San Mateo CA 3000+ Sq. Ft. Real Estate, Homes, Condos for Sale

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

$2,200,000

ML82054740 MLS

2277-2283 South El camino Real, San Mateo

Listed by Steve Belluomini, (650) 281-8877 from Corcoran Icon Properties
(If provided) CoList: from

$2,495,000

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

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

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

$4,800,000

5 Beds ⋅ 3 Baths ⋅ ML82051730 MLS

A rare offering in the heart of San Mateo Park, 554 Edgewood Road blends elegant architectural details, enchanting interiors, & an extraordinary backyard retreat designed for both entertaining & everyday enjoyment. Rich with timeless character and lovingly shaped over generations, this distinguished residence carries a legacy of artistry, craftsmanship, and joyful living. Spanning approximately 3,205 sq ft, the home offers a gracious floor plan with formal rooms, inviting gathering spaces, five bedrooms, an office, study, and generous storage. French doors, warm light-filled interiors, and a striking living room fireplace framed by richly detailed California Batchelder-style relief tilework create a refined & welcoming atmosphere. Outdoors, the expansive backyard is a private retreat with a pool, patio, BBQ area, lawn, garage, and shed, offering an exceptional setting for summer afternoons, dinner parties, and relaxed California living. Recent improvements: new roof, new furnace, and new driveway gate, enhance comfort and convenience while preserving the homes historic charm. Elegant, warm - a rare opportunity in one of the Peninsulas most cherished neighborhoods, equidistant to downtown Burlingame and San Mateo.

554 Edgewood RD, San Mateo

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

$3,595,000

4 Beds ⋅ 2 Baths ⋅ ML82051094 MLS

Nestled along a tree-lined street, this home blends timeless character with exceptional versatility. A long Hollywood-style driveway and distinctive turret introduce the property, which enjoys a coveted location near top-rated schools, parks, downtown shopping and dining, and major commuter routes. Soaring ceilings and a multi-paned picture window overlooking Aragon Blvd create a sense of scale and architectural interest. The living room flows into the formal dining room before opening to the updated eat-in kitchen, with an adjacent mudroom and convenient access to the backyard. Two bedrooms and a full bath are located on the main level, while upstairs features a private primary retreat with a walk-in closet and spacious bathroom, along with a fourth bedroom. The lower level provides endless possibilities for a media room, office, or additional storage. The detached structure, with a bonus bathroom, presents exciting potential as a fitness studio, guest retreat, casual living area, or future ADU opportunity. An expansive redwood entertaining deck with waterfall steps overlooks a beautifully landscaped backyard framed by mature trees and lush vegetation, creating a private setting for everyday living and entertaining.

111 Aragon BLVD, San Mateo

Listed by The Sharp Group, 650-766-5333 from KW Advisors
(If provided) CoList: from

$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

$5,595,000

4 Beds ⋅ 5 Baths ⋅ ML82050205 MLS ⋅ Bel Aire Heights BLDG.

Welcome to 9 Bel Aire Lane, a rare opportunity to won one of the premier residences within Bel Aire Heights, an exclusive new construction community of just 19 custom-built luxury homes. Perfectly positioned to capture breathtaking, unobstructed water and some San Francisco views, this exceptional residence offers approximately 3908 sq ft of thoughtfully designed living space on an expansive 9500 sq ft lot. Designed for today's luxury lifestyle, the home features four spacious ensuite bedrooms, a private office, and spectacular indoor-outdoor living spaces. The chef's kitchen is a true showpiece, appointed with custom cabinetry, premium Thermador appliances, built in latte machine, wine refrigerator, and an oversized island, ideal for gathering and entertaining. Walls of glass frame the stunning views and open to an expansive deck, creating a seamless connection between the elegant interior and the spectacular natural surroundings. Designer-selected finishes, sophisticated details, and impeccable craftsmanship are showcased throughout the home, elevating every space and timeless style and comfort. Located within one of San Mateo's most sought-after luxury communities, 9 Bel Aire offers a rare combination of new construction, panoramic views, and exceptional quality.

9 Bel Aire, San Mateo

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

$5,400,000

4 Beds ⋅ 3 Baths ⋅ ML82049574 MLS

Classic East Coast Colonial elegance meets modern living in this beautifully renovated residence in coveted San Mateo Park. Beyond an automatic gate, lush landscaping, blooming hydrangeas, and an expansive gated front yard create exceptional curb appeal, privacy, and outdoor space. The inviting front porch adds warmth and character from the moment you arrive. Updated throughout, the home features remodeled interiors, refreshed electrical systems, select new windows, central air conditioning, and timeless finishes. The living room features custom built-ins and a wet bar, creating a welcoming space for entertaining. A formal dining room, charming kitchen with built-in banquette, and ground-floor study or den provide both functionality and flexibility. Upstairs, four bedrooms and laundry are highlighted by a spacious primary suite with a beautifully appointed bath featuring a soaking tub, double vanity, oversized shower, and private water closet. A remodeled hall bath and updated main-level bath showcase designer finishes. The private backyard is designed for enjoyment with a brick patio, outdoor fireplace, raised garden beds, and mature landscaping. Realist reflects 3BD and 3,090 sqft. Property shows as a 4BD home. FPV measured approximately 3,195 sqft. Buyers to verify.

420 W Poplar AVE, San Mateo

Listed by Alicia Sanguinetti, 650-888-6432 from Compass
(If provided) CoList: Andrew Greenman from Compass

Sold listing courtesy of Jenny MacLeod from APR

$6,600,000

4 Beds ⋅ 5 Baths ⋅ ML82047273 MLS

A historic beauty in San Mateo Park, this timeless Cape Cod residence blends classic character with exceptional updates throughout. Rich brown shingles, crisp white trim, charming flower boxes, and manicured landscaping create stunning curb appeal, while the private, park-like backyard offers the ultimate setting for relaxation and entertaining with a sparkling pool, spa, half-court basketball area, and detached legal studio ADU with its own kitchen and bath. Inside, elegant formal living and dining rooms are filled with natural light and overlook the picturesque gardens. The updated kitchen opens seamlessly to the family room and backyard, creating effortless indoor-outdoor living, while a charming eat-in banquette provides the perfect space for casual dining. Upstairs, the luxurious primary suite offers peaceful garden views, a spa-inspired bath, and private office. Three additional bedrooms and an upstairs laundry area complete the thoughtfully designed floor plan. Beautifully updated throughout, this exceptional home combines timeless character, modern comfort, and outstanding versatility. Realist reflects 3,640 sq. ft. Floor Plans Visuals measured approximately 4,210 sq. ft., including 3,725 sq. ft. in the main residence and 485 sq. ft. in the detached legal ADU.

537 Hurlingham AVE, San Mateo

Listed by Alicia Sanguinetti, 650-888-6432 from Compass
(If provided) CoList: Andrew Greenman from Compass

Sold listing courtesy of Mike Bohnert from CBR

$4,800,000

5 Beds ⋅ 4 Baths ⋅ ML82048235 MLS

Elevated above the street in the sought-after Baywood neighborhood, this extensively transformed Craftsman home commands sweeping views across the Bay, the San Francisco skyline, and the East Bay hills. The authentic Craftsman architectural details including stone cladding, tapered columns, shingled siding, and bluestone walkways. Brazilian cherry wood floors, extensive custom built-ins, skylights, and natural stone and tile finishes extend throughout. Spacious living room with stone fireplace, walls of open cabinetry, and expansive front windows. Open dining area connects to the covered built-in barbecue patio and beautifully appointed kitchen with sleek taupe cabinetry, granite slab counters, premium appliances, peninsula seating, spacious island, and operable skylight. There are 5 bedrooms and 3.5 baths across two levels for a variety of lifestyle needs, including two en suite baths. The upstairs primary suite has a balcony, two walk-in closets, and a spa-inspired bath, plus a family/media room upstairs with a wet bar. Detached bonus studio is perfect for an office, fitness center, or playroom, plus there is a privately located spa. Just one-half mile from downtown San Mateo. Schools: Baywood Elementary, Borel Middle, and Aragon High (buyer to verify).

429 Virginia AVE, San Mateo

Listed by Raziel A. Ungar, 650-720-5483 from Compass
(If provided) CoList: from

Sold listing courtesy of Aileen Fernandez from COMP90

$2,500,000

ML82047855 MLS ⋅ Fiesta Gardens BLDG.

Fiesta Gardens Six unit building in very good condition. Upper units have decks; lower units have patio yards. Great location for access to shops, parks, transportation and schools. Easy access to Hwy 101/92/280 to SF, SJ or Hayward HOA has pool, tennis clubhouse etc. Rents are low, excellent opportunity to upgrade and increase cash flow.

19th AVE, San Mateo

Listed by Terry Michaud, 650-349-9300 from Heritage Realty
(If provided) CoList: from

$5,420,000

4 Beds ⋅ 3 Baths ⋅ ML82047419 MLS

In the heart of sought after San Mateo Park, this stately circa 1924 Tudor reflects the enduring character and architectural grace that define one of the Peninsula's most treasured neighborhoods. Timeless details - richly paneled walls, leaded glass accents, decorative ceiling, and fine millwork - are complemented by thoughtful updates, including a remodeled kitchen, beautifully renovated primary suite bath, and upstairs carpet. Grand formal living and dining rooms are balanced by everyday comfort in the expansive family room, which opens fully to the kitchen for modern living, and the four bedrooms are all arranged upstairs. The entire home is bright and light with excellent proportions for today's lifestyle. The approximately one-third-acre lot offers exceptional outdoor space with a fireplace courtyard, large rear yard, raised garden beds, and a charming Western-themed barn. Ideally located between downtown Burlingame and San Mateo, the home offers classic elegance in a premier setting.

641 Crescent AVE, San Mateo

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

Sold listing courtesy of Emma Elfving from APR

$1,900,000

2 Beds ⋅ 3 Baths ⋅ ML82043593 MLS ⋅ 1000 Park Place BLDG.

Welcome to the pinnacle of urban sophistication in the prestigious Park Place at Bay Meadows. This rarely available corner unit is the largest floor plan in the complex, offering an unparalleled blend of scale, luxury, and natural light. The heart of the home is an expansive living room defined by dramatic two-story ceilings and massive windows that create a bright, airy sanctuary perfect for both grand entertaining and quiet relaxation. The modern open floor plan flows seamlessly into a gourmet chefs kitchen, which features high-end stainless steel appliances, professional-grade range, sleek cabinetry, and sprawling granite countertops with a convenient breakfast bar. Elegant finishes throughout include beautiful hardwood-style flooring and a thoughtful custom built-in window seat ideal for enjoying your morning coffee. Living at Park Place offers a lifestyle of unmatched convenience with premier amenities right at your doorstep. Located directly above Whole Foods Market, Peets Coffee, and a curated selection of popular restaurants, everything you need is just an elevator ride away. This location is a commuter's dream, providing rapid access to both Hwy 101 and 92 for effortless travel to San Francisco, Silicon Valley, or the East Bay.

1000 Park PL H, San Mateo

Listed by Rico Bautista, 650-787-4800 from Compass
(If provided) CoList: from

$2,050,000

4 Beds ⋅ 3 Baths ⋅ ML82044463 MLS

EXCEPTIONAL property with endless possibilities for multi-generational living or investment. This oversized lot, 2 parcel property features a 1934 3 bed 2 bath Tudor, large updated eat in kitchen w/ stainless steel appliances as well as an open airy dining room and laundry room. The home is highlighted by rich architectural details, vintage craftsmanship, and an abundance of old-world charm. The well-appointed ADU provides exceptional flexibility with 1 bedroom, 1 bathroom, and an additional large bonus space perfect for a home office, laundry room, or creative studio. The large property continues to impress outdoors with an expansive backyard designed for both relaxation and productivity. Enjoy a built-in BBQ for entertaining, established garden beds, and a charming chicken coop-perfect for those seeking a more sustainable, farm-to-table lifestyle. An extra-large two-car garage adds practicality and storage, completing this unique offering. Ideally situated in an excellent commuter location with easy access to major freeways and Caltrain. Close to downtown, shopping, dining & parks. Located within the boundaries of the highly regarded Baywood Elementary School (buyer to verify), this is a rare opportunity to own a piece of San Mateo history with room to live, work, and grow.

226 N Fremont ST, San Mateo

Listed by Julie Halpin, 650-315-4017 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Alice Chakhmazova from CBR

$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

$3,150,000

4 Beds ⋅ 3 Baths ⋅ ML82042374 MLS

Classic Craftsman, beautifully updated to reflect how we live today. This remodeled and expanded 4 bed, 3 bath corner lot home blends 1930s character w/ modern updates. Living/dining rooms feature courtyard views, detailed millwork, framed openings w/ decorative molding, fireplace, casement windows, and red oak hardwood floors w/ inlaid strips. Kitchen with defined spaces for prep, cooking, and gathering, custom cabinetry, Absolute Black granite, hand finished Beech wood ceiling, and Italian low voltage lighting. It flows into a breakfast nook w/ French doors to a pergola covered deck. A butcher block island w/ bar seating, Thermador 8 burner gas range, double oven, and wine bar complete the space. Ensuite on its own level w/ casement windows and views of the grounds. Bath features a floating vanity and glass enclosed shower. Lower level w/ separate access includes a permitted junior ADU, family room, bedroom, full bath, laundry, wine cellar, and courtyard access. Outdoor living w/ multiple areas, winding pathways, pergola covered deck/patio, custom wood-fired pizza oven, courtyard, raised garden beds, citrus trees. Detached garage w/cabinetry. Upgrades: TPO flat roofing, electrical 200 amps, copper plumbing, sewer, tankless water heater, and energy-efficient furnace - AC ready!

1120 Palm AVE, San Mateo

Listed by Christopher Eckert, 650-627-3799 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Ranya Kaileh Francis from SIR

$3,000,000

4 Beds ⋅ 3 Baths ⋅ ML82040752 MLS ⋅ SM Highlands BLDG.

This gorgeous custom built SM Highlands home offers privacy & Zen like experiences w/ a babbling creek in the rear yard. Located next to protected county land. 4BD/2BA upstairs. Large office could be 5th BD and full BA downstairs. Family room, 2 gas/wood burning fireplaces, formal dining, Gourmet kitchen, Radiant heat, central vacuum, integrated sound system, custom lighting. Much more! Don't miss out! Rec center includes community pool, tennis courts, & after school programs. Sawyer Camp road close by for walking, jogging, & bike trails along the Crystal Springs reservoir. Great school district. Location! Location! Location!

2060 Bunker Hill DR, San Mateo

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

Sold listing courtesy of Daniel Smith from APR

$5,495,000

5 Beds ⋅ 5 Baths ⋅ ML82040647 MLS

Brand New Luxury Residence in the highly sought-after Bel Aire Heights community of San Mateo. This exceptional home tryly has it all, nearly 4000 sq ft of thoughtfully designed living space featuring 5 bedrooms and 4.5 bathrooms, including two luxurious primary suites, one on each level, ideal for multi generational living or ultimate flexibility. The open-floor concept floor plan is light filled and expansive, seamlessly blending modern design with everyday functionality. A Chef's Dream kitchen showcases top of the line Thermador stainless steel appliances, including a built in espresso machine and wine refrigerator, perfect for both daily living and entertaining. Elegant finishes throughout, highlighted by a gas fireplace and walls of windows that capture stunning mountain and water views from most rooms. Set on approximately 9000 sq ft lot, the home also offers a spacious 3 car garage with multiple EV charging outlets. Located in one of San Mateo's premier new developments, Bel Aire Heights offers a rare opportunity to own a brand new, luxury home in a truly special setting.

18 Bel Aire LN, San Mateo

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

$4,800,000

4 Beds ⋅ 4 Baths ⋅ ML82039233 MLS

Architectural treasure in the heart of prestigious San Mateo Park! Built in 1924 and influenced by the timeless elegance of Julia Morgan, this single level 4-bedroom, 4-bathroom home offers over 3000sf of refined living space, artfully arranged around a central courtyard that enhances privacy and natural light. Set on a large lot of lush, fragrant grounds, this home is surrounded by fragrant jasmine and vibrant bougainvillea, gardenias, azaleas and abundant greenery. Rich with character and detail, curved double doors, intricate woodwork, brass patina finishes, and leaded glass windows speak to its historic charm and craftsmanship. This home features a large kitchen with stone floors & countertops with state-of-the-art appliances. TWO spacious suites are situated on opposite wings of the home, creating ideal separation for guests, family, or multi-generational living. A grand living room with a stately fireplace and a formal dining room provide gracious spaces for entertaining. French doors invite you outside to the backyard, where a sparkling pool and entertaining patio awaitperfect for gatherings or relaxing in the California sun. This is a lovely blend of classic sophistication, thoughtful design, and timeless charm in one of San Mateos most desirable neighborhoods.

626 Occidental AVE, San Mateo

Listed by Jean Joh, 650-636-3147 from Perisson Real Estate, Inc.
(If provided) CoList: from

Sold listing courtesy of Matthew Rogers from ELI

$2,400,000

3 Beds ⋅ 4 Baths ⋅ ML82038316 MLS

Located on a lovely, tree-lined street, this truly exceptional home is just a short walk to vibrant downtown San Mateo, known for its excellent restaurants, shopping & nearby Central Park. Blending timeless character with modern comfort, the home offers a spacious & highly versatile floor plan with multiple living areas. The main level welcomes you through a striking carousel-shaped entry that opens to a bright & inviting living room, a formal dining room, office, full bathroom, and laundry room. The open kitchen flows seamlessly to the beautifully landscaped backyard. Upstairs are two spacious bedrooms, an additional full bathroom & a cozy bonus room currently set up as a nursery. The lower level features an expansive bonus space with a full bathroom, dining area & a kitchenette (without stove). This flexible area is ideal for guests, a family or media room. Outside, the property offers beautifully landscaped front & back yards, along with a long, electronically gated, driveway perfect for RV parking. The driveway leads to a large two-car garage. Above the garage is a charming, light-filled one-bedroom in-law unit, adding even more flexibility to this remarkable property. With its unique character, generous space and prime location, this special home is not to be missed.

809 E 5th AVE, San Mateo

Listed by Kathy Wall, 415-608-4168 from Intero Real Estate Services
(If provided) CoList: Michael Darling from Intero Real Estate Services

Sold listing courtesy of Christopher Eckert from KWPEN

$2,499,000

ML82037914 MLS

Fantastic investment property in ideal Peninsula location. Six large one bedroom, one bath units. New roof, exterior paint, and landscaping. Easy property to manage and lease. Tremendous upside. Pro forma income of over $200,000 per year. Approximately 7,500 sq ft property on a 4,885 sq ft lot. Three garage spaces, each with tandem parking. Great west side San Mateo asset with easy access to Caltrain, Freeways, and SamTrans. Separate PG&E and water meters.

4111 Beresford ST, San Mateo

Listed by John F. Britton, (650) 208-6518 from W. J. Britton & Company
(If provided) CoList: from

$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

$3,550,000

4 Beds ⋅ 3 Baths ⋅ ML82036747 MLS

This beautifully preserved home showcases rich wood detailing, elegant millwork, and charming vintage touches at every turn. Sun-filled living spaces feature hardwood floors, classic fireplace, stained glass accents, and oversized windows that frame lovely neighborhood views. The inviting dining room, cozy bedrooms, and thoughtfully designed living areas blend historic craftsmanship with comfortable everyday livingcreating a warm, character-filled home that feels both refined and welcoming. Close to Silicon Valley, San Francisco and top-rated public and private schools. Disclosure link: https://app.disclosures.io/link/250-Harvard-Road-oh6wdpwz Open house Sat 3/28 2-4pm Sun 3/29 1-4 or tex Ting at 415.359.8419 or Trish at 650.808.0972 for showings.

250 Harvard RD, San Mateo

Listed by Ting Wang Conway, 415-359-8419 from Compass
(If provided) CoList: Trish Power from Compass

Sold listing courtesy of Mariana Pappalardo from COMPS

$7,300,000

4 Beds ⋅ 5 Baths ⋅ ML82036113 MLS

Set on a magnificent 30,851± sq ft flat estate parcel in coveted San Mateo Park, this timeless residence offers beautifully scaled living space and resort-style grounds designed for indoor-outdoor living. A sweeping circular motor court and detached 3-car garage create a grand arrival. Inside, hardwood floors, classic millwork, and formal living and dining rooms establish warmth and presence. The updated kitchen features custom cabinetry, stone countertops, professional-grade appliances, generous island, and a light-filled breakfast area opening to the family room and rear grounds. Upstairs includes spacious four bedrooms highlighted by a junior suite and a serene primary suite with office. Three full baths serve the upper level, complemented by a powder room and additional half bath downstairs. A finished basement adds flexibility. The grounds feature a sparkling pool, spa, expansive patios, private Entertainer's Cabana, level rear turf lawn, and lush front lawn framed by mature trees for privacy. Flat parcels of this scale in San Mateo Park are increasingly rare. Combined with a detached garage, circular drive, pool, spa, and move-in livability, this represents a compelling opportunity in one of the Peninsula's most prestigious neighborhoods.

124 W Poplar AVE, San Mateo

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

Sold listing courtesy of Tatiana Narkiewicz from APR

$6,500,000

4 Beds ⋅ 5 Baths ⋅ ML82035872 MLS

Polished and poised meets lively and fun. Set behind formal gates in prestigious San Mateo Park, this 1929 Spanish Colonial Revival estate makes a striking first impression. Color-rich tile details hint at the warmth and personality within, where timeless architecture and modern livability coexist beautifully. Thoughtful renovations and major system upgrades, including a 1,100 sq+/- ft San Francisco style garage, preserve original character while providing contemporary comfort. Arches, ironwork, rich wood detailing, and dramatic scale define the interiors. The grand living room with cathedral ceiling and statement fireplace, formal dining room, and chefs kitchen designed for gathering create an ideal setting for everyday living and entertaining. The main level also includes an office, pantry, and inviting family spaces. Spacious bedrooms. Custom designed Primary. A large lower-level rec room offers ideal hangout and game space. Set on nearly half an acre, the fully landscaped grounds connect multiple play and entertaining areas, including a level lawn and elevated front patio designed for memorable gatherings. San Mateo Park is prized for its tree-lined streets, architectural charm, and central Peninsula location with convenient access to SFO, San Francisco, and Silicon Valley.

414 Edgewood RD, San Mateo

Listed by Mike Bohnert, 650-504-2378 from Coldwell Banker Realty
(If provided) CoList: Heidi Maierhofer from KW Advisors

Sold listing courtesy of Marc Roos from SGP

$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

$5,600,000

5 Beds ⋅ 5 Baths ⋅ ML82033993 MLS

A stunning Spanish Revival down-to-the-studs remodel on the picturesque, tree-lined streets of San Mateo Park, this expansive five-bedroom, five-bathroom residence offers a rare blend of architectural elegance and modern sophistication. Soaring nine-foot ceilings grace the main level, where a sunlit formal living room flows effortlessly into an elegant dining room. The chefs kitchen is both refined and functional, appointed with premium Thermador appliances, generous counter space, a substantial center island with seating, and a serving window opening to the pool terrace for seamless indoor-outdoor entertaining. The primary suite is a private sanctuary, featuring a dedicated office and sitting area with direct access to a terrace overlooking the manicured grounds, limestone patio, and newly refinished swimming pool, an idyllic setting for relaxation. A separate pool room offers exceptional versatility and may serve as a fitness studio, yoga retreat, or guest suite with an en suite bath. Additional amenities include multi-zone climate control, an EV charging station, and exceptional craftsmanship throughout. This distinguished Spanish Revival residence presents timeless style with modern comforts, ideally located moments from downtown San Mateos dining, shopping, and amenities.

150 Clark DR, San Mateo

Listed by Lisa Karson, 650-759-4644 from Golden Gate Sotheby's International Realty
(If provided) CoList: Victor Lau from KW Advisors

Sold listing courtesy of Dan Gilmartin from GILM

$3,625,000

5 Beds ⋅ 3 Baths ⋅ ML82032415 MLS

Discover the perfect blend of comfort, style, and convenience in this stunning 5-bedroom, 3-bathroom single-family home located in the heart of San Mateo. Offering the perfect blend of suburban tranquility and city convenience, this home is located within walking distance of downtown San Mateo. Easy access to shopping, dining, and entertainment means vibrant cafes, boutique shops, and countless culinary options are just minutes from your front door. Step inside and be greeted by a spacious, light-filled layout designed for both relaxation and entertaining. The thoughtfully updated interiors feature tasteful finishes, ample storage, and versatile spaces to accommodate your lifestyle. With its unbeatable combination of size, location, and move-in readiness, this home is a rare find in todays market. Welcome home! (Bedrooms Per County Records: 4)

74 Crystal Springs RD, San Mateo

Listed by Pierre & Alex Buljan, 650-400-1188 from Compass
(If provided) CoList: from

Sold listing courtesy of John Sayage from APR

$1,650,000

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

$3,200,000

5 Beds ⋅ 3 Baths ⋅ ML82030609 MLS

Welcome to this stunning, completely remodeled 5-bedroom, 3-bath home with approximately 3,040 sq. ft, featuring 2,540 of beautifully reimagined living space and +/- 500 sq. ft. of versatile bonus space, on a 6,098 sq. ft. lot in one of San Mateos most desirable neighborhoods, Baywood. Thoroughly renovated, the home features an inviting open-concept main level with expansive windows that frame stunning hillside views, infusing the interiors with natural light. The remodeled kitchen serves as the heart of the home, showcasing sleek cabinetry, premium appliances, and generous counter space ideal for both everyday living & elevated entertaining. Multiple decks extend the living spaces outdoors, providing the perfect setting for play, relaxation, and gatherings with family and friends. With well-scaled rooms that easily accommodate guest suites, home offices, or multi-generational needs, this flexible five-bedroom layout offers exceptional versatility! Spa-inspired bathrooms, refined finishes, & warm modern design elements create a cohesive, move-in-ready experience. Situated minutes from top-rated Baywood schools, verdant parks, local cafes and convenient commuter routes, this exceptional home blends contemporary comfort with an unbeatable San Mateo lifestyle.

23 Treetop LN, San Mateo

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

Sold listing courtesy of Jim Arbeed from CBR

$2,080,000

ML82029362 MLS

5 Units on an 8,800+ sqft Lot Located on a large corner lot in the heart of San Mateo, this five-unit property offers an excellent central location close to everyday conveniences. All the units have been updated, recent inspections indicate the building is well maintained. Zoned R-4, the property may offer flexibility for future ADU / residential use, subject to buyer verification. Just one block from Caltrain and steps from Downtown San Mateo's shops, dining, and services, property enjoys a walkable 94 score. This prime location has consistently strong demand and has historically supported reliable rental occupancy.

126 N Ellsworth AVE, San Mateo

Listed by Scott Philip, 650-771-8821 from Bay Area Estates
(If provided) CoList: from

Sold listing courtesy of Cole Simpson from M&MKW

$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

$4,900,000

5 Beds ⋅ 3 Baths ⋅ ML82027591 MLS

The height of Baywood elegance, 236 Amherst Avenue is a 1930 Spanish Revival that was entirely rebuilt less than a decade ago. With no expense spared, the property features new windows, electrical systems, designer appliances, and only the highest-end finishes. Architectural details such as a cathedral ceiling in the living room and a bedroom suite with a balcony layer old-world charm throughout the home. Refined taste transforms the spacious home, adding sophistication to the five bedrooms and three bathrooms, formal living room and dining room, and additional living spaces. The oversized family room opens onto the thoughtfully designed outdoor lounge area and freshly landscaped backyard. The home also contains a bonus room and gym, a two-car garage, and ample storage space throughout. New landscaping enhances the beautiful exterior of the home. 236 Amherst is a comfortable and polished home within walking distance to the best of downtown San Mateo.

236 Amherst AVE, San Mateo

Listed by Maria Scott, 650-207-9841 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Michele Oravec from APR

$1,999,999

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

$2,049,000

ML82026807 MLS

Fantastic location! Close to shopping, dining, and transportation. Six one bedroom apartments, two on the first floor and four on the second floor. Four garages and two covered parking spaces. One unit has just vacated and is available for rent.

1956 Ivy ST, San Mateo

Listed by Sally Navarro, 650-207-8855 from A.V.R. Realty, Inc.
(If provided) CoList: from

Sold listing courtesy of Lili Chen from SCCB08

$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

$2,060,000

ML82026013 MLS

Holiday Special Price Reduction! NOW ONLY $2,049,000! Discover Your Easy Path to Wealth: 1950 Ivy St, San Mateo Calling All Cash & Stock-Rich Investors! Tired of market volatility? Become a landlord overnight with this turnkey 6-unit cash cow in prime San Mateo. Why 1950 Ivy Beats the Market (and Next Door): * $650K Built-In Equity Identical 1946 Ivy St sold for $2.7M last year * Unit 6 of 1950 is upgraded. Unit 5 was just vacated and ready for remodeling.

1950 Ivy ST, San Mateo

Listed by Regina Zabarte, 408-431-5684 from Hello Hello Bay Area
(If provided) CoList: from

Sold listing courtesy of Neel Bhatia from CBR

$5,350,000

5 Beds ⋅ 4 Baths ⋅ ML82025932 MLS

Just steps from downtown Burlingames charming boutiques & cafés, this timeless two-story Mediterranean in sought-after San Mateo Park captures the essence of California living. Graceful curves, a Spanish tile roof, & striking black steel doors create an unforgettable first impression, while mature trees and lush gardens wrap the home in privacy and calm. Inside, sunlight pours across beamed ceilings and herringbone hardwood floors, warming a grand living room centered around a marble fireplace. French doors open wide to a sunlit patioperfect for morning coffee or evenings with friends under the stars. The dining area flows naturally into a chefs kitchen where marble, brass, & custom cabinetry meet to inspire both everyday meals and lively gatherings. Two serene ensuite bedrooms, one with its own entrance, make guests feel instantly at home. Upstairs, the primary suite feels like a private retreat with balconies overlooking the gardens, a spa-like bath, and a spacious dressing room that invites slow mornings & quiet reflection. Outside, multiple patios, a fire pit, & manicured lawns invite laughter, conversation, and connection. Fragrant lavender and citrus fill the air as the sun setsevery detail crafted for comfort, beauty, and a life lived effortlessly both indoors and out.

670 Edgewood RD, San Mateo

Listed by Gina Haggarty, 650-207-5192 from Compass
(If provided) CoList: from

Sold listing courtesy of The Laugesen Team from KWPEN

$3,995,000

4 Beds ⋅ 5 Baths ⋅ ML82025546 MLS

Welcome to this spacious 4-bedroom, 4-bathroom home located in the vibrant city of San Mateo. Spanning 3,008 square feet, this home offers a family-friendly layout with a primary bedroom on the ground floor, complemented by a walk-in closet and additional primary bedroom options. The kitchen is a culinary enthusiast's dream, featuring a gas cooktop, dishwasher, garbage disposal, island, microwave, gas oven, and refrigerator, all seamlessly integrated with the family room for an open-concept experience. Elegant hardwood flooring adds warmth throughout the living spaces, and high ceilings enhance the sense of space. The home includes a convenient inside laundry area with a washer and dryer. A fireplace in the living area is perfect for cozy gatherings. Located within the San Mateo-Foster City Elementary School District, this property also offers a two-car garage, combining practicality with modern living. Experience the perfect blend of comfort and functionality in this San Mateo gem.

48 Bel Aire LN, San Mateo

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

$4,775,000

4 Beds ⋅ 5 Baths ⋅ ML82025544 MLS

Welcome to this stunning 4-bedroom, 4-bathroom home in the vibrant city of San Mateo. With an expansive 3,664 sq ft of living space set on a generous 8,115 sq ft lot, this residence offers comfort and style. The spacious kitchen is a culinary enthusiasts dream, featuring a gas cooktop, dishwasher, garbage disposal, island, microwave, and a gas oven. The kitchen seamlessly flows into the family room, creating a perfect space for entertaining. The home boasts elegant hardwood flooring throughout, complemented by high and vaulted ceilings, enhancing the sense of openness. The ground floor hosts a bedroom, ideal for guests and a private office. Enjoy the warmth of the fireplace during cooler months. The primary suite is a retreat in itself, complete with a walk-in closet. Practical features include a convenient inside laundry room equipped with a washer and dryer. Situated within the San Mateo-Foster City Elementary School District, this home is perfect for families seeking both luxury and practicality. Additional amenities include a two-car garage and a gym, making this residence both functional and inviting.

58 Bel Aire LN, San Mateo

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

$5,550,000

5 Beds ⋅ 4 Baths ⋅ ML82024928 MLS

195 W Poplar AVE, San Mateo

Listed by Loren Dakin, 650-714-8662 from Parc Agency Corporation
(If provided) CoList: from

Sold listing courtesy of Sophia Waldman from SIR

$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

$1,830,000

4 Beds ⋅ 4 Baths ⋅ ML82023398 MLS

Introducing 245 Grand Blvd- a well-maintained, income-producing 4-unit multifamily property located in the heart of San Mateo, one of the Peninsula's most desirable and centrally located cities. Each of the four units offers a 1-bedroom, 1-bathroom layout, providing a versatile investment opportunity for both seasoned investors and owner-occupiers. This classic property boasts well-proportioned floor plans, with bright interiors, functional kitchens, and strong rental appeal. It offers easy access to Downtown San Mateo, major commute corridors including Highway 101 & 92, and proximity to SFO, tech campuses, and public transit. Whether you're looking to live in one unit and rent out the others or expand your real estate portfolio with a solid cash-flowing asset, 245 Grand Blvd checks all the boxes.

245 Grand BLVD, San Mateo

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

Sold listing courtesy of Kulda Group from KWPEN

$3,680,000

5 Beds ⋅ 4 Baths ⋅ ML82023068 MLS

Estate-caliber living with signature Hillsborough elegance unfolds in this rare contemporary 5BR/3.5BA residence just moments from downtown San Mateo. Secluded beyond a stately hedge and a prestigious gated entrance, the grounds are enveloped in lush, mature landscaping that creates an atmosphere of unrivaled privacy. Elevated ceilings, oak flooring, expansive walls of glass, built-ins, and distinct architectural details enhance the aesthetic. A dramatic foyer introduces distinguished interiors where formal living and dining rooms flow effortlessly into open-concept casual spaces, ideal for both entertaining and comfortable day-to-day living. The chefs kitchen is a showpiece, appointed with premium appliances, custom cabinetry, sleek stone surfaces, and designer finishes, all overlooking the inviting family room and beautifully manicured rear yard. Completing the main level is a versatile bedroom or office, a half bath, a well-equipped laundry room, and an impressive custom wine fridge. Upstairs, the vaulted-ceiling primary suite is a private retreat with a sublime ensuite bath, offering a haven from the everyday. A second ensuite bedroom, two additional bedrooms, and a hall bathroom round out the upper level. Primely located near shopping, dining, Caltrain, and conveniences!

47 El Cerrito AVE, San Mateo

Listed by Nicholas Delis, 650-515-6394 from Compass
(If provided) CoList: from

Sold listing courtesy of Lizi Tabet 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

$4,387,500

4 Beds ⋅ 4 Baths ⋅ ML82022116 MLS

Perched for privacy and impressive views, this expansive 4-bedroom, 3.5-bathroom San Mateo Highlands home is a masterpiece of design. Gorgeous custom windows flood the open floor plan with natural light, highlighting the captivating, uninterrupted scenery. The resort-style hardscape extends the living space outdoors, featuring a custom-built, professional barbecue island with premium components. Durable, elegant stonework defines the patio and lounge areas, offering a seamless and chic transition for indoor-outdoor living. This property presents a sophisticated setting for both quiet enjoyment and stylish gatherings. This home's convenient location provides easy access to a wealth of local amenities. Enjoy proximity to top-rated schools, premier shopping centers, and scenic hiking trails. Commuting is a breeze with easy access to Highway 280, connecting you to either the Silicon Valley or San Francisco.

2184 Cobblehill PL, San Mateo

Listed by Mariana Pappalardo, 650-670-7888 from Compass
(If provided) CoList: Ola Cybulska from Compass

Sold listing courtesy of The Laugesen Team from KWPEN

$3,270,000

4 Beds ⋅ 4 Baths ⋅ ML82022059 MLS

Stunning updated architectural treasure! This spacious home blends elegance with thoughtful modern upgrades. The formal entry leads you to the light-filled living room that offers a warm & inviting fireplace and bay window. The crisp white chef's kitchen is a true culinary centerpiece, featuring a sub-zero fridge, built-in ovens, dual sinks, & abundant cabinetry and counter space, all anchored by a generous island & eating area. The expansive family room serves as a great gathering spot with an additional dining area with a built in bench, built-in book cases & extra storage to this lovely space. Open the Dutch-door from the family room to escape to a vibrant backyard oasis, rich with mature trees and colorful plantings. Two inviting sitting areas and a large built-in grill make it perfect for outdoor entertaining & dining. The main floor also features a cozy guest bedroom with a full bathroom, a charming half/bath in the hall and great laundry area w/lots of storage. Wait until you go upstairs and enter into the stunning primary suite that has a sitting area to enjoy the views of the bay and eastern hills, built-in cabinets add to this area, 3 closets and updated bathroom. 2 additional spacious bedrooms, updated bath & cozy study area. Near shopping and Beresford Park too!

767 28th AVE, San Mateo

Listed by Arlene Sullivan, 650-703-1830 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of The Patty Dwyer Group from APR

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