Refine Search
Map
Sort by
$9,280,000
5 Beds ⋅ 5 Baths ⋅ ML82036409 MLS
Welcome home to your modern farmhouse in the coveted Carolands neighborhood of Hillsborough. Situated on a flat and usable .52-acre lot, this home was rebuilt and expanded in 2021 from the foundation up, ensuring a turnkey and comfortable living experience. The main house boasts 4 bedrooms and 4 bathrooms, plus a 1-bedroom, 1-bath ADU. Inside, discover 16-foot ceilings, stunning wood floors, abundant natural light, and premium upgrades. The chef's kitchen features Thermador appliances and an 11-foot island, with La Cantina doors for seamless indoor-outdoor flow to your outdoor oasis that includes a new pool/spa, BBQ, bocce ball, expansive lawn, and fruit trees. There is also a large side yard perfect for basketball, extra cars, or even a boat. This property combines rare single-level living with modern features, great natural light on a flat, usable lot, and a neighborhood that invites walks and bike rides.

588 Craig RD, Hillsborough

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

Sold listing courtesy of Amy Xiao from KWCU
$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
$5,650,000
3 Beds ⋅ 4 Baths ⋅ ML81999682 MLS
TITLE CLEAR & READY TO CLOSE CREEK HURDLE RESOLVED (RETAINING WALL)! The seller has notified us that the title is clear and the property is ready for an immediate close. The seller is taking full responsibility to pay for, finish, and get final city approval for the creek work. Buyer does NOT have to take over any creek work. This is the absolute best locationquiet street, Ryan Tract, walking distance to Downtown, big lot, land, single story, etc etc. Everyone knows this property; the only issue is now gone. Pick up disclosures and bring your offers immediately!

680 Fairway CIR, Hillsborough

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

$6,244,000
5 Beds ⋅ 5 Baths ⋅ ML81958724 MLS
SUMMER BY THE POOL! With summer upon us, this is the resort retreat you want! Absolutely amazing yard like a five-star resort, completely flat with pool, spa, heated entertaining pavilions, gas fire pit, outdoor Sonos Sound, outdoor kitchen, playground, vast synthetic turf and more! *Solar powered house with 2 Tesla Powerwalls* Architecturally you are reminded of heart-warming Napa farmhouses, or Cape Cod vacation retreats...all flowing on one level from indoors to outdoors.... *5 bedrooms, 4.5 bathrooms, plus Large Office/Playroom* Incredible quality and handpicked character of the finest finishes* Every ceiling architecturally curated with stunning heights, crisp white woodwork, & Vantage lighting system. Open Kitchen/Family room with 11 ft. white marble island adjoins Family Room open to Flat Yard, *All bathrooms beautifully redone with white marble and fine finishes. Unique architectural ceiling treatments in each room, including a delightful children's loft that links two family bedrooms in the South Wing. Special features of huge Mud Room, Walk-in Pantry, Sonos inside & out, Wine Bar in Family Room, Undercounter Sub-Zero refrigerator drawers on island & more!* Very best street of Carolands, divinely flat & private, streaming with the sunshine of south and west exposures!

527 Craig RD, Hillsborough

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

Sold listing courtesy of Geoffrey Nelson from CBR

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