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412 Stephen Road, San Mateo
$3,950,000
4 Beds ⋅ 4 Baths ⋅ ML82029852 MLS ⋅ Closed Status
A beautifully expanded and reimagined contemporary rancher offering relaxed Modern California luxury. The thoughtfully designed open floor plan showcases a sleek, light-filled kitchen that flows seamlessly into the family and dining areas, creating an ideal setting for effortless entertaining. Four generously sized bedrooms offer refined comfort, highlighted by an elegant primary suite featuring dual walk-in closets designed for effortless luxury. A dedicated office provides the perfect setting for sophisticated remote work or a private library retreat. The expansive utility room is thoughtfully appointed with walls of custom cabinetry, delivering exceptional storage with style and convenience. Expansive views extend to a lush, landscaped backyard, embracing the quintessential indoor-outdoor California lifestyle. Do not miss the opportunity to experience this exceptional home and discover elevated living at its finest.

412 Stephen Road, San Mateo
788 Sequoia Avenue, San Mateo
$3,350,000
3 Beds ⋅ 2 Baths ⋅ ML82056866 MLS ⋅ Closed Status
Experience a fully remodeled, chic interior design, offering breathtaking bay views and an enchanting deck and flat lawn. Nestled in the desirable SM Terrace neighborhood, this home offers the perfect balance of privacy and convenience with easy access to commuter freeways, Beresford Park, and downtown San Mateo, plus walkability to Meadow Heights Elementary. High ceilings and oversized windows flood the living and dining rooms with natural light, highlighting wide-plank French oak floors, and curated lighting. At the heart of the home, the chef's kitchen features custom cabinetry, Gaggenau ovens, a beverage refrigerator, and a five-burner Thermador gas cooktop. The space flows effortlessly into the family room and out to a private Trex deck and lush lawnideal for entertaining, play, or pets. The serene primary suite boasts 4 closets and a spa-like updated bath with a double vanity, soaking tub, and custom walk-in shower. Two additional sun-filled bedrooms share a tastefully remodeled second bath. Modern conveniences include a two-car garage with epoxy flooring and a Tesla charger, plus a separate light-filled bonus room perfect for a home office or studio. Complete with extensive dry under-house storage, this home perfectly balances style, function, and indoor-outdoor flow.

788 Sequoia Avenue, San Mateo
145 43rd Avenue, San Mateo
$3,300,000
4 Beds ⋅ 4 Baths ⋅ ML82057695 MLS ⋅ Closed Status
Views, views, and more views! This spectacular home takes full advantage of panoramic San Francisco Bay views, with a flexible floor plan and sunny pool. The main level features engineered hardwood floors throughout with a remodeled chef's kitchen with quartzite countertops, GE Monogram stainless appliances and wine refrigerator. The living room & dining room are highlighted with Glamora Italian wallpaper and spectacular views of the Bay and San Francisco. A gas fireplace plays center-stage in the adjacent family room. Three bedrooms and two bathrooms are also on the main level, including a spacious primary suite with an oversized shower surrounded in Porcelanosa tile. Downstairs, youll find an additional bedroom and bathroom, PLUS 400sf+ unpermitted bonus space, including a second kitchen, living room & bathroom - offering plenty of flexibility for guests, extended family, a home office etc. Outside, enjoy the swimming pool/spa, dining patio and an epic kids play area with rock-climbing walls, swings and forts. The attached garage has extra storage space and the thermal solar heats the pool. Window treatments upstairs are all from The Shade Store with remote controls. Bright, flexible and fun, this house has it all with amazing views from nearly every angle!

145 43rd Avenue, San Mateo
3315 Caxton Court, San Mateo
$3,200,000
3 Beds ⋅ 3 Baths ⋅ ML82042933 MLS ⋅ Closed Status
Welcome home! This sleek and modern property with incredible remodeled kitchen and gleaming refinished hardwood floors is perched in a perfect location emphasizing privacy with views of the hills and across the Bay from the back yard. Drought tolerant landscaping along with owned solar and backup battery means this is the green home you've been waiting for. On the main floor are all of the bedrooms and bathrooms, and a separate family room on the lower floor offers opportunities for different activities while entertaining large groups of friends and family. Ample storage is everywhere, including the garage shelving and unfinished basement. Hike to Sugarloaf Mountain in Laurelwood Park or take a long walk to local favorite shops and restaurants near the intersection of Hillsdale and Hwy 92! Don't miss this incredible opportunity to live in the heart of the Peninsula!

3315 Caxton Court, San Mateo
142 30th Avenue, San Mateo
$3,164,000
3 Beds ⋅ 3 Baths ⋅ ML82043406 MLS ⋅ Closed Status
This beautifully updated single-story residence (with ADU) showcases designer finishes and thoughtful upgrades throughout. Ideally located on a quiet, low-traffic street in San Mateo, the home offers convenient access to Caltrain, public transit, and the shopping and dining at Hillsdale Mall. The well-designed floor plan features multiple inviting living spaces, including a formal living room, a separate family room, an elegant dining area, and a bright eat-in kitchenperfect for both everyday living and entertaining. The gourmet kitchen is a true centerpiece, appointed with stainless steel appliances, stone countertops, a spacious island, and a cozy fireplace, with seamless access to the deck and backyard for indoor-outdoor living. Three generously sized bedrooms include a luxurious primary suite retreat, complete with a spa-inspired bathroom featuring an oversized walk-in shower, soaking tub, and a large walk-in closet. Additional highlights include tastefully remodeled bathrooms with modern tile and stone finishes, along with a versatile ~500 sq ft ADUideal for guests, a home office, or rental income. All of this is set on an expansive 8,985 sq ft lot, offering space, privacy, and endless possibilities.

142 30th Avenue, San Mateo
1478 Cherrywood Drive, San Mateo
$3,160,000
5 Beds ⋅ 4 Baths ⋅ ML82060807 MLS ⋅ Closed Status
A grand Laurelwood residence with impressive scale and presence, this 5-bedroom, 4-bath home offers approx. 2,610 sq.ft. on a 13,000+ sq.ft. lot with a pool and generous outdoor space. Soaring ceilings and a sweeping circular staircase introduce spacious formal and informal living areas. The updated kitchen features a Bertazzoni five-burner range, custom cabinetry, pantry and wine refrigerator, opening with the breakfast area and family room directly to the backyard. An expansive patio and covered pavilion create inviting spaces to dine, gather and relax poolside. The main level includes a flexible fifth bedroom and full bath, ideal for guests or an office. Upstairs, the primary suite with en-suite bath is joined by three additional bedrooms and a spacious dual-vanity bath. Modern upgrades include Tesla solar with Powerwall, EV charging, central A/C, tankless water heater, updated pool equipment, and a recently completed sewer lateral and cleanout. An attached 3-car garage plus pad parking provides ample parking and storage. Convenient to shopping, parks, trails and Highways 92, 101 and 280.

1478 Cherrywood Drive, San Mateo
3103 Mena, San Mateo
$2,900,000
4 Beds ⋅ 5 Baths ⋅ ML82054640 MLS ⋅ Closed Status ⋅ Victory BLDG.
Experience elevated contemporary living in this stunning Victory Homes residence at Bay Meadows. One of the communitys most desirable floor plans, this exceptional home is among the few offering a private backyard for seamless indoor-outdoor living. Spanning approximately 2,885 square feet, the home features 4 bedrooms, 4.5 bathrooms, an expansive open-concept great room, and a designer chefs kitchen with premium appliances, a large center island, and walk-in pantry. A main-level en-suite bedroom offers flexibility for guests or a private office, while the luxurious primary suite showcases a spa- inspired bath and generous walk-in closet. The top-floor bonus room with a full bath opens to an expansive rooftop terrace, perfect for entertaining, a home office, or a private retreat. Built in 2018 with designer finishes, central A/C, and an attached two-car garage, this exceptional residence is ideally located just moments from parks, Whole Foods, Blue Bottle Coffee, Caltrain, shopping, dining, and major commute routes. A rare opportunity to enjoy luxury, convenience, and the vibrant Bay Meadows lifestyle!!

3103 Mena, San Mateo
274 Delmar Way, San Mateo
$2,850,000
3 Beds ⋅ 2 Baths ⋅ ML82057169 MLS ⋅ Closed Status
Storybook Charm on one of the best streets in Beresford Manor! Oodles of traditional character have been preserved in this wonderful home. Entertain in the spectacular Living Room with its soaring, open-beamed ceiling and original parquet hardwood floors. Holiday and entertainment memories are waiting to be made in the generous formal dining room and the whole family will be accommodated in three LARGE bedrooms. Move-in ready now, this home has had some updating over the years, including a very functional kitchen, and still has loads of potential to add your personal touches. Outdoors, the property exudes care and warmth with a beautifully maintained garden and room for outdoor entertainment. The spacious 1-car garage has ample extra space for a workshop and even boasts a half bathroom (permit status unknown). Located close to shops and restaurants on 25th Ave., Hillsdale Shopping Center, Caltrain, and Hwys 101 & 92, you're moments from everyday conveniences. This home has endless potential; charm, location, and opportunity in one of San Mateos most desirable neighborhoods.

274 Delmar Way, San Mateo
1169 Ramblewood Way, San Mateo
$2,775,000
4 Beds ⋅ 3 Baths ⋅ ML82057847 MLS ⋅ Closed Status
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
241 42nd Avenue, San Mateo
$2,700,000
5 Beds ⋅ 4 Baths ⋅ ML82049817 MLS ⋅ Closed Status
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 Avenue, San Mateo
3728 Southwood Avenue, San Mateo
$2,700,000
4 Beds ⋅ 4 Baths ⋅ ML82044863 MLS ⋅ Closed Status
Welcome to this meticulously maintained 4 bedroom home nestled in the heart of San Mateo's coveted Sugarloaf community with views of SF and mountains! Upstairs features an expansive living room with a dining room, updated gourmet chef kitchen, 3 bedrooms including the spacious master bedroom and 2 updated bathrooms. Tons of natural light streaming through the giant windows. Downstairs you will find a great-sized office for your WFH needs, a huge family room, another bedroom, a half bathroom and a newly added bathroom. An expansive deck easily accessible through sliding doors in the living & family room, making entertaining a snap! A low maintenance backyard with newly installed turf and mature trees provides a swift escape from life's hustle and bustle! Easy access to shopping, dining, 101&280, SF and San Jose. Welcome home!!!

3728 Southwood Avenue, San Mateo
3981 Casanova Drive, San Mateo
$2,650,000
4 Beds ⋅ 3 Baths ⋅ ML82059723 MLS ⋅ Closed Status
Modern sophistication meets effortless indoor-outdoor living in this beautifully remodeled 4-bedroom, 3-full bath San Mateo Village home on a tree-lined street. Expanded with permits in 2017, the home is filled with natural light from generous windows and a large skylight, while hardwood floors, crown molding, wainscoting, double-pane windows, and thoughtful updates reflect pride of ownership throughout. The open-concept living, dining, kitchen, and family areas create an inviting flow for everyday living and entertaining, featuring a gas-burning fireplace, quartz countertops, stainless steel appliances, abundant cabinetry, and a breakfast island. Hidden pocket doors create separation, sliding glass doors connect the family room to a large patio and landscaped backyard, while the serene primary suite features vaulted ceilings, a walk-in closet & spa-like shower. Dedicated laundry room, central A/C and heat, updated electrical, plumbing, fire sprinkler system, attached garage w/epoxy flooring, and a 220V/30-amp EV charging outlet. Conveniently located near George Hall Elementary, Hillsdale High, Caltrain, Hillsdale Shopping, Whole Foods, Bay Meadows, and Hwy 101, 92, and 280, with neighborhood block gatherings and nearby Casanova Park adding to the welcoming sense of community.

3981 Casanova Drive, San Mateo
2105 Stratford Way, San Mateo
$2,650,000
3 Beds ⋅ 3 Baths ⋅ ML82044304 MLS ⋅ Closed Status
Remodeled Mid-Century Inspired Home in Beresford Park. Timeless style and modern comfort with this extensively updated 3 Bed 2.5 Bath home offering approx. 2,010 sf of sun-filled living space, direct sunlight enters every room. The open layout seamlessly connects the kitchen, dining and family areas creating an inviting setting for everyday living and entertaining. Kitchen boasts a massive island. A newly added utility/laundry/mudroom and expansive full-height basement (approx. 320 sf) provide versatile space for a studio, office, gym, workshop, or abundant storage. Set on a spacious flat lot, the property features fully enclosed front yard, private rear patio, and fresh landscaping with new stone pavers and irrigation for effortless outdoor enjoyment. Plentiful parking with a two car garage plus four off-street spaces - room for RV/boat. Peace of mind comes with a comprehensive remodel including new: roof, Marvin windows, water heater, furnace, sewer lateral, kitchen, bathrooms, flooring, lighting, driveway and more. Located near prestigious schools and within walking distance to Peninsula Country Club and Beresford Park, this home offers both lifestyle convenience and enduring design. Walking distance to shopping and public transportation. Move-in ready and designed to inspire.

2105 Stratford Way, San Mateo
3028 Greenoak Court, San Mateo
$2,580,000
3 Beds ⋅ 2 Baths ⋅ ML82048926 MLS ⋅ Closed Status
Welcome to 3028 Greenoak Court, a beautifully maintained single family home on a quiet culdesac in San Mateo's desirable Laurelwood neighborhood, offering comfort and convenience just minutes from premier shopping, dining, and outdoor recreation. This 2,290 sq ft residence on a 8,573 sq ft lot features three bedrooms, two full bathrooms, and a bonus office/den - primary suite and two bedrooms are located on the main floor. The home includes three fireplaces located in the living room, family room, and office/den - adding warmth and character throughout, along with the convenience of a separate laundry room. The updated kitchen offers white granite countertops, a ceramic hexagon mosaic tile backsplash, and a ceramic electric cooktop stove/oven and refrigerator, opening to a combined family/dining area for a functional and inviting layout. Luxury vinyl plank flooring runs throughout, and the formal living room showcases a grand picturesque view of Laurelwood and Sugarloaf hills. A spacious private backyard and attached two car garage complete the home. Its prime location offers quick, convenient connectivity to Highways 92, 280, and 101, delivering the ideal blend of suburban tranquility and urban accessibility in one of San Mateo's most desirable hillside communities.

3028 Greenoak Court, San Mateo
1028 Bermuda Drive, San Mateo
$2,575,000
5 Beds ⋅ 4 Baths ⋅ ML82042394 MLS ⋅ Closed Status
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 Drive, San Mateo
1909 Polo Court, San Mateo
$2,525,000
3 Beds ⋅ 2 Baths ⋅ ML82048822 MLS ⋅ Closed Status
Beautifully refreshed single-level home tucked away on a quiet cul-de-sac in desirable San Mateo. Filled with natural light, 1909 Polo Court features soaring beamed ceilings, expansive living spaces, hardwood flooring, new lighting throughout, stylish contemporary finishes, and seamless indoor-outdoor flow to a private backyard retreat with patio space and mature citrus trees. The thoughtfully updated kitchen offers abundant cabinetry, generous prep space, new stainless steel appliances, and a sunny breakfast area ideal for casual dining or morning coffee. Well-proportioned bedrooms include a spacious primary suite with refreshed ensuite bath, complemented by a beautifully renovated hallway bathroom with modern finishes. Recent improvements include a whole-house electrical rewire, new insulation, ducting, water heater, sewer lateral, gutters and downspouts, irrigation and two sump pumps. Conveniently located near shopping, dining, parks, and commuter routes, this move-in ready home offers comfort, style, and thoughtful upgrades throughout. Welcome home!

1909 Polo Court, San Mateo
39 Live Oak Drive, San Mateo
$2,520,000
3 Beds ⋅ 3 Baths ⋅ ML82058484 MLS ⋅ Closed Status ⋅ 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 Drive, San Mateo
240 Briar Lane, San Mateo
$2,510,000
3 Beds ⋅ 2 Baths ⋅ ML82038596 MLS ⋅ Closed Status
Welcome to this beautifully updated 3-bedroom, 2-bath home in The Lanes, a highly sought-after tree-lined cul-de-sac community in San Mateo. Thoughtfully refreshed & impeccably maintained, the home blends modern style, comfort, & effortless California living. At the heart of the home is a stunning chef's kitchen with an expansive island, high-end appliances, & elegant finishes-perfect for everyday living & entertaining. The open layout flows seamlessly into the main living spaces, filling the home with natural light & creating a warm, inviting atmosphere. The spacious primary suite offers a private retreat with a spa-inspired bathroom & a walk-in closet. Additional bedrooms provide flexibility for family or guests. What truly sets this property apart is its park-side setting. The backyard backs directly to open green space, offering rare privacy & tranquil views. With the park just beyond your yard, it feels like an extension of your outdoor living space-ideal for relaxing mornings or entertaining. A detached backyard studio adds versatility for a home office, gym, or creative space. Ideally located near commute routes, shopping, dining, & highly regarded schools, this home offers a rare opportunity to enjoy park-side living in one of San Mateos most desirable neighborhoods.

240 Briar Lane, San Mateo
731 26th Avenue, San Mateo
$2,500,000
3 Beds ⋅ 2 Baths ⋅ ML82048421 MLS ⋅ Closed Status
Welcome to this beautifully updated 3-bed, 2-bath westside home in sought-after San Mateo Terrace, where modern refinement and pride of ownership shine throughout. Gleaming refinished floors flow through the bright, open living spaces, anchored by an expansive living room with a cozy fireplace that leads seamlessly to the formal dining room and out to the yard. At the heart of the home, the remodeled kitchen impresses with quartz counters, stainless steel appliances, and a sun-drenched eat-in nook framed by charming bay windows. The primary suite is a true haven, featuring a remodeled ensuite with a chic vanity and walk-in shower, while two additional bedrooms are served by a stylishly updated hallway bath. Step outside to a meticulously manicured backyard oasis on an expansive ~7,013 SF flat lot - a rare find and perfect for summer entertaining or simply enjoying the tranquil privacy of lush, verdant landscaping. Additional highlights: fully paid-off solar panels with a Tesla Powerwall, upgraded HVAC with A/C and heat pump, a newer 50-year roof, fresh interior paint, recessed lighting, a remodeled 2-car garage with extra storage, and seismic foundation upgrades. Moments from top schools, Beresford Park, Hillsdale Mall, 25th Avenue's dining and shops, and major commute routes.

731 26th Avenue, San Mateo
341 Sylvan Avenue, San Mateo
$2,500,000
3 Beds ⋅ 3 Baths ⋅ ML82039491 MLS ⋅ Closed Status
Located in a sought-after San Mateo neighborhood, this spacious 3-bedroom + office, 2.5-bath home offers approximately 2,530 sq ft of flexible living space on a beautifully landscaped 6,600 sq ft lot. Designed for both everyday comfort and entertaining, the home features a large family room seamlessly connected to the kitchen perfect for gatherings, movie nights, or hosting guests. The dedicated office provides an ideal work-from-home setup or optional guest space. The expansive, flat backyard is a true highlight, offering mature landscaping, room to play, garden, or create your own outdoor retreat. With its generous layout and solid footprint, the home presents a rare opportunity to update, expand, or customize to match your vision and lifestyle. Ideally located near parks, top-rated schools, shopping, dining, and major commuter routes, this property combines convenience with long-term upside. Whether youre looking to move right in or design your dream home over time, this is a unique opportunity in one of San Mateos most desirable​​‌​​​​‌​​‌‌​​‌​​​‌‌​​​​​‌​​​‌‌​​​‌‌‌​​​ areas.

341 Sylvan Avenue, San Mateo
311 W Hillsdale Boulevard, San Mateo
$2,450,000
3 Beds ⋅ 3 Baths ⋅ ML82038538 MLS ⋅ Closed Status
This stunning remodeled home in the heart of San Mateo's popular Hillsdale neighborhood is filled with thoughtful upgrades throughout! Set on a large, picturesque lot, the property enjoys a beautiful private Creekside setting that creates a nature-filled backdrop. Mature landscaping and generous outdoor space provides endless possibilities for relaxing, gardening and entertaining. A lovely formal entry greets you, step into the open living/dining room combination that features a large picture window to enjoy the stunning garden views. A gourmet kitchen that any chef would be delighted to call their own, featuring stainless steel appliances, wine fridge, sleek granite counters, a large pantry, 5 burner stove top and built-in dining area. The spacious family room includes a cozy corner fireplace, sliding doors to the outdoors and a conveniently located half bath. The primary bedroom features 3 closets, one being a large walk-in, the attached primary bathroom has an over-sized shower w/seating area. The front bedroom has custom built-in cabinets with a desk area that could be a great office for those that work from home. This stylish upgraded home with a comfortable layout & lush landscape has so much to offer! Located near Hillsdale Mall, Trader Joe's, parks, schools, & Library

311 W Hillsdale Boulevard, San Mateo
347 Rolling Hills Avenue, San Mateo
$2,450,000
3 Beds ⋅ 3 Baths ⋅ ML82031825 MLS ⋅ Closed Status
Welcome to 347 Rolling Hills Avenue, a beautiful 3-bedroom, 3-bathroom home in one of San Mateos most desirable neighborhoods. Offering approximately 2,100 SF of thoughtfully designed living space, this home blends timeless character with modern updates and enjoys stunning views from nearly every window. The light-filled living and dining areas feature hardwood floors, a cozy fireplace, and elegant finishes, creating a warm and inviting atmosphere. The updated kitchen is equipped with stainless steel appliances, granite countertops, and an island with bar seating perfect for everyday living and entertaining. The spacious primary suite includes a spa-inspired en-suite bath, while two additional bedrooms and full baths offer flexibility for guests, a home office, or multigenerational living. All renovations, including the third bathroom addition, were fully permitted and finalized. Step outside to a resort-style backyard designed for relaxation and entertaining, featuring a built-in BBQ kitchen, spacious seating area, and a private putting green. Additional highlights include central heating and cooling, and a prime location close to schools, parks, shopping, hospital, and major commuter routes. This move-in-ready home offers the perfect blend of comfort and outdoor living.

347 Rolling Hills Avenue, San Mateo
105 Louise Lane, San Mateo
$2,438,000
4 Beds ⋅ 3 Baths ⋅ ML82042341 MLS ⋅ Closed Status
Lovely home in San Mateo's desirable Lanes neighborhood offers 4 bedrooms and 3 full baths, including two primary En-suites. This light-filled residence shows pride of ownership and features an open floor plan with an updated kitchen and island that opens seamlessly to the living and dining areas complemented by folding glass doors that go to the backyard. Beautiful refinished wood floors, fireplace, fresh interior paint, recessed lighting and a den/office that could be used as a 5th bedroom. A deck off the main living space provides the perfect setting for relaxing, entertaining, or enjoying your morning coffee. The beautiful landscaped backyard offers additional room to unwind or play, and less than 12 houses away on Louise Lane is East Hillsdale Park where you have tennis, a walking trail, park benches and play area, and approximately half mile from West Hillsdale Park in the Lanes. Spacious two-car garage includes pull-down stairs for convenient extra storage. Ideally located near shopping and dining, including Safeway, Trader Joes, and the Hillsdale Shopping Center, with easy access to Highways 280, 101, and 92 for a seamless commute to both San Francisco and Silicon Valley.

105 Louise Lane, San Mateo
806 Fiesta Drive, San Mateo
$2,350,000
3 Beds ⋅ 2 Baths ⋅ ML82045479 MLS ⋅ Closed Status ⋅ Fiesta Gardens Homes Association BLDG.
Welcome to 806 Fiesta Drive, a beautifully reimagined ranch-style home in sought-after Fiesta Gardens where timeless charm meets modern luxury. Expanded and thoughtfully remodeled, this light-filled residence offers an open-concept floor plan with refinished original hardwood floors and curated high-end finishes throughout. The stunning chefs kitchen features quartz slab counters, custom cabinetry, Wolf range, SubZero refrigerator, Miele dishwasher, wine fridge, and a dedicated larder cabinet/coffee station. Spa-inspired bathrooms were remodeled with custom vanities, quartz slab surrounds, and designer fixtures. Major upgrades include A/C, roof, fire sprinkler system, and solar. Outside, enjoy mature landscaping, accent lighting, fountain, pavers, and a private hot tub; creating an ideal setting for relaxation and entertaining. Located in the vibrant Fiesta Gardens community, residents enjoy access to the neighborhood pool, cabana, kiddy park, tennis courts, and beloved social events. Ideally positioned near major commute routes, shopping, dining, and top employment centers, 806 Fiesta Drive offers the perfect blend of lifestyle, luxury, and convenience.

806 Fiesta Drive, San Mateo
3612 Santiago Street, San Mateo
$2,350,000
3 Beds ⋅ 2 Baths ⋅ ML82038492 MLS ⋅ Closed Status
Move right in and start enjoying life in the San Mateo Village. This beautifully updated 3-bedroom, 2-bath home blends comfort, charm, and an unbeatable neighborhood setting known for its strong sense of community and highly regarded George Hall Elementary. Inside, refinished oak floors, vaulted ceilings with skylights, modern lighting, dual-paned windows, and fresh interior and exterior paint create a bright, polished feel throughout. The living room with fireplace flows into a dining area with French doors opening to the patio and gardens, while the granite-finished kitchen features a dining island and stainless steel appliances. The spacious primary suite offers lofty ceilings, a cozy window alcove, walk-in closet, and bath with elevated soaking tub. Two additional bedrooms sit along a private hallway for comfortable living. Outside, stone pathways wind through colorful botanicals, fruit trees, and dry creek beds, creating a peaceful garden retreat. A charming stand-alone cottage adds flexible space for hobbies, work, or relaxation. Perfectly located in one of the Peninsulas most beloved neighborhoods, with easy access to parks, shopping, and major commute routes, you don't want to miss this turn-key gem.

3612 Santiago Street, San Mateo
33423344 Los Prados Street, San Mateo
$2,300,000
5 Beds ⋅ 3 Baths ⋅ ML82057701 MLS ⋅ Closed Status
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!

33423344 Los Prados Street, San Mateo
233 Poinsettia Avenue, San Mateo
$2,300,000
3 Beds ⋅ 2 Baths ⋅ ML82048989 MLS ⋅ Closed Status
Thoughtfully rebuilt and expanded, this extensively updated residence blends modern design, everyday functionality, and an unbeatable Peninsula location. Vaulted ceilings, wide-plank hardwood floors, and an open-concept layout w/ natural light. The chef's kitchen was completely rebuilt in 2021 & showcases sleek custom cabinetry, a full suite of Thermador appliances and a dramatic waterfall quartz island that anchors the living & dining areas. The spacious primary suite features a spa-inspired bath w/ dual vanities and his-and-her walk-in closets. Generously sized secondary bedrooms are complemented by a window-lined pantry currently used as a home office, plus an additional office area created from a portion of the garage-side laundry space. Major improvements include a rebuild and expansion of the bedroom & living areas in 2019, followed by additional upgrades in 2021. Additional features include central A/C, heating, whole-house water filtration, tankless water heater, sprinkler system, & newer washer/dryer. The beautifully redesigned backyard features expansive paver patios & artificial turf, creating a low-maintenance setting. Walking distance to Whole Foods and Hillsdale Shopping Center, w/ quick access to Highway 101.

233 Poinsettia Avenue, San Mateo
3035 Flores Street, San Mateo
$2,285,000
3 Beds ⋅ 2 Baths ⋅ ML82047385 MLS ⋅ Closed Status
Welcome to 3035 Flores Street, a beautifully reimagined single-level home in one of San Mateos most convenient locations. Fully renovated with modern finishes throughout, this move-in ready residence blends timeless charm with contemporary design. Step inside to discover bright open-concept living spaces, wide-plank flooring, recessed lighting, and abundant natural light. The stunning chefs kitchen features an oversized island, custom cabinetry, quartz countertops, stainless steel appliances, and designer finishes perfect for everyday living and entertaining. The spacious living room offers a sleek fireplace and seamless indoor-outdoor flow, while the renovated bathrooms showcase elegant tile work and upscale fixtures. Generously sized bedrooms provide comfort and flexibility for guests. Adding even more versatility is the detached bonus flex space ideal for a home office, gym, creative studio, or media room. Outside, enjoy refreshed landscaping, an inviting front porch, driveway parking, and private outdoor spaces designed for relaxing and entertaining. Located moments from Hillsdale Shopping Center, dining, parks, Caltrain, and major commuter routes, this home offers the perfect combination of style, functionality, and Peninsula convenience..

3035 Flores Street, San Mateo
3740 Sky Ct, San Mateo
$2,220,000
3 Beds ⋅ 2 Baths ⋅ 41129969 MLS ⋅ Closed Status
EXTENSIVELY UPGRADED WITH INTENTION AND QUALITY THROUGHOUT. Comprehensively renovated, this home showcases thoughtful improvements across every major system and living space. Structural upgrades include a NEW ROOF, NEW GUTTERS, and 20-PANEL SUNPOWER SOLAR SYSTEM (2022), along with FULL HOME INSULATION (attic and crawlspace), UPGRADED 200amp ELECTRICAL PANELS, ALL-NEW ELECTRICAL WIRING TO CODE, and a HIGH-EFFICIENCY HEAT PUMP SYSTEM WITH AC. Additional features include SMART THERMOSTATS, EV-READY 220V OUTLETS, ENGINEERED WOOD FLOORING AND RECESSED LED LIGHTING THROUGHOUT. The CHEF’S KITCHEN is beautifully appointed with CUSTOM CABINETRY, QUARTZ COUNTERTOPS, and a FULL SUITE OF BOSCH APPLIANCES, including a 36” GAS RANGE, COUNTER DEPTH BUILT-IN REFRIGERATOR, DISHWASHER, AND DRAWER MICROWAVE. Bathrooms have been RENOVATED WITH NEW TIMELESS SUBWAY TILE, MODERN FIXTURES, AND CUSTOM VANITIES, while the PRIMARY SUITE features a WALK-IN SHOWER for a more open, modern layout. The GARAGE FEATURES NEW EPOXY FLOOR (2025). BONUS ARCHITECTURAL PLANS FOR A FUTURE ADU, offering EXPANSION, UPSIDE POTENTIAL, multi-generational living. Enjoy sweeping BAY AND CITY VIEWS from a beautifully designed, FULLY USABLE LOT featuring BBQ, ENTERTAINING AREAS, A LUSH GRASS PLAY AREA, SERENE and MATURE TREES

3740 Sky Ct, San Mateo
409 Poinsettia Avenue, San Mateo
$2,200,000
4 Beds ⋅ 2 Baths ⋅ ML82043440 MLS ⋅ Closed Status
Where form, function, scale, and light seamlessly coexist, this completely renovated and expanded 4BR/2BA showpiece in San Mateo Village offers a transformative living experience. Elegantly composed and spanning approximately 1,536 SF, the refined floor plan is elevated by wide plank flooring, crown moldings, premium millwork, contemporary fixtures, and a designer color palette. The spacious living room flows effortlessly into the dining area and ideally positioned kitchen, beautifully appointed with quartz countertops, shaker cabinetry, a gas range, and stainless-steel appliances. Privately situated, the magnificent primary suite is distinguished by a soaring cathedral open-beam ceiling, direct access to the rear deck, a walk-in closet, and a sumptuous bath featuring a skylight, dual vanities, and an impressive, oversized shower. Three additional bedrooms, a full bath, a laundry room, and an attached one-car garage complete the interior. Outside, an inviting lounging terrace transitions seamlessly to a pergola-covered dining pavilion with integrated heaters, a built-in barbecue, and an artisan pizza oven, creating an exceptional setting for year-round outdoor enjoyment. A sizable lawn, expansive paved side yard, and storage shed further enhance the thoughtfully designed grounds.

409 Poinsettia Avenue, San Mateo

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