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$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
$5,295,000
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

$3,450,000
3 Beds ⋅ 3 Baths ⋅ ML82040316 MLS
For nearly four decades, this home has quietly lived a life of devotion, the kind you feel the moment you step inside. Chosen 38 years ago for more than just its location, it became a place where life unfolded in meaningful ways, from mornings by the fireplace to evenings that lingered long past dinner. In 2003, it was thoughtfully expanded, not simply to grow in size, but to evolve with its owners, opening spaces, inviting in natural light, and creating a seamless connection between the kitchen, family room, and backyard where gatherings effortlessly flowed. It's a home that grew alongside a family, where children once walked to Baywood Elementary, then on to Borel Middle, and eventually to Aragon High, celebrating first proms, cheering at Friday night games, and marking milestones just moments from the front door, all set in San Mateos premier neighborhood. Upstairs, softly lit stairs lead to private retreats, including a refined primary suite and a tucked-away office that reflects changing times and needs. Every update since, from new systems to careful improvements, was made with intention and pride of ownership. This is not just a home that has been lived in, but one that has been deeply cared for, ready now for its next chapter with someone who will continue its story.

307 Aragon BLVD, San Mateo

Listed by Eva Chen, 415-971-5171 from Compass
(If provided) CoList: Jeff Chen from Compass

Sold listing courtesy of Sternsmith Group from APR
$2,990,000
4 Beds ⋅ 3 Baths ⋅ ML82039543 MLS
Welcome to this beautifully remodeled traditional home in the Woodbridge Park neighborhood of San Mateo, zoned to top-rated Belmont schools. Flooded with natural light, this rarely available 2-story residence offers a versatile floor plan. Upstairs, you will find a primary suite featuring high ceilings & a seating area along with 2 additional bedrooms each with their own walk-in closet. A bedroom & a full bath on the main level provide flexibility for guests or a home office. A grand entry opens to an elegant living room with vaulted ceilings & a formal dining area, creating an inviting space for everyday living. At the heart of the home, you will find an open layout where a fully remodeled kitchen flows effortlessly into a sunny eating area & an inviting family room. Double sliding doors open to the flat backyard perfect for indoor-outdoor living & entertaining. The stunning kitchen showcases white cabinetry, quartz counters, SS appliances, tile backsplash & a center island. Other highlights include newly installed white oak engineered hardwood floors & carpet, fresh paint, chic light fixtures, recessed lighting, laundry room & 2 car garage. Ideally located near parks, Hillsdale Mall, freeways, Caltrain & SFO. First time on the market, this is the one you have been waiting for!

269 Woodbridge CIR, San Mateo

Listed by Sanit Bordeianu, 650-430-3500 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Steven Wen from KWCU
$2,500,000
3 Beds ⋅ 3 Baths ⋅ ML82039491 MLS
Located in a sought-after San Mateo neighborhood, this spacious 3-bedroom + office, 2.5-bath home offers approximately 2,530 sq ft of flexible living space on a beautifully landscaped 6,600 sq ft lot. Designed for both everyday comfort and entertaining, the home features a large family room seamlessly connected to the kitchen perfect for gatherings, movie nights, or hosting guests. The dedicated office provides an ideal work-from-home setup or optional guest space. The expansive, flat backyard is a true highlight, offering mature landscaping, room to play, garden, or create your own outdoor retreat. With its generous layout and solid footprint, the home presents a rare opportunity to update, expand, or customize to match your vision and lifestyle. Ideally located near parks, top-rated schools, shopping, dining, and major commuter routes, this property combines convenience with long-term upside. Whether youre looking to move right in or design your dream home over time, this is a unique opportunity in one of San Mateos most desirable areas.

341 Sylvan AVE, San Mateo

Listed by Sternsmith Group, 650-678-5455 from Compass
(If provided) CoList: from

Sold listing courtesy of Magic Li from CBR
$3,300,000
4 Beds ⋅ 3 Baths ⋅ ML82039454 MLS
Located in the highly desirable Baywood Park neighborhood of San Mateo, this beautiful updated home offers an exceptional blend of comfort, convenience, and everyday amenities. Just moments from Crystal Springs Village with access to Safeway, Starbucks, CVS Pharmacy, and popular local dining including Rainbow Pizza. Conveniently situated near Highways 92 and 280 with easy access to Highway 101, Hillsdale Shopping Center, and Downtown San Mateo. Set within highly regarded school boundaries. This elegant Neo-Mediterranean residence features a spacious front lawn and inviting curb appeal. Inside, a grand open-concept foyer, living room, and dining area are highlighted by soaring double-height ceilings and abundant natural light through large windows. The well-appointed eat-in kitchen offers granite countertops, stainless steel appliances, ample cabinetry, a center island with breakfast bar, and a breakfast nook, opening to a generous family room with fireplace and backyard access. The main level includes a guest bedroom, office, full bath, and laundry room. Upstairs are three bedrooms and two baths, including a spacious primary suite with dual vanities, soaking tub, walk-in shower, and ample closet space. Private backyard with patio, lawn, and circular hillside deck.

117 Lakewood CIR, San Mateo

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

Sold listing courtesy of Max Lo from GRBA
$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
$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
$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
$2,860,000
5 Beds ⋅ 3 Baths ⋅ ML82036587 MLS
PRICE ADJUSTMENT!! Welcome to 1521 Cherrywood Dr - A standout 5 bedrooms + office, 2.5 bath retreat nested in one of San Mateos most sought-after Laurelwood neighborhoods. Set on a generous ~8700 sq. ft. lot. This 1975 built home offers ~2710 sq. ft. of thoughtfully designed living space, perfect for families & entertaining. The home welcomes you with a spacious floor plan, an elegant staircase, a sun filled living room with a fireplace & an inviting formal dining room with sliding doors to the lush gardens. The heart of this home is a well-appointed kitchen with a majestic inviting island - a place to create memories with family & friends. The cozy family room flows directly into a large private oasis backyard. Imagine hosting a private party within a serene garden space under mature trees and a waterfall. Office conveniently located on ground level and 5 private bedrooms upstairs. Additional features include, cherrywood hardwood floors, gourmet granite countertops, custom cabinetry, stainless steel appliances, radiant flooring in the primary bath, putting green, seperate laundry & attached 2 car garage. This centrally located Laurelwood enclave features premium schools, shopping destinations, scenic trails, parks and major commuter routes. OFFERS DUE, Tuesday 4/21/26 at 10am.

1521 Cherrywood DR, San Mateo

Listed by Dzovig Derounian, 650-302-3288 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Rumana Jabeen from KWPEN
$3,000,000
6 Beds ⋅ 4 Baths ⋅ ML82036584 MLS
Commanding a premier position in one of San Mateos most sought-after neighborhood. This classic two-level Tudor-style home spans an impressive 2,712 sq ft, offering a versatile layout that features 6 spacious bedrooms and 4 bathrooms. The true crown jewel of this property is the expansive 10,990 sqft lot. Behind the home lies a massive, sun-drenched backyard that serves as a private sanctuary and a blank canvas for your imagination. It is the ideal setting to build the escape of your dreams....a resort-style pool and spa, a professional outdoor kitchen for entertaining, or a lush sustainable garden. Complementing the homes interior is a functional three-car garage, providing ample space for vehicles and additional storage. Beyond the property lines, the location offers an unparalleled quality of life. Families will appreciate the close proximity to top-rated San Mateo schools, known for their academic excellence and community focus. For the modern professional, the home provides seamless access to the 280 freeway, offering a scenic and efficient commute to both San Francisco and the heart of Silicon Valley. Award winning San Mateo Schools...Aragon High School.

2056 Fairmont DR, San Mateo

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

Sold listing courtesy of Denise Williams from SRXW02
$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
$2,766,000
4 Beds ⋅ 4 Baths ⋅ ML82035874 MLS
Welcome to this inviting San Mateo home that offers a thoughtful blend of character, comfort & versatility. Classic charm is preserved throughout, while key spaces have been tastefully updated, including a renovated kitchen & fully remodeled bathrooms. The homes layout flows easily, with a front living room anchored by a wood-burning fireplace, a dedicated dining area & a comfortable family room adjoining the kitchen. A short set of steps leads up to a private bedroom wing. The primary suite features its own bathroom & opens to a private rear balcony, creating a quiet place to unwind. There are two additional bedrooms and bath. A standout feature is the versatile downstairs "apartment," complete with a kitchenette, living area, bedroom, and bathroom; with access from both the main home & a separate exterior entrance, this space is ideal for guests, extended family, or potential rental use. The home also includes a unique attic area that adds personality & usable flexibility. The landscaped backyard provides a peaceful retreat, highlighted by a built-in gazebo ideal for outdoor enjoyment. Centrally located, this charming home offers exceptional convenience just moments from Hillsdale Shopping Center, vibrant downtown San Mateo and popular Beresford Park.

319 30th AVE, San Mateo

Listed by Johnny Heckenberg, 650-776-5779 from Coldwell Banker Realty
(If provided) CoList: Kari Eden Schaiman from Coldwell Banker Realty

Sold listing courtesy of Joe Polyak from RISE
$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
$4,030,000
5 Beds ⋅ 3 Baths ⋅ ML82035736 MLS
Set on an expansive ±10,968 sq ft flat lot in Baywood Park, this exceptional single-level home offers rare scale, views, and flexibility. Featuring 5 bedrooms and 3 full bathrooms, the layout supports both everyday living and long-term versatility. Western-facing exposure captures sweeping views toward Crystal Springs Lake and dramatic sunsets that become an everyday routine. Interiors showcase wide-plank hardwood floors, abundant natural light, skylights, and seamless indoor/outdoor flow. The chefs kitchen anchors the home with custom wood cabinetry, natural stone surfaces, a furniture-style island with built-in wine refrigerator, professional gas cooktop with custom hood, double wall ovens, and generous storage. Living and dining areas open to a large paver patio, private low-maintenance yard with premium turf, deck and raised planting beds. The primary suite includes dual walk-in closets and en-suite bath. A detached two-car garage also offers an attached separate bonus space ideal for home office or fitness studio, plus attic storage in both the garage and main home. A rare combination of views, lot size, and single-level living in Baywood Park is exactly what you have been looking for to call.. Home

1360 Parrott DR, San Mateo

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

Sold listing courtesy of Matt Skrabo from KWPA
$2,260,000
4 Beds ⋅ 4 Baths ⋅ ML82035485 MLS ⋅ Meadow Walk BLDG.
A rare opportunity to own a stunning, impeccably maintained four-bedroom home in the highly sought-after Meadow Walk community of Bay Meadows. Experience the perfect urban retreat in this quiet and spacious corner-unit residence with a lush greenbelt right at your doorstep. DETAILS YOU'LL LOVE: Quiet corner unit, open floor plan with superior finishes, ground-floor suite, massive master bedroom retreat with walk-in closet, 2 car side-by-side garage, spacious laundry room, whole house water softener, builder upgrades throughout. CHEF'S KITCHEN: Open kitchen with designer appliances, large island, reverse osmosis water filter, and plentiful cabinets. FAMILY-FRIENDLY NEIGHBORHOOD: steps away from playgrounds, parks, restaurants, and more. OUTSTANDING CONVENIENCE: Walk to Whole Foods, Trader Joe's, Blue Bottle, Hillsdale Mall, Chipotle, UCSF Health, Kaiser, and more. Minutes to HWY 101, 92 and tech shuttles. Hop on Caltrain at Hillsdale Station, located inside the community. Bay Meadows is home to companies like Roblox and Franklin Templeton. Come live, play, eat, and work in this amazing community!

150 Hack Ross AVE, San Mateo

Listed by Michelle Lin, 408-390-5955 from Empire Premier Properties
(If provided) CoList: Stephanie Lam from KW Advisors

Sold listing courtesy of Cory Chen 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
$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
$1,755,000
5 Beds ⋅ ML82033640 MLS
Welcome to 53-55 E 39th Street, a rare and spacious duplex located in the heart of San Mateo. This versatile property offers an incredible opportunity for investors, multi-generational living, or owner-occupants seeking additional rental income. The front unit features 3 bedrooms and 1 bathroom with a generous layout ideal for a family or primary residence, while the rear unit offers 2 bedrooms and 1 bathroom, perfect for a small family. Each unit enjoys its own private entrance, garage, indoor laundry, and access to outdoor yard space. Interiors are bright and well-maintained, with hardwood flooring and updated kitchens throughout. Not to mention each unit has its own oversized back yard, bringing in additional cashflow for investors. Located on a quiet, tree-lined street just minutes from Hillsdale Shopping Center, Caltrain, top-rated schools, and an array of dining and retail options, this property offers a perfect blend of comfort, convenience, and long-term value. Easy access to Highways 92, 101, and El Camino Real makes commuting a breeze. Whether you're looking to live in one unit and rent the other, or add a high-quality asset to your real estate portfolio, 53 E 39th Street presents a rare and rewarding opportunity in one of the Peninsulas most desirable locations.

53 E 39th AVE, San Mateo

Listed by Dominic Gluhaich, 408-710-4538 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Vygandas Razhas from CCREEB
$2,860,000
3 Beds ⋅ 3 Baths ⋅ ML82033035 MLS
Reimagine a spectacular space in the heart of coveted Laurelwood, known for its outstanding schools and strong sense of community. Welcoming double front doors provide access into a 2-story foyer showcasing an elegant staircase up to the second floor. Naturally lit, large-scale rooms and wide hallways create a comfortable interior flow throughout. Just off the entrance hall, the space opens into a huge combination living and dining room. The room is long, allowing both areas to coexist without feeling crowded. On the opposite side of the foyer is a study and powder room. Along the back of the house, overlooking the yard, is the kitchen and family room with wood burning fireplace. A separate laundry room completes the 1st floor. Upstairs, for maximum privacy, are 3 generously sized bedrooms with ample closet space and 2 bathrooms. Discover a park-like setting in the backyard protected by a canopy of mature trees along the perimeter. The patio terrace and 2 decks are ideal for outdoor entertaining. The huge 3 car attached garage is wide and deep, built for more than just parking. Top-rated schools. Steps to the entrance of Laurelwood Park, San Mateo's largest and the trails on Sugarloaf Mountain. Easy access to major freeways, public transportation and SFO. Worth a visit!

1413 Parkwood DR, San Mateo

Listed by Denise Cronan, 650-307-2240 from Cronan Real Estate Services, Inc.
(If provided) CoList: from

Sold listing courtesy of Judy Zhu from CBR
$1,592,500
4 Beds ⋅ ML82032716 MLS
Fantastic opportunity! Two spacious 2br / 1bth units with split-level floor plans! Gracious living rooms / dining L, fireplaces, nice kitchens, two bedrooms with one large bathroom upstairs, each unit has a separate / spacious back yard and their own enclosed one-car garage w/laundry area. Situated in the highly sought after Sunnybrae neighborhood on a quiet culdesac in a quiet - mostly residential neighborhood of well-kept homes. Close to nearly every imaginable convenience and rented with super-solid tenants.

906-908 Haddon DR, San Mateo

Listed by Philip Watson, 650-274-5187 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Denise Cronan from CRNAN
$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
$2,075,000
3 Beds ⋅ ML82031785 MLS
Introducing 436 Turner Terrace, a true trophy California Craftsman tri-plex located on a gorgeous tree lined street. The neighboring single family homes and apartment buildings all feature stunning architecture and are equidistant to the downtowns of both Burlingame and San Mateo. This property couldn't be more charming. All units are flooded with natural light and are significantly larger than standard units of the same bed/bath mix. Each attached home has been beautifully renovated. The main electrical panel has been updated as have 3 of the subpanels (one needs to be replaced). Hardwood floors, 9 and wood beam ceilings, intricate millwork, and built-ins abound. The main home is a massive 2 bed 2 bath owners unit but could easily be used as a 4 bedroom. There is also a light and bright 1 bed 1 bath & studio. Very large shared backyard that may offer significant expansion potential. Next to the 3 car carport is a 2 room cottage that could be converted to an additional dwelling unit. New interior paint in main home and new exterior paint (less stucco section). Could be the ultimate owner occupier/family compound or just a fantastic investment. Please go look at everything else available on the peninsula in this price range then come look at 436 Turner Terrace.

436 Turner TER, San Mateo

Listed by Steve Zirelli, 650-224-3118 from Cornish & Carey Commercial
(If provided) CoList: Joel Hopman from Newmark Cornish & Carey

Sold listing courtesy of Steve Zirelli from CC
$2,189,000
4 Beds ⋅ 4 Baths ⋅ ML82030738 MLS
Modern, light-filled, and tech-forward, this four-bedroom, four-bath Meadow Walk residence built in 2017 offers effortless living in one of San Mateos most sought-after communities - Bay Meadows. The open-concept main living level seamlessly integrates the kitchen, dining, and living areas, ideal for entertaining and everyday living, while the sleek kitchen features stainless steel appliances and an eat-in island. A private balcony extends the living space outdoors. The room on this level functions beautifully as a office, den or guest bedroom, with a full bathroom conveniently located just outside the room. Upstairs, the primary suite offers a peaceful retreat with a walk-in closet and spa-inspired bath with dual vanities, along with an additional bedroom suite. The lower level includes a private bedroom and full bath, integrated storage, and direct access to the attached two-car garage. Future-forward features include Cat 6 wiring (up to 10-gig speeds), 3 zone climate control, smart-home integration, and security system. Located in the walkable Bay Meadows community near Caltrain, parks, Whole Foods, Hillsdale Mall, Blue Bottle Coffee, and Highways 101 & 92. A rare opportunity to own a smart, modern home where design, technology & location come together.

120 Franklin PKWY, San Mateo

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

Sold listing courtesy of Serena Conti 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

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