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$2,700,000
5 Beds ⋅ 4 Baths ⋅ ML82049817 MLS
Magnificent 5-bedroom estate featuring breathtaking bay views, situated in the highly desirable neighborhood. Abundance of natural light streaming through a dramatic picture window, illuminating the elegant living room & dining area. The heart of the home is a chef's gourmet kitchen and family room, highlighted by vaulted ceilings, skylights, high-end custom cabinetry, granite countertops, a massive center island, surround sound system for 3 TVs, perfect for both luxury everyday living and grand-scale entertaining. The secluded master suite offers a dedicated den, walking closet, spacious bathroom with a soaking tub and separate shower for ultimate relaxation. On the opposite side of the house, a separate wing has 4 additional bedrooms, including 2 en-suite bedrooms, plus a hall bathroom with a jetted tub, providing exceptional comfort and privacy for family and guests. Situated on over 14,000 sf lot. One-of-a-kind backyard showcases a cascading waterfall leading to a hilltop retreat with panoramic Bay view. The hilltop entertainment area features a Disneyland-inspired bar, TV, BBQ, outdoor kitchen, refrigerators, hot tub and more. Conveniently located between San Francisco and Silicon Valley.

241 42nd AVE, San Mateo

Listed by Jeannie Hu, 650-400-8007 from Realty World Dominion
(If provided) CoList: from

Sold listing courtesy of Lana Morin from NTERO
$3,000,000
4 Beds ⋅ 4 Baths ⋅ ML82049775 MLS
Set on a lush terraced hillside in one of San Mateos most desirable neighborhoods, this architecturally distinct 4BD/4BA residence offers a rare blend of privacy, natural beauty, and sophisticated indoor-outdoor living. Designed with a striking vertical layout connected by a newer elevator, the home maximizes both views and usable outdoor space. Expansive living and dining areas open seamlessly to multiple outdoor retreats, including a tranquil grotto, view terrace overlooking the Santa Cruz Mountains, and an enchanting top-floor patio with fountain reminiscent of a private treehouse sanctuary. Bathed in natural light, the home features designer finishes, a gourmet kitchen with premium appliances, generous entertaining spaces, and versatile bedroom arrangements. The secluded second-floor suite offers exceptional privacy while remaining easily accessible. The expansive south-facing grounds feature close to 20 fruit trees and are ideal for gardening, entertaining, or quiet relaxation amid mature landscaping. Recent improvements include a newer elevator, roof, fences, retaining walls, and garage door. Ideally located near downtown San Mateo, Burlingame Avenue, Caltrain, parks, dining, shopping, and major commuter routes.

120 Gramercy DR, San Mateo

Listed by Sophie Tsang, 408-667-3171 from Compass
(If provided) CoList: from

Sold listing courtesy of Greg Browman from 7A895
$1,900,000
ML82049133 MLS
Seven Bedroom, 3.5 bath residential home with subdivision into multiple unit possibility

114 S Delaware ST, San Mateo

Listed by Michael Verdone, 650-208-0669 from Economic Concepts
(If provided) CoList: from

Sold listing courtesy of Cary Kletter from WOLF
$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
$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
$3,805,000
4 Beds ⋅ 3 Baths ⋅ ML82047066 MLS
This magnificent home, situated on an oversized lot, combines stunning, renovated interiors and a timeless exterior to provide the perfect balance of style and comfort. Grand-scale living spaces bathed in a crisp, neutral palette offer a seamless indoor-outdoor flow, integrating the interior with the rear yard oasis and expansive deck. The beautifully updated, bright, and open floor plan revolves around a gourmet kitchen and great room featuring a generous central island, Thermador appliances, quartz counters, and two skylights. Light streams in from every direction, while glass doors flow effortlessly out to the resort-style outdoor patio areas and lush gardens ideal for entertaining. The main level includes a junior primary suite plus two additional bedrooms and an updated hall bath, all thoughtfully grouped together. The upper level features a private sitting area or office and the luxurious primary suite, complete with two walk-in closets and access to a private patio via glass doors. Finished with a two-car attached garage and ample guest parking, this property is truly the perfect "home sweet home." Located within the highly sought-after Baywood School District and just minutes from lively downtown San Mateo, shopping, dining, parks, and commute routes. Welcome home!

678 Barneson AVE, San Mateo

Listed by Ronda O'Leary, 650-520-8390 from Compass
(If provided) CoList: from

Sold listing courtesy of William Lister from CBR
$1,700,000
4 Beds ⋅ ML82046369 MLS
First time on the market in over 50+ years this rare Mid-Peninsula Duplex offers Investors and potential owner-users have the opportunity to acquire two homes on one parcel. 1015-1017 10th Ave is a well-situated duplex located in the thriving city of San Mateo, California. Situated on a 4,800 square foot parcel of land, the subject property was originally constructed in 1939 and has a gross building area of approximately 2,799 square feet, offering its tenants beautifully designed two-bedroom single-family floor plans. Tenants enjoy the privacy of single-family living with no shared walls and convenient amenities such as private garage parking and individual fenced backyards. San Mateo is strategically located between San Francisco and San Jose. The city is well situated and offers an ideal climate in a robust and successful community and region. San Mateo offers a vibrant business and retail environment with several major shopping centers and an active downtown area. Many notable attractions in the city include the many street retailers lined along North El Camino Real, the popular Hillsdale Shopping Center, and San Mateo Medical Center.

1017 10th AVE, San Mateo

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

Sold listing courtesy of Duydat Vu from DAT
$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
$2,750,000
2 Beds ⋅ 3 Baths ⋅ ML82043883 MLS
NEW PRICE!! Welcome to luxury living at the Towers in the heart of San Mateo! This stunning 2BR/2.5BA condo offers an expansive 2,800 SF of modern elegance. Step inside to find high ceilings, sleek hardwood floors, recessed lighting, and plenty of natural light streaming through a multitude of windows. The open layout features a spacious foyer, formal dining room, and a cozy library/den, perfect for working from home or unwinding. The sunlit kitchen is complete with a breakfast nook, cooktop, range hood, dishwasher, refrigerator, and even a wine cooler for entertaining. The private primary ensuite boasts a walk-in closet, a large shower and generous primary bedroom. A small private patio off kitchen offers a serene outdoor space, while the building includes shared rooftop deck, patios, and common outdoor areas. Amenities include pool/spa, sauna, gym, game room, and media/recreation room. With a doorman, elevator access, & security features like an electric gate and voice intercom, convenience and peace of mind are yours. Add'l features include central AC/heating, an in-unit washer/dryer and private storage Located near downtown San Mateo, this condo combines convenience, style, and easy access to downtown restaurants, shops and library

20 W 3rd AVE 601, San Mateo

Listed by Susan Herman, 650-400-4383 from Compass
(If provided) CoList: from

$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
$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
$2,575,000
5 Beds ⋅ 4 Baths ⋅ ML82042394 MLS
Transparent pricing! Skylight House: among the larger homes in Fiesta Gardens, offering 2,820 sq ft with a well-designed two-story layout. With easy access to 92, 101, and moments from Trader Joe's, Whole Foods, and Bay Meadows Park, yet tucked into Fiesta Gardens, 1028 Bermuda offers an exceptional combination of convenience and setting. Rare 5-bed, 4-bath floor plan with two bedrooms and two full baths on the main level. The flexible layout with main-level bedrooms is ideal for guests or multi-generational living. At the heart of the home is a dramatic double-height living space where skylights flood the interior with natural light, anchored by a striking glass orb chandelier. The open layout flows to the outdoors, with direct access to the garden and patio from the family room, and side yard access from the dining area. Upstairs, vaulted ceilings extend through three bedrooms & two baths, including the primary suite, enhancing the sense of space and light throughout. Ideally located across from College Park Elementary, home to a Mandarin immersion program, and moments from the pool, clubhouse, tennis courts, and play area amenities exclusive to Fiesta Gardens residents. Plus an EV charger in garage. A rare opportunity to own one of the larger Fiesta Gardens homes.

1028 Bermuda DR, San Mateo

Listed by William Cheung, 650-759-8779 from Compass
(If provided) CoList: from

Sold listing courtesy of Julie Baumann from APR
$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
$5,295,000
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

$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
$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
$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
$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
$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

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