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809 E 5th AVE, San Mateo
$2,400,000
3 Beds ⋅ 4 Baths ⋅ ML82038316 MLS
Located on a lovely, tree-lined street, this truly exceptional home is just a short walk to vibrant downtown San Mateo, known for its excellent restaurants, shopping & nearby Central Park. Blending timeless character with modern comfort, the home offers a spacious & highly versatile floor plan with multiple living areas. The main level welcomes you through a striking carousel-shaped entry that opens to a bright & inviting living room, a formal dining room, office, full bathroom, and laundry room. The open kitchen flows seamlessly to the beautifully landscaped backyard. Upstairs are two spacious bedrooms, an additional full bathroom & a cozy bonus room currently set up as a nursery. The lower level features an expansive bonus space with a full bathroom, dining area & a kitchenette (without stove). This flexible area is ideal for guests, a family or media room. Outside, the property offers beautifully landscaped front & back yards, along with a long, electronically gated, driveway perfect for RV parking. The driveway leads to a large two-car garage. Above the garage is a charming, light-filled one-bedroom in-law unit, adding even more flexibility to this remarkable property. With its unique character, generous space and prime location, this special home is not to be missed.

809 E 5th AVE, San Mateo

3909 Leona ST, San Mateo
$2,400,000
3 Beds ⋅ 2 Baths ⋅ ML82032945 MLS
Expansive Bay and San Francisco views from both inside and outside the home set the tone for this beautifully updated Mid-Century Ranch. The home sits on a generous lot on a quiet, sought-after street in San Mateo. Backing directly to Indian Springs Park and lush greenery, the property offers exceptional privacy and a serene setting. The light-filled interior showcases classic mid-century character, including a distinctive step-down living room that adds architectural interest and warmth. Hardwood floors run throughout much of the home, complemented by large windows that frame sweeping outlooks. The updated kitchen and refreshed bathrooms provide modern comfort and functionality. A finished basement adds valuable flexible space, ideal for a workshop, home gym, or studio. The home also offers abundant storage throughout, enhancing everyday convenience and functionality. The oversized lot provides generous outdoor space and excellent potential for expansion, creating long-term flexibility and value. Ideally located near highly regarded San Mateo schools, parks, shopping, dining, and convenient commuter routes. A rare opportunity to own an updated, view-oriented Mid-Century home with privacy, space, flexibility, and iconic Bay and San Francisco views.

3909 Leona ST, San Mateo

1100 9th AVE, San Mateo
$2,400,000
3 Beds ⋅ 4 Baths ⋅ ML82031327 MLS
Welcome to 1100 9th Ave, a beautifully renovated single-family home on a desirable corner lot in San Mateo. This 1,580 sq. ft. residence features 3 bedrooms, 3.5 baths, and 9 well-designed rooms blending comfort and style. If extraordinary detail is important to you this special home is a must see! Inside, bright spaces with engineered hardwood floors, and tile floors are illuminated by recessed lighting. The modern kitchen includes high-end appliances, a gas stove, refrigerator, washer/dryer, pantry, and a spacious eat-in design perfect for entertaining. Each beautiful bedroom has its own ensuite bathroom with a separate shower and walk-in closet. Dual-pane windows provide natural light and energy efficiency, while central heating ensures year-round comfort. A stylish half bath on the main level is great for guests. The newly landscaped private yard and patio, complete with 2 large patios, are perfect for relaxing or entertaining. Fenced front and backyards add privacy, and theres ample parking with on-site, guest, and street options. With practical features like a dedicated laundry area, crawl space storage, and access to common storage, this more than turnkey home is ready for you to move in.

1100 9th AVE, San Mateo

1656 Oakwood DR, San Mateo
$2,400,000
3 Beds ⋅ 2 Baths ⋅ ML82022906 MLS
Find Your Haven in Laurelwood. At the quiet end of a Laurelwood cul-de-sac, 1656 Oakwood Drive is the kind of home that makes weekends feel like vacation. Sunlit living and family rooms spill onto three separate outdoor decks, down to a sparkling, solar-heated pool and a detached studio with half bath which is perfect as an office, gym, or pool cabana. Inside, hand-hewn engineered floors, old-world textured walls, and LED lighting set a warm, modern tone. The kitchen delivers stainless appliances with convection oven, microwave, and induction cooktop, plus smart in-drawer outlets for a tucked-away coffee station or appliance garage. Three bedrooms and two baths include a serene primary with a custom closet system; dual-pane Low-E windows and sun tunnels keep everything bright and efficient. A rare 3-car garage with loft swallows gear and weekend projects with ease. Moments to Laurelwood Park trails, the Laurelwood Center & CSM Farmers Market, Crystal Springs, and fast highway 92,280, and 101 access, this is a private retreat with great neighborhood vibes, everyday convenience, and true indoor & outdoor living.

1656 Oakwood DR, San Mateo

58 E 39th AVE, San Mateo
$2,400,000
ML82022896 MLS
SC Properties is pleased to present. This multi-family property offers a total of 5,740 square feet of living space on a generous 13,500 square foot lot. The property features a beautifully remodeled duplex, each unit offering 2 bedrooms and 2 baths with tasteful finishes throughout. TPO roof on the duplex was installed in 2025, and the sewer lateral was replaced in 2024. The duplex and single-family home have separate utilities. Additionally, there is a spacious 3,500 square foot single-family home with two stories and a basement, providing ample space for a large family. Built in 1935 and recently remodeled in 2016, this property is equipped with modern amenities and individually metered units. The private yards offer a secluded outdoor space for each unit. Located in a desirable neighborhood, this property provides convenient access to Bay Meadows, Hilldale Mall, local schools, parks, and dining options. With parking available in the carport and on the street, tenants will never have to worry about finding a space. Offered at $2,395,000, this multi-family property is the perfect opportunity for investors or those looking to live in one unit and rent out the others. Don't miss out on this rare find.

58 E 39th AVE, San Mateo

715 31st AVE, San Mateo
$2,400,000
3 Beds ⋅ 2 Baths ⋅ ML82021365 MLS
Charm, Style & Natural Light to this updated home home with curb appeal and great space! This light filled updated home also features an amazing ADU that was just completed. In the main home you will find a lovely living room & formal dining area. The updated crisp white kitchen is filled with natural light, an abundance of cabinet space & quartz counters with an open concept casual dining space in the spacious family room that has high ceilings, sky light, and large sliding door to the backyard. The primary bedroom has an updated bathroom w/separate tub, and stall shower. In addition to all this home has to offer, the big bonus is the just completed fantastic ADU with standout features, enter into a generous bedroom with soaring ceilings, complemented by a darling eat in kitchen with comfortable sitting space. The ADU also includes a laundry room, large walk-in closet and a stunning bathroom with double sinks and oversized stall shower. This versatile addition is ideal for guests, extended family or as a source of rental income. This home has so much to offer with modern updated features & flexibility with the ADU. A must see!! The main house was originally a 3 bedroom/2 Bath and now is a 2/Bed/2 Bath with a flex room. Just minutes from Laurelwood Plaza & Hillsdale Mall.

715 31st AVE, San Mateo

1429 Maple ST, San Mateo
$2,368,000
2 Beds ⋅ 2 Baths ⋅ ML82054571 MLS
Beautiful 2BR/2BA home in a prime Westside San Mateo location! This spacious single-story residence blends timeless charm with modern updates. The bright living room features a cozy fireplace, while the formal dining room showcases elegant wood wainscoting. Updated kitchen includes granite countertops, a skylight, and stainless steel appliances, and flows seamlessly into the adjacent family room. French doors open to a covered porch overlooking the private backyard, creating the perfect indoor-outdoor living space. The spacious primary suite features a large walk-in closet and a private en-suite bath. A generously sized second bedroom and a full hall bath with a soaking tub provide comfort for family and guests alike. Additional highlights include hardwood floors, crown molding, recessed lighting, dual-pane windows, central heating, and a massive attic with insulation. A detached two-car garage with a workshop and additional attic space adds even more versatility. Highly sought after school district. Ideally located within walking distance of vibrant downtown San Mateo, the Caltrain stations, restaurants, and grocery stores, with easy access to major freeways and tech shuttle stops, this home offers the perfect blend of character, comfort, and convenience.

1429 Maple ST, San Mateo

525 Colgate WAY, San Mateo
$2,361,000
3 Beds ⋅ 2 Baths ⋅ ML82017624 MLS
Light-Filled and Spacious Baywood Knolls Gem! Located in desirable Baywood Knolls, just minutes from shopping and dining in vibrant downtown San Mateo, this lovely home offers timeless appeal for comfortable living today, and potential to transform into a dream home. Beautiful hardwood floors enhance the light-filled interiors, where a spacious living room with fireplace flows to a formal dining room and bright eat-in kitchen. Three bedrooms include a primary suite, while a spacious hallway bath serves two additional bedrooms and the main living areas. Outdoor living is inviting with a welcoming covered front porch and landscaped front and rear yards framed by lush gardens. An attached two-car garage with laundry area adds convenience, and excellent nearby San Mateo schools complete this wonderful opportunity.

525 Colgate WAY, San Mateo

445 23rd AVE, San Mateo
$2,360,000
3 Beds ⋅ 2 Baths ⋅ ML82022804 MLS
Presenting a timeless residence in the heart of San Mateo. Upon entering, you are greeted by a generous living and dining area that seamlessly connects to an elegant brick courtyard an ideal space for entertaining or enjoying outdoor living. The home features refined yet welcoming finishes, including warm wood flooring and a striking fireplace. Kitchen offers granite counters, high-end appliances and an ample sized eat-in area. There are three well-appointed bedrooms and two stunning bathrooms; the hallway bathroom offers marble finishes, a separate bathtub and shower, and a double vanity, while the primary bath features a marble shower & floors and premium fixtures. This property is conveniently located just minutes from shopping, restaurants, schools, and major commuting routes. This house is a wonderful place to call home.

445 23rd AVE, San Mateo

1751 Celeste DR, San Mateo
$2,350,000
3 Beds ⋅ 2 Baths ⋅ ML82052229 MLS
This is it, YOUR NEW HOME! Welcome to this beautifully updated Eichler home in the highly desirable Sunnybrae neighborhood of San Mateo. Boasting numerous high-end upgrades and immaculate attention to detail throughout, this stunning property features a bright and open floor plan, brand new exterior and interior designer paint, gorgeous engineered wood flooring, stylishly renovated bathrooms, and a truly exquisite kitchen with custom quartz countertops, custom cabinets with auto-sensor LED lighting, and top-of-the-line appliances. Technical upgrades include all new electricals, new copper plumbing, new tankless water heater, new HVAC and AC unit, Milgard windows and sliding doors, Hansgrohe fixtures, designer ceiling lights, luxurious Porcelanosa brand floor and bathroom tiles, brand new pavers and low-maintenance artificial grass in backyard, new redwood fence in front, and so much more. Whatever your lifestyle, Sunnybrae's ideal location and distinctive community lets you create a life uniquely you, and this beautiful modern home will have you and your family living the good life for years to come. WELCOME TO YOUR NEW HOME!

1751 Celeste DR, San Mateo

711 Highland AVE, San Mateo
$2,350,000
ML82051839 MLS
An extraordinary find in the heart of the Peninsula, this large, meticulously configured fourplex located at 711-717 Highland Avenue presents a rare combination of immediate cash-flow and long-term appreciation. Situated across two independent buildings on a single parcel, the property balances structural versatility with extensive tenant appeal. The front building consists of two massive 2 bedroom 1.5 bathroom townhome style units spanning approximately 1,770 square feet each. These two-story spaces are designed for premium living, featuring an expansive first floor with a spacious living room, formal dining room, private breakfast nook, kitchen, laundry area, and a convenient half-bathroom, while the upper level hosts two bright bedrooms, a bonus room and a full bath. The rear building houses two flat-style 2 bedroom 1 bathroom units measuring a generous 1,000 square feet each. The ground-floor flat enjoys direct access to a private backyard space, while the upper unit benefits from an expansive balcony. Each unit is fully equipped with washer and dryer, refrigerator, range/oven, garbage disposal as well as four dedicated carports. Perfect for owner occupied and multifamily operators looking to capture top-tier Bay Area rents.

711 Highland AVE, San Mateo

1571 Forge RD, San Mateo
$2,350,000
3 Beds ⋅ 2 Baths ⋅ ML82049103 MLS ⋅ SM Highlands BLDG.
recently updated in a desirable location! With approximately 1500 square feet of living space, plus an additional approx. 300 square foot bonus room. This house is perfect for those who value both comfort and convenience with a spacious feel of this Eichler home! The living room is cozy and inviting, with large windows that let in plenty of natural light. Wood burning fireplace for extra comfort. The kitchen is well-appointed, with a galley kitchen & plenty of counter space for meal preparation. The dining area is conveniently located adjacent to the kitchen, making it easy to entertain guests. The bonus/hobby room can easily double as a home office or utility room. The house is situated on a big Level lot providing a peaceful and serene environment. The backyard is spacious and perfect for expansion or an ADU. The property also features a two-car garage Rec center includes community pool, tennis courts, & after school programs. Sawyer Camp road close by for walking, jogging, & bike trails along the Crystal Springs reservoir. Great school district. Location! Location! Location!

1571 Forge RD, San Mateo

806 Fiesta DR, San Mateo
$2,350,000
3 Beds ⋅ 2 Baths ⋅ ML82045479 MLS ⋅ 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 DR, San Mateo

3612 Santiago ST, San Mateo
$2,350,000
3 Beds ⋅ 2 Baths ⋅ ML82038492 MLS
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 ST, San Mateo

1276 Laurel Hill DR, San Mateo
$2,350,000
3 Beds ⋅ 2 Baths ⋅ ML82035652 MLS
Nestled in the highly sought-after San Mateo Highlands, this fully remodeled California rancher offers the perfect blend of timeless architecture and modern turnkey living. Thoughtfully redesigned throughout, the home features a stunning new kitchen, beautifully updated bathrooms, new flooring, windows, doors, and fresh interior and exterior paint. Major upgrades including a new heating system, and water heater, provide lasting comfort and peace of mind. Set on a hillside lot, the uniquely shaped backyard presents multiple outdoor living possibilities ideal for entertaining, gardening, or creating private lounge spaces that embrace the natural surroundings. Located near scenic parks, hiking trails, a top-rated high school, and convenient access to Hwy 280, this exceptional Highlands residence delivers elevated Peninsula living in a move-in-ready setting.

1276 Laurel Hill DR, San Mateo

327 Rosilie ST, San Mateo
$2,350,000
3 Beds ⋅ 2 Baths ⋅ ML82033976 MLS
Welcome home to this light-filled, beautifully updated single-level residence on a quiet street in the rarely available and highly sought-after Lauriedale neighborhood, just steps to Laurie Meadows Park and top-rated Belmont/Redwood Shores schools! The home offers an oversized, sun-filled backyard and a versatile, highly functional floor plan with the flexibility to accommodate a formal living room, an oversized dining room, or both. The spacious, updated kitchen features expansive quartz countertops with generous bar seating, stainless steel appliances, & an electric range with the option to convert to gas. The light and bright great room includes a wood-burning fireplace and sliding glass doors that open to a covered patio, creating a seamless indoor-outdoor setting ideal for everyday living & entertaining. Three large bedrooms and two full bathrooms provide comfort to family and friends alike. Additional highlights include a finished attached two-car garage with a laundry closet & abundant storage, central A/C and heating, rich hickory laminate flooring, dual-pane windows, & professionally landscaped grounds. An unbeatable location on a peaceful street! Enjoy nearby shopping & dining plus convenience to nearby commuter routes!

327 Rosilie ST, San Mateo

1575 Parrott DR, San Mateo
$2,350,000
3 Beds ⋅ 2 Baths ⋅ ML82024873 MLS
Welcome to this charming home located in the heart of San Mateo, offering comfortable living with 1,510 square feet of space. This beautifully updated home features three bedrooms and two full bathrooms, providing ample room for family and guests. Entertain in style with a private leveled yard featuring beautiful cobblestone and grass areas, multiple fruit bearing trees and an office shed in the back perfect for work from home days. Additional features include a laundry area, two-car garage, marble counter tops, hardwood floors custom closets throughout, double pane windows and radiant heated bathroom flooring. Located in one of San Mateo's most sought-after neighborhoods with great schools, including Aragon High. Enjoy a short walk to the College of San Mateo where you will find a year-round farmers market, cultural festivals and sporting events. Centrally located between the Crystal Springs and Laurelwood shopping centers, as well as the Hillsdale Shopping Mall, this home offers easy access to the 280, 92 and 101 Freeways.

1575 Parrott DR, San Mateo

300 31st AVE, San Mateo
$2,350,000
3 Beds ⋅ 2 Baths ⋅ ML82021175 MLS
Welcome to this beautifully remodeled 3-bedroom, 2-bath home (1620sf) with the ADDED BONUS of a detached ADU (341sf), providing a total of 1961sf of living space. Designed for modern living, the open-concept kitchen features a large island with seating and flows seamlessly into the dining and living rooms, perfect for everyday living and entertaining. The private bedroom wing includes a spacious primary suite with backyard views and two additional bedrooms sharing an updated bath. A versatile playroom adds extra flexibility. The detached ADU, complete with kitchenette and full bath, offers ideal space for guests, extended family, or a home office. Outdoor living shines with an expansive yard featuring a fire pit with built-in seating, a deck, lawn, and dedicated play space. Additional highlights include a two-car garage and prime location across from a pocket park and just a short walk to the newly reimagined Hillsdale Shopping Center. Move-in ready and thoughtfully upgraded, this home truly has it all.

300 31st AVE, San Mateo

1401 Woodberry AVE, San Mateo
$2,350,000
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

472 Gymkhana RD, San Mateo
$2,345,000
3 Beds ⋅ 2 Baths ⋅ ML82026316 MLS
Welcome to 472 Gymkhana Road, a beautifully updated single-level home that perfectly combines comfort, style, and convenience in one of San Mateos most desirable neighborhoods. Spanning approximately 1,840 square feet, this 3-bedroom, 2-bath residence offers an inviting layout designed for modern living. Step inside to discover a bright and spacious great room filled with natural light, creating the perfect setting for both relaxing and entertaining. The open floor plan flows seamlessly to a gorgeous patio and private backyard, ideal for al fresco dinners and gatherings under the stars. The beautifully remodeled kitchen and living areas exude warmth and sophistication, while the spa-like primary bathroom provides a serene retreat at the end of the day. Just a block from the Peninsula Golf & Country Club and minutes from Beresford Park, this home offers an unbeatable location close to award-winning schools. Centrally positioned between Silicon Valley and San Francisco, 472 Gymkhana Road captures the essence of effortless California livingbright, open, and beautifully refined.

472 Gymkhana RD, San Mateo

1221 Carlisle DR, San Mateo
$2,335,000
3 Beds ⋅ 3 Baths ⋅ ML82041551 MLS
Nestled in the charming neighborhood of Sunnybrae, this beautifully remodeled 3-bedroom, 3-bath contemporary home offers modern living with the added benefit of an attached ADU. A thoughtfully landscaped front yard welcomes you into a bright, open-concept living, dining, and kitchen area designed for both comfort and entertaining. The spacious living room is filled with natural light and anchored by a sleek, modern fireplace. The chefs kitchen features black stainless-steel appliances, quartz countertops, and an oversized island ideal for casual dining and gatherings. The primary suite serves as a private retreat, complete with a spa-inspired ensuite bathroom and a generous walk-in closet. The attached ADU includes a kitchenette and full bath, offering excellent flexibility for guests, extended family, or rental potential. Outdoor spaces in the side and backyard are perfect for seamless indoor-outdoor entertaining. A fully permitted 136-sq-ft detached flex room provides additional versatilityideal as a home office, gym, or art studio. This home truly has it allthis is one you dont want to miss before its gone.

1221 Carlisle DR, San Mateo

909 S Grant ST, San Mateo
$2,330,000
4 Beds ⋅ 4 Baths ⋅ ML82024399 MLS
Welcome to this beautifully reimagined single-level residence, where storybook architecture and timeless curb appeal open to a thoughtfully remodeled interior designed for todays lifestyle. 4 beds, 4 baths including 3 ensuites and a detached 1 bed 1 bath studio ADU with a full kitchen, this home offers exceptional comfort, privacy and versatility. The main residence's airy floor plan highlights vaulted ceilings, hardwood floors, and a sleek fireplace as the centerpiece. The kitchen combines beauty and function with brand-new appliances, a gas stove with pot filler, pull-out pantry shelving, and a stylish island. Each bath is brightened by solar tubes, while the new primary suite features a curbless shower, double vanities, a spacious walk-in closet, and direct access to the deck for seamless indoor-outdoor living. The spacious ADU features 3 skylights, full kitchen, bath, and washer/dryer hook-up, ideal for guests, extended family, or rental income. Outdoors, the home offers lush landscaping in the front and a private backyard with a deck glowing under string lights, creating a magical retreat for gatherings or quiet evenings. All this, just steps from downtown San Mateo's shops and dining, nearby parks, and zoned for highly regarded Aragon High School.

909 S Grant ST, San Mateo

309 26th AVE, San Mateo
$2,330,000
3 Beds ⋅ 3 Baths ⋅ ML82022807 MLS
Mid-century charmer in sought-after Beresford Manor near schools, parks, shopping, and the neighborhood Farmers Market. Traditional in style and well-cared-for, this single-level home boasts an 1890 sq. ft. layout with pleasant surprises indoors and out. Home highlights include a formal living room with floor-to-ceiling stacked stone fireplace and open dining area with modern chandelier, an eat-in kitchen anchored by striking stone countertops that add refinement and complement tones in the cabinetry and suite of stainless steel appliances, and a family room with a stunning wall of painted brick that integrates a fireplace, wet bar and barbecue, and opens to the side atrium (shared with kitchen) and private backyard oasis with a deck, emerald lawn and stately, verdant trees. Adding to the appeal, a privately situated bedroom suite also opens to the peaceful back yard for private rendezvous and late night stargazing. With a freshly painted interior and exterior, refinished hardwood floors, recessed lighting, and new light fixtures, kitchen counters, carpeting, fencing and refreshed landscaping, this turnkey home is ready for year-round enjoyment.

309 26th AVE, San Mateo

2005 Parrott DR, San Mateo
$2,308,600
ML82010044 MLS
Fantastic 3-unit residential income property located directly across from the vibrant Crystal Springs Village shopping center in the desirable Baywood Park area. Just 1/3 of a mile from Highway 92, this location offers quick & easy freeway access for commuters. Each unit benefits from proximity to top-rated schools, making it an appealing option for tenants w/ families. Additionally, you're just minutes from numerous parks & scenic hiking trails, perfect for outdoor recreation & weekend adventures. Properties like this are rarely available in this neighborhood SO DON'T WAIT! Inside each unit, you'll discover immaculate bathrooms, comfortable bedrooms, soaring ceilings, & sunlit living areas enhanced by oversized windows and glass doors, plus many thoughtful details throughout w/ a well-appointed kitchen in each. Unit A features 3 beds/2.5 baths - Unit B features 1 bed/1 bath - Unit C features 2 beds/2 baths. Unit A has a sizable patio while units B & C both have balconies. The building offers multiple carports along with an attached garage for added convenience & ample parking. If you're in the market for an income-generating property in one of the most desirable locations, look no further than 2005 Parrott Dr. (NOTE: 4,840 SqFt may include common / shared areas at the complex).

2005 Parrott DR, San Mateo

712 S Humboldt, San Mateo
$2,305,000
3 Beds ⋅ 2 Baths ⋅ ML82025160 MLS
Circa 1932, move-in ready Spanish Colonial Revival home with modern updates, including central air conditioning and newly installed double-paned windows, plus signature elements including a red tile roof and gracious architectural arches. Fresh paint outside, refreshed mature landscaping, and a terra cotta walkway with iron railings create outstanding curb appeal. Inside, refinished hardwood floors and freshly painted interiors enhance the inviting ambiance. The living room features a dramatic arched window with stained glass accents and a fireplace outlined in vintage Craftsman tile. The formal dining room has a tray ceiling with new period-style chandelier, crown moldings, and a bay window. The updated kitchen features newly painted cabinetry, granite counters, tumbled marble backsplashes, plus peninsula counter seating, a bar with second sink, and casual dining or family living area. Outdoor living awaits in the extra-deep rear yard with wisteria-covered arbor, fountain, paver patio, elevated deck, and lawn all less than one mile from vibrant downtown San Mateo.

712 S Humboldt, San Mateo

416 Longden AVE, San Mateo
$2,300,500
4 Beds ⋅ 4 Baths ⋅ ML82035688 MLS
Built in 2014 and rarely on the market, this Canterbury townhome is located on the corner, with greenery views. A large front patio that overlooks greenery, ideal for relaxing with friends or reading a book on sunny days. The spacious 4-bedroom, 3.5 bathroom home located in the vibrant neighborhood of Bay Meadows and has the ideal layout of 3 bedrooms, 2 baths and laundry on the top floor, and an independent bedroom suite with its own access on the bottom floor. This property offers a generous 2,120 sq ft of living space, perfect for comfortable living. The kitchen is a chef's dream, featuring a built-in oven range, gas cooktop, and ample pantry space. Ideally situated adjacent to dining, living room and private balcony. Enjoy the cozy warmth of wood flooring combined with carpet and tile throughout the home. The high ceilings and walk-in closet add to the charm and functionality. The primary suite includes a walk-in closet and a private bath with a stall shower and double sinks. The other 2 bedrooms share a full bath with tub. 416 Longden feeds to George Hall Elementary. Bay Meadows is a vibrant, master-planned San Mateo community near Caltrain and Hwy 101, featuring modern homes, parks, top schools, shops, dining, and easy access to SFO and Silicon Valley.

416 Longden AVE, San Mateo

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

3342-3344 Los Prados ST, San Mateo

233 Poinsettia AVE, San Mateo
$2,300,000
3 Beds ⋅ 2 Baths ⋅ ML82048989 MLS
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 AVE, San Mateo

1674 Roberta DR, San Mateo
$2,300,000
3 Beds ⋅ 2 Baths ⋅ ML82049889 MLS
Welcome home to 1674 Roberta Dr. - A rare waterfront estate w/ sweeping wide-water views, positioned just off the ski zone in calm waters. Thoughtfully updated, this exceptional home invites you to enjoy waterfront sunrises, entertain across multiple outdoor living spaces and unwind beneath mature shade trees. Highlights include a composite deck, inset Jacuzzi spa, Terrazzo patio, fenced dock & boat ramp. Refinished hardwood floors, a classic fireplace hearth with inlaid bookcase, radiant heated flooring, exposed beam ceilings, skylights, and expansive sliding glass doors create a seamless connection to outdoor living. The quartz-appointed chefs kitchen features Shaker cabinetry, a Blanco deep-well sink with Delta wand faucet w/ commanding waterfront view. Featuring an LG appliance suite w/ slide-in range, microwave hood & French door refrigerator. A well laid out floor plan offers three bedrooms, multiple living spaces, a bonus room & oversized 2 car garage, Tesla solar array and updated systems throughout. Ideally situated near parks, schools, shopping, and major commuter routes to San Francisco, Silicon Valley and the Pacific coast. 1674 Roberta Drive delivers the ideal Bay Area retreat. A lifestyle defined by waterfront recreation and connection to the Parkside community.

1674 Roberta DR, San Mateo

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