Vintage homes for sale & real estate in San Mateo County, CA

296 homes + 14 early access

Sort:

Recommended

OPEN TODAY, 1PM TO 4PM

ABOUT THIS HOME
Vintage Home for sale in San Mateo County, CA:
A stunning Craftsman, quintessential in charm throughout, embracing today's modern lifestyle. Situated on an oversized line in coveted San Mateo Park. Behind a private gate, you have endless manicured grounds perfect for your very own retreat. A trellised entry beneath towering redwoods includes timeless character and guest accommodations. Inlaid hardwoods, arched openings, and abundant light throughout. The vaulted living room centers on a fireplace with chevron surround, opening to a skylit dining room to french doors leading to a private office. Your chef's renovated kitchen flows to a breakfast area and family room with wood-burning stove opening an intimate yard. A main-level guest sui

$3,999,000

5 beds5 baths4,255 sq ft

408 Warren Rd, San Mateo, CA 94402

Brick paved terrace • Private adu • Skylit dining room

EARLY ACCESSCOMPASS COMING SOON

ABOUT THIS HOME
Vintage Home for sale in San Mateo County, CA:
A rare offering in Belmont, 1109 Ross Street presents an exceptional opportunity to acquire an oversized corner property comprising two separate parcels, both showcasing beautiful Bay views. Ideally suited for a developer seeking to create two distinctive residences or an owner-user envisioning one expansive private estate, this unique offering provides remarkable flexibility and potential. Conveniently located near Carlmont Shopping Center, Notre Dame High School, and major commute routes, the property combines an attractive residential setting with easy access to everyday amenities and transportation. Opportunities of this scale and configuration are increasingly rare in Belmont, making t

$2,495,000

4 beds2 baths1,740 sq ft

1109 Ross St, Belmont, CA 94002

Two separate parcels • Beautiful bay views • 0.29 acre lot

EARLY ACCESSCOMPASS COMING SOON

ABOUT THIS HOME
Vintage Home for sale in San Mateo County, CA:
This thoughtfully reimagined Corte Madera gem in Portola Valley offers 4 bedrooms and 3 baths, is the result of a yearlong top-to-bottom transformation, including the roof, plumbing, windows, doors and HVAC system. Upon entry, the white oak floors lead into an open concept design centered on a two-tone kitchen of white and light oak cabinetry, fitted with Bosch and Zline appliances and a Samsung Smart Refrigerator adjoined by a separate family area. A new LG washer and dryer add everyday convenience. Two en-suite bedrooms include the primary suite, distinguished by an oversized walk-in closet and an expansive, spa-inspired bath with a soaking tub, dual vanity and glass enclosed rainfall wal

$3,398,000

4 beds3 baths2,290 sq ft

220 Canyon Dr, Portola Valley, CA 94028

0.37 acre lot • Built 1955

EARLY ACCESSCOMPASS COMING SOON

$958,000

5 beds2 baths1,500 sq ft

2399 Menalto Ave, East Palo Alto, CA 94303

6,000 sq ft lot • Built 1947

EARLY ACCESSCOMPASS COMING SOON

ABOUT THIS HOME
Vintage Home for sale in San Mateo County, CA:
Updated in 2020 and impeccably maintained, this move-in-ready home in the highly sought-after Willows neighborhood pairs modern finishes with warm, inviting spaces designed for effortless everyday living. The light-filled open floor plan features white oak hardwood floors and a gourmet kitchen with Thermador appliances, custom cabinetry, and a generous center island. The primary suite offers an ensuite bath and walk-in closet, while two additional bedrooms provide flexibility for guests or a home office. Multi-split heating and cooling, a newer roof, and a beautifully landscaped private backyard add comfort and convenience. The location puts the best of Silicon Valley within easy reach, wit

$3,400,000

3 beds2 baths1,589 sq ft

335 Concord Dr, Menlo Park, CA 94025

5,452 sq ft lot • Built 1948

Property at 16 Madrid Ct, Millbrae, CA 94030, 5 beds, 3 baths

$2,089,000

5 beds3 baths2,294 sq ft

16 Madrid Ct, Millbrae, CA 94030

Property at 1900 Valdez Ave, Belmont, CA 94002, 4 beds, 2 baths

$2,295,000

4 beds2 baths1,870 sq ft

1900 Valdez Ave, Belmont, CA 94002

Property at 1519 Chula Vista Dr, Belmont, CA 94002, 3 beds, 2 baths

$2,310,000

3 beds2 baths1,620 sq ft

1519 Chula Vista Dr, Belmont, CA 94002

Property at 1504 Deer Creek Ln, Redwood City, CA 94062, 4 beds, 3 baths

$2,399,950

4 beds3 baths2,000 sq ft

1504 Deer Creek Ln, Redwood City, CA 94062

Property at 401 41st Ave, San Mateo, CA 94403, 3 beds, 2 baths

$1,998,000

3 beds2 baths1,590 sq ft

401 41st Ave, San Mateo, CA 94403

Property at 804 Howard Ave, Burlingame, CA 94010, 3 beds, 3 baths

$2,398,000

3 beds3 baths995 sq ft

804 Howard Ave, Burlingame, CA 94010

Property at 1701 Valley View Ave, Belmont, CA 94002, 4 beds, 4.5 baths

$5,298,000

4 beds4.5 baths3,288 sq ft

1701 Valley View Ave, Belmont, CA 94002

Property at 1571 James Ave, Redwood City, CA 94062, 4 beds, 2 baths

$1,998,000

4 beds2 baths2,010 sq ft

1571 James Ave, Redwood City, CA 94062

Property at 159 Arbor Ln, San Mateo, CA 94403, 2 beds, 1 bath

$1,798,000

2 beds1 bath1,080 sq ft

159 Arbor Ln, San Mateo, CA 94403

Property at 179 Hudson St, Redwood City, CA 94062, 3 beds, 1.5 baths

$1,800,000

3 beds1.5 baths1,450 sq ft

179 Hudson St, Redwood City, CA 94062

Property at 200 Magnolia Ave, Millbrae, CA 94030, 3 beds, 3 baths

$2,388,000

3 beds3 baths2,089 sq ft

200 Magnolia Ave, Millbrae, CA 94030

Property at 344 E St, Redwood City, CA 94063, 2 beds, 2 baths

$1,198,000

2 beds2 baths820 sq ft

344 E St, Redwood City, CA 94063

Property at 130 Santa Clara Ave, Redwood City, CA 94061, 4 beds, 2.5 baths

$1,598,000

4 beds2.5 baths1,851 sq ft

130 Santa Clara Ave, Redwood City, CA 94061

Property at 179 Garnet Ave, San Carlos, CA 94070, 3 beds, 2 baths

$2,299,000

3 beds2 baths1,550 sq ft

179 Garnet Ave, San Carlos, CA 94070

Property at 2020 Harding Ave, San Mateo, CA 94403, 3 beds, 2 baths

$1,448,000

3 beds2 baths1,290 sq ft

2020 Harding Ave, San Mateo, CA 94403

Property at 1043 Riverton Dr, San Carlos, CA 94070, 2 beds, 1 bath

$1,198,000

2 beds1 bath820 sq ft

1043 Riverton Dr, San Carlos, CA 94070

Property at 327 Center St, Redwood City, CA 94061, 2 beds, 1 bath

$898,000

2 beds1 bath800 sq ft

327 Center St, Redwood City, CA 94061

Property at 463 Beech Ave, San Bruno, CA 94066, 4 beds, 2 baths

$1,500,000

4 beds2 baths1,940 sq ft

463 Beech Ave, San Bruno, CA 94066

Property at 2340 Valleywood Dr, San Bruno, CA 94066, 3 beds, 2 baths

$1,299,950

3 beds2 baths1,572 sq ft

2340 Valleywood Dr, San Bruno, CA 94066

Property at 2118 Arthur Ave, Belmont, CA 94002, 3 beds, 2.5 baths

$2,395,000

3 beds2.5 baths1,696 sq ft

2118 Arthur Ave, Belmont, CA 94002

Property at 211 Nimitz Ave, Redwood City, CA 94061, 3 beds, 2.5 baths

$1,998,000

3 beds2.5 baths1,534 sq ft

211 Nimitz Ave, Redwood City, CA 94061

Property at 230 Selby Ln, Atherton, CA 94027, 2 beds, 1.5 baths

$2,588,000

2 beds1.5 baths1,340 sq ft

230 Selby Ln, Atherton, CA 94027

Property at 1741 Alameda DE Las Pulgas, San Carlos, CA 94070, 2 beds, 1 bath

$1,449,950

2 beds1 bath930 sq ft

1741 Alameda DE Las Pulgas, San Carlos, CA 94070

Property at 612 Hemlock Ave, Millbrae, CA 94030, 2 beds, 1 bath

$1,295,000

2 beds1 bath1,010 sq ft

612 Hemlock Ave, Millbrae, CA 94030

Property at 443 Irvington St, Daly City, CA 94014, 4 beds, 2 baths

$980,000

4 beds2 baths1,692 sq ft

443 Irvington St, Daly City, CA 94014

Bay Home Investments & Loans Inc

Property at 437 Wessex Way, Belmont, CA 94002, 4 beds, 2 baths

$1,200,000

4 beds2 baths1,952 sq ft

437 Wessex Way, Belmont, CA 94002

Property at 120 Summerhill Ln, Woodside, CA 94062, 4 beds, 4 baths

$6,500,000

4 beds4 baths3,995 sq ft

120 Summerhill Ln, Woodside, CA 94062

Property at 227 E St, Redwood City, CA 94063, 3 beds, 1 bath

$1,596,000

3 beds1 bath1,140 sq ft

227 E St, Redwood City, CA 94063

Property at 1580 Barroilhet Ave, Burlingame, CA 94010, 3 beds, 3 baths

$5,295,000

3 beds3 baths2,575 sq ft

1580 Barroilhet Ave, Burlingame, CA 94010

Property at 998 Hensley, San Bruno, CA 94066, 5 beds, 3 baths

$1,195,000

5 beds3 baths1,913 sq ft

998 Hensley, San Bruno, CA 94066

Property at 930 Haven Ave, Redwood City, CA 94063, 2 beds, 1 bath

$998,000

2 beds1 bath1,000 sq ft

930 Haven Ave, Redwood City, CA 94063

Property at 460 Milagra Dr, Pacifica, CA 94044, 3 beds, 1 bath

$1,098,000

3 beds1 bath1,010 sq ft

460 Milagra Dr, Pacifica, CA 94044

Property at 462 Waverley St, Menlo Park, CA 94025, 5 beds, 3 baths

$3,480,000

5 beds3 baths3,421 sq ft

462 Waverley St, Menlo Park, CA 94025

Property at 257 Pinehaven Way, Pacifica, CA 94044, 3 beds, 2 baths

$988,000

3 beds2 baths1,080 sq ft

257 Pinehaven Way, Pacifica, CA 94044

Property at 234 Alta Mesa Dr, South San Francisco, CA 94080, 3 beds, 1 bath

$1,029,000

3 beds1 bath980 sq ft

234 Alta Mesa Dr, South San Francisco, CA 94080

Property at 117 Madrone Ave, South San Francisco, CA 94080, 2 beds, 1 bath

$798,000

2 beds1 bath870 sq ft

117 Madrone Ave, South San Francisco, CA 94080

Viewing page 1 of 8

Vintage Homes for Sale in San Mateo County

There are currently 310 vintage homes for sale in San Mateo County at a median listing price of $1.55M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in San Mateo County stay on the market for 31 days and receive 2 offers. This map is refreshed with the newest listings in San Mateo County every 15 minutes.

In the past month, 437 homes have been sold in San Mateo County. In addition to houses in San Mateo County, there were also 295 condos, 91 townhouses, and 62 multi-family units for sale in San Mateo County last month. Find your dream home in San Mateo County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in San Mateo County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in San Mateo County. If you're looking to sell your home in the San Mateo County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in San Mateo County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for San Mateo County, CA

Nearby Counties

Cities

Nearby Counties with Vintage Homes

Nearby Cities with Vintage Homes

More to explore in San Mateo County, CA

How to buy a house in San Mateo County, CA

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

26 Redfin agents serving San Mateo County

416

Deals*

4.8

Satisfaction

3050

Homes closed*

* Data from the last year

Popular Markets in California

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

Redfin Brokerage Licenses

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.