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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

3011 Greenoak CT, San Mateo
$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

1521 Cherrywood DR, San Mateo
$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

2500 Sage ST, San Mateo
$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

3028 Greenoak CT, San Mateo
$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

39 Live Oak DR, San Mateo
$2,520,000
3 Beds ⋅ 3 Baths ⋅ ML82058484 MLS ⋅ Verona Ridge Homeowners Assoc. BLDG.
Located in the hills of San Mateo, welcome home to this beautifully appointed detached single-family residence featuring 3 bedrooms and 2.5 bathrooms.Whether preparing everyday meals or entertaining guests, enjoy gourmet cooking with built-in Monogram Series stainless steel appliances and a professional-style six-burner range. A dedicated wine refrigerator provides convenient storage for your favorite bottles.Enjoy movie nights with in-ceiling surround sound, or step outside to the inviting back patio where you may catch a glimpse of deer wandering nearby. Spend the afternoon barbecuing, then gather around the fire pit for a relaxing evening under the stars. Energy and technology features include solar panels with two battery storage units, two EV chargers in front, and an additional charging option inside the garage. The home also features dual-zone air conditioning, security cameras, and an alarm system. Conveniently located near supermarkets, restaurants, College of San Mateo, The Peninsula Golf & Country Club, and Highway 92, providing easy access throughout the Peninsula.

39 Live Oak DR, San Mateo

Listed by W. David Chow, 415-828-1128 from Affinity Real Estate
(If provided) CoList: from

Sold listing courtesy of W. David Chow from AFGR

2322 Red Oak CT, San Mateo
$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

1632 Toyon CT, San Mateo
$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

3408 Spyglass DR, San Mateo
$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

1665 Toyon CT, San Mateo
$2,400,000
3 Beds ⋅ 3 Baths ⋅ ML82060906 MLS
Welcome to 1665 Toyon Court, a stunning residence nestled in one of San Mateos most desirable sugar loaf neighborhoods. This beautifully updated spacious single-family home can be yours to keep with the fresh interior paint, recessed lighting, and updated master bathroom. And high ceiling from the bright living room that flows to the dining area, and to the spacious kitchen with modern updates, stainless steel appliances, Step into a beautifully landscaped backyard featuring a dining patio, lush green lawn, and plenty of space for outdoor gatherings, gardening, or quiet morning coffee. Spacious living room and a family room, and a half bathroom on the first level, and 3 bedrooms and 2 bathrooms on the second level. Retreat into the privacy of the primary bedroom with an ensuite bath with an oversized tub and shower, and a walk-in closet. The 2-car garage and outside parking space allow guests to park efficiently. The school district is Belmont-Redwood Shores School District (Fox elementary, Ralston Middle and Carlmont High). Easy access to Highways 92, 101, and I-280 for a seamless Silicon Valley or San Francisco commute.

1665 Toyon CT, San Mateo

Listed by Fay Du, 650-796-5586 from Bay1st Realty & Mortgage Inc
(If provided) CoList: from

Sold listing courtesy of Eleanor Poon from TYUEN

15 Amy Dr, San Mateo
$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

1634 Sugarloaf DR, San Mateo
$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

2737 Tiburon ST, San Mateo
$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

2449 Willow WAY, San Mateo
$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

1700 De Anza BLVD 306C, San Mateo
$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

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

1700 De Anza BLVD 109C, San Mateo
$805,000
2 Beds ⋅ 2 Baths ⋅ ML82054213 MLS ⋅ 1700 De Anza HOA BLDG.
Welcome to this beautiful 2-bedroom, 2-bathroom condo located in the desirable Laurelwood neighborhood in the San Mateo Hills. Located on the first floor for easy access, this well designed home features the community's most desirable floor plan, w/ bedrooms on opposite sides of the living area for maximum privacy. Hardwood floors enhance the main living spaces, while plush carpeting adds comfort to the bedrooms. An in-unit washer/dryer provide everyday convenience. The kitchen features granite countertops, stainless steel appliances, & a built-in wine refrigerator. The living room has a gas fireplace & opens to a private balcony. The secure building offers an array of amenities, including a pool, hot tub, fire pit, lounge chairs, gym, & a reservable guest suite for visiting family. The beautifully maintained lobby & common areas create a welcoming atmosphere. Additional highlights include one reserved parking space in the secure attached garage, extra storage, & an unbeatable location. Enjoy easy access to shopping, the local Farmers' Market, parks, & highly rated schools. Commuters will appreciate the convenient location just off Highway 92, w/ quick access to Highways 280 & 101. This home truly offers the perfect combination of comfort, convenience, & resort-style living.

1700 De Anza BLVD 109C, San Mateo

Listed by Brandon Denman, 650-303-0880 from Denman Real Estate Group, Inc.
(If provided) CoList: from

Sold listing courtesy of Courtney Wong from GRBA

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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