Los Gatos 3 Car Garage Real Estate, Homes for Sale

4 Beds ⋅ 4 Baths ⋅ ML82056494 MLS

San Francisco to Gilroy views from 13.5 acres in Los Gatos, with usable, gently sloped land near the home and hillside beyond, shaded by heritage oak trees. Room for farm animals or a future vineyard. Minutes from downtown Los Gatos, Saratoga, Campbell, and San Jose, with easy freeway access. The 2,830 sq ft home has a Tahoe-esque feel, hardwood and tile floors, and was extensively remodeled in 2017. The kitchen is built for real cooking: six-burner stove, pot filler, double ovens, and its own fireplace. Solid core doors throughout. The primary suite has a fireplace and feels like its own retreat. 4 bedrooms, 3.5 baths. Attached 2-car garage plus a detached 2-car garage with pool storage, and a pool. Outdoor kitchen and two sitting areas make this the spot for every family gathering, with land still left over to explore. Part of the original Blossom Hill, this is only the second time the property has changed hands in over 100 years! If you love a view, this is the one to see; it has some of the best in Silicon Valley.

14942 Larga Vista DR, Los Gatos

Listed by Suzanne Freeze Manning, 408-623-5599 from Coldwell Banker Realty
(If provided) CoList: from

$3,890,000

5 Beds ⋅ 3 Baths ⋅ ML82055445 MLS

*A Grand Victorian Lady* a timeless masterpiece in the heart of Los Gatos. Rich in historic character and architectural beauty, this 5-bedroom, 3-bath residence offers 2,877 sq. feet where classic elegance meets everyday comfort. Step inside to soaring ceilings, rich floors, and sun-filled interiors. Gracious living and dining spaces are perfect for entertaining, with warmth and timeless appeal. The spacious kitchen features granite countertops, a gas range, pantry and a sunny breakfast area opening to the morning deck, side yard, and play area, ideal for morning coffee or effortless indoor-outdoor living. A main-level bedroom with an adjacent full bath is perfect for guests or multigenerational living. Upstairs, the primary suite offers a peaceful retreat with an ensuite bath and dual sinks. Behind an elegant entry gate, the expansive grounds feature mature landscaping, a bocce ball court, children's playground, generous entertaining space, ample guest parking, and a spacious three-car garage. Located within the acclaimed Los Gatos Union Elementary School District, this exceptional residence blends timeless Victorian charm with today's lifestyle. Rich in history and filled with character, this is more than a home it's a legacy waiting for its next chapter.

288 Nino WAY, Los Gatos

Listed by Gretchen Hill, 208-870-4786 from The Agency
(If provided) CoList: from

$1,450,000

3 Beds ⋅ 3 Baths ⋅ ML82054147 MLS

Nestled on 2.47 sunny acres with a tranquil year round creek in the desirable Los Gatos Mountains, this light-filled home offers the perfect balance of peaceful mountain living and exceptional privacy, all while conveniently located close to Silicon Valley & the beaches of Santa Cruz. The spacious floor plan features soaring ceilings, abundant natural light, and an expansive great room anchored by a stunning floor-to-ceiling river rock fireplace. The kitchen and dining area are ideal for entertaining, featuring a massive Sub-Zero refrigerator, abundant cabinetry, and generous prep space. The expansive light filled primary suite features a dramatic floor to ceiling stone fireplace & large walk in closets. Additional highlights include a gated entry, wine cellar, dual-zone air conditioning, and an oversized two-car garage with an attached storage room/workshop. The expansive wraparound porch extends the living space outdoors, providing the perfect place to enjoy morning coffee, entertain guests, or relax while listening to the soothing sounds of the creek & surrounding nature. This beautifully maintained property offers easy access to hiking & biking trails, local wineries, the Summit Store, and award-winning schools, Loma Prieta Elementary, C.T. English Middle, & Los Gatos High.

25970 Mar Vista CT, Los Gatos

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

$1,500,000

5 Beds ⋅ 3 Baths ⋅ ML82050416 MLS

Incredible Price! Best value in Los Gatos! Almost heaven, a timeless Spanish estate style ridge top property with 360 degree views of Santa Clara County and the Pacific Ocean! Open floor plan with soaring ceilings showcases a sophisticated design that radiates luxury and comfort. With 5 bedrooms plus den/office and 2 and a half bathrooms, this home offers ample space for relaxation and entertainment and an abundance of expansive windows that flood the home with natural light and offering breathtaking views from every room. Living/Dining room has vaulted ceiling and a cozy fireplace and sliders to the outdoors. Gourmet kitchen with ample counter space, a built-in oven, electric stove with grill, garbage compactor, and a pantry. Primary suite with sliders offering valley views, two walk-in closets, bathroom with dual sinks, a large soaking tub, and a separate stall shower. potential 2 more ensuite bathrooms (plumbing under floor). 3 car garage, room for RV, 5 acres sunny flat land with barn, potential horse property. Easy to convert Barn to ADU. Riding trails nearby. Great well, Starlink and satellite internet available. Award Winning Los Gatos Schools: Lexington elem (IB Programme), Fisher Middle and Los Gatos High. Worth the scenic drive to this slice of paradise!

16420 Soda Springs RD, Los Gatos

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

$6,995,000

5 Beds ⋅ 7 Baths ⋅ ML82048776 MLS ⋅ Highlands of Los Gatos BLDG.

Magnificent Mediterranean Estate perched on 1.72 acre's in the Highlands Development with spectacular views of Los Gatos, Western Hill's, Mountain Winery, Cupertino Foothills, & East Bay. As you enter the wrought iron & glass doors you will find a formal entrance, formal dining room, formal living room with cast stone gas fireplace, box beam ceiling, Picture view window and french doors to exterior deck. There are 5 bedrooms with en-suite baths, 0ne 1/2 bath, including 2 large primary suites, one on each level. Spacious gourmet chef's kitchen with Thermador commercial grade appliances, 3 ovens, 6 burner gas cook-top, 2 dishwashers, wine fridge, warming drawer, and a huge center island. Attached family room with built-in cabinetry, box beam ceiling, built-in speakers, gas fireplace, and stack stone accent wall. Indoor laundry room with wash basin. Separate office with privacy glass doors. All bath surfaces are stone, granite, onyx, and travertine. Walk-in closets all with custom built-ins. Lower level Theater with screen and projector. Temperature controlled wine cellar with brick & wood beamed ceiling. Lower level game/media room with built-in speakers, 2nd butlers kitchen with rare Egyptian stone. Media rack, whole house Savant system, wood & stone floors. The list is endless!

15315 Santella CT, Los Gatos

Listed by William Lister, 408-892-9300 from Coldwell Banker Realty
(If provided) CoList: from

$4,900,000

5 Beds ⋅ 5 Baths ⋅ ML82041948 MLS

Exquisite East Los Gatos Retreat tucked away on a private cul-de-sac of 4 custom built homes in the Heritage Grove neighborhood, this 5-bed, 4.5-bath estate offers 4,195 SF of masterfully upgraded luxury. Note that 5th bedroom is used as an office and it does not have a closet. While the rest of Heritage Grove was completed five years earlier, this residence stands apart with unique craftsmanship and a sprawling 0.44-acre lot. The resort-style backyard features an infinite edge pool with an inground spa, fire pit, and BBQ island. Inside, the master suite is a sanctuary, boasting a private back deck screen room with a swing bed. The massive master bath includes 3 sinks, two toilets plus a bidet, a large jacuzzi tub, and a walk-in shower with attached his and hers walk-in closets. Enjoy expansive views of Silicon Valley, from Moffett Field to downtown and the East Bay hills. For outdoor enthusiasts, the Heintz Open Space Trailhead is literally steps away just walk out the front door and to the right. High-end upgrades include new stucco, a travertine porch, and fully owned solar. Located near top-tier schools like Alta Vista Elementary, Union Middle, and Leigh High, 100 Heintz offers the pinnacle of luxury. This home perfectly balances a private retreat with vibrant valley energy.

100 Heintz CT, Los Gatos

Listed by Ismar Maslic, 408-877-6000 from Montalvo Realty
(If provided) CoList: from

Sold listing courtesy of Anita Mohite from ATFIN

$7,800,000

5 Beds ⋅ 5 Baths ⋅ ML82044168 MLS

A beautifully executed, move-in ready luxury residence in the highly sought-after Surrey Farms neighborhood, this custom home by architect Gary Kohlsaat blends refined design, resort-style amenities, & a premier Los Gatos setting on a thoughtfully designed half-acre. Expansive living spaces flow into an open-concept kitchen & family room, where side-by-side La Cantina doors open to the resort-style grounds. The gourmet chefs kitchen is designed for both everyday living & entertaining, featuring premium appliances, an oversized waterfall island, designer finishes, & seamless connection to the main gathering spaces. The backyard is a true retreat with pool, spa, fire pit, turf lawn, play areas, built-in trampoline, sauna, outdoor shower, & covered loggia with fireplace, skylight, TV & outdoor kitchen with Evo grill. The primary suite offers a private deck, spa-like bath, & dual walk-in closets, while a detached ~800 sq ft pool house/ADU includes a living area, optional bedroom/dance-yoga studio & full bath for flexible living or guests. Additional features: game room, dedicated office, ground-level en-suite bedroom, smart home features, mudroom, & ~973 sq ft three-car garage with epoxy floors, home gym, & built-in storage. A truly special home with coveted Los Gatos schools.

140 Twin Oaks DR, Los Gatos

Listed by Fran Papapietro, 408-623-4155 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Lisa Radding from CBR

$2,998,000

5 Beds ⋅ 3 Baths ⋅ ML82042111 MLS

Offered by the Kennedy Estate as part of a multiparcel disposition, this 3,378 sq ft residence along with APN 562-01-038 will be sold together making approximately 79 total acres, presenting a rare large acreage opportunity in the Los Gatos mountains. Built in 1925, the home features five bedrooms, three bathrooms, an attached garage, and a detached garage. The land highlights the properties long history in the region, with natural terrain, established improvements, and a mature apple orchard that has been part of the landscape for many years. The location reflects a largescale ownership footprint within the Loma Prieta community, offering notable acreage, enduring character, and a setting that showcases the scale and presence of this mountain property.

24580 Loma Prieta AVE, Los Gatos

Listed by Gregg Fussell, 408-857-0957 from Coldwell Banker Realty
(If provided) CoList: Bill Wilson from Coldwell Banker Realty

$5,500,000

4 Beds ⋅ 4 Baths ⋅ ML82045580 MLS

Listing & Sale added For Comp purposes.

16250 Brooke Acres DR, Los Gatos

Listed by Shawn Ansari, 408-529-4574 from Compass
(If provided) CoList: from

Sold listing courtesy of Nevis and Ardizzone from COMPS

$4,410,000

5 Beds ⋅ 5 Baths ⋅ ML82044313 MLS

Most homes make you choose. Space or location. Privacy or convenience. Modern construction or character. This one doesn't ask you to compromise. Built in 2021 at the quiet end of a street where the only traffic is your own, this modern farmhouse stretches across 3,368 SF on a 10,000+ SF lot. A fully paid-off Tesla solar system with 4 Powerwall backup batteries keeps everything running, even when the grid doesn't. The kitchen is where the house earns its keep. Marble counters, Thermador appliances, gas range, and a great room with fireplace just steps away for the nights that start with cooking and end with conversation. European hardwood floors throughout. Downstairs, a bedroom with full bath offers multigenerational living for those who need it. Upstairs, four bedrooms find their own space: a primary suite with walk-in closet and spa ensuite, a second ensuite bedroom, and two bedrooms connected by a Jack and Jill bath. The backyard doesn't need your weekends. An evergreen, low-maintenance yard, covered veranda, and patio handle that. Three-car garage with custom built-in cabinetry. Dual-zone AC throughout. Walk to Alta Vista Elementary (10/10). Minutes to Union Middle (9/10) and Leigh High (10/10). 2.5 miles to downtown Los Gatos. A home this complete doesn't come up twice.

102 Palo Colorado DR, Los Gatos

Listed by Josephine Davis, 408-827-8555 from Infiniti Real Estate
(If provided) CoList: Valerie Trang from Infiniti Real Estate

Sold listing courtesy of Valerie Trang from INFI

$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

$4,850,000

5 Beds ⋅ 3 Baths ⋅ ML82044273 MLS

Welcome to 19650 Sky Oaks Way, a stunning single-story ranch estate tucked away on approximately one acre of serene, landscaped grounds in the coveted hills of Los Gatos. Custom-built in 1966 and offered for the very first time, this 5-bedroom, 2.5-bathroom home features over 3,200 square feet of refined living with an open floor plan bathed in natural light. Enjoy seamless indoor-outdoor experience surrounded by heritage trees and a gently flowing creek providing the ultimate sense of privacy. Great opportunity for an expansive remodel or building a dream home. Located just minutes from downtown Los Gatos and downtown Saratoga, with easy access to Highway 85 and Highway 9, commuting to Silicon Valley's top employers is effortless. Zoned for the highly acclaimed Saratoga schools including Saratoga High School (rated 10/10) this is a rare opportunity to own a private retreat with top-rated schools and a premier location

19650 Sky Oaks WAY, Los Gatos

Listed by Maggie Wong, 408-238-2328 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Susanna Wong from ADVSR

$8,498,000

5 Beds ⋅ 6 Baths ⋅ ML82036889 MLS

Welcome to an exquisite Mediterranean estate nestled in the foothills of Los Gatos at 16840 Cypress Way. Located at the bottom of Cypress Way, this gated property offers privacy and dramatic views with easy access to the vibrant downtown. This luxurious residence boasts breathtaking vistas of the valley, offering a stunning 5,844sf± of refined living space. Designed for both elegance and comfort, the home features 5 sumptuous bedrooms, each with private ensuite bath, including a convenient main level suite for multi-generational living. The expansive main level is thoughtfully arranged, encompassing a formal living room, spacious office, kitchen/great room, and a formal dining room that opens onto a voluminous covered patio. Perfect for entertainment, this outdoor space overlooks the verdant gardens and enchanting water features. The property spans over 2.03± acres. This gated sanctuary is complemented by a 800sf± estate entertainment retreat, jacuzzi pavilion, and sunning terrace, inviting you to indulge in the serene surroundings. Enter through a custom gated entry onto an expansive car park, accented by a central fountain. Award winning Los Gatos Schools! Seller to provide $200,000 credit to buyer for any cosmetic modifications. Furnishings to be included in the sale.

16840 Cypress WAY, Los Gatos

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

$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

$1,799,000

4 Beds ⋅ 3 Baths ⋅ ML82040088 MLS ⋅ Las Cumbres BLDG.

Welcome to this exceptional home in the highly desirable Las Cumbres community, where comfort, space, and natural beauty come together. A stunning entryway with vaulted ceilings and a grand staircase creates a warm first impression. The open floor plan features wide hallways and seamless flow between rooms, perfect for everyday living and entertaining. The remodeled kitchen is the heart of the home, offering new appliances, a large island, ample prep space, and an eating area with charming alcove windows. It opens to a spacious family room with a cozy wood-burning stove. A formal dining room connects to the kitchen and living areas, while the elegant living room features vaulted ceilings and its own wood-burning stove. The main level includes a versatile bedroom or office and a bonus playroom. Upstairs, the primary suite offers a vaulted ceiling, walk-in closet, large bathroom, and private deck. Two additional bedrooms include alcove spaces, with new flooring throughout the second floor. Additional highlights include a 3-car garage, newer interior paint, abundant natural light, and peaceful forest views. Ideally located just minutes from downtown Los Gatos. the community offers a clubhouse, pool, sports courts, trails, events, and top-rated Los Gatos High School.

18453 Las Cumbres RD, Los Gatos

Listed by Alfredo Barajas Team, 408-421-1609 from Coldwell Banker Realty
(If provided) CoList: from

$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

$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

$4,000,000

4 Beds ⋅ 5 Baths ⋅ ML82038974 MLS

Hidden along a quiet stretch of Winchester Boulevard, this LG property is accessed via a long private drive surrounded by mature trees & landscaping, creating a peaceful, secluded setting. Motor court, 3-car garage & inviting outdoor areas give the property a private feel. In addition, the permitted detached cottage includes a living area, kitchenette, bedroom & updated bath. For the main house, a striking black entry door opens to wood floors, vaulted ceilings & expansive windows that fill the home with natural light. 2 living areas include a lounge with a built-in media center & a 2nd space with a gas-log fireplace and built-in shelving. The kitchen features a granite island with a Thermador cooktop, dual sinks, ample cabinetry, a walk-in pantry & high-end appliances including Thermador double ovens, a GE Monogram refrigerator & a Bosch dishwasher. Breakfast area overlooks the gardens, and dining room opens to the backyard for indoor-outdoor living. 2 main-level bedrooms share a full bath. Upstairs, the primary suite offers vaulted ceilings, a Juliet balcony with views of the LG Hills & a bath with soaking tub, glass shower, dual vanity, and walk-in closet. Outdoor spaces w/ gardens and paths. Solar w/ Tesla battery storage and dual HVAC complete this property near downtown LG.

14990 Winchester BLVD, Los Gatos

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

Sold listing courtesy of Eric McCafferty from GGSIR

$355,000

3 Beds ⋅ 1 Baths ⋅ ML82039156 MLS

Opportunity knocks in the heart of Redwood Estates! This 3-bedroom, 1-bath home sits on a sunny double lot, totaling approximately 0.46 acres (0.27 acres + 0.19 acres), surrounded by towering redwoods and serene forest views. Its your chance to craft the home of your dreams and build equity with a little vision and elbow grease. Beyond the charm of the natural surroundings, this property offers the ultimate combination of tranquility and convenience. Located within the highly regarded Los Gatos School District featuring Lexington Elementary, Fisher Middle, and Los Gatos High. Plus, youre just a quick commute to Los Gatos and San Jose, making it perfect for those who want the best of both worlds: peaceful retreat and city accessibility. Whether youre looking to renovate, rebuild, or reimagine, this property is brimming with potential. Dont miss this rare opportunity to create something truly special in a coveted location!

21565 Alma CT, Los Gatos

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

Sold listing courtesy of Lisa Sgarlato from COMPS

$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

$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

$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

$1,300,000

4 Beds ⋅ 2 Baths ⋅ ML82035376 MLS

Perched above the Los Gatos Mountains with sweeping ridgeline views, this light-filled architectural retreat sits on over 3.3 private acres of serene mountain landscape. Walls of glass and soaring vaulted ceilings frame the surrounding forest, flooding the open living spaces with natural light and seamless indoor-outdoor flow. Entertain on expansive decks overlooking the hills, unwind beside the pool under open skies, or enjoy quiet mornings watching the sunrise across the ridges. Thoughtfully designed to embrace its dramatic setting, the home showcases warm wood ceilings, bold structural lines, and inviting gathering spaces ideal for both lively entertaining and peaceful retreat. A detached three-car garage and versatile bonus areas offer flexibility for creative work, hobbies, or home offices. Scenic vistas and usable grounds for gardens or trails enhance the setting, while convenient access to town supports everyday living. Well-maintained road access and under 10 minutes to Highway 17 provide privacy without sacrificing convenience, and the Santa Cruz coastline is less than 30 minutes away for weekend escapes. Served by top-rated Loma Prieta and Los Gatos/Saratoga schools.

22721 Oak Flat RD, Los Gatos

Listed by Michael Riese, 408-781-7692 from Coldwell Banker Realty
(If provided) CoList: Howard Brown from Coldwell Banker Realty

Sold listing courtesy of Lisa Stringfellow from COMPS

$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

$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

$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 ~2,638ÃÃÂ± 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 180Â° 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

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