San Mateo Highlands Homes

• 

  

  

  /69

  Est $2,928,583 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,860 Sq Ft

  1279 Laurel Hill Dr, San Mateo, CA 94402

  1279 Laurel Hill Dr, San Mateo, CA 94402
• 

  

  

  /46

  $2,608,000 Sold Oct 23, 2024

  • 1,787 Sq Ft
  • $1,459/SF
  • 6 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1960

  50 Roxbury Ln, San Mateo, CA 94402

  Discover your modern oasis in the San Mateo Highlands! This elegantly renovated midcentury Eichler home offers breathtaking panoramic views of a lush forested canyon from its private cul-de-sac location. The open floor plan features 4 bedrooms, 2 bathrooms, and a generous gourmet kitchen with quartz countertops, an expansive island, and stainless steel appliances. Enjoy the perfect blend of

  Fan Wang Keller Williams Thrive

  50 Roxbury Ln, San Mateo, CA 94402
• 

  

  

  /21

  Est $1,227,575 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,470 Sq Ft

  2343 Ticonderoga Dr, San Mateo, CA 94402

  2343 Ticonderoga Dr, San Mateo, CA 94402
• 

  

  

  /39

  $3,600,000 Sold Sep 26, 2024

  • 2,217 Sq Ft
  • $1,624/SF
  • 6 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1957

  2295 Allegheny Way, San Mateo, CA 94402

  Eichler Remastered. Opportunity to own a one owner, 1957 Eichler, completely remodeled in the most desirable Eichler neighborhood, The Highlands. As you enter, you are greeted by an abundance of natural light streaming through the floor-to-ceiling windows, creating a bright and airy living space. The open floor plan effortlessly connects the living room, dining area, and kitchen, ideal for both

  Vladimir Rivkin Rothschild & RUK Real Estate, Inc.

  2295 Allegheny Way, San Mateo, CA 94402
• 

  

  

  /59

  Est $3,194,733 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,010 Sq Ft

  1415 Lexington Ave, San Mateo, CA 94402

  1415 Lexington Ave, San Mateo, CA 94402
• 

  

  /29

  $2,600,000 Sold Sep 24, 2024

  • 1,710 Sq Ft
  • $1,520/SF
  • 6 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1958

  2225 Bunker Hill Dr, San Mateo, CA 94402

  Sought-after remodeled Eichler designed home that effortlessly blends indoor and outdoor living. As you enter, youre welcomed by an open atrium that leads to a beautiful kitchen and an elegant dining area. This residence offers 4 bedrooms and 2 bathrooms. The expansive backyard is ideal for both entertaining and relaxation. Large windows let in plenty of natural light, enhancing the homes airy

  Phil Chen Christie's International Real Estate Sereno

  2225 Bunker Hill Dr, San Mateo, CA 94402
• 

  

  /66

  Est $3,145,682 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,930 Sq Ft

  1520 Seneca Ln, San Mateo, CA 94402

  1520 Seneca Ln, San Mateo, CA 94402
• 

  

  /49

  $3,012,000 Sold Sep 23, 2024

  • 2,551 Sq Ft
  • $1,181/SF
  • 13 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1964

  1425 Lexington Ave, San Mateo, CA 94402

  Japanese-inspired contemporary split-level home on a quiet cul-de-sac awaits its new owners! Artistic use of precious wood and stone with a peaceful view of the surrounding hills. Gourmet kitchen is a serious cooks delight! Large deck is made for entertaining or family fun. Flexible floor plan, can be 3 or 4 bedrooms. (One bedroom used as a music/media room by current owners.) Light, bright and

  Kathleen Sparer Compass

  1425 Lexington Ave, San Mateo, CA 94402
• 

  

  /39

  Est $2,584,485 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,750 Sq Ft

  25 Laurel Hill Ct, San Mateo, CA 94402

  25 Laurel Hill Ct, San Mateo, CA 94402
• 

  

  /50

  $2,510,000 Sold Sep 20, 2024

  • 1,710 Sq Ft
  • $1,468/SF
  • 6 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1958

  2284 Sheraton Place, San Mateo, CA 94402

  This mid-century modern home has four-bedrooms, two-bathrooms recently remodeled in a desirable location! With approximately 1710 square feet of living space, this house is perfect for those who value both comfort and convenience. Popular atrium floor plan adds to the spacious feel of this Eichler home! The living room is cozy and inviting, with large windows that let in plenty of natural light.

  Glenn Sennett Coldwell Banker Realty

  2284 Sheraton Place, San Mateo, CA 94402
• 

  

  /19

  Est $2,613,061 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,760 Sq Ft

  10 Woodcreek Ct, San Mateo, CA 94402

  10 Woodcreek Ct, San Mateo, CA 94402
• 

  

  /76

  $4,650,000 Sold Sep 18, 2024

  • 3,431 Sq Ft
  • $1,355/SF
  • 2 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2022

  2184 Cobblehill Place, San Mateo, CA 94402

  This expansive residence is located in the highly sought-after Highlands neighborhood of San Mateo & features 4 bedrooms, 3.5 bathrooms, incredible views from nearly every room & is thoughtfully designed across 3,431 sq ft of luxurious living space, offering a perfect blend of high-end amenities & sophisticated details. Upon entering, you'll be greeted by a beautifully appointed living room & an

  Disen Cai KW Advisors

  2184 Cobblehill Place, San Mateo, CA 94402
• 

  

  /47

  Est $2,657,936 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,710 Sq Ft

  2007 New Brunswick Dr, San Mateo, CA 94402

  2007 New Brunswick Dr, San Mateo, CA 94402
• 

  /2

  $1,900,000 Sold Aug 25, 2025

  • 1,700 Sq Ft
  • $1,118/SF
  • 122 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1957

  1708 Yorktown Rd, San Mateo, CA 94402

  Stunning San Mateo Highlands Home with Breathtaking Views. Discover the perfect blend of comfort and style in this beautiful home nestled in the sought-after San Mateo Highlands. Situated on an expansive 7,578 sq. ft. lot backing to open space, this property offers unmatched privacy and panoramic views. Step inside to an inviting, light-filled floor plan where walls of glass seamlessly connect

  Lucia Liu Legend Realty & Finance Group

  1708 Yorktown Rd, San Mateo, CA 94402
• 

  

  /33

  Est $2,388,494 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,507 Sq Ft

  1852 Lexington Ave, San Mateo, CA 94402

  1852 Lexington Ave, San Mateo, CA 94402
• 

  /2

  $2,650,000 Sold May 30, 2025

  • 2,590 Sq Ft
  • $1,023/SF
  • 33 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1964

  1550 Seneca Ln, San Mateo, CA 94402

  HIGHLANDS BEST DEAL, BRING ALL OFFERS! This neighborhood is one of the most in-demand areas, known for its mid-century modern homes, picturesque views, & strong sense of community, all set against a scenic backdrop. This home offers easy access to numerous amenities - short drive to Crystal Springs Village, Laurelwood Shopping Ctr, & Downtown San Mateo. Convenient access to Highways 280, 92, &

  Stanley Lo Green Banker Realty

  1550 Seneca Ln, San Mateo, CA 94402
• 

  Est $2,575,572 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,720 Sq Ft

  2197 Bunker Hill Dr, San Mateo, CA 94402

  2197 Bunker Hill Dr, San Mateo, CA 94402
• 

  /2

  $2,200,888 Sold Sep 04, 2025

  • 1,670 Sq Ft
  • $1,318/SF
  • 0 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1957

  2275 Allegheny Way, San Mateo, CA 94402

  Julie Flouty Compass

  2275 Allegheny Way, San Mateo, CA 94402
• 

  

  /51

  Est $2,963,226 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,371 Sq Ft

  1456 Tarrytown St, San Mateo, CA 94402

  1456 Tarrytown St, San Mateo, CA 94402
• 

  

  /28

  Est $2,404,713 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,810 Sq Ft

  2189 Cobblehill Place, San Mateo, CA 94402

  2189 Cobblehill Place, San Mateo, CA 94402
• 

  

  /75

  Est $2,364,502 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,360 Sq Ft

  2083 Ticonderoga Dr, San Mateo, CA 94402

  2083 Ticonderoga Dr, San Mateo, CA 94402
• 

  

  /39

  Est $2,309,167 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,670 Sq Ft

  2220 Allegheny Way, San Mateo, CA 94402

  2220 Allegheny Way, San Mateo, CA 94402
• 

  

  /89

  Est $2,271,759 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,670 Sq Ft

  1707 Yorktown Rd, San Mateo, CA 94402

  1707 Yorktown Rd, San Mateo, CA 94402
• 

  

  /35

  Est $2,558,481 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,710 Sq Ft

  2221 Bunker Hill Dr, San Mateo, CA 94402

  2221 Bunker Hill Dr, San Mateo, CA 94402
• 

  

  /29

  Est $2,763,739 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft

  1540 Tarrytown St, San Mateo, CA 94402

  1540 Tarrytown St, San Mateo, CA 94402
• 

  

  /43

  Est $2,641,289 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,730 Sq Ft

  1592 Lexington Ave, San Mateo, CA 94402

  1592 Lexington Ave, San Mateo, CA 94402
• 

  

  /58

  Est $2,611,390 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft

  1439 Tarrytown St, San Mateo, CA 94402

  1439 Tarrytown St, San Mateo, CA 94402
• 

  

  /59

  Est $2,757,864 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,670 Sq Ft

  1559 Brandywine Rd, San Mateo, CA 94402

  1559 Brandywine Rd, San Mateo, CA 94402
• 

  

  /27

  Est $3,250,320 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,590 Sq Ft

  30 Fairfield Ct, San Mateo, CA 94402

  30 Fairfield Ct, San Mateo, CA 94402
• 

  

  /25

  Est $2,533,329 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,670 Sq Ft

  2124 Ticonderoga Dr, San Mateo, CA 94402

  2124 Ticonderoga Dr, San Mateo, CA 94402
• 

  

  /24

  Est $2,537,558 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,249 Sq Ft

  2047 Ticonderoga Dr, San Mateo, CA 94402

  2047 Ticonderoga Dr, San Mateo, CA 94402
• 

  

  /42

  Est $3,046,733 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,500 Sq Ft

  2283 Sheraton Place, San Mateo, CA 94402

  2283 Sheraton Place, San Mateo, CA 94402
• 

  

  /41

  Est $2,448,367 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  1983 Ticonderoga Dr, San Mateo, CA 94402

  1983 Ticonderoga Dr, San Mateo, CA 94402
• 

  

  /35

  Est $2,411,636 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,730 Sq Ft

  1759 Lexington Ave, San Mateo, CA 94402

  1759 Lexington Ave, San Mateo, CA 94402
• 

  /2

  Est $2,419,183 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,640 Sq Ft

  1720 Lexington Ave, San Mateo, CA 94402

  1720 Lexington Ave, San Mateo, CA 94402
• 

  

  /85

  Est $2,715,992 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,007 Sq Ft

  1536 Brandywine Rd, San Mateo, CA 94402

  1536 Brandywine Rd, San Mateo, CA 94402
• 

  

  /39

  Est $2,436,019 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,510 Sq Ft

  1212 Laurel Hill Dr, San Mateo, CA 94402

  1212 Laurel Hill Dr, San Mateo, CA 94402
• 

  

  /43

  Est $2,604,675 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,710 Sq Ft

  2012 Ticonderoga Dr, San Mateo, CA 94402

  2012 Ticonderoga Dr, San Mateo, CA 94402
• 

  

  /51

  Est $2,538,814 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,030 Sq Ft

  1752 Lexington Ave, San Mateo, CA 94402

  1752 Lexington Ave, San Mateo, CA 94402
• 

  

  /28

  Est $2,670,143 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  1744 Monticello Rd, San Mateo, CA 94402

  1744 Monticello Rd, San Mateo, CA 94402

Showing Results 41 - 80, Page 2 of 18