San Mateo CA 5 Bedroom Real Estate, Homes, Condos for Sale

5 Beds ⋅ 4 Baths ⋅ ML82054023 MLS

Welcome to this stunning West San Mateo residence. Completely reimagined, this 5-bedroom, 4-bathroom home offers sophisticated premium finishes for living and entertaining. Enjoy custom hardwood floors, abundant natural light, and extensive upgrades including a remodeled chef's kitchen with premium appliances, custom cabinetry, waterfall-edge quartz countertops, solar designed to help power the home and heat the pool, tankless water heater, newer roof, and gutters. The kitchen flows seamlessly into the dining area and living room with custom fireplace. A rare detached garage/gym offers ADU, guest suite, studio, home office, or additional living space potential (buyer to verify). The flexible floor plan also features a family/game room with custom bar and a main-level bedroom ideal for guests or multigenerational living. Upstairs, the luxurious primary suite includes a fireplace, spa-inspired bath with jacuzzi tub, separate shower, and walk-in closet. Four additional bedrooms provide comfort and privacy. The resort-style backyard features a sparkling pool, spa, outdoor entertaining areas, solar pool heating, and electric pool cover. Ideally located on San Mateo's desirable West Side, minutes from Hillsdale Shopping Center, downtown, Caltrain, and Silicon Valley employers.

326 30th AVE, San Mateo

Listed by Leon D'Aquino, 650-740-0564 from RE/MAX Gold Redwood Shores
(If provided) CoList: from

$1,748,000

5 Beds ⋅ 2 Baths ⋅ ML82053827 MLS

Welcome to 215 Ottawa Street, a beautifully updated 5-bedroom, 2-bath home in one of North Shoreview's most desirable pockets. Offering exceptional space for the neighborhood, this thoughtfully maintained home combines comfortable living with outstanding indoor-outdoor amenities. Warm hardwood floors flow throughout the home, while the inviting living room features a charming window seat overlooking the front yard. The spacious kitchen opens to the dining room, creating the perfect setting for gatherings and entertaining. The versatile floor plan includes three bedrooms and a full bath on the main level, with two oversized bedrooms upstairs and a beautifully updated bath featuring an oversized tub. Step outside to your own private retreat. Enjoy the covered patio, unwind in the enclosed hot tub room with a TV, practice your short game on the backyard putting green, or garden in the raised side-yard planter boxes. Additional highlights include owned solar panels and a large two-car garage. Ideally located on one of North Shoreview's quiet, wide streets, this home is just moments from the Bay Trail, Coyote Point, vibrant downtown Burlingame and San Mateo, with quick access to Highway 101. Spacious, updated, and perfectly located, this is North Shoreview living at its finest.

215 Ottawa ST, San Mateo

Listed by Caitlin Beanan, 650-576-3994 from Coldwell Banker Realty
(If provided) CoList: from

$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 RD, San Mateo

Listed by Laura Bryant, 650-888-0772 from KW Advisors
(If provided) CoList: from

$2,700,000

5 Beds ⋅ 4 Baths ⋅ ML82049817 MLS

Magnificent 5-bedroom estate featuring breathtaking bay views, situated in the highly desirable neighborhood. Abundance of natural light streaming through a dramatic picture window, illuminating the elegant living room & dining area. The heart of the home is a chef's gourmet kitchen and family room, highlighted by vaulted ceilings, skylights, high-end custom cabinetry, granite countertops, a massive center island, surround sound system for 3 TVs, perfect for both luxury everyday living and grand-scale entertaining. The secluded master suite offers a dedicated den, walking closet, spacious bathroom with a soaking tub and separate shower for ultimate relaxation. On the opposite side of the house, a separate wing has 4 additional bedrooms, including 2 en-suite bedrooms, plus a hall bathroom with a jetted tub, providing exceptional comfort and privacy for family and guests. Situated on over 14,000 sf lot. One-of-a-kind backyard showcases a cascading waterfall leading to a hilltop retreat with panoramic Bay view. The hilltop entertainment area features a Disneyland-inspired bar, TV, BBQ, outdoor kitchen, refrigerators, hot tub and more. Conveniently located between San Francisco and Silicon Valley.

241 42nd AVE, San Mateo

Listed by Jeannie Hu, 650-400-8007 from Realty World Dominion
(If provided) CoList: from

Sold listing courtesy of Lana Morin from NTERO

$2,800,000

5 Beds ⋅ 4 Baths ⋅ ML82049815 MLS

Rebuilt and completed in 2025, this beautifully designed single-level home offers a rare blend of modern living, flexibility, and privacy with a detached ADU. A welcoming front porch and gated driveway lead into a bright, open-concept interior where natural light fills the living, dining, and kitchen spaces. The 3-bedroom, 2-bath main home (approx. 1,610 sq ft) showcases European white oak flooring, custom cabinetry, and quality finishes throughout, designed with both comfort and functionality in mind. The living room is centered around a fireplace, creating a warm focal point. The kitchen is designed for everyday living and entertaining, featuring a large center island, natural stone countertops with full-height slab backsplash, and a professional Wolf range with dual ovens. The detached ADU (approx. 750 sq ft), newly built and never occupied, is positioned above the garage and offers 2 bedrooms and 1 bath - ideal for extended family, guests, or flexible living. A gated driveway leads to a rare four-car garage (approx. 893 sq ft) with versatile space for storage, gym, or workshop, along with two Level 2 EV charging connections. Outdoor spaces are designed for low-maintenance enjoyment, featuring an outdoor kitchen with built-in grill, Trex decking, and turf landscaping.

30 16th AVE, San Mateo

Listed by Henry Chu, 650-918-8118 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Eva Tung from EYCT

$4,800,000

5 Beds ⋅ 4 Baths ⋅ ML82048235 MLS

Elevated above the street in the sought-after Baywood neighborhood, this extensively transformed Craftsman home commands sweeping views across the Bay, the San Francisco skyline, and the East Bay hills. The authentic Craftsman architectural details including stone cladding, tapered columns, shingled siding, and bluestone walkways. Brazilian cherry wood floors, extensive custom built-ins, skylights, and natural stone and tile finishes extend throughout. Spacious living room with stone fireplace, walls of open cabinetry, and expansive front windows. Open dining area connects to the covered built-in barbecue patio and beautifully appointed kitchen with sleek taupe cabinetry, granite slab counters, premium appliances, peninsula seating, spacious island, and operable skylight. There are 5 bedrooms and 3.5 baths across two levels for a variety of lifestyle needs, including two en suite baths. The upstairs primary suite has a balcony, two walk-in closets, and a spa-inspired bath, plus a family/media room upstairs with a wet bar. Detached bonus studio is perfect for an office, fitness center, or playroom, plus there is a privately located spa. Just one-half mile from downtown San Mateo. Schools: Baywood Elementary, Borel Middle, and Aragon High (buyer to verify).

429 Virginia AVE, San Mateo

Listed by Raziel A. Ungar, 650-720-5483 from Compass
(If provided) CoList: from

Sold listing courtesy of Aileen Fernandez from COMP90

$1,445,000

5 Beds ⋅ 3 Baths ⋅ ML82047460 MLS

Nestled in the desirable Parkside neighborhood, this 5-bedroom, 3-bathroom home is waiting for you. This fabulous mid-century property has lots of charm! Please note that the county records recognize that the property is a 5-bedroom, 3-bathroom home, but the square footage was never updated with the county. The floor plan shows that the home is approximately 1,813 square feet. Parkside Aquatic Park is just steps away and offers beach access and fun for the whole family. This home is also within walking distance to award-winning San Mateo schools, Bayside/Joinville Park, and the Joinville Swim Center. Embrace the local lifestyle with ease, as Bridgepoint Shopping Center and downtown are moments away, offering great restaurants, shops, and entertainment. 101 and 92 are easily accessible, making commuting and enjoying all the Peninsula has to offer a breeze!

1605 Roberta DR, San Mateo

Listed by Dave Parks, 650-642-4141 from Gateway Properties
(If provided) CoList: Madeline Williams from Gateway Properties

Sold listing courtesy of Claire Lazar from LHG

$3,250,000

5 Beds ⋅ 2 Baths ⋅ ML82046244 MLS

Originally built in 1925, this beautifully maintained residence offers approximately 1,900 SF of living space on an expansive 9,937 SF lot. Rich in character and thoughtfully updated, the home features a classic yet functional layout designed for both everyday living and effortless entertaining. The main level includes two bedrooms, while three additional bedrooms are located upstairs, providing flexibility for a variety of living needs. A spacious formal living room and elegant dining room create inviting gathering spaces, complemented by hardwood flooring throughout. The kitchen overlooks the expansive backyard, offering a seamless connection to the outdoors. The grounds are a true highlight featuring a large, lush lawn, mature plantings, and a serene setting ideal for relaxation or play. A spacious garage is complemented by a separate detached structure, perfect for a home office, gym, or versatile bonus space. Additional improvements include a new roof, enhancing both function and peace of mind. Ideally located in the coveted San Mateo Park neighborhood and just minutes from downtown Burlingames vibrant shops and dining, this home offers a rare combination of charm, space, and opportunity.

131 Barroilhet AVE, San Mateo

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

Sold listing courtesy of Robert Wall from COMP3

$1,550,000

5 Beds ⋅ ML82045405 MLS

In a tree-lined neighborhood with sidewalks, this duplex is less than one mile from downtown shops, restaurants, and cafes. Flexible possibilities make the property especially appealing - an investment with two rental units, an owner-occupied home with income from the second unit, or a comfortable arrangement for multi-generational living. The front unit lives much like a single-family home, introduced by a deep front yard and welcoming porch, while the rear unit offers its own separate access and direct connection to an attached 2-car garage. Off-street parking adds convenience, and the spacious rear yard provides generous room for outdoor enjoyment. Both units have some updates, creating bright, move-in-ready interiors suited to a variety of lifestyle needs.

317 N Grant ST, San Mateo

Listed by Mark Johnson, 650-685-7648 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of David Liu from BAYN

$3,800,000

5 Beds ⋅ 3 Baths ⋅ ML82042625 MLS

Stunning 5 bed | 3 bath home in the coveted Baywood Knolls on a 12,129 SF lot is a rare find! You are immediately greeted by a gorgeous award winning Japanese inspired garden which sets the stage for this zen-like experience that wraps you in style & comfort. Large front picture window frames the garden beautifully and out front you have a view of the San Francisco Bay/Skyline. Beautiful hardwood floors throughout, separate dining room, updated kitchen with custom oak beam, shaker cabinetry/glass cabinets, leathered quartzite island countertop, Thermador gas range, Bosch dishwasher, wine fridge, subway tile backsplash and a skylight for natural light. Primary suite with walk-in closet, updated primary & hall baths with fine finishes, laundry closet in hall bath for simplicity.The backyard opens up from the kitchen/family area to a deck, with views to the show stopping garden filled with curated plantings, water features, and design elements. New Kentucky Bluegrass premium synthetic grass, Cecile Brunner climbing roses with string patio lights create an ideal outdoor retreat. Additional features, solar (OWNED), pre-wired EV charger, epoxy garage floor with custom storage, solar shade on deck, NEW interior & exterior paint, fireplace, top-rated schools, parks, dining and transit.

606 Yale DR, San Mateo

Listed by Trish Power, 650-808-0972 from Compass
(If provided) CoList: Debra Sanders from Compass

Sold listing courtesy of Holly Noto from CBR

$2,575,000

5 Beds ⋅ 4 Baths ⋅ ML82042394 MLS

Transparent pricing! Skylight House: among the larger homes in Fiesta Gardens, offering 2,820 sq ft with a well-designed two-story layout. With easy access to 92, 101, and moments from Trader Joe's, Whole Foods, and Bay Meadows Park, yet tucked into Fiesta Gardens, 1028 Bermuda offers an exceptional combination of convenience and setting. Rare 5-bed, 4-bath floor plan with two bedrooms and two full baths on the main level. The flexible layout with main-level bedrooms is ideal for guests or multi-generational living. At the heart of the home is a dramatic double-height living space where skylights flood the interior with natural light, anchored by a striking glass orb chandelier. The open layout flows to the outdoors, with direct access to the garden and patio from the family room, and side yard access from the dining area. Upstairs, vaulted ceilings extend through three bedrooms & two baths, including the primary suite, enhancing the sense of space and light throughout. Ideally located across from College Park Elementary, home to a Mandarin immersion program, and moments from the pool, clubhouse, tennis courts, and play area amenities exclusive to Fiesta Gardens residents. Plus an EV charger in garage. A rare opportunity to own one of the larger Fiesta Gardens homes.

1028 Bermuda DR, San Mateo

Listed by William Cheung, 650-759-8779 from Compass
(If provided) CoList: from

Sold listing courtesy of Julie Baumann from APR

$2,070,000

5 Beds ⋅ ML82040812 MLS

Opportunities like this are few and far between in one of the Peninsulas most desirable communities located in central Silicon Valley. Investors and owner-occupants have an uncommon opportunity to acquire a turnkey, two-unit multifamily property on a quiet street situated moments from major employers, transit corridors, shopping and dining. These updated units have hardwood flooring; kitchens and baths are in very good condition. The configured unit mix offers flexibility for owner occupancy or lease. The first unit features a spacious 3-bedroom, 2-bath residence with a large private deck and backyard; the second unit is comprised of a well-appointed 2-bedroom, 1-bath unit with its own outdoor space. Both units are ideal for attracting long-term tenants seeking both comfort and functionality. A standout feature of the property is its direct access to nearby parks, schools , sports fields, and expansive green space year-round - increasing valuable in todays competitive rental market

65 Burbank AVE, San Mateo

Listed by John S Reese, 650-207-2318 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of RECIP from RCIP

$5,495,000

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

$1,450,000

5 Beds ⋅ 3 Baths ⋅ ML82038813 MLS

409 Tilton AVE, San Mateo

Listed by Cullinan Luxury, 650-773-2321 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Ann Yu Shan Hsu from RMXSP

$1,100,000

5 Beds ⋅ BE41126370 MLS

SOLD OFF MARKET

840 9th Ave, San Mateo

Listed by Lily Do, (510) 520-9891 from Compass
(If provided) CoList: from

Sold listing courtesy of Perry Chiu from HORNL

$2,860,000

5 Beds ⋅ 3 Baths ⋅ ML82036587 MLS

PRICE ADJUSTMENT!! Welcome to 1521 Cherrywood Dr - A standout 5 bedrooms + office, 2.5 bath retreat nested in one of San Mateos most sought-after Laurelwood neighborhoods. Set on a generous ~8700 sq. ft. lot. This 1975 built home offers ~2710 sq. ft. of thoughtfully designed living space, perfect for families & entertaining. The home welcomes you with a spacious floor plan, an elegant staircase, a sun filled living room with a fireplace & an inviting formal dining room with sliding doors to the lush gardens. The heart of this home is a well-appointed kitchen with a majestic inviting island - a place to create memories with family & friends. The cozy family room flows directly into a large private oasis backyard. Imagine hosting a private party within a serene garden space under mature trees and a waterfall. Office conveniently located on ground level and 5 private bedrooms upstairs. Additional features include, cherrywood hardwood floors, gourmet granite countertops, custom cabinetry, stainless steel appliances, radiant flooring in the primary bath, putting green, seperate laundry & attached 2 car garage. This centrally located Laurelwood enclave features premium schools, shopping destinations, scenic trails, parks and major commuter routes. OFFERS DUE, Tuesday 4/21/26 at 10am.

1521 Cherrywood DR, San Mateo

Listed by Dzovig Derounian, 650-302-3288 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Rumana Jabeen from KWPEN

$4,030,000

5 Beds ⋅ 3 Baths ⋅ ML82035736 MLS

Set on an expansive ±10,968 sq ft flat lot in Baywood Park, this exceptional single-level home offers rare scale, views, and flexibility. Featuring 5 bedrooms and 3 full bathrooms, the layout supports both everyday living and long-term versatility. Western-facing exposure captures sweeping views toward Crystal Springs Lake and dramatic sunsets that become an everyday routine. Interiors showcase wide-plank hardwood floors, abundant natural light, skylights, and seamless indoor/outdoor flow. The chefs kitchen anchors the home with custom wood cabinetry, natural stone surfaces, a furniture-style island with built-in wine refrigerator, professional gas cooktop with custom hood, double wall ovens, and generous storage. Living and dining areas open to a large paver patio, private low-maintenance yard with premium turf, deck and raised planting beds. The primary suite includes dual walk-in closets and en-suite bath. A detached two-car garage also offers an attached separate bonus space ideal for home office or fitness studio, plus attic storage in both the garage and main home. A rare combination of views, lot size, and single-level living in Baywood Park is exactly what you have been looking for to call.. Home

1360 Parrott DR, San Mateo

Listed by Dan Gilmartin, 650-796-3971 from Gilmartin Group
(If provided) CoList: from

Sold listing courtesy of Matt Skrabo from KWPA

$1,675,000

5 Beds ⋅ 3 Baths ⋅ ML82034203 MLS

This exceptional five-bedroom, three-bathroom residence offers a rare combination of expansive living space and modern refinement in a premier San Mateo location. Spanning nearly 2,000 square feet, the home welcomes guests through stately double doors into a bright, open-concept interior defined by contemporary wide-plank flooring and sophisticated recessed lighting. The architectural centerpiece is the chef-inspired kitchen, featuring vaulted ceilings with a unique triangular transom window that floods the space with natural light. Situated on a generous 6,000-square-foot lot, the exterior amenities provide a versatile extension of the home. A long, paved driveway offers abundant off-street parking and leads to a detached garage, while the rear grounds feature a level lawn, a productive citrus tree, and a substantial storage shed for additional utility. The inclusion of a sturdy accessibility ramp at the rear entrance ensures ease of movement for all residents. Located with convenient access to major commute corridors, local parks, and the vibrant shopping and dining of downtown San Mateo.

11 Lindbergh ST, San Mateo

Listed by Samantha Huang, 415-640-7602 from Next Gen Properties
(If provided) CoList: Christopher Lee from NEXTGEN Properties

Sold listing courtesy of Geofrey Garcia from CCCGLBH2

$5,600,000

5 Beds ⋅ 5 Baths ⋅ ML82033993 MLS

A stunning Spanish Revival down-to-the-studs remodel on the picturesque, tree-lined streets of San Mateo Park, this expansive five-bedroom, five-bathroom residence offers a rare blend of architectural elegance and modern sophistication. Soaring nine-foot ceilings grace the main level, where a sunlit formal living room flows effortlessly into an elegant dining room. The chefs kitchen is both refined and functional, appointed with premium Thermador appliances, generous counter space, a substantial center island with seating, and a serving window opening to the pool terrace for seamless indoor-outdoor entertaining. The primary suite is a private sanctuary, featuring a dedicated office and sitting area with direct access to a terrace overlooking the manicured grounds, limestone patio, and newly refinished swimming pool, an idyllic setting for relaxation. A separate pool room offers exceptional versatility and may serve as a fitness studio, yoga retreat, or guest suite with an en suite bath. Additional amenities include multi-zone climate control, an EV charging station, and exceptional craftsmanship throughout. This distinguished Spanish Revival residence presents timeless style with modern comforts, ideally located moments from downtown San Mateos dining, shopping, and amenities.

150 Clark DR, San Mateo

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

Sold listing courtesy of Dan Gilmartin from GILM

$1,755,000

5 Beds ⋅ ML82033640 MLS

Welcome to 53-55 E 39th Street, a rare and spacious duplex located in the heart of San Mateo. This versatile property offers an incredible opportunity for investors, multi-generational living, or owner-occupants seeking additional rental income. The front unit features 3 bedrooms and 1 bathroom with a generous layout ideal for a family or primary residence, while the rear unit offers 2 bedrooms and 1 bathroom, perfect for a small family. Each unit enjoys its own private entrance, garage, indoor laundry, and access to outdoor yard space. Interiors are bright and well-maintained, with hardwood flooring and updated kitchens throughout. Not to mention each unit has its own oversized back yard, bringing in additional cashflow for investors. Located on a quiet, tree-lined street just minutes from Hillsdale Shopping Center, Caltrain, top-rated schools, and an array of dining and retail options, this property offers a perfect blend of comfort, convenience, and long-term value. Easy access to Highways 92, 101, and El Camino Real makes commuting a breeze. Whether you're looking to live in one unit and rent the other, or add a high-quality asset to your real estate portfolio, 53 E 39th Street presents a rare and rewarding opportunity in one of the Peninsulas most desirable locations.

53 E 39th AVE, San Mateo

Listed by Dominic Gluhaich, 408-710-4538 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Vygandas Razhas from CCREEB

$3,625,000

5 Beds ⋅ 3 Baths ⋅ ML82032415 MLS

Discover the perfect blend of comfort, style, and convenience in this stunning 5-bedroom, 3-bathroom single-family home located in the heart of San Mateo. Offering the perfect blend of suburban tranquility and city convenience, this home is located within walking distance of downtown San Mateo. Easy access to shopping, dining, and entertainment means vibrant cafes, boutique shops, and countless culinary options are just minutes from your front door. Step inside and be greeted by a spacious, light-filled layout designed for both relaxation and entertaining. The thoughtfully updated interiors feature tasteful finishes, ample storage, and versatile spaces to accommodate your lifestyle. With its unbeatable combination of size, location, and move-in readiness, this home is a rare find in todays market. Welcome home! (Bedrooms Per County Records: 4)

74 Crystal Springs RD, San Mateo

Listed by Pierre & Alex Buljan, 650-400-1188 from Compass
(If provided) CoList: from

Sold listing courtesy of John Sayage from APR

$2,631,888

5 Beds ⋅ 6 Baths ⋅ ML82031462 MLS

Incredible newly-constructed San Mateo residence with a rare detached +/- 1172 sf ADU, seamlessly blending luxury living, versatility, and amazing income potential. The +/- 2150 sf main home features 3 bedrooms and 3.5 baths in a bright, thoughtfully designed floor plan with inviting living spaces, quality finishes, and abundant natural light. Privately positioned at the rear of the property, the detached ADU includes 2 bedrooms, 2 baths and an office-ideal for extended family, guests, a home office, gym or rental income providing valuable versatility without compromising privacy. Ideally located near shopping, dining, parks, and major commute routes, this distinctive property presents a unique opportunity in coveted Beresford Park Manor creating lifestyle, flexibility, and long term value in one exceptional offering.

2659 Garfield ST, San Mateo

Listed by Dani Chrisman, 415-608-3861 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Mary Bee from NTERO

$3,200,000

5 Beds ⋅ 3 Baths ⋅ ML82030609 MLS

Welcome to this stunning, completely remodeled 5-bedroom, 3-bath home with approximately 3,040 sq. ft, featuring 2,540 of beautifully reimagined living space and +/- 500 sq. ft. of versatile bonus space, on a 6,098 sq. ft. lot in one of San Mateos most desirable neighborhoods, Baywood. Thoroughly renovated, the home features an inviting open-concept main level with expansive windows that frame stunning hillside views, infusing the interiors with natural light. The remodeled kitchen serves as the heart of the home, showcasing sleek cabinetry, premium appliances, and generous counter space ideal for both everyday living & elevated entertaining. Multiple decks extend the living spaces outdoors, providing the perfect setting for play, relaxation, and gatherings with family and friends. With well-scaled rooms that easily accommodate guest suites, home offices, or multi-generational needs, this flexible five-bedroom layout offers exceptional versatility! Spa-inspired bathrooms, refined finishes, & warm modern design elements create a cohesive, move-in-ready experience. Situated minutes from top-rated Baywood schools, verdant parks, local cafes and convenient commuter routes, this exceptional home blends contemporary comfort with an unbeatable San Mateo lifestyle.

23 Treetop LN, San Mateo

Listed by Laura Bryant, 650-888-0772 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Jim Arbeed from CBR

$2,750,000

5 Beds ⋅ 3 Baths ⋅ ML82030158 MLS

Beautiful remodeled Eichler w/mid-century architecture & modern updates & rare expansive flat yard. Classic Eichler elements: soaring wooden & beam ceilings, A formal entry to spacious liv.rm w/high ceilings, beams, a brick accent wall a wood-burn fireplace. The kitchen is a striking modern showpiece w/high-gloss fire-engine red & white cabinetry. Granite countertops,5 burner gas cooktop, sleek hood, built-in oven, trash compactor. Oversized commercial-style refrigerator is flanked by pantry storage.The eat-in dining area connects to the front yard. Off the kitchen is a separate family or private bdrm. w/flexible living space. A full modern bath w/stall shower. Perfect for media or extended living. The bedrm wing includes 4-bedrms; 1 bdrm is used as a (home office) w/skylight. The primary suite w/spacious closet & a sliding door that opens to the yard. Remodeled bath w/a shower & tile floors. The newly renovated contemporary hallway bath. w/a suspended floating vanity, dramatic dark tile floors & green tiled accent wall. W&D located in the hallway. Front yard w/custom pergola, & lush landscaping. Bonus hobby studio approx.215 sq. ft. Nest thermostat, newer boiler system & sewer lateral, 22 owned solar panels. Showcased in Eichler Mag. & The Almanac for weekend brunch"Table for 6"

2096 Ticonderoga DR, San Mateo

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

Sold listing courtesy of James Shinbori from COMP90

$4,900,000

5 Beds ⋅ 3 Baths ⋅ ML82027591 MLS

The height of Baywood elegance, 236 Amherst Avenue is a 1930 Spanish Revival that was entirely rebuilt less than a decade ago. With no expense spared, the property features new windows, electrical systems, designer appliances, and only the highest-end finishes. Architectural details such as a cathedral ceiling in the living room and a bedroom suite with a balcony layer old-world charm throughout the home. Refined taste transforms the spacious home, adding sophistication to the five bedrooms and three bathrooms, formal living room and dining room, and additional living spaces. The oversized family room opens onto the thoughtfully designed outdoor lounge area and freshly landscaped backyard. The home also contains a bonus room and gym, a two-car garage, and ample storage space throughout. New landscaping enhances the beautiful exterior of the home. 236 Amherst is a comfortable and polished home within walking distance to the best of downtown San Mateo.

236 Amherst AVE, San Mateo

Listed by Maria Scott, 650-207-9841 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Michele Oravec from APR

$1,475,000

5 Beds ⋅ 3 Baths ⋅ ML82026463 MLS

Opportunity to make your own vision and have a turn key property. Recently refreshed with new interior and exterior paint, new carpet, and updated lighting, this property is move-in ready while leaving room for your personal touches and upgrades over time. With its generous floor plan, bright living spaces, and versatile layout, this home provides the perfect setting to grow into or enhance to your liking. The backyard offers ample outdoor potential -awaiting your vision, ideal for entertaining or gardening. Located near top-rated schools, downtown San Mateo, shopping, dining, and commuter routes, this home combines space, location, and opportunity - a smart move for those looking to upgrade into a larger home at an attainable price point.

1794 Adams ST, San Mateo

Listed by Jenn Gilson, 650-642-6957 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Jia Ling Li from CAFH

$5,350,000

5 Beds ⋅ 4 Baths ⋅ ML82025932 MLS

Just steps from downtown Burlingames charming boutiques & cafés, this timeless two-story Mediterranean in sought-after San Mateo Park captures the essence of California living. Graceful curves, a Spanish tile roof, & striking black steel doors create an unforgettable first impression, while mature trees and lush gardens wrap the home in privacy and calm. Inside, sunlight pours across beamed ceilings and herringbone hardwood floors, warming a grand living room centered around a marble fireplace. French doors open wide to a sunlit patioperfect for morning coffee or evenings with friends under the stars. The dining area flows naturally into a chefs kitchen where marble, brass, & custom cabinetry meet to inspire both everyday meals and lively gatherings. Two serene ensuite bedrooms, one with its own entrance, make guests feel instantly at home. Upstairs, the primary suite feels like a private retreat with balconies overlooking the gardens, a spa-like bath, and a spacious dressing room that invites slow mornings & quiet reflection. Outside, multiple patios, a fire pit, & manicured lawns invite laughter, conversation, and connection. Fragrant lavender and citrus fill the air as the sun setsevery detail crafted for comfort, beauty, and a life lived effortlessly both indoors and out.

670 Edgewood RD, San Mateo

Listed by Gina Haggarty, 650-207-5192 from Compass
(If provided) CoList: from

Sold listing courtesy of The Laugesen Team from KWPEN

$5,550,000

5 Beds ⋅ 4 Baths ⋅ ML82024928 MLS

195 W Poplar AVE, San Mateo

Listed by Loren Dakin, 650-714-8662 from Parc Agency Corporation
(If provided) CoList: from

Sold listing courtesy of Sophia Waldman from SIR

$1,260,000

5 Beds ⋅ ML82024252 MLS

*Call for offers Thursday 10/16 at 11:00am.* 327 Grand Boulevard in San Mateo presents a rare investment opportunity in one of the Bay Area's most coveted submarkets. This well-maintained triplex offers stable income with tremendous upside potential. The 2,107 SqFt building is situated on a massive 7,651 SqFt lot and has two 2-Bed/1-Bath units and one 1-Bed/1-Bath unit. Potential to construct up to 3 ADUs per an ADU consultancys pre-feasibility study. All 3 units are currently occupied. Located in San Mateo's North Central neighborhood, just one mile from Downtown Burlingame's restaurants and boutiques and Downtown San Mateo's amenities. Convenient access to Highway 101 and Caltrain provides quick commutes to San Francisco and Silicon Valley. Coyote Point is 2.1 miles away and SFO is 5.3 miles away. The strong rent growth, proximity to Silicon Valley employers, and repositioning and ADU potential make 327 Grand Boulevard an exceptional opportunity for cash flow, appreciation, and development minded investors. Note: The adjacent triplex at 321 Grand Boulevard and the fourplex at 315 Grand Boulevard are also available for sale.* Offering Memorandum and disclosures available.

327 Grand BLVD, San Mateo

Listed by Ismael Benhamida, 408-373-6195 from Compass
(If provided) CoList: Hanna John Azar from Compass

Sold listing courtesy of Ismael Benhamida from PACU

$2,830,000

5 Beds ⋅ 4 Baths ⋅ ML82023781 MLS

Welcome to this beautifully remodeled Spanish-style home that effortlessly blends old-world charm with modern luxury in the heart of San Mateo. Timeless architectural details such as arched doorways and tile accents pair seamlessly with contemporary finishes and an updated layout. The main home offers 4 bedrooms and 3 bathrooms across a thoughtfully designed floor plan, ideal for today's lifestyle. From the moment you step inside, you're greeted by an open and airy living space with updated finishes, contemporary lighting, and designer touches throughout. The chef's kitchen is a true centerpiece, featuring premium appliances, custom cabinetry, and elegant countertops -perfect for both everyday living and entertaining. Step outside to a private backyard retreat, where a sparkling pool invites relaxation and a covered porch with a built-in outdoor kitchen sets the stage for seamless indoor-outdoor living. Completing the property is a beautiful ADU, offering its own bedroom, bathroom, full kitchen, and living/dining area, along with a 2-car garage-ideal for extended family, guests, or potential rental income. Located near downtown San Mateo, top-rated schools, parks, and major commuter routes, this turnkey home is the perfect blend of historic character and modern convenience.

840 N Idaho ST, San Mateo

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

Sold listing courtesy of Sam Bird-Robinson from COMPS

$3,680,000

5 Beds ⋅ 4 Baths ⋅ ML82023068 MLS

Estate-caliber living with signature Hillsborough elegance unfolds in this rare contemporary 5BR/3.5BA residence just moments from downtown San Mateo. Secluded beyond a stately hedge and a prestigious gated entrance, the grounds are enveloped in lush, mature landscaping that creates an atmosphere of unrivaled privacy. Elevated ceilings, oak flooring, expansive walls of glass, built-ins, and distinct architectural details enhance the aesthetic. A dramatic foyer introduces distinguished interiors where formal living and dining rooms flow effortlessly into open-concept casual spaces, ideal for both entertaining and comfortable day-to-day living. The chefs kitchen is a showpiece, appointed with premium appliances, custom cabinetry, sleek stone surfaces, and designer finishes, all overlooking the inviting family room and beautifully manicured rear yard. Completing the main level is a versatile bedroom or office, a half bath, a well-equipped laundry room, and an impressive custom wine fridge. Upstairs, the vaulted-ceiling primary suite is a private retreat with a sublime ensuite bath, offering a haven from the everyday. A second ensuite bedroom, two additional bedrooms, and a hall bathroom round out the upper level. Primely located near shopping, dining, Caltrain, and conveniences!

47 El Cerrito AVE, San Mateo

Listed by Nicholas Delis, 650-515-6394 from Compass
(If provided) CoList: from

Sold listing courtesy of Lizi Tabet from APR

$1,650,000

5 Beds ⋅ ML82019034 MLS

Waterfront living and investment opportunity in San Mateo! This rare duplex sits along the peaceful Lago Street lagoon and offers two well-designed units: one featuring 3 bedrooms and 1.5 bathrooms, and the other offering 2 bedrooms and 1 bathroom. Both enjoy beautiful water views, creating a serene backdrop that makes this property truly special. Whether youre an investor seeking strong rental potential or a buyer looking to live in one unit while generating income from the other, this duplex provides excellent flexibility. The location is unbeatableenjoy nearby parks, top schools, shopping, dining, and easy access to major freeways for commuting. With its combination of lifestyle appeal and investment value, this property is a unique opportunity you wont want to miss.

1567 Lago ST, San Mateo

Listed by Eric Chang, 408-512-4366 from Crossbay Group Inc
(If provided) CoList: from

Sold listing courtesy of Emily Lin from CRBG

$4,800,000

5 Beds ⋅ 4 Baths ⋅ ML82016119 MLS

Welcome to this spacious 5-bedroom, 3.5 bathroom brand new home located in the vibrant city of San Mateo. With a generous 2,969 sqft living space, 22,611 sq ft lot, new presidential shingles roof, this property offers a perfect blend of comfort and functionality. The heart of the home is the open kitchen with Thermador appliances, Rift sawn white oak cabinets,opening up to the patio overlooking the huge backyard with Zypher outdoor kitchen, ideal for culinary enthusiasts and family gatherings. Grohe/Brizo finishes in the bathroom and kitchen, Toto Toilets, a life style with high level taste. Enjoy the luxury of central AC and cooling, ensuring comfort in every season. The white oak engineered flooring throughout the home complements the interior with style and durability, while the fireplace adds a touch of warmth and ambiance to the living area. Practicalities are seamlessly integrated with a convenient Electrolux laundry setup. Located within the San Mateo-Foster City Elementary School District, this residence ensures educational access for families. Additional amenities include central forced air heating and a dining area, providing the perfect setting for hosting meals. With a 2-car garage and a substantial lot size, this home offers ample space for your needs.

510 Yale DR, San Mateo

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

Sold listing courtesy of Maria Scott from CBR

$2,550,000

5 Beds ⋅ 4 Baths ⋅ BE41106385 MLS

This is the home you have been looking for. Welcome to 328 Midvale Ave, a beautifully curated residence nestled in one of San Mateo's most desirable Westwood Knolls neighborhood. This inviting single family home is surrounded by rolling hills and bay views. Features open-concept floor plan and renovated with five bedrooms (three ensuite), four bathrooms, 2723 sq ft. The gourmet kitchen is outfitted with shaker-style cabinetry, sleek countertops, stainless-steel appliances and complete with a breakfast nook and walk-in pantry. A spacious family/media room features generous built-in storage and a mini-bar. The living, dining, and kitchen areas flow seamlessly onto a beautifully landscaped garden complete with gazebo that is designed for gathering, relaxing and entertaining. Newly installed central AC system, EV charger, smart thermostat, electric fireplace are some amenities the home offers. This home is centrally located in the Bay for convenient commuting to SF or Silicon Valley. Close proximity to the biggest park in the city with trails and picnic as well as grocery stores, restaurants and shoppings are within a short drive.

328 Midvale Ave, San Mateo

Listed by Karen Ka Tam, (510) 685-5286 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Kevin Pickett from SGP

$3,560,000

5 Beds ⋅ 4 Baths ⋅ ML82015845 MLS

Time-Honored Home on an Expansive Corner Lot in Sought-After San Mateo Park! This beautiful traditional home has been lovingly owned by the same family for more than 50 years. Filled with time-honored character, the home has numerous updates for today's lifestyle, including a wonderful family room just off the kitchen. The wraparound yards are perfect for indoor/outdoor living or a gardening enthusiast. Plus, this home is just minutes from either downtown Burlingame or San Mateo for upscale shopping and dining.

635 Occidental AVE, San Mateo

Listed by Mark Johnson, 650-685-7648 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Raziel A. Ungar from APR

$3,288,000

5 Beds ⋅ 4 Baths ⋅ ML82015719 MLS

Experience modern luxury living in this stunning 4-bedroom, 3-bathroom residence, ideally located in the heart of San Mateo and zoned for the highly regarded Aragon High School. Designed with a clean transitional aesthetic, this brand-new home features an open-concept layout, soaring 10-foot ceilings, an oversized fireplace in the great room, and abundant natural light throughout. The flexible floor plan includes one bedroom on the main level and three upstairs, including a spacious primary suite with a walk-in closet. The chefs kitchen is the centerpiece, featuring custom cabinetry, designer finishes, pot filler, and an oversized kitchen island that comfortably accommodates seating for four. Luxurious bathrooms showcase Hansgrohe fixtures and custom vanities, creating spa-like spaces for relaxation. Smart lighting in the living areas allows you to control ambiance with ease via smartphone app or voice commands for a truly modern living experience. Adding to its allure, the property features a detached ADU with a full kitchen, bathroom, and a private alleyway entrance ideal for guests, rental income, or a dedicated workspace. Located just blocks from Central Park, shops, and dining, this exceptional property offers modern design, functionality, and a highly walkable lifestyle.

125 15th AVE, San Mateo

Listed by Mike Danao, 650-274-8890 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of Wayne Shen from APR

$5,695,000

5 Beds ⋅ 6 Baths ⋅ ML82015578 MLS ⋅ Bel Aire Heights BLDG.

Offered in one of San Mateo"s most exclusive enclaves a rare jewel in the prestigious, Bel Aire Heights, a 19-home luxury community of San Mateo Hills. Perched high above the city with unobstructed views of the Pulgas Water Temple and the majestic western hills, this grand, sexy, and luxurious residence is a true showstopper. With over 3,500 square feet of meticulously curated living space, this 5-bedroom, 5.5-bath estate blends timeless elegance with modern sophistication. Every inch of this home is thoughtfully designed with high-end, designer finishes from rich hardwood floors and custom millwork to a chefs kitchen outfitted with top-tier appliances and sleek stone surfaces. Soaring ceilings and expansive picture windows flood the home with natural light and frame the stunning views, creating a seamless indoor-outdoor experience. Retreat to your private sanctuary, where peace, privacy, and beauty surround you. Whether entertaining in style or savoring quiet moments, 118 Rosewood Lane is a very special place to call home.

118 Rosewood Lane, San Mateo

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

$3,115,000

5 Beds ⋅ ML82015662 MLS

Welcome to this charming Spanish style home situated on a corner lot along a picturesque tree-lined street in the heart of Hayward Park. Framed by palm trees & lush lawn, the front porch leads to a central foyer that opens to the main home or the upper level - ideal for multi-generational, extended family, or guests. Generously sized & designed to live like two SFRs. The main residence offers arched windows, bright living rm with wood burning FP, formal dining rm & eat-in kitchen. All three bedrooms are on one level, including a primary suite with dual sinks & separate tub/shower; one secondary bedroom enjoys a private balcony. A large family rm off the kitchen features a FP, laundry area & slider to an expansive yard with a pool & built-in waterfalls, spa & an outdoor kitchen with BBQ, sink, fridge, TV & FP. The upper level offers a private entry, living rm with FP & balcony, dining rm, eat-in kitchen & laundry. Both bedrooms open to a shared balcony & the primary suite includes a FP, two closets & full bath - perfect for extended family, guests, or rental income. An attached two-car garage completes this home. Easy access to Downtown San Mateo, Central Park, Caltrain & Hillsdale Shopping Center, this home offers space & flexibility in a prime location.

1107 Palm AVE, San Mateo

Listed by Diana Walsh, 650-678-8537 from Walsh Properties
(If provided) CoList: from

Sold listing courtesy of Carol Reen from COMPS

$2,350,000

5 Beds ⋅ ML82015006 MLS

A rare and exceptional opportunity to get two properties on one lot. 1401 Woodberry Avenue is a two-bedroom, two-bath home with spacious yard and two- car garage. Enjoy the outdoor space and manicured yard year-round. 3400 Glendora is a three- bedroom, two- bath home with a sun-filled patio and spacious living room. Enjoy easy access to Laurelwood Shopping Center, parks and open space - all just steps from your front door. Easy access to shopping, restaurants, and freeways make this a wonderful place to call home. Rental income or multi-generational living are just a few options for the owner of this unique property. Property Highlights: Home #1 3 Bedrooms / 2 Bathrooms Comfortable, well-proportioned layout perfect for families Home #2 2 Bedrooms / 2 Bathrooms Ideal for extended family, guests, rental, or home office Expansive Lot 9,150 Sq Ft Ample outdoor space, mature landscaping, and potential for further customization or ADU (buyer to verify) Prime Location Just minutes from Laurelwood Shopping Center, parks, top schools, and the College of San Mateo Quick access to highways 92, 101, and 280 for easy commuting Truly Unique Offering Two full homes on one parcel Live in one and rent the other, or enjoy both under one ownership

1401 Woodberry AVE, San Mateo

Listed by Dan Lyons, 650-892-2736 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Anna Lam from GSTAR

$3,200,000

5 Beds ⋅ 3 Baths ⋅ ML82012262 MLS

Nestled in the historically rich Glazenwood neighborhood of Hayward Park in San Mateo this property presents a unique opportunity to own a piece of local heritage. This captivating residence seamlessly blends classic charm with modern updates, set within a neighborhood steeped in the grandeur of early 20th-century. Upon entering, you are greeted by a foyer featuring a striking staircase with iron detailing. To the right, an elegant living room awaits, complete with a fireplace, sconce lighting, and convenient access to the expansive deck. The Kitchen is thoughtfully designed with panel-ready appliances integrated with surrounding cabinetry. Adjacent is a breakfast nook and window seat. A convenient bedroom and full bath are also located on this main level. Ascend the staircase to discover 4 generously sized bedrooms, each boasting ample natural light. The primary bedroom features a private en-suite bathroom, while two additional bedrooms share a convenient Jack-and-Jill access to the third full bathroom. The backyard is a tranquil escape with an outdoor fireplace and a comfortable lounge area. A charming Spanish balcony provides an elevated view of the surroundings. Exceptional functionality, low-maintenance turfed lawn and the significant bonus of RV/boat parking potential

901 Laurel, San Mateo

Listed by Bruno A. Baldini, 415-939-4212 from Century 21 Baldini Realty
(If provided) CoList: Mia Baldini from Century 21 Baldini Realty

Sold listing courtesy of Martin Santiago from KWPEN

$2,850,000

5 Beds ⋅ 3 Baths ⋅ ML82011799 MLS

Privately located at the end of a cul-de-sac in the highly sought-after "The Lanes neighborhood", this beautifully updated home offers impressive curb appeal and a fantastic San Mateo location. Recently painted inside and out, the traditional exterior is framed by manicured gardens, lawn, and Japanese maples. The spacious two-level floor plan features 5 bedrooms and 3 full baths, with expansive formal rooms, a remodeled kitchen with breakfast area, and a large family room opening to the rear gardens. Three bedrooms, including the primary suite, are on the main level, while two more bedrooms and a bath are upstairs. Hardwood floors, recessed lighting, and quality appliances enhance the timeless style. Outdoor highlights include a large patio, raised garden beds, and lots of roses and camellias. Direct access to West Hillsdale Park at the end of the street, one block to Hillsdale High School, and just one-half mile to Hillsdale Shopping Center.

406 Heather LN, San Mateo

Listed by Raziel A. Ungar, 650-720-5483 from Compass
(If provided) CoList: from

Sold listing courtesy of Hira Bakhsh from SFLT01

$1,855,000

5 Beds ⋅ 3 Baths ⋅ ML82010236 MLS

Completely rebuilt in 2008 and recently remodeled with all new stainless steel appliances, 5 large bedrooms and 3 full baths. Plently of room for that work at home office. Living room is over size. Side patio and rear patio. Master bedroom has large shower and Spa Tub and double sinks and don't miss the walkin closet and Bay window. RV parking.

1508 Lodi AVE, San Mateo

Listed by John Geer, 650-533-5646 from Consolidated Investments
(If provided) CoList: from

Sold listing courtesy of Hal Light from OBLIGHT

$2,835,000

5 Beds ⋅ 5 Baths ⋅ ML82009928 MLS

Experience refined single-level living in this beautifully designer-renovated 5-bedroom, 4.5-bath San Mateo home, ideally situated on a quiet street in a top-notch location. Enjoy peace of mind with a new roof, fully owned solar, dual-pane windows, updated plumbing, smart LED lighting, smart HVAC, and tankless water heaters. The open floor plan blends the gourmet kitchen, dining, and living areas into a bright, inviting space perfect for relaxed living and stylish entertaining. The chef's kitchen features Thor appliances, custom cabinetry, quartz counters, and a generous island, all set against gleaming hardwood floors. Two private primary suites and a stair-free design provide comfort and ease. Step into the expansive backyard rarely found on an extra-large San Mateo block, featuring lush drought-resistant landscaping, LED lighting, a pergola, and a cozy fire pit, creating an ideal setting for outdoor gatherings or quiet evenings. A detached Bonus Accessory unit with its own bath offers versatility as an office, gym, or guest retreat. With parks, shopping, and top schools within walking distance plus easy access to 101, 280, and 92 this home delivers lifestyle, efficiency, and unmatched convenience.

2810 Isabelle AVE, San Mateo

Listed by Suzy V Melgar, 415-756-7471 from Melgar Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Gary (gang) Liu from CBR

$2,850,000

5 Beds ⋅ 5 Baths ⋅ ML82006112 MLS

Discover the epitome of Westwood living in this exquisitely updated and expanded residence, where modern luxury meets timeless elegance. Imagine seamless transitions from sophisticated formal spaces, featuring glowing hardwood floors and soaring ceilings, to relaxed indoor/outdoor living. The heart of the home is a stunning chef's kitchen and spacious family room that effortlessly extend to an entertainer's dream patio and a tranquil, verdant backyard your private oasis. Retreat to the upper-level primary suite with a generous walk-in closet, or welcome guests in the convenient main-level suite. Offering exceptional flexibility, the 5-bedroom, 4.5-bath layout includes a lower-level suite with a separate entrance, presenting exciting ADU potential. Connoisseurs will appreciate the stylish wine cellar. Enjoy the unparalleled convenience of being just a half-block from Indian Springs Park and a short stroll to Hillsdale Shopping Center, downtown amenities, and major commute routes. This is more than a home; it's a lifestyle.

3740 Hacienda ST, San Mateo

Listed by JJ Team:Jones/Cassel, 650-435-2496 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Sternsmith Group from APR

$4,250,000

5 Beds ⋅ 4 Baths ⋅ ML82004389 MLS

Located in the prestigious and highly desirable San Mateo Park neighborhood, this architecturally stunning home, built in 1936, stands gracefully on a prominent corner lot. The property features inviting living spaces, including a dramatic living room with a large focus window and a cozy den with a fireplace, ideal for a home office or library. The elegant formal dining room is adorned with French doors and handsome molding, leading to an updated kitchen that is complemented by an adjacent breakfast room, perfect for morning meals. The main floor offers convenience with a large laundry room and a versatile space that can serve as a first-floor bedroom or family room, catering to various lifestyle needs. Upstairs, the luxurious primary suite features a dressing room and en-suite bath, alongside three additional bedrooms and a full bath, providing ample space for family or guests. A generous bonus room located above the attached two-car garage serves as an ideal playroom or creative studio. Outside, a private yard with pool offers a serene retreat for outdoor relaxation and entertainment. Additionally, residents enjoy access to a shared tennis court. This home offers an exceptional living experience in one of the most desirable neighborhoods.

485 Dorchester RD, San Mateo

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

Sold listing courtesy of Caroline K. Huo Group from KWPEN

$3,100,000

5 Beds ⋅ 4 Baths ⋅ ML82004276 MLS

Distinguished Baywood Home with Views and Pool! Elevated above the street in Baywood, one of San Mateo's most sought-after neighborhoods, this traditional home exudes timeless elegance with its grand proportions and refined details. Thoughtful updates are found throughout. A spacious and flowing floor plan offers formal living and dining rooms, an updated kitchen and family room combination, plus a lower-level recreation room. Filtered views stretch toward the San Francisco Bay, enhancing the home's premier setting. A private rear yard with an elevated pool completes the appeal on this most desirable street lined with architectural gems and just one-half mile from downtown San Mateo.

324 Georgetown AVE, San Mateo

Listed by Mark Johnson, 650-685-7648 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of The The Patty Dwyer Group from APR

$1,475,000

5 Beds ⋅ 2 Baths ⋅ ML82003148 MLS

Experience refined living in this updated 5-bedroom, 2-bathroom home nestled in the sought-after South Shoreview neighborhood. This home features formal living and dining rooms, a spacious family room plus a dedicated office or optional fifth bedroom perfect for remote work or multi-generational living. The primary suite offers ultimate privacy with an oversized walk in closet and onsuite, spa-like bath. The gourmet kitchen boasts rich chestnut cabinetry, granite countertops, and modern appliances, seamlessly connecting to the formal dining area ideal for entertaining. Upgraded throughout with recessed lighting, dual-pane windows, new carpet, and contemporary fixtures. Enjoy the oversized backyard with a slate patio and automated sprinklers, plus central heating, a cozy fireplace, and an attached one car garage with laundry. Walking distance to Bayside/Joinville park next to the Performing Arts Academy. Located close to parks, shopping, and major commuter routes, this move-in ready home blends style, comfort, and convenience.

1040 Patricia AVE, San Mateo

Listed by Dana Carmel, 650-804-2393 from Represent Realty
(If provided) CoList: from

Sold listing courtesy of Sternsmith Group from APR

$7,850,000

5 Beds ⋅ 5 Baths ⋅ ML82001585 MLS

For comp purposes only

410 Occidental AVE, San Mateo

Listed by The Patty Dwyer Group, 650-703-1183 from Compass
(If provided) CoList: from

Sold listing courtesy of The Patty Dwyer Group from APR

$2,885,000

5 Beds ⋅ 3 Baths ⋅ ML82001231 MLS

OFFERS DUE WEDNESDAY APRIL 16TH BY 12NOON - This home comes bearing gifts - not just in features, but in lifestyle! From peaceful hillside views to a sun-soaked patio with fruit bearing trees and a raised garden bed, every corner invites you to savor home life. Picture afternoons by the pool and evenings under the stars with the hillside as your backdrop. Inside, comfort meets style in a spacious, open-concept kitchen and family room designed as the hub of the home with seamless flow to the patio expanding your living and entertaining space. Kitchen features new appliances, quartz countertops, and under-cabinet lighting, custom built-in blending beauty and function, offering a home office setup, space for homework, display cherished items, and storage for everyday essentials. Main floor w/full bath for guests or after a day by the pool, dedicated laundry room with upstairs chute adds fun to your daily routine. 5 spacious bedrooms provide room for everyone and versatility. Primary suite w/designer vanity and updated finishes, a walk-in wardrobe with mirrored doors. Full bath w/dual vanity serves additional bedrooms for shared routines. 3-car garage. Stylish storage shed. Fire-resistant steel roof. Neighborhood: Annual Block Party, Highlands Rec Center w/activities for all ages.

65 Bennington DR, San Mateo

Listed by Christopher Eckert, 650-627-3799 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Dima Khoury from APR

$2,600,000

5 Beds ⋅ 3 Baths ⋅ ML81998775 MLS

Beautiful and spacious 5 BD/3 BA home on a quite, peaceful wooded parcel of over one-half acre. Recent upgrades: owned solar and Tesla battery backup, heat pump heater/AC, heat pump water heater, smart washer/dryer, newer kitchen appliances incl. an induction range, 200 amp electrical panel, Level 2 EV charging outlet, newer roof, & chicken coop. Add'l features: recessed lighting, dual pane windows, generous cabinet and closet space, low maintenance landscaping. Upper (street) level: 3 spacious BDs, 2 updated BAs, updated kitchen, dining area and living room that opens to a larger deck w/SF & lovely canyon views. Lower level: 2 BDs, 1 updated BA, large family room w/backyard & hot tub access, attached 3 car garage w/tons of storage & ample driveway space that can conveniently fit up to 4 cars. Lower fenced backyard area features a patio & chicken coop but has plenty of space to repurpose if a lawn or larger patio is desired. Enjoy the tranquility of this picturesque wooded canyon setting w/potential for future improvement to suit your needs. It feels like you're away from it all while really just minutes from the vibrant San Mateo/Mid-Peninsula life. Easy access to Hwys 92, 101 and 280, Laurelwood Park, Sugarloaf Mountain and excellent restaurants, shopping & schools.

3939 Kingridge DR, San Mateo

Listed by Becky Geller, 415-225-8172 from Compass
(If provided) CoList: from

Sold listing courtesy of Fadi Shamieh from SQRE

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