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$1,788,000
3 Beds ⋅ 2 Baths ⋅ ML82061003 MLS
Welcome to 213 Estrella Way, ideally situated on one of the premier streets in desirable San Mateo Village. This expanded single-story home blends classic charm, thoughtful updates, and wonderful indoor-outdoor living. Mature landscaping, colorful gardens & a charming covered front porch create an inviting first impression. Inside, hardwood floors flow through the living room, where a classic fireplace creates a warm focal point and double-pane windows bring in abundant natural light. The eat-in dining area opens to the kitchen featuring granite countertops, generous cabinetry, and sun tunnel. Step down to the spacious family room with vaulted ceiling, bar seating, freestanding fireplace, and sliding doors opening to an expansive Trex deck. Three bedrooms feature hardwood floors, including the primary with direct deck access. 2 full bathrooms include an updated bath with decorative tile and frameless glass shower. The spacious backyard offers Trex deck, lawn, mature landscaping, and plenty of room for outdoor dining and entertaining. A substantial detached shed with electricity provides flexible space for a home office, workshop, hobbies, or private retreat. Close to George Hall Elementary, Hillsdale Shopping Center, Whole Foods, Roblox, Fieldwork Brewing, and highways 92 & 101.

213 Estrella WAY, San Mateo

Listed by Debbie Wilhelm, 650-400-3111 from Coldwell Banker Realty
(If provided) CoList: from

$2,395,000
3 Beds ⋅ 2 Baths ⋅ ML82060965 MLS
STUNNING SOPHISTICATION defines this beautifully appointed residence in San Mateos sought-after Beresford/San Mateo Terrace neighborhood. Set on a 6,000-square-foot lot, this single level, three-bedroom, two-bath home blends timeless character, impressive views, and effortless indoor/outdoor living. Gleaming hardwood floors, beautiful windows, abundant natural light, and a flowing floor plan create an immediate sense of warmth. At the heart of the home, a gracious living room is anchored by a striking stacked-stone fireplace and built-in bookcases, with glass doors opening to the private rear yard. Here, a sparkling pool and spa create an inviting backdrop for entertaining, dining, and relaxation. The well-appointed kitchen features generous cabinetry, stainless steel appliances, granite countertops, skylight, and casual dining area, while the formal dining room connects seamlessly to the outdoors. Three spacious bedrooms include a serene primary suite enjoying views across the pool, gardens, and beyond. An oversized two-car garage, central A/C, tankless water heater, newer windows, and numerous updates complete this exceptional offering near schools, shopping, parks, and transportation.

734 26th AVE, San Mateo

Listed by Mike Bohnert, 650-504-2378 from Coldwell Banker Realty
(If provided) CoList: from

$2,788,000
4 Beds ⋅ 3 Baths ⋅ ML82059732 MLS
Beautifully remodeled single-family home in the heart of San Mateo. Ideally located with convenient access to shopping, dining, parks, and major tech campuses, this light-filled home is thoughtfully updated and move-in ready. The open-concept living and dining areas flow seamlessly into a contemporary kitchen featuring brand-new appliances. A kitchenette on the same level offers added flexibility perfect for an in-law or extended-family setup. All three bathrooms have been beautifully updated with high-end finishes, complemented by fresh interior paint, updated flooring, and recessed lighting throughout. A basement provides valuable additional space for storage, a home office, or other flexible uses. Additional upgrades include a brand-new water heater, making this stylish and versatile San Mateo home ready for its next owner.

942 S Eldorado ST, San Mateo

Listed by Wen Guo RE Group, 650-817-5000 from KW Advisors
(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

$2,988,000
4 Beds ⋅ 3 Baths ⋅ ML82059114 MLS
Experience the pinnacle of Peninsula living at Gramercy on the Park, one of San Mateo's most prestigious addresses. 555 Laurel Ave offers a seamless blend of high-end comfort and urban vibrancy, perfectly tailored for those seeking a sophisticated, low-maintenance lifestyle without compromising on luxury or convenience. A bright, open-concept layout with high ceilings and a cozy fireplace defines the interior. A sleek designer kitchen features stainless appliances and stone countertops, flowing naturally into a spacious living area. It is a space meticulously designed for both relaxation and effortless entertaining, extending to a private terrace- the ideal sanctuary for an evening glass of Cabernet. The primary suite serves as a true retreat, complete with generous wardrobe space and a spa-like ensuite. Every corner of this home ensures a harmonious balance of style and function. Beyond your front door, the very best of San Mateo is yours to explore. Located just moments from the lush greenery of Central Park, you are a quick trip from downtown dining, the cinema, and upscale boutiques. With the Caltrain station and major commuter corridors blocks away, you are perfectly positioned for effortless access to both San Francisco and Silicon Valley.

555 Laurel AVE 122, San Mateo

Listed by Jacklyn Friedland, 650-766-0791 from Compass
(If provided) CoList: from

$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

$349,000
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

$2,898,000
4 Beds ⋅ 3 Baths ⋅ ML82035522 MLS
Absolutely stunning, fully reimagined corner lot home! This turnkey 4 bedroom, 3 bath residence was remodeled with permits, and features a new roof less than one year old, updated electrical and plumbing, new heating system ductwork, recessed LED lighting, luxury vinyl plank flooring, and designer finishes. The versatile layout offers 3 bedrooms and 2 full baths on the main level, including a private en suite guest bedroom. Upstairs features a luxurious primary suite with a spa inspired bath and adjoining family room ideal as a media room, office, or second living area. The chefs kitchen offers quartz counters, a large island, Viking appliances, concealed Miele hood, and custom cabinetry. Decorative electric fireplace. Beautifully landscaped front and rear yards, built in fire pit, attached side by side 2 car garage, and side yard with possible ADU or additional parking potential, buyer to verify with the City of San Mateo. Move in ready!

751 27th AVE, San Mateo

Listed by Michael Haywood Jr., 650-773-0266 from eXp Realty of California Inc
(If provided) CoList: Guillermo Reyes from eXp Realty of California Inc
$550,000
1 Beds ⋅ 1 Baths ⋅ ML82055561 MLS ⋅ Marina Gardens BLDG.
This light-filled, ground-floor 1-bedroom, 1-bathroom condominium in San Mateo offers 590 square feet of efficient and comfortable living space. The functional kitchen features durable granite countertops, a center island for extra prep area, a breakfast bar, and brand-new stainless steel appliances including an electric cooktop, built-in oven, refrigerator, dishwasher, and dedicated exhaust fan. The home highlights stylish, light wood-look flooring throughout the main living areas, complemented by classic tile in the bathroom. The open-concept main space seamlessly combines daily relaxation with a flexible dining area. The primary bedroom features direct access to a private, wood-fenced back patio, perfect for relaxing and enjoying the outdoors. The full bathroom includes a traditional shower-over-tub setup, and the home is equipped with central forced-air gas heating. Residents of this community enjoy access to a fenced, in-ground pool and shared facility amenities. Located within the San Mateo-Foster City Elementary School District with convenient access to local shopping and commute routes.

1576 Marina CT A, San Mateo

Listed by Jason Born, 650-918-7048 from Born Real Estate, Inc.
(If provided) CoList: from

$530,000
1 Beds ⋅ 1 Baths ⋅ ML82054463 MLS ⋅ Marina Gardens BLDG.
Don't miss this adorable condo. There's a very real uniqueness to it. It feels more like a little house, only one shared wall and its private entrance from the outside makes that feeling even more apparent. Also, the private back yard is delightful and is really an extra living space. The kitchen and bathroom has been lovingly updated and reflect the very sweet seller. Fresh paint, crown moldings, in unit washer and dryer, easy access to the back yard from the bedroom, plantation shutters, extra storage. The project has recently upgraded this building so it looks great. The pool and common area is a short walk too. The neighborhood boasts all kinds of extra features including a waterfront park , baseball diamond, kid play equipment and a basketball court. It truly is a great place.

1536 Day AVE F, San Mateo

Listed by Jim Minkey, 650-576-1732 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

$848,888
2 Beds ⋅ 2 Baths ⋅ ML82054213 MLS ⋅ 1700 De Anza HOA BLDG.
Welcome to this beautiful 2-bedroom, 2-bathroom condo located in the desirable Laurelwood neighborhood in the San Mateo Hills. Located on the first floor for easy access, this well designed home features the community's most desirable floor plan, w/ bedrooms on opposite sides of the living area for maximum privacy. Hardwood floors enhance the main living spaces, while plush carpeting adds comfort to the bedrooms. An in-unit washer/dryer provide everyday convenience. The kitchen features granite countertops, stainless steel appliances, & a built-in wine refrigerator. The living room has a gas fireplace & opens to a private balcony. The secure building offers an array of amenities, including a pool, hot tub, fire pit, lounge chairs, gym, & a reservable guest suite for visiting family. The beautifully maintained lobby & common areas create a welcoming atmosphere. Additional highlights include one reserved parking space in the secure attached garage, extra storage, & an unbeatable location. Enjoy easy access to shopping, the local Farmers' Market, parks, & highly rated schools. Commuters will appreciate the convenient location just off Highway 92, w/ quick access to Highways 280 & 101. This home truly offers the perfect combination of comfort, convenience, & resort-style living.

1700 De Anza BLVD 109C, San Mateo

Listed by Brandon Denman, 650-303-0880 from Denman Real Estate Group, Inc.
(If provided) CoList: from

$1,699,000
3 Beds ⋅ 2 Baths ⋅ ML82053230 MLS
IMPROVED PRICING! 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 AVE, San Mateo

Listed by Mike Strouf, 408-844-8311 from Real Brokerage Technologies
(If provided) CoList: from

$1,190,000
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 RD 105, San Mateo

Listed by Janet Russell Keller, 831-588-9719 from David Lyng Real Estate
(If provided) CoList: from

$1,100,000
2 Beds ⋅ 2 Baths ⋅ ML82044094 MLS ⋅ 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.

CRYSTAL SPRINGS RD, San Mateo

Listed by Linda Druml, 650-759-5961 from Polaris Pacific
(If provided) CoList: from

$2,750,000
2 Beds ⋅ 3 Baths ⋅ ML82043883 MLS
NEW PRICE!! Welcome to luxury living at the Towers in the heart of San Mateo! This stunning 2BR/2.5BA condo offers an expansive 2,800 SF of modern elegance. Step inside to find high ceilings, sleek hardwood floors, recessed lighting, and plenty of natural light streaming through a multitude of windows. The open layout features a spacious foyer, formal dining room, and a cozy library/den, perfect for working from home or unwinding. The sunlit kitchen is complete with a breakfast nook, cooktop, range hood, dishwasher, refrigerator, and even a wine cooler for entertaining. The private primary ensuite boasts a walk-in closet, a large shower and generous primary bedroom. A small private patio off kitchen offers a serene outdoor space, while the building includes shared rooftop deck, patios, and common outdoor areas. Amenities include pool/spa, sauna, gym, game room, and media/recreation room. With a doorman, elevator access, & security features like an electric gate and voice intercom, convenience and peace of mind are yours. Add'l features include central AC/heating, an in-unit washer/dryer and private storage Located near downtown San Mateo, this condo combines convenience, style, and easy access to downtown restaurants, shops and library

20 W 3rd AVE 601, San Mateo

Listed by Susan Herman, 650-400-4383 from Compass
(If provided) CoList: from

$595,000
1 Beds ⋅ 1 Baths ⋅ ML82041706 MLS ⋅ The Gardens BLDG.
Why RENT when you can OWN?? Enjoy life in The Gardens! This beautifully landscaped, secure & gated community offers resort style amenities including an indoor and outdoor pool, spa, fitness center and clubhouse, with very convenient access to major freeways, great shopping, the library and downtown San Mateo! This single story street level home features abundant natural light with it's classic atrium patio, perfect for morning coffee or evening relaxation. Fresh interior paint, updated bath, crown molding, laminate flooring, granite counters, newer refrigerator and brand new heating system. Large storage closet, underground covered 1 car parking + additional assigned spot. New EV chargers conveniently located throughout the complex.

1919 Alameda De Las Pulgas 75, San Mateo

Listed by Corinne Raffanti, 408-482-6115 from Christie's International Real Estate Sereno
(If provided) CoList: from

$655,000
3 Beds ⋅ 1 Baths ⋅ ML82040768 MLS
Lowest Price in Complex! Prime Location with Greenbelt View - Exceptional Value! Welcome home to 1504 Day Ave #G! This charming 3br, 1ba townhome-style condo offers a comfortable and functional layout in a desirable, tree-lined community. With approximately 1,054 sq ft of living space, the home features a bright and inviting family room that flows seamlessly into the dining area, perfect for everyday living and casual entertaining. The updated kitchen includes ample cabinetry and a dishwasher for added convenience. In the utility closet you'll find a full sized washer and dryer along with additional storage. Upstairs, three well-proportioned bedrooms offer flexibility for family, guests, or a home office, while the full bathroom is centrally located. Enjoy your private patio, ideal for relaxing or creating a cozy outdoor retreat.Please note: photos of the home are from approximately three years ago and may not reflect current updates or decor. Property also includes a covered carport. Community amenities include greenbelts, pool and clubhouse. Ideally situated near parks, shopping, dining, and with easy access to major commuter routes, this home offers a great opportunity for first-time buyers, investors, or those looking to simplify life without sacrificing space.

1504 Day AVE G, San Mateo

Listed by Eileen Giorgi, 408-205-1467 from Christie's International Real Estate Sereno
(If provided) CoList: from

$5,295,000
5 Beds ⋅ 5 Baths ⋅ ML82040647 MLS
Brand New Luxury Residence in the highly sought-after Bel Aire Heights community of San Mateo. This exceptional home tryly has it all, nearly 4000 sq ft of thoughtfully designed living space featuring 5 bedrooms and 4.5 bathrooms, including two luxurious primary suites, one on each level, ideal for multi generational living or ultimate flexibility. The open-floor concept floor plan is light filled and expansive, seamlessly blending modern design with everyday functionality. A Chef's Dream kitchen showcases top of the line Thermador stainless steel appliances, including a built in espresso machine and wine refrigerator, perfect for both daily living and entertaining. Elegant finishes throughout, highlighted by a gas fireplace and walls of windows that capture stunning mountain and water views from most rooms. Set on approximately 9000 sq ft lot, the home also offers a spacious 3 car garage with multiple EV charging outlets. Located in one of San Mateo's premier new developments, Bel Aire Heights offers a rare opportunity to own a brand new, luxury home in a truly special setting.

18 Bel Aire LN, San Mateo

Listed by The Laugesen Team, 650-465-5742 from KW Advisors
(If provided) CoList: from

$898,000
2 Beds ⋅ 2 Baths ⋅ ML82010957 MLS
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 RD 1509, San Mateo

Listed by Linda Druml, 650-759-5961 from Polaris Pacific
(If provided) CoList: from

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