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37 Baywood AVE, San Mateo
$2,400,000
2 Beds ⋅ 3 Baths ⋅ ML82060095 MLS
Behind the gates of Baywood Estates, this spacious 2-bedroom, 2.5-bath single-family home offers a private, low-maintenance setting just blocks from downtown San Mateo. Newly updated with white French oak engineered hardwood floors, bathroom tile, and new lighting, its 2,170-square-foot interior is designed for entertaining and everyday ease. Soaring ceilings, a statement fireplace, and walls of glass define the dramatic living room, while an adjoining flex room can serve as an office, formal dining room, or sitting room, with the potential to be enclosed in glass. The open floor plan flows into the dining area and beautifully appointed kitchen, where a marble waterfall island creates a natural gathering place. Outside, mature landscaping surrounds an enclosed backyard with a generous patio, outdoor fireplace, hot tub, and dining beneath market lights. Upstairs, the primary suite features a balcony, two custom closets, and a skylit ensuite. The secondary bedroom opens to a terrace and access to a full bath with a steam shower. An attached 2-car garage with EV charging adds convenience. Residents enjoy gated, landscaped grounds, a pool, and clubhouse near Central Park, Caltrain, dining, shopping, and Hillsborough's scenic lanes.

37 Baywood AVE, San Mateo

Listed by Rob Decontreras, 415-999-1717 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Harvey Young from KWSCV

112 Linden LN, San Mateo
$2,400,000
4 Beds ⋅ 3 Baths ⋅ ML82047386 MLS
Location, location, location! Nestled on an expansive 12,327 sq. ft. lot, this sought-after single-level home offers four bedrooms, two and a half baths, and breathtaking views of the Crystal Springs Reservoir and surrounding canyon. With its serene setting and lush mature landscaping, this property captures a rare country living in the city feel. The spacious living room features a fireplace and sweeping views, creating the perfect space for both relaxing and entertaining. A comfortable family room flows seamlessly off the kitchen and dining areas, while refinished wood floors, fresh interior paint, and abundant natural light enhance the homes warm and inviting atmosphere. Step outside to a beautiful deck and private hot tub surrounded by tranquil greenery, offering a true retreat-like setting. With tremendous upside potential, this home provides the opportunity to add your own personal touches and create something truly special. Additional highlights include a separate laundry area and attached two-car garage. Ideally located with easy access to Highway 92, Interstate 280, San Francisco, Silicon Valley, and San Francisco International Airport.

112 Linden LN, San Mateo

Listed by David Tapper, 415-370-7195 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Lili Chen from CBR

723 Linda CT, San Mateo
$2,400,000
4 Beds ⋅ 2 Baths ⋅ ML82042415 MLS
A rare mid-century retreat with sweeping bay and mountain views is offered for the first time in over 45 years. This well-maintained 4BR/2BA home sits on an expansive 24,000 sqft lot at the end of a quiet cul-de-sac in one of San Mateo's most desirable Hillside neighborhoods. Enjoy panoramic views of San Francisco, the Peninsula, & the East Bay. The home blends classic mid-century character with a functional, inviting layout. Sunlit living spaces feature all new double paned windows, hardwood floors and a fireplace, complementing a formal dining area ideal for gatherings. Updated kitchen offers generous counter space, ample storage, & new appliances. Four well-sized bedrooms and two full baths provide flexibility for living, guests, or a home office. A dedicated laundry room adds convenience. The oversized lot offers a rare sense of privacy and openness. The peaceful secluded backyard features a pool, areas for entertaining, & offers a calm space to recharge with daily opportunities for wildlife viewing! Located near Laurelwood Park & Sugarloaf Open Space, with access to hiking trails, top-rated schools, shopping, dining, & easy access to Hwy 92. A unique opportunity to own a classic mid-century home with exceptional space, privacy, & views in a sought-after San Mateo location.

723 Linda CT, San Mateo

Listed by Rick Barrelier, 650-573-5961 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of Yulia Goyal from PNN

765 Sequoia AVE, San Mateo
$2,400,000
3 Beds ⋅ 2 Baths ⋅ ML82040327 MLS
A beautifully updated, sun-drenched home in one of San Mateo's most desirable neighborhoods, this residence offers the perfect blend of modern style and everyday comfort. With a sought-after south-facing orientation and three thoughtfully placed skylights in the kitchen, hallway, and office, the home is filled with natural light throughout the day, creating a bright and welcoming atmosphere. The heart of the home is the stunning kitchen, featuring premium appliances, an oversized island ideal for gathering and entertaining, and elegant wood cabinetry that adds warmth and sophistication. The open layout flows seamlessly into the living spaces, making it perfect for both relaxing and hosting. Step outside to a private backyard retreat with a beautiful wood deck and a mature plum tree, offering a serene setting for outdoor enjoyment. Ideally located just minutes from top-rated schools and near Beresford Park with its playgrounds and tennis courts, this home delivers both convenience and lifestyle in an unbeatable location.

765 Sequoia AVE, San Mateo

Listed by Charmaine Wang, 650-521-4756 from Compass
(If provided) CoList: Joy Rong from Intero Real Estate Services

Sold listing courtesy of Maggie Chien from COMPS

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

Listed by Kathy Wall, 415-608-4168 from Intero Real Estate Services
(If provided) CoList: Michael Darling from Intero Real Estate Services

Sold listing courtesy of Christopher Eckert from KWPEN

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

Listed by Betsy White Dalkert, 650-861-0082 from eXp Realty of California Inc
(If provided) CoList: Eileen O'Reilly from eXp Realty of California Inc

Sold listing courtesy of Heather Hansen from APR

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

Listed by Gillian Kilroy, 650-868-2644 from Compass
(If provided) CoList: from

Sold listing courtesy of Danny Mok from NTERO

58 E 39th AVE, San Mateo
$2,400,000
8 Beds ⋅ 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

Listed by Rachid Atie, 650-868-0202 from SC Properties
(If provided) CoList: Chris Giotinis from SC Properties

Sold listing courtesy of Rinat Kaufman from CBR

444 Villa TER, San Mateo
$2,375,000
8 Beds ⋅ ML82052512 MLS
Beautifully maintained 4 unit building in a prime San Mateo location near top rated schools. Excellent Investment Opportunity, long-term tenants with a low vacancy rate. Each 2BR 1BA unit offers private outdoor space, with decks for the upper units and yards for the lower units. Unit 2 includes a carport plus an uncovered space and could serve as an ideal owners unit with its private backyard. Unit 3 features remodeled kitchen with quartz counters, new cabinets, fixtures, and appliances, and modern bath with new tile, vanity, and flooring. Recent upgrades include roof work, deck waterproofing, exterior paint, new doors, and rebuilt carport. Large 7500 sf lot offers room for expansion and possible additional unit over carports. Walk to downtown Burlingame and San Mateo.

444 Villa TER, San Mateo

Listed by Alex Hawkins, 650-639-9640 from Cronan Real Estate Services, Inc.
(If provided) CoList: from

Sold listing courtesy of Peter A. Lommori from RMXSP

430 27th Ave, San Mateo
$2,375,000
3 Beds ⋅ 2 Baths ⋅ BE41114876 MLS
Welcome to 430 27th Ave, a beautifully remodeled ranch-style home in San Mateo's desirable Beresford Park neighborhood. This single-level residence offers an inviting open floor plan with spacious living and dining areas, a modern chef's kitchen with premium finishes, and abundant natural light throughout. The primary suite features a stylish ensuite bath and ample closet space. Two additional bedrooms and a full bath provide flexibility for family, guests, or a home office. Enjoy seamless indoor-outdoor living with a private backyard perfect for entertaining, gardening, or relaxation. Conveniently located near top-rated schools, Beresford Park, Hillsdale Shopping Center, and major commute routes. Move right in and experience the best of San Mateo living.

430 27th Ave, San Mateo

Listed by Richard Chang, (510) 333-6198 from ABC Commercial Realty
(If provided) CoList: from

Sold listing courtesy of Aladdin Kanawati from APR

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

Listed by Angie Ni, 650-863-0879 from Coldwell Banker Realty
(If provided) CoList: Bali Liu from Coldwell Banker Realty

Sold listing courtesy of John Sayage from APR

1648 Wolfe DR, San Mateo
$2,351,000
3 Beds ⋅ 2 Baths ⋅ ML82060623 MLS
Welcome to this elegantly reimagined & NEWLY RENOVATED residence epitomizing mid-century modern, indoor-outdoor living. Designed for seamless flow, the open-concept living space, flexible great room, & stylishly revitalized primary en-suite all feature dramatic floor-to-ceiling glass doors opening directly to a private, central courtyard. Main living areas showcase newly installed, gorgeous wood floors & a contemporary electric fireplace, while the adjacent gourmet kitchen is beautifully finished with new cabinets, Porcelanosa tiles, a large island, & Bosch stainless kitchen appliances. Down the hall are 2 additional refreshed bedrooms, a renovated full bath, & a laundry area with a new washer & dryer. Outside, a spacious separate backyard provides excellent entertaining space, complemented by a 2-car garage & large driveway. This turnkey home delivers total peace of mind with extensive infrastructure upgrades: brand-new roof, replaced sewer lateral, & all-new windows, electrical, drywall, water heater, furnace, & energy-efficient mini-split climate systems for the bedrooms. Minutes to Trader Joe's, Gym, Whole Foods, Hillsdale Mall, Caltrain station, Downtown San Mateo, & major highways. This is the fabulous California lifestyle you have been waiting for!

1648 Wolfe DR, San Mateo

Listed by Jessica Chung Yau, 650-283-9525 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Mitch Wong from APR

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

Listed by Alana Lam, 408-981-6012 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Ranya Kaileh Francis from SIR

711 Highland AVE, San Mateo
$2,350,000
8 Beds ⋅ 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

Listed by Michael Hecht, 408-250-3442 from Intero Real Estate Services
(If provided) CoList: Shawn Jones from Intero Real Estate Services

Sold listing courtesy of Michael Hecht from NTERO

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

Listed by Glenn Sennett, 650-208-7355 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Soofie Jadallah from CBR

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

Listed by David Martin, 650-743-2398 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Benjamin Chirko from CBR

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

Listed by Maria Baker, 415-412-2590 from Compass
(If provided) CoList: Julie Baumann from Compass

Sold listing courtesy of Hira Bakhsh from SZIR01

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

Listed by Martin Santiago, 415-850-7704 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Tiffany Stickle from CBR

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

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

Sold listing courtesy of George Xie from KWSN

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

Listed by Fitan M. Khalil, 408-406-0870 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Michael Haywood Jr. from EXPCA

2026 Fairmont DR, San Mateo
$2,345,000
3 Beds ⋅ 3 Baths ⋅ ML82035580 MLS
Opportunity knocks! Built in 1977, this Whitecliff built home offers three bedrooms with two and one half baths with 1,880 square feet of living space, set in the San Mateo hills in a serene canyon setting. Spacious living room with high ceilings, separate dining area, eat in kitchen and family room. Huge primary suite with a dry sauna and large walk in closet. This lovely home needs TLC with tremendous upside to put your own personal touches to make it your dream home. There's a three car garage with a huge attic, that could offer endless possibilities or even expansion. Close to shopping, with easy access to 92, 280 101 and the San Francisco International airport.

2026 Fairmont DR, San Mateo

Listed by David Tapper, 415-370-7195 from Coldwell Banker Realty
(If provided) CoList: Beata Swiderska from Coldwell Banker Realty

Sold listing courtesy of Morgan Aiello from CBR

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

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

Sold listing courtesy of Jocelyn Xie from FQLT

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

Listed by Gillian Kilroy, 650-868-2644 from Compass
(If provided) CoList: from

Sold listing courtesy of Jenna Chambers from APR

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

Listed by Kevin Peterson, 408-219-6963 from KW Santa Clara Valley Inc
(If provided) CoList: from

Sold listing courtesy of Ben Zhang from COMPS

2005 Parrott DR, San Mateo
$2,308,600
6 Beds ⋅ 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

Listed by Stanley Lo, 650-373-0007 from Green Banker Realty
(If provided) CoList: from

Sold listing courtesy of Stanley Lo from GRBA

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

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

Sold listing courtesy of Insook So from APR

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

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

Sold listing courtesy of Sternsmith Group from APR

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

3342-3344 Los Prados ST, San Mateo

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

Sold listing courtesy of Matthew Campana from COMP

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

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

Sold listing courtesy of Shelly Chou from CBR

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

Listed by Andrew Lomano, 650-346-0900 from Living Estates Realty
(If provided) CoList: from

Sold listing courtesy of Anna J Wang from FQLT

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Based on information from MLSListings MLS as of . All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.


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