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18911 Decatur RD, Los Gatos
$19,998,888
10 Beds ⋅ 8 Baths ⋅ ML82056922 MLS
Located in the heart of Silicon Valley, this extraordinary Monte Sereno estate represents a rare fusion of grand scale, refined elegance, & unparalleled convenience. Recently transformed through a $10M+ comprehensive renovation, the residence evokes the timeless grandeur of a stately European estate. Set on 1.37 pristine, flat acres, it offers approximately 17,000 square feet of impeccably curated living & storage space beneath a brand-new $1M Tesla solar roof. The main residence features ten bedrooms & eight bathrooms, complemented by a private guest house & separate apartment. Resort-caliber amenities abound, including a ten-car garage, underground shooting range, indoor basketball & racquetball court, USTA-regulation tennis court, resort-style lap pool & spa, expansive great room, home theater, private elevator, two formal libraries, and a gym/nursery. Taken down to the studs, every detail has been reimagined w/ uncompromising quality new Jeld-Wen windows & doors, all-new appliances, plumbing, & electrical systems. Secluded within a private enclave & surrounded by other prestigious estates, the property offers sweeping mountain & city light views. This is a truly iconic Silicon Valley offering! This estate is also available to lease for $45,000 a month on a year to year basis.

18911 Decatur RD, Los Gatos

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

14411 Shannon RD, Los Gatos
$11,600,000
7 Beds ⋅ 8 Baths ⋅ ML82049737 MLS
Welcome to this 25.5 pristine acre Los Gatos equestrian & vineyard estate w/ magnificent hillside views*Total living square feet of this one of a kind estate is over 8,935 SQFT which includes the main house custom built in 2015, the guest house, and a bedroom suite & office in the magnificent equestrian facility*This exquisite equestrian arena and garage space is 26,135 SQFT combined and has 8 equine stalls 12x24, a one bedroom studio suite, an office, a tack room, a saddle room, hay dry storage, multiple vehicle and boat garages/storage, & 3 car garage attached to the main house*This massive solar paneled world class equestrian facility could also be converted into an indoor sports facility under lights to include tennis/pickle ball, soccer, football, and lacrosse/field hockey*This rare estate includes a large office, home gym, arts & craft room, wine cellar, pool, spa, outdoor kitchen and a guest house with a separate kitchen, living room, and bedroom suite* This Los Gatos Estate is only five minutes to Downtown. There will never again be an estate in Los Gatos with 25 acres, a 25,000 SQFT equestrian arena, 9,000 SQFT contemporary home, multiple vineyards, subdivision opportunities, views, guest house, boat/RV storage, walking/riding trails, pickle ball court, & a gated estate!

14411 Shannon RD, Los Gatos

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

25200 Loma Prieta AVE, Los Gatos
$9,800,000
4 Beds ⋅ 3 Baths ⋅ ML82039483 MLS
High above Silicon Valley, where the Santa Cruz Mountains meet the sky, lies Lago Lomita, a sanctuary of beauty, heritage, and possibility. Across forty-four acres of terraced vineyards and ridgelines, the estate is less a property than a world unto itself, suspended above the fog with cinematic views of Monterey Bay. The Adobe residence, by architect Guy Deneus, exudes quiet gravitas with bespoke woodwork, antique doors, and a chef's kitchen anchored by Sub-Zero and Thermador. Nearly every space frames the outdoors, honoring sea, sky, and vineyard alike. Sustainably farmed vines, including celebrated Nebbiolo, flourish in this rare terroir, producing vintages recognized by Wine Enthusiast. Beyond the vines, Lago Lomita is a destination: its 40-foot treehouse, featured in National Geographic, and its Lotus Belle Yurt, welcoming travelers, couples, and artists worldwide. For the discerning buyer, Lago Lomita is both a lifestyle and legacy vineyard estate, boutique brand, and stage for quiet mornings to grand celebrations. Secluded yet connected to Los Gatos, Santa Cruz, Silicon Valley, and SJC Airport, it feels a world apart while never out of reach. Lago Lomita offers more than land and vines; it offers a vantage point and a way of life few will ever know, and fewer will claim.

25200 Loma Prieta AVE, Los Gatos

Listed by Kalina Wasman, 650-773-4049 from Compass
(If provided) CoList: from

16840 Cypress WAY, Los Gatos
$8,498,000
5 Beds ⋅ 6 Baths ⋅ ML82036889 MLS
Welcome to an exquisite Mediterranean estate nestled in the foothills of Los Gatos at 16840 Cypress Way. Located at the bottom of Cypress Way, this gated property offers privacy and dramatic views with easy access to the vibrant downtown. This luxurious residence boasts breathtaking vistas of the valley, offering a stunning 5,844sf± of refined living space. Designed for both elegance and comfort, the home features 5 sumptuous bedrooms, each with private ensuite bath, including a convenient main level suite for multi-generational living. The expansive main level is thoughtfully arranged, encompassing a formal living room, spacious office, kitchen/great room, and a formal dining room that opens onto a voluminous covered patio. Perfect for entertainment, this outdoor space overlooks the verdant gardens and enchanting water features. The property spans over 2.03± acres. This gated sanctuary is complemented by a 800sf± estate entertainment retreat, jacuzzi pavilion, and sunning terrace, inviting you to indulge in the serene surroundings. Enter through a custom gated entry onto an expansive car park, accented by a central fountain. Award winning Los Gatos Schools! Seller to provide $200,000 credit to buyer for any cosmetic modifications. Furnishings to be included in the sale.

16840 Cypress WAY, Los Gatos

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

16421 Matilija DR, Los Gatos
$7,100,000
4 Beds ⋅ 5 Baths ⋅ ML82061272 MLS
With million dollar views looking out of practically every window on the North side, on this prestigious Matilija drive, it can be a little lonely on the top, but it feels extremely comfortable. Wake up to abundant morning sun allowed in through the enormous windows next to the soaring ceilings. This magnificent North facing home is surrounded by multi-million dollar homes down the road. And although this mansion is zoned for Saratoga schools, those who prefer to send their kids to Harker find it a breeze to drive there. The current owners raised their very successful children in this lucky house, and became very successful! They moved to the most prestigious neighborhood in the Bay Area. So come get the good karma! 7.03 acres of lot presents the potential to do SB9 lot splits. Buyer to investigate. $150K spent to get an ADU approved, near the entrance, pending retaining wall reviews. Enormous 1st level has primary + 2nd bedroom ensuites, and office on the first floor, giving you the expansive feel. Soaring 12' high ceiling in the living room, with 20' ceiling in the round stair case leading to 2 more ensuites on the 2nd floor! Private backyard and swimming pool. Mountains on the back & right side provide sense of protection. Solar w/ Powerwall is fully owned. Live your dream now

16421 Matilija DR, Los Gatos

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

103 Sporleder CT, Los Gatos
$6,975,000
4 Beds ⋅ 5 Baths ⋅ ML82057385 MLS
Newly constructed modern luxury offering 5,409 sq ft across 3 expansive levels on an approximately 16,000 sq ft lot. This 4-bedroom, 5.5-bath residence features 10-ft ceilings on all levels, 7-inch European White Oak hardwood floors, flush baseboards, stained interior doors, and sophisticated contemporary finishes. The main level centers around an impressive gourmet kitchen with a substantial island, stone surfaces, solid plywood soft-close cabinetry and Viking appliances including a 48-inch built-in refrigerator and 48-inch induction range. Butlers pantry and walk-in pantry provide exceptional storage and prep space. The adjoining great room features a fireplace/TV wall and opens on both sides to outdoor patios and an expansive backyard with sweeping valley views. Formal dining, oversized laundry, and dedicated mudroom complete the level. Upstairs are 3 ensuite bedrooms, including a primary retreat with fireplace, oversized shower, freestanding tub and 2 large walk-in closets. Builder provides a $10,000 credit toward custom primary closet organizers. The walk-out lower level offers a large great room/game room, bar/kitchenette, temperature-controlled wine room, bedroom and bath, plus a large lightwell with spiral staircase providing direct backyard access.

103 Sporleder CT, Los Gatos

Listed by Tom Yore, 408-691-6024 from KW Bay Area Estates Saratoga
(If provided) CoList: Theresa Van Zant from KW Bay Area Estates

104 Sporleder CT, Los Gatos
$6,785,000
5 Beds ⋅ 6 Baths ⋅ ML82057386 MLS
Newly constructed Mid-Century Modern residence offering approx. 5,634 SF across 3 levels with 5 bedrooms, 5.5 baths and 10' ceilings throughout. Sophisticated interiors feature 9" European White Oak flooring, flush baseboards, white painted cabinetry and doors, and expansive open living spaces. The main level includes a study/guest room, primary suite, formal dining room, great room with fireplace/TV wall and sliding doors to the covered porch, plus a large laundry and mudroom. Gourmet kitchen features an oversized island and Viking appliances, including a 48" refrigerator and 48" induction range. Main-level primary bath offers radiant heated floors, oversized shower and freestanding tub. Upstairs is a second primary suite with walk-in closet and private balcony. The lower level features a large recreation room with bar/kitchenette, 2 ensuite bedrooms and an oversized home theater with surround-sound prewiring. A striking new Los Gatos residence combining scale, modern design and exceptional indoor/outdoor living.

104 Sporleder CT, Los Gatos

Listed by Tom Yore, 408-691-6024 from KW Bay Area Estates Saratoga
(If provided) CoList: Theresa Van Zant from KW Bay Area Estates

22700 Old Santa Cruz HWY, Los Gatos
$5,995,000
5 Beds ⋅ 7 Baths ⋅ ML82033361 MLS
Legendary Chateau Liberte' is a landmark property at the Summit of Old Santa Cruz Highway, presiding over seventy-two pristine acres of towering Redwood forests. Main residence is restored with milled Redwood from the property. The income producing multiple rental dwellings include two cottages, a magical treehouse, and a secluded Cavco cedar cabin home. There is a large swimming pool, ponds, creeks, waterfalls with an underground prolific Artesian fed cistern supplying water to all the houses, pool, and ponds. Multiple fruit and nut trees with ten acres or arable land for vineyards of Pinot Noir and Chardonnay grapes. There is incredible horse property potential with manicured trails encompassing all 72 acres. The Williamson Act encompasses all parcels.Two RV sites with full utility hook-ups. 5,240 feet of security fencing with a security gate. Six-tenths of a mile private paved driveway. Your own private world awaits with rolling meadows, Koi and Turtles in the 360,000 gallon pond with it's own idyllic dock. Top Los Gatos Schools. APN# 558-04-045, 16 acres, SCC Cert. of Compliance included, 3 parcels total. Helicopter landing area. Only eight miles to the charming Los Gatos village. Majestic property. Lifetime opportunity for the next steward of the legendary Chateau Liberte'.

22700 Old Santa Cruz HWY, Los Gatos

Listed by George Rabe, 408-234-8238 from Intero Real Estate Services
(If provided) CoList: from

217 Mistletoe RD, Los Gatos
$5,987,000
4 Beds ⋅ 5 Baths ⋅ ML82061957 MLS
A rare opportunity to own an exceptional Estate designed by award-winning architect Mark English. Distinctive, truly one of a kind, this home offers a refreshing departure from conventional architecture. Enjoy remarkable luxury & privacy without driving into the hills. Minutes from top schools, downtowns Los Gatos/ Saratoga, it offers convenience with a retreat-like setting. Gated private driveway creates feeling of a hidden jewel. Home's Euro-style with soaring ceilings, floor-to-ceiling glass framing magnificent oak trees, tranquil gardens. Set on 2.4 acres, near 4,700 sq ft living space & a 700+ sq ft in-law suite with kitchenette, luxurious bath. Designed for entertaining, the open floor plan features European cabinetry, hardwood floors, a chef's kitchen, honed granite, premium SS appliances, custom lighting, spectacular in-the-round dining space, 2 offices, library, media room, wine cellar, walk-in closet, grand primary bath, bedrooms with an upper-level lounge for reading, games, sleepovers, mudroom dedicated media control room. Enjoy a high-end kitchen, BBQ, bar, hot tub, living and dining areas, fireside lounge, sports court, additional parking, creekside setting, hillside with mature vineyard grapes. Modern luxury, exceptional privacy, architectural distinction.

217 Mistletoe RD, Los Gatos

Listed by Elena Johal, 408-836-6369 from Tenacity Real Estate
(If provided) CoList: from

17085 17087 Summit WAY, Los Gatos
$5,980,000
4 Beds ⋅ 6 Baths ⋅ ML82061840 MLS
Extensively remodeled with full town permits, this exceptional 4-suite and 2- half bathroom residence, complete with a basement (i.e. about 927 sq ft), offers approximately 4,787 sq ft on a private, serene lot exceeding 23,000 sq ft - within the coveted Los Gatos High School boundaries. The open-concept kitchen dazzles with brand-new custom cabinetry, Thermador appliances, a gas range, and quartz countertops flowing into an expansive island. Spacious living, family, and dining rooms make everyday living and entertaining effortless. Every detail has been elevated: new Marvin windows throughout the bedrooms, dimmable recessed lighting, Emtek hardware, new engineered flooring, and fully remodeled bathrooms with Kohler fixtures. Heat-pump A/C, an electric water heater, and new electric fireplaces add comfort and warmth. A refinished historic-style entry door welcomes you home. The newly landscaped, permitted grounds create a private outdoor retreat, while the detached, permitted 1BR/1BA ADU with approximately 425 sq ft offers flexible space for guests or extended family. Minutes to Vasona Lake, Los Gatos Creek Trail, top schools, and Highways 85/17 a rare blend of permitted renovation, quality, and space in one of Los Gatos's finest neighborhoods.

17085 17087 Summit WAY, Los Gatos

Listed by Alex Li, 650-861-1858 from BQ Realty
(If provided) CoList: from

15723 Oak Knoll DR, Los Gatos
$5,664,000
4 Beds ⋅ 4 Baths ⋅ ML82057718 MLS
Nestled in the prestigious Daves Avenue neighborhood, this exceptional Los Gatos residence (4bed + office) offers timeless elegance, privacy, and an unparalleled lifestyle. The stately interior features crown molding, colonial baseboards, architectural columns, and a welcoming foyer. The formal living room showcases a bay window with custom cabinetry, while the spacious dining room is ideal for entertaining. A private office opens to a scenic balcony with tranquil hillside views. The vaulted family room features a fireplace and flows seamlessly to the gourmet kitchen with premium appliances, preparation island, dining area, and beautiful views. A temperature-controlled walk-in wine cellar adds a distinctive touch. Upstairs, the private bedroom level includes a luxurious primary suite with fireplace, spa-inspired bath, oversized jetted soaking tub, statement chandelier, and custom closets/ island. Two additional bedrooms offer private decks, including an ensuite retreat, while a fourth bedroom shares a Jack-and-Jill bathroom. An expansive deck overlooks nearly an acre of private grounds, offering exceptional potential for a pool, custom landscaping, and outdoor entertaining. A rare opportunity to create your dream estate in one of Los Gatos most coveted neighborhoods!

15723 Oak Knoll DR, Los Gatos

Listed by Denise Carr, 408-839-6323 from Compass
(If provided) CoList: from

19544 Sky Oaks WAY, Los Gatos
$5,500,000
4 Beds ⋅ 3 Baths ⋅ ML82056978 MLS
Exceptional Platinum Triangle Location off Glen Una Dr central to Saratoga & Los Gatos! County address means rare opportunity to expand the existing charming Mid Century modern house or build your dream estate! Invest in South Bay's finest neighborhood! Flat usable land, majestic trees, peaceful mountain vistas & end of cul-de-sac location make this a very desirable place to live. Quiet and exceptionally private!! Clean lines, floor-to ceiling windows and doors create an inviting living space drenched in natural light, allowing for harmonious indoor and outdoor living. In contrast, the wood paneling brings a natural warmth and texture. Home embraces the architectural idea of simplicity and integration with nature. in ground pool and spa ready for entertaining. Seasonal creek provides uncommon ambiance. Detached 1bd, 1ba ADU offers exceptional flexibility w/ kitchen, laundry & private deck. Perfect for guests, au pair, or a rental. This wonderful property is just minutes from the vibrant downtown areas of both Saratoga & Los Gatos offering fine and casual dining, boutique shopping, wineries, lively community events, parks & hiking trails. Also conveniently close to local amenities including businesses, health & wellness facilities, & major freeways. Distinguished Saratoga schools.

19544 Sky Oaks WAY, Los Gatos

Listed by Nevis and Ardizzone, 408-827-3100 from Compass
(If provided) CoList: from

15730 Shannon Heights RD, Los Gatos
$5,488,000
4 Beds ⋅ 5 Baths ⋅ ML82060376 MLS
Enjoy a beautiful contemporary Mediterranean-style estate, conveniently located just off Shannon Road, minutes from schools, parks and town. This private enclave offers remarkable privacy, sweeping surround mountain views, and a strong connection to the outdoors. Refined interiors feature travertine and engineered hardwood floors, carved limestone fireplaces, alder cabinetry & chef's kitchen with professional-grade appliances, prep sink, wine refrigerator, walk-in pantry and large island. The main level includes an executive office or 5th bedroom, en-suite guest bedroom, mudroom and attached two-car garage with Level 2 EV charging. Upstairs, the primary suite features a vaulted open-beam ceiling, fireplace, walk-in closet, private balcony, plus two additional en-suite bedrooms, a bonus room with wet bar, wine closet and laundry. Landscaped grounds include a central courtyard, covered entertaining area with fireplace and heaters, outdoor kitchen, greenhouse, garden swing and mature oaks. Smart-home technology, multi-zone HVAC, dual tankless water heaters, water softening, leak detection, and 10,000 gallons of on-site water storage complete the home. This luxurious hillside retreat brings together remarkable privacy with a balance of serenity, convenience and exceptional lifestyle.

15730 Shannon Heights RD, 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

104 Bella Vista CT, Los Gatos
$4,900,000
4 Beds ⋅ 4 Baths ⋅ ML82062515 MLS
A custom Cape Codstyle home on a seven-home cul-de-sac in Los Gatos. Since its 2007 purchase. It received a complete $2,000,000 exterior and interior renovation. Exterior: Marvin casement double-pane windows throughout, redesigned and enlarged front windows, new roof, completely redesigned and rebuilt portico, new wood siding and gutters, and a resort-style backyard with pool, spa, outdoor kitchen and fire pit. Interior: Wolf/Sub-Zero/Miele chefs kitchen, expanded family room, refinished floors, custom wood bookshelves, California Closets throughout, Sonos speakers indoors and out, and remodeled baths with radiant floor heating. 4 beds (incl. ADU), 3.5 baths, 3,146 sq ft. close to Van Meter, Fisher and Los Gatos High, in districts ranked in Californias top 3%.

104 Bella Vista CT, Los Gatos

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

16770 Redwood Lodge RD, Los Gatos
$4,888,000
21 Beds ⋅ 14 Baths ⋅ ML81991766 MLS
Take advantage of this opportunity to own this private 34-acre property with the ultra rare zoning of Private Campground. Perfect for a private retreat center or high-end family getaway. The Lodge is a spacious 4,413 sq ft main building featuring seven bedrooms, a large Grand room, a commercial kitchen, offices, & more. Additionally, there are eight cozy 192 sq ft half bath cabins equipped with electric fireplaces, kitchenettes, sofa beds, & loft beds for extra guests. Six dorm-style A-frames, totaling 768 sq ft, also provide additional accommodations. A highlight of the property is the Grand room, which showcases a stunning handcrafted redwood table. This artistic centerpiece seats 20 comfortably & can be lifted to the ceiling, offering a flexible space for various activities. Additional work spaces in the Grand room look out over the grounds. Nature lovers will appreciate the open-air amphitheater, a tranquil meadow, a network of winding trails, & more. A flowing creek with a small dam and a private beach area add to the magic. The campground is equipped with high-speed internet, making it suitable for a family compound, a serene retreat center, or an off-site coding facility. Pricing includes all 4 parcels. Price per sq ft is $728 across 6,717 total sq ft of living space.

16770 Redwood Lodge RD, Los Gatos

Listed by Cassandra Maas, 408-472-7988 from Anderson Christie, Inc.
(If provided) CoList: from

15295 Kennedy RD, Los Gatos
$4,300,000
4 Beds ⋅ 4 Baths ⋅ ML82053472 MLS
This spacious 4-bedroom, 3.5-bathroom home in Los Gatos offers 2,686 sq. ft. of living space with a combination of hardwood and tile flooring throughout. The kitchen is equipped with modern amenities including a built-in dishwasher, microwave, refrigerator, garbage disposal, tile countertops, and a 220-volt outlet. Enjoy cozy evenings by the gas-burning and wood-burning fireplaces in the living areas. The home features a separate family room and a dining area, as well as an open, inverted floor plan with vaulted and open beam ceilings, skylights, and a garden window. Laundry facilities include washer/dryer hookups with both 110V and 220V electricity in the utility room. Additional amenities include built-in vacuum, wet bar, and a security gate. The property sits on a large lot of over 123,000 sq. ft. with a fenced, in-ground pool. Cooling is provided by ceiling fans, central AC, and multi-zone systems. The residence is located within the Los Gatos Union Elementary school district. Two-car garage included.

15295 Kennedy RD, Los Gatos

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

13755 Skyline BLVD, Los Gatos
$4,198,000
6 Beds ⋅ 5 Baths ⋅ ML82055683 MLS
A rare combination this close to Silicon Valley: modern architecture on nearly three private acres, surrounded by protected public forest land with direct access to the Skyline Trail, assigned to Saratoga High School, and approximately 15 minutes from downtown Saratoga via Highway 9. This turn key home is ready for walking right in to enjoy a spectacular life of luxury. Private without being remote. Architectural yet warm. A home designed to experience the landscape as much as the house itself. Featured in DWELL and built in 2018, this striking contemporary home pairs dramatic scale with expansive windows, natural light and herringbone hardwood floors. The nearly 20-foot tall ceilings in the great room flows into a kitchen anchored by a dramatic oversized natural-stone island, 48-inch Wolf range and Sub-Zero refrigeration. The primary suite features approximately 14-foot ceilings, its own private patio and freestanding soaking tub. Additional bedrooms & a detached 400 +/- sq.ft. suite connected by a covered breezeway offers flexible guest, office and studio space. Outside, landscaped patios transition to mature forest and an open meadow with a three-stall barn. A rooftop deck captures distant Bay Area lights. Modern design, exceptional privacy and Saratoga just minutes away.

13755 Skyline BLVD, Los Gatos

Listed by Tiger Teerlink, 408-828-9614 from Compass
(If provided) CoList: from

111 Fancher CT, Los Gatos
$3,999,800
5 Beds ⋅ 3 Baths ⋅ ML82063349 MLS
Welcome to 111 Fancher Ct Best Kept Secret in LG, Quiet Tree Lined Cul-de-sac, Walk to Downtown Los Gatos, Interior Remodeled by Steve Howard/Designed by Bev Viguirie in 2016, Large, almost 3000 Sq Ft, 5 Bedroom with Office enjoys a Light-Filled Contemporary Design with a Open Floor Plan, Custom Built-in Cabinetry, Recessed Lights, Custom Designer touches! Large Living Room with High Ceilings, Dining Room, Kitchen, Family Room plus a Desirable Ground-Floor Bedroom and Office/Den. The Spacious Kitchen and Family Room come together in a Great Room setting! Kitchen has a Large Center Island, Top-of-the-Line Appliances & Custom-Built Cabinets. Upstairs, Four Bedrooms, including a Luxurious Primary Suite with Vaulted Ceilings, Spa-like Ensuite Bath offers a Soaking Tub, Stall Shower, Dual Vanities & Radiant Floor Heating, New Comp Roof, Central AC, Skylights, 2 Fireplaces, Big 2 Car Garage! Beautifully Landscaped Front & Rear Yards, Rear Yard Outdoor BBQ, Gas Fire Pit, Patio, Mature Fruit Trees & Green Lawn! 5 Min Walk to Daves Elementary, Close to Hiking/Biking trails, Vasona Park, Bay Club, Highways 17/85. Ready to Move-In Today!

111 Fancher CT, Los Gatos

Listed by Paul Middione, 408-592-7906 from The Property Network
(If provided) CoList: Michael Middione from The Property Network

100 Calfhill CT, Los Gatos
$3,998,000
5 Beds ⋅ 3 Baths ⋅ ML82064697 MLS
Tucked away on a quiet, non-through court that most Los Gatos residents have yet to discover. Room for everyone! 3,300 sq ft on a 10,000 sq ft lot. Short walk to Van Meter, Fisher Middle and Los Gatos High. The backyard is the headline. A covered premium outdoor kitchen fully outfitted with Lynx grill, griddle, warming drawer, sink, fridge, storage, all set in Macaubas Quartzite and stacked stone plus gorgeous matching outdoor gas fireplace, stunning solar-heated pool w/water features cascading from a raised stone ledge and an automatic safety cover. Set in pavers with curated mature landscaping - this is the backyard everyone will want to be at. Inside is a sun-filled kitchen with a breakfast nook, wall pantry, wine fridge. Adjacent is formal dining with wainscoting and the living room with fireplace. The large family room is the space for gathering! Additionally, a large home office at the front entry completes the main level. Four bedrooms upstairs, plus a fifth recorded bedroom currently set up as an oversized laundry room. The detached 2-car garage features epoxy floors + storage, the long driveway accommodates many cars. Minutes to downtown Los Gatos, Hwy 17 & 85, excellent commuter access to Apple, Netflix, Meta, Google, Nvidia, MSFT, and short drive to Santa Cruz beaches.

100 Calfhill CT, Los Gatos

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

142 Johnson AVE, Los Gatos
$3,998,000
4 Beds ⋅ 4 Baths ⋅ ML82062100 MLS
Located on the sought after one-way street of Johnson, is this thoughtfully designed home, 4bd/ 3.5 ba (3bd/ensuite) offering not only elegance and comfort but also the flexibility to accommodate today's buyers' lifestyles. The main bed/bath and ensuite bed upstairs w/landing. Downstairs you will find 2/bed (one ensuite). The gourmet kitchen offers quartz countertops and designer cabinets, breakfast nook looking into the expansive garden. Living room w/rock FP and large dining area. A Carriage House w/kitchenette, full bath with tile flooring perfect for an office, extra family room or ADU. A sparkling spa pool creates a resort-like atmosphere, w/serene creekside setting provides a beautiful backdrop. Outdoor BBQ & entertaining area & deck creating the perfect setting for intimate dinners and memorable evenings with family and friends. Leave the car behind and stroll to morning coffee; blocks from Los Gatos High School, Fischer Middle and Van Meter Elementary (award-winning schools). Close to the Los Gatos and St Joseph Trails for hiking. This is a rare opportunity to enjoy the quintessential Los Gatos lifestyle where an exceptional neighborhood meets effortless access to everything you love. It is also close to all the tech companies in Silicon Valley.

142 Johnson AVE, Los Gatos

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

17575 Mountain Charlie RD, Los Gatos
$3,750,000
4 Beds ⋅ 4 Baths ⋅ ML82055182 MLS
Surrounded by nature's beauty, 17575 Mountain Charlie Road offers a rare opportunity to experience peaceful mountain living while only seven minutes from Downtown Los Gatos. Privately nestled among towering redwoods, this exceptional 3,146 sq.ft. with flexible 297 sq.ft. studio/ADU potential, blends natural beauty and modern convenience. Designed to embrace its breathtaking surroundings, the home showcases dramatic 20 ft vaulted ceilings and windows that fill this home with natural light and spectacular mountain views, creating an inviting atmosphere for indoor, outdoor living and entertaining. The home features four bedrooms, three full bathrooms and one an a half bath, including a desirable ground-floor primary suite with a spacious walk-in closet. The kitchen includes a center island with ample cabinets space, multiple dining spaces and separate family room and formal room. Additional highlights; hardwood and carpet flooring, two fireplaces, indoor laundry room, built-in vacuum system, and an attached 3 car garage. Step outside to enjoy a pergola, in-ground pool, spa, garden beds, fruit trees, and berries. Tesla power wall, a private water well, and onsite CAL FIRE hydrant complete this extraordinary property, offering the perfect balance of privacy, comfort, and convenience.

17575 Mountain Charlie RD, Los Gatos

Listed by Anita Salas, 408-310-3918 from The Agency
(If provided) CoList: from

16880 Fillmer AVE, Los Gatos
$3,699,000
4 Beds ⋅ 4 Baths ⋅ ML82065263 MLS
Along one of Los Gatos' most picturesque tree-lined streets, this inviting residence offers a peaceful retreat with beautifully maintained grounds and indoor-outdoor living. The property features 2,634± sq ft of combined living space on an expansive 11,200± sq ft flat lot. A stamped concrete driveway and covered front porch welcome you home. Inside, hardwood floors, charming details, and skylights add warmth and character. The living room features vaulted wood-slat ceilings and abundant natural light. The kitchen offers custom cabinetry, generous storage, and beautiful backyard views. A separate dining room, wet bar, and 2 additional bedrooms add versatility. The primary suite features reading nook, desk area, oversized walk-in closet, and spa-like bath. Sliding glass doors connect the interior to the outdoors. The expansive backyard is ideal for relaxing and entertaining, with a pool, outdoor shower, picnic area, and 2 storage sheds. The ADU includes a kitchen and full bath, ideal for guests, extended family, or a private workspace. Enjoy walkability to all three Los Gatos schools, with parks, nature, Downtown LG, and freeway access nearby. A special Los Gatos setting, generous grounds, flexible living spaces, and a tranquil setting make this a special place to call home.

16880 Fillmer AVE, Los Gatos

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

288 Nino WAY, Los Gatos
$3,650,000
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

15580 Loma Vista AVE, Los Gatos
$3,648,000
5 Beds ⋅ 4 Baths ⋅ ML82063357 MLS
Welcome to your next great chapter in Los Gatos! With charming curb appeal, bright interiors and a backyard ready for entertaining, 15580 Loma Vista Avenue offers plenty to get excited about. Five bedrooms, four bathrooms and approximately 2,713 square feet provide room to spread out and make yourself at home. Wood floors, expansive windows and a living room fireplace create a warm setting for everyday living and lively celebrations. The spacious kitchen brings everyone together with rich wood cabinetry, stainless steel appliances, generous counter space and an adjoining dining area. A downstairs bedroom with a full bathroom nearby offers added flexibility for guests. Additional bedrooms provide options for a playroom, theatre or office. Outside, a lush turf lawn, mature greenery and a covered gazebo set the stage for weekend barbecues and outdoor dinners. An upstairs balcony off the grand primary suite with vaulted ceilings offers a relaxing retreat among the treetops. Solar, battery backup systems and a Tesla charger in the garage bring added convenience. Enjoy nearby Whole Foods, outings to Vasona Park and convenient freeway access. Gather your favorite people, settle in and make this Los Gatos home your own!

15580 Loma Vista AVE, Los Gatos

Listed by Gummow Brothers, 408-455-8339 from Christie's International Real Estate Sereno
(If provided) CoList: from

19465 Montevina RD, Los Gatos
$3,598,000
5 Beds ⋅ 3 Baths ⋅ ML82056050 MLS
Experience the pinnacle of gated estate living with breathtaking views stretching from Lexington Reservoir & Mt Umunhum to the lights of downtown San Jose. Just minutes from Los Gatos, this sophisticated residence combines privacy, luxury, & an exceptional setting. The refreshed interior features new flooring, fresh paint, & an open floor plan designed for effortless living & entertaining. The main level offers an office & guest suite with a full bath. At the heart of the home is the chefs kitchen with granite countertops, a gas cooktop, & abundant cabinetry, flowing seamlessly into a light-filled living area where walls of glass frame the views. Upstairs, the versatile floor plan includes two additional bedrooms & a private gym. The luxurious primary retreat is a sanctuary of comfort, featuring a spa-inspired bath & private viewing deck. Outdoor living is equally impressive, with an expansive veranda & outdoor kitchen, creating the perfect setting for entertaining. The property also features a detached barn with a workshop, loft, & abundant storage. The loft offers potential for an ADU, while the barn & usable acreage provide possibilities for equestrian use, hobbies, or additional workspace. Served by Lexington Elementary, Raymond J. Fisher Middle School, and Los Gatos High.

19465 Montevina RD, Los Gatos

Listed by Jill Cole, 408-219-3416 from Coldwell Banker Realty
(If provided) CoList: from

14850 Los Gatos BLVD, Los Gatos
$3,300,000
ML82063894 MLS
Ideally located just moments from Stanford Cancer Center and within walking distance of Good Samaritan Hospital, this well-established medical office has served surgeons and their patients for more than 30 years. Convenient access to Los Gatos Boulevard and Highway 85, along with 22 parking spaces, including 16 on-site spaces and 6 additional spaces in front, provides convenience for patients, staff, and physicians. The building offers a warm, comfortable atmosphere with three examination rooms, two private offices, an office manager station, and ample administrative workstations. The existing layout could continue as a medical or professional office and may also be well suited for an infusion center or other outpatient healthcare use, subject to applicable approvals. For those with a different vision, the property also presents an opportunity to design and build a new structure, subject to applicable zoning and approvals. A unique opportunity in an outstanding medical location. Utilize the existing building or explore the property's future potential.

14850 Los Gatos BLVD, Los Gatos

Listed by Johnny Dixon, 408-540-7311 from Real Brokerage Technologies
(If provided) CoList: from

215 Belgatos RD, Los Gatos
$3,250,000
5 Beds ⋅ 4 Baths ⋅ ML82061357 MLS
MUST SEE IN PERSON! Beautifully Remodeled, Large Custom Los Gatos Home! * 5 bedrooms (4 spacious bedrooms downstairs), 3.5 baths, and 3,479 sf of living space on an about 10,000 sf lot, located in the Belwood/Westhill neighborhood of Los Gatos. * Open floor plan with engineered hardwood, dual-pane windows, and LED lighting. Updated main-level baths. Possible under-stair wine closet * First-floor, attached ADU with separate entrance & backyard access. Ideal for extended family, rental, guests. * The heart of the home is a large remodeled chef's kitchen and family room, built to entertain: large granite island with a generous stainless steel farmhouse sink, under-island storage, wine refrigerator, KitchenAid 6-burner gas range with two ovens, and KitchenAid refrigerator (2026). * Primary suite with mountain views and two custom closets. Upstairs bonus room with sink, for an office, kids' study, or play area. * Backyard features a bar area with mini fridge, TV, natural-gas BBQ, custom fire pit, and built-in heaters. * Award-winning schools: Noddin Elementary, Union Middle, and Leigh High. Short walk to Belgatos Park. *Newer roof (2020), solar with battery backup (2023), 50-amp EV outlet, two furnaces and two water heaters. Optional Belwood Cabana Club membership

215 Belgatos RD, Los Gatos

Listed by Don Orason, 408-439-3581 from Intero Real Estate Services
(If provided) CoList: from

20378 Black RD, Los Gatos
$3,035,000
3 Beds ⋅ 3 Baths ⋅ ML82053525 MLS
Immaculately maintained and thoughtfully upgraded, this exceptional private estate is just 5.4 miles from downtown Los Gatos. Set on nearly 2 beautifully landscaped acres of rare, all-usable land, the front yard overlooks a gently sloping 1+ acre meadow with expansive long-range views, while the backyard is framed by mature forests, creating a peaceful and private setting. Offering approximately 3,000 sq ft of living space, including a private 512 sq ft studio apartment with its own entrance, the property is ideal for guests, extended family, a home office, or rental income. The main home features 3 bedrooms, 2 baths, a versatile loft, vaulted ceilings, abundant natural light, and a spacious great room. The kitchen offers generous space for cooking and entertaining. Amenities include a black-bottom micro-pebble pool with automatic safety cover, a 120 sq ft climate-controlled wine cellar, fully deer-proof orchard with 25 mature fruit trees, automated irrigation throughout the property, finished heated garage/fitness studio, separate laundry, utility and mechanical rooms, tool/equipment shed, recent 50-year roof, new 3-zone HVAC, backup generator, security system, water softener, and reverse osmosis drinking water system.

20378 Black RD, Los Gatos

Listed by Michael R Simpson, 650-207-1126 from Cruz Properties
(If provided) CoList: from

19050 Skyline BLVD, Los Gatos
$3,000,000
4 Beds ⋅ 4 Baths ⋅ ML82006582 MLS
A rare combination of single-story living, usable flat land, and a private pool awaits in the Los Gatos Mountains. Set on approximately 3.5 acres, this gated estate offers exceptional privacy, scenic mountain views, and resort-style living. Beautifully refreshed with new interior and exterior paint, new flooring, updated cabinetry, fresh landscaping and sod, and a brand-new 50-year Presidential roof, the home offers move-in-ready comfort in an extraordinary setting. Expansive picture windows showcase the surrounding landscape, while a spacious kitchen and entertainment room with wet bar create inviting spaces to gather. Outdoors, enjoy a cascading waterfall, tranquil pond, swimming pool, spa, and outdoor kitchen surrounded by mature landscaping. Two dedicated offices and a separate gym provide incredible flexibility for work, wellness, and everyday living. Additional highlights include owned solar, a backup generator, and a three-car garage. Experience the peaceful mountain lifestyle, where nature and wildlife are part of everyday life, all within reach of downtown Los Gatos, Silicon Valley, and the beaches of Santa Cruz.

19050 Skyline BLVD, Los Gatos

Listed by Skylight Homes, 408-665-7309 from Skylight Homes
(If provided) CoList: from

320 Bachman AVE, Los Gatos
$2,998,000
3 Beds ⋅ 2 Baths ⋅ ML82058028 MLS
ENCHANTING UPDATED HOME BY DOWNTOWN | Built in 1923, this home seamlessly blends the charm of years past with today's modern conveniences. Located within blocks of Santa Cruz Avenue, this Almond Grove residence affords coveted access to downtown shopping and dining without compromising privacy and tranquility. Period details like picture railing and ceiling treatments add authenticity, while an array of new upgrades, including new flooring, roofing, and full interior renovation lends modern style and convenience. The pristine remodeled kitchen is nestled at the heart of the layout, and the large primary suite is private with an elegant bath and backyard access. Extra storage on basement level. Flat and spacious, the grounds offer a formal entry garden, gated drive with plenty of off-street parking, newly landscaped backyard, and plenty of space for play, private relaxation, and future expansion. The detached two-car garage comes complete with HVAC and provides potential for an ADU with private yard. Enjoy excellent proximity to downtown destinations, Bachman Park, Vasona Lake, and excellent Los Gatos schools such as Daves Avenue Elementary, Fisher Middle, and Los Gatos High (buyer to verify).

320 Bachman AVE, Los Gatos

Listed by Stefan Walker, 408-209-6100 from KW Bay Area Estates
(If provided) CoList: from

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Based on information from MLSListings MLS as of . All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.


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