Eastern Addition/Downtown Area Real Estate

Welcome to the vibrant Eastern Addition/Downtown Area of San Mateo, California, where charm meets convenience in a picturesque setting. Nestled in the heart of San Mateo County, this neighborhood is a delightful blend of rich history and modern living, making it one of the most sought-after places to call home.

The Eastern Addition is known for its tree-lined streets, beautifully preserved historic homes, and a warm sense of community. Residents enjoy a relaxed, suburban feel while being just a stone's throw away from the bustling downtown area. Here, you’ll find an array of trendy restaurants, cafes, and boutique shops that cater to every taste and preference. Whether you’re in the mood for a gourmet meal or a cozy coffee shop, downtown San Mateo has it all.

Families will appreciate the excellent schools and parks that dot the neighborhood, providing ample opportunities for outdoor activities and community events. The nearby Central Park is a local favorite, featuring playgrounds, walking trails, and serene picnic spots, perfect for weekend outings with family and friends.

One of the standout features of the Eastern Addition/Downtown Area is its accessibility. With Caltrain and major highways nearby, commuting to San Francisco or Silicon Valley is a breeze, making it an ideal location for professionals seeking a suburban sanctuary without sacrificing urban conveniences.

In this vibrant neighborhood, you’ll find a welcoming community spirit, rich cultural diversity, and an array of amenities that make everyday life enjoyable. Come discover the Eastern Addition/Downtown Area—where your dream home awaits!

Newest Listings in Eastern Addition/Downtown Area

$1,295,000

2 Beds ⋅ 2 Baths ⋅ ML82056116 MLS

Welcome to 320 Elm Street #304, a rare top-floor residence offering refined design and effortless living in the heart of San Mateo. Meticulously maintained and filled with natural light, this beautifully appointed condominium features an expansive open floor plan ideal for both entertaining and everyday comfort. The bright living and dining areas showcase all-new luxury vinyl plank flooring installed throughout, creating a seamless, modern flow. The thoughtfully designed kitchen offers crisp cabinetry, sleek countertops, and generous workspace, perfect for casual meals or hosting with ease. The spacious primary suite serves as a serene retreat with an ensuite bath, while a well-sized second bedroom and additional full bathroom provide flexibility for guests, a home office, or both. Ample closet space and smart storage enhance everyday functionality. Ideally located near downtown San Mateo, Caltrain, parks, shopping, dining, and major commuter routes, this home delivers an exceptional lifestyle of convenience and comfort. Secure parking and community amenities complete this outstanding offering.

320 Elm ST 304, San Mateo

Listed by Rob Decontreras, 415-999-1717 from KW Advisors
(If provided) CoList: from

$439,000

1 Beds ⋅ 1 Baths ⋅ CC41143024 MLS ⋅ Not Listed BLDG.

Beautifully detailed ground floor end unit with 1 bedroom & 1 full bath. 640 sq.ft. Secure building with entrances from Catalpa St & Tilton. The building also has video surveillance. Convenient, spacious storage room inside the unit. Granite kitchen counter, new refrigerator & dishwasher. Bathroom is en-suite & accessible from living area. This unit located further away from the rail track. Conveniently located at the end of B Street offering easy access to downtown amenities including shops, restaurants, cinema and stores. There are two community lounge areas, community kitchen and large community patio. Coin operated laundry

324 Catalpa St 120, San Mateo

Listed by Helen Duncan, (925) 858-4774 from Better Homes and Gardens RP
(If provided) CoList: from

$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

$2,495,000

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

$880,000

2 Beds ⋅ 2 Baths ⋅ ML82052288 MLS ⋅ Goldsun Condominiums BLDG.

Fully renovated corner unit condo in great location. Excellent floor plan and high ceilings. Open concept living/dining room with balcony outside. Two large sliding doors bring in lots of natural light and tree view. Extra breakfast area and wet bar next to kitchen, as well as a side balcony perfect for entertainment. Huge primary bedroom and walk-in closet. Kitchen, both bathrooms, floor are recently upgraded. New double pane windows throughout. Quiet side of the building. Large storage room and large two car tandem parking. Central furnace and AC. Secure building with camera monitoring. HOA includes garbage and water. 3 blocks to Burlingame downtown in one side and 1 mile to San Mateo downtown the other side. Walking/Running in beautiful San Mateo Park just across the street.

800 N El Camino Real 102, San Mateo

Listed by Yu-En Tsai, 650-460-9464 from Valley Vine Realty
(If provided) CoList: from

$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

$999,000

2 Beds ⋅ 3 Baths ⋅ ML82045237 MLS ⋅ Woodside Terrace HOA BLDG.

Some homes simply feel different the moment you walk in. This fully renovated corner-unit townhome in San Mateo's sought-after Eastern Addition blends modern design with a calm, inviting atmosphere. Natural light pours through oversized windows and an elegant arched opening, highlighting wide-plank flooring, crisp white interiors, and designer finishes throughout. The stunning kitchen features white shaker cabinetry, quartz countertops, gold hardware, and an island that's perfect for morning coffee or gathering with friends. Upstairs, two spacious ensuite bedrooms offer soaring ceilings, generous closets, and spa-inspired bathrooms with quartz vanities, matte black fixtures, and glass showers. Enjoy two private patios, two balconies, two secured garage parking spaces, and a private storage unit. Set within a charming boutique 10-unit community, this home offers the perfect blend of privacy, style, and low-maintenance living. Just minutes from downtown San Mateo, downtown Burlingame, Caltrain, Hwy 101, SFO, Washington Park, Coyote Point Recreation Area, shopping, and dining. Stylish, turnkey, and move-in ready. This is one you won't want to miss.

701 Woodside WAY A, San Mateo

Listed by Leslie Liang, 650-888-9251 from Compass
(If provided) CoList: from

$1,298,000

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

$580,000

2 Beds ⋅ 2 Baths ⋅ ML82045496 MLS ⋅ Peninsula Plaza BLDG.

PRICE DROP! Located in San Mateo, three blocks from Burlingame Avenue. This 912 sq ft home offers two bedrooms, including a primary suite with a walk-in closet, and two full bathrooms featuring a shower over tub and a stall shower. The open-concept living and dining area is filled with natural light, enhanced by updated double-pane windows. The kitchen features ample counter space and generous storage. Additional highlights include one assigned parking space in the secure attached garage with the opportunity to rent another space, along with access to a fitness center, community room, on-site 24-hour laundry, and a peaceful pond in the front courtyard. Flooring throughout includes laminate and carpet, while heating is provided by electric baseboard units. This home is part of the San Mateo-Foster City Elementary school district. Enjoy unbeatable proximity to key locations: a 3-block walk to both downtown Burlingame and the Burlingame Caltrain Station; a 4-block walk to Washington Park; a 5-mile drive to San Francisco International Airport; and less than a mile to downtown San Mateo. This home presents an exceptional opportunity to experience the best of Peninsula living.

320 Peninsula AVE 215, San Mateo

Listed by Teresa Garrett, 650-954-3363 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

$875,000

ML82044636 MLS ⋅ GBJ&C Company BLDG.

Welcome to 255 N. San Mateo Drive, Suite 2 in San Mateo, California. This is a rare opportunity to own your very own medical/dental office suite close to Downtown San Mateo. Medical, Dental and Health Service uses are permitted at this wonderful location. Well-maintained and handsomely updated over the years. This is a fractional interest sale, as there are a total of (4) medical/dental suites in the building and therefore a 25% undivided interest ownership in this partial real estate offering. The building has over 3680 square feet and each individual office suite is approximately 900 square feet. A charming waiting room will welcome you to this space. As you move through the office, there is a reception area, sanitizing area, (3) treatment rooms, an office and a private restroom. An ideal small medical/dental practice or satellite office opportunity is available. 14-underground parking spaces

255 N San Mateo DR Suite 2, San Mateo

Listed by Ken Constantino, 650-814-0277 from Compass
(If provided) CoList: from

$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

$1,880,000

2 Beds ⋅ ML82037968 MLS

871 Woodside WAY, San Mateo

Listed by Frank Orrell, 650-302-4775 from Sequoia Realty 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 RE/MAX CAPITAL 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.