Quick Monte Sereno Real Estate Search

View All Monte Sereno CA Homes with Pool Listings

$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

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

17981 Rose CT, Monte Sereno

Listed by Barbara S. Werner, 408-219-7822 from Compass
(If provided) CoList: from

Sold listing courtesy of Sunayana Bedi from OBEXCEL

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

15212 Janor CT, Monte Sereno

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

Sold listing courtesy of George Montanari from COMPS

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

16325 Oakhurst DR, Monte Sereno

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

Sold listing courtesy of Lina Zhou from CBR

$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

$5,600,000
5 Beds 4 Baths ML82000482 MLS
Incredible contemporary in Daves Ave neighborhood! Zen inspired design w/ spacious, open floorplan. Light filled interior & hdwd floors in living spaces. Great rm w/ walls of glass disappear & expose fabulous rear yard w/ IPE lounging deck, lush landscaping, outdoor kitchen, pool & cedar spa, sauna & outdoor shower! Privacy provided by lg hedges & mature trees. Fabulous redwood grove. Detached studio w/ full bath sits at back. Watch favorite show on big screen suspended from pavilion ceiling while cooling off on baja deck in pool! Sleek single story rebuilt w/ intension just 15 yrs ago. Awesome floorplan - great room w/ volume vaulted ceiling & fireplace, fabulous kitchen w/ breakfast bar, prof grade appliances, tons of storage, Silestone counters. Separate family room w/ new carpet, built-in storage- all enjoying awesome rear yard views & access, 5 bedrms w/ Elfa closet organizers & lg windows-guest rms share 2 full baths, primary ensuite, haven for relaxation sits at end of hall w/ wall of windows & slider providing views & rear yard access. Bath w/ tub & sep shower! Owned Solar w/ 2 Tesla power walls. Incredible design-comfort top of mind for most discerning buyers! Stroll to Daves Elementary, close to dwntwn LG, easy commute to high tech giants! Top Lg Schools!

15548 Kavin 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 Francisco Flores-avila from RDFIN

$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

$5,350,000
4 Beds 3 Baths ML81998327 MLS
Located in the desirable city of Monte Sereno, this stunning 4-bedroom, 3-bathroom home offers an array of features and amenities. Spanning 2,984 square feet on a spacious 30,356 square foot lot, The property boasts a modern kitchen equipped with a built-in oven microwave combo. So much potential in this kitchen. The formal dining room and separate family room provide ample space for gatherings and relaxation. The primary suite serves as a retreat with a stall shower and double closets in the bathroom area along with a separate retreat area.located directly off of the primary bedroom. Vaulted ceilings in the living room enhance the spacious feel upon entering the home. For your convenience, laundry facilities are located inside the home, The backyard is the showcase with a supersized pool, huge grass area, bridle path surrounds the property with rare Loma Serena open space behind the home as well. Peaceful court location with quick access to highway 9 & highly desirable schools! Additional amenities include central forced heat.2 bedrooms combined creates a supersized room. Could be an additional primary space or super fun kids play area. a 3-car garage & a beautiful fiberglass in-ground pool, perfect for enjoying the outdoor. This property is dynamic & has so much to offer!

18119 Via Encantada, Monte Sereno

Listed by Brigette O'Connor, 408-813-9446 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Chris Ray from SGP

$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

$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

$6,142,500
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

$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

$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

$5,800,000
4 Beds 5 Baths ML81957136 MLS
Look no further! Exceptional Monte Sereno living in this fully remodeled single-story home! A desirable neighborhood, this expansive lot offers privacy and a backyard paradise for year-round entertaining. The 2,766sf main house features three en-suite bedrooms, a grand great room with a gourmet island kitchen, top-tier appliances Carrara marble counters, custom cabinetry, and wide plank oak floors. La Cantina doors open to a spacious loggia, blending indoor-outdoor living seamlessly. Every detail exudes luxury, from the high-end finishes to the custom vanities and designer touches throughout. Mosaic stone, extensive use of marble in kitchen and baths. The primary suite is a sanctuary with a dual vanity spa-like bathroom, walk-in shower, rain bar, soaking tub, and La Cantina doors off the bedroom for outdoor access. Vaulted beamed ceilings and an open floor plan make this home naturally bright and ideal for hosting! The 828sf guest house, perfect as an office or gym, includes a one bedroom, one bath, and has a full kitchen, and a spacious family room. The dream backyard includes gorgeous views. Bluestone patios, an outdoor kitchen with luxury Hestan appliances, and a large solar-heated pool. It's conveniently located near downtown Los Gatos and Top Rated Schools! A 10!

15590 Palos Verdes DR, Monte Sereno

Listed by Steve&ChristinePerry, 408-391-4465 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Joyce Liu from ADVSR

$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

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Based on information from MLSListings MLS as of . All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.


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