View All Monte Sereno CA Home Listings - With Guest House

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

$9,624,500

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

$6,142,500

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

$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

$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

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The data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than Real Estate Company are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.
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.