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1883 Parrott DR, San Mateo
$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

1338 Shoal DR, San Mateo
$1,628,000
3 Beds ⋅ 3 Baths ⋅ ML82048046 MLS ⋅ Mariners BLDG.
Nestled just steps from the scenic Foster City Lagoon, 1338 Shoal Drive presents a rare opportunity to own one of the largest homes in this highly desirable community. Filled with natural light, the home features expansive living spaces, large windows, glass doors, recessed lighting, and tasteful finishes throughout. A versatile front living area offers flexibility for formal living, dining, or entertaining. The spacious family room flows seamlessly into the dining area and well-appointed kitchen, creating an ideal space for everyday living and gatherings. Glass doors provide direct backyard access, while the family room is pre-wired for surround sound. Upstairs are three generously sized bedrooms, including a spacious primary suite with a private balcony, water views, and an en-suite bathroom. Select bedrooms also enjoy peaceful lagoon-facing vistas. The backyard features a large patio, mature landscaping, and direct access to a park area, perfect for outdoor dining and relaxation. Additional highlights include an attached two-car garage and HOA amenities such as a pool, clubhouse, and tennis courts. Conveniently located near Bridgepointe Shopping Center, Mariners Island Park, top-rated schools, and major commuter routes including Highways 101, 92, and the San Mateo Bridge.

1338 Shoal DR, San Mateo

Listed by Stanley Lo, 650-373-0007 from Green Banker Realty
(If provided) CoList: from

Sold listing courtesy of Andra Wai Cheung from SAWH01

100-106 N Bayshore BLVD, San Mateo
$8,900,000
ML82050464 MLS ⋅ Knights Inn Apartments BLDG.
GROSS RENTS INCREASED (10-1-26) FROM $63,000/YEAR TO $68,000/YEAR --- PRICE REDUCTION OF $550,000!! -- The Knights Inn Apartments, located at 100-106 N. Bayshore Boulevard in San Mateo, presents a rare 38-unit multifamily investment opportunity in San Mateo. The property offers a unit mix of thirty-four (34) studios (~381 sqft) and four (4) 1-Bedroom/1-Bath units (~570 sqft). Constructed in 1960 and situated on a 24,944 sqft lot, with approximately 24,592 sqft of gross building area across two (2) buildings. SB-721 COMPLIANT, BALCONY REBUILD COMPLETED, eliminating a significant capital expenditure and providing investors with a clean compliance profile at close. The property further features a secured fenced-in pool, on-site coin-operated laundry, and 36 covered carports + 4 uncovered assigned spaces. Gas and electric utilities are master metered for each building, presenting a direct value-add opportunity through implementation of a Ratio Utility Billing System (RUBS). Current rents averaging approximately $1,675/month for studios and $2,195/month for 1-Bed/1-Bath units reflect meaningful upside to market rents of $2,100 and $2,395 respectively, as validated by the nearby Country Club Apts at 420 N. Bayshore Boulevard.

100-106 N Bayshore BLVD, San Mateo

Listed by Nate Gustavson, 415-786-9410 from Compass
(If provided) CoList: Cameron Foster from Compass

9 Bel Aire, San Mateo
$5,595,000
4 Beds ⋅ 5 Baths ⋅ ML82050205 MLS ⋅ Bel Aire Heights BLDG.
Welcome to 9 Bel Aire Lane, a rare opportunity to won one of the premier residences within Bel Aire Heights, an exclusive new construction community of just 19 custom-built luxury homes. Perfectly positioned to capture breathtaking, unobstructed water and some San Francisco views, this exceptional residence offers approximately 3908 sq ft of thoughtfully designed living space on an expansive 9500 sq ft lot. Designed for today's luxury lifestyle, the home features four spacious ensuite bedrooms, a private office, and spectacular indoor-outdoor living spaces. The chef's kitchen is a true showpiece, appointed with custom cabinetry, premium Thermador appliances, built in latte machine, wine refrigerator, and an oversized island, ideal for gathering and entertaining. Walls of glass frame the stunning views and open to an expansive deck, creating a seamless connection between the elegant interior and the spectacular natural surroundings. Designer-selected finishes, sophisticated details, and impeccable craftsmanship are showcased throughout the home, elevating every space and timeless style and comfort. Located within one of San Mateo's most sought-after luxury communities, 9 Bel Aire offers a rare combination of new construction, panoramic views, and exceptional quality.

9 Bel Aire, San Mateo

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

319 Catalpa ST, San Mateo
$1,825,000
4 Beds ⋅ 4 Baths ⋅ ML82049969 MLS
Built in 1915, when San Mateo was a growing Peninsula town connected to San Francisco by rail, this timeless Craftsman took its place just blocks from what is now Downtown San Mateo. More than a century later, it remains a beautiful blend of historic character, thoughtful updates, and rare flexibility. Original millwork, refinished hardwood floors, built-in cabinetry, a wraparound porch, and the home's original hutch and buffet reflect the craftsmanship of a bygone era. A fireplace anchors the living spaces, while a light-filled sunroom and generous gathering rooms create warmth throughout. The main residence lives as a spacious 3-bedroom, 2-bath home, including a flexible room off the primary suite ideal for an office, nursery, guest room, or retreat. Upstairs, a legal 2-bedroom, 1-bath residence offers exceptional versatility for rental income, multigenerational living, extended family, or guests. Recent improvements include a new roof, new HVAC system, updated baths, fresh paint, new lighting, and landscaping enhancements. Just blocks from Downtown San Mateo's dining, shopping, entertainment, and Caltrain station, on a charming tree-lined street, this is a rare opportunity to own a piece of San Mateo history with the conveniences of modern living.

319 Catalpa ST, San Mateo

Listed by Olivia Mcnally, 650-576-6666 from Real Brokerage Technologies
(If provided) CoList: from

Sold listing courtesy of Laura Lee from APR

1392 Bel Aire RD, San Mateo
$2,700,000
4 Beds ⋅ 2 Baths ⋅ ML82047461 MLS
Tucked away in the charming enclave of Baywood Park,this expansive single-level home is making its debut on the market after nearly 50 years. Set against a picturesque backdrop of rolling hills and the Crystal Springs Reservoir, this property offers the perfect blend of tranquility, privacy, and natural beauty. 1392 Bel Aire Rd is a home of casual comfort! Soaring beam ceilings amplify the sense of space of the living, dining & family rooms. The family room & the view deck offer the ideal setting to unwind-whether you're enjoying a game night, catching a movie, or savoring a glass of wine. The updated kitchen boasts granite countertops paired with warm, rich wood cabinetry, a convenient walk-in pantry, a greenhouse window & recessed lighting. In a separate wing, there are four spacious bedrooms & two updated baths, including a primary ensuite. Each BR has full-sized closets,while the primary suite has its own walk-in closet. A laundry room, a 2 car garage & a storage room complete the interior. Baywood Park is within short distance to the nearby Crystal Springs Shopping Center, a bustling Farmers Market on Saturdays at the College of San Mateo, major freeway access,recreation trails & the vibrant downtown San Mateo. It is served by some of San Mateo's top rated schools.

1392 Bel Aire RD, San Mateo

Listed by Christina Ng, 415-420-4828 from Compass
(If provided) CoList: from

Sold listing courtesy of Jenny Leswati from KWPEN

1632 Toyon CT, San Mateo
$2,455,000
3 Beds ⋅ 3 Baths ⋅ ML82049914 MLS ⋅ Sugarloaf BLDG.
Elegant Beauty! This gorgeous home boasts 3 bedrooms, 2.5 bathrooms and is lovingly perched in a Cul-De-Sac. This is a beautiful show piece filled with natural light. Newly updated kitchen including cabinets with granite counters, crown moldings, remodeled bathrooms, hardwood flooring upper and lower levels, wood spindle staircase, fireplace, and a den with a closet knockout that can easily become a 4th bedroom. Walk out from the living room to the quiet, serene, lush back yard for guest entertainment filled with trees and beauty. Nature at its best with hikes and walks to Sugarloaf and Laurelwood Parks. Don't miss this turn key opportunity. Convenient access to highway 280/92 and is zoned for highly sought after Carlmont High School District including Belmont/ Redwood Shores Schools....

1632 Toyon CT, San Mateo

Listed by Fadi Soudah, 650-771-8882 from Coldwell Banker Realty
(If provided) CoList: Firas Haimour from Coldwell Banker Realty

Sold listing courtesy of Michael Peng Li from GVFR

1674 Roberta DR, San Mateo
$2,300,000
3 Beds ⋅ 2 Baths ⋅ ML82049889 MLS
Welcome home to 1674 Roberta Dr. - A rare waterfront estate w/ sweeping wide-water views, positioned just off the ski zone in calm waters. Thoughtfully updated, this exceptional home invites you to enjoy waterfront sunrises, entertain across multiple outdoor living spaces and unwind beneath mature shade trees. Highlights include a composite deck, inset Jacuzzi spa, Terrazzo patio, fenced dock & boat ramp. Refinished hardwood floors, a classic fireplace hearth with inlaid bookcase, radiant heated flooring, exposed beam ceilings, skylights, and expansive sliding glass doors create a seamless connection to outdoor living. The quartz-appointed chefs kitchen features Shaker cabinetry, a Blanco deep-well sink with Delta wand faucet w/ commanding waterfront view. Featuring an LG appliance suite w/ slide-in range, microwave hood & French door refrigerator. A well laid out floor plan offers three bedrooms, multiple living spaces, a bonus room & oversized 2 car garage, Tesla solar array and updated systems throughout. Ideally situated near parks, schools, shopping, and major commuter routes to San Francisco, Silicon Valley and the Pacific coast. 1674 Roberta Drive delivers the ideal Bay Area retreat. A lifestyle defined by waterfront recreation and connection to the Parkside community.

1674 Roberta DR, San Mateo

Listed by Andrew Lomano, 650-346-0900 from Living Estates Realty
(If provided) CoList: from

Sold listing courtesy of Anna J Wang from FQLT

420 W Poplar AVE, San Mateo
$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

228 Harvard RD, San Mateo
$3,625,000
3 Beds ⋅ 2 Baths ⋅ ML82049828 MLS
OFFERS DUE FRIDAY(12th) BY 12NOON Some homes check the boxes. Others create the lifestyle you've been searching for. Tucked into one of San Mateo's most sought-after neighborhoods, 228 Harvard Road offers the best of Peninsula living, where peaceful mornings, outdoor adventure, and vibrant city life come together. This charming Dutch Colonial-style home features timeless architecture, storybook curb appeal, warm hardwood floors, and inviting living spaces filled with character. Thoughtfully refreshed and move-in ready, the home offers 3 bedrooms and 2 bathrooms with the flexibility to gather, work, entertain, and relax. Enjoy easy access to nearby Sawyer Camp Trail for hiking, biking, and outdoor recreation, while Downtown San Mateo's renowned restaurants, shopping, and entertainment are just minutes away. The private backyard provides a peaceful retreat with established trees and beautiful landscaping, creating the perfect setting for relaxing or gathering with family and friends. Located in a highly sought-after neighborhood near highly regarded schools, this home offers a rare opportunity to enjoy the charm, convenience, and lifestyle that make San Mateo one of the Peninsula's most desirable communities. Welcome home.

228 Harvard RD, San Mateo

Listed by Christopher Eckert, 650-274-1129 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Ty Orlando from KWPEN

241 42nd AVE, San Mateo
$2,700,000
5 Beds ⋅ 4 Baths ⋅ ML82049817 MLS
Magnificent 5-bedroom estate featuring breathtaking bay views, situated in the highly desirable neighborhood. Abundance of natural light streaming through a dramatic picture window, illuminating the elegant living room & dining area. The heart of the home is a chef's gourmet kitchen and family room, highlighted by vaulted ceilings, skylights, high-end custom cabinetry, granite countertops, a massive center island, surround sound system for 3 TVs, perfect for both luxury everyday living and grand-scale entertaining. The secluded master suite offers a dedicated den, walking closet, spacious bathroom with a soaking tub and separate shower for ultimate relaxation. On the opposite side of the house, a separate wing has 4 additional bedrooms, including 2 en-suite bedrooms, plus a hall bathroom with a jetted tub, providing exceptional comfort and privacy for family and guests. Situated on over 14,000 sf lot. One-of-a-kind backyard showcases a cascading waterfall leading to a hilltop retreat with panoramic Bay view. The hilltop entertainment area features a Disneyland-inspired bar, TV, BBQ, outdoor kitchen, refrigerators, hot tub and more. Conveniently located between San Francisco and Silicon Valley.

241 42nd AVE, San Mateo

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

Sold listing courtesy of Lana Morin from NTERO

30 16th AVE, San Mateo
$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

674 30th AVE, San Mateo
$2,810,888
4 Beds ⋅ 3 Baths ⋅ ML82049343 MLS
Modern living and thoughtful design truly shine at this fully reimagined home. Clean lines, high quality materials, rich design elements and contemporary comforts come together to create something that feels both elevated and effortlessly livable. Every aspect of this home has been redesigned with intention. New hardwood flooring, freshly insulated walls and new drywall set a calm, clean canvas. A functional floor plan lets daily life move naturally from room to room. The kitchens quality speaks for itself with custom cabinetry, dazzling quartzite counters and upscale elements. Outside, contemporary landscaping frames the property with quiet sophistication. The grounds are designed to extend your indoor living space and invites you to slow down and settle in. Tucked at the back of the yard, a detached studio brings the same thoughtful details and modern sensibility as the main house. Purpose-built for the way people work today, it's a private, refined space that makes flexibility feel like a luxury you didn't know you needed. This newly redesigned home offers the highest level of comfort and confidence. Come ready to fall in love!

674 30th AVE, San Mateo

Listed by Daniel Choi, 415-297-2391 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Asha Raghupathy from NTERO

120 Gramercy DR, San Mateo
$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

430 Cavanaugh ST, San Mateo
$1,398,000
4 Beds ⋅ 2 Baths ⋅ ML82039764 MLS
Buy a single family home at a townhome price. This beautifully updated four-bedroom, two-bath residence blends timeless architectural character with modern upgrades, offering the ideal balance of style, comfort, and functionality. Step inside to discover a light-filled interior featuring a versatile and thoughtfully designed floor plan, ideal for both everyday living and entertaining. The lovely updated kitchen serves as the heart of the home, showcasing modern finishes and ample space for cooking and gathering. Newly installed flooring throughout and all newly installed light fixtures enhance the homes fresh, cohesive feel, creating a warm and inviting atmosphere. The flexible layout offers multiple living spaces, ideal for a home office or a variety of living needs. Each bedroom is well-proportioned, providing comfort and privacy. Ideally located in the heart of the Peninsula, this home is centrally positioned between San Francisco and Silicon Valley, making it a commuters dream. Enjoy close proximity to parks, schools, shopping, dining, and everyday conveniences, with Coyote Point Recreation Area and Poplar Creek Golf Course just minutes away.

430 Cavanaugh ST, San Mateo

Listed by Rachel Ni, 650-455-1500 from Coldwell Banker Realty
(If provided) CoList: from

611 Nevada AVE, San Mateo
$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

612 Hobart AVE, San Mateo
$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

3011 Greenoak CT, San Mateo
$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

3028 Greenoak CT, San Mateo
$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

1909 Polo CT, San Mateo
$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

1660 Mckinley ST, San Mateo
$1,598,000
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

Sold listing courtesy of Seungoh Ko from KWCU

2203 Allegheny WAY, San Mateo
$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

537 Hurlingham AVE, San Mateo
$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

442 Hurlingham AVE, San Mateo
$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

612 Highland AVE, San Mateo
$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

429 Virginia AVE, San Mateo
$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

41 Tollridge CT, San Mateo
$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

2329 Ticonderoga DR, San Mateo
$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

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Based on information from MLSListings MLS as of . All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.


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