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$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

$1,249,000
3 Beds ⋅ 2 Baths ⋅ ML82056717 MLS ⋅ Chemeketa Park BLDG.
Nestled in the heart of the Chemeketa Park surrounded by natural beauty and tranquility. This property serves as a private sanctuary where the air feels crisper and the pace of life slows down, all while keeping the amenities of downtown Los Gatos within easy reach and offering Los Gatos Schools. Spacious and charming 3 bedrooms and 2 full baths featuring a primary suite with wood stove. Hardwood floors and tile throughout, with living and dining rooms and laundry with mud room entry. The homes design invites the outdoors in, featuring expansive windows that frame breathtaking views of the surrounding greenery and rolling hills and skylights. Natural light pours into the open living spaces, vaulted ceilings highlighting thoughtful finishes and a layout that flows effortlessly from room to room. The kitchen is a chefs delight, perfectly positioned for both daily living and effortless entertaining. Retreat to the primary suite, a peaceful space designed for relaxation. Outside, there is ample room for gardening, outdoor dining under the redwoods, or simply soaking in the serene atmosphere. spacious 2 car garage and over size shed for storage or home office/art studio. Fenced for dogs. Friendly community with playground and clubhouse and 5 min to town and Lexington Elementary!

17515 Comanche TRL, Los Gatos

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

$979,000
3 Beds ⋅ 3 Baths ⋅ ML82056631 MLS
Great first time buyer and income potential property. Located in Santa Cruz County with a desirable Los Gatos address. Situated on approximately 2.55-acre lot surrounded by majestic redwood trees . The 3,201 sq. ft. home offers a main upstairs house with three bedrooms and two full bathrooms. The living room features a wood stove fireplace, providing a cozy ambiance. The dining area is integrated into the living room, with no separate family room present. There are two downstairs apartments. One is a 1 bedroom with an office, kitchen and bathroom and the other is a 1 bedroom, bathroom and updated kitchen. The property does not have cooling or garage spaces. Heating is provided by a wood stove. This residence is part of the Loma Prieta Joint Union Elementary School District. This home combines spacious living with a large lot in the mountains of Los Gatos. Excellent commute location to Hwy 17, 15-20 minutes to Soquel or the beach, close to The Summit Store, wineries, and abundant biking paths. A MUST SEE! As is sale.

50 Old Orchard RD, Los Gatos

Listed by Jeanne Jensen Shada, 831-438-2208 from Scotts Valley Propty Mgmt.
(If provided) CoList: from

$1,400,000
4 Beds ⋅ 3 Baths ⋅ ML82056557 MLS
Tucked into the trees of the Santa Cruz Mountains, this 4-bedroom, 2.5-bath retreat offers 2,192 square feet of comfortable living on nearly half an acre of privacy. A cozy wood-burning fireplace anchors the living room, while skylights and a bay window fill the home with natural light throughout. The updated kitchen features gas cooktop, dishwasher, and ample counter space, and dual-pane windows plus added insulation keep things efficient year-round. Step outside to a spacious deck overlooking the fenced, wooded lot that is perfect for morning coffee or evening gatherings. With an attached 2-car garage, generator backup, Tesla battery and propane service, this home blends rustic mountain charm with everyday convenience, all within the Scotts Valley school district and just minutes from Los Gatos.

16855 Redwood Lodge RD, Los Gatos

Listed by Cassandra Maas, 408-472-7988 from Anderson Christie, Inc.
(If provided) CoList: from

$2,499,888
4 Beds ⋅ 4 Baths ⋅ ML82056482 MLS
Steps from downtown Los Gatos dining, boutique shopping, cafes, minutes from Vasona Park, this home offers a walkable lifestyle within the highly rated LG school district. The home features great curb appeal w/ beautiful landscaping, a wide pavered driveway, & hill views. The property offers approximately 2,103 SqFt of usable living space. The main residence spans approximately 1,562 SqFt w/ 3 bedrooms & 3 bathrooms, remodeled over the years. The living room is warm & inviting w/ an electric fireplace, recessed lighting, & double pane windows. The kitchen & dining area form the heart of the home w/ granite countertops, recessed lighting, & smart storage including two Lazy Susans. The primary suite opens to a private patio, & sun tunnels brighten the hallway w/ natural light. Leased solar adds energy efficiency & long term value. The approved detached cottage includes 1 BD, 1 full bath, & private laundry, generating strong rental income & creating a flexible 4 bedroom, 4 bathroom layout ideal for guests, multi generational living, or income potential. The garage has ample storage & EV charger. Backyard feels expansive & private for a downtown location, complete w/ built in covered seating area for outdoor entertaining.

226 San Mateo AVE, Los Gatos

Listed by Chandani Group, 650-492-0599 from Compass
(If provided) CoList: Karishma Chandani from Anthem Realty
$1,825,000
4 Beds ⋅ 2 Baths ⋅ ML82050096 MLS
Truly a magical setting! Feel worlds away while being so close to town! Beautifully updated Los Gatos Mountains retreat offers the perfect blend of privacy & convenience in a spectacular setting nestled amongst majestic redwoods! Backyard oasis w/multiple entertaining areas, gas fire pit, fountain, hot tub, bocce ball court & serene forest views. Enjoy the best of mountain living w/easy access to Silicon Valley & the Santa Cruz coast. You can't beat this location! Minutes to schools, Summit Store, Hwy 17, 8 minutes to downtown Los Gatos & 20 minutes to Santa Cruz Harbor. Plus, Old Santa Cruz Hwy provides an alternate convenient route. Open floor plan features abundant natural light, big windows, hardwood floors & skylights. Updated kitchen w/stainless appliances, new lighting, granite counters, gas range & wine fridge. Spacious separate family room. Remodeled bathroom w/separate shower & soaking tub. Freshly painted interior. Tranquil views from each room. Use the Bonus room as office, gym or hobby room. Detached garage, Tesla EV charger & storage structure. Long driveway w/space for multiple cars & easy turnaround. Excellent schools: Loma Prieta Elem, C.T. English Middle & Los Gatos High. Served by Melody Woods Water & high-speed Xfinity cable. Wonderful neighborhood/community.

17275 Melody LN, Los Gatos

Listed by Natasha Barringer, 408-887-5082 from Christie's International Real Estate Sereno
(If provided) CoList: from

$3,288,000
3 Beds ⋅ 3 Baths ⋅ ML82056378 MLS
Set in the sought-after neighborhood of Downtown Los Gatos, this contemporary 3-bed, 3-bath home feels brand new after a substantial remodel & expansion completed in 2026. Drought-tolerant landscaping and sleek walkway create an inviting first impression. Inside, engineered hardwood floors flow throughout while large windows bring in abundant natural light. The expansive great room features a floor-to-ceiling microcement fireplace surrounded with a raised hearth and built-in sound system. The kitchen includes new stainless-steel appliances, wood grain cabinets w/ under cabinet lighting & welcoming dining area. The primary suite features rear-yard access, walk-in closet w/ floor-to-ceiling organizers, natural stone double vanity, LED mirror, soaking tub, & separate rainfall shower. A second en-suite bedroom also opens to the rear yard. Well-appointed 3rd bed & nice hall bath complete the interior. Attached two-car garage offers epoxy flooring, built-in cabinetry, a laundry area, and EV charging station. Mature hedges, paver patio, & private setting complete the home. Top-rated Los Gatos schools are just around the corner & HYWs 17/880/9 provide convenient access to major SV employers. Downtown Los Gatos' shopping, dining, parks, and popular community events are just minutes away!

239 Loma Alta AVE, Los Gatos

Listed by Amy McCafferty, 408-387-3227 from Golden Gate Sotheby's International Realty
(If provided) CoList: Eric McCafferty from Golden Gate Sotheby's International Realty
$3,695,000
4 Beds ⋅ 4 Baths ⋅ ML82056334 MLS
Thoughtfully crafted, high-efficiency new construction in the heart of Los Gatos. Total square footage with connected ADU 2,657sf. 4 bedrooms and 4 full bathrooms with soaring ceilings, light-filled flexible living and dining spaces, modern AV and EV features, all on a gated lot in the acclaimed Los Gatos Union School District. Complementing the main residence: a private, fully legal ADU with separate entrance, kitchen, living area, bedroom, and full bath. Cameras on site; (no screenshots).

407 University AVE, Los Gatos

Listed by Essam Khalil, 408-315-1885 from Intero Real Estate Services
(If provided) CoList: from

$2,358,000
4 Beds ⋅ 3 Baths ⋅ ML82053245 MLS
Set on one of the largest corner lots in one of Los Gatos most sought after neighborhoods, this exceptional property enjoys an ideal location in the coveted sweet spot between Lark Avenue, Vasona Park, & Hwy 17. Tucked behind the Vasona Dam, a natural hillside buffers the sound of the freeway, creating a peaceful setting where youll enjoy the sounds of songbirds & seasonal migration of wild geese. Just a short stroll from Vasona Lake, yet removed from the weekend crowds, this home offers the best of both worlds. Take in breathtaking sunsets over the lake, or enjoy a scenic 15 min. bike ride along the Los Gatos Creek Trail to the charming shops, restaurants, & cafés of Downtown Los Gatos. A majestic redwood tree one of the few in the neighborhood provides welcome shade during the summer months while enhancing the homes natural beauty. Inside, soaring vaulted ceilings and abundant natural light fill the spacious, open living areas, creating an inviting setting for both everyday living & entertaining. The flexible floor plan includes 3 bedrooms & 2 bathrooms in the main home, plus a generous studio or 4th bedroom located beyond the garage with its own private bathroom, ideal for guests, a home office, creative studio, or multigenerational living.

245 El Cajon WAY, Los Gatos

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

$950,000
2 Beds ⋅ 2 Baths ⋅ ML82056085 MLS
Experience peaceful mountain living with Silicon Valley convenience in the Los Gatos hills above Lexington Reservoir. Surrounded by mature trees and scenic hillside views, this thoughtfully updated home has easy access to both nature and city life. Located in the sunny Aldercroft Heights Community, this home includes 2 cozy bedrooms, 2 updated bathrooms, hardwood flooring, granite kitchen countertops, central heat, dual-pane windows with remote-controlled shades, and a tankless water heater. A detached Zomes dome set on its own platform with easy access from the main house serves as an inspiring bonus space for music, art, fitness, or remote work. Enjoy a spacious deck overlooking the surrounding hills and sounds of nature. The property features newer fences, a dedicated dog run, play area, storage sheds, and covered parking with electric vehicle charging. Conveniently located just minutes from downtown Los Gatos, Lexington Reservoir, hiking and biking trails, and major commute routes, all within the highly regarded Los Gatos school district, including Lexington Elementary, Fisher Middle, & Los Gatos High. Aldercroft Heights is truly a hidden gem, with an abundance of sunshine, beautiful trees, fast internet and just a 10-15 minute drive to the heart of downtown Los Gatos

21477 Old Mine RD, Los Gatos

Listed by Aubrie Avina, 408-348-1022 from Keller Williams Realty-Silicon Valley
(If provided) CoList: from

$4,648,000
6 Beds ⋅ 5 Baths ⋅ ML82055683 MLS
Nestled among majestic trees just 15 minutes from downtown Saratoga, this architecturally significant modern retreat offers a rare blend of design, privacy, & connection to nature. Showcased in DWELL & thoughtfully integrated into its spectacular 2.9-acre setting, the residence unfolds through walls of glass, soaring ceilings, & extraordinary indoor-outdoor living. Light pours through endless windows, framing meadow & forest views while valley lights shimmer at night. Endless space to build a pool/pool house, ADU, large garages, or keep it as a fenced in pasture for horses. Built in 2018, the home features dramatic living spaces with 20-foot ceilings, a stunning chefs kitchen anchored by an oversized marble island & premium appliances, & a spectacular primary retreat with private terrace and spa-like bath. Designed for both sophisticated entertaining & everyday sanctuary, the flexible floor plan includes multiple guest accommodations, media & recreation spaces, a roof deck & a detached 400-square-foot guest retreat or executive office. Bordered by Castle Rock State Park with direct access to nature, yet remarkably close to downtown dining, shopping, & commuter routes, this is a home for those seeking something truly unforgettable architectural, private, & impossible to replicate.

13755 Skyline BLVD, Los Gatos

Listed by Tiger Teerlink, 408-828-9614 from Compass
(If provided) CoList: from

$1,500,000
3 Beds ⋅ 3 Baths ⋅ ML82055608 MLS
Just 20 minutes from downtown Los Gatos, this beautifully renovated mountain retreat offers the perfect balance of privacy, modern comfort, and natural beauty. Located on a paved road with easy year-round access, the property feels worlds away while remaining close to Silicon Valley. Enjoy high-speed internet, owned solar, EV charging, backup generator, and a strong-producing private well that provides abundant water year-round. An added benefit is the fire station located directly below the property, providing nearby emergency response and additional peace of mind. The thoughtfully renovated home features timeless finishes, inviting living spaces, and expansive windows that capture sweeping ocean views and fill the home with natural light. Outside, enjoy your own private sanctuary with a private hiking trail, raised garden beds, and peaceful surroundings. Relax on the deck while taking in breathtaking sunsets or entertain family and friends in complete privacy. A separate downstairs apartment offers flexibility for multigenerational living, guests, a home office, or rental income. Move-in ready and combining privacy, self-sufficiency, spectacular views, and modern amenities, 1095 Wilderfield Road offers an exceptional mountain lifestyle just minutes from downtown Los Gatos.

1095 Wilderfield, Los Gatos

Listed by David Derousseau, 831-246-6564 from Epique Realty
(If provided) CoList: from

$1,800,000
3 Beds ⋅ 3 Baths ⋅ ML82030169 MLS
This 3 bed/ 3 bath Los Gatos exclusive is a must see. Over 5 acres of gated serene mountain living near Highway 17 in the coveted Loma Prieta School District. The home has over 2500- sq.ft. of beautifully remodeled space. The vaulted ceilings, sky lights, and huge picture windows capture spectacular daylight on the main floor, making the gourmet kitchen with its stainless steel appliances, gas range, handpainted ceramic backsplash, soap stone counters, and two islands the envy of any home chef. Theres a formal dining room/den with a half bath and a great room with a fireplace and access to the upper deck, where you can take in the sweeping mountain views beneath a pergola. Also on the main floor, a retreat style primary bedroom and a primary bathroom with a standalone soaking tub, dual vanities and a bay window for extra sunlight. On the lower level, youll find the remaining bedrooms, bathroom, storage area and access to the lower deck. Outside, theres an attached 2 car garage, detached office/artist studio, chicken coop, and a 4 car detached garage with a separate driveway perfect for an ADU. There are too many incredible features to list; youll have to see for yourself!

23695 Hutchinson RD, Los Gatos

Listed by Katie Keeler, 831-588-6959 from eXp Realty of California Inc
(If provided) CoList: from

$3,750,000
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

$1,999,888
4 Beds ⋅ 3 Baths ⋅ ML82055326 MLS
WHAT A DEAL! Tucked away on a quiet cul-de-sac and set back from Blossom Hill Rd, this beautiful Los Gatos home offers privacy, convenience, and lifestyle within the highly sought-after Leigh High School district. Enjoy close proximity to top-rated schools, premier shopping, dining, and scenic nature trails while coming home to a peaceful setting. Situated on an approximately 7,500 sq ft lot, this move-in ready home has been newly painted inside and out, features new flooring throughout, and is filled with natural light. A grand foyer with soaring ceilings welcomes you into the elegant living and dining areas. The gourmet kitchen features upgraded appliances, quality finishes, a breakfast nook, and flows into a versatile family room, easily convertible into a downstairs bedroom. Upstairs, all four bedrooms feature high ceilings and generous closet space, including a spacious primary suite with soaring ceilings and an ensuite bathroom. Step outside to a private, low-maintenance backyard ideal for entertaining or relaxing. A side yard with storage shed adds functionality. Rarely does a home offer this combination of privacy, location, updates, and move-in-ready condition. A wonderful opportunity to own a beautifully updated home in one of Los Gatos' desirable neighborhoods.

15055 Blossom Hill RD, Los Gatos

Listed by Chandani Group, (650) 492-0234 from Compass
(If provided) CoList: Karishma Chandani from Anthem Realty
$900,000
4 Beds ⋅ 3 Baths ⋅ ML82054756 MLS
Luxury Live Auction! Bidding to start from $900,000.00! A rare opportunity to steal this private mountain estate on ~5 acres in the Los Gatos Mountains, just appraised at $1.45M. This beautifully renovated and move-in ready retreat delivers breathtaking panoramic views spanning mountains to city lights, where luxury meets serenity. Behind a gated, tree-lined drive, discover a stylish 4BD/2.5BA main residence (2,134± SF) plus a detached ADU ideal for guests or multigenerational living. The designer kitchen features custom cabinetry, marble counters, gas range & walk-in pantry. Expansive living spaces open to multiple view decks for seamless indoor-outdoor living. Equestrian-ready with flat usable land, paddocks & riding area. Recent upgrades include new roofs, hardwood floors, A/C & so much more, must see to appreciate. Now launching via luxury auction - where market demand meets opportunity.

30680 Loma Chiquita RD, Los Gatos

Listed by Sandy Jamison, 408-214-8821 from Tuscana Properties
(If provided) CoList: The Jamison Team from Tuscana Properties
$2,438,000
3 Beds ⋅ 3 Baths ⋅ ML82054818 MLS
A Rare Los Gatos Mountain Estate with 21.59 Acres, Privacy, Views & ADU Discover an extraordinary private ridge-top sanctuary just minutes from downtown Los Gatos and Silicon Valley. Set on 21.59 sun-drenched acres, this gated estate offers exceptional privacy, sweeping valley and mountain views, and an unmatched sense of space and serenity. The 3,083 sq ft main residence features vaulted ceilings, expansive windows, abundant natural light, and seamless indoor-outdoor living. The recently remodeled gourmet kitchen is designed for both everyday living and entertaining. A spacious dedicated office provides an ideal work-from-home setting, while expansive view decks create spectacular spaces for entertaining and enjoying unforgettable sunsets. A detached 484 sq ft ADU offers flexible space for guests, home office, or potential rental use. The expansive acreage includes private trails, producing orchard and garden areas, multiple outdoor living spaces, and room to create your own mountain lifestyle. Owned solar, backup power, and a private well add valuable self-sufficiency. Located in the Los Gatos High School service area, this rare property combines desirable schools with exceptional privacy, panoramic views, usable acreage, an ADU, and convenient Silicon Valley access.

950 Oak Ridge RD, Los Gatos

Listed by Nian Gong, 949-877-9768 from Goodview Financial & Real Estate
(If provided) CoList: from

$1,645,000
4 Beds ⋅ 3 Baths ⋅ ML82052797 MLS
Enjoy long-range views from this updated mountain home with spacious living areas and natural light throughout. The well-designed floor plan features a generous living room, formal dining room, and updated kitchen with a walk-in pantry, breakfast bar, and casual dining area open to the family room. A half bath and laundry room complete the main level. Upstairs are four comfortable bedrooms, including a bright primary suite with a walk-in closet and spacious bath featuring a skylight, soaking tub, and separate oversized glass-enclosed shower. Enjoy the large deck for relaxing or entertaining. Additional highlights include fully fenced and gated grounds, owned solar and a detached two-car garage. Wired for an automatic generator/EV charger. Quick access to Hwy 17. Approx. 15 minutes to downtown Los Gatos and 20 minutes to Santa Cruz. Located in the sought-after Los Gatos-Saratoga Union school district.

23758 Hutchinson RD, Los Gatos

Listed by Terese McCoy, 650-670-0736 from Christie's International Real Estate Sereno
(If provided) CoList: from

$799,000
2 Beds ⋅ 2 Baths ⋅ ML82052436 MLS ⋅ Aldercroft Heights BLDG.
Amazing views above Lexington Reservoir from this updated Aldercroft Heights Home! Discover this custom-built gem by Pacific Modern Homes (approx 1992), designed for durability and comfort. The interior is bathed in natural light from stunning arched picture windows and french doors, centered around a dramatic living room with soaring vaulted ceilings that create an airy, open sanctuary. The home offers a highly functional layout, with 1 one bedroom & bath upstairs, and another bedroom & bath downstairs, including a spacious basement with a dedicated laundry area. Recent updates include new exterior paint, new wideplank flooring, updated bathroom vanities and fixtures. Featuring the renowned "Pacific SmartWall System," this residence is built with robust construction offering peace of mind in a beautiful, natural setting. Two levels of lovely covered decks are perfect for enjoying morning coffee or serving as a peaceful space. Outdoor living is a dream with breathtaking mountain views with a peek at the reservoir and small yard for gardening and play. Friendly Aldercroft Heights community & proximity to Lexington Reservoir for kayaking, fishing and hiking. Great Commute; 10 minutes to town and best Los Gatos Schools: Lexington Elementary, Fisher Middle and Los Gatos High!

17415 Locust DR, Los Gatos

Listed by Nicki Banucci, 408-515-7247 from Compass
(If provided) CoList: Lisa Sgarlato from Compass
$2,850,000
5 Beds ⋅ 5 Baths ⋅ ML82050514 MLS
Incredible location for this stunning remodel in the Los Gatos Hills! Gated entry and set on on a private, sunny 1.26 acre lot with gorgeous fountains, beautiful oaks and vineyard, home features a grand entry and flexible floor plan with in-law/adu potential. Upgrades galore with chefs gourmet kitchen featuring a La Cornue range, stunning island/breakfast bar with leather counters, stained glass skylights, walk-in pantry and perfected temp wine room. Lovely living areas with hardwood floors and veranda overlooking vineyard and mountain views and formal dining room. Stunning spa like primary suite with fireplace and private balcony. Lower level features Travertine floors with radiant heating system. 2 en-suite bedrooms plus separate 3 rooms off the garage that makes great in-law or potential adu. Separate office space with sports room has french doors opening to back patio. New windows throughout. Great outdoor space for entertaining with patios, bbq area, bocce ball, raised bed gardens, and storage sheds. Property is fully fenced serviced by Villa del monte water plus agricultural well for vineyard. Central Summit road location near Regale and Burrell wineries and schools. Easy commute location 10 minutes to town 15 to the beach. Loma Prieta Schools and Los Gatos High

23005 Del Monte WAY, Los Gatos

Listed by Lisa Sgarlato, 408-396-7231 from Compass
(If provided) CoList: George Montanari from Compass
$1,698,000
5 Beds ⋅ 3 Baths ⋅ ML82053985 MLS ⋅ Las Cumbres BLDG.
Spectacular canyon and mountain views greet you as you step through the front door of this incredible retreat in the exclusive Las Cumbres community. Walls of windows frame the scenery, and the outdoors pours into nearly every room. The open living and dining area features hardwood floors and a propane stove, plus a charming sunroom for morning coffee with a view. The remodeled kitchen offers cherry cabinetry, granite counters, 6-burner gas range, a butler pantry, and a secondary prep sink. The family room provides access to a bedroom and bath, laundry area, attached 2-car garage, and a bonus bedroom over the garage. A main-level suite with office & remodeled bath with heated slate-floor adds flexibility. Upstairs is another bedroom plus the primary suite with sitting area, loft storage, and dual-sink vanity. Step outside to a multi-level deck with a hot tub and breathtaking views. Additional features incl two driveways, backup generator, and high-speed broadband up to 10gb. Las Cumbres is a Firewise certified community with pool, private trails, sports courts, community water, and its own volunteer fire department - all within award-winning Los Gatos schools, just 25 minutes to downtown. A rare chance to own a private mountain sanctuary minutes from Silicon Valley.

18788 Favre Ridge RD, Los Gatos

Listed by Janet Souza, 408-805-3349 from Christie's International Real Estate Sereno
(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
$3,688,000
3 Beds ⋅ 3 Baths ⋅ ML82053747 MLS
Positioned off prestigious Kennedy Road, this private two-acre gated sanctuary blends dramatic panoramic views with unmatched resilience, just minutes from downtown Los Gatos. Impeccably reimagined for modern living, the single-story residence boasts soaring ceilings, rich hardwood floors, and sun-drenched interiors framed by expansive glass. At the heart of the home, a chefs kitchen showcases custom cabinetry, granite counters, a spacious center island, and elite appliances by Sub-Zero, Thermador, Miele, and Fisher & Paykel. Designed for effortless indoor-outdoor entertaining, view-filled decks overlook a Forno Bravo wood-fired pizza oven, cozy outdoor fireplace, built-in DCS grill, and lush hillside gardens of fruit trees, rosemary, and lavender. A tailored executive office with dual workstations and pocket doors easily converts to a private guest suite. Built for ultimate peace of mind, features include fully owned 14kW solar, dual Tesla Powerwalls, dual water sources, high-speed fiber, and a 20x10 workshop with 240V power. Tucked away on a quiet lane serving only six homes, with dual access via Kennedy and Top of the Hill Roads, this is luxury redefined. Enter on Top of the Hill Road to access property.

15333 Kennedy RD, Los Gatos

Listed by David Lillo, 408-621-5649 from DPL Real Estate
(If provided) CoList: from

$1,399,000
3 Beds ⋅ 3 Baths ⋅ ML82053710 MLS ⋅ Redwood Estates BLDG.
Wonderfully updated and comfortable REDWOOD ESTATES private home. Quality upgrades, fine craftsmanship, high functionality are highlights of this tastefully updated sunlit abode. Spectacular sunrises on sprawling decks with panoramic views of the lush and inspiring Sierra Azul. Huge usable lot welcomes creativity for vast gardening, pets, pool, ADU? or a variety of uses. The updates to this home include EV charger, on demand h20, back up whole house gen, high capacity AC, designer - paints, trim, lighting, switches, outlets, hardware, doors, Calif. closets, hardwoods, custom front door and trim pkg, hardwood floors, dbl pane windows, marble counters, deep sink, elec. blinds, designer hardware, copper gutters, downspouts and ext. lighting, built ins, murphy bed, Kitchen Aid appliance suite. Vaulted ceilings & skylight, large hearth and mantle, great floor plan offers fine livability. Neighborhood pool, pavilion, park, pizza place, playing field and convenience store provide a community hub adjacent to a large SCC Fire Station. World Class Los Gatos public schools, easy access freeway corridors and proximus to silicon valleys biggest tech campuses, SJC, SFO and downtown's Los Gatos finest entertainment, dining and shopping. You wont find this kind of living for this kind of price.

21546 Alma CT, Los Gatos

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

$1,698,000
4 Beds ⋅ 3 Baths ⋅ ML82051834 MLS
Motivated, owner financing available. Live your dream in the Santa Cruz Mountains on nearly 4 private, park-like acres, just 20 minutes from downtown Los Gatos and located within one of CA sought-after school districts. This beautifully maintained home offers the perfect blend of privacy and comfort, with numerous upgrades throughout. Featuring 3 beds, 3 baths, an office, and several additional flexible-use rooms, the home can easily be customized to fit your lifestyle and needs. Natural light fills the spacious interior, while the chef's kitchen is perfect for everyday living and entertaining. Additional features include an oversized garage, generator backup system, RV and boat parking, and outdoor space to expand your vision. The property is dotted with mature fruit trees and offers plenty of room for additional orchards, gardens, or even a small vineyard. Appreciate the peaceful setting and endless possibilities. A small barn, which could also be a detached workshop/man cave, and outbuildings provide exceptional flexibility for hobbies, storage, or creative projects. Whether you're seeking an entertainer's paradise or a unique property with room to grow, this exceptional Los Gatos home delivers. We are offering a flooring credit. Huge attic for an additional room.

26175 Pierce RD, Los Gatos

Listed by Craig Robinson, 408-309-4004 from KW Bay Area Estates
(If provided) CoList: from

$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

$4,500,000
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

$1,549,000
4 Beds ⋅ 3 Baths ⋅ ML82053342 MLS
Perched in the scenic Los Gatos Mountains, this beautifully maintained 4-bedroom, 3-bathroom home offers breathtaking panoramic views, spacious living, and exceptional flexibility for today's lifestyle. Thoughtfully designed, the home features hardwood floors, generously sized bedrooms, and an inviting floor plan that blends comfort with functionality. The expansive upstairs bonus area provides incredible versatility, making it ideal as a guest bedroom, home office, media room, playroom, fitness space, or multi-purpose retreat to fit your changing needs. Large windows frame the stunning mountain vistas, creating a peaceful backdrop throughout the home while filling the living spaces with natural light. Pride of ownership is evident inside and out, with meticulous maintenance allowing the next owner to move right in and enjoy. Whether you're searching for a Los Gatos mountain home, a property with gorgeous views, flexible living space, or room to work from home while enjoying a tranquil setting, this home delivers the perfect balance of privacy and space.

27255 Loma Prieta WAY, Los Gatos

Listed by Monica Lussier, 408-472-2414 from Compass
(If provided) CoList: Michele Replogle from Compass
$1,195,000
4 Beds ⋅ 3 Baths ⋅ ML82043742 MLS
Charming and updated mountain home, move in ready with excellent floor plan. This is the best value in all of 95033. Nearly 3 acres across two parcels positioned on Highway 17 at the intersection of Silicon Valley work, Los Gatos schools, and Santa Cruz Mountain living. This 4BD/3BA, 1,855 sq ft home is genuinely turnkey: freshly painted interior and exterior, new carpet throughout, owned solar system, Tesla Powerwall battery backup, EV charging, and a detached workshop. Mutual water, septic. Sits in the Lexington Elementary, Raymond J. Fisher Middle, Los Gatos High (rated 10/10) school triangle. 15 minutes to downtown Los Gatos and top-rated schools. 20 minutes to Silicon Valley employment centers. Steps to world-class hiking and biking trails. Weekend accessible to Santa Cruz and Monterey Peninsula. Second parcel buildable, subject to county approval and buyer verification genuine flexibility without obligation. Built for buyers seeking land, schools, infrastructure investment, and access without compromise.

20476 Santa Cruz HWY, Los Gatos

Listed by Michael Riese, 408-781-7692 from Coldwell Banker Realty
(If provided) CoList: Sunil John from Coldwell Banker Realty
$1,099,000
3 Beds ⋅ 2 Baths ⋅ ML82052845 MLS
Nestled among majestic redwoods on desirable Glenwood Drive, this peaceful mountain retreat offers the perfect blend of privacy, natural beauty, and modern comfort. A quiet, tree-lined approach welcomes you home, where expansive decks and tranquil gardens invite you to relax and enjoy the serene surroundings. Inside, soaring open-beam ceilings, skylights, and abundant natural light create a warm, inviting atmosphere. The updated kitchen features quartz countertops, stainless steel appliances, and opens seamlessly to the living and dining areas, anchored by a cozy pellet stove. The main level includes two bedrooms and a full bath, while the lower level offers a private-entry guest suite with its own bedroom, bath, and kitchenette, ideal for extended family, guests, a home office, or multi-generational living. Outside, enjoy a rare flat, sun-filled backyard with raised garden beds, a pergola-covered patio, detached studio, and private sauna with outdoor shower. Recent upgrades include an underpinned foundation and updated septic system. Located in the Scotts Valley school district with high-speed internet and easy Highway 17 access, this is mountain living at its best.

24250 Glenwood DR, Los Gatos

Listed by Cassandra Maas, 408-472-7988 from Anderson Christie, Inc.
(If provided) CoList: from

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