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$3,650,000
4 Beds 3 Baths ML82047268 MLS
Located within one of the most desirable neighborhoods in Monte Sereno and Los Gatos, this exceptional contemporary estate blends timeless elegance with sophisticated and warm design, all within moments of downtown Los Gatos, Vasona Park, and the award-winning Los Gatos Schools. Completely remodeled with meticulous attention to detail, this extraordinary 4-bedroom, 3.5-bath residence offers approximately 2,801 square feet of luxurious living space on beautifully manicured grounds framed by mature oak trees and resort-inspired outdoor living areas. A grand open floor plan creates an effortless flow between the formal living room, elegant dining room, expansive great room, and the spectacular epicurean kitchen featuring Vadara Calcutta Blanco countertops, a dramatic center island, custom cabinetry, butlers pantry, and top-tier designer appliances. Rich white oak hardwood floors, exquisite designer lighting, fresh interior and exterior paint, and refined architectural details elevate every space. The luxurious primary suite offers a serene retreat with a spa-inspired marble bathroom, oversized seamless glass shower, freestanding soaking tub, and custom walk-in closet designed with uncompromising style and functionality. Perfectly designed for elegant family living!

17506 Vineland AVE, Monte Sereno

$2,350,000
3 Beds 2 Baths ML82047040 MLS
Rare opportunity to reimagine this historic Victorian in sought-after dwntwn Los Gatos neighborhood! Freshly painted exterior & rich in classic architectural detail, craftsmanship & character define this true Victorian design. A compelling canvas for restoration, expansion, or thoughtful redevelopment within historic guidelines. Intricate trim, steep rooflines, tall windows & distinctive proportion elements are increasingly difficult to replicate of a bygone era, this residence retains all those defining exterior features, contributing to a streetscape of well-preserved homes that reinforce both charm & long-term value. Generous lot w/ spacious rear yard framed by mature trees provide privacy & natural backdrop. Wonderful location offers close proximity to top Los Gatos K-12 schools, dwntwn shops, dining, & nearby parks. Inside, a glimpse into its past w/ period crown molding and solid wood doors w/ original crystal hardware. For those who value architectural heritage, this is an opportunity to preserve & enhance a true Victorian LG treasure, while shaping it to be suited to modern living. A great location in dwntwn LG, stroll to shops, dining, parks & trails! Top LG schools and easy commute w/ close access to hwy 9/880/17.

54 Whitney AVE, Los Gatos

$3,650,000
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

$4,250,000
4 Beds 3 Baths ML82046035 MLS
Set on an expansive lot backing to a tranquil, tree-lined creek, this Los Gatos residence offers a rare sense of privacy and calm in one of the areas most sought-after neighborhoods. A gracious formal entry opens to beautifully proportioned living spaces, including a refined living room & a separate family room each with its own fireplace alongside a formal dining room designed for effortless entertaining. The kitchen is both functional and inviting, featuring an eat-in area, generous workspace & a full suite of appliances including a gas range, dishwasher, microwave, and oven.The primary suite is a comfortable retreat, complete with a spacious tile shower, dual vanities & a walk-in closet. The hall bathroom also offers double sinks, blending style with everyday convenience. Hardwood flooring extends through the kitchen, family room, and den (first bedroom), complemented by dual-pane windows that bring in natural light throughout the home. Outdoors, the approximately 11,840 sqft lot unfolds into a serene Creekside setting offering a sense of space and opportunity thats increasingly rare in Los Gatos. Additional highlights include a utility room, composition shingle roof, and an attached 2-car garage with attic storage. All within the highly regarded Los Gatos school district.

125 Via Santa Maria, Los Gatos

$5,650,000
5 Beds 4 Baths ML82044208 MLS
Incredible opportunity in the highly desirable Loma Serena Equestrian neighborhood. Rarely available, this single-level home offers 5 bedrooms, 2 full baths, and 2 half baths with a highly functional floor plan. A formal entry with gleaming hardwood floors and a skylight welcomes you in. The spacious kitchen features travertine slab countertops, island with marble top and abundant cabinetry that opens to an oversized family room with vaulted ceilings, a fireplace, large windows, and french doors that open to the backyard patio. A separate living and dining great room showcase vaulted ceilings and dual glass doors that invite seamless indoor-outdoor living. Hardwood floors run throughout the main living areas. The primary suite includes a remodeled bath, walk-in closet, and windows overlooking the front yard. The lushly landscaped front yard includes a wrap around paver driveway. The expansive backyard is ideal for entertaining & relaxing with a covered patio, outdoor TV and fireplace lounge, built-in BBQ island, fire pit, pool and spa, large lawn and separate vegetable garden, still with ample room for additional play area or ADU. The property backs to Loma Serena opens space with 40 acres of private hiking & equestrian trails.

15392 Via Palomino, Monte Sereno

$6,250,000
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

$2,895,750
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
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
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
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
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
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
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
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
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
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
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

$3,800,000
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
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
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
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
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
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

$4,425,000
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
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
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
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

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