Los Gatos/Monte Sereno Homes with Vineyard View

Welcome to the enchanting neighborhoods of Los Gatos and Monte Sereno, where picturesque landscapes meet vibrant community living in the heart of Santa Clara County, California. Nestled against the foothills of the Santa Cruz Mountains, this charming area boasts an irresistible blend of natural beauty, rich history, and modern conveniences, making it a highly sought-after destination for families and professionals alike.

Los Gatos, with its tree-lined streets and historic downtown, offers a delightful mix of boutique shops, gourmet dining, and cultural attractions. The community is known for its top-rated schools, making it an ideal place for families to plant their roots. Just a stone’s throw away, Monte Sereno exudes an exclusive, serene atmosphere with its spacious estates and stunning views, providing residents with a sense of privacy and tranquility.

One of the most captivating features of homes in this region is the breathtaking vineyard views that many properties offer. Imagine waking up to the sight of lush rolling hills adorned with sprawling vineyards, where the sun casts a golden hue over the landscape. These homes are not just residences; they are a lifestyle choice that embraces the beauty of nature while providing easy access to the vibrant amenities of Los Gatos and the surrounding areas.

Whether you’re sipping a glass of local wine on your terrace or exploring the scenic trails nearby, living in Los Gatos and Monte Sereno promises an idyllic blend of luxury and relaxation. Experience the charm of this remarkable neighborhood, where every day feels like a retreat. Discover your dream home today and be part of this extraordinary community!

Newest Los Gatos/Monte Sereno Homes with Vineyard View

$11,600,000

7 Beds ⋅ 8 Baths ⋅ ML82049737 MLS

Welcome to this 25.5 pristine acre Los Gatos equestrian & vineyard estate w/ magnificent hillside views*Total living square feet of this one of a kind estate is over 8,935 SQFT which includes the main house custom built in 2015, the guest house, and a bedroom suite & office in the magnificent equestrian facility*This exquisite equestrian arena and garage space is 26,135 SQFT combined and has 8 equine stalls 12x24, a one bedroom studio suite, an office, a tack room, a saddle room, hay dry storage, multiple vehicle and boat garages/storage, & 3 car garage attached to the main house*This massive solar paneled world class equestrian facility could also be converted into an indoor sports facility under lights to include tennis/pickle ball, soccer, football, and lacrosse/field hockey*This rare estate includes a large office, home gym, arts & craft room, wine cellar, pool, spa, outdoor kitchen and a guest house with a separate kitchen, living room, and bedroom suite* This Los Gatos Estate is only five minutes to Downtown. There will never again be an estate in Los Gatos with 25 acres, a 25,000 SQFT equestrian arena, 9,000 SQFT contemporary home, multiple vineyards, subdivision opportunities, views, guest house, boat/RV storage, walking/riding trails, pickle ball court, & a gated estate!

14411 Shannon RD, Los Gatos

Listed by Joe Piazza, 408-410-5020 from Coldwell Banker Realty
(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

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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.