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Charming 1930s Home Near Downtown Offering Flexible Multi-Unit Living - Main House & 2 units Owned by the same family for over 60 years, this multi-unit property is located just blocks from downtown dining and Central Parks tranquil Japanese Garden. It offers exceptional flexibility for investment income, owner occupancy or a combination of both, while retaining many of its original character details. Tudor half-timbering accents & fresh landscaping enhance the exterior, while newly painted interiors, high coved ceilings, and refinished hardwood floors create a fresh, move-in-ready feel. A large, sunny, two-level deck extends between the two rear units, providing generous outdoor living space, while substantial off-street parking adds valuable convenience. Multi-unit property with investment income potential and flexibility for owner occupancy Two-story 4-bedroom, 2-bath main home; approx.1,942 square feet Detached garage (partially converted) with adjoining 1-bedroom, 1-bath unit; approx. 500 square feet (Non permitted) 1-bedroom, 1-bath unit with separate address (936 S. Delaware Street); approx. 468 square feet Fresh paint inside and out and updated flooring in all units Significant off-street parking Just one-half mile from downtown San Mateo

6 Beds ⋅ ML82064948 MLS

Charming 1930s Home Near Downtown Offering Flexible Multi-Unit Living - Main House & 2 units Owned by the same family for over 60 years, this multi-unit property is located just blocks from downtown dining and Central Parks tranquil Japanese Garden. It offers exceptional flexibility for investment income, owner occupancy or a combination of both, while retaining many of its original character details. Tudor half-timbering accents & fresh landscaping enhance the exterior, while newly painted interiors, high coved ceilings, and refinished hardwood floors create a fresh, move-in-ready feel. A large, sunny, two-level deck extends between the two rear units, providing generous outdoor living space, while substantial off-street parking adds valuable convenience. Multi-unit property with investment income potential and flexibility for owner occupancy Two-story 4-bedroom, 2-bath main home; approx.1,942 square feet Detached garage (partially converted) with adjoining 1-bedroom, 1-bath unit; approx. 500 square feet (Non permitted) 1-bedroom, 1-bath unit with separate address (936 S. Delaware Street); approx. 468 square feet Fresh paint inside and out and updated flooring in all units Significant off-street parking Just one-half mile from downtown San Mateo

934 S Delaware ST, San Mateo

Listing courtesy of Ryan Gowdy, 408-309-8660 from The Agency
(If provided) CoList: from

$1,598,000

Situated in established Southeast Hillsdale neighborhood, this charming duplex presents an excellent opportunity for owner-occupants, extended family living, or rental income. Offering approx 1,656 sqft of combined living space the property features two separate 1-bedroom 1-bathroom units, each with a private yard and attached one-car garage. Both homes welcome you with covered front porches and bright living rooms featuring recessed lighting and multiple windows. Eat-in kitchens offer shaker cabinetry, quartz countertops, tile flooring, a full suite of appliances, and sliding glass doors opening to private backyards. Each bedroom features a double-door closet with built-in organization, while remodeled bathrooms include quartz-topped vanities and contemporary tile finishes. Attached garages provide laundry areas and additional storage. Fenced backyards feature concrete patios and low-maintenance artificial turf. Conveniently located near Hillsdale Shopping Center, Whole Foods, Trader Joes, neighborhood parks, and San Mateo Central Park, with easy access to US-101, I-280, and Hillsdale and Hayward Park Caltrain stations.

2 Beds ⋅ ML82064763 MLS

Situated in established Southeast Hillsdale neighborhood, this charming duplex presents an excellent opportunity for owner-occupants, extended family living, or rental income. Offering approx 1,656 sqft of combined living space the property features two separate 1-bedroom 1-bathroom units, each with a private yard and attached one-car garage. Both homes welcome you with covered front porches and bright living rooms featuring recessed lighting and multiple windows. Eat-in kitchens offer shaker cabinetry, quartz countertops, tile flooring, a full suite of appliances, and sliding glass doors opening to private backyards. Each bedroom features a double-door closet with built-in organization, while remodeled bathrooms include quartz-topped vanities and contemporary tile finishes. Attached garages provide laundry areas and additional storage. Fenced backyards feature concrete patios and low-maintenance artificial turf. Conveniently located near Hillsdale Shopping Center, Whole Foods, Trader Joes, neighborhood parks, and San Mateo Central Park, with easy access to US-101, I-280, and Hillsdale and Hayward Park Caltrain stations.

14-16 Garden LN, San Mateo

Listing courtesy of Lindsey Baggetta, 650-274-7669 from Compass
(If provided) CoList: from

$1,688,000

Excellent opportunity! Updated and meticulously maintained, w/fully updated electrical, heating, and new appliances. Mid-century modern, side by side, one level duplex, perfectly located between the vibrant downtowns of San Mateo and Burlingame. Discover the very best of the Peninsula! Easy commuter access to SFO, San Francisco and Silicon Valley, Caltrain, biking and walking. Close to cafes, restaurants, fitness studios, Coyote Point Park and much more! Rent out both units, or live in one, rent out the other. Perfect for the seasoned investor or multi-generational living, NO STAIRS! Separate meters for gas, electricity, and water. Contemporary kitchens and bathrooms, high-end durable laminate flooring, with ample storage space. Each unit comes w/an attached garage and its own washer/dryer. Elegant wainscoting, tall ceilings, and large, lower hopper windows create a a charming, airy feel. Colorful, flowering plants adorn the back patios and are enjoyable from the interior, while majestic trees create beautiful, shaded areas enjoyable in the front private driveway. Front Unit: 2 Bed 1 Bath / Rear Unit: 1 Bed 1 Bath. Come check it out!

3 Beds ⋅ ML82064035 MLS

Excellent opportunity! Updated and meticulously maintained, w/fully updated electrical, heating, and new appliances. Mid-century modern, side by side, one level duplex, perfectly located between the vibrant downtowns of San Mateo and Burlingame. Discover the very best of the Peninsula! Easy commuter access to SFO, San Francisco and Silicon Valley, Caltrain, biking and walking. Close to cafes, restaurants, fitness studios, Coyote Point Park and much more! Rent out both units, or live in one, rent out the other. Perfect for the seasoned investor or multi-generational living, NO STAIRS! Separate meters for gas, electricity, and water. Contemporary kitchens and bathrooms, high-end durable laminate flooring, with ample storage space. Each unit comes w/an attached garage and its own washer/dryer. Elegant wainscoting, tall ceilings, and large, lower hopper windows create a a charming, airy feel. Colorful, flowering plants adorn the back patios and are enjoyable from the interior, while majestic trees create beautiful, shaded areas enjoyable in the front private driveway. Front Unit: 2 Bed 1 Bath / Rear Unit: 1 Bed 1 Bath. Come check it out!

450-452 State ST, San Mateo

Listing courtesy of Frances Boscacci, 650-759-7885 from Coldwell Banker Realty
(If provided) CoList: Matt Jadallah from Coldwell Banker Realty

$1,900,000

414 E 16th Ave (the Property) is a four-unit multifamily asset built in 1959, situated on a two-story, slab-on-grade structure of stucco and wood construction in San Mateo's Hayward Park submarket. The Property features a unit mix of two (2) studio floorplans and two (2) one-bedroom/one-bathroom floorplans, averaging 775 square feet. The Property is 100% occupied as of August 2026. The Property offers a new owner a rare combination in this submarket: a fully occupied, free and clear fourplex with copper supply lines, dual-paned vinyl windows building-wide, on-site laundry, and covered tuck-under parking. In-place rents average $2,129 per unit, against market rents of $2,375 per unit, a loss-to-lease of 11.5%. A light interior renovation program, budgeted at $18,750 per unit, supports renovated rents of $2,750 per unit, or a 15.8% premium to current market. The Property's location places residents between Highway 101 and Interstate 280, within a short drive of Peninsula employers including Sony Interactive Entertainment, Roblox, GoPro, and Franklin Templeton in San Mateo, Oracle in Redwood Shores, and Meta in Menlo Park. Hillsdale Caltrain and the Bay Meadows mixed-use development are both nearby, and Hillsdale Shopping Center provides additional dining and retail options.

2 Beds ⋅ ML82061457 MLS

414 E 16th Ave (the Property) is a four-unit multifamily asset built in 1959, situated on a two-story, slab-on-grade structure of stucco and wood construction in San Mateo's Hayward Park submarket. The Property features a unit mix of two (2) studio floorplans and two (2) one-bedroom/one-bathroom floorplans, averaging 775 square feet. The Property is 100% occupied as of August 2026. The Property offers a new owner a rare combination in this submarket: a fully occupied, free and clear fourplex with copper supply lines, dual-paned vinyl windows building-wide, on-site laundry, and covered tuck-under parking. In-place rents average $2,129 per unit, against market rents of $2,375 per unit, a loss-to-lease of 11.5%. A light interior renovation program, budgeted at $18,750 per unit, supports renovated rents of $2,750 per unit, or a 15.8% premium to current market. The Property's location places residents between Highway 101 and Interstate 280, within a short drive of Peninsula employers including Sony Interactive Entertainment, Roblox, GoPro, and Franklin Templeton in San Mateo, Oracle in Redwood Shores, and Meta in Menlo Park. Hillsdale Caltrain and the Bay Meadows mixed-use development are both nearby, and Hillsdale Shopping Center provides additional dining and retail options.

414 E 16th AVE, San Mateo

Listing courtesy of Adam Foley, 408-893-8063 from CBRE, Inc.
(If provided) CoList: from

$1,650,000

9-11 Seville Way is an exceptionally well-located duplex in one of San Mateo's most sought-after neighborhoods. Just steps from Downtown San Mateo, the property offers convenient access to nearby amenities, along with easy access to El Camino Real, Route 92, Interstate 280, and Highway 101. It's an ideal opportunity for an investor or an owner-occupant looking to live in one unit while collecting income from the other, with additional upside potential to convert the detached garage into an ADU for further income.

2 Beds ⋅ ML82057261 MLS

9-11 Seville Way is an exceptionally well-located duplex in one of San Mateo's most sought-after neighborhoods. Just steps from Downtown San Mateo, the property offers convenient access to nearby amenities, along with easy access to El Camino Real, Route 92, Interstate 280, and Highway 101. It's an ideal opportunity for an investor or an owner-occupant looking to live in one unit while collecting income from the other, with additional upside potential to convert the detached garage into an ADU for further income.

9-11 Seville WAY, San Mateo

Listing courtesy of Frank Orrell, 650-302-4775 from Sequoia Realty Services
(If provided) CoList: from

$2,280,000

4-6 Warren Rd is a well-situated duplex investment opportunity located in the thriving city of San Mateo, California. Situated on a 6,849 square foot parcel of land, the subject property was originally constructed in 1941 and has a gross building area of approximately 3,450 square feet, offering its tenants beautifully designed two-bedroom floor plans. Located within walking distance to Downtown Burlingame (0.8mi), 4-6 Warren Rd is 1.3 miles from San Mateo Central Park and Downtown San Mateo, featuring a myriad of high-end shopping, dining and entertainment options. The subject property is also located within close proximity to the major transportation corridors of U.S. Highway 101, California State Route 92, the San Mateo Caltrain Station, and the major thoroughfare of El Camino Real. These transportation hubs provide tenants and residents with convenient access to San Francisco and San Jose and provides close proximity to many of the nation's top tech employers including Google, Facebook, Stanford, Box Inc., Visa, Sony as well as many others.

4 Beds ⋅ ML82056502 MLS

4-6 Warren Rd is a well-situated duplex investment opportunity located in the thriving city of San Mateo, California. Situated on a 6,849 square foot parcel of land, the subject property was originally constructed in 1941 and has a gross building area of approximately 3,450 square feet, offering its tenants beautifully designed two-bedroom floor plans. Located within walking distance to Downtown Burlingame (0.8mi), 4-6 Warren Rd is 1.3 miles from San Mateo Central Park and Downtown San Mateo, featuring a myriad of high-end shopping, dining and entertainment options. The subject property is also located within close proximity to the major transportation corridors of U.S. Highway 101, California State Route 92, the San Mateo Caltrain Station, and the major thoroughfare of El Camino Real. These transportation hubs provide tenants and residents with convenient access to San Francisco and San Jose and provides close proximity to many of the nation's top tech employers including Google, Facebook, Stanford, Box Inc., Visa, Sony as well as many others.

4 Warren RD, San Mateo

Listing courtesy of Justin Fink, 650-576-5408 from Marcus & Millichap
(If provided) CoList: from

$3,650,000

$200K PRICE IMPROVEMENT!! TRUE TROPHY FOURPLEX BORDERING HILLSBOROUGH!! The Hillsborough Apartments is an incredible opportunity to acquire a true pride of ownership property in one of the most sought after locations on the peninsula. With outstanding in-place rents, this trophy asset is a true turnkey apartment building perfect for investors, owner-occupiers, and generational family purchasers alike. Strategically positioned west of the El Camino Real, bordering the prestigious Hillsborough neighborhood, this property is a MUST SEE! Attractive Unit Mix: All four units are 2-bed, 1-bath, approximately 1,000 sf each. The property benefits from numerous recent upgrades and capital improvements. All 4 units updated with granite counters and subway tile wainscoting, crown molding, arched walkways, custom cherry cabinets, Restoration Hardware fixtures, Baldwin door knobs & deadbolts, and Leviton dimmer lights and electric plugs. New roof in 2021, new water heaters, new sewer lateral in 2019 & new sewer line and cleanout. New plumbing valves. Double-Paned windows throughout with custom plantation shutters. Energy Efficient Washer/ Dryer in each unit. Add an ADU by converting the garage parking into an additional unit or two to increase value and cash flow!

8 Beds ⋅ ML82055296 MLS

$200K PRICE IMPROVEMENT!! TRUE TROPHY FOURPLEX BORDERING HILLSBOROUGH!! The Hillsborough Apartments is an incredible opportunity to acquire a true pride of ownership property in one of the most sought after locations on the peninsula. With outstanding in-place rents, this trophy asset is a true turnkey apartment building perfect for investors, owner-occupiers, and generational family purchasers alike. Strategically positioned west of the El Camino Real, bordering the prestigious Hillsborough neighborhood, this property is a MUST SEE! Attractive Unit Mix: All four units are 2-bed, 1-bath, approximately 1,000 sf each. The property benefits from numerous recent upgrades and capital improvements. All 4 units updated with granite counters and subway tile wainscoting, crown molding, arched walkways, custom cherry cabinets, Restoration Hardware fixtures, Baldwin door knobs & deadbolts, and Leviton dimmer lights and electric plugs. New roof in 2021, new water heaters, new sewer lateral in 2019 & new sewer line and cleanout. New plumbing valves. Double-Paned windows throughout with custom plantation shutters. Energy Efficient Washer/ Dryer in each unit. Add an ADU by converting the garage parking into an additional unit or two to increase value and cash flow!

16 W Bellevue AVE, San Mateo

Listing courtesy of Bryan Danforth, 650-274-5227 from Compass
(If provided) CoList: Matthew Thomson from Compass

$1,648,000

Recently remodeled (2023) and never occupied commercial space, offering a rare move-in ready mixed-use opportunity in the heart of San Mateo Village and a central Peninsula location. This property features a street-level commercial unit with strong visibility and direct street access, along with a separately accessed upper-level residential unit. The ground-floor commercial space offers an office/storefront-style frontage with large display windows, providing abundant natural light and excellent street presence. Front and rear entrances provide ADA-accessible sloped entry conditions. The commercial space has been extensively reconfigured, including demolition of prior interior improvements and the addition of newly designed storage and break rooms. Electrical upgrades include enhanced commercial-grade 220V power capacity, while existing wiring was partially retained and supplemented as needed. New Title 24-compliant lighting has been installed throughout. Additional improvements include an integrated HVAC system, a new hot water heater, commercial-grade laminate flooring, and an updated restroom. The flexible interior layout allows for immediate occupancy and supports a variety of business uses. The upper-level residential unit has been remodeled with fresh interior paint, a new

2 Beds ⋅ EB41142446 MLS

Recently remodeled (2023) and never occupied commercial space, offering a rare move-in ready mixed-use opportunity in the heart of San Mateo Village and a central Peninsula location. This property features a street-level commercial unit with strong visibility and direct street access, along with a separately accessed upper-level residential unit. The ground-floor commercial space offers an office/storefront-style frontage with large display windows, providing abundant natural light and excellent street presence. Front and rear entrances provide ADA-accessible sloped entry conditions. The commercial space has been extensively reconfigured, including demolition of prior interior improvements and the addition of newly designed storage and break rooms. Electrical upgrades include enhanced commercial-grade 220V power capacity, while existing wiring was partially retained and supplemented as needed. New Title 24-compliant lighting has been installed throughout. Additional improvements include an integrated HVAC system, a new hot water heater, commercial-grade laminate flooring, and an updated restroom. The flexible interior layout allows for immediate occupancy and supports a variety of business uses. The upper-level residential unit has been remodeled with fresh interior paint, a new

869 Woodside Way, San Mateo

Listing courtesy of Ting Yu Zhu, (510) 282-9898 from BHG RE Reliance Partners
(If provided) CoList: from

2277-2283 South El camino Real, San Mateo

$2,200,000

ML82054740 MLS

2277-2283 South El camino Real, San Mateo

Listing courtesy of Steve Belluomini, (650) 281-8877 from Corcoran Icon Properties
(If provided) CoList: from

$2,250,000

Located in one of the most desirable residential neighborhoods in San Mateo, 109-111 Hobart Avenue offers a unique duplex opportunity with both investment appeal and owner-user flexibility. The property consists of two spacious three-bedroom units, each with generous layouts, and attached garages. The rear unit features a private outdoor area, enhancing tenant appeal and livability. Set on an oversized lot, the property also offers potential for future ADU development, creating additional income opportunities. 109-111 Hobart Ave is within one mile to San Mateo Central Park and Downtown San Mateo, featuring a myriad of high-end shopping, dining and entertainment options. The subject property is also located within close proximity to the major transportation corridors of U.S. Highway 101, California State Route 92, the San Mateo Caltrain Station, and the major thoroughfare of El Camino Real. These transportation hubs provide tenants and residents with convenient access to San Francisco and San Jose and provides close proximity to many of the nation's top tech employers including Google, Meta, Stanford, Box Inc., Visa, Sony as well as many others.

5 Beds ⋅ ML82051983 MLS

Located in one of the most desirable residential neighborhoods in San Mateo, 109-111 Hobart Avenue offers a unique duplex opportunity with both investment appeal and owner-user flexibility. The property consists of two spacious three-bedroom units, each with generous layouts, and attached garages. The rear unit features a private outdoor area, enhancing tenant appeal and livability. Set on an oversized lot, the property also offers potential for future ADU development, creating additional income opportunities. 109-111 Hobart Ave is within one mile to San Mateo Central Park and Downtown San Mateo, featuring a myriad of high-end shopping, dining and entertainment options. The subject property is also located within close proximity to the major transportation corridors of U.S. Highway 101, California State Route 92, the San Mateo Caltrain Station, and the major thoroughfare of El Camino Real. These transportation hubs provide tenants and residents with convenient access to San Francisco and San Jose and provides close proximity to many of the nation's top tech employers including Google, Meta, Stanford, Box Inc., Visa, Sony as well as many others.

109 Hobart AVE, San Mateo

Listing courtesy of Justin Fink, 650-576-5408 from Marcus & Millichap
(If provided) CoList: from

$99,000

Newly remodeled taqueria/Mexican restaurant For Sale. All furnitures, fixtures and equipment to be included. Great location, long term lease available and tons of potential. Make this your next money making business.

425052691 MLS

Newly remodeled taqueria/Mexican restaurant For Sale. All furnitures, fixtures and equipment to be included. Great location, long term lease available and tons of potential. Make this your next money making business.

127 W 25 Avenue, San Mateo

Listing courtesy of Alex Y Dabit, from The Trafton Group
(If provided) CoList: from

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Jim Matzen

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