Refine Search
Map
Sort by
$1,749,000
3 Beds ⋅ 2 Baths ⋅ ML82053230 MLS
HARMING CHARACTER NEAR HILLSDALE SHOPPING CENTER | Enjoying excellent walkability to top attractions, this Westwood Knolls residence abounds with charm, modern elegance, and must-have convenience. Highlights include coffered and trey ceilings, beautiful hardwood floors, a sizable window- lined family room, and extensive side and rear yards with space for both play and leisure. Living and dining rooms embellished with stately details flow into the family room for effortless entertaining. Granite countertops, stainless appliances, and Shaker cabinetry elevate the central, light-filled kitchen. One bedroom boasts outdoor access, while the private primary suite offers a luxurious stone-clad bath. Upgrades include bath and kitchen remodels, some dual-pane windows, updated roofing, and stylish paint. Stroll to San Mateo Medical Center, popular parks, groceries at Trader Joes, and shopping, dining, and entertainment at Hillsdale Shopping Center while also near Caltrain, Roblox, freeways, Downtown San Mateo, and award-winning schools!

126 W 39th Avenue, San Mateo

Listing courtesy of Mike Strouf from Real Brokerage Technologies. 408-844-8311
$2,000,000
ML82053178 MLS

168 W 25th Avenue, San Mateo

Listing courtesy of Philip Batlin from Marcus & Millichap. 415-625-2189
$1,438,888
3 Beds ⋅ 2 Baths ⋅ ML82053163 MLS
Modern Elegance Meets Peninsula Living! Welcome to this previously remodeled 3 BD, 2 BA home offering approx.1,150 sq. ft. of thoughtfully designed living space where style, comfort & convenience come together. Step inside to a light-filled interior with dual-pane windows, recessed lighting, designer finishes & an inviting living room with a stylish fireplace. The updated kitchen features quartz countertops, a dramatic black backsplash, abundant cabinetry, gas cooking & a functional layout for everyday living & entertaining. Both baths have been remodeled in 2022 with modern finishes, while the spacious BRs offer comfort & natural light. Enjoy seamless indoor-outdoor living with a new backyard deck (2025), surrounded by lemon, pine, ginkgo, Japanese maple & rose trees. The attached garage features new epoxy flooring, while the front & back yards offer room to entertain, garden or expand. Ideally located near the Bay Trail, Coyote Point Recreation Area & downtown San Mateo & Burlingame with exceptional dining, shopping, parks & recreation. Easy access to Hwys. 101 & 92, Caltrain, SFO, San Francisco & Silicon Valley. Move-in ready & beautifully updated, this exceptional Peninsula home offers modern design, convenience & an unbeatable location. A rare opportunity not to be missed!

418 N Kingston Street, San Mateo

Listing courtesy of Julie Rossi Rideau from Compass. 650-720-0167
$2,495,000
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 Terrace, San Mateo

Listing courtesy of Alex Hawkins from Cronan Real Estate Services, Inc.. 408-348-5013
$1,899,000
4 Beds ⋅ 2 Baths ⋅ ML82052368 MLS
Oozing with the timeless charm and character of yesterday, this delightful 4bed/2bath home offers warmth, personality, and inviting living spaces throughout. The spacious living room features a gas fireplace and gleaming real hardwood floors, while the separate family room with a built-in bar is perfect for entertaining or relaxing. The eat-in kitchen offers a breakfast bar, stainless steel appliances, and a functional layout for everyday living. Private backyard with mature landscaping, ideal for relaxing or entertaining. Two utility sheds offer additional storage, and a private well provides a valuable resource for landscape irrigation. Ideally located in the heart of the Peninsula between San Francisco and Silicon Valley, this home is just minutes from Hillsdale Shopping Center, Caltrain, and Highways 101, 92, and 280, providing exceptional access to shopping, dining, parks, and major commute routes. A wonderful opportunity to own a home full of character in an unbeatable Peninsula location.

114 E Hillsdale Boulevard, San Mateo

Listing courtesy of Allison M Fujimoto from Golden Gate Sotheby's International Realty. 650-888-3863
$1,100,000
2 Beds ⋅ 3 Baths ⋅ ML82052348 MLS
Located in San Mateo, this 1,223 sq ft home features 2 bedrooms and 2 full bathrooms with updated baths including a shower and tub combination, stall shower, and stone tile finishes. The kitchen is equipped with stone countertops, built-in electric oven range, refrigerator, dishwasher, garbage disposal, and exhaust fan. Enjoy the separate family room with a fireplace, plus a dining area for meals. Flooring throughout includes carpet, tile, and vinyl/linoleum. Additional amenities include radiant heating, high ceilings, and a walk-in closet. Laundry is conveniently located on the upper floor with washer and dryer included. The property offers a 1-car garage and access to community facilities including an in-ground pool and spa. The home is within the San Mateo-Foster City Elementary school district.

2247 Armada Way, San Mateo

Listing courtesy of Anne Oliva from Omarshall, Inc. 650-291-9775
$1,798,000
3 Beds ⋅ 2 Baths ⋅ ML82052310 MLS
First time on the market in over 35 years! From the welcoming front porch to the expansive backyard deck, this charming home offers a warmth and character that feels increasingly rare. Lovingly maintained, this single-level residence features inviting living spaces, 3 bedrooms, 2 baths, a fireplace-centered living room, a sunroom retreat, and a spacious primary suite with its own fireplace. The kitchen shines with sleek quartz countertops and a suite of brand-new stainless steel appliances, creating a space that's as functional as it is beautiful. A detached cottage tucked toward the rear of the property adds flexibility and separation from the main residence, while the backyard deck provides an ideal setting for entertaining, outdoor dining, or simply enjoying time at home. Ideally located near Hillsdale Shopping Center, Caltrain, parks, dining, and major commute routes, this special property offers a unique blend of charm, convenience, and opportunity in a sought-after San Mateo neighborhood. Welcome home!

3031 Flores Street, San Mateo

Listing courtesy of Suzanne Garcia from Compass. 650-924-5772
$1,688,800
4 Beds ⋅ 3 Baths ⋅ ML82052309 MLS
San Mateo Beautiful, Updated Home featuring 4 bedrooms and 3 full baths. A high-ceiling living room filled with natural light from large double-paned windows and a modern door, complemented by an enclosed front yard that offers serenity and privacy. A remodeled kitchen fully equipped with new stainless steel appliances (gas cooktop, oven, refrigerator, dishwasher, and hood), and newly tiled bathrooms featuring LED lights and modern tankless toilets. Upstairs Studio Suite: A spacious suite with views of Sugarloaf Mountain and Sierra Morena Ridge. It includes a kitchenette, a full bath, and a separate entrance, making it ideal for a primary bedroom or an in-law unit or rental unit. Outdoor Area: A backyard pergola perfect for relaxation and gatherings, alongside beautiful natural lawns that offer fresh air, natural cooling effects and a softer surface for children and athletes. Brand new washer and dryer tower on newly epoxy garage floor and brand new garage door. This home is upgraded with 200 Amp electric power. An excellent location with convenient access to major freeways leading to San Francisco and Silicon Valley, and within walking distance to local schools, parks, and a soccer field. Enjoy Mid-Peninsula living!

1743 Maxine Avenue, San Mateo

Listing courtesy of Olivia P. Lee from RE/MAX Gold Redwood Shores. 650-888-8655
$2,600,000
ML82051983 MLS
Located in one of the most desirable residential neighborhoods in San Mateo, 109-111 Hobart Avenue offers a unique duplex opportunity with both investment appeal and owner-user flexibility. The property consists of two spacious three-bedroom units, each with generous layouts, and attached garages. The rear unit features a private outdoor area, enhancing tenant appeal and livability. Set on an oversized lot, the property also offers potential for future ADU development, creating additional income opportunities. 109-111 Hobart Ave is within one mile to San Mateo Central Park and Downtown San Mateo, featuring a myriad of high-end shopping, dining and entertainment options. The subject property is also located within close proximity to the major transportation corridors of U.S. Highway 101, California State Route 92, the San Mateo Caltrain Station, and the major thoroughfare of El Camino Real. These transportation hubs provide tenants and residents with convenient access to San Francisco and San Jose and provides close proximity to many of the nation's top tech employers including Google, Meta, Stanford, Box Inc., Visa, Sony as well as many others.

109 Hobart Avenue, San Mateo

Listing courtesy of Cole Simpson from Marcus & Millichap. 650-391-1735
$1,255,000
2 Beds ⋅ 2 Baths ⋅ ML82051828 MLS
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

Listing courtesy of Janet Russell Keller from David Lyng Real Estate. 831-588-9719
$1,499,000
3 Beds ⋅ 2 Baths ⋅ ML82051794 MLS
Thoughtfully updated and move-in ready, this 3-bedroom, 2-bath home offers a perfect blend of comfort, style, and versatility. Enjoy cozy evenings by the classic brick fireplace in the ample spaced living room. The kitchen, updated 2017 with permits, features quartzite countertops, shaker cabinetry, stainless steel appliances also a gas range, microwave and Stainless refrigerator. The Kitchen opens seamlessly to a spacious family room addition with plenty of extra space for everyday living and entertaining. In 1999 Seller also added a 560 sq ft addition with permits expanding 14 ft in family room also in the primary bedroom. The generous primary suite includes an en-suite full bath with direct access to the private backyard. A detached 96 sq. ft. finished shed with electricity provides endless possibilities as a home office, gym, creative studio or retreat. Conveniently located in San Mateo's established Shoreview neighborhood, just minutes from shopping, dining, City parks, and major Bay Area commute routes. Walking distance to public and private schools, Bay Trail for hiking and bike rides. A rare opportunity to enjoy the extra space with modern updates and exceptional convenience in this inviting home. Freshly painted interior, move in ready, must visit this one!

817 Rand Street, San Mateo

Listing courtesy of Jerome Brolan from Ocean Element Real Estate. 650-455-4904
$4,800,000
5 Beds ⋅ 3 Baths ⋅ ML82051730 MLS
A rare offering in the heart of San Mateo Park, 554 Edgewood Road blends elegant architectural details, enchanting interiors, & an extraordinary backyard retreat designed for both entertaining & everyday enjoyment. Rich with timeless character and lovingly shaped over generations, this distinguished residence carries a legacy of artistry, craftsmanship, and joyful living. Spanning approximately 3,205 sq ft, the home offers a gracious floor plan with formal rooms, inviting gathering spaces, five bedrooms, an office, study, and generous storage. French doors, warm light-filled interiors, and a striking living room fireplace framed by richly detailed California Batchelder-style relief tilework create a refined & welcoming atmosphere. Outdoors, the expansive backyard is a private retreat with a pool, patio, BBQ area, lawn, garage, and shed, offering an exceptional setting for summer afternoons, dinner parties, and relaxed California living. Recent improvements: new roof, new furnace, and new driveway gate, enhance comfort and convenience while preserving the homes historic charm. Elegant, warm - a rare opportunity in one of the Peninsulas most cherished neighborhoods, equidistant to downtown Burlingame and San Mateo.

554 Edgewood Road, San Mateo

Listing courtesy of Laura Bryant from KW Advisors. 650-888-0772
$2,275,000
4 Beds ⋅ 3 Baths ⋅ ML82051554 MLS
Spectacular living in one of the most unique houses in San Mateo, where you are very near a salt water lagoon that allows you to water ski, paddle board, or canoe right out the back door. Two-story home with a game room that has arcade games, TV, and pool table. Large modern kitchen opens up to the dining and living room that is bathed in sunlight all day and absolutely has the most magnificent sunset. Now its upstairs to 4 bedrooms and another bathroom. Walk down the hall to a large primary bedroom with spacious bathroom that overlooks the bay area; this is a magnificent room that one never wants to leave. Two large pools, two hot tubs, exercise room, pickleball court, and shuffleboard all for you to enjoy with super small dues, almost unbelievable in the bay area. Neighborhood is quiet, safe, and peaceful. The bay trails are right across the street. Then you will love this place.

444 Fathom Drive, San Mateo

Listing courtesy of Joseph Bentley from The Agency. 650-867-0199
$1,499,888
3 Beds ⋅ 2 Baths ⋅ ML82048717 MLS
Beautifully updated San Mateo home featuring owned solar, a new in 2024 shingle roof, 5-zone mini-split AC/heating, upgraded 200-amp electrical service, EV charging, and extensive interior updates. Offering 3 bedrooms, 2 bathrooms, each bedroom includes an attached bonus/flex room ideal for a home office, nursery, study, fitness room, or guest overflow. The remodeled kitchen features updated plumbing, electrical, venting, cabinetry, countertops, appliances, a gas range, refrigerator water line, and waterproof wood-look flooring. Both bathrooms have been tastefully remodeled. Additional improvements include updated insulation and drywall, recessed lighting, updated windows, a Renewal by Andersen door, front and rear fencing, synthetic turf, backyard sod and irrigation, decks, and new carpet in the three flex rooms. Outdoor living includes a large gated and enclosed front yard that feels like a private garden/courtyard, plus a private backyard with no rear neighbors, backing to Leslie Creek. Conveniently located near the Bay Trail, within walking distance of two K8 schools, and currently assigned to Aragon High. Per the 2025 appraisal and floor plan, the home measures approximately 1,516 sq ft. County records reflect 1,080 sq ft. Buyers should verify all information.

1640 Lodi Avenue, San Mateo

Listing courtesy of Joe Velasco from Coldwell Banker Realty. 650-833-8498
$2,800,000
3 Beds ⋅ 3 Baths ⋅ ML82051033 MLS
NEWLY REMODELED 2,600+ sq ft home is located in San Mateo within the San Mateo-Foster City Elementary school district. It features three bedrooms, including multiple primary suites with walk-in closets and a ground floor bedroom. The two full bathrooms include double sinks, updated fixtures, and a full bath on the ground floor with both shower and tub. The kitchen and family room form a combined space highlighted by quartz countertops, gas hookups, a skylight, and several modern appliances including a gas oven and dishwasher. Hardwood, laminate, and tile flooring run throughout the home. The living room includes a wood-burning fireplace, and heating is provided by central forced air with gas, complemented by central AC and window units for cooling. Laundry hookups for both electricity and gas are conveniently located inside the utility room. Additionally, the home offers a two-car garage and a minimum lot size of 7,200 sq ft. Skylights brighten the dining room, enhancing the overall natural light.

1114 Palm Avenue, San Mateo

Listing courtesy of Karen DiLullo from Coldwell Banker Realty. 408-603-8525
$3,650,000
4 Beds ⋅ 4 Baths ⋅ ML82050829 MLS
Nestled in the coveted San Mateo Park neighborhood this exceptional residence offers a rare combination of privacy, elegance, and walkable access to downtown Burlingame's vibrant dining and shopping district. Featuring 4 bedrooms and 3.5 baths, the residence seamlessly blends timeless charm with abundant natural light and a welcoming open floor plan including a separate family room with a vaulted ceiling. Bifold glass doors in the formal living and dining areas open to a spacious patio and expansive wraparound grounds, creating the ultimate indoor-outdoor lifestyle. The beautifully landscaped yard showcases mature trees, lush gardens, a fountain, whimsical garden details, and charming brick and fossil stone pathways that invite year-round enjoyment. The thoughtfully designed floor plan includes three bedrooms on the main level, while the private upper-level primary suite offers a vaulted ceiling, updated custom bathroom, a deck and serene garden views. Timeless architectural details throughout the home include fine millwork, beamed ceilings, leaded glass windows, and hardwood flooring. A separate bonus space provides flexibility for a home office, fitness studio or creative retreat. Welcome Home! County Assessor has updated county record as having 4 bedrooms and 3.5 bathrooms

605 Barroilhet Avenue, San Mateo

Listing courtesy of from Compass. 650-703-1183
$1,650,000
2 Beds ⋅ 2 Baths ⋅ ML82050585 MLS
A grand entry foyer with elegant arched doorways sets the tone for this charming ground floor residence, where a sun filled north facing patio creates a spectacular private outdoor retreat. Inside, the spacious primary suite offers a walk in closet, dual sinks, a soaking tub, and a separate shower. A flexible second bedroom/office provides valuable versatility for guests or work from home needs. The generous living room and formal dining room, divided by a dual sided wood burning fireplace, form warm, inviting spaces ideal for everyday living and entertaining. French doors open from the living room to the patio, and a secondary kitchen door provides direct access as wellperfect for outdoor dining. The kitchen features newer appliances and abundant storage. Hardwood floors flow through much of the home, complemented by in unit laundry, plantation shutters, central A/C, two deeded parking spaces, and additional storage. Set within a gated community offering concierge service, pool, gym, sauna, and steam room, this boutique 30 unit building is moments from downtown San Mateos shopping, dining, and library.

111 W 3rd Avenue Unit #107, San Mateo

Listing courtesy of Chris Molnar from Coldwell Banker Realty. 650-504-2693
$1,868,000
3 Beds ⋅ 3 Baths ⋅ ML82050290 MLS
Waterfront living with exceptional turnkey appeal. Stunning chef's kitchen appointed with premium Italian and German appliances, quartz countertops, and modern cabinetry opens to elegant dining areas and a sun-filled living room framed by expansive sliding glass doors. Abundant natural light from skylights and recessed lighting enhances the home's bright atmosphere. Contemporary staircase with sleek metal railings complements the modern design. SMART home lighting system provides enhanced convenience and contemporary functionality throughout. Curated upgrades include heated towel racks, USB-integrated outlets, Ring doorbell, Nest thermostat, premium Toto toilets throughout the home, including a bidet toilet in the primary bathroom. Fully remodeled main-level bathroom with modern finishes. Luxurious primary suite offers serene waterfront views, spa-inspired bathroom with custom rain shower, illuminated mirrors with automatic lighting, and custom-designed walk-in closet. Enjoy indoor-outdoor living with a spacious two-level deck and new private dock, perfect for entertaining and waterfront living. Community amenities include swimming pool, tennis courts and clubhouse. Rare opportunity to own a beautifully upgraded waterfront home with premium finishes and SMART home technology.

1259 Shoal Drive, San Mateo

Listing courtesy of Rosalind Chin from Coldwell Banker Realty. 650-245-2378
$9,450,000
ML82050464 MLS
Knights Inn Apartments, located at 100-106 N. Bayshore Boulevard in San Mateo, presents a rare 38-unit multifamily investment opportunity in San Mateo. The property offers a unit mix of thirty-four (34) studios (~381 sqft) and four (4) 1-Bedroom/1-Bath units (~570 sqft). Constructed in 1960 and situated on a 24,944 sqft lot, with approximately 24,592 sqft of gross building area across two (2) buildings. SB-721 COMPLIANT, BALCONY REBUILD COMPLETED, eliminating a significant capital expenditure obligation and providing investors with a clean compliance profile at close. The property further features a secured fenced-in pool, on-site coin-operated laundry, and 36 covered carports + 4 uncovered assigned spaces. Gas and electric utilities are master metered for each building, presenting a direct value-add opportunity through implementation of a Ratio Utility Billing System (RUBS), a strategy not currently utilized under existing ownership. The pro forma reflects an estimated $45,600 in additional RUBS income upon implementation.Current rents averaging approximately $1,610/month for studios and $2,085/month for 1-Bed/1-Bath units reflect meaningful upside to market rents of $2,100 and $2,395 respectively, as validated by the nearby Country Club Apartments at 420 N. Bayshore Boulevard.

100-106 N Bayshore Boulevard, San Mateo

Listing courtesy of Nate Gustavson from Compass. 415-786-9410
$5,595,000
4 Beds ⋅ 5 Baths ⋅ ML82050205 MLS
Welcome to 9 Bel Aire Lane, a rare opportunity to won one of the premier residences within Bel Aire Heights, an exclusive new construction community of just 19 custom-built luxury homes. Perfectly positioned to capture breathtaking, unobstructed water and some San Francisco views, this exceptional residence offers approximately 3908 sq ft of thoughtfully designed living space on an expansive 9500 sq ft lot. Designed for today's luxury lifestyle, the home features four spacious ensuite bedrooms, a private office, and spectacular indoor-outdoor living spaces. The chef's kitchen is a true showpiece, appointed with custom cabinetry, premium Thermador appliances, built in latte machine, wine refrigerator, and an oversized island, ideal for gathering and entertaining. Walls of glass frame the stunning views and open to an expansive deck, creating a seamless connection between the elegant interior and the spectacular natural surroundings. Designer-selected finishes, sophisticated details, and impeccable craftsmanship are showcased throughout the home, elevating every space and timeless style and comfort. Located within one of San Mateo's most sought-after luxury communities, 9 Bel Aire offers a rare combination of new construction, panoramic views, and exceptional quality.

9 Bel Aire, San Mateo

Listing courtesy of from KW Advisors. 650-465-5742
$1,200,000
3 Beds ⋅ 2 Baths ⋅ 41137211 MLS
Welcome to this beautifully updated Laguna Vista townhouse offering the perfect blend of comfort, style, and convenience. The flexible floor plan features 3 bedrooms, 2 full baths, an updated kitchen with granite countertops and stainless-steel appliances, and a spacious living area with fireplace. Enjoy seamless indoor-outdoor living with a private deck ideal for relaxing or entertaining. Upstairs, vaulted ceilings and abundant natural light create an inviting atmosphere, while the primary suite offers a versatile bonus space perfect for a home office, reading nook, or workout area. Community amenities include a pool, clubhouse, and beautifully maintained grounds. Conveniently located near parks, the Bay Trail, shopping, dining, and major commute routes. A wonderful opportunity to enjoy Peninsula living in one of San Mateo's most desirable communities.

3320 Kimberly Way, San Mateo

Listing courtesy of Tony F. Hamid from RE/MAX Accord. 925-285-4039
$1,633,000
4 Beds ⋅ 2 Baths ⋅ ML82039764 MLS
Rare opportunity to own a charming mid-century modern home in the highly desirable North Shoreview neighborhood of San Mateo! This beautifully updated four-bedroom, two-bath residence blends timeless architectural character with modern upgrades, offering the ideal balance of style, comfort, and functionality. Step inside to discover a light-filled interior featuring a versatile and thoughtfully designed floor plan, ideal for both everyday living and entertaining. The lovely updated kitchen serves as the heart of the home, showcasing modern finishes and ample space for cooking and gathering. Newly installed flooring throughout and all newly installed light fixtures enhance the homes fresh, cohesive feel, creating a warm and inviting atmosphere. The flexible layout offers multiple living spaces, ideal for a home office or a variety of living needs. Each bedroom is well-proportioned, providing comfort and privacy. Ideally located in the heart of the Peninsula, this home is centrally positioned between San Francisco and Silicon Valley, making it a commuters dream. Enjoy close proximity to parks, schools, shopping, dining, and everyday conveniences, with Coyote Point Recreation Area and Poplar Creek Golf Course just minutes away.

430 Cavanaugh Street, San Mateo

Listing courtesy of Rachel Ni from Coldwell Banker Realty. 650-455-1500
$1,799,000
ML82042066 MLS
Great location close to everything! You will love this charming duplex located on a wide, tree-lined street in the highly desirable Sunnybrae neighborhood of San Mateo. Exterior repainted. New roof on the rear unit. The front residence features 2 bedrooms and 2 bathrooms, two cozy fireplaces, original oak hardwood floors, and a large welcoming entryway, all thoughtfully updated while maintaining classic character. The separate dining room flows into a spacious kitchen with pantry space and an in-unit washer and dryer, creating a functional layout ideal for everyday living and entertaining. A detached 2-car garage and additional parking at the end of the driveway provide excellent convenience. Sunnybrae is known for its unique, solidly built homes and excellent access to transportation, shopping, and diningall within minutes. The property is also located in a strong local school district, adding to its long-term appeal. The rear unit offers a private 2-bedroom, 1-bath layout with its own kitchen and laundry room, making it perfect for extended family, guests, or rental income potential. This versatile duplex presents a rare opportunity for both owner-occupants and investors in one of the Peninsulas most sought-after neighborhoods.

515 S Fremont Street, San Mateo

Listing courtesy of Bret Evans from RE/MAX Gold Redwood Shores. 650-722-6555
$1,698,000
4 Beds ⋅ 3 Baths ⋅ ML82041711 MLS
VALUE - more than just a home - its a private retreat designed for comfort, connection, and everyday living. Set on an expansive 6,400+ sq ft corner lot, this beautifully appointed 4-bedroom, 3-bath residence offers approximately 1,920 sq ft of thoughtfully designed living space blending warmth and functionality. Tucked away on a peaceful 'one-way-in, one-way-out' street in San Mateos highly sought-after Parkside neighborhood, At the center of the home, an oversized eat-in kitchen connects seamlessly to both the fireplace living room and massive step-down family room creating the ideal gathering space for holidays, celebrations, movie nights, and everyday life. The flexible layout features 3 bedrooms and 2 baths on the main level, while the expansive upstairs primary suite offers a private escape above it all. The corner lot provides an enclosed front courtyard with lush lawn and greenery extending to a side patio. Step outside to a backyard built for privacy featuring a tiled BBQ station with brand-new gas grill, refinished deck, and hot tub. The property also includes a flexible workshed attached to the 2-car garage plus parking for 6+ cars, RV, or boat. Prime location with easy access to Hwy 92, 101, BridgePoint Shopping Center, and downtown San Mateo.

1660 Mckinley Street, San Mateo

Listing courtesy of Nonnie Dinges from Engel & Voelkers Burlingame. 650-218-3353
$1,298,000
3 Beds ⋅ 3 Baths ⋅ ML82048217 MLS
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 Avenue, San Mateo

Listing courtesy of KT Ames from Compass. 650-995-6534
$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 Road Unit #1507, San Mateo

Listing courtesy of Linda Druml from Polaris Pacific. 650-759-5961
$2,500,000
ML82047855 MLS
Fiesta Gardens Six unit building in very good condition. Upper units have decks; lower units have patio yards. Great location for access to shops, parks, transportation and schools. Easy access to Hwy 101/92/280 to SF, SJ or Hayward HOA has pool, tennis clubhouse etc. Rents are low, excellent opportunity to upgrade and increase cash flow.

San Mateo

Listing courtesy of Terry Michaud from Heritage Realty. 650-349-9300
$1,250,000
2 Beds ⋅ 2 Baths ⋅ ML82046396 MLS
Welcome to this fabulous 2 bedroom condo in the highly coveted Tidelands community! This spectacular ground-floor unit features a wonderfully open floor plan. Offering accessibility, a gourmet kitchen, den area and an abundance of natural light, the lavish living spaces accommodate both relaxation and social gatherings. Roughly 10 years of age, this 2-bedroom, 2-full-bathroom residence offers an escape from the hustle and bustle of everyday. Enjoy high-end appliances, in-unit laundry, a private master bedroom suite with a spacious en-suite bathroom, and a generous walk-in closet. Tidelands delivers an unparalleled lifestyle with its outstanding amenities, including a state-of-the-art gym, a vibrant clubhouse equipped with a pool table and table tennis, a full kitchen, inviting lounges, and outdoor BBQ areas perfect for entertaining. Positioned for convenience, this property offers easy access to Foster City, downtown San Mateo, and Highways 92 and 101. Take advantage of nearby shopping, biking and walking trails and the golf course and driving range across the street! Dont miss this opportunity to elevate your living experiencethis home is a gem!

400 Mariners Island Boulevard Unit #115, San Mateo

Listing courtesy of Greg Damelio from Christie's International Real Estate Sereno. 650-245-8700
$1,100,000
2 Beds ⋅ 3 Baths ⋅ ML82045470 MLS
Major Price Improvement! Beautifully updated 2-bedroom, 2.5-bath home nestled in a lovely garden-style community in one of San Mateos most convenient and desirable neighborhoods. Offering 1,223 sq ft of bright and elegant living space, this residence blends comfort, style, and easy living. The spacious living room features vaulted ceilings and a cozy wood-burning fireplace, while the updated kitchen showcases granite countertops, sleek appliances, pantry, and ample cabinetry. All bathrooms have been tastefully remodeled with modern finishes, including a luxurious primary bath with a soaking tub. Additional highlights include a private backyard patio, balcony, one-car garage, and access to a beautifully maintained community pool. Ideally located near shopping, dining, parks, Caltrain, Highway 101, and Highway 92. Move-in-ready in a sought-after neighborhood!

2327 Armada Way, San Mateo

Listing courtesy of Ron Kahn from Corcoran Icon Properties. 650-279-0366
$1,900,000
2 Beds ⋅ 3 Baths ⋅ ML82043593 MLS
Welcome to the pinnacle of urban sophistication in the prestigious Park Place at Bay Meadows. This rarely available corner unit is the largest floor plan in the complex, offering an unparalleled blend of scale, luxury, and natural light. The heart of the home is an expansive living room defined by dramatic two-story ceilings and massive windows that create a bright, airy sanctuary perfect for both grand entertaining and quiet relaxation. The modern open floor plan flows seamlessly into a gourmet chefs kitchen, which features high-end stainless steel appliances, professional-grade range, sleek cabinetry, and sprawling granite countertops with a convenient breakfast bar. Elegant finishes throughout include beautiful hardwood-style flooring and a thoughtful custom built-in window seat ideal for enjoying your morning coffee. Living at Park Place offers a lifestyle of unmatched convenience with premier amenities right at your doorstep. Located directly above Whole Foods Market, Peets Coffee, and a curated selection of popular restaurants, everything you need is just an elevator ride away. This location is a commuter's dream, providing rapid access to both Hwy 101 and 92 for effortless travel to San Francisco, Silicon Valley, or the East Bay.

1000 Park Place Unit H, San Mateo

Listing courtesy of Rico Bautista from Compass. 650-787-4800

Bay East © 2026. CCAR © 2026. BridgeMLS © 2026. Information Deemed Reliable But Not Guaranteed. This information is being provided by the Bay East MLS, or CCAR MLS, or bridgeMLS. The listings presented here may or may not be listed by the Broker/Agent operating this website. This information is intended for the personal use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on: