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$3,200,000
4 Beds 3 Baths ML82053530 MLS
This expanded 2,020 sq. ft. mid-century modern home delivers a move-in-ready experience in the sought-after San Mateo Highlands. The 4-bed, 3-bath layout features exposed beams, dual pane windows, and brand-new premium rigid plank flooring throughout. The fully remodeled open-concept kitchen is anchored by a Bosch induction range, sleek quartz countertops, and handmade Fireclay tile. All 3 baths are completely updated with premium Toto toilets; the primary en-suite offers radiant heated floors. The finished 2-car garage studio features commercial-grade epoxy floors, ideal for a workspace or gym. Seamless indoor-outdoor living is achieved via a 9-foot Fleetwood sliding glass door opening to a custom Seed Studio landscape. This low-maintenance native and artificial turf yard is an entertainers highlight, featuring an arbor dining area, built-in Bromic heater, Lynx outdoor grill, and custom Concreteworks fire pit. Foundational infrastructure is modernized: a 200-amp panel, EV charger, replaced sewer lateral, and new 3-ply roof recoat over a foam base. Efficiency is maximized with a 7.2 kW NEM 2.0 solar system, Nest, Ring, and Rachio. Residents enjoy Highlands Rec Center access, After-School priority, and efficient San Francisco/Silicon Valley commutes.

1719 Monticello RD, San Mateo

Listed by William Fox, 650-576-6124 from Berkshire Hathaway HomeServices DrysdaleProperties
(If provided) CoList: from

Sold listing courtesy of Austin Herman from APR

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

405 Glendale RD, San Mateo

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

Sold listing courtesy of Holly Zhang from RILEY

$2,350,000
8 Beds ML82051839 MLS
An extraordinary find in the heart of the Peninsula, this large, meticulously configured fourplex located at 711-717 Highland Avenue presents a rare combination of immediate cash-flow and long-term appreciation. Situated across two independent buildings on a single parcel, the property balances structural versatility with extensive tenant appeal. The front building consists of two massive 2 bedroom 1.5 bathroom townhome style units spanning approximately 1,770 square feet each. These two-story spaces are designed for premium living, featuring an expansive first floor with a spacious living room, formal dining room, private breakfast nook, kitchen, laundry area, and a convenient half-bathroom, while the upper level hosts two bright bedrooms, a bonus room and a full bath. The rear building houses two flat-style 2 bedroom 1 bathroom units measuring a generous 1,000 square feet each. The ground-floor flat enjoys direct access to a private backyard space, while the upper unit benefits from an expansive balcony. Each unit is fully equipped with washer and dryer, refrigerator, range/oven, garbage disposal as well as four dedicated carports. Perfect for owner occupied and multifamily operators looking to capture top-tier Bay Area rents.

711 Highland AVE, San Mateo

Listed by Michael Hecht, 408-250-3442 from Intero Real Estate Services
(If provided) CoList: Shawn Jones from Intero Real Estate Services

Sold listing courtesy of Michael Hecht from NTERO

$2,737,000
3 Beds 2 Baths ML82051525 MLS
Located in desirable San Mateo Village, this exceptional home has been thoughtfully expanded and extensively renovated to showcase modern design and luxury living. The open-concept floor plan is centered around a striking contemporary fireplace and seamlessly connects the living room, dining area, kitchen, and family room, filled with abundant natural light. The living room features a premium 5.2.2 Dolby Atmos surround sound system, ideal for entertaining and everyday enjoyment. The beautifully appointed kitchen offers custom cabinetry, designer finishes, a pot filler, built-in microwave, and a spacious island with additional storage. The primary suite features a tray ceiling, walk-in closet with built-ins, and a spa-inspired bath with Hansgrohe fixtures, custom vanities, and built-in cabinetry. Smart home upgrades include app and voice-controlled lighting, Ubiquiti security cameras, in wall/ceiling Wi-Fi access points, and a G4 doorbell integrated within the UniFi ecosystem. A detached shed provides flexible space for a home office, gym, or studio. The landscaped backyard features artificial turf and a pebble-rock play area, while the front yard offers natural grass. Conveniently located near Bay Meadows, restaurants, Hillsdale Shopping Center, Caltrain, and Highway 101.

174 Mclellan AVE, San Mateo

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

Sold listing courtesy of James Steele from COMPS

$3,760,000
4 Beds 4 Baths ML82050829 MLS
Nestled in the coveted San Mateo Park neighborhood this exceptional residence offers a rare combination of privacy, elegance, and walkable access to downtown Burlingame's vibrant dining and shopping district. Featuring 4 bedrooms and 3.5 baths, the residence seamlessly blends timeless charm with abundant natural light and a welcoming open floor plan including a separate family room with a vaulted ceiling. Bifold glass doors in the formal living and dining areas open to a spacious patio and expansive wraparound grounds, creating the ultimate indoor-outdoor lifestyle. The beautifully landscaped yard showcases mature trees, lush gardens, a fountain, whimsical garden details, and charming brick and fossil stone pathways that invite year-round enjoyment. The thoughtfully designed floor plan includes three bedrooms on the main level, while the private upper-level primary suite offers a vaulted ceiling, updated custom bathroom, a deck and serene garden views. Timeless architectural details throughout the home include fine millwork, beamed ceilings, leaded glass windows, and hardwood flooring. A separate bonus space provides flexibility for a home office, fitness studio or creative retreat. Welcome Home! County Assessor has updated county record as having 4 bedrooms and 3.5 bathrooms

605 Barroilhet AVE, San Mateo

Listed by The Dwyer Group, 650.796.3039 from Compass
(If provided) CoList: from

Sold listing courtesy of Rob Decontreras from KWPEN

$5,400,000
4 Beds 3 Baths ML82049574 MLS
Classic East Coast Colonial elegance meets modern living in this beautifully renovated residence in coveted San Mateo Park. Beyond an automatic gate, lush landscaping, blooming hydrangeas, and an expansive gated front yard create exceptional curb appeal, privacy, and outdoor space. The inviting front porch adds warmth and character from the moment you arrive. Updated throughout, the home features remodeled interiors, refreshed electrical systems, select new windows, central air conditioning, and timeless finishes. The living room features custom built-ins and a wet bar, creating a welcoming space for entertaining. A formal dining room, charming kitchen with built-in banquette, and ground-floor study or den provide both functionality and flexibility. Upstairs, four bedrooms and laundry are highlighted by a spacious primary suite with a beautifully appointed bath featuring a soaking tub, double vanity, oversized shower, and private water closet. A remodeled hall bath and updated main-level bath showcase designer finishes. The private backyard is designed for enjoyment with a brick patio, outdoor fireplace, raised garden beds, and mature landscaping. Realist reflects 3BD and 3,090 sqft. Property shows as a 4BD home. FPV measured approximately 3,195 sqft. Buyers to verify.

420 W Poplar AVE, San Mateo

Listed by Alicia Sanguinetti, 650-888-6432 from Compass
(If provided) CoList: Andrew Greenman from Compass

Sold listing courtesy of Jenny MacLeod from APR

$2,800,000
5 Beds 4 Baths ML82049815 MLS
Rebuilt and completed in 2025, this beautifully designed single-level home offers a rare blend of modern living, flexibility, and privacy with a detached ADU. A welcoming front porch and gated driveway lead into a bright, open-concept interior where natural light fills the living, dining, and kitchen spaces. The 3-bedroom, 2-bath main home (approx. 1,610 sq ft) showcases European white oak flooring, custom cabinetry, and quality finishes throughout, designed with both comfort and functionality in mind. The living room is centered around a fireplace, creating a warm focal point. The kitchen is designed for everyday living and entertaining, featuring a large center island, natural stone countertops with full-height slab backsplash, and a professional Wolf range with dual ovens. The detached ADU (approx. 750 sq ft), newly built and never occupied, is positioned above the garage and offers 2 bedrooms and 1 bath - ideal for extended family, guests, or flexible living. A gated driveway leads to a rare four-car garage (approx. 893 sq ft) with versatile space for storage, gym, or workshop, along with two Level 2 EV charging connections. Outdoor spaces are designed for low-maintenance enjoyment, featuring an outdoor kitchen with built-in grill, Trex decking, and turf landscaping.

30 16th AVE, San Mateo

Listed by Henry Chu, 650-918-8118 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Eva Tung from EYCT

$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

$2,580,000
3 Beds 2 Baths ML82048926 MLS
Welcome to 3028 Greenoak Court, a beautifully maintained single family home on a quiet culdesac in San Mateo's desirable Laurelwood neighborhood, offering comfort and convenience just minutes from premier shopping, dining, and outdoor recreation. This 2,290 sq ft residence on a 8,573 sq ft lot features three bedrooms, two full bathrooms, and a bonus office/den - primary suite and two bedrooms are located on the main floor. The home includes three fireplaces located in the living room, family room, and office/den - adding warmth and character throughout, along with the convenience of a separate laundry room. The updated kitchen offers white granite countertops, a ceramic hexagon mosaic tile backsplash, and a ceramic electric cooktop stove/oven and refrigerator, opening to a combined family/dining area for a functional and inviting layout. Luxury vinyl plank flooring runs throughout, and the formal living room showcases a grand picturesque view of Laurelwood and Sugarloaf hills. A spacious private backyard and attached two car garage complete the home. Its prime location offers quick, convenient connectivity to Highways 92, 280, and 101, delivering the ideal blend of suburban tranquility and urban accessibility in one of San Mateo's most desirable hillside communities.

3028 Greenoak CT, San Mateo

Listed by Tony Tseng, 650-906-5709 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Frances Boscacci from CBR

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