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Hillsborough Real Estate Search

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Hillsborough Real Estate Homes & Condos

Featured Hillsborough Properties For sale

1868 Floribunda Ave, Hillsborough image
1868 Floribunda Ave, Hillsborough $55,000,000

If you are looking for the best of the best, this is a once-in-a-lifetime opportunity for you to enjoy your life! After years of renovations, 1868 Floribunda Avenue is re...

  • 8 Beds
  • 10 Baths
  • ML81827314 MLS
3085 Ralston Ave, Hillsborough image
3085 Ralston Ave, Hillsborough $17,995,000

Very Rare 2-Acre Estate Property in Hillsborough. Enjoy Your Own Personal Park with Panoramic Bay Views, Towering Redwoods, the Ultimate in Privacy, Walking Paths, Multip...

  • 5 Beds
  • 7 Baths
  • ML81816434 MLS
325 Ascot Rd, Hillsborough image
325 Ascot Rd, Hillsborough $16,500,000

Grand French style estate with amazing gardens on a flat "park-like" 1.99 acres in Lower South Hillsborough. The amazing grounds include a long meandering circular drivew...

  • 5 Beds
  • 6 Baths
  • ML81814731 MLS
233 W Santa Inez Ave, Hillsborough image
233 W Santa Inez Ave, Hillsborough $13,500,000

This elegant Georgian style home offers an impressive pedigree. The grace of this home has been enjoyed by some of the most influential families past, present, and now fu...

  • 8 Beds
  • 7 Baths
  • ML81828006 MLS
35 Cinnamon Ct, Hillsborough image
35 Cinnamon Ct, Hillsborough $11,650,000 ▼

A Stunning Example of Architectural Perfection | This Newly Rebuilt Home is Sure to Take Your Breath Away | Unobstructed Bay and Canyon Views | Main House 6 BD and 5.5 BA...

  • 6 Beds
  • 6 Baths
  • ML81826227 MLS
2289 Forest View Ave, Hillsborough image
2289 Forest View Ave, Hillsborough $10,995,000

Situated behind private gates on a lush 1.48-acre lot in lower North Hillsborough, this exceptional estate offers elegant architectural detail and an ideal floor plan spa...

  • 6 Beds
  • 8 Baths
  • ML81837543 MLS
25 Brandon Ct, Hillsborough image
25 Brandon Ct, Hillsborough $10,500,000

Majestically situated on a quiet cul-de-sac behind private gates and a long sweeping driveway, this outstanding architectural tour de force boasts exceptional style with ...

  • 5 Beds
  • 10 Baths
  • ML81833451 MLS
15 Boroughwood Pl, Hillsborough image
15 Boroughwood Pl, Hillsborough $9,800,000

FOR THE MOST DISCERNING OWNER, THIS LUXURIOUS ESTATE, REMODELED IN 1996 BY A PRINCIPAL ARCHITECT OF FRANK LLOYD WRIGHT'S COMPANY OFFERS CONTEMPORARY LIVING WITH 6 BEDROOM...

  • 6 Beds
  • 9 Baths
  • ML81830874 MLS
372 Poett Rd, Hillsborough image
372 Poett Rd, Hillsborough $9,600,000

NEW EXTERIOR VIDEO & PHOTOS ADDED. Situated on a gated corner lot with nearly an acre of flat park-like land located in the Hillsborough Heights neighborhood of lower Hil...

  • 5 Beds
  • 5 Baths
  • ML81834148 MLS
25 Downey Way, Hillsborough image
25 Downey Way, Hillsborough $8,995,000 ▼

**$1,000,000 PRICE REDUCTION** Elegance abounds in this magnificent masterpiece that was meticulously renovated to perfection by its current owner & situated on +/-.68 ac...

  • 5 Beds
  • 7 Baths
  • ML81810296 MLS
105 Baywood Ave, Hillsborough image
105 Baywood Ave, Hillsborough $8,990,000 ▼

GRAND 8BR/6BA PLUS 2 HALF BATH ESTATE COMPLETELY REMODELED WITH A MODERN INTERIOR EXCEPT FOR THE FOUNDATION & SOME INTERIOR & EXTERIOR WALL AND STUDS. TECH SMART HOME WIT...

  • 8 Beds
  • 8 Baths
  • ML81745764 MLS
38 Tevis Pl, Hillsborough image
38 Tevis Pl, Hillsborough $8,888,888 ▲

***JUST IN - An 800+/- SF ADU is in the process of building (target completion in 3 months) *** A rare opportunity to own a one-of-a-kind compound that has been "gutted t...

  • 5 Beds
  • 5 Baths
  • ML81832090 MLS
20 Cinnamon Ct, Hillsborough image
20 Cinnamon Ct, Hillsborough $8,500,000 ▼

Located on a private cul de sac sits this contemporary Cape Cod style home located on a resort-like .89 acres. A grand marble foyer leads to a formal living room and larg...

  • 6 Beds
  • 7 Baths
  • ML81829291 MLS
60 Glengarry Way, Hillsborough image
60 Glengarry Way, Hillsborough $7,750,000

Hillsborough NEW CONSTRUCTION | Living Space: 5,109 sqft and Lot Size: 21,000 sqft | Stunning attention to detail | Landscaping and a grand entryway invites you into the ...

  • 5 Beds
  • 7 Baths
  • ML81831926 MLS
28 Mountain Wood Ln, Hillsborough image
28 Mountain Wood Ln, Hillsborough $7,688,000

HILLSBOROUGH ARCHITECTURAL OPUS...ITALIAN FARMHOUSE SUPREME AT RARE LUXURY ENCLAVE. From the Stonebridge cul-de-sac of just 14 epic estates, Modern Luxury meets Old Worl...

  • 6 Beds
  • 7 Baths
  • ML81832645 MLS
45 Calaveras Ct, Hillsborough image
45 Calaveras Ct, Hillsborough $7,500,000 ▲

Currently Under Construction - Estimated To Be Completed End of 2021! Set on over 4 acres of land at the end of a cul-de-sac in the Lakeview area of Upper Hillsborough, t...

  • 5 Beds
  • 7 Baths
  • ML81781297 MLS
438 El Arroyo Rd, Hillsborough image
438 El Arroyo Rd, Hillsborough $7,450,000

Masterfully updated with chic designer style and resort-like grounds with a Neoclassical elegance befitting its sought-after Lower Hillsborough location. Sweeping views o...

  • 5 Beds
  • 4 Baths
  • ML81836116 MLS
200 Tobin Clark Dr, Hillsborough image
200 Tobin Clark Dr, Hillsborough $6,995,000

Breathtaking Bay views from S.F. to the S.M. Bridge to the East Bay hills & beyond. This glorious +/-3-acre custom estate was built by the original developer of the Tobin...

  • 6 Beds
  • 8 Baths
  • ML81838471 MLS
420 Severn Ln, Hillsborough image
420 Severn Ln, Hillsborough $6,895,000 ▼

STUNNING HOME IN PRIME LOWER HILLSBOROUGH! This home has been masterfully renovated within the past 5 years showcasing interiors with chic sophistication & new outdoor l...

  • 5 Beds
  • 6 Baths
  • ML81824358 MLS
25 Bridle Ct, Hillsborough image
25 Bridle Ct, Hillsborough $6,880,000

Truly a must-see home! 25 Bridle Way is an amazing example of the Tudor Style that architect David Adler prided his work on. This sprawling home that is steeped in histor...

  • 7 Beds
  • 7 Baths
  • ML81830022 MLS
455 Pinehill Rd, Hillsborough image
455 Pinehill Rd, Hillsborough $6,680,000

ISLAND IN THE SKY: The New Statement of Modern Luxury at Hillsborough's Exclusive 2-Acre Corridor. An incomparable canvas, this 2.47 acre VACANT LOT promises a bold futur...

  • 7 Beds
  • 11 Baths
  • ML81824291 MLS
455 Pinehill Rd, Hillsborough image
455 Pinehill Rd, Hillsborough $6,680,000

ISLAND IN THE SKY: The New Statement of Modern Luxury at Hillsborough's Exclusive 2-Acre Corridor. An incomparable canvas, this 2.47 acre vacant lot promises a bold futur...

  • ML81824286 MLS
130 Ridgeway Rd, Hillsborough image
130 Ridgeway Rd, Hillsborough $6,295,000

Sprawling Hillsborough Estate with Breathtaking Views Situated on over a half-acre of manicured and expansive grounds, and nestled amongst a stunning assemblage of Hillsb...

  • 4 Beds
  • 6 Baths
  • ML81838526 MLS
925 Vista Rd, Hillsborough image
925 Vista Rd, Hillsborough $6,225,000 ▼

This charming 5,800 sq ft main home sits on a private and picturesque 1.75 acre lot with breathtaking views. A grand foyer introduces two levels of living offering a fle...

  • 6 Beds
  • 6 Baths
  • ML81826273 MLS
837 Chiltern Rd, Hillsborough image
837 Chiltern Rd, Hillsborough $6,000,000

European-inspired hillside estate perched on pinnacle site multi-level decks featuring panoramic bay views. Home masterfully built in 2008. Voluminous ceilings and many w...

  • 5 Beds
  • 6 Baths
  • ML81805658 MLS
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