Los Gatos/Monte Sereno CA Real Estate, Homes with Pool for Sale

6 Beds ⋅ 6 Baths ⋅ ML82066859 MLS

Luxury Live Auction! Bidding to start from $9,000,000.00! 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

Listed by Sergio Sanchez, 408-420-3368 from KW Elevate
(If provided) CoList: Rick Alva from Keller Williams Thrive

$1,598,000

4 Beds ⋅ 3 Baths ⋅ ML82066536 MLS ⋅ Los Gatos Woods BLDG.

Welcome to Los Gatos Woods Community 320 Pine Wood Lane. Most spacious model in the community totaling 1891sq, ft of living space with 4 bedrooms, 2.5 bath plus a large practical office ideal for remote work, study, or can be easily converted into 5th bedroom. Gorgeous open layout very bright with abundant windows welcome natural sun lights throughout home. The kitchen features stainless appliances, a gas stove, breakfast nook that opens to the living room, ample cabinet storage spaces and the living room sliding door opens to the private backyard enjoying your morning coffee and perfect for entertaining guests. Hardwood floors throughout, new interior paint, new light fixtures, EV charger, Central AC, convenient inside side-by-side full laundry for maximum convenience. Los Gatos Wood offers 2 pools, tennis courts, gym, club house and maintenance all for low $467 fee. Located across from Beautiful Jack Fisher Park, downtown Los Gatos, Vasona park, various shopping plazas and all schools are minutes away and quick access to major commute routes. This fabulous home is offered at great price and ready for everyone in the family. You must see this home.

320 Pine Wood LN, Los Gatos

Listed by Hyo Jin Pak, 408-828-6953 from Intero Real Estate Services
(If provided) CoList: from

$1,899,000

4 Beds ⋅ 3 Baths ⋅ ML82066470 MLS ⋅ Rinconada Hills BLDG.

A charming courtyard entrance welcomes you to this luxurious two-level home in the gated Rinconada Hills community of Los Gatos. Offering approximately 2,175 square feet, 4 bedrooms & 2.5 bathrooms, the versatile layout includes a first-floor bedroom or dedicated home office. Beautiful wood floors bring warmth & character to the living spaces, while soaring ceilings & floor-to-ceiling windows create a dramatic living room filled with natural light, complemented by a brick fireplace & views of lush greenery. The kitchen features white cabinetry, granite countertops, stainless steel appliances & a full-height tile backsplash, with an adjacent dining room. Upstairs, three inviting bedrooms feature new carpet & balcony access. The primary suite offers a peaceful retreat with its own fireplace, perfect for cozy evenings. Enjoy morning coffee or relaxed gatherings in the enclosed backyard, where mature landscaping, tile paving & a covered sitting area create a welcoming outdoor escape. A two-car garage adds everyday convenience. Set within Rinconada Hills 107-acre grounds, residents enjoy ponds, waterfalls, walking trails, 10 pools, a clubhouse, tennis & pickleball courts, bocce & BBQ areas. Convenient to downtown Los Gatos, Campbell, Saratoga, Vasona Park, shopping & dining.

275 Casitas Bulevar, Los Gatos

Listed by 2 Guys in Real Estate, 831-818-1276 from Epique Realty
(If provided) CoList: from

$3,388,000

4 Beds ⋅ 3 Baths ⋅ ML82064739 MLS

Dwntwn Los Gatos! Prime location & beautifully updated w/ expansive living space & private backyard retreat! Mature landscaping frame charming front porch & open to light filled interior w/ fresh paint, new engineered hardwood flooring, updated kitchen & remodeled 2nd story! Kitchen features custom cabinetry, new quartzite countertops & backsplash, professional-grade appliances. Skylight fills space w/ natural light, lg center island w/ counter height seating & expansive dining area. Expansive great room has lg slider opening to backyard. 2 main floor bedrooms overlook front landscape & share hall bathroom. Newly remodeled second level has primary suite & fourth bedroom. Overlooking backyard & pool, primary suite has lg walk-in closet & bath features a quartzite dual vanity & quartzite-surround shower. Rear yard is perfect spot for relaxation or entertain. A composite deck extends entertaining space & overlooks sparkling pool. Dine al fresco after a great BBQ prepared using covered outdoor kitchen w/ granite countertops, bar seating, a Viking barbecue, griddle, prep sink. Artificial turf & landscaped planters create an inviting setting. Inside laundry, 1 car garage & solar. Enjoy all Lg has to offer, w/ convenient access to top-rated LG schools & Highways 9, 17, and 85.

337 Johnson AVE, Los Gatos

Listed by Amy McCafferty, 408-387-3227 from Golden Gate Sotheby's International Realty
(If provided) CoList: Eric McCafferty from Golden Gate Sotheby's International Realty

$1,488,888

2 Beds ⋅ 3 Baths ⋅ ML82066404 MLS ⋅ Rinconada Hills Home Owners Asso BLDG.

Experience resort-style living in the heart of Los Gatos! Nestled within the prestigious, gated Rinconada Hills community, this beautifully updated 2-bedroom, 2.5-bath townhome offers 1,463 sq. ft. of comfortable, stylish living. Updated in 2019 and 2024, the home features soaring ceilings, engineered hardwood floors, new bedroom carpeting, a gas fireplace, and automated blinds. The beautifully appointed kitchen boasts Quartz countertops, stainless steel appliances, a gas range, wine fridge, and custom cabinetry with pull-out drawers. Both bedrooms feature ensuite bathrooms and private balconies, while the primary suite includes a soaking tub and separate shower. Enjoy the west-facing patio overlooking lush gardens and a sparkling pool. Additional highlights include central A/C, Nest thermostat, separate laundry room, and attached two-car garage. Rinconada Hills offers 10 pools, tennis and pickleball courts, bocce ball, clubhouse, scenic trails, lake, and waterfalls. Conveniently located near highly regarded schools, shopping, and downtown Los Gatos, Saratoga, and Campbell. Welcome home!

117 Callecita, Los Gatos

Listed by John Jenkins, 408-823-3600 from Compass
(If provided) CoList: from

$1,998,000

3 Beds ⋅ 2 Baths ⋅ ML82066156 MLS ⋅ Wimbledon Place BLDG.

Welcome to 117 Greenfield Pl, a beautifully remodeled, single story, 1,509sf± end-unit in highly desirable Wimbledon Place in Los Gatos. Extensively remodeled in yr. 2024, this elegant home features vaulted ceilings, hardwood flooring, new dual pane windows, completely replaced HVAC system including ducting, tankless water heater, extensive audio system and Control 4 Home Automation System, and electronic shades. The great room offers a spacious dining area featuring skylights, built-in cabinetry, and wine refrigerator. The remodeled kitchen showcases quartzite counters, new soft-close cabinetry, pantry storage, and premium Thermador refrigerator and gas range. The indoor laundry area provides extra cabinet and counter space. The third bedroom was converted to a dedicated office and offers a sliding glass door providing access to a spacious patio. Elegantly remodeled bathrooms with skylights. Enjoy a private patio with raised garden beds, drip irrigation, surrounding mature trees, and lush foliage. The garage includes extensive built-in storage, a workbench, and new epoxy flooring. Los Gatos Schools.

117 Greenfield PL, Los Gatos

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

$6,450,000

5 Beds ⋅ 7 Baths ⋅ ML82065818 MLS

Your next Silicon Valley chapter deserves a residence this grand. Tuscan elegance on a quiet Los Gatos cul-de-sac, this 5,937 sq. ft. estate showcases 10-foot ceilings, soaring rooflines, and trussed, coffered, open-beam and vaulted ceilings. The granite kitchen glows beneath extra-large skylights, with a gas cooktop, double ovens and an island with sink. Stone, travertine and wide-plank hardwood floors add warmth. The main-level primary suite offers heated floors, a fireplace, an oversized closet and a private patio facing the pool. Five en-suite bedrooms plus a half bath on every level. The huge basement is a dream for entertaining: a 9-seat theater, wet bar, kitchenette and wine cellar. Outside, a private, resort-like backyard unfolds with a solar-heated pool and spa, water slide, and a loggia with TV, BBQ, wet bar and fireplace, all on a 12,632 sq. ft. lot with low-maintenance stamped concrete. Multi-zone AC and heat, built-in vacuum, video/audio system, Energy Star appliances, tankless water heater and a 4-car tandem garage. Minutes to downtown Los Gatos, farmers markets, and Netflix, Apple and eBay, with hills, trails and mountain views at your door. A rare offering at the base of the hills, with no steep drive up. The closest you can live to Santa Cruz from Silicon Valley.

118 Dover ST, Los Gatos

Listed by Amol Heda, 408-307-9465 from KW Bay Area Estates
(If provided) CoList: from

$12,998,888

5 Beds ⋅ 7 Baths ⋅ ML82060279 MLS

Nestled upon approximately 1.2 acres of manicured level grounds one-quarter mile from downtown Los Gatos, this single-story estate by Maggetti Construction and architect Gary Kohlsaat blends Old-World architecture with resort-caliber living. A dramatic gated entrance with electric security gate leads to a custom door of antique beveled and leaded glass, opening onto a natural stone foyer with mosaic medallion and dome. Formal living and dining rooms feature vaulted ceilings, natural stone fireplaces, walnut floors, Murano crystal chandelier, and French doors to the park-like rear grounds. The epicurean chefs kitchen offers custom walnut cabinetry, mother-of-pearl quartz, dual Sub-Zero refrigerators, Wolf range, stone island seating five, and butlers pantry with additional Sub-Zero. The grand family room rises to fourteen-foot vaulted ceilings with floor-to-ceiling fireplace and walnut bookshelves, while a private library or media suite provides walnut shelving and gas fireplace. The primary suite commands pool and garden views beneath barrel-vaulted ceilings, with dual walk-in closets, honey-onyx vanity, marble spa bath, Kohler soaking tub, & oversized steam shower. Four additional en-suite bedrooms and a custom wine cellar for over 500 bottles complete this refined interior.

17055 Pine AVE, Los Gatos

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

$1,699,000

3 Beds ⋅ 2 Baths ⋅ ML82065201 MLS

Experience beautifully remodeled living in the heart of Los Gatos! This stunning 3-bedroom, 2-bathroom residence offers 1,516 square feet of thoughtfully updated living space. Extensively renovated throughout, the home showcases new flooring, a beautifully redesigned kitchen featuring quartz countertops, new cabinetry, and all-new appliances, along with tastefully remodeled bathrooms. Three private balconies provide inviting outdoor spaces to relax and unwind, while an in-unit washer and dryer add everyday convenience. The secure building features elevator access, controlled entry with resident and guest access, and gated underground parking with an assigned parking space, additional unassigned parking, and a private storage unit. Residents enjoy community amenities including a swimming pool and hot tub, along with the added benefit of a recently replaced building roof. HOA dues include water, garbage, exterior maintenance, and upkeep of the community amenities. Perfectly positioned along the scenic Los Gatos Creek Trail and just moments from the vibrant shops, restaurants, cafes, and entertainment of downtown Los Gatos. Move right in and enjoy everything Los Gatos has to offer!

95 Church ST 2201, Los Gatos

Listed by Benjamin Frieden, 408-888-9507 from KW Bay Area Estates
(If provided) CoList: from

$3,699,000

4 Beds ⋅ 4 Baths ⋅ ML82065263 MLS

Along one of Los Gatos' most picturesque tree-lined streets, this inviting residence offers a peaceful retreat with beautifully maintained grounds and indoor-outdoor living. The property features 2,634± sq ft of combined living space on an expansive 11,200± sq ft flat lot. A stamped concrete driveway and covered front porch welcome you home. Inside, hardwood floors, charming details, and skylights add warmth and character. The living room features vaulted wood-slat ceilings and abundant natural light. The kitchen offers custom cabinetry, generous storage, and beautiful backyard views. A separate dining room, wet bar, and 2 additional bedrooms add versatility. The primary suite features reading nook, desk area, oversized walk-in closet, and spa-like bath. Sliding glass doors connect the interior to the outdoors. The expansive backyard is ideal for relaxing and entertaining, with a pool, outdoor shower, picnic area, and 2 storage sheds. The ADU includes a kitchen and full bath, ideal for guests, extended family, or a private workspace. Enjoy walkability to all three Los Gatos schools, with parks, nature, Downtown LG, and freeway access nearby. A special Los Gatos setting, generous grounds, flexible living spaces, and a tranquil setting make this a special place to call home.

16880 Fillmer AVE, Los Gatos

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

$3,998,000

5 Beds ⋅ 3 Baths ⋅ ML82064697 MLS

Tucked away on a quiet, non-through court that most Los Gatos residents have yet to discover. Room for everyone! 3,300 sq ft on a 10,000 sq ft lot. Short walk to Van Meter, Fisher Middle and Los Gatos High. The backyard is the headline. A covered premium outdoor kitchen fully outfitted with Lynx grill, griddle, warming drawer, sink, fridge, storage, all set in Macaubas Quartzite and stacked stone plus gorgeous matching outdoor gas fireplace, stunning solar-heated pool w/water features cascading from a raised stone ledge and an automatic safety cover. Set in pavers with curated mature landscaping - this is the backyard everyone will want to be at. Inside is a sun-filled kitchen with a breakfast nook, wall pantry, wine fridge. Adjacent is formal dining with wainscoting and the living room with fireplace. The large family room is the space for gathering! Additionally, a large home office at the front entry completes the main level. Four bedrooms upstairs, plus a fifth recorded bedroom currently set up as an oversized laundry room. The detached 2-car garage features epoxy floors + storage, the long driveway accommodates many cars. Minutes to downtown Los Gatos, Hwy 17 & 85, excellent commuter access to Apple, Netflix, Meta, Google, Nvidia, MSFT, and short drive to Santa Cruz beaches.

100 Calfhill CT, Los Gatos

Listed by Tracy Pina, 408-460-0861 from Coldwell Banker Realty
(If provided) CoList: from

$1,100,000

3 Beds ⋅ 2 Baths ⋅ ML82065097 MLS ⋅ Charter Oaks BLDG.

Bring your contractor to renovate this townhome in a great Los Gatos neighborhood. End unit with private patio. Â Near Los Gatos Trail, freeway access, shopping and great schools.Â Great opportunity for an investor. Probate sale. Looking for a cash buyer.

108 Walnut Hill CT, Los Gatos

Listed by George Black, 408-921-1711 from Intero Real Estate Services
(If provided) CoList: from

$3,998,000

4 Beds ⋅ 4 Baths ⋅ ML82062100 MLS

Located on the sought after one-way street of Johnson, is this thoughtfully designed home, 4bd/ 3.5 ba (3bd/ensuite) offering not only elegance and comfort but also the flexibility to accommodate today's buyers' lifestyles. The main bed/bath and ensuite bed upstairs w/landing. Downstairs you will find 2/bed (one ensuite). The gourmet kitchen offers quartz countertops and designer cabinets, breakfast nook looking into the expansive garden. Living room w/rock FP and large dining area. A Carriage House w/kitchenette, full bath with tile flooring perfect for an office, extra family room or ADU. A sparkling spa pool creates a resort-like atmosphere, w/serene creekside setting provides a beautiful backdrop. Outdoor BBQ & entertaining area & deck creating the perfect setting for intimate dinners and memorable evenings with family and friends. Leave the car behind and stroll to morning coffee; blocks from Los Gatos High School, Fischer Middle and Van Meter Elementary (award-winning schools). Close to the Los Gatos and St Joseph Trails for hiking. This is a rare opportunity to enjoy the quintessential Los Gatos lifestyle where an exceptional neighborhood meets effortless access to everything you love. It is also close to all the tech companies in Silicon Valley.

142 Johnson AVE, Los Gatos

Listed by Sue Nystrom-Walsh, 408-482-9343 from Compass
(If provided) CoList: from

$2,800,000

3 Beds ⋅ 2 Baths ⋅ ML82062889 MLS

Immaculate and beautifully remodeled single level home tucked away on a peaceful court. The open plan formal living and dining rooms feature an impressive cathedral ceiling with recessed lighting, pendant lights and rich hardwood floor. A gas fireplace impresses with modern lines and attractive surround. Large skylights flood the remodeled kitchen with natural light. An array of pantry, storage and display cabinets along with an island, modern appliances and ample slab countertops ensure the home chef has everything they need at hand. The kitchen opens to a spacious family room with a vaulted ceiling and patio doors to the backyard. The primary suite is located to the rear of the home and benefits from a recently remodeled bathroom and large walk-in closet. The expanded second bedroom has a two room suite configuration ideal for sharing siblings or an elderly relative. Custom blinds and closet organizers throughout. An indoor laundry with cabinet storage leads to a large 3 car garage. Outdoors there's a pool, spa and retractable awning ideal for long summer days. Beautiful landscaping adds to the curb appeal of the home. Located close to Los Gatos Swim and Racquet, Vasona and the Los Gatos Creek Trail as well as convenient access to both 17 and 85 for easy commute options.

108 Mojonera CT, Los Gatos

Listed by Slater Thomson Team, 408-205-3758 from Intero Real Estate Services
(If provided) CoList: from

$1,575,000

3 Beds ⋅ 3 Baths ⋅ ML82064183 MLS ⋅ Charter Oaks BLDG.

Welcome Home to 104 Cherry Hill Ct, a Beautifully Updated Los Gatos Townhome in the Sought-After Charter Oaks Community Right Along the LG Creek Trail w/ Award-Winning LG Schools! Freshly Painted Interior w/ Hardwood Floors, Recessed Lighting, Dual-Pane Windows & Contemporary Light Fixtures. Stunning Kitchen w/ Granite Counters, Designer Backsplash, Breakfast Bar w/ Glass Pendant Lighting, Ample Storage & Countertop Space, Bay Window, Slow-Close Cabinetry, Breakfast Nook, Viking Pro. 6-Burner Gas Range + Hood, Wine Refrigerator. Formal Dining Room w/ Vaulted Ceiling & Sliding Door to Private Back Patio! Spacious Living Room w/ Wood-Burning Fireplace. Primary Suite w/ Vaulted Ceiling, Private Balcony & Lighted Walk-In Closet. Ensuite w/ Natural Stone Vanity, Upgraded Cabinetry. Two Additional Bedrooms w/ Vaulted Ceilings, New Carpet & Closet Organizers. Guest Powder Room, Interior Laundry w/ Built-In Cabinetry. Private Front Courtyard w/ Pavers, Ipe (Fire & Termite resistant) Wood Deck, Raised Planters & Mature Landscaping. Finished 2-Car Garage w/ Overhead Storage & Automatic-Sensor Lighting. Dual-Zone HVAC. Charter Oaks Community w/ Clubhouse, Pool & Spa! Walk to Los Gatos Creek Trail, Vasona Park, Downtown Los Gatos, Hwy 85, Shopping, Dining, Apple & NVIDIA. Truly a Must See!

104 Cherry Hill CT, Los Gatos

Listed by Andy Tse, 408-807-8808 from Intero Real Estate Services
(If provided) CoList: from

$7,100,000

4 Beds ⋅ 5 Baths ⋅ ML82061272 MLS

With million dollar views looking out of practically every window on the North side, on this prestigious Matilija drive, it can be a little lonely on the top, but it feels extremely comfortable. Wake up to abundant morning sun allowed in through the enormous windows next to the soaring ceilings. This magnificent North facing home is surrounded by multi-million dollar homes down the road. And although this mansion is zoned for Saratoga schools, those who prefer to send their kids to Harker find it a breeze to drive there. The current owners raised their very successful children in this lucky house, and became very successful! They moved to the most prestigious neighborhood in the Bay Area. So come get the good karma! 7.03 acres of lot presents the potential to do SB9 lot splits. Buyer to investigate. $150K spent to get an ADU approved, near the entrance, pending retaining wall reviews. Enormous 1st level has primary + 2nd bedroom ensuites, and office on the first floor, giving you the expansive feel. Soaring 12' high ceiling in the living room, with 20' ceiling in the round stair case leading to 2 more ensuites on the 2nd floor! Private backyard and swimming pool. Mountains on the back & right side provide sense of protection. Solar w/ Powerwall is fully owned. Live your dream now

16421 Matilija DR, Los Gatos

Listed by Charles Liu, 650-999-3888 from Compass
(If provided) CoList: from

$3,690,000

3 Beds ⋅ 2 Baths ⋅ ML82063524 MLS

Five-Star Monte Sereno! Nestled in the prestigious and highly sought-after Daves Avenue neighborhood, this spacious & beautifully remodeled 3-bedroom, 2-bath Monte Sereno home offers a private, resort-like retreat just minutes from Daves Elementary; Vasona Park and the best of the downtown Los Gatos lifestyle. Set on a private street, the property features a tranquil sunken garden with a pool, hot tub, covered lanai, and lush, mature landscaping. Multiple fruit-bearing trees and beautifully designed gardens create a peaceful, vacation-like atmosphere that can be enjoyed year-round. Inside, the home welcomes you with soaring ceilings, a charming foyer, detailed baseboards, and a warm wood-burning fireplace. Thoughtfully remodeled with quality finishes throughout, the home features granite countertops, marble flooring, central heating and air conditioning, a tankless water heater, pantry, and dedicated laundry room. Additional amenities include a steam shower, attached two-car garage, and generous storage throughout. The property offers exciting potential for future expansion, including a 2nd-story and an ADU (check with City). Don't miss out on this unique combination of privacy, luxury, convenience, and resort-style living in one of Monte Sereno's most desirable neighborhoods.

17618 San Benito WAY, Monte Sereno

Listed by Kevin Cole, 408-805-0450 from Keller Williams Thrive
(If provided) CoList: Jeff Cole from Keller Williams Thrive

$1,495,000

3 Beds ⋅ 2 Baths ⋅ ML82063120 MLS ⋅ Los Gatos Village BLDG.

This beautifully remodeled and extensively updated townhouse is in the highly desirable Los Gatos Village and offers a rare combination of comfort, privacy, and functionality. Its often said that a townhouse or condominium can feel like a single family home but this one truly does. Its unique design provides an exceptional level of peace, quiet, and privacy, with no common walls in the living areas. The only shared wall is at the garage. The thoughtfully designed floor plan features 3 spacious bedrooms, including one conveniently located on the lower level, along with 2 full bathrooms, one on each level. The generous living room features 2 sliding doors that open directly to a spacious, private brick patio, creating an inviting connection of indoor and outdoor living. A dining room with floor to ceiling windows overlooks the patio, while the beautifully updated kitchen features quartz countertops, high-end stainless steel appliances, and a comfortable breakfast nook. An additional loft provides flexible space for a home office, play area, or living space. The home also includes a large two car, attached, garage with ample room for storage. Ideally situated in a central and convenient location, this home offers easy access to shopping, dining, schools, and major commute routes.

101 Milmar WAY, Los Gatos

Listed by Darren Carroll, 408-497-4957 from Coldwell Banker Realty
(If provided) CoList: from

$1,390,000

2 Beds ⋅ 2 Baths ⋅ ML82062667 MLS ⋅ LOS GATOS VILLAGE BLDG.

Welcome to 162 Milmar Way, a peaceful home in the desirable Los Gatos community. You'll be drawn to the open-concept design of this two-bedroom, two-bathroom, two-story home, with a two-car garage, and NO COMMON WALLS IN THE LIVING AREA. With approximately 1,494 square feet of living space, the home has been upgraded, including wood flooring, central air conditioning, a patio with wood deck, a remodeled primary bathroom, a water-softening system, and dual-pane windows. The kitchen has been upgraded with brand-new LG appliances, including a range, microwave, refrigerator, and dishwasher. Recessed lighting, granite countertops, and wood cabinetry with ample storage create a kitchen that is both timeless and functional ideal for those who enjoy cooking at home. Both upstairs bedrooms are generously sized. The primary bedroom includes a private balcony and additional storage space. The garage is equipped with storage shelving, along with a new LG washer and dryer installed in 2025. The home is conveniently located away from busy roads while being adjacent to the community's green spaces. The ground floor den having a closet can be turned into the THIRD BEDROOM. The loft upstairs can be an OFFICE ideal for those who work from home. The Los Gatos Village has a pool, a club house.

162 Milmar WAY, Los Gatos

Listed by Andrew Luu, 408-896-7388 from City Investments Realty
(If provided) CoList: from

$4,900,000

4 Beds ⋅ 4 Baths ⋅ ML82062515 MLS

A custom Cape Codstyle home on a seven-home cul-de-sac in Los Gatos. Since its 2007 purchase. It received a complete $2,000,000 exterior and interior renovation. Exterior: Marvin casement double-pane windows throughout, redesigned and enlarged front windows, new roof, completely redesigned and rebuilt portico, new wood siding and gutters, and a resort-style backyard with pool, spa, outdoor kitchen and fire pit. Interior: Wolf/Sub-Zero/Miele chefs kitchen, expanded family room, refinished floors, custom wood bookshelves, California Closets throughout, Sonos speakers indoors and out, and remodeled baths with radiant floor heating. 4 beds (incl. ADU), 3.5 baths, 3,146 sq ft. close to Van Meter, Fisher and Los Gatos High, in districts ranked in Californias top 3%.

104 Bella Vista CT, Los Gatos

Listed by Laura Mcdonnell, 408-836-9680 from KW Bay Area Estates
(If provided) CoList: Chuck Nunnally from KW Bay Area Estates

$2,500,000

5 Beds ⋅ 3 Baths ⋅ ML82061809 MLS

Beautifully updated 5-bedroom, 3-bath home in an established East Los Gatos neighborhood. The home lives primarily as a single story, with a private bedroom, full bath, laundry, and bonus room above the oversized 2-car attached garage. Hardwood floors, a cozy fireplace, and a light-filled kitchen with stainless steel appliances and a skylight create a warm and inviting interior. Situated in a quiet neighborhood on approximately 1/4 acre, the backyard features a sparkling pool with plenty of space to relax and entertain. Close to Belgatos Park and its scenic walking and hiking trails. Roof replaced approximately two years ago. Served by Noddin Elementary, Union Middle, and Leigh High School. Buyer to verify enrollment and attendance boundaries.

104 Old Orchard Dr, Los Gatos

Listed by Steve&ChristinePerry, 408-391-4465 from Christie's International Real Estate Sereno
(If provided) CoList: from

$1,499,000

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

Listed by L Christen, 408-243-6844 from Larry Christen, Broker
(If provided) CoList: from

$4,288,800

4 Beds ⋅ 3 Baths ⋅ ML82058711 MLS

Exceptional Monte Sereno residence offering luxury, comfort and beautiful indoor and outdoor living, just blocks from Downtown Los Gatos and Vasona Park. Extensively remodeled with designer finishes throughout, this elegant home features gracious formal living and dining rooms and stunning hardwood floors. The chefs kitchen is beautifully appointed with Wolf and Sub Zero appliances, large island with breakfast bar, butlers pantry, beverage refrigerator and temperature controlled wine cellar. The luxurious primary suite features a spa inspired bath with heated floors, soaking tub, oversized shower, custom cabinetry and an expansive walk in closet. Spacious secondary bedrooms include custom closet organizers. Enjoy a resort style backyard with sparkling pool, spa, water features, al fresco dining under a gas heated pergola, expansive deck with built in gas fire pit and low maintenance turf. Three car garage, large laundry room and abundant storage. An exceptional opportunity near Downtown Los Gatos, shopping, dining, recreation and highly regarded Los Gatos schools.

16215 Rose AVE, Monte Sereno

Listed by Stilla Raissi, 408-316-8899 from Coldwell Banker Realty
(If provided) CoList: from

$2,750,000

3 Beds ⋅ 3 Baths ⋅ ML82059182 MLS

Welcome to Monte Sereno living at its finest. This completely rebuilt residence offers three bedrooms and three full baths, designed with a bright, open concept floorplan that invites natural light into every corner. At the heart of the home is a stunning chefs kitchen with a large island thats perfect for casual mornings, family dinners, or hosting friends. The living and entertaining spaces flow seamlessly to two generous private yards, giving you endless possibilities, whether its outdoor dining under the stars, a play area, a garden retreat. A long driveway and ample parking provide both convenience and flexibility for guests. Set within a top-rated school district and a friendly, established community, this home offers not just comfort, but a true lifestyle. And with quick access to Highway 17, along with close proximity to downtown Los Gatos and downtown Campbell, youre never far from vibrant dining, boutique shopping, and local events. Every detail is thoughtfully designed to balance elegance with everyday ease. Come experience it for yourself.

17293 Sereno CT, Monte Sereno

Listed by Radney Toomasian, 408-896-2250 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

Listed by Mark Von Kaenel, 408-568-6602 from KW Bay Area Estates
(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

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

$4,300,000

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

Listed by Lawrence Hernandez, 408-315-1200 from Realty One Group Infinity
(If provided) CoList: from

$1,348,000

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

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

$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

Listed by Joe Piazza, 408-410-5020 from Coldwell Banker Realty
(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

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

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