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185 Waters Park CIR, San Mateo
$1,298,000
2 Beds ⋅ 3 Baths ⋅ ML82059710 MLS
Built in 2021, this stylish San Mateo residence delivers the rare combination of newer construction, modern design, generous living space, and a private 2-car tandem garage - all in a convenient Peninsula location. This thoughtfully designed three-level home offers nearly 1,600 sq ft of bright, comfortable living with large windows and an open, airy feel. The main living level brings together the kitchen, dining, and living areas for effortless everyday living and entertaining, while a covered deck extends the space outdoors. Upstairs, two spacious bedrooms provide privacy and flexibility, including a generous primary suite with a walk-in closet and private bath. The second bedroom with its own en-suite bath is ideal for guests, a home office, or a private retreat. Contemporary finishes, energy-efficient features, smart-home technology, and an attached garage add to the ease of modern living. Enjoy a beautifully maintained community setting with convenient access to shopping, dining, major commute routes, and everything San Mateo and the Peninsula have to offer.

185 Waters Park CIR, San Mateo

Listed by Wen Guo RE Group, 650.867.1128 from KW Advisors
(If provided) CoList: from

409 Longden Ave, San Mateo
$1,539,000
2 Beds ⋅ 3 Baths ⋅ CC41147649 MLS
Welcome to this stunning, light-filled townhome perfectly situated on desirable Longden Avenue! Enjoy the ultimate blend of private, upscale living and urban convenience, located just steps from Paddock Park, the community garden, top-rated schools, shopping, and major commuter routes.Extensively upgraded throughout, the residence showcases gleaming hardwood flooring, modern recessed lighting, and oversized dual-pane windows that bathe the entire home in beautiful natural light.The main level features a bright, open-concept layout designed for seamless indoor-outdoor living. French doors effortlessly connect the living area to a charming view patio overlooking a lush, manicured lawn, while a convenient kitchen terrace provides the ideal setting for an outdoor electric BBQ or a personal plant nursery. The contemporary kitchen is a chef's dream, complete with abundant cabinetry, generous stone counter space, a custom backsplash, a premium stainless steel Bertazzoni hood, and an expansive breakfast bar. An inviting dining space, a main-floor half bath, and a dedicated laundry area complete this level.Upstairs, two generously sized en-suite bedrooms offer maximum comfort, privacy, and flexibility. The bright primary suite serves as a true retreat, featuring a dual vanity, a sleek gla

409 Longden Ave, San Mateo

Listed by Kristine Reyes, (925) 899-0448 from Bridges Real Estate
(If provided) CoList: from

639 Pico AVE, San Mateo
$2,508,000
4 Beds ⋅ 3 Baths ⋅ ML82060447 MLS
Beautifully updated and designed for elevated indoor-outdoor California living, 639 Pico offers 1,710 square feet of thoughtfully curated living space. The spacious living room flows effortlessly into the remodeled kitchen and dining area, where views of the backyard create a seamless connection to the homes exceptional outdoor spaces. The flexible floor plan includes four bedrooms and three bathrooms, including a main-level bedroom or office with a custom built-in Murphy bed and desk, offering an ideal setting for guests, work, or both. The backyard is a private retreat and a true extension of the home. Extensively redesigned by Black Diamond Pavers, the resort-inspired setting features a pool, spa, outdoor shower, barbecue area, and multiple spaces for dining, entertaining, and relaxing, all surrounded by mature landscaping and fruit trees. Thoughtful improvements throughout include remodeled kitchen, dining, and laundry spaces; a newly renovated primary bathroom; solar; Ring; Rachio Wi-Fi irrigation; newer ductwork; attic insulation; updated drainage and landscaping; and fresh interior paint. An attached laundry room and one-car garage complete this beautifully maintained home, offering comfort, flexibility, and a rare California lifestyle in a desirable San Mateo setting.

639 Pico AVE, San Mateo

Listed by Sternsmith Group, 650-678-3847 from Compass
(If provided) CoList: from

Sold listing courtesy of Sternsmith Group from APR
769 Crescent AVE, San Mateo
$4,705,000
5 Beds ⋅ 3 Baths ⋅ ML82060112 MLS
Along the tree-lined streets of coveted San Mateo Park, this beautifully remodeled 1925 Tudor-style home blends timeless character with sophisticated designer touches throughout. From the welcoming foyer, stunning hardwood floors lead into the grand living room, where natural light pours through a large-paned window, illuminating the soaring barrel ceiling and elegant Venetian plaster fireplace. The formal dining room showcases original architectural details, while the fully custom chefs kitchen features designer finishes and custom appliances. Beyond the living room is a separate (is cozy better?) family room, a few steps lead to the spacious primary suite, complete with a dedicated office and luxurious ensuite bath. Two additional generously sized bedrooms, a smaller guest bedroom and a designer full bathroom are located upstairs. A short staircase leads to a versatile bonus room ideal for an au pair suite, home gym, or office. A detached two-car garage provides additional storage, while the new gray paver driveway and yard create an inviting setting for outdoor entertaining. San Mateo Park offers a wonderful sense of community, picturesque tree-lined avenues, and an exceptional location proximate to downtown Burlingame , restaurants, and amenities.

769 Crescent AVE, San Mateo

Listed by David Cauchi, 415-203-5726 from Compass
(If provided) CoList: Antoinette Galindo from Compass

Sold listing courtesy of Milana Ostroy from VNC2W
440 Hobart AVE, San Mateo
$4,488,000
4 Beds ⋅ 3 Baths ⋅ ML82050401 MLS
Newly built with premium details, this exceptional home features elegant quartz countertops, premium Andersen windows, 9-foot ceilings, engineered white oak flooring, and a Mitsubishi 5-zone heat pump for heating and cooling. Enhanced interior and exterior wall insulation provides year-round comfort, sound control, and energy efficiency. Expansive LaCantina tri-fold doors create seamless indoor-outdoor living. A 4-foot crawl space with a Japanese-engineered Joto-Vent system provides continuous foundation ventilation. Set on a tree-lined street in one of San Mateos most desirable neighborhoods, the home is minutes from downtown, Central Park, Caltrain, and Highways 101/92. Timeless curb appeal includes board-and-batten siding, black-framed windows, and a covered porch. Inside, the open-concept great room with a linear fireplace and custom built-ins flows into the kitchen and dining areas. A custom wet bar is ideal for entertaining. The primary suite features a spa-inspired bath with soaking tub, curbless dual-rainfall shower, skylight, and floating dual vanity. Three additional bedrooms and a dedicated laundry room complete the home. The fenced backyard offers a spacious patio, lounge and dining areas, and lush lawn. Contact me for offer information

440 Hobart AVE, San Mateo

Listed by Ting Wang Conway, 415-359-8419 from Compass
(If provided) CoList: from

555 Laurel AVE 122, San Mateo
$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

731 W Capistrano WAY, San Mateo
$3,500,000
5 Beds ⋅ 3 Baths ⋅ ML82058809 MLS
Beautifully updated with a rare combination of location, quality, and thoughtful detail, nestled on a tree-lined street in the coveted Baywood neighborhood. A reimagined great room features raised ceilings, red oak hardwood floors, and abundant natural light, creating an effortless sense of space. The open-concept kitchen is anchored by a large island, crisp white shaker cabinetry, stainless steel appliances, and a farmhouse sink, ideal for both everyday living and entertaining. Large sliding glass doors open to a low-maintenance backyard with a patio and drop-down projector screen, perfect for outdoor movie or game nights. Behind the beauty, extensive improvements bring peace of mind, from new electrical, plumbing, and ductwork to a suite of smart-home features thoughtfully integrated throughout. Owned solar, Tesla Powerwall, EV-ready, central heating, and a finished garage with epoxy flooring further elevates comfort and functionality. Flexible floorplan offers 4 bedrooms + a bonus room that can serve as a study or 5th bedroom, along with 3 modern bathrooms. Short walk to downtown San Mateo, Central Park, and the library. Quick access to Hillsdale Shopping Center, Caltrain, Hwy 92, 101 & 280 for easy commute to San Francisco or the South Bay. Top-rated Baywood/Aragon schools.

731 W Capistrano WAY, San Mateo

Listed by Christy Pak, 415-816-4866 from Compass
(If provided) CoList: Renna Lin from Compass

Sold listing courtesy of Kevin Peterson from KWSCV
222 Harvard RD, San Mateo
$4,195,000
4 Beds ⋅ 3 Baths ⋅ ML82058524 MLS
Located in San Mateo's desirable Baywood neighborhood, 222 Harvard Road is a Spanish Mediterranean home filled with original character. The remodeled kitchen, featuring stainless steel appliances and a Thermador refrigerator, opens to a spacious great room with easy indoor-outdoor flow to the level yard. The oversized living room is the star of the home, with a vaulted wood ceiling, hardwood floors, iron handrails and accents, and architectural details that reflect the homes Spanish Mediterranean roots. Four bedrooms include a primary suite and a main-level bedroom currently used as an office. Outside, the flat yard offers space to dine, play, garden and relax. A detached two-car garage provides parking and additional storage. With original craftsmanship, flexible living spaces and modern updates, 222 Harvard Road brings together the character of an earlier era with the way people live today.

222 Harvard RD, San Mateo

Listed by The Dwyer Group, 650-931-2036 from Compass
(If provided) CoList: from

Sold listing courtesy of Nick Corcoleotes from CBR
25 Ericson RD, San Mateo
$3,850,000
3 Beds ⋅ 3 Baths ⋅ ML82058247 MLS
Located in the highly desirable neighborhood of San Mateo Park, this 3-bedroom, 2.5-bath home blends old-world charm with elegant indoor-outdoor living. Tastefully remodeled, highlights include a captivating living room with a vaulted, open beam ceiling, abundant natural light, hardwood floors, a gas log fireplace and beautiful mantel and surround flanked by custom bookshelves. The LaCantina accordion doors lead to a partially covered back patio with a lush and expansive yard. Additional features of this home include * Formal dining room with built-in cabinetry and wine fridge * Spacious eat-in kitchen with stainless steel appliances * Dedicated and stylish laundry/mud room * Powder room * Bedroom one and two share a Jack and Jill bathroom with elegant finishes and a tub/shower combination * Custom Roman shade window coverings and skylights with electronic window coverings * Serene primary ensuite with built-in cabinetry and walk-in closet * Primary bathroom features two separate vanities and extra-large shower * Central A/C * Solar panels (rented) * Two-car attached garage with Tesla charger * Large, easy access attic. Downtown San Mateo and Burlingame are just minutes away with top dining, fresh markets, and boutiques. Easy commutes on CalTrain and Int. 101 and 280.

25 Ericson RD, San Mateo

Listed by Mary Jo McCarthy, 650-400-6364 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Greg Browman from 7A895
2339 Clipper ST, San Mateo
$2,725,000
4 Beds ⋅ 3 Baths ⋅ ML82058529 MLS
2339 Clipper Street just feels right. Maybe its the light. Maybe its the water stretched behind you. Or maybe its that you can make dinner, pour some wine, open the doors to the deck, and suddenly staying home feels like the best plan! Set on the waters edge of Marina Lagoon, this 4 bdrm home has a relaxed sophistication that just comes naturally. The floor plan is open and airy, the rooms are filled w/ natural light, and the water is always part of the experience. The kitchen is made for people who actually love to cook, or at the very least, appreciate a beautiful place to gather while someone else does the cooking! An expansive island anchors the room, while Miele appliances handler the serious work. Custom tile brings style to the space while a skylight overhead adds just the right amount of drama. The master suite is spacious and private w/ direct access to the backyard deck. The family rm and an additional guest bedroom open to the deck, creating a connection between the house and the waterfront. Outside, the large backyard runs right to the lagoons edge, giving you plenty of room for dinner parties, lazy afternoons, or simply siting by the water and doing absolutely nothing. Then theres the dock. Because when you live on the water, you should be able to use it!

2339 Clipper ST, San Mateo

Listed by Greg Damelio, 650-245-8700 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Heather Damelio from SGP
39 Live Oak DR, San Mateo
$2,520,000
3 Beds ⋅ 3 Baths ⋅ ML82058484 MLS ⋅ Verona Ridge Homeowners Assoc. BLDG.
Located in the hills of San Mateo, welcome home to this beautifully appointed detached single-family residence featuring 3 bedrooms and 2.5 bathrooms.Whether preparing everyday meals or entertaining guests, enjoy gourmet cooking with built-in Monogram Series stainless steel appliances and a professional-style six-burner range. A dedicated wine refrigerator provides convenient storage for your favorite bottles.Enjoy movie nights with in-ceiling surround sound, or step outside to the inviting back patio where you may catch a glimpse of deer wandering nearby. Spend the afternoon barbecuing, then gather around the fire pit for a relaxing evening under the stars. Energy and technology features include solar panels with two battery storage units, two EV chargers in front, and an additional charging option inside the garage. The home also features dual-zone air conditioning, security cameras, and an alarm system. Conveniently located near supermarkets, restaurants, College of San Mateo, The Peninsula Golf & Country Club, and Highway 92, providing easy access throughout the Peninsula.

39 Live Oak DR, San Mateo

Listed by W. David Chow, 415-828-1128 from Affinity Real Estate
(If provided) CoList: from

Sold listing courtesy of W. David Chow from AFGR
1450 Parrott DR, San Mateo
$2,730,000
3 Beds ⋅ 3 Baths ⋅ ML82058436 MLS
Amazing Large Lot with Canyon Views.

1450 Parrott DR, San Mateo

Listed by Greg Stange, 650-208-5196 from Compass
(If provided) CoList: from

Sold listing courtesy of Kyle Else from HC44P
3 Bay LNDG, San Mateo
$1,388,000
3 Beds ⋅ 3 Baths ⋅ ML82057925 MLS
A Great Value! Why buy a Condo when you can own a detached Single Family Home?! A Rare Opportunity to own A New England Style Bungalow in an Exclusive Private Enclave of just 10 Homes built in 1997! Located on a Peaceful Private Street steps from the Bay Trail, this 3-BR, 2.5-Bath Gem features an Updated Kitchen w/Coastar Engineered Stone Countertops, New SS Appliances, Sink, Faucet, GD. LRG Combo LR/DR, WBF w/Gas Starter, New Interior Paint Throughout, complimented by New High Quality Engineered Flooring w/ Commercial Grade AC4 Waterproof Rating w/ Advanced Scratch Protection on Entire Lower Level, Stairway and Upper Hall. New Carpet and Pad in Bedrooms. A Luxurious Primary Ste. welcomes the Morning Sun with Views of the SF Bay and SM Bridge, boasting a High Sloped Ceiling, Mirrored Closet Doors, and Double Sinks, Walk-In Shwr. The 3rd Bedroom serves perfectly as an Office w/ Built-In Cabinets and Shelving. Recessed LED Lighting and Upgraded Lighting Fixtures Throughout. Additional features include an Interior Lndry RM and a LRG 2-car Garage with Built-In Storage, Addtl Attic Space, and an 84-Bottle Wine Rack. Enjoy the Afternoon Sun in your Private Rear Yard featuring a Pergola Shaded Patio, and Built-In Natural Gas BBQ and Sink. Dual-Pane windows, fire sprinklers throughout.

3 Bay LNDG, San Mateo

Listed by Victor M. Zolezzi, 650-868-3495 from Coldwell Banker Realty
(If provided) CoList: Linda Merino from Coldwell Banker Realty
1169 Ramblewood WAY, San Mateo
$2,775,000
4 Beds ⋅ 3 Baths ⋅ ML82057847 MLS
Located in the Top Rated Belmont School District. This light-filled, two story floor plan flows effortlessly, greeting you with soaring ceilings and grand windows that frame serene neighborhood views. The expansive main living areas provide distinct spaces for entertaining, formal dining, and casual day-to-day relaxation. At the heart of the home is a spacious kitchen waiting to host your culinary adventures, seamlessly connecting to an inviting family room. Upstairs, the generous primary suite serves as a peaceful retreat, featuring an en-suite bath and ample closet space. Three additional well-sized bedrooms offer ultimate flexibility for family, overnight guests, or a dedicated home office setup. Step outside to a private backyard lot spanning 0.17 acres, perfectly primed for weekend BBQs, outdoor dining, and gardening. Complete with an attached multi-car garage, this property delivers the ideal Silicon Valley lifestyle close to parks, premier shopping!

1169 Ramblewood WAY, San Mateo

Listed by George Chopoff, 650-743-4865 from RE/MAX Gold Redwood Shores
(If provided) CoList: Giovanni Bruschi from RE/MAX Gold Redwood Shores

Sold listing courtesy of George Chopoff from RMXSP
3342-3344 Los Prados ST, San Mateo
$2,300,000
5 Beds ⋅ 3 Baths ⋅ ML82057701 MLS
Discover a rare opportunity in San Mateo's sought-after Los Prados neighborhood. This beautifully maintained duplex offers approximately 2,638 square feet of living space on an expansive 8,482 square-foot lot, combining versatility, privacy, and exceptional indoor-outdoor living. Ideal for an owner-occupant, multigenerational household, or investor, the property offers comfort and long-term potential. The two residences include a spacious 3-bedroom, 2-bath main home and a separate 2-bedroom, 1-bath unit. Both have been thoughtfully updated with well-appointed kitchens, hardwood and tile flooring, skylights, generous storage, heating and cooling, and private laundry. Separate utility meters add flexibility. Private, fully fenced rear yards feature mature landscaping, citrus trees, lush lawn, drought-tolerant plantings, patios, and inviting walkways. A covered pergola creates an ideal setting for outdoor dining and entertaining, while a garden shed/home office offers flexible space for work, hobbies, or storage. Conveniently located near neighborhood shopping, Hillsdale, the Bay Trail, and major Peninsula commute routes, the property provides easy access to Highways 101 and 92, San Carlos Airport, and SFO. You do not want to miss this beauty!

3342-3344 Los Prados ST, San Mateo

Listed by Disen Cai RE Group, 650-622-2156 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Matthew Campana from COMP
229 E Bellevue AVE 9, San Mateo
$998,000
2 Beds ⋅ 3 Baths ⋅ ML82057694 MLS ⋅ Bellevue Court Condominium Assoc BLDG.
Set within the coveted Bellevue Court enclave of just 10 homes, this thoughtfully updated residence offers an exceptional blend of timeless style, natural light, and effortless indoor-outdoor living. Offering 1,249 square feet, the home features soaring ceilings, a spacious private deck surrounded by lush greenery, plus no one living above or below. The appointed kitchen features crisp white upper cabinetry with gray lowers, granite countertops, and subway tile backsplash. An elegant dining area flows into the inviting living room, where high ceilings, a striking brick fireplace, large windows, and French doors create a welcoming gathering space. The private deck extends the living area outdoors, surrounded by mature trees and greenery. The spacious primary suite features high ceilings, chandelier, generous closets, and serene green views, while the second bedroom offers a private en-suite bath. Additional highlights include in unit laundry, dual-pane windows, recessed lighting, new carpet, recently replaced roof, 2 deeded secure underground parking spaces, plus private storage closet. Ideally located approximately one mile from downtown San Mateo and Burlingame, Caltrain, & major commute routes.

229 E Bellevue AVE 9, San Mateo

Listed by Greg Celotti, 650-740-1580 from Compass
(If provided) CoList: Katherine Celotti from Compass
523 Maple ST, San Mateo
$1,778,000
3 Beds ⋅ 3 Baths ⋅ ML82057183 MLS
Attached single family home. Located in the heart of San Mateo minutes from downtown, this 3-bedroom, 2-bath home offers 1,840 square feet of living space. The primary suite includes a walk-in closet plus two additional closets and an en suite bathroom featuring marble finishes. The kitchen is equipped with granite countertops, gas cooktop and oven, stainless steel appliances including a Sub-Zero refrigerator, microwave, brand new dishwasher and ample pantry space. Flooring throughout the home combines real hardwood and carpet. The living room features a fireplace. Additional features include skylights, a wet bar and a large, private balcony with new decking and panels on the second level. The home has central forced air gas heating and a two-car garage. Dining options include formal dining, an eat-in kitchen and a spacious patio. New roof 2021, new tankless water heater 2024, and many other additional improvements. No HOA.

523 Maple ST, San Mateo

Listed by Danielle Hernandez, 615-969-4389 from CURB
(If provided) CoList: from

Sold listing courtesy of Gina Arigna from KWSN
751 27th AVE, San Mateo
$2,900,000
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

Sold listing courtesy of Jon Arango from SZIR01
351 Rolling Hills AVE, San Mateo
$2,680,000
4 Beds ⋅ 3 Baths ⋅ ML82056813 MLS
Stunning newly renovated home in coveted West Side San Mateo, showcasing sweeping views of the San Francisco Bay and city skyline through a dramatic front picture window. Thoughtfully remodeled, this home blends modern design with exceptional craftsmanship. The heart of the home is a stunning chef's kitchen with an island, counter seating, beautiful contemporary finishes, and seamless flow to the dining and living areas. Filled with natural light, it captures beautiful views, creating an inviting space for everyday living and entertaining. The generous primary suite features two closets, including a walk-in, and a beautifully updated bath with designer finishes. The kitchen and office open to a private backyard with a patio and newly landscaped, terraced gardens, while a new front deck enhances the home's curb appeal. Recent upgrades include the kitchen, bathrooms, roof, windows, doors, interior and exterior paint, deck, landscaping, and more. Attached two-car garage. A bonus area of approximately 750 square feet beneath the home (not included in the living area) includes water hookups and offers endless possibilities for a gym, studio, workshop, wine cellar, speakeasy, or potential future ADU (buyer to verify).

351 Rolling Hills AVE, San Mateo

Listed by Lisa Karson, 650-759-4644 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Samantha Lee from COMPS
37 Weepingridge CT, San Mateo
$1,588,888
3 Beds ⋅ 3 Baths ⋅ ML82056655 MLS ⋅ Clearview Townhome BLDG.
Nestled among the peaceful hills of San Mateo, this beautifully remodeled end-unit townhome offers approximately 1,920 sq. ft. of thoughtfully designed living space, blending timeless style with modern comfort. Filled with natural light, the open floor plan features refined finishes, clean architectural lines, and inviting living and dining spaces perfect for everyday living and entertaining. The remodeled kitchen boasts premium stainless-steel appliances, granite countertops, custom cabinetry, and generous workspace. Upstairs, the expansive primary suite offers a spacious retreat with a large walk-in closet and a beautifully remodeled contemporary spa-inspired bathroom. Two additional full bedrooms provide flexibility for family, guests, or a home office, while all two and half bathrooms have been tastefully updated with modern finishes. Additional features include a dedicated laundry area, abundant storage, an attached two-car garage, and the added privacy of a desirable end-unit location surrounded by mature landscaping. Ideally situated near vibrant downtown San Mateo, shopping, dining, acclaimed schools, parks, hiking trails, Caltrain, and Highways 92, 101, and 280, this exceptional home offers the perfect balance of peaceful hillside living and convenient Peninsula access.

37 Weepingridge CT, San Mateo

Listed by Christy Herman, 650-678-9579 from Vision Real Estate
(If provided) CoList: from

Sold listing courtesy of Robert Luecke from SHOPI
110 Tilton AVE, San Mateo
$1,128,000
2 Beds ⋅ 3 Baths ⋅ ML82056495 MLS ⋅ Classics at Midtown BLDG.
Rare Detached Townhome | Prime Downtown San Mateo Location With Top San Mateo High School!! Discover a truly unique opportunity in one of San Mateo's most sought-after communities a rare, fully detached townhome, one of only a select few in the neighborhood not sharing walls with neighboring units. This distinction offers an added layer of privacy and quiet that's hard to find in townhome living. Built in 2017, this beautifully maintained 2-bedroom, 2.5-bathroom home offers 1,195 square feet of thoughtfully designed living space. The bright, open floor plan flows seamlessly to a generous private patio perfect for morning coffee, outdoor dining, or simply unwinding after a day in the city. Property Highlights: Rare fully detached construction no shared walls; Large private patio for indoor-outdoor living; Deeded underground parking space with EV charger Deeded underground storage unit ; Modern finishes throughout. Unbeatable convenience awaits just minutes on foot from vibrant Downtown San Mateo, where you'll find acclaimed restaurants, boutique shopping, cafes, and weekly farmers markets. For commuters, the San Mateo Caltrain station is an easy walk away, offering a seamless connection up and down the Peninsula - ideal for those working in San Francisco or the South Bay.

110 Tilton AVE, San Mateo

Listed by Hoi Wing Ng, 650-283-4362 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Shao Ying Liang from SRNO04
29 Weepingridge CT, San Mateo
$1,490,000
3 Beds ⋅ 3 Baths ⋅ ML82033478 MLS ⋅ Clearview BLDG.
Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome nestled in a peaceful, tree-lined setting offering rare privacy and tranquility. This light-filled residence provides a true retreat while remaining close to everything the area has to offer. An open floor plan creates an airy main living level. The living room features expansive windows and direct access to a private deck, perfect for morning coffee or evening relaxation surrounded by greenery. The chefs kitchen is equipped with stainless steel appliances and opens seamlessly to the dining area, ideal for everyday living and entertaining. The bedrooms are thoughtfully designed as serene retreats. The spacious primary bedroom features soaring ceilings and exposed wood beams, bringing warmth and natural calm indoors. Two additional bedrooms enjoy peaceful views of mature trees, creating a restful atmosphere. Downstairs, an attached two-car garage offers interior access and in-home laundry. Residents enjoy nearby community amenities including a pool, clubhouse, tennis courts, and playground. Ideally located near Laurelwood Parks scenic trails, Hillsdale Shopping Center, neighborhood shops and farmers market, College of San Mateo, Highway 92, and highly regarded Aragon High School

29 Weepingridge CT, San Mateo

Listed by Amy Yao, 408-607-6252 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Robert Luecke from SHOPI
401 Castilian WAY, San Mateo
$3,610,000
3 Beds ⋅ 3 Baths ⋅ ML82056043 MLS
For Comps Purposes.

401 Castilian WAY, San Mateo

Listed by Sternsmith Group, 650-678-5455 from Compass
(If provided) CoList: from

Sold listing courtesy of Kevin Barranti from APR
22 Havenridge CT, San Mateo
$1,430,000
3 Beds ⋅ 3 Baths ⋅ ML82054680 MLS ⋅ Clearview BLDG.
This 3-bedroom, 2 1/2-bathroom home in San Mateo Woods offers 1,770 sq. ft. of living space with a combination kitchen and family room featuring a quartz countertop, electric cooktop, dishwasher, microwave, and self-cleaning oven. The dining options include a dining area and an eat-in kitchen. Flooring includes wood and carpet throughout. The living room has a fireplace with gas starter. The garage accommodates two cars. The home is heated with central forced air (gas) with double-pane windows enhancing energy efficiency. Additional amenities include skylights and a walk-in closet. The community has a pool, tennis and pickle ball courts, club house, playground and a dog park

22 Havenridge CT, San Mateo

Listed by David G. Zigal, 650-465-8110 from David G. Zigal, Realtor
(If provided) CoList: from

Sold listing courtesy of Jacqueline Gonzalez-Romero from NTERO
523 Iowa DR, San Mateo
$3,250,000
3 Beds ⋅ 3 Baths ⋅ ML82054599 MLS
Set in San Mateos desirable Baywood Knolls neighborhood, this single-family home offers the warmth, character, and everyday livability that make a home truly special. Hardwood floors, a fireplace, fresh new paint, and well-proportioned living spaces create an inviting setting for relaxing, entertaining, or working from home. The finished lower level adds valuable flexibility for guests, a home office, or additional living space, while the attached garage includes a Tesla EV charging setup for added convenience. The backyard provides a private outdoor retreat with space to garden, gather, or simply enjoy the comfort of home. What makes this property even more appealing is its location. Baywood Knolls is known for its established residential feel and close proximity to some of San Mateos most loved amenities. Enjoy easy access to downtown San Mateos vibrant shopping and dining scene, Central Park, and the San Mateo Caltrain station for convenient Peninsula commuting. Blending comfort, charm, and a highly desirable setting, this home is a wonderful opportunity in one of San Mateos most sought-after neighborhoods.

523 Iowa DR, San Mateo

Listed by Joe Polyak, 415-595-2647 from Rise Homes
(If provided) CoList: from

Sold listing courtesy of Nancy Lim from CBLUXURY
31 Belford WAY, San Mateo
$2,650,000
2 Beds ⋅ 3 Baths ⋅ ML82052903 MLS
Highly desirable cul-de-sac where neighbors are truly neighborly! Homes rarely become available in this park-like setting just moments from vibrant Downtown San Mateo. Step inside to an inviting living room with a cozy fireplace and concealed motorized projector screen for an immersive home theater experience. The open layout flows into the dining area with built-ins, a sunny breakfast nook, and a chefs kitchen featuring a premium Italian gas range, oversized refrigerator, abundant pull-out cabinetry, and bar seating. The home offers two bedrooms, including a private primary suite with a heated bathroom floor. The second bedroom features a fireplace and French doors opening to a lush backyard retreat. Hardwood and tile flooring, an instant hot water heater, and quality finishes enhance the home's warmth and character. Enhanced in 2026 with new attic insulation and HVAC ductwork, a replaced sewer lateral, reinforced foundation, professionally remediated asbestos-containing materials, a remodeled garage, refreshed exterior, and custom wrought iron railings. Ideally located near Michelin-starred dining, parks, Caltrain, and convenient highway access, this exceptional home blends timeless charm, thoughtful upgrades, and everyday convenience.

31 Belford WAY, San Mateo

Listed by Miranda Caley, 650-308-6161 from Coldwell Banker Realty
(If provided) CoList: Jingya Ji from Coldwell Banker Realty

Sold listing courtesy of Greg Celotti from APR
1640 Bayridge WAY, San Mateo
$1,485,000
3 Beds ⋅ 3 Baths ⋅ ML82054442 MLS ⋅ Clearview Townhomes HOA BLDG.
Welcome to this beautifully updated end-unit townhome in the highly desirable San Mateo Woods neighborhood, offering the perfect blend of comfort, convenience, and peaceful surroundings. With added privacy and abundant natural light, this spacious home features a formal living room, separate family room, dedicated dining room, and convenient half bath on the main level. The light-filled living spaces open to a large private deck, perfect for summer BBQs, outdoor dining, or relaxing among the tranquil, tree-lined surroundings. The updated kitchen overlooks the deck and features stainless steel appliances. Upstairs, you'll find a generously sized primary suite with a walk-in closet and updated en-suite bathroom, plus two additional bedrooms and another updated full bathroom. Residents enjoy resort-style amenities including a swimming pool, tennis courts, and playground. Ideally located just minutes from Highway 92, the College of San Mateo, its popular Farmers' Market, shopping, dining, hiking trails, downtown San Mateo, and major commuter routes, this home offers an exceptional opportunity to enjoy the best of Peninsula living.

1640 Bayridge WAY, San Mateo

Listed by lily Tu, 650-680-6055 from Redfin
(If provided) CoList: from

Sold listing courtesy of Joanna Tsakonakis from MOME
459 Cornell AVE, San Mateo
$4,420,000
4 Beds ⋅ 3 Baths ⋅ ML82053847 MLS
Rarely available Mediterranean with an exceptional floor plan in one of San Mateo's most desirable neighborhoods. Beautifully updated while preserving its timeless character, the home features four bedrooms on the upper level, gracious formal living and dining rooms, an eat-in kitchen, and a separate family room with direct access to the private backyard. Rich architectural details include gleaming hardwood floors, classic millwork, exposed beams, corbel accents, a stained-glass window, a coffered dining room ceiling, and two fireplaces. The spacious primary suite features a beautifully remodeled Carrara marble and quartz bath, while three additional upstairs bedrooms share a tastefully updated hall bath. The private backyard offers an Ipe deck, paver patio, and level lawn. Built in 1932, this approximately 2,900 square foot residence sits on an approximately 6,839 square foot lot and is ideally located near downtown San Mateo, Caltrain, parks, shopping, dining, and major commute routes.

459 Cornell AVE, San Mateo

Listed by Serena Conti, 650-619-8398 from Compass
(If provided) CoList: from

Sold listing courtesy of Maria Scott from CBR
835 S Bayshore BLVD, San Mateo
$1,340,000
3 Beds ⋅ 3 Baths ⋅ ML82046607 MLS
Located in the heart of San Mateo, this charming 3 beds, 2.5 bath home offers approx. 1,775 sqft of living space. Step inside to a soaring high ceiling in the living room, where a cozy fireplace creates a warm and inviting focal point for relaxing or entertaining. The interior features a blend of carpet, hardwood, laminate, and tile flooring, combining style and functionality throughout. The thoughtfully designed floor plan includes a dedicated dining area and a spacious family room that seamlessly flows into the kitchen, creating the perfect gathering space for everyday living and entertaining. Start your mornings coffee on the private deck, an ideal spot to unwind and enjoy the peaceful surroundings. The home is equipped with central heating and A/C, providing year-round comfort in every season. Conveniently located on the upper level, the laundry area includes a washer and dryer, making household chores more efficient. A two-car garage provides ample parking and additional storage space. Ideally situated between San Francisco and Silicon Valley, this home offers easy access to Highways 101, 92, and 280, making commuting throughout the Bay Area convenient. Enjoy nearby shopping, dining, and top amenities, all while living in one of San Mateo's most desirable locations.

835 S Bayshore BLVD, San Mateo

Listed by Rachel Ni, 650-455-1500 from Coldwell Banker Realty
(If provided) CoList: Max Lo from Green Banker Realty

Sold listing courtesy of Ben Zhang from COMPS
1719 Monticello RD, San Mateo
$3,200,000
4 Beds ⋅ 3 Baths ⋅ ML82053530 MLS
This expanded 2,020 sq. ft. mid-century modern home delivers a move-in-ready experience in the sought-after San Mateo Highlands. The 4-bed, 3-bath layout features exposed beams, dual pane windows, and brand-new premium rigid plank flooring throughout. The fully remodeled open-concept kitchen is anchored by a Bosch induction range, sleek quartz countertops, and handmade Fireclay tile. All 3 baths are completely updated with premium Toto toilets; the primary en-suite offers radiant heated floors. The finished 2-car garage studio features commercial-grade epoxy floors, ideal for a workspace or gym. Seamless indoor-outdoor living is achieved via a 9-foot Fleetwood sliding glass door opening to a custom Seed Studio landscape. This low-maintenance native and artificial turf yard is an entertainers highlight, featuring an arbor dining area, built-in Bromic heater, Lynx outdoor grill, and custom Concreteworks fire pit. Foundational infrastructure is modernized: a 200-amp panel, EV charger, replaced sewer lateral, and new 3-ply roof recoat over a foam base. Efficiency is maximized with a 7.2 kW NEM 2.0 solar system, Nest, Ring, and Rachio. Residents enjoy Highlands Rec Center access, After-School priority, and efficient San Francisco/Silicon Valley commutes.

1719 Monticello RD, San Mateo

Listed by William Fox, 650-576-6124 from Berkshire Hathaway HomeServices DrysdaleProperties
(If provided) CoList: from

Sold listing courtesy of Austin Herman from APR

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