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$3,100,000
3 Beds ⋅ 3 Baths ⋅ ML82048939 MLS
If there is one home you need to see this week - this is it! Introducing 3011 Greenoak Court, a spectacular new offering located in one of San Mateo's most highly regarded and sought-after neighborhoods. Quiet, peaceful and serene, yet close to nearly every imaginable amenity, the Greenoak home has so much to offer. Featuring a beautifully remodeled kitchen (with commercial grade appliances, stone counters and a dedicated non-formal eating area), two and one-half upgraded bathrooms, a fantastic one-level open floor plan (with oversized rooms and a dedicated family room adjacent to the kitchen), a private "bedroom wing", a large separate office / workout room - and more... Several strategically placed glass doors situated along the rear of the home smartly segue to the spacious and spectacular "resort-style" rear yard. With features such as a glistening in-ground swimming pool, a separate spa, a large grass play area, a veggie garden, a secluded sun-yard, an entertaining patio and lush surrounding foliage - this is your opportunity to literally "vacation at home"... The curb appeal is undeniable with artistically designed - well tended gardens and sleek custom hardscape that beautifully frame the compelling front entrance. In short, the Greenoak home has it all!

3011 Greenoak CT, San Mateo

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

Sold listing courtesy of Ashley Shi from E3RL
$3,100,000
4 Beds ⋅ 3 Baths ⋅ ML82047327 MLS
First time on the market in over 60 years! With its timeless curb appeal and lush fern canopy at the inviting gate entry, this 2410 SF sunlit home offers buyers an amazing opportunity. Formal entry welcomes one into a dramatic living room with warm hardwood floors, a striking picture window & a wood-burning fireplace. The home features a spacious kitchen with stainless-steel appliances, a cozy breakfast nook with access to the rear yard, and a lovely formal dining room. Upstairs, there are four generous bedrooms, two full baths, a flexible work-or-play area, and a convenient laundry chute. The lower level includes an ideal private home office, a ½ bath, and a laundry area, with additional access to the rear yard. It also features a two-car attached garage and a large 6,599 SF lot with a fenced backyard. Charming 1940s details include crown molding, high ceilings, beautifully refinished hardwood floors, plus a 200-AMP electrical panel (2024), modern light fixtures & fresh paint throughout. (May/26) This wonderful home offers an excellent opportunity to renovate, expand, or keep the footprint as is. Situated in the highly sought-after Aragon community near award-winning schools, shopping, major commute corridors, and local parks, 510 Aragon will be a special place to call home.

510 Aragon BLVD, San Mateo

Listed by Miriam Chirko, 650-740-3593 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of William Fox from BHHS
$3,100,000
4 Beds ⋅ 2 Baths ⋅ ML82042371 MLS
Classic Eichler design meets sweeping Bay views in this beautifully updated San Mateo Highlands home. Expansive walls of glass frame panoramic vistas and fill the home with natural light, creating a seamless indoor-outdoor living experience. From sunrise to sunset, the home's elevated setting offers a rare sense of openness, privacy, and connection to the surrounding landscape. Spanning 1,856sf on an 8,250sf lot, the home showcases Eichler's signature open floor plan, vaulted ceilings, and clean mid-century lines. The layout flows effortlessly from living and dining spaces to outdoor entertaining areas, ideal for both everyday living and hosting. Thoughtfully upgraded, the home blends iconic design with modern comfort. Features include porcelain tile flooring, remodeled primary bath, curated designer lighting, and a gas fireplace with tile surround. The kitchen is enhanced with a glass tile backsplash, while upgraded electrical with EV charging, new garage doors and systems, and integrated audio add convenience and functionality. Set in the SM Highlands, the property offers a quiet, private setting with easy access too 1-280, SFO, Highway 92 and nearby amenities such as a community pool, pickle ball/tennis, playground. A rare opportunity to enjoy exceptional Bay view living.

2027 New Brunswick DR, San Mateo

Listed by Kathleen Azzopardi, 650-868-2878 from Compass
(If provided) CoList: Eddie Azzopardi from Compass

Sold listing courtesy of Kyle Rawls from AGNC
$3,100,000
3 Beds ⋅ 2 Baths ⋅ ML82038343 MLS
Garden views, golden light, & a beautifully updated interior, 1321 Vernon Terrace offers effortless living thats hard to find and even harder to leave. Remodeled in 2023 with a refined eye for design, the home features a stunning kitchen with custom cabinetry & all-new appliances, a renovated guest bathroom, Greenguard Gold certified mineral-core vinyl plank flooring, fresh interior & exterior paint, and thoughtfully selected modern finishes throughout. The open-concept layout is bright & inviting, with oversized windows that draw the outdoors in and create an airy, flowing feel. Step into a private backyard sanctuary where lush landscaping and a soothing fountain set the stage for entertaining, morning coffee, or relaxed evenings under the stars. Adding flexibility & value, a bonus room 100+/- square feet with electricity creates an ideal space for a home office, studio, playroom, or storage. The garage offers excellent organization with two pull-down ladders and generous rafter storage. Enjoy a quiet, close-knit neighborhood with young families and beloved annual block parties, plus walkable access to top rated schools. Conveniently located near Highway 92 with quick access to 280 and 101 for an easy San Francisco or South Bay commute, & close to the coast for weekend escapes.

1321 Vernon TER, San Mateo

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

Sold listing courtesy of Judy Meuschke from APR
$3,100,000
4 Beds ⋅ 3 Baths ⋅ ML82033173 MLS
Welcome to the Modern Eichler. This stunning fully remodeled residence offers 4 bedrooms, 2.5 baths, and a dedicated office. Thoughtfully updated throughout with smooth-finish drywall, new stucco exterior, new hardscape, smart home technology, and an energy-efficient tankless water heater. The brand-new kitchen features light oak European cabinetry, quartz countertops, and top-of-the-line Thermador appliances. Designer bathrooms showcase all-new, high-end finishes. An open atrium entry floods the home with abundant natural light, creating a seamless indoor-outdoor connection true to Eichler design. Situated on one of the few oversized lots in the desirable Bunker Hill/Highlands area, the property spans an impressive 12,703 square feet offering exceptional space, privacy, and modern California living.

1907 Ticonderoga DR, San Mateo

Listed by Mitch Wong, 650-483-8573 from Compass
(If provided) CoList: from

Sold listing courtesy of Joey Oliva from OMARS
$3,100,000
4 Beds ⋅ 3 Baths ⋅ ML82028527 MLS
Welcome to 1652 Parrott Dr, a beautifully renovated single-story home in the desirable San Mateo.

1652 Parrott DR, San Mateo

Listed by Soofie Jadallah, 650-785-3096 from Coldwell Banker Realty
(If provided) CoList: Ruby Noori from Coldwell Banker Realty

Sold listing courtesy of Fadi Shamieh from SQRE
$3,060,880
3 Beds ⋅ 2 Baths ⋅ ML82044348 MLS
Come experience Baywood at its best! Tucked away on a super quiet street with a set-back frontage, this beautifully updated, turnkey home offers the perfect balance of comfort, style, and privacy. Enter thru a charming front pathway into a light-filled, single-level home featuring hardwood floors, crown molding, and recessed lighting w/ dimmers, double pane windows throughout. Formal living room flow seamlessly into the dining room, enhanced by built-in sound systems and abundant natural light from skylights. At the heart of the home is a remodeled open-concept kitchen with high-end appliances, connecting effortlessly to the dining area. French doors open to a large outdoor patio with views of Mt. Diablo, creating the perfect indoor-outdoor setting, perfect for entertaining. The home offers 3 generously sized bdrms and 2 full baths, including a private primary en suite, w/ bathrooms featuring soaring ceilings for added space and light. Step outside to a large, flat backyard with multiple access points, ideal for gatherings, relaxation. Located just blocks from top-rated schools and mins to Dtwn San Mateo, with easy access to Hwy 280. A rare opportunity in a highly walkable, top-tier neighborhood.

511 Yale DR, San Mateo

Listed by Jeanne Gallagher, 650-504-5110 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Celine Song from CBR
$3,053,500
3 Beds ⋅ 2 Baths ⋅ ML82041449 MLS
This is the kind of home that makes everyday life feel special. From the moment you step inside, there is a sense of comfort and possibility, with sunlight pouring through the rooms and spaces designed for real life to unfold with ease. In the formal living room and dining room, you can picture holidays, celebrations, and family dinners that become lasting traditions. In the family room and kitchen, daily moments feel connected and relaxed, with the chefs kitchen featuring stone countertops that add both beauty and function. In the sunroom, surrounded by windows and opening to the expansive backyard, mornings feel slower and evenings linger a little longer. Weekends here come naturally. Pick up coffee and pastries downtown, enjoy dinner and a movie nearby, then return home to the calm of your own backyard. Cook a great meal in the chefs kitchen and gather in the sunroom, where the outdoors becomes part of the experience. Outside, the oversized 8,480 square foot lot offers room to garden, unwind, entertain, and imagine future possibilities, including adding an ADU. All close to highly rated schools, downtown favorites, and easy access for everyday living. Step into a home where comfort, community, and possibility come together.

390 Hobart AVE, San Mateo

Listed by Cindy Moscaret, 650-759-3356 from Compass
(If provided) CoList: from

Sold listing courtesy of Na Lin from GNVR
$3,050,000
4 Beds ⋅ 3 Baths ⋅ ML82035392 MLS
Stunning 4 bed | 3 bath move-in ready home located in the coveted Baywood Park neighborhood! From the moment you step through the front door you are greeted by a stunning view. The inviting floor plan features a living room with dining area, separate family room, and a downstairs bedroom with full bath. The inside laundry provides convenient access from the garage to the main level. The kitchen and family room open to an expansive patio and deck, perfect for entertaining. Upstairs rear-facing bedrooms share the same beautiful view, and the primary suite offers a walk-out roof deck providing additional possibilities, whether enjoying morning coffee or exploring future expansion options to increase square footage. Freshly painted interior and exterior, new water heater, some new ductwork, new carpet, updated lighting, refreshed landscaping and more! Wonderful neighborhood setting with Crystal Springs Village/Shopping Center just down the street featuring Starbucks, CVS, Safeway and casual dining options. Filoli Historic House & World-Class Garden is approximately 10 miles away for year round enjoyment! Centrally located near Highways 280 & 101 for an easier commute with SFO approximately 15 miles away.

1912 Los Altos DR, San Mateo

Listed by Debra Sanders, 408-391-6533 from Compass
(If provided) CoList: Trish Power from Compass

Sold listing courtesy of Mansour Moussavian from APR
$3,050,000
3 Beds ⋅ 2 Baths ⋅ ML82023664 MLS
Eichler Retreat with Stunning Open Space Views in the San Mateo Highlands. You are greeted by a beautiful courtyard framed by mature trees, exotic plants, and a cozy fire pit seating area the perfect welcome home. A truly special Highlands residence showcasing timeless mid-century design and quality upgrades throughout. The chefs kitchen features solid Red Birch custom cabinetry, a 6-burner Wolf range, Sub-Zero refrigerator, and Bosch dishwasher. The light-filled living room boasts 9-foot ceilings and floor-to-ceiling windows for a stunning indoor/outdoor connection. The primary suite includes an updated bathroom, custom closet organizers, and a built-in desk with cabinetry. Two additional bedrooms and a remodeled hall bath complete the main home. A detached office/studio with built-ins enjoys sweeping views of the open fields, rolling hills, and canyon beyond. The home backs directly to protected open space, and the newly installed deer fence preserves the expansive, unobstructed scenery. Radiant heating, Solar panels, jacuzzi, outdoor lighting, ample storage, and a spacious garage complete this exceptional home near Highlands Rec, Highlands Elementary, and Aragon High.

1764 Lexington AVE, San Mateo

Listed by Soofie Azizi, 650-785-3096 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Mani Singh Bhachu from CBR
$3,050,000
3 Beds ⋅ 3 Baths ⋅ ML82009002 MLS
Welcome! to this Perfectly Situated Home on a picturesque tree-lined street, this stately home blends timeless Spanish charm with modern luxury. This beauty boasts a new roof, new electrical and recessed lighting, updated bathrooms, brand-new appliances, and refreshed pool layers. Step through the welcoming entry foyer into a grand, light-filled living room, perfect for modern living with an open floor plan that connects to a stunning chef's kitchen with Calcutta Cortez counters, and brand-new cabinets. Both the family room and the elegant formal living room open to a lushly landscaped backyard, ideal for entertaining. Upstairs, the serene primary suite features a walk-in closet and spa-like bath. A central landing with office space connects to two additional bedrooms and a stylish bath. The backyard is an entertainer's dream, with a flagstone patio, vibrant landscaping, and plenty of space to host gatherings or simply San Mateo's beautiful weather. Located near Central Park, tennis courts, playgrounds, and vibrant downtown San Mateo, this turnkey home offers charm, convenience, and elegance.

33 Seville WAY, San Mateo

Listed by Paymon Ghafouri, 650-683-0388 from Paymon Real Estate Group
(If provided) CoList: from

Sold listing courtesy of Tatum Clarke from DWELL
$3,020,000
4 Beds ⋅ 3 Baths ⋅ ML82023709 MLS
On a tranquil cul-de-sac near Laurelwood Park is a family-friendly home ready for the next generation. From the curb, the home is traditional in style with neatly manicured trees, shrubs and emerald lawn, and red brick detailing that carries to the façade and front porch. Inside, the drama begins. The front door opens to a two-story foyer that astounds with sweeping hardwood floors, soaring vaulted ceilings, skylights and spacious rooms with generous windows, boasting 2,960+/- sf of interior living space. A greeting room with wet bar, grand living room with stately fireplace and elegant dining room set the stage for formal entertaining, while the great room is ideal for laid-back gatherings, with the family room, kitchen and breakfast area opening to the backyard patio for yet another entertaining venue. For quiet retreat, three of four bedrooms are on the first floor, including Suite 2 with backyard access. Suite 1 occupies the entire upstairs. While both have walk-in closets and ensuite baths, Suite 1 has an office, a sitting room, fireplace, kitchenette, private study and terrace overlooking the flourishing backyard landscape with sculpted patio.

1418 Crestwood CT, San Mateo

Listed by Julie Baumann, 650-576-8889 from Compass
(If provided) CoList: from

Sold listing courtesy of Edwin K. Su from RLST
$3,000,000
4 Beds ⋅ 3 Baths ⋅ ML82050767 MLS
Welcome to 1883 Parrott Drive, a beautifully updated single-level California Rancher offering a unique and versatile floor plan. Designed for today's evolving lifestyles, it features a floor plan that can easily accommodate multigenerational living, remote work, entertaining, or growing households. Open concept living areas and expansive windows create a warm and inviting atmosphere. Gourmet kitchen w/ stainless steel appliances, a Viking oven, and a breakfast bar island. One of the home's best features is the expansive 4th bedroom, which can be used as either a second primary suite w/adjoining full bath featuring a jetted tub and no-step shower. Or, the space can be used as a family room, guest quarters, or media room. The private primary bedroom offers a spa-inspired bath with a steam shower. Two additional bedrooms and a beautifully appointed full bath w/soaking tub. Large, level expansive backyard. Two blocks from Crystal Springs Shopping Center w/grocery stores, dining, and coffee shops. Easy access to major commute routes. A rare opportunity. Single-level residence in a prime neighborhood, excellent schools. 1883 Parrott Drive combines timeless appeal, flexible living spaces, and quality finishes.

1883 Parrott DR, San Mateo

Listed by Christine Rosenfeld, 650-270-9397 from Compass
(If provided) CoList: from

Sold listing courtesy of Gary Yip from YIPB1
$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
$3,000,000
4 Beds ⋅ 3 Baths ⋅ ML82047272 MLS ⋅ Highlands Recreation BLDG.
Rarely for sale...10 LAUREL HILL COURT is an excellent example of mid-century architecture. Complete interior renovation and expansion (2020 with permits)this property offers filtered views of Crystal Springs reservoir, canyon and the bay! A "Unicorn in the Community representing only 1% of mid-century architecture community (over 700 mid century homes in Highlands Neigh)." This home is unique with a lower level that offers a 2-car garage and bonus space ideal for a home gym, office, creative space, or storage. The light-filled open space offers a sleek remodeled custom kitchen, with island, soaring beamed ceilings and quality finishes that include floor-to ceiling Milgard windows and hardwood-style vinyl floors. The living room has a brick, electric fireplace and access to a large balcony w/filtered views. An inviting side deck and yard that wraps around the home completes the indoor/outdoor dynamic. Highlands Recreation Center featuring a pool, tennis courts, playground, daycare, and after-school programs. Convenient access to Highways 280 and 92 offers an easy commute to both San Francisco and Silicon Valley. This is a show-piece, and you don't want to miss it.

10 Laurel Hill CT, San Mateo

Listed by Carmen Miranda, 650-743-4320 from Compass
(If provided) CoList: Mayya Brusilovskaya from Compass

Sold listing courtesy of Gary (gang) Liu from CBR
$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
$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
$3,000,000
4 Beds ⋅ 4 Baths ⋅ ML82027651 MLS
Experience timeless charm and modern comfort in this exquisite Tudor-style 4BD/4BA home, ideally located in the heart of San Mateo, desirable West Side Beresford Park neighborhood. Situated on a beautifully landscaped 5,610 sq. ft. corner lot, this 2,480 sq. ft. light-filled residence blends classic period details w/ modern updates. A welcoming formal entry leads into a spacious living room w/ fireplace adjacent to a formal dining room. The updated kitchen with abundance of cabinets, stone countertops, stainless steel appliances & a breakfast nook. Separate family room opens seamlessly to the backyard oasis, complete with two patios & garden area. A charming outbuilding offers flexible use as an artist studio, office, or guest suite. Four bedrooms, including one on the main level with a full updated bath. Upstairs, the luxurious primary suite has a fireplace and a spa-like bath, while the additional bedrooms each feature private en-suite bathrooms, including one with a charming sitting area. Features hardwood flooring, freshly painted interior, laundry area & an attached two car garage w/ generous storage space. Located on one of the most charming streets in West Side San Mateo just minutes to Hillsdale Mall, caltrain, schools, parks, trail, HWY 101/92/280 and all tech hubs.

330 30th AVE, San Mateo

Listed by Lucy Goldenshteyn, 415-860-5586 from Redfin
(If provided) CoList: from

Sold listing courtesy of Deanna Reudy 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
$2,975,000
3 Beds ⋅ 4 Baths ⋅ ML82025324 MLS
Pristine elegance is the only way to describe this home! The Chef's kitchen is the centerpiece, with Thermador appliances, a large LG refrigerator, and a 5 panel Centor glass door that fully opens to the backyard, creating seamless indoor-outdoor living. The 10-foot island, finished in elegant modern stone, provides seating for 4, generous storage, and a perfect gathering space. Fully renovated in 2022, this home has been transformed from a classic 1,700 sq. ft. layout into a bright, open modern residence with a 629 sq. t. expansion and soaring 14-ft ceilings in the kitchen and dining area. Enjoy solid hardwood floors and solid wood doors! Modern lighting, dual-pane windows, and fully owned solar panels. Smart features include central heating/air, fire sprinklers, and a recirculating hot water system.The home offers 3 suites, including 2 primary bedrooms with spa-style bathrooms finished in full tile and premium fixtures.High-end finishes! Outdoors, a lush pergola and an array of fruit trees including grape, plum, lime, tangerine, fig, and persimmon create a private garden oasis. A Tesla charger and modern laundry setup. A detached shed which can be used for whatever you see fit! This stunning home blends timeless quality with modern upgrades, move-in ready and built to impress.

467 22nd AVE, San Mateo

Listed by Jeannette Dane, 650-302-0891 from Compass
(If provided) CoList: from

Sold listing courtesy of Rosa Baltodano from APR
$2,950,000
4 Beds ⋅ 3 Baths ⋅ ML82041557 MLS
This beautifully updated, split-level gem is in the coveted Baywood/Parrott Park neighborhood. The lower-level floor plan includes a bright living room, formal dining room, primary bedroom suite and bedroom. The gourmet eat-in kitchen opens to a sensational private patio with firepit, lush landscape and sprawling level lawn providing a seamless transition between the interior spaces & the incredible grounds. Fabulous grand staircase leads to the upper level that boasts 2 additional bedrooms and bathrooms. Explore the possibilities in this esteemed neighborhood just blocks to vibrant downtown San Mateo with shops, restaurants, cinema entertainment, parks and recreation. Easy access to both US 101 and 280, CALTRAIN and transportation makes this any commuters dream for San Francisco, SFO and Silicon Valley. The 4th bedroom is staged as an office the county shows 3 bedrooms 1 den

21 De Sabla RD, San Mateo

Listed by The Dwyer Group, 650-703-1183 from Compass
(If provided) CoList: from

Sold listing courtesy of The Dwyer Group from APR
$2,930,000
3 Beds ⋅ 2 Baths ⋅ ML82026480 MLS
Set on a generous, level 9,866 sq. ft. lot with no rear neighbors, this 3-bedroom, 2-bath Eichler plus large office/family room (possible 4th bedroom) offers the perfect blend of mid-century design and modern indoor-outdoor living. A former Eichler Home Tour showcase, the home embraces open-concept living with walls of glass, natural light, and a seamless connection to the outdoors. The spacious addition provides flexibility for a family room, office, or creative studioideal for todays lifestyle. Outside, the expansive yard is a private retreat featuring an outdoor kitchen and dining area, an abundant vegetable garden, and a greenhouse for year-round growing. With its oversized lot, and proximity to the Highlands Rec Center (pool, tennis, fitness), Highlands Elementary, and Crystal Springs Shopping Center, this home captures the best of California livingspace, sunshine, and a true connection to nature.

2219 Allegheny WAY, San Mateo

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

Sold listing courtesy of Disen Cai RE Group from KWPEN
$2,920,000
4 Beds ⋅ 2 Baths ⋅ ML82021851 MLS
Rare, fully transformed Eichler in San Mateo Highlands, seamlessly blending iconic mid-century architecture with modern innovation. The private backyard showcases sleek hardscape, a lush lawn, and serene hillside viewsperfect for outdoor living and entertaining. This home achieves true net-zero energy living with solar panels and Tesla Powerwall, eliminating electricity bills. Inside, meticulous renovations include a Porcelanosa kitchen with premium cabinets, Miele appliances, and tastefully updated bathrooms featuring Porcelanosa vanities, tiles, and mirrors. Each room is equipped with a mini-split heat/cool unit, and Tesla EV charging is installed for convenience. Additional highlights include water-efficient landscaping, a modernized garage, and proximity to top-rated Aragon High School. Ideally located near major companies, shopping centers, restaurants, parks, and Caltrain, with easy access to San Francisco and Silicon Valley.

2272 Bunker Hill DR, San Mateo

Listed by Yuan Meng, 408-334-5058 from BayOne Real Estate Investment Corporation
(If provided) CoList: Ben Peng from BayOne Real Estate Investment Corporation

Sold listing courtesy of Chaochao Jiang from CJIA
$2,911,000
3 Beds ⋅ 2 Baths ⋅ ML82059351 MLS
OFFERS DUE FRIDAY SEPTEMBER 4TH BY 12NOON Welcome to 508 Maple Street, a beautifully refreshed 3-bedroom, 2-bath home ideally located just moments from vibrant Downtown San Mateo. Fresh interior and exterior paint, new light fixtures, and a newly tiled fireplace bring a clean, updated feel throughout. Outside, refreshed landscaping enhances the homes curb appeal, while the garage features a newly epoxied floor for a polished finish. Enjoy the convenience of being within walking distance to Downtown San Mateos popular restaurants, shops, cafe's, entertainment, and Caltrain. A wonderful opportunity to enjoy comfortable living in one of San Mateos most convenient locations.

508 Maple ST, San Mateo

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

Sold listing courtesy of Helen Du from SHGM04
$2,900,888
3 Beds ⋅ 3 Baths ⋅ ML82022958 MLS
Enjoy an easy stroll to town from this property's prime location in San Mateo Park. This storybook home captures the timeless architectural character for which the area is so well known. Freshly painted interiors, refinished hardwood floors, and period details create a magical setting ready for the new owner's interpretation. Magnificent formal rooms are contrasted with a large and inviting family room located at the rear of the home, while an office/den offers a quiet hideaway from the activity of the bright eat-in kitchen. There are 3 bedrooms upstairs including a spacious primary suite and an additional room that is well-suited for a nursery or office. Out back is shaded by Redwoods, a sunswept brick patio and a pergola provide ideal outdoor living. On the market for the first time in 62 years. This property reflects the heritage of one of the Parks early custom homes that exudes the grace of a bygone era, while also offering the opportunity for thoughtful updates to further meet todays lifestyle. Listing broker hereby discloses that they grew up in this property and is the sole trustee in this trust sale. This disclosure is provided for informational purposes only and does not affect the broker's duties of honesty, fair dealing, and fiduciary responsibility to all parties.

215 Warren RD, San Mateo

Listed by Chad Krakow, 650-222-7090 from Krakow Company
(If provided) CoList: from

Sold listing courtesy of Hira Bakhsh from SZIR01
$2,900,000
4 Beds ⋅ 5 Baths ⋅ ML82054640 MLS ⋅ Victory BLDG.
Experience elevated contemporary living in this stunning Victory Homes residence at Bay Meadows. One of the communitys most desirable floor plans, this exceptional home is among the few offering a private backyard for seamless indoor-outdoor living. Spanning approximately 2,885 square feet, the home features 4 bedrooms, 4.5 bathrooms, an expansive open-concept great room, and a designer chefs kitchen with premium appliances, a large center island, and walk-in pantry. A main-level en-suite bedroom offers flexibility for guests or a private office, while the luxurious primary suite showcases a spa- inspired bath and generous walk-in closet. The top-floor bonus room with a full bath opens to an expansive rooftop terrace, perfect for entertaining, a home office, or a private retreat. Built in 2018 with designer finishes, central A/C, and an attached two-car garage, this exceptional residence is ideally located just moments from parks, Whole Foods, Blue Bottle Coffee, Caltrain, shopping, dining, and major commute routes. A rare opportunity to enjoy luxury, convenience, and the vibrant Bay Meadows lifestyle!!

3103 Mena, San Mateo

Listed by Mary Bee, 650-343-9999 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Sternsmith Group from APR
$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
$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
$2,860,000
4 Beds ⋅ 2 Baths ⋅ ML82029044 MLS
Discover modern California living in this beautifully remodeled Eichler-style home located in the highly sought-after San Mateo Highlands. This 4-bedroom, 2-bath residence blends iconic mid-century design with contemporary luxury, offering an inviting open-concept layout with abundant natural light. The heart of the home is the gourmet chefs kitchen, thoughtfully designed with a spacious island, premium new appliances, custom cabinetry, and sleek Taj Mahal Quartzite countertops, perfect for cooking, entertaining, and everyday living. The kitchen flows seamlessly into the expansive living and dining areas, creating a warm and functional space ideal for gatherings both large and small. Well-appointed bedrooms and tastefully updated bathrooms offer comfort and style, while the homes clean lines and indoor-outdoor connection reflect the timeless appeal of Eichler architecture. Situated in a desirable neighborhood known for its community feel and scenic surroundings, this property is just minutes from shopping, parks, and top-rated schools, with easy access to major freeways for convenient commuting. A rare opportunity to own a turnkey home in one of San Mateos most coveted enclaves.

2275 Allegheny WAY, San Mateo

Listed by Soofie Jadallah, 650-785-3096 from Coldwell Banker Realty
(If provided) CoList: Ruby Noori from Coldwell Banker Realty

Sold listing courtesy of Mike Sinitsky from RISE
$2,850,000
3 Beds ⋅ 2 Baths ⋅ ML82057169 MLS
Storybook Charm on one of the best streets in Beresford Manor! Oodles of traditional character have been preserved in this wonderful home. Entertain in the spectacular Living Room with its soaring, open-beamed ceiling and original parquet hardwood floors. Holiday and entertainment memories are waiting to be made in the generous formal dining room and the whole family will be accommodated in three LARGE bedrooms. Move-in ready now, this home has had some updating over the years, including a very functional kitchen, and still has loads of potential to add your personal touches. Outdoors, the property exudes care and warmth with a beautifully maintained garden and room for outdoor entertainment. The spacious 1-car garage has ample extra space for a workshop and even boasts a half bathroom (permit status unknown). Located close to shops and restaurants on 25th Ave., Hillsdale Shopping Center, Caltrain, and Hwys 101 & 92, you're moments from everyday conveniences. This home has endless potential; charm, location, and opportunity in one of San Mateos most desirable neighborhoods.

274 Delmar WAY, San Mateo

Listed by Christopher Hawkins, 408-568-8123 from Redfin
(If provided) CoList: from

Sold listing courtesy of Carly Seiff from APR

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