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$4,238,000
4 Beds 4 Baths ML81947981 MLS
Spectacular custom-built San Mateo Highlands retreat! This exquisite home boasts high ceilings, great natural light, and extraordinary views of the natural vistas. Nestled at the end of a cul-de-sac with a private gated driveway, the four spacious bedrooms include a grand primary suite and an office on the main level, with the other three bedrooms, a large game room, and an unfinished bonus space downstairs. The heart of the home features a new open-concept kitchen with quartz countertops, GE Monogram appliances, and a breakfast bar. New oak hardwood flooring and plush carpets flow throughout, creating an inviting atmosphere. Enjoy a 25-meter lap pool and an expansive outdoor deck. Located close to shopping, schools, and restaurants, with close proximity to outdoor trails. This is a unique opportunity in a great school district. Your dream home awaits!

57 Roxbury LN, San Mateo

Listed by Phil Chen, 415-271-1920 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Rico Bautista from APR

$2,680,000
6 Beds ML81947845 MLS
Compass Commercial is pleased to present 1401 Cherrywood & 3470 Glendora Drive, quite possibly the most LUXURIOUS duplex in the City of San Mateo. Located on a massive 12,125 square foot corner lot directly across from Laurelwood Park, this exceptionally well-maintained property offers an excellent opportunity for homeownership, investment, or both. Featuring two separate units, one-unit facing Glendora and the other facing Cherrywood, both units truly have that Single Family Home feel. Each unit is a 3-Bedroom/2-Bathroom with roughly 1,900 square feet of livable space and a 445 square foot two-car garage, at a total square footage per county record of 4,625 square feet. Both units have had extensive renovations as you can see in the photo gallery. Each units is separately metered for all utilities including separate water meters, and both units have in-unit washer/dryers, operating fireplaces, stainless steel appliances and private spacious backyards.

3470 Glendora DR, San Mateo

Listed by Nathan Gustavson, 415-786-9410 from Compass
(If provided) CoList: Cameron Foster from Cameron Foster

Sold listing courtesy of Delia Fei from APR

$1,450,000
ML81946469 MLS
228 State Street in San Mateo represents an exclusive opportunity to purchase a multifamily property in one of the best areas on the Peninsula. With four occupied units this property presents an attractive opportunity for both seasoned investors and those new to the market. Don't miss your chance to own a slice of the real estate in a very convenient peninsula location. Perfectly situated between San Mateo and Downtown Burlingame 228 State Street will continue to remain a highly desirable location. Unit 1 and 2 have in unit washer and dryers. 232 State street also for sale and allows an investor to an assemblage for future development. Seller may consider owner financing

228 State ST, San Mateo

Listed by Brett Barron, 650-400-7089 from Capital Realty Group
(If provided) CoList: from

Sold listing courtesy of Brett Barron from CPIN

$6,000,000
6 Beds 5 Baths ML81941884 MLS
Nestled on a rare, expansive .61-acre level lot in San Mateo Park, this superb offering is a masterpiece of design & luxury living. Boasting 6 bdrms, 4.5 baths & an impressive 4,000+/- sq ft of living space, this stunning home redefines modern elegance.The kitchen features opulent granite countertops, dual ovens, high-end appliances & spacious island. The family room is beautiful w/ marble surround fireplace, built-in shelves & bay window seating, French doors open to the yard. Two ensuite bedrooms on the main floor, including a spacious master with walk-in closet & lavish bathroom. Expansive living room with fireplace & outdoor access, adjacent to a formal dining room. This rare offering provides incredible privacy: elongated drive, a lush lawn, inviting pool, built-in BBQ & patios. Extras include a wine cellar, recreation room, dog run & more. Ideally situated between the downtowns of Burlingame & San Mateo, residents have the luxury of strolling to fine dining & boutique shopping.

539 Edgewood RD, San Mateo

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

Sold listing courtesy of Mike Bohnert from CBR

$1,750,000
7 Beds ML81944414 MLS
Seldom presents an opportunity to realize old world charm expanded into a robust multi-unit, located on a generous lot in the best part of Bowie Estate; North Central. Infused with new finishes, experience what this legacy property offers. Originally built in 1900, the current building was extensively expanded with permits in 1989 as a duplex. With a 5 bedroom 4 ½ bath main home and a 2 bedroom, 2 bath unit over the garage designed as a contiguous second floor layout, each with its own view & area of the property for outdoor enjoyment. Covered porch, social & privacy fence, great room bay window & tall ceiling, refinished hardwood, formal dining, double pane windows, big kitchen w/ gas range, French door refrigerator, dishwasher, under-mount sink, wand faucet, quartz countertop, painted cabinets w/ new matte black drawer pulls, fixtures, handles & hinges, wood look vinyl floor, 5th bed, full bath & family room up. Large 2 bed / 2 bath unit w/ Laundry, 2 car garage, opener & storage.

23 N Eldorado ST, San Mateo

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

Sold listing courtesy of Briani Phelps from SGP

$5,000,000
4 Beds 3 Baths ML81944159 MLS
Nestled on just over a half-acre corner lot, this stunning architect-remodeled California home embodies San Mateo Park living. Rarely does a property of this exquisite caliber become available. Remodeled with modern interiors seamlessly blended into its original details, showcasing an open chefs kitchen, formal dining and living rooms, and period details that exude timeless charm. Every corner of this remarkable home sparkles with elegance and attention to detail. A vast, park-like backyard unfolds before you with meticulous grounds dotted with large oak and redwood trees. The refinished pool complete with pool house adds a touch of opulence to this oasis. Behind the stately entry complete privacy awaits on this sprawling lot, while the vibrant downtowns of Burlingame and San Mateo, including major transportation routes, are just minutes away. This home is a true testament to the intersection of modern sophistication and the timeless elegance of a bygone era.

184 W Poplar AVE, San Mateo

Listed by Anne Oliva, 650-291-9775 from Omarshall, Inc
(If provided) CoList: from

Sold listing courtesy of Shaun Walter from CBR

$4,895,000
4 Beds 4 Baths ML81943580 MLS
Spectacular Contemporary Farm House Situated in the Heart of San Mateo Park! Custom built in 2020 and absolutely stunning in style, design and craftsmanship. The abundance of natural light flows throughout and showcases the welcoming staircase, beamed ceilings, enchanting living room and formal dining room that is utterly astounding. Kitchen-Family Room combination boasts of fashionable color, large center island, custom cabinetry, wide plank flooring and folding glass doors leading to the exterior. Spacious ensuite on first floor and stunning upper level primary with two separate walk in closets, fireplace and a bathroom that explodes with style and panache. The grounds include a blue stone patio, outdoor kitchen, exquisite lighting, fireplace and a colorful path that ends with a putting green and turf area. 485+ SF garage that is fully insulated and wired for A/V.à A/C, tankless water heater, Sonos sound and solar. Convenient location and walking distance to Burlingame Ave.

525 Costa Rica AVE, San Mateo

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

Sold listing courtesy of Jennifer Gilson from MCGR

$2,800,000
4 Beds 3 Baths ML81943523 MLS
Indulge in luxury living at this renovated home, where the sunlit living room offers sweeping views of the Highlands and iconic landmarks, complemented by a fireplace. The remodeled kitchen boasts top-of-the-line appliances, including a Thermador 6-burner stove, Viking refrigerator, dual microwave and oven set, and wine cooler. The primary suite features a custom walk-in closet, ensuite bathroom with a rain shower and double vanity, and private access to the backyard. Three additional bedrooms and a hallway bath provide ample accommodation. The lower level reveals a spacious family room with a second fireplace and a half bath. The terraced backyard is a landscaped paradise with a generous patio space and outdoor speakers. Modern upgrades include recessed lighting, integrated water filtration, and a security system with cameras. Nestled in the serene Highland neighborhood with excellent schools, it's also conveniently located near HWY 280, Crystal Spring Village, and scenic trails.

1296 Laurel Hill DR, San Mateo

Listed by Ann Chang, 650-576-2255 from Sequoia Real Estate
(If provided) CoList: from

Sold listing courtesy of Philip Chan from COMP12

$5,600,000
3 Beds 4 Baths ML81938336 MLS
A Rare Opportunity: Iconic Estate on Nearly One Acre in Prestigious San Mateo Park! Rarely does a property of this magnitude become available in desired San Mateo Park! Located on nearly one acre of level grounds, and on the border of Hillsborough, this iconic estate boasts classic Tudor detail with roots dating back to 1924. A testament to earlier era craftmanship, the architecturally impressive home features beautiful hardwood floors, refined millwork, lofty ceilings, and tall true divided light windows throughout its generous one-level design. Expansive formal rooms, an oversized library with fireplace, office, and spacious kitchen with inviting breakfast room comprise the home's grand public spaces. There are three bedrooms, each with vintage tiled baths, plus a convenient half-bath. The vast rear grounds are landscaped in symmetry, adorned with manicured hedges, olive trees, and a large terrace for entertaining, all with a backdrop of lush foliage. A very special place in time!

165 W Poplar AVE, San Mateo

Listed by Mark Johnson, 650-685-7648 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Emma Elfving from APR

$4,500,000
4 Beds 5 Baths ML81938187 MLS
NEW BUILD! ATTENTION TO DETAIL. SMART HOME. MIELE APPLIANCES. 8 BURNER STOVE. LARGE WATERFALL ISLAND. OWNED SOLAR. 2 EV CHARGERS IN GARAGE. VIEWS. 5 STAR BACKYARD. Stunning, brand-new home in a much sought-after neighborhood. Tall soaring ceilings create an inviting atmosphere, complemented by an open floor plan that seamlessly blends spaces for a modern living experience. With high-end finishes and thoughtful planning this residence sets the stage for luxurious comfort and timeless style making it the epitome of refined living. Stepping outside, a vast and lush backyard awaits, offering endless possibilities for outdoor gatherings and leisure. Enveloped by nature and nestled at the end of a cul-de-sac, this private sanctuary provides a serene escape from the bustling world while also providing a location that is close to schools, shopping, transportation, Beresford Park, and commute routes 92, 101, and 280. Come see it to believe it and fall in love

700 Ventura AVE, San Mateo

Listed by Tim Gilmartin, 650-348-2020 from Gilmartin Group
(If provided) CoList: Kathryn Gerhardt from Gilmartin Group

Sold listing courtesy of Kyle Rawls from KWPEN

$1,950,000
ML81935292 MLS Fiesta Gardens Homes Association BLDG.
512 19th Avenue is a well-maintained six (6) unit apartment building located in San Mateos "Fiesta Gardens" neighborhood. Originally constructed in 1958, the property is approximately 5,624 square feet of livable space, situated on a 7,830 square foot lot, with a unit mix consisting of (1) two-bedroom/one-bath unit, (4) one-bedroom/one-bath units, and (1) studio. The subject property has been well-maintained over the years with dual-pane windows throughout, rebuilt/reinforced private balconies off the dining rooms of all four (4) upstairs units, and both ground floor units have private fenced-in backyards. Upgrades have included some new kitchens, bathrooms, lighting, and flooring as needed during unit turnover. All units have circuit breakers. Six (6) assigned and covered carport stalls on-site, with six (6) adjacent lockable storage units for each unit. There is a private laundry room with coin-operated washer/dryer for additional landlord income.

512 19th AVE, San Mateo

Listed by Nathan Gustavson, 415-786-9410 from Compass
(If provided) CoList: Cameron Foster from Compass

Sold listing courtesy of Hugo De Hoyos from NTERO

$2,167,000
5 Beds ML81935003 MLS
The Batlin Group of Marcus & Millichap is pleased to present 3206 Countryside Drive, a charming duplex in San Mateo. This exceptional property offers an excellent opportunity for homeownership or investment. Featuring two separate units, a spacious 3-bedroom, 2-bathroom unit, and a cozy 2-bedroom, 1-bathroom unit. The larger unit boasts three generously-sized bedrooms, providing ample space for a growing family or those in need of additional rooms for office space or hobbies. The master bedroom includes an ensuite bathroom, ensuring privacy and convenience. The remaining two bedrooms are well-proportioned and share a well-appointed bathroom. Additionally, this unit features a private deck, perfect for outdoor entertaining and relaxation. The second unit offers two comfortable bedrooms, making it an ideal choice for smaller households or as a potential rental opportunity. This unit also has its own private balcony. Both units have private garages and are separately metered.

3206 Countryside DR, San Mateo

Listed by Sam Runco, 650-759-3414 from Marcus & Millichap
(If provided) CoList: Philip Batlin from Marcus & Millichap

Sold listing courtesy of Nadr Essabhoy from APR

$2,520,000
4 Beds 4 Baths BE41032232 MLS
Exceptional Home in San Mateo - Don't Miss Out on This Rare Opportunity! 3D tour link: https://my.matterport.com/show/?m=w9H8c9LZXRy&brand=0" Nestled in the tranquil mountains of San Mateo, this spacious 4-bedroom, 4-bathroom house offers a serene environment and refreshing air. With 3 en-suite rooms, a large living room, family room, office, and yoga fitness space, it provides ample room for various activities. The backyard boasts a sprawling 12,000 sq ft garden, offering privacy, while the front yard features a symbol of luxury-a vast lawn. With its unbeatable location and surprisingly affordable price, this is a truly rare opportunity that you don't want to miss!

904 Parrott Dr, San Mateo

Listed by Cindy Han, (925) 719-5847 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Ton Dang from TDRE

$3,725,000
4 Beds 3 Baths ML81932943 MLS
This 1930's home is not only filled with character on the inside but also simply magical on the outside. Tucked away on a cul-de-sac on a mostly flat and landscaped 1/3 acre lot in the sought-after San Mateo Park neighborhood, the house features an arched entry, high ceilings and the most magnificent yard ever! With a formal living and dining room (both with access to the patio), and a great room with oversized kitchen and fireplace, there is space for everyone. Upstairs are four bedrooms, including a primary suite and separate office. Don't miss the gardens filled with dozens of rose bushes, star jasmine, mature trees and a custom fountain/pond. Who needs Filoli, when you could have 417 Fulton instead?

417 Fulton RD, San Mateo

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

Sold listing courtesy of The Patty Dwyer Group from APR

$3,125,000
4 Beds 4 Baths ML81921455 MLS
Situated at the end of a private cul-de-sac, this sensational modern residence spans three levels of over 3,600 sqft with stunning views! Truly an architecturally significant home, it seamlessly connects to the verdant outdoors via walls of glass & expansive decks. The dramatic main level showcases a welcoming entry, open LR/DR, impressive chefs kitchen, floor-to-ceiling glass doors leading out to a lg deck. The professional chef's kitchen is appointed with lg center island, custom walnut cabinetry, Wolf steamer, 2 Bosch dishwashers, Thermador gas range, built-in Miele espresso machine, wine fridge. Adj to the kitchen is a lg family room w/fireplace & desk. Located on the mid-level are 2 spacious bedrooms, full bath and fabulous primary suite w/bath featuring dual showers, private deck. The lower level boasts a 4th bedroom suite w/gorgeous bath and additional flexible-use room for office/gym/playroom. Located in the sought after Highlands community. This is modern luxury at its finest!

45 Lundys LN, San Mateo

Listed by Sternsmith Group, 650-218-3203 from Compass
(If provided) CoList: from

Sold listing courtesy of Jan 'Majeski' Maciejewski from APR

$2,100,000
6 Beds ML81930295 MLS
Discover 3120 Los Prados, San Mateo, an updated, remodeled triplex listed at 2195,000. Sellers could carry financing to qualified buyers. This unique property showcases a spacious 3 bedroom, 2 bathroom with a large deck and yard for outdoor enjoyment. The 2-bedroom 2 bath unit offers a private patio for tranquil living, while the open 1 bedroom, 1 bth home provides a comfortable retreat and outdoor space. All units have 1 covered parking spot and access to a shared laundry room, making everyday living convenient. Located close to parks, shopping centers, and freeways, it ensures and easy commute to Silicon Valley, San Francisco, and is just a 12 min drive to SFO. With a current income of $9000 per month, this property represents an excellent investment opportunity for discerning buyers seeking to capitalize on its revenue potential and prime location

3120 Los Prados ST, San Mateo

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

Sold listing courtesy of Gary Sayed from SAYE

$6,400,000
ML81909356 MLS
Marcus & Millichap is honored to present 22 E 20th Avenue, a *15-unit gated complex, located in San Mateo, CA. Constructed in 1972, this asset sits upon a 14,500 square foot lot and commands 13,862 square feet of building area. 22 E 20th Avenue otters fourteen (14) exceptionally large one bed, one-bath units and one non-conforming studio unit which can be utilized for its current income or as an Airbnb unit. The units have received extensive capital improvements and include hardwood flooring, new granite counter tops, new cabinetry, appliances, recessed lighting and more. To further add to their high-quality condition, the units boast recessed lighting throughout, spacious living rooms and large bedrooms.

22 E 20th AVE, San Mateo

Listed by Fred Rubio, 408-314-3009 from Marcus & Millichap
(If provided) CoList: Mitchell Zurich from Marcus & Millichap

Sold listing courtesy of Cole Simpson from M&MKW

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