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$5,000,000
5 Beds ⋅ 3 Baths ⋅ ML82036971 MLS
An extraordinary historic estate in Monte Sereno, where timeless architecture and preserved craftsmanship meet thoughtful modern updates. Spanning 3,802 sq ft, this 5 bedroom home includes a dedicated office and bonus room. The primary suite is on the main level, featuring a bathroom with a custom stained glass piece of lilies illuminated from outside. Upstairs offers three generous bedrooms and a huge den with the original pool table. Rich Craftsman-style woodwork, original picture rails, wavy glass, textured wallpaper, high ceilings, skylights, and two fireplaces showcase the homes historic charm. The large kitchen has abundant cabinetry, granite countertops, gas cooktop, double oven, and dishwasher. Set on 28,345 sq ft, the grounds feature a large driveway, 3-car garage with EV charger, expansive backyard with scenic views, play area, tree house, fruit trees, front and enclosed porches, and a huge basement with storage. A framed newspaper article highlights the homes history. This estate may qualify for Mills Act tax benefits. This is more than a home. It is a piece of Monte Sereno history. A truly rare opportunity to own a property defined by original architecture, enduring character, and timeless beauty. Award-winning schools!

16202 Serena Vista CT, Monte Sereno
$3,800,000
5 Beds ⋅ 4 Baths ⋅ ML82038994 MLS
Set in the highly coveted Oakwood neighborhood of Los Gatos, 727 Bicknell Rd presents a rare opportunity to own an estate-like property on an approx. ONE-ACRE picturesque lot. Surrounded by natural beauty and privacy, the home captures sweeping views and exceptional natural light throughout. The main living area features vaulted ceilings and an effortless flow between the living room, dining area, and updated kitchen w/ granite countertops - ideal for both everyday living + entertaining. The home offers five bedrooms plus an office space, providing flexibility for a variety of lifestyles. The lower level is designed for entertaining w/ a theatre room + wet bar. Expansive windows frame beautiful views from nearly every room, while the large multi-level composite deck creates the perfect setting for relaxing or hosting upcoming summer evenings outdoors. The grounds and sprawling lot offer an unparalleled peaceful + tranquil setting. Additional highlights include three-zone central heat and A/C, an electric car charger, two-car garage, and an additional garage bay ideal for storage or a golf cart. Conveniently located near downtown Los Gatos and Saratoga, La Rinconada Country Club, local schools, and commute routes. Do not miss this - It's time to call 727 Bicknell your HOME!

727 Bicknell RD, Los Gatos
$3,250,000
5 Beds ⋅ 3 Baths ⋅ ML82038631 MLS
Welcome Home to 215 Vista de Sierra in the Heart of One of the Most Sought-After Walking Neighborhoods in All of Los Gatos! Owned Solar Panels w/ 2 Tesla Battery Back-Up Power Walls! Los Gatos Schools! Set on a Hillside w/ Beautiful Mountain Views this Home Boasts the Open Great Room Floor Plan that so many of the Most Discerning Buyers are Looking for! High, Vaulted Ceilings w/ Skylights, Recessed Lights, & Designer Chandeliers! Gas Fireplace w/ Dramatic, Modern Tile Backdrop all the way to the Roofline! Spacious Kitchen w/ Ample Cabinetry, Gas Range & Hood, Island, Breakfast Bar & Direct Exterior Access! Indoor / Outdoor Living at It's Finest w/ Six Exterior Access Points! Full Downstairs Bedroom & Bath or Potential Family Room w/ Double Glass Door Access to the Front Patio! Upgraded Bathrooms on Upper Level! Double Vessel Sinks, Mosaic Tile & Sun Tunnel in Primary Ensuite! Walk-In Closet w/ Organizers in Primary Bedroom! Sliding Glass Door Access from Multiple Bedrooms to Exterior! Terraced Gardens in the Front & the Back! Water Feature & Fire Pit! Multiple Seating Areas & Trex-Style Deck! 8 Min Walk to Worcester Park! 6 Min Drive to Starbucks, Whole Foods, or Lunardi's. 7 Min Drive to Downtown LG! 9 Min Drive to Hwy 85, 18 Min Drive to Apple HQ! Stellar Location!

215 Vista De Sierra, Los Gatos
$850,000
1 Beds ⋅ 2 Baths ⋅ ML82037017 MLS ⋅ 600 Pennsylvania BLDG.
Welcome to refined living in the heart of Los Gatos, where charm, sophistication, and an effortless lifestyle come together. This beautifully designed 1-bedroom, 1.5-bath residence offers comfort and elegance in equal measure. Large dual-pane windows bathe the interiors in natural light, enhancing the warmth of the inviting living space anchored by a cozy fireplace. The Chefs Kitchen is thoughtfully appointed with abundant prep space, generous storage, and a full pantry - ideal for both everyday living and entertaining. The spacious primary suite provides a peaceful retreat, complete with a large closet and well-appointed bath. Dual sliding doors open to your private patio, creating seamless indoor-outdoor flow. Step directly onto nearby biking and hiking trails, or follow scenic pathways leading to Downtown Los Gatos farmers market, boutique shopping, and fine dining. Just minutes away, enjoy the natural beauty of Vasona Lake County Park and the charming Main Street of Saratoga - offering the very best of Silicon Valley living.

600 Pennsylvania AVE 14, Los Gatos
$3,100,000
4 Beds ⋅ 2 Baths ⋅ ML82036860 MLS
Nestled in a highly desirable Los Gatos neighborhood, this single-level home rests on a rare view lot offering breathtaking vistas spanning Silicon Valley. 4 beds, 2 baths, the home boasts a spacious, bright floor plan designed for everyday living & effortless entertaining. Inviting entry showcases soaring vaulted ceilings that lead into multiple living areas, creating a warm & welcoming atmosphere. Designer kitchen features high-end appliances, stylish finishes, and opens seamlessly to the main living areas. Comfort & convenience are thoughtfully integrated throughout the home: radiant floor heating in select rooms, built-in closets in every bedroom, expansive storage in laundry, AC, heating, gas fireplace. Step outside to expansive patio areas that capture stunning views from every angle, an entertainers dream, perfect setting to relax, dine, and enjoy the peaceful hillside surroundings. The unique indoor-outdoor flow makes it easy to take full advantage of the home's serene setting. Located mins from downtown Los Gatos, enjoy easy access to shops, restaurants, walking trails, & beautiful parks. The property is in the boundaries of highly top-rated schools. Offering the perfect blend of privacy, luxury, and convenience, this remarkable home delivers the very best of LG living.

19601 Canon DR, Los Gatos
$4,600,000
5 Beds ⋅ 5 Baths ⋅ ML82037364 MLS
Spectacular views and a coveted walk-to-downtown Los Gatos setting define this impeccably remodeled residence offering approx. 3,912± sq ft on an expansive lot. With 5 beds/4.5 baths, the flexible layout is designed for everyday comfort and effortless entertaining, showcasing quality design and modern updates throughout. Soaring ceilings, skylights, open-beam accents, and large windows provide abundant natural light. The generous living room showcases a dramatic picture window framing sweeping views. The stunning kitchen features a large island, quartzite counters, premium appliances, pantry and designer lighting, seamlessly connecting to formal and casual dining spaces. The primary suite serves as a serene, private retreat. A separate and spacious family room offers versatility with an attached loft bedroom, office area, full bath, kitchenette, and separate exterior entry ideal for extended guests or multi-generational living. Beautifully landscaped grounds offer multiple new decks, lawn areas, and inviting outdoor spaces. The impressive covered pavilion includes a large island, bar seating, mounted TV, overhead heaters, outdoor refrigerator, built-in storage and more. All just moments from vibrant downtown LG, scenic St. Joseph's Hill trails, and award-winning LG schools.

86 Central AVE, Los Gatos
$4,200,000
4 Beds ⋅ 4 Baths ⋅ ML82038157 MLS
Major $500K adjustment from the original list price. A rare Monte Sereno hillside property on prestigious Withey Road, offering one of the South Bays best views of the Valley, with sweeping city-light, garden, and vineyard outlooks. The elevated setting creates the dramatic outlook, peaceful separation, and tucked-away feel while still being only a 4-min drive to vibrant downtown Los Gatos. The property offers privacy, charm, and rare seclusion in one of the areas most exclusive enclaves. The elegant two-story residence is move-in ready and filled with natural light through high ceilings, large windows, and skylights. The very spacious kitchen offers abundant cabinetry and opens to the main living areas and a large deck. 2 fireplaces, a private primary balcony, large walk-in closet, and second ensuite with stunning hillside views. Outdoor has a flat lawn area, detached wine house with running water & electricity, small vineyard, mature landscaping, and 8 private parking spaces exclusive to this residence. Large rear-yard access provides flexibility for a potential ADU with separate entrance, plus opportunity to expand usable grounds from the vineyard or lawn. A remodeled bathroom, new dual HVAC systems, and Tesla EV charger. Saratoga Unified Schools, Highways 85 and 17.

18782 Withey RD, Monte Sereno
$2,380,000
3 Beds ⋅ 2 Baths ⋅ ML82036489 MLS
This beautifully renovated home is ideally located in the heart of downtown Los Gatos and blends timeless charm with extensive modern upgrades, all within a premier school district. The home features a newly added primary suite with walk-in closet and spa-inspired bath with radiant floor heating, walk-in shower, custom floating vanity, and heated towel rack. The updated kitchen includes premium appliances such as a Miele dishwasher, Viking Range Hood, and a convenient coffee nook appliance garage. New white oak and tile flooring throughout the home, complemented by recessed Philips Hue smart lighting and a fully remodeled bathroom with custom tile, ceramic tub, and modern accents. Recent improvements include a new roof, underlayment and eaves (2023), exterior stucco resurfacing and repaint (2023), electrical upgrades with new sub-panel and GFCI protection, upgraded power lines from Pacific Gas and Electric Company, and ABS main drain line replacement (2021). The backyard is designed for entertaining with a Trex composite deck, expanded patio, outdoor kitchen with custom island, built-in grill, Big Green Egg, plumbed sink, outdoor TV, and gas line for a firepit, plus a redwood pergola, modern fencing, and landscaped yard with Jacaranda and Japanese maple trees.

222 Nicholson AVE, Los Gatos
$2,420,000
3 Beds ⋅ 3 Baths ⋅ ML82038076 MLS
Exceptionally large lot 5 minutes walk from Downtown. This beautifully remodeled home on a single-level offers a lifestyle of luxury, nature, and convenience, making it your chance to secure a foothold in this exclusive neighborhood. Additional 325 SF utility room. Stunning designer touches throughout. Exceptional views and privacy. Gorgeous open kitchen with island, breakfast bar, recessed lighting and high-end appliances. Stunning open living and dining areas with open beam ceiling, large windows, skylights and oversized sliding doors leading to huge deck. Gleaming floors. Central A/C. Dream primary suite with dual closets, private deck access and luxurious ensuite bathroom. Private backyard with beautiful tiered landscaping and enormous deck with multiple outdoor sitting, dining, work and entertaining spaces. Retreat-like tranquility and connection with surrounding nature. Walk to Downtown Los Gatos, winery, dining, shopping and scenic hiking trails. Convenient commute location with easy freeway access. Award-winning schools: Los Gatos High (only 0.3 miles away), Raymond J. Fisher Middle and Louise Van Meter Elementary.

52 Jackson ST, Los Gatos
$4,300,000
4 Beds ⋅ 3 Baths ⋅ ML82033826 MLS
Gorgeous one story Craftsman rebuilt circa 2012. Huge great room with volume ceilings, skylights, open kitchen, large center island, slab marble counter tops, subway tiled marble back-splash, breakfast bar, S/S appliances, gas range/oven, built-in microwave drawer, dishwasher, french door refrigerator, recessed & pendant lighting. Formal dining area for entertaining. Family room with gas fireplace & built-in cabinetry. Bedrooms with closet built-ins. One bedroom with secret child's loft area. Separate den/office for remote work. Hall bath with shower/tub, granite counter & tile surfaces. Primary bedroom with a stone/marble surfaced bathroom, duel sinks, large marble surfaced shower, walk-in closet. 1/2 bath ( could be full bath if needed) Inside laundry room with built-in cabinets. Mud room with built-in cabinetry/storage. Craftsman style interior doors, double pane windows & sliders. Hardwood floors throughout. Recessed & custom fixtures throughout. Central forced heating & air-conditioning. Custom window coverings & moulding. 2 car garage. Access to backyard from one side of the home for RV & Boat parking. Exterior storage shed. Huge flat backyard with desert landscaping and room for an ADU, pool, sport court. Close to Jones Trail, downtown LG, Los Gatos Schools.

21 Euclid AVE, Los Gatos
$6,800,000
5 Beds ⋅ 7 Baths ⋅ ML82034938 MLS
Spectacular Downtown LG custom gated estate. Exquisite finishes, French & Italian stone floors with radiant heat, state of the art kitchen with quartzite counters and backsplash. Top of the line appliances, butlers pantry, wine cellar. Gorgeous plaster walls throughout the expansive living spaces. Spacious en-suite bedrooms. Beautiful outdoor living spaces, stone patios, lush landscaping, great outdoor kitchen, elevated covered terrace, inground pool, fountain, basketball court, putting green.

90 Reservoir RD, Los Gatos
$3,927,986
4 Beds ⋅ 5 Baths ⋅ ML82037329 MLS
Set on an expansive 12,517 sq ft flat lot, this beautiful traditional residence offers exceptional space & functionality in a desirable location near Bachman Park & just moments from downtown dining, shopping, and community amenities. A gated entry leads to a charming brick courtyard with a tranquil koi pond & serene zen garden, creating a welcoming approach to the home. The well-designed floor plan features formal living room with French doors opening to the garden, formal dining room with bay window, & an inviting separate family room. The spacious kitchen includes a garden window overlooking the backyard, SS appliances, & generous breakfast nook with access to the rear patio. A dedicated office with built-in workstation & powder room provides an ideal work-from-home space. The main level includes a large primary suite with walk-in closet, plus second en-suite bedroom for flexible guest accommodations. Upstairs features new carpeting, an expansive bonus space, 2 bedrooms, & 2 full baths. Additional highlights include dual-pane windows, Nest thermostat, dedicated laundry room, and a 2-car garage plus 1-car covered carport with workshop area & cabinetry. The expansive backyard & patio offer excellent space for outdoor entertaining, everyday enjoyment, and incredible potential.

16345 Alexander AVE, Monte Sereno
$9,500,000
5 Beds ⋅ 7 Baths ⋅ ML82035731 MLS
This spectacular Monte Sereno estate showcases exquisite architecture, curated landscape, and exceptional craftsmanship, embodying timeless French Country elegance. Set on more than 30,000sqft, the residence was comprehensively reimagined during an extensive 2020-2022 renovation, preserving romantic architectural character while elevating every system and finish. A decorative brick wall, iron gates, sweeping lawn, and mature trees create a storybook arrival. Inside, ten-foot ceilings, bespoke millwork and wide-plank oak floors introduce refined living spaces designed for both everyday comfort and elegant entertaining. The kitchen stands as a culinary showpiece with a LaCanche range, honed quartzite surfaces, mosaic stone backsplash, and a large island with seating for eight. Five ensuite bedrooms and executive office span two levels, including two main-level suites ideal for guests or multigenerational living. The primary suite enjoys a fireplace, private balcony, and spa-inspired bath with radiant heated marble floors and a freestanding tub. A separate pool house with kitchen, living area, two bedrooms, and sauna adds remarkable flexibility. Expansive grounds surround the pool, spa, and outdoor kitchen beneath a beautiful loggia, creating an inviting setting for outdoor living.

17930 Vineland AVE, Monte Sereno
$6,018,000
4 Beds ⋅ 4 Baths ⋅ ML82034118 MLS
Sprawling single story in great location on Daves Ave! Expansive grounds of over 1 acre, level and very private with in-ground pool, spa, large lawn area & orchard. Freshly painted exterior opens to a spacious interior with large living room w/ new carpet & generous formal dining room looking over front grounds. Marble entry and lovely cherry wood hardwood floors through dining room & kitchen. Spacious kitchen has cherry cabinetry, dining nook and center island with bar height seating. Prof grade appliances and lovely granite counters. Half bath & laundry just beyond. The family room w/ new carpet overlooks the rear grounds and pool area. Two wings both with 2 bedrooms each. The primary suite enjoys a large walk-in closet & generous bath plus. Second en-suite bedroom w/ hardwood floors can be a great office. 2 additional bedrooms share hall bath. Multiple sliders open to rear grounds. So much room to expand if desired. A large access point to rear yard sets up perfect for an ADU with separate entrance. Top Los Gatos schools and well-regarded Daves elementary is down the street! Easy access to hwy 85! Such potential to expand this estate or enjoy as -is!

18074 Daves AVE, Monte Sereno
$3,749,000
4 Beds ⋅ 4 Baths ⋅ ML82037470 MLS
Downtown Los Gatos living on the largest parcel with the largest floorplan on Boyer Lane! This is the one to buy! A hidden treasure at the end of a peaceful cul-de-sac smack dab in downtown! A dramatic two-story entry opens to formal living & dining room. (currently featuring a baby grand piano!) The open-concept kitchen and family room in the back of the home is an ideal setting entertaining. The kitchen features GE Monogram appliances including a 42" built-in refrigerator, double ovens and six-burner gas cooktop, Bosch dishwasher, exhaust hood and expansive island with breakfast seating. A flex room off the family room is the potential 4th bedroom, home office or as currently staged as a dining room. Upstairs, the spacious primary retreat includes a gas fireplace, tray ceiling with crown molding and a spa-inspired bath with jetted soaking tub, large shower, dual vanities and walk-in closet. Two additional guest suites each feature their own baths. Charming Juliet balcony and Murphy bed in the front guest suite. The private backyard offers a Spanish-inspired patio with built-in seating and water feature, plus a separate side patio perfect for al fresco dining and BBQs. Japanese maples, camellias, avocado, Meyer lemon, naval and Mandarin orange trees. A rare find!

133 Boyer LN, Los Gatos
$3,525,000
2 Beds ⋅ 2 Baths ⋅ ML82036852 MLS
Welcome to this Single Story, Spanish Style, charming home located in downtown Los Gatos.1601 SF of living space, featuring Two comfortable bedrooms, including a primary suite with a walk-in closet and French Door to backyard. Two full bathrooms, plus a separate Study/Office. The eat-in kitchen features tile countertops, center island, decorative custom tile back splash, gas oven range, dishwasher, microwave, trash compactor, a double door refrigerator, garden window, and an abundance of cabinets. French Doors lead to the lovely, backyard w/private patio area, great for entertaining. Separate living room & dining room. Many custom features.Hardwood and tile flooring throughout, vaulted ceilings, arched doorways, large half-round front window, central cooling and heating systems. Balconies, brick walkways,1-car separate garage, partial basement. The living room includes a cozy fireplace with gas starter, and double French Doors that open to front and back decks. Conveniently, there is an inside laundry area with a washer and dryer. Mature landscaping. Close to Bachman Neighborhood Park, Vasona Park. Los Gatos Creek Trials, Casual and Fine Dining, Shopping, Freeway Access, and all the Los Gatos has to offer. Remodeled in 1997 and 2015. This home is very charming and a must see!

73 Ellenwood AVE, Los Gatos
$3,528,000
3 Beds ⋅ 2 Baths ⋅ ML82036848 MLS
Nestled behind lush, mature landscaping, this updated single-story residence opens to a serene garden setting in Monte Sereno. Created for easy California living, the home pairs timeless design with refined improvements. A spacious, light-filled living room features French doors, vaulted ceilings, and a classic fireplace. The remodeled kitchen presents quartz countertops, stainless steel appliances, and a wet bar or coffee station. A welcoming family room surrounded by windows supports both entertaining and everyday comfort. The primary suite provides a calming retreat with a spa-style bath and walk-in closet. Notable features include brand-new wide-plank engineered flooring, fresh interior and exterior paint, recessed lighting, AC, a pull-down attic for additional storage and much more. . The unique front grounds include a spa set among established trees, blooming plants, succulents, and turf. In the rear yard, a deck spans the length of the residence, framed by natural greenery, along with a sunny corner ideal for a vegetable garden. A detached garage includes an epoxy-coated floor and overhead storage. The extended paver driveway is lined with orange trees. This special home is positioned on a quiet court, just minutes from downtown Los Gatos. Distinguished Los Gatos schools.

17981 Rose CT, Monte Sereno
$3,950,000
4 Beds ⋅ 3 Baths ⋅ ML82035518 MLS
This classic, traditionally designed home built by Dave Flick, is located in one of the most sought-after neighborhoods just above vibrant downtown Los Gatos. Thoughtfully crafted and exceptionally well-maintained, the home blends timeless architecture with modern comfort, and the quality is evident the moment you step inside. Off the formal entry, the elegant living room is warmed by a fireplace and offers an inviting setting for entertaining. The chef's kitchen features a large island, custom cabinetry, a Viking range, and slab granite counters, all oriented toward serene views of the back garden and surrounding foothills. The adjoining family room provides a second fireplace, custom bookshelves, and built-in kitchen nook with pullout drawers , an ideal space for everyday living. High ceilings throughout both levels enhance the home's sense of openness, while rich hardwood floors add warmth and sophistication. A beautifully finished ADU offers exceptional flexibility, perfect for visitors, family, aupair or rental income. Additional features include owned NEM2 solar panels, AC, and a whole-house water filtration system. A rare opportunity to own a quality-built home in a premier Los Gatos location, offering comfort, craftsmanship, and convenience in equal measure.

45 Central AVE, Los Gatos
$3,800,000
1 Baths ⋅ CRSB26042788 MLS
4 Tait Avenue (APN #510-44-054), Los Gatos, is a ~0.28-acre parcel that includes a ~2,525 SF historic building, originally built in the early 1900s as the Town's Firehouse and later used as a museum. There is also an adjoining surface parking lot with a small utility structure. The Property is currently zoned C-2:LHP - Central Business District/Landmark & Historic Preservation Overlay. However, the Los Gatos Town Council recently approved rezoning the Property to R-1D/LHP (Single-Family Residential Downtown/Landmark & Historic Preservation Overlay with a Medium Density Residential Land Use Designation) to allow a residential use consistent with the character of the nearby neighborhoods. The R-1D: LHP zoning is expected to take effect on March 4, 2026. Additionally, improvements or alterations to the Firehouse/Museum building and property will be subject to the attached Los Gatos Historic Declaration of Covenants and Restrictions, which will run with the land. Buyers should carefully read the Historic Covenant and Restrictions before submitting an offer. The Firehouse/Museum presently features a large conference room, a fully enclosed, converted garage, and two additional open-space rooms. The building has a one-half bathroom, a kitchen/breakroom (no appliances), and possibly a wa

4 Tait AVE, Los Gatos
$4,200,000
3 Beds ⋅ 3 Baths ⋅ ML82036104 MLS

141 Wheeler AVE, Los Gatos
$2,280,000
2 Beds ⋅ 2 Baths ⋅ ML82036032 MLS
Rare single-story opportunity just moments from town! This charming 2BR/2BA home offers approx 1,252sf on a 3,600sf lot, plus a ~200sf casita. A winding brick pathway, classic picket fence, and expansive front porch create inviting curb appeal. Inside, the bright great room is ideal for everyday living and entertaining. The spacious kitchen features a breakfast bar, island, abundant cabinetry, and direct backyard access, with a convenient laundry closet. Beautifully refinished hardwood floors throughout. The secondary bedroom and hall bath are thoughtfully positioned for privacy. The expansive primary suite is a true retreat with a fireplace, walk-in closet, built-ins, recessed lighting, and private patio. The spa-like bath includes a stall shower, oversized jetted tub, dual vanities, and separate toilet room. Outdoor living shines with multiple paver patios, backyard TV sitting area, bistro lighting, vegetable planter boxes, and charming hidden dog house. The converted one-car garage offers a versatile detached casita with kitchenette, full bath, and laundry (without permits). Tons extra storage in casita attic. Close to downtown shops, dining, parks, and top-rated schools in a peaceful neighborhood setting. Electric vehicle charger and permit parking add to the convenience.

14 Cross WAY, Los Gatos
$2,575,000
4 Beds ⋅ 2 Baths ⋅ ML82036015 MLS
Just Steps From Vibrant Downtown Los Gatos, This Beautifully Remodeled Home Offers Unmatched Access To Top Restaurants, Shops, And Community Events. Location Truly Doesnt Get Better Than This. Fully Remodeled In 2021, The Home Features A New Roof, Copper Plumbing, Updated HVAC, Gas Line, Electrical, And Owned Solar. Premium Finishes Include Mendocino Oak Cali Bamboo Flooring, Moen Faucets, Toto Toilets, And Vista Luxe Collection Kolbe Windows All Selected For Lasting Quality And Everyday Functionality. The Home Also Showcases A Full Suite Of High-End Miele Appliances Designed For The Modern Chef, Along With Fresh Interior Paint (2026) And Refreshed Landscaping (2026) Creating Exceptional Turn-Key Appeal. Designed For Entertaining, The Stylish Kitchen Flows Effortlessly Into Open And Inviting Living Spaces. Four Spacious Bedrooms Include Custom California Closets, While The Primary Suite Offers A Spa-Like Bath With A Walk-In Rain Shower And Handheld Shower Combo. Additional Features Include An Owned Culligan Soft Water System, Epoxied Garage Floors, And Outstanding Curb Appeal. Zoned For Top-Rated Los Gatos Schools: Daves Avenue Elementary, Raymond J. Fisher Middle, And Los Gatos High. Experience Luxury, Comfort, And Quality All Just Steps From Downtown Los Gatos.

112 Olive ST, Los Gatos
$4,200,000
4 Beds ⋅ 4 Baths ⋅ ML82034486 MLS
Popular Vista Del Monte neighborhood! A great location w/ easy stroll to K-12 top Los Gatos schools, dwntwn LG, hiking & biking trails. Expansive single-story w/ lovely floorplan showcasing large living space, hardwood floors and tons of natural light. Spacious living room w/ vaulted ceiling & sunroom provides access to rear yard. Wonderful kitchen w/ professional grade appliances including Thermador cooktop, oven, warming drawer & microwave plus generous dining nook. Large great room w/ built-in bookcases surrounding fireplace and access to rear yard. 4 bedrooms including primary bedroom on left wing of home. 3 bedrooms share 2 full baths & primary suite enjoys french doors w/ side lites, lg walk-in closet for wardrobe storage & generous spa bath w/ soaking tub & sep shower. Large mud room has workstation, laundry area & 1/2 bath w/ access to 2 car garage. Entertain in style! Resort-style rear yard enjoys sparkling pool & spa, multiple patio areas, & lush landscaping w/ blooms, grasses & shrubbery. Bistro lighting sparkle in the night sky. Outdoor lighting, pool light/temp controlled remotely for ease. Spectacular property in awesome neighborhood plus exquisite dining and boutique shopping in downtown Los Gatos. Easy access to Highways 9 & 85, Van Meter, Fisher & LGHS!

210 Vista Del Monte, Los Gatos
$6,518,929
5 Beds ⋅ 5 Baths ⋅ ML82035234 MLS
Located in a highly desirable setting in the heart of downtown Los Gatos, this beautifully updated residence offers 3,429sq ft in the main home with 4 bedrooms and 3.5 baths, plus a flexible office/yoga studio, and the 5th bedroom is a detached 1-bed, 1-bath cottage (210 sq ft) ideal for guests, extended family, or private work-from-home retreat. Since 2018, the property has benefited from over $700K in improvements, including new A/C and furnace for the main home, new HVAC and hardwood floors in the cottage, and a fully integrated A/V and whole-home internet system. The kitchen has been thoughtfully refreshed with new Perrin & Rowe hardware, a professional Wolf gas range, complemented by a marble backsplash in both the kitchen and butler's pantry. Interiors are elevated by a striking stone fireplace wall in the great room and refinished hardwood floors throughout. The resort-style backyard is a true showpiece, completely reimagined with an outdoor fireplace and a built-in BBQ, earning 1st Place in the Medium Landscape Category (CLCA Awards, 2021). The improvements by JT Masters Construction reflect quality craftsmanship throughout. Dining, boutiques, Sunday Farmer's Market, trails, and more, this is turnkey living in one of Silicon Valley's most sought-after neighborhoods.

146 Tait AVE, Los Gatos
$6,600,000
4 Beds ⋅ 3 Baths ⋅ ML82034935 MLS
Located in the popular Twin Creeks neighborhood in Monte Sereno. This beautiful, stately Colonial sits at the end of a quiet cul-de-sac on almost 3/4 acres! The classic design enjoys expansive living spaces with beautiful finishes throughout: gorgeous hardwood floors, sleek granite & marble counters, lovely crown moldings/wainscotting. Spectacular views of the surrounding hillside are showcased through large picture windows. Spacious living & sep dining room, generous kitchen has state of the art appliances including Wolf range w/ 2 ovens, Wolf double wall oven, large breakfast bar & dining area, a dedicated executive office on main level w/ nearby full bath, great room w/ wall of windows & wet bar w/ wine fridge. Rear grounds built for entertaining w/ pool/spa, fire pit, covered lanai, putting green, bocce ball court. Blooms & variegated shrubbery, gorgeous landscaping-lovely retreat. Upstairs, find 4 generous bedrooms including large primary suite that overlooks the rear yard & hillside views w/ spacious bath, soaking tub, stall shower & walk-in closet. Coveted neighborhood w/ close proximity to downtown LG, HWY 9 & tech giants in Silicon Valley. Top Los Gatos schools include Daves elementary, Fisher middle & LG high school. Luxury & comfort for gracious living in Monte Sereno!

15212 Janor CT, Monte Sereno
$4,100,000
4 Beds ⋅ 3 Baths ⋅ ML82035113 MLS
Completely remodeled and stunning contemporary home on quintessential tree-lined street in a desirable Los Gatos neighborhood. Incredible fixtures, finishes and details throughout. Chef's kitchen with custom cabinets, high end European stainless steel Miele and Bosch appliances, Dining room area has stunning 10 ft wide accordion doors that completely open to a large Ipe wood deck. Luxurious guest bathroom with heated floors. Wide plank white oak flooring throughout. Sun tunnels in the front two bedrooms. Fabulous skylights and details throughout. The back 1400 sq ft addition of the home was completely built from the ground up in 2022. The addition includes wonderful high ceilings, radiant heating, tankless water heater and a nice laundry room, highlighted by a luxurious primary suite with a walk-in closet, an impressive spa like bathroom with free standing tub and curbless shower. There is also a large en-suite bedroom with a phenomenal loft. Welcoming paver driveway, low maintenance landscaping in front and back, fruit trees and raised planter boxes, Two large storage structures. 6.7kW Owned Solar with Enphase battery. Smooth stucco finish. Truly immaculate!

49 Fillmer AVE, Los Gatos
$5,880,070
6 Beds ⋅ 8 Baths ⋅ ML82035442 MLS
New Construction to be Built! Located on the prestigious South Kennedy Road, these two side-by-side parcels each span just over one acre, offering approximately one acre of usable flat land per parcel. The architectural renderings reflect thoughtfully designed residences that will be built with exceptional quality, attentional to detail, and enduring craftsmanship. Each proposed home offers massive living space. Parcel 1 offers 6,387 SqFt. JADU of 500 SqFt. 6 beds and 7.5 baths. Parcel 2 offers 6,375 SqFt. 6 beds and 6.5 baths and a 3 car garage. Both residence also include a separate office/bonus room, and an I.T room. The stunning properties are situated near Los Gatos Boulevard and surrounded by other distinguished multi-million dollar estates. These homes are part of a lot split project that the town of Los Gatos is excited to see come to life. Located within the highly sought-after Los Gatos school district. These homes will be built by 1One Development Group, known for their signature standard of excellence, these homes will reflect superior craftmanship, striking design, and a commitment to quality that sets them apart.

16484 S Kennedy RD, Los Gatos
$1,640,500
2 Beds ⋅ 2 Baths ⋅ ML82033814 MLS
Set at the end of a quiet cul-de-sac, this Los Gatos residence offers a peaceful, private setting paired with timeless character. The thoughtfully designed layout creates an easy flow between the living room, dining area, sun-filled retreat, and expansive outdoor spacesperfect for both everyday living and hosting guests. A generous patio that captures sweeping, scenic views, ideal for unwinding or entertaining. The custom craftsman-inspired outdoor kitchen features a large dual-basin sink, professional-grade gas grill, integrated lighting, and abundant storage. Over the years, the home has benefited from key structural and system improvements, including a strengthened foundation, updated plumbing and electrical, a redesigned interior layout, an extended deck, and a newer roof. While the property offers an exciting opportunity for personalization and enhancement, it also provides a solid core to restore and elevate its original charm. The gently sloped backyard has additional space for creative landscaping or expansion ideas. Enjoy the convenience of being just moments from downtown Los Gatos acclaimed restaurants and boutique shopping, top-rated schools, and nearby scenic trails. A rare opportunity to own a character-rich home in a tranquil setting with exceptional upside.

8 Central CT, Los Gatos
$2,750,000
2 Beds ⋅ 1 Baths ⋅ ML82034492 MLS
142 Wheeler Ave is a quintessential Los Gatos residence offering the perfect blend of character, location, and future potential. Nestled on a generous 0.33-acre lot. This is considered a Historical Home by age. This home occupies a highly desirable neighborhood just minutes from downtown Los Gatos

142 Wheeler AVE, Los Gatos
$2,310,000
4 Beds ⋅ 4 Baths ⋅ ML82034407 MLS
Stunning home offers the perfect blend of serene hillside living & effortless access to the best of Los Gatos. Just minutes from the vibrant downtownbrimming w/ boutique shops, restaurants, entertainment, and the beloved Sunday Certified Farmers' Market at Town Park Plazayou'll enjoy urban sophistication without sacrificing peace. Wine enthusiasts will love the easy walk to renowned Testarossa Winery's historic tasting room, while outdoor adventurers can reach the scenic Jones Trail in minutes on foot for invigorating hiking and biking. Breathtaking enchanted hillside and valley views. Zoned for the highly sought-after LG Union School District, including top-rated schools like Louise Van Meter Elementary, R.J. Fisher Middle, and LG High School (buyer to verify independently). Step inside to an inviting open-concept kitchen and living room flooded with natural light, cozy fireplace, windows that showcase those mesmerizing views. The gourmet kitchen is a chef's delight: granite countertops, island, breakfast nook, plentiful cabinetry. Convenient downstairs bedroom and full bath ideal for guests or multigenerational living. The luxurious primary suite serves as your private oasis, complete with an attached office or TV retreat, a custom walk-in closet, and dual ensuite bathrooms.

85 Prospect AVE, Los Gatos

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All measurements and all calculations of area (i.e., Sq Ft and Acreage) are approximate. Broker has represented to MetroList that Broker has a valid listing signed by seller authorizing placement in the MLS. Above information is provided by Seller and/or other sources and has not been verified by Broker. Copyright 2026 MetroList Services, Inc. The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of MetroList® MLS. All information has been provided by seller/other sources and has not been verified by broker. All interested persons should independently verify the accuracy of all information. Last updated .

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