Refine Search
Sort by
$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

$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

$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

$6,600,000
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

$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

$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

$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

$5,525,000
4 Beds 3 Baths ML82021326 MLS
Welcome to a magical garden a serene oasis where timeless elegance meets modern sophistication. Nestled on a beautifully landscaped lot, 431 Hillcrest Road boasts lush gardens with Floribunda roses, fruit trees, and winding flagstone paths that lead to a sparkling pool, hot tub, and fully equipped backyard office. Thoughtful lighting illuminates the grounds with FX Luminaire systems, motion sensors, and lanterns, creating a warm ambiance day or night. Inside, sun-drenched spaces feature Ellsworth white oak floors, vaulted ceilings, and refreshed cabinetry, vanities, and honed mosaic tile floors. Modern comforts abound, from Toto Ultramax toilets and energy-efficient fans to Andersen E-Series windows and French doors that frame serene garden views. State-of-the-art technology enhances daily life with THIEL and Klipsch speaker systems, Sonos-controlled indoor/outdoor audio, smart TVs, and a fully wired whole-home WiFi network. Climate, lighting, and electrical systems have all been thoughtfully upgraded for safety and convenience, while every detailfrom lighted closets to garden hardscapinghas been meticulously curated. This is a home that blends beauty, function, and luxury, offering a lifestyle of unparalleled charm and sophistication. Host friends and family year-round!

431 Hillcrest RD, San Mateo

Listed by Serena Conti, 650-619-8398 from Compass
(If provided) CoList: from

Sold listing courtesy of Michele Oravec from APR

$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

$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

$5,400,000
4 Beds 3 Baths ML82048272 MLS
Completely renovated and expanded in 2016...better than new! | Single-Level Luxury Living | Move-In Ready | Gated Entry | Expansive Paver Driveway Formal Living Room with Fireplace | Formal Dining Room | Open Kitchen + Great Room Concept | Thermador Professional Series Appliances | Kitchen Island | Wine Fridge | Fitted Pantry | Laundry Room | Generous Storage Throughout | Marvin Windows & Doors | Rift-Cut Hardwood Flooring Throughout | Stone Bathrooms | Detached Two-Car Garage with EV Charger | Verdant Perimeter Trees | Architectural Landscaping | Bluestone Patios | Outdoor Kitchen | Dining Pergola | Fire Feature | Expansive Lawn Areas Designer Lighting | AV + Security Systems | Built with Care and Pride of Ownership | San Mateo Park Location | Historic Oval Islands by John McLaren | A+ Location Between Downtown San Mateo & Burlingame

442 Hurlingham AVE, San Mateo

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

Sold listing courtesy of Debbie Wilhelm 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

$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

$5,000,000
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

Sold listing courtesy of Josh Sway Sanchez from KWPEN

$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

$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

$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

$4,788,000
4 Beds 5 Baths ML82052352 MLS
Set behind a gated entry in coveted San Mateo Park, this beautifully updated home offers approximately 2,915 square feet of light-filled living space with 4 bedrooms, 3 full bathrooms, and 2 half bathrooms. The remodeled kitchen features white cabinetry, light-toned sueded granite countertops, a large island, and a skylight, opening seamlessly to the living and dining areas. French doors lead to the patio and gardens, creating effortless indoor/outdoor flow. The primary suite overlooks the deck with stunning views of the hills and includes two closets and a luxurious ensuite bath with a double white oak vanity, soaking tub, and walk-in shower. The lower level adds exceptional flexibility with 2 spacious family rooms, private office, gym or flex space, large laundry room, generous storage, and direct access to an oversized attached 2-car garage with an electric car charger. Outside, all-new terraced grounds create a veritable secret garden with mature greenery, rock walls, custom fencing, a pergola, and multiple areas for relaxing and entertaining. The expansive lot extends from Glendale Road to Edgewood Road with ownership and access from both streets. Enjoy the magic of San Mateo Park, with an easy stroll to downtown Burlingames events, shops, dining, and all the fun of the Ave!

405 Glendale RD, San Mateo

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

Sold listing courtesy of Holly Zhang from RILEY

$4,595,000
4 Beds 4 Baths ML82043715 MLS
Bright, airy, and impeccably reimagined in beautiful San Mateo Park. This stunning single-level residence has been thoughtfully renovated with exceptional attention to detail, showcasing designer finishes, high-quality materials, and a cohesive, elevated aesthetic throughout. The home offers a desirable open-concept layout with four bedrooms plus a dedicated office, designed for both comfortable everyday living and effortless entertaining. The beautifully updated kitchen features premium appliances, honed marble countertops, and seamless flow into the expansive living and dining areas, where dramatic panoramic doors open to a bluestone terracecreating a true indoor-outdoor experience. The primary suite has been fully reimagined as a serene retreat, complemented by newly remodeled bathrooms throughout the home. Set on beautifully landscaped grounds, the property also features a sparkling pool with bluestone coping, offering a timeless and private setting for relaxation and entertaining. Ideally located just minutes from Burlingame Avenue, this exceptional home combines classic California living with modern luxury.

430 Hillsborough BLVD, San Mateo

Listed by Serena Conti, 650-619-8398 from Compass
(If provided) CoList: from

Sold listing courtesy of Denise Laugesen from KWPEN

$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

$4,520,000
EB41121432 MLS
3223 Glendora Drive is a well-maintained 9-unit apartment property located in a prime San Mateo neighborhood directly adjacent to the Laurelwood Shopping Center. The asset reflects true pride of ownership and offers a compelling blend of stability, unit size, and rental upside. The unit mix consists of seven spacious one-bedroom/one-bath units and two two-bedroom/one-bath units. The one-bedroom units range approximately 750-800 square feet, while the two-bedroom units are approximately 950 square feet-sizes that are well above typical market averages and highly attractive to long-term tenants. The property is very well maintained and features tuck-under parking with one enclosed garage space currently being leased as storage, providing valuable off street parking in a supply-constrained area. Tenants benefit from a quiet rear courtyard and backyard area, enhancing livability and tenant retention. Current rents are below market, offering approximately 24% upside through rent growth, positioning the property as an ideal opportunity for an investor seeking both immediate cash flow and long-term value appreciation in one of San Mateo's most desirable submarkets.

3223 Glendora Dr, San Mateo

Listed by Ken Wu, (408) 666-2585 from Compass
(If provided) CoList: Ray Rodriguez from Compass

Sold listing courtesy of Gregory Terry from

$4,500,000
ML82027819 MLS
Exceptional investment opportunity in San Mateo featuring a spacious 0.52-acre lot with ample on-site parking and outstanding potential for redevelopment. 1021 S El Camino Real is a highly visible, multi-tenant commercial property positioned on a prime corner along one of San Mateos main commercial corridors. The property offers 32 open parking spaces and includes two separate buildings: Building A, a 6,172 SF two-story structure with an upper-level tenant in place and a vacant ground floor ideal for office, medical, educational, or service-oriented uses; and Building B, a 1,600 SF freestanding building leased to a long-term commercial tenant, allowing the property to generate stable income. This rare offering combines strong street frontage, flexible use potential, and an unbeatable central location just minutes from Downtown San Mateo, major transportation routes, retail amenities, and the areas thriving business district. With its generous lot size, high visibility, and income-producing components, the property presents an exceptional opportunity for investors, owner-users, or developers seeking to capitalize on one of the Peninsulas most desirable and dynamic commercial environments.

1021 S El Camino Real, San Mateo

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

Sold listing courtesy of Stanley Lo from GRBA

$4,450,000
4 Beds 4 Baths ML82048720 MLS
Beautifully remodeled Baywood Knolls residence offering refined interiors, a highly functional four-level floor plan, and exceptional outdoor living. Approx. 3,050 sq. ft. of finished space includes a 2,940 sq. ft. main residence plus detached studio. Features include 4 bedrooms, 3.5 baths, wide-plank oak floors, black-framed windows and doors, and a designer kitchen with Wolf range, large island, custom stainless hood, built-in coffee station, and wine refrigerator. The open kitchen, breakfast area, and dining area create a natural main-level hub for everyday living and entertaining, with easy connection to the living room and backyard. Lower level includes garage, laundry, and private guest suite with double doors to its own patio and steps down to the backyard. Two bedrooms and full bath occupy the next level, while the top floor is dedicated to the primary suite with balcony, fireplace, walk-in closet, and spa-style bath. Outdoors: multiple patios, integrated step lighting, built-in BBQ, premium turf front and rear, detached studio, and sport court.

611 Nevada AVE, San Mateo

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

Sold listing courtesy of Cameron McIntosh from APR

$4,420,000
4 Beds 3 Baths ML82053847 MLS
Rarely available Mediterranean with an exceptional floor plan in one of San Mateo's most desirable neighborhoods. Beautifully updated while preserving its timeless character, the home features four bedrooms on the upper level, gracious formal living and dining rooms, an eat-in kitchen, and a separate family room with direct access to the private backyard. Rich architectural details include gleaming hardwood floors, classic millwork, exposed beams, corbel accents, a stained-glass window, a coffered dining room ceiling, and two fireplaces. The spacious primary suite features a beautifully remodeled Carrara marble and quartz bath, while three additional upstairs bedrooms share a tastefully updated hall bath. The private backyard offers an Ipe deck, paver patio, and level lawn. Built in 1932, this approximately 2,900 square foot residence sits on an approximately 6,839 square foot lot and is ideally located near downtown San Mateo, Caltrain, parks, shopping, dining, and major commute routes.

459 Cornell AVE, San Mateo

Listed by Serena Conti, 650-619-8398 from Compass
(If provided) CoList: from

Sold listing courtesy of Maria Scott 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

$4,225,000
3 Beds 3 Baths ML82034909 MLS
Nestled in the heart of San Mateo Park, this Mediterranean villa is a rare blend of timeless architecture, thoughtful design, and state-of-the-art upgrades. Set back on a lush quarter-acre corner lot, the home offers both privacy and presence, framed by manicured gardens and mature trees. Inside, the residence unfolds with character and warmth. The living room impresses with its barrel ceiling, French doors, and original fireplace, while the sunroom, flooded with natural light, opens seamlessly to the patio. The formal dining room, highlighted by beveled glass windows, invites memorable gatherings. At the center of the home, the updated chefs kitchen boasts walnut cabinetry, granite countertops, a breakfast bar, and a charming nook overlooking the garden.The layout is designed for todays lifestyle, featuring two private offices, a primary suite with a jet tub and garden window, and a spacious attic and basement providing exceptional storage flexibility.This home is a perfect balance of timeless character and modern luxury, offering a lifestyle of comfort, convenience, and charm in one of the Bay Areas most desirable neighborhoods. Superb location with extraordinary walkability, equidistant to fine dining and boutique shopping in downtown Burlingame or San Mateo.

195 Warren RD, San Mateo

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

Sold listing courtesy of Hope Pilch from HPPRO

$4,200,000
4 Beds 3 Baths ML82037465 MLS
Unsurpassed quality defines this reimagined home at 638 Oregon Avenue. Rebuilt from the ground up, it features top-shelf construction, craftsmanship, and woodwork. The entryway includes a striking staircase. The high-end, open kitchen is filled with natural light, crafted with the finest materials, and includes an eat-in bar. The family room is an elegant living area with high ceilings, built-ins, natural light, and lots of space. Glass doors open to a beautifully landscaped backyard with a two-tier stone patio, extending the living space outdoors. One bedroom and one and a half bathrooms are downstairs. The upstairs primary suite has a stunning closet with high-end built-ins and an elegant en suite bathroom. Crown molding, wainscoting, and custom cabinetry combine functional design and quality materials. Integrated smart lighting, whole-home audio, and remote-controlled shades add convenience. Other features include central air, whole-house water filtration, tankless water heater, and a two-car garage.

638 Oregon AVE, San Mateo

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

Sold listing courtesy of Greg Damelio from SGP

$4,195,000
4 Beds 3 Baths ML82058524 MLS
Located in San Mateo's desirable Baywood neighborhood, 222 Harvard Road is a Spanish Mediterranean home filled with original character. The remodeled kitchen, featuring stainless steel appliances and a Thermador refrigerator, opens to a spacious great room with easy indoor-outdoor flow to the level yard. The oversized living room is the star of the home, with a vaulted wood ceiling, hardwood floors, iron handrails and accents, and architectural details that reflect the homes Spanish Mediterranean roots. Four bedrooms include a primary suite and a main-level bedroom currently used as an office. Outside, the flat yard offers space to dine, play, garden and relax. A detached two-car garage provides parking and additional storage. With original craftsmanship, flexible living spaces and modern updates, 222 Harvard Road brings together the character of an earlier era with the way people live today.

222 Harvard RD, San Mateo

Listed by The Dwyer Group, 650-931-2036 from Compass
(If provided) CoList: from

Sold listing courtesy of Nick Corcoleotes from CBR

board logoThe data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than Intero are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.
Based on information from MLSListings MLS as of . All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.


Copyright 2026 MLSListings Inc. All rights reserved