Eastern Addition/Downtown Area Real Estate

Welcome to the vibrant Eastern Addition/Downtown area of San Mateo, California, where charm meets modern convenience in a beautifully diverse community. Nestled in the heart of San Mateo County, this neighborhood is a hidden gem that offers residents an exceptional quality of life, a rich history, and an array of amenities.

The Eastern Addition/Downtown area is characterized by its tree-lined streets, historic architecture, and a warm sense of community. Here, you’ll find a delightful mix of quaint shops, trendy cafes, and gourmet restaurants, all within walking distance. Whether you’re grabbing a morning coffee at a local café or enjoying a leisurely dinner at one of the area’s acclaimed eateries, the vibrant culinary scene is sure to satisfy every palate.

For families, the neighborhood boasts excellent schools and ample parks, making it an ideal place to raise children. The nearby Central Park, with its expansive green spaces and playgrounds, is perfect for weekend picnics and outdoor activities. Additionally, the community hosts various events throughout the year, fostering a strong sense of belonging and connection among residents.

With its prime location, Eastern Addition/Downtown is just a short commute from San Francisco and Silicon Valley, making it a perfect spot for professionals seeking a balanced lifestyle. The area also benefits from excellent public transportation options, ensuring easy access to all the excitement the Bay Area has to offer.

In Eastern Addition/Downtown, you’re not just finding a home; you’re embracing a lifestyle filled with community spirit, convenience, and charm. Discover the perfect blend of urban living and suburban tranquility in this remarkable neighborhood!

Newest Listings in Eastern Addition/Downtown Area

$1,198,000

3 Beds ⋅ 3 Baths ⋅ ML82060952 MLS ⋅ Rushmore Townhomes BLDG.

Secluded at the very rear of a boutique complex of just 13 homes remarkably removed from any street traffic noise. The two-level end unit has 3 bedrooms and 2.5 baths, tall ceilings, abundant natural light, numerous recent updates including luxury vinyl plank flooring, plus an exceptionally large and private rear garden terrace. Spacious living and dining area with fireplace plus large granite kitchen with newer appliances. All bedrooms are upstairs, including the primary suite with walk-in closet. Both bathrooms upstairs have been updated with marble-style porcelain tiles. Additional features include in-unit laundry, 2 assigned spaces and bicycle storage in the secure underground garage, elevator access, and a gated courtyard entrance. Ideally located midway between downtown San Mateo and Burlingame shops, cafes, and restaurants.

372 N El Camino Real 10, San Mateo

Listed by Sandra Comaroto, 650-714-1359 from Compass
(If provided) CoList: from

$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

$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

$998,000

2 Beds ⋅ 2 Baths ⋅ ML82056712 MLS ⋅ The Peninsula Regent BLDG.

Beautiful retirement community with first class amenities. This unit is an 'H' model unit, 2 bedrooms | 2 baths at over 1,400 square feet, with amazing views of the bay eastward and north to San Francisco. The kitchen was recently updated with off white cabinetry. The primary bath offers a walk in shower. The best feature of this unit is the amazing neighborhood views and views of the bay and SFO. Convenience to downtown San Mateo, dining, theatre, and anything else you might need. Our community offers many benefits for our members which include 2 restaurants, in house fitness classes, an indoor swimming pool, off site activities and scheduled outings with the community bus.

1 Baldwin AVE 903, San Mateo

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

$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

$1,100,000

ML82058854 MLS

180 South BLVD, San Mateo

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

$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

$1,299,800

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

$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

$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

$498,000

2 Beds ⋅ 2 Baths ⋅ ML82057316 MLS ⋅ The Peninsula Regent BLDG.

Beautiful retirement community with first class amenities. This unit is an 'E' model unit with 2 bedrooms | 2 baths at just over 1,100 SQ FT of living space. The kitchen has been recently remodeled and is in excellent condition. The current owners fully remodeled the condo less than two years ago and the condo is beautiful and is in move-in condition. Ample closet space for storage throughout the condo unit. Convenience to downtown San Mateo, dining, theatre and anything else you might need. Our community offers many benefits for our members which include 2 on-site restaurants, in house fitness classes, an indoor swimming pool, off-site activities and scheduled transportation. We also offer 20 separate studio units for Assisted Living as well.

Baldwin AVE, San Mateo

Listed by Scott Withrow, 650-797-9485 from Bay Area Senior Services
(If provided) CoList: from

$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

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The 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.