Los Gatos, California listings for sale

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$29,800,000 - Los Gatos, CA
20600 Aldercroft Hts Los Gatos, CA - Lupin Lodge-beloved naturist resort w/historic roots nestled in Santa Cruz mountains 112ac of natural beauty/serenity w/historic roots-now on the market! Located by Lexington Reservoir only 1.4 miles off hwy 17, minutes2 dwntwn Los Gatos/Silicon Valley. Situated among majestic Redwoods/ancient Oaks w/State licensed water system Hendry's creek/spring/2 wells/85K water tank, restaurant/office/19cabins/16yurts/campsites/RV&trailer sites/orchard/outdoor stages/2 fire hydrants/maintenance shop/pool with viewing deck/spa/tennis/pickleball/volleball courts/miles of hiking trails/242 space parking & extensive User Use Permit 4 addition of 8cabins & 18room lodge/conference center/gym or multi-purpose building/3bathroom facilities/pool/2spas w/2 camping kitchns & more! Future Possibilities: Conference center, retreat, vineyard w/winery & lodge, satellite college/Tech campus, wellness center, horse/equestrian center, glamping-eco adventure resort, weddings/events or family compound/estate... one-of-kind property!
1996 | 37 | 22 | 24,062 sqft.
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$16,000,000 - Los Gatos, CA
170 Twin Oaks Dr Los Gatos, CA - EXCELLENT OPPORTUNITY! PRIME LOCATION! VALUE IS IN THE LAND Perfect Estate property or Subdivision. One of the last large and close-in properties in Los Gatos. Located in the prestigious neighborhood of Surrey Farms, this was the original developer's home and land. The property offers sweeping valley and mountain views with gently rolling hills studded with majestic oak trees but still offers an abundance of level acreage. This special property offers an endless array of possibilities... Grand Estate, Development Opportunity, Vineyard, Equestrian...
1973 | 6 | 4 | 4,600 sqft.
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$9,998,000 - Los Gatos, CA
16541 Cypress Way Los Gatos, CA - Chateau De La Vue - Elevated above Los Gatos, Chateau De La Vue boasts just under 10,000 sq. ft. of total living space and presides over an ultra-private 2-acre estate where panoramic 180° views stretch from the lights of Silicon Valley to the skyline of San Francisco. This dual-gated compound offers an unmatched blend of security, tranquility, and architectural significance just minutes from downtown Los Gatos. The main residence spans just under 7,500 sq. ft. with 4 bedrooms accompanied by 5 bathrooms and an executive office. The interior balances timeless luxury with dramatic indoor-outdoor flow, creating seamless entertaining experiences across expansive terraces, views, and landscaped grounds. A separate, over 2,200 sq. ft. guest house, accessed via its own gated driveway delivers full dual-living flexibility across two levels, each with its own kitchen, accompanied by 1 bedroom and 3 bathrooms. Ideal for multigenerational living or a private retreat. Resort-style amenities include a 75-foot lap pool and spa, movie theater, gym, and oversized 3-car garage.. Modern regulations make replication of an estate of this size, above ground, virtually impossible today. Chateau De La Vue is a generational opportunity to own one of Silicon Valleys most iconic, irreplaceable estates.
1988 | 5 | 6 | 7,292 sqft.
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$8,250,000 - Los Gatos, CA
140 Twin Oaks Dr Los Gatos, CA - Absolutely stunning home by renowned architect Gary Kohlsaat in the highly desirable Surrey Farms Neighborhood. Set on an immaculate half an acre, this luxurious farmhouse style property blends modern luxury with seamless indoor-outdoor living checks all the boxes! An open concept kitchen and family room with side by side La Cantina doors completely opens to the resort-like backyard. Perfect 800 sq ft pool house. Custom designer materials and fixtures throughout. The primary suite offers a spa-like retreat, private deck, along with custom his and hers walk-in closets. Oversized game room with La Cantina doors. Impressive cedar wood details throughout the interior and exterior. The incredible loggia has a gas burning fireplace, skylight, TV, outdoor kitchen with Evo grill. The yard is perfect for entertaining & family fun with a pool, hot tub, large turf lawn, kids play structure, built-in trampoline, gas fire pit, sauna & outdoor shower. Pool house has living room, legit gym & full bathroom. Gym room was designed as an optional bedroom. Ground level bedroom has an en-suite bathroom. Beautiful dedicated office with custom built-in cabinets. Massive 973 sq ft garage with epoxy flooring & built-in storage cabinets. Great mud room. Extensive smart home features. Just perfect!
1968 | 4 | 4 | 4,661 sqft.
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$7,995,000 - Los Gatos, CA
23020 Old Santa Cruz Hwy Los Gatos, CA - One-of-a-kind luxury estate set on ~30 acres with sunny pastures, redwood forest, & distant bay views. Impressive colonial style home with grand entry hall, formal living & dining rooms, family room, billiards room/library, wine tasting room with conditioned wine cellar, sumptuous primary suite with loft, 3rd floor recreation room & unfinished attic space, planned as home theater, has plumbing for half bath. All bedrooms have ensuite baths, 5th bed with wet bar over att. 3 car garage, and huge laundry room (potential 2nd kitchen). Detached guest house/legal ADU with own address: 3 beds/2.5 baths, sun room, private patio. Outdoor kitchen/living area with stone fireplace, European style pond with waterfall, beach entry & deck. Fenced gardens with custom pergola, mature orchard, bocce court. Fiberglass dome observatory with telescope, floodlit all-weather sports court, 60'x36' MD Barnmaster barn (inc. car lift, houses sellers' car collection), barn door raised for RV storage. Level/gently sloped fenced pastures, ample space to add a riding arena. Private trails through the redwood forest. Potential equestrian use, winery, organic farm, retreat/sanctuary. New roof, 22.5W solar system, auto generators for both houses. Only 1.5miles from Hwy 17, 8 miles/10-12 mins to downtown Los Gatos
1986 | 5 | 6 | 7,454 sqft.
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$7,389,000 - Los Gatos, CA
16420 S Kennedy Rd Los Gatos, CA - Perched atop a private 1.5-acre knoll in one of Los Gatos' most sought-after neighborhoods, this extraordinary Craftsman Farmhouse offers a rare opportunity to own one of the town's most iconic estates. Seamlessly blending architectural elegance with modern luxury, it delivers both serene privacy and an exceptional setting for grand-scale entertaining. Masterfully expanded and reimagined in 2002, this approx. 6,087 sqft residence boasts 6 bedrooms, 5 full baths, 2 half baths, a dedicated office and abundant parking-ensuring ample space for refined living and work. Designed to maximize breathtaking views from every room, the home is enveloped by towering oaks and lush, park-like grounds, creating a peaceful retreat. Inside, warm oak flooring, custom millwork and soaring ceilings showcase timeless sophistication. Expansive gathering spaces flow seamlessly to the outdoors with wraparound porches, private balconies, and an entertainer's patio-complete with a full outdoor kitchen and fire pit. A sweeping lawn, large enough for a soccer field, enhances the estate's outdoor allure. This gated sanctuary offers the perfect balance of seclusion and accessibility, just minutes from top-rated schools, scenic hiking and biking trails, and the vibrant shopping and dining of downtown Los Gatos.
1920 | 7 | 6 | 6,087 sqft.
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$6,800,000 - Los Gatos, CA
22700 Old Santa Cruz Hwy Los Gatos, CA - 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 spring 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'.
1920 | 5 | 6 | 3,668 sqft.
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$5,999,000 - Los Gatos, CA
17435 Phillips Ave Los Gatos, CA - Stunning custom Mediterranean estate boasts a private setting on 1.45 acres with peaceful views of the Los Gatos hills. This 5,166 sf, 5 bedroom, 4.5 bathroom home exudes sophisticated elegance and comfort with soaring 12 ceilings, wide plank hardwood floors, custom mill work and generous rooms. Impeccable quality and craftsmanship blends tasteful design and modern high-end amenities throughout. The beautifully maintained landscape features a Cabernet vineyard, flower covered trellises, illuminated gardens and a private patio that is an ideal setting for gatherings or quiet relaxation. The grounds also include room for a pool, additional vineyard, sport court, or possible ADU. Close to vibrant downtown Los Gatos with casual and fine dining, boutique shopping, Farmers market, community events and hiking/biking trails. Distinguished Los Gatos schools.
2017 | 5 | 4 | 5,166 sqft.
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$5,750,000 - Los Gatos, CA
57 Ellenwood Ave Los Gatos, CA - In the prestigious downtown Glenridge neighborhood of Los Gatos is 57 Ellenwood Ave. Set upon a ½ acre property sits this lovely 3,355± sf, 4 bed, 4.5 bath home, mostly all on 1 level. The current owners expanded and remodeled this lovely property in 2015 including a new workshop, swimming pool and spa, and extensive landscape upgrades. This serene property offers convenient access to the downtown amenities of Los Gatos including beautiful Bachman Park. This lovingly updated home offers the modern conveniences demanded today w/an open kitchen great room floor plan, an abundance of natural light, an expansive office/game room and formal living & dining rooms, and a whole house generator system. Primary suite is a lovely retreat w/ fireplace and bright well-appointed bath. There is a spacious elevator, from the garage, providing accessibility options. Serene backyard w/ Bluestone slate patio offers a lovely entertainment space. New workshop w/roll up doors provides the hobbyist w/a separate space to create and tinker, while looking out to the verdant landscape. In addition, nature abounds under a beautiful canopy of trees at the rear of the property w/a lovely patio, allowing one to enjoy the peace and serenity in a natural setting. Academic opportunities w/Los Gatos schools.
1920 | 4 | 4 | 3,355 sqft.
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$5,488,000 - Los Gatos, CA
15581 Glen Una Dr Los Gatos, CA - "Glen Una Ranch" The ultimate Saratoga/Los Gatos location! Glen Una Drive is arguably the very "best" street in Saratoga/Los Gatos. Seldom does a property come to the market in this highly sought section of Glen Una Drive. The lot/land is perfectly flat! 15581 Glen Una Drive is in the county jurisdiction for building, Saratoga schools with a Los Gatos mailing address (noted as the the perfect trifecta). Seller had planned to build a 12,000+/- sf estate on this property but just recently purchased a large newer custom estate in this very same neighborhood hence this rare property/opportunity coming to the market for sale. Surrounded by some of the opulent and most valued luxury estate homes in Saratoga/Los Gatos, the location is the exceptional! This is the perfect lot and location for the most discerning buyer to build their ultimate dream luxury estate. The views and setting are priceless! The value is primarily in the land and we are selling this property as a land opportunity giving no value to the residence. This is an incredible opportunity for someone to create something very special to compliment the ultimate lifestyle!!
1937 | 4 | 4 | 3,807 sqft.