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422 Peninsula AVE, San Mateo
$1,780,000
ML82065454 MLS
422-426 Peninsula Ave presents a rare owner-user or investment opportunity located on the border of San Mateo and Burlingame (Currently 100% Vacant, Situated on a 6,098 square foot parcel of land, the subject property was originally constructed in 1954, offering approximately 3,456* square feet of net rentable square feet. 422-426 Peninsula Ave is currently built out as 3 separate suites but can be reconfigured to cater leasing needs. The property benefits from its strategic Peninsula Ave location, providing convenient access to both San Mateo and Burlingame and proximity to major transportation corridors, established residential neighborhoods, and a broad range of retail and commercial amenities. The surrounding area features a diverse mix of office, flex, retail, and residential uses, supporting the property's appeal to a variety of local businesses and professional users. With its attractive Peninsula location, flexible configuration, and multiple potential use strategies, 422-426 Peninsula Ave offers a compelling opportunity for an owner-user or investor seeking well-located commercial real estate in the San Mateo/Burlingame market.

422 Peninsula AVE, San Mateo

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

853 Woodside WAY 133, San Mateo
$648,000
2 Beds ⋅ 2 Baths ⋅ ML82065356 MLS ⋅ Bay Breeze BLDG.
Welcome to this rarely available two-bedroom, two full-bathroom residence nestled within the beautiful, tree-lined Bay Breeze community. Offering a desirable floor plan, this inviting home combines comfort, convenience, and an exceptional location. The thoughtfully designed layout features bedrooms situated at opposite ends of the unit, providing added privacy and separation. The primary bedroom suite offers a comfortable retreat, while the second bedroom is complemented by a full bathroom, an ideal arrangement for guests, roommates, or a home office. Newer flooring and fresh paint throughout give the interior a refreshed, move-in-ready feel while the convenience of an in-unit stackable washer and dryer adds to the home's everyday appeal. Step outside to a large, private patio - perfect for relaxing, entertaining, or enjoying your morning coffee. Residents enjoy access to resort-style community amenities, including a swimming pool, hot tub, and rec house. Ideally situated in North Central San Mateo, Bay Breeze offers convenient access to Caltrain, BART, Highway 101, El Camino Real, SFO and the vibrant downtown districts of San Mateo and Burlingame.

853 Woodside WAY 133, San Mateo

Listed by Derek Duncan, 408-464-8902 from Real Estate 38
(If provided) CoList: from

221 N Delaware ST, San Mateo
$1,198,000
3 Beds ⋅ 2 Baths ⋅ ML82064806 MLS
An extra-deep lot in downtown San Mateo with two units and room to grow. Built in 1907, this single-family home retains its original character, including an enclosed front porch. It has been converted so that each unit has its own full kitchen and bath. The front unit offers 2 bedrooms and 1 bath, and the back unit offers 1 bedroom and 1 bath. New heating and air conditioning are already in place. The possibilities are wide open. Live in one unit and let the rent from the other help cover the mortgage. Use both for multigenerational living, with privacy and independence under one roof. Or add it to your portfolio as a two-unit investment. The property is delivered vacant, so you can set your own rents and move at your own pace. Out back, the oversized yard is a rare find in such a central location. Mature fig and lemon trees frame a generous space for gardening and entertaining, with the potential to expand the existing home or add another dwelling. A detached garage and long driveway offer off-street parking, along with flexibility for storage, a workshop, or a possible future ADU conversion. Walk to the shops and restaurants of downtown San Mateo, with Caltrain and Hwy 101 close by for an easy commute anywhere on the Peninsula.

221 N Delaware ST, San Mateo

Listed by Michael Mclean, 650-240-6566 from Coldwell Banker Realty
(If provided) CoList: from

58 N El Camino Real 204, San Mateo
$988,000
2 Beds ⋅ 2 Baths ⋅ ML82064119 MLS
Experience elevated urban living in this beautifully remodeled 2 bedroom plus bonus room, 2 bath corner residence with 1,400 luxurious square feet of living space - one of the largest floor plans in the complex. Light-filled and elegantly appointed with modern-flair finishes, the open floor plan includes a gracious living room with fireplace, stylish kitchen and dining area with balcony, and a versatile bonus room that offers all the flexibility of a third bedroom. The serene primary suite features a generous dressing room/walk-in closet accessible from both the bedroom and bath. Additional highlights include in-unit laundry, two secured underground parking spaces with EV charger, and a separate storage locker, plus resort-style amenities including a pool, dry sauna, fitness room, and recreation room. Just a quick two-block walk to vibrant Downtown San Mateo, with its exceptional array of restaurants, cafés, shopping, entertainment, cineplex, and San Mateos iconic Central Park. With Caltrain on 2nd Avenue just moments away, this sophisticated residence delivers luxury, space, style, and effortless convenience.

58 N El Camino Real 204, San Mateo

Listed by Cory Cooper, 650-921-9855 from JetSet Homes
(If provided) CoList: from

820 Jefferson CT, San Mateo
$1,150,000
2 Beds ⋅ 3 Baths ⋅ ML82062813 MLS
Welcome to 820 Jefferson Ct. Tucked away in a sought-after San Mateo location, this beautifully maintained townhome condo offers a wonderful blend of privacy, natural light, and comfortable indoor-outdoor living. Set back from the street and approached by a tree-lined walkway, this 2-bedroom, 2.5-bathroom home feels private and inviting from the moment you arrive. Vaulted ceilings and expansive windows fill the interior with natural light, with views overlooking the lush backyard. The main level features an open-concept living and dining area, a well-appointed kitchen, and a convenient powder room. Upstairs, two spacious bedrooms each feature their own en-suite bathroom, offering comfort and privacy. Surrounded by mature trees, the private backyard provides a peaceful retreat for morning coffee, relaxing, or entertaining. Thoughtfully maintained and updated with fresh interior paint and designer lighting throughout, the home is move-in ready while offering a timeless contemporary feel. Ideally positioned between downtown San Mateo and Burlingame, the home offers easy access to the shops, restaurants, parks, and amenities of both communities, as well as Caltrain. A quiet residential setting with the convenience of two vibrant downtowns just minutes away.

820 Jefferson CT, San Mateo

Listed by Josh Yoo, 510-418-9180 from KW Advisors
(If provided) CoList: Cory Chen from KW Advisors

67 E 4th AVE, San Mateo
$1,295,000
ML82062983 MLS
Rare Downtown San Mateo Retail/Owner-User Opportunity located in the heart of Downtown San Mateo, 67 East 4th Avenue presents a unique opportunity to acquire a highly visible commercial property in one of the Peninsulas most vibrant and walkable business districts. This is the first time this property has been on the market in more than sixty years. This approximately 817-square-foot retail/commercial building is ideally situated on East 4th Avenue, just steps from an wonderful mix of restaurants, retailers, service businesses, and entertainment venues. The property benefits from strong pedestrian activity, excellent accessibility, and close proximity to the Downtown San Mateo Caltrain Station, making it an attractive location for both business owners and investors.

67 E 4th AVE, San Mateo

Listed by Suheil Sahouria, 650-333-5092 from Bruce H. Bean, Broker
(If provided) CoList: Bruce Bean from Bruce H. Bean, Broker

228 State ST, San Mateo
$1,999,000
ML82060377 MLS
Excellent five-unit investment opportunity ideally located between Downtown San Mateo and Downtown Burlingame, offering convenient access to shopping, dining, Caltrain, major transportation routes, and Peninsula employment centers. The property features two one-bedroom units, one two-bedroom unit, and two studios, with current annual rents of approximately $122,580. Several units are rented below current market levels, creating significant long-term upside through future rent growth and thoughtful renovations. Renovated market rents are projected at approximately $181,800 annually, highlighting the property's compelling value-add potential. A rare opportunity to acquire a well-located Peninsula multifamily asset with strong in-place income, below-market rents, and meaningful future upside.

228 State ST, San Mateo

Listed by John Sayage, 650-346-9480 from Compass
(If provided) CoList: from

1 Baldwin AVE 915, San Mateo
$299,000
1 Beds ⋅ 1 Baths ⋅ ML82059838 MLS ⋅ The Peninsula Regent BLDG.
The Peninsula Regent is one of San Mateos finest retirement communities. This one bedroom unit is light filled with an open dining/living room combination. The bathroom offers a walk in shower stall and bathtub. Updated kitchen tiles, stackable washer/dryer unit, ample closet space and views of downtown San Mateo are the standout features of this home. Our Independent Living Community is located near the heart of San Mateos downtown area, with conveniences to restaurants, shopping and anything else you might need. Our community offers many benefits for our members in this season of life, which include 2 restaurants, in-house fitness classes, an indoor swimming pool, off site activities and scheduled transportation.

1 Baldwin AVE 915, San Mateo

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

1 Baldwin AVE 609, San Mateo
$749,000
2 Beds ⋅ 2 Baths ⋅ ML82059358 MLS
Beautifully situated within The Peninsula Regent, an exclusive community in San Mateo, Unit 609 is an F-model residence offering a two-bedroom, two-bathroom corner unit floor plan designed for comfortable and convenient living. The spacious residence features approximately 1200 square feet of living space, with ample closet and storage space throughout. The kitchen includes refrigerator, range/oven, microwave, dishwasher, and garbage disposal, and the living and dining areas provide a comfortable setting for everyday living and entertaining. Additional features include carpeting throughout the unit, heating/air conditioning for year-round comfort, in-unit laundry, and gated parking with electric vehicle hookups. The Peninsula Regent provides first-class amenities and services, including two on-site restaurants, fitness classes, an indoor heated swimming pool and spa, social and recreational activities, off-site excursions, and scheduled transportation. The community also includes additional support and services, including 20 studio units for assisted living. Conveniently located near downtown San Mateo, residents enjoy easy access to dining, shopping, entertainment, theater, and everyday services.

1 Baldwin AVE 609, San Mateo

Listed by Jeffrey Sklar, 804-656-5007 from Beycome Brokerage Realty Inc.
(If provided) CoList: from

153 N N San Mateo DR 304, San Mateo
$900,000
2 Beds ⋅ 2 Baths ⋅ ML82058638 MLS
Welcome home to this beautifully refreshed 2 bedroom, 2 bath residence offering nearly 1,200 square feet of bright, sophisticated living in one of San Mateos most sought after settings. Fresh paint, modern lighting, and expansive windows flood the space with natural light, while the updated kitchen impresses with refreshed cabinetry, hardwood floors and a 5-burner gas cooktop. The open living and dining areas center around a striking double-sided fireplace and flow effortlessly to a private balcony perfect for morning coffee or evening entertaining. The spacious primary suite offers a true retreat with a walk in closet and an ensuite bath featuring dual vanities, a soaking tub, and separate shower. A second bedroom, full hall bath, and in-unit washer/dryer round out a floor plan built for comfort and flexibility. Rare two-car garage parking and resort caliber community amenities, a landscaped courtyard with fountain, fitness center, sauna, and social lounge elevate everyday living into something special. Ideally positioned in San Mateos North Central neighborhood, just north of Downtown San Mateo and bordering Burlingame, this location is a commuter and lifestyle dream. Residents enjoy a 92 Walk Score to shopping, cafes, parks, dining, library and Japanese garden.

153 N N San Mateo DR 304, San Mateo

Listed by Alex Sobieski, 650-696-0094 from Redfin
(If provided) CoList: from

153 N San Mateo DR 201, San Mateo
$1,199,800
2 Beds ⋅ 2 Baths ⋅ ML82058321 MLS
Rarely available 2-bedroom, 2-bathroom condominium in one of San Mateo's most desirable buildings. This spacious home offers no-step entry, high ceilings, custom Venetian plaster walls, generous bedrooms, and new in-unit laundry machine. The recently updated kitchen features modern finishes, gas range and appliances. Some furnishings may be available for purchase, making this a great move-in-ready opportunity. Community amenities include an elegant lobby, clubhouse, fitness center, sauna, and bicycle storage. The secure underground garage offers two assigned parking spaces with an electric vehicle charger, guest parking, and private storage. Two elevators provide convenient access throughout the building. Ideally located within walking distance of vibrant downtown San Mateo, Caltrain, shopping, dining, and parks, with easy access to major commute routes, this home offers comfort, convenience, and a prime Peninsula location.

153 N San Mateo DR 201, San Mateo

Listed by Bradley Lent, 650-766-7552 from Pacific Crest Properties
(If provided) CoList: from

229 E Bellevue AVE 9, San Mateo
$998,000
2 Beds ⋅ 3 Baths ⋅ ML82057694 MLS ⋅ Bellevue Court Condominium Assoc BLDG.
Set within the coveted Bellevue Court enclave of just 10 homes, this thoughtfully updated residence offers an exceptional blend of timeless style, natural light, and effortless indoor-outdoor living. Offering 1,249 square feet, the home features soaring ceilings, a spacious private deck surrounded by lush greenery, plus no one living above or below. The appointed kitchen features crisp white upper cabinetry with gray lowers, granite countertops, and subway tile backsplash. An elegant dining area flows into the inviting living room, where high ceilings, a striking brick fireplace, large windows, and French doors create a welcoming gathering space. The private deck extends the living area outdoors, surrounded by mature trees and greenery. The spacious primary suite features high ceilings, chandelier, generous closets, and serene green views, while the second bedroom offers a private en-suite bath. Additional highlights include in unit laundry, dual-pane windows, recessed lighting, new carpet, recently replaced roof, 2 deeded secure underground parking spaces, plus private storage closet. Ideally located approximately one mile from downtown San Mateo and Burlingame, Caltrain, & major commute routes.

229 E Bellevue AVE 9, San Mateo

Listed by Greg Celotti, 650-740-1580 from Compass
(If provided) CoList: Katherine Celotti from Compass

324 Catalpa ST 111, San Mateo
$525,000
1 Beds ⋅ 1 Baths ⋅ ML82057505 MLS ⋅ Nazareth Place BLDG.
This thoughtfully designed 505 sq. ft. home lives larger than it looks thanks to custom California Closets systems, efficient layout, and tailored lighting throughout. Charming Garden-Level Condo in the Heart of Downtown San Mateo. Location truly is everything and this delightful ground-floor condo delivers. Nestled in the vibrant heart of San Mateo, you're just a short stroll to an incredible variety of restaurants, movie theaters, Caltrain, parks, gyms, banks, medical services, and the local library. The fully customized chef's kitchen is standout, featuring built-in Bosch appliances, a large dual-motor refrigerator, induction cooktop with timers, hanging pot rack, porcelain countertops, and beautifully crafted cabinetry. Additional Highlights Include: Heated floors and towel rack; Spa-inspired tiled bathroom with bidet; Two ceiling fans and air conditioning; Two LED fireplaces for ambiance and comfort; built-in filing cabinet; One secure parking space in the garage; Storage closet just down the hallway. Enjoy peaceful garden views from this ground-floor unit, along with moderate HOA dues that includes water.

324 Catalpa ST 111, San Mateo

Listed by Jeff LaMont, 650-740-8808 from Coldwell Banker Realty
(If provided) CoList: from

1 Baldwin AVE 816, San Mateo
$319,000
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

234 Elm ST 309, San Mateo
$839,000
2 Beds ⋅ 2 Baths ⋅ ML82050341 MLS
Enjoy sunny, peaceful, top-floor living in a well-established downtown community.  Bamboo floors in the living and dining areas, tiled kitchen with stainless steel appliances, birch cabinets, and granite countertops.  Two large, well-maintained bathrooms and two spacious bedrooms with fresh carpet and ample closets.  An inviting, open balcony with southern exposure overlooks a pool and palms.  The building features a new, high-quality roof, refurbished elevator, refinished backyard pool and clubhouse with new sauna. Its a short walk to the diverse restaurants, shops, and parks of downtown San Mateo and Burlingame.  Commuting is a breeze with easy access to freeways, Caltrain, and the airport, with two rarely available parking spaces in the secured garage.  Welcome home!

234 Elm ST 309, San Mateo

Listed by Eric W Berggren, 650-208-8878 from Coldwell Banker Realty
(If provided) CoList: from

no property photo
$1,599,000
EB41122114 MLS
Newly remodeled mixed-use property located in the established San Mateo Village neighborhood, offering a versatile live-work opportunity in a central Peninsula location. The property includes 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 features an office/storefront-style frontage with large front windows, providing excellent natural light and street presence. Front and rear entrances offer ADA-accessible sloped entry conditions. Recent improvements include new Title 24-compliant lighting, an integrated central heating and HVAC system, a new hot water heater, commercial-grade laminate flooring, and an updated bathroom. The flexible interior layout allows for immediate occupancy. The upper-level residential unit has been remodeled with a new kitchen, new bathroom, and fresh interior paint. On-site parking spaces are located at the rear of the property and accessed via the alley. Well-maintained and thoughtfully configured, this property is suitable for a variety of professional, service-oriented, or long-term investment strategies.

San Mateo

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

137 Elm ST, San Mateo
$2,075,000
4 Beds ⋅ 3 Baths ⋅ ML82034015 MLS
Wow, $300,000 price reduction and substantial tax savings if approved for Mills Act! Own a piece of History in this Classic 1907 Queen Anne Victorian with large open living room, kitchen/dining, separate front office, sun room and secluded yard on oversized 9,000 sqft lot. Previously owned by A.P. Giannini, founder of Bank of Italy/BofA. Traditional bench seat entry welcomes guests to this grand estate waiting for your remodel and upgrades. Kitchen features built-in oven, dishwasher, gas range with custom hood and large walk-in pantry. Separate laundry room, hardwood floors, rear patio. Detached two car garage with original carriage house would be ideal for an ADU. Newer shingled roof and new sewer lateral. Easy access to downtown shops, parks & transportation. Property may qualify for the Mills Act.

137 Elm ST, San Mateo

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

board logoThe data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than Tuscana Properties are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.
Based on information from MLSListings MLS as of . All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.


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