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

145 43rd AVE, San Mateo

Listed by The Dwyer Group, 650-931-2036 from Compass
(If provided) CoList: from

Sold listing courtesy of Andrew J. Klink from APR
241 42nd AVE, San Mateo
$2,700,000
5 Beds ⋅ 4 Baths ⋅ ML82049817 MLS
Magnificent 5-bedroom estate featuring breathtaking bay views, situated in the highly desirable neighborhood. Abundance of natural light streaming through a dramatic picture window, illuminating the elegant living room & dining area. The heart of the home is a chef's gourmet kitchen and family room, highlighted by vaulted ceilings, skylights, high-end custom cabinetry, granite countertops, a massive center island, surround sound system for 3 TVs, perfect for both luxury everyday living and grand-scale entertaining. The secluded master suite offers a dedicated den, walking closet, spacious bathroom with a soaking tub and separate shower for ultimate relaxation. On the opposite side of the house, a separate wing has 4 additional bedrooms, including 2 en-suite bedrooms, plus a hall bathroom with a jetted tub, providing exceptional comfort and privacy for family and guests. Situated on over 14,000 sf lot. One-of-a-kind backyard showcases a cascading waterfall leading to a hilltop retreat with panoramic Bay view. The hilltop entertainment area features a Disneyland-inspired bar, TV, BBQ, outdoor kitchen, refrigerators, hot tub and more. Conveniently located between San Francisco and Silicon Valley.

241 42nd AVE, San Mateo

Listed by Jeannie Hu, 650-400-8007 from Realty World Dominion
(If provided) CoList: from

Sold listing courtesy of Lana Morin from NTERO
351 Rolling Hills AVE, San Mateo
$2,680,000
4 Beds ⋅ 3 Baths ⋅ ML82056813 MLS
Stunning newly renovated home in coveted West Side San Mateo, showcasing sweeping views of the San Francisco Bay and city skyline through a dramatic front picture window. Thoughtfully remodeled, this home blends modern design with exceptional craftsmanship. The heart of the home is a stunning chef's kitchen with an island, counter seating, beautiful contemporary finishes, and seamless flow to the dining and living areas. Filled with natural light, it captures beautiful views, creating an inviting space for everyday living and entertaining. The generous primary suite features two closets, including a walk-in, and a beautifully updated bath with designer finishes. The kitchen and office open to a private backyard with a patio and newly landscaped, terraced gardens, while a new front deck enhances the home's curb appeal. Recent upgrades include the kitchen, bathrooms, roof, windows, doors, interior and exterior paint, deck, landscaping, and more. Attached two-car garage. A bonus area of approximately 750 square feet beneath the home (not included in the living area) includes water hookups and offers endless possibilities for a gym, studio, workshop, wine cellar, speakeasy, or potential future ADU (buyer to verify).

351 Rolling Hills AVE, San Mateo

Listed by Lisa Karson, 650-759-4644 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

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

311 W Hillsdale BLVD, San Mateo

Listed by Arlene Sullivan, 650-703-1830 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Amy Brenner from RDFIN
3740 Sky Ct, San Mateo
$2,220,000
3 Beds ⋅ 2 Baths ⋅ BE41129969 MLS
EXTENSIVELY UPGRADED WITH INTENTION AND QUALITY THROUGHOUT. Comprehensively renovated, this home showcases thoughtful improvements across every major system and living space. Structural upgrades include a NEW ROOF, NEW GUTTERS, and 20-PANEL SUNPOWER SOLAR SYSTEM (2022), along with FULL HOME INSULATION (attic and crawlspace), UPGRADED 200amp ELECTRICAL PANELS, ALL-NEW ELECTRICAL WIRING TO CODE, and a HIGH-EFFICIENCY HEAT PUMP SYSTEM WITH AC. Additional features include SMART THERMOSTATS, EV-READY 220V OUTLETS, ENGINEERED WOOD FLOORING AND RECESSED LED LIGHTING THROUGHOUT. The CHEF'S KITCHEN is beautifully appointed with CUSTOM CABINETRY, QUARTZ COUNTERTOPS, and a FULL SUITE OF BOSCH APPLIANCES, including a 36" GAS RANGE, COUNTER DEPTH BUILT-IN REFRIGERATOR, DISHWASHER, AND DRAWER MICROWAVE. Bathrooms have been RENOVATED WITH NEW TIMELESS SUBWAY TILE, MODERN FIXTURES, AND CUSTOM VANITIES, while the PRIMARY SUITE features a WALK-IN SHOWER for a more open, modern layout. The GARAGE FEATURES NEW EPOXY FLOOR (2025). BONUS ARCHITECTURAL PLANS FOR A FUTURE ADU, offering EXPANSION, UPSIDE POTENTIAL, multi-generational living. Enjoy sweeping BAY AND CITY VIEWS from a beautifully designed, FULLY USABLE LOT featuring BBQ, ENTERTAINING AREAS, A LUSH GRASS PLAY AREA, SERENE and MATURE TREES

3740 Sky Ct, San Mateo

Listed by Patty Ho, (408) 568-2288 from Solution Real Estate
(If provided) CoList: from

Sold listing courtesy of Favian Madrigal from KINE
65 Burbank AVE, San Mateo
$2,070,000
5 Beds ⋅ ML82040812 MLS
Opportunities like this are few and far between in one of the Peninsulas most desirable communities located in central Silicon Valley. Investors and owner-occupants have an uncommon opportunity to acquire a turnkey, two-unit multifamily property on a quiet street situated moments from major employers, transit corridors, shopping and dining. These updated units have hardwood flooring; kitchens and baths are in very good condition. The configured unit mix offers flexibility for owner occupancy or lease. The first unit features a spacious 3-bedroom, 2-bath residence with a large private deck and backyard; the second unit is comprised of a well-appointed 2-bedroom, 1-bath unit with its own outdoor space. Both units are ideal for attracting long-term tenants seeking both comfort and functionality. A standout feature of the property is its direct access to nearby parks, schools , sports fields, and expansive green space year-round - increasing valuable in todays competitive rental market

65 Burbank AVE, San Mateo

Listed by John S Reese, 650-207-2318 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of RECIP from RCIP
321 La Casa AVE, San Mateo
$2,002,888
3 Beds ⋅ 2 Baths ⋅ ML82047405 MLS
Some homes feel like a beautiful next chapter. At 321 La Casa Ave., warmth, calm, and privacy welcome you in, creating a place where everyday life unfolds with ease. Natural light fills the living and dining rooms, opening to views of trees, greenery, and the peaceful backyard beyond. Casual breakfasts in the eat-in kitchen become favorite routines, quiet afternoons feel restorative, and evenings bring everyone together in a home that feels updated, comfortable, and connected to nature. The kitchen features stainless appliances, quartz countertops, and a beautiful tiled backsplash. The hall bathroom has been freshly updated with new fixtures, while the newly added primary bath offers custom-built white maple cabinetry and a natural soapstone countertop. White plank flooring in the kitchen and baths transitions smoothly into warm French oak hardwood flooring in the main living areas, giving the home a natural sense of flow and warmth. In the bedrooms, soft carpeting offers a cozy retreat at the end of the day. Outside, the low-maintenance backyard is ready for easy entertaining, relaxed weekends, and time spent enjoying the privacy of home. Located on the west side of San Mateo near shopping, schools, and freeway access, this home offers a rare balance of convenience and retreat.

321 La Casa AVE, San Mateo

Listed by Cindy Moscaret, 650-759-3356 from Compass
(If provided) CoList: from

Sold listing courtesy of Linda Yang from CHENG
420 Voelker DR, San Mateo
$1,960,000
2 Beds ⋅ 2 Baths ⋅ ML82056912 MLS
Nestled in a serene, peaceful setting, this inviting two-bedroom-plus-office home offers a rare blend of privacy, comfort, and effortless convenience. Beautifully refreshed with new interior paint, stylish luxury vinyl plank flooring, and two updated, yet not fully remodeled, bathrooms, the residence exudes a warm, contemporary charm. The kitchen offers a functional, efficient layout with modern appliances and practical counter space, suitable for everyday needs. The sun-drenched living room is anchored by a fireplace, creating an airy and inviting atmosphere. A versatile office provides the perfect space for remote work, creative projects, or hosting overnight guests. Indoor-outdoor living is seamless here. Enjoy your morning coffee in the private, enclosed front courtyard, or retreat to your generous backyard, featuring a spacious deck and poured-concrete patio a true outdoor oasis. The primary bedroom opens directly to this private retreat, blending comfort with nature. Ideally located near vibrant pocket parks, the Hillsdale Shopping Center, Caltrain, and major commute routes, this home offers the perfect balance: a peaceful, private sanctuary with exceptional walkability.

420 Voelker DR, San Mateo

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

Sold listing courtesy of Meixi Song from CBR
3917 Donner ST, San Mateo
$1,928,000
5 Beds ⋅ 3 Baths ⋅ ML82063298 MLS
The perfect duplex design where suburban living meets urban amenities! Located in the ultra convenient Laurel Park/Hillsdale community with several of San Mateo's newest shopping and entertainment destinations almost at your doorstep. Rare VACANT duplex units allow for market rate rents or easy owner occupancy. The first unit is a 3 bedroom & 2 bath single family style home and the second a 2 bedroom & 1 bath unit. They are separated by attached garages. Each unit has a front porch/deck, large living room, generous dining area, and upgraded kitchen, plus direct access to the attached oversized one car garages with full size washer & dryer hookups. Private layout with both units primary bedrooms upstairs. Ideal for owner occupancy with a spacious 3bed/2bath home with rental or in-law potential in the second unit. Near public/private schools, renovated Hillsdale Mall, Bel Mateo shops, Bay Meadows, Park Place Shopping featuring Whole Foods, and both Beresford and Indian Springs Parks. Convenient commute just off El Camino Real and near Hillsdale Blvd connecting to Highways 101 and 280 with ease plus nearby Cal-Train access. Extensive recent upgrades include fresh interior/exterior paint, upgraded flooring, modern lights, fresh landscaping and new City compliant Sewer Lateral.

3917 Donner ST, San Mateo

Listed by Benjamin Chirko, 650-954-8769 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Wendy Leung from APR
3518 Winway CIR, San Mateo
$1,915,000
3 Beds ⋅ 1 Baths ⋅ ML82050634 MLS
Tucked away on a peaceful cul-de-sac, this charming 1951 home offers the rare feeling of a private retreat in the heart of San Mateo. Just moments from the soon-to-be reimagined Hillsdale Mall, 3518 Winway Circle blends timeless character, modern comfort, and an exceptional location. Original details include a picture window overlooking the front porch, a fireplace with period millwork, crown molding, and vintage chime doorbells. Natural light fills the living spaces throughout. The kitchen features stainless steel appliances, a pantry, generous storage, brushed gold hardware, and a peninsula that opens to the dining area. Double French doors lead to a flagstone patio for seamless indoor-outdoor living. The backyard is a hidden garden retreat with stone fountains, heritage roses, privacy fencing, and multiple spaces for entertaining or relaxing. Garden views can be enjoyed from the rear bedrooms. Additional highlights include three bedrooms, a bright bath featuring a pedestal sink, hallway linen storage, ample closet space, and an attached garage with utility sink, laundry, plumbing, and overhead attic storage. Ideally located near shopping, dining, parks, and transit, this special home combines timeless charm, an enchanting garden, and exceptional convenience.

3518 Winway CIR, San Mateo

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

Sold listing courtesy of Julie Boc from SGP
18 Hillbarn CT, San Mateo
$1,910,000
2 Beds ⋅ 2 Baths ⋅ ML82055327 MLS
VIEWS, VIEWS, VIEWS! 2 BEDROOM PLUS DEN OR STUDY COULD BE 3RD BEDROOM AND 2 FULL BATHROOMS! MID-CENTURY WESTWOOD KNOLLS CONTEMPORARY HOME ELEVATED BY VIEWS, STYLE, COMFORT AND A PREMIUM LOCATION BETWEEN SILICON VALLEY AND SAN FRANCISCO! A FEW MINUTES FROM SHOPPING, HILLSDALE SHOPPING CENTER,GROCERY SHOPPING, TRADER JOE'S, SHOPS, DINING ,ENTERTAINMENT, ROBLOX, DOWNTOWN SAN MATEO, PLENTIFUL PARKS INCLUDE LAURELWOOD, SAN MATEO CENTRAL, CRYSTAL SPRINGS, SAWYER COMP TRAIL, AND COYOTE POINT RECREATION AREA. THE MAJOR CLOSE COMMUTE ARTERIES ARE HIGHWAYS 92,101, 280 AND 82 (THE EL CAMINO REAL) . PLEASE DON'T FORGET THE AWARD WINNING SCHOOLS. THE NIGHT VIEWS ARE BEAUTIFUL AND PANORAMIC WHETHER OUTSIDE OR RELAXING INSIDE THE HOME. THE REAR YARD IS VERY PRIVATE. THE CARPORT IS OVERSIZED WITH CABINETRY FOR STORAGE. THE OFFICE/DEN CAN BE USED AS A 3RD BEDROOM. THIS CONTEMPORARY HOME CAPITALIZES ON A FLOWING AND OPEN FLOOR PLAN. THE KITCHEN AND BATHROOM WERE REMODELED IN 2025. THE 6 BURNER GAS OVEN AND RANGE AND THE REFRIGERATOR ARE NEW IN JULY, 2026. THE FOAM ROOF HAS BEEN RE-COATED BY DURA FOAM ROOFING IN 2026 AND SECTION 1 TERMITE CLEARANCE IN 2026.

18 Hillbarn CT, San Mateo

Listed by Joseph Randazzo, 408-460-2684 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Katie Figueroa from CBR
423 42nd AVE, San Mateo
$1,775,000
3 Beds ⋅ 2 Baths ⋅ ML82043124 MLS
Wonderful opportunity to own a bright, sun-filled home in the highly desirable Westwood Knolls neighborhood! It has exceptional potential to move in, renovate, expand, or build new. The existing ~1,180 sq ft single-level home features 3 bedrooms and 2 bathrooms, with main living areas thoughtfully positioned to capture natural light and views. A spacious combined living and dining area creates an inviting setting, complemented by wood floors, abundant storage, and an updated kitchen. Step outside to a private backyard, perfect for entertaining or relaxing with patio space, lawn area, mature landscaping, and room to create your dream outdoor retreat. Additional highlights include an attached two-car garage with ample storage and workspace. Ideally located just minutes from shopping, dining, parks, and major commute routes, including proximity to Hillsdale Shopping Center, Caltrain, and easy access to Highways 92 and 101. Enjoy a peaceful residential setting while remaining conveniently connected to both San Francisco and Silicon Valley. Don't miss this rare chance to own a view property with incredible upside in one of San Mateo's most sought-after neighborhoods!

423 42nd AVE, San Mateo

Listed by Cathy Liu, 408-826-2548 from Realty Innova
(If provided) CoList: from

Sold listing courtesy of Susan Lewandowski from SGP
148 Burbank AVE, San Mateo
$1,720,000
4 Beds ⋅ 2 Baths ⋅ ML82055970 MLS
New price. The largest floor plan on Burbank 4BR/2BA, 1,940 sf on a 5,008 sf lot and priced below every comparable 3-bedroom sale in Westwood Knolls. A welcoming covered front porch opens to bright, sun-filled interiors with beautiful hardwood floors, fresh neutral finishes, and large picture windows. The spacious living room, anchored by a classic brick fireplace, flows into a formal dining room an inviting setting for both everyday living and entertaining. The kitchen is clean, functional, and filled with natural light, with original cabinetry and freestanding appliances: an excellent opportunity to create the kitchen you want. The versatile lower level significantly expands the home's livability with a generous family room, a private fourth bedroom, a full bathroom, and a convenient laundry area ideal for guests, extended family, a home office, or multi-generational living. Outside, mature landscaping, an inviting front yard, and wonderful curb appeal on a flat, usable lot, near parks, shopping, dining, Caltrain, major commute routes, and highly regarded schools. Rare space, real flexibility, and genuine upside in one of San Mateo's most desirable neighborhoods.

148 Burbank AVE, San Mateo

Listed by Steve Belluomini, 650-207-5253 from Corcoran Icon Properties
(If provided) CoList: from

Sold listing courtesy of Mindy Ni from CBR
4020 Edison ST, San Mateo
$1,650,000
2 Beds ⋅ 2 Baths ⋅ ML82061225 MLS

4020 Edison ST, San Mateo

Listed by The Benson Group, 650-245-4530 from Compass
(If provided) CoList: from

Sold listing courtesy of Alex Lam from APR
4308 Edison ST, San Mateo
$1,650,000
3 Beds ⋅ 1 Baths ⋅ ML82055999 MLS
Wow!! This Home Checks All The Boxes!! Designer Upgrades Galore!! Mint Move In Condition!! Features Include: Quite Cul-De-Sac Westwood Knolls Location, Spacious Living Room With Wood Burning Fireplace, Large Dining Area, Remodeled Light Filled Eat In Kitchen, Updated Bathroom, Refinished Hardwood Floors, New Windows, Freshly Painted Interior And Exterior, Attached 2 Car Garage, Large Rear Yard With Concrete Patio Area, Stunning Bay And City Views. Easy Access To: Hillsdale Mall, 42/43 Ave Shopping, Cal-Trains Stations, Hwy's 101, 92, And Vibrant Downtown San Mateo Just A Short Drive Away. Don't Miss Out On This Special Home!!

4308 Edison ST, San Mateo

Listed by Steven Hauschildt, 650-270-0829 from RE/MAX Gold Redwood Shores
(If provided) CoList: from

Sold listing courtesy of Seema Rathi from CBR
34 & 36 W 38th AVE, San Mateo
$1,650,000
4 Beds ⋅ ML82044974 MLS
Pride of Ownership Duplex in Prestigious Hillsdale Neighborhood bordering Westwood Knolls. First time on the market in over 45 years! Excellent opportunity for owner-occupier or investor. Nicest property on the street strategically positioned on an oversized corner lot. Beautiful mature landscaping creates attractive curb appeal. Two very well maintained homes with private yard areas. Each home offers a private garage that includes a washer & dryer. Upgraded electrical system and newer water heaters. Opportunity to convert garage space into ADU! Prime location walking distance to Hillsdale Shopping Center and the newly improved Hillsdale Caltrain station. Best-in-class neighborhood amenities, easy commuter access, and major planned redevelopment activity create durable rental demand and long-term value capture. Hillsdale Shopping Center is a full-service retail destination with 130+ stores, a modern dining terrace and a luxury cinema, offering everyday conveniences and lifestyle retail minutes from the property.

34 & 36 W 38th AVE, San Mateo

Listed by Matthew Thomson, 650-515-6555 from Compass
(If provided) CoList: Bryan Danforth from Compass

Sold listing courtesy of Rachid Atie from SCPR
261 36th AVE, San Mateo
$1,550,000
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

Listed by Brittany Saleem, 650-773-2022 from Capital Realty Group
(If provided) CoList: Brett Barron from Capital Realty Group

Sold listing courtesy of Ben Paras from APR

board logoThe data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than Tuscana Properties are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.
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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