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$3,650,000
4 Beds 3 Baths ML82055485 MLS
Welcome to 17288 Eaton Lane, a timeless Monte Sereno residence nestled on a peaceful tree lined street and served by award winning Los Gatos schools. This classic two story home offers an exceptional blend of comfort and privacy. The versatile first floor features a formal living space, a main level guest bedroom, and a full bathroom ideal for visitors, multigenerational living, or a home office. Upstairs, the primary living areas include an eat-in kitchen that opens to the backyard, formal dining room, spacious family bedrooms, and an expansive great room. Surrounded by mature landscaping, the backyard offers multiple deck spaces perfect for entertaining, relaxing, or enjoying the tranquil setting. Ideally located just minutes from Downtown Los Gatos, residents enjoy easy access to acclaimed dining, boutique shopping, and community events. Outdoor enthusiasts will appreciate the nearby Los Gatos Creek Trail, while commuters benefit from convenient access to Highways 9, 17, and 85. Combining a premier Monte Sereno location, exceptional schools, and inviting living spaces, this remarkable property offers an outstanding opportunity to enjoy the best of Silicon Valley living.

17288 Eaton LN, Monte Sereno

$9,500,000
5 Beds 8 Baths ML82049293 MLS
Exceptional luxury estate featuring 5 bedrooms and 7.5 baths. Ideally located within walking distance of downtown Los Gatos and just off prestigious Karl Ave. Separate access via a private road and tucked at the end of a quiet cul-de-sac. This fully gated property offers exceptional privacy. While moments from town, the estate feels miles away, with remarkable tranquility, privacy, and breathtaking canyon views. Designed for modern living, the home features Lutron RadioRA lighting and automated shade systems, individually zoned heat/ac for every room, radiant floor heating, whole-house Sonos audio and central vacuum system. Enjoy breathtaking canyon views from the resort-style infinity-edge pool and spa, thoughtfully positioned on a separate level from the main yard for enhanced safety and an elevated resort ambiance. Outdoor amenities include a built-in fire pit with seating, plus a entertainment pavilion featuring a Lynx outdoor kitchen, BBQ, range, warming drawers, and more. An additional 300 sq. ft. open-concept pool house with a full bath and shower provides flexible space for guests, recreation, fitness, or entertaining and not included in the home's square footage. A rare opportunity to own a private, technology-forward retreat in one of Los Gatos most desirable locations.

15301 Robin Anne LN, Monte Sereno

$4,710,000
5 Beds 3 Baths ML82049338 MLS
Set atop a knoll, this spacious single-story residence enjoys a tranquil cul-de-sac location. Dotted by majestic oak trees that frame flat landscape of the 3/4 acre parcel offers exceptional privacy. Experience generous square footage and flexible floor plan, ready for its next chapter. With fresh exterior and interior paint & new roof, the thoughtful floorplan has spacious rooms and open living areas. Upon entry, revel in the expansive living/dining room and, just beyond, the kitchen with dining nook adjacent separate family room enjoys a gas fireplace. A wall of sliding glass doors frame views of the rear yard bring in abundant natural light. On the left wing, a guest bedroom or office make a perfect in-law quarters with easy access to the full bath. A generous laundry room & attached 2-car garage just beyond. In the right wing, the primary suite is generously sized with large bath & generous walk-in closet along with 3 guest bedrooms and full bath. Filled with mature trees that create a natural retreat-like setting, rear grounds offer ample opportunity to create your own escape. A kidney shaped pool & large slate patio provides a strong foundation ample space for entertaining. Detached 1-car garage for added storage. Conveniently located off Quito/HWY 9 with Campbell schools.

15208 Stratford CT, Monte Sereno

$5,150,000
4 Beds 4 Baths ML82049092 MLS
Tucked away on one of Monte Sereno's most coveted neighborhoods. It's a private sanctuary where classic elegance meets the effortless ease of California living. From the moment you see the white picket fence, youre greeted by an incredible sense of scale and serenity. The expansive, sun-drenched floor plan flows seamlessly from one room to the next, featuring soaring ceilings and oversized windows that frame the lush, manicured grounds. At the heart of the home, the chefs kitchen and inviting family room serve as the ultimate gathering spot, while the formal living and dining spaces are tailor-made for hosting unforgettable dinner parties with a new custom bar. Completely renovated in 2022. Brand new kitchen with state of art appliances and custom cabinets.All the baths completely renovated. Custom laid marble floors, herringbone hardwood throughout entire second floor.Step outside to find a sprawling backyard oasis that feels worlds away from the hustle and bustle. Rose bushes on front brick path, apple and pear espaliers, seven different kind of fruit trees.Located just minutes from the vibrant shops and world-class dining of downtown Los Gatos. Whether your'e looking for a sophisticated retreat or a vibrant space to grow into, this property delivers on every level.

17660 Vista AVE, Monte Sereno

$4,300,000
4 Beds 3 Baths ML82047692 MLS
Set on a private cul-de sac, close to Los Gatos vibrant downtown areas, this 4 bedroom, 2.5 bath residence is defined by soaring ceilings, quiet views of trees and great Los Gatos schools. Warm refined finishes and curated details create an elevated and inviting atmosphere. Every space is designed for exceptional living and entertaining. From the dramatic street setting to the spacious, one of a kind kitchen, this property offers areas of open gathering rooms to private retreats. The outdoor entertaining areas are set for al fresco gatherings or a dip in the beautiful, private pool. Easy access to freeways 17 or 85 make for a convenient commute to the Silicon Valley and Bay Area. Please plan a visit to experience this extraordinary home!

15820 Bruce CT, Monte Sereno

$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

$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

$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

$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

$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

$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

$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

$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 faƧade 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

$5,000,000
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

$4,200,000
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

$3,927,986
4 Beds 5 Baths ML82037329 MLS
Set on an expansive 12,517 sq ft flat lot, this beautiful traditional residence offers exceptional space & functionality in a desirable location near Bachman Park & just moments from downtown dining, shopping, and community amenities. A gated entry leads to a charming brick courtyard with a tranquil koi pond & serene zen garden, creating a welcoming approach to the home. The well-designed floor plan features formal living room with French doors opening to the garden, formal dining room with bay window, & an inviting separate family room. The spacious kitchen includes a garden window overlooking the backyard, SS appliances, & generous breakfast nook with access to the rear patio. A dedicated office with built-in workstation & powder room provides an ideal work-from-home space. The main level includes a large primary suite with walk-in closet, plus second en-suite bedroom for flexible guest accommodations. Upstairs features new carpeting, an expansive bonus space, 2 bedrooms, & 2 full baths. Additional highlights include dual-pane windows, Nest thermostat, dedicated laundry room, and a 2-car garage plus 1-car covered carport with workshop area & cabinetry. The expansive backyard & patio offer excellent space for outdoor entertaining, everyday enjoyment, and incredible potential.

16345 Alexander AVE, Monte Sereno

$9,500,000
5 Beds 7 Baths ML82035731 MLS
This spectacular Monte Sereno estate showcases exquisite architecture, curated landscape, and exceptional craftsmanship, embodying timeless French Country elegance. Set on more than 30,000sqft, the residence was comprehensively reimagined during an extensive 2020-2022 renovation, preserving romantic architectural character while elevating every system and finish. A decorative brick wall, iron gates, sweeping lawn, and mature trees create a storybook arrival. Inside, ten-foot ceilings, bespoke millwork and wide-plank oak floors introduce refined living spaces designed for both everyday comfort and elegant entertaining. The kitchen stands as a culinary showpiece with a LaCanche range, honed quartzite surfaces, mosaic stone backsplash, and a large island with seating for eight. Five ensuite bedrooms and executive office span two levels, including two main-level suites ideal for guests or multigenerational living. The primary suite enjoys a fireplace, private balcony, and spa-inspired bath with radiant heated marble floors and a freestanding tub. A separate pool house with kitchen, living area, two bedrooms, and sauna adds remarkable flexibility. Expansive grounds surround the pool, spa, and outdoor kitchen beneath a beautiful loggia, creating an inviting setting for outdoor living.

17930 Vineland AVE, Monte Sereno

$6,018,000
4 Beds 4 Baths ML82034118 MLS
Sprawling single story in great location on Daves Ave! Expansive grounds of over 1 acre, level and very private with in-ground pool, spa, large lawn area & orchard. Freshly painted exterior opens to a spacious interior with large living room w/ new carpet & generous formal dining room looking over front grounds. Marble entry and lovely cherry wood hardwood floors through dining room & kitchen. Spacious kitchen has cherry cabinetry, dining nook and center island with bar height seating. Prof grade appliances and lovely granite counters. Half bath & laundry just beyond. The family room w/ new carpet overlooks the rear grounds and pool area. Two wings both with 2 bedrooms each. The primary suite enjoys a large walk-in closet & generous bath plus. Second en-suite bedroom w/ hardwood floors can be a great office. 2 additional bedrooms share hall bath. Multiple sliders open to rear grounds. So much room to expand if desired. A large access point to rear yard sets up perfect for an ADU with separate entrance. Top Los Gatos schools and well-regarded Daves elementary is down the street! Easy access to hwy 85! Such potential to expand this estate or enjoy as -is!

18074 Daves AVE, Monte Sereno

$3,528,000
3 Beds 2 Baths ML82036848 MLS
Nestled behind lush, mature landscaping, this updated single-story residence opens to a serene garden setting in Monte Sereno. Created for easy California living, the home pairs timeless design with refined improvements. A spacious, light-filled living room features French doors, vaulted ceilings, and a classic fireplace. The remodeled kitchen presents quartz countertops, stainless steel appliances, and a wet bar or coffee station. A welcoming family room surrounded by windows supports both entertaining and everyday comfort. The primary suite provides a calming retreat with a spa-style bath and walk-in closet. Notable features include brand-new wide-plank engineered flooring, fresh interior and exterior paint, recessed lighting, AC, a pull-down attic for additional storage and much more. . The unique front grounds include a spa set among established trees, blooming plants, succulents, and turf. In the rear yard, a deck spans the length of the residence, framed by natural greenery, along with a sunny corner ideal for a vegetable garden. A detached garage includes an epoxy-coated floor and overhead storage. The extended paver driveway is lined with orange trees. This special home is positioned on a quiet court, just minutes from downtown Los Gatos. Distinguished Los Gatos schools.

17981 Rose CT, Monte Sereno

$6,600,000
4 Beds 3 Baths ML82034935 MLS
Located in the popular Twin Creeks neighborhood in Monte Sereno. This beautiful, stately Colonial sits at the end of a quiet cul-de-sac on almost 3/4 acres! The classic design enjoys expansive living spaces with beautiful finishes throughout: gorgeous hardwood floors, sleek granite & marble counters, lovely crown moldings/wainscotting. Spectacular views of the surrounding hillside are showcased through large picture windows. Spacious living & sep dining room, generous kitchen has state of the art appliances including Wolf range w/ 2 ovens, Wolf double wall oven, large breakfast bar & dining area, a dedicated executive office on main level w/ nearby full bath, great room w/ wall of windows & wet bar w/ wine fridge. Rear grounds built for entertaining w/ pool/spa, fire pit, covered lanai, putting green, bocce ball court. Blooms & variegated shrubbery, gorgeous landscaping-lovely retreat. Upstairs, find 4 generous bedrooms including large primary suite that overlooks the rear yard & hillside views w/ spacious bath, soaking tub, stall shower & walk-in closet. Coveted neighborhood w/ close proximity to downtown LG, HWY 9 & tech giants in Silicon Valley. Top Los Gatos schools include Daves elementary, Fisher middle & LG high school. Luxury & comfort for gracious living in Monte Sereno!

15212 Janor CT, Monte Sereno

$4,800,000
4 Beds 3 Baths ML82034045 MLS
Custom single-story home offering exceptional craftsmanship. Vaulted ceilings and rich hardwood floors highlight the interior. The great room features a wall of custom cabinetry and a wood-burning fireplace with gas starter, filled with excellent natural light dawn to dusk from two sides of windows. Five French doors open to a private, park-like backyard featuring a sparkling pool with detachable safety fence, brick patio, and a separate standalone hot tub with locking cover, ideal for entertaining or relaxing. The spacious primary suite features built-in cabinetry, an enormous remodeled walk-in closet, and a luxurious remodeled bathroom with dual vanities and a separate toilet room. Three additional bedrooms offer flexibility, including a fourth bedroom ideal as a home office with pull-down Murphy bed. Updated kitchen with new appliances, including induction cooktop and double ovens. Additional features include interior laundry, two water heaters, an electric car charger, and an extra-large 632 SF garage with built-in stainless steel counter and tool cabinetry. Quiet street & excellent location a short distance to downtown Los Gatos and Daves Elementary. A rare single-level home in a desirable Monte Sereno setting.

17625 Blanchard DR, Monte Sereno

$5,600,000
5 Beds 5 Baths ML82032239 MLS
Spectacular single-story home in highly desirable Monte Sereno neighborhood with outstanding Los Gatos schools. Half acre + flat yard with gorgeous Western views. Flowing open concept design comes with modern touches & conveniences, including gourmet kitchen, generous prep space, butler pantry, abundant cabinetry, & adjacent dining area for effortless entertaining. Exquisite decorative tiles add a refined touch, while the radiant flooring and dual heating/cooling zones ensure year-round comfort. The rustic and charming living room is poised to host your special memories. Stepping outside, morning coffee awaits in the private front yard with views to the east. The landscaping and outdoor seating area out back create a tranquil oasis. Enjoy idyllic, memorable evenings and romantic sunsets dining al fresco. A dipping pool offers a refreshing escape, while the spacious workshop, hobby room and whimsical toolshed offer thoughtful, practical workspaces. Delightful casita. Outdoor enthusiasts will savor the outdoor shower, spacious equipment storage & ample parking for a trailer/boat. This home also connects to approx. 40 acres of open space, with horse stables, arena, and trails. A truly unique opportunity for those seeking a special homestead in the heart of Silicon Valley.

15393 Via Caballero, Monte Sereno

$4,625,000
5 Beds 5 Baths ML82012969 MLS
Exceptional New Construction in Prime Monte Sereno! Experience the perfect blend of luxury, comfort, and location in this stunning brand-new 4,332 sq. ft. estate. Ideally situated in prestigious Monte Sereno, this thoughtfully designed home offers 4 ensuite bedrooms, an office/5th bedroom with a closet, and 4.5 bathrooms. The open-concept floor plan showcases high ceilings, abundant natural light, custom cabinetry, and high-end finishes throughout. The gourmet kitchen is a chefs dream, featuring premium appliances, a large center island, and a seamless flow into the expansive living and dining areas, anchored by a sleek gas fireplace and elegant wet barperfect for entertaining. A separate private ADU with a full kitchen and laundry provides an ideal space for guests, extended family, or live-in support. Enjoy the convenience of walking distance to vibrant downtown Los Gatos, award-winning Los Gatos schools, fine dining, shopping, and easy access to major commute routes. A rare opportunity to own a newly built luxury home in one of Silicon Valleys most desirable neighborhoods!

18071 Saratoga Los Gatos RD, Monte Sereno

$4,200,000
4 Beds 3 Baths ML82026060 MLS
Discover the perfect blend of modern elegance, natural serenity, and prime location in Monte Sereno. Set on approx. 1.37 acres of picturesque land, this extraordinary property offers the rare combination of privacy and convenience, just minutes from vibrant Downtown Los Gatos. Beautifully updated throughout, the home features a stunning remodeled chefs' kitchen - the true centerpiece - crafted with both style and function in mind. Light-filled interiors, refined finishes, and thoughtful design create an inviting flow that complements today's modern lifestyle. Outside, majestic oak trees and lush surroundings frame the property, offering a tranquil, park-like setting perfect for relaxation or entertaining. Designated as horse property with allowance for up to two horses, the possibilities are endless - equestrian pursuits and expansive gardens await. Beyond its beauty, this estate presents exceptional potential to develop, expand, or create a one-of-a-kind dream estate, with SB9 subdivision possibilities (Buyer to Verify) offering even more opportunity. Located within the prestigious Los Gatos school district, this is more than a home - it's a rare chance to shape your future in one of Silicon Valleys most coveted settings, surrounded by modern luxury and timeless natural beauty.

15098 Elm Park PARK, Monte Sereno

$3,900,000
6 Beds 3 Baths ML82024725 MLS
Set on approximately three-quarters of an acre, this home includes two separate structures totaling approx 3,597 SF. The main house is 2,415+/- SF and second dwelling just under 1,200 SF, offering flexibility for multi-generational living or a dedicated home office-studio. Nestled beneath a canopy of oak trees at the end of a quiet Monte Sereno cul-de-sac, this rare two-parcel property offers exceptional privacy, character, and opportunity. The backyard is unparalleled with majestic Heritage Oaks and redwoods, lush greenery and year year-round creek w/seasonal waterfall. Located within strolling distance to downtown Los Gatos via a path that connects directly from the cul-de-sac. The main house is a 4 bd/2 ba and ADU is an additional 2 bd/1 ba. Recently refreshed with tasteful updates, the home offers a nice blend of livability and potential to customize to new owners' liking. With its ideal location, generous lot, and timeless Monte Sereno charm, this property represents a rare opportunity to enjoy the best of both worlds: peaceful seclusion amid nature, yet just minutes to vibrant downtown Los Gatos, top-rated schools, and all the amenities that make this community so coveted. Built on two APNs, with a possible choice between the Saratoga or Los Gatos schools buyer to verify.

16325 Oakhurst DR, Monte Sereno

$4,355,000
5 Beds 4 Baths ML82024558 MLS
Welcome to 15495 Via Caballero, Monte Sereno, a classic two story Colonial with Kelly Green shutters and door. Nestled in one of Monte Sereno's most sought after neighborhoods just off Daves Avenue. This beautifully maintained home offers space, privacy, and versatility on an expansive lot of over half an acre. The thoughtfully designed floor plan includes formal living and dining rooms, as well as a spacious great room adjacent to the kitchen perfect for everyday living and seamless entertaining. Step outside to discover a serene and private backyard with flat, usable space ideal for play, relaxation, or hosting gatherings. Enjoy the convenience of being just minutes from the vibrant Downtown Los Gatos and Saratoga, with renowned dining, shopping, and entertainment. Part of the Loma Serena Association which provides around 45 acres of open space, horse trails, walking trails, 2 riding arenas, and a hard track. Outdoor enthusiasts will love the proximity to Los Gatos Creek trails, Hakone Gardens, Villa Montalvo, and a variety of bike trails. Commuters will appreciate easy access to major routes including Hwy 9, 17, 85, and Saratoga Sunnyvale Road. All this, plus award winning Los Gatos schools, makes this an exceptional place to call home.

15495 Via Caballero, Monte Sereno

$3,430,000
4 Beds 4 Baths ML82023991 MLS
Welcome to an original Mid-Century Modern Classic gem ideally situated in one of Monte Sereno's most sought-after neighborhoods just a few blocks from vibrant Downtown Los Gatos. Four bed, three bath with 2178 sq. ft. This one-of-a-kind property rests on a peaceful, nature-filled 20,305 square foot lot offering endless possibilities. Build your dream home, remodel, expand, or move right in with thoughtful updates. Viewfield Road is known for its spectacular luxury estate propertiesthis is truly the right neighborhood to invest in. A detached guest house (built new in 2002 with permits) includes a kitchen and bath, adding approximately 428 sq. ft. of comfortable living space. The property is sunny, bright, and filled with potentiala rare opportunity not seen since the 1960s. The main house is vacant and ready to show. Please feel free to tour the home and walk the property, but do not enter the ADU, as it is currently occupied. Located within the highly ranked Los Gatos School District. Buyer to verify square footage and possible lot split. After Open House October 18 & 19, offers accepted. Offer date October 21 at 11:00 AM sharp.

16120 Viewfield RD, Monte Sereno

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All measurements and all calculations of area (i.e., Sq Ft and Acreage) are approximate. Broker has represented to MetroList that Broker has a valid listing signed by seller authorizing placement in the MLS. Above information is provided by Seller and/or other sources and has not been verified by Broker. Copyright 2026 MetroList Services, Inc. The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of MetroList® MLS. All information has been provided by seller/other sources and has not been verified by broker. All interested persons should independently verify the accuracy of all information. Last updated .

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