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

1095 Wilderfield, Los Gatos

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

$1,499,000
3 Beds 3 Baths ML82053710 MLS Redwood Estates BLDG.
Wonderfully updated and comfortable REDWOOD ESTATES private home. Quality upgrades, fine craftsmanship, high functionality are highlights of this tastefully updated sunlit abode. Spectacular sunrises on sprawling decks with panoramic views of the lush and inspiring Sierra Azul. Huge usable lot welcomes creativity for vast gardening, pets, pool, ADU? or a variety of uses. The updates to this home include EV charger, on demand h20, back up whole house gen, high capacity AC, designer - paints, trim, lighting, switches, outlets, hardware, doors, Calif. closets, hardwoods, custom front door and trim pkg, hardwood floors, dbl pane windows, marble counters, deep sink, elec. blinds, designer hardware, copper gutters, downspouts and ext. lighting, built ins, murphy bed, Kitchen Aid appliance suite. Vaulted ceilings & skylight, large hearth and mantle, great floor plan offers fine livability. Neighborhood pool, pavilion, park, pizza place, playing field and convenience store provide a community hub adjacent to a large SCC Fire Station. World Class Los Gatos public schools, easy access freeway corridors and proximus to silicon valleys biggest tech campuses, SJC, SFO and downtown's Los Gatos finest entertainment, dining and shopping. You wont find this kind of living for this kind of price.

21546 Alma CT, Los Gatos

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

$1,649,000
4 Beds 3 Baths ML82051632 MLS Common Interest Management Servi BLDG.
Stunning MOVE-IN READY CONTEMPORARY HOME offering a PECAEFUL FEEL- GOOD factor, where refined ELEGANCE, everyday COMFORT, and MODERN STYLE. One of the community's LARGER FLOOR PLANS showcases GENEROUS BEDROOMS, VERSATILE LIVING AREAS, VAULTED CEILINGS, SKYLIGHTS, and abundant NATURAL LIGHT. BRIGHT, AIRY INTERIORS designed for EFFORTLESS and COMFORTABLE LIVING. Inviting GREAT ROOM with FIREPLACE flows seamlessly into a FAMILY ROOM and DINING AREA. GOURMET KITCHEN features GRANITE COUNTERTOPS, STAINLESS-STEEL APPLIANCES, & a convenient STUDY NOOK. SUNDECK B/w the Bedrooms, while 4TH BEDROOM/MEDIA ROOM captures tranquil TREE VIEWS. Multiple PATIOS & mature APPLE, ORANGE, FIG, and PLUM trees create an inviting setting for OUTDOOR ENJOYMENT. RESORT-STYLE AMENITIES include a COMMUNITY POOL, gardens, hammock retreats, BBQ areas, playground, & REDWOOD TREES. UPGRADES include NEW PREMIUM CARPET, FRESH INTERIOR PAINT, NEW ELECTRIC COOKTOP, NEW DISHWASHER, Brazilian HARDWOOD flooring & stairs, updated DECK FLOORING, EXTERIOR PAINT, ROOF IMPROVEMENTS, NEWER APPLIANCES, and MORE. Conveniently located near DOWNTOWN LOS GATOS, Vasona Park, Bay Club, Netflix, Hospitals, Shopping, dining, and Highways 85/17. RARE OPPORTUNITY to Enjoy PRIVACY, Effortless LIVING, and an Elevated LIFESTYLE.

102 Lancewood PL, Los Gatos

Listed by Amar Realtor, 650-686-2627 from Keller Williams Palo Alto
(If provided) CoList: from

$1,599,000
2 Beds 2 Baths ML82050480 MLS
Waterfront living in Los Gatos? If the Valley's pace has you wound up, you need a retreat. Tranquil peaceful living that enhances your life's satisfaction is here. See yourself in this fully redesigned, and masterfully updated lakeside home. Immersed in a secure private park setting, the lifestyle in this premier Los Gatos gated development is unmatched. Sprawling over 100 acres, this very well managed community includes 10 private pools/hot tub, pickleball, tennis, bocce, a community center, BBQ area, paved walking trails and more. Minutes to ranking schools. Proximity to downtown LG/Campbell, fab dining, groceries, pharmacy, Westgate, commute corridors, tech campuses, and hospitals, makes accessing life's conveniences easy. 30 foot ceilings, modern vibe, spacious deck over the water and windows bathed in sunlight.  Fully transformed kitchen has made this home feel idyllic for entertaining, and a rung above the rest. Thoughtfully designed architecture makes the orientation of each lakeside home uniquely private and serene. A thriving community with regular events, gatherings, family vibes and 24hr. gated security access make this a winner! Kids can ride bikes or walk to all 3 top ranking schools. Your cordially invited to see, hear, smell & feel for yourself. See you here!

135 Vista Del Lago, Los Gatos

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

$12,498,000
7 Beds 8 Baths ML82049737 MLS
Welcome to this 25.5 pristine acre Los Gatos equestrian & vineyard estate w/ magnificent hillside views*Total living square feet of this one of a kind estate is over 8,935 SQFT which includes the main house custom built in 2015, the guest house, and a bedroom suite & office in the magnificent equestrian facility*This exquisite equestrian arena and garage space is 26,135 SQFT combined and has 8 equine stalls 12x24, a one bedroom studio suite, an office, a tack room, a saddle room, hay dry storage, multiple vehicle and boat garages/storage, & 3 car garage attached to the main house*This massive solar paneled world class equestrian facility could also be converted into an indoor sports facility under lights to include tennis/pickle ball, soccer, football, and lacrosse/field hockey*This rare estate includes a large office, home gym, arts & craft room, wine cellar, pool, spa, outdoor kitchen and a guest house with a separate kitchen, living room, and bedroom suite* This Los Gatos Estate is only five minutes to Downtown. There will never again be an estate in Los Gatos with 25 acres, a 25,000 SQFT equestrian arena, 9,000 SQFT contemporary home, multiple vineyards, subdivision opportunities, views, guest house, boat/RV storage, walking/riding trails, pickle ball court, & a gated estate!

14411 Shannon RD, Los Gatos

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

$2,999,999
4 Beds 3 Baths ML82049095 MLS
This exceptional Los Gatos Mountains estate offers a rare blend of elegance, privacy, and natural beauty. The custom-built Queen Anne Victorian sits on 22 acres, surrounded by majestic redwoods, sunny open spaces, and a 20k SF curated garden with orchard, specimen plantings, a bespoke European fountain, outdoor kitchen, and dining areas. A one-mile private trail with storybook bridges over Burrell Creek winds through the property, creating a peaceful, nature-filled retreat unlike anything in Silicon Valley. Yet Los Gatos, Capitola, and Summit Store are just minutes away. Inside, exceptional craftsmanship shines through coffered and boxed-beam ceilings, custom millwork, French doors, hardwood floors and designer finishes. The gourmet chefs kitchen features an oversized island, artisan cabinetry, Viking range, Thermador appliances, and Sub-Zero refrigerator. Designed for year-round indoor/outdoor living, light-filled rooms capture beautiful views throughout. Luxurious primary suite with a spa-inspired bath. Flexible guest and office spaces for modern living. Two wells, 30k G of water storage, backup generator, excellent internet, security system, and meticulous maintenance. Elegant, comfortable, and deeply connected to nature, this is a truly extraordinary place to call home.

24431 Soquel San Jose Road, Los Gatos

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

$2,150,000
ML82048189 MLS
Perched above Montevina Road in the Los Gatos Mountains, this 15-acre gated estate offers privacy, scale, and panoramic views of the Bay Area, Lexington Reservoir, and Lyndon Canyon, just minutes from downtown Los Gatos. A paved road leads to a gated entrance, creating a private mountain retreat with dramatic sunrises and sunsets. The property includes an approximately 3 acre fenced area suitable for vineyard use, along with an additional 3 acres across the road offering potential for a second residence or expanded vineyard acreage. A high producing well is complemented by two 10,000 gallon storage tanks and an on site fire hydrant. The home features stone mosaic wall cladding, knotty pine cabinetry, solid core doors, hardwood floors, and a temperature controlled wine cellar finished in stone. The kitchen offers a stone island with seating, a chef quality six burner Jade range, and a Thermador oven. Two versatile outbuildings provide laundry and storage. Located within the Los Gatos School District, this is a rare opportunity to own a private, view-driven estate with close proximity to town!

19375 Montevina RD, Los Gatos

Listed by Ashley Melikian, 831-419-6685 from eXp Realty of California Inc
(If provided) CoList: from

$8,950,000
7 Beds 5 Baths ML82042840 MLS
Welcome to La Estancia, a rare historic estate in Glenridge, one of Los Gatos most sought-after neighborhoods and just moments from exciting downtown Los Gatos. Originally crafted in the late 1800s and refined in 1901 by architect Willis Polk, whose work includes the famed Filoli estate in Woodside, California. This Mission Revival residence blends timeless character with exceptional privacy. Set behind gates on over 1.55 FLAT acres, the property features a grand main home, a guest house, a pool, a cabana, a detached oversized two-car garage, a 1,687 sq ft walkout basement with office and storage, and a tranquil pond with a water feature framed by mature trees. Expansive living spaces highlight rich architectural details, arched openings, and hillside views. Multiple indoor-outdoor areas create an ideal setting for entertaining or a quiet retreat. The offering includes two parcels a 56,102 sq ft (APN 51040159) plus an additional 11,416 sq ft lot with Overlook Road frontage (APN 51040160), providing flexibility for future possibilities, including a potential additional residence. Buyers should verify all options with the Town of Los Gatos. Widely regarded as one of the region's most iconic estates, La Estancia offers history, beauty, and the essence of California estate living.

18000 Overlook RD, Los Gatos

Listed by Donald Knight, 408-313-2191 from Coldwell Banker Realty
(If provided) CoList: Robin Sedgwick from Coldwell Banker Realty

$2,150,000
2 Beds 1 Baths ML82033907 MLS
Perched above Montevina Road in the Los Gatos Mountains, this 15-acre gated estate offers privacy, scale, and panoramic views of the Bay Area, Lexington Reservoir, and Lyndon Canyon, just minutes from downtown Los Gatos. A paved road leads to a gated entrance, creating a private mountain retreat with dramatic sunrises and sunsets. The property includes an approximately 3 acre fenced area suitable for vineyard use, along with an additional 3 acres across the road offering potential for a second residence or expanded vineyard acreage. A high producing well is complemented by two 10,000 gallon storage tanks and an on site fire hydrant. The home features stone mosaic wall cladding, knotty pine cabinetry, solid core doors, hardwood floors, and a temperature controlled wine cellar finished in stone. The kitchen offers a stone island with seating, a chef quality six burner Jade range, and a Thermador oven. Two versatile outbuildings provide laundry and storage. Located within the Los Gatos School District, this is a rare opportunity to own a private, view-driven estate with close proximity to town!

19375 Montevina RD, Los Gatos

Listed by Ashley Melikian, 831-419-6685 from eXp Realty of California Inc
(If provided) CoList: from

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