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$1,549,000
3 Beds ⋅ 1 Baths ⋅ ML82059644 MLS
Welcome to 261 36th Avenue, a charming single-level home in San Mateo's desirable Westwood Knolls neighborhood. Built in 1950 and offering 1,045 square feet of thoughtfully planned living space, this three-bedroom, one-bath residence blends classic mid-century character with a bright, functional floorplan. An attached one-car garage and a level 5,000 square foot lot with mature landscaping complete the picture, offering generous room to garden, entertain, and enjoy the outdoors. Homes of this era carry a warmth that's hard to replicate, and this one has been cared for by the same ownership for years. There is a wonderful opportunity here for a buyer to add their own stamp, leveraging the existing floorplan and ample backyard. The location is a standout. Laurel Elementary and the Hillsdale branch of the San Mateo Public Library are just one to two blocks away, with Abbott Middle School and Hillsdale High School both less than a mile from the door. Hillsdale Shopping Center is under half a mile, offering grocery, dining, and specialty retail, and Beresford Recreation Center and Park is approximately one mile away. Commuters will appreciate the Hillsdale Caltrain station roughly a mile away, along with quick access to Highways 92 and 101.

261 36th AVE, San Mateo

Listing courtesy of Brittany Saleem, 650-773-2022 from Capital Realty Group
(If provided) CoList: Brett Barron from Capital Realty Group
$1,398,000
3 Beds ⋅ 2 Baths ⋅ ML82059473 MLS
Discover a rare combination of space, privacy and indoor-outdoor living in this inviting 3 bedroom, 2 bath single family garden home. With more than 1,370 square feet on an oversized 5,250-square-foot lot, it offers an exceptional setting for comfortable living & entertaining. Tall ceilings and recessed lighting create a great room feel centered by a wood-burning fireplace with Quadra-Fire insert. The bright kitchen features butcher-block counters, a Frigidaire gas range, stainless hood, Whirlpool refrigerator, instant hot water dispenser, deep porcelain sink and breakfast bar. The spacious primary suite features two closets and a sliding glass door opening to a raised rear deck, perfect for morning coffee or evening relaxation. Updated baths add comfort and style. The private, gated backyard is a true garden retreat, with a generous patio for outdoor dining, a raised deck & window-clad solarium that extends the living space in almost any weather. Mature landscaping, lush lawn & a productive lemon tree enhance the front garden. Double-pane windows, security screen doors, new lighting, garage laundry and overhead storage add practical appeal. A rear shed provides additional storage. A special Peninsula home offering space to gather & to rejuvenate in a private garden sanctuary.

1625 Cottage Grove AVE, San Mateo

Listing courtesy of Andrew Lomano, 650-346-0900 from Living Estates Realty
(If provided) CoList: from

$2,988,000
4 Beds ⋅ 3 Baths ⋅ ML82059114 MLS
Experience the pinnacle of Peninsula living at Gramercy on the Park, one of San Mateo's most prestigious addresses. 555 Laurel Ave offers a seamless blend of high-end comfort and urban vibrancy, perfectly tailored for those seeking a sophisticated, low-maintenance lifestyle without compromising on luxury or convenience. A bright, open-concept layout with high ceilings and a cozy fireplace defines the interior. A sleek designer kitchen features stainless appliances and stone countertops, flowing naturally into a spacious living area. It is a space meticulously designed for both relaxation and effortless entertaining, extending to a private terrace- the ideal sanctuary for an evening glass of Cabernet. The primary suite serves as a true retreat, complete with generous wardrobe space and a spa-like ensuite. Every corner of this home ensures a harmonious balance of style and function. Beyond your front door, the very best of San Mateo is yours to explore. Located just moments from the lush greenery of Central Park, you are a quick trip from downtown dining, the cinema, and upscale boutiques. With the Caltrain station and major commuter corridors blocks away, you are perfectly positioned for effortless access to both San Francisco and Silicon Valley.

555 Laurel AVE 122, San Mateo

Listing courtesy of Jacklyn Friedland, 650-766-0791 from Compass
(If provided) CoList: from

$735,000
2 Beds ⋅ 2 Baths ⋅ ML82059370 MLS ⋅ Lauriedale Condominiums BLDG.
Welcome to easy living in the desirable Lauriedale community! Ideally located on the first floor in a quieter section of the complex, this spacious 2-bedroom, 2-bath condo offers approx. 1,040 sq. ft. of comfortable, thoughtfully designed living space. Freshly updated with new LVP flooring, the home features a generous living room with fireplace, recessed lighting and a versatile office nook. The adjoining dining area opens to a private deck, perfect for relaxing or entertaining. Two spacious ensuite bedrooms offer exceptional privacy and storage, including a large walk-in closet in the primary suite and two generous closets in the second bedroom. Additional highlights include abundant storage, a one-car carport and convenient street parking. Enjoy an inviting setting with open green space just outside and easy access to the nearby pool. Lauriedale amenities include multiple pools, tennis court, spa, sauna, fitness center and recreation room. Convenient to shopping, dining, Caltrain and major commute routes. Excellent Belmont/Redwood Shore School District + Carlmont High School. Welcome Home!

4238 George AVE 1, San Mateo

Listing courtesy of Christine Cook, 650-642-5327 from Coldwell Banker Realty
(If provided) CoList: from

$749,000
2 Beds ⋅ 2 Baths ⋅ ML82059358 MLS
Beautifully situated within The Peninsula Regent, an exclusive community in San Mateo, Unit 609 is an F-model residence offering a two-bedroom, two-bathroom corner unit floor plan designed for comfortable and convenient living. The spacious residence features approximately 1200 square feet of living space, with ample closet and storage space throughout. The kitchen includes refrigerator, range/oven, microwave, dishwasher, and garbage disposal, and the living and dining areas provide a comfortable setting for everyday living and entertaining. Additional features include carpeting throughout the unit, heating/air conditioning for year-round comfort, in-unit laundry, and gated parking with electric vehicle hookups. The Peninsula Regent provides first-class amenities and services, including two on-site restaurants, fitness classes, an indoor heated swimming pool and spa, social and recreational activities, off-site excursions, and scheduled transportation. The community also includes additional support and services, including 20 studio units for assisted living. Conveniently located near downtown San Mateo, residents enjoy easy access to dining, shopping, entertainment, theater, and everyday services.

1 Baldwin AVE 609, San Mateo

Listing courtesy of Jeffrey Sklar, 804-656-5007 from Beycome Brokerage Realty Inc.
(If provided) CoList: from

$2,250,000
3 Beds ⋅ 2 Baths ⋅ ML82059351 MLS
OFFERS DUE FRIDAY SEPTEMBER 4TH BY 12NOON Welcome to 508 Maple Street, a beautifully refreshed 3-bedroom, 2-bath home ideally located just moments from vibrant Downtown San Mateo. Fresh interior and exterior paint, new light fixtures, and a newly tiled fireplace bring a clean, updated feel throughout. Outside, refreshed landscaping enhances the homes curb appeal, while the garage features a newly epoxied floor for a polished finish. Enjoy the convenience of being within walking distance to Downtown San Mateos popular restaurants, shops, cafe's, entertainment, and Caltrain. A wonderful opportunity to enjoy comfortable living in one of San Mateos most convenient locations.

508 Maple ST, San Mateo

Listing courtesy of Christopher Eckert, 650-627-3799 from KW Advisors
(If provided) CoList: from

$990,000
2 Beds ⋅ 1 Baths ⋅ ML82058793 MLS
LOCATION! LOCATION! LOCATION! 1424 Hemlock Avenue is situated on a beautiful tree-lined street in the heart of the Mid-Peninsula and offers an incredible opportunity to become a homeowner in one of South Shoreview's nicest pockets! Nestled among mature trees and larger homes, this charming mid-century two-bedroom home impresses from the curb and presents a wonderful canvas for your personal touches! An inviting living room with tall ceilings and a cozy fireplace welcomes you in, while the large, private backyard beckons you to relax, entertain and enjoy the outdoors. A generous lot offering incredible flexibility for future possibilities! Perfectly situated in a central Bay Area location with convenient access to Highway 101, SFO, San Francisco, San Jose, the entire Peninsula and easy connections across the bridge to the East Bay! Downtown San Mateo, parks, shopping, dining, schools and public transportation are all just moments away, with easy access to Caltrain and BART. A wonderful home, an exceptional location and an opportunity not to be missed!

1424 Hemlock AVE, San Mateo

Listing courtesy of Chuck Cochran, 650-678-8210 from Coldwell Banker Realty
(If provided) CoList: from

$1,499,950
2 Beds ⋅ 1 Baths ⋅ ML82059329 MLS
Freshly painted and ideally located, this charming 2-bedroom, 1-bathroom home offers comfortable living with plenty of potential. The inviting living room features a fireplace, while the separate dining room provides a welcoming space for meals and entertaining. A dedicated office offers flexibility for working from home or additional living space. The separate laundry room adds convenience, and the one-car garage provides parking and storage. Situated on a large lot with excellent potential for expansion, this home is conveniently close to public transportation, shopping, restaurants, and everyday amenities. A wonderful opportunity in a highly desirable San Mateo location.

73 Poinsettia AVE, San Mateo

Listing courtesy of Jim Tierney, 650-544-4663 from NetEquity Real Estate
(If provided) CoList: from

$746,900
2 Beds ⋅ 1 Baths ⋅ ML82058669 MLS
Excellent, quiet urban location. A few minutes walk to San Mateos Central Park and all the downtown restaurants and services. Ten-minute walk to Caltrain. Easy vehicle access to 101, 280, 92 and San Mateo Bridge. Fully renovated with high quality wide crown and baseboard molding, recessed lighting, marble bathroom and chefs kitchen with quartzite countertops. Both bedrooms can accommodate a king size bed with side tables and furniture. Living room can accommodate large sofa and wall unit or very large screen television. Dining room can accommodate larger furniture. Ample, shelved closets. Great layout. Bright with large windows, tons of natural light, and neighborhood views. Balcony with room for table/chairs. Among the lowest HOA dues in San Mateo. Well-funded reserves. Pet friendly.

808 Laurel AVE 202, San Mateo

Listing courtesy of Carrie Davis, 650-269-4768 from Coldwell Banker Realty
(If provided) CoList: from

$1,695,000
4 Beds ⋅ 3 Baths ⋅ ML82059059 MLS ⋅ One90 BLDG.
Rarely does a condominium offer the space, privacy, and luxury of 253 Waters Park Circle. This four bedroom, two and a half bath end unit offers the feel of a townhome with an attached private two car garage, and was built just four years ago with more than $50,000 in luxury upgrades. Filled with natural light, soaring ceilings, and large windows, thoughtfully designed open concept living space, spacious living room with private balcony, and stunning chef's kitchen with quartz countertops, designer backsplash, waterfall island, KitchenAid appliances, and dedicated coffee bar. The luxurious primary suite offers a private balcony, two walk-in closets, and spa-inspired bathroom, complemented by three additional bedrooms, a beautifully appointed hall bath, and an oversized in-unit laundry closet. Modern upgrades include air conditioning with individual room controls, dual pane windows, smart home technology, leased solar panels, and a Tesla EV charger. Ideally positioned within One90 adjacent to a park like greenbelt, community garden, playground and BBQ area, this exceptional home offers an inviting community atmosphere in an outstanding Mid Peninsula location close to shopping, dining, parks, transportation, major employment centers and easy access to both highways 101 and 92.

253 Waters Park Circle, San Mateo

Listing courtesy of Lizi Tabet, 415-990-6070 from Compass
(If provided) CoList: Aimee Klarich from Compass
$895,000
2 Beds ⋅ 2 Baths ⋅ 426157917 MLS
"Fantastic Luxury Condo Opportunity!" - Located in the coveted Corte Bella community and just steps from a nearby elevator, this well maintained 2br/2ba condominium shows pride of ownership throughout. A well designed and attractive floorplan provides an abundance of natural light and offers easy living for today's homeowner to enjoy. Features include updated chef's kitchen w/tile counters, walk-out covered deck, in-unit laundry, and newer flooring throughout. Two parking spaces are located in a lower secured garage, and additional storage locker is available for any extra space needs. Complex boasts amenities with on-site Fitness Center, Club House, and recently updated pool/spa area. Conveniently located for commuter access and nearby shopping, restaurants, and parks. Don't miss this one in your search!

1951 O'farrell Street Unit 216, San Mateo

Listing courtesy of Robert Wall, from Compass
(If provided) CoList: from

$1,398,000
3 Beds ⋅ 2 Baths ⋅ ML82059121 MLS
This is the home you have been waiting for! As you enter this beautifully maintained & updated 3bed/2bath home, you will love the open & airy feel created by the beamed ceilings. Custom LED lighting illuminates the room as you enter, enhancing all the details. The corner fireplace boasts custom colorful tile. Recently updated, the expansive kitchen features an abundance of cabinetry, a large farmstyle sink, plenty of counter space & more custom LED lighting. The chef in the family will not be disappointed! Retreat into the primary bedroom with a private bath complete with a stall shower. The 3rd bedroom can double as an office and provides easy access to the rear yard & covered patio where outdoor entertaining is a breeze. Your K-9 will appreciate the fully fenced yard with plenty of room to roam, complete with a prolific apple tree in the corner. The 2nd bath is ideally located near the 2nd & 3rd bedroom and features a shower over the tub. Plenty of off street parking in the driveway or the 2 car garage. For the commuter, this location is ideal. There is nothing to do here but move in and start enjoying this beautiful home.

1546 Maxine AVE, San Mateo

Listing courtesy of Liza Vernazza, 650-218-8040 from Coldwell Banker Realty
(If provided) CoList: from

$1,298,888
2 Beds ⋅ 2 Baths ⋅ ML82052776 MLS
Warm, inviting contemporary home in the heart of San Mateo! With its own private & spacious 2-car garage complete w/ room for a workbench or hobby area, this residence offers the feel & privacy of a single-family home. The light-filled living & dining areas open through sliding glass doors w/ folding shutters to a private patio, creating the perfect space for relaxation. The beautiful kitchen features granite countertops, a Casa Dolce Casa porcelain tile backsplash, custom cabinetry, bar seating w/ designer pendant lighting, & high-end stainless steel appliances. Premium finishes continue throughout w/ Mirage engineered hardwood flooring from Canada & hand-poured Casa Dolce Casa porcelain tile from Italy. Two spacious bedroom suites offer custom-organized closets & spa-inspired bathrooms w/ stylish finishes, including a walk-in shower with massage shower head, soaking tub/shower, sauna & designer fixtures. Additional highlights include a dedicated laundry room with custom shelving and built-in desk, generous storage with a deep coat closet, & thoughtfully designed living spaces throughout. Ideally located within walking distance to San Mateo downtown, restaurants, shopping, and Caltrain. Welcome home!!!

216 8th AVE, San Mateo

Listing courtesy of Vicky Yu, 650-701-5058 from Coldwell Banker Realty
(If provided) CoList: from

$1,100,000
ML82058854 MLS

180 South BLVD, San Mateo

Listing courtesy of Steve Belluomini, (650) 281-8877 from Corcoran Icon Properties
(If provided) CoList: from

$1,298,000
2 Beds ⋅ 2 Baths ⋅ ML82058772 MLS ⋅ Camino Park HOA BLDG.
Situated right next to San Mateo's Central Park, is a very spacious 2 bedroom, 2 full bathroom, first floor unit, with just as much space as a single family home. An open living room/dining area with a mantled wood burning fireplace welcomes you, complete w/ newer berber carpet & vinyl flooring. Adjacent, is an updated kitchen w/ quartz countertops, stainless steel appliances, louvered shutters, & additional family room. A sumptuous primary bedroom suite awaits with multiple closets including a walk-in closet, an updated bathroom w/ jetted tub, & access to the enormous patio that nearly wraps around the perimeter of the entire unit. Additional features include an in-unit washer/dryer, ample storage space, 2 gated parking spaces, & additional external storage. Conveniently located just a stroll across Central Park to San Mateo's vibrant downtown, a desirable school district, Caltrain, & Highway 101 & 92. This one offers a lot, especially for the location.

35 9th AVE 5, San Mateo

Listing courtesy of Chris A. Sabido, 650-922-8888 from eXp Realty of California Inc
(If provided) CoList: from

$900,000
2 Beds ⋅ 2 Baths ⋅ ML82058638 MLS
Welcome home to this beautifully refreshed 2 bedroom, 2 bath residence offering nearly 1,200 square feet of bright, sophisticated living in one of San Mateos most sought after settings. Fresh paint, modern lighting, and expansive windows flood the space with natural light, while the updated kitchen impresses with refreshed cabinetry, hardwood floors and a 5-burner gas cooktop. The open living and dining areas center around a striking double-sided fireplace and flow effortlessly to a private balcony perfect for morning coffee or evening entertaining. The spacious primary suite offers a true retreat with a walk in closet and an ensuite bath featuring dual vanities, a soaking tub, and separate shower. A second bedroom, full hall bath, and in-unit washer/dryer round out a floor plan built for comfort and flexibility. Rare two-car garage parking and resort caliber community amenities, a landscaped courtyard with fountain, fitness center, sauna, and social lounge elevate everyday living into something special. Ideally positioned in San Mateos North Central neighborhood, just north of Downtown San Mateo and bordering Burlingame, this location is a commuter and lifestyle dream. Residents enjoy a 92 Walk Score to shopping, cafes, parks, dining, library and Japanese garden.

153 N N San Mateo DR 304, San Mateo

Listing courtesy of Alex Sobieski, 650-696-0094 from Redfin
(If provided) CoList: from

$2,998,000
3 Beds ⋅ 3 Baths ⋅ ML82058247 MLS
Located in the highly desirable neighborhood of San Mateo Park, this 3-bedroom, 2.5-bath home blends old-world charm with elegant indoor-outdoor living. Tastefully remodeled, highlights include a captivating living room with a vaulted, open beam ceiling, abundant natural light, hardwood floors, a gas log fireplace and beautiful mantel and surround flanked by custom bookshelves. The LaCantina accordion doors lead to a partially covered back patio with a lush and expansive yard. Additional features of this home include * Formal dining room with built-in cabinetry and wine fridge * Spacious eat-in kitchen with stainless steel appliances * Dedicated and stylish laundry/mud room * Powder room * Bedroom one and two share a Jack and Jill bathroom with elegant finishes and a tub/shower combination * Custom Roman shade window coverings and skylights with electronic window coverings * Serene primary ensuite with built-in cabinetry and walk-in closet * Primary bathroom features two separate vanities and extra-large shower * Central A/C * Solar panels (rented) * Two-car attached garage with Tesla charger * Large, easy access attic. Downtown San Mateo and Burlingame are just minutes away with top dining, fresh markets, and boutiques. Easy commutes on CalTrain and Int. 101 and 280.

25 Ericson RD, San Mateo

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

$1,499,000
3 Beds ⋅ 2 Baths ⋅ 426155801 MLS
Discover this charming 3-bedroom, 2-bathroom home in this quiet Parkside neighborhood. Featuring a spacious light-filled living room with a cozy gas fireplace, a kitchen with modern appliances and ample cabinetry, a well-appointed primary bedroom with ensuite bathroom, two additional bedrooms and a guest bathroom. This home is perfect for everyday living and entertaining. The private and fully fenced in front and back yards offer plenty of space for any outdoor activities - ideal for outdoor gatherings or relaxation. The home includes a 2-car garage with plenty of storage, laundry, and easy access to local amenities. Located in a desirable neighborhood, this home is minutes from schools, parks, shopping and restaurants. Enjoy easy access to highways for a convenient commute.

1734 Dewey Street, San Mateo

Listing courtesy of Neil Canlas, from The Canlas Brothers
(If provided) CoList: from

$4,998,000
ML82058562 MLS
1101 Tilton Ave is a stunning 12-unit apartment community located in the thriving city of San Mateo, California. Situated on a 8,562 square foot parcel of land, the subject property was originally constructed in 1954 and has a gross building area of approximately 7,756 square feet, offering its tenants beautifully designed one-bedroom floor plans. San Mateo is strategically located between San Francisco and San Jose. The city is well situated and offers an ideal climate in a robust and successful community and region. San Mateo offers a vibrant business and retail environment with several major shopping centers and an active downtown area. 1101 Tilton Ave is within one mile to San Mateo Central Park and Downtown San Mateo, featuring a myriad of high-end shopping, dining and entertainment options. The subject property is also located within close proximity to the major transportation corridors of U.S. Highway 101, California State Route 92, the San Mateo Caltrain Station, and the major thoroughfare of El Camino Real. These transportation hubs provide tenants and residents with convenient access to San Francisco and San Jose and provides close proximity to many of the nation's top tech employers including Google, Facebook, Stanford, Box Inc., Visa, Sony as well as many others.

1101 Tilton AVE, San Mateo

Listing courtesy of Cole Simpson, 650-391-1735 from Marcus & Millichap
(If provided) CoList: from

$1,189,000
3 Beds ⋅ 2 Baths ⋅ ML82058555 MLS ⋅ One90 BLDG.
Beautiful single-level condo featuring three bedrooms, two bathrooms, and a nearby detached, enclosed two-car garage. Enjoy modern living in this four-year-old complex. The open-concept kitchen features a spacious island, white cabinetry, and white-and-gray stone countertops, flowing seamlessly into the living and dining areas. Three generously sized bedrooms include a primary suite with a private bathroom. Additional highlights include an in-unit laundry room, an elevator, and a rooftop common area ideal for entertaining. This move-in-ready home is conveniently located near Bridgepointe Shopping Center and Apple Fritter Restaurant, with easy freeway access. Dont miss the opportunity to see this fabulous home.

220 Waters Park CIR 101, San Mateo

Listing courtesy of Susan Berry, 650-464-3454 from KW Advisors
(If provided) CoList: from

$2,198,000
3 Beds ⋅ 2 Baths ⋅ ML82058545 MLS
Welcome home to this lovely home in the secluded neighborhood of Homestead. This exquisite property offers 1720 sq ft of living space on a 5,000 sq ft lot. This family home of over 70 years features 3 bedrooms, including master suite, 2 full baths, formal living room with a fireplace, and a kitchen family great room for all your family gatherings. A fireplace in the living room makes a cozy atmosphere, hardwood floors throughout, plus new carpet and paint, which invites the buyer to move right in! This home is located in the highly recognized Baywood School district, Aragon, Borel, and Baywood schools are all within walking distance. Borel park is right around the corner, and close proximity to local transportation, shopping, restaurants, 101 and 92, one minute away. This home is a perfect blend of luxury, comfort and convenience. Don't miss this opportunity to make it yours!

1513 Edinburgh St., San Mateo

Listing courtesy of Julie Vejmola, 650-302-8853 from Coldwell Banker Realty
(If provided) CoList: from

$1,088,000
2 Beds ⋅ 1 Baths ⋅ ML82058544 MLS
Location, location, location! It doesn't get much better than this. Boasting an impressive Walk Score of 92, this home is considered a Walker's Paradise where daily errands rarely require a car. Located just half a mile from vibrant Downtown San Mateo, you'll enjoy convenient access to an abundance of shopping, dining, entertainment, a movie theater, and the Caltrain station for an easy commute. Highway 101 and San Mateo Central Park are also less than half a mile away, while highly rated schools are nearby. Inside, the thoughtfully designed floor plan flows seamlessly from the enclosed front porch/foyer to the formal living room with a cozy fireplace, the formal dining room with a charming bay window and built-in cabinetry, and the kitchen featuring ample cabinet space and a pantry. A separate laundry room with a utility sink adds convenience, while two comfortable bedrooms share a Jack-and-Jill bathroom. Situated on a 6,073± sq. ft. lot, the detached garage has been converted into a studio with a full bathroom and kitchenette, while a spacious workshop shed provides additional flexibility. The backyard offers lawn and garden areas, fruit trees, and a patio. With a little TLC, update the existing home or reimagine the possibilities afforded by the R-2 zoning.

619 S Eldorado ST, San Mateo

Listing courtesy of Stanley Lo, 650-373-0007 from Green Banker Realty
(If provided) CoList: from

$1,198,000
3 Beds ⋅ 1 Baths ⋅ ML82057840 MLS
Owned and lovingly lived in by the same family for 52 years, 1503 Cobb Street offers inviting charm, a spacious backyard, and an opportunity to make it your own. This 3-bedroom, 1-bath home has been thoughtfully cared for over the decades and provides a wonderful foundation for its next chapter. Reimagine the home to reflect your own style and vision, or embrace the character that has made it special for generations. Ideally located near Downtown San Mateo, Bridgeport Shopping Center, Seal Point Park, and the Bay Trail, this is a rare opportunity to create something truly your own.

1503 Cobb ST, San Mateo

Listing courtesy of Brandon Stovall, 650-787-8853 from Compass
(If provided) CoList: Jennifer Siem- Oldham from Compass
$1,699,000
7 Beds ⋅ ML82056461 MLS
Mid-century legal duplex in Central San Mateo, built in 1950 and held by the same family ever since more than 75 years now delivered with both units vacant. Nearly 3,400 square feet of total living space across two units on a 7,630-square-foot lot: a 4-bedroom, 2-bathroom unit and a 3-bedroom, 1-bathroom unit, plus an attached 2-car garage. Because both units are vacant at close, a buyer can move into one and set their own terms on the other a layout that works for multigenerational households, extended family, adult children, or offsetting a Peninsula mortgage with rental income. Both units are original and well cared for, with mid-century proportions and detail intact and clear upside for a buyer who wants to update over time. Walking distance to downtown San Mateo B Street restaurants, shops, Central Park, and the San Mateo Caltrain station, with service north to San Francisco and south to San Jose. Legal duplexes on lots this size rarely trade in Central San Mateo, and vacant ones almost never do. Easy access to Highway 101 puts both the San Francisco and Silicon Valley job corridors within reach. Available for the first time in over 75 years in San Mateo

201 S Idaho ST, San Mateo

Listing courtesy of Burt Tsuei, 650-274-3598 from KW Advisors
(If provided) CoList: from

$2,398,000
4 Beds ⋅ 3 Baths ⋅ ML82058529 MLS
2339 Clipper Street just feels right. Maybe its the light. Maybe its the water stretched behind you. Or maybe its that you can make dinner, pour some wine, open the doors to the deck, and suddenly staying home feels like the best plan! Set on the waters edge of Marina Lagoon, this 4 bdrm home has a relaxed sophistication that just comes naturally. The floor plan is open and airy, the rooms are filled w/ natural light, and the water is always part of the experience. The kitchen is made for people who actually love to cook, or at the very least, appreciate a beautiful place to gather while someone else does the cooking! An expansive island anchors the room, while Miele appliances handler the serious work. Custom tile brings style to the space while a skylight overhead adds just the right amount of drama. The master suite is spacious and private w/ direct access to the backyard deck. The family rm and an additional guest bedroom open to the deck, creating a connection between the house and the waterfront. Outside, the large backyard runs right to the lagoons edge, giving you plenty of room for dinner parties, lazy afternoons, or simply siting by the water and doing absolutely nothing. Then theres the dock. Because when you live on the water, you should be able to use it!

2339 Clipper ST, San Mateo

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

$998,000
3 Beds ⋅ 2 Baths ⋅ ML82058520 MLS
Welcome to The Prince of Potential, perfectly positioned in San Mateo's sought-after Lakeshore neighborhood! Ready to create a home that reflects your vision? This is the opportunity you've been waiting for. Ideal for an end user, investor, or savvy flipper, this single-level home offers a functional floor plan with incredible potential. The spacious living and dining area opens to the backyard and flows into the generous kitchen, creating an inviting space for entertaining and everyday living. Down the hall are two guest bedrooms, a full bath, and a primary suite with private bath. Outside, the possibilities continue with a spacious front yard and private courtyard. The backyard features a covered patio, expansive lawn, large garden bed, and established fruit trees perfect for gardening, entertaining, or creating your own private oasis. Enjoy walking to Lakeshore Park and scenic trails along the water's edge. A quick 10-minute bike ride to Caltrain, plus convenient access to shopping, restaurants, and major commute routes. Top rated and desired San Mateo schools. Bring your vision, The Prince of Potential is ready for its next chapter!

1364 Claudia AVE, San Mateo

Listing courtesy of Jessica Eva, 650-704-5483 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

$2,599,000
3 Beds ⋅ 3 Baths ⋅ ML82058484 MLS ⋅ Verona Ridge Homeowners Assoc. BLDG.
Located in the hills of San Mateo, welcome home to this beautifully appointed detached single-family residence featuring 3 bedrooms and 2.5 bathrooms.Whether preparing everyday meals or entertaining guests, enjoy gourmet cooking with built-in Monogram Series stainless steel appliances and a professional-style six-burner range. A dedicated wine refrigerator provides convenient storage for your favorite bottles.Enjoy movie nights with in-ceiling surround sound, or step outside to the inviting back patio where you may catch a glimpse of deer wandering nearby. Spend the afternoon barbecuing, then gather around the fire pit for a relaxing evening under the stars. Energy and technology features include solar panels with two battery storage units, two EV chargers in front, and an additional charging option inside the garage. The home also features dual-zone air conditioning, security cameras, and an alarm system. Conveniently located near supermarkets, restaurants, College of San Mateo, The Peninsula Golf & Country Club, and Highway 92, providing easy access throughout the Peninsula.

39 Live Oak DR, San Mateo

Listing courtesy of W. David Chow, 415-828-1128 from Affinity Real Estate
(If provided) CoList: from

$1,249,880
3 Beds ⋅ 2 Baths ⋅ ML82042196 MLS
Penthouse-style waterfront living at its finest in San Mateo coveted Harbortown! This stunning, light-filled corner-unit retreat boasts soaring cathedral ceilings, skylights, and expansive windows that frame serene lagoon views and lush treetop vistas from virtually every room. Enhanced with an extensive 2026 interior refresh, the home features brand-new luxury vinyl plank (LVP) flooring, designer lighting, fresh paint, and a new wall heater in the guest bedroom. The kitchen features solid granite countertops, adjacent to an in-unit laundry room with washer/dryer (2021). Major improvements ensure total peace of mind: new roof, gutters w/ guards, skylight, electric water heater (all 2021), and solid wood shutters (2019). Complete with a detached garage, ample community parking, and low-maintenance living with HOA covering water, sewer, garbage and earthquake insurance. Enjoy resort-style amenities including indoor/outdoor pools, spa, tennis/pickleball courts, and scenic Bay Trail access. Unbeatably located near Highways 101, 92, and 280, close to shopping, dining, parks, and top-rated Aragon High School- this turn-key sanctuary offers the ultimate blend of coastal tranquility and Peninsula convenience!

1217 Shoreline DR, San Mateo

Listing courtesy of Alexandra Zhou, 408-681-9793 from Morgan Real Estate
(If provided) CoList: Jennifer Liu from Morgan Real Estate
$2,995,000
5 Beds ⋅ 7 Baths ⋅ ML82055548 MLS
Newly Built 2021 Home w/ ADU in Prime San Mateo! This fully permitted property offers 4,085 sqft total living space 2,919 sqft in the main home plus a 1,166 sqft ADU. The main home features 10-foot ceilings, custom 8-foot doors, recessed lighting, and 10-foot built-in bookcase. The living room offers a cozy fireplace & bay window that bring in natural light. The chefs kitchen is a showstopper, complete with a skylight, a 9-foot island with built-in sink, wine cooler, and premium Miele & Thermador appliances. The primary suite includes a custom walk-in closet and connects to a junior suite, perfect for flexible living. Bathrooms offer radiant heated floors and spa-like finishes. Additional highlights include dual-zone HVAC, fire sprinklers, and a solid concrete foundation w/ reinforced beams. The backyard is a low-maintenance retreat with mature fruit trees. The ADU offers stylish & luxury living with Miele-equipped kitchen, a sleek waterfall island w/ built-in microwave, a custom wine cellar with glass doors and LED lighting, soaring 11-foot ceilings, a private master suite, a half bath, & approximately 800 sqft of expansive storage. Conveniently located near top-rated Aragon High School, parks, shopping, dining, and with easy access to SM Downtown, Hwy 101, 92, Caltrain & SFO.

1305 Maple ST, San Mateo

Listing courtesy of Anders Fung, 415-260-5841 from Sequoia Commercial Group
(If provided) CoList: from

$1,299,800
2 Beds ⋅ 2 Baths ⋅ ML82058321 MLS
Rarely available 2-bedroom, 2-bathroom condominium in one of San Mateo's most desirable buildings. This spacious home offers no-step entry, high ceilings, custom Venetian plaster walls, generous bedrooms, and new in-unit laundry machine. The recently updated kitchen features modern finishes, gas range and appliances. Some furnishings may be available for purchase, making this a great move-in-ready opportunity. Community amenities include an elegant lobby, clubhouse, fitness center, sauna, and bicycle storage. The secure underground garage offers two assigned parking spaces with an electric vehicle charger, guest parking, and private storage. Two elevators provide convenient access throughout the building. Ideally located within walking distance of vibrant downtown San Mateo, Caltrain, shopping, dining, and parks, with easy access to major commute routes, this home offers comfort, convenience, and a prime Peninsula location.

153 N San Mateo DR 201, San Mateo

Listing courtesy of Bradley Lent, 650-766-7552 from Pacific Crest Properties
(If provided) CoList: from

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