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18240 Bancroft AVE, Monte Sereno
$12,300,000
4 Beds ⋅ 5 Baths ⋅ ML82062652 MLS
Create a legacy with this signature Monte Sereno estate on a scenic 1+ acre level lot. Palatial 4,437 sq. ft. main residence approved plan and permit designed by Conrad Asturi features green construction harmonizing the interior design with the peerless setting. Impressive great room with 13-ft. ceilings, private den, 2-car attached garage, & family room with entertainment ctr. Showcase kitchen features stone island, Bertazzoni Pro range, wine room & far more. 4 palatial bedrooms in main residence, including grand master suite with spa bath. Approved for reconstruct satellite buildings include a lavish 1,200 sq. ft., 2 BR guest house with full kitchen, living and dining areas, plus attached garage and carport. Additional structures include 1,000 sq. ft. pool cabana with private bed/bath suite and a free-standing 3-car garage. Artistically landscaped grounds feature pool, lanai, bocce ball court & water feature

18240 Bancroft AVE, Monte Sereno

18331 Lexington DR, 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 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

17930 Vineland 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

15288 Via Pinto, 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

15212 Janor 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

16000 Greenwood RD, Monte Sereno
$6,500,000
5 Beds ⋅ 4 Baths ⋅ ML82019861 MLS
Nestled within one of the most coveted neighborhoods, this sensational property offers an unparalleled lifestyle on a rare, flat, and expansive acre+ parcel. Prepare to be captivated by the prolific gardens and the allure of your own regulation-sized tennis court that can accommodate pickleball, and basketball as well, providing a wide range of recreational options for sports enthusiasts.Discover large, light-filled entertaining rooms graced with gorgeous hardwood floors. The living & dining rooms provide sophisticated spaces for gatherings, complete with a convenient wine and china closet. For those who work from home or desire a quiet retreat, a sumptuous office/den is conveniently located on the main level. The expansive kitchen offers multiple workspaces, a practical butler's pantry, & ample storage. Enjoy preparing meals while overlooking the breathtaking back gardens and taking in the picturesque views of the south mountains and stunning sunrises. The primary suite, a true oasis featuring a cozy fireplace, a private balcony to savor the views, a generous walk-in closet, and a huge bathroom. Pamper yourself with his/her sink areas, a large shower, and an oversized tub. A 2nd bedroom suite provides comfort and privacy with a walk-in closet and an elegant bathroom.

16000 Greenwood RD, Monte Sereno

18211 Bancroft AVE, 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

18074 Daves 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

15027 Natalye RD, Monte Sereno
$5,998,880
4 Beds ⋅ 4 Baths ⋅ ML82054948 MLS
Exceptional custom estate in Monte Sereno's coveted La Rinconada neighborhood, blending timeless architecture, privacy, and resort-style living in one of Silicon Valleys most desirable locations. A striking arrival begins with stone-clad exterior details, manicured grounds, and a grand custom entry that sets the tone for the residence beyond. Designed for both elegant entertaining and comfortable everyday living, the home offers expansive interiors, soaring ceilings, rich hardwood floors, and refined craftsmanship throughout. Formal living and dining spaces complement a chefs kitchen with premium appliances, oversized island, breakfast nook, and seamless connection to the main gathering areas. Highly desirable floor plan includes multiple bedroom suites, flexible living spaces, and generous room proportions throughout. The grounds are truly special, featuring an expansive covered patio with retractable awnings, multiple entertaining areas, lush lawn, mature trees, and exceptional privacy. A detached bonus structure offers ideal flexibility for AUD, office, fitness room, or golf cart parking. Located moments from downtown Los Gatos, key commute routes, and award-winning Los Gatos schools. Rarely does a property combine this level of presence, comfort, and location.

15027 Natalye RD, Monte Sereno

15392 Via Palomino, 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

15477 One Oak LN, Monte Sereno
$5,615,000
4 Beds ⋅ 4 Baths ⋅ ML82056863 MLS
A private modern retreat in the heart of Monte Sereno, this exceptional residence was rebuilt from the foundation up in 2019 with sophisticated contemporary design and exceptional attention to detail. Soaring ceilings, walls of glass, abundant natural light, and clean architectural lines create an impressive sense of openness and warmth throughout. Expansive living spaces flow effortlessly into a beautifully appointed chefs kitchen featuring premium Thermador appliances, sleek custom cabinetry, and a wine cooler. The serene primary suite offers a spa-like bath with a steam shower, oversized rain shower, heated floors, and beautifully curated finishes. Designed for todays lifestyle, the home seamlessly integrates smart-home technology, multi-zone climate control, solar with battery storage, and EV charging. Outdoors, exceptionally private grounds create a secluded sanctuary with an Ipe deck, gas fire pit, and landscape lighting, perfect for relaxing or entertaining. A spacious three-car garage completes this rare blend of architectural sophistication, privacy, modern convenience, and relaxed California luxury.

15477 One Oak LN, Monte Sereno

15393 Via Caballero, 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

18061 Saratoga Los Gatos RD, Monte Sereno
$5,250,000
5 Beds ⋅ 5 Baths ⋅ ML82012978 MLS
Welcome to 18061 Saratoga Los Gatos Road a beautifully crafted new construction offering the perfect blend of modern elegance and functionality. This exceptional residence features 5 spacious bedrooms and 4.5 bathrooms, including a well-appointed ADU ideal for guests or rental income. Enjoy an open-concept family room with a beautiful skylight, bringing in an abundance of natural light and seamlessly connecting to the private patio perfect for indoor-outdoor California living. The home boasts a custom-designed kitchen with elegant cabinetry, high-end finishes, and ample space for entertaining. Venture outside to your private backyard oasis, ideal for relaxing, gardening, or weekend gatherings. Located in the highly desirable Monte Sereno neighborhood, this home offers easy access to top-rated schools and downtown Los Gatos.

18061 Saratoga Los Gatos RD, Monte Sereno

17660 Vista AVE, 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

16202 Serena Vista CT, 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

15975 Rose AVE, Monte Sereno
$4,802,000
5 Beds ⋅ 5 Baths ⋅ ML82055120 MLS
Experience refined California living in this 3,000 sq. ft. majestic newly constructed Modern Farmhouse, ideally situated on an expansive 10,000-square-foot lot in the prestigious community of Monte Sereno. Professionally designed with exceptional craftsmanship and timeless elegance, this stunning residence seamlessly blends luxury, comfort, and contemporary style. The light-filled open floor plan is highlighted by soaring vaulted ceilings, wide-plank French oak flooring, and a dramatic floor-to-ceiling fireplace that creates a warm yet sophisticated focal point. The heart of the home is a spectacular chef's kitchen, featuring premium high-end appliances, custom cabinetry, an oversized island, and effortless indoor-outdoor living through a dramatic LaCantina folding glass door. The luxurious primary suite offers a private retreat with a spa-inspired ensuite bathroom complete with large double vanity, freestanding garden tub, an oversized walk-in shower, and an expansive walk-in closet. Two additional ensuite bedrooms as well as an ADU provide exceptional comfort and privacy for family or guests. Enjoy entertaining in the backyard equipped with a built-in kitchen, covered sitting area, low maintenance drought tolerant plantings.

15975 Rose AVE, Monte Sereno

17625 Blanchard DR, 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

15208 Stratford CT, 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

18071 Saratoga Los Gatos RD, 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

18570 Oak DR, 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

18113 Saratoga Los Gatos RD, Monte Sereno
$4,400,000
3 Beds ⋅ 3 Baths ⋅ ML82059776 MLS
Elegant Tahoe-inspired California Classic in Monte Sereno meticulously maintained built in 1954, extensively remodeled in 2004 with 2,860 sq. ft. on a HUGE 20,698 sq. ft. lot. SINGLE-STORY home with 3 bedrooms, 3 bathrooms, an extra large bonus room as living room and office with fireplace overlooking peaceful nature. Built for entertaining, large patios and a sparkling pool. Detached pool room and 1/2 bath (not included in square feet) Sunny and bright, updated chefs kitchen, tall picture window over looking pool. Designers floor plan with casual breakfast, formal, and poolside dining. Property is expansive with two separate gated entrances with room to add a four car garage or other housing structures. Finished detached two car garage is an easy ADU conversion. Corner of Viewfield Road on Monte Sereno's premier cul-de-sac with large estate properties. Grounds are expansive with stately mature trees and an enchanting forest just blocks to downtown Los Gatos, Los Gatos Elementary Schools and LGHS. Rare opportunity to enjoy elegant single-level living, an exceptionally large property, pool, flexible additional spaces, and close proximity to downtown Los Gatos in one of Monte Sereno's most desirable neighborhoods.

18113 Saratoga Los Gatos RD, Monte Sereno

15495 Via Caballero, 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

15820 Bruce CT, 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

17660 Vineland AVE, 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

18782 Withey RD, 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

15098 Elm Park PARK, 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

18500 Hillview DR, Monte Sereno
$4,200,000
4 Beds ⋅ 4 Baths ⋅ ML82005662 MLS
Awesome new price! Wonderful property w/ city light views-a retreat minutes to dwntwn LG & Saratoga! High-performance systems & quality thru-out! Generous living spaces, open floorplan functions as a single story! Coffered & vaulted ceilings, hdwd floors & lg pic windows showcasing views! Expansive deck & gently sloped outdoor space for enjoyment. Kitchen has premium appliances-Sub-Zero refrig, Wolf 5-burner cooktop, Bosch d/w, prep island & breakfast nook + 2 refrig & 2 freezer dwrs in laundry rm. All bdrms thoughtfully positioned for privacy w/ LED strip-lighting w/glass closet doors, 2 share Jack-n-Jill bath. Primary suite enjoys lg walk-in closet w/ wardrobe. Bath features lg jetted tub & walk-in shower. Dwnstairs media rm w/ IHX ISF screen, wire ready for projector, speakers, soundproofing. Bonus rm & full bath is perfect flex space or 5th bdrm. Surround Sound system thru out, automated European rolling shutters & screen systems for windows at back of house. Owned solar panels + Generac backup generator, whole house water softening & purification w/ spigots in all baths, HEPA filtration on A/C & furnace, 2 tankless W/H, 220V & 250V power for EV charging. Enjoy state-of-the-art comfort, privacy & convenience. Sanctuary w/ top Saratoga Schools! Approved for Cal Fair Plan!

18500 Hillview DR, Monte Sereno

16342 Alexander AVE, Monte Sereno
$4,000,000
6 Beds ⋅ 3 Baths ⋅ ML82056437 MLS
Beautiful tri-level home ideally situated at the end of a quiet cul-de-sac on an approximately 10,585 sq ft landscaped lot. Designed for comfortable everyday living and effortless entertaining, the private backyard features a sparkling pool, expansive deck, and low-maintenance landscaping, creating the perfect outdoor retreat. Inside, the light-filled contemporary floor plan offers an inviting blend of formal and casual living spaces, enhanced by a freshly painted exterior and interior with new carpeting. Sliding glass doors from the family room and informal dining area open seamlessly to the spacious deck for year-round dining and relaxation. The generous kitchen offers abundant counter space and overlooks the picturesque backyard. The spacious primary suite features an en suite bath and walk-in closet. Enjoy the best of downtown Los Gatos living, just one block from Bachman Park and moments from vibrant shops, acclaimed restaurants, the weekly farmers' market, and scenic hiking and biking trails. Convenient access to Highways 17 and award-winning Los Gatos schools complete this move-in-ready home, offering an exceptional combination of location, lifestyle, and indoor-outdoor living.

16342 Alexander AVE, Monte Sereno

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