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19915 Wright DR, Los Gatos
$2,250,000
5 Beds ⋅ 3 Baths ⋅ ML82065888 MLS
EXCEPTIONAL LOCATION. THREE RESIDENCES. ENDLESS POSSIBILITIES. Enjoy remarkable versatility and value on nearly an acre, just five minutes from downtown Los Gatos and 100 yards from Lexington Reservoir. Within walking distance of highly desirable Lexington Elementary, this property features a five-bedroom, three-bath main home, an attached in-law unit, and a detached cottage offering flexible options for multigenerational living, guests, or rental income. The cottage and in-law unit currently generate approximately $6,000 per month in combined rental income, creating an exceptional opportunity to live in the main home while rental income helps offset your living expenses. The main home shines with brand-new flooring throughout, complemented by dual-pane windows, fresh paint, stainless steel appliances, and quartz countertops. A two-car garage and approximately 540-square-foot semi-finished basement provide additional space for storage, hobbies, or future possibilities. An outstanding combination of location, flexibility, and income potential, all with desirable Los Gatos schools.

19915 Wright DR, Los Gatos

Listed by Scott C. Poncetta, 408-757-1007 from KW Bay Area Estates
(If provided) CoList: Judith Vandsburger from KW Bay Area Estates

16730 Laurel RD, Los Gatos
$889,999
2 Beds ⋅ 2 Baths ⋅ ML82065690 MLS ⋅ Laurel Community League- Water BLDG.
Santa Cruz Mountains Retreat with Privacy, Redwoods & Easy Highway 17 Access. Escape to the peaceful beauty of the Santa Cruz Mountains with this charming rural retreat located in Santa Cruz County with a desirable Los Gatos address. Situated on approximately 6.9 acres surrounded by majestic redwood trees, this property offers privacy, tranquility, and convenient access just minutes from Highway 17. Ideally located halfway between Santa Cruz and Silicon Valley and within the sought-after Scotts Valley School District. This inviting home features approximately 1,700 sq ft with 2 bedrooms, 1 1/2 bathrooms, Bonus Rooms, a loft, and a basement. Enjoy an expanded front porch deck with a new overhang porch, perfect for relaxing and taking in the serene mountain setting. The remodeled kitchen includes new cabinets, laminate countertops, an R/O water system, and whole-house water softener. The updated bathroom features a luxurious steam shower, while new LVP flooring enhances the interior. Additional highlights include a basement, workshop, multiple outbuildings and sheds, ample parking, and a 500-gallon reserve water tank. Whether you are seeking a full-time residence or peaceful getaway, this unique mountain property offers the perfect blend of comfort, nature, and convenience.

16730 Laurel RD, Los Gatos

Listed by Debbie P. Marino, 408-210-2400 from Pellego
(If provided) CoList: from

Ocean View RD, Los Gatos
$785,000
ML82064017 MLS
Enjoy sweeping top of the world views of Monterey Bay and Santa Cruz as you drive into the serene Ocean View neighborhood consisting of estate homes, leading to a tranquil setting framed by majestic oak trees. Skip the years of red tape and the endless cycle of county reviews. This is your rare opportunity to move past the grueling planning process and straight toward building your dream home. Shovel-ready and sitting on approximately 2.5 acres, this property offers a combination of privacy, natural beauty, and development readiness that is nearly impossible to find. Much of the many year pre-construction work is already behind you. Permits have been issued for a 2,330-square-foot residence and an 819-square-foot garage. Geological and soils testing are finished, and grading plans are fully approved and in place. A well is already installed, and power is available at the street, providing a massive head start on the infrastructure needed to bring your vision to life. Served by highly regarded local schools, including Loma Prieta Elementary, C.T. English Middle, and Los Gatos High. You're just a minute from the Skyland Mountain Church and five minutes from the Summit Center Market. Only 20 minutes from the beach or the vibrant shops and dining of downtown Los Gatos.

Ocean View RD, Los Gatos

Listed by Keith Kanady, 408-316-1666 from Compass
(If provided) CoList: from

17275 Melody LN, Los Gatos
$1,699,000
4 Beds ⋅ 2 Baths ⋅ ML82064735 MLS
Just under a mile along scenic Summit Rd, Melody Lane is a welcoming enclave tucked beneath majestic redwoods. This updated Los Gatos Mountains retreat sits privately on over an acre in an enchanting natural setting. The open layout offers abundant light, oversized windows, hardwood floors & skylights. Updated kitchen w/stainless appliances, new lighting, granite counters, gas range & wine fridge. Generous downstairs family room. Remodeled bath w/separate shower & soaking tub. Fresh interior paint. Peaceful forest views from every room. Bonus room ideal for office, gym or spacious closet. Backyard getaway w/several gathering spaces, gas fire pit, bocce court & redwood views! a perfect spot to relax & entertain Experience mountain living w/convenient access to Silicon Valley & the Santa Cruz coast. Enjoy this coveted location just 7 mi. to Downtown Los Gatos, 3.2 mi. to Summit Grocery & 15 min to Santa Cruz. Old Santa Cruz Hwy offers another easy route. Detached garage, Tesla EV charger & exterior storage shed. Long driveway accommodates multiple cars with an easy turnaround. Nearby hiking & biking trails abound. Served by Melody Woods Water & high-speed Xfinity cable. Top Schools: Loma Prieta, CT English, Los Gatos High. A special opportunity in a magical setting. Don't miss out!

17275 Melody LN, Los Gatos

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

700 Laurel View RD, Los Gatos
$400,000
2 Beds ⋅ 1 Baths ⋅ ML82064276 MLS
Welcome to your private retreat in the redwoods, where peaceful mountain living meets everyday convenience. Set on approximately 3 acres, this unique Los Gatos property feels even more expansive thanks to its exceptional privacy, with no neighboring homes visible from the property. Wind your way down a private driveway along the mountainside and arrive at a secluded escape tucked beneath the redwoods, creating an immediate sense of peace and privacy. Technically a 2-bedroom home, the second bedroom has been thoughtfully modified into a warm and inviting living room featuring a fireplace, creating a comfortable space to relax and gather. Offering just under 1,100 sq. ft., the home is surrounded by towering redwoods, natural beauty, and two seasonal creeks that meander through the property. Enjoy morning coffee on the deck, entertain beneath the redwood canopy, work from your peaceful hideaway, or simply unwind in complete tranquility. Despite its secluded setting, downtown Los Gatos is just minutes away, providing convenient access to dining, shopping, entertainment, and more. A rare opportunity to enjoy true privacy, acreage, and serene redwood living while remaining close to town.

700 Laurel View RD, Los Gatos

Listed by Cathy Jackson, 408-489-9645 from Intero Real Estate Services
(If provided) CoList: Jamie Jackson from Intero Real Estate Services

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

21601 Norman DR, Los Gatos
$599,000
1 Beds ⋅ 2 Baths ⋅ ML82063180 MLS
Tucked among the peaceful beauty of the Los Gatos Mountains, this charming property feels like a page from a storybook. Lovingly cared for as a cherished home for many years, it is filled with warmth and character, and the quiet rhythm of mountain living. The inviting floorplan features an ample living room with vaulted ceiling and a light-filled sunroom, the perfect spot for dining, reading, or entertaining.The lower level is a sanctuary, featuring a relaxing primary suite which includes a bedroom, a separate flex room for office or hobbies, plus a powder room. Nature views from every window, abundant skylights fill the rooms with sun! Recent upgrades include fresh paint, new carpet, and refinished cabinets, complemented by beautiful fir floors and dual-pane windows. An over-sized one-car garage and separate shed provide valuable storage and workspace.Enjoy easy access via well maintained roads to the property, plus plenty of parking! Three patios and a deck create wonderful opportunities for outdoor living.Embrace the serenity of the mountains while remaining close to down-town Los Gatos and everyday conveniences.Located in the award winning Los Gatos School District! This turnkey mountain retreat is ready for its next chapter and for new memories to be made. Your dream awaits!

21601 Norman DR, Los Gatos

Listed by Heidi Robinson, 831-234-9823 from Compass
(If provided) CoList: from

22443 Tim Tam CT, Los Gatos
$2,000,000
3 Beds ⋅ 2 Baths ⋅ ML82061119 MLS ⋅ Riva Ridge BLDG.
Experience luxury mountain living without compromise in the Riva Ridge community - an exclusive enclave of custom-designed homes. This unique estate showcases high-end modern finishes w/ flexible floorpan sprawling across 3 levels. Renowned Los Gatos School District, this property offers an ideal blend of privacy, community & proximity to major tech hubs & coastal destinations. Gourmet Kitchen, Equipped w/ Viking range, full-slab granite intentionally accent the space. Custom climate-controlled wine room elevates this entertainers space. Bright & open interior featuring architecturally pleasing design, windows, skylights. Wide-plank engineered hardwood flooring & Viewrail steel railings. The top floor Penthouse suite showcases a private balcony, sunroom, upgraded bathroom & bonus 3 room "flex" space perfectly suited for a home gym, work-from-home office, art studio or nursery. Owned Solar + Batteries. Inviting curb appeal featuring custom paver driveway & intentional landscaping. Spacious decks & outdoor entertaining areas designed to enjoy the surroundings. Exclusive access to the only private pickleball & tennis courts on the Summit + trailhead w/ sweeping panoramic ocean & mountain view. Firewise certified w/community maintenance provides safety + significant insurance perks.

22443 Tim Tam CT, Los Gatos

Listed by Evangela Masih, 831-999-0190 from Room Real Estate
(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

23349 Deerfield RD, Los Gatos
$1,450,000
3 Beds ⋅ 2 Baths ⋅ ML82060531 MLS
Welcome to 23349 Deerfield Rd, a beautifully updated single story home located in the prestigious Villa Del Monte neighborhood. This 1,517 sf home is perfectly situated on a spacious sun drenched 38,071 sf usable lot on a peaceful cul-de-sac. Bright & inviting, the home features: Milguard windows, hardwood flooring, updated hall bath, modern fixtures, inside laundry room w/ storage & outdoor access, oversized finished garage, pristine decking & copper plumbing. The kitchen flows into the dining/family room adorned with a cozy gas fireplace & slider that leads onto the expansive deck with breathtaking views of your own majestic grounds & trees! Adjoining the family room is a comfortable separate living room w/ picture window overlooking the rear grounds. The primary suite features views of the backyard, 2 large closets & a fully remodeled bath w/ a dual sink vanity & tiled plank flooring. The private outdoor space offers an abundance of room for playing, gardening, entertaining or simply enjoying the peace & serenity that mountain living offers. Perfect land for future home expansion, Additional Dwelling Unit & solar! Conveniently located close to excellent Loma Prieta schools, The Summit Store, local wineries & easy access to Hwy 17. Served by Villa Del Monte Private Water!

23349 Deerfield RD, Los Gatos

Listed by Shelli Baker, 408-568-9412 from Coldwell Banker Realty
(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

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

00-2 Old Santa Cruz HWY, Los Gatos
$3,950,000
ML82057902 MLS
PREMIUM WATERFRONT ESTATE PARCEL ~ LOS GATOS, CA (SANTA CLARA COUNTY) Nowhere else in the entire Bay Area will you find such an exceptional 3.11-acre waterfront parcel, where you can build your dream estate, compound, or retreat center. Located in prestigious Los Gatos offering direct Lexington Reservoir access with optimal square-footage development footprint. Professionally surveyed, septic plan complete, engineered and planning underway. Pre-submittal phase with rare customization window: shape home placement, design, site parameters, and development vision before parameters finalize. STANDOUT FEATURES: Prime development footprint ideal for luxury estate siting. Direct water access in a rare waterfront development setting. Adjacent hiking and biking trails. Minutes to downtown Los Gatos. Santa Clara County regulatory flexibility enables innovative design approaches. Top-rated schools. Surrounded by multimillion dollar estate homes. Optimal footprint and water access enable distinctive luxury home positioning with full design control. Massei Construction is a highly regarded luxury homebuilder developing estates throughout California. Price includes pre-development work and site studies customized to your vision for the property.

00-2 Old Santa Cruz HWY, Los Gatos

Listed by Michael Riese, 408-781-7692 from Coldwell Banker Realty
(If provided) CoList: Collette D'amico from Coldwell Banker Realty

15645 Stetson RD, Los Gatos
$290,000
ML82056190 MLS
Escape to your own peaceful woodland retreat on just over 4 beautiful acres with morning sun and shade in the afternoon. This unique property offers privacy, natural beauty, and excellent potentialall within easy reach of recreation and everyday conveniences. Over 4 acres of ; - Scenic wooded land- Functioning well - PG&E power pole ready for electrical service - Gated driveway - Usable building area ideal for a variety of possibilities. Whether you're dreaming of building a cozy home or creating a weekend retreat this property provides a fantastic foundation to bring your vision to life. Enjoy nature with hiking & mountain bikes at Demonstration Forest and nearby amenities such as the Summit Store and Local wineries. Only 11 miles from the charming beach town of Capitola, offering beautiful beaches, restaurants, shopping, and coastal attractions. This unique property offers privacy, natural beauty, and excellent potentialall within easy reach of recreation and everyday conveniences.

15645 Stetson RD, Los Gatos

Listed by Paula L Leary, 408-425-3345 from Golden Gate Sotheby's International Realty
(If provided) CoList: Terence Leary from Golden Gate Sotheby's International Realty

21477 Old Mine RD, Los Gatos
$899,000
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

13755 Skyline BLVD, Los Gatos
$4,198,000
6 Beds ⋅ 5 Baths ⋅ ML82055683 MLS
A rare combination this close to Silicon Valley: modern architecture on nearly three private acres, surrounded by protected public forest land with direct access to the Skyline Trail, assigned to Saratoga High School, and approximately 15 minutes from downtown Saratoga via Highway 9. This turn key home is ready for walking right in to enjoy a spectacular life of luxury. Private without being remote. Architectural yet warm. A home designed to experience the landscape as much as the house itself. Featured in DWELL and built in 2018, this striking contemporary home pairs dramatic scale with expansive windows, natural light and herringbone hardwood floors. The nearly 20-foot tall ceilings in the great room flows into a kitchen anchored by a dramatic oversized natural-stone island, 48-inch Wolf range and Sub-Zero refrigeration. The primary suite features approximately 14-foot ceilings, its own private patio and freestanding soaking tub. Additional bedrooms & a detached 400 +/- sq.ft. suite connected by a covered breezeway offers flexible guest, office and studio space. Outside, landscaped patios transition to mature forest and an open meadow with a three-stall barn. A rooftop deck captures distant Bay Area lights. Modern design, exceptional privacy and Saratoga just minutes away.

13755 Skyline BLVD, Los Gatos

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

1095 Wilderfield, Los Gatos
$1,420,000
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

23695 Hutchinson RD, Los Gatos
$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

20905 Comanche TRL, Los Gatos
$919,000
2 Beds ⋅ 1 Baths ⋅ ML82050444 MLS ⋅ Chemeketa Park BLDG.
Charming Los Gatos redwood retreat blending mountain cabin vibes with modern updates! Meticulously maintained and largely rebuilt in the early 1990s (architectural plans available), this move-in ready home features fresh interior paint, refinished wood floors, and new tile work. The 1,128 sq ft main level includes 2 bedrooms, a large tiled bath, formal dining, family room, flex space that could be used as a 3rd bed or office, and a hallway-free layout that feels extra spacious. The kitchen boasts green marble, pine accents, new flooring , gas cooktop, and stainless appliances. Downstairs offers a 385 sq ft finished basement with laundry, workshop, and extensive built-in storage. Enjoy central forced air, a wood stove with winter wood included, a 2019 roof, and a Tesla EV charger. Outside features an 850 sq ft sunny deck, private patio, and terraced yard framed by robust wired caged retaining walls. Located in a top school district, 14 mins to the high school. Low $218/mo fee covers water, roads, and community amenities.

20905 Comanche TRL, Los Gatos

Listed by Brant Schenk, 831-227-5739 from eXp Realty of California Inc
(If provided) CoList: from

950 Oak Ridge RD, Los Gatos
$2,388,000
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

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

24250 Glenwood DR, Los Gatos
$1,099,000
3 Beds ⋅ 2 Baths ⋅ ML82052845 MLS
Offers reviewed Oct 12 at 5:00pm. Come to the open house today Oct 11 from 1-4. 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

181 Spring Water LN, Los Gatos
$1,500,000
3 Beds ⋅ 2 Baths ⋅ ML82050523 MLS
Beautifully updated single story retreat home perched in the Los Gatos hills is everything you've waited for! Every inch radiates pride of ownership. Enter to wide plank floors and spacious vaulted ceilings and open kitchen/living/dining floorplan that feels crisp, modern and inviting. Lovely barnwood wall with fireplace and large high quality windows and sliders for beautiful light throughout and breathtaking mountain views. Gourmet Kitchen features stunning marble counters, oversize breakfast bar, wine refrigerator, great storage/pantry and high-end stainless steel appliances with 6 burner chef's stove. Separate laundry room. Fantastic Primary suite with bathroom and walk-in closets, 3rd bedroom is double sized, makes for great office/playroom combo. This home is as efficient as it is beautiful, boasting a 2016 roof and a 2019 solar system with two Tesla Powerwalls. Central heat, a/c and fronteir DSL high speed internet. Great storage space behind 1st garage plus separate 2 car garage. Outside, enjoy sunny 2.8 acres with mostly level backyard area and dog run at back of property near well. Set in the highly desirable, quiet Sklyine area, just 15 minutes to town and best Los Gatos Schools: Lakeside elementary school, CT English Middle, and Los Gatos High.

181 Spring Water LN, Los Gatos

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

21568 Alma CT, Los Gatos
$946,000
2 Beds ⋅ 2 Baths ⋅ ML82051193 MLS
Escape to the tranquility of the Santa Cruz Mountains without giving up proximity to town. This move in ready Redwood Estates retreat was rebuilt down to the studs in 2015 and blends modern comfort with the natural beauty of its redwood surroundings. This home offers light-filled spaces designed for today's lifestyle. An open-concept floor plan creates seamless flow between the living area and well-appointed kitchen, featuring granite countertops, breakfast bar seating, and abundant cabinetry. Wood window framing, crown molding, and travertine flooring add warmth and quality throughout. The floor plan offers space well suited for a home office, creative studio, or guest accommodations. Privacy surrounds the property, while ample parking provides a valuable advantage. Approx.10 min. from Downtown Los Gatos, enjoy convenient access to shopping, dining, recreation, and major Silicon Valley employment centers while maintaining the serenity and beauty of mountain living. Those seeking a full-time residence, a quiet retreat, or a place to recharge will find the perfect balance of accessibility and escape. In the highly regarded Los Gatos School District, this is a rare opportunity to enjoy modern living, natural beauty, and a highly sought-after location all in one special property.

21568 Alma CT, Los Gatos

Listed by Kathleen Hendricks, 831-917-0839 from Sotheby's International Realty
(If provided) CoList: from

0 Miller Hill RD, Los Gatos
$590,000
ML82050404 MLS
Own your own working vineyard in the Los Gatos Mountains, complete with ocean views and award-winning Los Gatos schools. This exceptional 2.5-acre parcel features approximately 500 organically farmed Pinot Noir vines that have produced grapes for the past 27 years, along with Sauvignon Blanc vines bordering the upper property line. Gently sloping terrain, mature oak trees, and a privacy fence create a peaceful, private setting with endless possibilities. On clear days, enjoy views stretching to Monterey Bay, providing a spectacular backdrop for a custom home designed to capture both mountain and ocean vistas. Some infrastructure is already in place, including a shared well and power available at the street. Located in a Firewise USA community, which may help reduce insurance costs, and just minutes from the Summit Store offering gourmet foods, groceries, a full-service butcher, and espresso. Downtown Los Gatos and the beaches of Capitola are approximately 20 minutes away. Whether you envision a boutique vineyard estate, modern mountain retreat, or private sanctuary, this rare property is served by Loma Prieta Elementary, C.T. English Middle School, and Los Gatos High School.

0 Miller Hill RD, Los Gatos

Listed by Janet Souza, 408-805-3349 from Christie's International Real Estate Sereno
(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

22065 Old Santa Cruz HWY, Los Gatos
$360,000
ML82038705 MLS
Imagine your dream home nestled amongst the majestic redwoods of the Santa Cruz Mountains. This remarkable parcel offers the rare advantage of a mostly flat building envelope, a blank canvas ready for your architectural vision. Privacy, peace, and unparalleled natural beauty surround you. From this elevated vantage point, enjoy breathtaking views glittering city lights stretching across the valley and the tranquil expanse of Lexington Reservoir shimmering under the California sun. Beyond the views, discover a profound connection to nature. Towering trees, the calming sounds of the forest, and an abundance of local wildlife create an idyllic retreat from the everyday. This is more than a property; it's a lifestyle. Significant investments have been made in its development. Numerous investigations and meticulously prepared reports lay the groundwork for your build; septic perc test, a detailed geological report, architectural renderings for conceptual purposes, and precise build pad drawings, PGE substructure designs and a shared well agreement, simplifying your path to development. Ready for its new owner to make the final push for build site approval and break ground. EZ commute. Nearby historic town of Patchen, rich local history. Loma Prieta Elem. Los Gatos High School.

22065 Old Santa Cruz HWY, Los Gatos

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

25200 Loma Prieta AVE, Los Gatos
$9,800,000
4 Beds ⋅ 3 Baths ⋅ ML82039483 MLS
High above Silicon Valley, where the Santa Cruz Mountains meet the sky, lies Lago Lomita, a sanctuary of beauty, heritage, and possibility. Across forty-four acres of terraced vineyards and ridgelines, the estate is less a property than a world unto itself, suspended above the fog with cinematic views of Monterey Bay. The Adobe residence, by architect Guy Deneus, exudes quiet gravitas with bespoke woodwork, antique doors, and a chef's kitchen anchored by Sub-Zero and Thermador. Nearly every space frames the outdoors, honoring sea, sky, and vineyard alike. Sustainably farmed vines, including celebrated Nebbiolo, flourish in this rare terroir, producing vintages recognized by Wine Enthusiast. Beyond the vines, Lago Lomita is a destination: its 40-foot treehouse, featured in National Geographic, and its Lotus Belle Yurt, welcoming travelers, couples, and artists worldwide. For the discerning buyer, Lago Lomita is both a lifestyle and legacy vineyard estate, boutique brand, and stage for quiet mornings to grand celebrations. Secluded yet connected to Los Gatos, Santa Cruz, Silicon Valley, and SJC Airport, it feels a world apart while never out of reach. Lago Lomita offers more than land and vines; it offers a vantage point and a way of life few will ever know, and fewer will claim.

25200 Loma Prieta AVE, Los Gatos

Listed by Kalina Wasman, 650-773-4049 from Compass
(If provided) CoList: from

21578 Alma CT, Los Gatos
$375,000
ML82037707 MLS
A rare buildable parcel in the heart of Redwood Estates offers over half an acre of prime land with maximum privacy, sunshine and an easy commute to town. This is the perfect place for someone looking to build their dream home in the Los Gatos Mountains on a lot with a flat building pad at the end of a quiet cul-de-sac with running water from the municipal water company (no new water service needs to be installed), electricity at the street, a septic system already in place, a nearby working fire hydrant and an existing garage structure. Sale includes full architectural plans and reports to build a 2600 s/f single family home or aide you in strategizing and executing your own plans. Just 15 minutes from downtown Los Gatos, with top-rated Los Gatos schools, this lower Redwood Estates property will allow you to retreat to the mountains but stay within touching distance of all things Silicon Valley. Redwood Estates is a self-sufficient community that has its own post office, convenience store, restaurant, a newly construction fire station and a community center. Members of the community have access to a swimming pool, two parks and a beautiful building perfect for celebrating important life events. Seller financing is available.

21578 Alma CT, Los Gatos

Listed by Victor Nemechek, 408-373-1178 from Radius Agent Realty
(If provided) CoList: from

15397 Kennedy RD, Los Gatos
$2,250,000
ML82037658 MLS
This truly peaceful sun-drenched ~3 acre lot is surrounded by nature and shares lot lines with incredibly impressive $7-12 million Los Gatos estates. This large parcel will impress owners and developers alike with multiple potential almost flat build sites (up to 3/4 acre!) for very large homes (and ADUs) wrapped with spacious yards and numerous amenities. It's hard to believe such a quiet and picturesque setting is so close to town! This property's been in the same family for over 60 years, so it's a genuinely rare gem. Less than 5 minutes up Kennedy Road from Los Gatos Boulevard is the entrance to its short (recently completely repaved) shared private access road. The build areas will open up in front of you, nestled in a bright tranquil valley of oak covered hillsides providing the perfect backdrop for creative imaginations to run wild! An SB-9 lot split could result in two ~1.5 acre lots EACH allowing 6,000SF+ of primary residence and ADU living space. On-site SJWC water. On-site temporary PG&E 200 amp service; infrastructure there for simple conversion to permanent. WVSD sewer connection within 150 feet. Ideally located near schools, parks, shopping & popular restaurants with easy access to Highways 17 and 85 offering effortless commuting to the entire Bay Area and beyond.

15397 Kennedy RD, Los Gatos

Listed by David Propach, 408-202-7125 from But Simple, Inc.
(If provided) CoList: from

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