San Mateo Homes with Vineyard View

Welcome to San Mateo County, a hidden gem nestled in the heart of California’s vibrant Bay Area. Known for its stunning landscapes, diverse communities, and rich cultural heritage, San Mateo offers an unparalleled lifestyle that combines the tranquility of suburban living with the excitement of urban amenities. With its picturesque coastline, rolling hills, and lush parks, this county is a haven for outdoor enthusiasts and those seeking a serene escape from the hustle and bustle of city life.

One of the most enchanting features of San Mateo County is its breathtaking homes with vineyard views. Imagine waking up each morning to the gentle rustle of grapevines swaying in the breeze, surrounded by the lush beauty of nature. These properties not only offer stunning vistas but also a unique opportunity to embrace a lifestyle that celebrates wine country living. Whether you’re an avid wine enthusiast or simply appreciate the beauty of vineyards, these homes provide an idyllic backdrop for relaxation and entertainment.

San Mateo County is also home to a vibrant community, with charming towns like Redwood City, San Carlos, and Half Moon Bay, each offering its own unique character and charm. Enjoy local farmers' markets, exquisite dining options, and an array of recreational activities, all while being just a short drive from the bustling cities of San Francisco and Silicon Valley.

In San Mateo County, you’ll find more than just a home; you’ll discover a lifestyle steeped in beauty and community. Come explore the possibilities of vineyard view living and experience the magic of this remarkable region!

Newest San Mateo Homes with Vineyard View

$3,888,000

4 Beds ⋅ 3 Baths ⋅ ML82049530 MLS

Welcome to 310 Old Spanish Trail in Portola Valley, a beautifully maintained custom home built in 2006 and lovingly cared for by its original owner. With gleaming floors, soaring ceilings, and expansive windows framing the natural landscape, the home feels remarkably fresh and almost brand new. Set in one of the Bay Area's most desirable communities, this property offers a rare combination of privacy, tranquility, and value. The scenic drive through Portola Valley's rolling hills leads to a setting that feels secluded, yet is minutes from restaurants, shops, and conveniences. Designed for modern living, every room is generously sized with high ceilings and abundant natural light. Expansive decks stretch across the rear of the home, creating seamless indoor/outdoor living with peaceful tree views. The decks connect directly to a high-end gourmet kitchen, making the home ideal for entertaining. The living, family, and dining rooms are stunning, featuring dramatic windows, beautiful finishes, and an exceptional open layout. In addition to four bedrooms, including a spacious primary suite, the home offers a dedicated office and a huge unfinished bonus room not included in the stated square footage (450 sq ft), providing excellent potential for expansion, recreation, or storage.

310 Old Spanish TRL, Portola Valley

Listed by Costantini Team, 650-430-8425 from Compass
(If provided) CoList: from

$38,800,000

6 Beds ⋅ 9 Baths ⋅ ML82045742 MLS

This extraordinary Woodside estate spans 6.4 level acres w/sun-swept vineyards & western hill views. The compound comprises multiple architecturally significant buildings, including the main residence, guest house, a multi-room wellness studio w/wine cellar & 6-car garages plus a working lab w/anti-static flooring. Designed for exceptional privacy & self-sufficiency, the property features a 35kW photovoltaic solar system, a 125kW whole-house backup generator, & a 1,600 amp electrical service. A comprehensive, enterprise-grade infrastructure includes a network w/fiber connectivity linking each building to the main racks, supported by a firewall, 26 ethernet switches, & 15 Wi-Fi access points. A whole-house audio system powered by advanced network amplifiers & Lutron-app controlled light further elevate the living experience. The grounds are equally compelling, with a well for irrigation, a clay tennis court, lighted sport court, & approximately 2 acres of Pinot Noir grafted aged vines. A whimsical designed 3-tree playhouse & fort adds a rare & enchanting element to the landscape. The result is a true sanctuary--where architectural beauty , advanced infrastructure and natural surroundings converge in one of Silicon Valley's most exceptional settings.

15 Hidden Valley LN, Woodside

Listed by Brent & Mary Gullixson, 650-888-0860 from Compass
(If provided) CoList: from

$2,798,000

2 Beds ⋅ 1 Baths ⋅ ML82031668 MLS

San Gregorio Creekside Farm. Nestled just 5 miles from the Pacific Ocean, 43 private acres of peaceful California countryside, just 35 minutes from Stanford University. The total living area on the property includes 3 bedrooms and 2 1/2 bathrooms. The charming 2 bedroom, 1 bath main home features hardwood floors, a cozy wood-burning fireplace, and built-in bookshelves. The full basement includes laundry hookups and plenty of potential for expansion or a wine cellar. The open-concept kitchen and dining area offer a welcoming place to gather, and the main bedroom opens to a private deck. Studio ADU unit with full bathroom, charming kitchen, private deck and orchard views. 30 X 40 ft detached garage/shop with half bath and space for 6 cars, additional carport space, 2 ponds, San Gregorio Creek access with 44,700 GPD adjudicated water creek rights and domestic well. Picnic area, vineyard, chicken coop, animal barn, covered equipment storage, irrigated pastures. Hiking/OHV trails. The property is currently in the Williamson Act. San Gregorio Creekside Farm is more than a property. Its a place to breathe, dream, and live close to the land.

5090 La Honda RD, San Gregorio

Listed by Julie Baird, 650-218-7001 from California Outdoor Properties, Inc.
(If provided) CoList: from

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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.