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421 W 39th AVE, San Mateo
$1,789,000
3 Beds ⋅ 2 Baths ⋅ ML82064798 MLS
Views! Views! Views!!!!!! Perched atop a hillside, this residence offers breathtaking, excellent views that stretch across the expansive San Francisco Bay to the East Bay Hills. This elevated ranch-style home is perfectly situated within the highly sought-after and prestigious Westwood Knolls neighborhood, known for its charm and tranquility. The residence features three generously sized bedrooms, highlighted by an expansive primary suite designed for comfort. The full-sized kitchen serves as a functional heart of the home, complete with a charming breakfast nook and convenient, direct access to the private rear yard, perfect for seamless indoor-outdoor living. The interior is anchored by an expansive L-shaped living and dining area, which serves as a stunning vantage point for taking in the impressive northern vistas of the city skyline and the shimmering bay. The living spaces are elegantly finished with classic hardwood floors and benefit from the efficiency and clarity of updated dual-pane windows throughout. Additionally, the property includes a spacious two-car garage. With its exceptional layout and inherent potential, this property presents a remarkable opportunity to customize and create a personalized sanctuary that perfectly reflects your unique lifestyle.

421 W 39th AVE, San Mateo

Listed by Charles Floyd, 650-892-3464 from Compass
(If provided) CoList: from

4321 Edison ST, San Mateo
$3,595,000
8 Beds ⋅ 9 Baths ⋅ ML82063527 MLS
Sophisticated modern living in desirable Westwood Knolls! Situated on a quiet cul-de-sac, extensively renovated and expanded, this exceptional residence offers approx. 3,839 sq. ft. of living space with 8BD/9BA, including a newly constructed two-story rear extension, on an expansive 9,496 sq. ft. lot. The main residence features dramatic 12-ft ceilings, White Oak hardwood floors, an electric fireplace, and accordion glass doors opening to a view deck with breathtaking city and Bay views. The chefs kitchen showcases a waterfall island, quartz countertops, sleek cabinetry, and high-end Thermador appliances, including a built-in wine refrigerator. The main level offers 5BD/6BA, including 4 en-suites, plus a sunroom and family room with fireplace and wet bar. Additional highlights include multi-zone A/C and heating, ceiling speakers, and 3 decks. The downstairs legal ADU (4321A Edison St) offers separate entrance, 3BD/3BA, including 2 en-suites, an open living area, kitchen with eat-in island, sunroom, and a spacious deck. 2-car garage, tankless water heaters, plus an oversized lot with parking for 10+ vehicles, RV, & boat/trailer. Conveniently located near Hillsdale shopping, dining, Caltrain, and major freeways. A rare combination of space, views, modern luxury, and versatility!

4321 Edison ST, San Mateo

Listed by Patrick Lam, 415-710-3704 from CENTURY 21 Masters
(If provided) CoList: from

1586 Lexington AVE, San Mateo
$4,498,000
3 Beds ⋅ 2 Baths ⋅ ML82060534 MLS ⋅ The Highlands BLDG.
A rare architectural offering, this one-of-a-kind 1956 Mid-Century Modern X-100 prototype, designed by an acclaimed team of architects, represents a pivotal moment in mid-century modern design. The home showcases six exposed steel I-beams, eliminating interior load-bearing walls and creating a dramatic open, light-filled environment with seamless indoor-outdoor flow. Thoughtfully restored while honoring its original vision, recent updates include fresh interior/exterior paint, recoated foam roof, refinished vinyl and concrete floors, updated radiant heating, curated furnishings, and refreshed landscaping. The home is organized around two private garden atriums with in-ground planting beds, while 32 feet of skylights flood the interiors with natural light. Signature materials, steel, glass, and Formica, highlight the home's authentic modernist character. Built-ins and kitchen elements are fully integrated into the architecture. Debuted in 1956, the X-100 gained national attention and influenced generations of modern residential design, set against the backdrop of Crystal Springs Reservoir. Listed on the National Register, this is a true collector-grade property ideal for design enthusiasts, historians, and those seeking a singular living experience. A legacy of visionary design.

1586 Lexington AVE, San Mateo

Listed by Boyenga Team, 408-373-1660 from Compass
(If provided) CoList: Graeham Watts from Compass

50 Mounds RD 204, San Mateo
$1,225,000
2 Beds ⋅ 2 Baths ⋅ ML82060974 MLS
Welcome to Top of the Mounds, San Mateo's premier luxury condominium community. This thoughtfully updated condo captures sweeping treetop views of the Bay, San Mateo Bridge, and East Bay hills from nearly every room. Light-filled 2BR/2BA home of approximately 2,036 s/f (per county records). Floor-to-ceiling sliders in the living and dining rooms open to an expansive covered balcony; new wide-plank hardwood flows between them. Decorative fireplace anchors the living area; concealed wet bar serves living room and kitchen. Updated kitchen with freshly painted raised-panel cabinetry, Taj Mahal quartzite countertops with full backsplash, breakfast area, brand-new GE cooktop and refrigerator, and built-in wall oven. Spacious primary suite with generous closets, new carpet, and en suite bath; newly carpeted second bedroom, additional full bath, and in-unit laundry. Forced-air heating/cooling, new light fixtures, and fresh paint throughout. Two-car tandem parking plus storage. Amenities: lobby attendant, on-site management, newly remodeled lobby/common areas, pool, spa, sauna, fitness center, social room, and guest suites. Ideally located near Downtown San Mateo, Burlingame Avenue, shopping, dining, and Caltrain. HOA $1,625/mo.

50 Mounds RD 204, San Mateo

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

Sold listing courtesy of Nancy Field from CBR

734 26th AVE, San Mateo
$2,560,000
3 Beds ⋅ 2 Baths ⋅ ML82060965 MLS
STUNNING SOPHISTICATION defines this beautifully appointed residence in San Mateos sought-after Beresford/San Mateo Terrace neighborhood. Set on a 6,000-square-foot lot, this single level, three-bedroom, two-bath home blends timeless character, impressive views, and effortless indoor/outdoor living. Gleaming hardwood floors, beautiful windows, abundant natural light, and a flowing floor plan create an immediate sense of warmth. At the heart of the home, a gracious living room is anchored by a striking stacked-stone fireplace and built-in bookcases, with glass doors opening to the private rear yard. Here, a sparkling pool and spa create an inviting backdrop for entertaining, dining, and relaxation. The well-appointed kitchen features generous cabinetry, stainless steel appliances, granite countertops, skylight, and casual dining area, while the formal dining room connects seamlessly to the outdoors. Three spacious bedrooms include a serene primary suite enjoying views across the pool, gardens, and beyond. An oversized two-car garage, central A/C, tankless water heater, newer windows, and numerous updates complete this exceptional offering near schools, shopping, parks, and transportation.

734 26th AVE, San Mateo

Listed by Mike Bohnert, 650-504-2378 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Bali Liu from CBR

2052 Lexington AVE, San Mateo
$3,150,000
4 Beds ⋅ 2 Baths ⋅ ML82057464 MLS
Joseph Eichler w/ amazing unobstructed Santa Cruz Mountain views in the heart of the Highlands neighborhood! Beautiful mid-century modern w/ original period details including a light & bright open floor plan w/ exposed beams, high ceilings, wood panel siding, & globe pendant lighting. A spacious living room area welcomes you, seamlessly combining into a dining room/family room area along with a chefs eat-in kitchen w/ a large custom island w/ breakfast bar, custom cabinets, & stainless steel appliances. Ready to move-in with quality updates including double pane windows, custom Hunter Douglas automatic shades, radiant heating, updated bathrooms w/ imported tiles, copper plumbing, LVP flooring, & even an electric car charger. While a custom Garapa front fence welcomes you, the backyard is an entertainers delight w/ manicured hardscaping & landscaping, a glass rear fence, & your very own heated pool w/ hot tub & high end imported automatic pool cover. Conveniently located within Crystal Springs Shopping Center, Highway 280, Sawyer Trail, & a desirable school district. Such a proper & gorgeous home.

2052 Lexington AVE, San Mateo

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

Sold listing courtesy of Lisa Oh from CBR

1 Baldwin AVE 816, San Mateo
$319,000
1 Beds ⋅ 2 Baths ⋅ ML82057056 MLS ⋅ The Peninsula Regent BLDG.
Sun-drenched 8th-floor corner residence at The Peninsula Regent, San Mateo's premier independent 60+ community. This ~1,100 sq. ft. open-concept home features one bedroom, two full baths, and a versatile den ideal for an office or guest room, all wrapped in natural light with elevated neighborhood views. Monthly dues cover daily maintenance, flexible fine dining, housekeeping, 24-hr security, and transportation, true carefree living. Enjoy an indoor pool, fitness center, library, bocce court, and secure underground parking, just steps from downtown San Mateo's shops and dining. Select interior photos are virtually staged to show potential layout options. Experience luxury and maintenance-free living firsthand. A must-see property!

1 Baldwin AVE 816, San Mateo

Listed by Nannette N Chapman, 650-576-7996 from Avant Properties
(If provided) CoList: from

1616 Ark ST, San Mateo
$1,575,000
3 Beds ⋅ 2 Baths ⋅ ML82055703 MLS
Located in the Parkside neighborhood of San Mateo this remodeled ranch style home offers 3 bedrooms, 1.5 baths, and approximately 1,200 sq. ft. of living space situated on a 5,000 sq. ft. lot. This home welcomes you with beautiful hardwood floors, a wonderful, remodeled kitchen with quartz countertops, instant hot water dispenser, recessed lighting, stainless steel appliances, Viking range with six-burner cooktop and built-in oven and microwave, pot filler, oversized sink, custom cabinets with soft close feature, pull out drawers and custom inserts, a pull-out spice rack, tiled floors and a sliding glass door that leads to the landscaped back yard. The kitchen flows nicely into the dining area and living room with a fireplace and recess lighting. Additional highlights - freshly painted inside and out, double pane windows, Nest thermostat, closet organizers at all bedrooms, new interior doors and light fixtures in 2026, a remodeled hall bathroom with tub and shower head, a remodeled half bathroom, an attached 2 car garage with front loading LG washer and dryer, landscaped yards include a Magnolia Tree with sprinkler sys. and new sod at the front yard, Trex deck, custom pavers, an artificial lawn at the back yard and more. Walking distance to the Joinville Park and the Bay Trail.

1616 Ark ST, San Mateo

Listed by Jeff LaMont, 650-740-8808 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Matthew Rogers from ELI

10 Scenic WAY 307, San Mateo
$900,000
2 Beds ⋅ 2 Baths ⋅ ML82054601 MLS ⋅ 10 Scenic Way BLDG.
Welcome to a beautifully reimagined top-floor condominium in Laurelwood, completely transformed between 2024 and 2026. Offered for the first time in over half a century, this quiet sanctuary combines crisp modern upgrades with a laid-back luxury lifestyle. From the new kitchen and bathrooms with quartz counters, large-format tile and tailored Shaker cabinets, to new skylights, sliding glass doors, electrical and plumbing, the home has been upgraded from the inside out. Step into an elegant layout where luxury vinyl floors carry you through open living and dining spaces, and sliding glass doors frame treetop views before opening to the terrace. Culinary enthusiasts will love the skylit kitchen with a suite of stainless steel appliances, and a dining counter for entertaining ease. The primary suite serves as a private escape, complete with a full-height window, walk-in closet, and stylish bathroom with a sleek dual-sink vanity and walk-in shower. A second view bedroom sits adjacent to the skylit hall bath with space for stacked laundry hookups. Beyond the front door, enjoy garage parking, a carport, and amenities including a pool, spa and clubhouse. Stroll to Laurelwood Shopping Center and dog-friendly Laurelwood Park. Your next chapter starts here.

10 Scenic WAY 307, San Mateo

Listed by Julie Baumann, 650-576-8889 from Compass
(If provided) CoList: Peter Baumann from Compass

Sold listing courtesy of Rachel Sudano from CBR

40 Roxbury LN, San Mateo
$3,599,992
4 Beds ⋅ 3 Baths ⋅ ML82050779 MLS
An Eichler that lives as well as it looks. Set on a quiet cul-de-sac with sweeping valley views, Roxbury House preserves the light, openness, and indoor-outdoor connection that define Eichler living while offering the space, comfort, and functionality modern life demands. At the heart of the home, a generous kitchen, dining, and family room open directly to the beautifully landscaped backyard, creating an effortless connection between indoor and outdoor living. Walls of glass frame the surrounding landscape and fill the home with natural light throughout the day, while slender side-lite windows sneak leafy vignettes into the living spaces, creating moments of delight at every turn. With 4 bedrooms, 3 bathrooms, a separate laundry room, an art studio adjacent to the two-car garage, dual-pane windows, an updated roof, and a rare flat backyard with dedicated play areas, Roxbury House offers something increasingly difficult to find: an Eichler designed not just to admire, but to enjoy every day.

40 Roxbury LN, San Mateo

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

Sold listing courtesy of Joel Stieber from KWLGE

9 Bel Aire, San Mateo
$5,595,000
4 Beds ⋅ 5 Baths ⋅ ML82050205 MLS ⋅ Bel Aire Heights BLDG.
Welcome to 9 Bel Aire Lane, a rare opportunity to won one of the premier residences within Bel Aire Heights, an exclusive new construction community of just 19 custom-built luxury homes. Perfectly positioned to capture breathtaking, unobstructed water and some San Francisco views, this exceptional residence offers approximately 3908 sq ft of thoughtfully designed living space on an expansive 9500 sq ft lot. Designed for today's luxury lifestyle, the home features four spacious ensuite bedrooms, a private office, and spectacular indoor-outdoor living spaces. The chef's kitchen is a true showpiece, appointed with custom cabinetry, premium Thermador appliances, built in latte machine, wine refrigerator, and an oversized island, ideal for gathering and entertaining. Walls of glass frame the stunning views and open to an expansive deck, creating a seamless connection between the elegant interior and the spectacular natural surroundings. Designer-selected finishes, sophisticated details, and impeccable craftsmanship are showcased throughout the home, elevating every space and timeless style and comfort. Located within one of San Mateo's most sought-after luxury communities, 9 Bel Aire offers a rare combination of new construction, panoramic views, and exceptional quality.

9 Bel Aire, San Mateo

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

120 Gramercy DR, San Mateo
$3,000,000
4 Beds ⋅ 4 Baths ⋅ ML82049775 MLS
Set on a lush terraced hillside in one of San Mateos most desirable neighborhoods, this architecturally distinct 4BD/4BA residence offers a rare blend of privacy, natural beauty, and sophisticated indoor-outdoor living. Designed with a striking vertical layout connected by a newer elevator, the home maximizes both views and usable outdoor space. Expansive living and dining areas open seamlessly to multiple outdoor retreats, including a tranquil grotto, view terrace overlooking the Santa Cruz Mountains, and an enchanting top-floor patio with fountain reminiscent of a private treehouse sanctuary. Bathed in natural light, the home features designer finishes, a gourmet kitchen with premium appliances, generous entertaining spaces, and versatile bedroom arrangements. The secluded second-floor suite offers exceptional privacy while remaining easily accessible. The expansive south-facing grounds feature close to 20 fruit trees and are ideal for gardening, entertaining, or quiet relaxation amid mature landscaping. Recent improvements include a newer elevator, roof, fences, retaining walls, and garage door. Ideally located near downtown San Mateo, Burlingame Avenue, Caltrain, parks, dining, shopping, and major commuter routes.

120 Gramercy DR, San Mateo

Listed by Sophie Tsang, 408-667-3171 from Compass
(If provided) CoList: from

Sold listing courtesy of Greg Browman from 7A895

612 Hobart AVE, San Mateo
$3,800,000
4 Beds ⋅ 4 Baths ⋅ ML82048961 MLS
Recently rebuilt with young, fresh, designer finishes throughout, this stunning home is located in one of San Mateo's most sought after neighborhoods near award winning schools, beautiful parks, vibrant downtown dining and shopping, and easy access to Hwy 92 or 280. Designed for modern living and entertaining, the light filled open concept floor plan features soaring ceilings, spacious living and dining areas, and seamless indoor outdoor flow. The chefs kitchen is the heart of the home showcasing professional grade appliances, quartz countertops, custom cabinetry, oversized island, and abundant storage. The expansive great room and dining space create the perfect setting for everyday living and entertaining alike. The luxurious primary suite serves as a private retreat complete with fireplace, soaking tub, walk in closets and spa inspired bath. Three additional generously sized bedrooms and beautifully appointed bathrooms offer flexibility and comfort for family and guests. Step outside to the spectacular backyard featuring an outdoor entertainment center with built in BBQ, pergola, expansive deck and a flat turf yard, ideal for soccer, baseball, play or relaxing with family and friends. THIS IS THE ONE! A rare opportunity in an exception location. Don't Miss This One.

612 Hobart AVE, San Mateo

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

Sold listing courtesy of Laura Lee from APR

222 8th AVE 304, San Mateo
$1,290,000
2 Beds ⋅ 2 Baths ⋅ ML82047930 MLS ⋅ Nazareth Plaza BLDG.
Dramatic downtown San Mateo living with soaring ceilings, stylish upgrades & a 2-level top-floor designer showcase! This stunning SF-style condo offers 1,373 sqft plus 100 sqft bonus closet/office, 2 beds, 2 baths & a versatile loft deal as a family room, office, guest space or possible 3rd bedroom. Enjoy a desirable orientation facing the quieter 8th Avenue side, offering comfort, privacy & elevated urban living. The living room impresses with soaring 19-ft ceilings, a dramatic 17-ft window, gas fireplace, engineered hardwood floors & app-controlled dual shades. The gourmet kitchen features quartz countertops, stainless steel appliances, painted cabinetry & Wi-Fi-enabled refrigerator. The upper-level primary suite offers views, two organized closets, SPC flooring & a stunning bath with marble finishes, separate tub & Shower, updated vanity, waterfall marble countertop & LED app-controlled mirror with speakers. Highlights include in-unit laundry, central AC/heat with Nest thermostat, 2 balconies with views, 2 deeded gated garage spaces with storage, unlimited EV charging ($50/mo), state-of-the-art gym & inviting courtyards. Steps to Central Park, downtown dining, shopping & Caltrain. A move-in-ready must-see with dramatic style, modern convenience & exceptional San Mateo living!

222 8th AVE 304, San Mateo

Listed by Abe Matar, 650-670-0890 from Landmark Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Jonathan Lee from A2M

10 Laurel Hill CT, San Mateo
$3,000,000
4 Beds ⋅ 3 Baths ⋅ ML82047272 MLS ⋅ Highlands Recreation BLDG.
Rarely for sale...10 LAUREL HILL COURT is an excellent example of mid-century architecture. Complete interior renovation and expansion (2020 with permits)this property offers filtered views of Crystal Springs reservoir, canyon and the bay! A "Unicorn in the Community representing only 1% of mid-century architecture community (over 700 mid century homes in Highlands Neigh)." This home is unique with a lower level that offers a 2-car garage and bonus space ideal for a home gym, office, creative space, or storage. The light-filled open space offers a sleek remodeled custom kitchen, with island, soaring beamed ceilings and quality finishes that include floor-to ceiling Milgard windows and hardwood-style vinyl floors. The living room has a brick, electric fireplace and access to a large balcony w/filtered views. An inviting side deck and yard that wraps around the home completes the indoor/outdoor dynamic. Highlands Recreation Center featuring a pool, tennis courts, playground, daycare, and after-school programs. Convenient access to Highways 280 and 92 offers an easy commute to both San Francisco and Silicon Valley. This is a show-piece, and you don't want to miss it.

10 Laurel Hill CT, San Mateo

Listed by Carmen Miranda, 650-743-4320 from Compass
(If provided) CoList: Mayya Brusilovskaya from Compass

Sold listing courtesy of Gary (gang) Liu from CBR

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

3315 Caxton CT, San Mateo

Listed by Clint Moore, 408-426-0741 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of The Dwyer Group from APR

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

18 Bel Aire LN, San Mateo
$5,295,000
5 Beds ⋅ 5 Baths ⋅ ML82040647 MLS
Brand New Luxury Residence in the highly sought-after Bel Aire Heights community of San Mateo. This exceptional home tryly has it all, nearly 4000 sq ft of thoughtfully designed living space featuring 5 bedrooms and 4.5 bathrooms, including two luxurious primary suites, one on each level, ideal for multi generational living or ultimate flexibility. The open-floor concept floor plan is light filled and expansive, seamlessly blending modern design with everyday functionality. A Chef's Dream kitchen showcases top of the line Thermador stainless steel appliances, including a built in espresso machine and wine refrigerator, perfect for both daily living and entertaining. Elegant finishes throughout, highlighted by a gas fireplace and walls of windows that capture stunning mountain and water views from most rooms. Set on approximately 9000 sq ft lot, the home also offers a spacious 3 car garage with multiple EV charging outlets. Located in one of San Mateo's premier new developments, Bel Aire Heights offers a rare opportunity to own a brand new, luxury home in a truly special setting.

18 Bel Aire LN, San Mateo

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

637 Vanessa DR, San Mateo
$2,300,000
3 Beds ⋅ 2 Baths ⋅ ML82037035 MLS ⋅ 19th Ave Park BLDG.
A rare opportunity to own a beautifully remodeled, move-in-ready Eichler in the heart of San Mateo. This light-filled residence showcases classic mid-century modern design enhanced with contemporary upgrades that preserve the homes architectural character. The open-concept floor plan centers around a remodeled kitchen and updated baths, complemented by engineered hardwood flooring and dual-pane windows. Energy efficiency and sustainability come together with a foam roof, owned solar, 3 Tesla Powerwalls, and all-electric heat pump system. The home offers a spacious primary suite with an ensuite bath and 3 additional bedrooms ideal for family, guests, or a home office. The 4th bedroom is currently open to the living area, creating an airy flexible space that can easily be converted back. Indoor-outdoor living takes center stage with floor-to-ceiling glass and 3 sliding doors that open to a new concrete patio, perfect for entertaining. A spacious backyard offers space for outdoor gatherings, creating a seamless extension of the living space. Ideally located on the Peninsula, the home offers exceptional convenience with easy access to SFO, Caltrain, 101, 92, and 280. Major tech employers including YouTube, Meta, Snowflake, and Google are within easy reach of this 19th Ave. Park Gem.

637 Vanessa DR, San Mateo

Listed by Boyenga Team, 408-373-1660 from Compass
(If provided) CoList: from

Sold listing courtesy of Todd Montgomery from COMP12

417 36th AVE, San Mateo
$2,450,000
3 Beds ⋅ 3 Baths ⋅ ML82037646 MLS
Exceptional split-level San Mateo home, proudly owned by the same family for 62 years. Charming curb appeal with front porch, colorful landscaping, and private entry. The tiled foyer opens to a bright living room with oversized bay windows showcasing beautiful hill views, a classic fireplace, and gleaming hardwood floors. Formal dining room with designer chandelier and sliding glass doors opens to a covered patio and sunny backyard. The updated kitchen features skylight, stainless appliances, double oven, pantry, wet bar, granite counters, and custom cabinetry, flowing into a breakfast area and spacious family room with gas fireplace and sliding doors to the yardideal for everyday living and entertaining. Upstairs are three bedrooms with views and two baths, including a generous primary suite with stall shower, soaking tub, and bonus space for an office or walk-in closet. The lower level offers flexible living space with private exterior access, half bath, laundry area, storage, and attached two-car garage. South-facing backyard with mature fruit trees, lawn, and patio. A/C and central heat. Conveniently located near parks, schools, shopping, and transportation.

417 36th AVE, San Mateo

Listed by Mike Bohnert, 650-504-2378 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Anna C. Wong from APR

414 Edgewood RD, San Mateo
$6,500,000
4 Beds ⋅ 5 Baths ⋅ ML82035872 MLS
Polished and poised meets lively and fun. Set behind formal gates in prestigious San Mateo Park, this 1929 Spanish Colonial Revival estate makes a striking first impression. Color-rich tile details hint at the warmth and personality within, where timeless architecture and modern livability coexist beautifully. Thoughtful renovations and major system upgrades, including a 1,100 sq+/- ft San Francisco style garage, preserve original character while providing contemporary comfort. Arches, ironwork, rich wood detailing, and dramatic scale define the interiors. The grand living room with cathedral ceiling and statement fireplace, formal dining room, and chefs kitchen designed for gathering create an ideal setting for everyday living and entertaining. The main level also includes an office, pantry, and inviting family spaces. Spacious bedrooms. Custom designed Primary. A large lower-level rec room offers ideal hangout and game space. Set on nearly half an acre, the fully landscaped grounds connect multiple play and entertaining areas, including a level lawn and elevated front patio designed for memorable gatherings. San Mateo Park is prized for its tree-lined streets, architectural charm, and central Peninsula location with convenient access to SFO, San Francisco, and Silicon Valley.

414 Edgewood RD, San Mateo

Listed by Mike Bohnert, 650-504-2378 from Coldwell Banker Realty
(If provided) CoList: Heidi Maierhofer from KW Advisors

Sold listing courtesy of Marc Roos from SGP

1360 Parrott DR, San Mateo
$4,030,000
5 Beds ⋅ 3 Baths ⋅ ML82035736 MLS
Set on an expansive ±10,968 sq ft flat lot in Baywood Park, this exceptional single-level home offers rare scale, views, and flexibility. Featuring 5 bedrooms and 3 full bathrooms, the layout supports both everyday living and long-term versatility. Western-facing exposure captures sweeping views toward Crystal Springs Lake and dramatic sunsets that become an everyday routine. Interiors showcase wide-plank hardwood floors, abundant natural light, skylights, and seamless indoor/outdoor flow. The chefs kitchen anchors the home with custom wood cabinetry, natural stone surfaces, a furniture-style island with built-in wine refrigerator, professional gas cooktop with custom hood, double wall ovens, and generous storage. Living and dining areas open to a large paver patio, private low-maintenance yard with premium turf, deck and raised planting beds. The primary suite includes dual walk-in closets and en-suite bath. A detached two-car garage also offers an attached separate bonus space ideal for home office or fitness studio, plus attic storage in both the garage and main home. A rare combination of views, lot size, and single-level living in Baywood Park is exactly what you have been looking for to call.. Home

1360 Parrott DR, San Mateo

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

Sold listing courtesy of Matt Skrabo from KWPA

50 Mounds RD 108, San Mateo
$1,288,888
2 Beds ⋅ 2 Baths ⋅ ML82034916 MLS ⋅ 50 Mounds Road / Top of the Moun BLDG.
Welcome to Top of the Mounds, San Mateos premier luxury condominium community. This stunning residence offers approximately 2,036 sq ft of elegant living space with sweeping panoramic Bay and Peninsula views from nearly every room. The spacious 2BR/2BA floor plan features rich flooring throughout, a beautifully remodeled chefs kitchen with custom cabinetry, quartz countertops, and top-of-the-line appliances, plus updated spa-like bathrooms. The expansive living and dining areas showcase walls of windows and sliding glass doors that open to a large private veranda, ideal for indoor/outdoor entertainment. Additional highlights include in-unit laundry, gas fireplace, forced-air heating & cooling, extra storage, and two secured parking spaces. Residents enjoy resort-style amenities including a lobby attendant, exceptional on-site building management, pool and spa, fitness center with locker rooms and saunas, social room with full kitchen, and guest suites. Ideally located near Downtown San Mateo, Burlingame Avenue, shopping, dining, and theaters, this elegant home offers the best of Mid-Peninsula luxury living.

50 Mounds RD 108, San Mateo

Listed by Mani Singh Bhachu, 650-888-0098 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Eric W Berggren from CBR

222 8th AVE 306, San Mateo
$1,540,000
2 Beds ⋅ 2 Baths ⋅ ML82032761 MLS ⋅ Nazareth Plaza BLDG.
Set above the city in a premier top-floor corner setting, this exceptional townhouse-style condominium offers a rare combination of space, light, and privacy in the heart of downtown San Mateo. Soaring 19-foot ceilings and expansive floor-to-ceiling windows flood the living area with natural light and capture sweeping open views. Second-level loft provides the flexibility of a family room, home office, or potential third bedroom. Refined finishes include limestone and marble surfaces throughout, complemented by a well-appointed chefs kitchen with granite countertops and stainless steel appliances. The primary suite is a private retreat, with scenic views, a walk-in closet, and an elegant spa-like bathroom with marble-tiled shower, and separate soaking tub. Additional highlights include a gas fireplace, a dedicated in-unit laundry room with washer/dryer, central AC and heating, and three private balconies with views of the Bay and surrounding hills. Secure underground garage with 2 deeded parking spaces. Enjoy access to a modern fitness center and beautifully landscaped courtyards with fountains and cascading waterfalls. Ideally located just moments from Central Park, downtown shopping, dining, and Caltrain. This move-in-ready home offers both convenience and elevated living.

222 8th AVE 306, San Mateo

Listed by Panos Anagnostou, 650-918-8210 from Compass
(If provided) CoList: from

Sold listing courtesy of The Laugesen Team from KWPEN

430 Rolling Hills AVE, San Mateo
$2,550,000
4 Beds ⋅ 3 Baths ⋅ ML82032254 MLS
Spectacular bay views highlight this beautifully updated home in the ever-popular Westwood Knolls neighborhood of San Mateo. Thoughtfully designed for modern living, the open-concept great room features a renovated kitchen with quartz countertops, wood shaker cabinetry, Bosch stainless steel appliances, and a large prep island that flows seamlessly into the dining and living areas. The inviting living room is anchored by a fireplace with custom built-ins and rich wood floors, opening to the backyard with an expansive paver patio ideal for relaxing or entertaining. The primary suite is conveniently located on the main level, while a private second suite upstairs offers an ideal setup for in-laws, an au pair, or guests. With four bedrooms and three fully updated bathrooms, a full-size laundry room, and an attached two-car garage, the home balances comfort and functionality. Additional highlights include a new roof and gutters (2023), low-maintenance turf lawn, central air conditioning, Nest thermostat, tankless water heater, and more. Enjoy San Mateos vibrant downtown with fine dining, entertainment, boutiques, and parks. Centrally located between San Francisco and Silicon Valley, with convenient access to Caltrain and major employers, such as Snowflake, Meta, Gilead, Visa & more.

430 Rolling Hills AVE, San Mateo

Listed by Laura Bertolacci, 650-575-3822 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of David Casas from CASAS

4030 Bayview AVE, San Mateo
$2,300,000
3 Beds ⋅ 2 Baths ⋅ ML82032135 MLS
Enjoy sweeping views of the San Mateo Bridge, San Francisco skyline, Mt. Diablo, and the East Bay Hills from this beautifully updated home. The spacious living room features hardwood floors, recessed lighting, expansive windows, and a gas-burning fireplace with rustic wood mantel. An open dining area flows into the remodeled kitchen with quartz countertops, peninsula seating, and high-end appliances. Sliding glass door leads to multiple outdoor entertaining spaces, perfect for enjoying sunsets and seasonal fireworks. Set on a 5,110 sq ft lot, the home offers patios, a pergola, deck wired for a hot tub, lawn area, and lemon tree. Ideally located near Hillsdale Shopping Center, parks, and transportation, offering close proximity to everyday conveniences.

4030 Bayview AVE, San Mateo

Listed by Holly Noto, 650-544-6185 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Lucy Goldenshteyn from RDFIN

1712 Lexington AVE, San Mateo
$2,620,000
4 Beds ⋅ 2 Baths ⋅ ML82029573 MLS ⋅ SM Highlands BLDG.
This is a trust sale to be sold as is with limited seller disclosures. Awesome serene views of the open space/ San Francisco Watershed lands! Watch the sunset every evening from your enclosed patio/great room measured out by appraiser @ 601 additional sq ft. This Mid-Century Eicher home w/10 foot high ceilings gives this home a much larger space for entertaining. Features include: Four bedroom two baths. Galley kitchen and separate dining area. Solar panels. Gas insert fireplace. Shoji Zen primary bedroom. Newly painted inside and out along with new flooring. Great schools Including nearby Highlands elementary and highly rated Aragon High school. Located near the Highlands Rec center with community pool, tennis/pickle ball, playground, after school programs, and Daycare. Close to Hwy 280 and 92 for easy commuting to Silicon Valley employment. Sawyer Camp Road/Crystal Springs Reservoir nearby for recreational use. Great schools even better neighborhood!

1712 Lexington AVE, San Mateo

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

Sold listing courtesy of Fadi Shamieh from SQRE

711 S Bayshore BLVD 23, San Mateo
$610,000
2 Beds ⋅ 1 Baths ⋅ ML82026460 MLS ⋅ Las Casitas De San Mateo BLDG.
Enjoy incredible views from this stunning top-floor penhouse style condo! The inviting living room showcases vaulted ceilings, a wood-burning fireplace, and a private southeast facing balcony perfect for relaxing and entertaining. A separate formal dining area complements the beautifully remodeled kitchen, featuring granite countertops, stainless steel appliances, and designer hardware. Abundant natural light pours through large windows, highlighting the wide-plank laminate flooring and stylish finishes throughout. Central forced-air heating and an in-unit washer and dryer (included with sale). Located in a well-maintained, 30-unit building with elevator access, open-air corridors, and a peaceful central courtyard sanctuary. Separate storage room and private two car garage deeded to the condo, along with additional guest parking. Ideally situated near the Bay Trail, Coyote Point, shopping, schools, transportation, freeway access, and vibrant downtown San Mateo. Part of the highly rated Aragon High School district. The HOA covers building and landscape maintenance, water, garbage, and professional management. The community is pet-friendly with no rental restrictions. An absolute must see for those seeking, value, convenience and the very best of San Mateo living!

711 S Bayshore BLVD 23, San Mateo

Listed by Mike Bohnert, 650-504-2378 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of RECIP from RCIP

1342 Bel Aire RD, San Mateo
$2,750,000
4 Beds ⋅ 3 Baths ⋅ ML82025213 MLS
This meticulously maintained home, offers around $675,000 in upgrades. A true gem in the heart of Baywood. Spacious 4th bedroom suite, added in 2005, has private entrance. Main living areas, including 4 beds and 3 full bathrooms, are located on the main level. Expansive windows in living room frame stunning hillside views, showcasing some of the most picturesque sunsets. Downstairs, is a private office/media room, and a gym, plus a wine cellar in the crawl space. Kitchen features wood cabinetry and granite countertops. Kitchen has high end appliances: Wolf gas cooking range, Viking exhaust hood, Samsung fridge, and Bosch dishwasher. Large laundry room with second refrigerator offers extra storage. Plus a custom built storage shed on the north side. Large 11K lot, offers plenty of space to garden and enjoy the peaceful surroundings. Solar panels & upgraded solar battery, provide energy efficiency and savings. Foundation upgrade includes GeoGrouting on lower rear side gym, a French drain across the front of the home, and a new retaining wall along the left side. Located near CSM, the Farmers Market, and the Crystal Springs shopping center. This home is currently zoned for Aragon High School neighborhood. Come see this home and make it yours!

1342 Bel Aire RD, San Mateo

Listed by Shiraz Zack-Kanga, 650-245-4915 from Compass
(If provided) CoList: from

Sold listing courtesy of Mitch Rice from DWELL

149 W 3rd AVE, San Mateo
$1,825,000
2 Beds ⋅ 2 Baths ⋅ ML82022813 MLS
Experience modern luxury living at 149 W. 3rd Avenue, an elegant residence in one of San Mateo's premier newer-construction condo communities. Perfectly positioned in the heart of Downtown San Mateo/Baywood, this home is just steps from acclaimed dining and shopping, including Backhaus Bakery, Pausa, Central Park, Caltrain & highways 92, 101 & 280. This thoughtfully designed, top floor 2-bedroom, 2-bath condo with office features an open floor plan with a seamless flow between the living, dining, and kitchen spaces. The living room is accented by striking wood beam ceilings, while the dining area opens directly to the kitchen, creating the ideal layout for entertaining. The chefs kitchen boasts luxury appliances, sleek finishes, and abundant storage. Additional highlights include a dedicated office, a laundry room with storage, and three private patios with treetop views that extend the living space outdoors. Comfort is ensured year-round with central heat & air conditioning. There is two-car parking in a secure garage and a large private storage room at the garage level. Elevatored building with guest parking spaces. This is a rare opportunity to own a sophisticated urban retreat in one of the Peninsula's most vibrant locations.

149 W 3rd AVE, San Mateo

Listed by Cheryl A. Bower, 415-999-3450 from Compass
(If provided) CoList: from

Sold listing courtesy of Gilson Team from MCGR

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