Los Gatos CA Real Estate, Homes with Pool for Sale

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

Listing courtesy of Rebecca Smith, 408-507-7165 from Christie's International Real Estate Sereno
(If provided) CoList: Karen Izzo from Christie's International Real Estate Sereno

$6,950,000

5 Beds ⋅ 5 Baths ⋅ ML82060328 MLS

Resort-style living meets Silicon Valley convenience at this exceptional custom built, single-level residence. Gated & privately positioned on a flat acre just minutes from vibrant downtown Los Gatos, this property seamlessly connects sophisticated interiors with extraordinary outdoor spaces, creating a private retreat equally suited for everyday living & entertaining. The residence centers around an open kitchen-family great room overlooking the spectacular grounds. The chef's kitchen features an island with seating, Wolf/Sub-Zero/Thermador appliances, slab counters & walk-in pantry. A spacious living/dining room provides an elegant setting for larger gatherings. A private bedroom wing features a gracious primary suite with fireplace, sliding French doors, dual-sided walk-in closet & spa-inspired bath. A separately positioned 4th bedroom with full bath is ideal for guests or a private executive office. The detached guest house is a destination unto itself with its great room, full kitchen, bedroom suite & laundry. Outside, the property transforms into a private oasis. Expansive lawns surround a sparkling pool & spa, bocce court & outdoor kitchen pavilion. Solar, 3-car garage, Los Gatos schools, moments to downtown LG & convenient access to leading Silicon Valley tech campuses.

16220 S Kennedy RD, Los Gatos

Listing courtesy of Billy McNair, 650-862-3266 from Coldwell Banker Realty
(If provided) CoList: Andrea Schultz from Coldwell Banker Realty

$2,179,000

4 Beds ⋅ 2 Baths ⋅ ML82059610 MLS

Welcome to this beautifully updated home, where modern comfort meets effortless indoor-outdoor living. The inviting floor plan is thoughtfully designed for both everyday living and entertaining, with light-filled living spaces, a cozy fireplace, and seamless flow to the outdoors.The sleek, updated kitchen offers style and functionality, while the well-appointed bedrooms provide comfort and privacy. The primary suite creates a peaceful retreat to unwind and recharge. Step outside to your private backyard oasis, complete with an in-ground pool, outdoor BBQ, patio areas, and mature landscaping. Whether hosting summer gatherings, dining al fresco, or relaxing poolside, this exceptional outdoor space is designed for year-round enjoyment. Additional highlights include newer central AC, furnace and water heater, copper plumbing, dual-pane windows, solar, and an attached two-car garage with ample storage. Ideally located within the Campbell Union School District, with Marshall Lane Elementary, Rolling Hills Middle School, and Westmont High School nearby. Enjoy the perfect blend of comfort, privacy, and indoor-outdoor living in a highly desirable Los Gatos location.

1681 Bearden DR, Los Gatos

Listing courtesy of Justin DeSantis, 408-893-6889 from Christie's International Real Estate Sereno
(If provided) CoList: from

$1,550,000

3 Beds ⋅ 3 Baths ⋅ ML82060202 MLS ⋅ Courtstyle BLDG.

Welcome to 103 Hooke Lane in the highly desirable Courtstyle community of Los Gatos. Nestled near the Santa Cruz foothills, this elegant home features an open, light-filled floor plan. The chef-inspired kitchen comes beautifully appointed with rich granite countertops and premium stainless steel appliances. A classic wood-burning fireplace serves as a warm, inviting centerpiece for the living room. Upstairs, soaring vaulted ceilings punctuate 3 spacious bedrooms, including a luxurious primary suite that serves as a private sanctuary with a huge, spa-like shower. Enjoy a charming, private backyard patio plus premier HOA amenities including a sparkling community pool and clubhouse. UNBEATABLE LOCATION: Moments from Bay Club Courtside, Vasona Lake County Park, and vibrant downtown dining. TOP-TIER SCHOOLS: Daves Avenue Elementary, Fisher Middle, and Los Gatos High. Buyer to independently verify applicable schools and enrollment. Let's Go!

103 Hooke LN, Los Gatos

Listing courtesy of L Christen, 408-243-6844 from Larry Christen, Broker
(If provided) CoList: from

$2,598,000

3 Beds ⋅ 3 Baths ⋅ ML82059324 MLS ⋅ Rinconada Hills BLDG.

Welcome to Rinconada Hills, one of Silicon Valley's most prestigious gated communities. This premier end-unit residence offers beautiful views of the Western foothills and unforgettable sunsets. Panoramic sliding doors open to an extended designer-tiled deck with a gate providing access to a common-area green belt perfect for walking your dogs, and a remote-controlled awning for added sun protection. Meticulously remodeled throughout, the home features a thoughtfully designed chef's kitchen with custom cabinetry, slab countertops, a spacious island, and top-of-the-line appliances. Stunning white oak hardwood floors and spa-like inspired bathrooms create a serene modern retreat. Additional highlights include indoor laundry, an oversized two-car garage with abundant storage, and rare full driveway parking for two cars plus guest space. Adjacent to an expansive, tranquil greenbelt, this home offers exceptional privacy and a unique sense of openness. A hallmark of refined living in Rinconada Hills. Easy access to shopping and all major transportation.

159 Altura Vista VIS, Los Gatos

Listing courtesy of Donald Knight, 408-313-2191 from Coldwell Banker Realty
(If provided) CoList: Michael Roberts from Coldwell Banker Realty

$3,400,000

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

Listing courtesy of Mike Bloch, 831-588-1588 from Christie's International Real Estate Sereno
(If provided) CoList: Lindsey Didia from Christie's International Real Estate Sereno

$1,598,888

3 Beds ⋅ 3 Baths ⋅ ML82058499 MLS ⋅ Los Gatos Estates BLDG.

Bright spacious two story end unit is located in the much sought after Los Gatos Estates Community. This wonderful townhome is conveniently between downtown Los Gatos and downtown Campbell. New paint and lots of updated features including new Kitchen with waterfall quartz counters. 3 large bedrooms with custom closets, 2 full updated bathrooms, plus a guest bathroom downstairs. The master suite has an amazing custom designed huge walk in closet, vaulted ceiling featuring lots of light, even offers a private balcony for morning coffee or evening wine. Pergo, wide plank, lifeproof floors throughout with carpeted stairs. The open-concept dining area adjoins a bright, vaulted ceiling Grand room with white stone gas fireplace. Ample living spaces extra family room, and cabinetry through with extra storage spaces built in. Even a breakfast nook perfect for morning coffee or casual meals or take it outside onto one of 3 patio/decks. This home also features in-unit laundry, extra closet, newer unit central A/C and over large 2 car finished garage with built-in cabinets with tons of built in storage. Conveniently located between Los Gatos and Campbell your close to the best of both have to offer with a Shopping center across the street this is a fantastic location!

1857 Los Encantos CT, Los Gatos

Listing courtesy of Barbara Cannon, 650-867-1747 from Coldwell Banker Realty
(If provided) CoList: from

$3,898,000

5 Beds ⋅ 3 Baths ⋅ ML82056024 MLS

Located in the iconic Almond Grove neighborhood, this beautifully reimagined five bedroom home offers the ultimate downtown Los Gatos lifestyle. Just blocks from the vibrant energy of Santa Cruz Avenues premier dining and boutiques, and Bachman Park. At the heart of the home, the chefs kitchen is a showstopper, featuring a vintage-inspired AGA Legacy multi-function range, Silestone Quartz countertops, and an island designed for social gatherings. High-end appliances, Bosch dishwasher and GE Monogram refrigerator, all are framed by custom cabinetry. The dining area and an expansive family room, leads to glass sliding doors that open to the private backyard retreat. The expansive primary suite is complete with a meticulously remodeled bathroom. For those seeking extra space, the fully finished basement has been transformed into a versatile living area; a full bath, an additional bedroom, and abundant storage & perfect for guests, workout room or a dedicated home office. Outdoor living is just as impressive. The front yard, professionally landscaped to include an inviting sitting area, while the backyard is an entertainer's dream including a built-in BBQ station with granite counters, a covered deck, and a hot tub under the stars. EZ access to 17, Major Businesses, parks and more.

124 Massol AVE, Los Gatos

Listing courtesy of Sue Nystrom-Walsh, 408-482-9343 from Compass
(If provided) CoList: from

$849,000

2 Beds ⋅ 3 Baths ⋅ ML82058265 MLS ⋅ Pueblo De Los Gatos BLDG.

Welcome to 420 Alberto Way Unit 41! Nestled in the heart of Los Gatos, this upper-level walk-up unit offers 2 bed, 2.5 bath living across 1,120 sq ft, with charm, space, and added amenities throughout the complex. The spacious living room is inviting, featuring laminate hardwood floors, a corner gas fireplace with electric ignition & natural light flowing in through the sliding glass door. A private deck offers views of the complex, perfect for relaxing & enjoying the scenery. The kitchen is complete with ample cabinet space & smooth granite countertops. Stairs lead up to the bedrooms, thoughtfully designed for comfort & easy living with plush carpeted floors & ample closet space. One bedroom features a sliding glass door leading to a second private deck with views of the back of the complex. The condo includes 2 deeded carports, along with access to a spacious community pool for added convenience. Close to Downtown Los Gatos & Vasona Lake Park, with easy access to Highway 17.

420 Alberto WAY 41, Los Gatos

Listing courtesy of Mark Von Kaenel, 408-568-6602 from KW Bay Area Estates
(If provided) CoList: from

$1,974,500

3 Beds ⋅ 3 Baths ⋅ ML82049846 MLS ⋅ Creekside Village BLDG.

Experience the unique charm and feel of a European-style village nestled in the heart of downtown Los Gatos, with sweeping unobstructed views of the Los Gatos Creek from your own backyard, along with stunning mountain views from both sides of the house. This exceptionally private setting offers a peaceful and tranquil experience within walking or biking distance of restaurants, shops and award-winning Los Gatos schools. Beautifully maintained and thoughtfully updated, this sophisticated Craftsman-style home features an open-concept kitchen and family room with refinished hardwood floors, freshly painted kitchen and bathroom cabinets, and new luxurious carpeting. The generous master bedroom offers exceptional views and a large walk-in closet. The primary bath features dual sinks, soaking tub with jets, private commode and walk-in shower. Two guest bedrooms offer spacious walk-in closets and a private patio. The home also offers an attached oversized two-car garage and convenient upstairs laundry. Residents enjoy the amenities of a clubhouse, fitness center, pool and spa

302 Creekside Village DR, Los Gatos

Listing courtesy of Joseph Karakas, 408-690-4018 from KW Bay Area Estates
(If provided) CoList: from

$1,500,000

3 Beds ⋅ 2 Baths ⋅ ML82057397 MLS

Charming sunny home in an amazing location! This property is an artists retreat complete featuring a 3 bedroom 1.5 bathrooms 1694 sf home plus an attached garage, a second detached garage and an incredible 1400+ square foot workshop! Enter the home to beautiful light greeting you from large picture windows and skylights and tall ceilings. Spacious Living room for entertaining with beautiful bamboo floors has a fireplace plus French doors that open to deck area. Kitchen features ample cabinetry, stainless steel appliance and dining area with Saltillo tiles and sliding glass doors overlooking the pool area and laundry room off the kitchen. Primary bedroom has walk in closet. Delightful hacienda style bathroom with shower over tub. 2nd bedroom with office built ins and plenty of closet space. 3rd bedroom ahas separate living area with gas stove also overlooking the pool. Central heat, private mutual water company, and comcast available. Find your bliss at the sunny pool area surrounded by stunning redwoods. So much garage and storage space! Workshop has a drive thru plus electric, shop vac and wood stove. Amazing central Summit location close to summit store, wineries, schools, hiking/biking trails. Great commute location, 10 min to town. Loma Prieta elem, Los Gatos High.

22425 Summit RD, Los Gatos

Listing courtesy of Lisa Sgarlato, 408-396-7231 from Compass
(If provided) CoList: from

$2,898,000

3 Beds ⋅ 2 Baths ⋅ ML82056520 MLS

Set back from the street along desirable Kennedy Rd, this beautifully maintained single-story home offers 1,757± sq ft on a flat, professionally landscaped lot. Move-in ready, the home blends timeless comfort with exceptional indoor-outdoor living. A stunning front garden creates a memorable first impression, leading to light-filled interiors with hardwood floors, fresh paint, newly painted cabinetry, designer lighting, and plush carpet. Vaulted ceilings and a dramatic floor-to-ceiling slumpstone fireplace anchor the living room, while the open kitchen flows to the dining area with large bay window framing backyard views. A separate family room enhances the versatile layout. The spacious primary suite offers a private retreat with direct backyard access. Two additional bedrooms, laundry room with sink, solar, and attached 2-car garage with workshop complete the home. Outside, enjoy a serene backyard oasis with a sparkling pool, tranquil water feature, and beautifully landscaped grounds designed for relaxation and entertaining. Ideally located within walking distance to Louise V. Meter Elementary, Raymond J. Fisher Middle, and Los Gatos High, as well as downtown LG and nearby parks, this home offers an exceptional opportunity to enjoy the best of the Los Gatos lifestyle.

16912 Kennedy RD, Los Gatos

Listing courtesy of Ducky Grabill, 408-761-4073 from Christie's International Real Estate Sereno
(If provided) CoList: from

$5,500,000

4 Beds ⋅ 3 Baths ⋅ ML82056978 MLS

Exceptional Platinum Triangle Location off Glen Una Dr central to Saratoga & Los Gatos! County address means rare opportunity to expand the existing charming Mid Century modern house or build your dream estate! Invest in South Bay's finest neighborhood! Flat usable land, majestic trees, peaceful mountain vistas & end of cul-de-sac location make this a very desirable place to live. Quiet and exceptionally private!! Clean lines, floor-to ceiling windows and doors create an inviting living space drenched in natural light, allowing for harmonious indoor and outdoor living. In contrast, the wood paneling brings a natural warmth and texture. Home embraces the architectural idea of simplicity and integration with nature. in ground pool and spa ready for entertaining. Seasonal creek provides uncommon ambiance. Detached 1bd, 1ba ADU offers exceptional flexibility w/ kitchen, laundry & private deck. Perfect for guests, au pair, or a rental. This wonderful property is just minutes from the vibrant downtown areas of both Saratoga & Los Gatos offering fine and casual dining, boutique shopping, wineries, lively community events, parks & hiking trails. Also conveniently close to local amenities including businesses, health & wellness facilities, & major freeways. Distinguished Saratoga schools.

19544 Sky Oaks WAY, Los Gatos

Listing courtesy of Nevis and Ardizzone, 408-827-3100 from Compass
(If provided) CoList: from

$19,998,888

10 Beds ⋅ 8 Baths ⋅ ML82056922 MLS

Located in the heart of Silicon Valley, this extraordinary Monte Sereno estate represents a rare fusion of grand scale, refined elegance, & unparalleled convenience. Recently transformed through a $10M+ comprehensive renovation, the residence evokes the timeless grandeur of a stately European estate. Set on 1.37 pristine, flat acres, it offers approximately 17,000 square feet of impeccably curated living & storage space beneath a brand-new $1M Tesla solar roof. The main residence features ten bedrooms & eight bathrooms, complemented by a private guest house & separate apartment. Resort-caliber amenities abound, including a ten-car garage, underground shooting range, indoor basketball & racquetball court, USTA-regulation tennis court, resort-style lap pool & spa, expansive great room, home theater, private elevator, two formal libraries, and a gym/nursery. Taken down to the studs, every detail has been reimagined w/ uncompromising quality new Jeld-Wen windows & doors, all-new appliances, plumbing, & electrical systems. Secluded within a private enclave & surrounded by other prestigious estates, the property offers sweeping mountain & city light views. This is a truly iconic Silicon Valley offering! This estate is also available to lease for $45,000 a month on a year to year basis.

18911 Decatur RD, Los Gatos

Listing courtesy of Joe Piazza, 408-410-5020 from Coldwell Banker Realty
(If provided) CoList: from

$1,698,000

5 Beds ⋅ 3 Baths ⋅ ML82053985 MLS ⋅ Las Cumbres BLDG.

Spectacular canyon and mountain views greet you as you step through the front door of this incredible retreat in the exclusive Las Cumbres community. Walls of windows frame the scenery, and the outdoors pours into nearly every room. The open living and dining area features hardwood floors and a propane stove, plus a charming sunroom for morning coffee with a view. The remodeled kitchen offers cherry cabinetry, granite counters, 6-burner gas range, a butler pantry, and a secondary prep sink. The family room provides access to a bedroom and bath, laundry area, attached 2-car garage, and a bonus bedroom over the garage. A main-level suite with office & remodeled bath with heated slate-floor adds flexibility. Upstairs is another bedroom plus the primary suite with sitting area, loft storage, and dual-sink vanity. Step outside to a multi-level deck with a hot tub and breathtaking views. Additional features incl two driveways, backup generator, and high-speed broadband up to 10gb. Las Cumbres is a Firewise certified community with pool, private trails, sports courts, community water, and its own volunteer fire department - all within award-winning Los Gatos schools, just 25 minutes to downtown. A rare chance to own a private mountain sanctuary minutes from Silicon Valley.

18788 Favre Ridge RD, Los Gatos

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

$499,000

2 Beds ⋅ 1 Baths ⋅ ML82052297 MLS ⋅ Villa Capri BLDG.

Best price for Los Gatos, come see for yourself. Enjoy comfortable Los Gatos living in this desirable 55+ gated community, just minutes from Downtown Los Gatos and Vasona Lake County Park. This spacious 2-bedroom, 1-bath condo features a freshly painted interior, central heat and air conditioning, engineered hardwood floors throughout, and an oversized private balcony. Enjoy secure underground assigned parking a personal private storage room, and elevator access. Community amenities include a gated pool, spa, BBQ area, and recreation room with a full kitchen. Beautiful new awning provides comforting shade on your patio balcony creating that indoor outdoor living experience. One occupant 55+, 2nd occupant 45+, but buyers could be younger. Conveniently located near Highways 17 and 85, this is an excellent opportunity to enjoy low-maintenance living in a sought-after Los Gatos location.

576 W Parr AVE 21, Los Gatos

Listing courtesy of Desiree Dutra, 408-648-7013 from Coldwell Banker Realty
(If provided) CoList: from

$1,399,000

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

Listing courtesy of Drew Reid, 408-515-1362 from Coldwell Banker Realty
(If provided) CoList: from

$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

Listing courtesy of Michael R Simpson, 650-207-1126 from Cruz Properties
(If provided) CoList: from

$4,500,000

4 Beds ⋅ 4 Baths ⋅ ML82053472 MLS

This spacious 4-bedroom, 3.5-bathroom home in Los Gatos offers 2,686 sq. ft. of living space with a combination of hardwood and tile flooring throughout. The kitchen is equipped with modern amenities including a built-in dishwasher, microwave, refrigerator, garbage disposal, tile countertops, and a 220-volt outlet. Enjoy cozy evenings by the gas-burning and wood-burning fireplaces in the living areas. The home features a separate family room and a dining area, as well as an open, inverted floor plan with vaulted and open beam ceilings, skylights, and a garden window. Laundry facilities include washer/dryer hookups with both 110V and 220V electricity in the utility room. Additional amenities include built-in vacuum, wet bar, and a security gate. The property sits on a large lot of over 123,000 sq. ft. with a fenced, in-ground pool. Cooling is provided by ceiling fans, central AC, and multi-zone systems. The residence is located within the Los Gatos Union Elementary school district. Two-car garage included.

15295 Kennedy RD, Los Gatos

Listing courtesy of Lawrence Hernandez, 408-315-1200 from Realty One Group Infinity
(If provided) CoList: from

$510,000

1 Beds ⋅ 1 Baths ⋅ ML82053248 MLS ⋅ Los Gatos Commons BLDG.

Fantastic opportunity to own a 1bedroom(plus an office/study) upstairs unit near elevator in this senior living community. One member must be 55 years old and companion must be at least 45. Spacious and and bright bedroom with ai den/study/office. Great balcony off of large living room affords outside privacy and place for table and more. Wall A/C unit and radiant heat included and assigned covered parking spot just outside the unit and locked storage area included. Awesome community club house with all the amenities like a full kitchen, billiards, library, pool/spa, gym and more. Close to charming downtown Los Gatos and and all of its wonderful amenities.

443 Alberto WAY B219, Los Gatos

Listing courtesy of Frank Kuo, 408-393-9986 from Kuo Properties
(If provided) CoList: from

$860,000

2 Beds ⋅ 2 Baths ⋅ ML82052618 MLS ⋅ Redwood Estates Services Associa BLDG.

Charming and Sought After Redwood Estates Cottage! This 2-bedroom, 2-bath home offers approximately 1150 sq ft of living space on a 5,850 sq ft lot. Enter to high ceilings, sunny space with skylights, windows, patio sliders and french doors throughout providing ambient light. Wide plank wooden flooring in living room combine with kitchen. The kitchen is equipped with tile countertops, a gas cooktop and oven range, dishwasher, refrigerator, and exhaust fan and eat-in bar. Spacious deck off of kitchen for relaxing under the lovely mountain views. Primary bedroom with carpeting and ceiling fan and a full bathroom with a shower over tub are on the upper floor. Spiral staircase leads to lower level with 2 adjoining rooms for den plus bedroom combo and full bathroom along with large basement storage space. Step outside where your hot tub awaits amongst the garden space. Laundry is conveniently situated in the utility room with 220V electricity hookup and washer/dryer included. Central heat and wired for generator. Friendly community with pool, playgrounds, community center, new fire station, Pizza restaurant, post office and general store in a great commute location 7 minutes to town. Great Los Gatos Schools: Lexington Elem, Fisher Middle, Los Gatos High

21590 Madrone DR, Los Gatos

Listing courtesy of Lisa Sgarlato, 408-396-7231 from Compass
(If provided) CoList: from

$1,448,000

3 Beds ⋅ 3 Baths ⋅ ML82051793 MLS ⋅ Villa de Los Gatos BLDG.

Set within the desirable Villa de Los Gatos community, this beautifully maintained townhouse offers generous living spaces, excellent community amenities, and a highly sought-after Los Gatos location. The inviting interior opens to a spacious living room with rich hardwood floors extending throughout the main living areas. Just beyond, the kitchen features abundant cabinetry, stainless steel appliances, and a garden window overlooking the backyard. The dining area, complete with a built-in buffet, provides an ideal setting for meals with family and friends. A glass door opens to a private, sun-filled patio, creating a seamless indoor-outdoor connection. A convenient powder bath and laundry area complete the main level. Upstairs, three freshly-painted bedrooms offer a bright and comfortable retreat. The primary suite features generous closet space with built-ins and an en-suite bathroom, while two additional bedrooms share a hall bath. The private rear patio provides access to an oversized, detached two-car garage with built-in storage. Residents enjoy access to a community pool and clubhouse surrounded by mature trees and manicured grounds. Enjoy comfortable Los Gatos living just minutes from downtown Los Gatos, parks, shopping, and dining, with top-rated schools steps away!

16345 Los Gatos BLVD 6, Los Gatos

Listing courtesy of Eric McCafferty, 408-656-1617 from Golden Gate Sotheby's International Realty
(If provided) CoList: Amy McCafferty from Golden Gate Sotheby's International Realty

$3,200,000

4 Beds ⋅ 2 Baths ⋅ ML82051738 MLS

Welcome to 16490 Wood Acres Road, a retreat offering breathtaking city light views, with over 5.3 acres, and access to award-winning Saratoga schools. Situated in the coveted Los Gatos Hills, this unique property blends tranquility, privacy, and convenience in an exceptional setting. The two story home features four bedrooms and two bathrooms, with spacious living areas designed for comfortable everyday living and entertaining. A gated sparkling pool creates a resort-like atmosphere, while a separate one-bedroom apartment provides flexible space for guests, extended family, a nanny, or a private office. Whether you're seeking a move in ready residence or envision transforming the property into your dream estate, the possibilities are endless. The expansive grounds offer a rare sense of seclusion while remaining just minutes from downtown Los Gatos and Saratoga. Ideally located for Silicon Valley professionals, the home provides convenient access to major tech campuses, renowned wineries, fine dining, boutique shopping, and outdoor recreation, including nearby Overlook Trail. A rare opportunity to own a premier property with stunning views, usable acreage, outstanding schools, and an exceptional private location on expansive grounds.

16490 Wood Acres RD, Los Gatos

Listing courtesy of Andy Tse, 408-807-8808 from Intero Real Estate Services
(If provided) CoList: from

$3,600,000

6 Beds ⋅ 6 Baths ⋅ ML82051259 MLS

Exceptional opportunity located at the corner of Shannon and Short Rd, this spacious 3,480 sq ft home on a 1 acre lot offers 5+ bedrooms and 5 full bathrooms in the main house plus a 1 bed/1 bath 792 Sq Ft guest house. The main level benefits from stunning views over Los Gatos and exceptional natural light. You'll find 2 full bedroom suites on this floor as well as formal living/dining with gorgeous views, large modern kitchen, breakfast nook, and office/family room. A spacious family rm (optional third bedroom) completes the upper level. A fully finished 1175 SqFt walkout basement conversion offers a potential 3 further bedrooms (currently 2 bedrooms are combined), 2 bathrooms and a recreation room. The property sits on a private 1 acre lot and includes a two-car garage, ample parking, an expansive terrace and a resort style pool, spa and beach area. Amenities include whole house on-grid solar power with battery backup. All buildings, pool, spa and terraces are located on the upper half acre leaving the lower half ready for your imagination. SB9 lot split may be possible (buyer to investigate) or simply enjoy the rural feel of your own private acre. A rural paradise with the convenience of a popular in-town neighborhood. Truly a unique opportunity.

16057 Shannon RD, Los Gatos

Listing courtesy of Slater Thomson Team, 408-205-3758 from Intero Real Estate Services
(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. Â 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

Listing courtesy of Drew Reid, 408-515-1362 from Coldwell Banker Realty
(If provided) CoList: from

$11,600,000

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

Listing courtesy of Joe Piazza, 408-410-5020 from Coldwell Banker Realty
(If provided) CoList: from

$5,500,000

3 Beds ⋅ 2 Baths ⋅ ML82047686 MLS

A rare, fully improved private estate compound opportunity in Los Gatos. Set across 8.23 secluded acres just 20 minutes from downtown, this extraordinary property offers immediate luxury living today and a dramatically accelerated path to a future world-class custom estate! Accessed through two secure electric gates and a long stone-paver drive, the property includes an architecturally designed luxury guest residence with sophisticated smart-home integration, floor-to-ceiling glass, automatic shades, wide-plank engineered hardwoods, quartz finishes, steam shower, expansive view deck, spa, dual EV charging, and high-speed Starlink connectivity. What makes this offering exceptionally rare is the immense infrastructure and time-compression value already in place: premium flat buildable estate area, completed site work, permitted septic infrastructure, domestic well, substantial water storage, advanced solar and intelligent battery microgrid, and the ability to bypass years of planning, excavation, and development complexity. A true private sanctuary with top Los Gatos schools, exceptional proximity to Silicon Valley, and extraordinary optionality for the visionary buyer seeking a legacy estate, luxury retreat, or multi-generational compound.

19751 Hicks RD, Los Gatos

Listing courtesy of Amy McCafferty, 408-387-3227 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

$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

Listing courtesy of David Conti, 408-896-4081 from KW Bay Area Estates
(If provided) CoList: from

$1,950,000

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

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

$1,799,000

4 Beds ⋅ 3 Baths ⋅ ML82040088 MLS ⋅ Las Cumbres BLDG.

Welcome to this exceptional home in the highly desirable Las Cumbres community, where comfort, space, and natural beauty come together. A stunning entryway with vaulted ceilings and a grand staircase creates a warm first impression. The open floor plan features wide hallways and seamless flow between rooms, perfect for everyday living and entertaining. The remodeled kitchen is the heart of the home, offering new appliances, a large island, ample prep space, and an eating area with charming alcove windows. It opens to a spacious family room with a cozy wood-burning stove. A formal dining room connects to the kitchen and living areas, while the elegant living room features vaulted ceilings and its own wood-burning stove. The main level includes a versatile bedroom or office and a bonus playroom. Upstairs, the primary suite offers a vaulted ceiling, walk-in closet, large bathroom, and private deck. Two additional bedrooms include alcove spaces, with new flooring throughout the second floor. Additional highlights include a 3-car garage, newer interior paint, abundant natural light, and peaceful forest views. Ideally located just minutes from downtown Los Gatos. the community offers a clubhouse, pool, sports courts, trails, events, and top-rated Los Gatos High School.

18453 Las Cumbres RD, Los Gatos

Listing courtesy of Alfredo Barajas Team, 408-605-4800 from Coldwell Banker Realty
(If provided) CoList: from

$2,295,000

5 Beds ⋅ 5 Baths ⋅ ML82040368 MLS

Spectacular sunsets and ocean views! Uninterrupted long range vistas over mountains and ridges, to the beaches of the Monterey Bay. Peaceful setting on a cul-de-sac, only minutes from local amenities including the Summit store, schools, churches, wineries. Enjoy hiking trails in the redwood forest, a short stroll down the quiet country lane. The 2-story home comprises a formal living room & separate family room, both with woodburning stoves, formal dining room & bright open kitchen with granite counter tops and stainless appliances, sunny breakfast dining area opens to view deck. 5 bedrooms including 3 primary suites, one on ground floor - ideal for au pair/in-law quarters. 4 full baths & 1/2 bath. Approx. an acre of sunny, usable land offering ample space for entertaining, featuring expansive back deck and patio with pool & spa, raised gardens, huge almost-level front yard and low maintenance landscaping, 3 car garage. Recent upgrades include owned (paid for) solar, auto whole house generator, refinished pool with pebbletec surface, new pool equipment, artificial turf, chicken coop & mini barn (for goats & mini ponies), new hardwood flooring in family room & 1st floor bed, new gutters, EV2 charger. Only 20-25 mins to Los Gatos or Soquel. Excellent shared well, Comcast Internet!

26756 Adams RD, Los Gatos

Listing courtesy of Rebecca Smith, 408-507-7165 from Christie's International Real Estate Sereno
(If provided) CoList: Karen Izzo from Christie's International Real Estate Sereno

$13,800,000

6 Beds ⋅ 6 Baths ⋅ ML82039880 MLS

Discover extraordinary luxury in the heart of Los Gatos. This breathtaking 20.5-acre estate offers unmatched privacy, mountain views, and a natural flowing stream crossed by your own private bridge. Inside the main residence, enjoy a gourmet chef's kitchen, elegant wet bar, private theater room, steam room, full gym, and dedicated yoga studio. Two laundry areas and a custom dog wash add everyday convenience. Step outside to a resort-style swimming pool surrounded by serene landscape. Plus, a separate two-bedroom guest house features its own laundry room, garage, and private backyard perfect for extended family or guests. Luxury, nature, and sophistication all in one extraordinary property.

130 Wood RD, Los Gatos

Listing courtesy of Rick Alva, 408-472-3999 from Windermere Valley Properties
(If provided) CoList: from

$1,998,000

4 Beds ⋅ 3 Baths ⋅ ML82035634 MLS

GATED COMMUNITY | VIEWS LEAVE PEOPLE SPEECHLESS | FOOD DELIVERY, AMAZON Etc. FRIENDLY | FORTIFIED W/SOLAR & BACK UP POWER A perfect retreat home! Enjoy social time with your neighbors or your own serene privacy above the trees where the birds soar right in front of your living room. Sweeping views from most living spaces are delightful. When the seller's weren't commuting to Mtn. View 3x's/week along mtn. backroads or lounging at home, they loved; swimming & dining at the Trout Farm Inn, the Felton Farmer's Market, shopping in Downtown LG! Among their favorite experiences? Finishing work on a Friday and going to the beach with the pups, just 15.5mi. to Santa Cruz. Work from home with 2 separate offices plus great internet. Convenience with the Primary suite +1 bdrm on the ground floor. Wood paneled Family Rm could be an elegant Dining Rm. or Library! Fenced backyard has easy maintenance fake-grass, you can exercise in the resistance pool, or soak in the hot tub enjoying big views. Addt'l sunset & star gazing deck (get your telescope out!) is outfitted with power. Important infrastructure: Solar offsets energy cost, battery storage, whole house backup gen., UV water system, private water, mini-splits for zoned heat / cooling, EV charger. Lrg. outbuilding. Amazon, FedEx, UPS.

15220 Upper Ellen RD, Los Gatos

Listing courtesy of Paula L Leary, 408-425-3345 from Golden Gate Sotheby's International Realty
(If provided) CoList: Kathryn Harrold from Golden Gate Sotheby's International Realty

$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

Listing courtesy of George Rabe, 408-234-8238 from Intero Real Estate Services
(If provided) CoList: from

$16,000,000

6 Beds ⋅ 5 Baths ⋅ ML81937235 MLS

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...

170 Twin Oaks DR, Los Gatos

Listing courtesy of Gaylene Wyatt, 408-832-6922 from Christie's International Real Estate Sereno
(If provided) CoList: from

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