Los Gatos CA Real Estate & Homes for Sale

Welcome home to breathtaking 399 Nicholson Ave. Located in historic Almond Grove at the corner of iconic Glenridge Ave, this one of a kind home has been lovingly rebuilt and painstakingly tended in recent years to create an unforgettable home and outdoor oasis for your family to grow and thrive. The main home was rebuilt in 2019 with a stunning ADU completed in 2024. No expense has been spared from the artisan open beamed ceiling in the Great Room to the petting zoo and urban farmyard in the lower lot. Captivating views of the town and foothills can be found throughout the property. Great Room w/ Venetian plaster fireplace*Epicurean Kitchen*beautiful cabinetry*French door ovens*prof cooktop*48 Fridge Freezer*wine fridge*butler's pantry*Dining w/ windows on 3 sides*custom lights*built in dresser*Primary Suite*desk/vanity*walk-in closet*large tub*separate shower*double vanity*Guest room/office w/ built-in closet/dresser/desk*Family/media room*projector/screen*Library/reading nook*2 jr. bedrooms*2 family bathrooms*Laundry/mudroom*storage room*utility room*2 car garage & charger*porch swing*Lawn*2 patios, fireplace, kitchen*New ADU w/ kitchen/bath/storage/Murphy bed/mini-split AC*Urban farm*chicken coop*hutch*shed*fruit trees*vegetable garden*hillside slide*zipline*TESLA POWERWALL

Living in Downtown Los Gatos is a unique experience, as it offers a mix of small-town charm and urban sophistication. The picturesque streets are lined with boutique shops, cafes, and upscale and casual restaurants creating a vibrant atmosphere. As you come inside this classic Victorian home you'll immediately sense the historic grandeur. The residence was designed with windows welcoming an abundance of natural light. The intricate woodwork, and high ceilings all speak to the craftsmanship of a bygone era. Whether you're lounging in front of the fireplace or relaxing on the porch you will feel relaxed. A culinary kitchen with a large cooking island. Four generous bedrooms plus a private office. The primary bedroom is located on the main floor. All bathrooms have been nicely updated. One of the main draws of living in this home is its proximity to nature surrounded by rolling hills, providing plenty of opportunities for outdoor activities such as hiking and biking. The nearby Los Gatos Creek Trail is a popular spot for outdoor enthusiasts to explore. When it comes to finding a top school district look no further than Los Gatos. Los Gatos schools are consistently ranked as some of the best in California.

Amazing Opportunity! Nestled on a sprawling acre-plus lot minutes from downtown Los Gatos, this expansive 4,160sf home offers a blend of privacy and breathtaking views! Built in 1990, this custom 5 bedroom, 4 bathroom home captivates with mostly original interiors that with some cosmetic improvement will be fabulous! The island kitchen is spacious and open to the family room, with soaring vaulted ceilings, hardwood flooring, and large windows allowing for natural light and showcasing the spectacular views of the city lights and iconic Bay Bridge. The generous floorplan includes multiple living spaces for both casual living and entertaining. A bonus room off the 3 car garage is perfect for a gym, separate office, or other and includes a bathroom. Plenty of storage and parking with two driveways offer RV or boat parking. Close to hiking and biking trails, downtown Los Gatos shopping, Sunday Farmers Market, Dining, Coffee Shops and more. Award winning Los Gatos schools!

This is a one-of-a-kind property in the heart of downtown Los Gatos. Incredible investment location with an ideal set up: 3 separate buildings making up 5 total units and offering approx 5300 square feet of living space. For owner occupied - live in the single family style home at the top of the property and rent out the 4 townhome style units below. All interiors recently remodeled and ready for a new owner and tenants. Each townhome style unit is just under 1000 sf and offers 2 bedrooms 1.5 bath. Each unit has it's own interior washer/dryer hookup, fireplace, separate entrances & decks plus separate water, gas and electric meters. The owners unit is approx. 1320 sf 2 bed (could easily become a 3 bedroom) 2 bath and includes two parking spaces in the upper lot accessed from Rogers Road. Off street parking for 8 more (5 carport & 3 open spaces off Cleland). Numerous renovations, great views and all strolling distance to all LG has to offer.

Nestled on a corner lot on St. Josephs Hill offering spectacular views of picturesque Los Gatos, this remodeled 4 bedroom, 2 bath home is situated on almost a half-acre lot boasting stunning Japanese themed gardens, multi-level terraced grounds, and enchanting patio/courtyard edged by an expansive columned porch. The one-level home features lovely hardwood floors, a remodeled eat-in kitchen with peninsula and separate island, farmhouse sink, wood cabinetry including glass faced upper cabinets, granite slab countertops, white tile backsplash, pantry, Wolf gas range paired with other top-of-the-line stainless steel appliances, and French doors leading to the elegant courtyard and gardens. A focal point in the generous living room is a rich floor-to-ceiling built-in bookshelf/entertainment center. The large primary bedroom suite, w/ vaulted paneled ceiling with beams and direct access to the garden, is the ultimate space for relaxation. The brand new primary bathroom is a spa-inspired wet room w/ shower/Roman freestanding tub enclosed in their own frameless glass. Living here you'll be just minutes from downtown Los Gatos, w/ its abundant shopping, dining, entertainment options, plus the historic Testarossa Winery, Library, Los Gatos schools, and convenient access to highway 17/880.

Gorgeous home tucked away in a most desirable family neighborhood in Los Gatos * 5 beds, 3.5 baths, 3400sf, studio, sport court, garden hideaway, playhouse on a serene park-like setting * upper: Master suite with 2 walk-in closets + additional private suite with access to backyard, bonus family room, laundry room * lower: Grand LR, formal DR, Great Room, mud room with pantry * Newer kitchen with Miele, Sub Zero, Wolf, Cove surrounded by quartzite, marble, porcelain * Stunning island with seating and seamless waterfall finish * Large wood-crank windows, french doors, elegant cherry floors throughout with skylights * Separate A/C and heating on each level with Nest * Built-in speakers with multi-room controls * Generac generator, upgraded electric panel, underground utilities, water softener * Spectacular backyard perfect for everything! / Built-in DCS 48" BBQ with granite countertop & seating, stone patio, majestic trees, lush mature landscaping, garden retreat, lighted basketball/sport court * bright & spacious studio for home office, gym, man-cave, she-shed * bonus playhouse * newer pavers on wide driveway, over-sized garage with built-in storage and EV hook-up * high tech security & wifi systems * walk to town, shopping, restaurants, wine tasting, library, top-rated LG schools

Nestled in the perfect setting for contemplating peace and relaxation, this spectacular new home features a structure of concrete, steel, and commercial grade glass, designed to minimize environmental impact while forging connections between interior spaces and the surrounding landscape. This retreat will make you long for a life enveloped by the great outdoors. Evergreen views are framed by expansive windows and luxury touches abound: Floating Stairs, French White Oak flooring, Glass Wine Cellar, Lacantina folding doors to pool, an elevator servicing all three levels and more . PRIMARY HOME 7,031 SF / 5BR/7BA + 3200 SF OF DECKING + GUEST HOUSE 822 SF / 2BR/2BA = TOTAL LIVING SPACE 7,853 SF + 3 CAR GARAGE Convenient to Apple (8 miles), San Jose Airport (15 miles), Nvidia (18 miles), Palo Alto/Stanford (20 miles), and Meta (21 miles). Saratoga schools. Call for private showing.

Welcome to this stunning English cottage style home in the desirable South Kennedy neighborhood. Located on a quiet cul de sac, set amongst mature trees, the approximately 1.2 acres create a park-like setting with the charm of a secret garden. Let the meandering pathways, lush lawn areas, numerous entertainment patios, English cottage, and rose gardens spirit you off into the realm of an enchanting storybook. This four bedroom and three bathroom home with approximately 2,594 square feet of living space epitomizes the seamless transition between indoor and outdoor living. The home showcases a striking living room, an impressive dining room, and an inviting family room, all with vaulted ceilings, numerous multi-pane windows allowing natural light in, and showcasing the splendor of the surrounding verdant oasis of the gardens. Enjoy two old-world style, wood-burning fireplaces, a sun-filled breakfast nook, a grand downstairs recreation room and more. The remodeled Euro-style kitchen is a chefs dream. Join neighborhood children walking to school or accomplished cyclists tackling the local rolling hills. Private, gated and serene, yet still so close to vibrant downtown Los Gatos and easy commuter access. Outstanding Los Gatos Schools!

Sprawling single story in downtown Los Gatos! Stroll to great LG dining & shopping! Steps from Plaza Park & Sundays Farmers Market, Weds Jazz on the Plazz! 5 bdrms, updated kitchen & 3 full updated bathrooms! Spacious living room overlooks front landscape, handsome fireplace warms the space. Large sep dining rm & spacious kitchen. Large family room w/ fireplace and wall of windows opens to rear yard & patio. Lg guest en-suite on right wing. 4 beds on left wing, sitting area w/ fireplace by two beds used as primary suite. Oversized level lot w/ generous slate patio & lawn. Mature hedges & trees create a private paradise. Detached oversized 2 car garage w/ attached room, currently used as office & half bath, easy to expand to full bath, extra sqft, not included in main residence. Owned solar panels for energy savings. Electric gate at driveway to fully enclose rear yard. Live the downtown Los Gatos lifestyle, bike & hiking trails close by, dine & shop. Top Los Gatos schools!

Nestled in the perfect setting for contemplating peace and relaxation, this spectacular new home features a structure of concrete, steel, and commercial grade glass, designed to minimize environmental impact while forging connections between interior spaces and the surrounding landscape. This retreat will make you long for a life enveloped by the great outdoors. Evergreen views are framed by expansive windows and luxury touches abound: Floating Stairs, French White Oak flooring, Glass Wine Cellar, Lacantina folding doors to pool, an elevator servicing all three levels and more . PRIMARY HOME 7,031 SF / 6BR/7BA + 3200 SF OF DECKING + CASITA 822 SF / 2BR/2BA = TOTAL LIVING SPACE 7,853 SF + 3 CAR GARAGE Convenient to Apple (8 miles), San Jose Airport (15 miles), Nvidia (18 miles), Palo Alto/Stanford (20 miles), and Meta (21 miles). Saratoga schools. Call for private showing.

Tucked away in the Los Gatos Hills, home to some of the most influential business leaders, sits an ultimate retreat with over 180-degree views from Mount Hamilton to Oakland, & on a clear day to the Bay Bridge. This striking residence showcasing one-of-a-kind hand curated elements embodies a union of modern influence & globally inspired culture, art, textures, and materials. Must be experienced in person. Only 3/4 mile from Main Street, this home is surrounded by grand oaks and peaceful solitude. This custom home with soaring ceilings invites abundant natural light and views from exceptionally designed and expansive living spaces; boasting patios and decks that offer breathtaking vistas, is an entertainer's paradise, elevating luxury to the next level. Imagine waking up to the views from the grand Penthouse Suite.

On 1.5 fully fenced acres, this French Normandy masterpiece offers unparalleled San Francisco Bay views across multiple counties plus absolute privacy. The grand 3-level home showcases many recent upgrades including exquisite marble and Italian tile floors throughout. Signature turrets in many rooms, some with built-in seating emphasizing the breathtaking vistas that extend from the Saratoga hills to San Francisco and Oakland skylines and down to San Jose. The main level is designed for grand entertaining and everyday living, the lower level for fitness with a steam shower, and 2 upper level wings for the 5 bedrooms plus office. Attached but private ADU also with views, poolside cabana, and garage parking for 6 cars plus amazing lower-level finished space for storage or flex use. Pool, spa and built-in barbecue with panoramic views plus vast level lawn. 3 miles to downtown Los Gatos; Excellent schools

One of a kind gated farmhouse on an extraordinary sprawling knoll top acre setting. The serene location offers commanding canyon and city light views, providing privacy while remaining conveniently close to Downtown Los Gatos. Maintaining its charm, the home has been tastefully updated over the years, featuring the main house with 3 bedrooms, an office, a sunroom, plus an auxiliary cottage completely renovated in 2020 (included in the square footage). The grounds and home have been updated with high end finishes including the Ipe wrap around porch with massive trellis, Connecticut Bluestone walkways and patios, stone walls, stone outdoor barbecue and fire pit, new generator, hardwood floors, plantation shutters, new furnace, top of the line appliances, deer fencing, front electric gate, secondary driveway and much more. This home has all the character and ambiance of a home on Martha's Vineyard! Enjoy the quintessential indoor/outdoor living and all this incredible estate has to offer. Outstanding Los Gatos Schools!

Amazing Glenridge Property, Wonderful location .5 mile walk to the heart of Los Gatos from the top of Pennsylvania Ave. Spectacular views and no close neighbors. This home is the best of both worlds as it is close to town yet feels like a country estate. Home has 4 beds, 3.5 baths, large living room with vaulted ceiling, family/media room with wet bar. Separate office with access to outside. Country kitchen with granite counter tops, breakfast bar, large pantry, and separate bar area with drink fridge. Three bedrooms on main floor with guest quarters on ground floor. Home is adorned with granite, tile, marble, slate, and hardwood floors with decorative inlay. Plenty of outdoor areas for entertaining and separate professionally built, temperature-controlled walk-in wine cellar in backyard with 1,000+ bottle capacity. Wrap around front porch with views of East Los Gatos foothills and downtown San Jose. Gated entrance leads to paver driveway with extra parking and oversized multi-car garage with workshop area. This 3/4 acre property is fully fenced and has new Xfinity Comcast private lines. Office has it's own mini split heater / AC unit. Lovely fire pit area to hang out with views of los gatos hills.

First time on the market since 1965...Nestled in one of the most desirable neighborhoods in the Town of Los Gatos, 311 Johnson Avenue is a two-bedroom one-bathroom home with Victorian charm and appeal. It features an approved, detached accessory dwelling unit (ADU), perfect for extended family or guests. Residents on Johnson Avenue enjoy easy access to the incredible downtown area with its dining, shopping, and entertainment. It is also near award-winning schools and beautiful parks and trails. The property presents an opportunity to either rent both dwellings for steady cash flow, entry-level ownership into a highly coveted neighborhood, or rebuild the home of your dreams and take advantage of the best that Los Gatos has to offer. (buyer to verify a rebuild with the town). PLEASE DO NOT DISTURB THE OCCUPANTS BY WALKING ON SITE. PROPERTY IS OCCUPIED.

Glenridge neighborhood Rancho de Los Gatos townhome! This charming unit has an exceptional location within the community, and just a quick stroll away from nearby shopping & dining. Freshly painted interior, new kitchen appliances, beautiful hardwood floors & new carpet! Wonderful volume ceilings & large skylight fills the space w/ abundance of natural light. A very nice floorplan w/ large living spaces, formal dining room with built-in cabinetry, spacious kit w/ breakfast nook, 3 beds upstairs & inside laundry. A wall of windows in living room & gas fireplace is a great space for entertaining & enjoys views of trees & foothills from floor-to-ceiling windows w/ a large slider opening to spacious deck. Generous primary suite features a private balcony & updated bath boasting lovely tile floors, dual vanity, quartz counter & generous stall shower. Two guest bedrooms share hall bath & enjoy large balcony overlooking the front landscape. HOA fee covers water, upgraded cable & garbage. 2 carport spaces are just opposite unit w/ extra storage. Discover the perfect blend of modern convenience, stylish updates, and a prime location in this exquisite townhome community. A great commute location, easy access to highways 85 and 17. Top LG Schools!

Welcome to 16055 Rose Avenue, a beautiful two-story home in Los Gatos, in walking distance to Downtown Los Gatos. This updated home has 4 bedrooms and 4 full bathrooms with a bonus area in the attic space. As you enter, the private front courtyard greets you, where you can enjoy early morning coffee near the fountain. The ground floor ensuite bedroom is perfect for guests while the second story primary suite is perfect for privacy. The gourmet kitchen overlooks the professionally landscaped backyard, has a large pantry and is adjacent to the dining area and great room. Conveniently near commuter routes such as 9 and 17. Take a quick stroll to downtown Los Gatos with some of the Bay Areas best dining, cafes and shopping. Award-winning Los Gatos schools!

French provincial-inspired masterpiece is the dream home for the most discerning buyer. This home has a commanding presence while driving through arguably the most prestigious neighborhood of Monte Sereno. Built on the top of a knoll overlooking the newly planted vineyard, the home has views of the lush mountains and postcard sunsets. The 1.1 acre knoll gives the house a regal feel and has a huge, flat, fully landscaped backyard with room for a sports court or the largest garden. Built by renowned builder Mason Hammer, with impeccable craftsmanship, design, and artistry. An entertainers delight with at least 8 outdoor patio areas for the grandest parties. Main house is approximately 8215 sf (3365 sf on the first floor, 2185sf on the second floor and 2665sf basement) Additional 593sf ADU, 4-car, 900+/- sf of garage space. Plus over 3000sf of outdoor patio and balconies. A grand total of over 10708+/-sf of new construction.) 6 bdrms, Office,8 full baths plus one half bath. Two, 2-car garages. epoxy floors, electric car chargers. Luxurious kitchen with 2 islands, 8 burner 48 gas stove, double ovens, 2 sinks, Dacor refrig/freezer, 2 dishwashers, steam oven, plus a fully equipped caterer's kitchen! Theatre room, gym, solar panels, wine room, 2 laundries, this mansion has it all!

Located in the heart of Los Gatos, this custom-designed masterpiece by architect David Zicovich combines luxury, sophistication, & functionality. The entertainer's dream layout seamlessly blends indoor & outdoor spaces, The ground floor boasts a spacious bedroom suite with a full bathroom & a second bedroom doubling as a wine-tasting room. The upper-level master suite offers a cozy fireplace & balcony with breathtaking views. Every detail exudes opulence, creating an inviting & awe-inspiring ambiance. Surrounded by lush grounds, the property features a professionally designed waterfall, a serene pond, a captivating rose garden, a charming cottage, and a vineyard producing 4 cases of Pinot wine annually. It transcends being a residence to embody a lifestyle of California living at its finest. Conveniently near Saratoga and Los Gatos downtowns, the residence provides easy access to dining, shopping, and cultural experiences. With an 8-minute drive to Saratoga High and 7 minutes to Redwood and Saratoga Elementary, it's in a prime location for top-tier education. Buyers can choose from three elementary schools and two high schools High or Los Gatos offering flexibility for individual preferences. This exclusive neighborhood promises not just a home but a community-driven lifestyle.

Perched atop the majestic Los Gatos hills, this home offers unparalleled vistas of the serene Lexington Reservoir, the sprawling South Bay, & the iconic skyline of San Francisco. Indulge in the ultimate outdoor experience with a covered kitchen & bar, spacious dining area, a grand 25-foot fireplace & a beautiful infinity pool & spa. A chef's dream kitchen awaits, featuring sleek bamboo wood cabinetry, dual pantries, & an oversized island. Floor-to-ceiling glass windows & doors in the living room showcasing the breathtaking scenery from every angle. Radiant heating envelops the home in warmth, while split A/C units ensure comfort tailored to your preferences. Retreat to the luxurious primary suite with its private deck & a spacious walk-in closet. The attached two-car garage boasts epoxy flooring, cabinets, & an E-car charger. Just a 6 min drive from downtown, enjoy easy access to amenities & services, including popular delivery options like Amazon & Doordash. Esteemed Los Gatos schools.

Located on arguably one of the most highly desired streets in Los Gatos, location is exceptional! An extensive high-end renovation was completed in 2017. Stunning architecture with an open floor plan design. Plethora of natural light throughout. This contemporary craftsman style home has the perfect blend of warm & cozy while exuding luxury, sophistication and elegance. 2,391+/- SF of living area plus an additional 1,000+/- secondary dwelling (1 of the 3 bedrooms noted and 1 of the full baths). Dramatic coffered box beam ceiling in living room. Gracious kitchen with custom cabinets, Italian marble, large island, Shaws farm sink, commercial grade appliances such as Wolf, SubZero and so much more... Perrin & Rowe fixtures. Kitchen opens to informal dining and a magnificent family-great room. High ceilings, Venetian plaster walls, stunning walnut floors along with many other extraordinary materials used to create this trophy home. Sited on a 14,503+/- SF lot, the grounds are impeccable and fastidiously maintained. For those looking for the ultimate California lifestyle in which to live, this home will exceed expectations. Award winning Los gatos schools!

Nestled in the heart of downtown Los Gatos, this beautiful Victorian home is just a block away from the Town Plaza, LG Farmer's market, fine dining, shops, trails & all the vibrant activities this charming town has to offer. This gorgeous home boasts 4 beds / 4 baths, designed for hosting memorable gathering. This home features a formal dining area & a spacious living room with French doors leading to the front porch, perfect for enjoying the picturesque surroundings. The open kitchen & family room provides a modern touch, complete with a center island for casual dining. With a bedroom & bath on the main level, this home offers flexibility & convenience for residents & guests alike. The lower level boasts a private bath and expansive bedroom/living area, ideal for creating a separate living space or guest quarters. Hardwood floors, dual pane windows,& freshly painted interior enhance the home's appeal & comfort. Situated on a corner lot, the property offers easy access to the backyard & entrance to the kitchen area with only a few steps, ensuring seamless indoor-outdoor living. The low maintenance backyard has recently been updated with new retaining walls, Trex like deck & bench along with new fencing. Enjoy access to the highly desirable Los Gatos School District

This is a truly a once in a lifetime opportunity. A home of this scale and grandeur is a rare jewel located in the prestigious Town of Monte Sereno. A life of leisure awaits you in this Mediterranean Villa nestled between Los Gatos & Saratoga. From the grand foyer to the remarkable, unique design elements blend w/ sophisticated, high-end finishes. Limestone & hardwood stretch across the floors, crown molding, & beamed ceilings extend overhead. Pass by the lavish formal living spaces to arrive at the impressive great room or head down the hall to the primary suite complete w/ a home office. Throughout the house, French doors connect the spacious interior to the expansive lot. Loggias, stone patios, & flourishing gardens encompass the estate, as a pool/spa, BBQ, fireplace, a volleyball court, bocce ball & a vineyard create a resort-like atmosphere. A Guinness created Pub, & a wine cellar grace the lower level. This home is a once in lifetime opportunity on fully landscaped flat 1.5 flat acres with everything you could ever desire. Perfect for a wonderful family night or grand entertaining. This special home has everything you can dream!

Welcome to this meticulously curated Los Gatos residence, epitomizing luxury living with immaculate landscaping, Brazilian ipe wood decking, integrated bench fencing, and a vibrant lighting haven for relaxation and entertainment. The meticulously designed driveway, adorned with pavers, decking, and lighting, sets a grand entrance into a realm of sophistication. Over $400K in upgraded since November 2019, this home offers modern comfort and style. Equipped with Tesla solar panels and 2 Powerwalls for off-grid flexibility, central A/C ensures year-round comfort. Premium California Closets adorn the first-level living room, complemented by a charming kitchen nook ideal for morning coffee. Within walking distance of downtown Los Gatos and top-rated schools, this residence caters to families seeking convenience and luxury. EV charging is available for modern lifestyles, while the finished basement expands the living space with a full kitchen, mini office, and entertainment room. A newly constructed backyard storage room provides ample space for tools or pantry items. Nestled on 0.5 acres of sloped terrain, this home offers a tranquil retreat amidst nature's beauty, where deer and wildlife roam freely, enhancing the serene ambiance.

Welcome to 16391 Cypress Way. This home, built in 2008, is a modern executive three-story home in Los Gatos with stunning Silicon Valley views. The open floor plan is exceptional for entertaining with the great room featuring NanaWall glass doors that enable easy flow for indoor to outdoor living. The gourmet kitchen features Bosch and Miele appliances. A designer remodel in 2018 of the great room, bedrooms, bathrooms and entry boasts mahogany custom cabinetry, quartz countertops and waterfall high top table, high end lighting, bath fixtures and cabinet pulls. The primary suite features a spa like bath with soaking tub, spectacular views, a double shower head steam shower and a separate water closet. The home has bamboo flooring throughout with travertine tile in the bathrooms. The outdoor area features low maintenance landscaping and a serene Lyman Whitaker wind sculpture that complements the expansive and spectacular views of Silicon Valley. Rooftop solar panels with battery backup, water softener, garage wired for EV charger, and a new A/C unit are just some of the amenities of this lovely home. Conveniently located near commuter routes such as 9 and 17 and just a few minutes away from downtown Los Gatos with fine dining and shopping.