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$6,698,888
5 Beds 5 Baths ML82056345 MLS
This Hacienda View Estate emerges as a rare legacy property of exceptional distinction, encompassing 4.4 private acres of uncompromised privacy, & timeless elegance. This meticulously designed estate commands sweeping city light and valley views that unfold in panoramic splendor, offering a serene sanctuary mere moments from the charm of downtown Los Gatos and the dynamic innovation corridor of Silicon Valley. Boasting a total enclosed area of approximately 8,731 SQFT for the main house, and including al 600 SQFT guest quarters. The estate features a spectacular glass-enclosed solarium with a retractable roof. This architectural triumph seamlessly integrates with an enormous California Room, creating an expansive year-round indoor-outdoor living experience. The chefs kitchen stands as a culinary masterpiece, elegantly appointed with premium quartz countertops, high-end finishes, and an abundance of natural light. The main residence encompasses four bedrooms, an office, and a guest quarters providing exceptional flexibility for multigenerational living. A grand motor court and striking architecture create an unforgettable sense of arrival, establishing this estate as a true family compound of rare versatility, peace, and enduring legacy! By far the best view estate in Los Gatos!

5770 Harwood PL, Los Gatos

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

$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

$4,499,999
5 Beds 4 Baths ML82055468 MLS
New Construction with an amazing location this single-story 3,032 sqft (2,616 sqft main home + 416 sqft ADU) features a Cape Cod style modern residence by AL Homes. The flexible layout includes a 4BD/3BA main home plus an attached 1BD/1BA ADU, a 504 sqft attached two-car garage, and solar for enhanced energy efficiency. Bright, airy interiors offer ceilings up to 14'4", dual 12' sliding doors for seamless indooroutdoor living, bedroom skylights, a separate family room, and a welcoming front porch. The primary suite features dual closets and a spa-style bath with double sinks, a walk-in shower, and a soaking tub. The low-maintenance backyard includes an expansive deck and multiple seating areas ideal for meetings, entertaining and enjoying the California weather. Located in an amazing walkable neighborhood just a short distance to downtown dining, boutiques, and schools. Served by the top-rated Los Gatos Union School District (including Louise Van Meter Elementary and Los Gatos High School). Buyer to verify all information.

16970 Cypress WAY, Los Gatos

Listed by Tony Alarcon, 408-460-4845 from Intero Real Estate Services
(If provided) CoList: Axis Elite Team from Aspire Homes

$6,995,000
5 Beds 4 Baths ML82049070 MLS Surrey Farms BLDG.
This stunning modern farmhouse has been meticulously renovated & thoughtfully designed by Kim Anderson of Arcadia Design known for Martis Camp interiors. Featuring refined finishes, elegant architectural details & warm, inviting aesthetic throughout. Shows like a model with numerous amenities. Gourmet chef's kitchen with custom cabinetry and Carrara marble surfaces. Commercial grade S/S appliances. All baths are unique to their own design. Primary bedroom features gas fireplace, huge walk-in closet & romantic primary bath. Wide plank wood flooring throughout . Formal living room gas fireplace & french doors to patio. Formal dining room with high ceiling . Features include cloth walls. Separate guest house features a full bath, steam shower, entertaining bar/kitchen, cooled wine cellar, including a Full Swing golf simulator and Swing Catalist analysis system and projector, and wide plank wood floors. Central HVAC. Outdoor sitting area w/heaters, flat screen TV & speakers. The exterior features numerous sitting & entertaining area's. There's a sparkling in-ground pool w/ beach access & electric cover. Separate gas fireplace. Full outdoor kitchen featuring a gas grill, beer refrigerator & dispenser, sink, refrigerator, granite counters bar seating,heaters, flat TV, speakers, Solar

130 Longmeadow DR, Los Gatos

Listed by William Lister, 408-892-9300 from Coldwell Banker Realty
(If provided) CoList: from

$3,890,000
5 Beds 3 Baths ML82055445 MLS
*A Grand Victorian Lady* a timeless masterpiece in the heart of Los Gatos. Rich in historic character and architectural beauty, this 5-bedroom, 3-bath residence offers 2,877 sq. feet where classic elegance meets everyday comfort. Step inside to soaring ceilings, rich floors, and sun-filled interiors. Gracious living and dining spaces are perfect for entertaining, with warmth and timeless appeal. The spacious kitchen features granite countertops, a gas range, pantry and a sunny breakfast area opening to the morning deck, side yard, and play area, ideal for morning coffee or effortless indoor-outdoor living. A main-level bedroom with an adjacent full bath is perfect for guests or multigenerational living. Upstairs, the primary suite offers a peaceful retreat with an ensuite bath and dual sinks. Behind an elegant entry gate, the expansive grounds feature mature landscaping, a bocce ball court, children's playground, generous entertaining space, ample guest parking, and a spacious three-car garage. Located within the acclaimed Los Gatos Union Elementary School District, this exceptional residence blends timeless Victorian charm with today's lifestyle. Rich in history and filled with character, this is more than a home it's a legacy waiting for its next chapter.

288 Nino WAY, Los Gatos

Listed by Gretchen Hill, 208-870-4786 from The Agency
(If provided) CoList: from

$3,998,000
5 Beds 3 Baths ML82052985 MLS
Welcome to Noir 1891: turn-key luxury. Living on the coveted 100-block of lower Johnson means you can leave the car at home. Enjoy effortless strolls to morning coffee, workouts at the Club, dinner, award-winning schools, and weekend shopping. While the striking dark Victorian exterior offers exceptional curb appeal, the real magic is how effortlessly this home lives. The current owners spent years modernizing the entire infrastructure, giving you all the character of an authentic 1891 home without the historic headaches. Inside, warm, sophisticated spaces feature rich Acacia floors, spa-inspired bathrooms with TOTO bidets, automated custom silk drapery, and a dramatic marble fireplace. For entertaining, the back wall of the home folds completely open, connecting the living spaces to a sprawling Tigerwood deck and a private backyard. The level yard offers rare flexibility and is well suited for a future pool or add a garage. An original carriage house provides the perfect studio, gym or extra storage. The greatest luxury is peace of mind. With top-tier solar, full battery backup, and independent dual-zone HVAC with medical-grade air filtration, the home practically runs itself. A rare blend of historic soul, modern efficiency, and an unbeatable downtown location.

135 Johnson AVE, Los Gatos

Listed by QL Realty Group, 831-566-0006 from Coldwell Banker Realty
(If provided) CoList: from

$4,500,000
5 Beds 2 Baths ML82049284 MLS
Standing proudly along one of Los Gatos most storied streets, 211 Glen Ridge is the historic George and Edith Green estate once home to the town's early pharmacist and a rare surviving 1909 Craftsman residence. This is not just a home, but a living piece of Los Gatos history, where early 20th-century craftsmanship, provenance, and enduring character converge in a way seldom found today. Meticulously restored with deep respect for its original integrity, the home preserves its authentic soul while offering an elegant solution to a complex problem, how to honor historic character while accommodating modern life. Period details remain intact: original-style hardwood floors, restored lighting, custom millwork, and finely crafted banisters that reflect true craftsmanship. Each space carries continuity, where history is genuinely retained. A gracious floor plan offers 5 bedrooms and 2 bathrooms, with light-filled living spaces anchored by a sunroom. The main level includes two bedrooms, a full bath, expansive living and dining rooms, kitchen, and sunroom; upstairs features three additional bedrooms, bath, and storage nooks. Occupying a 9,100 sq ft lot, the grounds include a rebuilt garage and a back gate to Bachman Park. This is a unique opportunity to own a piece of Los Gatos history

211 Glen Ridge AVE, Los Gatos

Listed by Michael Kenyon, 408-529-0248 from Compass
(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

$6,995,000
5 Beds 7 Baths ML82048776 MLS Highlands of Los Gatos BLDG.
Magnificent Mediterranean Estate perched on 1.72 acre's in the Highlands Development with spectacular views of Los Gatos, Western Hill's, Mountain Winery, Cupertino Foothills, & East Bay. As you enter the wrought iron & glass doors you will find a formal entrance, formal dining room, formal living room with cast stone gas fireplace, box beam ceiling, Picture view window and french doors to exterior deck. There are 5 bedrooms with en-suite baths, 0ne 1/2 bath, including 2 large primary suites, one on each level. Spacious gourmet chef's kitchen with Thermador commercial grade appliances, 3 ovens, 6 burner gas cook-top, 2 dishwashers, wine fridge, warming drawer, and a huge center island. Attached family room with built-in cabinetry, box beam ceiling, built-in speakers, gas fireplace, and stack stone accent wall. Indoor laundry room with wash basin. Separate office with privacy glass doors. All bath surfaces are stone, granite, onyx, and travertine. Walk-in closets all with custom built-ins. Lower level Theater with screen and projector. Temperature controlled wine cellar with brick & wood beamed ceiling. Lower level game/media room with built-in speakers, 2nd butlers kitchen with rare Egyptian stone. Media rack, whole house Savant system, wood & stone floors. The list is endless!

15315 Santella CT, Los Gatos

Listed by William Lister, 408-892-9300 from Coldwell Banker Realty
(If provided) CoList: from

$1,998,000
5 Beds ML82047345 MLS
Charming Triplex in the Heart of Downtown Los Gatos. Quintessential lifestyle with a rare investment opportunity. Moments from the vibrant energy of downtown, this property provides the ultimate close-to-everything convenience that defines the magic of this community. Prime investment with timeless character. Fantastic addition to any portfolio offering versatile rental potential in a high-demand market. PER Sec. 29.10.320 OF LOS GATOS CODE OF ORDINANCES, THE TOWN OF LOS GATOS WILL CONSIDER THE ADDITION OF AN 800 SQ. FT. 4TH UNIT IN THE FORM OF AN ADU ABOVE THE GARAGE/CARPORT. Living here means the best of Los Gatos and Silicon Valley are right in your backyard with world-class dining, boutique shopping, and community events just a short stroll away. Residents can walk to local favorites and Michelin-rated dining options. Enjoy an outdoor lifestyle with proximity to Oak Meadow Park, the Los Gatos Creek Trail, the Santa Cruz Mountains and the Santa Cruz all nearby. Close to everything you will need, it also offers effortless access to Hwy 17 and 85 for easy transit around Silicon Valley. The property is situated within the prestigious Los Gatos Union Elementary School District. Do not miss your chance to own a piece of the local legacy in a location that truly has it all.

533 University AVE, Los Gatos

Listed by Brian Bernasconi, 408-979-1400 from Christie's International Real Estate Sereno
(If provided) CoList: from

$2,198,000
5 Beds ML82027892 MLS
Welcome to 228 Union Ave, an exceptional duplex opportunity in the heart of Los Gatos. Each unit offers an inviting blend of comfort, functionality, and outdoor living, making this a perfect property for both investors and owner-occupants alike. Both residences feature well designed layouts, abundant natural light, and generous living spaces. Each unit enjoys its own large private backyard, ideal for entertaining, gardening, relaxing, or creating the outdoor space of your dreams. Properties with this level of outdoor usability are truly rare in Los Gatos. With its prime location just minutes from top rated Los Gatos schools, shopping, dining, and major commute routes, this duplex delivers convenience and long term value. Whether you're looking to live in one unit and rent the other, expand your portfolio, or add additional income potential, the possibilities are endless. Dont miss the chance to own a versatile duplex with fantastic outdoor amenities in one of Silicon Valleys most desirable communities.

228 Union AVE, Los Gatos

Listed by Dominic Gluhaich, 408-710-4538 from Intero Real Estate Services
(If provided) CoList: from

$8,498,000
5 Beds 6 Baths ML82036889 MLS
Welcome to an exquisite Mediterranean estate nestled in the foothills of Los Gatos at 16840 Cypress Way. Located at the bottom of Cypress Way, this gated property offers privacy and dramatic views with easy access to the vibrant downtown. This luxurious residence boasts breathtaking vistas of the valley, offering a stunning 5,844sf± of refined living space. Designed for both elegance and comfort, the home features 5 sumptuous bedrooms, each with private ensuite bath, including a convenient main level suite for multi-generational living. The expansive main level is thoughtfully arranged, encompassing a formal living room, spacious office, kitchen/great room, and a formal dining room that opens onto a voluminous covered patio. Perfect for entertainment, this outdoor space overlooks the verdant gardens and enchanting water features. The property spans over 2.03± acres. This gated sanctuary is complemented by a 800sf± estate entertainment retreat, jacuzzi pavilion, and sunning terrace, inviting you to indulge in the serene surroundings. Enter through a custom gated entry onto an expansive car park, accented by a central fountain. Award winning Los Gatos Schools! Seller to provide $200,000 credit to buyer for any cosmetic modifications. Furnishings to be included in the sale.

16840 Cypress WAY, Los Gatos

Listed by Nevis and Ardizzone, 408-891-8149 from Compass
(If provided) CoList: from

$1,698,000
5 Beds 6 Baths ML82008703 MLS
Spectacular 2.58± acre building site in the prestigious South Kennedy Road neighborhood of Los Gatos. Planning approval has been received from the town of Los Gatos for a 4,810sf±, 5 bedroom, 4 full and 2 half bathroom home. This beautiful property offers open vistas of the surrounding Los Gatos mountains and stately oak trees with a clear and easily accessible building site. The location sits amongst beautiful estate quality homes with convenient access to the charming downtown, local schools, shopping, and freeways. There are two possible entry points onto the property which offers elegant access to your newly built home. City utilities are available at or very near the building site for efficient site development. Geotechnical and soils, survey, and topographical reports available. This site sits within the Los Gatos School District.

16497 S Kennedy RD, Los Gatos

Listed by Nevis and Ardizzone, (408) 891-8149 from Compass
(If provided) CoList: from

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