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$2,001,000
3 Beds 2 Baths BE41106708 MLS
Welcome to 740 Dalehurst Avenue, a beautifully updated and meticulously maintained 3-bedroom, 2-bath ranch-style home in the Hidden Valley section of San Mateo and located on the Eastern edge of Sugarloaf mountain at the end of a quiet cul-de-sac. This home is approximately a quarter-acre lot backing up to protected open space and offers stunning panoramic views and exceptional privacy just minutes from top schools, shopping, and parks. Inside, you'll find a light-filled and spacious interior with large living and dining areas, a separate family room, two fireplaces, hardwood floors throughout and an eat-in kitchen perfect for everyday living and entertaining. The home has undergone extensive renovations, including a fully remodeled kitchen with new appliances and quartz countertops, two updated bathrooms, recessed lighting, double-paned windows, fresh paint inside and out, new crown molding, and brand-new gutters. Enjoy the expansive Trex deck overlooking scenic open space. The oversized two-car garage includes generous storage and laundry hookups. Commuters will appreciate the easy access to Highways 92, 280, and 101, making trips to San Francisco, Silicon Valley, or SFO quick and convenient.

740 Dalehurst, San Mateo

Listed by Revelina Um, (510) 427-4315 from KW Advisors East Bay
(If provided) CoList: from

Sold listing courtesy of Betcy Jacob from CBR

$1,470,000
4 Beds ML82016471 MLS
Fantastic Fully Vacant Duplex Opportunity in the heart of San Mateo! Welcome to this move-in ready two-unit building, featuring (2) 2-bedroom, 1-bathroom units, both with private outdoor spaces, separate attached garages with washers/dryers + additional storage space. Both units have been extensively updated including remodeled kitchens and bathrooms with quartz countertops & white shaker cabinets, refinished hardwood floors, new garage doors, new interior & exterior paint, new lighting & more! The expansive lot enjoys a large front yard tucked behind lush trees, multiple planter beds + additional driveway parking outside of each garage. Options abound - use as an investment property with two rentals, live in one and rent the other one out, or use both for a multi-generational family. Centrally located just blocks to Downtown San Mateo shops and restaurants, Central Park, major highways 101 and 92, Caltrain, and across from Sunnybrae Elementary School.

1002 S Delaware ST, San Mateo

Listed by Sternsmith Group, 650-773-7736 from Compass
(If provided) CoList: from

Sold listing courtesy of Hugo De Hoyos from NTERO

$2,524,150
3 Beds 2 Baths ML82009326 MLS
Located in the highly desirable Aragon neighborhood, this charming Monterey Colonial home offers classic curb appeal and access to the acclaimed Baywood School District. Set on a spacious corner lot, it features sweeping lawns and the signature second-floor balcony that defines the architectural style. Inside, hardwood floors enhance the timeless elegance, while the remodeled granite kitchen boasts crisp white cabinetry for a clean, modern touch. The home offers 3 bedrooms and 2 full bathrooms, including a convenient main-level primary suite. Upstairs, you'll find two additional bedrooms and a beautifully remodeled bathroom, blending style and function with thoughtful updates. A detached 2-car garage sits at the back of the property, enhancing privacy for the expansive backyard complete with a large patio and generous lawn space, perfect for outdoor entertaining. Ideally located less than one mile from vibrant downtown San Mateo, Central Park, and a variety of shops and restaurants, this home delivers both comfort and convenience in one of the Peninsula's most coveted communities.

313 Seville WAY, San Mateo

Listed by Andrew Benson, 650-773-1147 from Compass
(If provided) CoList: from

Sold listing courtesy of Nina Ganguly from KWPEN

$3,010,000
4 Beds 3 Baths ML82016449 MLS
Tucked at the end of a quiet cul-de-sac, 942 Viewridge Drive offers an exceptional blend of timeless design, natural beauty, and refined comfort. Captivating Bay views and direct access to Sugarloaf Mountain Open Space create an unparalleled sense of privacy and serenity. Meticulously maintained by one family since its original construction, the home is thoughtfully designed for both elegant entertaining and everyday ease. Light-filled formal rooms, a generous eat-in kitchen with double ovens, and a spacious family room with fireplace, built-ins, and wet bar provide a graceful flow for living and hosting. Upstairs, a tranquil primary suite overlooks open space and features a walk-in closet and dual-sink vanity. Three additional bedrooms plus a versatile bonus room offer flexibility for guests, office, or retreat. Central A/C, seismic upgrades, oversized garage, and lush outdoor spaces complete the home. Located in the top-rated Belmont-Redwood Shores School District.

942 Viewridge DR, San Mateo

Listed by Kalina Wasman, 650-773-4049 from Compass
(If provided) CoList: Jennifer Siem- Oldham from Compass

Sold listing courtesy of Willoughby Thorn from CBR

$1,575,000
3 Beds 2 Baths ML82016324 MLS
This charming 3-bedroom, 2-bathroom single-level home, offers a perfect blend of comfort, style, and convenience. From the moment you arrive, you'll appreciate the beautifully landscaped front yard, mature trees, and inviting curb appeal. Inside, the bright and airy living room features hardwood floors, recessed lighting, and a stone fireplacecreating a warm and welcoming atmosphere. The thoughtfully designed layout flows into a light-filled kitchen with ample cabinetry, a gas range, and a cozy breakfast nook overlooking the front garden. Each of the three bedrooms offers comfortable living space, while both bathrooms are well-appointed and functional. The garage has been converted into a spacious family room, providing flexible space for lounging, work, or play. Step outside to the private backyard oasis, where you'll find lush landscaping and plenty of room to relax or entertain. This home is move-in ready and full of potential.

120 42nd AVE, San Mateo

Listed by Thomas Werbe, 650-207-9168 from Breakwater Properties, Inc.
(If provided) CoList: from

Sold listing courtesy of Mario L. Martin from NTERO

$2,700,000
3 Beds 3 Baths ML82016273 MLS
Welcome to 1441 Woodberry Avenue, a beautifully maintained 3-bedroom, 2.5-bathroom home offering 2,160 square feet of living space on a generous 7,747 SF lot in one of San Mateos most desirable neighborhoods.The homes standout feature is its backyard oasis, which backs directly to a scenic mountainside, providing natural beauty, enhanced privacy, and no rear neighbors. Whether you're enjoying a peaceful morning coffee or entertaining guests outdoors, the setting offers an unmatched sense of calm and connection to nature. Inside, you'll find spacious living areas filled with natural light, a functional floor plan, and plenty of room to grow, gather, or simply relax. Located in a prime neighborhood, you're just minutes from the Laurelwood Shopping Center, beautiful parks, top-rated schools, and the College of San Mateo. Plus, with quick access to Highways 92, 101, and 280, commuting up and down the Peninsula is a breeze. Dont miss this rare opportunity to own a peaceful retreat with hillside views in the heart of San Mateo.

1441 Woodberry AVE, San Mateo

Listed by Dominic Gluhaich, 408-710-4538 from Sterling Ventures
(If provided) CoList: from

Sold listing courtesy of Nick Corcoleotes from CBR

$2,550,000
5 Beds 4 Baths BE41106385 MLS
This is the home you have been looking for. Welcome to 328 Midvale Ave, a beautifully curated residence nestled in one of San Mateo's most desirable Westwood Knolls neighborhood. This inviting single family home is surrounded by rolling hills and bay views. Features open-concept floor plan and renovated with five bedrooms (three ensuite), four bathrooms, 2723 sq ft. The gourmet kitchen is outfitted with shaker-style cabinetry, sleek countertops, stainless-steel appliances and complete with a breakfast nook and walk-in pantry. A spacious family/media room features generous built-in storage and a mini-bar. The living, dining, and kitchen areas flow seamlessly onto a beautifully landscaped garden complete with gazebo that is designed for gathering, relaxing and entertaining. Newly installed central AC system, EV charger, smart thermostat, electric fireplace are some amenities the home offers. This home is centrally located in the Bay for convenient commuting to SF or Silicon Valley. Close proximity to the biggest park in the city with trails and picnic as well as grocery stores, restaurants and shoppings are within a short drive.

328 Midvale Ave, San Mateo

Listed by Karen Ka Tam, (510) 685-5286 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Kevin Pickett from SGP

$3,500,000
4 Beds 4 Baths ML82015959 MLS
Commanding arguably the most extraordinary unobstructed bay views in all of San Mateo, this magnificent 4BR/4BA residence has been impeccably renovated to deliver a 3,580± SF immersive living experience where floor-to-ceiling vistas meet architectural sophistication. Plank and beam ceilings, oak floors, and refined moldings complement double-pane windows, skylights, and recessed lighting, illuminating integrated living spaces that flow onto a sprawling deck. Blending the warmth of natural wood with the elegance of stone, the chefs kitchen features granite countertops, custom cabinetry, premium appliances, a wine fridge, and a striking breakfast bar. Offering peaceful separation from the homes gathering areas, the main level also hosts a serene primary suite, a second bedroom, and a hall bath. Downstairs, a bedroom with a dedicated office provides the flexibility to create a luxurious secondary suite. A fourth bedroom, bonus room, and hall bath complete this floor. With its own full bath, washer/dryer, and seamless access to the newly completed backyard oasis, the lower level allows exceptional versatility, ideal for guest quarters, a family room, or a playroom. Additional highlights include solar panels, AC, and expansive storage. Unmatched, unrivaled, and unforgettable!

254 41st AVE, San Mateo

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

Sold listing courtesy of Lynn Burnett North from AGNC

$1,300,000
2 Beds 3 Baths ML82015880 MLS HARBORTOWN BLDG.
Elegant Waterfront Townhouse - A Masterpiece of Design and Detail Step into a world of architectural artistry in this exceptional home, where no expense has been spared and every detail has been carefully curated. The exquisitely redesigned kitchen blends function with luxury. A skylit dining area is enhanced with elegant sconces, while the living room centers around an abundant wall space for your art collection and a wood-burning fireplace, which opens to a waterfront patio. Wood flooring flows throughout most of the home.The same ambiance continues upstairs. The open loft area offer a versatile canvas for your lifestyle. The second bedroom charms with angled lines, and the hall bath echoes the home's refined aesthetic. The primary suite is a vaulted sanctuary with water views, a custom mirrored barn door, a spa-like en-suite with a grand, porcelain-tiled shower, Hansgrohe Raindance fixtures, marble-countered cabinetry, and crystal waterfall lighting. A generous walk-in closet completes the retreat.3 pools, spa, sauna, 3 pickleball & 1 tennis court. Boat docks for your kayak & paddle-board. Convenient to freeways, shopping & dining. Co-listed with Ann Ellison.

1111 Shoreline DR, San Mateo

Listed by Willa Falk, 650-207-1093 from Compass
(If provided) CoList: Ann Ellison from Compass

Sold listing courtesy of Sternsmith Group from APR

$2,350,000
3 Beds 2 Baths ML82015863 MLS
Welcome to 408 W Hillsdale Blvd! Upon entry, you're immediately drawn into a spacious, light-filled living area where floor-to-ceiling sliding doors frame the backyard and create a seamless indoor-outdoor flow, perfect for relaxed living. The open-concept living and dining spaces offer a warm, inviting atmosphere ideal for both everyday comfort and entertaining, while the kitchen features generous cabinetry and expansive counter space, providing plenty of room to prep, cook, and gather. Down the hall are three well-sized bedrooms, including a comfortable primary suite with direct access to the backyard, an ideal retreat for morning coffee or winding down at the end of the day. Located just minutes from Hillsdale Mall, parks, top-rated schools, and major commuter routes, this home blends timeless charm with everyday convenience in one of San Mateo's most sought-after neighborhoods.

408 W Hillsdale BLVD, San Mateo

Listed by Eric Chu, 650-922-7449 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Ellie Kravets from REDF

$2,837,000
4 Beds 3 Baths ML82014343 MLS
Sunrise Views ~ Remodeled ~ Systems Upgraded. In this friendly pocket of San Mateo's Laurelwood neighborhood, 1647 Overland surprises with her understated, manicured street presence and rather serious front door that when open, reveals a home spilling over with warmth and fun. Living spaces are open and comfortable and a remarkable family room/kitchen organizes daily and entertains easily with its flow to the deck and backyard. Four large bedrooms on one level include a private primary suite and one currently finished as a home office. The home's high ceilings, natural flow between spacious rooms, generous closets and storage, and attached two-car garage were designed for modern functionality, while extensive, high quality remodeling and systems upgrades over the years add a happy hum of efficiency. Solar, upgraded electrical / 200 AMP, HVAC, roof, drainage, insulation, clear termite report - everything just works, leaving plenty of time to enjoy the peaceful views and private, sheltered backyard wonderland with its waterfall pool and spa. The central location connects for both work and play. Parks, hiking, shopping and restaurants are nearby. Known for its wide, quiet streets, Laurelwood's flexible location near the 92 makes SFO, SF and Silicon Valley easily accessible.

1647 Overland DR, San Mateo

Listed by Heidi Maierhofer, 650-281-3601 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Robert Luecke from SHOPI

$3,950,000
4 Beds 4 Baths ML82007258 MLS
Discover the perfect blend of luxury, comfort, & California living at 2185 Cobblehill Place, nestled in the highly sought-after Highlands neighborhood of San Mateo. Situated on a sprawling 17,997 sq ft lot, this beautifully crafted home features 4 bedrooms, 3.5 bathrooms, & 3,390 sq ft of thoughtfully designed living space. Expansive picture windows in the light-filled living & dining areas frame stunning panoramic views, while the open-concept kitchen offers a large center island, breakfast bar, walk-in pantry & premium finishes. The kitchen seamlessly flows into a spacious family room with a fireplace & breathtaking vistas-ideal for relaxing or entertaining. The main level includes a private guest suite tucked off the entry. Downstairs, 2 bedrooms share a full hall bath, while the private primary suite offers a spa-like en-suite, walk-in closet, & serene retreat. Step outside to a beautifully appointed patio with a second fireplace & an expansive backyard perfect for creating your dream outdoor oasis. Additional features include a dedicated laundry room/mudroom located off the attached 2 car garage for added convenience. Enjoy easy access to top-rated schools, scenic trails, shopping, & Highway 280. This home offers timeless design, modern comfort, & a lifestyle you'll love!

2185 Cobblehill PL, San Mateo

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

Sold listing courtesy of Stephanie Nash from APR

$1,850,000
4 Beds ML82015833 MLS
Marketing Package Available Upon Request -- Turn-Key with Significant Income Upside! This 3 unit building is exceptionally well located in the beautiful Aragon neighborhood of San Mateo. Each unit has a remodeled kitchen, a living room and formal dining room. The lower unit (Unit 1) is 2 bedrooms with exposed hardwood floors and remodeled bathroom. This was the owner's unit until last year. The upper units have wall to wall carpeting. Unit 2 has a remodeled bathroom and Unit 3 has an original bathroom. There is a side yard with mature landscaping and artificial turf and deck area and a backyard space for relaxing and bar-b-cuing. The tenants share a washer and dryer on the main level and a washer on the upper level and they have interior access to the 3 car attached garage. Each tenant has their own space and they can also park in their driveways.

6 Avila RD, San Mateo

Listed by Suzan J. Gogol, 650-430-1985 from Coldwell Banker Realty
(If provided) CoList: Mitchell Zurich from Marcus & Millichap

Sold listing courtesy of Jeff M. Fraley from HERI

$2,417,000
3 Beds 2 Baths ML82015799 MLS
This is it, YOUR NEW HOME! Welcome to this beautifully updated Eichler home in the highly desirable Sunnybrae neighborhood of San Mateo. Boasting numerous high-end upgrades and immaculate attention to detail throughout (almost $700K in technical and aesthetic upgrades), this stunning property features a bright and open floor plan, brand new exterior and interior designer paint, new roof with permit, gorgeous engineered wood flooring, stylishly renovated bathrooms, and a truly exquisite kitchen with custom quartz countertops and backsplash, custom cabinets with auto-sensor LED lighting, and top-of-the-line appliances. Technical upgrades include all new electricals, new copper plumbing, tankless water heater, Milgard windows and sliding doors, Eichler model pattern sidings, Hansgrohe fixtures, custom entertainment center in living room, designer ceiling lights, ALL Porcelanosa brand tiles, EV charging port, and so much more. Whatever your lifestyle, Sunnybrae's ideal location and distinctive community lets you create a life uniquely you, and this beautiful modern home will have you and your family living the good life for years to come. WELCOME TO YOUR NEW HOME!

683 Vanessa DR, San Mateo

Listed by Alana Lam, 408-981-6012 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Jeff Harber from APR

$2,930,000
4 Beds 3 Baths ML82015756 MLS
Welcome to this beautifully updated 4 bed, 3 bath home in the coveted Beresford Park neighborhood. Reimagined down to the studs in 2002, this home offers the ideal modern layout. The open kitchen with walk-in pantry, stainless steel appliances, and 6-burner gas range flows into both the dining & family rooms- perfect for entertaining or everyday living. The two-level floor plan includes 3 bedrooms upstairs & 1 bedroom downstairs, ideal for guests or an office. Enjoy 3 fireplaces, a cozy primary reading nook, and 2 outdoor decks/patios for relaxation. A dedicated laundry room adds everyday convenience. Recent updates include a newer sewer lateral, refinished floors, multi-zone furnaces & A/C, EV charger, & smart home features- making it truly turnkey. A private backyard with low-maintenance landscaping offers a balance of functionality & outdoor enjoyment. Enjoy unobstructed views of Beresford Park & community garden- a rare setting with no homes directly across the street. The park offers tennis, pickleball, bocce, basketball, baseball fields, a playground, garden center & rec center. The location is a dream- easy access to Hwy 92, 101, 280, and downtown. Enjoy walks to the Hillsdale Shopping Center, Laurelwood Shopping Center, Caltrain station & nearby public & private schools.

643 28th AVE, San Mateo

Listed by Sternsmith Group, 650-676-0809 from Compass
(If provided) CoList: from

Sold listing courtesy of Lucy Goldenshteyn from RDFIN

$2,025,000
3 Beds 2 Baths ML82015741 MLS
Set on an expansive 7,000 +/- square foot R2, level lot, this property offers incredible potential for future expansion or the addition of an ADU. Whether you envision creating a multi-generational living space, generating rental income, or simply designing your dream backyard retreat, the possibilities are endless. Located in one of San Mateo's most enticing and charming neighborhoods, this 3-bedroom, 1.5-bath home offers approximately 1,630 square feet of well-planned living space. The inviting living room features a cozy fireplace and beautiful original hardwood floors, lending timeless character throughout. A spacious eat-in kitchen provides the ideal setting for both everyday meals and special gatherings, while the home's layout delivers comfort and practicality. Step outside to discover the generously sized, flat backyard - a private outdoor haven adorned with fruit trees and plenty of room for gardening, play, or entertaining. Close to local favorites for shopping and dining, with easy access to major commute routes, this home sits in a neighborhood that truly feels like home. Whether you're starting a new chapter or looking to plant long-term roots, this is the kind of place where potential meets comfort, and charm is part of the everyday.

706 S Humboldt ST, San Mateo

Listed by Julie Flouty, 650-504-6900 from Compass
(If provided) CoList: from

Sold listing courtesy of Chad Krakow from KRAKO

$3,288,000
5 Beds 4 Baths ML82015719 MLS
Experience modern luxury living in this stunning 4-bedroom, 3-bathroom residence, ideally located in the heart of San Mateo and zoned for the highly regarded Aragon High School. Designed with a clean transitional aesthetic, this brand-new home features an open-concept layout, soaring 10-foot ceilings, an oversized fireplace in the great room, and abundant natural light throughout. The flexible floor plan includes one bedroom on the main level and three upstairs, including a spacious primary suite with a walk-in closet. The chefs kitchen is the centerpiece, featuring custom cabinetry, designer finishes, pot filler, and an oversized kitchen island that comfortably accommodates seating for four. Luxurious bathrooms showcase Hansgrohe fixtures and custom vanities, creating spa-like spaces for relaxation. Smart lighting in the living areas allows you to control ambiance with ease via smartphone app or voice commands for a truly modern living experience. Adding to its allure, the property features a detached ADU with a full kitchen, bathroom, and a private alleyway entrance ideal for guests, rental income, or a dedicated workspace. Located just blocks from Central Park, shops, and dining, this exceptional property offers modern design, functionality, and a highly walkable lifestyle.

125 15th AVE, San Mateo

Listed by Mike Danao, 650-274-8890 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of Wayne Shen from APR

$5,695,000
5 Beds 6 Baths ML82015578 MLS Bel Aire Heights BLDG.
Offered in one of San Mateo"s most exclusive enclaves a rare jewel in the prestigious, Bel Aire Heights, a 19-home luxury community of San Mateo Hills. Perched high above the city with unobstructed views of the Pulgas Water Temple and the majestic western hills, this grand, sexy, and luxurious residence is a true showstopper. With over 3,500 square feet of meticulously curated living space, this 5-bedroom, 5.5-bath estate blends timeless elegance with modern sophistication. Every inch of this home is thoughtfully designed with high-end, designer finishes from rich hardwood floors and custom millwork to a chefs kitchen outfitted with top-tier appliances and sleek stone surfaces. Soaring ceilings and expansive picture windows flood the home with natural light and frame the stunning views, creating a seamless indoor-outdoor experience. Retreat to your private sanctuary, where peace, privacy, and beauty surround you. Whether entertaining in style or savoring quiet moments, 118 Rosewood Lane is a very special place to call home.

118 Rosewood Lane, San Mateo

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

$3,115,000
5 Beds ML82015662 MLS
Welcome to this charming Spanish style home situated on a corner lot along a picturesque tree-lined street in the heart of Hayward Park. Framed by palm trees & lush lawn, the front porch leads to a central foyer that opens to the main home or the upper level - ideal for multi-generational, extended family, or guests. Generously sized & designed to live like two SFRs. The main residence offers arched windows, bright living rm with wood burning FP, formal dining rm & eat-in kitchen. All three bedrooms are on one level, including a primary suite with dual sinks & separate tub/shower; one secondary bedroom enjoys a private balcony. A large family rm off the kitchen features a FP, laundry area & slider to an expansive yard with a pool & built-in waterfalls, spa & an outdoor kitchen with BBQ, sink, fridge, TV & FP. The upper level offers a private entry, living rm with FP & balcony, dining rm, eat-in kitchen & laundry. Both bedrooms open to a shared balcony & the primary suite includes a FP, two closets & full bath - perfect for extended family, guests, or rental income. An attached two-car garage completes this home. Easy access to Downtown San Mateo, Central Park, Caltrain & Hillsdale Shopping Center, this home offers space & flexibility in a prime location.

1107 Palm AVE, San Mateo

Listed by Diana Walsh, 650-678-8537 from Walsh Properties
(If provided) CoList: from

Sold listing courtesy of Carol Reen from COMPS

$3,088,000
3 Beds 2 Baths ML82015116 MLS
If there's one home to see this summer, its 137 30th Avenue a masterfully designed one-level residence where modern elegance meets smart, contemporary living. Set on an expansive 8,250 sq ft professionally landscaped lot, this architectural gem offers the perfect blend of luxurious interiors and exceptional outdoor spaces. The main home features three spacious bedrooms and two full bathrooms and is showcased by a thoughtfully designed open-concept layout anchored by a chef's kitchen with premium appliances, a custom buffet station, and a striking central island. Expansive bi-fold doors create a seamless transition to the private rear deck and yard, ideal for effortless indoor-outdoor living. Flooded with natural light, the home also features three composite decks, an outdoor spa and a primary suite with a spa-inspired ensuite that must be seen to be believed. The backyard is equally captivating, highlighted by a custom built ADU with vaulted ceilings, floor-to-ceiling glass, a loft with a bespoke ladder, and a designer bath all overlooking a private, lush oasis. Ideally located just moments from parks, shops, restaurants and more! Main House: 3 bedrooms and two full bathrooms "Plus" a lovely detached ADU with a full bathroom! 137 30th Avenue - truly a one-of-a-kind opportunity.

137 30th AVE, San Mateo

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

Sold listing courtesy of Cullinan Luxury from KWPEN

$2,250,000
3 Beds 2 Baths ML82015201 MLS
Owned and lovingly maintained by the same family for decades, 1202 Woodland Drive is a sprawling ranch-style home located in one of San Mateos most desirable neighborhoods. This light-filled 3-bedroom, 2-bath residence offers timeless curb appeal, a functional single-level layout, and thoughtful updates throughout. Enjoy an updated kitchen with quartz countertops and a brand-new stainless steel appliance package, refinished hardwood flooring, and generous living spaces perfect for relaxing or entertaining. A convenient bonus half-bath is located in the garage laundry room ideal for outdoor gatherings or workshop projects. Situated in the heart of Foothill Terrace, this home offers an incredible location near top-rated schools, parks, vibrant Downtown San Mateo, Caltrain, and major commuter routes. A rare opportunity to own a classic home with modern touches in a treasured neighborhood.

1202 Woodland DR, San Mateo

Listed by Stephan A. Marshall, 650-455-1528 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Julie Flouty from APR

$1,850,000
2 Beds ML82015184 MLS
Rare turnkey tutor style fourplex situated on a large 7,591 SqFt lot in one of the Bay Area's most coveted submarkets. Opportunity for owner-occupancy with up to 80% LTV conventional financing. Low cost alternative to a single family home. Three studio units and one 2-bed/1-bath unit. Two vacant fully remodeled units - a rear cottage studio and a 2-Bed/1-Bath flat - both with in-unit laundry. Substantial capital improvements completed including new electrical wiring and sub-panels, copper plumbing throughout, roof (2017), fencing, asphalt and concrete, and three units completely remodeled with high-end finishes. Two studios are rented, one of which is fully remodeled. An ADU consultancy's pre-feasibility study indicates that up to 5 ADU units can be added which would drive substantial income and appreciation. There are 2 private 1-car garages and 5 uncovered parking spaces. Monthly rent: $9,965 (scheduled), $10,885 (proforma). The strong rent growth, shortage of housing units, proximity to large Silicon Valley employers, and ADU potential make 315 Grand Boulevard an exceptional investment for both the cash flow and appreciation-minded investor. The adjacent triplexes at 321 Grand Blvd and 327 Grand Blvd are also available for sale.

315 Grand BLVD, San Mateo

Listed by Ismael Benhamida, 408-373-6195 from Compass
(If provided) CoList: Hanna John Azar from Compass

Sold listing courtesy of Hanna John Azar from APR

$2,370,000
4 Beds 2 Baths ML82015154 MLS
Welcome to 826 W Hillsdale Avenue, a stunning 4-bedroom, 2-bathroom home in the heart of San Mateo, offering approximately 2,150 square feet of beautifully updated living space and sweeping panoramic Bay views. The main level features wood beam ceilings, elegant light fixtures, hardwood floors, and an open living and dining area with a cozy fireplace. Downstairs, enjoy the fully remodeled family room with a mosaic tile fireplace, built-in entertainment center, and chefs kitchen perfect for relaxing or entertaining. Step outside to panoramic view decks and a large, landscaped backyard for incredible indoor-outdoor living. Centrally located near Silicon Valley, San Francisco, and top-rated schools, this move-in ready home is a rare find!

826 W Hillsdale BLVD, San Mateo

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

Sold listing courtesy of Claire Chen from GTM2V

$2,635,000
4 Beds 2 Baths ML82015147 MLS
Welcome to 1741 Los Altos Drive beautifully updated, sun-drenched 4BD/2BA home in San Mateos sought-after Baywood Park. Situated on an oversized lot backing to HOA-maintained open space, it offers rare privacy with no rear neighbors. Inside, the home features hardwood floors, a spacious layout with a kitchen/family room combo, and separate living and dining rooms. The kitchen has been upgraded with new stainless steel appliances, including a gas range. What sets this home apart is the thoughtful system upgrades. From the newer roof (2023) to Tesla Solar with two Powerwall backups, every major system has been upgraded for energy efficiency, reliability, and peace of mind. The AC and furnace are not only modern but whisper-quiet, keeping the home comfortable year-round. Step into the backyard and you'll find your own private retreat a solar-heated pool with a FastLane Pro endless swim system, upgraded filter and variable-speed pump, designed for relaxation and low-maintenance enjoyment. The crawl space has been professionally waterproofed with a backup sump pump system, and the garage is EV-ready with a 220V/50A outlet. Minutes from top-rated schools (Aragon), Crystal Springs center, Laurelwood Park, and Hillsdale Mall. Commute friendly with 92, 101 and 280 all nearby!

1741 Los Altos DR, San Mateo

Listed by Maria Nichols, 650-504-9464 from Reveal Real Estate
(If provided) CoList: Katerina Li from Reveal Real Estate

Sold listing courtesy of Chao Wen from COMPS

$2,700,000
3 Beds 2 Baths ML82015130 MLS Highlands BLDG.
NEW MODERN EICHLER IN SAN MATEO HIGHLANDS Completed in 2020, this MCM home had a radical remodel integrating new materials and technologies while preserving architectural integrity. Curb appeal is a 10. Colorful, textured landscaping with the ebony Eichler is captivating and the emerald courtyard preceding the front door, delightful. Inside, the white interior has beamed ceilings, engineered wood floors, disc lighting and sparkling walls of glass revealing nature at every turn. From the streamlined kitchen with Shinnoki cabinets, Silestone counters and Liebherr, Wolf and Bosch appliances, to the living room with fireplace, dining room with window seat, bedroom suite with Euro wardrobes and baths with floating vanities, the remodel is impeccable and included the grounds with patios, lawns and detached BONUS office. Upgrades included new kitchen, bathrooms, windows, doors, flooring, radiant heating, plumbing, electrical, insulation, seismic retrofit, whole house water filtration, and more.

1651 Lexington, San Mateo

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

Sold listing courtesy of The Sharp Group from KWPEN

$2,330,000
2 Beds 2 Baths ML82015082 MLS
Discover this hidden jewel on one of San Mateo's most sought-after streets. This beautifully remodeled home blends classic elegance with modern comfort, featuring spacious rooms, stunning wainscoting, and coffered ceilings. Thoughtfully, well laid out floor plan makes entertaining as well as casual living a joy. A separate den complements the formal living room. The light/bright high-end chef's kitchen seamlessly transitions into a large formal dining room with a gas fireplace, ideal for entertaining and family gatherings. Rich hardwood floors with walnut inlay add warmth and sophistication throughout. Whether you're a first time buyer or downsizing, this turn-key home is move-in ready for you. Nestled on tree-lined Portola Drive, one of Beresford Manor's two premier streets, located just two blocks from Beresford Park and the vibrant 25th Avenue shops and farmers market. Enjoy easy access to top-rated schools, including Beresford Elementary, Hillsdale, Serra and Nueva High, all within a short walk. Welcome Home!

256 Portola Dr., San Mateo

Listed by Fred Eftekari, 650-619-2747 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Laura Lee from APR

$2,350,000
5 Beds ML82015006 MLS
A rare and exceptional opportunity to get two properties on one lot. 1401 Woodberry Avenue is a two-bedroom, two-bath home with spacious yard and two- car garage. Enjoy the outdoor space and manicured yard year-round. 3400 Glendora is a three- bedroom, two- bath home with a sun-filled patio and spacious living room. Enjoy easy access to Laurelwood Shopping Center, parks and open space - all just steps from your front door. Easy access to shopping, restaurants, and freeways make this a wonderful place to call home. Rental income or multi-generational living are just a few options for the owner of this unique property. Property Highlights: Home #1 3 Bedrooms / 2 Bathrooms Comfortable, well-proportioned layout perfect for families Home #2 2 Bedrooms / 2 Bathrooms Ideal for extended family, guests, rental, or home office Expansive Lot 9,150 Sq Ft Ample outdoor space, mature landscaping, and potential for further customization or ADU (buyer to verify) Prime Location Just minutes from Laurelwood Shopping Center, parks, top schools, and the College of San Mateo Quick access to highways 92, 101, and 280 for easy commuting Truly Unique Offering Two full homes on one parcel Live in one and rent the other, or enjoy both under one ownership

1401 Woodberry AVE, San Mateo

Listed by Dan Lyons, 650-892-2736 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Anna Lam from GSTAR

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