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, California, these charming towns offer a perfect blend of suburban tranquility and easy access to urban amenities. Known for their stunning views and lush surroundings, Los Gatos and Monte Sereno are ideal for those seeking a serene lifestyle without sacrificing convenience.

As you explore the area, you’ll discover a diverse array of homes, many of which boast breathtaking valley views. Imagine waking up each morning to panoramic vistas of rolling hills and vibrant sunsets that paint the sky in hues of orange and pink. The architectural styles range from elegant Mediterranean villas to contemporary masterpieces, ensuring there’s something for everyone’s taste.

The neighborhoods are not just about stunning homes; they are also rich in culture and community. Los Gatos is home to a charming downtown area filled with boutique shops, gourmet restaurants, and lively cafes, perfect for leisurely strolls or weekend outings. The local farmers' market, held weekly, showcases the bounty of the region, connecting residents with fresh produce and artisanal goods.

Outdoor enthusiasts will find themselves in paradise, with numerous parks, hiking trails, and the nearby Los Gatos Creek Trail offering ample opportunities for recreation. Families will appreciate the top-rated schools and safe, welcoming atmosphere that make this area a true haven.

Whether you’re looking for a peaceful retreat or an active lifestyle, Los Gatos and Monte Sereno offer the perfect backdrop for your next home. Embrace the beauty, community, and charm that await you in this remarkable corner of California!

Newest Los Gatos/Monte Sereno Homes with Valley View

$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 Bailey Properties 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.