Monte Sereno CA 4000+ Sq. Ft. Real Estate, Homes, Condos for Sale

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

$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

$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

$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

$6,750,000

5 Beds ⋅ 3 Baths ⋅ ML82029566 MLS

15162 Alma Jo CT, Monte Sereno

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

Sold listing courtesy of Azita Alaverdi from COMPS

$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

$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

$4,400,000

4 Beds ⋅ 5 Baths ⋅ ML81999441 MLS

Nestled in the heart of the coveted Twin Creeks neighborhood of Monte Sereno, this extraordinary estate on a private 1.07 acre parcel strikes the perfect chord between elegance, functionality & potential. Sweeping spiral staircase & crystal chandelier set the tone for a grand experience. W/4 bedrooms 4.5 bathrooms & 5,085sf of living space. Music room & arts/crafts room can be transformed into bedrooms, bringing total of a possible 6 bedrooms. Formal dining room & living room w/wood burning fireplace. Family room w/surround sound, projector w/drop down screen, & remote blackout shades perfect for movie nights. Master suite w/walkin closet/dressing room, dual vanities, separate shower & tub. 3 additional well-appointed bedrooms, office, & many closets/storage areas. Huge Music room w/full bathroom & separate entrance, can transform to a private teaching studio or Aupair suite. Add kitchen in hobby area for even more versatility! Covered patio, fire pit, & pool/spa make entertaining a breeze. Cabana plumbed for electricity/water, perfect for relaxing in the shade. 1+ acre lot w/seasonal creek & plenty of room to add tennis/pickleball/sports court or anything else you desire. Located in one of the most sought-after neighborhoods in the Bay Area w/award-winning Los Gatos schools.

15374 Tamson CT, Monte Sereno

Listed by Travis R. Bertelsen, 408-335-1469 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Lili Song from COMPS

$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

$8,350,000

5 Beds ⋅ 7 Baths ⋅ ML81992590 MLS

SPECTACULAR CUSTOM FRENCH CHATEAU ESTATE IN PRIME AREA OF MONTE SERENO WITH STUNNING VIEWS OF THE CITY AND MOUNTAINS! TOP OF THE LINE QUALITY CONSTRUCTION! TOP RATED SCHOOLS! WALK TO DAVE'S ELEMENTARY! VERY PRIVATE LOCATION AMONGST HIGH END ESTATES! ONLY 6 MINUTES TO TOWN. HOME FEATURES 6037 SQUARE FEET WHICH INCLUDES 300 SQ FT OFFICE/GYM! 5 BEDROOMS WITH TWO PRIMARYS, ONE ON THE MAIN FLOOR AND ONE UPSTAIRS. GRAND ENTRY WITH SOARING CEILINGS AND BEAUTIFUL SPIRAL STAIRCASE! LARGE SEPARATE DINING ROOM, LIBRARY/MUSIC ROOM OFF LARGE SEPARATE LIVING ROOM BOTH WITH BEAUTIFUL FIREPLACES. GOURMET KITCH WITH CUSTOM CABINETRY, FULL SLABS, PANTRY AND TOP OF THE LINE APPLIANCES. LARGE BREAKFAST ROOM AND ADJACENT FAMILY ROOM WITH FIREPLACE AND FULL ENTERTAINMENT CENTER. WINE CELLAR, THEATRE, STEAM SHOWER! UPSTAIRS UTILITY ROOM! STUNNING BACKYARD WITH LARGE COVERED OUTDOOR KITCHEN AND BARBECUE, BATHROOM AND OFFICE/GYM. BEAUTIFUL IN GROUND POOL AND SPA AS YOU RELAX AND ENJOY CITY AND MOUNTAIN VIEWS! 4 CAR GARAGE WITH 240 EV CHARGER

18232 Daves AVE, Monte Sereno

Listed by John Faylor, 408-605-8133 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Nicole Emanuel from CBR

$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

$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

$6,142,500

4 Beds ⋅ 4 Baths ⋅ ML81986306 MLS

Welcome to luxurious living in the heart of Monte Sereno. This stunning 5,008 sq ft home, on one level, sits on a sprawling 44,000 sq ft lot. A separate guest house of over 700 sf is perfect for long term visitors. Each sumptuous room is a statement in itself. The living room looks out to the beautiful veranda and grounds, and a classic library boasts warm wood cabinets and its own fireplace. Note the gathering room with bar and cable-ready entertainment center and fireplace. A massive kitchen, laid out for chefs, includes two walk-in pantries, island with prep sink, breakfast bar, and a solarium dining area. There are 4 spacious bedrooms in the main house, including a luxurious primary retreat that must be seen. The 3 additional bedrooms are each a separate statement of quiet elegance.3-1/2 baths in the main house include the primary, a shared bath, a guest-wing bath and a powder room. Note the large laundry room. The grounds are beautifully landscaped and include a tennis court, swimming pool with spa, hot tub, a putting green, and a vineyard! There is a 4-car garage plus driveway space for 4-6 cars to park. A built-in vacuum, two HVAC zones, solar panels, permanent generator, security system and security gates complete the fabulous features of this stunning home.

16010 Viewfield RD, Monte Sereno

Listed by Elizabeth Monley, 408-472-4546 from Compass
(If provided) CoList: George Montanari from Compass

Sold listing courtesy of Lilian (Yan Li) Cai from BLCH

$6,800,000

5 Beds ⋅ 5 Baths ⋅ ML81985583 MLS

Welcome to this exquisite residence nestled in the prestigious enclave of Monte Sereno. This elegant estate at 14980 Karl Avenue offers a harmonious blend of luxury and tranquility, perfectly situated in a prime location renowned for its serene ambiance. Spanning an impressive 6,401 square feet, this home boasts five spacious bedrooms and four and a half luxurious bathrooms, ensuring ample space and privacy for all. The interior is a testament to refined living, featuring expansive living areas adorned with high-end finishes and thoughtful design elements that cater to both comfort and sophistication. Set on a generous 63,162 square foot lot, the property offers a private oasis with lush landscaping. Entertain in style with a resort-like pool and a sophisticated pool house, complete with an outdoor kitchen featuring a state-of-the-art pizza oven, perfect for alfresco dining and gatherings. This estate is adjacent to the exclusive private La Rinconada Country Club, offering breathtaking views and a tranquil ambiance. This residence embodies the epitome of elegance and is a rare opportunity to own a piece of Monte Sereno's finest real estate.

14980 Karl AVE, Monte Sereno

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

Sold listing courtesy of Michael Kenyon from COMPS

$8,750,000

7 Beds ⋅ 5 Baths ⋅ ML81980475 MLS

Indulge in luxury! Stunning Estate Home nestled in the exclusive area of Los Gatos- Monte Sereno. Set on a sprawling flat acre and just a stroll away from Town this custom remodel exudes detailed craftsmanship and timeless elegance. Expansive living areas total 6,300 square ft with custom finishes. An ultimate chef's kitchen overlooks the expansive backyard oasis and pool. The dining area is seamlessly integrated with the kitchen and family room creating a harmonious flow for both everyday gatherings or special occasion. Amazing main level features a tranquil primary suite w private garden, spacious spa inspired bath w/ steam shower & exquisite closet design, 3 additional bedrooms and an office/library w access to the back gardens. The second level features 2 more ample bedrooms and a movie area with theater seating for fun family viewings. The private acre lot offers endless opportunities for outdoor recreation and entertainment. Expansive pool and guest/pool house w family room, bar, bedroom, and full bath. The captivating covered outdoor space is ideal for gatherings and family enjoyment. The expansive private backyard is incredible... soccer pitch, baseball field, you name it... it is the ultimate playground! Embrace the California lifestyle in this one of a kind estate home!

15981 Grandview DR, Monte Sereno

Listed by Janee Medved, 408-569-4591 from Compass
(If provided) CoList: Brianne Medved from Compass

Sold listing courtesy of Caitlin Cintas from SGP

$5,960,000

5 Beds ⋅ 5 Baths ⋅ ML81973243 MLS

Sprawling, single-story estate in pristine Monte Sereno location! Superior quality, timeless charm & thoughtful floor plan enjoys volume ceilings & generous picture windows-views of pristine gardens & lg entertaining spaces & beyond on mostly level lot. Welcoming front porch opens to fantastic great room w/ formal dining area anchored by handsome fireplace. Wall of windows offering spectacular views & multiple sliders for exterior access-ultimate indoor/outdoor living experience. Gourmet kitchen ready for culinary enthusiast- large center island w/ sink, prof grade appliances, dining nook. Expansive family rm, attached game rm & private ensuite bedroom. Right wing w/ primary suite w/ attached retreat, lg walk-in closet & dressing area. Spa-inspired bath w/ soaking tub, separate steam shower. 3 additional bedrooms share generous hall bath. Walk out lower level of 500+ sqft, used as office w/ built-in desk, full bath & private entrance. Meticulously landscaped, park-like grounds are built to enjoy! Meandering stone paths pass thru landscape w/ ample open space, generous lawns & open areas. Small redwood grove shades dry creek bed. Premier quiet location w/ easy access to Hwy 9, 85 & 17. Exceptional opportunity - Close to dwntwn LG & Saratoga Village- plus top-rated LG Schools!

18242 Seebree LN, 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 Arti Miglani from APR

$7,700,000

5 Beds ⋅ 6 Baths ⋅ ML81976311 MLS

This spectacular & private 7,000 SQFT luxurious contemporary estate w/ 1.28 manicured acres is located one minute to downtown Los Gatos* Featuring 5 bedrooms, 6 bathrooms, great room, home theatre, wet bar, bonus room, home gym, wine cellar, & a 780 +/- SQFT detached guest house w/ a kitchen, living room, & bedroom/bathroom suite*Unrivaled quality, centrally located down a private gated driveway w/ city light views & surrounded by other $10M to $20M luxury estates*Soaring ceilings in every room w/ world class furniture quality cabinets, wide planked white oak floors, boxed wood beams, & custom built ins*Sweeping entertainment yard w/ an infinity edged pool, spa, bocce ball court, massive lawn areas, private gardens, outdoor full kitchen, BBQ, firepit, view balconies & patios, room for a vineyard or pickle ball, % phenomenal city light views to enhance your living experience*$1M recent remodel on this Monte Sereno masterpiece with an epic resort like back yard*Open epicurean kitchen, huge center island, top Wolfe & SubZero appliances, marble counters, & designer lighting & plumbing fixtures*Opulent remodeled primary suite w/ an enormous walk in closet, exquisite bath w/ a tall shower enclosure & soaking bathtub*The ultimate entertaining home*Distinguished Los Gatos Schools*10!!

18203 Saratoga Los Gatos RD, Monte Sereno

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

Sold listing courtesy of Peter Pan from CBR

$5,750,000

6 Beds ⋅ 6 Baths ⋅ ML81964067 MLS

Beautiful European inspired custom home in Monte Sereno! Exquisitely designed by current owners & built 18 years ago, Beautiful front facade echos timeless design w/ pigmented stucco & used brick accents over arched windows generous front entry. Thoughtful floorplan is perfect for today's living. Sunlit interior spaces w/ volume ceilings showcase spacious open living spaces. 4 bedrooms are en-suite. 3 bedrooms including primary suite & large office (or bed) on main level as well as laundry. Well-appointed open concept kitchen has great working triangle w/ professional grade appliances & ample work spaces to accommodate multiple chefs. A large family room w/ built-in cabinetry has wall of windows & opens to rear loggia & backyard. The extra wide staircase gracefully connects lower level enjoys bonus room w/ wet bar, en-suite bedroom, exercise room (or 6th bedroom) & temp controlled wine room. A backyard paradise of variegated & flowering shrubbery surrounds a sparkling pool & spa! Enjoy dining al fresco w/ friends & family or playing on the lush lawn area. Steps from Daves Ave School, a quick stroll to downtown LG vibrant shops and dining or easy access to Hwy 85. This popular location meets all needs!

17800 Daves 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 Robin Sedgwick from CBR

$10,000,000

5 Beds ⋅ 6 Baths ⋅ ML81960318 MLS

This listing is being Reported for MLS sold Comparable purposes only. Please contact me if you wish any additional information.

18206 Daves AVE, Monte Sereno

Listed by Benjamin Guilardi, 408-596-1111 from Compass
(If provided) CoList: from

Sold listing courtesy of George Montanari from COMPS

$12,100,000

7 Beds ⋅ 9 Baths ⋅ ML81958606 MLS

French provincial-inspired masterpiece is the dream home for the most discerning buyer. This home has a commanding presence while driving through arguably the most prestigious neighborhood of Monte Sereno. Built on the top of a knoll overlooking the newly planted vineyard, the home has views of the lush mountains and postcard sunsets. The 1.1 acre knoll gives the house a regal feel and has a huge, flat, fully landscaped backyard with room for a sports court or the largest garden. Built by renowned builder Mason Hammer, with impeccable craftsmanship, design, and artistry. An entertainers delight with at least 8 outdoor patio areas for the grandest parties. Main house is approximately 8215 sf (3365 sf on the first floor, 2185sf on the second floor and 2665sf basement) Additional 593sf ADU, 4-car, 900+/- sf of garage space. Plus over 3000sf of outdoor patio and balconies. A grand total of over 10708+/-sf of new construction.) 6 bdrms, Office,8 full baths plus one half bath. Two, 2-car garages. epoxy floors, electric car chargers. Luxurious kitchen with 2 islands, 8 burner 48 gas stove, double ovens, 2 sinks, Dacor refrig/freezer, 2 dishwashers, steam oven, plus a fully equipped caterer's kitchen! Theatre room, gym, solar panels, wine room, 2 laundries, this mansion has it all!

16005 Greenwood LN, Monte Sereno

Listed by Anita Hunter, 408-930-1265 from Compass
(If provided) CoList: from Compass

Sold listing courtesy of Purush Viswanathan from LNKSV

$8,200,000

6 Beds ⋅ 8 Baths ⋅ ML81957105 MLS

This is a truly a once in a lifetime opportunity. A home of this scale and grandeur is a rare jewel located in the prestigious Town of Monte Sereno. A life of leisure awaits you in this Mediterranean Villa nestled between Los Gatos & Saratoga. From the grand foyer to the remarkable, unique design elements blend w/ sophisticated, high-end finishes. Limestone & hardwood stretch across the floors, crown molding, & beamed ceilings extend overhead. Pass by the lavish formal living spaces to arrive at the impressive great room or head down the hall to the primary suite complete w/ a home office. Throughout the house, French doors connect the spacious interior to the expansive lot. Loggias, stone patios, & flourishing gardens encompass the estate, as a pool/spa, BBQ, fireplace, a volleyball court, bocce ball & a vineyard create a resort-like atmosphere. A Guinness created Pub, & a wine cellar grace the lower level. This home is a once in lifetime opportunity on fully landscaped flat 1.5 flat acres with everything you could ever desire. Perfect for a wonderful family night or grand entertaining. This special home has everything you can dream!

15121 Becky LN, Monte Sereno

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

Sold listing courtesy of Betty Chen from GNVR

$5,000,000

6 Beds ⋅ 5 Baths ⋅ ML81954930 MLS

PRICED TO SELL - PRICE REDUCTION...Amazing estate property. Private & serene yet close to everything. Formal entry with curved staircase (gone with the Wind style) leading to second level. Private primary suite with sitting area, balcony, 2-sided gas fireplace and large primary bathroom. Barrel ceiling in living room with expansive windows. Coffered ceiling in formal dining room. Separate office with door to outside patio, gas fireplace, coffered ceiling and built-ins. Large family room with French doors leading to patio, fireplace, wet bar with temperature wine storage. Too many features to list...come take a look, you will not be disappointed. Using SB9 the county has said that the lot can be split into a 1 acre parcel with the existing home and a separate 1/2 acre parcel - buyer to verify.

18540 Bicknell RD, Monte Sereno

Listed by David Guercio, 408-529-4069 from Compass
(If provided) CoList: from

Sold listing courtesy of Rachel Zhang from COMPS

$5,600,000

6 Beds ⋅ 7 Baths ⋅ ML81953143 MLS

Experience the charm of this Brand New Custom Transitional Farmhouse, meticulously crafted by renowned architect Gary Kohlsaat. Ideally situated near award-winning Los Gatos schools and offering seamless access to Silicon Valley, this residence effortlessly combines style and convenience. An entertainer's haven, the home features a great room that flows seamlessly onto a 580 square-foot balcony with view. The impressive kitchen opens to a spacious family room with a gas fireplace, setting the stage for warm and inviting gatherings. The thoughtfully designed floorplan boasts 6 bedrooms, including 4 ensuite, along with 5 full baths and two half baths. Appreciate the practicality of a laundry room on both the second floor and lower level. With the added convenience of a two-car garage, this property presents an irresistible package. Don't let the chance slip away to claim this remarkable home as your own!

17690 Bruce AVE, Monte Sereno

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

Sold listing courtesy of Eli Karon from S1269

$9,600,000

6 Beds ⋅ 7 Baths ⋅ ML81951820 MLS

Incredible Price Enhancement on gorgeous Mediterranean estate! Live an epitome of sophistication & comfort, poised gracefully betwn tranquil foothills & pulse of urban convenience. Design nspiration resonates frm indulgent locations in Europe; sanctuary for casual sophistication, space & privacy. Iron gates open to motor court w/ lush landscaping & stone front facade. Arched openings, expansive outdoor loggias prioritize indoor/outdoor living. Interior & exterior thoughtfully designed, perfect balance of comfort & style. Scaled for grand entertaining or intimate gatherings. All bdrms-ensuite, one suite on main flr w/ sep entrance. Private exec ofc w/ built-in cabinetry. Elevated culinary experience w/ state of art appliances. Prep areas for multiple cooks. Breathtaking rear grounds-relaxed paradise. Guest house w/ full kit, 1 bd/bath, laundry, gym & possible 1 car garage- private gated driveway. Terraced limestone patios, beautiful Solana w/ full outdoor kit, sparkling pool, spa w/ water jets. Fire bowls & dual sided fireplace light night sky. Temp-controlled wine cellar & tasting rm, open space to expand +solar panels & generator. Savor sophisticated comfort & privacy-a life well-lived! Outstanding location, convenient to all amenities, dwtwn LG, easy commute & top LG Schools!

15890 Viewfield RD, 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 Elena Licari from CBR

$8,088,888

5 Beds ⋅ 6 Baths ⋅ ML81941776 MLS

This stunning modern Tuscan estate was built in 2008 and meticulously updated in 2013. The 4,850 sqft main house is complemented by a 700 sqft full service guest/pool house. Located on the highly sought-after Karl Avenue, one of Monte Sereno's most prestigious addresses. Nestled on over 1-acre of beautifully manicured grounds, with 5-bedroom and 6-bathrooms, this masterpiece feels like your own private oasis. Elevate your outdoor gatherings and family fun in the resort style backyard, boasting an outdoor kitchen, picturesque poolside view, a sports court, bocce ball area, and a play structure on an oversized grass area. Additional highlights include a secure gated and fully fenced property, heated floors, climate-controlled wine room, smart home amenities, security system, whole house generator, TVs and a one of a kind marble dining table. This home seamlessly combines luxury and convenience.

15376 Karl AVE, Monte Sereno

Listed by Tabea Thornton, 408-674-6634 from Compass
(If provided) CoList: Monica Thomas from Compass

Sold listing courtesy of Judy Guardino from NTERO

$11,800,000

6 Beds ⋅ 6 Baths ⋅ ML81916507 MLS

This modern Monte Sereno estate, spanning 6112 sqft on 1+ acres, showcases luxurious craftsmanship and new construction. Sustainable stone and wood details adorn the interior, blending well with the expansive grounds. Upscale amenities like an infinity pool, lanai, 3-car garage, and resort-style landscaping elevate the property. Nestled in the foothills, it offers captivating views, easy access to highways, downtown, and top-tier schools. The 3-level interior features a great room with glass walls, a private office, a family room with a premium entertainment setup, a dual island gourmet kitchen with Miele Pro range, a wine cellar, and 6 bedrooms with 5.5 baths, including an exceptional primary suite for an extraordinary lifestyle.

16363 Ridgecrest AVE, Monte Sereno

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

Sold listing courtesy of Laura McCarthy from CAMPI

View All Latest Monte Sereno 4000+ Sq. Ft. Properties for Sale

4000+ Sq. Ft. Monte Sereno Real Estate