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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

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

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

18836 Favre Ridge RD, Los Gatos

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

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

16497 S Kennedy RD, Los Gatos
$1,698,000
ML82009030 MLS
Spectacular 2.58+/- acre estate building opportunity in the prestigious South Kennedy Road enclave of Los Gatos, offering breathtaking, unobstructed views of the surrounding Los Gatos Mountains. This exceptional parcel presents a rare opportunity to design and build your dream home in one of the area's most sought-after neighborhoods. The Town of Los Gatos has received planning approval for a 4,810+/- square foot residence featuring 5 bedrooms, 4 full bathrooms, and 2 half bathrooms, providing a clear and efficient path to development. Surrounded by estate-quality homes, the location offers the perfect balance of privacy and convenience, with close proximity to charming downtown Los Gatos, top-rated schools, shopping, and major commuter routes. Two potential entry points allow for an elegant approach and flexible site design. City utilities are available at or very near the building site, streamlining development. Geotechnical and soils reports, survey, and topographical studies are available. Situated within the highly regarded Los Gatos School District, this is a truly rare opportunity to create a legacy property in an exceptional setting.

16497 S Kennedy RD, Los Gatos

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

board logoThe data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than 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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