Bcallahan.com Search Results

$3,850,000

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

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

Listed by Bryan Danforth, 650-274-5227 from Compass
(If provided) CoList: Matthew Thomson from Compass

$2,495,000

Beautifully maintained 4 unit building in a prime San Mateo location near top rated schools. Excellent Investment Opportunity, long-term tenants with a low vacancy rate. Each 2BR 1BA unit offers private outdoor space, with decks for the upper units and yards for the lower units. Unit 2 includes a carport plus an uncovered space and could serve as an ideal owners unit with its private backyard. Unit 3 features remodeled kitchen with quartz counters, new cabinets, fixtures, and appliances, and modern bath with new tile, vanity, and flooring. Recent upgrades include roof work, deck waterproofing, exterior paint, new doors, and rebuilt carport. Large 7500 sf lot offers room for expansion and possible additional unit over carports. Walk to downtown Burlingame and San Mateo.

8 Beds ⋅ ML82052512 MLS

Beautifully maintained 4 unit building in a prime San Mateo location near top rated schools. Excellent Investment Opportunity, long-term tenants with a low vacancy rate. Each 2BR 1BA unit offers private outdoor space, with decks for the upper units and yards for the lower units. Unit 2 includes a carport plus an uncovered space and could serve as an ideal owners unit with its private backyard. Unit 3 features remodeled kitchen with quartz counters, new cabinets, fixtures, and appliances, and modern bath with new tile, vanity, and flooring. Recent upgrades include roof work, deck waterproofing, exterior paint, new doors, and rebuilt carport. Large 7500 sf lot offers room for expansion and possible additional unit over carports. Walk to downtown Burlingame and San Mateo.

444 Villa TER, San Mateo

Listed by Alex Hawkins, 650-639-9640 from Cronan Real Estate Services, Inc.
(If provided) CoList: from

$2,600,000

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.

6 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

Listed by Cole Simpson, 650-391-1735 from Marcus & Millichap
(If provided) CoList: from

$2,500,000

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.

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

$2,750,000

Rare opportunity to own a fully permitted, expanded San Mateo Highlands home on the market for the first time in over 60 years. This expansive 2,460 sq ft 6BR/3BA home sits on a 9,800 sq ft lot and backs to the canyon, offering the privacy and serenity that makes this neighborhood so coveted. Soaring 10-foot tongue-and-groove ceilings and walls of glass in the main living areas, clean lines, and indoor-outdoor flow define the legacy here, while a thoughtfully expanded footprint gives multigenerational families genuine room to breathe. A newer roof and sewer line (both replaced in 2021) anchor a home that is otherwise primed for a full, thoughtful renovation. The home is ready for a family with vision someone who recognizes that the bones, the setting, the location, and the history cannot be replicated, and that the opportunity to put their own mark on a true mid-century original rarely comes twice. Moments from the community Recreation Center, Highlands School, and convenient access to Highways 280, 92, and 101.

6 Beds ⋅ 3 Baths ⋅ ML82046672 MLS

Rare opportunity to own a fully permitted, expanded San Mateo Highlands home on the market for the first time in over 60 years. This expansive 2,460 sq ft 6BR/3BA home sits on a 9,800 sq ft lot and backs to the canyon, offering the privacy and serenity that makes this neighborhood so coveted. Soaring 10-foot tongue-and-groove ceilings and walls of glass in the main living areas, clean lines, and indoor-outdoor flow define the legacy here, while a thoughtfully expanded footprint gives multigenerational families genuine room to breathe. A newer roof and sewer line (both replaced in 2021) anchor a home that is otherwise primed for a full, thoughtful renovation. The home is ready for a family with vision someone who recognizes that the bones, the setting, the location, and the history cannot be replicated, and that the opportunity to put their own mark on a true mid-century original rarely comes twice. Moments from the community Recreation Center, Highlands School, and convenient access to Highways 280, 92, and 101.

1879 Lexington AVE, San Mateo

Listed by Pamela Merkadeau, 650-280-9046 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Joe Day from COMPS

$1,650,000

Stunning, fully remodeled San Mateo property turnkey and like-new! Two 3-bed, 2-bath units (6 beds/4 baths total) with gorgeous kitchens, brand-new cabinets and stainless appliances, vinyl plank floors, dual-pane windows, LED lighting, new furnaces, water heaters, and individual laundry hookups. Minutes to 101/92/280, and zoned for top-rated Aragon High School. New decking and low maintenance landscaping with fruit trees. Ideal for owner-occupants, investors, or multi-generational families. Pride of ownership and flexibility shows everywhere this won't last!

6 Beds ⋅ ML82044714 MLS

Stunning, fully remodeled San Mateo property turnkey and like-new! Two 3-bed, 2-bath units (6 beds/4 baths total) with gorgeous kitchens, brand-new cabinets and stainless appliances, vinyl plank floors, dual-pane windows, LED lighting, new furnaces, water heaters, and individual laundry hookups. Minutes to 101/92/280, and zoned for top-rated Aragon High School. New decking and low maintenance landscaping with fruit trees. Ideal for owner-occupants, investors, or multi-generational families. Pride of ownership and flexibility shows everywhere this won't last!

409 S Idaho ST, San Mateo

Listed by Maggie Mao, 650-288-8305 from Infohome Inc
(If provided) CoList: from

$1,825,000

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!

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

$3,700,000

Experience exceptional modern living in this newly constructed home featuring 2,974 Sq.Ft.Total Living Area (2,177 SF 4-bedroom 3-bath Main Home + 797 SF 2-bedroom 2-bath Detached ADU). Designed w/meticulous craftsmanship, showcasing hardwood flooring, dramatic tray ceilings w/integrated cove lighting, a striking glass-railed staircase. Living room is anchored by custom built-in cabinetry & a sleek linear electric fireplace. A main-level bedroom & full bath provide flexibility for a private office. Upstairs, the luxurious primary suite features tray ceiling detail w/soft ambient lighting & custom built-in cabinetry with an electric fireplace. A custom walk-in closet w/integrated cabinetry & lighting. Two additional bedrooms offer custom closet systems w/built-in cabinetry & lighting, share a beautifully appointed full bath that continues the homes elevated tile craftsmanship & refined finishes. The ADU includes a fully equipped kitchen, open living area, designer bathrooms, & its own sense of privacy ideal for extended family or a dedicated work-from-home. Built with sustainability & efficiency in mind, the entire home is fully electric. The backyard creates a private outdoor setting, featuring low-maintenance landscaping & spacious deck areas ideal for relaxing or entertaining.

6 Beds ⋅ 5 Baths ⋅ ML82037365 MLS

Experience exceptional modern living in this newly constructed home featuring 2,974 Sq.Ft.Total Living Area (2,177 SF 4-bedroom 3-bath Main Home + 797 SF 2-bedroom 2-bath Detached ADU). Designed w/meticulous craftsmanship, showcasing hardwood flooring, dramatic tray ceilings w/integrated cove lighting, a striking glass-railed staircase. Living room is anchored by custom built-in cabinetry & a sleek linear electric fireplace. A main-level bedroom & full bath provide flexibility for a private office. Upstairs, the luxurious primary suite features tray ceiling detail w/soft ambient lighting & custom built-in cabinetry with an electric fireplace. A custom walk-in closet w/integrated cabinetry & lighting. Two additional bedrooms offer custom closet systems w/built-in cabinetry & lighting, share a beautifully appointed full bath that continues the homes elevated tile craftsmanship & refined finishes. The ADU includes a fully equipped kitchen, open living area, designer bathrooms, & its own sense of privacy ideal for extended family or a dedicated work-from-home. Built with sustainability & efficiency in mind, the entire home is fully electric. The backyard creates a private outdoor setting, featuring low-maintenance landscaping & spacious deck areas ideal for relaxing or entertaining.

141 & 141B 15th AVE, San Mateo

Listed by Henry Chu, 650-918-8118 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Eric McCafferty from GGSIR

$3,000,000

Commanding a premier position in one of San Mateos most sought-after neighborhood. This classic two-level Tudor-style home spans an impressive 2,712 sq ft, offering a versatile layout that features 6 spacious bedrooms and 4 bathrooms. The true crown jewel of this property is the expansive 10,990 sqft lot. Behind the home lies a massive, sun-drenched backyard that serves as a private sanctuary and a blank canvas for your imagination. It is the ideal setting to build the escape of your dreams....a resort-style pool and spa, a professional outdoor kitchen for entertaining, or a lush sustainable garden. Complementing the homes interior is a functional three-car garage, providing ample space for vehicles and additional storage. Beyond the property lines, the location offers an unparalleled quality of life. Families will appreciate the close proximity to top-rated San Mateo schools, known for their academic excellence and community focus. For the modern professional, the home provides seamless access to the 280 freeway, offering a scenic and efficient commute to both San Francisco and the heart of Silicon Valley. Award winning San Mateo Schools...Aragon High School.

6 Beds ⋅ 4 Baths ⋅ ML82036584 MLS

Commanding a premier position in one of San Mateos most sought-after neighborhood. This classic two-level Tudor-style home spans an impressive 2,712 sq ft, offering a versatile layout that features 6 spacious bedrooms and 4 bathrooms. The true crown jewel of this property is the expansive 10,990 sqft lot. Behind the home lies a massive, sun-drenched backyard that serves as a private sanctuary and a blank canvas for your imagination. It is the ideal setting to build the escape of your dreams....a resort-style pool and spa, a professional outdoor kitchen for entertaining, or a lush sustainable garden. Complementing the homes interior is a functional three-car garage, providing ample space for vehicles and additional storage. Beyond the property lines, the location offers an unparalleled quality of life. Families will appreciate the close proximity to top-rated San Mateo schools, known for their academic excellence and community focus. For the modern professional, the home provides seamless access to the 280 freeway, offering a scenic and efficient commute to both San Francisco and the heart of Silicon Valley. Award winning San Mateo Schools...Aragon High School.

2056 Fairmont DR, San Mateo

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

Sold listing courtesy of Denise Williams from SRXW02

$1,618,700

Rare Investment Opportunity in a Prime San Mateo Location! Ideally located between Downtown Burlingame and Downtown San Mateo, this well-maintained duplex with an additional unit offers excellent flexibility for investors, owner-occupants, or multi-generational living. The property includes a 2BR/1BA upper unit, 3BR/1BA middle unit, and a 1BR/1BA studio. Features include updated interiors, dual-paned windows, newer carpet, tile flooring, and abundant natural light. Select units offer stainless steel appliances. Recent improvements include a new dual paned windows, fresh interior and exterior paint, and an updated sewer lateral. Amenities include shared laundry, dedicated storage closets, and open parking for up to three vehicles. The large lot may offer ADU potential (buyer to verify with the City of San Mateo). Walkable location near Caltrain, top schools, parks, trails, and a variety of shops and restaurants. Live in one unit and rent the others, or enjoy solid income from all three, an exceptional opportunity in a highly desirable neighborhood!

6 Beds ⋅ ML82034497 MLS

Rare Investment Opportunity in a Prime San Mateo Location! Ideally located between Downtown Burlingame and Downtown San Mateo, this well-maintained duplex with an additional unit offers excellent flexibility for investors, owner-occupants, or multi-generational living. The property includes a 2BR/1BA upper unit, 3BR/1BA middle unit, and a 1BR/1BA studio. Features include updated interiors, dual-paned windows, newer carpet, tile flooring, and abundant natural light. Select units offer stainless steel appliances. Recent improvements include a new dual paned windows, fresh interior and exterior paint, and an updated sewer lateral. Amenities include shared laundry, dedicated storage closets, and open parking for up to three vehicles. The large lot may offer ADU potential (buyer to verify with the City of San Mateo). Walkable location near Caltrain, top schools, parks, trails, and a variety of shops and restaurants. Live in one unit and rent the others, or enjoy solid income from all three, an exceptional opportunity in a highly desirable neighborhood!

119 E Poplar AVE, San Mateo

Listed by Alicia Sandoval, 408-499-4265 from Keller Williams Palo Alto
(If provided) CoList: from

Sold listing courtesy of Kai Wang from BQG

$1,650,000

Beautiful duplex in the highly walkable Bowie Estates neighborhood that lives like a single-family home, an ideal opportunity for an owner-user or investor seeking strong income potential. The spacious owners unit is vacant and features 4 bedrooms and 2 bathrooms with updated flooring, remodeled baths, and an updated kitchen. The second unit offers 3beds, 2.5bath is tenant-occupied on a month-to-month lease, providing immediate rental income. Both units include in-unit washer and dryer, separate meters, and private garage parking. Situated on a generous 6,450 sq ft lot with yard space and ample on-site parking, the property is less than a mile from downtown San Mateo, Caltrain, and San Mateo High School, with convenient access to Highway 101. A rare duplex unit mix in a prime neighborhood.

7 Beds ⋅ ML82030693 MLS

Beautiful duplex in the highly walkable Bowie Estates neighborhood that lives like a single-family home, an ideal opportunity for an owner-user or investor seeking strong income potential. The spacious owners unit is vacant and features 4 bedrooms and 2 bathrooms with updated flooring, remodeled baths, and an updated kitchen. The second unit offers 3beds, 2.5bath is tenant-occupied on a month-to-month lease, providing immediate rental income. Both units include in-unit washer and dryer, separate meters, and private garage parking. Situated on a generous 6,450 sq ft lot with yard space and ample on-site parking, the property is less than a mile from downtown San Mateo, Caltrain, and San Mateo High School, with convenient access to Highway 101. A rare duplex unit mix in a prime neighborhood.

229 N Humboldt ST, San Mateo

Listed by Mauricio Rodriguez, 415-370-1763 from REMAX Gold Pacifica
(If provided) CoList: Jacob Rodriguez from REMAX Gold Pacifica

Sold listing courtesy of Quan Phan from GBAR

$1,999,999

LIVE/WORK Office building permissible for preschool, school, medical, lab, wide variety of purposes including 3 residential, new housing dev. Use as triplex requires adding showers, other improvements. For Lease or Sale. Reception, 9 Private Offices, 1 Large Conference Room, 3 x 2 Restrooms, Break Room, Outdoor Patio 1/2 mile, Walking Distance to Burlingame Caltrain. Zoning Summary: Administrative, executive, and professional offices, provided that the professional offices are limited to those professions listed in Section 5.24.160: accountant, appraiser, architect, assayer, attorney, auditor, bacteriologist, certified public accountant, chemist or laboratory specialist or operator, chiropodist, chiropractor, civil engineer, dental laboratory specialist or operator, dentist, electrical engineer, geologist, hydraulic engineer, medical laboratory specialist or operator, oculist, optician, optometrist, osteopath, physician, structural engineer, surgeon, surveyor, and veterinarian (check for kennel). Retail of goods and services, Restaurants, Health and recreation, Schools, day care, Financial, business offices, laboratories. Warehousing, storage, and distribution. Residential, R3 multi-family. Special Uses: clubs, hotels, religious, kennel, community center, schools.

8 Beds ⋅ ML82027074 MLS

LIVE/WORK Office building permissible for preschool, school, medical, lab, wide variety of purposes including 3 residential, new housing dev. Use as triplex requires adding showers, other improvements. For Lease or Sale. Reception, 9 Private Offices, 1 Large Conference Room, 3 x 2 Restrooms, Break Room, Outdoor Patio 1/2 mile, Walking Distance to Burlingame Caltrain. Zoning Summary: Administrative, executive, and professional offices, provided that the professional offices are limited to those professions listed in Section 5.24.160: accountant, appraiser, architect, assayer, attorney, auditor, bacteriologist, certified public accountant, chemist or laboratory specialist or operator, chiropodist, chiropractor, civil engineer, dental laboratory specialist or operator, dentist, electrical engineer, geologist, hydraulic engineer, medical laboratory specialist or operator, oculist, optician, optometrist, osteopath, physician, structural engineer, surgeon, surveyor, and veterinarian (check for kennel). Retail of goods and services, Restaurants, Health and recreation, Schools, day care, Financial, business offices, laboratories. Warehousing, storage, and distribution. Residential, R3 multi-family. Special Uses: clubs, hotels, religious, kennel, community center, schools.

422-426 Peninsula AVE, San Mateo

Listed by Alexander Kent, 650-793-0541 from Compass
(If provided) CoList: from

$2,400,000

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.

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

$2,430,000

Located in one of San Mateos most sought-after neighborhoods, 823 31st Ave is a beautifully maintained 7-bedroom, 3.5-bathroom home with approx. 2,600 sq. ft. of living space. This spacious residence combines modern updates with plenty of room, making it perfect for a growing family or those seeking versatility. The main level features a bright open living area with large windows, a modern kitchen, a dining area, and a cozy family room. Also on this level are three well-sized bedrooms and 1.5 bathrooms. Upstairs offers four spacious bedrooms and two full baths, including a primary suite with ample closet space and an en-suite bathroom. The large backyard is ideal for gatherings, gardening, or relaxing, and is easily accessible from the main living area. This home features a collection of mature fruit trees, including four orange trees, one lemon tree, one calamansi tree, and one white peach tree, adding both charm and seasonal bounty to the outdoor space. A spacious garage provides ample storage and parking and includes an EV charger, catering to modern convenience. Just minutes from downtown San Mateo, this home offers easy access to shopping, dining, parks, schools, and major highways for a convenient commute to Silicon Valley and San Francisco.

7 Beds ⋅ 4 Baths ⋅ ML82018966 MLS

Located in one of San Mateos most sought-after neighborhoods, 823 31st Ave is a beautifully maintained 7-bedroom, 3.5-bathroom home with approx. 2,600 sq. ft. of living space. This spacious residence combines modern updates with plenty of room, making it perfect for a growing family or those seeking versatility. The main level features a bright open living area with large windows, a modern kitchen, a dining area, and a cozy family room. Also on this level are three well-sized bedrooms and 1.5 bathrooms. Upstairs offers four spacious bedrooms and two full baths, including a primary suite with ample closet space and an en-suite bathroom. The large backyard is ideal for gatherings, gardening, or relaxing, and is easily accessible from the main living area. This home features a collection of mature fruit trees, including four orange trees, one lemon tree, one calamansi tree, and one white peach tree, adding both charm and seasonal bounty to the outdoor space. A spacious garage provides ample storage and parking and includes an EV charger, catering to modern convenience. Just minutes from downtown San Mateo, this home offers easy access to shopping, dining, parks, schools, and major highways for a convenient commute to Silicon Valley and San Francisco.

823 31st AVE, San Mateo

Listed by Disen Cai RE Group, 650-622-2156 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Disen Cai RE Group from KWPEN

$3,200,000

Beautifully remodeled and expanded, this home is among the largest on this desirable street in Baywood Park. The spacious floor plan offers 6 bedrooms and 3.5 baths on one level plus there is an expansive upstairs family room and lower-level garage. Solar-powered and energy-efficient, the home features freshly painted interiors and beautiful limestone and bamboo floors. The great room opens to the rear yard, the designer kitchen boasts granite finishes and premium appliances, and the primary suite has a luxurious bath. The home has been thoughtfully expanded and is move-in ready. Landscaped gardens with color every season, a spacious rear yard for play, and access to excellent schools (Higlands schools scores of 8, Borel and Aragon.

6 Beds ⋅ 4 Baths ⋅ ML82018171 MLS

Beautifully remodeled and expanded, this home is among the largest on this desirable street in Baywood Park. The spacious floor plan offers 6 bedrooms and 3.5 baths on one level plus there is an expansive upstairs family room and lower-level garage. Solar-powered and energy-efficient, the home features freshly painted interiors and beautiful limestone and bamboo floors. The great room opens to the rear yard, the designer kitchen boasts granite finishes and premium appliances, and the primary suite has a luxurious bath. The home has been thoughtfully expanded and is move-in ready. Landscaped gardens with color every season, a spacious rear yard for play, and access to excellent schools (Higlands schools scores of 8, Borel and Aragon.

1538 Parrott DR, San Mateo

Listed by Sternsmith Group, 650-678-3847 from Compass
(If provided) CoList: from

Sold listing courtesy of Stacy Huang from KWPEN

$1,660,000

Set in San Mateo's sought-after Parkside neighborhood, this updated 6BD/3.5BA home offers over 2,500 sq ft of versatile living-perfect for multi-generational households, guests, or added income potential. The fresh front and back landscaping enhance the curb appeal and provide a welcoming space for outdoor gatherings. Inside, a bright open floor plan centers around a chef's kitchen with stainless steel appliances, ample cabinetry, and a large island with bar seating and dedicated dining room to bring everyone together. Sliding glass doors from the living room lead to a sunny deck for effortless indoor-outdoor living. Two front bedrooms with backyard access sit near a skylit bath and a cozy den ideal as a lounge, office, or optional bedroom. Upstairs, the private primary suite features a walk-in closet and a double vanity. A standout rear addition includes a private entrance, kitchenette, 1.5 baths, and two bedrooms ideal for extended family or rental use. The 6,245 sq ft lot offers a low-maintenance yard with patio, deck, lawn, and sheds. A 2-car garage with epoxy floors and wide driveway complete the home. Close to top employers, Caltrain, Bridgepointe, parks, and the community pool, this is Peninsula living at its best!

6 Beds ⋅ 4 Baths ⋅ ML82012321 MLS

Set in San Mateo's sought-after Parkside neighborhood, this updated 6BD/3.5BA home offers over 2,500 sq ft of versatile living-perfect for multi-generational households, guests, or added income potential. The fresh front and back landscaping enhance the curb appeal and provide a welcoming space for outdoor gatherings. Inside, a bright open floor plan centers around a chef's kitchen with stainless steel appliances, ample cabinetry, and a large island with bar seating and dedicated dining room to bring everyone together. Sliding glass doors from the living room lead to a sunny deck for effortless indoor-outdoor living. Two front bedrooms with backyard access sit near a skylit bath and a cozy den ideal as a lounge, office, or optional bedroom. Upstairs, the private primary suite features a walk-in closet and a double vanity. A standout rear addition includes a private entrance, kitchenette, 1.5 baths, and two bedrooms ideal for extended family or rental use. The 6,245 sq ft lot offers a low-maintenance yard with patio, deck, lawn, and sheds. A 2-car garage with epoxy floors and wide driveway complete the home. Close to top employers, Caltrain, Bridgepointe, parks, and the community pool, this is Peninsula living at its best!

1633 Ark ST, San Mateo

Listed by Melanie Leung, 415-888-9698 from KeyOpp Real Estate
(If provided) CoList: from

Sold listing courtesy of Bi Jun Lin from GVFR

$3,350,000

This beautifully updated Colonial-style home offers the perfect blend of timeless architecture & modern enhancements in the San Mateo Park neighborhood near the Hillsborough border. Featuring fresh paint, refinished hardwood floors, and new carpeting throughout, this 6-bed, 3-bath home is move-in ready & radiates warmth & sophistication. Inside, the light-filled main level welcomes you with elegant moldings and an open flow between formal & casual living spaces. The spacious living room with beamed ceilings opens to the formal dining room, both framed by oversized windows that bring the outdoors in. The remodeled kitchen is a chef's delight, showcasing a large waterfall center island, quartz countertops, custom cabinetry, & premium stainless appliances. The family great room, with built-in wet bar, offers direct access to the front decked patio, perfect for indoor-outdoor entertaining. Upstairs, newly installed carpeting creates a plush & cozy retreat across the private bedroom spaces. The primary suite with decked patio features ample closet space, while additional bedrooms provide flexibility for guests, office, or fitness needs. The manicured grounds feature mature landscaping, a pool, an outdoor BBQ kitchen, a spa, and a gated driveway leading to a detached carriage house.

6 Beds ⋅ 3 Baths ⋅ ML82010792 MLS

This beautifully updated Colonial-style home offers the perfect blend of timeless architecture & modern enhancements in the San Mateo Park neighborhood near the Hillsborough border. Featuring fresh paint, refinished hardwood floors, and new carpeting throughout, this 6-bed, 3-bath home is move-in ready & radiates warmth & sophistication. Inside, the light-filled main level welcomes you with elegant moldings and an open flow between formal & casual living spaces. The spacious living room with beamed ceilings opens to the formal dining room, both framed by oversized windows that bring the outdoors in. The remodeled kitchen is a chef's delight, showcasing a large waterfall center island, quartz countertops, custom cabinetry, & premium stainless appliances. The family great room, with built-in wet bar, offers direct access to the front decked patio, perfect for indoor-outdoor entertaining. Upstairs, newly installed carpeting creates a plush & cozy retreat across the private bedroom spaces. The primary suite with decked patio features ample closet space, while additional bedrooms provide flexibility for guests, office, or fitness needs. The manicured grounds feature mature landscaping, a pool, an outdoor BBQ kitchen, a spa, and a gated driveway leading to a detached carriage house.

28 W Santa Inez AVE, San Mateo

Listed by Tim Proschold, 650-200-5943 from Luxuriant Realty
(If provided) CoList: from

Sold listing courtesy of Disen Cai RE Group from KWPEN

$2,308,600

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).

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

$2,438,000

Tucked away on a quiet cul-de-sac, this beautifully maintained duplex is ideal for investors, owner-occupants, or multigenerational living. Both fully remodeled units showcase luxury laminate flooring, recessed lighting, and updated kitchens with quartz countertops, cherry wood cabinets, and stainless steel appliances. Each unit includes a main-level half bath and upstairs Jack & Jill bedrooms and bathrooms. The property features a 2-car garage for one unit and a 1-car garage for the other, plus private paved patios. The larger unit also boasts a spacious side yard and deckgreat for entertaining. A refreshed brick fascia adds timeless curb appeal. Ideally located between San Mateo and Belmont, enjoy easy access to shopping and dining at Hillsdale Mall, Trader Joes, and Whole Foods, with parks like Laurelwood and Beresford nearby. Commuters benefit from quick access to Hwy 92, I-280, and Hwy 101. A rare opportunity to own a versatile, turn-key property in a prime Mid-Peninsula location.

6 Beds ⋅ ML82006011 MLS

Tucked away on a quiet cul-de-sac, this beautifully maintained duplex is ideal for investors, owner-occupants, or multigenerational living. Both fully remodeled units showcase luxury laminate flooring, recessed lighting, and updated kitchens with quartz countertops, cherry wood cabinets, and stainless steel appliances. Each unit includes a main-level half bath and upstairs Jack & Jill bedrooms and bathrooms. The property features a 2-car garage for one unit and a 1-car garage for the other, plus private paved patios. The larger unit also boasts a spacious side yard and deckgreat for entertaining. A refreshed brick fascia adds timeless curb appeal. Ideally located between San Mateo and Belmont, enjoy easy access to shopping and dining at Hillsdale Mall, Trader Joes, and Whole Foods, with parks like Laurelwood and Beresford nearby. Commuters benefit from quick access to Hwy 92, I-280, and Hwy 101. A rare opportunity to own a versatile, turn-key property in a prime Mid-Peninsula location.

122-124 44th AVE, San Mateo

Listed by OWN Real Estate, 650-888-0153 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Michell Nunez from OBOMNB

$2,800,000

$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 on the market in years. First time available in nearly 50 years! Six bedrooms 4 updated baths plus large family room will accommodate multi-family use. Ten foot high soaring ceilings along with walls of glass create volumes of light for ample usage. This rare 3,030 square foot home has numerous recent upgrades including remodeled galley kitchen, All bathrooms, refinished hardwood floors, new interior/exterior paint, new light fixtures, large Detached two car garage w/epoxy painted flooring. Additional space for a 3rd car or recreationally vehicle. Close to the Rec center with community pool, tennis courts, Close to Hwy 280 for easy access to San Francisco or Silicon Valley employment.

6 Beds ⋅ 4 Baths ⋅ ML81997929 MLS ⋅ SM Highlands BLDG.

$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 on the market in years. First time available in nearly 50 years! Six bedrooms 4 updated baths plus large family room will accommodate multi-family use. Ten foot high soaring ceilings along with walls of glass create volumes of light for ample usage. This rare 3,030 square foot home has numerous recent upgrades including remodeled galley kitchen, All bathrooms, refinished hardwood floors, new interior/exterior paint, new light fixtures, large Detached two car garage w/epoxy painted flooring. Additional space for a 3rd car or recreationally vehicle. Close to the Rec center with community pool, tennis courts, Close to Hwy 280 for easy access to San Francisco or Silicon Valley employment.

1760 Lexington AVE, San Mateo

Listed by Glenn Sennett, 650-208-7355 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Sean Proctor from SEANP

$3,000,000

This unique property offers the perfect combination of luxury and versatility, featuring two homes on one expansive lot! The main home has been completely renovated down to the studs, showcasing a spacious open layout with 4 bedrooms and 2.5 baths. The family room flows effortlessly to the patio and backyard, ideal for entertaining. Elegant touches include tray ceilings in the living room and vaulted ceilings with skylights in the primary ensuite, creating a light and airy atmosphere. The gourmet kitchen is a chefs dream, featuring custom cabinetry, gorgeous countertops and backsplash, a high-end Miele appliances, and a Bespoke smart refrigerator with a beverage center. Complementing the main home is a brand-new, 1,200-square-foot ADU. This modern second home boasts an open layout with ultra-high ceilings, 2 bedrooms, 2 baths, a walk-in closet, and a den/office, providing ample living and work-from-home space. The ADU's kitchen is equally impressive, with custom cabinetry, porcelain countertops, and a large island with seating, perfect for casual dining and gatherings. Whether you're seeking multigenerational living or rental income, the possibilities are endless! Dont miss out on this rare opportunity to own two homes on one lot, perfectly situated for a modern lifestyle.

6 Beds ⋅ 5 Baths ⋅ ML81990530 MLS

This unique property offers the perfect combination of luxury and versatility, featuring two homes on one expansive lot! The main home has been completely renovated down to the studs, showcasing a spacious open layout with 4 bedrooms and 2.5 baths. The family room flows effortlessly to the patio and backyard, ideal for entertaining. Elegant touches include tray ceilings in the living room and vaulted ceilings with skylights in the primary ensuite, creating a light and airy atmosphere. The gourmet kitchen is a chefs dream, featuring custom cabinetry, gorgeous countertops and backsplash, a high-end Miele appliances, and a Bespoke smart refrigerator with a beverage center. Complementing the main home is a brand-new, 1,200-square-foot ADU. This modern second home boasts an open layout with ultra-high ceilings, 2 bedrooms, 2 baths, a walk-in closet, and a den/office, providing ample living and work-from-home space. The ADU's kitchen is equally impressive, with custom cabinetry, porcelain countertops, and a large island with seating, perfect for casual dining and gatherings. Whether you're seeking multigenerational living or rental income, the possibilities are endless! Dont miss out on this rare opportunity to own two homes on one lot, perfectly situated for a modern lifestyle.

722 E 16th AVE, San Mateo

Listed by Mike Danao, 650-274-8890 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of Robin Li from BQG

$2,450,000

Fantastic location adjacent to Central Park & walkable to all of the cafes, restaurants, shops the vibrant San Mateo downtown has to offer! Has not been on the market in many years! Two story building with all 2 BR 1 BA units- 2 down & 2 up. Each unit has a Carport & small storage area. Community coin operated washer & dryer. Gas forced air heat in each unit.

8 Beds ⋅ ML81988962 MLS

Fantastic location adjacent to Central Park & walkable to all of the cafes, restaurants, shops the vibrant San Mateo downtown has to offer! Has not been on the market in many years! Two story building with all 2 BR 1 BA units- 2 down & 2 up. Each unit has a Carport & small storage area. Community coin operated washer & dryer. Gas forced air heat in each unit.

207 7th AVE, San Mateo

Listed by Michelle Glaubert, 650-722-1193 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of John Chow from WSII

$2,100,000

Discover this stunning, meticulously maintained duplex in the heart of San Mateo! Boasting six bedrooms and five bathrooms, this move-in-ready property offers incredible investment potential with a 5.5%+ cap rate. One unit is currently leased, while the other is vacant, providing flexibility for owner-occupancy or maximizing rental income. Located on a charming tree-lined street, this home is within walking distance of downtown San Mateo, Caltrain, and offers easy access to I-101 for a seamless commute to San Francisco or Silicon Valley. Completely remodeled down to the studs in 2000, this property exudes pride of ownership and presents an exceptional opportunity for discerning buyers

6 Beds ⋅ ML81988598 MLS

Discover this stunning, meticulously maintained duplex in the heart of San Mateo! Boasting six bedrooms and five bathrooms, this move-in-ready property offers incredible investment potential with a 5.5%+ cap rate. One unit is currently leased, while the other is vacant, providing flexibility for owner-occupancy or maximizing rental income. Located on a charming tree-lined street, this home is within walking distance of downtown San Mateo, Caltrain, and offers easy access to I-101 for a seamless commute to San Francisco or Silicon Valley. Completely remodeled down to the studs in 2000, this property exudes pride of ownership and presents an exceptional opportunity for discerning buyers

813-815 E 5th AVE, San Mateo

Listed by Alex Sobieski, 650-696-0094 from Redfin
(If provided) CoList: from

Sold listing courtesy of Disen Cai RE Group from KWPEN

$2,200,000

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!

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

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!

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

$2,850,000

Welcome to 705 Prospect Row, an impeccably renovated fourplex in the heart of San Mateo, just three blocks from the vibrant downtown Burlingame. No expense was spared on designer finishes, ensuring every detail reflects sophistication and quality. This property features a spacious owner's unit on the ground floor, offering three bedrooms, two bathrooms, laundry room and a dedicated office ideal for today's remote work lifestyle. The unit offers an open floor plan that maximizes generous living space and modern amenities, complemented by a beautiful front porch that adds to its charm and appeal. The upper-level units, each with one bedroom and one bathroom, offer contemporary living spaces with stylish appeal. Every unit has been thoughtfully upgraded with quartz countertops, in-unit washers & dryers, and stylish finishes throughout, meticulously designed in consultation with architects and designers to ensure both function and aesthetic excellence. With easy access to shopping, dining, and transit options, this fourplex is ideal for both investors and owner-occupants seeking luxury, convenience, and a prime location. Whether tenants prefer a leisurely walk to a nearby coffee shop or a night out with friends and family, this location offers endless entertainment possibilities.

6 Beds ⋅ ML81983464 MLS

Welcome to 705 Prospect Row, an impeccably renovated fourplex in the heart of San Mateo, just three blocks from the vibrant downtown Burlingame. No expense was spared on designer finishes, ensuring every detail reflects sophistication and quality. This property features a spacious owner's unit on the ground floor, offering three bedrooms, two bathrooms, laundry room and a dedicated office ideal for today's remote work lifestyle. The unit offers an open floor plan that maximizes generous living space and modern amenities, complemented by a beautiful front porch that adds to its charm and appeal. The upper-level units, each with one bedroom and one bathroom, offer contemporary living spaces with stylish appeal. Every unit has been thoughtfully upgraded with quartz countertops, in-unit washers & dryers, and stylish finishes throughout, meticulously designed in consultation with architects and designers to ensure both function and aesthetic excellence. With easy access to shopping, dining, and transit options, this fourplex is ideal for both investors and owner-occupants seeking luxury, convenience, and a prime location. Whether tenants prefer a leisurely walk to a nearby coffee shop or a night out with friends and family, this location offers endless entertainment possibilities.

705 Prospect ROW, San Mateo

Listed by Cole Simpson, 650-888-7696 from Marcus & Millichap
(If provided) CoList: from

Sold listing courtesy of Kathryn Gerhardt from GILM

$1,800,000

Discover the charm of this versatile San Mateo Village home, ideal for multi-generational living or rental income. This unique property boasts two distinct living spaces: a cozy 2-bedroom, 2-bathroom unit at the front and a spacious 5-bedroom, 3.5-bathroom residence at the rear. With 7 bedrooms and 5.5 bathrooms, this home offers ample space for a large family or dual households. Enjoy modern amenities, including a generously sized enclosed patio, an expansive kitchen featuring granite countertops and a central island, beautiful wood flooring, and tastefully updated bathrooms. The main house has been freshly painted, enhancing its inviting ambiance. A charming courtyard adds a private touch, perfect for entertaining guests or relaxing in solitude. Situated in a sought-after neighborhood, this property is just blocks away from fantastic San Mateo schools. It is conveniently close to the College of San Mateo, Caltrain station, Hillsdale Shopping Center, Whole Foods Center, downtown San Mateo with its many restaurants, as well as the wonderful amenities in Foster City! Plus, enjoy easy access to Highways 101 and 92 for effortless commuting. Don't miss this unique home!

7 Beds ⋅ 6 Baths ⋅ ML81978553 MLS

Discover the charm of this versatile San Mateo Village home, ideal for multi-generational living or rental income. This unique property boasts two distinct living spaces: a cozy 2-bedroom, 2-bathroom unit at the front and a spacious 5-bedroom, 3.5-bathroom residence at the rear. With 7 bedrooms and 5.5 bathrooms, this home offers ample space for a large family or dual households. Enjoy modern amenities, including a generously sized enclosed patio, an expansive kitchen featuring granite countertops and a central island, beautiful wood flooring, and tastefully updated bathrooms. The main house has been freshly painted, enhancing its inviting ambiance. A charming courtyard adds a private touch, perfect for entertaining guests or relaxing in solitude. Situated in a sought-after neighborhood, this property is just blocks away from fantastic San Mateo schools. It is conveniently close to the College of San Mateo, Caltrain station, Hillsdale Shopping Center, Whole Foods Center, downtown San Mateo with its many restaurants, as well as the wonderful amenities in Foster City! Plus, enjoy easy access to Highways 101 and 92 for effortless commuting. Don't miss this unique home!

58 Mclellan AVE, San Mateo

Listed by Julie Alsaegh, 650-660-9904 from Compass
(If provided) CoList: Adele Della-Santina from Compass

Sold listing courtesy of Aanchal Gulati from COMPS

$1,900,000

Discover an exquisite, fully renovated single-family residence or duplex with an ADU in the vibrant heart of San Mateo. Recently renovated and ready for occupancy, this property offers versatile living options. Great spaces with over 6 bedrooms, this opportunity is not to be missed. Conveniently positioned near downtown San Mateo, it boasts a spacious backyard, designated parking, and supplementary storage areas. Enjoy easy access to nearby dining establishments amenities and schools.

6 Beds ⋅ ML81975748 MLS

Discover an exquisite, fully renovated single-family residence or duplex with an ADU in the vibrant heart of San Mateo. Recently renovated and ready for occupancy, this property offers versatile living options. Great spaces with over 6 bedrooms, this opportunity is not to be missed. Conveniently positioned near downtown San Mateo, it boasts a spacious backyard, designated parking, and supplementary storage areas. Enjoy easy access to nearby dining establishments amenities and schools.

218 N Ellsworth AVE, San Mateo

Listed by Jennifer Gilson, 650-642-6957 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Irina Sikela Sikela from ADVC

$2,299,000

Discover a prime investment in San Mateo's Laurelwood neighborhood with this charming duplex. 3320 Shasta Drive offers 2 bedrooms and 2 baths, perfect for intimate living or hosting guests, while 3322 Shasta Drive features 4 bedrooms and 2 baths, ideal for a growing family or rental income. Thoughtfully refreshed with fresh exterior paint, revitalized cabinets, doors, and new light fixtures throughout. Step outside to a serene backyard for relaxation and outdoor enjoyment. This duplex presents a lucrative opportunity to reside in one unit while earning rental income from the other, combining homeownership with financial flexibility. Near Laurelwood Park, Laurelwood Shopping Center, and easy access to highways 92, 101, and 280 for effortless commuting. Explore the spacious flat backyard, ideal for potentially incorporating an ADU (buyer should conduct their own research).

6 Beds ⋅ ML81973823 MLS

Discover a prime investment in San Mateo's Laurelwood neighborhood with this charming duplex. 3320 Shasta Drive offers 2 bedrooms and 2 baths, perfect for intimate living or hosting guests, while 3322 Shasta Drive features 4 bedrooms and 2 baths, ideal for a growing family or rental income. Thoughtfully refreshed with fresh exterior paint, revitalized cabinets, doors, and new light fixtures throughout. Step outside to a serene backyard for relaxation and outdoor enjoyment. This duplex presents a lucrative opportunity to reside in one unit while earning rental income from the other, combining homeownership with financial flexibility. Near Laurelwood Park, Laurelwood Shopping Center, and easy access to highways 92, 101, and 280 for effortless commuting. Explore the spacious flat backyard, ideal for potentially incorporating an ADU (buyer should conduct their own research).

3320 Shasta DR, San Mateo

Listed by Betcy Jacob, 650-315-7060 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Dedy Efendi from ACTNP

$2,800,000

Experience the Dream Duplex! Enjoy comfort, luxury, and privacy in this stunning two-story duplex. Each unit offers a separate-house feel with private space. Owner's unit features remodeled designer kitchen and elegant bathrooms. Hardwood floors and fireplace create a cozy ambiance. Unique touches like built-in bookshelves & custom glasswork railings add character (Currently Rented). Front unit impresses with an updated kitchen, fireplace, and hardwood floors. Freshly painted and move-in ready (currently rented). Both units have attached two-car garages. Three bedrooms and two bathrooms in each unit, ideal for families. Gated front driveway and backyard access for the owner's unit. Located in a prime area with excellent schools, it's perfect for families who value community and privacy. Live in one unit, rent the other, or accommodate extended family. The possibilities are endless, making this duplex not just a home, but a lifestyle choice. Be sure to discover both 3D tours for each unit.

6 Beds ⋅ ML81970675 MLS

Experience the Dream Duplex! Enjoy comfort, luxury, and privacy in this stunning two-story duplex. Each unit offers a separate-house feel with private space. Owner's unit features remodeled designer kitchen and elegant bathrooms. Hardwood floors and fireplace create a cozy ambiance. Unique touches like built-in bookshelves & custom glasswork railings add character (Currently Rented). Front unit impresses with an updated kitchen, fireplace, and hardwood floors. Freshly painted and move-in ready (currently rented). Both units have attached two-car garages. Three bedrooms and two bathrooms in each unit, ideal for families. Gated front driveway and backyard access for the owner's unit. Located in a prime area with excellent schools, it's perfect for families who value community and privacy. Live in one unit, rent the other, or accommodate extended family. The possibilities are endless, making this duplex not just a home, but a lifestyle choice. Be sure to discover both 3D tours for each unit.

1307 Maple ST, San Mateo

Listed by Dan Gilmartin, 650-796-3971 from Gilmartin Group
(If provided) CoList: from

Sold listing courtesy of Scott Brody from MTSC