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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

$4,900,000

Exquisite East Los Gatos Retreat tucked away on a private cul-de-sac of 4 custom built homes in the Heritage Grove neighborhood, this 5-bed, 4.5-bath estate offers 4,195 SF of masterfully upgraded luxury. Note that 5th bedroom is used as an office and it does not have a closet. While the rest of Heritage Grove was completed five years earlier, this residence stands apart with unique craftsmanship and a sprawling 0.44-acre lot. The resort-style backyard features an infinite edge pool with an inground spa, fire pit, and BBQ island. Inside, the master suite is a sanctuary, boasting a private back deck screen room with a swing bed. The massive master bath includes 3 sinks, two toilets plus a bidet, a large jacuzzi tub, and a walk-in shower with attached his and hers walk-in closets. Enjoy expansive views of Silicon Valley, from Moffett Field to downtown and the East Bay hills. For outdoor enthusiasts, the Heintz Open Space Trailhead is literally steps away just walk out the front door and to the right. High-end upgrades include new stucco, a travertine porch, and fully owned solar. Located near top-tier schools like Alta Vista Elementary, Union Middle, and Leigh High, 100 Heintz offers the pinnacle of luxury. This home perfectly balances a private retreat with vibrant valley energy.

5 Beds ⋅ 5 Baths ⋅ ML82041948 MLS

Exquisite East Los Gatos Retreat tucked away on a private cul-de-sac of 4 custom built homes in the Heritage Grove neighborhood, this 5-bed, 4.5-bath estate offers 4,195 SF of masterfully upgraded luxury. Note that 5th bedroom is used as an office and it does not have a closet. While the rest of Heritage Grove was completed five years earlier, this residence stands apart with unique craftsmanship and a sprawling 0.44-acre lot. The resort-style backyard features an infinite edge pool with an inground spa, fire pit, and BBQ island. Inside, the master suite is a sanctuary, boasting a private back deck screen room with a swing bed. The massive master bath includes 3 sinks, two toilets plus a bidet, a large jacuzzi tub, and a walk-in shower with attached his and hers walk-in closets. Enjoy expansive views of Silicon Valley, from Moffett Field to downtown and the East Bay hills. For outdoor enthusiasts, the Heintz Open Space Trailhead is literally steps away just walk out the front door and to the right. High-end upgrades include new stucco, a travertine porch, and fully owned solar. Located near top-tier schools like Alta Vista Elementary, Union Middle, and Leigh High, 100 Heintz offers the pinnacle of luxury. This home perfectly balances a private retreat with vibrant valley energy.

100 Heintz CT, Los Gatos

Listed by Ismar Maslic, 408-877-6000 from Montalvo Realty
(If provided) CoList: from

Sold listing courtesy of Anita Mohite from ATFIN

$2,950,000

Three Homes, Endless Possibilities. First time on the market ever! This extraordinary Chalet-style estate offers a true Lake Tahoe feel just 10 minutes from downtown Los Gatos with award-winning Los Gatos schools. Nestled on approximately 3.85 scenic acres surrounded by majestic redwoods and breathtaking views, this custom-built 1971 estate delivers privacy, versatility, and natural beauty. The main residence features 5 bedrooms and 4 full baths with soaring vaulted ceilings, expansive windows, formal dining room with views, oversized family room with distant views of Lexington Reservoir, and a sunroom designed to capture spectacular morning sunrises. The expansive deck & swimming pool create the perfect setting for entertaining and indoor-outdoor living. A private attached casita with a giant loft offers ideal accommodations for guests or extended family. Two detached rented ADUs provide immediate income while maintaining privacy. One unit, built in the early 2000s, is 1,200 SF with a chef inspired kitchen, while the 2nd ADU is nearly 1,000 SF. This estate is not just for horses; it's built for horsepower, featuring both a 2 car garage & oversized 4-car garage with high ceilings for large vehicles. A rare Los Gatos opportunity combining luxury, income, privacy, and lifestyle.

5 Beds ⋅ 4 Baths ⋅ ML82038848 MLS

Three Homes, Endless Possibilities. First time on the market ever! This extraordinary Chalet-style estate offers a true Lake Tahoe feel just 10 minutes from downtown Los Gatos with award-winning Los Gatos schools. Nestled on approximately 3.85 scenic acres surrounded by majestic redwoods and breathtaking views, this custom-built 1971 estate delivers privacy, versatility, and natural beauty. The main residence features 5 bedrooms and 4 full baths with soaring vaulted ceilings, expansive windows, formal dining room with views, oversized family room with distant views of Lexington Reservoir, and a sunroom designed to capture spectacular morning sunrises. The expansive deck & swimming pool create the perfect setting for entertaining and indoor-outdoor living. A private attached casita with a giant loft offers ideal accommodations for guests or extended family. Two detached rented ADUs provide immediate income while maintaining privacy. One unit, built in the early 2000s, is 1,200 SF with a chef inspired kitchen, while the 2nd ADU is nearly 1,000 SF. This estate is not just for horses; it's built for horsepower, featuring both a 2 car garage & oversized 4-car garage with high ceilings for large vehicles. A rare Los Gatos opportunity combining luxury, income, privacy, and lifestyle.

20100 Black RD, Los Gatos

Listed by David Conti, 408-896-4081 from KW Bay Area Estates
(If provided) CoList: from

$3,650,000

An extraordinary opportunity to own in one of the finest downtown Los Gatos locations. Built in 1991 this home's layout supports a variety of living arrangements. The primary living features 3 bedrooms, 2.5 baths w/ 2,680+/- sf. A separate second floor quarters includes 1 bedroom, 1 bath & 973+/- sf. An additional ADU of 387+/- sf is across the garden. Enjoy as is OR combine living spaces as desired. The main house highlights a stunning great room w/ open beam ceiling, bright dining & a chef's kitchen w/ SS appliances, a walk-in pantry & center island. French doors open to the rear Ipe entertainment deck creating seamless indoor-outdoor creek side living w/ privacy, views & Bocce Ball! A spacious primary suite w/ two walk-in closets, living room, study & powder room complete the main living. Downstairs, discover 2 bedrooms, family room, office, laundry & wine cellar/storage. Brazilian Cherry floors, skylights, recessed lighting, dual pane windows, AC & fresh painted interior. The expansive 11,500+/-sf grounds offer excellent space for entertaining, everyday enjoyment & incredible potential. Legal access to Wissahickon from rear of property. Great walkability to downtown & trails too. Exceptional schools complete the package. Have it all: lifestyle, flexibility & long term value!

4 Beds ⋅ 4 Baths ⋅ ML82046832 MLS

An extraordinary opportunity to own in one of the finest downtown Los Gatos locations. Built in 1991 this home's layout supports a variety of living arrangements. The primary living features 3 bedrooms, 2.5 baths w/ 2,680+/- sf. A separate second floor quarters includes 1 bedroom, 1 bath & 973+/- sf. An additional ADU of 387+/- sf is across the garden. Enjoy as is OR combine living spaces as desired. The main house highlights a stunning great room w/ open beam ceiling, bright dining & a chef's kitchen w/ SS appliances, a walk-in pantry & center island. French doors open to the rear Ipe entertainment deck creating seamless indoor-outdoor creek side living w/ privacy, views & Bocce Ball! A spacious primary suite w/ two walk-in closets, living room, study & powder room complete the main living. Downstairs, discover 2 bedrooms, family room, office, laundry & wine cellar/storage. Brazilian Cherry floors, skylights, recessed lighting, dual pane windows, AC & fresh painted interior. The expansive 11,500+/-sf grounds offer excellent space for entertaining, everyday enjoyment & incredible potential. Legal access to Wissahickon from rear of property. Great walkability to downtown & trails too. Exceptional schools complete the package. Have it all: lifestyle, flexibility & long term value!

365 Pennsylvania AVE, Los Gatos

Listed by Shelli Baker, 408-568-9412 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Erfan Modir from NTERO

$7,800,000

A beautifully executed, move-in ready luxury residence in the highly sought-after Surrey Farms neighborhood, this custom home by architect Gary Kohlsaat blends refined design, resort-style amenities, & a premier Los Gatos setting on a thoughtfully designed half-acre. Expansive living spaces flow into an open-concept kitchen & family room, where side-by-side La Cantina doors open to the resort-style grounds. The gourmet chefs kitchen is designed for both everyday living & entertaining, featuring premium appliances, an oversized waterfall island, designer finishes, & seamless connection to the main gathering spaces. The backyard is a true retreat with pool, spa, fire pit, turf lawn, play areas, built-in trampoline, sauna, outdoor shower, & covered loggia with fireplace, skylight, TV & outdoor kitchen with Evo grill. The primary suite offers a private deck, spa-like bath, & dual walk-in closets, while a detached ~800 sq ft pool house/ADU includes a living area, optional bedroom/dance-yoga studio & full bath for flexible living or guests. Additional features: game room, dedicated office, ground-level en-suite bedroom, smart home features, mudroom, & ~973 sq ft three-car garage with epoxy floors, home gym, & built-in storage. A truly special home with coveted Los Gatos schools.

5 Beds ⋅ 5 Baths ⋅ ML82044168 MLS

A beautifully executed, move-in ready luxury residence in the highly sought-after Surrey Farms neighborhood, this custom home by architect Gary Kohlsaat blends refined design, resort-style amenities, & a premier Los Gatos setting on a thoughtfully designed half-acre. Expansive living spaces flow into an open-concept kitchen & family room, where side-by-side La Cantina doors open to the resort-style grounds. The gourmet chefs kitchen is designed for both everyday living & entertaining, featuring premium appliances, an oversized waterfall island, designer finishes, & seamless connection to the main gathering spaces. The backyard is a true retreat with pool, spa, fire pit, turf lawn, play areas, built-in trampoline, sauna, outdoor shower, & covered loggia with fireplace, skylight, TV & outdoor kitchen with Evo grill. The primary suite offers a private deck, spa-like bath, & dual walk-in closets, while a detached ~800 sq ft pool house/ADU includes a living area, optional bedroom/dance-yoga studio & full bath for flexible living or guests. Additional features: game room, dedicated office, ground-level en-suite bedroom, smart home features, mudroom, & ~973 sq ft three-car garage with epoxy floors, home gym, & built-in storage. A truly special home with coveted Los Gatos schools.

140 Twin Oaks DR, Los Gatos

Listed by Fran Papapietro, 408-623-4155 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Lisa Radding from CBR

$4,499,999

MOTIVATED SELLER. $1,500,000 PRICE IMPROVEMENT! Welcome to this newly constructed compound estate on over 10 private acres at 19534 Montevina Rd in Los Gatos. This rare hillside retreat features three separate dwellings, combining luxury living, usable land, and flexible space just minutes from downtown. The main villa offers 4 bedrooms and 3.5 bathrooms with breathtaking views of the San Jose city lights from its main living areas and outdoor spaces. Step outside to your private vineyard producing your own custom-labeled wine before arriving at an impressive Auto House built for car enthusiasts. The Auto House includes five car bays for collectors, plus an office and wet bar, creating the perfect setting for storage, display, and entertaining. Down the hill, a separate gated entry leads to a barn with 8 stalls, ideal for livestock or equestrian use. Configured as a working farm, the barn includes a laundry room and bathroom downstairs, with a fully permitted 2-bedroom, 3-bathroom living space upstairs perfect for ranch hands, rental income, guests, or returning adult children. Enjoy close proximity to the El Sereno Open Space Preserve Trail, world-renowned schools, and all the incredible restaurants and entertainment Los Gatos has to offer.

6 Beds ⋅ 7 Baths ⋅ ML82041336 MLS

MOTIVATED SELLER. $1,500,000 PRICE IMPROVEMENT! Welcome to this newly constructed compound estate on over 10 private acres at 19534 Montevina Rd in Los Gatos. This rare hillside retreat features three separate dwellings, combining luxury living, usable land, and flexible space just minutes from downtown. The main villa offers 4 bedrooms and 3.5 bathrooms with breathtaking views of the San Jose city lights from its main living areas and outdoor spaces. Step outside to your private vineyard producing your own custom-labeled wine before arriving at an impressive Auto House built for car enthusiasts. The Auto House includes five car bays for collectors, plus an office and wet bar, creating the perfect setting for storage, display, and entertaining. Down the hill, a separate gated entry leads to a barn with 8 stalls, ideal for livestock or equestrian use. Configured as a working farm, the barn includes a laundry room and bathroom downstairs, with a fully permitted 2-bedroom, 3-bathroom living space upstairs perfect for ranch hands, rental income, guests, or returning adult children. Enjoy close proximity to the El Sereno Open Space Preserve Trail, world-renowned schools, and all the incredible restaurants and entertainment Los Gatos has to offer.

19534 Montevina RD, Los Gatos

Listed by Justin Moles, 408-896-3835 from Intero Real Estate Services
(If provided) CoList: Dominic Nicoli from Intero Real Estate Services

$1,850,000

Breathtaking, unobstructed canyon & mountain views from nearly every room set the stage for this extraordinary Las Cumbras retreat. Completely rebuilt in 1995 & 2007 with permits - adding sq footage, bedrooms, living spaces & a new seismically engineered foundation - this home was architected to capture views at every turn. Soaring cathedral ceilings, a dramatic stone fireplace, hardwood floors & an open flow between living room, family room & kitchen create a space both grand & made for the way you actually live. The chef kitchen features a large center island with sink & breakfast bar, custom pecan cabinetry, granite countertops, 6-burner gas cooktop, dual wall ovens, warming oven & wine fridge. The serene primary suite includes a loft with floor-to-ceiling built-ins, glorious views, wood ceilings & walk-in closet. Main level office with full bath & closets - easily a 5th bedroom. Downstairs: 3 bedrooms, full bath & sitting area with views. Attached 2-car garage, mud room, laundry & 2nd driveway. European rolling shutters, backup generator, whole-house filtration & wildfire hardening provide peace of mind. Firewise certified community with pool, trails, sports courts & 2-gig fiber Internet. Award-winning Los Gatos schools. 25 min to downtown Los Gatos. Truly one of a kind!

4 Beds ⋅ 3 Baths ⋅ ML82045842 MLS ⋅ Las Cumbres BLDG.

Breathtaking, unobstructed canyon & mountain views from nearly every room set the stage for this extraordinary Las Cumbras retreat. Completely rebuilt in 1995 & 2007 with permits - adding sq footage, bedrooms, living spaces & a new seismically engineered foundation - this home was architected to capture views at every turn. Soaring cathedral ceilings, a dramatic stone fireplace, hardwood floors & an open flow between living room, family room & kitchen create a space both grand & made for the way you actually live. The chef kitchen features a large center island with sink & breakfast bar, custom pecan cabinetry, granite countertops, 6-burner gas cooktop, dual wall ovens, warming oven & wine fridge. The serene primary suite includes a loft with floor-to-ceiling built-ins, glorious views, wood ceilings & walk-in closet. Main level office with full bath & closets - easily a 5th bedroom. Downstairs: 3 bedrooms, full bath & sitting area with views. Attached 2-car garage, mud room, laundry & 2nd driveway. European rolling shutters, backup generator, whole-house filtration & wildfire hardening provide peace of mind. Firewise certified community with pool, trails, sports courts & 2-gig fiber Internet. Award-winning Los Gatos schools. 25 min to downtown Los Gatos. Truly one of a kind!

18836 Favre Ridge RD, Los Gatos

Listed by Janet Souza, 408-805-3349 from Christie's International Real Estate Sereno
(If provided) CoList: from

$6,250,000

Walk to Downtown Los Gatos from this beautifully remodeled home in the premier Glen Ridge neighborhood. Extensively updated since ownership, the residence pairs classic curb appeal with a thoughtfully reimagined interior and modern systems. A lush front setting with blooming roses and a mature oak canopy creates a warm first impression. Inside, wide-plank engineered hardwood floors, vaulted ceilings, and abundant natural light define the living spaces. The living room sits just off the entry with fireplace and picture windows with plantation shutters. The kitchen is designed for everyday living and entertaining, fully updated with top of the line appliances, custom cabinetry, and under-cabinet lighting. Dining and family room areas open to the patio through French doors, enhancing indoor-outdoor flow. The main level includes 3 guest beds, 2 full baths and laundry closet. The expansive primary suite occupies the upper level with vaulted wood-plank ceilings, private balcony, soaking tub, tile shower, skylights, multiple closets, and laundry. A lower-level bonus room adds flexibility. The backyard enjoys a tile patio with built-in BBQ, mature oak and ample land to enjoy. Paved driveway lined with greenery leads to the detached 2-car garage with epoxy flooring. This home has it all!

4 Beds ⋅ 3 Baths ⋅ ML82045746 MLS

Walk to Downtown Los Gatos from this beautifully remodeled home in the premier Glen Ridge neighborhood. Extensively updated since ownership, the residence pairs classic curb appeal with a thoughtfully reimagined interior and modern systems. A lush front setting with blooming roses and a mature oak canopy creates a warm first impression. Inside, wide-plank engineered hardwood floors, vaulted ceilings, and abundant natural light define the living spaces. The living room sits just off the entry with fireplace and picture windows with plantation shutters. The kitchen is designed for everyday living and entertaining, fully updated with top of the line appliances, custom cabinetry, and under-cabinet lighting. Dining and family room areas open to the patio through French doors, enhancing indoor-outdoor flow. The main level includes 3 guest beds, 2 full baths and laundry closet. The expansive primary suite occupies the upper level with vaulted wood-plank ceilings, private balcony, soaking tub, tile shower, skylights, multiple closets, and laundry. A lower-level bonus room adds flexibility. The backyard enjoys a tile patio with built-in BBQ, mature oak and ample land to enjoy. Paved driveway lined with greenery leads to the detached 2-car garage with epoxy flooring. This home has it all!

227 Alexander AVE, Los Gatos

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

Sold listing courtesy of Greg Simpson from KWLGE

$5,500,000

Listing & Sale added For Comp purposes.

4 Beds ⋅ 4 Baths ⋅ ML82045580 MLS

Listing & Sale added For Comp purposes.

16250 Brooke Acres DR, Los Gatos

Listed by Shawn Ansari, 408-529-4574 from Compass
(If provided) CoList: from

Sold listing courtesy of Nevis and Ardizzone from COMPS

$5,030,000

Spectacular, panoramic views distinguish this exceptional residence at 108 Harwood Court, Los Gatos. Encompassing approximately 4,471 square feet and situated on 1.2 acres, the home offers 5 bedrooms and 3.5 bathrooms, thoughtfully designed to accommodate both formal entertaining and comfortable daily living. The well-appointed kitchen is equipped with a chefs gas cooktop, granite countertops, and a generous pantry. Newly refinished hardwood floors and an elegant crystal chandelier enhance the grand foyer, defined by dramatic dual staircases. 2 bedrooms are located on the main level and share a full bathroom, well-suited for guests or multigenerational living. A dedicated executive office provides additional flexibility. High ceilings, abundant natural light, and 3 fireplaces add architectural interest throughout. A spacious deck offers an ideal setting for outdoor entertaining while capturing the breathtaking views. Additional features include a formal dining room, a separate family room, powder room, and a spacious utility room with washer and dryer. The property includes a 4-car garage, carport, and offers convenient access to nearby hiking trails and a short drive to downtown Los Gatos.

5 Beds ⋅ 4 Baths ⋅ ML82044854 MLS

Spectacular, panoramic views distinguish this exceptional residence at 108 Harwood Court, Los Gatos. Encompassing approximately 4,471 square feet and situated on 1.2 acres, the home offers 5 bedrooms and 3.5 bathrooms, thoughtfully designed to accommodate both formal entertaining and comfortable daily living. The well-appointed kitchen is equipped with a chefs gas cooktop, granite countertops, and a generous pantry. Newly refinished hardwood floors and an elegant crystal chandelier enhance the grand foyer, defined by dramatic dual staircases. 2 bedrooms are located on the main level and share a full bathroom, well-suited for guests or multigenerational living. A dedicated executive office provides additional flexibility. High ceilings, abundant natural light, and 3 fireplaces add architectural interest throughout. A spacious deck offers an ideal setting for outdoor entertaining while capturing the breathtaking views. Additional features include a formal dining room, a separate family room, powder room, and a spacious utility room with washer and dryer. The property includes a 4-car garage, carport, and offers convenient access to nearby hiking trails and a short drive to downtown Los Gatos.

108 Harwood CT, Los Gatos

Listed by Kiersten Ligeti, 650-766-8319 from The Agency
(If provided) CoList: Patricia Karoubi from The Agency

Sold listing courtesy of Aladdin Kanawati from APR

$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

$5,700,000

Tucked into one of Los Gatos most sought-after, country-style lanes, 16255 Short Road offers a rare blend of privacy, scale, and natural beauty on 0.56+/- acre with picturesque hillside views. Designed by renowned architect Chris Spaulding and built by Dave Flick, this beautifully maintained residence showcases timeless craftsmanship and thoughtful design. Featuring 4 bedrooms plus a main-level office (optional 5th bedroom), the home offers a versatile and functional floor plan ideal for both everyday living and entertaining. Expansive windows, soaring ceilings, and multiple fireplaces fill the home with natural light and warmth. The dramatic family room opens seamlessly to a chefs kitchen with premium appliances, center island, and walk-in pantry. Outdoor living is exceptional, with a pool, spa, expansive patios, and lush grounds oriented to capture stunning sunset views. A separate outdoor office/studio provides added flexibility. Additional highlights include a newer roof and beautifully landscaped grounds. Located just minutes from downtown Los Gatos with boutique shopping, dining, and top-rated Los Gatos schools.

4 Beds ⋅ 4 Baths ⋅ ML82043859 MLS

Tucked into one of Los Gatos most sought-after, country-style lanes, 16255 Short Road offers a rare blend of privacy, scale, and natural beauty on 0.56+/- acre with picturesque hillside views. Designed by renowned architect Chris Spaulding and built by Dave Flick, this beautifully maintained residence showcases timeless craftsmanship and thoughtful design. Featuring 4 bedrooms plus a main-level office (optional 5th bedroom), the home offers a versatile and functional floor plan ideal for both everyday living and entertaining. Expansive windows, soaring ceilings, and multiple fireplaces fill the home with natural light and warmth. The dramatic family room opens seamlessly to a chefs kitchen with premium appliances, center island, and walk-in pantry. Outdoor living is exceptional, with a pool, spa, expansive patios, and lush grounds oriented to capture stunning sunset views. A separate outdoor office/studio provides added flexibility. Additional highlights include a newer roof and beautifully landscaped grounds. Located just minutes from downtown Los Gatos with boutique shopping, dining, and top-rated Los Gatos schools.

16255 Short RD, Los Gatos

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

Sold listing courtesy of Nevis and Ardizzone from COMPS

$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

$6,750,000

Iconic Craftsman property sits proudly in one of the most desirable locations in dwntwn Los Gatos! Just short stroll to the hustle & bustle of Los Gatos' dining & shopping district & nearby hiking & biking trails, the calm peaceful ambience of this pristine setting will not disappoint. One of LG''s most treasured historic residences, a white picket fence frames the front facade w/ trailing white roses intertwined among pickets. Meandering brick path extends to large wrap-a-round porch entry. Expansive living spaces w/ large picture windows & French doors showcase boxed beam ceilings, lovely casework & hdwd floors, period details w/ updated systems. Kitchen-prof grade appliances including Subzero refrig, gas range, 2 ovens, warming drawer & sep bar sink, butlers pantry. 6 bdrms, including 3 en-suite. Upstairs suite enjoys beautiful hillside views, large bath w/ soaking tub & generous shower. Dedicated laundry on ea floor. Gardens to relax & enjoy, boxwood hedges frame fragrant lavender. Blooming hydrangea & sculptural maple trees flank walking paths & lawn. Water cascades at fountain next to covered arbor, a delightful spot to dine & relax. Raised irrigated planters & workshop. Detached oversized 2 car garage & extra parking provided at rear of property. Top Los Gatos schools!

6 Beds ⋅ 4 Baths ⋅ ML82042289 MLS

Iconic Craftsman property sits proudly in one of the most desirable locations in dwntwn Los Gatos! Just short stroll to the hustle & bustle of Los Gatos' dining & shopping district & nearby hiking & biking trails, the calm peaceful ambience of this pristine setting will not disappoint. One of LG''s most treasured historic residences, a white picket fence frames the front facade w/ trailing white roses intertwined among pickets. Meandering brick path extends to large wrap-a-round porch entry. Expansive living spaces w/ large picture windows & French doors showcase boxed beam ceilings, lovely casework & hdwd floors, period details w/ updated systems. Kitchen-prof grade appliances including Subzero refrig, gas range, 2 ovens, warming drawer & sep bar sink, butlers pantry. 6 bdrms, including 3 en-suite. Upstairs suite enjoys beautiful hillside views, large bath w/ soaking tub & generous shower. Dedicated laundry on ea floor. Gardens to relax & enjoy, boxwood hedges frame fragrant lavender. Blooming hydrangea & sculptural maple trees flank walking paths & lawn. Water cascades at fountain next to covered arbor, a delightful spot to dine & relax. Raised irrigated planters & workshop. Detached oversized 2 car garage & extra parking provided at rear of property. Top Los Gatos schools!

115 Glenridge AVE, Los Gatos

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

Sold listing courtesy of Ducky Grabill from SGP

$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

$2,480,000

Fully remodeled and expanded in early 2000s with modern systems and design, set on nearly 8 private acres just minutes from downtown Los Gatos, this rare multi-structure estate offers an exceptional combination of scale, flexibility, privacy, and long-term value. The property includes a 4,427+/- SF main residence plus a separate ground-floor studio with attached bath not included in the reported square footage, creating additional flexibility for guest quarters, office, gym, media room, or creative space. A detached studio/flex building and separate cottage further expand the possibilities for multigenerational living, retreat use, or future income potential. Surrounded by mature redwoods and natural beauty, the home features soaring ceilings, exposed Douglas fir beams, hardwood floors, expansive windows, and multiple indoor-outdoor living spaces designed to embrace the setting. The land itself is a defining feature with usable areas, meandering paths and gardens, peaceful clearings, and exceptional privacy while remaining approximately 10 minutes to downtown Los Gatos and moments to Hwy 17. Served by sought-after Los Gatos High and Loma Prieta schools. A compelling opportunity for buyers seeking space, versatility, and lifestyle in one of the regions most desirable settings.

5 Beds ⋅ 5 Baths ⋅ ML82042183 MLS

Fully remodeled and expanded in early 2000s with modern systems and design, set on nearly 8 private acres just minutes from downtown Los Gatos, this rare multi-structure estate offers an exceptional combination of scale, flexibility, privacy, and long-term value. The property includes a 4,427+/- SF main residence plus a separate ground-floor studio with attached bath not included in the reported square footage, creating additional flexibility for guest quarters, office, gym, media room, or creative space. A detached studio/flex building and separate cottage further expand the possibilities for multigenerational living, retreat use, or future income potential. Surrounded by mature redwoods and natural beauty, the home features soaring ceilings, exposed Douglas fir beams, hardwood floors, expansive windows, and multiple indoor-outdoor living spaces designed to embrace the setting. The land itself is a defining feature with usable areas, meandering paths and gardens, peaceful clearings, and exceptional privacy while remaining approximately 10 minutes to downtown Los Gatos and moments to Hwy 17. Served by sought-after Los Gatos High and Loma Prieta schools. A compelling opportunity for buyers seeking space, versatility, and lifestyle in one of the regions most desirable settings.

23185 Old Santa Cruz HWY, Los Gatos

Listed by Michael Riese, 408-781-7692 from Coldwell Banker Realty
(If provided) CoList: Collette D'amico from Coldwell Banker Realty

Sold listing courtesy of Robert Beneshan from EXPCA

$5,200,000

Luxurious private executive estate, which sits atop a premiere ridge-top parcel and offers spellbinding panoramic Silicon Valley views. Immaculate attention to detail evident in all facets of this home; the yard, landscaping, and supporting systems are exquisite. Elegant traditional home featuring spacious formal living room and dining room, an executive office, a large ground-floor en suite, a grand entry and staircase, a huge chef's kitchen with top-rated appliances, butler's pantry/pantry. massive three-car garage, idyllic outdoor entertaining areas, ample flat lawn space for a pool or additional square footage, observation deck for delightful sunrises & coffee time, a huge sunlit raised garden, significant solar panel system with Tesla Powerwall backups. Home is supported by first-rate Los Gatos public schools. Only moments from town, Lunardi's, Peet's, Blossom Hill Elementary, and Highway 17/85 access, while offering the serenity of a mountaintop escape. Set among world-class hiking trails and neighboring estate properties, this hillside neighborhood embodies exceptional prestige, refined luxury, and elegance. Lovingly and meticulously maintained by original owner, this distinguished, well-appointed home is ready for next chapter for the fortunate new owner. Welcome home!

4 Beds ⋅ 4 Baths ⋅ ML82039123 MLS

Luxurious private executive estate, which sits atop a premiere ridge-top parcel and offers spellbinding panoramic Silicon Valley views. Immaculate attention to detail evident in all facets of this home; the yard, landscaping, and supporting systems are exquisite. Elegant traditional home featuring spacious formal living room and dining room, an executive office, a large ground-floor en suite, a grand entry and staircase, a huge chef's kitchen with top-rated appliances, butler's pantry/pantry. massive three-car garage, idyllic outdoor entertaining areas, ample flat lawn space for a pool or additional square footage, observation deck for delightful sunrises & coffee time, a huge sunlit raised garden, significant solar panel system with Tesla Powerwall backups. Home is supported by first-rate Los Gatos public schools. Only moments from town, Lunardi's, Peet's, Blossom Hill Elementary, and Highway 17/85 access, while offering the serenity of a mountaintop escape. Set among world-class hiking trails and neighboring estate properties, this hillside neighborhood embodies exceptional prestige, refined luxury, and elegance. Lovingly and meticulously maintained by original owner, this distinguished, well-appointed home is ready for next chapter for the fortunate new owner. Welcome home!

130 Sierra Azule, Los Gatos

Listed by Drew Reid, 408-515-1362 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Tracy Webb from CBR

$2,650,000

Tucked away in the scenic hills of Los Gatos, this exceptional 3,000 sqft estate sits on 3.864 acres of usable land, PLUS an 800 sqft ADU with its own separate address, offering privacy, versatility, and natural beauty just minutes from town. The main residence features soaring ceilings, expansive windows, and a light-filled floor plan anchored by an updated kitchen with quartz countertops, refinished cabinetry, and stainless steel appliances. The primary suite offers direct outdoor access and a spa-like bath, while additional bedrooms and a home office provide flexible living. A fully equipped 2 bed/2 bath ADU with full kitchen is ideal for guests, extended family, or income. Outdoor amenities include pool/spa, gardens, fruit trees, and expansive decking. Equestrian features include barn with four run-in stalls, arena, and pastures. Additional highlights: Tesla chargers, automatic generator, water systems, and more. A rare blend of space, privacy, and lifestyle, this property offers endless possibilities - from equestrian use to multi-generational living or a private retreat. Enjoy the serenity of nature without sacrificing convenience, just minutes from town, top-rated schools, and major commute routes. An exceptional opportunity to own a truly unique Los Gatos estate.

6 Beds ⋅ 5 Baths ⋅ ML82040575 MLS

Tucked away in the scenic hills of Los Gatos, this exceptional 3,000 sqft estate sits on 3.864 acres of usable land, PLUS an 800 sqft ADU with its own separate address, offering privacy, versatility, and natural beauty just minutes from town. The main residence features soaring ceilings, expansive windows, and a light-filled floor plan anchored by an updated kitchen with quartz countertops, refinished cabinetry, and stainless steel appliances. The primary suite offers direct outdoor access and a spa-like bath, while additional bedrooms and a home office provide flexible living. A fully equipped 2 bed/2 bath ADU with full kitchen is ideal for guests, extended family, or income. Outdoor amenities include pool/spa, gardens, fruit trees, and expansive decking. Equestrian features include barn with four run-in stalls, arena, and pastures. Additional highlights: Tesla chargers, automatic generator, water systems, and more. A rare blend of space, privacy, and lifestyle, this property offers endless possibilities - from equestrian use to multi-generational living or a private retreat. Enjoy the serenity of nature without sacrificing convenience, just minutes from town, top-rated schools, and major commute routes. An exceptional opportunity to own a truly unique Los Gatos estate.

22108 Call Of The Wild RD, Los Gatos

Listed by Andy Tse, 408-807-8808 from Intero Real Estate Services
(If provided) CoList: Olesia Woodward from Intero Real Estate Services

Sold listing courtesy of Nick Gummow from SGP

$2,250,000

Spectacular sunsets and ocean views! Uninterrupted long range vistas over mountains and ridges, to the beaches of the Monterey Bay. Peaceful setting on a cul-de-sac, only minutes from local amenities including the Summit store, schools, churches, wineries. Enjoy hiking trails in the redwood forest, a short stroll down the quiet country lane. The 2-story home comprises a formal living room & separate family room, both with woodburning stoves, formal dining room & bright open kitchen with granite counter tops and stainless appliances, sunny breakfast dining area opens to view deck. 5 bedrooms including 3 primary suites, one on ground floor - ideal for au pair/in-law quarters. 4 full baths & 1/2 bath. Approx. an acre of sunny, usable land offering ample space for entertaining, featuring expansive back deck and patio with pool & spa, raised gardens, huge almost-level front yard and low maintenance landscaping, 3 car garage. Recent upgrades include owned (paid for) solar, auto whole house generator, refinished pool with pebbletec surface, new pool equipment, artificial turf, chicken coop & mini barn (for goats & mini ponies), new hardwood flooring in family room & 1st floor bed, new gutters, EV2 charger. Only 20-25 mins to Los Gatos or Soquel. Excellent shared well, Comcast Internet!

5 Beds ⋅ 5 Baths ⋅ ML82040368 MLS

Spectacular sunsets and ocean views! Uninterrupted long range vistas over mountains and ridges, to the beaches of the Monterey Bay. Peaceful setting on a cul-de-sac, only minutes from local amenities including the Summit store, schools, churches, wineries. Enjoy hiking trails in the redwood forest, a short stroll down the quiet country lane. The 2-story home comprises a formal living room & separate family room, both with woodburning stoves, formal dining room & bright open kitchen with granite counter tops and stainless appliances, sunny breakfast dining area opens to view deck. 5 bedrooms including 3 primary suites, one on ground floor - ideal for au pair/in-law quarters. 4 full baths & 1/2 bath. Approx. an acre of sunny, usable land offering ample space for entertaining, featuring expansive back deck and patio with pool & spa, raised gardens, huge almost-level front yard and low maintenance landscaping, 3 car garage. Recent upgrades include owned (paid for) solar, auto whole house generator, refinished pool with pebbletec surface, new pool equipment, artificial turf, chicken coop & mini barn (for goats & mini ponies), new hardwood flooring in family room & 1st floor bed, new gutters, EV2 charger. Only 20-25 mins to Los Gatos or Soquel. Excellent shared well, Comcast Internet!

26756 Adams RD, 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

$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

$7,600,000

Transaction entered for comparable purposes.

3 Beds ⋅ 5 Baths ⋅ ML82039862 MLS

Transaction entered for comparable purposes.

85 Reservoir RD, Los Gatos

Listed by David Welton, 408-234-1826 from Compass
(If provided) CoList: from

Sold listing courtesy of David Welton from COMPS

$1,725,000

Simply stunning modern contemporary home with breathtaking views. Located in the desirable Indian Rock Ranch community of the Los Gatos Mountains, this home offers the perfect blend of striking architecture and accessibility, just a short drive to Silicon Valley, the Peninsula, and downtown Saratoga. The great room showcases wraparound windows that capture the expansive views, creating a light-filled space ideal for both everyday living and entertaining. The gourmet kitchen allows you to cook and entertain while enjoying the scenery. The main level features a luxurious primary retreat where you wake up to stunning views, along with two large bedrooms, a beautifully updated bathroom, and a laundry room. The lower level includes a spacious family room that can serve as a fourth bedroom, a recently updated full bathroom, and a storage room with potential for a fifth bedroom. Ideal for outdoor enthusiasts with easy access to Skyline-to-the-Sea Trail, Castle Rock State Park, and Big Basin Redwoods. Served by top-rated schools.

4 Beds ⋅ 3 Baths ⋅ ML82034367 MLS ⋅ Indian Rock Ranch BLDG.

Simply stunning modern contemporary home with breathtaking views. Located in the desirable Indian Rock Ranch community of the Los Gatos Mountains, this home offers the perfect blend of striking architecture and accessibility, just a short drive to Silicon Valley, the Peninsula, and downtown Saratoga. The great room showcases wraparound windows that capture the expansive views, creating a light-filled space ideal for both everyday living and entertaining. The gourmet kitchen allows you to cook and entertain while enjoying the scenery. The main level features a luxurious primary retreat where you wake up to stunning views, along with two large bedrooms, a beautifully updated bathroom, and a laundry room. The lower level includes a spacious family room that can serve as a fourth bedroom, a recently updated full bathroom, and a storage room with potential for a fifth bedroom. Ideal for outdoor enthusiasts with easy access to Skyline-to-the-Sea Trail, Castle Rock State Park, and Big Basin Redwoods. Served by top-rated schools.

12336 Indian Rock WAY, Los Gatos

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

Sold listing courtesy of Tony Nicoletti from REEX

$4,750,000

First time offered following a total transformation, this profound California Modernist statement occupies a rare knoll-top pinnacle. With 270-degree views impossible to replicate, the estate sits at a quiet terminus with no drive-by traffic. The structural soul is a hexagonal pavilion utilizing a "spoke-and-hub" plan. A soaring, timber-clad pyramidal ceiling with a hexagonal oculus transforms the Great Room into a sundial, while free-form lighting counterbalances the post-and-beam drama The kitchen is a high-performance pivot point for family and hosting. Large-format glass sliders create seamless connectivity to the pool deck. Outfitted with all-new professional appliances and waterfall quartz counters, the space is grounded in Italian porcelain tile. The single-story layout allows outdoor access from almost every room. Wraparound terraces capture vistas from the SF skyline to the Santa Cruz mountains. Due to the topography, the home and rear grounds remain entirely invisible to neighbors and the street. Unified by American Cherry flooring, the interior features floating vanities, a paneled library with a period bar, and a dining room with custom built-ins. The estate includes a detached yoga studio, solar-integrated roofline, and comprehensive landscape lighting.

4 Beds ⋅ 7 Baths ⋅ ML82038775 MLS

First time offered following a total transformation, this profound California Modernist statement occupies a rare knoll-top pinnacle. With 270-degree views impossible to replicate, the estate sits at a quiet terminus with no drive-by traffic. The structural soul is a hexagonal pavilion utilizing a "spoke-and-hub" plan. A soaring, timber-clad pyramidal ceiling with a hexagonal oculus transforms the Great Room into a sundial, while free-form lighting counterbalances the post-and-beam drama The kitchen is a high-performance pivot point for family and hosting. Large-format glass sliders create seamless connectivity to the pool deck. Outfitted with all-new professional appliances and waterfall quartz counters, the space is grounded in Italian porcelain tile. The single-story layout allows outdoor access from almost every room. Wraparound terraces capture vistas from the SF skyline to the Santa Cruz mountains. Due to the topography, the home and rear grounds remain entirely invisible to neighbors and the street. Unified by American Cherry flooring, the interior features floating vanities, a paneled library with a period bar, and a dining room with custom built-ins. The estate includes a detached yoga studio, solar-integrated roofline, and comprehensive landscape lighting.

135 Hill Top DR, Los Gatos

Listed by Art Sharif, 650-804-4770 from Sotheby's Intl Rlty
(If provided) CoList: from

Sold listing courtesy of Marie Hoffman from S0073

$3,800,000

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

5 Beds ⋅ 4 Baths ⋅ ML82038994 MLS

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

727 Bicknell RD, Los Gatos

Listed by Jordan Mott, 408-966-0846 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Angie Wolff from NTERO

$2,699,000

An extraordinary architectural estate set on 86 +/- acres in the Santa Cruz Mountains, just minutes from downtown Los Gatos. Designed to capture sweeping panoramic views of Monterey Bay, the home features soaring ceilings, expansive walls of glass, and refined sight-lines that seamlessly integrate the indoors with the surrounding landscape. Rich hardwood floors and curated finishes define the interiors, offering five spacious bedrooms, three full baths, and two half baths. The primary suite is a private retreat with a fireplace, spa-caliber bath, and a generous walk-in closet. Built with exceptional craftsmanship and uncompromising attention to detail, this meticulously maintained home reflects enduring quality throughout. The grounds offer sculpted landscapes, rose gardens, open meadows, and private trails, complete with recreational amenities, creating a rare balance of luxury, scale, and mountain serenity. Served by award-winning Los Gatos Schools.

5 Beds ⋅ 5 Baths ⋅ ML82035938 MLS

An extraordinary architectural estate set on 86 +/- acres in the Santa Cruz Mountains, just minutes from downtown Los Gatos. Designed to capture sweeping panoramic views of Monterey Bay, the home features soaring ceilings, expansive walls of glass, and refined sight-lines that seamlessly integrate the indoors with the surrounding landscape. Rich hardwood floors and curated finishes define the interiors, offering five spacious bedrooms, three full baths, and two half baths. The primary suite is a private retreat with a fireplace, spa-caliber bath, and a generous walk-in closet. Built with exceptional craftsmanship and uncompromising attention to detail, this meticulously maintained home reflects enduring quality throughout. The grounds offer sculpted landscapes, rose gardens, open meadows, and private trails, complete with recreational amenities, creating a rare balance of luxury, scale, and mountain serenity. Served by award-winning Los Gatos Schools.

19975 Skyline BLVD, Los Gatos

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

$2,800,000

Let's just get this out of the way, the view here is ridiculous. The kind that interrupts conversations. Someones halfway through a sentence, glances out the window & suddenly the whole room goes quiet for a second. Some days it's crystal clear across the valley. Other days clouds drift through the mountains. At night, the lights below start to sparkle. The main living spaces were clearly designed around it. The kitchen & family room sit in the center of the home & naturally become the gathering spot. Someone's cooking, someone's leaning on the counter, & before long everyone has drifted toward the windows again. Outside, two large connected decks make entertaining easy & the hot tub tends to become the evening destination once the valley lights come on. A garden path leads to a small vineyard, giving the property its own little slice of Napa, but with a spectacular view of Monterey Bay. The primary suite is grand & positioned perfectly toward the valley & ocean beyond, complete with a see-through fireplace & a copper soaking tub that tends to turn five minutes into an hour. There's also an office with the same outlook, which means you'll never need a generic Zoom background again. Space, privacy, fresh air & a setting that somehow manages to steal the show every single time.

5 Beds ⋅ 4 Baths ⋅ ML82038415 MLS

Let's just get this out of the way, the view here is ridiculous. The kind that interrupts conversations. Someones halfway through a sentence, glances out the window & suddenly the whole room goes quiet for a second. Some days it's crystal clear across the valley. Other days clouds drift through the mountains. At night, the lights below start to sparkle. The main living spaces were clearly designed around it. The kitchen & family room sit in the center of the home & naturally become the gathering spot. Someone's cooking, someone's leaning on the counter, & before long everyone has drifted toward the windows again. Outside, two large connected decks make entertaining easy & the hot tub tends to become the evening destination once the valley lights come on. A garden path leads to a small vineyard, giving the property its own little slice of Napa, but with a spectacular view of Monterey Bay. The primary suite is grand & positioned perfectly toward the valley & ocean beyond, complete with a see-through fireplace & a copper soaking tub that tends to turn five minutes into an hour. There's also an office with the same outlook, which means you'll never need a generic Zoom background again. Space, privacy, fresh air & a setting that somehow manages to steal the show every single time.

25220 Quail Ridge RD, Los Gatos

Listed by Strock Team, 831-688-9800 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of Mark Micheletti from EXPCA

$4,600,000

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

5 Beds ⋅ 5 Baths ⋅ ML82037364 MLS

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

86 Central AVE, Los Gatos

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 Meena Jandir from RDFIN