Los Gatos/Monte Sereno Homes with Valley View

Welcome to the enchanting neighborhoods of Los Gatos and Monte Sereno, where picturesque landscapes meet a vibrant community spirit. Nestled in the heart of Santa Clara County, these charming towns offer an idyllic lifestyle characterized by stunning views, upscale living, and a rich cultural tapestry.

Los Gatos is renowned for its stunning natural beauty, with the Santa Cruz Mountains providing a breathtaking backdrop. The area is celebrated for its lush parks, scenic trails, and vibrant downtown filled with boutique shops, gourmet restaurants, and artisanal cafes. Residents enjoy a tight-knit community atmosphere, with numerous events and festivals that bring neighbors together throughout the year.

Just a stone's throw away, Monte Sereno offers an exclusive, serene environment that feels like a hidden gem. Known for its luxurious homes and expansive lots, this area provides a tranquil retreat while still being conveniently close to the amenities of Los Gatos. Many homes here boast breathtaking valley views, allowing residents to soak in the beauty of the surrounding hills and valleys right from their own backyards.

The real estate market in Los Gatos and Monte Sereno is thriving, with a diverse array of homes available—from charming historic residences to modern masterpieces. Those seeking homes with valley views will find a plethora of options, showcasing the stunning vistas that characterize this remarkable region. With exceptional schools, a low crime rate, and a strong sense of community, Los Gatos and Monte Sereno are not just places to live; they are places to thrive. Come discover the perfect blend of nature, luxury, and community in these captivating neighborhoods.

Newest Los Gatos/Monte Sereno Homes with Valley View

$6,300,000

5 Beds ⋅ 6 Baths ⋅ ML82061245 MLS

Stunning Views of the Valley!! Situated on a Private Road, This Gated Modern Oasis Offers a Sweeping Panorama of the Mountains, Silicon Valley, and Bay Area Skylines. The Serene Setting Provides a True Sense of Retreat, While Just Minutes to Downtown Amenities. Exquisitely Designed For Everyday Luxury, Melding Sleek Architectural Features w/ a Soft Organic Aesthetic. Accordion Glass Nano-Doors Offer Seamless Indoor/Outdoor Transition for Entertaining w/ Fire Pit, BBQ and TV Lounge. Resort-Style Features Include Heated Saltwater Pool and Spa w/ Waterfall, In-Pool Seating, Sauna and Fully Equipped Outdoor Kitchen. Chef's Kitchen Features Thermador Appliances, Dual Ovens, Natural Stone Countertops and Accordion Window with Pass-through to Outdoor Bar. 4 En Suite Bedrooms Including a Main Floor Suite and Downstairs Guest Suite w/ Private Entrance. Luxurious Primary Suite Features Sweeping Views, Spa-Like Bathroom, Walk-In Closet and Adjoining Office (or 5th Bedroom). Lower-level Media/Game Room Adds Versatility. Wellness Features Include Radiant Heated Floors, MERV 16 Air Filtration and Whole-house Water Purification. Smart Home Control4 Automation System w/ Indoor/Outdoor Speakers, Perimeter Cameras, Gate Control and Security Alarm. Outdoor Decking Spans 2000+ SqFt. A True Sanctuary

17808 Tourney RD, Los Gatos

Listed by Tim O'Halloran, 408-930-2900 from Coldwell Banker Realty
(If provided) CoList: Cara O'Halloran from Coldwell Banker Realty

$1,499,950

ML82060289 MLS

Imagine a thoughtfully designed hillside estate that takes full advantage of the expansive views, privacy, mature landscape, and exceptional setting in the hills of Los Gatos. Discover the possibilities of this ~1.55 acres (67,518 sqft) with potential for an expansive single family home with an ADU. This impressive lot is located on a private road and offers 180 degree panoramic views of the valley. Enjoy the seclusion and retreat of the Los Gatos Hills while being minutes away from Downtown Los Gatos with renowned dining, shopping, recreation and everyday conveniences. Top Los Gatos Schools: Louise Van Meter Elementary, Fisher Middle School, and Los Gatos High School. Buyer to verify all building requirements and suitability for intended use.

221 Twelve Oaks Road, Los Gatos

Listed by Danielle Davenport, 408-888-7794 from KW Bay Area Estates
(If provided) CoList: from

$1,799,000

2 Beds ⋅ 2 Baths ⋅ ML82056341 MLS

Absolutely darling cottage minutes up Overlook Road and a short walk to downtown Los Gatos. Enjoy direct access to Aquinas Trailhead at the end of the road with miles of trails for walking and riding. This lovingly updated home features a remodeled kitchen with cherry cabinets, granite counters, stainless steel appliances, double oven, microwave and dishwasher. There are two renewed bathrooms with stone and tile surfaces, high ceilings, double pane windows and french door, newer retaining walls and refreshed landscaping including lemon, lime, plum, peach, and passion fruit trees. Hickory hardwood floors throughout. Two spacious bedrooms with built-in closet organizers offer beautiful and far reaching views. Recent upgrades include a new heating and air-conditioning system, new ducts, and fresh interior and exterior paint. Entertain on the large viewing deck or relax in the expansive backyard with mature landscaping & enclosed pergola and Trex decking& landscape lighting. A large two car garage with storage, plus extra parking provide convenience for guests. Served by award winning Los Gatos schools, Daves Ave Elementary, Raymond J Fisher Middle & Los Gatos High School. This charming home offers incredible sweeping views of the valley, mountain and city lights visible for miles

16900 Sheldon RD, Los Gatos

Listed by William Lister, 408-892-9300 from Coldwell Banker Realty
(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

$1,898,000

ML82042527 MLS

Beautiful view vacant parcel awaiting the design and construction of your new home. This .93 of an acre property offers an expansive flat building pad with unobstructed views of the valley floor and San Francisco Bay. Utilities are available at the street providing San Jose Water, electricity and natural gas by PG&E, and fiber optic for internet by Frontier. Septic system will need to be tested for and installed. Updated geological, soil, and geotechnical reports will need to be obtained as these parcels were entitled in approximately 1985 by the city of Los Gatos. Survey and plot map available. Award winning Los Gatos schools.

16363 Aztec Ridge DR, Los Gatos

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

$1,650,000

ML82023960 MLS

Build Your Dream Home on 23 Acres in Los Gatos. Discover a truly unique opportunity to build on a 23-acre parcel surrounded by multi-million-dollar estates. It is conveniently located with easy freeway access to highway 85 and a short 10-minute drive to downtown Los Gatos while avoiding highway 17. This tranquil, south-facing property offers panoramic views, a burbling creek, and the perfect canvas for your custom home. Enjoy the best of both worlds: a serene, rural setting with modern conveniences just a short drive away. With easy access to Downtown Los Gatos and Blossom Hill Road, you'll find top-tier dining, shopping, amenities in two directions and award-winning Los Gatos schools. Outdoor enthusiasts will love the direct access to over 1,000 acres of adjacent Mid-Peninsula Regional Open Space, with private trails for hiking and horseback riding. The land's sunny exposure provides a perfect setting to plant your own vineyard. Home plans for 5,251 sf plus 401 sf garage, civil engineering and geological reports available to help you begin the process.

0000 Wagner RD, Los Gatos

Listed by Paul Burrowes, 408-497-3989 from David Lyng Real Estate
(If provided) CoList: from

$1,150,000

ML82018990 MLS

Welcome to your future Tuscan-inspired estate, nestled in the scenic foothills of Los Gatos where rolling vineyards, oak-studded hillsides, and sweeping vistas create the perfect backdrop for luxury living. Just minutes from downtown Los Gatos, award winning schools, boutique shopping, fine dining, hiking trails, wineries and freeway access, this property offers both tranquility and convenience. Set on 1.19 acres, the proposed 4,310 sqft residence features a detached 2 car garage with workspace plus an attached 1 car garage. The homesite is ideally positioned to capture panoramic views while providing privacy and serenity. Much of the preparation work has already been completed: architectural plans, civil plans, soil engineering report, and topographic survey, with water and electricity nearby. This significantly shortens the development timeline, creating a rare opportunity for buyers looking to custom build their dream home or investors seeking a premier project in one of Silicon Valleys most desirable communities. Buyer to verify all disclosures, reports and information provided to their satisfaction.

14721 Shannon RD, Los Gatos

Listed by Nikil Balakrishnan, 408-813-8001 from Realty World Premier Properties
(If provided) CoList: Mohini Balakrishnan from Realty World Premier Properties

$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

$16,000,000

ML81936703 MLS

EXCELLENT OPPORTUNITY! PRIME LOCATION! This land includes the house on 170 Twin Oaks Dr! Perfect Estate property or Subdivision. One of the last large and close-in properties in Los Gatos. Located in the prestigious neighborhood of Surrey Farms, this was the original developer's home and land. The property offers sweeping valley and mountain views with gently rolling hills studded with majestic oak trees but still offers an abundance of level acreage. This special property offers an endless array of possibilities... Grand Estate, Development Opportunity, Vineyard, Equestrian...

0 Twin Oaks DR, Los Gatos

Listed by Gaylene Wyatt, 408-832-6922 from Christie's International Real Estate Sereno
(If provided) CoList: Jeff Wyatt from Wyatt & Associates

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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 RE/MAX CAPITAL 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.