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$2,550,000
4 Beds ⋅ 2 Baths ⋅ ML82049064 MLS
Nestled on a charming street in San Mateo, this beautifully updated 4-bedroom, 2-bath home offers exceptional curb appeal and warm, inviting interiors filled with natural light. Hardwood floors flow throughout the spacious layout, featuring a bright living room with a classic brick fireplace and dining room combo perfect for entertaining. The updated kitchen is designed for both style and functionality, complete with a breakfast nook, undermount sink, and updated appliances. Thoughtfully renovated bathrooms add modern comfort, while the indoor-outdoor lifestyle shines with a covered patio, new lawn, planting beds and storage shed, ideal for relaxing or hosting gatherings year-round. A perfect blend of character, comfort, and contemporary updates in a desirable San Mateo location Offer date set : Tuesday June 2nd @ 4 pm

2036 Queens LN, San Mateo

Listed by Phil Chen, 415-271-1920 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Edwin K. Su from RLST
$1,720,000
3 Beds ⋅ 2 Baths ⋅ ML82048798 MLS
Nestled in San Mateo's highly sought after Lakeshore neighborhood, this stunning single level home blends modern style, thoughtful upgrades, and an unbeatable location directly across from Lakeshore Park, with immediate access to scenic walking and biking trails. Beautifully renovated in 2023 and further enhanced by the current owners since then, this move-in ready residence offers the ideal balance of comfort, functionality, and indoor-outdoor California living. At the heart of the home is a spacious open concept kitchen and great room designed for effortless everyday living and entertaining. Wide-plank SPC wood-look flooring, abundant natural light, and modern finishes create a clean and inviting aesthetic throughout. The thoughtfully designed layout includes a primary suite with updated en-suite bathroom, central air conditioning, and a finished garage offering valuable flexibility and storage. Outside, the newer turf landscaping and patio create a low maintenance backyard retreat perfect for relaxing or hosting guests. Ideally located near parks, shopping, dining, commuter routes, and top local amenities, this exceptional home offers turnkey living in one of San Mateo's most desirable neighborhoods.

2608 S Norfolk ST, San Mateo

Listed by Carly Seiff, 650-862-1884 from Compass
(If provided) CoList: from

Sold listing courtesy of Eugene Hong from APR
$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
$3,800,000
4 Beds ⋅ 4 Baths ⋅ ML82048961 MLS
Recently rebuilt with young, fresh, designer finishes throughout, this stunning home is located in one of San Mateo's most sought after neighborhoods near award winning schools, beautiful parks, vibrant downtown dining and shopping, and easy access to Hwy 92 or 280. Designed for modern living and entertaining, the light filled open concept floor plan features soaring ceilings, spacious living and dining areas, and seamless indoor outdoor flow. The chefs kitchen is the heart of the home showcasing professional grade appliances, quartz countertops, custom cabinetry, oversized island, and abundant storage. The expansive great room and dining space create the perfect setting for everyday living and entertaining alike. The luxurious primary suite serves as a private retreat complete with fireplace, soaking tub, walk in closets and spa inspired bath. Three additional generously sized bedrooms and beautifully appointed bathrooms offer flexibility and comfort for family and guests. Step outside to the spectacular backyard featuring an outdoor entertainment center with built in BBQ, pergola, expansive deck and a flat turf yard, ideal for soccer, baseball, play or relaxing with family and friends. THIS IS THE ONE! A rare opportunity in an exception location. Don't Miss This One.

612 Hobart AVE, San Mateo

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

Sold listing courtesy of Laura Lee from APR
$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
$2,525,000
3 Beds ⋅ 2 Baths ⋅ ML82048822 MLS
Beautifully refreshed single-level home tucked away on a quiet cul-de-sac in desirable San Mateo. Filled with natural light, 1909 Polo Court features soaring beamed ceilings, expansive living spaces, hardwood flooring, new lighting throughout, stylish contemporary finishes, and seamless indoor-outdoor flow to a private backyard retreat with patio space and mature citrus trees. The thoughtfully updated kitchen offers abundant cabinetry, generous prep space, new stainless steel appliances, and a sunny breakfast area ideal for casual dining or morning coffee. Well-proportioned bedrooms include a spacious primary suite with refreshed ensuite bath, complemented by a beautifully renovated hallway bathroom with modern finishes. Recent improvements include a whole-house electrical rewire, new insulation, ducting, water heater, sewer lateral, gutters and downspouts, irrigation and two sump pumps. Conveniently located near shopping, dining, parks, and commuter routes, this move-in ready home offers comfort, style, and thoughtful upgrades throughout. Welcome home!

1909 Polo CT, San Mateo

Listed by Laura Lee, 650-455-5326 from Compass
(If provided) CoList: from

Sold listing courtesy of Rosa Baltodano from APR
$1,698,000
4 Beds ⋅ 3 Baths ⋅ ML82041711 MLS
VALUE - more than just a home - its a private retreat designed for comfort, connection, and everyday living. Set on an expansive 6,400+ sq ft corner lot, this beautifully appointed 4-bedroom, 3-bath residence offers approximately 1,920 sq ft of thoughtfully designed living space blending warmth and functionality. Tucked away on a peaceful 'one-way-in, one-way-out' street in San Mateos highly sought-after Parkside neighborhood, At the center of the home, an oversized eat-in kitchen connects seamlessly to both the fireplace living room and massive step-down family room creating the ideal gathering space for holidays, celebrations, movie nights, and everyday life. The flexible layout features 3 bedrooms and 2 baths on the main level, while the expansive upstairs primary suite offers a private escape above it all. The corner lot provides an enclosed front courtyard with lush lawn and greenery extending to a side patio. Step outside to a backyard built for privacy featuring a tiled BBQ station with brand-new gas grill, refinished deck, and hot tub. The property also includes a flexible workshed attached to the 2-car garage plus parking for 6+ cars, RV, or boat. Prime location with easy access to Hwy 92, 101, BridgePoint Shopping Center, and downtown San Mateo.

1660 Mckinley ST, San Mateo

Listed by Nonnie Dinges, 650-218-3353 from Engel & Völkers
(If provided) CoList: from

$2,500,000
4 Beds ⋅ 2 Baths ⋅ ML82048838 MLS
Nestled in the coveted Highlands neighborhood, this cherished Eichler offers a rare opportunity to own a true piece of mid-century modern history. Lovingly enjoyed by the same family for decades & originally selected as one of the neighborhood's model homes, this home embodies the timeless appeal of Eichler design paired with the warmth of true community living. Ideally positioned on a flat lot, this open concept single-story residence is filled with natural light, skylights, & seamless indoor outdoor flow. The spacious kitchen features ample cabinetry, built in storage, stainless steel appliances including a gas range, eat up bar, & opens beautifully into the main living space. Custom built-ins & a media cabinet add both style & functionality. Walls of glass connect the indoors to a lush backyard opening to serene open space and a private front courtyard, creating the quintessential California lifestyle Eichler enthusiasts adore. The flexible floor plan offers 4 bedrooms plus a bonus room or walk-in closet off the primary suite. Enjoy the home's timeless character as is or personalize it over time. Moments from Crystal Springs Village, the Highlands Recreation Center, top commuter routes including 280, 92, and 101, and beloved neighborhood traditions.

2203 Allegheny WAY, San Mateo

Listed by Lana Morin, 650-207-5229 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Rayyan Fani from COMPS
$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
$2,500,000
3 Beds ⋅ 2 Baths ⋅ ML82048421 MLS
Welcome to this beautifully updated 3-bed, 2-bath westside home in sought-after San Mateo Terrace, where modern refinement and pride of ownership shine throughout. Gleaming refinished floors flow through the bright, open living spaces, anchored by an expansive living room with a cozy fireplace that leads seamlessly to the formal dining room and out to the yard. At the heart of the home, the remodeled kitchen impresses with quartz counters, stainless steel appliances, and a sun-drenched eat-in nook framed by charming bay windows. The primary suite is a true haven, featuring a remodeled ensuite with a chic vanity and walk-in shower, while two additional bedrooms are served by a stylishly updated hallway bath. Step outside to a meticulously manicured backyard oasis on an expansive ~7,013 SF flat lot - a rare find and perfect for summer entertaining or simply enjoying the tranquil privacy of lush, verdant landscaping. Additional highlights: fully paid-off solar panels with a Tesla Powerwall, upgraded HVAC with A/C and heat pump, a newer 50-year roof, fresh interior paint, recessed lighting, a remodeled 2-car garage with extra storage, and seismic foundation upgrades. Moments from top schools, Beresford Park, Hillsdale Mall, 25th Avenue's dining and shops, and major commute routes.

731 26th AVE, San Mateo

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

Sold listing courtesy of Nicky Zannis from CBR
$1,290,000
2 Beds ⋅ 2 Baths ⋅ ML82047930 MLS ⋅ Nazareth Plaza BLDG.
Dramatic downtown San Mateo living with soaring ceilings, stylish upgrades & a 2-level top-floor designer showcase! This stunning SF-style condo offers 1,373 sqft plus 100 sqft bonus closet/office, 2 beds, 2 baths & a versatile loft deal as a family room, office, guest space or possible 3rd bedroom. Enjoy a desirable orientation facing the quieter 8th Avenue side, offering comfort, privacy & elevated urban living. The living room impresses with soaring 19-ft ceilings, a dramatic 17-ft window, gas fireplace, engineered hardwood floors & app-controlled dual shades. The gourmet kitchen features quartz countertops, stainless steel appliances, painted cabinetry & Wi-Fi-enabled refrigerator. The upper-level primary suite offers views, two organized closets, SPC flooring & a stunning bath with marble finishes, separate tub & Shower, updated vanity, waterfall marble countertop & LED app-controlled mirror with speakers. Highlights include in-unit laundry, central AC/heat with Nest thermostat, 2 balconies with views, 2 deeded gated garage spaces with storage, unlimited EV charging ($50/mo), state-of-the-art gym & inviting courtyards. Steps to Central Park, downtown dining, shopping & Caltrain. A move-in-ready must-see with dramatic style, modern convenience & exceptional San Mateo living!

222 8th AVE 304, San Mateo

Listed by Abe Matar, 650-670-0890 from Landmark Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Jonathan Lee from A2M
$5,400,000
4 Beds ⋅ 3 Baths ⋅ ML82048272 MLS
Completely renovated and expanded in 2016...better than new! | Single-Level Luxury Living | Move-In Ready | Gated Entry | Expansive Paver Driveway Formal Living Room with Fireplace | Formal Dining Room | Open Kitchen + Great Room Concept | Thermador Professional Series Appliances | Kitchen Island | Wine Fridge | Fitted Pantry | Laundry Room | Generous Storage Throughout | Marvin Windows & Doors | Rift-Cut Hardwood Flooring Throughout | Stone Bathrooms | Detached Two-Car Garage with EV Charger | Verdant Perimeter Trees | Architectural Landscaping | Bluestone Patios | Outdoor Kitchen | Dining Pergola | Fire Feature | Expansive Lawn Areas Designer Lighting | AV + Security Systems | Built with Care and Pride of Ownership | San Mateo Park Location | Historic Oval Islands by John McLaren | A+ Location Between Downtown San Mateo & Burlingame

442 Hurlingham AVE, San Mateo

Listed by The Sharp Group, 650-766-5333 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Debbie Wilhelm from CBR
$2,225,000
3 Beds ⋅ 2 Baths ⋅ ML82048256 MLS
612 Highland Avenue offers a functional single-level layout with 3 bedrooms, 2 baths, and built in 1922, with approximately 1,920 sq ft of living space plus a bonus room, the home is situated on an oversized 7,175 ft flat lot with potential for future expansion or an ADU. The home features spacious living, dining rooms with a fireplace, an eat-in kitchen, sunroom, dedicated laundry room, basement storage, and an detached garage, providing flexible space for everyday living and entertaining. Recent updates include remodeled kitchen with new appliances, new electrical, and refinished oak hardwood floors.Conveniently located near Burlingame Avenues acclaimed dining, shopping, and cafes, the home also offers easy access to Highway 92, US-101, transportation, and nearby parks and recreational amenities including Coyote Point.

612 Highland AVE, San Mateo

Listed by Phil Chen, 415-271-1920 from Christie's International Real Estate Sereno
(If provided) CoList: Dylan Hunter 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
$1,670,000
2 Beds ⋅ 2 Baths ⋅ ML82047923 MLS ⋅ Mariners Green #3 BLDG.
Stunning single level waterfront home set along a coveted wide-water position with serene westerly views of the hills. Light-filled interiors and vaulted living spaces create volume and openness, while expansive windows draw the outdoors in and connect the home to its tranquil setting. Extensively updated throughout, the home offers a balance of comfort and modern convenience, including central air, skylights, custom counters, quality appliances, smart home features, an EV charger (Level 2), and a private boat dock. Both bathrooms have been updated, with the primary elevated to a true spa-like retreat, anchored by a steam shower, Hansgrohe fixtures, and a thoughtfully designed lighting experience that brings a sense of calm and restoration to daily routines. A finished attic/loft space adds valuable flexibility for a home office, studio, or additional storage. Whether its quiet mornings by the water, time out on the dock, or evenings watching the light shift across the horizon, the home offers a lifestyle that feels relaxed, elevated, and easy.

1057 Shoal DR, San Mateo

Listed by Candace Finn, 650-576-8766 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Julie Flouty from APR
$1,248,000
3 Beds ⋅ 3 Baths ⋅ ML82048217 MLS ⋅ Classics at Midtown Place BLDG.
Sun-Drenched San Mateo Living at Its Finest! Nestled in the coveted Classics at Midtown Place, this stunning 3-level townhome redefines modern comfort. The main floor features a bright, open-concept layout designed for easy entertaining and daily relaxation, complete with a convenient half bath. Up one flight, youll find two spacious bedrooms, a full bath, and an in-home laundry closet. The penthouse-level primary suite is a true sanctuarywindows adorned with elegant wood shutters, boasting a expansive walk-in closet and a spa-inspired bathroom with dual vanities and a luxury stall shower. Key Features Youll Love: Private front patio perfect for soaking in the morning or afternoon sun; Secure underground garage with 2 assigned parking spots + EV charger; Prime location near San Mateos top restaurants, shops, and iconic Central Park; Unmatched commuter convenience via Caltrain, 101, 280, & 92 to SF or South Bay. Don't miss the chance to own the ultimate mid-Peninsula retreat!

160 Tilton AVE, San Mateo

Listed by KT Ames, 650-995-6534 from Compass
(If provided) CoList: Nadr Essabhoy from Compass
$1,500,000
3 Beds ⋅ 3 Baths ⋅ ML82048174 MLS ⋅ Clearview Townhome Association BLDG.
Just outside town in San Mateo Woods is the coveted Clearview community. 41 Tollridge Ct, a townhome with a spacious floor plan and well-maintained interior that features an open, two-story staircase. The layout unfolds from the foyer to the living room with gas-burning fireplace and walls of windows, a front balcony, a cozy dining room, a light-filled family room with a sliding glass door bringing in beams of sunlight and steps out to a charming patio ideal for indoor-outdoor living. The half-bath on the main level adds a practical touch, catering to the needs of daily life. The top floor provides a primary bedroom with well-proportioned space, natural light and tall open beamed ceiling. The en-suite bathroom includes dual vanities, providing convenience and functionality. Two additional bedrooms offer comfortable accommodation for a growing family and home office on the same level. The home's 2.5 bathrooms are well maintained with fixtures and finishes that complement the overall aesthetic. The lower level provides access to the 2-car garage and laundry room with washer/dryer and wash sink. Community Amenities include a pool, tennis courts, play area. Close to Farmers Market, College of San Mateo, shopping and freeways. Peaceful and serene surroundings. Welcome Home

41 Tollridge CT, San Mateo

Listed by Sarah Hillhouse, 415-988-0588 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Jacqueline Sanchez from KWPEN
$1,275,000
2 Beds ⋅ 3 Baths ⋅ ML82048166 MLS
Tucked away in the desirable San Mateo Highlands, this private and serene townhome offers a thoughtful multi-level layout with stylish updates and inviting indoor-outdoor living. The updated kitchen anchors the expansive main living level, where soaring wood beam vaulted ceilings create a bright and airy atmosphere across the open-concept living and dining spaces. The living room flows seamlessly to a spacious deck, creating the perfect setting for entertaining or everyday relaxation. The lower level features a spacious primary ensuite with its own private outdoor patio, along with an additional bedroom, full bath, and dedicated laundry room. One of the homes standout features is the dramatic third-floor loft overlooking the main living area an ideal flex space for a home office, media room, creative studio, or guest retreat, filled with natural light and architectural character. Enjoy the convenience of a detached garage parking space plus an additional assigned spot. Community amenities include a swimming pool and tennis courts. Ideally located just minutes from Crystal Springs Village, Hillsdale Shopping Center, College of San Mateo, scenic parks and trails, top-rated schools, and easy access to Highways 92, 101, and 280.

2329 Ticonderoga DR, San Mateo

Listed by Nick Roe, 650-719-1881 from Real Brokerage Technologies
(If provided) CoList: from

Sold listing courtesy of David Cao from RBT
$1,620,000
2 Beds ⋅ 2 Baths ⋅ ML82048052 MLS
This home has it all! Excellent natural light. Superb school district. A must see for those seeking the best in value, condition and location. This ranch style home is located on a highly desired street in one of San Mateo's most sought-after neighborhoods, San Mateo Village. Enter under the welcoming covered front porch to the spacious living room with large front picture window. The home enjoys a large family room - perfect for entertaining! The remodeled kitchen has new cabinetry topped in marble-style counters and new stainless-steel appliances include range and dishwasher. Both baths have been completely updated. The large family room opens up to a big backyard. There are entertainment possibilities galore!! This home sits on a quiet, highly desirable street less than one mile from Whole Foods, restaurants, Hillsdale Shopping Center, located blocks from George Hall Elementary School, with close proximity to Caltrain, Casanova Park and the Bay Meadows development. It has convenient access to Highways 101, 92, & 280. Run, Dont Walk to this home. You won't want to Miss It!

3908 Regan DR, San Mateo

Listed by Jill Ballard GRI, 408-828-6759 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Helen Li from RDFIN
$2,688,888
3 Beds ⋅ 2 Baths ⋅ ML82048008 MLS
1749 Lake Street offers beautifully renovated waterfront living with breathtaking wide-water Marina Lagoon views and a true resort-style ambiance. This updated 3-bedroom, 2-bathroom home features approximately 70 feet of direct lagoon frontage on an expansive 8,452 sq. ft. lot designed for seamless indoor-outdoor living. Extensively upgraded throughout, the home showcases elevated finishes, expansive sliders framing the water, heated bathroom floors, high-end appliances, updated systems, and thoughtful modern improvements throughout. Outdoor spaces feel like a private retreat, complete with Trex decking, expansive lawn, boat dock and ramp, fire table seating area, and multiple entertaining spaces perfectly positioned to capture panoramic lagoon views and stunning sunsets. Ideally located on a quiet Parkside street near parks, the Bay Trail, Seal Point, shopping, dining, and major commuter routes, this is a rare turnkey waterfront opportunity in one of San Mateos most desirable neighborhoods. From sunset water skiing to effortless days on the water, this private backyard oasis captures the very best of California living!

1749 Lake ST, San Mateo

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

Sold listing courtesy of Thomas Feng from RBT
$1,670,000
3 Beds ⋅ 2 Baths ⋅ ML82048003 MLS
This charming San Mateo home has been fully transformed with a comprehensive interior remodel. The kitchen and both bathrooms were updated without moving a single wall, preserving the home's original footprint while delivering a completely refreshed living experience. The original home was immensely cared for over the years and offers a seamless floor plan. Additional improvements include a new roof, new windows, a new driveway (& garage) (+ more), making this a true turnkey home. A rare opportunity to own in one of San Mateo's most conveniently situated neighborhoods. Set in the Bowie Estates of San Mateo, this location checks every box. Quiet, tree-lined streets and an established neighborhood character give this home a sense of place that newer developments simply can't replicate. Walkable to downtown San Mateo and Caltrain, with quick access to Highway 101 for easy Peninsula commuting in either direction. Coyote Point Recreation Area, with its bayfront trails, marina, and open space, is just minutes away. San Mateo High School, King Park, & the Woodlake Shopping Center round out a location that's hard to beat. This is your chance to own a wonderfully updated home in one of San Mateo's most sought-after & accessible neighborhoods.

225 Eldorado ST, San Mateo

Listed by Joseph Suarez, 650-678-7056 from Coldwell Banker Realty
(If provided) CoList: Dani Lai from Goodview Financial & Real Estate

Sold listing courtesy of Maylin Chang from RBT
$1,450,000
2 Beds ⋅ 2 Baths ⋅ ML82034845 MLS
Perched on the top (5th) floor, this elegant residence offers serene west-facing neighborhood views and an abundance of natural light, shielded by dual-pane windows and away from the bustling street. Step inside to discover beautiful hardwood floors, classic shutters, and 9-foot ceilings accentuated by modern LED downlighting. The primary suite is a true retreat with a walk-in closet, a spacious walk-in shower, and refined marble countertops. The kitchen features maple cabinets and sleek black appliances. Enjoy the outdoors from your expansive balcony, overlooking the peaceful surroundings. Parking and additional storage are provided on the lower level of the building. Versailles combines the advantages of an elegant luxury lifestyle with a unique sense of community for residents 55 and over. The comprehensive service package is designed to provide you with exceptional comfort and convenience: gourmet meals, housekeeping, maintenance service, heated indoor pool & jacuzzi, fitness center, activity classes, and so many other on-site amenities. The location is just steps away from San Mateo's charming downtown with restaurants, shops, and services.

10 Crystal Springs RD 1507, San Mateo

Listed by Linda Druml, 650-759-5961 from Polaris Pacific
(If provided) CoList: from

$899,950
2 Beds ⋅ 2 Baths ⋅ ML82047906 MLS
A Once-in-a-Lifetime Baywood Mediterranean | Iconic 1928 Architectural Gem Step inside this stunning 2BD/2BA, 1,310 sqft residence tucked inside one of San Mateo's most iconic 1928 Mediterranean buildings, set behind a lush, manicured courtyard in the coveted Baywood neighborhood. This is the kind of home buyers wait years to find. From the hand-painted Spanish tile entry and wood-beamed ceilings to the elegant bay window, gleaming hardwood floors, and beautifully carved fireplace mantle, every detail reflects the timeless craftsmanship that defines pre-war California design. The light-filled living room opens to a formal dining area and a crisp, freshly painted kitchen with classic subway tile. Two generous bedrooms and preserved vintage-tiled baths complete this rarely available offering*Modern updates include new plumbing, lighting, paint, and updated electrical (May 2026). Move-in ready with character that simply cannot be replicated.Stroll to downtown San Mateo's 100+ restaurants, Michelin-starred dining, boutique shopping, Cinemark theater, and Central Park with its Japanese Tea Garden. Steps from Caltrain and minutes to 101, 92, and 280.Homes inside this iconic landmark rarely come to market. This is the once-in-a-lifetime address you'll tell people about. Welcome home.

212 Eaton RD 22, San Mateo

Listed by Kristen Constantino, 408-489-7653 from Realty World-S.J.R.-Constantino Team
(If provided) CoList: from

Sold listing courtesy of Joy Rong from NTERO
$1,300,000
3 Beds ⋅ 2 Baths ⋅ ML82043374 MLS ⋅ Harbortown BLDG.
Water front resort living at its best! Beautiful 3 bedrooms 2 baths condominium in sought after Harbor town. Incredible, peaceful lagoon views from almost every room, with a sizable patio overlooking the serene water. Large master bedroom with updated bathroom, living room with fire place and vaulted ceilings. Updated kitchen with quartz counter tops and a large space that could be used as small family room. laundry room, entry with sky light, extra attic storage easily accessible , 1 car detached garage. Freshly painted throughout. This light and bright condominium shows like a model home with its own private entrance. Conveniently located near highway 101, 92, and 280. Aragon high school. Welcome home!

1054 Shoreline DR, San Mateo

Listed by Vicky Yu, 650-701-5058 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Leon De-Levi from NOWH
$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

$2,000,000
2 Beds ⋅ 2 Baths ⋅ ML82047674 MLS

510 Borel AVE, San Mateo

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

Sold listing courtesy of Cecilia Kwan from GAXX
$2,750,000
6 Beds ⋅ 3 Baths ⋅ ML82046672 MLS
Rare opportunity to own a fully permitted, expanded San Mateo Highlands home on the market for the first time in over 60 years. This expansive 2,460 sq ft 6BR/3BA home sits on a 9,800 sq ft lot and backs to the canyon, offering the privacy and serenity that makes this neighborhood so coveted. Soaring 10-foot tongue-and-groove ceilings and walls of glass in the main living areas, clean lines, and indoor-outdoor flow define the legacy here, while a thoughtfully expanded footprint gives multigenerational families genuine room to breathe. A newer roof and sewer line (both replaced in 2021) anchor a home that is otherwise primed for a full, thoughtful renovation. The home is ready for a family with vision someone who recognizes that the bones, the setting, the location, and the history cannot be replicated, and that the opportunity to put their own mark on a true mid-century original rarely comes twice. Moments from the community Recreation Center, Highlands School, and convenient access to Highways 280, 92, and 101.

1879 Lexington AVE, San Mateo

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

Sold listing courtesy of Joe Day from COMPS
$1,650,000
3 Beds ⋅ 2 Baths ⋅ ML82047468 MLS
Welcome to 1667 Fillmore a beautifully updated 3-bedroom, 2-bath home that captures Californias signature indoor-outdoor lifestyle. Inside, a thoughtful layout features two spacious rear bedrooms. The primary suite includes a generous en-suite bath and elegant French doors opening directly to the yard. Ample closet space throughout adds comfort and practicality. Remodeled and expanded in 2012, the home includes updated wiring, plumbing, and seismic retrofitting for peace of mind and low-maintenance living. A two-car garage and abundant storage enhance everyday functionality. Framed by vibrant bougainvillea and surrounded by mature fruit trees and raised garden beds, the backyard offers a private retreat ideal for relaxing or entertaining. Located on a quiet, welcoming street, the neighborhood offers a strong sense of community. A daycare just two doors away, and Parkside Montessori (rated 9/10) is nearby with neighborhood priority. Two parks are within easy reach, perfect for outdoor enjoyment. With quick access to Highway 101, commuting to San Francisco, the South Bay, or East Bay is convenient only 30 minutes outside rush hour. 1667 Fillmore blends modern comfort, convenience, and California living.

1667 Fillmore AVE, San Mateo

Listed by Ricky Flores, 408-565-5626 from Golden Gate Sotheby's International Realty
(If provided) CoList: Margot Lockwood from Golden Gate Sotheby's International Realty

Sold listing courtesy of Carly Seiff from APR
$2,300,000
3 Beds ⋅ 3 Baths ⋅ ML82047457 MLS ⋅ Canterbury at Bay Meadows BLDG.
Welcome home to Canterbury at Bay Meadows! Built in 2014, this home has an efficient layout, high-quality finishes, and a premium location. A light and bright tri-level property with high ceilings, a primary en-suite with a walk-in closet, air conditioning, and an extra-large, attached 800-square-foot garage. The versatile main floor features an expansive living/dining room combination adjacent to the modern kitchen. The kitchen is equipped with quartz counters, a large island, casual breakfast bar, tons of cabinetry and high-end tile backsplash over a Bertazzoni 5-burner gas range. The 3 bedrooms and 2 full bathrooms, along with a separate laundry room, are on one dedicated floor with fresh new carpet. The bonus loft area, which would be ideal as a family room, playroom, or office, offers views toward the Western hills. Conveniently located across from Paddock Park, which has a play structure, basketball court, and large grassy recreation area, this home is also a short distance to Hillsdale Shopping Center, Caltrain, parks, Nueva School, Whole Foods, and much more.

2905 Baze RD, San Mateo

Listed by Julia Laquer, 650-434-2755 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Susan Sun from CBR

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