Quick Los Gatos/Monte Sereno CA MLS Search

Browse All Los Gatos/Monte Sereno CA Historical Properties for Sale

$3,790,000
6 Beds ⋅ 3 Baths ⋅ ML82056437 MLS
Beautiful tri-level home ideally situated at the end of a quiet cul-de-sac on an approximately 10,585 sq ft landscaped lot. Designed for comfortable everyday living and effortless entertaining, the private backyard features a sparkling pool, expansive deck, and low-maintenance landscaping, creating the perfect outdoor retreat. Inside, the light-filled contemporary floor plan offers an inviting blend of formal and casual living spaces, enhanced by a freshly painted exterior and interior with new carpeting. Sliding glass doors from the family room and informal dining area open seamlessly to the spacious deck for year-round dining and relaxation. The generous kitchen offers abundant counter space and overlooks the picturesque backyard. The spacious primary suite features an en suite bath and walk-in closet. Enjoy the best of downtown Los Gatos living, just one block from Bachman Park and moments from vibrant shops, acclaimed restaurants, the weekly farmers' market, and scenic hiking and biking trails. Convenient access to Highways 17 and award-winning Los Gatos schools complete this move-in-ready home, offering an exceptional combination of location, lifestyle, and indoor-outdoor living.

16342 Alexander AVE, Monte Sereno

Listed by C.T. Harris, 408-375-9265 from Christie's International Real Estate Sereno
(If provided) CoList: Kirsten Trapani from Christie's International Real Estate Sereno
$2,499,888
4 Beds ⋅ 4 Baths ⋅ ML82056482 MLS
Steps from downtown Los Gatos dining, boutique shopping, cafes, minutes from Vasona Park, this home offers a walkable lifestyle within the highly rated LG school district. The home features great curb appeal w/ beautiful landscaping, a wide pavered driveway, & hill views. The property offers approximately 2,103 SqFt of usable living space. The main residence spans approximately 1,562 SqFt w/ 3 bedrooms & 3 bathrooms, remodeled over the years. The living room is warm & inviting w/ an electric fireplace, recessed lighting, & double pane windows. The kitchen & dining area form the heart of the home w/ granite countertops, recessed lighting, & smart storage including two Lazy Susans. The primary suite opens to a private patio, & sun tunnels brighten the hallway w/ natural light. Leased solar adds energy efficiency & long term value. The approved detached cottage includes 1 BD, 1 full bath, & private laundry, generating strong rental income & creating a flexible 4 bedroom, 4 bathroom layout ideal for guests, multi generational living, or income potential. The garage has ample storage & EV charger. Backyard feels expansive & private for a downtown location, complete w/ built in covered seating area for outdoor entertaining.

226 San Mateo AVE, Los Gatos

Listed by Chandani Group, 650-492-0599 from Compass
(If provided) CoList: Karishma Chandani from Anthem Realty
$1,788,000
4 Beds ⋅ 3 Baths ⋅ ML82054642 MLS
Charming English-style cottage in the heart of Downtown Los Gatos, just steps from Old Town's premier shops, restaurants, and entertainment. This unique single-family home is currently configured as a duplex w a total of 4b/3b offering approximately 2,582 sq. ft.-front-1083 sq ft & back 1499)buyer to verify) on a spacious 6,600± sq. ft. lot with three private parking spaces. The front unit features 1 bedroom, 1 bathroom, a bright living room, separate family room or office, kitchen, welcoming entry, and large picture windows that fill the home with natural light. The rear unit has a private entrance and features 2 bedrooms and 1 bathroom, formal living room with fireplace, kitchen, dining area, laundry, and a versatile bonus room ideal for a media room, playroom, office, or gym. The added bonus is a detached 3rd bedroom/office/granny unit with its own bathroom. Whether you're seeking a home with rental income, multigenerational living, or an exceptional development opportunity, this property offers incredible flexibility. Surrounded by mature landscaping and historic homes, it's an ideal setting to enjoy today while planning for the future. Renovate, expand, build your dream home, or create a luxury spec residence in one of Los Gatos' most sought-after downtown locations.

104 Edelen AVE, Los Gatos

Listed by Julie Charron, 408-309-9999 from Coldwell Banker Realty
(If provided) CoList: Grant Sedgwick from Coldwell Banker Realty
$1,788,000
4 Beds ⋅ ML82054844 MLS
Charming English-style cottage in the heart of Downtown Los Gatos, just steps from Old Town's premier shops, restaurants, and entertainment. This unique single-family home is currently configured as a duplex w a total of 4b/3b offering a total of 2,582± sq. ft. (FRONT-1083sq ft & BACK-1499sq ft-buyer to verify) on a spacious 6,600± sq. ft. lot with three private parking spaces. The front residence features 1 bed/1 bath, a bright living room, separate family room or office, kitchen, welcoming entry, and large picture windows that fill the home with natural light. The rear residence has a private entrance and features 2 bedrooms and 1 bathroom, formal living room with fireplace, kitchen, dining area, laundry, and a versatile bonus room ideal for a media room, playroom, office, or gym. The added bonus is a detached 3rd bedroom/office/granny unit with its own bathroom. Whether you're seeking a home with rental income, multigenerational living, or an exceptional development opportunity, this property offers incredible flexibility. Surrounded by mature landscaping and historic homes, it's an ideal setting to enjoy today while planning for the future. Renovate, expand, build your dream home, or create a luxury spec residence in one of Los Gatos' most sought-after downtown locations.

104 Edelen AVE, Los Gatos

Listed by Julie Charron, 408-309-9999 from Coldwell Banker Realty
(If provided) CoList: Grant Sedgwick from Coldwell Banker Realty
$3,498,000
3 Beds ⋅ 3 Baths ⋅ ML82056378 MLS
Set in the sought-after neighborhood of Downtown Los Gatos, this contemporary 3-bed, 3-bath home feels brand new after a substantial remodel & expansion completed in 2026. Drought-tolerant landscaping and sleek walkway create an inviting first impression. Inside, engineered hardwood floors flow throughout while large windows bring in abundant natural light. The expansive great room features a floor-to-ceiling microcement fireplace surrounded with a raised hearth and built-in sound system. The kitchen includes new stainless-steel appliances, wood grain cabinets w/ under cabinet lighting & welcoming dining area. The primary suite features rear-yard access, walk-in closet w/ floor-to-ceiling organizers, natural stone double vanity, LED mirror, soaking tub, & separate rainfall shower. A second en-suite bedroom also opens to the rear yard. Well-appointed 3rd bed & nice hall bath complete the interior. Attached two-car garage offers epoxy flooring, built-in cabinetry, a laundry area, and EV charging station. Mature hedges, paver patio, & private setting complete the home. Top-rated Los Gatos schools are just around the corner & HYWs 17/880/9 provide convenient access to major SV employers. Downtown Los Gatos' shopping, dining, parks, and popular community events are just minutes away!

239 Loma Alta 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
$2,358,000
4 Beds ⋅ 3 Baths ⋅ ML82053245 MLS
Set on one of the largest corner lots in one of Los Gatos most sought after neighborhoods, this exceptional property enjoys an ideal location in the coveted sweet spot between Lark Avenue, Vasona Park, & Hwy 17. Tucked behind the Vasona Dam, a natural hillside buffers the sound of the freeway, creating a peaceful setting where youll enjoy the sounds of songbirds & seasonal migration of wild geese. Just a short stroll from Vasona Lake, yet removed from the weekend crowds, this home offers the best of both worlds. Take in breathtaking sunsets over the lake, or enjoy a scenic 15 min. bike ride along the Los Gatos Creek Trail to the charming shops, restaurants, & cafés of Downtown Los Gatos. A majestic redwood tree one of the few in the neighborhood provides welcome shade during the summer months while enhancing the homes natural beauty. Inside, soaring vaulted ceilings and abundant natural light fill the spacious, open living areas, creating an inviting setting for both everyday living & entertaining. The flexible floor plan includes 3 bedrooms & 2 bathrooms in the main home, plus a generous studio or 4th bedroom located beyond the garage with its own private bathroom, ideal for guests, a home office, creative studio, or multigenerational living.

245 El Cajon WAY, Los Gatos

Listed by Marisa Irene Thompson, 408-761-0609 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

$2,450,000
3 Beds ⋅ 2 Baths ⋅ ML82056162 MLS
Welcome to 116 Meadowbrook Drive, a meticulously maintained single-story home in one of Los Gatos' most desirable neighborhoods. Luxury details such as crown molding, bespoke closet systems in every closet, and custom fireplace mantel along with exceptional craftsmanship define every space. The remodeled kitchen features granite countertops, premium appliances, a five-burner gas range, and soft-close cabinetry. Bathrooms have been updated with marble countertops, custom cabinetry, and designer tile. Additional improvements include security cameras, wood shutters, an integrated sound system, updated HVAC, updated electrical, and a Presidential composition roof. The finished and ventilated garage deserves it's own highlight with custom cabinets, workbench and epoxy floor. Outside, the professional landscaping, architectural lighting, mature rose bushes, fruit trees, and generous yard space provide the perfect setting for entertaining and relaxing. Ideally located in Los Gatos offering easy access to top-rated schools, Downtown Los Gatos, Vasona Lake County Park, the Los Gatos Creek Trail, major Silicon Valley employers, and Highways 17, 85, and 280. With inviting living spaces, a private backyard, and an unbeatable location, this home offers the very best of California living.

116 Meadowbrook DR, Los Gatos

Listed by Melissa Radtke, 503-442-8196 from Real Estate Experts ERA Powered
(If provided) CoList: Brett Jennings from Real Estate Experts ERA Powered
$6,995,000
5 Beds ⋅ 4 Baths ⋅ ML82049070 MLS ⋅ Surrey Farms BLDG.
This stunning modern farmhouse has been meticulously renovated & thoughtfully designed by Kim Anderson of Arcadia Design known for Martis Camp interiors. Featuring refined finishes, elegant architectural details & warm, inviting aesthetic throughout. Shows like a model with numerous amenities. Gourmet chef's kitchen with custom cabinetry and Carrara marble surfaces. Commercial grade S/S appliances. All baths are unique to their own design. Primary bedroom features gas fireplace, huge walk-in closet & romantic primary bath. Wide plank wood flooring throughout . Formal living room gas fireplace & french doors to patio. Formal dining room with high ceiling . Features include cloth walls. Separate guest house features a full bath, steam shower, entertaining bar/kitchen, cooled wine cellar, including a Full Swing golf simulator and Swing Catalist analysis system and projector, and wide plank wood floors. Central HVAC. Outdoor sitting area w/heaters, flat screen TV & speakers. The exterior features numerous sitting & entertaining area's. There's a sparkling in-ground pool w/ beach access & electric cover. Separate gas fireplace. Full outdoor kitchen featuring a gas grill, beer refrigerator & dispenser, sink, refrigerator, granite counters bar seating,heaters, flat TV, speakers, Solar

130 Longmeadow DR, Los Gatos

Listed by William Lister, 408-892-9300 from Coldwell Banker Realty
(If provided) CoList: from

$3,198,000
4 Beds ⋅ 3 Baths ⋅ ML82055896 MLS
Rarely available, stunning 4-bedroom, 2,276-square-foot home sits in one of Los Gatos's most desirable neighborhoods, within a short distance of top-rated Alta Vista Elementary and Union Middle School. A newly added 4th bedroom (2025) joins fresh interior paint, new interior doors & crown molding throughout. The light-filled living room welcomes you with a panoramic window framing garden view, custom built-in cabinetry, a decorative gas fireplace, and a coffered/vaulted ceiling. Three solar-powered skylights, in the living room, kitchen, and 4th bedroom/office with ventilation & shades controlled via Bluetooth, filling the home with natural light. Red oak hardwood floors run throughout and 10 closets for storage. The separate laundry room includes a utility sink and gas/electric dryer hookups. Front yard offers water-saving in-ground irrigation, low-voltage landscape lighting, and a stone retaining wall. The low-maintenance backyard features a BBQ island with a sink and lighting, mature fruit trees (pear, fig, orange, plum, lemon, grape), and a grassy area ideal for entertaining. The 2-car garage includes an EV charger outlet (208V x 50A), finished walls/ceiling, and extra storage. Prime location close to downtown Los Gatos, shopping, dining, and freeway access.

212 Dover ST, Los Gatos

Listed by Melissa Chan, 408-823-9079 from Help U Sell Alpha Paladins Realty
(If provided) CoList: from

$2,548,000
3 Beds ⋅ 2 Baths ⋅ ML82055499 MLS
Welcome to 359 Penn Way, a thoughtfully redesigned home where modern elegance meets exceptional craftsmanship. Completely remodeled from top to bottom, this turnkey residence features an open-concept floor plan centered around a stunning chef's kitchen with premium finishes, custom cabinetry, high-end Thermador appliances, and an oversized island. Extensive upgrades include remodeled bathrooms, hardwood flooring, recessed lighting, solid-core doors, new plumbing, updated electrical with 200-amp service, new HVAC, dual-pane windows, and designer finishes throughout. Enjoy seamless indoor-outdoor living with a spacious backyard featuring a large grass area, expansive patio, and outdoor chef's kitchenperfect for entertaining and everyday living. Ideally located in one of Los Gatos' most desirable neighborhoods near top-rated schools, parks, shopping, dining, and major commute routes, this is a rare opportunity to own a fully redesigned, move-in-ready home.

359 Penn WAY, Los Gatos

Listed by John Schrup, 650-714-4819 from Intero Real Estate Services
(If provided) CoList: Zach Tornquist from Intero Real Estate Services
$3,890,000
5 Beds ⋅ 3 Baths ⋅ ML82055445 MLS
*A Grand Victorian Lady* a timeless masterpiece in the heart of Los Gatos. Rich in historic character and architectural beauty, this 5-bedroom, 3-bath residence offers 2,877 sq. feet where classic elegance meets everyday comfort. Step inside to soaring ceilings, rich floors, and sun-filled interiors. Gracious living and dining spaces are perfect for entertaining, with warmth and timeless appeal. The spacious kitchen features granite countertops, a gas range, pantry and a sunny breakfast area opening to the morning deck, side yard, and play area, ideal for morning coffee or effortless indoor-outdoor living. A main-level bedroom with an adjacent full bath is perfect for guests or multigenerational living. Upstairs, the primary suite offers a peaceful retreat with an ensuite bath and dual sinks. Behind an elegant entry gate, the expansive grounds feature mature landscaping, a bocce ball court, children's playground, generous entertaining space, ample guest parking, and a spacious three-car garage. Located within the acclaimed Los Gatos Union Elementary School District, this exceptional residence blends timeless Victorian charm with today's lifestyle. Rich in history and filled with character, this is more than a home it's a legacy waiting for its next chapter.

288 Nino WAY, Los Gatos

Listed by Gretchen Hill, 208-870-4786 from The Agency
(If provided) CoList: from

$2,380,000
4 Beds ⋅ 2 Baths ⋅ ML82055281 MLS
Rare combination of location, large lot size, substantial flat area and future expansion potential! Tucked beneath a beautiful tree canopy in the heart of historic downtown Los Gatos and encircled by private hillsides with mature landscaping. Privacy and calm just moments from the best of everything. Perfect indoor-outdoor living with a spacious deck for dining and relaxing among the trees and enjoying mountain views. Ideal for entertaining. Thoughtful upgrades include LVP flooring thru-out, dual paned windows, central forced air heating, fresh paint, remodeled primary w/walk-in closet. Kitchen opens to living area and features stainless steel appliances. Easy walk to Los Gatos High School, local coffee spots, dining, boutiques, Los Gatos Jones Trail, and Testarossa Winery just over Donkey Hill-- all while coming home to a quiet peaceful street. Expansive 10,071 sf lot, incredible opportunity to create your dream home in one of Silicon Valley's most desirable settings. Highly rated Los Gatos schools! Van Meter Elem, Fisher Mid, LG or Saratoga HS. Easy commute to Netflix, Google, Apple, NVidia.

200 Jackson ST, Los Gatos

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

$2,550,000
3 Beds ⋅ 1 Baths ⋅ ML82054251 MLS
A historic jewel box in the heart of the Broadway Historic District, this 1915 Craftsman is a love letter to classic Los Gatos living. Perfectly scaled and rich in architectural soul, the home sits just one block from the vibrant boutiques, Michelin-starred dining, and cafes of Santa Cruz Avenue, offering a sophisticated lifestyle with unparalleled walkability. From the curb, the home captivates with its quintessential enclosed covered front porch, an inviting spot for morning espresso. Inside, warm, light-filled spaces feature pristine period details, including classic wood-framed windows, elegant wainscoting, and clean Craftsman lines. Underneath the main level, a generous unfinished basement offers exceptional storage or space for a private wine cellar or creative workshop. The living space transitions beautifully to the outdoors, where a fenced backyard with a lush lawn and patio offers a private, serene setting for alfresco dining. Moments from scenic local trails and Vasona Park, and flanked by top-rated schools, this is a rare opportunity to own a piece of town history. Owners recently upgraded electric systems and lighting, heat pump, water heater, dishwasher. New floors and paint. New roof. Owned Nem 2.0 Solar covers the majority of electric needs.

42 Broadway, Los Gatos

Listed by Nicholas French, 650-773-8000 from Christie's International Real Estate Sereno
(If provided) CoList: from

$2,598,000
3 Beds ⋅ 2 Baths ⋅ ML82054103 MLS
Beautifully rebuilt and thoughtfully expanded in 2022, this exceptional 3-Bed & 2-Bath Los Gatos home combines timeless charm with the quality of modern construction. Renovated down to the studs, the home features a new roof, electrical, copper plumbing, windows, insulation, and a thoughtfully designed addition including a large primary bedroom with a walk-in closet, while preserving the home's original built-ins, offering years of worry-free modern living in the heart of a historical gem. Light-filled living spaces flow seamlessly to beautifully landscaped grounds with an automatic sprinkler system, newer fences, new front and backyard pavers, and a built-in BBQ, creating the perfect setting for indoor-outdoor entertaining. The detached garage has been finished into a versatile additional 1-bed/1-bath living space, ideal for guests, a home office, or rental income, and can easily be converted back to a garage if desired. There is also a partially finished basement that can be used as storage or a wine cellar, and a fully enclosed porch/mudroom. Just minutes from downtown Los Gatos, top-rated schools, parks, shopping, and dining, this turnkey home offers the rare opportunity to enjoy the character of an established neighborhood with the comfort and efficiency of a like-new home.

245 Los Gatos BLVD, Los Gatos

Listed by Dave Keefe Team, 650.269.2625 from Action Properties Inc
(If provided) CoList: Katy Blus from Action Properties Inc
$3,998,000
5 Beds ⋅ 3 Baths ⋅ ML82052985 MLS
Welcome to Noir 1891: turn-key luxury. Living on the coveted 100-block of lower Johnson means you can leave the car at home. Enjoy effortless strolls to morning coffee, workouts at the Club, dinner, award-winning schools, and weekend shopping. While the striking dark Victorian exterior offers exceptional curb appeal, the real magic is how effortlessly this home lives. The current owners spent years modernizing the entire infrastructure, giving you all the character of an authentic 1891 home without the historic headaches. Inside, warm, sophisticated spaces feature rich Acacia floors, spa-inspired bathrooms with TOTO bidets, automated custom silk drapery, and a dramatic marble fireplace. For entertaining, the back wall of the home folds completely open, connecting the living spaces to a sprawling Tigerwood deck and a private backyard. The level yard offers rare flexibility and is well suited for a future pool or add a garage. An original carriage house provides the perfect studio, gym or extra storage. The greatest luxury is peace of mind. With top-tier solar, full battery backup, and independent dual-zone HVAC with medical-grade air filtration, the home practically runs itself. A rare blend of historic soul, modern efficiency, and an unbeatable downtown location.

135 Johnson AVE, Los Gatos

Listed by QL Realty Group, 831-566-0006 from Coldwell Banker Realty
(If provided) CoList: from

$3,898,000
3 Beds ⋅ 3 Baths ⋅ ML82053747 MLS
Positioned off prestigious Kennedy Road, this private two-acre gated sanctuary blends dramatic panoramic views with unmatched resilience, just minutes from downtown Los Gatos. Impeccably reimagined for modern living, the single-story residence boasts soaring ceilings, rich hardwood floors, and sun-drenched interiors framed by expansive glass. At the heart of the home, a chefs kitchen showcases custom cabinetry, granite counters, a spacious center island, and elite appliances by Sub-Zero, Thermador, Miele, and Fisher & Paykel. Designed for effortless indoor-outdoor entertaining, view-filled decks overlook a Forno Bravo wood-fired pizza oven, cozy outdoor fireplace, built-in DCS grill, and lush hillside gardens of fruit trees, rosemary, and lavender. A tailored executive office with dual workstations and pocket doors easily converts to a private guest suite. Built for ultimate peace of mind, features include fully owned 14kW solar, dual Tesla Powerwalls, dual water sources, high-speed fiber, and a 20x10 workshop with 240V power. Tucked away on a quiet lane serving only six homes, with dual access via Kennedy and Top of the Hill Roads, this is luxury redefined.

15333 Kennedy RD, Los Gatos

Listed by David Lillo, 408-621-5649 from DPL Real Estate
(If provided) CoList: from

$2,999,000
4 Beds ⋅ 3 Baths ⋅ ML82053657 MLS ⋅ Belwood of Los Gatos BLDG.
Prime Setting!! Nestled in the highly sought-after Belwood neighborhood, moments from Belgatos Park hiking, biking, & riding trails, this storybook home blends timeless charm, comfort, and convenience. Filled with natural light, the thoughtfully designed floor plan features formal living and dining rooms, a well-appointed kitchen with granite countertops, center island, and stainless steel appliances, and an inviting family room with fireplace. The spacious main-level primary suite offers backyard access and a beautifully updated ensuite bath, while two additional bedrooms and an expansive bonus room provides flexible space for home office, recreation room, fitness studio, or guest retreats. Updated main-level bathroom is ideally set for guest & resident use. Upstairs are two generously sized bedrooms and an updated hall bathroom. The beautifully landscaped backyard features a paver patio and lush lawn areas, ideal for entertaining or relaxing outdoors. Enjoy an exceptional location just minutes from downtown Los Gatos, boutique shopping, acclaimed dining, Belgatos Park, and the private Belwood Cabana Club (annual HOA of $820), with convenient access to Highways 17 and 85 and top-rated Los Gatos schools.

193 Bacigalupi DR, Los Gatos

Listed by Cynthia Smith, 650-743-6865 from Compass
(If provided) CoList: from

$2,298,000
2 Beds ⋅ 2 Baths ⋅ ML82052361 MLS
Exceptional opportunity in academically acclaimed Los Gatos Schools to complete plans submitted for future remodel/expansion of existing home to 1,875 sq ft plus an attached 443 square foot Accessory Dwelling Unit, for a total of 2,318 square feet.Expanded home would feature four bedrooms plus office and four and a half bathrooms.Alternatively, may be ideal for a remodel without expansion.The existing house is on a level 7,700 sq ft lot featuring expansive front and back yards, mature trees, patio and a multitude of possibilities for outdoor fun and entertainment.Recently painted and carpeted, the home features a bright living/great room with fireplace, formal dining area, and an eat-in kitchen with abundant storage and newer butcher-block kitchen countertops. Both sunny bedrooms have full-wall closets. Hall bathroom includes shower over tub.Additional spaces include a fully enclosed sunroom with a half bathroom and an oversized two-car garage with new garage door and workbench perfect for hobbies or storage. Ideal location with easy access to Hwys 17, 880 & 85, within minutes of fantastic shopping, dining, and charming vibrant downtown Los Gatos. Top-rated Blossom Hill Elementary, Raymond J. Fisher Middle, and Los Gatos High (Buyer to Verify) complete this rare opportunity.

16281 Camino Del Sol, Los Gatos

Listed by Carol Jeans, 408-313-0067 from Christie's International Real Estate Sereno
(If provided) CoList: from

$4,498,000
4 Beds ⋅ 5 Baths ⋅ ML82051734 MLS
Prestigious Glen Ridge Masterpiece | Steps to Downtown Los Gatos Experience the pinnacle of modern luxury living in downtown's most coveted neighborhood. Balancing timeless character with modern livability, this grand 4BR/4.5BA custom estate spans 4,015 SF of light-filled space on an expansive 9,750 SF lot. Exquisite craftsmanship shines through custom doors/windows, crown molding, and rich hardwood floors. The versatile floor plan features formal living/dining rooms, an office/music room, and 2 family rooms. At the heart is a gourmet kitchen and breakfast room. A rare highlight is the private guest suit with its own full bath and kitchen perfect for multi-gen living or an au pair. Step outside to a private sanctuary: the family room opens to a luxury entertaining balcony overlooking a breathtaking, lush backyard oasis. Enjoy quiet exclusivity paired with vibrant walk-to-town convenience to world-class dining, shopping, and top-tier Los Gatos schools!

52 Hernandez AVE, Los Gatos

Listed by Mahnaz Westerberg, 408-667.2623 from The Agency
(If provided) CoList: from

$3,800,000
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

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

$2,458,800
3 Beds ⋅ 3 Baths ⋅ ML82047758 MLS
Beautiful home in a highly desirable Los Gatos neighborhood situated on a spacious corner lot! This light-filled residence welcomes you with an elegant living room featuring recessed lighting, gleaming hardwood floors. Formal dining area with sliding doors to patio. Versatile family room offers a full bath and wet bar, making it ideal as a separate living space, guest suite, or potential 4th bedroom. Open kitchen with Quartz countertops, gas cooktop, & ample cabinet space. Fresh interior paint & newer carpet in the bedrooms. Step outside to a private, park-like backyard complete with a deck, lawn area, and endless possibilities to create your dream outdoor retreat. Whether you choose to move right in or customize to your personal taste, this home offers exceptional potential. Additional features include a newer roof, dual-pane windows, copper plumbing, hardwood flooring in the living and dining areas, and hardwood floors beneath the carpet in the bedrooms and hallway. Abundant storage throughout, including a hidden upstairs closet with potential for a laundry room conversion. Conveniently located near shopping, dining, and scenic hillside trails. Served by top-rated schools: Alta Vista, Union Middle & Leigh High. A wonderful opportunity to own in one of Los Gatos!

200 Danville DR, Los Gatos

Listed by Jessica Hooley, 408-313-8813 from Coldwell Banker Realty
(If provided) CoList: Megan Fletcher from Coldwell Banker Realty
$2,980,000
4 Beds ⋅ 3 Baths ⋅ ML82050572 MLS
Extensively remodeled in 2024 to 2025, this beautifully upgraded home is nestled in one of the areas most sought-after neighborhoods. Recent major improvements include a brand-new ROOF, HVAC, and water heater, along with elegant engineered hardwood flooring, updated lighting, a stunning remodeled kitchen, and a luxurious primary bathroom. The home was also fumigated in 2024 and includes a 3-year termite-free warranty for added peace of mind. A grand formal foyer welcomes you into the sophisticated living room, highlighted by a warm fireplace. The redesigned kitchen features sleek SS appliances and a peninsula that seamlessly connects to the dining area. This flexible space can also serve as a family room, with direct access to the side yard. The spacious primary suite is a true retreat, opening to a large private deck, perfect for relaxing mornings or evening unwinding. Additional upgrades include an extended driveway with new paving and redwood gate, as well as a beautifully landscaped backyard complete with mature fruit trees, including a fig tree.Located within a top-rated school district and just a short stroll to vibrant downtown Los Gatos, this home also offers convenient access to major commute routes and nearby open spaces. A rare, turnkey opportunity not to be missed.

321 Johnson AVE, Los Gatos

Listed by Serena Zhang, 510-272-7777 from Shè Homes
(If provided) CoList: from

$4,500,000
5 Beds ⋅ 2 Baths ⋅ ML82049284 MLS
Standing proudly along one of Los Gatos most storied streets, 211 Glen Ridge is the historic George and Edith Green estate once home to the town's early pharmacist and a rare surviving 1909 Craftsman residence. This is not just a home, but a living piece of Los Gatos history, where early 20th-century craftsmanship, provenance, and enduring character converge in a way seldom found today. Meticulously restored with deep respect for its original integrity, the home preserves its authentic soul while offering an elegant solution to a complex problem, how to honor historic character while accommodating modern life. Period details remain intact: original-style hardwood floors, restored lighting, custom millwork, and finely crafted banisters that reflect true craftsmanship. Each space carries continuity, where history is genuinely retained. A gracious floor plan offers 5 bedrooms and 2 bathrooms, with light-filled living spaces anchored by a sunroom. The main level includes two bedrooms, a full bath, expansive living and dining rooms, kitchen, and sunroom; upstairs features three additional bedrooms, bath, and storage nooks. Occupying a 9,100 sq ft lot, the grounds include a rebuilt garage and a back gate to Bachman Park. This is a unique opportunity to own a piece of Los Gatos history

211 Glen Ridge AVE, Los Gatos

Listed by Michael Kenyon, 408-529-0248 from Compass
(If provided) CoList: from

$448,000
1 Beds ⋅ 1 Baths ⋅ ML82049682 MLS
Connected Silicon Valley Living | Welcome home to this bright and updated ground floor residence nested in a magnolia-lined Los Gatos community. Fresh paint throughout, new light fixtures, a new stove, and updated finishes create a home that feels considered from the first step in. The open layout flows naturally from living to dining to kitchen, bright, uncluttered, and easy to make your own. An enclosed patio extends the living space further, ideal as a home office or a quiet retreat. Step through the patio door and you arrive at a gentle community lawn anchored by a mature magnolia tree, the kind of restorative corner that Silicon Valley rarely offers. Here, the world slows down just enough. Tucked at the end of a residential drive, Wedgewood Manor community is defined by its graceful magnolia trees, lush landscaping, and an unhurried sense of arrival. Los Gatos carries a reputation earned over decades, a vibrant downtown, tree-lined streets, and a character that has only deepened with time. Highways 17 and 85 are minutes away, with Netflix headquartered right in town. The Santa Cruz Mountains and miles of hiking trails are within easy reach. A life as connected as it is grounded. Move-in ready. Your Silicon Valley story starts here.

14225 Lora 21, Los Gatos

Listed by Haiyan Fu, 650-201-7338 from KW Bay Area Estates
(If provided) CoList: from

$2,388,888
5 Beds ⋅ 4 Baths ⋅ ML82049023 MLS
Welcome to 15480 Willow Drive. A gorgeous fully renovated home turn key home situated next to top tier schools. 5 bedrooms, 4 full baths and nearly 2,000 sqft of living space. This home offers 3 bedrooms downstairs and 2 full master bedrooms upstairs. Some features this property offers are: dual pane windows, recessed lighting, oak laminate flooring, central AC and so much more! Chef dream kitchen offers stainless steel appliances, quartz countertop and white shake cabinets. Serene and low maintenance yards with aritfical grass. Dont miss out on this beautiful home!

15480 Willow DR, San Jose

Listed by Davis Tran, 408-705-7931 from KW Silicon City
(If provided) CoList: Timothy Chau from KW Silicon City
$1,998,000
5 Beds ⋅ ML82047345 MLS
Charming Triplex in the Heart of Downtown Los Gatos. Quintessential lifestyle with a rare investment opportunity. Moments from the vibrant energy of downtown, this property provides the ultimate close-to-everything convenience that defines the magic of this community. Prime investment with timeless character. Fantastic addition to any portfolio offering versatile rental potential in a high-demand market. PER Sec. 29.10.320 OF LOS GATOS CODE OF ORDINANCES, THE TOWN OF LOS GATOS WILL CONSIDER THE ADDITION OF AN 800 SQ. FT. 4TH UNIT IN THE FORM OF AN ADU ABOVE THE GARAGE/CARPORT. Living here means the best of Los Gatos and Silicon Valley are right in your backyard with world-class dining, boutique shopping, and community events just a short stroll away. Residents can walk to local favorites and Michelin-rated dining options. Enjoy an outdoor lifestyle with proximity to Oak Meadow Park, the Los Gatos Creek Trail, the Santa Cruz Mountains and the Santa Cruz all nearby. Close to everything you will need, it also offers effortless access to Hwy 17 and 85 for easy transit around Silicon Valley. The property is situated within the prestigious Los Gatos Union Elementary School District. Do not miss your chance to own a piece of the local legacy in a location that truly has it all.

533 University AVE, Los Gatos

Listed by Brian Bernasconi, 408-979-1400 from Christie's International Real Estate Sereno
(If provided) CoList: from

$2,198,000
5 Beds ⋅ ML82027892 MLS
Welcome to 228 Union Ave, an exceptional duplex opportunity in the heart of Los Gatos. Each unit offers an inviting blend of comfort, functionality, and outdoor living, making this a perfect property for both investors and owner-occupants alike. Both residences feature well designed layouts, abundant natural light, and generous living spaces. Each unit enjoys its own large private backyard, ideal for entertaining, gardening, relaxing, or creating the outdoor space of your dreams. Properties with this level of outdoor usability are truly rare in Los Gatos. With its prime location just minutes from top rated Los Gatos schools, shopping, dining, and major commute routes, this duplex delivers convenience and long term value. Whether you're looking to live in one unit and rent the other, expand your portfolio, or add additional income potential, the possibilities are endless. Dont miss the chance to own a versatile duplex with fantastic outdoor amenities in one of Silicon Valleys most desirable communities.

228 Union AVE, Los Gatos

Listed by Dominic Gluhaich, 408-710-4538 from Intero Real Estate Services
(If provided) CoList: from

$2,299,000
3 Beds ⋅ 2 Baths ⋅ ML82047467 MLS
Beautifully updated East Los Gatos single-story home blending comfort, style, and everyday functionality in a highly desirable neighborhood. This inviting 3-bedroom, 2-bath residence features a bright, well-designed floor plan with timeless hardwood floors, abundant natural light, and refreshed interior spaces. Both bathrooms have been tastefully remodeled, offering modern finishes and move-in-ready appeal. The updated kitchen and spacious living areas flow seamlessly for comfortable daily living and effortless entertaining. Enjoy valuable upgrades including owned solar, central A/C, whole house and attic fans, plus a permitted family room addition with skylights that adds warmth and versatility. A flexible bonus space off the garage is ideal for a home office or craft room and includes a window A/C for warm summer days. The private backyard is designed for both relaxation and low-maintenance enjoyment, featuring artificial turf, deck space, and a spa. With Stratford School just steps away, school drop-off is simple and walkable for families. Ideally located near highly rated schools, parks, groceries, shopping, dining, and convenient commute routes, this home offers exceptional everyday convenience and a wonderful opportunity to enjoy the best of Los Gatos living.

239 Kensington WAY, Los Gatos

Listed by Angela Chen, 925-330-9961 from Realty One Group Infinity
(If provided) CoList: from

$1,928,000
6 Beds ⋅ ML82047225 MLS
Rare opportunity to own a well-maintained duplex in a prime Los Gatos location! One unit features 3 bedrooms and 2 bathrooms, while the second unit offers 3 bedrooms and 1.5 bathrooms. With approximately 2,397 total square feet of living space, this property offers flexibility for owner-occupants, investors, or multi-generational living. Desirable floor plans, and a highly sought-after location make this a standout property. Convenient commute access near major employers, shopping, dining, and top-rated schools.

624 Vasona AVE, Los Gatos

Listed by Mark Gissler, 408-205-1729 from Intero Real Estate Services
(If provided) CoList: Caroline Anderson from Intero Real Estate Services
$1,999,999
4 Beds ⋅ 3 Baths ⋅ ML82044580 MLS
Welcome to 17250 Pine Ave - Tucked away at the end of a private drive shared with only one neighboring home, this fully renovated home (2015) sits on over 3/4 of an acre and offers exceptional privacy in a secluded, retreat-like setting. Located on one of Los Gatos' most sought-after streets and within walking distance to downtown and top-rated schools. Inside, beautiful hardwood flooring throughout, fresh interior paint and abundant natural light. The spacious living room features elegant details including a rounded archway, crown molding, custom stone fireplace and recessed lighting. The modern kitchen offers quartz countertops, stainless steel appliances, generous cabinetry and seamless access to the outdoor patio and expansive grounds. Flexible living spaces include a dining or family room option, along with a convenient main floor bedroom ideal for guests, extended family or a home office. A detached studio provides the perfect space for an art studio, fitness area or yoga retreat. Nestled within a lush wooded setting among towering trees, featuring a relaxing spa, multiple outdoor areas designed for entertaining, a circular driveway, 2-car garage with workshop and multiple storage areas along with previously approved ADU plans offering potential for future expansion.

17250 Pine AVE, Los Gatos

Listed by Andy Tse, 408-807-8808 from Intero Real Estate Services
(If provided) CoList: Lexie Smith from Intero Real Estate Services
$5,875,000
7 Beds ⋅ 5 Baths ⋅ ML82042840 MLS
Welcome to La Estancia, a rare historic estate in Glenridge, one of the towns most sought-after neighborhoods and just moments from exciting downtown Los Gatos. Originally crafted in the late 1800s and refined in 1901 by architect Willis Polk, whose work includes the famed Filoli estate in Woodside, California. This Mission Revival residence blends timeless character with exceptional privacy. Set behind gates on over 1.289 FLAT acres, the property features a grand main home, a guest house, a pool, a cabana, a detached oversized two-car garage, a 1,687 sq ft walkout basement with office and storage, and a tranquil pond with a water feature framed by mature trees. Expansive living spaces highlight rich architectural details, arched openings, and hillside views. Multiple indoor-outdoor areas create an ideal setting for entertaining or a quiet retreat.

18000 Overlook RD, Los Gatos

Listed by Donald Knight, 408-313-2191 from Coldwell Banker Realty
(If provided) CoList: Robin Sedgwick from Coldwell Banker Realty
$2,646,000
3 Beds ⋅ 2 Baths ⋅ ML82040247 MLS
Rare Opportunity in the Beautiful and Prestigious town of Los Gatos This classic fixer-upper sits on a spacious, highly desirable lot that offers incredible potential. Perfect for contractors, visionaries, or anyone ready to build their dream home from the ground up. Tear down or renovate to create a custom residence in one of Silicon Valleys most sought-after communities, surrounded by luxury homes and excellent schools in the Los Gatos Union School District. The true value here is the generous lot size and prime location a blank canvas in an elite neighborhood where land opportunities are increasingly scarce.

16001 Stephenie LN, Los Gatos

Listed by Ralph & Rachel, 408-807-3073 from Compass
(If provided) CoList: from

$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

Listed by Rick Alva, 408-472-3999 from Windermere Valley Properties
(If provided) CoList: from

$434,950
1 Beds ⋅ 1 Baths ⋅ ML82038606 MLS ⋅ Wedgewood Manor BLDG.
Rare "end-unit" studio in the coveted Wedgewood Manor, perfectly positioned as a private nature oasis. This 2026 remodel defines Los Gatos luxury, featuring massive windows that frame stunning views of a serene, babbling stream and lush greenery. The interior transformation boasts new German-engineered waterproof plank floors, elegant slab quartz counters, and brand-new stainless steel appliances. Bathed in natural light and enhanced by new recessed lighting and designer paint, the open layout includes a remodeled modern bath and a charming eat-in dining area. Located in a premier geographic hub, you are steps from the prestigious La Rinconada Country Club and the world-class tennis/fitness facilities at Bay Club Courtside. Enjoy a sophisticated lifestyle with effortless access to the Michelin-rated dining of Downtown Los Gatos and the vibrant shops of Downtown Campbell. Community amenities include elevator access, a welcoming clubhouse, BBQ areas, and an assigned carport with dedicated storage. With direct access to scenic hiking trails and proximity to major Silicon Valley tech hubs via Hwys 85 and 17, this is a rare opportunity for high-end, low-maintenance living in an unparalleled creekside setting. Sophistication meets tranquility at 14225 Lora Drive #51.

14225 Lora DR 51, Los Gatos

Listed by JR McKee, 408-406-7777 from Home In Silicon Valley
(If provided) CoList: from

$3,988,000
4 Beds ⋅ 5 Baths ⋅ ML82036838 MLS
Classic home in Los Gatos, reimagined by renowned local architect Gary Schloh, to blend historic character with modern livability AND A RARE OPPORTUNITY TO CREATE A FAMILY COMPOUND because an adjacent lot with approved plans is also available. Buyer to verify plans with town. See FAQs and plans among disclosures. Set on approximately 12,000 sq ft, the property unfolds into a private, resort-like retreat. The rear grounds evoke an Italian villa with lush landscaping, mature trees, and multiple spaces for entertaining and relaxation. Inside, warm, sophisticated interiors offer seamless indoor-outdoor flow. The living room with fireplace anchors the home, while formal and informal spaces connect to the gardens. Flexible layout includes a separate dining room, media room/4th bedroom and a great room with patio access that could serve as a 5th bedroom, guest suite, or office. The gourmet kitchen features custom cabinetry and premium appliances and adjoining den and laundry room. The primary suite offers tree-filled views, fireplace, walk-in closet, and spa-like bath with soaking tub and shower. Additional features include wine cellar, 2-car garage, and underground utilities. Near Los Gatos Creek Trail, Vasona Lake Park, and downtown.

120 Oak Meadow DR, Los Gatos

Listed by Robin Sedgwick, 408-355-5374 from Coldwell Banker Realty
(If provided) CoList: Donald Knight from Coldwell Banker Realty
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