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934 S Delaware Street, San Mateo
$1,825,000
ML82064948 MLS ⋅ Active Status
Charming 1930s Home Near Downtown Offering Flexible Multi-Unit Living - Main House & 2 units Owned by the same family for over 60 years, this multi-unit property is located just blocks from downtown dining and Central Parks tranquil Japanese Garden. It offers exceptional flexibility for investment income, owner occupancy or a combination of both, while retaining many of its original character details. Tudor half-timbering accents & fresh landscaping enhance the exterior, while newly painted interiors, high coved ceilings, and refinished hardwood floors create a fresh, move-in-ready feel. A large, sunny, two-level deck extends between the two rear units, providing generous outdoor living space, while substantial off-street parking adds valuable convenience. Multi-unit property with investment income potential and flexibility for owner occupancy Two-story 4-bedroom, 2-bath main home; approx.1,942 square feet Detached garage (partially converted) with adjoining 1-bedroom, 1-bath unit; approx. 500 square feet (Non permitted) 1-bedroom, 1-bath unit with separate address (936 S. Delaware Street); approx. 468 square feet Fresh paint inside and out and updated flooring in all units Significant off-street parking Just one-half mile from downtown San Mateo

934 S Delaware Street, San Mateo
934 S Delaware Street, San Mateo
$1,825,000
4 Beds ⋅ 2 Baths ⋅ ML82064947 MLS ⋅ Active Status
Charming 1930s Home Near Downtown Offering Flexible Multi-Unit Living Owned by the same family for over 60 years, this multi-unit property is located just blocks from downtown dining and Central Parks tranquil Japanese Garden. It offers exceptional flexibility for investment income, owner occupancy or a combination of both, while retaining many of its original character details. Tudor half-timbering accents and fresh landscaping enhance the exterior, while newly painted interiors, high coved ceilings, and refinished hardwood floors create a fresh, move-in-ready feel. A large, sunny, two-level deck extends between the two rear units, providing generous outdoor living space, while substantial off-street parking adds valuable convenience. Multi-unit property with investment income potential and flexibility for owner occupancy (permit status unknown) Two-story 4-bedroom, 2-bath main home; approx.1,942 square feet Detached garage (partially converted) with adjoining 1-bedroom, 1-bath unit; approx. 500 square feet (Non Permitted) 1-bedroom, 1-bath unit with separate address (936 S. Delaware Street); approx. 468 square feet Fresh paint inside and out and updated flooring in all units Significant off-street parking Just one-half mile from downtown San Mateo

934 S Delaware Street, San Mateo
606 S Humboldt Street Unit 1, San Mateo
$915,000
2 Beds ⋅ 2 Baths ⋅ ML82064877 MLS ⋅ Active Status ⋅ 606 S Humboldt Hoa BLDG.
Light filled 2 bed, 1.5 bath townhome in a boutique 7 unit complex near Downtown San Mateo! Elevated living with modern floating staircase, remodeled kitchen with stainless appliances, and a generous sized private patio for BBQs & al fresco dining. Two spacious bedrooms upstairs with an updated bath and dual sink vanity, plus a powder room for guests on ground level. In-unit laundry, 1 space in detached garage, storage closet, community garden, and pet-friendly HOA. Under a mile to vibrant downtown dining and Central Park. Quick access to Caltrain and Highway 101.

606 S Humboldt Street Unit 1, San Mateo
13 Gallowridge Court, San Mateo
$1,490,000
3 Beds ⋅ 3 Baths ⋅ ML82064744 MLS ⋅ Active Status
Come view this beautifully updated townhouse located in the highly desirable neighborhood of San Mateo Woods. This townhouse is located on a quiet cul de sac and was meticulously remodeled about 10 years ago with finaled permits and HOA approval. Remodel work includes new kitchen cabinets with lavish quartz countertops and stainless steel appliances, fully remodeled master bathroom and 2 full hall bathrooms with walk in tiled showers and glass enclosures, energy efficient recess lights throughout, all new retrofit double pane windows, double pane sliding doors with new construction installation, new red oak hardwood floors, and porcelain tile flooring throughout. Recent upgrades include a new composite deck installed in 2024, fresh coat of paint, newly sanded and varnished hardwood floors and more. HOA includes resort-like amenities such as pool, tennis courts and clubhouse. Convenient access to HWY 92, 280 and 101, shopping malls, restaurants and many more. Don't miss this chance to call this place your home.

13 Gallowridge Court, San Mateo
1314 Woodland Drive, San Mateo
$1,699,000
2 Beds ⋅ 2 Baths ⋅ ML82064363 MLS ⋅ Active Status
A Wonderful Opportunity in Desirable Aragon Terrace!. Located west of Alameda de las Pulgas, this charming single-story home offers 2 bedrooms, 1.5 bathrooms, and an attached two-car garage in one of San Mateos established neighborhoods. Fresh interior and exterior paint, beautifully refinished hardwood floors, updated lighting, and new fixtures and hardware create a bright, inviting atmosphere. The comfortable floor plan features welcoming living and dining spaces, while the kitchen offers an opportunity to personalize to your taste. Conveniently located near downtown San Mateo, shopping, dining, parks, and commuter routes. A fantastic opportunity to enjoy single-level living, a desirable location, and the potential to make this home your own. Come see the possibilities

1314 Woodland Drive, San Mateo
725 Guildford Avenue, San Mateo
$1,798,000
3 Beds ⋅ 2 Baths ⋅ ML82063836 MLS ⋅ Active Status
MOVE IN READY ! Stylish remodeled residence in sought after Sunnybrae ! Open, light-filled floor plan with wide-plank luxury flooring, recessed lighting, and fresh neutral paint throughout. Expanded chefs kitchen serves as the homes center: featuring ample custom white shaker cabinetry, quartz countertops, subway tile backsplash and SS appliances including a Viking gas stove and Bosch dishwasher. Bathrooms completely transformed with custom glass enclosures, and modern tile finishes and vanities. Primary bedroom suite with walk-in closet. Private patio and rear yard for endless outdoor entertaining. Upgrades include new central heating system, updated electrical, modern plumbing, and energy-efficient double-pane windows. Centrally located just minutes from vibrant downtown San Mateo, Caltrain, major tech hubs, and key commuter routes (101/92/280). Move right in and enjoy the ultimate in contemporary, maintenance-free living.

725 Guildford Avenue, San Mateo
5 W Bellevue Avenue Unit 2, San Mateo
$838,000
2 Beds ⋅ 3 Baths ⋅ ML82062820 MLS ⋅ Active Status
PRIME WESTSIDE LOCATION! Enjoy comfortable condominium living just minutes from downtown San Mateo and Burlingame in this clean, move-in-ready 2-bedroom, 2.5-bath split-level home. Ideally situated within walking distance of shopping, dining, parks, and transportation, this inviting residence combines convenience with comfortable living. The main level features a spacious living room with hardwood floors & a wood-burning fireplace, creating a warm and welcoming space for relaxing or entertaining. The adjacent dining area opens to the kitchen and leads to a private patio. A convenient guest half-bath completes the main level. Upstairs, the spacious primary suite offers ample closet space and a private balcony, while the second bedroom is served by an updated full bath. A full-size laundry area is conveniently located on the second landing. Fresh interior paint and new carpeting on the second level add to the home's move-in-ready appeal. Additional features include one secure underground parking space, professionally managed HOA, and fiber-optic connectivity throughout the building. An additional parking space may be available upon request. A wonderful opportunity to own a well-maintained home in a highly desirable Westside location.

5 W Bellevue Avenue Unit 2, San Mateo
414 E 16th Avenue, San Mateo
$1,900,000
ML82061457 MLS ⋅ Active Status
414 E 16th Ave (the Property) is a four-unit multifamily asset built in 1959, situated on a two-story, slab-on-grade structure of stucco and wood construction in San Mateo's Hayward Park submarket. The Property features a unit mix of two (2) studio floorplans and two (2) one-bedroom/one-bathroom floorplans, averaging 775 square feet. The Property is 100% occupied as of August 2026. The Property offers a new owner a rare combination in this submarket: a fully occupied, free and clear fourplex with copper supply lines, dual-paned vinyl windows building-wide, on-site laundry, and covered tuck-under parking. In-place rents average $2,129 per unit, against market rents of $2,375 per unit, a loss-to-lease of 11.5%. A light interior renovation program, budgeted at $18,750 per unit, supports renovated rents of $2,750 per unit, or a 15.8% premium to current market. The Property's location places residents between Highway 101 and Interstate 280, within a short drive of Peninsula employers including Sony Interactive Entertainment, Roblox, GoPro, and Franklin Templeton in San Mateo, Oracle in Redwood Shores, and Meta in Menlo Park. Hillsdale Caltrain and the Bay Meadows mixed-use development are both nearby, and Hillsdale Shopping Center provides additional dining and retail options.

414 E 16th Avenue, San Mateo
20 Madison Avenue Unit 213, San Mateo
$1,198,000
2 Beds ⋅ 2 Baths ⋅ ML82055885 MLS ⋅ Active Status ⋅ Stonegate Condominium Assoc. BLDG.
Just moments from Downtown San Mateo, this beautifully designed second-floor end-unit retreat blends timeless architecture with modern comfort. Set within a Craftsman-inspired community, the light-filled home features high ceilings, abundant windows, and an open floor plan ideal for living and entertaining. The inviting living room is anchored by a fireplace and flows seamlessly into the dining area, where French doors open to a private covered balcony overlooking the central courtyard. Peaceful green views from the living room and both bedrooms create a tranquil setting. The kitchen features rich wood cabinetry, stainless steel appliances, a Viking gas range and hood, abundant storage, and a breakfast bar. The spacious primary suite offers an ensuite bath with a dual vanity, glass shower, and separate soaking tub. A secondary bedroom and full hall bath provide comfort and privacy. Additional highlights include plantation shutters, in-unit laundry, two deeded parking spaces, and secure building access. Enjoy a landscaped courtyard with a fountain, outdoor fireplace, a community room, and secure indoor mailboxes. Located less than 1 mile from Downtown San Mateo's acclaimed restaurants, boutique shopping, Cinemark, Caltrain, Central Park, and major commuter routes. Welcome​​‌​​​​‌​​‌‌​​‌​​​‌‌​​​​​‌​​​‌‌​​​‌‌‌​​​ home!

20 Madison Avenue Unit 213, San Mateo
30 Mounds Rd Unit 201, San Mateo
$850,000
2 Beds ⋅ 2 Baths ⋅ 41144610 MLS ⋅ Active Status
Located on the second floor, this beautifully updated 2 bedroom, 2 bathroom condo offers modern comfort, convenience, and beautiful views of the San Mateo hills. The updated kitchen features stainless steel appliances, granite countertops, and a convenient breakfast nook. Both bathrooms have been tastefully updated, while the spacious primary bedroom offers a walk-in closet. Enjoy the private patio, creating an ideal space for relaxing or enjoying indoor-outdoor living. Additional conveniences include a secure parking garage and shared laundry located on the same floor, serving only six units. Perfectly positioned between San Francisco and Silicon Valley, this condo offers an ideal location for commuters and professionals alike. You'll also be just minutes from Downtown San Mateo, with its excellent selection of restaurants, shopping, entertainment, and everyday conveniences. This condo offers the perfect combination of modern updates, comfort, scenic views, and an unbeatable location.

30 Mounds Rd Unit 201, San Mateo
30 Mounds Road Unit 402, San Mateo
$899,000
2 Beds ⋅ 2 Baths ⋅ ML82044747 MLS ⋅ Active Status ⋅ 30 Mounds Rd Condominium Assoc BLDG.
This fabulous top floor condo is located in a sought after premier westside neighborhood near downtown San Mateo quietly tucked between Baywood and San Mateo Park. It offers views of both the bay to the east and the quaint hillside views to the west. This unit features two spacious bedrooms and two newly remodeled bathrooms, an updated kitchen with large walk-in pantry, wet bar, wine cooler, an architecturally appealing living room with corner fireplace, a wall of glass sliders to the balcony for an airy open feeling, hardwood floors, tall 9 ft ceilings and multiple skylights that fill the entire space with natural light. Plenty of storage and closet space throughout including a storage room on the balcony and a private storage closet in the common area. Convenient elevator access, secured gated parking for one car with plenty of guest parking in the reserved area and neighborhood. Less than a mile to vibrant downtown San Mateo and easy access to transportation.

30 Mounds Road Unit 402, San Mateo
50 Mounds Road Unit 105, San Mateo
$1,090,000
2 Beds ⋅ 2 Baths ⋅ ML82051828 MLS ⋅ Active Status
Discover the Top of the Mounds, San Mateo's most coveted luxury condominium community. This gorgeous residence offers 2036 sq ft of spacious living with sweeping panoramic Bay and Peninsula views from nearly every room. The generous 2 BR/2BA floor plan features lovely carpet and tile, a beautiful chef's kitchen with ample cabinets and granite countertops, plus spa-like bathrooms. Enjoy the expansive dining and living rooms with massive windows and sliders opening to a huge and private veranda, perfect for indoor/outdoor gatherings. Residents enjoy resort-style amenities including a lobby attendant, and top notch on-site management. Serene spa and pool, newly built recreation room, and community room await you. Bonus: indoor laundry room, large closets, gas fireplace, extra storage, and secure garage parking. Sauna! Three guest suites in the building. Convenient location to downtown San Mateo, Hillsborough and all the best that Mid-Peninsula living offers.

50 Mounds Road Unit 105, San Mateo
San Mateo
$998,000
2 Beds ⋅ 2 Baths ⋅ ML82044094 MLS ⋅ Active Status ⋅ Versailles Resident's BLDG.
Step into this beautifully designed condominium featuring high-end finishes and thoughtful details throughout. Custom window treatments with integrated blinds, elegant hardwood floors, rich cherry cabinetry, granite kitchen countertops, and marble countertops in both bathrooms create a warm and sophisticated ambiance. Spacious closets in both the entry and primary bedroom provide exceptional storage, while the in-unit washer and dryer add everyday convenience. Parking and additional storage are included. Located at Versailles, a luxury 55+ community, residents enjoy gourmet meals, housekeeping, maintenance services, a heated indoor pool and spa, fitness center, activity classes, and numerous on-site amenities. Just steps from downtown San Mateo, this home offers an exceptional blend of elegance, comfort, and community living.

San Mateo
10 CRYSTAL SPRINGS Road Unit 1206, San Mateo
$1,278,000
2 Beds ⋅ 3 Baths ⋅ ML82027047 MLS ⋅ Active Status
A coveted corner residence offering over 1,575 sq ft of light-filled, single-level living in the sought-after Versailles 55+ community. Expansive windows fill the open living and dining areas with natural light and frame serene Baywood views. High ceilings and hardwood floors create an elegant interior, and a covered private balcony extends the living space outdoors. An oversized living room and guest powder room near the entry make the home ideal for hosting and everyday living. The well-appointed kitchen features granite countertops, ample cabinetry, and generous prep space. The oversized primary suite offers a spacious ensuite and walk-in closet, and the second bedroom has its own walk-in closet. Both full baths are finished in elegant marble. Additional highlights include in-unit laundry, underground parking, and dedicated storage. Versailles offers on-site dining, housekeeping, maintenance, a staffed front desk, a heated indoor pool and spa, and a fitness center with group classes. Adjacent to downtown San Mateo's restaurants and shops, this is a rare chance to own one of the community's most desirable floor plans.

10 CRYSTAL SPRINGS Road Unit 1206, San Mateo
10 Crystal Springs Road Unit 1405, San Mateo
$1,450,000
2 Beds ⋅ 2 Baths ⋅ ML82023474 MLS ⋅ Active Status ⋅ Versailles BLDG.
Unit #1405 is a beautiful 2 bedroom/ 2 bath, fourth floor unit, with large windows and views of downtown San Mateo. This home features an open floorplan, hardwood floors, high ceilings, granite kitchen countertops, marble bathroom countertops, and a cozy deck. There is generous closet space with two large walk-in closets 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 & 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 Road Unit 1405, San Mateo
10 Crystal Springs Road Unit 1509, San Mateo
$898,000
2 Beds ⋅ 2 Baths ⋅ ML82010957 MLS ⋅ Active Status
Welcome to this stunning 5th-floor condominium that combines comfort and style. This spacious 2-bedroom, 2-bath unit features high ceilings and large dual-pane windows that flood the home with natural light. The open-concept layout is perfect for entertaining, highlighted by a designer kitchen with sleek granite countertops and warm maple cabinetry. The primary suite includes a generous walk-in closet and a bathroom featuring a walk-in shower. Both bathrooms are appointed with marble countertops. Parking and additional storage are provided in 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 Road Unit 1509, San Mateo
123 Natureza Viva Avenue, San Mateo
$1,900,000
3 Beds ⋅ 2 Baths ⋅ ML81904721 MLS ⋅ Active Status
RARE find in Costa Rica.....114 Acre Ranch with main 2 story home, one rentable apartment, and 2 bedroom caretaker house. Large 45 foot swimming pool, open wood floored Yoga deck, 7 horse stable, large horse corral, chick coop, veggie garden, over 150 fruit trees, solar and hydro powered home completely OFF GRID. Gorgeous open and bright glass ceiling in the main living space. Email me for more info and photos....thanks for looking!

123 Natureza Viva Avenue, San Mateo

Based on information from California Regional Multiple Listing Service, Inc. as of . This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.