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

5 Beds ⋅ 7 Baths ⋅ ML82065818 MLS

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

118 Dover ST, Los Gatos

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

$12,998,888

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

5 Beds ⋅ 7 Baths ⋅ ML82060279 MLS

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

17055 Pine AVE, Los Gatos

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

$2,650,000

Elegant mountain home situated in the desirable 'Summit Woods', close to the heart of the Summit community and local amenities including the Summit Store, wineries, churches, Loma Prieta elementary & CT English middle schools. Approx 20 mins to downtown Los Gatos & Los Gatos High, or Capitola & the beach! Over 5000 sqft luxurious living space, set on 1.26 acres sunny, all usable land...ample space to add a pool, sports court, vineyard...even horses. The ground floor comprises a formal entry & parlor, chefs ktichen with island and informal dining, living room with vaulted ceilings & rock fireplace. Huge formal dining room features walk-in wine cellar with wrought iron gate. Expansive master suite with spa-like bathroom. Laundry room leads to attached SIX CAR garages with marble tile floors! On the 2nd floor; 3 further bedrooms incl. 2 ensuite baths, hall bath and family room/den, large balcony with mountain views. The property exterior features a gated entry with paver driveway, perimeter fencing, rear deck with views over the raised gardens & gently sloped land. Huge enclosed dog run, custom chicken coop, garden tractor garage, and whole house generator. Summit Woods annually welcomes the mountain community for Halloween trick-or-treating. Beloved family friendly neighborhood!

4 Beds ⋅ 5 Baths ⋅ ML82064954 MLS

Elegant mountain home situated in the desirable 'Summit Woods', close to the heart of the Summit community and local amenities including the Summit Store, wineries, churches, Loma Prieta elementary & CT English middle schools. Approx 20 mins to downtown Los Gatos & Los Gatos High, or Capitola & the beach! Over 5000 sqft luxurious living space, set on 1.26 acres sunny, all usable land...ample space to add a pool, sports court, vineyard...even horses. The ground floor comprises a formal entry & parlor, chefs ktichen with island and informal dining, living room with vaulted ceilings & rock fireplace. Huge formal dining room features walk-in wine cellar with wrought iron gate. Expansive master suite with spa-like bathroom. Laundry room leads to attached SIX CAR garages with marble tile floors! On the 2nd floor; 3 further bedrooms incl. 2 ensuite baths, hall bath and family room/den, large balcony with mountain views. The property exterior features a gated entry with paver driveway, perimeter fencing, rear deck with views over the raised gardens & gently sloped land. Huge enclosed dog run, custom chicken coop, garden tractor garage, and whole house generator. Summit Woods annually welcomes the mountain community for Halloween trick-or-treating. Beloved family friendly neighborhood!

24010 Summit Woods DR, Los Gatos

Listed by Rebecca Smith, 408-507-7165 from Christie's International Real Estate Sereno
(If provided) CoList: Karen Izzo from Christie's International Real Estate Sereno

$7,900,000

New construction contemporary home offering approximately 6,671 SF on an approximately 16,000 SF lot. This 5-bedroom, 6 full and 1 half bath residence spans three levels with 10-foot ceilings, 7-inch European White Oak hardwood flooring, flush baseboards, stained cabinetry and interior doors, and abundant natural light. The main level features a dramatic two-story entry, spacious great room with fireplace and sliding doors to the backyard, dining room with wine bar, gourmet kitchen with oversized island and built-in dining table, Viking 48-inch built-in refrigerator, Viking 48-inch induction range, large laundry room, office/nursery, and a main-level primary suite. The primary bath features radiant heated floors, freestanding tub, walk-in shower, and oversized walk-in closet with a $10,000 builder credit toward a custom closet system. Upstairs are two ensuite bedrooms with walk-in closets. The lower level includes a large recreation room with wet bar/kitchenette, temperature-controlled wine room, theater/game room, gym or golf simulator room, additional bedroom with full bath, and storage. Expansive backyard offers room for a pool (buyer to verify). Oversized two-car garage. Convenient Los Gatos location near shopping, dining, parks, and commuter routes.

5 Beds ⋅ 7 Baths ⋅ ML82055447 MLS

New construction contemporary home offering approximately 6,671 SF on an approximately 16,000 SF lot. This 5-bedroom, 6 full and 1 half bath residence spans three levels with 10-foot ceilings, 7-inch European White Oak hardwood flooring, flush baseboards, stained cabinetry and interior doors, and abundant natural light. The main level features a dramatic two-story entry, spacious great room with fireplace and sliding doors to the backyard, dining room with wine bar, gourmet kitchen with oversized island and built-in dining table, Viking 48-inch built-in refrigerator, Viking 48-inch induction range, large laundry room, office/nursery, and a main-level primary suite. The primary bath features radiant heated floors, freestanding tub, walk-in shower, and oversized walk-in closet with a $10,000 builder credit toward a custom closet system. Upstairs are two ensuite bedrooms with walk-in closets. The lower level includes a large recreation room with wet bar/kitchenette, temperature-controlled wine room, theater/game room, gym or golf simulator room, additional bedroom with full bath, and storage. Expansive backyard offers room for a pool (buyer to verify). Oversized two-car garage. Convenient Los Gatos location near shopping, dining, parks, and commuter routes.

109 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

Sold listing courtesy of Rick Chehab from AMWST

$6,785,000

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.

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

$6,975,000

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.

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

$19,998,888

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.

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

$6,400,000

This Hacienda View Estate emerges as a rare legacy property of exceptional distinction, encompassing 4.4 private acres of uncompromised privacy, & timeless elegance. This meticulously designed estate commands sweeping city light and valley views that unfold in panoramic splendor, offering a serene sanctuary mere moments from the charm of downtown Los Gatos and the dynamic innovation corridor of Silicon Valley. Boasting a total enclosed area of approximately 8,731 SQFT for the main house, and including al 600 SQFT guest quarters. The estate features a spectacular glass-enclosed solarium with a retractable roof. This architectural triumph seamlessly integrates with an enormous California Room, creating an expansive year-round indoor-outdoor living experience. The chefs kitchen stands as a culinary masterpiece, elegantly appointed with premium quartz countertops, high-end finishes, and an abundance of natural light. The main residence encompasses four bedrooms, an office, and a guest quarters providing exceptional flexibility for multigenerational living. A grand motor court and striking architecture create an unforgettable sense of arrival, establishing this estate as a true family compound of rare versatility, peace, and enduring legacy! By far the best view estate in Los Gatos!

5 Beds ⋅ 5 Baths ⋅ ML82056345 MLS

This Hacienda View Estate emerges as a rare legacy property of exceptional distinction, encompassing 4.4 private acres of uncompromised privacy, & timeless elegance. This meticulously designed estate commands sweeping city light and valley views that unfold in panoramic splendor, offering a serene sanctuary mere moments from the charm of downtown Los Gatos and the dynamic innovation corridor of Silicon Valley. Boasting a total enclosed area of approximately 8,731 SQFT for the main house, and including al 600 SQFT guest quarters. The estate features a spectacular glass-enclosed solarium with a retractable roof. This architectural triumph seamlessly integrates with an enormous California Room, creating an expansive year-round indoor-outdoor living experience. The chefs kitchen stands as a culinary masterpiece, elegantly appointed with premium quartz countertops, high-end finishes, and an abundance of natural light. The main residence encompasses four bedrooms, an office, and a guest quarters providing exceptional flexibility for multigenerational living. A grand motor court and striking architecture create an unforgettable sense of arrival, establishing this estate as a true family compound of rare versatility, peace, and enduring legacy! By far the best view estate in Los Gatos!

5770 Harwood PL, Los Gatos

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

Sold listing courtesy of Desiree Dutra from CBR

$11,600,000

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!

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

$6,000,000

Welcome to 16371 Aztec Ridge, a 5-bed, 4.5-bath estate set on approximately 2 acres above Los Gatos, offering sweeping views across Silicon Valley and stretching to San Francisco. A gated entry leads to a beautifully maintained setting with expansive parking and a 3-car garage. Inside, the home opens to a grand foyer framed by walls of glass that capture the surrounding landscape. The main level is designed for both everyday living and entertaining, featuring a chef's kitchen with a walk-in pantry, formal dining room, and multiple living spaces that flow seamlessly to outdoor balconies. The lower level offers a private guest suite, game room, and flexible living areas, along with a pre-built home theater ready for completion. Smart home integration allows for effortless control of lighting and systems throughout. The backyard delivers a true resort experience, highlighted by a walk-in infinity-edge pool with a 75-foot water slide, outdoor kitchen, fireplace, and multiple entertaining areas. A private lookout creates the perfect setting to take in city lights and fireworks, while a large turf area adds space for recreation. Located within the highly regarded LG School District and just minutes from downtown, this property offers a rare combination of privacy and lifestyle.

5 Beds ⋅ 5 Baths ⋅ ML82039380 MLS

Welcome to 16371 Aztec Ridge, a 5-bed, 4.5-bath estate set on approximately 2 acres above Los Gatos, offering sweeping views across Silicon Valley and stretching to San Francisco. A gated entry leads to a beautifully maintained setting with expansive parking and a 3-car garage. Inside, the home opens to a grand foyer framed by walls of glass that capture the surrounding landscape. The main level is designed for both everyday living and entertaining, featuring a chef's kitchen with a walk-in pantry, formal dining room, and multiple living spaces that flow seamlessly to outdoor balconies. The lower level offers a private guest suite, game room, and flexible living areas, along with a pre-built home theater ready for completion. Smart home integration allows for effortless control of lighting and systems throughout. The backyard delivers a true resort experience, highlighted by a walk-in infinity-edge pool with a 75-foot water slide, outdoor kitchen, fireplace, and multiple entertaining areas. A private lookout creates the perfect setting to take in city lights and fireworks, while a large turf area adds space for recreation. Located within the highly regarded LG School District and just minutes from downtown, this property offers a rare combination of privacy and lifestyle.

16371 Aztec Ridge DR, Los Gatos

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

Sold listing courtesy of Francesca Lampert from CBR

$8,498,000

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.

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

$5,375,000

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

7 Beds ⋅ 5 Baths ⋅ ML82042840 MLS

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

18000 Overlook RD, Los Gatos

Listed by Donald Knight, 408-313-2191 from Coldwell Banker Realty
(If provided) CoList: Robin Sedgwick from Coldwell Banker Realty

Sold listing courtesy of Michael Roberts from CBR

$3,850,000

Welcome to 16353 Aztec Ridge nestled in the picturesque hills of Los Gatos. This dramatic mid century modern residence offers an unparalleled lifestyle, combining refined living with breathtaking surroundings. Spanning 5,400+/- sf, this home features 5 beds plus office and 5.5 beautifully appointed baths. Two en-suite bedrooms, one with a dry sauna and one with a sunken tub. An additional living space includes a hobby room off the kitchen, and a guest bedroom with an updated en-suite bath located just off the main living area. Separate billiard/bonus room with wine cellar and wet bar off the family room. The high ceilings in the entry and family room are complemented by floor to ceiling windows that capture dramatic city and valley views. The primary retreat features a separate office off the bedroom. Chefs kitchen remodeled in 2016 featuring an induction stove, crisper drawer, 2 Fisher & Paykel dishwasher drawers, a Fisher & Paykel CoolDrawer, and a built-in Monogram fridge. Modern features include Bluetooth-controlled water heaters, photovoltaic solar, and newly installed back-up generator. Situated on a 38,555+/- sf lot with a separate and contiguous .92 acre lot also available to purchase which features the same dramatic views. Award winning Los Gatos Schools.

5 Beds ⋅ 6 Baths ⋅ ML82042364 MLS

Welcome to 16353 Aztec Ridge nestled in the picturesque hills of Los Gatos. This dramatic mid century modern residence offers an unparalleled lifestyle, combining refined living with breathtaking surroundings. Spanning 5,400+/- sf, this home features 5 beds plus office and 5.5 beautifully appointed baths. Two en-suite bedrooms, one with a dry sauna and one with a sunken tub. An additional living space includes a hobby room off the kitchen, and a guest bedroom with an updated en-suite bath located just off the main living area. Separate billiard/bonus room with wine cellar and wet bar off the family room. The high ceilings in the entry and family room are complemented by floor to ceiling windows that capture dramatic city and valley views. The primary retreat features a separate office off the bedroom. Chefs kitchen remodeled in 2016 featuring an induction stove, crisper drawer, 2 Fisher & Paykel dishwasher drawers, a Fisher & Paykel CoolDrawer, and a built-in Monogram fridge. Modern features include Bluetooth-controlled water heaters, photovoltaic solar, and newly installed back-up generator. Situated on a 38,555+/- sf lot with a separate and contiguous .92 acre lot also available to purchase which features the same dramatic views. Award winning Los Gatos Schools.

16353 Aztec Ridge DR, Los Gatos

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

Sold listing courtesy of Emily Baratzadeh from CBR

$6,775,000

Exceptional Custom Craftsman Style Home with Incredible Designer Fixtures and Finishes throughout. Built in 2015 and already remodeled with style and luxury. The grand entry and welcoming living room have 21 ft ceilings, radiant windows and an impressive floor to ceiling stone fireplace. The distressed hardwood floors and dining area are accented by a reclaimed wood wall with two perfectly fitted sconces. Phenomenal Chef's Kitchen includes an oversized Quartzite island, awesome 42" Viking 6-burner range with griddle, pot filler, used brick exhaust hood, walk-in pantry, extensive cabinetry, separate beverage refrigerator and more. Open-concept family-great room has a perfect spot for a large everyday dining table with two stylish light fixtures. Another beautiful stone fireplace is balanced by art lighting on both sides. 6-Panel By-Folding Doors all open to the oversized backyard with paver patio. The spacious primary suite boasts a private deck, spa like bathroom and walk-in closet is upstairs along with 3 additional bedrooms and large laundry room. Lower level is an entertainers dream! Full service bar with all the amenities. Theater Room, exercise room and an en-suite bedroom. 4-car garage has epoxy flooring and a car lift. Close proximity to the sought after Los Gatos Schools.

6 Beds ⋅ 7 Baths ⋅ ML82038523 MLS

Exceptional Custom Craftsman Style Home with Incredible Designer Fixtures and Finishes throughout. Built in 2015 and already remodeled with style and luxury. The grand entry and welcoming living room have 21 ft ceilings, radiant windows and an impressive floor to ceiling stone fireplace. The distressed hardwood floors and dining area are accented by a reclaimed wood wall with two perfectly fitted sconces. Phenomenal Chef's Kitchen includes an oversized Quartzite island, awesome 42" Viking 6-burner range with griddle, pot filler, used brick exhaust hood, walk-in pantry, extensive cabinetry, separate beverage refrigerator and more. Open-concept family-great room has a perfect spot for a large everyday dining table with two stylish light fixtures. Another beautiful stone fireplace is balanced by art lighting on both sides. 6-Panel By-Folding Doors all open to the oversized backyard with paver patio. The spacious primary suite boasts a private deck, spa like bathroom and walk-in closet is upstairs along with 3 additional bedrooms and large laundry room. Lower level is an entertainers dream! Full service bar with all the amenities. Theater Room, exercise room and an en-suite bedroom. 4-car garage has epoxy flooring and a car lift. Close proximity to the sought after Los Gatos Schools.

16781 Littlefield LN, Los Gatos

Listed by Greg Simpson, 408-832-2323 from KW Bay Area Estates
(If provided) CoList: from

Sold listing courtesy of Fran Papapietro from SGP

$6,800,000

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.

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

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

Sold listing courtesy of Katie Ruddell from KWSV

$5,880,070

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.

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

Listed by Christina Aguirre, 408-728-2393 from The Agency
(If provided) CoList: from

Sold listing courtesy of Christina Aguirre from AGNC

$4,315,000

Live on your own 11 acre private estate with breathtaking views of Lexington Reservoir & the Santa Cruz Mountains, just 6 minutes from downtown with Los Gatos schools. This incredible home has undergone a transformation with over $500K of updates, offering quiet luxury with 6 spacious bedrms, including 2 on the main level, plus an office, sunroom, two large multipurpose rooms, & an oversized 4-car garage. As you enter through the double glass doors & vestibule, the sweeping staircase & dramatic chandeliers set the tone, complemented by dark oak floors, fresh interior paint, & refined hardware & lighting throughout. The chefs kitchen features black granite counters, a Thermador gas cooktop, double ovens, Sub-Zero refrigerator, dual sinks, & a large island. The primary suite captures stunning views, remote-controlled blinds, & a custom walk-in closet. Exceptional systems include a massive solar array with 6 Tesla Powerwalls - so efficient the seller has never paid an electric bill - along with dual furnaces, fire suppression, water storage tanks, whole-home filtration, security system, cameras, high-speed connectivity, & city water service. Outdoor living shines with flagstone patios, mountain vistas, gazebo, bocce ball court, & RV/boat parking. An extraordinary Los Gatos retreat!

6 Beds ⋅ 6 Baths ⋅ ML82034426 MLS

Live on your own 11 acre private estate with breathtaking views of Lexington Reservoir & the Santa Cruz Mountains, just 6 minutes from downtown with Los Gatos schools. This incredible home has undergone a transformation with over $500K of updates, offering quiet luxury with 6 spacious bedrms, including 2 on the main level, plus an office, sunroom, two large multipurpose rooms, & an oversized 4-car garage. As you enter through the double glass doors & vestibule, the sweeping staircase & dramatic chandeliers set the tone, complemented by dark oak floors, fresh interior paint, & refined hardware & lighting throughout. The chefs kitchen features black granite counters, a Thermador gas cooktop, double ovens, Sub-Zero refrigerator, dual sinks, & a large island. The primary suite captures stunning views, remote-controlled blinds, & a custom walk-in closet. Exceptional systems include a massive solar array with 6 Tesla Powerwalls - so efficient the seller has never paid an electric bill - along with dual furnaces, fire suppression, water storage tanks, whole-home filtration, security system, cameras, high-speed connectivity, & city water service. Outdoor living shines with flagstone patios, mountain vistas, gazebo, bocce ball court, & RV/boat parking. An extraordinary Los Gatos retreat!

18400 Lakeview CT, Los Gatos

Listed by Bev Harada, 408-314-2864 from Christie's International Real Estate Sereno
(If provided) CoList: Janet Souza from Christie's International Real Estate Sereno

Sold listing courtesy of Ej Pulpan from SGP

$11,000,000

Spectacular single-story estate offering modern luxury, privacy & smart-home living in a prime Los Gatos location with top Saratoga schools. Sprawling contemporary residence set amid lush gardens, rolling hills & sweeping views. Generous interior features curated finishes & open living spaces with picture windows, skylights, high ceilings & custom woodwork, creating seamless indooroutdoor flow. Two private wings include six en-suite bedrooms & an executive office on the main level, including two primary suites with spa baths & custom built-ins, plus two J&J suites. Two laundry rooms, one of each wing. Sleek designer kitchen showcases a dramatic crescent-shaped island with walnut counter bar & premium Gaggenau, Perlick & Miele appliances. Family room features a striking metal entertainment console; living & dining rooms with walls of glass overlook the rear grounds. Lower level includes a bonus room, full bath, lounge & wine cellar. Resort-style outdoor living offers expansive patios, pool & spa, built-in BBQ, fire pit, play area, raised planter beds, bocce & horseshoe courts. Pool house/ADU with dressing area. Minutes to downtown Los Gatos, Saratoga Village, hiking & biking trails & an easy Silicon Valley commute. Refined, elegant & exceptional comfort for the most discerning!

6 Beds ⋅ 8 Baths ⋅ ML82030244 MLS

Spectacular single-story estate offering modern luxury, privacy & smart-home living in a prime Los Gatos location with top Saratoga schools. Sprawling contemporary residence set amid lush gardens, rolling hills & sweeping views. Generous interior features curated finishes & open living spaces with picture windows, skylights, high ceilings & custom woodwork, creating seamless indooroutdoor flow. Two private wings include six en-suite bedrooms & an executive office on the main level, including two primary suites with spa baths & custom built-ins, plus two J&J suites. Two laundry rooms, one of each wing. Sleek designer kitchen showcases a dramatic crescent-shaped island with walnut counter bar & premium Gaggenau, Perlick & Miele appliances. Family room features a striking metal entertainment console; living & dining rooms with walls of glass overlook the rear grounds. Lower level includes a bonus room, full bath, lounge & wine cellar. Resort-style outdoor living offers expansive patios, pool & spa, built-in BBQ, fire pit, play area, raised planter beds, bocce & horseshoe courts. Pool house/ADU with dressing area. Minutes to downtown Los Gatos, Saratoga Village, hiking & biking trails & an easy Silicon Valley commute. Refined, elegant & exceptional comfort for the most discerning!

16140 Matilija DR, Los Gatos

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

Sold listing courtesy of Kimberly Douglas from REEX

$5,700,000

Stunning 4B+Office /3.5 bth residence with Los Gatos Schools. This home offers ~5,033 sqft luxurious living space, 2 suites, on ~1.08 acre of park-like land, just 10 minutes away from the downtown. Custom-built in 1991, it went thru a major renovation in 2017-18. Step inside to the 9-12 ft ceilings, an open floor plan and the peaceful views of the Hills! The main floor features a formal living room, dining room, an office, a large high-end kitchen, a spacious family room, the massive primary suite, a powder room & Laundry. The downstairs offers the 2nd suite, 2 more bedrooms w/ a jack & jill bath and walk-in closets, and a wine cellar. The kitchen showcases abundant Omega cabinetry w/ Italian quartzite countertops, large island under a skylight, 2 prep sinks, Sub-Zero refrigerator, Wolf cook range, Asko dishwasher, &butler's pantry. The spacious primary suite w/ a spa-like bath, walk-in closet & fireplace. Enjoy beautiful HW floors, double-pane windows & doors, Multi-zone HVAC, tankless heater, heated tile floors in all full baths, "TOTO" smart toilets, Porcelanosa premium tiles and designer fixtures. Finished 3-car garage. 6.39KW solar panels & 4 Tesla batteries. This exceptional home combines luxury, nature, and convenience in one of Silicon Valley's most desirable communities.

4 Beds ⋅ 4 Baths ⋅ ML82019338 MLS

Stunning 4B+Office /3.5 bth residence with Los Gatos Schools. This home offers ~5,033 sqft luxurious living space, 2 suites, on ~1.08 acre of park-like land, just 10 minutes away from the downtown. Custom-built in 1991, it went thru a major renovation in 2017-18. Step inside to the 9-12 ft ceilings, an open floor plan and the peaceful views of the Hills! The main floor features a formal living room, dining room, an office, a large high-end kitchen, a spacious family room, the massive primary suite, a powder room & Laundry. The downstairs offers the 2nd suite, 2 more bedrooms w/ a jack & jill bath and walk-in closets, and a wine cellar. The kitchen showcases abundant Omega cabinetry w/ Italian quartzite countertops, large island under a skylight, 2 prep sinks, Sub-Zero refrigerator, Wolf cook range, Asko dishwasher, &butler's pantry. The spacious primary suite w/ a spa-like bath, walk-in closet & fireplace. Enjoy beautiful HW floors, double-pane windows & doors, Multi-zone HVAC, tankless heater, heated tile floors in all full baths, "TOTO" smart toilets, Porcelanosa premium tiles and designer fixtures. Finished 3-car garage. 6.39KW solar panels & 4 Tesla batteries. This exceptional home combines luxury, nature, and convenience in one of Silicon Valley's most desirable communities.

15955 Cerro Vista CT, Los Gatos

Listed by Maggie Li, 650-533-7351 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Katie Keeler from EXPCA

$5,400,000

A landmark residence that embodies the grace, history, and charm of old Los Gatos - this vintage Craftsman stands in the prestigious and highly sought-after Glen Ridge neighborhood. Blending timeless architectural character with modern livability this grand home offers approximately 5,500 square feet of living space featuring expansive rooms, numerous picture windows, rich Hardwood floors and 6 generous bedrooms & 5.5 bathrooms. Set on an expansive 16,910-square-foot corner lot, the property showcases a sparkling pool, multiple outdoor entertaining areas, and two additional usable strips of land ideal for gardens, a bocce court, or putting green. A rare opportunity to own one of Los Gatos most admired legacy homes in a premier downtown location.

6 Beds ⋅ 6 Baths ⋅ ML82030875 MLS

A landmark residence that embodies the grace, history, and charm of old Los Gatos - this vintage Craftsman stands in the prestigious and highly sought-after Glen Ridge neighborhood. Blending timeless architectural character with modern livability this grand home offers approximately 5,500 square feet of living space featuring expansive rooms, numerous picture windows, rich Hardwood floors and 6 generous bedrooms & 5.5 bathrooms. Set on an expansive 16,910-square-foot corner lot, the property showcases a sparkling pool, multiple outdoor entertaining areas, and two additional usable strips of land ideal for gardens, a bocce court, or putting green. A rare opportunity to own one of Los Gatos most admired legacy homes in a premier downtown location.

101 Glen Ridge AVE, Los Gatos

Listed by Barton Call, 408-483-9632 from Christie's International Real Estate Sereno
(If provided) CoList: Kirsten Trapani from Christie's International Real Estate Sereno

Sold listing courtesy of Mahnaz Westerberg from AGNC

$6,200,000

Set on 1.5 stunning acres in one of Los Gatos's most desirable neighborhoods, this iconic home blends quality and functionality with endless potential. Built in 2002, this home showcases breathtaking views from every room, framed by majestic oaks and lush, park-like grounds. Seamlessly blending architectural elegance with modern luxury, it delivers both privacy and an exceptional setting for entertaining. Perfect for birthday parties, team gatherings, and grand-scale entertaining. The warm and inviting home boasts 6 bedrooms, 5 full baths, 2 half baths, a dedicated office and abundant parking. The extraordinary floor plan includes two main-level bedrooms, upstairs and downstairs family rooms, and flexible spaces for work-from-home. Outdoor spaces invite a resort-like lifestyle with sweeping lawns and the potential for a guest house, pool, pickleball court, or more. Buyer to investigate SB 9 potential. This gated sanctuary incredibly offers the seclusion typically found in mountain homes, with the ease of being just minutes from downtown and top-rated schools. Whether envisioned as a resort-style retreat, a multi-generational compound, or a home tailored perfectly to your family's needs, this property provides the rare opportunity for your forever home.

7 Beds ⋅ 7 Baths ⋅ ML82021197 MLS

Set on 1.5 stunning acres in one of Los Gatos's most desirable neighborhoods, this iconic home blends quality and functionality with endless potential. Built in 2002, this home showcases breathtaking views from every room, framed by majestic oaks and lush, park-like grounds. Seamlessly blending architectural elegance with modern luxury, it delivers both privacy and an exceptional setting for entertaining. Perfect for birthday parties, team gatherings, and grand-scale entertaining. The warm and inviting home boasts 6 bedrooms, 5 full baths, 2 half baths, a dedicated office and abundant parking. The extraordinary floor plan includes two main-level bedrooms, upstairs and downstairs family rooms, and flexible spaces for work-from-home. Outdoor spaces invite a resort-like lifestyle with sweeping lawns and the potential for a guest house, pool, pickleball court, or more. Buyer to investigate SB 9 potential. This gated sanctuary incredibly offers the seclusion typically found in mountain homes, with the ease of being just minutes from downtown and top-rated schools. Whether envisioned as a resort-style retreat, a multi-generational compound, or a home tailored perfectly to your family's needs, this property provides the rare opportunity for your forever home.

16420 S Kennedy RD, Los Gatos

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

Sold listing courtesy of Erin Burke from CBR

$5,850,000

Stunning custom Mediterranean estate boasts a private setting on 1.45 acres with peaceful views of the Los Gatos hills. This 5,166 sf, 5 bedroom, 4.5 bathroom home exudes sophisticated elegance and comfort with soaring 12 ceilings, wide plank hardwood floors, custom mill work and generous rooms. Impeccable quality and craftsmanship blends tasteful design and modern high-end amenities throughout. The beautifully maintained landscape features a Cabernet vineyard, flower covered trellises, illuminated gardens and a private patio that is an ideal setting for gatherings or quiet relaxation. The grounds also include room for a pool, additional vineyard, sport court, or possible ADU. Close to vibrant downtown Los Gatos with casual and fine dining, boutique shopping, Farmers market, community events and hiking/biking trails. Distinguished Los Gatos schools.

5 Beds ⋅ 5 Baths ⋅ ML82021076 MLS

Stunning custom Mediterranean estate boasts a private setting on 1.45 acres with peaceful views of the Los Gatos hills. This 5,166 sf, 5 bedroom, 4.5 bathroom home exudes sophisticated elegance and comfort with soaring 12 ceilings, wide plank hardwood floors, custom mill work and generous rooms. Impeccable quality and craftsmanship blends tasteful design and modern high-end amenities throughout. The beautifully maintained landscape features a Cabernet vineyard, flower covered trellises, illuminated gardens and a private patio that is an ideal setting for gatherings or quiet relaxation. The grounds also include room for a pool, additional vineyard, sport court, or possible ADU. Close to vibrant downtown Los Gatos with casual and fine dining, boutique shopping, Farmers market, community events and hiking/biking trails. Distinguished Los Gatos schools.

17435 Phillips AVE, Los Gatos

Listed by Nevis and Ardizzone, 408-781-0779 from Compass
(If provided) CoList: from

Sold listing courtesy of Eric Chang from CRBG

$5,250,000

Set along one of Los Gatos most sought after ridge lines, this extraordinary estate captures sweeping yet intimate panoramas. Nearly every window frames views across downtown Los Gatos, Vasona Lake, the surrounding mountain ridges, and even the distant skylines of San Francisco, Oakland, and San Jose. Wrapped in privacy and framed by elegant landscaping, this breathtaking residence combines grandeur, comfort, and a deep connection to its natural setting. A tall wrought-iron entry door accented by mosaic glass opens to a grand foyer with volume ceilings and an elegant chandelier. Dual staircases sweep upward, creating balance and presence, while large windows allow natural light to pour in. Radiant heated marble and tile floors flow throughout the property for year-round comfort. The home unfolds with thoughtful flow and scale. With an expansive primary suite, four guest bedrooms, executive office, attached ADU with full kitchen and bath, detached pool house and two finished three-car garages, this estate is a home of scale, refinement, and enduring presence. With panoramic views dusk to dawn, an elegant design and resort-style amenities, it offers a true Los Gatos estate experience private, expansive, memorable, and a wonderful place to call home.

6 Beds ⋅ 8 Baths ⋅ ML82017888 MLS

Set along one of Los Gatos most sought after ridge lines, this extraordinary estate captures sweeping yet intimate panoramas. Nearly every window frames views across downtown Los Gatos, Vasona Lake, the surrounding mountain ridges, and even the distant skylines of San Francisco, Oakland, and San Jose. Wrapped in privacy and framed by elegant landscaping, this breathtaking residence combines grandeur, comfort, and a deep connection to its natural setting. A tall wrought-iron entry door accented by mosaic glass opens to a grand foyer with volume ceilings and an elegant chandelier. Dual staircases sweep upward, creating balance and presence, while large windows allow natural light to pour in. Radiant heated marble and tile floors flow throughout the property for year-round comfort. The home unfolds with thoughtful flow and scale. With an expansive primary suite, four guest bedrooms, executive office, attached ADU with full kitchen and bath, detached pool house and two finished three-car garages, this estate is a home of scale, refinement, and enduring presence. With panoramic views dusk to dawn, an elegant design and resort-style amenities, it offers a true Los Gatos estate experience private, expansive, memorable, and a wonderful place to call home.

16383 Aztec Ridge DR, 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

Sold listing courtesy of Yan Tian from BOR

$7,350,000

One-of-a-kind luxury estate set on ~30 acres with sunny pastures, redwood forest, & distant bay views. Impressive colonial style home with grand entry hall, formal living & dining rooms, family room, billiards room/library, wine tasting room with wine cellar, sumptuous primary suite with loft, 3rd floor recreation room & unfinished attic space, planned as home theater, has plumbing for half bath. All bedrooms have ensuite baths, 5th bed with wet bar over att. 3 car garage, and huge laundry room (potential 2nd kitchen). Detached guest house/legal ADU with own address: 3 beds/2.5 baths, sun room, private patio. Outdoor kitchen/living area with stone fireplace, European style pond with waterfall, beach entry & deck. Fenced gardens with custom pergola, mature orchard, bocce court. Fiberglass dome observatory with telescope, floodlit all-weather sports court, 60'x36' MD Barnmaster barn (inc. car lift, houses sellers' car collection), barn door raised for RV. Level/gently sloped fenced pastures, ample space to add a riding arena. Private trails through the redwood forest. Potential equestrian use, winery, organic farm, retreat/sanctuary. New roof, 22.5W solar system, auto generators for both houses. Only 1.5miles from Hwy 17, 8 miles/10-12 mins to downtown Los Gatos

5 Beds ⋅ 6 Baths ⋅ ML82015557 MLS

One-of-a-kind luxury estate set on ~30 acres with sunny pastures, redwood forest, & distant bay views. Impressive colonial style home with grand entry hall, formal living & dining rooms, family room, billiards room/library, wine tasting room with wine cellar, sumptuous primary suite with loft, 3rd floor recreation room & unfinished attic space, planned as home theater, has plumbing for half bath. All bedrooms have ensuite baths, 5th bed with wet bar over att. 3 car garage, and huge laundry room (potential 2nd kitchen). Detached guest house/legal ADU with own address: 3 beds/2.5 baths, sun room, private patio. Outdoor kitchen/living area with stone fireplace, European style pond with waterfall, beach entry & deck. Fenced gardens with custom pergola, mature orchard, bocce court. Fiberglass dome observatory with telescope, floodlit all-weather sports court, 60'x36' MD Barnmaster barn (inc. car lift, houses sellers' car collection), barn door raised for RV. Level/gently sloped fenced pastures, ample space to add a riding arena. Private trails through the redwood forest. Potential equestrian use, winery, organic farm, retreat/sanctuary. New roof, 22.5W solar system, auto generators for both houses. Only 1.5miles from Hwy 17, 8 miles/10-12 mins to downtown Los Gatos

23020 Old Santa Cruz HWY, Los Gatos

Listed by Rebecca Smith, 408-507-7165 from Christie's International Real Estate Sereno
(If provided) CoList: Karen Izzo from Christie's International Real Estate Sereno

Sold listing courtesy of Amin Kuchaki Rafsanjani from PY2PP

$11,350,000

Experience the epitome of luxury living at Villa di Fiori, an award-winning architectural masterpiece nestled in the breathtaking vistas of Los Gatos, Silicon Valley. This extraordinary multi-generational smart home, recently remodeled in 2025, spans approximately 12,405 sq ft across 3.56 acres of meticulously designed private space. Featuring two exquisite dwellings, a brand new Tesla roof, and an infinity-edge PebbleTec pool with a Jacuzzi, this estate offers 8 sumptuous suites, 10.5 baths, and an array of entertainment options including an expansive theater lounge, game room, executive office, gym, wine cellar, and music room. With state-of-the-art smart home technology, 24-hour surveillance, and stunning panoramic sunset views, Villa di Fiori is not just a home; its a sanctuary of elegance and innovation, perfect for hosting grand gatherings or enjoying serene moments in your own private oasis. Experience the cascading waterfall and scent of fresh flowers, verandas & fountains accented by roses, Italian Cypress, a lush olive grove and pristine sculpture gardens. Minutes from the vibrant downtown Los Gatos, indulge in a lifestyle rich with art, culture, and culinary delights, all while surrounded by the beauty of Italian-inspired gardens and tranquil courtyards. Welcome home.

8 Beds ⋅ 11 Baths ⋅ ML82010691 MLS

Experience the epitome of luxury living at Villa di Fiori, an award-winning architectural masterpiece nestled in the breathtaking vistas of Los Gatos, Silicon Valley. This extraordinary multi-generational smart home, recently remodeled in 2025, spans approximately 12,405 sq ft across 3.56 acres of meticulously designed private space. Featuring two exquisite dwellings, a brand new Tesla roof, and an infinity-edge PebbleTec pool with a Jacuzzi, this estate offers 8 sumptuous suites, 10.5 baths, and an array of entertainment options including an expansive theater lounge, game room, executive office, gym, wine cellar, and music room. With state-of-the-art smart home technology, 24-hour surveillance, and stunning panoramic sunset views, Villa di Fiori is not just a home; its a sanctuary of elegance and innovation, perfect for hosting grand gatherings or enjoying serene moments in your own private oasis. Experience the cascading waterfall and scent of fresh flowers, verandas & fountains accented by roses, Italian Cypress, a lush olive grove and pristine sculpture gardens. Minutes from the vibrant downtown Los Gatos, indulge in a lifestyle rich with art, culture, and culinary delights, all while surrounded by the beauty of Italian-inspired gardens and tranquil courtyards. Welcome home.

15681 Kennedy RD, Los Gatos

Listed by Ofelia Ventura, 408-218-1405 from KW Silicon City
(If provided) CoList: from

Sold listing courtesy of Greg Simpson from KWLGE

$3,500,000

ML82010308 MLS

215 Avery LN, Los Gatos

Listed by Jefrey Henderson, 408-893-8063 from Jefrey Henderson, Broker
(If provided) CoList: from

Sold listing courtesy of Amit Urban from FJT2R

$7,450,000

Château de la Vue | Elevated above Los Gatos, boasts over 9,500 sq. ft. of living space and presides over an ultra-private 2-acre estate where panoramic 180Â° views stretch from the lights of Silicon Valley to the skyline of San Francisco. This dual-gated compound offers an unmatched blend of security, tranquility, and architectural significance just minutes from downtown Los Gatos. The main residence spans over 7,000 sq. ft. with 4 bedrooms accompanied by 5 bathrooms and an executive office. The interior balances timeless luxury with dramatic indoor-outdoor flow, creating seamless entertaining experiences across expansive terraces, views, and landscaped grounds. A separate, over 2,200 sq. ft. guest house, accessed via its own gated driveway delivers full dual-living flexibility across two levels, each with its own kitchen, accompanied by 1 bedroom and 3 bathrooms. Ideal for multigenerational living or a private retreat. Resort-style amenities include a 75-foot lap pool and spa, movie theater, gym, and oversized 3-car garage.. Modern regulations make replication of an estate of this size, above ground, virtually impossible today. Chateau De La Vue is a generational opportunity to own one of Silicon Valleys most iconic, irreplaceable estates!

5 Beds ⋅ 8 Baths ⋅ ML82008476 MLS

Château de la Vue | Elevated above Los Gatos, boasts over 9,500 sq. ft. of living space and presides over an ultra-private 2-acre estate where panoramic 180Â° views stretch from the lights of Silicon Valley to the skyline of San Francisco. This dual-gated compound offers an unmatched blend of security, tranquility, and architectural significance just minutes from downtown Los Gatos. The main residence spans over 7,000 sq. ft. with 4 bedrooms accompanied by 5 bathrooms and an executive office. The interior balances timeless luxury with dramatic indoor-outdoor flow, creating seamless entertaining experiences across expansive terraces, views, and landscaped grounds. A separate, over 2,200 sq. ft. guest house, accessed via its own gated driveway delivers full dual-living flexibility across two levels, each with its own kitchen, accompanied by 1 bedroom and 3 bathrooms. Ideal for multigenerational living or a private retreat. Resort-style amenities include a 75-foot lap pool and spa, movie theater, gym, and oversized 3-car garage.. Modern regulations make replication of an estate of this size, above ground, virtually impossible today. Chateau De La Vue is a generational opportunity to own one of Silicon Valleys most iconic, irreplaceable estates!

16541 Cypress WAY, Los Gatos

Listed by The Gummow Brothers, 408-616-9146 from Christie's International Real Estate Sereno
(If provided) CoList: Kirsten Trapani from Christie's International Real Estate Sereno

Sold listing courtesy of The Gummow Brothers from SGP