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$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

Listed by Stilla Raissi, 408-316-8899 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Stilla Raissi from CBR
$2,695,000
3 Beds ⋅ 3 Baths ⋅ ML82062088 MLS ⋅ Montalvo Oaks BLDG.
Luxurious corner location in the sought after Montalvo Oaks community. Meticulous detailed throughout with modern high-end fixtures and finishes. A premium gourmet kitchen with award winning Hestan stainless appliances, crisp white shaker cabinets, quartz countertops and a large center island with a build in wine refrigerator that open to the living and dining area. The fenced outdoor space is perfect for entertainer, BBQ'ing or just relaxing. The spacious primary suite offers a spa like bathroom and an oversized walk-in closet. The two addition bedrooms upstairs and nicely sized. The generously sized up-stairs laundry room has a utility sink and linen cabinetry. Montalvo Oaks is set in a quiet and scenic pocket of Monte Sereno and strategically located almost exactly half between downtown Los Gatos and Saratoga Village. Owned Solar. Tank-less water heater. Just refinished beautiful hardwood floors. EV Charger outlet. Convenient commute access to Highways 17 and 85. Sought after Saratoga Schools.

18859 Montalvo Oaks CIR, Monte Sereno

Listed by Greg Simpson, 408-560-9017 from KW Bay Area Estates
(If provided) CoList: from

$3,498,000
3 Beds ⋅ 2 Baths ⋅ ML82061260 MLS
Tucked away on a charming cul-de-sac in desirable Monte Sereno, this beautifully remodeled property offers approximately 2,678 square feet of total living space, including a three-bedroom, two-bath main residence and separate one-bedroom, one-bath ADU. The updated kitchen features elegant Carrara marble countertops and stylish finishes throughout. The ADU provides wonderful flexibility for guests or extended family and has also been successfully rented for additional income. A finished bonus room in the garage not included in the square footage. Outside, enjoy a large grassy lawn, Connecticut bluestone patio, outdoor fireplace and barbecue area ideal for relaxed California living and entertaining. A special property offering charm, thoughtful updates, flexible living spaces, and an exceptional Monte Sereno location with Los Gatos Schools and a short distance to downtown Los Gatos .

17445 Pleasant View AVE, Monte Sereno

Listed by Kirsten Trapani, 408-761-0686 from Christie's International Real Estate Sereno
(If provided) CoList: Barton Call from Christie's International Real Estate 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. (buyer to verify) Finished detached two car garage is an easy ADU conversion. (buyer to verify). 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

Listed by Annette Seaborn, 408-859-5881 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Katherine Yang from CBR
$2,600,000
4 Beds ⋅ 2 Baths ⋅ ML82060234 MLS
Sold Off Market. Call Lena @ 408.202.5997 or Katy @ 650.888.2389

17510 Via Sereno, Monte Sereno

Listed by Lena Gustafsson, 408-202-5997 from Compass
(If provided) CoList: Katy Thielke Straser from Compass

Sold listing courtesy of Katy Thielke Straser from COMPS
$4,498,000
4 Beds ⋅ 3 Baths ⋅ ML82058711 MLS
Exceptional Monte Sereno residence offering luxury, comfort and beautiful indoor and outdoor living, just blocks from Downtown Los Gatos and Vasona Park. Extensively remodeled with designer finishes throughout, this elegant home features gracious formal living and dining rooms and stunning hardwood floors. The chefs kitchen is beautifully appointed with Wolf and Sub Zero appliances, large island with breakfast bar, butlers pantry, beverage refrigerator and temperature controlled wine cellar. The luxurious primary suite features a spa inspired bath with heated floors, soaking tub, oversized shower, custom cabinetry and an expansive walk in closet. Spacious secondary bedrooms include custom closet organizers. Enjoy a resort style backyard with sparkling pool, spa, water features, al fresco dining under a gas heated pergola, expansive deck with built in gas fire pit and low maintenance turf. Three car garage, large laundry room and abundant storage. An exceptional opportunity near Downtown Los Gatos, shopping, dining, recreation and highly regarded Los Gatos schools.

16215 Rose AVE, Monte Sereno

Listed by Stilla Raissi, 408-316-8899 from Coldwell Banker Realty
(If provided) CoList: from

$2,998,888
3 Beds ⋅ 3 Baths ⋅ ML82059182 MLS
Welcome to Monte Sereno living at its finest. This completely rebuilt residence offers three bedrooms and three full baths, designed with a bright, open concept floorplan that invites natural light into every corner. At the heart of the home is a stunning chefs kitchen with a large island thats perfect for casual mornings, family dinners, or hosting friends. The living and entertaining spaces flow seamlessly to two generous private yards, giving you endless possibilities, whether its outdoor dining under the stars, a play area, a garden retreat, or even a future pool. A long driveway and ample parking provide both convenience and flexibility for guests. Set within a top-rated school district and a friendly, established community, this home offers not just comfort, but a true lifestyle. And with quick access to Highway 17, along with close proximity to downtown Los Gatos and downtown Campbell, youre never far from vibrant dining, boutique shopping, and local events. Every detail is thoughtfully designed to balance elegance with everyday ease. Come experience it for yourself.

17293 Sereno CT, Monte Sereno

Listed by Radney Toomasian, 408-896-2250 from Compass
(If provided) CoList: from

$5,788,000
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

Listed by Mandana Simai, 408-315-9958 from Christie's International Real Estate Sereno
(If provided) CoList: from

$3,700,000
4 Beds ⋅ 3 Baths ⋅ ML82058612 MLS

15400 Via Caballero, Monte Sereno

Listed by Stilla Raissi, 408-316-8899 from Coldwell Banker Realty
(If provided) CoList: QL Realty Group from Coldwell Banker Realty

Sold listing courtesy of Stilla Raissi from CBR
$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

Listed by C.T. Harris, 408-375-9265 from Christie's International Real Estate Sereno
(If provided) CoList: Kirsten Trapani from Christie's International Real Estate Sereno

Sold listing courtesy of Tanya Gianatasio from EXPCA
$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

Listed by Jan Corrie, 408-314-5981 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Chad Eng from COMPS
$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

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

$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

Listed by Bouja & Swenson Group, 408-655-9398 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Mahnaz Westerberg from AGNC
$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

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

Sold listing courtesy of Jen Beehler from ELEV
$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

Listed by George Montanari, 408-497-2213 from Compass
(If provided) CoList: from

Sold listing courtesy of Nidia Nuristani from NURIS
$4,000,000
3 Beds ⋅ 3 Baths ⋅ ML82048380 MLS
Nestled on a beautifully landscaped corner lot in the coveted Rinconada Country Club neighborhood, this expanded and thoughtfully remodeled single-story residence offers timeless appeal, exceptional privacy, and an ideal Silicon Valley commute location. Surrounded by mature landscaping and set behind a peaceful streetscape, the home offers well-designed living spaces with expansive gathering areas and seamless indoor-outdoor flow. A gracious entry welcomes guests and opens to elegant formal living and dining rooms, creating an inviting setting for both everyday living and entertaining. At the heart of the home, the remodeled kitchen features a center island, breakfast nook, stainless steel appliances, and abundant workspace, opening comfortably into the family living areas. The spacious family room is highlighted by vaulted ceilings, a fireplace, and wet bar, with direct access to the private backyard for effortless indoor-outdoor entertaining. The generously sized primary suite serves as a peaceful retreat with vaulted ceilings and an airy, open feel. Additional amenities include indoor laundry and an attached two-car garage. The private backyard provides a tranquil setting surrounded by mature trees and landscaping, offering space to relax and entertain.

17311 Zena AVE, Monte Sereno

Listed by Bouja & Swenson Group, 408-655-9398 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Nik Gartmanov from KWSN
$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

Listed by Sherry Hitchcock, 408-314-0678 from Compass
(If provided) CoList: Eileen Bosch from Compass

Sold listing courtesy of Emily Baratzadeh from CBR
$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

Listed by Joe Piazza, 408-410-5020 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Katy Blus from ACTNP
$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

Listed by Colleen Rose, 408-656-6251 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Ted La Scola from CBR
$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

Listed by Greg Simpson, 408-832-2323 from KW Bay Area Estates
(If provided) CoList: Joseph Karakas from KW Bay Area Estates

Sold listing courtesy of Nataliia Khimich from KWLGE
$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

Listed by Donald Knight, 408-313-2191 from Coldwell Banker Realty
(If provided) CoList: Michael Roberts from Coldwell Banker Realty

Sold listing courtesy of Un Represented from NOBUY
$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

Listed by Dana & Cyndi, 408-621-4855 from Compass
(If provided) CoList: from

Sold listing courtesy of William Lister from CBR
$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

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

Sold listing courtesy of Greg Simpson from KWLGE
$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

Listed by Erin Burke, 408-316-8369 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Theresa Wellman from HMWN
$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

Listed by Dan Pfister, 408-836-6084 from Milestone Real Estate Services
(If provided) CoList: Maria De La Luz Pfister from Milestone Real Estate Services

Sold listing courtesy of Jessie Li from NTERO
$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

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

Sold listing courtesy of Carol Jeans from SGP
$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

Listed by Michael Galli, 650-800-1980 from Compass
(If provided) CoList: from

Sold listing courtesy of Joe Piazza from CBR
$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

Listed by Spencer Hsu, 408-223-5493 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of Mike Masoumi from REMAX
$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

Listed by Ducky Grabill, 408-761-4073 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Eric McCafferty from GGSIR
$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

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

Sold listing courtesy of Kiersten Ligeti from AGNC

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