Quick Los Gatos Real Estate Search

View All Los Gatos CA Multi-Generational Home Listings

24010 Summit Woods DR, Los Gatos
$2,650,000
4 Beds ⋅ 5 Baths ⋅ ML82064954 MLS
Elegant mountain home situated in the desirable 'Summit Woods', close to the heart of the Summit community and local amenities including the Summit Store, wineries, churches, Loma Prieta elementary & CT English middle schools. Approx 20 mins to downtown Los Gatos & Los Gatos High, or Capitola & the beach! Over 5000 sqft luxurious living space, set on 1.26 acres sunny, all usable land...ample space to add a pool, sports court, vineyard...even horses. The ground floor comprises a formal entry & parlor, chefs ktichen with island and informal dining, living room with vaulted ceilings & rock fireplace. Huge formal dining room features walk-in wine cellar with wrought iron gate. Expansive master suite with spa-like bathroom. Laundry room leads to attached SIX CAR garages with marble tile floors! On the 2nd floor; 3 further bedrooms incl. 2 ensuite baths, hall bath and family room/den, large balcony with mountain views. The property exterior features a gated entry with paver driveway, perimeter fencing, rear deck with views over the raised gardens & gently sloped land. Huge enclosed dog run, custom chicken coop, garden tractor garage, and whole house generator. Summit Woods annually welcomes the mountain community for Halloween trick-or-treating. Beloved family friendly neighborhood!

24010 Summit Woods DR, 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

23353 Deerfield RD, Los Gatos
$2,490,000
4 Beds ⋅ 3 Baths ⋅ ML82062433 MLS
Private nearly one-acre mountain retreat with refined interiors, dual primary suites & a spectacular resort-style backyard in the Santa Cruz Mountains. Set on a quiet cul-de-sac, this stunning home is surrounded by natural beauty. An open floor plan, multiple skylights & expansive windows fill the home with natural light and frame tree-lined views from nearly every angle, creating a sophisticated retreat. Living spaces include a cozy living room, formal dining room, spacious family room & dedicated office. The modern kitchen features crisp white cabinetry, high-end appliances & a breakfast nook opening to the expansive backyard deck. Two primary suites offer privacy. The main-level suite features an en-suite bath & French doors to a private outdoor seating area. The lower-level suite includes a walk-in closet & spa-inspired bath with dual sinks, glass-enclosed shower & soaking tub. Also downstairs: a large laundry room & second family room ideal as a gym, game room, media room or flex space. Set on nearly one acre (43,299 sq ft), the resort-style backyard features expansive decking, a custom in-ground pool & spa, & low-maintenance landscaping. Minutes to Los Gatos, Santa Cruz & Moss Landing, with excellent Loma Prieta Elementary, C. T. English Middle & Los Gatos High schools.

23353 Deerfield RD, Los Gatos

Listed by Chris Alston, 408-921-4711 from KW Bay Area Estates
(If provided) CoList: Hannah Isaka from Keller Williams Realty-Silicon Valley

14302 Lora DR, Los Gatos
$4,000,000
5 Beds ⋅ 6 Baths ⋅ ML82061015 MLS
Newly built in 2026, this stunning Los Gatos home blends modern design with everyday comfort. Featuring 5 bedrooms each with its own en suite bath, the home offers approximately 4,467 sq ft of thoughtfully designed living space. A grand entry with soaring 21 ft ceilings, a statement chandelier, and oversized skylight sets the tone, complemented by wide plank flooring and curated designer finishes throughout. The flowing layout includes a formal living room with curved windows, an elegant dining area, and an expansive great room that opens seamlessly to the backyard through floor to ceiling glass doors, perfect for indoor outdoor living. The chefs kitchen is a true centerpiece, showcasing top of the line appliances, ample cabinetry, and an oversized island, complemented by a full secondary butlers kitchen, ideal for entertaining and everyday functionality. Additional highlights include a detached two car garage with two charging points, owned solar, and a light filled interior throughout. Ideally located right around the corner from La Rinconada Country Club and Bay Club Sports and Tennis, just a short drive to downtown Los Gatos and downtown Campbell, and within walking distance of Wedgewood Park, with easy access to major commuting routes.

14302 Lora DR, 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 Olesia Woodward from NTERO

600 Ridge Top RD, Los Gatos
$2,295,000
3 Beds ⋅ 4 Baths ⋅ ML82060472 MLS
"Ridge Top" estate on 13 acres with breathtaking ocean, mountain & vineyard views! Tri-level Mediterranean-style home built in 1992. Spacious formal entry with vaulted ceilings. Steps up to living/dining room w/fireplace, vaulted wood ceilings, sliders to deck. Remodeled kitchen with cherry cabinets, granite countertops, stainless appliances. Pool view from kitchen window. Bright breakfast bay with floor-to-ceiling windows, spectacular 180 views. New hardwood flooring, bathrooms remodeled in '24. Two large primary suites, new custom plantation shutters. Primary bathroom features a luxurious deep, free-standing soaking tub under window, oversized shower, dual vanity. Steps down to guest suite with huge walk-in closet. Lower level family/rec room with wet bar, sitting area, spacious office bay. 3rd bedroom with fireplace, sliders to deck, adjacent hall bath. Lwr level layout designed for potential 4th bedroom. Lap pool w/spa, sunny travertine deck. Usable land offers space for vineyard, gardening, sport court or horses. Long circular driveway, generous parking, room for oversized vehicle/ RV. 4 car drive-thru garage, vaulted wood ceilings, potential to convert to ADU? Comcast internet, excellent shared well. Central location near Summit store & schools, easy drive to town or beach!

600 Ridge Top 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

16220 S Kennedy RD, Los Gatos
$6,600,000
5 Beds ⋅ 5 Baths ⋅ ML82060328 MLS
Resort-style living meets Silicon Valley convenience at this exceptional custom built, single-level residence. Gated & privately positioned on a flat acre just minutes from vibrant downtown Los Gatos, this property seamlessly connects sophisticated interiors with extraordinary outdoor spaces, creating a private retreat equally suited for everyday living & entertaining. The residence centers around an open kitchen-family great room overlooking the spectacular grounds. The chef's kitchen features an island with seating, Wolf/Sub-Zero/Thermador appliances, slab counters & walk-in pantry. A spacious living/dining room provides an elegant setting for larger gatherings. A private bedroom wing features a gracious primary suite with fireplace, sliding French doors, dual-sided walk-in closet & spa-inspired bath. A separately positioned 4th bedroom with full bath is ideal for guests or a private executive office. The detached guest house is a destination unto itself with its great room, full kitchen, bedroom suite & laundry. Outside, the property transforms into a private oasis. Expansive lawns surround a sparkling pool & spa, bocce court & outdoor kitchen pavilion. Solar, 3-car garage, Los Gatos schools, moments to downtown LG & convenient access to leading Silicon Valley tech campuses.

16220 S Kennedy RD, Los Gatos

Listed by Billy McNair, 650-862-3266 from Coldwell Banker Realty
(If provided) CoList: Andrea Schultz from Coldwell Banker Realty

Sold listing courtesy of Mimi Trieu from RDFIN

18300 Lakeview CT, Los Gatos
$2,950,000
5 Beds ⋅ 5 Baths ⋅ ML82052262 MLS
Spectacular Lexington Hills estate with panoramic views, less than 5 minutes from Downtown Los Gatos. This 3,640sf ± estate offers the perfect blend of privacy, luxury, and convenience in a peaceful mountain setting overlooking Lexington Reservoir and the Los Gatos foothills. Enjoy breathtaking sunsets, soaring bald eagles, and stunning views from multiple expansive decks. Designed for comfortable living and entertaining, the home features a recently remodeled gourmet kitchen with premium finishes, spacious living areas, and seamless indoor-outdoor flow. The luxurious primary suite serves as a private retreat with a spa-inspired bathroom and abundant closet space. Step outside to your own resort-like setting featuring a sparkling pool, multiple entertaining decks, and usable land with room for gardens, goats, chickens, and your own water access to Black Creek. Experience the benefits of country living without sacrificing proximity to town. Located in the highly sought-after Los Gatos school district and just minutes from Downtown Los Gatos, you'll enjoy easy access to award-winning restaurants, boutique shopping, parks, and community events. A rare opportunity to own a private view estate that combines natural beauty, usable land, top-rated schools, and exceptional convenience.

18300 Lakeview CT, Los Gatos

Listed by Mark Von Kaenel, 408-568-6602 from KW Bay Area Estates
(If provided) CoList: from

Sold listing courtesy of Yvonne Szu from NTERO

365 Pennsylvania AVE, Los Gatos
$3,650,000
4 Beds ⋅ 4 Baths ⋅ ML82046832 MLS
An extraordinary opportunity to own in one of the finest downtown Los Gatos locations. Built in 1991 this home's layout supports a variety of living arrangements. The primary living features 3 bedrooms, 2.5 baths w/ 2,680+/- sf. A separate second floor quarters includes 1 bedroom, 1 bath & 973+/- sf. An additional ADU of 387+/- sf is across the garden. Enjoy as is OR combine living spaces as desired. The main house highlights a stunning great room w/ open beam ceiling, bright dining & a chef's kitchen w/ SS appliances, a walk-in pantry & center island. French doors open to the rear Ipe entertainment deck creating seamless indoor-outdoor creek side living w/ privacy, views & Bocce Ball! A spacious primary suite w/ two walk-in closets, living room, study & powder room complete the main living. Downstairs, discover 2 bedrooms, family room, office, laundry & wine cellar/storage. Brazilian Cherry floors, skylights, recessed lighting, dual pane windows, AC & fresh painted interior. The expansive 11,500+/-sf grounds offer excellent space for entertaining, everyday enjoyment & incredible potential. Legal access to Wissahickon from rear of property. Great walkability to downtown & trails too. Exceptional schools complete the package. Have it all: lifestyle, flexibility & long term value!

365 Pennsylvania AVE, Los Gatos

Listed by Shelli Baker, 408-568-9412 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Erfan Modir from NTERO

16371 Aztec Ridge DR, Los Gatos
$6,000,000
5 Beds ⋅ 5 Baths ⋅ ML82039380 MLS
Welcome to 16371 Aztec Ridge, a 5-bed, 4.5-bath estate set on approximately 2 acres above Los Gatos, offering sweeping views across Silicon Valley and stretching to San Francisco. A gated entry leads to a beautifully maintained setting with expansive parking and a 3-car garage. Inside, the home opens to a grand foyer framed by walls of glass that capture the surrounding landscape. The main level is designed for both everyday living and entertaining, featuring a chef's kitchen with a walk-in pantry, formal dining room, and multiple living spaces that flow seamlessly to outdoor balconies. The lower level offers a private guest suite, game room, and flexible living areas, along with a pre-built home theater ready for completion. Smart home integration allows for effortless control of lighting and systems throughout. The backyard delivers a true resort experience, highlighted by a walk-in infinity-edge pool with a 75-foot water slide, outdoor kitchen, fireplace, and multiple entertaining areas. A private lookout creates the perfect setting to take in city lights and fireworks, while a large turf area adds space for recreation. Located within the highly regarded LG School District and just minutes from downtown, this property offers a rare combination of privacy and lifestyle.

16371 Aztec Ridge DR, 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 Francesca Lampert from CBR

16970 Placer Oaks RD, Los Gatos
$2,385,000
5 Beds ⋅ 3 Baths ⋅ ML82043271 MLS
Nestled in a desirable Los Gatos neighborhood, this home presents a rare opportunity to create your dream home on a spacious lot w/mountain views. This 2 story home offers generous living spaces, a flexible floor plan, & endless potential for customization. Bring your designer or architect & reimagine this home to your exact vision. Main level features an inviting living room with cozy fireplace, a formal dining area, and an eat-in kitchen. 2 ground-floor bedrooms including one with an en-suite bath featuring a stall shower. Guest bathroom includes shower over tub. A sunroom off downstairs bedrooms offers a bright and versatile space, perfect for relaxing. Upstairs features 2 sizable bedrooms plus an expansive primary suite or family room with its own fireplace, a private retreat. Upstairs features a Jack-and-Jill bathroom with dual vanities, tub, and a separate stall shower. Enjoy peaceful mountain views from the 2nd floor deck. Large backyard offers ample room for outdoor living, gardening, or entertaining, complete w/patio ideal for BBQs. 2 car garage w/off street parking. Close to top-rated schools, shopping, & the vibrant dining scene of downtown Los Gatos. Convenient freeway access for commuting. Unique chance to transform this property into a stunning custom home.

16970 Placer Oaks RD, Los Gatos

Listed by Travis R. Bertelsen, 408.316.1623 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Travis R. Bertelsen from SGP

16988 Kennedy RD, Los Gatos
$4,200,000
4 Beds ⋅ 5 Baths ⋅ ML82039850 MLS
Refined, sophisticated, and thoughtfully designed, this exceptional Kennedy Road residence offers elevated luxury living in one of Los Gatos most desirable locations. Built with high-end finishes and architectural intention, the home showcases tall ceilings, abundant natural light, and seamless flow throughout. The interiors blend timeless elegance with modern comfort ideal for both everyday living and stylish entertaining. The chefs kitchen features premium appliances, custom cabinetry, and an inviting layout that opens to beautifully appointed living spaces. The primary suite is a true sanctuary, complete with a spa-inspired bath and generous proportions. Secondary bedrooms are well-sized and private, reflecting the homes overall sense of comfort and refinement. Main level guest bedroom includes attached en-suite. Outside, the grounds are meticulously maintained and designed for ease offering privacy and charm without the maintenance of a large estate. Enjoy indoor-outdoor living in a setting that feels peaceful yet connected. Located just minutes to downtown Los Gatos, top-rated Los Gatos schools, dining, and commuter routes, 16988 Kennedy Road represents polished Silicon Valley living at its finest. Owned solar with backup battery and EV car charger.

16988 Kennedy RD, Los Gatos

Listed by Stine Jackson, 408-320-5256 from Compass
(If provided) CoList: Jennifer Siem- Oldham from Compass

Sold listing courtesy of Lori Shaheen from SGP

22108 Call Of The Wild RD, Los Gatos
$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

26756 Adams RD, Los Gatos
$2,250,000
5 Beds ⋅ 5 Baths ⋅ ML82040368 MLS
Spectacular sunsets and ocean views! Uninterrupted long range vistas over mountains and ridges, to the beaches of the Monterey Bay. Peaceful setting on a cul-de-sac, only minutes from local amenities including the Summit store, schools, churches, 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 including 3 primary suites, one on ground floor - ideal for au pair/in-law quarters. 4 full baths & 1/2 bath. Approx. an acre of sunny, usable land offering ample space for entertaining, featuring expansive back deck and patio with pool & spa, raised gardens, huge almost-level front yard and low maintenance landscaping, 3 car garage. Recent upgrades include owned (paid for) solar, auto whole house generator, refinished pool 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, EV2 charger. Only 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

25220 Quail Ridge RD, Los Gatos
$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

530 Santa Rosa DR, Los Gatos
$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

24595 Skyland RD, Los Gatos
$2,300,000
4 Beds ⋅ 4 Baths ⋅ ML82024805 MLS
Tudor-style home built in 1993, set on over 24 acres of stunning, sunny, rolling land, with serene mountain views. A long private driveway leads to the home & 2-car garage. Formal entry opens to the impressive formal living room with walls of windows and soaring ceilings. Kitchen, breakfast room, formal dining, sunroom, & library with custom built-ins and cozy wood-burning fireplace. Ground floor primary bedroom with walk-in closet, full bath with original copper claw-foot tub. Upstairs comprises 2nd primary with ensuite bath, 2 further bedrooms & hall bath. Rare full basement offers interesting expansion possibilities, eg. home theater, gym, bar, workshop. Outdoors - explore private trails through redwood, oak, fir & bay trees. Mature fruit trees include pear, apple, apricot, prune, avocado, orange, lemon, and peach, plus a 100-year-old Concord grape vine. Various historic outbuildings, including the original detached garage, storage barn, and bath house. Restore the iconic 100-year-old barn? Endless potential for future development - room for ADU, pool, sports court, organic farm, or vineyards & winery. The property is served by a private well & 2 springs. Rare opportunity only 20-25mins from Los Gatos & Capitola, close to Summit Store, wineries, & top-rated schools.

24595 Skyland RD, Los Gatos

Listed by Suzanne Merrick, 408-416-7130 from Christie's International Real Estate Sereno
(If provided) CoList: Rebecca Smith from Christie's International Real Estate Sereno

Sold listing courtesy of Raylene Khan from SGP

286 Mountain Laurel LN, Los Gatos
$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

16717 Shannon RD, Los Gatos
$2,775,000
4 Beds ⋅ 4 Baths ⋅ ML82018259 MLS
Welcome Home to 16717 Shannon Rd in the Heart of Vibrant Los Gatos! Ideal Location w/in Walking or Biking Distance to Award-Winning LG Schools in Less than 10 Minutes! Beautifully updated throughout w/ Freshly Resurfaced Hardwood Floors & Recessed Lighting Throughout! Three of the Bedrooms are Suites! The Downstairs Primary has Direct Exterior Access & the Ensuite was Recently Updated w/ Permits w/ All New Designer Tiles + Special Touches like Mosaic Tile in the Recessed Niche, Both Massage + Rainfall Shower Heads & a Glass Bard Door Enclosure). The Kitchen was also Recently Remodeled w/ Permits & Includes New Quartz Countertops, New Mosaic Tile Backsplash & SS Appliances! Private Courtyard Off of Breakfast Nook w/ Flagstone Patio for Al Fresco Dining! The Upstairs Bedrooms have Cathedral Ceilings! The Upstairs Primary Boasts Double Door Entry, a Walk-In Closet, & a Sunken Tub. Interior Laundry & Basement Bonus Room! EV Charger in Garage w/ Long Cable for Charging in the Garage or the Driveway. Walk to Multiple Community Features: Orangetheory (3 Min), YogaSource (5 Min), Blossom Hill Park w/ Tennis Courts (8 Min)! Starbuck's Lunardi's & Whole Foods are only a 2 Min Drive from the Home, Philz is only 3 Min, TJ's 4 Min. Easy Commute: 18 Min the Apple HQ & 20 Min to Nvidia HQ!

16717 Shannon RD, Los Gatos

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

Sold listing courtesy of Maxwell Dukelow from CBR

23020 Old Santa Cruz HWY, Los Gatos
$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

135 Calle Larga, Los Gatos
$1,959,000
3 Beds ⋅ 3 Baths ⋅ ML82013522 MLS ⋅ Rinconada Hills BLDG.
Discover 135 Calle Larga, a beautifully renovated two-story condo in the prestigious Rinconada Hills gated community of Los Gatos, where modern luxury meets resort-style living. This spacious 3-bedroom, 3-bath home offers over 2,000 square feet of thoughtfully updated living space, beginning with a stunning kitchen remodel featuring custom cabinetry, sleek quartz countertops, a 4 backsplash, stainless steel sink, designer faucet, new hardware, and upgraded appliances, perfectly blending function and style. The home continues to impress with fully renovated bathrooms that include new tiled floors and surrounds, quartz-topped vanities, updated fixtures, framed glass enclosures, new exhaust fans, and enhanced plumbing and electrical systems. Fresh interior paint and contemporary lighting create a warm, welcoming ambiance throughout. Set within 107 acres of manicured grounds, Rinconada Hills offers residents 24/7 traffic control, a private lake, cascading waterfalls, ten swimming pools, tennis and bocce courts, and a well-appointed clubhouse. Ideally located just minutes from downtown Los Gatos and Campbell, this home offers quick access to Vasona Park, the Los Gatos Creek Trail, and is in ideal proximity to top-rated schools, wineries, shopping, dining, and major highways.

135 Calle Larga, Los Gatos

Listed by Lin-Lin Tsou, 408-605-0114 from Real Estate Experts
(If provided) CoList: Brett Jennings from Real Estate Experts

Sold listing courtesy of Rick Bell from APR

22187 Old Santa Cruz HWY, Los Gatos
$1,785,000
4 Beds ⋅ 3 Baths ⋅ ML82010777 MLS
Amazing value close to town on a sunny acre with views and 5 car garage! This 4 spacious bedroom, 3-bathroom home is a haven of light and style. Formal entry leads to inviting living room, featuring high ceilings and abundant windows and views, complete with new carpets. The gourmet chef's kitchen boasts granite countertops, a center island with a breakfast bar, stainless steel appliances, and garden windows framing mountain vistas. Formal dining room, pantry and laundry area. Two primary suites, one is a retreat with exposed wood beams, distressed wide plank flooring, gas fireplace, enormous walk-in closet with built-ins and a luxurious bathroom with a sunken tub, and a shower with a stunning granite backsplash that leads to a private deck for morning coffee. Back yard has expansive Trex deck with breathtaking mountain valley views, grassy area, a large side yard with garden and horseshoe pit. Car enthusiasts will love the attached 3-car garage, carport, detached 2 car garage with barn/workshop, and a vast cement parking area. Additional features include updated electrical systems, internal fire sprinklers system, public water (sjwater), water tanks, whole house generator, central vacuum and comcast. Easy drive to town or beach. Los Gatos Schools (Loma Prieta, CT & LG High).

22187 Old Santa Cruz HWY, Los Gatos

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

Sold listing courtesy of Jill Cole from CBR

15681 Kennedy RD, Los Gatos
$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

17119 Crescent DR, Los Gatos
$2,695,000
3 Beds ⋅ 3 Baths ⋅ ML82007954 MLS
Discover your brand-new Los Gatos retreat, a truly unique sanctuary nestled in the serene hills, just minutes to downtown Los Gatos. Perched on a generous 16,689 sq. ft. lot, this home embodies the quintessential Los Gatos lifestyle: private, picturesque, and perfectly positioned. Featuring an open-concept kitchen, dining, and living area flowing seamlessly to a lovely view deck. This outdoor haven is ideal for quiet moments or entertaining, offering peaceful vistas and a true sense of escape. The chef's kitchen, with a premium stainless Thermador appliance package, is a joy for culinary pursuits, enhanced by picture-perfect views from the sink. Designed for modern living, this all-electric home incorporates advanced systems for superior comfort and efficiency, including solar power. Built with robust fire safety standards, exceeding SCCF requirements, this residence provides a secure, worry-free environment. This is more than a home; it's an invitation to experience the very best of Los Gatos. Enjoy the tranquility of the hills while moments away from Main Street's vibrant energy, charming boutiques, acclaimed dining, and direct access to the top-rated Los Gatos school district. Turnkey and ready, this brand-new home offers refined living in an unbeatable, private location.

17119 Crescent DR, Los Gatos

Listed by Bouja & Swenson Group, 408-655-9398 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Elena Clark from KWSV

16890 Cypress WAY, Los Gatos
$4,330,000
4 Beds ⋅ 4 Baths ⋅ ML81993439 MLS
NEW CONSTRUCTION modern residence set in the heart of Los Gatos, CA. This Brand-New Build is imbued with an aura of tranquility & offers a serene retreat just moments from Downtown Los Gatos shops & restaurants. With 4 bedrooms & 3.5 baths, 2 of which are ensuite this 3,082 sqft 2-level home melds modern comforts with timeless elegance. Inside, find naturally bright spaces, an open floor plan & ample high-end finishes. The main level encompasses breezy living areas & a kitchen with top of the line Wolfe & Sub-Zero appliances & polished Taj Mahal Quartzite countertops. Ascend to the second level to find the homes most exceptional asset: a 300-sqft CA living loggia, seamlessly blending indoor & outdoor living for year round enjoyment w/ breathtaking mountain and city views! In addition to its impeccable interiors, this property includes a private outdoor oasis. All-new landscaping spans more than 13,000sqft & offers a patio for outdoor enjoyment. A 2-car garage provides utmost convenience. This stunning home is a short distance to exceptional dining, boutique shopping, & vibrant entertainment. The prestigious Los Gatos High School is minutes away, as well as major Tech Companies, & nearby freeways. Discover a lifestyle of unparalleled refinement & convenience at 16890 Cypress Way!

16890 Cypress WAY, Los Gatos

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

Sold listing courtesy of Alan Wang from KWSCV

131 Pinta CT, Los Gatos
$4,625,000
4 Beds ⋅ 5 Baths ⋅ ML81991616 MLS
Experience luxury living in this stunning estate home, set on 1/3 acre of beautifully landscaped grounds at the end of a serene cul-de-sac ~ The expansive outdoor space is perfect for entertaining, featuring a pool, waterfall, hot tub, fire pit, and a custom built-in BBQ, all complemented by spacious outdoor living areas ~ Enjoy the benefits with solar panels for both the home and pool ~ Inside, the light-filled contemporary design boasts a functional floor plan with vaulted ceilings, glass doors in the living, family, and dining room, allowing natural light to flow throughout the home ~ The primary suite offers a private retreat with a sitting area, fireplace, walk-in closet, and a luxurious en-suite bath ~ The top floor features three spacious bedrooms, while a well-appointed guest suite with a private bath is conveniently located on the main level ~ The chefs kitchen is a culinary delight, equipped with stainless steel appliances, a stylish island, and a breakfast bar ~ Additional features include a bonus/game room, wine cellar, crafting area, large workshop, and ample storage space ~ Ideally located close to downtown Los Gatos with easy access to the schools & parks ~ Enjoy exceptional indoor and outdoor living in this remarkable property ~ LG Schools!

131 Pinta CT, Los Gatos

Listed by C.T. Harris, 408-375-9265 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Bella Daniel from 01BLLA01

15110 Shannon RD, Los Gatos
$5,000,000
6 Beds ⋅ 6 Baths ⋅ ML81991234 MLS
Welcome to this extraordinary 6-bedroom, 6-bathroom luxury estate! A 90% Brand NEW Construction masterpiece meticulously crafted by 1One Development Group. Nestled on over 1.4 acres of pristine flat land. Offering unparalleled sophistication & comfort, this property redefines modern living with it's impeccable design & premium amenities. Step into the breathtaking primary home where soaring 22ft Vaulted Ceilings & Marvin windows invite abundant natural light, creating an airy & elegant ambiance. The spacious open floor plan flows seamlessly, providing ample opportunities to tailor the living space to your needs. The Chefs kitchen features Taj Mahal quartzite countertops, an over sized island, and a top-of-the line Wolfe & Sub-Zero appliance package, making it a culinary enthusiasts dream! Enjoy the luxury of choice with two primary suites-one conveniently located on the main floor & another privately situated on the second floor. Relax & unwind in the sparkling lap pool with an inset spa, perfect for entertaining or serene moments of tranquility. The property also includes an impressive detached 880sqft Guest house. With over 1.4 acres of Flat land, the possibilities are endless to Design your very own outdoor Dream Oasis. Don't miss your chance to call this estate home!

15110 Shannon RD, Los Gatos

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

Sold listing courtesy of Kathleen Wilson from APR

105 Highland AVE, Los Gatos
$5,000,000
5 Beds ⋅ 5 Baths ⋅ ML81990670 MLS
Minutes away but worlds apart!! Natural privacy emanates from this rebuilt Craftsman-style estate inspired by the prized architect Gustav Stickley, offering a captivating interplay between nature and structure that few residences manage to achieve. Stickley will always be remembered for designing homes and estates based on the fundamental principles of honesty, simplicity, and usefulness. The almost two usable acres are just seconds to exciting and historic downtown Los Gatos offering a unique and vibrant experience. As you enter this home you immediately feel steeped in history and quality. The formal living room is warmed by a fireplace and features clear heart redwood walls which creates an inviting and warm space. The adjacent formal dining room shares the same warm and elegant aesthetics creating a sense of continuity and flow. A well-planned culinary kitchen with a large Butcher block cooking island, custom wood cabinetry, top-of-the-line appliances, limestone slab countertops, and a walk-in pantry with ample storage and space. A great room that flows off the kitchen with a fireplace finished in stone and flacked with custom wood cabinetry. The primary bedroom is located on the main level with a spa-like bath. Detail is the hallmark of the residence. Owned Solar.

105 Highland AVE, Los Gatos

Listed by Knight-Sedgwick, 408-313-2191 from Coldwell Banker Realty
(If provided) CoList: Gerry Woodward from Coldwell Banker Realty

Sold listing courtesy of Chad Rabello from COMPS

Start Your Search

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 Real Estate Company 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.


Copyright 2026 MLSListings Inc. All rights reserved

How much is your home worth?

Get instant property value now!