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$425,000
2 Beds ⋅ 2 Baths ⋅ ML82057217 MLS ⋅ The Peninsula Regent BLDG.
Located in San Mateo, this home offers a two-bedroom, two-bathroom layout with 1,125 square feet of living space. The kitchen is equipped with an electric oven range, refrigerator, dishwasher, and garbage disposal, providing essential appliances for meal preparation. Carpet flooring extends throughout the home, complemented by central forced air heating and central air conditioning for year-round comfort. Laundry needs are met with an in-unit washer and dryer. The property includes a garage with an electric vehicle Level 2 (240 volts) hookup. Additional features include ample closet space and a security gate. The outdoor amenities feature an indoor heated pool and spa with jetted hot tub capabilities. Existing structures on the property include a gym, kennel/dog run, pool house, shed, storage facility, and workshop. The home is located within a beautiful retirement community, with convenience to downtown San Mateo.

1 Baldwin AVE 1008, San Mateo

Listed by Scott Withrow, 650-425-4237 from Bay Area Senior Services
(If provided) CoList: from

$349,000
1 Beds ⋅ 2 Baths ⋅ ML82057056 MLS ⋅ The Peninsula Regent BLDG.
Sun-drenched 8th-floor corner residence at The Peninsula Regent, San Mateo's premier independent 60+ community. This ~1,100 sq. ft. open-concept home features one bedroom, two full baths, and a versatile den ideal for an office or guest room, all wrapped in natural light with elevated neighborhood views. Monthly dues cover daily maintenance, flexible fine dining, housekeeping, 24-hr security, and transportation, true carefree living. Enjoy an indoor pool, fitness center, library, bocce court, and secure underground parking, just steps from downtown San Mateo's shops and dining. Select interior photos are virtually staged to show potential layout options. Experience luxury and maintenance-free living firsthand. A must-see property!

1 Baldwin AVE 816, San Mateo

Listed by Nannette N Chapman, 650-576-7996 from Avant Properties
(If provided) CoList: from

$1,118,000
2 Beds ⋅ 3 Baths ⋅ ML82056495 MLS ⋅ Classics at Midtown BLDG.
Rare Detached Townhome | Prime Downtown San Mateo Location With Top San Mateo High School!! Discover a truly unique opportunity in one of San Mateo's most sought-after communities a rare, fully detached townhome, one of only a select few in the neighborhood not sharing walls with neighboring units. This distinction offers an added layer of privacy and quiet that's hard to find in townhome living. Built in 2017, this beautifully maintained 2-bedroom, 2.5-bathroom home offers 1,195 square feet of thoughtfully designed living space. The bright, open floor plan flows seamlessly to a generous private patio perfect for morning coffee, outdoor dining, or simply unwinding after a day in the city. Property Highlights: Rare fully detached construction no shared walls; Large private patio for indoor-outdoor living; Deeded underground parking space with EV charger Deeded underground storage unit ; Modern finishes throughout. Unbeatable convenience awaits just minutes on foot from vibrant Downtown San Mateo, where you'll find acclaimed restaurants, boutique shopping, cafes, and weekly farmers markets. For commuters, the San Mateo Caltrain station is an easy walk away, offering a seamless connection up and down the Peninsula - ideal for those working in San Francisco or the South Bay.

110 Tilton AVE, San Mateo

Listed by Hoi Wing Ng, 650-283-4362 from Intero Real Estate Services
(If provided) CoList: from

$1,580,000
3 Beds ⋅ 4 Baths ⋅ ML82053935 MLS
Modern, Bright & Spacious Townhome Just Steps from Downtown San Mateo Experience the perfect blend of modern design, everyday comfort, and unbeatable convenience in this beautifully maintained 3-bedroom, 3.5-bath townhome, ideally located just a short walk from the vibrant heart of Downtown San Mateo. Built with today's lifestyle in mind, this light-filled home features an open and airy floor plan, expansive windows that flood the living spaces with natural light, and contemporary finishes throughout. The spacious living, dining, and kitchen areas flow seamlessly together, creating an inviting space for both everyday living and entertaining. One of the home's standout features is the private first-floor bedroom with a full bath, offering exceptional flexibility for guests, extended family, a home office, or multigenerational living. Enjoy the best of San Mateo right outside your door. Just minutes from Downtown San Mateo, you'll have easy access to an incredible selection of restaurants, cafés, boutique shopping, grocery stores, parks, entertainment, and the Caltrain station for an effortless commute to San Francisco or Silicon Valley. Don't miss this rare opportunity to own a modern home in one of San Mateo's most convenient locations.

725 2nd AVE, San Mateo

Listed by Jenny Lu, 650-529-7888 from Coldwell Banker Realty
(If provided) CoList: Wei Yang from Coldwell Banker Realty
$1,575,000
3 Beds ⋅ 2 Baths ⋅ ML82050972 MLS
Welcome to this charming 1924 Craftsman bungalow in San Mateo's desirable Hayward Park/Sunnybrae neighborhood. This light-filled 3-bedroom home blends timeless character with thoughtful modern upgrades. An inviting front porch, classic period details, dark hardwood floors, abundant natural light, an upgraded kitchen, and remodeled bathrooms create a warm, welcoming atmosphere. A detached garage and partial basement offer additional storage or wine cellar potential. Modern comforts include central heating and air conditioning, an attic fan, and full attic and subfloor insulation. Zoned R4 on a generous lot, the property offers exceptional expansion potential, including the possibility of an ADU. Enjoy easy access to downtown San Mateo's restaurants, bakeries, coffee shops, nightlife, Caltrain, BART, SFO, and Highways 101, 92, and 280. Nearby Central Park features the renowned Japanese Tea Garden and community events. A rare opportunity combining historic charm, modern comfort, and future potential.

706 S Delaware ST, San Mateo

Listed by Jay Grewal, 408-528-2528 from Doorlight Inc
(If provided) CoList: from

Sold listing courtesy of Sternsmith Group from APR
$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
$560,000
1 Beds ⋅ 1 Baths ⋅ ML82050801 MLS ⋅ Gateway Commons BLDG.
Welcome home to this beautifully remodeled 1-bedroom, 1-bath condominium in the desirable Gateway Commons community. Ideally located in the heart of downtown San Mateo, this stylish residence offers modern upgrades and an unbeatable Peninsula location. The light filled interior features an updated kitchen with quartz countertops, stainless steel appliances, and contemporary white cabinetry. The remodeled bathroom showcases fresh finishes and a clean, modern design, while the open living spaces flow seamlessly to a private balcony, perfect for morning coffee or relaxing at the end of the day. An in unit laundry area adds comfort and convenience, and the home includes an assigned parking space. Gateway Commons offers a sparkling pool, clubhouse, gated underground parking, and secure community access. Just moments from vibrant downtown San Mateo, youll enjoy easy access to acclaimed restaurants, shopping, entertainment, and everyday conveniences. Close proximity to Caltrain, Highways 101, 92, and 280, while outdoor enthusiasts will love nearby Gateway Park and scenic trails. Whether youre a first-time homebuyer, downsizer, or investor, this move-in-ready home presents an exceptional opportunity to enjoy the best of San Mateo living.

211 S Fremont ST 204, San Mateo

Listed by Dana Carmel, 650-804-2393 from Represent Realty
(If provided) CoList: from

Sold listing courtesy of Lucas Lee from COMPS
$250,000
1 Beds ⋅ 1 Baths ⋅ ML82050633 MLS ⋅ The Peninsula Regent BLDG.
Located in San Mateo, this home offers a one-bedroom, one-den, with 968 square feet of living space. The kitchen is equipped with an electric oven range, refrigerator, dishwasher, and garbage disposal, providing essential appliances for meal preparation. Hard wood floors extend through the living, dining and den area, complemented by carpet in the bedroom and central forced air heating and central air conditioning for year-round comfort. Laundry needs are met with an in-unit washer and dryer. The property includes a garage with an electric vehicle Level 2 (240 volts) hookup. Additional features include ample closet space and a security gate. The outdoor amenities feature an indoor heated pool and spa with jetted hot tub capabilities. Existing structures on the property include a gym, kennel/dog run, pool house, shed, storage facility, and workshop. The home is located within a beautiful retirement community, convenience to downtown San Mateo.

1 Baldwin AVE 902, San Mateo

Listed by Scott Withrow, 650-425-4237 from Bay Area Senior Services
(If provided) CoList: from

Sold listing courtesy of Lou McGee from BASS
$1,578,880
2 Beds ⋅ 3 Baths ⋅ ML82050555 MLS
Beautifully updated and thoughtfully designed, this 1,460 sq. ft. single-family home offers 2 bedrooms and 2.5 bathrooms in a highly desirable location just minutes from downtown San Mateo. The gourmet kitchen features premium appliances, including a Wolfe gas cooktop, Thermador Sub-Zero refrigerator, Miele stainless steel appliances, and custom finishes throughout. Abundant natural light fills the home through large windows on three sides, enhanced by high ceilings and views overlooking Gateway Park. Luxurious, designer-appointed bathrooms create a timeless spa-like retreat. Additional highlights include hardwood and tile flooring, designer lighting, and an attached side-by-side two-car garage with a Tesla charging station. Nestled on a quiet private street, this home provides a peaceful setting while remaining close to Highway 101. The low HOA fee of $110/month covers maintenance of the private road, common areas, and weekly landscaping. Built in 2002, this residence is part of an intimate 26-home community. The home is 4-blocks from vibrant downtown San Mateo, offering easy access to acclaimed restaurants, cafes, shops, and entertainment along 2nd Avenue and B Street. Enjoy modern comfort, convenience, and a prime San Mateo location.

10 Creekside LN, San Mateo

Listed by Sophia Wong, 408-438-2902 from KW Advisors
(If provided) CoList: from

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

222 8th AVE 304, San Mateo

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

Sold listing courtesy of Jonathan Lee from A2M
$1,248,000
3 Beds ⋅ 3 Baths ⋅ ML82048217 MLS ⋅ Classics at Midtown Place BLDG.
Sun-Drenched San Mateo Living at Its Finest! Nestled in the coveted Classics at Midtown Place, this stunning 3-level townhome redefines modern comfort. The main floor features a bright, open-concept layout designed for easy entertaining and daily relaxation, complete with a convenient half bath. Up one flight, youll find two spacious bedrooms, a full bath, and an in-home laundry closet. The penthouse-level primary suite is a true sanctuarywindows adorned with elegant wood shutters, boasting a expansive walk-in closet and a spa-inspired bathroom with dual vanities and a luxury stall shower. Key Features Youll Love: Private front patio perfect for soaking in the morning or afternoon sun; Secure underground garage with 2 assigned parking spots + EV charger; Prime location near San Mateos top restaurants, shops, and iconic Central Park; Unmatched commuter convenience via Caltrain, 101, 280, & 92 to SF or South Bay. Don't miss the chance to own the ultimate mid-Peninsula retreat!

160 Tilton AVE, San Mateo

Listed by KT Ames, 650-995-6534 from Compass
(If provided) CoList: Nadr Essabhoy from Compass
$1,670,000
3 Beds ⋅ 2 Baths ⋅ ML82048003 MLS
This charming San Mateo home has been fully transformed with a comprehensive interior remodel. The kitchen and both bathrooms were updated without moving a single wall, preserving the home's original footprint while delivering a completely refreshed living experience. The original home was immensely cared for over the years and offers a seamless floor plan. Additional improvements include a new roof, new windows, a new driveway (& garage) (+ more), making this a true turnkey home. A rare opportunity to own in one of San Mateo's most conveniently situated neighborhoods. Set in the Bowie Estates of San Mateo, this location checks every box. Quiet, tree-lined streets and an established neighborhood character give this home a sense of place that newer developments simply can't replicate. Walkable to downtown San Mateo and Caltrain, with quick access to Highway 101 for easy Peninsula commuting in either direction. Coyote Point Recreation Area, with its bayfront trails, marina, and open space, is just minutes away. San Mateo High School, King Park, & the Woodlake Shopping Center round out a location that's hard to beat. This is your chance to own a wonderfully updated home in one of San Mateo's most sought-after & accessible neighborhoods.

225 Eldorado ST, San Mateo

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

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

10 Crystal Springs RD 1507, San Mateo

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

$620,000
1 Beds ⋅ 1 Baths ⋅ ML82047899 MLS ⋅ Versailles Homeowners' Assoc. BLDG.
55+ Community in Beautiful Historical Downtown San Mateo walking distance to shopping & dining. Cozy 1 bedroom unit is perfect for someone downsizing. Lots of natural light, walk-in shower with tempered glass door.

10 Crystal Springs RD 2112, San Mateo

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

Sold listing courtesy of Linda Druml from PUMC
$415,000
1 Beds ⋅ 2 Baths ⋅ ML82044918 MLS ⋅ The Peninsula Regent BLDG.
Located in San Mateo, this home offers a one-bedroom, one-den, two-bathroom layout with 1,112 square feet of living space. The kitchen is equipped with an electric oven range, refrigerator, dishwasher, and garbage disposal, providing essential appliances for meal preparation. Carpet flooring extends throughout the home, complemented by central forced air heating and central air conditioning for year-round comfort. Laundry needs are met with an in-unit washer and dryer. The property includes a garage with an electric vehicle Level 2 (240 volts) hookup. Additional features include a walk-in closet and a security gate. The outdoor amenities feature an indoor heated pool and spa with jetted hot tub capabilities. Existing structures on the property include a gym, kennel/dog run, pool house, shed, storage facility, and workshop. The home is located within a beautiful retirement community, within easy walking distance of downtown San Mateo.

1 Baldwin AVE 822, San Mateo

Listed by Scott Withrow, 650-787-9485 from Bay Area Senior Services
(If provided) CoList: from

$1,650,000
6 Beds ⋅ ML82044714 MLS
Stunning, fully remodeled San Mateo property turnkey and like-new! Two 3-bed, 2-bath units (6 beds/4 baths total) with gorgeous kitchens, brand-new cabinets and stainless appliances, vinyl plank floors, dual-pane windows, LED lighting, new furnaces, water heaters, and individual laundry hookups. Minutes to 101/92/280, and zoned for top-rated Aragon High School. New decking and low maintenance landscaping with fruit trees. Ideal for owner-occupants, investors, or multi-generational families. Pride of ownership and flexibility shows everywhere this won't last!

409 S Idaho ST, San Mateo

Listed by Maggie Mao, 650-288-8305 from Infohome Inc
(If provided) CoList: from

$975,000
2 Beds ⋅ 2 Baths ⋅ BE41131985 MLS ⋅ Not Listed BLDG.
Welcome to easy, elevated living in this bright and airy 2BD/2BA condo offering 1,348 sq ft of thoughtfully designed single-level space in a secure elevatorbuilding. Located on the third floor, the open-concept layout features new carpet and an updated kitchen that flows seamlessly into the living and diningareas-ideal for everyday living and entertaining. Large bedroom windows fill the home with natural light, while a private balcony provides the perfect spotfor morning coffee. Additional highlights include in-unit laundry, two dedicated parking spaces, and access to a beautifully maintained courtyard.Conveniently located near downtown amenities, parks, Caltrain, and major commute routes, offering an easy and connected San Mateo lifestyle.

111 Saint Matthews Ave 304, San Mateo

Listed by Lydia Sun, (310) 753-8118 from Compass
(If provided) CoList: from

Sold listing courtesy of Betcy Jacob from CBR
$1,230,000
2 Beds ⋅ 2 Baths ⋅ ML82044422 MLS ⋅ Nazareth Plaza BLDG.
Welcome to your stunning corner ground-floor condo in the heart of San Mateo! This 2-bedroom, 2-bath residence offers an ideal layout with bedrooms positioned at opposite ends of the unit perfect for privacy, guests, or a home office. The gourmet kitchen is a chef's dream, featuring granite countertops, brand-new stainless steel appliances, a gas cooktop, and elegant limestone flooring. The bathroom is finished in exquisite crema marfil marble, lending a spa-like sophistication to everyday living. Custom Hunter Douglas shades throughout add a refined, tailored touch to every room. Built to commercial-grade construction standards, this luxury building delivers the peace and quiet you deserve. Stay comfortable year-round with central A/C and heating, enjoy in-unit laundry, and take advantage of two deeded parking spaces in a secure underground garage. Residents also enjoy an on-site gym everything you need at your doorstep. Step outside and you're just a block and a half from Central Park and the vibrant shops, restaurants, and energy of Downtown San Mateo. This is refined urban living at its finest: don't miss your opportunity to call it home!

225 9th AVE 105, San Mateo

Listed by Jessie Myers, 650-585-6306 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Travis Conte from BHHS
$1,249,000
3 Beds ⋅ 2 Baths ⋅ ML82044128 MLS ⋅ Classics at Midtown Place BLDG.
Location, Location, Location! Nearly perfect walking score! A rare opportunity to have both newer construction AND a mature established neighborhood walkable to Downtown San Mateo! Located at the rear of the community at Midtown Place in San Mateo, this corner model contemporary townhome offers the utmost in privacy and tranquility. Enjoy a graciously sized gated landscaped patio as you enter into the open concept floor plan with living area, dining and kitchen perfectly arranged for entertaining as well as everyday living. The kitchen offers high quality G.E. Profile appliances including gas range/oven, dishwasher, and microwave, stylish shaker style cabinetry, quartz counter with full tile backsplash. Another gated landscaped patio is accessible from the living area. The second level offers a full bathroom and two bedrooms, one with a walk in closet. The owner's suite and laundry occupy the entire third level. This well sized private suite has plenty of windows, a spa-like bathroom and large walk in closet. All windows include custom Hunter Douglas shades. This home is move-in ready! Enjoy being walking distance to San Mateo Caltrain station, and all that Downtown San Mateo offers, as well as minutes to SFO and everything else on the magnificent San Francisco Peninsula!

174 Tilton AVE, San Mateo

Listed by Greg Peralta, 408-386-2556 from Coldwell Banker Realty
(If provided) CoList: from

$1,350,000
3 Beds ⋅ 3 Baths ⋅ ML82042432 MLS ⋅ Classics at Midtown BLDG.
Completed in 2017, this stunning 3-bedroom, 2.5-bath dwelling delivers the perfect blend of style, comfort, and location. Fully upgraded with sleek hardwood floors, stainless steel appliances, and custom designer drapery, every detail feels fresh, elevated, and move-in ready. Positioned on a premier front corner with no shared walls, this rare residence lives like a single-family home offering ultimate privacy, direct street access, and a bright, open feel throughout. Spanning three levels, the home features a private patio and balcony perfect for morning coffee, evening wine, or hosting friends. Enjoy the convenience of two-car underground parking plus dedicated garage storage because modern living should be effortless. Located in the vibrant Midtown Place community, you're less than half a mile to Caltrain and downtown San Mateos shops, dining, and nightlife. Whether you're commuting to San Francisco or heading south to Silicon Valley, this is the ultimate in connectivity and lifestyle. Stylish. Private. Perfectly located. This is the one you don't want to miss.

100 Tilton AVE, San Mateo

Listed by Joey Oliva, 917-359-5374 from Omarshall, Inc
(If provided) CoList: from

Sold listing courtesy of Hang Nguyen from BHDP6
$489,000
1 Beds ⋅ 1 Baths ⋅ ML82039845 MLS ⋅ Gateway Commons BLDG.
Welcome to this charming, well maintained 1 bedroom/1 bathroom condominium situated in prime downtown San Mateo location! This delightful third floor unit boasts an abundance of natural light and an open floor plan which seamlessly connects the spacious living room with the dining area creating an ideal setting for gatherings and entertaining guests! Chefs will enjoy the updated kitchen with granite counters, maple-colored wood cabinetry with ample storage and beautiful stone backsplash. Features include a generously sized bedroom with a walk-in closet, a wood burning fireplace and crown molding in the living room, a private balcony with partial views of downtown and the mountains, laminate flooring, freshly painted interior, dual pane windows, custom shutters, a utility closet with a side-by-side washer and dryer and (1) deeded parking space in the common area garage. Complex amenities include pool, clubhouse, gated perimeter, elevator and trash chute. Walking distance to shopping, restaurants, theaters, Seal Point Park and CalTrain. Conveniently located between San Francisco and Silicon Valley with easy access to highways 101 and 92. A perfect match for those seeking a vibrant urban lifestyle!

211 S Fremont ST 314, San Mateo

Listed by Renee Daskalakis, 650-776-6048 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Maria Bolte from SPPU02
$2,400,000
3 Beds ⋅ 4 Baths ⋅ ML82038316 MLS
Located on a lovely, tree-lined street, this truly exceptional home is just a short walk to vibrant downtown San Mateo, known for its excellent restaurants, shopping & nearby Central Park. Blending timeless character with modern comfort, the home offers a spacious & highly versatile floor plan with multiple living areas. The main level welcomes you through a striking carousel-shaped entry that opens to a bright & inviting living room, a formal dining room, office, full bathroom, and laundry room. The open kitchen flows seamlessly to the beautifully landscaped backyard. Upstairs are two spacious bedrooms, an additional full bathroom & a cozy bonus room currently set up as a nursery. The lower level features an expansive bonus space with a full bathroom, dining area & a kitchenette (without stove). This flexible area is ideal for guests, a family or media room. Outside, the property offers beautifully landscaped front & back yards, along with a long, electronically gated, driveway perfect for RV parking. The driveway leads to a large two-car garage. Above the garage is a charming, light-filled one-bedroom in-law unit, adding even more flexibility to this remarkable property. With its unique character, generous space and prime location, this special home is not to be missed.

809 E 5th AVE, San Mateo

Listed by Kathy Wall, 415-608-4168 from Intero Real Estate Services
(If provided) CoList: Michael Darling from Intero Real Estate Services

Sold listing courtesy of Christopher Eckert from KWPEN
$2,200,000
ML82038075 MLS
Unique mixed-use opportunity just steps from Downtown San Mateo. 709711 S B Street is a two-story standalone building totaling approximately 5,005 square feet on a 4,400 square foot lot, offering flexible options for owner-users, investors, or tenants seeking character space. The property is currently vacant and available for sale or lease, allowing a buyer or tenant to immediately reposition the space. The ground floor (approx. 2,385 SF) was formerly occupied by a bar/restaurant and includes an existing bar build-out and a fenced outdoor backyard/patio area, ideal for restaurant, bar, hospitality, or retail uses. The second floor (approx. 2,620 SF) features high ceilings, an open layout, and excellent natural light, making it well suited for creative office, studio, fitness, education, or collaborative workspace. Zoned C1-3/R5, the property offers potential for a variety of retail, office, and mixed-use uses in a highly desirable San Mateo location with strong street presence and easy access to Downtown amenities.

709 S B ST, San Mateo

Listed by Andrew Guglielmi, 650-269-8517 from SC Properties
(If provided) CoList: from

$1,368,000
3 Beds ⋅ 2 Baths ⋅ ML82035283 MLS ⋅ Saint Matthews Place Homeowners BLDG.
Enjoy an elevated lifestyle where convenience and entertainment are just outside your door. This top-floor, spacious 3-bedroom, 2-bath condominium is located within one of San Mateo's most desirable luxury buildings and offers an exceptional location. With approximately 1,670 square feet of light-filled space, this single-level home boasts nearly 10' high ceilings in a secure building of just 34 residences across four floors. The kitchen features granite counters, sliding pantry racks, and a raised bar for casual dining or entertaining. The living and dining room has a wood-burning fireplace and a sliding glass door that opens to a balcony, great for year-round enjoyment. The primary suite includes a walk-in closet, plantation shutters, a glass-enclosed shower, and a dual-sink vanity. There are two additional bedrooms and a bathroom down a separate hallway. Amenities include air conditioning, secured underground parking with two deeded spaces, extra storage, pet-friendly policies, and a beautifully maintained garden courtyard with a lawn area at the rear of the building. This home is a rare offering in a prime setting just moments from dining, shopping, fitness studios, and Central Park.

111 Saint Matthews AVE 402, San Mateo

Listed by Vandervort Group, 650-740-6025 from Veritas Homes
(If provided) CoList: from

Sold listing courtesy of James Steele from COMPS
$895,000
2 Beds ⋅ 2 Baths ⋅ ML82035853 MLS ⋅ Versailles BLDG.
Unit #2214 is a beautiful 2 bedroom/ 2 bath, second floor unit with sunny views of the Baywood neighborhood. This home features an open floorplan, high ceilings, maple cabinetry, granite kitchen countertops, marble bathroom countertops, and a large balcony. Double pane windows and an in-unit laundry closet. Parking and additional storage are provided on the lower level of the building. Versailles combines the advantages of an elegant luxury lifestyle with a unique sense of community for residents 55 and over. The comprehensive service package is designed to provide you with exceptional comfort and convenience: gourmet meals, housekeeping, maintenance service, heated indoor pool & spa, fitness center, activity classes, and so many other on-site amenities. And the location is just steps away from San Mateos charming downtown with restaurants, shops, and services.

10 Crystal Springs RD 2214, San Mateo

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

Sold listing courtesy of Jeff LaMont from CBR
$1,725,000
2 Beds ⋅ 2 Baths ⋅ ML82035657 MLS
Once upon a time (1939), on a quiet cul-de-sac was a picture-perfect home near what would one day be the thriving heart of Downtown San Mateo. Prized for its 37-minute railway commute to San Francisco (in 1863), San Mateo was the bustling hub of diverse services, retail and entertainment--the primary playground for San Franciscos 19th-century elite. Through 20th-century suburban expansion, this picture-perfect home remained on its quiet cul-de-sac near what is now the family-friendly, walkable, culinary, art and retail scene of Downtown San Mateowithin strolling distance of the railway stop/Caltrain Station. The home has undergone modernizations through the years while maintaining its architectural integrity, as seen in the beautiful oak floors, stately ceilings, intricate moldings and trim, picture rails and wrought iron work. Recent updates to the kitchen and baths include adding Carrara marble, granite and subway tile surfaces, stainless steel appliances, and solar panels for energy efficiency. From a rural stagecoach stop to a mix of historic charm and modern luxuries, this picture-perfect home on a quiet cul-de-sac remains, picture perfect.

56 Tilton TER, San Mateo

Listed by Julie Baumann, 650-576-8889 from Compass
(If provided) CoList: from

Sold listing courtesy of Jacklyn Friedland from APR
$1,520,000
2 Beds ⋅ 3 Baths ⋅ ML82034923 MLS
An exceptional opportunity to own a thoughtfully crafted townhome built in 2016 by esteemed luxury builder Thorenfeldt Construction, ideally situated in the heart of San Mateo. This impeccably maintained residence showcases a seamless fusion of classic craftsmanship and contemporary elegance, just moments from vibrant downtown San Mateo. Inside, wide-plank hardwood floors, refined millwork, and designer tile selections create a warm yet sophisticated ambiance throughout. The expansive main level is designed for both everyday living and effortless entertaining, featuring a chef-inspired kitchen equipped with premium Bosch stainless steel appliances, sleek quartz countertops, and a generous breakfast bar that flows into the open-concept living and dining areas. Upstairs, you'll find two spacious bedrooms plus a versatile den/office with a closet, easily convertible into a third bedroom to suit your needs. Additional highlights include smart home wiring, recessed LED lighting, and oversized walk-in closets. The home offers two dedicated parking spaces, including an attached one-car garage and adjacent outdoor parking. Enjoy unbeatable convenience with shops, restaurants, parks, a movie theater, and Caltrain just a short stroll away, along with easy access to HWY 101 & 280.

701 2nd AVE 2, San Mateo

Listed by Lawrence Ko, 650-995-4049 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of Susan Caccia from VANTAGE
$1,540,000
2 Beds ⋅ 2 Baths ⋅ ML82032761 MLS ⋅ Nazareth Plaza BLDG.
Set above the city in a premier top-floor corner setting, this exceptional townhouse-style condominium offers a rare combination of space, light, and privacy in the heart of downtown San Mateo. Soaring 19-foot ceilings and expansive floor-to-ceiling windows flood the living area with natural light and capture sweeping open views. Second-level loft provides the flexibility of a family room, home office, or potential third bedroom. Refined finishes include limestone and marble surfaces throughout, complemented by a well-appointed chefs kitchen with granite countertops and stainless steel appliances. The primary suite is a private retreat, with scenic views, a walk-in closet, and an elegant spa-like bathroom with marble-tiled shower, and separate soaking tub. Additional highlights include a gas fireplace, a dedicated in-unit laundry room with washer/dryer, central AC and heating, and three private balconies with views of the Bay and surrounding hills. Secure underground garage with 2 deeded parking spaces. Enjoy access to a modern fitness center and beautifully landscaped courtyards with fountains and cascading waterfalls. Ideally located just moments from Central Park, downtown shopping, dining, and Caltrain. This move-in-ready home offers both convenience and elevated living.

222 8th AVE 306, San Mateo

Listed by Panos Anagnostou, 650-918-8210 from Compass
(If provided) CoList: from

Sold listing courtesy of The Laugesen Team from KWPEN
$1,000,000
2 Beds ⋅ 2 Baths ⋅ ML82032324 MLS ⋅ The Stratford BLDG.
Please Note: This is an all-cash purchase opportunity. The Stratford is a luxury Continuing Care Retirement Community (CCRC) designed for individuals aged 62 and older. Residency is subject to both medical and financial qualification, as outlined in the mandatory Continuing Care Residence Agreement. Monthly service and amenity fees apply. Rental of units is not permitted. For more information or to schedule a private tour, please contact the listing agent, Amnes Vega, at 650-437-4180 (cell) or 650-342-4106 (office).

601 Laurel AVE 602, San Mateo

Listed by Amnes M. Vega Guerridos, 650-437-4180 from Sunrise Senior Living Mgmt.,
(If provided) CoList: from

Sold listing courtesy of Amnes M. Vega Guerridos from SSLM

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