Refine Search
Sort by
21449 Toll Gate RD, Saratoga
$9,850,000
7 Beds ⋅ 8 Baths ⋅ ML82058621 MLS
Welcome to 21449 Toll Gate Road perched above Saratoga in the prestigious gated enclave of Quail Ridge with acclaimed Saratoga schools, this extraordinary residence offers an enchanting fusion of European grandeur and refined California living. Encompassing approximately 7,100 sq. ft. on 3.34 acres with seven bedrooms, seven full bathrooms and a convenient powder bathroom. The home is richly appointed with Honduran mahogany paneling, dramatic architectural details and sweeping vistas spanning the Bay Area and Santa Cruz Mountains. Designed for both intimate living and lavish entertaining, the estate opens to expansive outdoor gathering spaces framed by manicured grounds, more than 1,000 grapevines and a striking 50 foot swimming pool. Terraces invite memorable celebrations against a breathtaking natural backdrop, from golden hour gatherings to elegant evenings beneath the stars. The guesthouse provides gracious accommodations, while the impressive motor court and four car garage elevate both arrival and convenience. Moments from historic downtown Saratoga, scenic recreation, this singular hilltop estate presents a rare opportunity to experience timeless sophistication, privacy and resort inspired living in one of Silicon Valleys most coveted settings with unmatched distinction.

21449 Toll Gate RD, Saratoga

Listed by Andy Tse, 408-807-8808 from Intero Real Estate Services
(If provided) CoList: from

24106 Deerpath RD, Saratoga
$3,649,000
5 Beds ⋅ 5 Baths ⋅ ML82048837 MLS
LUXURIOUS CHALET MINUTES FROM SARATOGA VILLAGE | Unfolding around ten majestic redwoods, this custom estate presents unmatched living and entertaining with views of both mountains and city lights. Lofty ceilings, extensive clerestory windows, and 5,000+ sq. ft. of updated, reinforced Trex decking all elevate the dramatic Alpine-inspired design. A collection of open gathering rooms and vast leisure decks seamlessly flow across multiple levels, creating an immersive indoor-outdoor layout, ideal for both casual daily living while also providing a perfect venue entertaining - both grand scale, or more intimately. Exciting spaces include an expansive island kitchen, wine room, office, gym, and game/flex room with sauna. All bedrooms are spacious, ensuite, and bathed in natural light. Providing excellent efficiency and sustainability, amenities include two wells, an upgraded generator, all LED lighting, and water rights to Booker Creek. The property's immense peace and privacy feels worlds away from everything, yet this one-of-a-kind setting is only minutes to historic Saratoga Village, top wineries and event centers, and acclaimed Saratoga schools.

24106 Deerpath RD, Saratoga

Listed by Stefan Walker, 408-209-6100 from KW Bay Area Estates
(If provided) CoList: from

board logoThe 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 Real Estate Company 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.


Copyright 2026 MLSListings Inc. All rights reserved

How much is your home worth?

Get instant property value now!