SiliconValleyRealEstateTeam.com Search Results

$2,895,750

Experience elevated living in this beautifully appointed 4 bedroom, 3.5 bath residence offering 2,868 square feet of thoughtfully designed living space on an expansive 10,400 square foot lot in one of Los Gatos most sought-after locations. Perfectly blending comfort, style, and convenience, this home features a spacious and versatile layout with both formal living and family rooms, a cozy fireplace for warm, inviting evenings, and a dedicated dining room ideal for entertaining. The well appointed kitchen offers abundant cabinetry, a double oven, and generous prep space, making it a true centerpiece of the home. Upstairs, the luxurious primary suite serves as a private retreat with a large en suite bath, dual vanities, and a walk-in closet. Additional highlights include recessed lighting, beautiful built in shelving, an inside laundry room, and a 2 car garage. Step outside to a stunning balcony where you can unwind and take in scenic views, all just moments from the vibrant charm of downtown Los Gatos, boutique shopping, dining, the renowned Testarossa Winery and the Los Gatos Creek Trail connecting neighborhoods to nature. This is the perfect blend of lifestyle, location, and timeless appeal.

4 Beds ⋅ 4 Baths ⋅ ML82045128 MLS

Experience elevated living in this beautifully appointed 4 bedroom, 3.5 bath residence offering 2,868 square feet of thoughtfully designed living space on an expansive 10,400 square foot lot in one of Los Gatos most sought-after locations. Perfectly blending comfort, style, and convenience, this home features a spacious and versatile layout with both formal living and family rooms, a cozy fireplace for warm, inviting evenings, and a dedicated dining room ideal for entertaining. The well appointed kitchen offers abundant cabinetry, a double oven, and generous prep space, making it a true centerpiece of the home. Upstairs, the luxurious primary suite serves as a private retreat with a large en suite bath, dual vanities, and a walk-in closet. Additional highlights include recessed lighting, beautiful built in shelving, an inside laundry room, and a 2 car garage. Step outside to a stunning balcony where you can unwind and take in scenic views, all just moments from the vibrant charm of downtown Los Gatos, boutique shopping, dining, the renowned Testarossa Winery and the Los Gatos Creek Trail connecting neighborhoods to nature. This is the perfect blend of lifestyle, location, and timeless appeal.

87 College AVE, Los Gatos

$3,175,000

Authentic adobe hacienda in heart of dwntwn Los Gatos! Timeless craftsmanship-warm & inviting. Classic clay tile roof, textured adobe construction, rich architectural details-essence of traditional Spanish/Mexican design offering comfort & functionality thru-out! Front Hacienda courtyard w/ built-in BBQ, terracotta tile patio. Living room enjoys a lg picture window & seating centered around wood burning fireplace. Kitchen combines rustic charm w/ modern convenience, featuring polished marble countertops, travertine backsplash, farmhouse sink, hammered metal hood above Wolf cooktop. Dining room w/ French sliding doors to rear yd. Brazilian cherry hdwd flrs thru hall to beds & baths. Primary suite-peaceful retreat w/ gas log fireplace & French doors to private patio. Spacious walk-in closet for ample wardrobe storage. Bath includes soaking tub, separate shower, hammered copper vanity sinks compliment relaxed design. Wine room w/ terracotta wine holders & glass front cabinets. Laundry rm & spacious office offers ample storage & built-in work-station. Backyard continues homes relaxed, private feel. Brick patio, sweeping lawn surrounded by lush garden, raised beds, hot tub & tall hedges for privacy. Stroll to top LG Schools K-12!, dwntwn LG shops & dining, easy commute access!

3 Beds ⋅ 2 Baths ⋅ ML82044882 MLS

Authentic adobe hacienda in heart of dwntwn Los Gatos! Timeless craftsmanship-warm & inviting. Classic clay tile roof, textured adobe construction, rich architectural details-essence of traditional Spanish/Mexican design offering comfort & functionality thru-out! Front Hacienda courtyard w/ built-in BBQ, terracotta tile patio. Living room enjoys a lg picture window & seating centered around wood burning fireplace. Kitchen combines rustic charm w/ modern convenience, featuring polished marble countertops, travertine backsplash, farmhouse sink, hammered metal hood above Wolf cooktop. Dining room w/ French sliding doors to rear yd. Brazilian cherry hdwd flrs thru hall to beds & baths. Primary suite-peaceful retreat w/ gas log fireplace & French doors to private patio. Spacious walk-in closet for ample wardrobe storage. Bath includes soaking tub, separate shower, hammered copper vanity sinks compliment relaxed design. Wine room w/ terracotta wine holders & glass front cabinets. Laundry rm & spacious office offers ample storage & built-in work-station. Backyard continues homes relaxed, private feel. Brick patio, sweeping lawn surrounded by lush garden, raised beds, hot tub & tall hedges for privacy. Stroll to top LG Schools K-12!, dwntwn LG shops & dining, easy commute access!

237 Harding AVE, Los Gatos

$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

$2,812,000

Fabulous and immaculate home in desired Montalvo Oaks development. Built just 5 years ago with modern high-end fixtures and finishes. Premium gourmet kitchen with award winning Hestan appliances including 48" 5-burner gas range + griddle, u-line beverage center, Orinda style white cabinets, waterfall quartz counter-top, & pantry. The open concept floorplan is perfect for luxury living. Spacious primary suite has a large spa like bathroom with soaking tub, separate commode room and an oversized walk-in closet. Two additional bedrooms upstairs are both en-suites with walk-in closet. Versatile ground level bedroom is perfect for guests or as an office. Nice private paver patio for dining or entertaining. Additional features include a spacious upstairs laundry room with wash sink, custom electric window shades and nice built-in cabinetry throughout. Energy efficient upgrades include owned solar, tankless water heater and an EV charger. Ideally located almost halfway between downtown Los Gatos and Saratoga Village. Sought after Saratoga schools.

4 Beds ⋅ 4 Baths ⋅ ML82043910 MLS

Fabulous and immaculate home in desired Montalvo Oaks development. Built just 5 years ago with modern high-end fixtures and finishes. Premium gourmet kitchen with award winning Hestan appliances including 48" 5-burner gas range + griddle, u-line beverage center, Orinda style white cabinets, waterfall quartz counter-top, & pantry. The open concept floorplan is perfect for luxury living. Spacious primary suite has a large spa like bathroom with soaking tub, separate commode room and an oversized walk-in closet. Two additional bedrooms upstairs are both en-suites with walk-in closet. Versatile ground level bedroom is perfect for guests or as an office. Nice private paver patio for dining or entertaining. Additional features include a spacious upstairs laundry room with wash sink, custom electric window shades and nice built-in cabinetry throughout. Energy efficient upgrades include owned solar, tankless water heater and an EV charger. Ideally located almost halfway between downtown Los Gatos and Saratoga Village. Sought after Saratoga schools.

18867 Montalvo Oaks CIR, Monte Sereno

$9,850,000

This newly constructed estate is a testament to masterful craftsmanship and contemporary design. Unique architectural elements and bespoke finishes create light-filled spaces with seamless indoor-outdoor flow. Offering 5566± SF on a 1-acre+ lot, the home is tucked behind a shared private gate for ultimate seclusion. The residence features 5 en-suite bedrooms, 5.5 baths, a private office, and an attached in-law suite with a kitchen and laundry. A detached 999 SF ADU offers 2 bedrooms, 2 baths, and a 1-car garage ideal for guests or multi-generational living. A grand pivot entry reveals soaring 15 ceilings, floor-to-ceiling windows, European oak floors, imported stone, and Hi-Fi audio. A marble rotunda staircase, elevator, and spa-inspired baths with steam showers enhance the home scale. The chefs kitchen boasts Miele appliances, a steam oven, espresso station, wine fridge, and touch-latch cabinetry. Resort-style grounds include multiple balconies, fountains, an outdoor kitchen, a fire pit, & space for a pool or tennis court. High-tech amenities include Tesla solar/Powerwalls, EV charging, smart home integration, and a 3-car attached garage. Ideally located minutes from downtown Saratoga and Los Gatos, with easy access to Highways 17 & 85 and served by top-tier local schools.

7 Beds ⋅ 8 Baths ⋅ ML82044544 MLS

This newly constructed estate is a testament to masterful craftsmanship and contemporary design. Unique architectural elements and bespoke finishes create light-filled spaces with seamless indoor-outdoor flow. Offering 5566± SF on a 1-acre+ lot, the home is tucked behind a shared private gate for ultimate seclusion. The residence features 5 en-suite bedrooms, 5.5 baths, a private office, and an attached in-law suite with a kitchen and laundry. A detached 999 SF ADU offers 2 bedrooms, 2 baths, and a 1-car garage ideal for guests or multi-generational living. A grand pivot entry reveals soaring 15 ceilings, floor-to-ceiling windows, European oak floors, imported stone, and Hi-Fi audio. A marble rotunda staircase, elevator, and spa-inspired baths with steam showers enhance the home scale. The chefs kitchen boasts Miele appliances, a steam oven, espresso station, wine fridge, and touch-latch cabinetry. Resort-style grounds include multiple balconies, fountains, an outdoor kitchen, a fire pit, & space for a pool or tennis court. High-tech amenities include Tesla solar/Powerwalls, EV charging, smart home integration, and a 3-car attached garage. Ideally located minutes from downtown Saratoga and Los Gatos, with easy access to Highways 17 & 85 and served by top-tier local schools.

18800 Saratoga Los Gatos RD, Los Gatos

$4,850,000

Welcome to 19650 Sky Oaks Way, a stunning single-story ranch estate tucked away on approximately one acre of serene, landscaped grounds in the coveted hills of Los Gatos. Custom-built in 1966 and offered for the very first time, this 5-bedroom, 2.5-bathroom home features over 3,200 square feet of refined living with an open floor plan bathed in natural light. Enjoy seamless indoor-outdoor experience surrounded by heritage trees and a gently flowing creek providing the ultimate sense of privacy. Great opportunity for an expansive remodel or building a dream home. Located just minutes from downtown Los Gatos and downtown Saratoga, with easy access to Highway 85 and Highway 9, commuting to Silicon Valley's top employers is effortless. Zoned for the highly acclaimed Saratoga schools including Saratoga High School (rated 10/10) this is a rare opportunity to own a private retreat with top-rated schools and a premier location

5 Beds ⋅ 3 Baths ⋅ ML82044273 MLS

Welcome to 19650 Sky Oaks Way, a stunning single-story ranch estate tucked away on approximately one acre of serene, landscaped grounds in the coveted hills of Los Gatos. Custom-built in 1966 and offered for the very first time, this 5-bedroom, 2.5-bathroom home features over 3,200 square feet of refined living with an open floor plan bathed in natural light. Enjoy seamless indoor-outdoor experience surrounded by heritage trees and a gently flowing creek providing the ultimate sense of privacy. Great opportunity for an expansive remodel or building a dream home. Located just minutes from downtown Los Gatos and downtown Saratoga, with easy access to Highway 85 and Highway 9, commuting to Silicon Valley's top employers is effortless. Zoned for the highly acclaimed Saratoga schools including Saratoga High School (rated 10/10) this is a rare opportunity to own a private retreat with top-rated schools and a premier location

19650 Sky Oaks WAY, Los Gatos

$4,300,000

Welcome to 17660 Vineland, ideally located just minutes from vibrant downtown Los Gatos with convenient access to major transportation routes. This beautifully remodeled single-story home is set in one of Monte Sereno's most sought-after neighborhoods and showcases exceptional quality and attention to detail throughout. The recently remodeled kitchen features slab countertops, designer tile backsplash, custom cabinetry, and top-of-the-line appliances. The inviting living room features two seating areas and sliding doors opening to the backyard garden. A spacious formal dining room is perfect for entertaining, while a separate step-down family room includes a fireplace and access to the rear patio. The home offers four bedrooms, including two ensuite bedrooms, plus a dedicated office area. The generous primary suite features ample closet space and a spa-like bathroom with backyard views. Additional highlights include hardwood floors, air conditioning, and solid wood interior doors. You do not want to miss this opportunity!

4 Beds ⋅ 4 Baths ⋅ ML82043846 MLS

Welcome to 17660 Vineland, ideally located just minutes from vibrant downtown Los Gatos with convenient access to major transportation routes. This beautifully remodeled single-story home is set in one of Monte Sereno's most sought-after neighborhoods and showcases exceptional quality and attention to detail throughout. The recently remodeled kitchen features slab countertops, designer tile backsplash, custom cabinetry, and top-of-the-line appliances. The inviting living room features two seating areas and sliding doors opening to the backyard garden. A spacious formal dining room is perfect for entertaining, while a separate step-down family room includes a fireplace and access to the rear patio. The home offers four bedrooms, including two ensuite bedrooms, plus a dedicated office area. The generous primary suite features ample closet space and a spa-like bathroom with backyard views. Additional highlights include hardwood floors, air conditioning, and solid wood interior doors. You do not want to miss this opportunity!

17660 Vineland AVE, Monte Sereno

$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

$4,550,000

The floor plan has been thoughtfully conceived to support both everyday living and refined entertaining. Spaces flow intuitively, allowing for effortless movement while maintaining distinct zones for privacy and gathering. Whether hosting formal occasions or enjoying relaxed family moments, the home adapts with understated sophistication. Set on approximately 30,000 square feet of lush, naturally landscaped grounds, the homesite is enveloped by mature vegetation and a sense of organic privacy. Each residence in this enclave is thoughtfully positioned to harmonize with its surroundings, creating the feeling of a secluded retreat yet one that remains intimately connected to the conveniences of modern life. A carefully curated palette of materials and finishes enhances the home's contemporary character, appealing to those with a discerning eye for design. Beam ceilings and expansive windows define the interior atmosphere, infusing every room with natural light and creating a sense of openness that is both uplifting and serene. Located in Unincorporated Santa Clara County, Monte Sereno, mailing address

5 Beds ⋅ 3 Baths ⋅ ML82043352 MLS

The floor plan has been thoughtfully conceived to support both everyday living and refined entertaining. Spaces flow intuitively, allowing for effortless movement while maintaining distinct zones for privacy and gathering. Whether hosting formal occasions or enjoying relaxed family moments, the home adapts with understated sophistication. Set on approximately 30,000 square feet of lush, naturally landscaped grounds, the homesite is enveloped by mature vegetation and a sense of organic privacy. Each residence in this enclave is thoughtfully positioned to harmonize with its surroundings, creating the feeling of a secluded retreat yet one that remains intimately connected to the conveniences of modern life. A carefully curated palette of materials and finishes enhances the home's contemporary character, appealing to those with a discerning eye for design. Beam ceilings and expansive windows define the interior atmosphere, infusing every room with natural light and creating a sense of openness that is both uplifting and serene. Located in Unincorporated Santa Clara County, Monte Sereno, mailing address

18570 Oak DR, Monte Sereno

$4,500,000

Quintessential tree-lined street in the heart of downtown Los Gatos. This stunning Victorian has been completely reimagined from top to bottom, blending timeless architecture with a fresh, modern feel. Newly updated front and rear landscaping create an inviting first impression, while inside, every detail has been thoughtfully curated. The showpiece kitchen is both elegant and functional, featuring custom white cabinetry with quartzite countertops and professional-grade Viking appliances. A dedicated butler's pantry seamlessly connects to the formal dining room. The main level offers a versatile ensuite bedroom, currently styled as an office. Upstairs, the primary suite feels like a private retreat, complete with a spa-inspired walk-in shower and dual vanity. Two additional spacious bedrooms, a beautifully remodeled full bath, and a conveniently located laundry room complete the upper level. The finished lower level offers incredible flexibility, with a second living area, 5th bedroom, a bonus room, and a full bath, perfect for guests or extended family. Smart home features include Alexa-enabled controls, Sonos, and smart thermostats. Plans for an ADU above the detached two-car garage offer exceptional future potential and added value.

5 Beds ⋅ 5 Baths ⋅ ML82042839 MLS

Quintessential tree-lined street in the heart of downtown Los Gatos. This stunning Victorian has been completely reimagined from top to bottom, blending timeless architecture with a fresh, modern feel. Newly updated front and rear landscaping create an inviting first impression, while inside, every detail has been thoughtfully curated. The showpiece kitchen is both elegant and functional, featuring custom white cabinetry with quartzite countertops and professional-grade Viking appliances. A dedicated butler's pantry seamlessly connects to the formal dining room. The main level offers a versatile ensuite bedroom, currently styled as an office. Upstairs, the primary suite feels like a private retreat, complete with a spa-inspired walk-in shower and dual vanity. Two additional spacious bedrooms, a beautifully remodeled full bath, and a conveniently located laundry room complete the upper level. The finished lower level offers incredible flexibility, with a second living area, 5th bedroom, a bonus room, and a full bath, perfect for guests or extended family. Smart home features include Alexa-enabled controls, Sonos, and smart thermostats. Plans for an ADU above the detached two-car garage offer exceptional future potential and added value.

117 Edelen AVE, Los Gatos

$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

$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

$3,800,000

Welcoming Spanish architecture invites a peaceful ambience in Daves neighborhood! Paver stone driveway & travertine patio create beautiful backdrop to lovely property rebuilt in 2017. Generous great room & spacious dining rm w/ vaulted ceilings & dual sided limestone gas fireplace. Beautiful hwd floors flow thru interior & natural light thru lg picture windows & French doors. Out cove in dining room functions as perfect serving area w/ wine refrigerator. Kitchen blends classic materials-wood-stained cabinetry w/ granite counters & subway tile backsplash + center island. Professional grade appliances-Subzero refrig, thermador range & d/w. Primary suite has vaulted ceilings & abundance of natural light. Lg walk-in closet provides ample wardrobe storage & lovely bath has soaking tub, stall shower, dual vanities. 2 guest bedrooms have 2 closets each & share nice hall bath. Rear yard designed for both relaxation & entertaining. Lg elevated deck for outdoor dining & gathering. Meandering pathways thru garden. Jetted spa -perfect place to relax. Storage/bonus room is flexible space, accessed off lawn area. Oversized 2 car garage. Steps to Daves Elementary & quick stroll to Vasona & Oak Meadow Parks. Minutes to dwntwn LG & easy commute to Silicon Valley. Top Los Gatos schools!

3 Beds ⋅ 2 Baths ⋅ ML82042660 MLS

Welcoming Spanish architecture invites a peaceful ambience in Daves neighborhood! Paver stone driveway & travertine patio create beautiful backdrop to lovely property rebuilt in 2017. Generous great room & spacious dining rm w/ vaulted ceilings & dual sided limestone gas fireplace. Beautiful hwd floors flow thru interior & natural light thru lg picture windows & French doors. Out cove in dining room functions as perfect serving area w/ wine refrigerator. Kitchen blends classic materials-wood-stained cabinetry w/ granite counters & subway tile backsplash + center island. Professional grade appliances-Subzero refrig, thermador range & d/w. Primary suite has vaulted ceilings & abundance of natural light. Lg walk-in closet provides ample wardrobe storage & lovely bath has soaking tub, stall shower, dual vanities. 2 guest bedrooms have 2 closets each & share nice hall bath. Rear yard designed for both relaxation & entertaining. Lg elevated deck for outdoor dining & gathering. Meandering pathways thru garden. Jetted spa -perfect place to relax. Storage/bonus room is flexible space, accessed off lawn area. Oversized 2 car garage. Steps to Daves Elementary & quick stroll to Vasona & Oak Meadow Parks. Minutes to dwntwn LG & easy commute to Silicon Valley. Top Los Gatos schools!

15781 Poppy LN, Monte Sereno

$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

$3,439,900

Versatile floor plan offers flexible options to suit your needs. A peaceful retreat on a quiet street just minutes from downtown Los Gatos. Beautifully designed and meticulously maintained, exceptionally bright home offers vaulted ceilings, multiple outdoor living areas and serene mountain views. Look up! The dramatic two story entry features a stunning ceiling of skylights and an artesian chandelier! Elegant living room with a marble fireplace. An updated kitchen is perfect for entertaining and features granite counters, a large center island with breakfast bar, newer GE Monogram built-in SS refrigerator/freezer, Thermador gas range, Bosch dishwasher, 2 sinks,& abundant custom cabinetry. Primary suite offers a private sitting area, vaulted ceilings, an enormous bath with dual vanities, Jacuzzi tub, skylights, and walk in closet complete with beautiful closet organizers. Yes! There's an attached 2 car garage; this home has it all! Outdoor living includes wraparound redwood decking, a private slate patio with fire pit, and beautifully landscaped grounds with mature oak trees. Additional features include central heat and A/C, dual pane windows and ceiling fans, don't miss the walk-in attic off the primary bath. You'll love it!

4 Beds ⋅ 3 Baths ⋅ ML82040336 MLS

Versatile floor plan offers flexible options to suit your needs. A peaceful retreat on a quiet street just minutes from downtown Los Gatos. Beautifully designed and meticulously maintained, exceptionally bright home offers vaulted ceilings, multiple outdoor living areas and serene mountain views. Look up! The dramatic two story entry features a stunning ceiling of skylights and an artesian chandelier! Elegant living room with a marble fireplace. An updated kitchen is perfect for entertaining and features granite counters, a large center island with breakfast bar, newer GE Monogram built-in SS refrigerator/freezer, Thermador gas range, Bosch dishwasher, 2 sinks,& abundant custom cabinetry. Primary suite offers a private sitting area, vaulted ceilings, an enormous bath with dual vanities, Jacuzzi tub, skylights, and walk in closet complete with beautiful closet organizers. Yes! There's an attached 2 car garage; this home has it all! Outdoor living includes wraparound redwood decking, a private slate patio with fire pit, and beautifully landscaped grounds with mature oak trees. Additional features include central heat and A/C, dual pane windows and ceiling fans, don't miss the walk-in attic off the primary bath. You'll love it!

70 Central AVE, Los Gatos

$6,150,000

Elegant, comfortable and well-appointed Monte Sereno home with scenic views, beautiful backyard and just a few blocks to the heart of Downtown Los Gatos. Great floor plan with ground floor guest suite + library/office. All en suite bedrooms. Spacious, open-concept gourmet kitchen with large island, extensive cabinet space, walk-in pantry, butlers pantry and views of the backyard. Primary suite with hill views, natural light, huge walk-in closet, spa-like shower, large soaking tub and pass-through gas fireplace. 1-level guest house with high ceilings, kitchen, full bathroom, fireplace and Murphy bed with built-in cabinetry. Beautifully-landscaped property with drought-tolerant plants, mature roses, custom stonework and extensive patio space for family BBQs or entertaining on a grand scale. Room for a pool. Extensive driveway with pavers and 3-car garage. Pleasant cul-de-sac setting. Top-rated Los Gatos schools.

5 Beds ⋅ 7 Baths ⋅ ML82040024 MLS

Elegant, comfortable and well-appointed Monte Sereno home with scenic views, beautiful backyard and just a few blocks to the heart of Downtown Los Gatos. Great floor plan with ground floor guest suite + library/office. All en suite bedrooms. Spacious, open-concept gourmet kitchen with large island, extensive cabinet space, walk-in pantry, butlers pantry and views of the backyard. Primary suite with hill views, natural light, huge walk-in closet, spa-like shower, large soaking tub and pass-through gas fireplace. 1-level guest house with high ceilings, kitchen, full bathroom, fireplace and Murphy bed with built-in cabinetry. Beautifully-landscaped property with drought-tolerant plants, mature roses, custom stonework and extensive patio space for family BBQs or entertaining on a grand scale. Room for a pool. Extensive driveway with pavers and 3-car garage. Pleasant cul-de-sac setting. Top-rated Los Gatos schools.

18211 Bancroft AVE, Monte Sereno

$9,000,000

Welcome to 15288 Via Pinto, a custom transitional ranch completed in 2021. Designed by Gary Schloh and crafted by Parden Construction, this modern Monte Sereno masterpiece offers approximately 8,328 square feet of refined living on nearly half an acre. A dramatic foyer introduces sun-filled formal living and dining areas with soaring ceilings, exquisite finishes, and an effortless sense of scale. The chefs kitchen is a showpiece, featuring a grand island, premium appliances, and a walk-in pantry that flows seamlessly into the family room and outdoor entertaining spaces. Five ensuite bedrooms include a luxurious primary retreat with a custom walk-in closet and spa-inspired bath with a soaking tub beneath a skylight. A private office, elevator, and lower-level entertainment wing offer exceptional flexibility, complete with a media room, wet bar, wine cellar, gym with sauna, and guest suite. The six-car garage with dual lifts, 800-amp service, and multiple EV chargers will captivate any automotive enthusiast. This property is located within the prestigious Loma Serena neighborhood, where residents enjoy more than 44 acres of private open space, scenic trails, and exclusive equestrian facilities.

5 Beds ⋅ 9 Baths ⋅ ML82025383 MLS ⋅ Loma Serena BLDG.

Welcome to 15288 Via Pinto, a custom transitional ranch completed in 2021. Designed by Gary Schloh and crafted by Parden Construction, this modern Monte Sereno masterpiece offers approximately 8,328 square feet of refined living on nearly half an acre. A dramatic foyer introduces sun-filled formal living and dining areas with soaring ceilings, exquisite finishes, and an effortless sense of scale. The chefs kitchen is a showpiece, featuring a grand island, premium appliances, and a walk-in pantry that flows seamlessly into the family room and outdoor entertaining spaces. Five ensuite bedrooms include a luxurious primary retreat with a custom walk-in closet and spa-inspired bath with a soaking tub beneath a skylight. A private office, elevator, and lower-level entertainment wing offer exceptional flexibility, complete with a media room, wet bar, wine cellar, gym with sauna, and guest suite. The six-car garage with dual lifts, 800-amp service, and multiple EV chargers will captivate any automotive enthusiast. This property is located within the prestigious Loma Serena neighborhood, where residents enjoy more than 44 acres of private open space, scenic trails, and exclusive equestrian facilities.

15288 Via Pinto, Monte Sereno

$3,120,000

Absolutely Charming Vintage Gem, Nestled beneath Majestic trees, in the Vibrant Sought-After Town of Los Gatos. Bathed in Sunlight with Delightful Blooming Gardens providing incentive to enjoy being outdoors! Remodeled with Designers eye, the Captivating Interiors boast rich oak floors, walls of windows, Superb Chef's Kitchen offering a perfect blend for Entertaining and Family gatherings! Impressive kitchen is a highlight, with gas range, stone counters, and abundance of cabinets, making it ideal for culinary enthusiasts. Upstairs Spacious Primary Suite sets the stage for a Retreat and Haven of Privacy to Unwind the day with Spacious Sitting area, High Ceilings, Walls of Windows, Walk-In Closet and Classy Fireplace! Stay Cool with A/C and efficient Ceiling fans! Backyard invites Play or just morning coffee. Detached 2 car Garage with EV Hookup allows access to Terrace Court and additional parking. Exceptional Urban Setting, just steps to Award-Winning Los Gatos High and all it has to Offer! Close to Fabulous Restaurants, Shopping, Hiking and so much more!

3 Beds ⋅ 2 Baths ⋅ ML82039993 MLS

Absolutely Charming Vintage Gem, Nestled beneath Majestic trees, in the Vibrant Sought-After Town of Los Gatos. Bathed in Sunlight with Delightful Blooming Gardens providing incentive to enjoy being outdoors! Remodeled with Designers eye, the Captivating Interiors boast rich oak floors, walls of windows, Superb Chef's Kitchen offering a perfect blend for Entertaining and Family gatherings! Impressive kitchen is a highlight, with gas range, stone counters, and abundance of cabinets, making it ideal for culinary enthusiasts. Upstairs Spacious Primary Suite sets the stage for a Retreat and Haven of Privacy to Unwind the day with Spacious Sitting area, High Ceilings, Walls of Windows, Walk-In Closet and Classy Fireplace! Stay Cool with A/C and efficient Ceiling fans! Backyard invites Play or just morning coffee. Detached 2 car Garage with EV Hookup allows access to Terrace Court and additional parking. Exceptional Urban Setting, just steps to Award-Winning Los Gatos High and all it has to Offer! Close to Fabulous Restaurants, Shopping, Hiking and so much more!

40 Pleasant ST, Los Gatos

$7,600,000

Transaction entered for comparable purposes.

3 Beds ⋅ 5 Baths ⋅ ML82039862 MLS

Transaction entered for comparable purposes.

85 Reservoir RD, Los Gatos

$4,425,000

This classic California Craftsman is a rare, once-in-a-lifetime opportunity in the highly sought-after Glenridge neighborhood of Los Gatos with approximately 3000 square feet living space. Set on an expansive 11,850 sq. ft. lot, this single-story home offers effortless living surrounded by beautiful garden views. Just a few blocks from downtown Los Gatos and steps to Bachman Park, the location is truly exceptional. Rich in character and charm, the home features stunning stained glass windows, high ceilings, and an abundance of natural light throughout. The thoughtfully updated four-bedroom, three-bath layout includes extensive built-in cabinetry, a spacious attic and basement for storage, and a full-size two-car garage. A separate one-bedroom ADU overlooks the serene garden and black-bottom pool, creating a private retreat for guests or extended family. Brick patio, corner lot positioning, and additional five-car parking off W. Ellenwood. Homes on this coveted street rarely become availableoften once every 30 to 60 years. Dining room and kitchen views overlooking a grand neighboring estate garden, this is truly a special property that seldom comes to market. Los Gatos schools. House is approximately 2422 sq. ft and ADU approxiiately 600. Buyer to verify square footage

5 Beds ⋅ 4 Baths ⋅ ML82038833 MLS

This classic California Craftsman is a rare, once-in-a-lifetime opportunity in the highly sought-after Glenridge neighborhood of Los Gatos with approximately 3000 square feet living space. Set on an expansive 11,850 sq. ft. lot, this single-story home offers effortless living surrounded by beautiful garden views. Just a few blocks from downtown Los Gatos and steps to Bachman Park, the location is truly exceptional. Rich in character and charm, the home features stunning stained glass windows, high ceilings, and an abundance of natural light throughout. The thoughtfully updated four-bedroom, three-bath layout includes extensive built-in cabinetry, a spacious attic and basement for storage, and a full-size two-car garage. A separate one-bedroom ADU overlooks the serene garden and black-bottom pool, creating a private retreat for guests or extended family. Brick patio, corner lot positioning, and additional five-car parking off W. Ellenwood. Homes on this coveted street rarely become availableoften once every 30 to 60 years. Dining room and kitchen views overlooking a grand neighboring estate garden, this is truly a special property that seldom comes to market. Los Gatos schools. House is approximately 2422 sq. ft and ADU approxiiately 600. Buyer to verify square footage

203 Alexander AVE, Los Gatos

$3,300,000

Welcome to this beautifully remodeled and gated home in the heart of historic downtown Los Gatos. Thoughtfully updated throughout, it blends modern convenience with the warmth and character of its original design. The inviting living room features an original stone woodburning fireplace, creating a cozy place to gather. The chefs kitchen offers slab porcelain countertops, custom cabinetry, and topoftheline appliances, flowing into a dining room with builtin display cabinets and views of the outdoor entertaining areas. A spacious utility room off the kitchen provides excellent storage. The mainlevel primary suite offers a peaceful retreat with its spalike bathroom. A charming detached cottage adds wonderful flexibility with a full kitchen and bathroom ideal for guests, extended family, or a private workspace. Multiple outdoor spaces make entertaining effortless, including an outdoor kitchen with a barbecue, smoker, and refrigeration. Ideally located near toprated schools and downtown amenities, this home feels like a private sanctuary in the center of it all.

4 Beds ⋅ 3 Baths ⋅ ML82039619 MLS

Welcome to this beautifully remodeled and gated home in the heart of historic downtown Los Gatos. Thoughtfully updated throughout, it blends modern convenience with the warmth and character of its original design. The inviting living room features an original stone woodburning fireplace, creating a cozy place to gather. The chefs kitchen offers slab porcelain countertops, custom cabinetry, and topoftheline appliances, flowing into a dining room with builtin display cabinets and views of the outdoor entertaining areas. A spacious utility room off the kitchen provides excellent storage. The mainlevel primary suite offers a peaceful retreat with its spalike bathroom. A charming detached cottage adds wonderful flexibility with a full kitchen and bathroom ideal for guests, extended family, or a private workspace. Multiple outdoor spaces make entertaining effortless, including an outdoor kitchen with a barbecue, smoker, and refrigeration. Ideally located near toprated schools and downtown amenities, this home feels like a private sanctuary in the center of it all.

46 Pleasant ST, Los Gatos

$9,624,500

Crowning a private hilltop in prestigious Monte Sereno, this exceptional estate captures panoramic views of the valley, hillsides, and city. Beyond intricate double gates, a grand motor court introduces a striking stone façade where timeless architecture and elegant symmetry announce the grandeur within. Ornate crown molding accents soaring ceilings, while expansive windows frame breathtaking vistas - each room framing either sweeping views or the exquisitely landscaped grounds below. The living room centers on an oversized fireplace and hillside outlooks. The formal dining room features parquet floors, a statement chandelier, and oversized windows. A richly appointed office with its own fireplace offers a warm, sophisticated retreat. A chef's kitchen, family room, and two guest suites complete the main level. A private elevator connects all levels and opens to the top-floor primary suite with commanding views, dual walk-in closets, a spa-inspired stone bath, and private outdoor areas. The lower level offers a wine room, game room, and five-car garage. Outside, tiered grounds reveal a pool, expansive patios, a pool house, and a guest house - an extraordinary setting for entertaining at the highest level.

4 Beds ⋅ 8 Baths ⋅ ML82039426 MLS

Crowning a private hilltop in prestigious Monte Sereno, this exceptional estate captures panoramic views of the valley, hillsides, and city. Beyond intricate double gates, a grand motor court introduces a striking stone façade where timeless architecture and elegant symmetry announce the grandeur within. Ornate crown molding accents soaring ceilings, while expansive windows frame breathtaking vistas - each room framing either sweeping views or the exquisitely landscaped grounds below. The living room centers on an oversized fireplace and hillside outlooks. The formal dining room features parquet floors, a statement chandelier, and oversized windows. A richly appointed office with its own fireplace offers a warm, sophisticated retreat. A chef's kitchen, family room, and two guest suites complete the main level. A private elevator connects all levels and opens to the top-floor primary suite with commanding views, dual walk-in closets, a spa-inspired stone bath, and private outdoor areas. The lower level offers a wine room, game room, and five-car garage. Outside, tiered grounds reveal a pool, expansive patios, a pool house, and a guest house - an extraordinary setting for entertaining at the highest level.

18331 Lexington DR, Monte Sereno

$4,000,000

Hidden along a quiet stretch of Winchester Boulevard, this LG property is accessed via a long private drive surrounded by mature trees & landscaping, creating a peaceful, secluded setting. Motor court, 3-car garage & inviting outdoor areas give the property a private feel. In addition, the permitted detached cottage includes a living area, kitchenette, bedroom & updated bath. For the main house, a striking black entry door opens to wood floors, vaulted ceilings & expansive windows that fill the home with natural light. 2 living areas include a lounge with a built-in media center & a 2nd space with a gas-log fireplace and built-in shelving. The kitchen features a granite island with a Thermador cooktop, dual sinks, ample cabinetry, a walk-in pantry & high-end appliances including Thermador double ovens, a GE Monogram refrigerator & a Bosch dishwasher. Breakfast area overlooks the gardens, and dining room opens to the backyard for indoor-outdoor living. 2 main-level bedrooms share a full bath. Upstairs, the primary suite offers vaulted ceilings, a Juliet balcony with views of the LG Hills & a bath with soaking tub, glass shower, dual vanity, and walk-in closet. Outdoor spaces w/ gardens and paths. Solar w/ Tesla battery storage and dual HVAC complete this property near downtown LG.

4 Beds ⋅ 5 Baths ⋅ ML82038974 MLS

Hidden along a quiet stretch of Winchester Boulevard, this LG property is accessed via a long private drive surrounded by mature trees & landscaping, creating a peaceful, secluded setting. Motor court, 3-car garage & inviting outdoor areas give the property a private feel. In addition, the permitted detached cottage includes a living area, kitchenette, bedroom & updated bath. For the main house, a striking black entry door opens to wood floors, vaulted ceilings & expansive windows that fill the home with natural light. 2 living areas include a lounge with a built-in media center & a 2nd space with a gas-log fireplace and built-in shelving. The kitchen features a granite island with a Thermador cooktop, dual sinks, ample cabinetry, a walk-in pantry & high-end appliances including Thermador double ovens, a GE Monogram refrigerator & a Bosch dishwasher. Breakfast area overlooks the gardens, and dining room opens to the backyard for indoor-outdoor living. 2 main-level bedrooms share a full bath. Upstairs, the primary suite offers vaulted ceilings, a Juliet balcony with views of the LG Hills & a bath with soaking tub, glass shower, dual vanity, and walk-in closet. Outdoor spaces w/ gardens and paths. Solar w/ Tesla battery storage and dual HVAC complete this property near downtown LG.

14990 Winchester BLVD, Los Gatos

$5,000,000

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

5 Beds ⋅ 3 Baths ⋅ ML82036971 MLS

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

16202 Serena Vista CT, Monte Sereno

$3,800,000

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

$3,250,000

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

5 Beds ⋅ 3 Baths ⋅ ML82038631 MLS

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

215 Vista De Sierra, Los Gatos

$850,000

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

1 Beds ⋅ 2 Baths ⋅ ML82037017 MLS ⋅ 600 Pennsylvania BLDG.

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

600 Pennsylvania AVE 14, Los Gatos

$3,100,000

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

4 Beds ⋅ 2 Baths ⋅ ML82036860 MLS

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

19601 Canon DR, Los Gatos

$4,600,000

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

$4,200,000

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

4 Beds ⋅ 4 Baths ⋅ ML82038157 MLS

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

18782 Withey RD, Monte Sereno