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$4,600,000
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

$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
$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

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

$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
$4,300,000
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
$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
$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
$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

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

Sold listing courtesy of Jennifer Conley from CBR
$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

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

Sold listing courtesy of Anita Hunter from COMPS
$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

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

Sold listing courtesy of Malav Patel from COMPS
$6,800,000
7 Beds ⋅ 10 Baths ⋅ ML82019938 MLS
Experience elevated living in this extraordinary new construction located in the heart of highly sought-after Monte Sereno. Thoughtfully designed with timeless elegance and modern sophistication, this expansive home features a seamless open floor plan, soaring ceilings, and exquisite custom cabinetry that rises to the ceiling, adding a sense of refined grandeur throughout. With 7 bedrooms, 8 full bathrooms, and 2 half bathrooms, this dream residence includes a luxurious primary suite, private gym, sauna, elevator, and a beautifully integrated attached ADUperfect for guests or multigenerational living. The spacious entertainment room with a stylish wet bar sets the stage for unforgettable gatherings, while every detail has been meticulously crafted for comfort, style, and function. Ideally located in a prestigious Monte Sereno neighborhood served by top-rated Los Gatos schools, this home offers unmatched convenience to shopping, dining, and major commute routes. A rare opportunity to own a brand-new masterpiece in one of Silicon Valleys most coveted communities.

16108 Mays AVE, Monte Sereno

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

Sold listing courtesy of Pauline David from NTERO
$4,668,000
4 Beds ⋅ 4 Baths ⋅ ML82015983 MLS
Elegant Single-Story Retreat in Prestigious Monte Sereno. This beautifully built 4-bedroom, 3.5-bathroom residence, constructed in 2008, offers timeless elegance and modern functionality all on a spacious single-level floor plan. Designed with comfort and sophistication in mind, the home boasts soaring ceilings, custom finishes and rich walnut-tone hardwood floors, complemented by natural stone accents throughout. At the heart of the home lies a gourmet open-concept kitchen featuring top-of-the-line Pro Series appliances, perfect for everyday living and upscale entertaining. The adjacent living spaces are warm and inviting, anchored by a striking fireplace that adds both charm and character. The expansive primary suite serves as a private sanctuary, complete with a spa-inspired bathroom and luxurious designer touches. Step outside to your private backyard oasis, where a sparkling pool invites you to relax or entertain. Backyard also includes outdoor fridge, built in barbecue, turf lawn and palm trees. This residence is located in Monte Sereno within the highly sought-after Los Gatos School District. This home has easy access to major freeways such as highway 17 and highway 85, quick commutes to numerous nearby tech firms and Vasona Park. Minutes from vibrant downtown Los Gatos.

17820 Daves AVE, Monte Sereno

Listed by Steve Bianchi, 650-279-1329 from Realty World-Bianchi & Associates
(If provided) CoList: Peter Boskovich from Intero Real Estate Services

Sold listing courtesy of Michelle Min from NTERO
$7,100,000
5 Beds ⋅ 5 Baths ⋅ ML82015158 MLS
Beautiful single-story contemporary home on .6 acre in a sought after Monte Sereno neighborhood. Built in 2018, the 5,811 sf, 5 bedroom, 5.5 bathroom custom home offers soaring 12 foot ceilings, Wire Brushed European Oak hardwood floors, and 10-foot windows and doors that flood the home with natural light and encourage indoor/outdoor living. The Great room is at the heart of the home and boasts an open floor plan with free-flowing continuity to the gourmet kitchen, multiple dining areas, an inviting seating area centered around the contemporary fireplace and generous office space. Majestic Oak trees with a private courtyard features a newly installed pool/spa, patio, manicured landscaping, and is perfect for entertaining or quiet enjoyment. Conveniently located close to schools, freeways, shopping, and health and wellness facilities. Enjoy both downtown Los Gatos and downtown Saratoga offering fine and casual dining, lively community events, boutique shopping, parks, wineries and hiking trails. Distinguished Los Gatos schools!

18305 Constitution AVE, Monte Sereno

Listed by Nevis and Ardizzone, 408-781-0779 from Compass
(If provided) CoList: from

Sold listing courtesy of Gregory Watkins from CCCOLD02
$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

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

Sold listing courtesy of Igor Peshkov from TENRE
$4,350,000
5 Beds ⋅ 3 Baths ⋅ ML81997888 MLS ⋅ Loma Serena BLDG.
Welcome to 18140 Via Encantada, a captivating single-family residence in the most sought after neighborhood that backs to the Loma Serena trails. This expansive home offers 2,613 square feet of thoughtfully designed living space, featuring five spacious bedrooms and two and a half bathrooms, providing ample room for comfort and relaxation. Upon entering, you'll be greeted by an inviting atmosphere that seamlessly blends elegance with functionality. The spacious living areas with large windows and french doors that flood the space with natural light. Beautiful carved fireplace mantel adorns the living room. Travertine floors grace the kitchen, dining and hallways. Sunny updated kitchen with black marble counters and stainless steel appliances ready to inspire creativity. Spacious bedrooms, primary suite with updated bath has separate stall shower and spa tub. Tranquil backyard oasis, great decks with views of Loma Serena lead to inviting below-ground pool. Equestrians and outdoor enthusiasts will love the rare opportunity to join the Loma Serena community with 40+ acres of private open space, riding arenas, and horse trails. Amazing friendly cul-de-sac neighborhood, close to Los Gatos and best Los Gatos Schools: Daves Ave, Fisher Middle and Los Gatos High.

18140 Via Encantada, Monte Sereno

Listed by Lisa Sgarlato, 408-396-7231 from Compass
(If provided) CoList: from

Sold listing courtesy of Amy A. McCafferty from GGSIR
$4,525,000
5 Beds ⋅ 6 Baths ⋅ ML81992797 MLS
Contemporary masterpiece seamlessly blends modern design w/ state-of-the-art technology! Clean lines & sophisticated aesthetic, engineered oak hdwd floors thru-out thoughtful flrplan. High-end finishes, sleek details-atmosphere refined & inviting. Stylish blend of textures & colors sets tone for balance of elegance & functionality. All 5 bdrms are en-suite, main flr bdrm, Expansive living rm, formal dining w/ wet bar & d/w. Nano door in family rm for ultimate in indoor/outdoor living! Prof grade appliances in kitchen, flawless fusion of style & function. Custom cabinetry w/ quartz countertops & geometric mosaic backsplash, Subzero refrig, Fisher & Paykel d/w, Wolfe range all to cater to culinary enthusiasts. Lg media rm & 2 laundry areas-upstairs & garage-Primary suite-a sanctuary of indulgence - two spacious walk-in closets, lavish bath complete w/ soaking tub, lg stall shower, dual vanities, heated towel racks. Backyard has lush lawn 2 patios & deck providing ample space w/ 3 raised irrigated planter beds for gardening, plumbed firepit for evening gatherings. Flagstone pavers & drought-tolerant landscaping. Exceptional lifestyle-premier location, just a quick stroll to dwntwn LG, Saratoga, hiking & biking trails, top LG schools, & minutes to several Fortune 500 companies.

16191 Rose AVE, Monte Sereno

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

Sold listing courtesy of RECIP from RCIP
$5,361,000
5 Beds ⋅ 5 Baths ⋅ ML81992143 MLS
A true masterpiece of modern California living, this stunning 5-bed, 4.5-bath home was rebuilt in 2025. Spanning 3,554 sq. ft. on a 12,155 sq. ft. lot, it blends luxury, style, and functionality with seamless indoor-outdoor living. Soaring ceilings, abundant natural light, and impeccable craftsmanship greet you upon entry. The chef's kitchen boasts top-tier Thermador appliances, a wine column fridge, custom white oak cabinetry, and an oversized pantry. Each en-suite bedroom offers spa-like baths and walk-in closets, while the primary suite is a true sanctuary, opening to the backyard through sleek folding doors. Designed for entertaining, this home features seven skylights, four folding patio doors leading to a sprawling deck, a gas fireplace, and a built-in speaker system. The indoor laundry room includes two washers and dryers for effortless living. An oversized driveway provides ample parking for guests. Located in the award-winning Los Gatos School District, this exceptional home offers modern amenities just minutes from Downtown Los Gatos.

18080 Arlee DR, Monte Sereno

Listed by Christina Khosrowabadi, 408-318-4863 from Redefine Real Estate
(If provided) CoList: from

Sold listing courtesy of JJ JJ Team:Jones/Cassel from NTERO
$5,475,000
5 Beds ⋅ 6 Baths ⋅ ML81990968 MLS
Experience unparalleled luxury in this custom-designed home on a scenic 1-acre lot in one of Monte Sereno's most exclusive neighborhoods, just minutes from downtown Los Gatos and Saratoga. Designed by Beth Cohen and landscape architect Dick Wist, this estate seamlessly combines sophistication with modern amenities. The expansive 5 bed, 5.5 bath layout is perfect for everyday living and entertaining. An 18 ft foyer leads to a two-story family room with floor-to-ceiling windows, a sweeping fireplace, and an intimate wine cellar. The first-floor primary suite features hardwood floors, a gas fireplace, a spa-inspired bath, spacious walk-in closet, and garden views. Guests enjoy private first floor quarters with an updated ensuite bath, and the lower level includes three additional bedrooms, two with ensuite remodeled bathrooms. The gourmet kitchen boasts quartz countertops, a Wolf gas range and double oven, SubZero side by side refrigerators, and a large island with marble top. Highlights include Solar panels, two Tesla Powerwalls, and a Sonos sound system. The resort-style backyard features a black-bottom pool/spa, gazebo, putting green, pond with waterfall, and multi-tiered gardens. Additional amenities include a shed, 3-car garage, workshop, and Tesla Gen 3 wall charger.

18325 Lexington DR, Monte Sereno

Listed by Nicole Colclough, 650-996-4221 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Rene Perez from GLICK
$6,121,000
4 Beds ⋅ 4 Baths ⋅ ML81990364 MLS
Discover your California dream home, where luxury meets leisure! Nestled in one of Monte Sereno's most coveted neighborhoods, this stunning single-level estate home is situated on a flat, expansive lot of nearly an acre. Built in 1978, the home exudes timeless charm with a layout reminiscent of Sunset Magazine design, bathed in natural light that effortlessly blends indoor and outdoor living. The meticulously landscaped grounds are a true entertainers paradise, featuring mature oak trees, low-maintenance gardens, and an artificial turf lawn. Dive into the sparkling pool and spa, challenge friends on the private tennis/sport court, or unwind with a game of shuffleboard. The backyard also has swings for the kids and a spacious cabana, perfect for hosting everything from casual family movie nights to chic cocktail parties. With its classic California elegance, this home invites you to create unforgettable memories. Its not just a home; its a lifestyle.

17616 Eaton LN, Monte Sereno

Listed by Jalayne Forrester, 408-799-5175 from KW Bay Area Estates
(If provided) CoList: from

Sold listing courtesy of Daniel Rubnitz from SGP
$5,600,000
3 Beds ⋅ 4 Baths ⋅ ML81986999 MLS
Welcome to an exquisite single story residence nestled on a sought after, prime street in the prestigious Monte Sereno. This elegant home offers 3 bedrooms and 3 and a half bathrooms across a generous 3,251 sf of living space, set on an expansive 22,900 sf lot. As a bonus, detached 598 sf one bedroom Guest Cottage-ADU w/view of pool, equipped w/ a WD, detached 1 car garage. The main home offers an expansive living room w/ fireplace, vaulted ceiling in the great room and family rooms both leading to patios. The gourmet kitchen w/ designer stainless steel appliances, granite counters, vaulted ceiling and plenty of cabinet space. The primary suite is a sanctuary w/ vaulted ceilings, exposed wood beams, and French doors leading to a courtyard patio. The backyard, fully enclosed, offers a beautifully landscaped, featuring a lawn area, stepping stones, and a raised brick patio surrounding an in-ground sparkling swimming pool. The expansive front yard offers many fruit trees, a circular driveway, a 2 car attached garage and plenty of parking. AWARD WINNING Los Gatos Schools nearby, close to town, EZ access to freeways and Vasona/Oak Meadow Parks.

17596 Blanchard DR, Monte Sereno

Listed by Susan Nystrom-Walsh, 408-482-9343 from Compass
(If provided) CoList: from

Sold listing courtesy of Matthew Swenson from GGSIR
$9,800,000
5 Beds ⋅ 6 Baths ⋅ ML81987635 MLS
Sleek contemporary solar-powered one level luxurious home with exceptional panoramic views and state-of-the-art amenities on approximately 1.49 acres, office, study, massive kitchen family great room with polished concrete radiant heat floors, retractable glass walls opening to a vast heated loggia, infinity-edge pool/spa, outdoor kitchen, fire pit, putting green and a cabana with a steam shower. The open kitchen is equipped with high-end Gaggenau appliances and custom cabinetry. Primary suite with retractable glass on two sides, seamlessly opening without obstruction to a private terrace. Gated. 2bed/1bath guest house with full kitchen. Contemporary wine cellar. 3-car garage, detached 1-car garage. Entire home is ADA compatible. Excellent Los Gatos schools.

18311 Lexington DR, Monte Sereno

Listed by Bill Gorman, 704-609-8284 from Coldwell Banker Realty
(If provided) CoList: George Montanari from Compass

Sold listing courtesy of C.T. Harris from SGP
$7,000,000
6 Beds ⋅ 6 Baths ⋅ ML81987750 MLS
Spectacular VIEW! Stunning Surrounding! This amazing ~7000 square feet estate offers additional ~1200 square feet of patio and porches, an architectural design that highlights the majestic breathtaking views of the surrounding mountain landscape. The main house offers ~5700 sq ft living space, 4 bedrooms, 4.5 baths, a large kitchen, a multimedia entertainment room, an office and a 3-car garage with electric car charging. Contemporary design elements also include high ceilings, large sweeping picturesque windows and an elegant open floor plan. The guest house features two bedrooms, one bath, large living room, kitchenette, laundry room and 2 outdoor parking spaces. Sitting on a beautifully landscaped gated lot, this custom home is the most desirable residence in a community of high-end homes. Outstanding location, minutes to downtown Los Gatos, easy commute & top Saratoga Los Gatos School Distric.

18335 Lexington DR, Monte Sereno

Listed by Maryam Tabatabaei, 408-394-5673 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Maryam Tabatabaei from CBR
$5,050,000
5 Beds ⋅ 3 Baths ⋅ ML81979243 MLS
Awesome mid-century modern single story on just over a flat acre! This premier location in Monte Sereno enjoys a private driveway w/ wrought iron gate entry opening to spacious grounds w/ handsome mature trees framing approach. The freshly painted exterior & large wrap around deck welcomes guests to relax & enjoy the privacy & views. Expansive window line w/ multiple large picture windows & sliders bring the outdoors in! Enter to volume, vaulted ceilings & spacious living spaces w/ tons of natural light. The freshly painted interior walls & ceiling & well cared for hardwood floors showcase a thoughtful floorplan. Large great room & dining room enjoy a wall of windows to view the front & side grounds. Just beyond, the kitchen has granite counter tops and opens the casual dining area & family room w/ beautiful views of large deck & side grounds. 4 bedrooms sit to the back with the primary suite at the end of the hall. A bed/ofc is conveniently located near the kitchen & side exterior door. Large 3 car garage & additional outbuildings for storage are available. Meandering paths flow through gardens full of a variety of beautiful flora. Continue the master gardener legacy or create your own vision on this lot with unparalleled opportunity to create your dream estate!

17664 Blanchard DR, Monte Sereno

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

Sold listing courtesy of Benjamin Frieden from KWLGE

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