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$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
$4,200,000
4 Beds ⋅ 4 Baths ⋅ ML82038157 MLS
Major $500K adjustment from the original list price. A rare Monte Sereno hillside property on prestigious Withey Road, offering one of the South Bays best views of the Valley, with sweeping city-light, garden, and vineyard outlooks. The elevated setting creates the dramatic outlook, peaceful separation, and tucked-away feel while still being only a 4-min drive to vibrant downtown Los Gatos. The property offers privacy, charm, and rare seclusion in one of the areas most exclusive enclaves. The elegant two-story residence is move-in ready and filled with natural light through high ceilings, large windows, and skylights. The very spacious kitchen offers abundant cabinetry and opens to the main living areas and a large deck. 2 fireplaces, a private primary balcony, large walk-in closet, and second ensuite with stunning hillside views. Outdoor has a flat lawn area, detached wine house with running water & electricity, small vineyard, mature landscaping, and 8 private parking spaces exclusive to this residence. Large rear-yard access provides flexibility for a potential ADU with separate entrance, plus opportunity to expand usable grounds from the vineyard or lawn. A remodeled bathroom, new dual HVAC systems, and Tesla EV charger. Saratoga Unified Schools, Highways 85 and 17.

18782 Withey RD, Monte Sereno

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

Sold listing courtesy of Mike Masoumi from REMAX
$3,900,000
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
$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
$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
$3,647,000
4 Beds ⋅ 3 Baths ⋅ ML81964492 MLS
Big Price Reduction!! Welcome to 17715 Vista Ave. in fabulous Monte Sereno! This stunning 2 story, 4 bedroom, 3 bath residence boasts 2819 square feet of luxury living. Nestled in highly sought-after Los Gatos School District and conveniently located around the corner from Daves Avenue Elementary School. A newly remodeled Kitchen is ready for the culinary enthusiast to ply their trade and enjoy the oversized center island featuring a farm sink, granite counters, abundance of storage, Miele appliances, built-in Miele coffee machine and built in Sub Zero Refrigerator. Greet family and friends with a welcoming front porch and beautiful landscaping, white picket fence and variety of mature apple, tangerine, peach, apricot, lemon and avocado trees. Indulge in the sparkling pool and hot tub, spacious patio and former garage converted to a workshop/art studio. This is an entertainer's delight! Just a short roll to Oak Meadow and Vasona Parks or venture into downtown Los Gatos and enjoy the latest fine cuisine and shops. Don't miss the opportunity to enjoy the lushly wooded, tranquil, friendly neighborhood and make it your Forever Home! Easy access to Highway 17 and 85.

17715 Vista AVE, Monte Sereno

Listed by Mark Miano, 408-821-1111 from KW Bay Area Estates
(If provided) CoList: David Lanning from KW Bay Area Estates

Sold listing courtesy of Aleksey Astapenko from CBR
$3,400,000
5 Beds ⋅ 3 Baths ⋅ ML81975849 MLS
Located in the prestigious Twin Creeks neighborhood of Monte Sereno, this vintage 1970's home has been very well-maintained and is being offered for sale for the first time since it was custom built in1974. Situated on a private 1.23 +/- acre, seasonal creek-side lot, this 5 bedroom, 3 full bathroom home offers 2,723 +/- square feet of traditional living space plus a large 885 +/- square foot 3 car garage with high ceilings, storage and workroom for the hobbyist or car collector. The home is extremely livable as it is yet offers an incredible opportunity to become something truly special. The property is surrounded by multi-million dollar estate homes in one of the most sought after neighborhoods in the Bay Area and is conveniently accessible to award winning Los Gatos schools, major thoroughfares, downtown Los Gatos or Saratoga and numerous recreational areas. Buyers are encouraged to explore the potential for new construction, renovation, expansion and/or ADU/guesthouse.

18459 Twin Creeks RD, Monte Sereno

Listed by Darren Carroll, (408)497-4957 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Omid Shakeri from WREG

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