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$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
$2,700,000
4 Beds ⋅ 3 Baths ⋅ ML82023480 MLS
Unbelievable value, architectural gem in the hills of Los Gatos! Only 6 min away from DT Los Gatos and Saratoga. Top rated Saratoga Schools. This stunning post-and-beam home draws inspiration from Frank Lloyd Wrights iconic style, showcasing vaulted open-beam ceilings, expansive picture windows, and seamless indoor-outdoor living. Nestled on nearly half an acre of serene oak-studded landscape, the home features 4 bedrooms, 2.5 baths, and an open-concept layout flooded with natural light. The beautifully updated kitchen opens to multiple decks, perfect for entertaining with an outdoor kitchen and wood-fired pizza oven. The spacious primary suite includes a spa-like bath with Jacuzzi tub and oversized shower. Additional highlights include a Zen meditation circle, Calstone paver driveway, 3-car garage, and ample guest parking(10 open parking space). A rare blend of privacy, style, and tranquilityjust minutes from downtown Los Gatos, top schools, and major commute routes. An extraordinary retreat in a premier location!

19233 Mountain Way, Los Gatos

Listed by Vivian Wang, 408-355-3658 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Jingya Ji from CBR
$3,850,000
3 Beds ⋅ 3 Baths ⋅ ML82025372 MLS ⋅ Heritage Grove BLDG.
Tucked within the highly coveted Heritage Grove community, this beautifully maintained 3-bedroom, 2.5-bath home with an office and a 3-car garage rests on an expansive 16,601 sq ft lot surrounded by trees and natural beauty. The open and light-filled floor plan showcases high ceilings with crown molding, fresh interior paint, and new flooring throughout. A chef-inspired kitchen features granite countertops, generous cabinetry, and French doors that open to the patio, perfect for dining, entertaining, and seamless indoor-outdoor living. The primary suite offers a peaceful retreat with backyard views, patio access, and a luxurious en suite bath with dual vanities, a soaking tub, and a walk-in shower. Step outside to enjoy the stunning, park-like backyard with lush landscaping, garden areas, and direct access to the Heintz Open Space trailhead for hiking and nature walks. Situated on a quiet cul-de-sac near top-rated Union schools, shopping, and dining, this home combines comfort, style, and California living at its finest. A must-see!

108 Ayala CT, Los Gatos

Listed by Christy Infantino, 408-391-5975 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Jun Chung from COMPS
$8,000,000
5 Beds ⋅ 5 Baths ⋅ ML82025266 MLS

17050 Wild WAY, Los Gatos

Listed by Paul Younan, 408-315-1172 from Compass
(If provided) CoList: from

Sold listing courtesy of Monica Thomas from COMPS
$4,350,000
5 Beds ⋅ 5 Baths ⋅ ML82024705 MLS
A rare Los Gatos offering, this custom-built estate by renowned builder Steve Nazzal exemplifies ground-up craftsmanship, timeless architecture, and modern sophistication. Designed for effortless entertaining, it features grand open spaces, bespoke finishes, and a seamless connection between indoor and outdoor living. Expansive deck overlook twinkling city lights, while lush, resort-style grounds and thoughtful design create an atmosphere of elegance and ease.

129 Dover ST, Los Gatos

Listed by The Gummow Brothers, 408-616-9146 from Christie's International Real Estate Sereno
(If provided) CoList: Brandon Gummow from Christie's International Real Estate Sereno

Sold listing courtesy of Edie Halenbeck from COMPS
$1,100,000
4 Beds ⋅ 3 Baths ⋅ ML82018646 MLS
Major Price improvement! Sunlight in the RedwoodsA Los Gatos Mountain Retreat on 2+ Acres Breathe in the quiet. This 2.09±- acre beautiful property is framed by soaring redwoods where morning light filters through the canopy and evenings end in complete stillness. The ~2,638Ãñ sf residence offers 4 bedrooms and 2.5 baths, with a fireplace-centered living space, hardwood and carpet flooring, central A/C, and everyday comforts like an attached 3-car garage. Outside, entertain beneath the trees, wander the paths, or plan your next garden on generous usable land. Youre close to Hwy 17 for quick trips to Downtown Los Gatos and an easy coastal run to Santa Cruz. Schooling options include Award winning Loma Prieta Elementary, C.T. English Middle, and Los Gatos High. Mountain calm. Silicon Valley access. Welcome home. We have new high speed fiber internet! 2 Gps. Super fast.

23489 Hutchinson RD, Los Gatos

Listed by Marisa Irene Thompson, 408-761-0609 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Jose Salas from S1926
$6,200,000
7 Beds ⋅ 7 Baths ⋅ ML82021197 MLS
Set on 1.5 stunning acres in one of Los Gatos's most desirable neighborhoods, this iconic home blends quality and functionality with endless potential. Built in 2002, this home showcases breathtaking views from every room, framed by majestic oaks and lush, park-like grounds. Seamlessly blending architectural elegance with modern luxury, it delivers both privacy and an exceptional setting for entertaining. Perfect for birthday parties, team gatherings, and grand-scale entertaining. The warm and inviting home boasts 6 bedrooms, 5 full baths, 2 half baths, a dedicated office and abundant parking. The extraordinary floor plan includes two main-level bedrooms, upstairs and downstairs family rooms, and flexible spaces for work-from-home. Outdoor spaces invite a resort-like lifestyle with sweeping lawns and the potential for a guest house, pool, pickleball court, or more. Buyer to investigate SB 9 potential. This gated sanctuary incredibly offers the seclusion typically found in mountain homes, with the ease of being just minutes from downtown and top-rated schools. Whether envisioned as a resort-style retreat, a multi-generational compound, or a home tailored perfectly to your family's needs, this property provides the rare opportunity for your forever home.

16420 S Kennedy RD, 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 Erin Burke from CBR
$5,850,000
5 Beds ⋅ 5 Baths ⋅ ML82021076 MLS
Stunning custom Mediterranean estate boasts a private setting on 1.45 acres with peaceful views of the Los Gatos hills. This 5,166 sf, 5 bedroom, 4.5 bathroom home exudes sophisticated elegance and comfort with soaring 12 ceilings, wide plank hardwood floors, custom mill work and generous rooms. Impeccable quality and craftsmanship blends tasteful design and modern high-end amenities throughout. The beautifully maintained landscape features a Cabernet vineyard, flower covered trellises, illuminated gardens and a private patio that is an ideal setting for gatherings or quiet relaxation. The grounds also include room for a pool, additional vineyard, sport court, or possible ADU. Close to vibrant downtown Los Gatos with casual and fine dining, boutique shopping, Farmers market, community events and hiking/biking trails. Distinguished Los Gatos schools.

17435 Phillips AVE, Los Gatos

Listed by Nevis and Ardizzone, 408-781-0779 from Compass
(If provided) CoList: from

Sold listing courtesy of Eric Chang from CRBG
$6,500,000
5 Beds ⋅ 6 Baths ⋅ ML82019222 MLS
Beautiful single level Craftsman style home located in the highly desirable Surrey Farms neighborhood! Ideal floor plan for combination of family comfort and resort style living with the seamless indoor outdoor integration. The gourmet kitchen is a true centerpiece with double islands, bar seating, eat-in dining area, double ovens, large walk-in pantry, Wolf range and Sub-Zero refrigerator. Open concept to a spacious family room with a wet bar, wine refrigerator and French doors leading to the stunning backyard retreat. Additional TV room sits adjacent to a stylish private office w/ full bath accessible from backyard. The expansive primary suite offers backyard access, dual walk-in closets, frame less glass shower, large jetted tub, dual vanities and a makeup counter. This exceptional property features newer hardwood flooring throughout, LED lighting, high ceilings, solar with Tesla power walls for house and separate solar system for the pool. The backyard is built for entertaining with a spacious patio, lawn area, sparkling pool & spa and a cozy fire pit offering the ultimate indoor-outdoor lifestyle. Oversized 3-car garage w/ EV charger. Bonus 241 sq ft loft perfect for workout or private office/study area. Wonderful built-in cabinetry. Terrific storage throughout. Immaculate!

106 Longmeadow DR, Los Gatos

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

Sold listing courtesy of Drew Reid from CBR
$6,250,000
6 Beds ⋅ 6 Baths ⋅ ML82018567 MLS ⋅ Shannon Valley Ranch BLDG.
Built in 2008 by Greenbriar Homes, this single-level Mediterranean estate sits in the prestigious Shannon Valley Ranch, an enclave of only 13 residences across 80 acres. Spanning 4,612 square feet, the dramatic open design features six bedrooms and five and a half baths. The formal entry opens to soaring ceilings, wide sunlit hallways, and elegant gathering spaces, including a living room with coffered beam ceilings, a lavish dining room with butlers pantry, wet bar, and wine display. The chef's kitchen boasts Wolf and Sub-Zero appliances, cherry cabinetry, granite counters, oversized island, hand-scraped floors, and a casual dining nook flowing seamlessly into the family great room. Three fireplaces enhance the warmth, while two en suite bedrooms and a luxurious primary retreat with fireplace, dual walk-in closets, and spa bath ensure comfort. On 2.2 flat west-facing acres with views of the hills and valley, the resort-style grounds include a Pebble Tec pool with waterfall and spa, full outdoor kitchen and pizza oven under a gazebo, fire pit, sports grounds, and multiple patios. Additional highlights: three-car garage, city utilities, solar pool system, and a prime location minutes to Whole Foods, top Los Gatos schools, and downtown.

286 Mountain Laurel LN, Los Gatos

Listed by Benjamin Frieden, 408-888-9507 from KW Bay Area Estates
(If provided) CoList: Jason D'amico from KW Bay Area Estates

Sold listing courtesy of Sherri J. Stoneberger from LREA
$6,940,000
4 Beds ⋅ 4 Baths ⋅ ML82017790 MLS
Don't wait! For a limited time Seller will entertain offers between $7.3M and $8M for the entire 9.6 acre property with ability to capture up to 3 legal developable parcels. One parcel currently offered for sale at $1.8M pending approvals (ML82017796). Options abound: keep the existing home while gaining two new parcels to develop or sell, offset costs by selling one or more parcels, or double the property's underlying value and hold for generational wealth. Arguably one of the finest estate properties in Los Gatos, this fully fenced and gated retreat offers unmatched privacy features sweeping 270 degree views of bucolic hills and the valley below. Despite being less than 5 minutes to Los Gatos Blvd, this multi-acre property features meandering trails wind through organic fruit trees, custom enclosures, and landscaped grounds with sunset vistas. Outdoor amenities include bocce, volleyball, swimming, and multiple gathering areas. The recently updated home is centered around a beautiful courtyard entry and features spacious bedrooms, a serene office, and multiple entertainment spaces. Expansive Brazilian Ipe decking surrounds the residence, framing sweeping hillside views. Located minutes from Los Gatos High, fine dining, and shopping, and served by top-rated Los Gatos schools.

15651 Kennedy RD, 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 George Lee from FT23T
$2,550,000
4 Beds ⋅ 3 Baths ⋅ ML82017397 MLS
Welcome to this Beautifully Upgraded Los Gatos Home. Nestled in a Cul-De-Sac, on a Large Corner Lot in a Fantastic Neighborhood with Views of the Los Gatos Hills. Tastefully Remodeled Light and Spacious Floorplan. Vaulted Ceiling Entry and Living Room Expand into a Sizable Dining Room. Modernized Kitchen Updated Appliances, Quartz Counters and Walk-In Pantry. Interior Laundry Room Furnished with Appliances. Plentiful Windows, Contemporary Lighting and Sun Tunnels Provide Abundant Light. Bedrooms are Bright and Airy, Spotlighting a Lavish Sized Primary Bedroom and Bath. Spacious Family Room Segues into the Recently Landscaped Generous Back Yard with Stunning Custom Pool and Spa. Perfect for Entertaining! Coveted 3 Car Garage with Abundant Storage. Custom Driveway and Walkway Pavers. New Roof, Gutters and Downspouts. New Luxury Vinyl Plank Waterproof Flooring Throughout. Freshly Painted Inside and Outside. Private and Secluded Front Yard with Low Voltage Landscape Lighting Present Additional Areas for Entertaining. Automatic Drip System and Sprinklers. Highly Desirable Union Schools Available (Buyer to verify). This Prime Location is Close to Shopping, Highways, Parks, Great Schools and More.

101 Ross Creek CT, Los Gatos

Listed by Dana Pasquale, 408-649-0649 from Compass
(If provided) CoList: from

Sold listing courtesy of Dana Pasquale from APR
$7,350,000
5 Beds ⋅ 6 Baths ⋅ ML82015557 MLS
One-of-a-kind luxury estate set on ~30 acres with sunny pastures, redwood forest, & distant bay views. Impressive colonial style home with grand entry hall, formal living & dining rooms, family room, billiards room/library, wine tasting room with wine cellar, sumptuous primary suite with loft, 3rd floor recreation room & unfinished attic space, planned as home theater, has plumbing for half bath. All bedrooms have ensuite baths, 5th bed with wet bar over att. 3 car garage, and huge laundry room (potential 2nd kitchen). Detached guest house/legal ADU with own address: 3 beds/2.5 baths, sun room, private patio. Outdoor kitchen/living area with stone fireplace, European style pond with waterfall, beach entry & deck. Fenced gardens with custom pergola, mature orchard, bocce court. Fiberglass dome observatory with telescope, floodlit all-weather sports court, 60'x36' MD Barnmaster barn (inc. car lift, houses sellers' car collection), barn door raised for RV. Level/gently sloped fenced pastures, ample space to add a riding arena. Private trails through the redwood forest. Potential equestrian use, winery, organic farm, retreat/sanctuary. New roof, 22.5W solar system, auto generators for both houses. Only 1.5miles from Hwy 17, 8 miles/10-12 mins to downtown Los Gatos

23020 Old Santa Cruz HWY, 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

Sold listing courtesy of Amin Kuchaki Rafsanjani from PY2PP
$1,850,000
3 Beds ⋅ 3 Baths ⋅ ML82015873 MLS
Behind a private gate, this extraordinary home was inspired by a 16th-century Japanese farmhouse and built with massive Douglas fir poles in traditional post-and-beam style. Thoughtfully designed with quality craftsmanship, features include soaring combed cedar ceilings, Italian tile floors, intelligent skylights, retractable awning, remote blinds, fresh paint, & new carpet. The great room flows into the dining area, sunroom, kitchen, and out to a wraparound redwood deck thru lg sliding glass doors. The main level includes a half bath, laundry, & a luxurious primary suite with a spacious sitting area & custom walk-in closet. Upstairs offers a 2nd suite with a bedroom, office, built-ins, lots of storage, full bath, & a private balcony. A detached 2-bedroom + loft apartment over the 3-car garage provides flexibility for guests, family, or rental. Enjoy strolling through your beautiful gardens and orchard, hearing the calming sounds of water cascading into your pond, and taking in the panoramic views of mountains & ocean. Private well, rainwater system, storage tanks, fire sprinkler system, and full backup generator. Located 25 mins to downtown Los Gatos or Capitola Beach, near Summit store, wineries, and top-rated Los Gatos schools. This is a must-see, one-of-a-kind, zen retreat.

24616 Miller Hill RD, Los Gatos

Listed by Janet Souza, 408-805-3349 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Mike Nekouasl from ALTS
$2,550,000
5 Beds ⋅ 4 Baths ⋅ ML82015755 MLS
Nestled on a 2.46-acre lot, this architecturally stunning retreat blends country charm with modern luxury, just minutes from Downtown Los Gatos. Enter through striking double doors into a travertine-tiled foyer, leading to a family room with vaulted wood-inlay ceilings, hardwood floors, and expansive forest views. The high-end epicurean kitchen showcases JennAir appliances, maple cabinetry, granite counters, and a breakfast bar including a prep sink and an induction fondue cooktop. The home features 4 bedrooms, a dedicated den, and a versatile loft (5th bedroom/craft room). The primary suite offers vaulted ceilings, a gas fireplace, dual walk-in closets, private deck, and a modern spa-like bathroom with radiant floors, floating vanities, and a steam shower. Smart amenities include triple-zone NEST climate control, Sonos-controlled speakers, owned solar, a tankless & a solar water heater, and a private well. Enjoy a finished 3-car garage and a climate-controlled gym. Multiple decks invite relaxation, while a gazebo-covered hot tub sits beside a cascading waterfall and serene lily-pad pond. A pellet stove-warmed barn/workshop welcomes year-round projects. Served by top schools, including Los Gatos High, this retreat offers nature, technology, and craftsmanship in perfect harmony.

23435 Summit RD, Los Gatos

Listed by Kristy Kessler, 408-839-9518 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Justin Tarantino from ROOM
$3,480,000
4 Beds ⋅ 4 Baths ⋅ ML82015649 MLS
Tucked in the scenic hills above Los Gatos, this private Mediterranean estate offers resort-style living just minutes from Downtown Los Gatos. Set on a gated property surrounded by preserved open space, this home combines elegance, functionality, and tranquility. The main residence features 3 bedrooms and 3 bathrooms with beautifully refinished hardwood floors, a spacious formal living room, separate family room, and a wine cellar. The chef's kitchen is equipped with granite countertops, a Viking range, stainless steel appliances, and both a breakfast bar and casual dining area. A detached ADU with its own kitchenette and full bath provides flexible space for guests, a private office, or extended family. Outdoors, enjoy a fully equipped entertaining space with a built-in BBQ, bar, multiple fireplaces, a hot tub, and a cascading waterfall. There's even a custom chicken coop and integrated Sonos sound system throughout the home and yard. With a 3-car garage, trail access, and under five minutes to Downtown Los Gatos, this is a rare opportunity to own a turnkey estate that feels worlds away yet is close to everything.

18702 Bear Creek RD, Los Gatos

Listed by Christina Khosrowabadi, 408-318-4863 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Steve Perry from SGP
$4,350,000
4 Beds ⋅ 4 Baths ⋅ ML82012556 MLS
Fantastic family home situated on one of the most desirable cul-de-sacs in Los Gatos. Well maintained home with evident pride of ownership. Beautifully refinished hardwood floors on the the main level. Chef's kitchen features extensive cabinetry, convenient prep island along a separate breakfast bar with beverage refrigerator. Dual Miele ovens, Miele dishwasher and large walk-in pantry. Open concept floor plan is perfect to breakfast table area and family room with built-in cabinets and gas burning fireplace. Welcoming living room has large windows letting in abundant natural light. Formal dining room area. The spacious primary suite offers a convenient built-in desk area, large windows with bench seating along with his/her walk in closets. A second master suite offers a large walk-in closet along with a beautifully updated bathroom. Two additional generously sized bedrooms. Incredible views of the Santa Cruz Mtns and sunsets from the home and deck. The tranquil and large backyard has an enclosed gazebo, a perfect spot for al fresco dining, a welcoming garden feeling with lawn area and mature trees surrounding the property. Adjacent to popular Johnson Ave. Extensive storage throughout. Close to Town and schools. Owned solar & generator. Over-sized 3-car garage

109 Johnson HOLW, Los Gatos

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

Sold listing courtesy of Andy Tse from NTERO
$2,350,000
5 Beds ⋅ 4 Baths ⋅ ML82004329 MLS
Discover outstanding value in the Los Gatos mountains, offering more home & land while minutes from downtown & a short drive to beautiful SC beaches. Step into serenity at this exclusive gated country estate. Nestled in a park-like setting this is mountain living refined, where sweeping landscapes, beautiful tree lined views & lush privacy meet luxury & convenience. Prime Location & Lifestyle, this retreat offers tranquil seclusion yet a mere stroll from the Summit Store and the Elementary and Middle schools. Host unforgettable gatherings in the stunning outdoor kitchen, set among garden terraces under mature trees. Entertain against the backdrop of soaring redwoods, mountain views, expansive lawns, & a fenced vegetable garden awaiting your culinary imagination. Sun-Drenched Acreage, A rare find: perfect for recreation, a large private sauna, gardening or your dream pool/outdoor lounge. Through the gated entry, discover an interior flooded with natural light, soaring ceilings, & fine finishes. Office could be a 6th bedroom! The gourmet kitchen features high-end appliances, open sightlines,& flows seamlessly into both formal & casual living spaces. This property is a rare gem of privacy, lifestyle, & convenience, all wrapped in breathtaking natural beauty. Award winning Schools.

23583 Summit RD, Los Gatos

Listed by Marisa Irene Thompson, 408-761-0609 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Craig Robinson from KWLGE
$11,350,000
8 Beds ⋅ 11 Baths ⋅ ML82010691 MLS
Experience the epitome of luxury living at Villa di Fiori, an award-winning architectural masterpiece nestled in the breathtaking vistas of Los Gatos, Silicon Valley. This extraordinary multi-generational smart home, recently remodeled in 2025, spans approximately 12,405 sq ft across 3.56 acres of meticulously designed private space. Featuring two exquisite dwellings, a brand new Tesla roof, and an infinity-edge PebbleTec pool with a Jacuzzi, this estate offers 8 sumptuous suites, 10.5 baths, and an array of entertainment options including an expansive theater lounge, game room, executive office, gym, wine cellar, and music room. With state-of-the-art smart home technology, 24-hour surveillance, and stunning panoramic sunset views, Villa di Fiori is not just a home; its a sanctuary of elegance and innovation, perfect for hosting grand gatherings or enjoying serene moments in your own private oasis. Experience the cascading waterfall and scent of fresh flowers, verandas & fountains accented by roses, Italian Cypress, a lush olive grove and pristine sculpture gardens. Minutes from the vibrant downtown Los Gatos, indulge in a lifestyle rich with art, culture, and culinary delights, all while surrounded by the beauty of Italian-inspired gardens and tranquil courtyards. Welcome home.

15681 Kennedy RD, Los Gatos

Listed by Ofelia Ventura, 408-218-1405 from KW Silicon City
(If provided) CoList: from

Sold listing courtesy of Greg Simpson from KWLGE
$7,450,000
5 Beds ⋅ 8 Baths ⋅ ML82008476 MLS
Château de la Vue | Elevated above Los Gatos, boasts over 9,500 sq. ft. of living space and presides over an ultra-private 2-acre estate where panoramic 180° views stretch from the lights of Silicon Valley to the skyline of San Francisco. This dual-gated compound offers an unmatched blend of security, tranquility, and architectural significance just minutes from downtown Los Gatos. The main residence spans over 7,000 sq. ft. with 4 bedrooms accompanied by 5 bathrooms and an executive office. The interior balances timeless luxury with dramatic indoor-outdoor flow, creating seamless entertaining experiences across expansive terraces, views, and landscaped grounds. A separate, over 2,200 sq. ft. guest house, accessed via its own gated driveway delivers full dual-living flexibility across two levels, each with its own kitchen, accompanied by 1 bedroom and 3 bathrooms. Ideal for multigenerational living or a private retreat. Resort-style amenities include a 75-foot lap pool and spa, movie theater, gym, and oversized 3-car garage.. Modern regulations make replication of an estate of this size, above ground, virtually impossible today. Chateau De La Vue is a generational opportunity to own one of Silicon Valleys most iconic, irreplaceable estates!

16541 Cypress WAY, Los Gatos

Listed by The Gummow Brothers, 408-616-9146 from Christie's International Real Estate Sereno
(If provided) CoList: Kirsten Trapani from Christie's International Real Estate Sereno

Sold listing courtesy of The Gummow Brothers from SGP
$3,700,000
4 Beds ⋅ 4 Baths ⋅ ML82006148 MLS
Nestled against the picturesque Los Gatos foothills is this extensively remodeled contemporary home with architecturally designed landscaping, a Bluestone courtyard entry with waterfall fountain, and a resort setting in the rear yard dotted with fruit trees, terraced retaining walls, massive outdoor kitchen with custom designed pergola, large wrap-around deck, gas-fired conversation pit, large Jacuzzi spa with electronic cover, and garages for 3 cars set on a quiet street in the prestigious Kennedy Road neighborhood on .41 acres just 1.5 miles from charming downtown Los Gatos. Youll appreciate the freshly painted interior and a remodeled kitchen highlighted by leathered granite, a skylight and stainless steel appliances; a newly added Primary bath, engineered hardwood floors, crown molding; Surround Sound speakers, multiple sliding doors with rear yard access and sun tunnels. This home is energy efficient with a recently added Presidential roof, Tesla solar panels, 3 Tesla Powerwalls, dual purpose heat pump, LED recessed lighting, an updated electric panel, and a tankless water heater. The Media Room is a bonus living area of approximately 400 square feet. Award-winning Los Gatos schools.

104 Pinta CT, Los Gatos

Listed by Melanie Kemp, 408-805-1555 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Melanie Kemp from CBR
$3,250,000
4 Beds ⋅ 4 Baths ⋅ ML82005143 MLS
Imagine the best of both worlds: less than 5 miles from Los Gatos' acclaimed dining, excellent schools, and boutique shopping, your own private retreat awaits. Surrounded by sun, majestic redwoods, and breathtaking views, this property offers unparalleled tranquility. Enjoy a heated pool, koi pond with a rhythmic fountain, and a sports court on expansive grounds. This self-sufficient estate boasts a 418 sq ft ADU, a 672 sq ft workshop/1 car garage, 450 sq ft 2 car garage, oversized carports, garden, chicken coop, stable, owned solar, and EV charging. Drink from your private well, echoing the land's history as a rejuvenating spring destination. Entertain from the elegant chef's kitchen with high-end appliances and quartz countertops, on the decks, or at the resort-style pool. Inside, discover 4290 total square feet of light-filled open living space, grand windows with epic views, a stone fireplace, and modern design. Experience peaceful luxury living with easy access to Silicon Valley opportunities today!

19445 Black RD, Los Gatos

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

Sold listing courtesy of Radney Toomasian from APR
$4,675,000
4 Beds ⋅ 3 Baths ⋅ ML82003127 MLS
Beautifully remodeled 4 bedroom & 3 full bathroom Mediterranean style home. One bedroom & bathroom on 1st level. The home is situated on a quiet cul-de-sac within strolling distance to all schools ,downtown shopping, restaurants, and coffee houses. Formal entry with high ceiling, formal living room with a wood burning fireplace, gas starter, and cathedral ceiling. Large formal dining room for entertaining. Kitchen/family room combination, custom cabinets, Ceasarstone counters, glass tiled backsplash, new gas cooktop, built-in double ovens/microwave & breakfast bar. Great room with gas fireplace, built-in surround sound , high ceiling, skylights, built-in desk and storage cabinets. Hardwood floors throughout. Spacious primary suite with mountain views, sitting area, large walk-in closet with custom built-ins, romantic primary bath, double sinks ,marble counter & floor, custom cabinets, walk-in shower with marble slab & glass surround, large jetted tub, and skylight. Resort-like backyard with a saltwater Pebble Tec pool/spa, waterfall, gas fireplace , outdoor kitchen with Dacor gas BBQ, sink, & refrigerator, and artificial turf. 3 car attached garage. Double pane windows & sliders. Views of the mountains & hills. Easy access to hiking & biking trails. Los Gatos Schools

112 Johnson HOLW, Los Gatos

Listed by William Lister, 408-387-3885 from Coldwell Banker Realty
(If provided) CoList: Mike Wenstrand from Coldwell Banker Realty

Sold listing courtesy of William Lister from CBR
$2,700,000
2 Beds ⋅ 2 Baths ⋅ ML82003331 MLS
CIRCLE DRIVEWAY LEADS TO CAPTIVATING COTTAGE WITH HUGE UPSIDE! ENORMOUS POTENTIAL WITH 19,000 SF FLAT RECTANGULAR LOT! ROOM FOR POOL/SPORT COURT ***POSSIBLE 2 HOUSE LOT/ADU.....???!!!!! LIVE IN 2 BEDROOM+OFFICE WHILE CREATING PLANS OR KEEP WONDERFUL (SUPER TIDY-NOT STAGED) RENTER AT $5,000 MONTH! UPGRADES INCLUDE: KITCHEN=NEW APPLIANCES, MAIN BATH, ALL NEW WINDOWS+BLINDS,REFIN OAK FLOORS, RECESSED LIGHTS, NEW GARAGE DOORS! FORMAL ENTRY/INVITING LIVING ROOM, FIREPLACE, PICTURE WINDOW+MORE! DELIGHTFUL FRONT OFFICE/HUGE KITCHEN+DINING AREA/SPACIOUS SEPARATE FAMILY ROOM (Could be 3rd Bedroom) +FPL, VERY COZY TINY 2ND BATH+STALL SHOWER/ENCLOSED BACK PATIO// 3 CAR GARAGE PLUS CONNECTED SMALL OLDER ADU (PLUG IN HEATERS/FANS) WITH KIT AND STALL SHOWER BATH=LONG TIME GREAT RENTER AT $2,000. BOTH RENTERS HAVE BEEN GIVEN NOTICE BUT WOULD LOVE TO STAY!

15910 Union AVE, Los Gatos

Listed by Lucy Wedemeyer, 408-891-6861 from Christie's International Real Estate Sereno
(If provided) CoList: Keith Andry from Christie's International Real Estate Sereno

Sold listing courtesy of Dora Chu from KWCU
$3,900,000
5 Beds ⋅ 4 Baths ⋅ ML82002337 MLS
Fabulous Los Gatos hillside home with breathtaking panoramic views and privacy. Extensive living space & land for entertaining, gardening & leisure in beautiful East Los Gatos neighborhood. Dramatic, sweeping views of Silicon Valley, the San Francisco Bay & hills. Tremendous privacy within this gated, nearly 2 acre estate. Newer construction (built new in 2003) with gorgeous hardwood floors, vaulted ceilings & 3 fireplaces. 2 bedroom suites, including one on main level + office. Spa-like primary bathroom with dual-head shower, soaking tub & spacious walk-in closet with built-ins. Gourmet kitchen with 6-burner Viking range & hood, extensive cabinetry & walk-in pantry. Vineyard & orchard with various fruit trees including white peach, nectarine, apple, pear, cherry, plum, lemon, orange & mandarin. Open concept floorplan. 3 car garage. Massive decks off both levels for entertaining, family BBQs & views. Open lot across the street is part of the same parcel. Consistent, high-value neighboring homes with large lots & no HOA. Low-traffic cul-de-sac. Close to family-friendly Blossom Hill, Oak Meadow & Vasona Parks, as well as Los Gatos Creek Trail. Top-rated Los Gatos Schools. Quick access to Downtown Los Gatos shopping, community events & world class restaurants. Opportunity knocks!

16060 Cerro Vista DR, Los Gatos

Listed by Erin Burke, 408-316-8369 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Erin Burke from CBR
$3,765,000
4 Beds ⋅ 5 Baths ⋅ ML82000503 MLS
Fantastic New Price for beautiful contemporary home w/ Views! Updated & expanded just 10 years ago! Huge outdoor entertaining space & pool! 4b + office + ADU! Major systems replaced during remodel. Awesome design, sleek & inviting! Interior enjoys volume ceilings & floor to ceiling windows in living areas- hardwood floors thru-out! European designed kitchen w/ integrated Subzero refrig, Miele gas cooktop, & Miele d/w, tons of storage. Large dining area overlooks expansive yard & patio area w/ lg pool, sauna, BBQ area & entertaining space. Main floor has 3 bedrooms including an ensuite plus an office. Privacy is offered w/ upstairs primary suite w/ expansive floor-to-ceiling window line, private balcony-perfect for relaxation. Primary bath featuring oversized freestanding soaking tub, a floor-to-ceiling tiled shower w/ dual fixtures, a floating dual vanity. Rear yard is entertainers delight offering a quiet & serene space w/ large redwood deck, covered BBQ area, multiple lounging spaces & inviting in-ground pool. A detached ADU studio has full kitchen & bath. Attached is utility/laundry rm & sauna. Quiet enclave of homes is part of an HOA for maintenance of the road. Convenient to all LG has to offer but quiet & serene in the peaceful foothills of LG, enjoying top LG Schools!

15640 Shannon Heights RD, Los Gatos

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

Sold listing courtesy of Eric McCafferty from GGSIR
$8,000,000
4 Beds ⋅ 5 Baths ⋅ ML81999864 MLS
Absolutely stunning home by renowned architect Gary Kohlsaat in the highly desirable Surrey Farms Neighborhood. Set on an immaculate half an acre, this luxurious farmhouse style property blends modern luxury with seamless indoor-outdoor living checks all the boxes! An open concept kitchen and family room with side by side La Cantina doors completely opens to the resort-like backyard. Perfect 800 sq ft pool house. Custom designer materials and fixtures throughout. The primary suite offers a spa-like retreat, private deck, along with custom his and hers walk-in closets. Oversized game room with La Cantina doors. Impressive cedar wood details throughout the interior and exterior. The incredible loggia has a gas burning fireplace, skylight, TV, outdoor kitchen with Evo grill. The yard is perfect for entertaining & family fun with a pool, hot tub, large turf lawn, kids play structure, built-in trampoline, gas fire pit, sauna & outdoor shower. Pool house has living room, legit gym & full bathroom. Gym room was designed as an optional bedroom. Ground level bedroom has an en-suite bathroom. Beautiful dedicated office with custom built-in cabinets. Massive 973 sq ft garage with epoxy flooring & built-in storage cabinets. Great mud room. Extensive smart home features. Just perfect!

140 Twin Oaks DR, 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
$1,575,000
3 Beds ⋅ 3 Baths ⋅ ML82000084 MLS ⋅ Riva Ridge HOA BLDG.
Fantastic Riva Ridge location - a beautiful home perfectly situated to enjoy Monterey Bay views. See the coastline from the living room, dining room, and kitchen. The current home is 2399sf upon a 20,600sf lot, potential room to grow! Light and bright thanks to large, south facing windows. The main level offers a living room with vaulted ceilings, dining room, kitchen, an office loft, and an ensuite primary bedroom with a private balcony. The spacious kitchen has a sun bathed breakfast area that opens to a large deck & features vintage Made in the USA appliances, and has lots of cabinet storage. Step down to the lower level for a separate family room and two more bedrooms and a full bathroom. 3-car garage opens to a second large balcony. All balconies ready for updates. Los Gatos schools. Bus pickup close by for Los Gatos High, CT English, and Loma Prieta. Riva Ridge Courts just 1/2 mi. away for basketball, pickleball & tennis. Riva Ridge hiking trails, mtn. biking trails nearby. Majestic California Redwoods, and no stop lights in the mtns. Just 4.9mi. to Summit Store grocery, 2.5 mi. to Redwood Estates post office, Pizza, and convenience store. 7.5 mi. to downtown Los Gatos shopping, food, fun, cafes, Farmers Market, more! 16 mi. to Santa Cruz.

22324 Riva Ridge RD, Los Gatos

Listed by Terence Leary, 408-921-4343 from Golden Gate Sotheby's International Realty
(If provided) CoList: Paula L Leary from Golden Gate Sotheby's International Realty

Sold listing courtesy of Ghazal Torun from CBR
$7,700,000
6 Beds ⋅ 5 Baths ⋅ ML81999113 MLS
This spectacular & private 6,400+ SQFT luxurious Mediterranean contemporary estate on one manicured vineyard acre is located just minutes to downtown Los Gatos* Featuring 6 bedrooms, 5 bathrooms, great room, living room, dining room/billiards room, home theatre, wet bar, bonus room, home gym, and wine cellar*Unrivaled quality, centrally located on a private cul de sac leading to a gated driveway & surrounded by other $10M+ luxury estates*Soaring ceilings in every room w/ world class furniture quality cabinets, wide planked hardwood floors, boxed wood beams, & custom built ins*Sweeping entertainment yard w/ an infinity edged pool, spa, waterslide, stunning hillside vineyard, private gardens, outdoor full kitchen, BBQ, firepit, view balconies & patios, & phenomenal city light views to enhance your living experience*Over $1M recent landscape remodel on this Tuscany masterpiece with an epic resort like back yard*Open epicurean kitchen, huge center island, top Wolfe & SubZero appliances, marble counters, & designer lighting & plumbing fixtures*Opulent primary suite w/ an enormous walk in closet, exquisite bath w/ a tall shower enclosure & soaking bathtub*The ultimate entertaining home*Distinguished Los Gatos Schools*10!!

17148 Mill Rise WAY, Los Gatos

Listed by Joe Piazza, 408-410-5020 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Azita Alaverdi from COMPS
$3,700,000
5 Beds ⋅ 5 Baths ⋅ ML81997628 MLS
Perched atop a picturesque knoll with breathtaking 360° views and set amidst majestic oaks, this extraordinary Los Gatos retreat offers unmatched privacy, sweeping vistas, and magical city light views. Designed to blend seamlessly with its surroundings, the home features expansive decks and floor-to-ceiling windows that frame the rolling canyons, creating a tranquil sanctuary of modern sophistication. The main residence spans 2,968 sqft, featuring 4 beds and 4 baths, while an adjoining 550 sqft guest quarters offers a private 1 bed, 1 bath retreat, complete with a full kitchen and dining area. Inside, soaring vaulted ceilings and expansive wall-to-wall windows flood the interiors with natural light, framing breathtaking vistas from every room. The spacious primary suite is a serene escape with high ceilings, a spa-like ensuite, and a private viewing balcony. Multiple decks extend the living space outdoors, while the pool and deck area create a striking backdrop for both relaxation and entertaining. Completing this refined retreat is a laundry room, 2-car garage with a third bay, and multiple parking pads. Perfectly positioned just 2.5 mi from Main Street, this residence offers the best of both worlds - tranquility with modern amenities and close proximity to top-rated LG schools.

17180 Crescent DR, Los Gatos

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

Sold listing courtesy of Mahsa Manavi from CBR

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