28

Recently Sold San Mateo Highlands Homes

Section Image
  • /121

    $2,700,000 Sold Jul 31, 2025

    • 1,550 Sq Ft
    • $1742/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1956

    1651 Lexington Ave, San Mateo, CA 94402

    NEW MODERN EICHLER IN SAN MATEO HIGHLANDS Completed in 2020, this MCM home had a radical remodel integrating new materials and technologies while preserving architectural integrity. Curb appeal is a 10. Colorful, textured landscaping with the ebony Eichler is captivating and the emerald courtyard preceding the front door, delightful. Inside, the white interior has beamed ceilings, engineered

    Julie Baumann Compass

    1651 Lexington Ave, San Mateo, CA 94402
  • /27

    $2,200,000 Sold Jun 12, 2025

    • 1,590 Sq Ft
    • $1384/SF
    • 32 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1957

    2104 Lexington Ave, San Mateo, CA 94402

    Mid-Century Modern enthusiasts will be delighted with this meticulously maintained Eichler. This special home features 3 bedrooms, 2 full bathrooms, front entry courtyard, gorgeous high ceilings, great natural light and unobstructed views of the mountains (no backyard neighbors). Recent improvements include: newer foam roof, exterior paint, Pella Impervia energy-efficient (fiberglass) windows and

    Monique Anton Modern Homes Realty

    2104 Lexington Ave, San Mateo, CA 94402
  • /96

    $2,665,000 Sold Jun 11, 2025

    • 2,087 Sq Ft
    • $1277/SF
    • 4 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1965

    1251 Laurel Hill Dr, San Mateo, CA 94402

    Your Dream Home Awaits at 1251 Laurel Hill Drive- Where Style Meets Serenity, this ranch-style retreat nestled in the San Mateo Highlands will have you falling in love with every detail. This 4BD/3BA home combines warmth, modern upgrades, and canyon views into a space that feels both elevated and grounded. The open-concept kitchen is a showstopper, featuring custom maple cabinetry, quartzite

    Olivia Mcnally Real Brokerage Technologies

    1251 Laurel Hill Dr, San Mateo, CA 94402
  • /63

    $2,400,000 Sold May 23, 2025

    • 1,630 Sq Ft
    • $1472/SF
    • 8 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1965

    1719 Yorktown Rd, San Mateo, CA 94402

    Tranquil coastal mountain views frame this beautifully remodeled, modern single-story Eichler home in a prime location. Featuring 4 bedrooms, 2 remodeled baths, and Eichlers signature post-and-beam construction, vaulted ceilings, and floor-to-ceiling glass, this home seamlessly connects indoor and outdoor living. The open-plan kitchen flows into a family room, with a formal dining room and

    Sheldon Rilliet Compass

    1719 Yorktown Rd, San Mateo, CA 94402
  • /53

    $2,475,000 Sold May 16, 2025

    • 1,550 Sq Ft
    • $1597/SF
    • 12 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1956

    1796 Lexington Ave, San Mateo, CA 94402

    Spectacular views of the open space! Sleek San Mateo Highlands remodel! Three bedrooms two baths plus family room. Soaring ten-foot-high ceilings with walls of glass. Light filled home gives off a feeling of serenity throughout the house. Double pane windows. 180 degrees of views of open space and coastal mountain range. Updated bamboo cabinets in the modern open kitchen concept. Stainless steel

    Glenn Sennett Coldwell Banker Realty

    1796 Lexington Ave, San Mateo, CA 94402
  • /77

    $2,800,000 Sold May 13, 2025

    • 3,030 Sq Ft
    • $924/SF
    • 36 Days On Market
    • 6 Beds
    • 4 Baths
    • Built 1956

    1760 Lexington Ave, San Mateo, CA 94402

    $200,000 PRICE ADJUSTMENT..Mid-century modern Highlands Eichler! Spacious two-story San Mateo Highlands Eichler home w/amazing views of the coastal mountains and Crystal Springs reservoir. Backs up to the open space for superior location and privacy. Beautiful Landscaped 8,030 square foot lot with the feel of your own park behind the house. One of the largest Eichler Highlands homes to have been

    Glenn Sennett Coldwell Banker Realty

    1760 Lexington Ave, San Mateo, CA 94402
  • /2

    $2,885,000 Sold May 02, 2025

    • 2,510 Sq Ft
    • $1149/SF
    • 12 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1976

    65 Bennington Dr, San Mateo, CA 94402

    OFFERS DUE WEDNESDAY APRIL 16TH BY 12NOON - This home comes bearing gifts - not just in features, but in lifestyle! From peaceful hillside views to a sun-soaked patio with fruit bearing trees and a raised garden bed, every corner invites you to savor home life. Picture afternoons by the pool and evenings under the stars with the hillside as your backdrop. Inside, comfort meets style in a

    Chris Eckert KW Advisors

    65 Bennington Dr, San Mateo, CA 94402
  • /35

    $2,600,000 Sold May 02, 2025

    • 2,550 Sq Ft
    • $1020/SF
    • 13 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1976

    2184 Bunker Hill Dr, San Mateo, CA 94402

    FIRST TIME ON MARKET! A stylish and beautifully maintained Whitecliff home offering generous space and an abundance of natural light. Large eat-in kitchen, primary bedroom suite, downstairs family room, indoor laundry, and 2-car garage. Dramatic high ceilings in the main living area, fireplaces in both living and family rooms, ample storage and inviting rear deck surrounded by sport court and

    Karyl Eldridge Coldwell Banker Realty

    2184 Bunker Hill Dr, San Mateo, CA 94402
  • /54

    $2,850,000 Sold Apr 01, 2025

    • 1,779 Sq Ft
    • $1602/SF
    • 7 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1958

    2018 Ticonderoga Dr, San Mateo, CA 94402

    Stunning, recently renovated mid-century modern Highlands Eichler situated on a generous 8,500+ sq ft lot along one of the neighborhoods most desirable streets. Expansive, soaring windows flood the home with natural light while maintaining exceptional privacy. A versatile new addition offers endless possibilities: perfect as a bedroom suite with a home office, au pair quarters, or even an ADU.

    Michael Talis Coldwell Banker Realty

    2018 Ticonderoga Dr, San Mateo, CA 94402
  • /43

    $2,600,000 Sold Mar 17, 2025

    • 1,640 Sq Ft
    • $1585/SF
    • 10 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1956

    1990 Lexington Ave, San Mateo, CA 94402

    This four-bedroom, two-bathroom Mid-century Eichler home offers approximately 1,640 square feet of living space. With a private location on a 8,250 square foot level lot, backs up to open space w/views of the coastal mountains. Features an in-ground pool, providing a refreshing outdoor retreat. Open concept living room w/fireplace has 10 foot high ceilings looking out to serene views! The primary

    Glenn Sennett Coldwell Banker Realty

    1990 Lexington Ave, San Mateo, CA 94402
  • /21

    $2,600,000 Sold Mar 13, 2025

    • 1,760 Sq Ft
    • $1477/SF
    • 12 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1959

    20 Hoods Point Way, San Mateo, CA 94402

    Amazing remodeled Eichler located on a private quiet street with serene views and an extremely large yard. Step into this zen space that features 4 bedrooms, 2 bathrooms, and 1,760 SqFt of living space on a large 7,875 SqFt lot. Other features of this special home include floor to ceiling windows in the front and rear of the home that fill the space with great natural light, an open kitchen with

    Monique Anton Modern Homes Realty

    20 Hoods Point Way, San Mateo, CA 94402
  • /48

    $3,310,000 Sold Mar 06, 2025

    • 2,510 Sq Ft
    • $1319/SF
    • 8 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1976

    55 Bennington Dr, San Mateo, CA 94402

    OFFERS DUE WEDNESDAY FEBRUARY 12TH BY 12NOON - This 4-bedroom home offers spacious living with a versatile open loft, perfect for a home office or playroom. The 2.5 bathrooms include a luxurious ensuite with a walk-in closet, separate bathing area, sit-down vanity, while the second bath features a jacuzzi tub for a spa-like retreat. The kitchen and great room are the heart of the home: stainless

    Chris Eckert KW Advisors

    55 Bennington Dr, San Mateo, CA 94402
  • /10

    $1,900,000 Sold Dec 13, 2024

    • 1,400 Sq Ft
    • $1357/SF
    • 7 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1959

    40 Lundys Ln, San Mateo, CA 94402

    Great location in the highly sought-after San Mateo Highlands community! This original-condition Eichler sits at the end of a private cul-de-sac on a spacious lot, offering breathtaking panoramic views from the back patio and nearly every room. Enjoy the convenience of being just a short distance from excellent dining, shopping, and scenic hiking and biking trails.

    Anson Ip Compass

    40 Lundys Ln, San Mateo, CA 94402
  • /45

    $2,650,000 Sold Dec 11, 2024

    • 1,660 Sq Ft
    • $1596/SF
    • 3 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1959

    1523 Tarrytown St, San Mateo, CA 94402

    Move in and enjoy this beautiful four bedroom single-story home nestled near Crystal Springs Reservoir and Hillsborough. Spacious 9,020 SF lot. Private and covered front courtyard including dining deck patio. Beautifully renovated throughout. New floors. Open kitchen with breakfast bar island & Stainless steel appliances. Two dining areas. Bright living area and sitting room. Large primary suite

    David Lillo DPL Real Estate

    1523 Tarrytown St, San Mateo, CA 94402
  • 1539 Forge Rd, San Mateo, CA 94402

    $2,856,750 Sold Nov 27, 2024

    • 1,720 Sq Ft
    • $1661/SF
    • 19 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1958

    1539 Forge Rd, San Mateo, CA 94402

    Welcome to this beautifully remodeled Eichler home. Set in the highly desirable San Mateo Highlands, this mid-century modern masterpiece has been thoughtfully updated to perfectly blend modern comforts with the iconic Eichler design. As you step inside, natural light pours through expansive floor-to-ceiling windows, filling the home with a bright, open ambiance. The spacious, open-concept layout

    Amanda Elhassan Keller Williams Tri-valley

    1539 Forge Rd, San Mateo, CA 94402
  • /46

    $2,608,000 Sold Oct 23, 2024

    • 1,787 Sq Ft
    • $1459/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
  • /39

    $3,600,000 Sold Sep 26, 2024

    • 2,217 Sq Ft
    • $1624/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
  • /29

    $2,600,000 Sold Sep 24, 2024

    • 1,710 Sq Ft
    • $1520/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
  • /49

    $3,012,000 Sold Sep 23, 2024

    • 2,551 Sq Ft
    • $1181/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
  • /50

    $2,510,000 Sold Sep 20, 2024

    • 1,710 Sq Ft
    • $1468/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
  • /76

    $4,650,000 Sold Sep 18, 2024

    • 3,431 Sq Ft
    • $1355/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
  • /43

    $2,650,000 Sold Sep 03, 2024

    • 1,730 Sq Ft
    • $1532/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1956

    1592 Lexington Ave, San Mateo, CA 94402

    Welcome to 1592 Lexington Avenue, a stunning Eichler home in the sought-after San Mateo Highlands neighborhood. This home offers breathtaking views of Crystal Springs and sits on a private 7,700 square foot lot, providing the perfect escape. Renowned for his innovative design, Joseph Eichler's influence is evident throughout this home, featuring walls of windows, an open floor plan, and seamless

    Susan Woods Compass

    1592 Lexington Ave, San Mateo, CA 94402
  • /59

    $2,850,000 Sold Aug 29, 2024

    • 1,670 Sq Ft
    • $1707/SF
    • 12 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1960

    1559 Brandywine Rd, San Mateo, CA 94402

    Enjoy epic views from this hilltop Eichler home in the Highlands neighborhood of San Mateo. On a .294+/-acre lot, this classic is true to form with clean lines, abundant light from walls of windows and sliding glass doors, wood plank ceilings with exposed beams, skylights and a fireplace flanked by glass walls. New engineered white oak floors, light fixtures and paint, inside and out, were

    Julie Baumann Compass

    1559 Brandywine Rd, San Mateo, CA 94402
  • /28

    $2,250,000 Sold Aug 27, 2024

    • 1,810 Sq Ft
    • $1243/SF
    • 47 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1958

    2189 Cobblehill Place, San Mateo, CA 94402

    Just repriced!!!! Best deal in the area! Welcome to the Highlands, located up top of Pulgas Ridge which is well known for its scenic views. This Eichler style home is known for its open interior floorplan, exposed wood, modern design and easy access to indoor-outdoor living. Conveniently borders Interstate 280 and Route 92 for the commuter. Living Room and adjoining dining area with vaulted

    Dominic Nicoli Intero Real Estate Services

    2189 Cobblehill Place, San Mateo, CA 94402
  • /39

    $2,252,250 Sold Aug 23, 2024

    • 1,670 Sq Ft
    • $1349/SF
    • 8 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1957

    2220 Allegheny Way, San Mateo, CA 94402

    This mid-century four-bedroom, two-bathroom house is a great opportunity for anyone looking for a comfortable and functional home in a desirable location. With approximately 1670 square feet of living space, this house is perfect for those who value both comfort and convenience. The living room is cozy and inviting, with large windows that let in plenty of natural light. The kitchen is

    Glenn Sennett Coldwell Banker Realty

    2220 Allegheny Way, San Mateo, CA 94402
  • /29

    $2,800,000 Sold Aug 16, 2024

    • 1,860 Sq Ft
    • $1505/SF
    • 12 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1964

    1284 Laurel Hill Dr, San Mateo, CA 94402

    Nestled on a generous 1/2 acre lot, "The Oasis" is more than just a house, it's a sanctuary where comfort and tranquility converge. This beautiful 3-bed, 2-bath home has been thoughtfully updated to blend modern convenience with timeless charm. As you step through the front door, you are greeted by a bright and airy living space, where natural light floods through new dual-paned windows. The

    Brandon Stovall Compass

    1284 Laurel Hill Dr, San Mateo, CA 94402
  • /58

    $2,600,000 Sold Aug 05, 2024

    • 1,800 Sq Ft
    • $1444/SF
    • 60 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1960

    1439 Tarrytown St, San Mateo, CA 94402

    Back on the Market, Improved and Upgraded. Come and See! Unique, Serene, One of a Kind Eichler home. From the distinct front entrance, through the sage Atrium hallway, you enter into a welcoming and balanced 4Br/2Ba 1800sf Private Eichler home with a gorgeous view of the deep "heated" pool with a diving board surrounded by lush botanical landscaping with various sounds of waterfall, birds

    Larry Giang KW Silicon City

    1439 Tarrytown St, San Mateo, CA 94402
  • /2

    $2,650,000 Sold May 30, 2025

    • 2,590 Sq Ft
    • $1023/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

Frequently Asked Questions

What is the average time to sell a house in San Mateo Highlands, CA?
The houses for sale in San Mateo Highlands, CA spend an average of 43 days on the market.
What is the number of active homes for sale in San Mateo Highlands, CA?
There are 3 active homes for sale in San Mateo Highlands, CA.

Home Trends in San Mateo Highlands, CA

Housing Trends

Median Sale Price
$675,000
Median Single Family Sale Price
$700,000
Average Price Per Sq Ft
$409
Number of Homes for Sale
3
Last 12 months Home Sales
6
Months of Supply
6.00
Median List Price
$685,000
Median Change From 1st List Price
-1%
Median Home Sale Price YoY Change
75%
How to Buy a Home How to Sell a Home How to Rent a Home