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$3,850,000
8 Beds ⋅ ML82055296 MLS
TRUE TROPHY FOURPLEX BORDERING HILLSBOROUGH!! The Hillsborough Apartments is an incredible opportunity to acquire a true pride of ownership property in one of the most sought after locations on the peninsula. With outstanding in-place rents, this trophy asset is a true turnkey apartment building perfect for investors, owner-occupiers, and generational family purchasers alike. Strategically positioned west of the El Camino Real, bordering the prestigious Hillsborough neighborhood, this property is a MUST SEE! Attractive Unit Mix: All four units are 2-bed, 1-bath, approximately 1,000 sf each. The property benefits from numerous recent upgrades and capital improvements. All 4 units updated with granite counters and subway tile wainscoting, crown molding, arched walkways, custom cherry cabinets, Restoration Hardware fixtures, Baldwin door knobs & deadbolts, and Leviton dimmer lights and electric plugs. New roof in 2021, new water heaters, new sewer lateral in 2019 & new sewer line and cleanout. New plumbing valves. Double-Paned windows throughout with custom plantation shutters. Energy Efficient Washer/ Dryer in each unit. Add an ADU by converting the garage parking into an additional unit or two to increase value and cash flow!

16 W Bellevue AVE, San Mateo

Listed by Bryan Danforth, 650-274-5227 from Compass
(If provided) CoList: Matthew Thomson from Compass
$1,648,000
2 Beds ⋅ EB41142446 MLS
Recently remodeled (2023) and never occupied commercial space, offering a rare move-in ready mixed-use opportunity in the heart of San Mateo Village and a central Peninsula location. This property features a street-level commercial unit with strong visibility and direct street access, along with a separately accessed upper-level residential unit. The ground-floor commercial space offers an office/storefront-style frontage with large display windows, providing abundant natural light and excellent street presence. Front and rear entrances provide ADA-accessible sloped entry conditions. The commercial space has been extensively reconfigured, including demolition of prior interior improvements and the addition of newly designed storage and break rooms. Electrical upgrades include enhanced commercial-grade 220V power capacity, while existing wiring was partially retained and supplemented as needed. New Title 24-compliant lighting has been installed throughout. Additional improvements include an integrated HVAC system, a new hot water heater, commercial-grade laminate flooring, and an updated restroom. The flexible interior layout allows for immediate occupancy and supports a variety of business uses. The upper-level residential unit has been remodeled with fresh interior paint, a new

869 Woodside Way, San Mateo

Listed by Ting Yu Zhu, (510) 282-9898 from BHG RE Reliance Partners
(If provided) CoList: from

$2,200,000
ML82054740 MLS

2277-2283 South El camino Real, San Mateo

Listed by Steve Belluomini, (650) 281-8877 from Corcoran Icon Properties
(If provided) CoList: from

$2,799,000
4 Beds ⋅ 5 Baths ⋅ ML82054640 MLS ⋅ Victory BLDG.
Experience elevated contemporary living in this stunning Victory Homes residence at Bay Meadows. One of the communitys most desirable floor plans, this exceptional home is among the few offering a private backyard for seamless indoor-outdoor living. Spanning approximately 2,885 square feet, the home features 4 bedrooms, 4.5 bathrooms, an expansive open-concept great room, and a designer chefs kitchen with premium appliances, a large center island, and walk-in pantry. A main-level en-suite bedroom offers flexibility for guests or a private office, while the luxurious primary suite showcases a spa- inspired bath and generous walk-in closet. The top-floor bonus room with a full bath opens to an expansive rooftop terrace, perfect for entertaining, a home office, or a private retreat. Built in 2018 with designer finishes, central A/C, and an attached two-car garage, this exceptional residence is ideally located just moments from parks, Whole Foods, Blue Bottle Coffee, Caltrain, shopping, dining, and major commute routes. A rare opportunity to enjoy luxury, convenience, and the vibrant Bay Meadows lifestyle!!

3103 Mena, San Mateo

Listed by Mary Bee, 650-343-9999 from Intero Real Estate Services
(If provided) CoList: from

$2,398,000
3 Beds ⋅ 3 Baths ⋅ ML82054599 MLS
Set in San Mateos desirable Baywood Knolls neighborhood, this single-family home offers the warmth, character, and everyday livability that make a home truly special. Hardwood floors, a fireplace, fresh new paint, and well-proportioned living spaces create an inviting setting for relaxing, entertaining, or working from home. The finished lower level adds valuable flexibility for guests, a home office, or additional living space, while the attached garage includes a Tesla EV charging setup for added convenience. The backyard provides a private outdoor retreat with space to garden, gather, or simply enjoy the comfort of home. What makes this property even more appealing is its location. Baywood Knolls is known for its established residential feel and close proximity to some of San Mateos most loved amenities. Enjoy easy access to downtown San Mateos vibrant shopping and dining scene, Central Park, and the San Mateo Caltrain station for convenient Peninsula commuting. Blending comfort, charm, and a highly desirable setting, this home is a wonderful opportunity in one of San Mateos most sought-after neighborhoods.

523 Iowa DR, San Mateo

Listed by Joe Polyak, 415-595-2647 from Rise Homes
(If provided) CoList: from

$2,998,888
5 Beds ⋅ 4 Baths ⋅ ML82054023 MLS
Welcome to this stunning West San Mateo residence. Completely reimagined, this 5-bedroom, 4-bathroom home offers sophisticated premium finishes for living and entertaining. Enjoy custom hardwood floors, abundant natural light, and extensive upgrades including a remodeled chef's kitchen with premium appliances, custom cabinetry, waterfall-edge quartz countertops, solar designed to help power the home and heat the pool, tankless water heater, newer roof, and gutters. The kitchen flows seamlessly into the dining area and living room with custom fireplace. A rare detached garage/gym offers ADU, guest suite, studio, home office, or additional living space potential (buyer to verify). The flexible floor plan also features a family/game room with custom bar and a main-level bedroom ideal for guests or multigenerational living. Upstairs, the luxurious primary suite includes a fireplace, spa-inspired bath with jacuzzi tub, separate shower, and walk-in closet. Four additional bedrooms provide comfort and privacy. The resort-style backyard features a sparkling pool, spa, outdoor entertaining areas, solar pool heating, and electric pool cover. Ideally located on San Mateo's desirable West Side, minutes from Hillsdale Shopping Center, downtown, Caltrain, and Silicon Valley employers.

326 30th AVE, San Mateo

Listed by Leon D'Aquino, 650-740-0564 from RE/MAX Gold Redwood Shores
(If provided) CoList: from

$3,998,000
4 Beds ⋅ 3 Baths ⋅ ML82053847 MLS
Rarely available Mediterranean with an exceptional floor plan in one of San Mateo's most desirable neighborhoods. Beautifully updated while preserving its timeless character, the home features four bedrooms on the upper level, gracious formal living and dining rooms, an eat-in kitchen, and a separate family room with direct access to the private backyard. Rich architectural details include gleaming hardwood floors, classic millwork, exposed beams, corbel accents, a stained-glass window, a coffered dining room ceiling, and two fireplaces. The spacious primary suite features a beautifully remodeled Carrara marble and quartz bath, while three additional upstairs bedrooms share a tastefully updated hall bath. The private backyard offers an Ipe deck, paver patio, and level lawn. Built in 1932, this approximately 2,900 square foot residence sits on an approximately 6,839 square foot lot and is ideally located near downtown San Mateo, Caltrain, parks, shopping, dining, and major commute routes.

459 Cornell AVE, San Mateo

Listed by Serena Conti, 650-619-8398 from Compass
(If provided) CoList: from

$2,495,000
8 Beds ⋅ ML82052512 MLS
Beautifully maintained 4 unit building in a prime San Mateo location near top rated schools. Excellent Investment Opportunity, long-term tenants with a low vacancy rate. Each 2BR 1BA unit offers private outdoor space, with decks for the upper units and yards for the lower units. Unit 2 includes a carport plus an uncovered space and could serve as an ideal owners unit with its private backyard. Unit 3 features remodeled kitchen with quartz counters, new cabinets, fixtures, and appliances, and modern bath with new tile, vanity, and flooring. Recent upgrades include roof work, deck waterproofing, exterior paint, new doors, and rebuilt carport. Large 7500 sf lot offers room for expansion and possible additional unit over carports. Walk to downtown Burlingame and San Mateo.

444 Villa TER, San Mateo

Listed by Alex Hawkins, 650-639-9640 from Cronan Real Estate Services, Inc.
(If provided) CoList: from

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

405 Glendale RD, San Mateo

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

Sold listing courtesy of Holly Zhang from RILEY
$2,600,000
6 Beds ⋅ ML82051983 MLS
Located in one of the most desirable residential neighborhoods in San Mateo, 109-111 Hobart Avenue offers a unique duplex opportunity with both investment appeal and owner-user flexibility. The property consists of two spacious three-bedroom units, each with generous layouts, and attached garages. The rear unit features a private outdoor area, enhancing tenant appeal and livability. Set on an oversized lot, the property also offers potential for future ADU development, creating additional income opportunities. 109-111 Hobart Ave is within one mile to San Mateo Central Park and Downtown San Mateo, featuring a myriad of high-end shopping, dining and entertainment options. The subject property is also located within close proximity to the major transportation corridors of U.S. Highway 101, California State Route 92, the San Mateo Caltrain Station, and the major thoroughfare of El Camino Real. These transportation hubs provide tenants and residents with convenient access to San Francisco and San Jose and provides close proximity to many of the nation's top tech employers including Google, Meta, Stanford, Box Inc., Visa, Sony as well as many others.

109 Hobart AVE, San Mateo

Listed by Cole Simpson, 650-391-1735 from Marcus & Millichap
(If provided) CoList: from

$2,500,000
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
$4,800,000
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

$3,595,000
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

$2,275,000
4 Beds ⋅ 3 Baths ⋅ ML82051554 MLS ⋅ Mariners Green BLDG.
Spectacular living in one of the most unique houses 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

$2,800,000
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

$1,790,000
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
$3,650,000
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

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

420 W Poplar AVE, San Mateo

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

Sold listing courtesy of Jenny MacLeod from APR
$2,700,000
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
$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
$1,900,000
ML82049133 MLS
Seven Bedroom, 3.5 bath residential home with subdivision into multiple unit possibility

114 S Delaware ST, San Mateo

Listed by Michael Verdone, 650-208-0669 from Economic Concepts
(If provided) CoList: from

Sold listing courtesy of Cary Kletter from WOLF
$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

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