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17275 Melody LN, Los Gatos
$1,699,000
4 Beds ⋅ 2 Baths ⋅ ML82064735 MLS
Less than a mile down the picturesque Summit Rd is Melody Lane, a charming community nestled along towering redwoods. This beautifully updated Los Gatos Mountains retreat is privately situated on over an acre of land in a truly magical setting. 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 downstairs family room. Remodeled bathroom w/separate shower & soaking tub. Freshly painted interior. Tranquil views from each room. Bonus room could be office, gym or big closet. Backyard oasis w/multiple entertaining areas, gas fire pit, bocce ball court & forest views! Enjoy the best of mountain living w/easy access to Silicon Valley & the Santa Cruz coast. You can't beat this highly sought after location just 7 mi. to Downtown Los Gatos, 3.2 mi. to Summit Grocery, 15 min to Santa Cruz. Plus, Old Santa Cruz Hwy is an alternate convenient route. Detached garage, Tesla EV charger & outside storage structure. Long driveway w/space for multiple cars & easy turnaround Abundant hiking & biking opportunities. Served by Melody Woods Water & high-speed Xfinity cable. Loma Prieta Elementary, Los Gatos High. This is a rare opportunity, 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

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

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

17368 Melody LN, Los Gatos
$1,499,990
3 Beds ⋅ 2 Baths ⋅ ML82061572 MLS
Welcome to this truly unique custom home in the Los Gatos Mountains, offering privacy and peaceful mountain living just 2 minutes from Hwy 17, 9 minutes from downtown Los Gatos and 20 minutes from Santa Cruz. Unlike many mountain properties, this home features level entry, no steep driveway and abundant flat parking for cars, RVs, trailers and toys, plus an additional level area at the rear. Thoughtful custom details are found throughout, including a 2.5-inch-thick solid cherry front door with solid copper hardware, custom stained-glass window, handcrafted Bevolo exterior lighting and built-in subwoofers beneath the family room floor. Car enthusiasts will appreciate the oversized 3-car garage with full-size vehicle lift. A whole-house generator provides added peace of mind. The detached self-contained unit offers excellent flexibility for guests, extended family, office or rental use, with a successful history as both a 3+ year long-term rental and short-term rental. A rare combination of craftsmanship, usable space, privacy and convenience.

17368 Melody LN, Los Gatos

Listed by Randy Cedano, 408-315-2527 from Realty One Group Infinity
(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

19375 Montevina RD, Los Gatos
$1,850,000
2 Beds ⋅ 1 Baths ⋅ ML82060794 MLS
~15 acres of heaven on top of the hill in Los Gatos. Surrounded by $3M to $6M estates, this beautifully remodeled home offers exceptional privacy, sweeping 270 degree views, Los Gatos schools, and expansive, usable land with endless possibilities and all just approximately 10 minutes from downtown Los Gatos and 28 minutes from Santa Cruz. The property is serviced by PG&E electricity and features a high-production private well with 20,000 gallons of fresh water storage. Approximately three fenced acres are ready for a vineyard, while an additional three acres across the road offer potential for another home, expanded vineyard acreage, or other possibilities. Inside, the main living space features soaring 15+ foot ceilings, Andersen sliding doors, Sonos audio, and a home theater system. A highly insulated, temperature-controlled wine cellar is finished with stone throughout. Two versatile sheds provide laundry facilities, additional storage, and flexible space for a variety of uses. Plans for a home expansion and infinity pool are available upon request.

19375 Montevina RD, Los Gatos

Listed by Gummow Brothers, 408-616-9146 from Christie's International Real Estate Sereno
(If provided) CoList: Brandon Gummow from Christie's International Real Estate Sereno
19465 Montevina RD, Los Gatos
$3,598,000
5 Beds ⋅ 3 Baths ⋅ ML82056050 MLS
Experience the pinnacle of gated estate living with breathtaking views stretching from Lexington Reservoir & Mt Umunhum to the lights of downtown San Jose. Just minutes from Los Gatos, this sophisticated residence combines privacy, luxury, & an exceptional setting. The refreshed interior features new flooring, fresh paint, & an open floor plan designed for effortless living & entertaining. The main level offers an office & guest suite with a full bath. At the heart of the home is the chefs kitchen with granite countertops, a gas cooktop, & abundant cabinetry, flowing seamlessly into a light-filled living area where walls of glass frame the views. Upstairs, the versatile floor plan includes two additional bedrooms & a private gym. The luxurious primary retreat is a sanctuary of comfort, featuring a spa-inspired bath & private viewing deck. Outdoor living is equally impressive, with an expansive veranda & outdoor kitchen, creating the perfect setting for entertaining. The property also features a detached barn with a workshop, loft, & abundant storage. The loft offers potential for an ADU, while the barn & usable acreage provide possibilities for equestrian use, hobbies, or additional workspace. Served by Lexington Elementary, Raymond J. Fisher Middle School, and Los Gatos High.

19465 Montevina RD, Los Gatos

Listed by Jill Cole, 408-219-3416 from Coldwell Banker Realty
(If provided) CoList: from

no property photo
$1,788,888
3 Beds ⋅ 3 Baths ⋅ CRFR26194826 MLS
Welcome to one of the finest homes in Redwood Estates, a rare opportunity to own a beautiful retreat offering exceptional privacy. One of very few homes near the very top of the Santa Cruz mountains, the home offers a ridgetop setting with layered Santa Cruz Mountain views from the bedrooms. Wake to distant ridgelines above the redwood canopy. It is easily accessed with a 2 minute travel time from Hwy 17 and only 15 minutes to downtown Los Gatos and 20 minutes to downtown Santa Cruz. One of the property's most distinctive features is its extraordinary collection of Japanese maples. More than 25 trees representing over 15 different varieties create a living garden that changes character throughout the year, from delicate spring greens to brilliant autumn color. The landscape feels curated yet natural, blending seamlessly with the surrounding mountain setting. The home also features a full 132" projection screen in a 20 foot high slanted ceiling room.

21670 Woolaroc DR, Los Gatos

Listed by Brian Dombroski, 559-477-4332 from Dombroski Realty
(If provided) CoList: from

19060 Laurel DR, Los Gatos
$799,000
2 Beds ⋅ 3 Baths ⋅ ML82059898 MLS
Recently installed 8-panel solar system with back up battery storage and inverter, plus a 220V EV charger. This updated home delivers the perfect blend of privacy, convenience, and modern comfort just 7 minutes away from downtown Los Gatos and schools. Bright and welcoming, the two-level layout (plus an approximately 300 sq. ft. basement) is filled with natural light from large windows and skylights. The main living area features beamed ceilings that flow easily to a spacious patio, perfect for relaxing and entertaining. The remodeled kitchen offers high ceilings and a light, open feel. Upstairs, two comfortable bedrooms and two updated bathrooms provide a clean, modern retreat. Multiple terraced yards are an oasis for gardening. Gentle creek nearby creates a peaceful and inviting outdoor setting. Additional highlights include: central A/C and heating, upgraded electrical panel, two tankless water heaters, backup battery, and ample parking. Located within the highly regarded Los Gatos school district and a tight knit mountain community surrounded by majestic redwoods, offering a rare blend of serene mountain living with convenient access to town.

19060 Laurel DR, Los Gatos

Listed by Ronnie Cope, 408-886-8014 from Coldwell Banker Realty
(If provided) CoList: from

23889 Summit RD, Los Gatos
$1,400,000
4 Beds ⋅ 2 Baths ⋅ ML82057216 MLS
Set on 2.32 acres in the Santa Cruz Mountains, this property offers a unique blend of privacy, sunshine, and convenience just minutes from Highway 17, Downtown Los Gatos, local wineries, hiking trails, Summit Store, and highly regarded Loma Prieta schools. Mature trees, citrus trees, grapevines, garden areas, and open sunny spaces create a peaceful setting with exceptional usability and flexibility. The approximately 2,500 SF residence is currently configured as two 2-bedroom, 1-bath units with interior access between them, offering options for single-family living, multigenerational use, or income-producing ownership. Whether enjoyed as a private mountain retreat, investment property, or future estate setting, the property offers exceptional flexibility in a convenient and highly desirable location. Buyer to cooperate with 1031 exchange at no cost to Buyer.

23889 Summit RD, Los Gatos

Listed by Chase Harrell, 408-460-2050 from Compass
(If provided) CoList: from

17515 Comanche TRL, Los Gatos
$1,200,000
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

21477 Old Mine RD, Los Gatos
$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

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

17415 Locust DR, Los Gatos
$749,000
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
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

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

20955 Panorama DR, Los Gatos
$1,699,000
4 Beds ⋅ 3 Baths ⋅ ML82047653 MLS
Beautiful sun-filled Aldercroft Heights home with stunning canyon views and privacy behind a motorized gate, less than 15 minutes from downtown Los Gatos. Updated main level offers a modern kitchen with breakfast nook, spacious living room with wood burning fireplace, 3 bedrooms/2 bathrooms, and a sunroom for extra living space. Flexible layout includes potential office or formal dining room. Includes high ceilings, ceiling fans, french doors, and other details. Lower level includes an additional en-suite bedroom/bathroom, 2 wood stoves, large entertainment room with the opportunity to create a separate unit with private entrance, and lots of charm! Multiple decks, additional structures for studio/office/workshop, new attic insulation & drop down stairs and completed inspections. Excellent schools. A unique property with abundant space, views, and endless possibilities! Twilight/furnished photos are virtual. Awesome home!

20955 Panorama DR, Los Gatos

Listed by Kathy Royer, 408-391-6200 from Coldwell Banker Realty
(If provided) CoList: from

18103 La Verne Dr, Los Gatos
$1,029,000
2 Beds ⋅ 2 Baths ⋅ CC41137874 MLS
Fully remodeled 2-bedroom, 2-bath home in the highly sought-after Los Gatos school district, just 8 minutes from vibrant downtown Los Gatos. This exceptional redwood retreat offers the rare combination of modern comfort, natural beauty, and everyday convenience. Nestled among towering redwoods in the desirable Redwood Estates community, the home seamlessly connects with its surroundings through soaring ceilings, warm wood accents, abundant natural light, and timeless architectural character. Thoughtfully updated throughout, it preserves original charm while incorporating modern upgrades for today's lifestyle. Designed for both everyday living and effortless entertaining, the open-concept layout flows naturally between indoor and outdoor spaces. The updated kitchen features real wood cabinetry, brand-new appliances, an oversized granite workstation sink, and a charming arched doorway. The living area opens to a newly stained deck overlooking the forest canopy, creating a seamless extension of the home - ideal for morning coffee, outdoor grilling and dining, entertaining, or relaxing among the trees. The spacious primary suite offers a true retreat with room for a king-sized bed and additional furnishings. The newly remodeled spa-inspired bathroom includes a deep soaking tub, rain

18103 La Verne Dr, Los Gatos

Listed by Carissa Brikken Brown, (925) 209-4842 from Christie's Intl RE Sereno
(If provided) CoList: from

20100 Black RD, Los Gatos
$3,298,888
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

24580 Loma Prieta AVE, Los Gatos
$2,548,000
5 Beds ⋅ 3 Baths ⋅ ML82042111 MLS
Offered by the Kennedy Estate as part of a multiparcel disposition, this 3,378 sq ft residence along with APN 562-01-038 will be sold together making approximately 79 total acres, presenting a rare large acreage opportunity in the Los Gatos mountains. Built in 1925, the home features five bedrooms, three bathrooms, an attached garage, and a detached garage. The land highlights the properties long history in the region, with natural terrain, established improvements, and a mature apple orchard that has been part of the landscape for many years. The location reflects a largescale ownership footprint within the Loma Prieta community, offering notable acreage, enduring character, and a setting that showcases the scale and presence of this mountain property.

24580 Loma Prieta AVE, Los Gatos

Listed by Gregg Fussell, 408-857-0957 from Coldwell Banker Realty
(If provided) CoList: Bill Wilson from Coldwell Banker Realty
19534 Montevina RD, Los Gatos
$4,499,999
6 Beds ⋅ 7 Baths ⋅ ML82041336 MLS
MOTIVATED SELLER. $1,500,000 PRICE IMPROVEMENT! Welcome to this newly constructed compound estate on over 10 private acres at 19534 Montevina Rd in Los Gatos. This rare hillside retreat features three separate dwellings, combining luxury living, usable land, and flexible space just minutes from downtown. The main villa offers 4 bedrooms and 3.5 bathrooms with breathtaking views of the San Jose city lights from its main living areas and outdoor spaces. Step outside to your private vineyard producing your own custom-labeled wine before arriving at an impressive Auto House built for car enthusiasts. The Auto House includes five car bays for collectors, plus an office and wet bar, creating the perfect setting for storage, display, and entertaining. Down the hill, a separate gated entry leads to a barn with 8 stalls, ideal for livestock or equestrian use. Configured as a working farm, the barn includes a laundry room and bathroom downstairs, with a fully permitted 2-bedroom, 3-bathroom living space upstairs perfect for ranch hands, rental income, guests, or returning adult children. Enjoy close proximity to the El Sereno Open Space Preserve Trail, world-renowned schools, and all the incredible restaurants and entertainment Los Gatos has to offer.

19534 Montevina RD, Los Gatos

Listed by Justin Moles, 408-896-3835 from Intero Real Estate Services
(If provided) CoList: Dominic Nicoli from Intero Real Estate Services
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

24733 Loma Prieta AVE, Los Gatos
$698,000
1 Beds ⋅ 1 Baths ⋅ ML82034137 MLS
This property is part of the Kennedy Estate. A rare 26.8-acres Los Gatos mountain property featuring a natural spring, mature trees, and exceptional privacy. This property includes an older home situated within a serene, wooded setting, offering a unique opportunity for those seeking substantial acreage and a natural water source. Buyers should verify zoning, access, utilities, square footage, septic, water rights, and all permitted uses with Santa Clara County. A peaceful retreat ideal for those looking to secure significant land in a desirable mountain location.

24733 Loma Prieta AVE, Los Gatos

Listed by Gregg Fussell, 408-857-0957 from Coldwell Banker Realty
(If provided) CoList: Bill Wilson from Coldwell Banker Realty
22700 Old Santa Cruz HWY, Los Gatos
$5,995,000
5 Beds ⋅ 7 Baths ⋅ ML82033361 MLS
Legendary Chateau Liberte' is a landmark property at the Summit of Old Santa Cruz Highway, presiding over seventy-two pristine acres of towering Redwood forests. Main residence is restored with milled Redwood from the property. The income producing multiple rental dwellings include two cottages, a magical treehouse, and a secluded Cavco cedar cabin home. There is a large swimming pool, ponds, creeks, waterfalls with an underground prolific Artesian fed cistern supplying water to all the houses, pool, and ponds. Multiple fruit and nut trees with ten acres or arable land for vineyards of Pinot Noir and Chardonnay grapes. There is incredible horse property potential with manicured trails encompassing all 72 acres. The Williamson Act encompasses all parcels.Two RV sites with full utility hook-ups. 5,240 feet of security fencing with a security gate. Six-tenths of a mile private paved driveway. Your own private world awaits with rolling meadows, Koi and Turtles in the 360,000 gallon pond with it's own idyllic dock. Top Los Gatos Schools. APN# 558-04-045, 16 acres, SCC Cert. of Compliance included, 3 parcels total. Helicopter landing area. Only eight miles to the charming Los Gatos village. Majestic property. Lifetime opportunity for the next steward of the legendary Chateau Liberte'.

22700 Old Santa Cruz HWY, Los Gatos

Listed by George Rabe, 408-234-8238 from Intero Real Estate Services
(If provided) CoList: from

21386 Sunnyside RD, Los Gatos
$1,449,000
3 Beds ⋅ 3 Baths ⋅ ML82032455 MLS
Impressive Aldercroft Heights view property, only 10 minutes/6 miles from downtown Los Gatos! Featuring a spacious living room with beamed ceiling, woodburning fireplace, and multiple picture windows framing stunning mountain views... flooding the home with natural light. Gleaming hardwood floors throughout the open concept, upper-level living areas. Formal dining area with vaulted ceiling, bay window. Beautiful kitchen features granite countertops & stainless appliances, vaulted ceiling with skylights. Separate family room/den, or study, with slider to brick patio. Potential 4th bedroom - includes built-in closet and ensuite full bath. Gorgeous primary suite with hardwood flooring, double sliders open to expansive front deck with mountain views. Oversize jetted tub, stall shower and double vanity. Two further bedrooms on lower level, & 3rd full bath. Large recessed laundry area with sink, offers potential for 2nd kitchen. Wine cellar! 3 levels of spacious decking for entertaining or basking in the sun. Enjoy panoramic mountain views from every part of the property! Large walk-in basement, tons of storage areas. 1 car garage and ample driveway parking. Incredible value for a large 1990 quality-built home in the coveted Los Gatos school district - just a few minutes from LGHS!

21386 Sunnyside 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

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 Bailey Properties 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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