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118 Dover ST, Los Gatos
$6,450,000
5 Beds ⋅ 7 Baths ⋅ ML82065818 MLS
Your next Silicon Valley chapter deserves a residence this grand. Tuscan elegance on a quiet Los Gatos cul-de-sac, this 5,937 sq. ft. estate showcases 10-foot ceilings, soaring rooflines, and trussed, coffered, open-beam and vaulted ceilings. The granite kitchen glows beneath extra-large skylights, with a gas cooktop, double ovens and an island with sink. Stone, travertine and wide-plank hardwood floors add warmth. The main-level primary suite offers heated floors, a fireplace, an oversized closet and a private patio facing the pool. Five en-suite bedrooms plus a half bath on every level. The huge basement is a dream for entertaining: a 9-seat theater, wet bar, kitchenette and wine cellar. Outside, a private, resort-like backyard unfolds with a solar-heated pool and spa, water slide, and a loggia with TV, BBQ, wet bar and fireplace, all on a 12,632 sq. ft. lot with low-maintenance stamped concrete. Multi-zone AC and heat, built-in vacuum, video/audio system, Energy Star appliances, tankless water heater and a 4-car tandem garage. Minutes to downtown Los Gatos, farmers markets, and Netflix, Apple and eBay, with hills, trails and mountain views at your door. A rare offering at the base of the hills, with no steep drive up. The closest you can live to Santa Cruz from Silicon Valley.

118 Dover ST, Los Gatos

Listed by Amol Heda, 408-307-9465 from KW Bay Area Estates
(If provided) CoList: from

17055 Pine AVE, Los Gatos
$12,998,888
5 Beds ⋅ 7 Baths ⋅ ML82060279 MLS
Nestled upon approximately 1.2 acres of manicured level grounds one-quarter mile from downtown Los Gatos, this single-story estate by Maggetti Construction and architect Gary Kohlsaat blends Old-World architecture with resort-caliber living. A dramatic gated entrance with electric security gate leads to a custom door of antique beveled and leaded glass, opening onto a natural stone foyer with mosaic medallion and dome. Formal living and dining rooms feature vaulted ceilings, natural stone fireplaces, walnut floors, Murano crystal chandelier, and French doors to the park-like rear grounds. The epicurean chefs kitchen offers custom walnut cabinetry, mother-of-pearl quartz, dual Sub-Zero refrigerators, Wolf range, stone island seating five, and butlers pantry with additional Sub-Zero. The grand family room rises to fourteen-foot vaulted ceilings with floor-to-ceiling fireplace and walnut bookshelves, while a private library or media suite provides walnut shelving and gas fireplace. The primary suite commands pool and garden views beneath barrel-vaulted ceilings, with dual walk-in closets, honey-onyx vanity, marble spa bath, Kohler soaking tub, & oversized steam shower. Four additional en-suite bedrooms and a custom wine cellar for over 500 bottles complete this refined interior.

17055 Pine AVE, Los Gatos

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

95 Church ST 2201, Los Gatos
$1,699,000
3 Beds ⋅ 2 Baths ⋅ ML82065201 MLS
Experience beautifully remodeled living in the heart of Los Gatos! This stunning 3-bedroom, 2-bathroom residence offers 1,516 square feet of thoughtfully updated living space. Extensively renovated throughout, the home showcases new flooring, a beautifully redesigned kitchen featuring quartz countertops, new cabinetry, and all-new appliances, along with tastefully remodeled bathrooms. Three private balconies provide inviting outdoor spaces to relax and unwind, while an in-unit washer and dryer add everyday convenience. The secure building features elevator access, controlled entry with resident and guest access, and gated underground parking with an assigned parking space, additional unassigned parking, and a private storage unit. Residents enjoy community amenities including a swimming pool and hot tub, along with the added benefit of a recently replaced building roof. HOA dues include water, garbage, exterior maintenance, and upkeep of the community amenities. Perfectly positioned along the scenic Los Gatos Creek Trail and just moments from the vibrant shops, restaurants, cafes, and entertainment of downtown Los Gatos. Move right in and enjoy everything Los Gatos has to offer!

95 Church ST 2201, Los Gatos

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

16880 Fillmer AVE, Los Gatos
$3,699,000
4 Beds ⋅ 4 Baths ⋅ ML82065263 MLS
Along one of Los Gatos' most picturesque tree-lined streets, this inviting residence offers a peaceful retreat with beautifully maintained grounds and indoor-outdoor living. The property features 2,634± sq ft of combined living space on an expansive 11,200± sq ft flat lot. A stamped concrete driveway and covered front porch welcome you home. Inside, hardwood floors, charming details, and skylights add warmth and character. The living room features vaulted wood-slat ceilings and abundant natural light. The kitchen offers custom cabinetry, generous storage, and beautiful backyard views. A separate dining room, wet bar, and 2 additional bedrooms add versatility. The primary suite features reading nook, desk area, oversized walk-in closet, and spa-like bath. Sliding glass doors connect the interior to the outdoors. The expansive backyard is ideal for relaxing and entertaining, with a pool, outdoor shower, picnic area, and 2 storage sheds. The ADU includes a kitchen and full bath, ideal for guests, extended family, or a private workspace. Enjoy walkability to all three Los Gatos schools, with parks, nature, Downtown LG, and freeway access nearby. A special Los Gatos setting, generous grounds, flexible living spaces, and a tranquil setting make this a special place to call home.

16880 Fillmer AVE, Los Gatos

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

100 Calfhill CT, Los Gatos
$3,998,000
5 Beds ⋅ 3 Baths ⋅ ML82064697 MLS
Tucked away on a quiet, non-through court that most Los Gatos residents have yet to discover. Room for everyone! 3,300 sq ft on a 10,000 sq ft lot. Short walk to Van Meter, Fisher Middle and Los Gatos High. The backyard is the headline. A covered premium outdoor kitchen fully outfitted with Lynx grill, griddle, warming drawer, sink, fridge, storage, all set in Macaubas Quartzite and stacked stone plus gorgeous matching outdoor gas fireplace, stunning solar-heated pool w/water features cascading from a raised stone ledge and an automatic safety cover. Set in pavers with curated mature landscaping - this is the backyard everyone will want to be at. Inside is a sun-filled kitchen with a breakfast nook, wall pantry, wine fridge. Adjacent is formal dining with wainscoting and the living room with fireplace. The large family room is the space for gathering! Additionally, a large home office at the front entry completes the main level. Four bedrooms upstairs, plus a fifth recorded bedroom currently set up as an oversized laundry room. The detached 2-car garage features epoxy floors + storage, the long driveway accommodates many cars. Minutes to downtown Los Gatos, Hwy 17 & 85, excellent commuter access to Apple, Netflix, Meta, Google, Nvidia, MSFT, and short drive to Santa Cruz beaches.

100 Calfhill CT, Los Gatos

Listed by Tracy Pina, 408-460-0861 from Coldwell Banker Realty
(If provided) CoList: from

18143 Gloria CT, Los Gatos
$1,248,888
2 Beds ⋅ 2 Baths ⋅ ML82062350 MLS ⋅ Redwood Estates BLDG.
Welcome home to your peaceful retreat among the soaring redwoods! Stunning cross canyon views from your light, bright, and freshly painted charming upper Redwood Estates home offering 1,410 sq ft of finished living space with gleaming hardwood floors and plenty of sunlight. Two large bedrooms and two recently renovated bathrooms provide comfort, while the modern kitchen and dining area open to a large, fenced and gated backyard. A spiral staircase leads to an unfinished second floor of approximately 1,000 sq ft with dormer windows, ready for your luxury primary suite? A huge walk-out basement and large workshop add plenty of room for hobbies, storage, or projects. Massive gated and fenced parking area with unlimited possibilities. Peace of mind comes standard with high speed internet, whole-house generator, tankless water heater, copper plumbing, and San Jose Water Company water. Residents of the desirable Redwood Estates community enjoy a resort-style pool, community park, playground, sports field, and clubhouse pavilion, all just moments from Pizzeria Vittoria, the Redwood Estates Store, and the U.S. Post Office. Approximately 6.4 miles to town and served by award-winning Los Gatos schools. A rare opportunity for mountain living with room to grow!

18143 Gloria CT, Los Gatos

Listed by Ed Dee, 408-896-1117 from Sanctuary Real Estate
(If provided) CoList: from

142 Johnson AVE, Los Gatos
$3,998,000
4 Beds ⋅ 4 Baths ⋅ ML82062100 MLS
Located on the sought after one-way street of Johnson, is this thoughtfully designed home, 4bd/ 3.5 ba (3bd/ensuite) offering not only elegance and comfort but also the flexibility to accommodate today's buyers' lifestyles. The main bed/bath and ensuite bed upstairs w/landing. Downstairs you will find 2/bed (one ensuite). The gourmet kitchen offers quartz countertops and designer cabinets, breakfast nook looking into the expansive garden. Living room w/rock FP and large dining area. A Carriage House w/kitchenette, full bath with tile flooring perfect for an office, extra family room or ADU. A sparkling spa pool creates a resort-like atmosphere, w/serene creekside setting provides a beautiful backdrop. Outdoor BBQ & entertaining area & deck creating the perfect setting for intimate dinners and memorable evenings with family and friends. Leave the car behind and stroll to morning coffee; blocks from Los Gatos High School, Fischer Middle and Van Meter Elementary (award-winning schools). Close to the Los Gatos and St Joseph Trails for hiking. This is a rare opportunity to enjoy the quintessential Los Gatos lifestyle where an exceptional neighborhood meets effortless access to everything you love. It is also close to all the tech companies in Silicon Valley.

142 Johnson AVE, Los Gatos

Listed by Sue Nystrom-Walsh, 408-482-9343 from Compass
(If provided) CoList: from

108 Mojonera CT, Los Gatos
$2,800,000
3 Beds ⋅ 2 Baths ⋅ ML82062889 MLS
Immaculate and beautifully remodeled single level home tucked away on a peaceful court. The open plan formal living and dining rooms feature an impressive cathedral ceiling with recessed lighting, pendant lights and rich hardwood floor. A gas fireplace impresses with modern lines and attractive surround. Large skylights flood the remodeled kitchen with natural light. An array of pantry, storage and display cabinets along with an island, modern appliances and ample slab countertops ensure the home chef has everything they need at hand. The kitchen opens to a spacious family room with a vaulted ceiling and patio doors to the backyard. The primary suite is located to the rear of the home and benefits from a recently remodeled bathroom and large walk-in closet. The expanded second bedroom has a two room suite configuration ideal for sharing siblings or an elderly relative. Custom blinds and closet organizers throughout. An indoor laundry with cabinet storage leads to a large 3 car garage. Outdoors there's a pool, spa and retractable awning ideal for long summer days. Beautiful landscaping adds to the curb appeal of the home. Located close to Los Gatos Swim and Racquet, Vasona and the Los Gatos Creek Trail as well as convenient access to both 17 and 85 for easy commute options.

108 Mojonera CT, Los Gatos

Listed by Slater Thomson Team, 408-205-3758 from Intero Real Estate Services
(If provided) CoList: from

19050 Skyline BLVD, Los Gatos
$3,000,000
4 Beds ⋅ 4 Baths ⋅ ML82006582 MLS
A rare combination of single-story living, usable flat land, and a private pool awaits in the Los Gatos Mountains. Set on approximately 3.5 acres, this gated estate offers exceptional privacy, scenic mountain views, and resort-style living. Beautifully refreshed with new interior and exterior paint, new flooring, updated cabinetry, fresh landscaping and sod, and a brand-new 50-year Presidential roof, the home offers move-in-ready comfort in an extraordinary setting. Expansive picture windows showcase the surrounding landscape, while a spacious kitchen and entertainment room with wet bar create inviting spaces to gather. Outdoors, enjoy a cascading waterfall, tranquil pond, swimming pool, spa, and outdoor kitchen surrounded by mature landscaping. Two dedicated offices and a separate gym provide incredible flexibility for work, wellness, and everyday living. Additional highlights include owned solar, a backup generator, and a three-car garage. Experience the peaceful mountain lifestyle, where nature and wildlife are part of everyday life, all within reach of downtown Los Gatos, Silicon Valley, and the beaches of Santa Cruz.

19050 Skyline BLVD, Los Gatos

Listed by Skylight Homes, 408-665-7309 from Skylight Homes
(If provided) CoList: from

16421 Matilija DR, Los Gatos
$7,100,000
4 Beds ⋅ 5 Baths ⋅ ML82061272 MLS
With million dollar views looking out of practically every window on the North side, on this prestigious Matilija drive, it can be a little lonely on the top, but it feels extremely comfortable. Wake up to abundant morning sun allowed in through the enormous windows next to the soaring ceilings. This magnificent North facing home is surrounded by multi-million dollar homes down the road. And although this mansion is zoned for Saratoga schools, those who prefer to send their kids to Harker find it a breeze to drive there. The current owners raised their very successful children in this lucky house, and became very successful! They moved to the most prestigious neighborhood in the Bay Area. So come get the good karma! 7.03 acres of lot presents the potential to do SB9 lot splits. Buyer to investigate. $150K spent to get an ADU approved, near the entrance, pending retaining wall reviews. Enormous 1st level has primary + 2nd bedroom ensuites, and office on the first floor, giving you the expansive feel. Soaring 12' high ceiling in the living room, with 20' ceiling in the round stair case leading to 2 more ensuites on the 2nd floor! Private backyard and swimming pool. Mountains on the back & right side provide sense of protection. Solar w/ Powerwall is fully owned. Live your dream now

16421 Matilija DR, Los Gatos

Listed by Charles Liu, 650-999-3888 from Compass
(If provided) CoList: from

162 Milmar WAY, Los Gatos
$1,390,000
2 Beds ⋅ 2 Baths ⋅ ML82062667 MLS ⋅ LOS GATOS VILLAGE BLDG.
Welcome to 162 Milmar Way, a peaceful home in the desirable Los Gatos community. You'll be drawn to the open-concept design of this two-bedroom, two-bathroom, two-story home, with a two-car garage, and NO COMMON WALLS IN THE LIVING AREA. With approximately 1,494 square feet of living space, the home has been upgraded, including wood flooring, central air conditioning, a patio with wood deck, a remodeled primary bathroom, a water-softening system, and dual-pane windows. The kitchen has been upgraded with brand-new LG appliances, including a range, microwave, refrigerator, and dishwasher. Recessed lighting, granite countertops, and wood cabinetry with ample storage create a kitchen that is both timeless and functional ideal for those who enjoy cooking at home. Both upstairs bedrooms are generously sized. The primary bedroom includes a private balcony and additional storage space. The garage is equipped with storage shelving, along with a new LG washer and dryer installed in 2025. The home is conveniently located away from busy roads while being adjacent to the community's green spaces. The ground floor den having a closet can be turned into the THIRD BEDROOM. The loft upstairs can be an OFFICE ideal for those who work from home. The Los Gatos Village has a pool, a club house.

162 Milmar WAY, Los Gatos

Listed by Andrew Luu, 408-896-7388 from City Investments Realty
(If provided) CoList: from

21112 Shear Creek RD, Los Gatos
$2,249,000
4 Beds ⋅ 3 Baths ⋅ ML82061648 MLS ⋅ Las Cumbres Conservation Corp BLDG.
BACK ON THE MARKETNEW PRICE, FRESH PAINT & NEW FLOORING! Reintroduced with a fresh look and a compelling new price, this Las Cumbres residence is ready to be experienced again. This 4-bedroom, 2.5-bath home offers approximately 2,858 square feet on an expansive 30,405-square-foot lot. Designed by Fuse Architects, the light-filled floor plan features fresh interior paint & new flooring throughout. Expansive windows & sliding glass doors connect the living areas to multiple decks while framing mountain views. Distinctive features include two Morsø wood-burning stoves, Pilkington channel glass, California Closets in the primary suite, and surround sound on both levels. Additional amenities include SolarEdge solar, EV charging, a Kinetico reverse-osmosis system, and a 1 Gbps fiber-optic network, can be upgraded to 10 Gbps. Las Cumbres amenities include private hiking trails, tennis and basketball courts, swimming pool, bocce ball, community field, and clubhouse. Nearby Castle Rock State Park and Sanborn County Park offer hiking, biking, and climbing. Approximately 20 minutes from Downtown Los Gatos and 35 minutes from Cupertino, with access to Highway 9 and Skyline Boulevard. New price. Fresh presentation. A renewed opportunity to experience 21112 Shear Creek.

21112 Shear Creek RD, Los Gatos

Listed by Tom Yore, 408-691-6024 from KW Bay Area Estates Saratoga
(If provided) CoList: Theresa Van Zant from KW Bay Area Estates

104 Bella Vista CT, Los Gatos
$4,900,000
4 Beds ⋅ 4 Baths ⋅ ML82062515 MLS
A custom Cape Codstyle home on a seven-home cul-de-sac in Los Gatos. Since its 2007 purchase. It received a complete $2,000,000 exterior and interior renovation. Exterior: Marvin casement double-pane windows throughout, redesigned and enlarged front windows, new roof, completely redesigned and rebuilt portico, new wood siding and gutters, and a resort-style backyard with pool, spa, outdoor kitchen and fire pit. Interior: Wolf/Sub-Zero/Miele chefs kitchen, expanded family room, refinished floors, custom wood bookshelves, California Closets throughout, Sonos speakers indoors and out, and remodeled baths with radiant floor heating. 4 beds (incl. ADU), 3.5 baths, 3,146 sq ft. close to Van Meter, Fisher and Los Gatos High, in districts ranked in Californias top 3%.

104 Bella Vista CT, Los Gatos

Listed by Laura Mcdonnell, 408-836-9680 from KW Bay Area Estates
(If provided) CoList: Chuck Nunnally from KW Bay Area Estates

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

104 Old Orchard Dr, Los Gatos
$2,500,000
5 Beds ⋅ 3 Baths ⋅ ML82061809 MLS
Beautifully updated 5-bedroom, 3-bath home in an established East Los Gatos neighborhood. The home lives primarily as a single story, with a private bedroom, full bath, laundry, and bonus room above the oversized 2-car attached garage. Hardwood floors, a cozy fireplace, and a light-filled kitchen with stainless steel appliances and a skylight create a warm and inviting interior. Situated in a quiet neighborhood on approximately 1/4 acre, the backyard features a sparkling pool with plenty of space to relax and entertain. Close to Belgatos Park and its scenic walking and hiking trails. Roof replaced approximately two years ago. Served by Noddin Elementary, Union Middle, and Leigh High School. Buyer to verify enrollment and attendance boundaries.

104 Old Orchard Dr, Los Gatos

Listed by Steve&ChristinePerry, 408-391-4465 from Christie's International Real Estate Sereno
(If provided) CoList: from

17575 Mountain Charlie RD, Los Gatos
$3,750,000
4 Beds ⋅ 4 Baths ⋅ ML82055182 MLS
Surrounded by nature's beauty, 17575 Mountain Charlie Road offers a rare opportunity to experience peaceful mountain living while only seven minutes from Downtown Los Gatos. Privately nestled among towering redwoods, this exceptional 3,146 sq.ft. with flexible 297 sq.ft. studio/ADU potential, blends natural beauty and modern convenience. Designed to embrace its breathtaking surroundings, the home showcases dramatic 20 ft vaulted ceilings and windows that fill this home with natural light and spectacular mountain views, creating an inviting atmosphere for indoor, outdoor living and entertaining. The home features four bedrooms, three full bathrooms and one an a half bath, including a desirable ground-floor primary suite with a spacious walk-in closet. The kitchen includes a center island with ample cabinets space, multiple dining spaces and separate family room and formal room. Additional highlights; hardwood and carpet flooring, two fireplaces, indoor laundry room, built-in vacuum system, and an attached 3 car garage. Step outside to enjoy a pergola, in-ground pool, spa, garden beds, fruit trees, and berries. Tesla power wall, a private water well, and onsite CAL FIRE hydrant complete this extraordinary property, offering the perfect balance of privacy, comfort, and convenience.

17575 Mountain Charlie RD, Los Gatos

Listed by Anita Salas, 408-310-3918 from The Agency
(If provided) CoList: from

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

103 Hooke LN, Los Gatos
$1,550,000
3 Beds ⋅ 3 Baths ⋅ ML82060202 MLS ⋅ Courtstyle BLDG.
Welcome to 103 Hooke Lane in the highly desirable Courtstyle community of Los Gatos. Nestled near the Santa Cruz foothills, this elegant home features an open, light-filled floor plan. The chef-inspired kitchen comes beautifully appointed with rich granite countertops and premium stainless steel appliances. A classic wood-burning fireplace serves as a warm, inviting centerpiece for the living room. Upstairs, soaring vaulted ceilings punctuate 3 spacious bedrooms, including a luxurious primary suite that serves as a private sanctuary with a huge, spa-like shower. Enjoy a charming, private backyard patio plus premier HOA amenities including a sparkling community pool and clubhouse. UNBEATABLE LOCATION: Moments from Bay Club Courtside, Vasona Lake County Park, and vibrant downtown dining. TOP-TIER SCHOOLS: Daves Avenue Elementary, Fisher Middle, and Los Gatos High. Buyer to independently verify applicable schools and enrollment. Let's Go!

103 Hooke LN, Los Gatos

Listed by L Christen, 408-243-6844 from Larry Christen, Broker
(If provided) CoList: from

26765 Havenhill LN, Los Gatos
$2,995,000
5 Beds ⋅ 3 Baths ⋅ ML82058469 MLS
Perched on the crest of the Santa Cruz Mountains, 26765 Havenhill Lane offers a rare combination of luxury living, privacy, space, and the natural beauty of the mountains. Sweeping mountain and Monterey Bay views, neighboring vineyards, and spectacular sunsets create a setting intimately connected to the landscape. Set on just over an acre, the Mediterranean-inspired home is designed for entertaining, everyday comfort, and seamless indoor-outdoor living. A gourmet kitchen, wine room, indoor sports court, and media/game room offer spaces to gather, unwind, and have fun. Outside, an infinity-edge pool and spa, outdoor kitchen, fire pit, covered terraces, and landscaped grounds create a true resort-like experience. A detached workshop, garden, and chicken coop offer space to create, grow, and connect with the land. Starlink, Ubiquiti networking, owned solar, a commercial-grade generator, two EV chargers, and a three-car garage make remote work and daily life effortless. 5 min to Summit Store and 20 min to downtown Los Gatos, with Silicon Valley within commuting reach and prime mountain biking out your door--close enough to feel connected, far enough to exhale. A rare property with space to gather, unwind, and enjoy the best of the Santa Cruz Mountains.

26765 Havenhill LN, Los Gatos

Listed by Mike Bloch, 831-588-1588 from Christie's International Real Estate Sereno
(If provided) CoList: Lindsey Didia from Christie's International Real Estate Sereno

420 Alberto WAY 41, Los Gatos
$849,000
2 Beds ⋅ 3 Baths ⋅ ML82058265 MLS ⋅ Pueblo De Los Gatos BLDG.
Welcome to 420 Alberto Way Unit 41! Nestled in the heart of Los Gatos, this upper-level walk-up unit offers 2 bed, 2.5 bath living across 1,120 sq ft, with charm, space, and added amenities throughout the complex. The spacious living room is inviting, featuring laminate hardwood floors, a corner gas fireplace with electric ignition & natural light flowing in through the sliding glass door. A private deck offers views of the complex, perfect for relaxing & enjoying the scenery. The kitchen is complete with ample cabinet space & smooth granite countertops. Stairs lead up to the bedrooms, thoughtfully designed for comfort & easy living with plush carpeted floors & ample closet space. One bedroom features a sliding glass door leading to a second private deck with views of the back of the complex. The condo includes 2 deeded carports, along with access to a spacious community pool for added convenience. Close to Downtown Los Gatos & Vasona Lake Park, with easy access to Highway 17.

420 Alberto WAY 41, Los Gatos

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

19544 Sky Oaks WAY, Los Gatos
$5,500,000
4 Beds ⋅ 3 Baths ⋅ ML82056978 MLS
Exceptional Platinum Triangle Location off Glen Una Dr central to Saratoga & Los Gatos! County address means rare opportunity to expand the existing charming Mid Century modern house or build your dream estate! Invest in South Bay's finest neighborhood! Flat usable land, majestic trees, peaceful mountain vistas & end of cul-de-sac location make this a very desirable place to live. Quiet and exceptionally private!! Clean lines, floor-to ceiling windows and doors create an inviting living space drenched in natural light, allowing for harmonious indoor and outdoor living. In contrast, the wood paneling brings a natural warmth and texture. Home embraces the architectural idea of simplicity and integration with nature. in ground pool and spa ready for entertaining. Seasonal creek provides uncommon ambiance. Detached 1bd, 1ba ADU offers exceptional flexibility w/ kitchen, laundry & private deck. Perfect for guests, au pair, or a rental. This wonderful property is just minutes from the vibrant downtown areas of both Saratoga & Los Gatos offering fine and casual dining, boutique shopping, wineries, lively community events, parks & hiking trails. Also conveniently close to local amenities including businesses, health & wellness facilities, & major freeways. Distinguished Saratoga schools.

19544 Sky Oaks WAY, Los Gatos

Listed by Nevis and Ardizzone, 408-827-3100 from Compass
(If provided) CoList: from

18911 Decatur RD, Los Gatos
$19,998,888
10 Beds ⋅ 8 Baths ⋅ ML82056922 MLS
Located in the heart of Silicon Valley, this extraordinary Monte Sereno estate represents a rare fusion of grand scale, refined elegance, & unparalleled convenience. Recently transformed through a $10M+ comprehensive renovation, the residence evokes the timeless grandeur of a stately European estate. Set on 1.37 pristine, flat acres, it offers approximately 17,000 square feet of impeccably curated living & storage space beneath a brand-new $1M Tesla solar roof. The main residence features ten bedrooms & eight bathrooms, complemented by a private guest house & separate apartment. Resort-caliber amenities abound, including a ten-car garage, underground shooting range, indoor basketball & racquetball court, USTA-regulation tennis court, resort-style lap pool & spa, expansive great room, home theater, private elevator, two formal libraries, and a gym/nursery. Taken down to the studs, every detail has been reimagined w/ uncompromising quality new Jeld-Wen windows & doors, all-new appliances, plumbing, & electrical systems. Secluded within a private enclave & surrounded by other prestigious estates, the property offers sweeping mountain & city light views. This is a truly iconic Silicon Valley offering! This estate is also available to lease for $45,000 a month on a year to year basis.

18911 Decatur RD, Los Gatos

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

20378 Black RD, Los Gatos
$3,035,000
3 Beds ⋅ 3 Baths ⋅ ML82053525 MLS
Immaculately maintained and thoughtfully upgraded, this exceptional private estate is just 5.4 miles from downtown Los Gatos. Set on nearly 2 beautifully landscaped acres of rare, all-usable land, the front yard overlooks a gently sloping 1+ acre meadow with expansive long-range views, while the backyard is framed by mature forests, creating a peaceful and private setting. Offering approximately 3,000 sq ft of living space, including a private 512 sq ft studio apartment with its own entrance, the property is ideal for guests, extended family, a home office, or rental income. The main home features 3 bedrooms, 2 baths, a versatile loft, vaulted ceilings, abundant natural light, and a spacious great room. The kitchen offers generous space for cooking and entertaining. Amenities include a black-bottom micro-pebble pool with automatic safety cover, a 120 sq ft climate-controlled wine cellar, fully deer-proof orchard with 25 mature fruit trees, automated irrigation throughout the property, finished heated garage/fitness studio, separate laundry, utility and mechanical rooms, tool/equipment shed, recent 50-year roof, new 3-zone HVAC, backup generator, security system, water softener, and reverse osmosis drinking water system.

20378 Black RD, Los Gatos

Listed by Michael R Simpson, 650-207-1126 from Cruz Properties
(If provided) CoList: from

15295 Kennedy RD, Los Gatos
$4,300,000
4 Beds ⋅ 4 Baths ⋅ ML82053472 MLS
This spacious 4-bedroom, 3.5-bathroom home in Los Gatos offers 2,686 sq. ft. of living space with a combination of hardwood and tile flooring throughout. The kitchen is equipped with modern amenities including a built-in dishwasher, microwave, refrigerator, garbage disposal, tile countertops, and a 220-volt outlet. Enjoy cozy evenings by the gas-burning and wood-burning fireplaces in the living areas. The home features a separate family room and a dining area, as well as an open, inverted floor plan with vaulted and open beam ceilings, skylights, and a garden window. Laundry facilities include washer/dryer hookups with both 110V and 220V electricity in the utility room. Additional amenities include built-in vacuum, wet bar, and a security gate. The property sits on a large lot of over 123,000 sq. ft. with a fenced, in-ground pool. Cooling is provided by ceiling fans, central AC, and multi-zone systems. The residence is located within the Los Gatos Union Elementary school district. Two-car garage included.

15295 Kennedy RD, Los Gatos

Listed by Lawrence Hernandez, 408-315-1200 from Realty One Group Infinity
(If provided) CoList: from

16345 Los Gatos BLVD 6, Los Gatos
$1,348,000
3 Beds ⋅ 3 Baths ⋅ ML82051793 MLS ⋅ Villa de Los Gatos BLDG.
Set within the desirable Villa de Los Gatos community, this beautifully maintained townhouse offers generous living spaces, excellent community amenities, and a highly sought-after Los Gatos location. The inviting interior opens to a spacious living room with rich hardwood floors extending throughout the main living areas. Just beyond, the kitchen features abundant cabinetry, stainless steel appliances, and a garden window overlooking the backyard. The dining area, complete with a built-in buffet, provides an ideal setting for meals with family and friends. A glass door opens to a private, sun-filled patio, creating a seamless indoor-outdoor connection. A convenient powder bath and laundry area complete the main level. Upstairs, three freshly-painted bedrooms offer a bright and comfortable retreat. The primary suite features generous closet space with built-ins and an en-suite bathroom, while two additional bedrooms share a hall bath. The private rear patio provides access to an oversized, detached two-car garage with built-in storage. Residents enjoy access to a community pool and clubhouse surrounded by mature trees and manicured grounds. Enjoy comfortable Los Gatos living just minutes from downtown Los Gatos, parks, shopping, and dining, with top-rated schools steps away!

16345 Los Gatos BLVD 6, Los Gatos

Listed by Eric McCafferty, 408-656-1617 from Golden Gate Sotheby's International Realty
(If provided) CoList: Amy McCafferty from Golden Gate Sotheby's International Realty

16490 Wood Acres RD, Los Gatos
$2,900,000
4 Beds ⋅ 2 Baths ⋅ ML82051738 MLS
Welcome to 16490 Wood Acres Road, offering stunning panoramic Bay Area views, over 5.3 acres, a dedicated spring water source located on parcel 510-28-006 that is considered part of the sale as a buildable additional lot and access to award-winning Saratoga schools. Ideally situated between Los Gatos Hills and Saratoga. This unique property blends tranquility, privacy, and convenience in an exceptional setting. The two-story home features four bedrooms and two bathrooms, with spacious living areas designed for comfortable everyday living and entertaining. A gated sparkling pool creates a resort-like atmosphere, while a separate one-bedroom apartment provides flexible space for guests, extended family, a nanny, or a private office. Whether you're seeking a move-in-ready residence or envision transforming the property into your dream estate, the possibilities are endless. Ideally located for Silicon Valley professionals, the home provides convenient access to major tech campuses, renowned wineries, fine dining, boutique shopping, and outdoor recreation, including nearby Overlook Trail. A rare opportunity to own a premier property with stunning views, usable acreage, outstanding schools, and an exceptional private location on expansive grounds.

16490 Wood Acres RD, Los Gatos

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

14411 Shannon RD, Los Gatos
$11,600,000
7 Beds ⋅ 8 Baths ⋅ ML82049737 MLS
Welcome to this 25.5 pristine acre Los Gatos equestrian & vineyard estate w/ magnificent hillside views*Total living square feet of this one of a kind estate is over 8,935 SQFT which includes the main house custom built in 2015, the guest house, and a bedroom suite & office in the magnificent equestrian facility*This exquisite equestrian arena and garage space is 26,135 SQFT combined and has 8 equine stalls 12x24, a one bedroom studio suite, an office, a tack room, a saddle room, hay dry storage, multiple vehicle and boat garages/storage, & 3 car garage attached to the main house*This massive solar paneled world class equestrian facility could also be converted into an indoor sports facility under lights to include tennis/pickle ball, soccer, football, and lacrosse/field hockey*This rare estate includes a large office, home gym, arts & craft room, wine cellar, pool, spa, outdoor kitchen and a guest house with a separate kitchen, living room, and bedroom suite* This Los Gatos Estate is only five minutes to Downtown. There will never again be an estate in Los Gatos with 25 acres, a 25,000 SQFT equestrian arena, 9,000 SQFT contemporary home, multiple vineyards, subdivision opportunities, views, guest house, boat/RV storage, walking/riding trails, pickle ball court, & a gated estate!

14411 Shannon RD, Los Gatos

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

20100 Black RD, Los Gatos
$2,950,000
5 Beds ⋅ 4 Baths ⋅ ML82038848 MLS
Three Homes, Endless Possibilities. First time on the market ever! This extraordinary Chalet-style estate offers a true Lake Tahoe feel just 10 minutes from downtown Los Gatos with award-winning Los Gatos schools. Nestled on approximately 3.85 scenic acres surrounded by majestic redwoods and breathtaking views, this custom-built 1971 estate delivers privacy, versatility, and natural beauty. The main residence features 5 bedrooms and 4 full baths with soaring vaulted ceilings, expansive windows, formal dining room with views, oversized family room with distant views of Lexington Reservoir, and a sunroom designed to capture spectacular morning sunrises. The expansive deck & swimming pool create the perfect setting for entertaining and indoor-outdoor living. A private attached casita with a giant loft offers ideal accommodations for guests or extended family. Two detached rented ADUs provide immediate income while maintaining privacy. One unit, built in the early 2000s, is 1,200 SF with a chef inspired kitchen, while the 2nd ADU is nearly 1,000 SF. This estate is not just for horses; it's built for horsepower, featuring both a 2 car garage & oversized 4-car garage with high ceilings for large vehicles. A rare Los Gatos opportunity combining luxury, income, privacy, and lifestyle.

20100 Black RD, Los Gatos

Listed by David Conti, 408-896-4081 from KW Bay Area Estates
(If provided) CoList: from

18836 Favre Ridge RD, Los Gatos
$1,850,000
4 Beds ⋅ 3 Baths ⋅ ML82045842 MLS ⋅ Las Cumbres BLDG.
Breathtaking, unobstructed canyon & mountain views from nearly every room set the stage for this extraordinary Las Cumbras retreat. Completely rebuilt in 1995 & 2007 with permits - adding sq footage, bedrooms, living spaces & a new seismically engineered foundation - this home was architected to capture views at every turn. Soaring cathedral ceilings, a dramatic stone fireplace, hardwood floors & an open flow between living room, family room & kitchen create a space both grand & made for the way you actually live. The chef kitchen features a large center island with sink & breakfast bar, custom pecan cabinetry, granite countertops, 6-burner gas cooktop, dual wall ovens, warming oven & wine fridge. The serene primary suite includes a loft with floor-to-ceiling built-ins, glorious views, wood ceilings & walk-in closet. Main level office with full bath & closets - easily a 5th bedroom. Downstairs: 3 bedrooms, full bath & sitting area with views. Attached 2-car garage, mud room, laundry & 2nd driveway. European rolling shutters, backup generator, whole-house filtration & wildfire hardening provide peace of mind. Firewise certified community with pool, trails, sports courts & 2-gig fiber Internet. Award-winning Los Gatos schools. 25 min to downtown Los Gatos. Truly one of a kind!

18836 Favre Ridge RD, Los Gatos

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

18453 Las Cumbres RD, Los Gatos
$1,695,000
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, 408-605-4800 from Coldwell Banker Realty
(If provided) CoList: from

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


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