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$7,100,000
5 Beds 4 Baths ML82033175 MLS
EPIC HOMAGE TO CRAFTSMANSHIP AND LIFE IN THE SUN...One of Hillsborough's Most Elite Custom Remodels, steeped in the Magic of Montecito and Palm Beach. Every inch meticulously curated of high-end caliber inside and out. Ultimate privacy heightens soaring views above canyon, ridgelines, and sun-blessed luminosity. Top flight luxury designer elements of Venetian plaster walls, vaulted ceilings of 14-15 feet, European tilework, mahogany doors, and made-to-order light fixtures by Steven Handelman of Santa Barbara. Wolf, Sub-Zero, Miele, exquisite custom cabinetry, & more. Indoor/Outdoor celebration as a personal resort with saltwater PebbleSheen pool, 3 waterfalls & raised spa. Flat grassy yards, barbecue cove, secret Napa garden of fruit orchard & irrigated veggie beds. The beauty of the floorplan includes 4 bedrooms on the main level, plus private lower level for 5th bedroom, huge media room & 2nd kitchen. This level is the perfect in-law apartment, teen hangout, or poolside media lounge. And shhhh, don't forget the world-class temp-controlled wine cellar as your own speakeasy! Prestige cul-de-sac location within minutes of Nueva & West Schools, & easy Hwy 280 connection to VC realm of Silicon Valley, plus AI, private equity, & biotech of South San Francisco and Financial District.

25 Searsville CT, Hillsborough

Listed by Geoffrey Nelson, 650-455-3735 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Chris Iverson from DP

$7,318,000
5 Beds 6 Baths ML82025896 MLS
THE BEST OF THE BEST IN HILLSBOROUGH. Award-Winning architectural design meets timeless farmhouse elegance. Previously featured in Modern Luxury Silicon Valley Magazine, this home was meticulously remodeled & redesigned in 2017 by both an award-winning designer & architect. A stunning blend of modern farmhouse designs and contemporary elements, this exceptional estate is crafted for stylish living and effortless entertaining. Eco-minded design and sustainable elements create a healthy, harmonious environment throughout. The expansive indoor-outdoor layout offers formal and informal living and dining areas, a grand kitchen with a Taj Mahal quartzite island that seats 12, plus 5 bedrooms, 5.5 spa-inspired bathrooms, a loft, office, and soaring vaulted beam ceilings. Enjoy multiple en-suites, sliding barn doors, large windows / glass doors, and a seamless kitchen/family room retreat. The resort-style grounds include a terraced garden, lush lawn, outdoor kitchen, fire-pit lounge, hot tub with natural rock waterfall, pool, sport court, & a spacious outdoor gym / pool house with full bath. Approved plans for an 800 sq. ft. ADU add even more opportunity. Moments to top-rated schools including Nueva, Crystal Springs Uplands, and other acclaimed schools. TOO MUCH TO LIST HERE.

1485 Oak Rim DR, Hillsborough

Listed by Stanley Lo, 650-373-0007 from Green Banker Realty
(If provided) CoList: from

Sold listing courtesy of Mitch Wong from APR

$9,350,000
5 Beds 6 Baths ML82012753 MLS
Welcome to Villa De Pinehill an exceptional Mediterranean masterpiece nestled on nearly two acres of enchanting, Italian-inspired gardens. Spanning three stories, this estate is a harmonious blend of timeless elegance and modern sophistication. Inside, exquisite craftsmanship is on full display with custom woodwork, premium natural stone, and globally sourced materials that infuse each space with old-world charm and refined luxury. A grand entrance sets the tone for the expansive interiors, featuring soaring ceilings, generously scaled rooms, and a chefs kitchen with a large island that flows seamlessly to the outdoor lawn and detached guest house. The lower level is designed for entertaining, complete with a wine room, full bar, and flexible bonus space. Multiple balconies and terraces overlook the gated, resort-like grounds. Additional amenities include radiant heating, a security system, an outdoor kitchen, three fireplaces, and a hot tub. A private one-bedroom guest house, with its own eat-in kitchen offers an ideal retreat for guests all set within a coveted enclave of equally stunning estates. Main house 7710sqft + guest house 640 sqft

414 Pinehill RD, Hillsborough

Listed by Phil Chen, 415-271-1920 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Phil Chen from SGP

$6,500,000
6 Beds 8 Baths ML81981939 MLS
Best Price for this Exquisite 6-Bedroom Estate in Desirable Hillsborough! Step into luxury with this stunningly remodeled 6,116 sq. ft. home, offering six spacious bedrooms, each with its own en-suite bathroom. Set on a private half-acre lot, this home boasts an array of premium amenities including a sparkling swimming pool, outdoor kitchen, pickleball court, and basketball court, perfect for entertaining.The master suite is an oasis in itself with expansive sliding glass doors that flood the space with natural light, offering direct access to the backyard. Enjoy a massive walk-in closet and spa-like en-suite bathroom. Hardwood floors run throughout the open-concept main living area, adding warmth and elegance.The backyard is an entertainer's dream, with sliding glass doors from multiple rooms opening onto the outdoor living space. Experience year-round enjoyment with Hillsborough's fantastic weather in this light-filled, spacious home. Don't miss this rare opportunity to own a beautifully remodeled home in one of the Bay Area's most coveted locations with award-winning private and public schools. *** Seller Financing Options Available - Call for additional information ***

990 Yale DR, Hillsborough

Listed by Michael Haywood Jr., 650-773-0266 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of Michael Haywood Jr. from EXPCA

$5,838,800
4 Beds 5 Baths ML81945870 MLS
Escape to this stunning 4BD/4.5BA cul-de-sac retreat in the sought-after Carolands neighborhood of Hillsborough! Custom-built by the owners in 2007, this idyllic home offers 4 en suites, office, and hobby room. Surrounded by a natural park-like setting by landscape architect Michael Callan, admire lush gardens, fruit trees and the meditative sound of the fountain. Culinary delights await in the kitchen with BlueStar gas cooktop and Sub-Zero refrigerator. The formal living and dining rooms are perfect for elegant dinner parties, while the surround sound sets the ambiance for entertainment. Retreat to the spacious primary bedroom to unwind in the spa-like bathroom with jetted tub and steam room shower. This remarkable home includes 3-zone HVAC, Hunter Douglas shades, Anderson dual-paned windows, and slate roofing with copper gutters. With top schools & proximity to 280, this home offers the perfect blend of luxury and convenience. Experience this storybook estate firsthand. Welcome home!

625 Barbara WAY, Hillsborough

Listed by Laura Lee, 650-455-5326 from Compass
(If provided) CoList: William Cheung from Compass

Sold listing courtesy of Laura Lee from APR

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