurpose rooms, & an oversized 4-car garage. As you enter through the double glass doors & vestibule, the sweeping staircase & dramatic chandeliers set the tone, complemented by dark oak floors, fresh interior paint, & refined hardware & lighting throughout. The chefs kitchen features black granite counters, a Thermador gas cooktop, double ovens, Sub-Zero refrigerator, dual sinks, & a large island. The primary suite captures stunning views, remote-controlled blinds, & a custom walk-in closet. Exceptional systems include a massive solar array with 6 Tesla Powerwalls - so efficient the seller has never paid an electric bill - along with dual furnaces, fire suppression, water storage tanks, whole-home filtration, security system, cameras, high-speed connectivity, & city water service. Outdoor living shines with flagstone patios, mountain vistas, gazebo, bocce ball court, & RV/boat parking. An extraordinary Los Gatos retreat!

18400 Lakeview CT, Los Gatos

Listed by Bev Harada, 408-314-2864 from Christie's International Real Estate Sereno
(If provided) CoList: Janet Souza from Christie's International Real Estate Sereno

Sold listing courtesy of Ej Pulpan from SGP
$3,750,000
4 Beds ⋅ 3 Baths ⋅ ML82034347 MLS
Look at this great new price!! Only 8 minutes from downtown, this home commands some of the most extraordinary views cross the entire Bay Area--dazzling by day and night, yet it is less than 3 miles from downtown. Positioned on more than an acre,the views are showcased from nearly every room as well as from the pool. impressive scale and timeless design elements include soaring ceilings, architectural columns, and hewnwood and travertine floors. Expansive walls of glass frame breathtaking vistas,with most rooms opening to balconies for fresh air enjoyment. . The lavish primary suite is privately located on the main level,with 3 additional bedrooms on the lower level, one ideal for an office, plus a cinema-style theater. Outdoor living takes full advantage of the setting with a wraparound tiled balcony with glass railings,plus a large solar heated pool,spa,and refreshment center with lots of space for entertaining. This home features dual heating and cooling systems,the standard gas furnace and A/C system plus 3 heat plumps which are solar powered and enjoy net metering with PG&E resulting in very low cooling and heating bills.

16251 Maya WAY, Los Gatos

Listed by Kate Engelbrecht, 408-391-7582 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Kathi Hammill from COMPS
$5,995,000
5 Beds ⋅ 7 Baths ⋅ ML82033361 MLS
Legendary Chateau Liberte' is a landmark property at the Summit of Old Santa Cruz Highway, presiding over seventy-two pristine acres of towering Redwood forests. Main residence is restored with milled Redwood from the property. The income producing multiple rental dwellings include two cottages, a magical treehouse, and a secluded Cavco cedar cabin home. There is a large swimming pool, ponds, creeks, waterfalls with an underground prolific Artesian fed cistern supplying water to all the houses, pool, and ponds. Multiple fruit and nut trees with ten acres or arable land for vineyards of Pinot Noir and Chardonnay grapes. There is incredible horse property potential with manicured trails encompassing all 72 acres. The Williamson Act encompasses all parcels.Two RV sites with full utility hook-ups. 5,240 feet of security fencing with a security gate. Six-tenths of a mile private paved driveway. Your own private world awaits with rolling meadows, Koi and Turtles in the 360,000 gallon pond with it's own idyllic dock. Top Los Gatos Schools. APN# 558-04-045, 16 acres, SCC Cert. of Compliance included, 3 parcels total. Helicopter landing area. Only eight miles to the charming Los Gatos village. Majestic property. Lifetime opportunity for the next steward of the legendary Chateau Liberte'.

22700 Old Santa Cruz HWY, Los Gatos

Listed by George Rabe, 408-234-8238 from Intero Real Estate Services
(If provided) CoList: from

$11,000,000
6 Beds ⋅ 8 Baths ⋅ ML82030244 MLS
Spectacular single-story estate offering modern luxury, privacy & smart-home living in a prime Los Gatos location with top Saratoga schools. Sprawling contemporary residence set amid lush gardens, rolling hills & sweeping views. Generous interior features curated finishes & open living spaces with picture windows, skylights, high ceilings & custom woodwork, creating seamless indooroutdoor flow. Two private wings include six en-suite bedrooms & an executive office on the main level, including two primary suites with spa baths & custom built-ins, plus two J&J suites. Two laundry rooms, one of each wing. Sleek designer kitchen showcases a dramatic crescent-shaped island with walnut counter bar & premium Gaggenau, Perlick & Miele appliances. Family room features a striking metal entertainment console; living & dining rooms with walls of glass overlook the rear grounds. Lower level includes a bonus room, full bath, lounge & wine cellar. Resort-style outdoor living offers expansive patios, pool & spa, built-in BBQ, fire pit, play area, raised planter beds, bocce & horseshoe courts. Pool house/ADU with dressing area. Minutes to downtown Los Gatos, Saratoga Village, hiking & biking trails & an easy Silicon Valley commute. Refined, elegant & exceptional comfort for the most discerning!

16140 Matilija DR, Los Gatos

Listed by Amy McCafferty, 408-387-3227 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Kimberly Douglas from REEX
$5,700,000
4 Beds ⋅ 4 Baths ⋅ ML82019338 MLS
Stunning 4B+Office /3.5 bth residence with Los Gatos Schools. This home offers ~5,033 sqft luxurious living space, 2 suites, on ~1.08 acre of park-like land, just 10 minutes away from the downtown. Custom-built in 1991, it went thru a major renovation in 2017-18. Step inside to the 9-12 ft ceilings, an open floor plan and the peaceful views of the Hills! The main floor features a formal living room, dining room, an office, a large high-end kitchen, a spacious family room, the massive primary suite, a powder room & Laundry. The downstairs offers the 2nd suite, 2 more bedrooms w/ a jack & jill bath and walk-in closets, and a wine cellar. The kitchen showcases abundant Omega cabinetry w/ Italian quartzite countertops, large island under a skylight, 2 prep sinks, Sub-Zero refrigerator, Wolf cook range, Asko dishwasher, &butler's pantry. The spacious primary suite w/ a spa-like bath, walk-in closet & fireplace. Enjoy beautiful HW floors, double-pane windows & doors, Multi-zone HVAC, tankless heater, heated tile floors in all full baths, "TOTO" smart toilets, Porcelanosa premium tiles and designer fixtures. Finished 3-car garage. 6.39KW solar panels & 4 Tesla batteries. This exceptional home combines luxury, nature, and convenience in one of Silicon Valley's most desirable communities.

15955 Cerro Vista CT, Los Gatos

Listed by Maggie Li, 650-533-7351 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Katie Keeler from EXPCA
$5,400,000
6 Beds ⋅ 6 Baths ⋅ ML82030875 MLS
A landmark residence that embodies the grace, history, and charm of old Los Gatos - this vintage Craftsman stands in the prestigious and highly sought-after Glen Ridge neighborhood. Blending timeless architectural character with modern livability this grand home offers approximately 5,500 square feet of living space featuring expansive rooms, numerous picture windows, rich Hardwood floors and 6 generous bedrooms & 5.5 bathrooms. Set on an expansive 16,910-square-foot corner lot, the property showcases a sparkling pool, multiple outdoor entertaining areas, and two additional usable strips of land ideal for gardens, a bocce court, or putting green. A rare opportunity to own one of Los Gatos most admired legacy homes in a premier downtown location.

101 Glen Ridge AVE, Los Gatos

Listed by Barton Call, 408-483-9632 from Christie's International Real Estate Sereno
(If provided) CoList: Kirsten Trapani from Christie's International Real Estate Sereno

Sold listing courtesy of Mahnaz Westerberg from AGNC
$4,700,000
5 Beds ⋅ 4 Baths ⋅ ML82030291 MLS
Privately gated and immersed in natural beauty, 108 Teresita Way is a striking estate offering commanding views, exceptional privacy, and effortless access to downtown Los Gatos, top-rated schools, and trails. Designed to maximize light, space, and scenery, this 3,831 sq ft home sits on an expansive 31,200 sq ft lot with multiple decks and patios ideal for entertaining. The formal living and dining room serves as the centerpiece of the home, featuring vaulted ceilings, dramatic walls of glass, fireplace, built-ins, and breathtaking views. A beautifully remodeled chef's kitchen boasts soaring ceilings, oversized island, premium appliances, and picturesque outlooks. The main level includes a luxurious primary suite with private balcony, walk-in closet, and spa-like bath (2022), plus three additional bedrooms, two full baths, and a dedicated office. The lower level offers ideal flexibility with a bedroom, full bath, brand new kitchen (2026), family room with fireplace, and a generous recreation room opening outdoors - perfect for guests or extended living. The wrap-around grounds feature a pool, gazebo, stamped concrete patios, lawn areas, and space for gardens or workshops. A five-car garage, solar, EV hookup, and abundant storage complete this truly special property.

108 Teresita WAY, Los Gatos

Listed by Ducky Grabill, 408-761-4073 from Christie's International Real Estate Sereno
(If provided) CoList: Amy Hoefer from Christie's International Real Estate Sereno

Sold listing courtesy of Mary Pope-Handy from SGP
$2,680,000
4 Beds ⋅ 3 Baths ⋅ ML82026381 MLS
Welcome to this stunning Los Gatos Estate, a rare luxury retreat on 2.5 peaceful acres surrounded by towering redwoods and natures beauty. Offering over 4,000 sq ft of elegant living space, this custom-built home blends architectural craftsmanship, modern upgrades, and serene mountain views. The spacious two-level floor plan features multiple living areas, a dramatic great room, a custom-ceiling primary suite, and flexible bonus rooms perfect for multigenerational living, creative work, or a private studio. A detached 1-bed, 1-bath guest cottage (ADU) is leased at $2,850 per month through July 2026, providing steady rental income and investment potential. Over $700K in upgrades include a designer Thermador kitchen, dual 5,000-gallon water tanks, advanced water filtration, new drainage, upgraded pump, and a paved private road. Enjoy fiber-optic internet, an outdoor fireplace, storage sheds, and open-air terraces ideal for entertaining or peaceful mornings with coffee. Just 12 minutes from downtown Los Gatos, this exceptional estate offers the ultimate combination of luxury living, income potential, and privacy in one of Silicon Valleys most desirable locations, surrounded by scenic trails, wineries, and top-rated schools.

23110 Old Santa Cruz HWY, Los Gatos

Listed by Yvette Petersen, 408-368-3291 from KW Santa Clara Valley Inc
(If provided) CoList: from

Sold listing courtesy of Emily Shangkuan from BLOC

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