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$2,500,000
8 Beds ML82051839 MLS
An extraordinary find in the heart of the Peninsula, this large, meticulously configured fourplex located at 711-717 Highland Avenue presents a rare combination of immediate cash-flow and long-term appreciation. Situated across two independent buildings on a single parcel, the property balances structural versatility with extensive tenant appeal. The front building consists of two massive 2 bedroom 1.5 bathroom townhome style units spanning approximately 1,770 square feet each. These two-story spaces are designed for premium living, featuring an expansive first floor with a spacious living room, formal dining room, private breakfast nook, kitchen, laundry area, and a convenient half-bathroom, while the upper level hosts two bright bedrooms, a bonus room and a full bath. The rear building houses two flat-style 2 bedroom 1 bathroom units measuring a generous 1,000 square feet each. The ground-floor flat enjoys direct access to a private backyard space, while the upper unit benefits from an expansive balcony. Each unit is fully equipped with washer and dryer, refrigerator, range/oven, garbage disposal as well as four dedicated carports. Perfect for owner occupied and multifamily operators looking to capture top-tier Bay Area rents.

711 Highland AVE, San Mateo

Listed by Michael Hecht, 408-250-3442 from Intero Real Estate Services
(If provided) CoList: Shawn Jones from Intero Real Estate Services

$9,450,000
ML82050464 MLS Knights Inn Apartments BLDG.
Knights Inn Apartments, located at 100-106 N. Bayshore Boulevard in San Mateo, presents a rare 38-unit multifamily investment opportunity in San Mateo. The property offers a unit mix of thirty-four (34) studios (~381 sqft) and four (4) 1-Bedroom/1-Bath units (~570 sqft). Constructed in 1960 and situated on a 24,944 sqft lot, with approximately 24,592 sqft of gross building area across two (2) buildings. SB-721 COMPLIANT, BALCONY REBUILD COMPLETED, eliminating a significant capital expenditure obligation and providing investors with a clean compliance profile at close. The property further features a secured fenced-in pool, on-site coin-operated laundry, and 36 covered carports + 4 uncovered assigned spaces. Gas and electric utilities are master metered for each building, presenting a direct value-add opportunity through implementation of a Ratio Utility Billing System (RUBS), a strategy not currently utilized under existing ownership. The pro forma reflects an estimated $45,600 in additional RUBS income upon implementation.Current rents averaging approximately $1,610/month for studios and $2,085/month for 1-Bed/1-Bath units reflect meaningful upside to market rents of $2,100 and $2,395 respectively, as validated by the nearby Country Club Apartments at 420 N. Bayshore Boulevard.

100-106 N Bayshore BLVD, San Mateo

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

$1,825,000
6 Beds ML82043896 MLS
A high-quality Peninsula duplex with stable income, minimal expense drag, and clearly defined long-term upside.117 N. Delaware Street presents a rare opportunity to acquire a well-located duplex in the heart of San Mateo. The property consists of two large units, each configured as 3 bedrooms and 2 bathrooms with garage parking offering strong fundamentals for both owner-occupiers and long-term investors. With tenants in place for over 20 years, the asset provides stable in-place income and a clear path for predictable rent growth under California rent control guidelines. The property currently generates $7,610 per month ($91,320 annually), with a highly efficient expense. Market rents for comparable units are estimated at approximately $4,500+ per month, indicating meaningful long-term upside. At market levels, the property would generate approximately $108,000. Generous layouts, strong rental demand and a desirable unit mix support long-term growth and income optimization. Don't miss this rare opportunity whether as an investment or a property you could occupy!

117 N Delaware ST, San Mateo

Listed by Tim Gilmartin, 650-348-2020 from Gilmartin Group
(If provided) CoList: Kathryn Gerhardt from Gilmartin Group

Sold listing courtesy of Kathryn Gerhardt from GILM

$5,650,000
ML82036937 MLS Crystal Springs Apartments BLDG.
Price reduced 4/29/2026. Crystal Springs Apartments is a generational multifamily asset, held by the same family for decades after establishing deep roots in San Mateo County more than 90 years ago. Constructed in 1978 by the developer of the adjacent Crystal Springs Village Shopping Center, the property reflects a level of care, intention, and permanence that is increasingly rare. Both in construction and interior character, the residences offer an experience more akin to a single-family home than a conventional rental property. It is 10-units consisting of (2) 2 bed / 2.5-bath townhouses, (5) 2 bed / 2 bath, and (3) 1 bed / 1 bath units. The property is two separate buildings located in a primarily single family residential neighborhood. It is situated on two separate parcels (041-203-010 and 041-203-020) that combine for ~0.35 acres of land. Residents enjoy amenities such as enclosed garage and covered parking, vaulted ceilings in second floor units, fireplace in each unit, and balconies and/or patios. The property's Peninsula location is near the midpoint of San Francisco and the Silicon Valley allowing for easy access to all major Bay Area employment centers. The neighboring multifamily property at 2005 Parrott Dr sold for $769,533 per unit on 2/20/2026.

2001-2003 Parrott DR, San Mateo

Listed by Carlos Azucena, 408-205-2679 from Marcus & Millichap
(If provided) CoList: from

Sold listing courtesy of Carlos Azucena from M&MKW

$10,400,000
4 Beds 6 Baths ML82035852 MLS
2023 new build. A magnificent three-story estate of striking stature that embodies the pinnacle of luxury. On the most prestigious, tree-canopied street in The Park, backing onto Hillsborough's storied estates on Brewer Drive. Stroll to Burlingame Ave. Expansive lot, over one-third of an acre of beautifully curated grounds providing privacy and an impressive sense of arrival. Step inside and experience the grandeur, 6070 sq. ft. of stylish living. Light-filled rooms. Oversized windows framing peaceful treetop views. 6 cooling and heating zones. Professional chef's kitchen, 4 ovens, 72-inch fridge, 2 dishwashers. 2 wine coolers. Pristine marble adorns the 15-foot island. Butler's pantry. Office. 4 ensuite bedrooms, marble bathrooms with heated floors. Dreamy primary suite, large custom closet and sumptuous bathroom with double showers. Vibrant gardens with an orchard, gas heated pool. Jacuzzi. Cabana. Pergola. Fireplaces. Outdoor bar. Full outdoor kitchen. 1,000 sq. ft. hosting patio. A bench, perfect for quiet reflection, capturing unforgettable sunsets over the spa, all to nourish the body, mind and spirit. Gym. Wine tasting lounge. Wine cellar. Bespoke cocktail bar with a sweeping marble counter. Billiards room. 4 car garage. So new, a rare offering in the most coveted area.

830 Bromfield RD, San Mateo

Listed by Margaret Duffy, 650-676-0294 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Gurveer Bains from SZPR01

$2,850,000
ML82027893 MLS
An exceptional investment opportunity in the heart of San Mateo! This commercial multi-unit property at 739 N. Amphlett Blvd features six fully remodeled residential units in a well-maintained and professionally upgraded building. Property Highlights: Five (5) One-Bedroom / One-Bathroom Units Approximately 600 sq ft each, one (1) Two-Bedroom / One-Bathroom Unit Modern interiors with updated kitchens, bathrooms, flooring, and fixtures Detached Enclosed Garages for Each Unit Secure parking and added tenant value Well-Located Easy access to Highway 101, downtown San Mateo, Caltrain, shopping, and dining Turnkey Investment Strong rental potential in a high-demand Peninsula market Ideal For: Investors seeking stable income in a strong rental market 1031 Exchange buyers Portfolio diversification in the San Francisco Bay Area. Don't miss this rare chance to own a fully remodeled multi-unit asset in one of the Bay Areas most strategic and sought-after locations.

739 N Amphlett BLVD, San Mateo

Listed by Dan Lyons, 650-892-2736 from KW Advisors
(If provided) CoList: from

$5,200,000
ML82026751 MLS Baytree Way Apartments BLDG.
Marcus & Millichap is pleased to present 24 Baytree Way, a ten-unit multifamily community located in the highly sought-after El Cerrito Manor neighborhood of San Mateo. Built in 1950, the property sits adjacent to Hillsborough Heights, where the average home value exceeds $4,000,000. This rare investment opportunity allows an investor to curate a boutique residential community surrounded by well-established single-family homes. The unit mix features a combination of one- and two-bedroom floor plans, each notably larger than typical apartment homes constructed during the 1950's. The property also offers two vacant, rent-ready units, providing immediate access for tours and a seamless transition for new ownership.

24 Baytree WAY, San Mateo

Listed by Jimmy Castellanos, 408-483-5040 from Marcus & Millichap
(If provided) CoList: from

Sold listing courtesy of Mary Bee from NTERO

$8,225,000
ML82024663 MLS
Magnify is pleased to present the opportunity to acquire 2830 Flores St, a fully stabilized, turnkey 17-unit apartment building in the thriving city of San Mateo. Located just steps from the Hillsdale Shopping Center and Caltrain Station, this well-maintained asset offers a compelling mix of large, spacious units ideal for attracting long-term tenants in a high-demand rental market. Constructed in 1961 and fully renovated in 2020-2021, the property consists of (7) two-bedroom/one-bathroom units, (8) one-bedroom/one-bath units, and (2) studios on a 18,499 square foot lot. The property has undergone significant capital improvements, with 15 of 17 units renovated to modern standards. With 8.8% immediate upside in rents and 21% total upside in rents, investors can benefit from strong in-place income and future growth potential. This is a low-vacancy, high-performing asset in one of the Bay Areas most resilient and supply-constrained submarkets.

2830 Flores ST, San Mateo

Listed by Eric Katz, 408-317-0187 from Magnify Real Estate
(If provided) CoList: David Katz from Magnify Real Estate

Sold listing courtesy of David Katz from DYNA8

$4,535,000
ML82024413 MLS
*Call for offers 10/16 at 11:00am.* Rare chance to acquire one, two, or all three multifamily properties located on contiguous parcels on Grand Boulevard in San Mateo. 315 (fourplex), 321 (triplex), and 327 (triplex) Grand Blvd (MLS# ML82022562, ML82024252, ML82015184). Available separately or combined. Potential to construct up to 12 ADUs per an ADU consultancys pre-feasibility study. These properties total 10 units, 6,369 SqFt of building area, and 22,873 SqFt of land. 315 Grand is renovated, has two vacancies, and the potential for 5 ADUs. 321 and 327 Grand are value add opportunities with below market rents and are fully leased. 321 Grand has the potential for 4 ADUs and 327 Grand has the potential for 3 ADUs. Conveniently located near Downtown San Mateo, residents enjoy walkable access to shops, dining, and entertainment, as well as proximity to Caltrain, Highway 101, and Highway 92, providing easy commutes throughout the Peninsula and Silicon Valley. The robust economy, excellent schools, high quality of life, rent growth, and ADU potential make 315, 321, and 327 Grand Blvd. a great opportunity for cash flow, appreciation, and development minded investors.

315-327 Grand BLVD, San Mateo

Listed by Ismael Benhamida, 408-373-6195 from Compass
(If provided) CoList: Hanna John Azar from Compass

Sold listing courtesy of Hanna John Azar from APR

$2,400,000
8 Beds ML82022896 MLS
SC Properties is pleased to present. This multi-family property offers a total of 5,740 square feet of living space on a generous 13,500 square foot lot. The property features a beautifully remodeled duplex, each unit offering 2 bedrooms and 2 baths with tasteful finishes throughout. TPO roof on the duplex was installed in 2025, and the sewer lateral was replaced in 2024. The duplex and single-family home have separate utilities. Additionally, there is a spacious 3,500 square foot single-family home with two stories and a basement, providing ample space for a large family. Built in 1935 and recently remodeled in 2016, this property is equipped with modern amenities and individually metered units. The private yards offer a secluded outdoor space for each unit. Located in a desirable neighborhood, this property provides convenient access to Bay Meadows, Hilldale Mall, local schools, parks, and dining options. With parking available in the carport and on the street, tenants will never have to worry about finding a space. Offered at $2,395,000, this multi-family property is the perfect opportunity for investors or those looking to live in one unit and rent out the others. Don't miss out on this rare find.

58 E 39th AVE, San Mateo

Listed by Rachid Atie, 650-868-0202 from SC Properties
(If provided) CoList: Chris Giotinis from SC Properties

Sold listing courtesy of Rinat Kaufman from CBR

$3,115,000
5 Beds ML82015662 MLS
Welcome to this charming Spanish style home situated on a corner lot along a picturesque tree-lined street in the heart of Hayward Park. Framed by palm trees & lush lawn, the front porch leads to a central foyer that opens to the main home or the upper level - ideal for multi-generational, extended family, or guests. Generously sized & designed to live like two SFRs. The main residence offers arched windows, bright living rm with wood burning FP, formal dining rm & eat-in kitchen. All three bedrooms are on one level, including a primary suite with dual sinks & separate tub/shower; one secondary bedroom enjoys a private balcony. A large family rm off the kitchen features a FP, laundry area & slider to an expansive yard with a pool & built-in waterfalls, spa & an outdoor kitchen with BBQ, sink, fridge, TV & FP. The upper level offers a private entry, living rm with FP & balcony, dining rm, eat-in kitchen & laundry. Both bedrooms open to a shared balcony & the primary suite includes a FP, two closets & full bath - perfect for extended family, guests, or rental income. An attached two-car garage completes this home. Easy access to Downtown San Mateo, Central Park, Caltrain & Hillsdale Shopping Center, this home offers space & flexibility in a prime location.

1107 Palm AVE, San Mateo

Listed by Diana Walsh, 650-678-8537 from Walsh Properties
(If provided) CoList: from

Sold listing courtesy of Carol Reen from COMPS

$5,700,000
ML82014540 MLS
An exceptional investment opportunity in the heart of San Mateo! This commercial multi-unit property at 735 & 739 N. Amphlett Blvd features twelve fully remodeled residential units in a well-maintained and professionally upgraded building. Property Highlights: Ten (10) One-Bedroom / One-Bathroom Units Approximately 600 sq ft each Two (2) Two-Bedroom / One-Bathroom Unit Modern interiors with updated kitchens, bathrooms, flooring, and fixtures Detached Enclosed Garages for Each Unit Secure parking and added tenant value Well-Located Easy access to Highway 101, downtown San Mateo, Caltrain, shopping, and dining Turnkey Investment Strong rental potential in a high-demand Peninsula market Ideal For: Investors seeking stable income in a strong rental market 1031 Exchange buyers Portfolio diversification in the San Francisco Bay Area Contact listing agent for financials, rent roll, and private tour scheduling. Don't miss this rare chance to own a fully remodeled multi-unit asset in one of the Bay Areas most strategic and sought-after locations.

735 N Amphlett BLVD, San Mateo

Listed by Dan Lyons, 650-892-2736 from KW Advisors
(If provided) CoList: from

$2,308,600
6 Beds ML82010044 MLS
Fantastic 3-unit residential income property located directly across from the vibrant Crystal Springs Village shopping center in the desirable Baywood Park area. Just 1/3 of a mile from Highway 92, this location offers quick & easy freeway access for commuters. Each unit benefits from proximity to top-rated schools, making it an appealing option for tenants w/ families. Additionally, you're just minutes from numerous parks & scenic hiking trails, perfect for outdoor recreation & weekend adventures. Properties like this are rarely available in this neighborhood SO DON'T WAIT! Inside each unit, you'll discover immaculate bathrooms, comfortable bedrooms, soaring ceilings, & sunlit living areas enhanced by oversized windows and glass doors, plus many thoughtful details throughout w/ a well-appointed kitchen in each. Unit A features 3 beds/2.5 baths - Unit B features 1 bed/1 bath - Unit C features 2 beds/2 baths. Unit A has a sizable patio while units B & C both have balconies. The building offers multiple carports along with an attached garage for added convenience & ample parking. If you're in the market for an income-generating property in one of the most desirable locations, look no further than 2005 Parrott Dr. (NOTE: 4,840 SqFt may include common / shared areas at the complex).

2005 Parrott DR, San Mateo

Listed by Stanley Lo, 650-373-0007 from Green Banker Realty
(If provided) CoList: from

Sold listing courtesy of Stanley Lo from GRBA

$4,800,000
4 Beds 5 Baths ML82006402 MLS
Built in 2017 with timeless craftsmanship, this home boasts a spacious and light-filled floor plan, high celilings, masterfully blends elegance, comfort, and functionality. Culinary enthusiasts will appreciate the top of the line appliances, expansive stone countertop, and island with ample seating, two sinks, and oversized walk-in pantry - all designed to elevate everyday living and effortless entertaining. The main level features a luxurious primary suite offering ultimate privacy and convenience, complete with dual full bathrooms adorned with beautiful stonework and custom tile. A dedicated office with custom-built-in bookshelves provides the perfect work-from-home sanctuary. Upstairs, three generously sized bedrooms and additional full bathrooms offer ample space for family and guests. Step outside to discover professionally landscaped grounds, a perfect backdrop for outdoor entertainment. With 2 electric gates, a two-car garage, and high-end finishes throughout, every detail of this home has been thoughtfully curated for luxury and convenience, and located just minutes from downtown shops, restaurants, and major transit options.

36 Clark DR, San Mateo

Listed by Dee Dee Kent, 650-678-3777 from Urbantech Properties
(If provided) CoList: from

Sold listing courtesy of David Wang from KWPA

$1,888,888
ML81990301 MLS
5-Units for $1,900,000 Near Downtown San Mateo!! 5 Easy-To-Rent, Transit-Oriented Apartment Units (Near Downtown San Mateo / Walkscore: 92). Convenient Location: 8-Min. Walk to San Mateo Cal-Train Station & Downtown San Mateo. Strong Rental Location w/ Little to No Historical Vacancy. Supply-Constrained: Very Few Small/Midsized Apartments Nearby. Set Among Single Family Homes. Excellent Unit Mix: 3 BR/1 BA (1), 2 BR/1 BA (2), and 1 BR/1 BA (2) Plus Shared Yard. Potential to Increase Rents, Re-Tenant and Boost Rents and NOI. Capital Improvements: Dual-Pane Windows, Fence, Water Heaters, Coin-Op Washer & Dryers, 16-Camera Security Camera System, Exterior Painting, Updated Plumbing and Electrical, Drought-Resistant Landscaping. Proven, Consistent Income-Generator, Providing Strong Cashflow with Low Vacancies and Little Turnovers. Reasonably Low Operating Costs. Easy Access to Major Technology Employers in the Mid-Peninsula: Visa, Genentech, EA, Meta, Google, Stanford, etc. Easy Access to El Camino Real, Highway 101, 92, 280. Walkscore: 92 / Bike Score: 80. Current CAP Rate: 4.32% / Current GRM: 13.2. Pro-Forma CAP Rate: 5.05% / Pro-Forma GRM: 12. Building SF: 4,145 SF / Lot Size: 5,980 SF / Cost Per SF: $458/SF. Please Do Not Disturb Tenants. Thank you!

160 N Claremont ST, San Mateo

Listed by Don Sung, 650-380-5188 from Colliers Parrish International
(If provided) CoList: from

Sold listing courtesy of Alice Xu from KWPEN

$15,570,000
ML81988875 MLS
San Mateo Garden Apartments is a stunning 39-unit apartment community located at 22 N San Mateo Dr in the thriving city of San Mateo, California. Situated on a parcel of land totaling 46,252 square feet, the subject property was originally constructed in 1950 and has a gross building area of approximately 23,893 square feet, offering its tenants beautifully designed two-bedroom, one-bedroom, and studio floor plans. San Mateo Garden Apartments offers residents attractive community amenities including a shared grill, a community pool, and a laundry facility. San Mateo Garden Apartments is located in Downtown San Mateo, a popular area featuring a myriad of diverse retail shops, fine dining, and entertainment options. The subject property is also located nearby many major transportation corridors including U.S. Route 101, California State Route 92 and the San Mateo Caltrain Station. These transportation hubs provide tenants close proximity to both San Francisco and the South Bay providing quick access to many of the nation's top employers including Google, Facebook, Apple, Stanford Medicine, Box Inc., Visa, Sony as well as many others.

22 N San Mateo DR, San Mateo

Listed by Robert Johnston, 650-391-1744 from Marcus & Millichap
(If provided) CoList: Jessica Tomasetti from Marcus & Millichap

Sold listing courtesy of Cole Simpson from M&MKW

$2,200,000
8 Beds ML81986545 MLS
Welcome to 603 Woodside Way, this 4-plex property located in the heart of San Mateo. Built in 1974, this multi-unit building is perfect for investors seeking reliable rental income. Set on a 6,359-square-foot lot, it features 8 bedrooms, 4 bathrooms, and 4,387 square feet of living space. Each unit features a 2-bedroom floor plan designed for comfort and privacy. Situated just minutes to shopping, dining, downtown San Mateo, Highway 101, SFO, Poplar Creek Golf Course, and Coyote Point Recreation Center, this property perfectly blends accessibility and practicality. Conveniently positioned between San Francisco and San Jose, San Mateo is a vibrant area with excellent amenities. Seize this exceptional investment opportunity today!

603 Woodside WAY, San Mateo

Listed by Hung Bui, 408-414-6688 from PHP Group, Inc
(If provided) CoList: from

Sold listing courtesy of Lilit Sargsyan from bh5345494

$2,000,000
10 Beds ML81981907 MLS
Discover a unique opportunity in a prime San Mateo location with this waterfront fourplex, offering exceptional water views and significant potential. This generously sized property is a standout in the neighborhood, featuring solar panels for energy efficiency and sustainability. The tranquil outdoor space is a true highlight, adorned with established fruit trees, including plums, lemons, and other varieties, creating a serene environment for relaxation and enjoyment. Currently, the units are rented, providing immediate income potential. While the property does require some work, it's fantastic location and inherent charm promise substantial rewards. Whether you're an investor seeking a project with strong upside or a homeowner looking to craft your dream property, this fourplex offers a rare blend of features and potential. Dont miss out on this exceptional waterfront opportunity!

3329 Los Prados ST, San Mateo

Listed by Laura Bryant, 650-888-0772 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Andy Gan from NTERO

$1,987,500
ML81983762 MLS
411 N San Mateo Dr is an exceptional 5-unit multifamily asset located in the thriving city of San Mateo, California. Situated on a 6,050 square foot parcel of land, the subject property was originally constructed in 1954 and has a gross building area of approximately 5,016 square feet, offering tenants beautifully designed two-bedroom and one-bedroom floor plans. Tenants enjoy convenient community amenities such as private garage parking and an on-site laundry facility. Additionally the subject property has undergone major capital improvements including modern renovations of select units and an upgraded electrical system throughout. San Mateo is strategically located between San Francisco and San Jose. The city is well situated and offers an ideal climate in a robust and successful community and region. San Mateo offers a vibrant business and retail environment with several major shopping centers and an active downtown area. Many notable attractions in the city include the numerous street retailers lined along North El Camino Real, the popular Hillsdale Shopping Center, and San Mateo Medical Center.

411 N San Mateo DR, San Mateo

Listed by Robert Johnston, 650-391-1744 from Marcus & Millichap
(If provided) CoList: Adam S. Levin from Marcus & Millichap

Sold listing courtesy of Robert Johnston from M&MKW

$3,275,000
ML81981039 MLS
230 Grand Blvd. represents a rare opportunity to acquire a 6-unit multifamily investment opportunity located in the highly exclusive San Mateo market. Originally built in 1978, the property is situated on a 9,800 square foot parcel of land with a gross building area of 6,290 square feet. The asset features an ideal unit makeup, including three (3) 2-bed/2-bath and three (3) 1-bed/1-bath flats. Tenants enjoy convenient community amenities such as private parking, patios/balconies and on-site laundry. Five of the Six units have been renovated with high-end designer finishes, with two units featuring in-unit washers and dryers. 230 Grand Blvd is approximately equidistant to Downtown San Mateo and Downtown Burlingame, and is within close proximity to one of the most expensive zip codes in the country - Hillsborough, CA.

230 Grand BLVD, San Mateo

Listed by Eymon Binesh, 650-546-1030 from Marcus & Millichap
(If provided) CoList: from

Sold listing courtesy of Eymon Binesh from M&MKW

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