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$4,520,000
EB41121432 MLS
3223 Glendora Drive is a well-maintained 9-unit apartment property located in a prime San Mateo neighborhood directly adjacent to the Laurelwood Shopping Center. The asset reflects true pride of ownership and offers a compelling blend of stability, unit size, and rental upside. The unit mix consists of seven spacious one-bedroom/one-bath units and two two-bedroom/one-bath units. The one-bedroom units range approximately 750-800 square feet, while the two-bedroom units are approximately 950 square feet-sizes that are well above typical market averages and highly attractive to long-term tenants. The property is very well maintained and features tuck-under parking with one enclosed garage space currently being leased as storage, providing valuable off street parking in a supply-constrained area. Tenants benefit from a quiet rear courtyard and backyard area, enhancing livability and tenant retention. Current rents are below market, offering approximately 24% upside through rent growth, positioning the property as an ideal opportunity for an investor seeking both immediate cash flow and long-term value appreciation in one of San Mateo's most desirable submarkets.

3223 Glendora Dr, San Mateo

Listed by Ken Wu, (408) 666-2585 from Compass
(If provided) CoList: Ray Rodriguez from Compass

Sold listing courtesy of Gregory Terry from

$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
$3,100,000
3 Beds ⋅ 3 Baths ⋅ ML82048939 MLS
If there is one home you need to see this week - this is it! Introducing 3011 Greenoak Court, a spectacular new offering located in one of San Mateo's most highly regarded and sought-after neighborhoods. Quiet, peaceful and serene, yet close to nearly every imaginable amenity, the Greenoak home has so much to offer. Featuring a beautifully remodeled kitchen (with commercial grade appliances, stone counters and a dedicated non-formal eating area), two and one-half upgraded bathrooms, a fantastic one-level open floor plan (with oversized rooms and a dedicated family room adjacent to the kitchen), a private "bedroom wing", a large separate office / workout room - and more... Several strategically placed glass doors situated along the rear of the home smartly segue to the spacious and spectacular "resort-style" rear yard. With features such as a glistening in-ground swimming pool, a separate spa, a large grass play area, a veggie garden, a secluded sun-yard, an entertaining patio and lush surrounding foliage - this is your opportunity to literally "vacation at home"... The curb appeal is undeniable with artistically designed - well tended gardens and sleek custom hardscape that beautifully frame the compelling front entrance. In short, the Greenoak home has it all!

3011 Greenoak CT, San Mateo

Listed by Philip Watson, 650-274-5187 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Ashley Shi from E3RL
$2,860,000
5 Beds ⋅ 3 Baths ⋅ ML82036587 MLS
PRICE ADJUSTMENT!! Welcome to 1521 Cherrywood Dr - A standout 5 bedrooms + office, 2.5 bath retreat nested in one of San Mateos most sought-after Laurelwood neighborhoods. Set on a generous ~8700 sq. ft. lot. This 1975 built home offers ~2710 sq. ft. of thoughtfully designed living space, perfect for families & entertaining. The home welcomes you with a spacious floor plan, an elegant staircase, a sun filled living room with a fireplace & an inviting formal dining room with sliding doors to the lush gardens. The heart of this home is a well-appointed kitchen with a majestic inviting island - a place to create memories with family & friends. The cozy family room flows directly into a large private oasis backyard. Imagine hosting a private party within a serene garden space under mature trees and a waterfall. Office conveniently located on ground level and 5 private bedrooms upstairs. Additional features include, cherrywood hardwood floors, gourmet granite countertops, custom cabinetry, stainless steel appliances, radiant flooring in the primary bath, putting green, seperate laundry & attached 2 car garage. This centrally located Laurelwood enclave features premium schools, shopping destinations, scenic trails, parks and major commuter routes. OFFERS DUE, Tuesday 4/21/26 at 10am.

1521 Cherrywood DR, San Mateo

Listed by Dzovig Derounian, 650-302-3288 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Rumana Jabeen from KWPEN
$2,800,000
4 Beds ⋅ 4 Baths ⋅ ML82025018 MLS
New Price! Stunning 2,562SF, 2024 built 4BD/3.5BTH corner single family detached home with amazing VIEWS in a pristine new development. Competed with owner & builder upgrades. First resale in the most sought after location in the community this Plan 1 layout is filled with natural light & offers a thoughtful layout w/ a main-level guest en-suite, attached 2-car grg w/ EV 240V charging & premium wood flooring throughout. Bonus side yard provides a perfect space for outdoor enjoyment. Gourmet kitchen is a showpiece with high-end SS appliances, quartzite counters & large center island ideal for everyday meals & gatherings. A dedicated office area supports todays hybrid lifestyle, while the living/dining combo has incredible views from the picturesque windows. The primary suite is a peaceful retreat w/ an en-suite bath & two additional bdrms that provide comfort & privacy. Showstopping rooftop deck w/ glass enclosure ideal for year-round outdoor living, dining & taking in the skyline making this 6 month new property one of the standout homes in the area. Upgrades include wood floors, remote window coverings, owned solar panels w/ battery backup & enterprise level networking. Peaceful retreat w/ easy access to shopping, restaurants, SF, SV & HWYs 280/101/92.

2500 Sage ST, San Mateo

Listed by Lucy Goldenshteyn, 415-860-5586 from Redfin
(If provided) CoList: from

Sold listing courtesy of Sasai Zhang from RDFIN
$2,580,000
3 Beds ⋅ 2 Baths ⋅ ML82048926 MLS
Welcome to 3028 Greenoak Court, a beautifully maintained single family home on a quiet culdesac in San Mateo's desirable Laurelwood neighborhood, offering comfort and convenience just minutes from premier shopping, dining, and outdoor recreation. This 2,290 sq ft residence on a 8,573 sq ft lot features three bedrooms, two full bathrooms, and a bonus office/den - primary suite and two bedrooms are located on the main floor. The home includes three fireplaces located in the living room, family room, and office/den - adding warmth and character throughout, along with the convenience of a separate laundry room. The updated kitchen offers white granite countertops, a ceramic hexagon mosaic tile backsplash, and a ceramic electric cooktop stove/oven and refrigerator, opening to a combined family/dining area for a functional and inviting layout. Luxury vinyl plank flooring runs throughout, and the formal living room showcases a grand picturesque view of Laurelwood and Sugarloaf hills. A spacious private backyard and attached two car garage complete the home. Its prime location offers quick, convenient connectivity to Highways 92, 280, and 101, delivering the ideal blend of suburban tranquility and urban accessibility in one of San Mateo's most desirable hillside communities.

3028 Greenoak CT, San Mateo

Listed by Tony Tseng, 650-906-5709 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Frances Boscacci from CBR
$2,490,000
4 Beds ⋅ 3 Baths ⋅ ML82040945 MLS ⋅ Elevate at The Heights BLDG.
This tranquil enclave of homes nestled amongst lush green space with stunning panoramic views of the peninsula with proximity to San Francisco, Silicon Valley, and Half Moon Bay.  It is conveniently located within a few blocks of Laurelwood Plaza with a grocery store, vibrant restaurants, coffee, tea, and shopping. A few minutes drive from access to 92, 101, or 280 and highly ranked schools.  Lifestyle enhancing amenities include outdoor fitness areas, dog park, community gardens, picnic areas, tot lot, and walking trails.  Close to the Peninsula Golf, downtown, Cal train station, Hillsdale Mall, Costco, Whole Foods, and Crystal Springs hiking trails.  Eleven miles to SFO.  Luxury designer finishes include quartz countertop, gorgeous full kitchen backsplash, upgraded cabinets, premium wood floors, and lux bathroom finishes. *Photo of model home not of actual home*

2322 Red Oak CT, San Mateo

Listed by Michele Tancredi, 408-621-3311 from Michelle Tancredi, Broker
(If provided) CoList: from

Sold listing courtesy of Shalini Sadda from CITYRE
$2,455,000
3 Beds ⋅ 3 Baths ⋅ ML82049914 MLS ⋅ Sugarloaf BLDG.
Elegant Beauty! This gorgeous home boasts 3 bedrooms, 2.5 bathrooms and is lovingly perched in a Cul-De-Sac. This is a beautiful show piece filled with natural light. Newly updated kitchen including cabinets with granite counters, crown moldings, remodeled bathrooms, hardwood flooring upper and lower levels, wood spindle staircase, fireplace, and a den with a closet knockout that can easily become a 4th bedroom. Walk out from the living room to the quiet, serene, lush back yard for guest entertainment filled with trees and beauty. Nature at its best with hikes and walks to Sugarloaf and Laurelwood Parks. Don't miss this turn key opportunity. Convenient access to highway 280/92 and is zoned for highly sought after Carlmont High School District including Belmont/ Redwood Shores Schools....

1632 Toyon CT, San Mateo

Listed by Fadi Soudah, 650-771-8882 from Coldwell Banker Realty
(If provided) CoList: Firas Haimour from Coldwell Banker Realty

Sold listing courtesy of Michael Peng Li from GVFR
$2,450,000
3 Beds ⋅ 3 Baths ⋅ ML82039160 MLS ⋅ Sugarloaf BLDG.
Welcome to this beautifully renovated home in the highly desirable Laurelwood/Sugarloaf neighborhood. The home boasts 3 bright and spacious bedrooms upstairs with views of the mature trees surrounding it. Two full bathrooms upstairs and one half bath downstairs provide flexibility. The main level is comprised of two separate family/living spaces as well as a reimagined galley kitchen that leads to one of two outdoor decks. The primary suite upstairs takes advantage of the natural scenery with a balcony. The home is completed with a large 2 car garage and driveway. Close to CSM, Sugarloaf open space, Laurelwood shopping center and easy access to major freeways 101/280.

3400 Douglas CT, San Mateo

Listed by Soofie Jadallah, 650-785-3096 from Coldwell Banker Realty
(If provided) CoList: Ruby Noori from Coldwell Banker Realty

Sold listing courtesy of Hira Bakhsh from SZIR01
$2,402,000
4 Beds ⋅ 2 Baths ⋅ ML82041331 MLS
Designed with both comfort and functionality in mind, this residence features three spacious bedrooms plus a dedicated office, offering flexibility for todays lifestyle. Vaulted ceilings create a sense of volume and openness, while new hardwood flooring throughout brings a fresh, cohesive feel. The home offers a classic yet versatile layout with a formal living room and dining room, along with a welcoming great room and breakfast area for everyday living. The kitchen has been refreshed with new countertops, and the light-filled primary suite provides a peaceful retreat. A back deck extends the living space outdoors, ideal for al fresco dining and entertaining. An attached two-car garage adds convenience, all set within a charming neighborhood with sidewalks, just minutes from Highway 92 and Laurelwood Shopping Center.

3408 Spyglass DR, San Mateo

Listed by Serena Conti, 650-619-8398 from Compass
(If provided) CoList: from

Sold listing courtesy of Eric McCafferty from GGSIR
$2,220,000
4 Beds ⋅ 3 Baths ⋅ ML82040487 MLS ⋅ Denali Association BLDG.
Welcome to 15 Amy Dr! This recently updated 4-bedroom, 3-bathroom home offers the perfect blend of modern elegance and convenience. The gourmet kitchen, complete with high-end finishes, seamlessly opens to the living and dining rooms, creating an inviting space for entertaining and everyday living. The primary suite is a true retreat, featuring an adjoining updated bathroom, a spacious walk-in closet, and a private balcony perfect for enjoying your morning coffee or unwinding in the evening. Enjoy the benefits of easy access to highways 280 and 101, making commutes a breeze. Outdoor enthusiasts will love the nearby tennis courts and hiking trails, while families will appreciate the highly regarded Belmont schools.

15 Amy Dr, San Mateo

Listed by Debbie Livingston, 415-336-3091 from Compass
(If provided) CoList: from

Sold listing courtesy of Brandon Stovall from COMPS
$1,870,000
3 Beds ⋅ 3 Baths ⋅ ML82038440 MLS ⋅ Sugarloaf BLDG.
Belmont schools! Gorgeous Sugarloaf residence on a quiet cul-de-sac, blending sophisticated design with serene living, featuring three spacious bedrooms and two and a half bathrooms, including a huge primary suite with a soaking tub and a separate stall shower. Vaulted ceilings, a bay window overlooking the serene rear deck garden, and gleaming wood floors create a space where natural light glistens throughout. The gourmet kitchen is highlighted by designer finishes, quartz countertops and stainless-steel appliances. The kitchen flows seamlessly to the dining and living areas, creating an ideal space for both entertaining and everyday living. Modern light fixtures throughout enhance the home's sophisticated ambiance. The private backyard is perfect for entertaining or quiet al fresco moments. Beautiful community with access to tennis courts, all within highly top-rated schools! HOA only $800 / year. This home is conveniently situated near major freeways, shopping, dining & is centrally located between SF & Silicon Valley, making commuting a breeze. Welcome home!!!

3528 Broadview CT, San Mateo

Listed by Vicky Yu, 650-701-5058 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Daniel Xi from CBR
$1,790,000
3 Beds ⋅ 3 Baths ⋅ ML82050882 MLS
Located in one of San Mateo's most convenient and quietly tucked-away enclaves, 1634 Sugarloaf Drive presents a refined Peninsula residence designed for spacious everyday living, effortless entertaining, and easy access to the best of the Bay Area. This beautifully maintained 3-bedroom, 2.5-bath attached single-family home features an open floor plan, soaring ceilings, and a generous sense of space throughout. The main living, dining, and kitchen areas connect with ease, creating an inviting setting for both relaxed daily living and hosting guests. The home offers well-proportioned bedrooms, including a serene primary suite, along with flexible living spaces that adapt beautifully to todays lifestyle. Energy-efficient features, including solar power, add everyday comfort and long-term value. A 2-car garage provides convenience and functionality, while the peaceful setting offers a welcome sense of privacy and retreat. Ideally positioned near Highway 92, Interstate 280, and Highway 101, the home offers seamless access to San Francisco, Silicon Valley, the coast, and the greater Bay Area. Elegant, spacious, and exceptionally well located, 1634 Sugarloaf Drive is a rare opportunity to enjoy a sophisticated San Mateo lifestyle with the ease of central Peninsula living.

1634 Sugarloaf DR, San Mateo

Listed by Drew Doran, 650-766-2080 from Compass
(If provided) CoList: from

Sold listing courtesy of Vicky Yu from CBR
$1,457,785
2 Beds ⋅ 2 Baths ⋅ ML82040963 MLS ⋅ Viewpointe at The Heights BLDG.
This tranquil enclave of homes nestled amongst lush green space with stunning panoramic views of the peninsula with proximity to San Francisco, Silicon Valley, and Half Moon Bay.  It is conveniently located within a few blocks of Laurelwood Plaza with a grocery store, vibrant restaurants, coffee, tea, and shopping. A few minutes drive from access to 92, 101, or 280 and highly ranked schools.  Lifestyle enhancing amenities include outdoor fitness areas, dog park, community gardens, picnic areas, tot lot, and walking trails.  Close to the Peninsula Golf, downtown, Cal train station, Hillsdale Mall, Costco, Whole Foods, and Crystal Springs hiking trails.  Eleven miles to SFO.  Luxury designer finishes include quartz countertop, gorgeous full kitchen backsplash, upgraded cabinets, premium wood floors, and lux bathroom finishes. Photos are of model home not of actual home.

2737 Tiburon ST, San Mateo

Listed by Michele Tancredi, 408-621-3311 from Michelle Tancredi, Broker
(If provided) CoList: from

Sold listing courtesy of RECIP from RCIP
$1,361,281
3 Beds ⋅ 3 Baths ⋅ ML82021184 MLS ⋅ Viewpointe at The Heights BLDG.
This spacious, fully upgraded Plan C home features a gourmet kitchen with shaker white cabinets and quartz countertops, a lovely floorplan with modern finishes, and a large deck perfect for entertaining in a bright, stylish setting.

2419 Willow DR, San Mateo

Listed by Michele Tancredi, 650-431-2221 from Michelle Tancredi, Broker
(If provided) CoList: from

Sold listing courtesy of Danielle Shapiro from APR
$1,304,528
3 Beds ⋅ 3 Baths ⋅ ML82038954 MLS ⋅ Viewpointe at The Heights BLDG.
This tranquil enclave of homes nestled amongst lush green space with stunning panoramic views of the peninsula with proximity to San Francisco, Silicon Valley, and Half Moon Bay.  It is conveniently located within a few blocks of Laurelwood Plaza with a grocery store, vibrant restaurants, coffee, tea, and shopping. Its few minutes drive from easy commuter access to 92, 101, or 280 and highly ranked schools.  Lifestyle enhancing amenities include outdoor fitness areas, dog park, community gardens, picnic areas, tot lot, and walking trails.  Within 10 minutes drive there is the Peninsula Golf, downtown, Cal train station, Hillsdale Mall, Costco, Whole Foods, and Crystal Springs hiking trails.  SF airport is fifteen minutes drive.  Luxury designer finishes include quartz countertop, gorgeous full kitchen backsplash, upgraded cabinets, premium wood floors, and lux bathroom finishes.  Solar is included which helps to lower energy cost.

2449 Willow WAY, San Mateo

Listed by Michele Tancredi, 408-621-3311 from Michelle Tancredi, Broker
(If provided) CoList: from

Sold listing courtesy of Bin Zhou from FT23T
$985,000
2 Beds ⋅ 2 Baths ⋅ ML82050327 MLS ⋅ 1700 De Anza Association BLDG.
Welcome to 1700 De Anza, a highly desirable condo community in San Mateos sought-after Laurelwood neighborhood. Offers a comfortable and functional floor plan, abundant natural light, and a private outdoor space perfect for relaxing, entertaining, or enjoying the peaceful surroundings. A beautifully updated kitchen featuring quartz countertops, contemporary cabinetry, and a premium suite of high-end Thermador stainless steel appliances, including a built-in refrigerator. Thoughtfully designed with clean lines and abundant workspace, this kitchen combines luxury finishes with everyday functionality. The dining room is complete with a bar area, wine fridge and plenty of cabinets. Split Bedrooms, Stacked laundry & updated spa like baths make this move in ready. Residents enjoy an exceptional collection of amenities, including a pool, spa, fitness center, beautifully maintained grounds, outdoor gathering areas, & secure building access. Two deeded parking spaces included. Ideally located near Laurelwood & Crystal Springs shopping centers, parks, scenic hiking trails, & major commuter routes including Highways 92, 280, & 101, this home offers convenient access to Silicon Valley, San Francisco, & SFO. Enjoy low-maintenance living in one of the Peninsulas most sought-after communities.

1700 De Anza BLVD 306C, San Mateo

Listed by Yelena Lepina, 650-288-2815 from Luxuriant Realty
(If provided) CoList: Maksim Shepelev from Luxuriant Realty

Sold listing courtesy of Julie Baumann from APR
$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

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 Intero 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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