Refine Search
Map
Sort by
$2,680,000
6 Beds ⋅ ML81947845 MLS
Compass Commercial is pleased to present 1401 Cherrywood & 3470 Glendora Drive, quite possibly the most LUXURIOUS duplex in the City of San Mateo. Located on a massive 12,125 square foot corner lot directly across from Laurelwood Park, this exceptionally well-maintained property offers an excellent opportunity for homeownership, investment, or both. Featuring two separate units, one-unit facing Glendora and the other facing Cherrywood, both units truly have that Single Family Home feel. Each unit is a 3-Bedroom/2-Bathroom with roughly 1,900 square feet of livable space and a 445 square foot two-car garage, at a total square footage per county record of 4,625 square feet. Both units have had extensive renovations as you can see in the photo gallery. Each units is separately metered for all utilities including separate water meters, and both units have in-unit washer/dryers, operating fireplaces, stainless steel appliances and private spacious backyards.

3470 Glendora DR, San Mateo

Listed by Nathan Gustavson, 415-786-9410 from Compass
(If provided) CoList: Cameron Foster from Cameron Foster

Sold listing courtesy of Delia Fei from APR
$1,750,000
7 Beds ⋅ ML81944414 MLS
Seldom presents an opportunity to realize old world charm expanded into a robust multi-unit, located on a generous lot in the best part of Bowie Estate; North Central. Infused with new finishes, experience what this legacy property offers. Originally built in 1900, the current building was extensively expanded with permits in 1989 as a duplex. With a 5 bedroom 4 ½ bath main home and a 2 bedroom, 2 bath unit over the garage designed as a contiguous second floor layout, each with its own view & area of the property for outdoor enjoyment. Covered porch, social & privacy fence, great room bay window & tall ceiling, refinished hardwood, formal dining, double pane windows, big kitchen w/ gas range, French door refrigerator, dishwasher, under-mount sink, wand faucet, quartz countertop, painted cabinets w/ new matte black drawer pulls, fixtures, handles & hinges, wood look vinyl floor, 5th bed, full bath & family room up. Large 2 bed / 2 bath unit w/ Laundry, 2 car garage, opener & storage.

23 N Eldorado ST, San Mateo

Listed by Andrew Lomano, 650-346-0900 from Living Estates Realty
(If provided) CoList: from

Sold listing courtesy of Briani Phelps from SGP
$1,650,000
4 Beds ⋅ ML81941819 MLS
Well-Appointed Duplex Close to Everything! In the heart of San Mateo, this great Hayward Park duplex is just blocks from shops, restaurants, and cafes. Options abound - use as an investment property with two rentals, live in one and rent the other one out, or use both for a multi-generational family. The front unit, with pristine vintage character, is connected by a courtyard and shared laundry room to the rear unit located upstairs above 1- and 2-car garages. Each unit is well-appointed with numerous updates and ready to move in right away and enjoy. Centrally located, the duplex is only one-half mile from downtown shops and restaurants and Central Park - an opportunity not to be missed!

1110 S B ST, San Mateo

Listed by Mark Johnson, 650-685-7648 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Christopher Eckert from KWPEN
$1,500,000
4 Beds ⋅ ML81941781 MLS
San Mateo Duplex, Photos are of rear unit. Some cosmetic TLC needed. Attached garages. Walking distance to shopping and transportation. Both units are vacant. Rear unit has extra bathroom and bonus room above the garage.

610 10th AVE, San Mateo

Listed by Michael Kenny, 650-400-0393 from Kenny Realty
(If provided) CoList: Evan Godfrey from Kenny Realty

Sold listing courtesy of Harold Brock Ford from DCESCH
$1,750,000
4 Beds ⋅ ML81939406 MLS
Two impeccably maintained units in the desirable Beresford Park/Hillside Neighborhood make an incredible investment opportunity. Live in one unit and rent the second unit, or create a multi-generational space for your family's needs. The separate units feel like two private homes. 2901 Flores is a 2-Bedroom/1-Bath home with a large master bedroom with two walk-in closets, spacious dining area, an open living room and a large backyard with patio. 2903 Flores is also a 2-Bedroom/1-Bath home, featuring a fireplace, a large living room, and hardwood floors throughout. Both units feature a garage with washer/dryer hookups, separately metered water, gas, and electric meters, and large front/side yards. The property is located just one block from Hillsdale Shopping center, and CalTrain and enjoys easy access to highway 92, 101, and 280. Both units are currently VACANT and rent-ready. Easy to show.

2901 Flores ST, San Mateo

Listed by Nathan Gustavson, 415-786-9410 from Compass
(If provided) CoList: Cameron Foster from Cameron Foster

Sold listing courtesy of Rachid Atie from SCPR
$1,720,000
6 Beds ⋅ ML81935901 MLS
Wonderful San Mateo located triplex, bordering Burlingame, consists of: Front unit - 2BR/1.5BA - charming home built in early 1900s. Middle unit - 2BR/1BA. Back unit - 2BR/2.5ba. 3-car garage and off street parking. Each unit has laundry.

247 E Bellevue AVE, San Mateo

Listed by Bernadette Casey-Durazzo, 650-224-4556 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Omar Galindo from CBR
$1,225,000
CC41033635 MLS
Welcome to this charming property with a 2nd living unit downstairs located in a highly desirable location in the Bay Area Peninsula! This property has a lot of potential as an investment property for the right buyer who is looking for an opportunity to add value and build equity to this property. The living spaces are spacious and offer plenty of room for comfortable living. The kitchens and bathrooms are outdated and in need of some updates, but with a little bit of work and vision, they could be transformed into beautiful and functional spaces. The property offers a lot of potential for rental income, with each unit offering plenty of space for tenants. The large lot size (almost 1/4 acre) also provides the opportunity to add additional units, potentially increasing rental income even further. The location and potential make it an excellent investment opportunity. Located in a highly desirable area, this property is just minutes away from schools, shopping, dining, and entertainment options. In addition, the property is only a 2 minute drive or 10 minute walk from CalTrain, and a 10 minute drive from SFO. If you're looking for an investment property that has potential for rental income and a great location, this property is worth considering.

333 N Claremont St., San Mateo

Listed by Ricky Alvarez, (925) 381-7180 from BLVD Real Estate
(If provided) CoList: Hector Garcia from

Sold listing courtesy of Hugo De Hoyos from NTERO
$1,500,000
6 Beds ⋅ ML81935391 MLS
Investment Opportunity! Well located 4 unit building close to Downtown San Mateo & Downtown Burlingame. Some of the units have recently been upgraded & building is 100% occupied. Exterior of building recently painted and driveway has been seal coated. Most units have balconies, patios or front yards. This property offers tenants convenient access to transportation, Cal Train Stations & local freeways including Hwy 101 & 280.

367 N Claremont ST, San Mateo

Listed by Robert Guglielmi, 650-269-8516 from SC Properties
(If provided) CoList: Andrew Guglielmi from SC Properties

Sold listing courtesy of Neel Bhatia from CBR
$2,167,000
5 Beds ⋅ ML81935003 MLS
The Batlin Group of Marcus & Millichap is pleased to present 3206 Countryside Drive, a charming duplex in San Mateo. This exceptional property offers an excellent opportunity for homeownership or investment. Featuring two separate units, a spacious 3-bedroom, 2-bathroom unit, and a cozy 2-bedroom, 1-bathroom unit. The larger unit boasts three generously-sized bedrooms, providing ample space for a growing family or those in need of additional rooms for office space or hobbies. The master bedroom includes an ensuite bathroom, ensuring privacy and convenience. The remaining two bedrooms are well-proportioned and share a well-appointed bathroom. Additionally, this unit features a private deck, perfect for outdoor entertaining and relaxation. The second unit offers two comfortable bedrooms, making it an ideal choice for smaller households or as a potential rental opportunity. This unit also has its own private balcony. Both units have private garages and are separately metered.

3206 Countryside DR, San Mateo

Listed by Sam Runco, 650-759-3414 from Marcus & Millichap
(If provided) CoList: Philip Batlin from Marcus & Millichap

Sold listing courtesy of Nadr Essabhoy from APR
$1,720,000
5 Beds ⋅ ML81934607 MLS
Tucked in the water adjacent community of Los Prados, in San Mateo, CA, this well maintained duplex offers a functional investment for either a primary residence, or for expanding any real estate portfolio. 3314 Los Prados St has 2 beds, 1 bath, & is currently tenant- occupied. 3312 Los Prados St has 3 beds, 2 baths, & is currently vacant & ready to be called home. Thoughtfully updated, each unit showcases charming details, an abundance of natural light, & functional floor plan. Owner/tenant can each enjoy complete privacy. Both units enter into the foyer & open to a large living room. Sliding glass doors lead to the yard, a sanctuary for basking in the sun or growing bountiful veggies. The kitchen/dining room are easily accessible from the living room, great for enjoying nights cooking w/ family. Close to parks, tennis courts, playground, waterfront walking trails, Wholefoods, the Benjamin Franklin buildings, & the 101, this San Mateo location glistens w/ amenities & convenience.

3312-3314 Los Prados ST, San Mateo

Listed by Alisa Ruiz-Johnson, 650-740-3218 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Jose Yee from DCPA
$1,850,000
5 Beds ⋅ ML81932933 MLS
Great Income Property or Live in one and have the tenants pay the mortgage! Best Location Westside San Mateo Triplex in Turnkey Condition. Upgrades include Double Pane Windows, Refinished Hardwood Floors and Remodeled Kitchens and Bathrooms. Great Floorplan with two 2/1 Houses with attached indvidual Garages and Laundry. Third unit is above the garage. No common walls besides garages. Back unit has nice private fenced in yard. Walk to Train, ECR, 25th Ave and Hillsdale Mall. Gross Rent $99,888. Inspections / Reports / Disclosures upon request. - Showing Tuesday October 3 3-4PM Call Chad for appointment.

57 28th AVE, San Mateo

Listed by Chad Krakow, 650-222-7090 from Krakow Company
(If provided) CoList: from

Sold listing courtesy of Susan Chong from APR
$1,756,500
4 Beds ⋅ ML81932582 MLS
Open House: Sunday, 7/9 from 2 - 4 pm. Lovely duplex located in desirable Hayward Park neighborhood, San Mateo. Units have mirrored 2 bd/ 1 ba configurations. Each has a separate entrance, garage, washer/ dryer and fenced back yard. Very well-maintained property ideally situated a short walking distance from vibrant downtown San Mateo restaurants and shops. Short walk to SM Caltrain and great commuter access (101 and 92). Both units are currently rented.

930 S B ST, San Mateo

Listed by Andrew Guglielmi, 650-269-8517 from SC Properties
(If provided) CoList: Robert Guglielmi from SC Properties

Sold listing courtesy of Peyling Yap from SINOU
$1,775,000
5 Beds ⋅ ML81930347 MLS
San Mateo Village fouplex offering a desireable mix of (3) 1 Bedroom/1 Bathroom units and (1) 2 Bedroom/1 Bathroom unit with 4 covered parking spaces and laundry on-site. This fantastic location offers tenants the ideal commute for the new Meta/Facebook campus, Sony, Gilead, Visa, Snowflake, Rakutan, Tesla, and Medidata with easy access to 101 and 92 and blocks away from Hillsdale CalTrain Station. Enjoy Downtown San Mateo with exciting restaurants, shops and nightlife as well as Hillsdale Shopping Center, Whole Foods, Marina Food, Mollie Stone, Laurel Meadow & Casanova Park

54 E 39th AVE, San Mateo

Listed by Kelly McSweeney, 650-215-8355 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Kelly McSweeney from DWELL
$2,100,000
6 Beds ⋅ ML81930295 MLS
Discover 3120 Los Prados, San Mateo, an updated, remodeled triplex listed at 2195,000. Sellers could carry financing to qualified buyers. This unique property showcases a spacious 3 bedroom, 2 bathroom with a large deck and yard for outdoor enjoyment. The 2-bedroom 2 bath unit offers a private patio for tranquil living, while the open 1 bedroom, 1 bth home provides a comfortable retreat and outdoor space. All units have 1 covered parking spot and access to a shared laundry room, making everyday living convenient. Located close to parks, shopping centers, and freeways, it ensures and easy commute to Silicon Valley, San Francisco, and is just a 12 min drive to SFO. With a current income of $9000 per month, this property represents an excellent investment opportunity for discerning buyers seeking to capitalize on its revenue potential and prime location

3120 Los Prados ST, San Mateo

Listed by The Laugesen Team, 650-465-5742 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Gary Sayed from SAYE

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