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$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
$1,190,000
2 Beds ⋅ 2 Baths ⋅ ML82051828 MLS
Discover the Top of the Mounds, San Mateo's most coveted luxury condominium community. This gorgeous residence offers 2036 sq ft of spacious living with sweeping panoramic Bay and Peninsula views from nearly every room. The generous 2 BR/2BA floor plan features lovely carpet and tile, a beautiful chef's kitchen with ample cabinets and granite countertops, plus spa-like bathrooms. Enjoy the expansive dining and living rooms with massive windows and sliders opening to a huge and private veranda, perfect for indoor/outdoor gatherings. Residents enjoy resort-style amenities including a lobby attendant, and top notch on-site management. Serene spa and pool, newly built recreation room, and community room await you. Bonus: indoor laundry room, large closets, gas fireplace, extra storage, and secure garage parking. Sauna! Three guest suites in the building. Convenient location to downtown San Mateo, Hillsborough and all the best that Mid-Peninsula living offers.

50 Mounds RD 105, San Mateo

Listed by Janet Russell Keller, 831-588-9719 from David Lyng Real Estate
(If provided) CoList: from

$1,485,000
3 Beds ⋅ 2 Baths ⋅ ML82051794 MLS
Thoughtfully updated and move-in ready, this 3-bedroom, 2-bath home offers a perfect blend of comfort, style, and versatility. Enjoy cozy evenings by the classic brick fireplace in the ample spaced living room. The kitchen, updated 2017 with permits, features quartzite countertops, shaker cabinetry, stainless steel appliances also a gas range, microwave and Stainless refrigerator. The Kitchen opens seamlessly to a spacious family room addition with plenty of extra space for everyday living and entertaining. In 1999 Seller also added a 560 sq ft addition with permits expanding 14 ft in family room also in the primary bedroom. The generous primary suite includes an en-suite full bath with direct access to the private backyard. A detached 96 sq. ft. finished shed with electricity provides endless possibilities as a home office, gym, creative studio or retreat. Conveniently located in San Mateo's established Shoreview neighborhood, just minutes from shopping, dining, City parks, and major Bay Area commute routes. Walking distance to public and private schools, Bay Trail for hiking and bike rides. A rare opportunity to enjoy the extra space with modern updates and exceptional convenience in this inviting home. Freshly painted interior, move in ready, must visit this one!

817 Rand ST, San Mateo

Listed by Jerome Brolan, 650-455-4904 from Ocean Element Real Estate
(If provided) CoList: from

Sold listing courtesy of Bimal Shrestha from SEXO01
$5,000,000
5 Beds ⋅ 3 Baths ⋅ ML82051730 MLS
A rare offering in the heart of San Mateo Park, 554 Edgewood Road blends elegant architectural details, enchanting interiors, & an extraordinary backyard retreat designed for both entertaining & everyday enjoyment. Rich with timeless character and lovingly shaped over generations, this distinguished residence carries a legacy of artistry, craftsmanship, and joyful living. Spanning approximately 3,205 sq ft, the home offers a gracious floor plan with formal rooms, inviting gathering spaces, five bedrooms, an office, study, and generous storage. French doors, warm light-filled interiors, and a striking living room fireplace framed by richly detailed California Batchelder-style relief tilework create a refined & welcoming atmosphere. Outdoors, the expansive backyard is a private retreat with a pool, patio, BBQ area, lawn, garage, and shed, offering an exceptional setting for summer afternoons, dinner parties, and relaxed California living. Recent improvements: new roof, new furnace, and new driveway gate, enhance comfort and convenience while preserving the homes historic charm. Elegant, warm - a rare opportunity in one of the Peninsulas most cherished neighborhoods, equidistant to downtown Burlingame and San Mateo.

554 Edgewood RD, San Mateo

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

Sold listing courtesy of Josh Sway Sanchez from KWPEN
$1,400,000
2 Beds ⋅ 2 Baths ⋅ ML82051671 MLS ⋅ Hayward Condos Asso BLDG.
This exceptional residence offers the rare combination of style, comfort, and an unbeatable central San Mateo location. Bathed in natural light throughout the day, the home features soaring vaulted ceilings, multiple skylights, expansive open-concept floor plan designed for both everyday living and effortless entertaining. The remodeled kitchen has abundant cabinetry, generous counter space, GE induction cooktop, stainless appliances, eat-in kitchen nook. Inviting living room is anchored by a beautifully tiled fireplace, creating a warm, sophisticated gathering space. Comfort is enhanced with the rare benefit of central AC, while having your own washer and dryer is a great everyday perk. The oversized primary suite serves as a private retreat, complete with a spa-inspired remodeled bath featuring a luxurious soaking tub, and large walk-in shower. There's storage galore, window shutters & vinyl wood floors. Assigned parking + opportunity for 2nd space thru the HOA. Located in heart of San Mateo! Great walk score; to vibrant downtown shops, parks, popular B Street Coffee/Ramen Houses. How about a Swim or use the Hot Tub after a long day? Whether commuting to Silicon Valley or SF, by Caltrain or car, this home offers superior convenience, modern amenities, and urban accessibility!

11 Hayward AVE 3002, San Mateo

Listed by Wong Real Estate Grp, 650-619-2790 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Cliff Whearley from WRLY
$4,050,000
4 Beds ⋅ 2 Baths ⋅ ML82051094 MLS
Nestled along a tree-lined street, this home blends timeless character with exceptional versatility. A long Hollywood-style driveway and distinctive turret introduce the property, which enjoys a coveted location near top-rated schools, parks, downtown shopping and dining, and major commuter routes. Soaring ceilings and a multi-paned picture window overlooking Aragon Blvd create a sense of scale and architectural interest. The living room flows into the formal dining room before opening to the updated eat-in kitchen, with an adjacent mudroom and convenient access to the backyard. Two bedrooms and a full bath are located on the main level, while upstairs features a private primary retreat with a walk-in closet and spacious bathroom, along with a fourth bedroom. The lower level provides endless possibilities for a media room, office, or additional storage. The detached structure, with a bonus bathroom, presents exciting potential as a fitness studio, guest retreat, casual living area, or future ADU opportunity. An expansive redwood entertaining deck with waterfall steps overlooks a beautifully landscaped backyard framed by mature trees and lush vegetation, creating a private setting for everyday living and entertaining.

111 Aragon BLVD, San Mateo

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

Sold listing courtesy of Anuja Krishnan from KWPEN
$2,275,000
4 Beds ⋅ 3 Baths ⋅ ML82051554 MLS ⋅ Mariners Green BLDG.
Spectacular living in this water front home in San Mateo, where you are very near a salt water lagoon that allows you to water ski, paddle board, or canoe right out the back door. Two-story home with a game room that has arcade games, TV, and pool table. Large modern kitchen opens up to the dining and living room that is bathed in sunlight all day and absolutely has the most magnificent sunset. Now its upstairs to 4 bedrooms and another bathroom. Walk down the hall to a large primary bedroom with spacious bathroom that overlooks the bay area; this is a magnificent room that one never wants to leave. Two large pools, two hot tubs, exercise room, pickleball court, and shuffleboard all for you to enjoy with super small dues, almost unbelievable in the bay area. Neighborhood is quiet, safe, and peaceful. The bay trails are right across the street. Then you will love this place.

444 Fathom DR, San Mateo

Listed by Joseph Bentley, 650-867-0199 from The Agency
(If provided) CoList: from

$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
$2,800,000
3 Beds ⋅ 3 Baths ⋅ ML82051033 MLS
NEWLY REMODELED 2,600+ sq ft home is located in San Mateo within the San Mateo-Foster City Elementary school district. It features three bedrooms, including multiple primary suites with walk-in closets and a ground floor bedroom. The two full bathrooms include double sinks, updated fixtures, and a full bath on the ground floor with both shower and tub. The kitchen and family room form a combined space highlighted by quartz countertops, gas hookups, a skylight, and several modern appliances including a gas oven and dishwasher. Hardwood, laminate, and tile flooring run throughout the home. The living room includes a wood-burning fireplace, and heating is provided by central forced air with gas, complemented by central AC and window units for cooling. Laundry hookups for both electricity and gas are conveniently located inside the utility room. Additionally, the home offers a two-car garage and a minimum lot size of 7,200 sq ft. Skylights brighten the dining room, enhancing the overall natural light.

1114 Palm AVE, San Mateo

Listed by Karen DiLullo, 408-603-8525 from Coldwell Banker Realty
(If provided) CoList: from

$1,350,000
2 Beds ⋅ 2 Baths ⋅ ML82050938 MLS
OFFERS DUE MONDAY(22ND) BY 12NOON Some homes offer square footage. Others offer a lifestyle. Perched on the top floor and surrounded by towering redwood trees, this beautifully refreshed residence offers a rare blend of privacy, natural beauty, and convenience in the heart of San Mateo. Soaring vaulted ceilings, abundant natural light, and multiple private patios create an open, airy atmosphere that feels both welcoming and serene. Designed for comfortable everyday living, the spacious floor plan features generous storage, a cozy fireplace, an inviting kitchen with ample counter space, and seamless indoor-outdoor living with patios off the living room, kitchen, and primary suite. The primary retreat offers a walk-in closet and private patio, creating the perfect place to start and end each day. Adjacent to Central Park, and Just moments from vibrant downtown San Mateo, shopping, dining, and commuter routes, this move-in ready home offers the opportunity to spend less time maintaining and more time enjoying everything the Peninsula lifestyle has to offer.

35 9th AVE 11, San Mateo

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

Sold listing courtesy of Ahsha Murphy from VANG06
$1,790,000
3 Beds ⋅ 3 Baths ⋅ ML82050882 MLS
Located in one of San Mateo's most convenient and quietly tucked-away enclaves, 1634 Sugarloaf Drive presents a refined Peninsula residence designed for spacious everyday living, effortless entertaining, and easy access to the best of the Bay Area. This beautifully maintained 3-bedroom, 2.5-bath attached single-family home features an open floor plan, soaring ceilings, and a generous sense of space throughout. The main living, dining, and kitchen areas connect with ease, creating an inviting setting for both relaxed daily living and hosting guests. The home offers well-proportioned bedrooms, including a serene primary suite, along with flexible living spaces that adapt beautifully to todays lifestyle. Energy-efficient features, including solar power, add everyday comfort and long-term value. A 2-car garage provides convenience and functionality, while the peaceful setting offers a welcome sense of privacy and retreat. Ideally positioned near Highway 92, Interstate 280, and Highway 101, the home offers seamless access to San Francisco, Silicon Valley, the coast, and the greater Bay Area. Elegant, spacious, and exceptionally well located, 1634 Sugarloaf Drive is a rare opportunity to enjoy a sophisticated San Mateo lifestyle with the ease of central Peninsula living.

1634 Sugarloaf DR, San Mateo

Listed by Drew Doran, 650-766-2080 from Compass
(If provided) CoList: from

Sold listing courtesy of Vicky Yu from CBR
$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
$3,599,992
4 Beds ⋅ 3 Baths ⋅ ML82050779 MLS
An Eichler that lives as well as it looks. Set on a quiet cul-de-sac with sweeping valley views, Roxbury House preserves the light, openness, and indoor-outdoor connection that define Eichler living while offering the space, comfort, and functionality modern life demands. At the heart of the home, a generous kitchen, dining, and family room open directly to the beautifully landscaped backyard, creating an effortless connection between indoor and outdoor living. Walls of glass frame the surrounding landscape and fill the home with natural light throughout the day, while slender side-lite windows sneak leafy vignettes into the living spaces, creating moments of delight at every turn. With 4 bedrooms, 3 bathrooms, a separate laundry room, an art studio adjacent to the two-car garage, dual-pane windows, an updated roof, and a rare flat backyard with dedicated play areas, Roxbury House offers something increasingly difficult to find: an Eichler designed not just to admire, but to enjoy every day.

40 Roxbury LN, San Mateo

Listed by William Cheung, 650-759-8779 from Compass
(If provided) CoList: Laura Lee from Compass

Sold listing courtesy of Joel Stieber from KWLGE
$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
$1,200,000
4 Beds ⋅ 3 Baths ⋅ EB41137954 MLS
864 Kathryne Avenue is a mid-century ranch in San Mateo's Shoreview neighborhood with a single-level layout and useful pieces already in place. The home has 4 bedrooms and 3 bathrooms, including dual primary suites plus an attached garage with interior access to the kitchen. The house needs significant work and is best suited to a buyer planning a major renovation. Even so, the basic form is compelling: a single-level ranch layout, a corner-lot setting, and an open great room that already brings the living, dining, and kitchen areas together. Instead of starting with a chopped-up floor plan, a renovator has a layout that was already designed around a more open way of living. For a buyer with a vision, this is a chance to keep the mid-century shape and rebuild the interior with modern systems and finishes. Shoreview is a convenient San Mateo neighborhood with a lot nearby. Shoreview Park offers a playground, tennis courts, basketball court, baseball field, skate area, and picnic space. Ryder Park and Seal Point Park add access to the Bay Trail, walking and biking paths, shoreline views, picnic areas, and a dog park. Everyday errands, casual dining, Bridgepointe, and downtown San Mateo are all a short drive away, with nearby SamTrans service, Highway 101, Highway 92, and San Mat

864 Kathryne Ave, San Mateo

Listed by Graham King, (510) 746-8240 from Graham King, Broker
(If provided) CoList: from

Sold listing courtesy of Neil Canlas from CANLAS
$1,650,000
2 Beds ⋅ 2 Baths ⋅ ML82050585 MLS
A grand entry foyer with elegant arched doorways sets the tone for this charming ground floor residence, where a sun filled north facing patio creates a spectacular private outdoor retreat. Inside, the spacious primary suite offers a walk in closet, dual sinks, a soaking tub, and a separate shower. A flexible second bedroom/office provides valuable versatility for guests or work from home needs. The generous living room and formal dining room, divided by a dual sided wood burning fireplace, form warm, inviting spaces ideal for everyday living and entertaining. French doors open from the living room to the patio, and a secondary kitchen door provides direct access as wellperfect for outdoor dining. The kitchen features newer appliances and abundant storage. Hardwood floors flow through much of the home, complemented by in unit laundry, plantation shutters, central A/C, two deeded parking spaces, and additional storage. Set within a gated community offering concierge service, pool, gym, sauna, and steam room, this boutique 30 unit building is moments from downtown San Mateos shopping, dining, and library.

111 W 3rd AVE 107, San Mateo

Listed by Chris Molnar, 650-504-2693 from Coldwell Banker Realty
(If provided) CoList: from

$1,888,888
3 Beds ⋅ 3 Baths ⋅ ML82050290 MLS ⋅ Mariners Green #3 BLDG.
Waterfront living with exceptional turnkey appeal. Stunning chef's kitchen appointed with premium Italian and German appliances, quartz countertops, and modern cabinetry opens to elegant dining areas and a sun-filled living room framed by expansive sliding glass doors. Abundant natural light from skylights and recessed lighting enhances the home's bright atmosphere. Contemporary staircase with sleek metal railings complements the modern design. SMART home lighting system provides enhanced convenience and contemporary functionality throughout. Curated upgrades include heated towel racks, USB-integrated outlets, Ring doorbell, Nest thermostat, premium Toto toilets throughout the home, including a bidet toilet in the primary bathroom. Fully remodeled main-level bathroom with modern finishes. Luxurious primary suite offers serene waterfront views, spa-inspired bathroom with custom rain shower, illuminated mirrors with automatic lighting, and custom-designed walk-in closet. Enjoy indoor-outdoor living with a spacious two-level deck and new private dock, perfect for entertaining and waterfront living. Community amenities include swimming pool, tennis courts and clubhouse. Rare opportunity to own a beautifully upgraded waterfront home with premium finishes and SMART home technology.

1259 Shoal DR, San Mateo

Listed by Rosalind Chin, 650-245-2378 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Kelvin Thai from OC07143
$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
$9,450,000
ML82050464 MLS ⋅ Knights Inn Apartments BLDG.
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 obligation 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), a strategy not currently utilized under existing ownership. The pro forma reflects an estimated $45,600 in additional RUBS income upon implementation.Current rents averaging approximately $1,610/month for studios and $2,085/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 Apartments 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
$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: from

$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
$1,855,000
4 Beds ⋅ 2 Baths ⋅ ML82049931 MLS
Tucked away on one of the best streets in the highly desirable South Shoreview neighborhood, 1844 Nash Drive is a beautifully updated home where thoughtful design, exceptional outdoor spaces, and everyday comfort come together seamlessly. From the moment you arrive, the stunning curb appeal and beautifully landscaped grounds create a warm and inviting first impression. Offering 4 bedrooms and 2 bathrooms, the flexible floor plan includes a downstairs bedroom that can easily function as a family room, playroom, or guest space. The remodeled kitchen and bathrooms blend timeless style with modern convenience, while the home's flowing layout is ideal for both everyday living and entertaining. Upstairs, the private primary suite offers a peaceful retreat with a walk-in closet and a versatile bonus space perfect for a home office, nursery, or fitness area. The expansive backyard is a true highlight, featuring lush landscaping, raised planter boxes, and a pergola-covered patio designed for outdoor gatherings. A detached shed with electrical provides the perfect space for a home office or hobby room. Ideally located near the lagoon, parks, the Bay Trail, and major commuter routes, this special home offers the perfect blend of comfort, flexibility, and California indoor-outdoor living.

1844 Nash DR, San Mateo

Listed by Caitlin Beanan, 650-576-3994 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Patrick Dolan from CBR
$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
$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
$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
$2,121,000
3 Beds ⋅ 2 Baths ⋅ ML82049801 MLS
Welcome to this beautifully remodeled Fiesta Gardens home where timeless design, thoughtful upgrades, and effortless indoor-outdoor living come together. Featuring 3 bedrooms and 2 bathrooms, this turnkey residence has been meticulously renovated from top to bottom, allowing its next owner to simply move in and enjoy. The stunning chefs kitchen serves as the heart of the home, showcasing custom wood cabinetry, quartz countertops, a dual-fuel range, and a generous center island that invites gathering and conversation. Sunlight fills the home through large windows, highlighting the rich hardwood floors and creating a bright, welcoming atmosphere throughout. Every major system has been thoughtfully updated, including a new A/C system, upgraded insulation, remodeled bathrooms, updated electrical with 200-amp service, and professionally designed landscaping in both the front and rear yards. Beyond the property, enjoy the unique lifestyle that makes Fiesta Gardens one of San Mateos most beloved neighborhoods. Residents have access to a community pool, newly renovated cabana, tennis courts, and playground, all just minutes from Whole Foods, Hillsdale Shopping Center, Caltrain, parks, dining, and major commute routes. A rare opportunity to own a truly turnkey home in Fiesta Gardens.

1203 Annapolis DR, San Mateo

Listed by Kevin Barranti, 650-867-9612 from Compass
(If provided) CoList: from

Sold listing courtesy of Gina Haggarty from APR
$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
$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
$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
$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

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