Between $3 Million - $4 Million San Mateo CA Real Estate, Homes, Condos for Sale

8 Beds ⋅ ML82055296 MLS

TRUE TROPHY FOURPLEX BORDERING HILLSBOROUGH!! The Hillsborough Apartments is an incredible opportunity to acquire a true pride of ownership property in one of the most sought after locations on the peninsula. With outstanding in-place rents, this trophy asset is a true turnkey apartment building perfect for investors, owner-occupiers, and generational family purchasers alike. Strategically positioned west of the El Camino Real, bordering the prestigious Hillsborough neighborhood, this property is a MUST SEE! Attractive Unit Mix: All four units are 2-bed, 1-bath, approximately 1,000 sf each. The property benefits from numerous recent upgrades and capital improvements. All 4 units updated with granite counters and subway tile wainscoting, crown molding, arched walkways, custom cherry cabinets, Restoration Hardware fixtures, Baldwin door knobs & deadbolts, and Leviton dimmer lights and electric plugs. New roof in 2021, new water heaters, new sewer lateral in 2019 & new sewer line and cleanout. New plumbing valves. Double-Paned windows throughout with custom plantation shutters. Energy Efficient Washer/ Dryer in each unit. Add an ADU by converting the garage parking into an additional unit or two to increase value and cash flow!

16 W Bellevue AVE, San Mateo

Listed by Bryan Danforth, 650-274-5227 from Compass
(If provided) CoList: Matthew Thomson from Compass

$3,998,000

4 Beds ⋅ 3 Baths ⋅ ML82053847 MLS

Rarely available Mediterranean with an exceptional floor plan in one of San Mateo's most desirable neighborhoods. Beautifully updated while preserving its timeless character, the home features four bedrooms on the upper level, gracious formal living and dining rooms, an eat-in kitchen, and a separate family room with direct access to the private backyard. Rich architectural details include gleaming hardwood floors, classic millwork, exposed beams, corbel accents, a stained-glass window, a coffered dining room ceiling, and two fireplaces. The spacious primary suite features a beautifully remodeled Carrara marble and quartz bath, while three additional upstairs bedrooms share a tastefully updated hall bath. The private backyard offers an Ipe deck, paver patio, and level lawn. Built in 1932, this approximately 2,900 square foot residence sits on an approximately 6,839 square foot lot and is ideally located near downtown San Mateo, Caltrain, parks, shopping, dining, and major commute routes.

459 Cornell AVE, San Mateo

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

$4,788,000

4 Beds ⋅ 5 Baths ⋅ ML82052352 MLS

Set behind a gated entry in coveted San Mateo Park, this beautifully updated home offers approximately 2,915 square feet of light-filled living space with 4 bedrooms, 3 full bathrooms, and 2 half bathrooms. The remodeled kitchen features white cabinetry, light-toned sueded granite countertops, a large island, and a skylight, opening seamlessly to the living and dining areas. French doors lead to the patio and gardens, creating effortless indoor/outdoor flow. The primary suite overlooks the deck with stunning views of the hills and includes two closets and a luxurious ensuite bath with a double white oak vanity, soaking tub, and walk-in shower. The lower level adds exceptional flexibility with 2 spacious family rooms, private office, gym or flex space, large laundry room, generous storage, and direct access to an oversized attached 2-car garage with an electric car charger. Outside, all-new terraced grounds create a veritable secret garden with mature greenery, rock walls, custom fencing, a pergola, and multiple areas for relaxing and entertaining. The expansive lot extends from Glendale Road to Edgewood Road with ownership and access from both streets. Enjoy the magic of San Mateo Park, with an easy stroll to downtown Burlingames events, shops, dining, and all the fun of the Ave!

405 Glendale RD, San Mateo

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

Sold listing courtesy of Holly Zhang from RILEY

$3,595,000

4 Beds ⋅ 2 Baths ⋅ ML82051094 MLS

Nestled along a tree-lined street, this home blends timeless character with exceptional versatility. A long Hollywood-style driveway and distinctive turret introduce the property, which enjoys a coveted location near top-rated schools, parks, downtown shopping and dining, and major commuter routes. Soaring ceilings and a multi-paned picture window overlooking Aragon Blvd create a sense of scale and architectural interest. The living room flows into the formal dining room before opening to the updated eat-in kitchen, with an adjacent mudroom and convenient access to the backyard. Two bedrooms and a full bath are located on the main level, while upstairs features a private primary retreat with a walk-in closet and spacious bathroom, along with a fourth bedroom. The lower level provides endless possibilities for a media room, office, or additional storage. The detached structure, with a bonus bathroom, presents exciting potential as a fitness studio, guest retreat, casual living area, or future ADU opportunity. An expansive redwood entertaining deck with waterfall steps overlooks a beautifully landscaped backyard framed by mature trees and lush vegetation, creating a private setting for everyday living and entertaining.

111 Aragon BLVD, San Mateo

Listed by The Sharp Group, 650-766-5333 from KW Advisors
(If provided) CoList: from

$3,650,000

4 Beds ⋅ 4 Baths ⋅ ML82050829 MLS

Nestled in the coveted San Mateo Park neighborhood this exceptional residence offers a rare combination of privacy, elegance, and walkable access to downtown Burlingame's vibrant dining and shopping district. Featuring 4 bedrooms and 3.5 baths, the residence seamlessly blends timeless charm with abundant natural light and a welcoming open floor plan including a separate family room with a vaulted ceiling. Bifold glass doors in the formal living and dining areas open to a spacious patio and expansive wraparound grounds, creating the ultimate indoor-outdoor lifestyle. The beautifully landscaped yard showcases mature trees, lush gardens, a fountain, whimsical garden details, and charming brick and fossil stone pathways that invite year-round enjoyment. The thoughtfully designed floor plan includes three bedrooms on the main level, while the private upper-level primary suite offers a vaulted ceiling, updated custom bathroom, a deck and serene garden views. Timeless architectural details throughout the home include fine millwork, beamed ceilings, leaded glass windows, and hardwood flooring. A separate bonus space provides flexibility for a home office, fitness studio or creative retreat. Welcome Home! County Assessor has updated county record as having 4 bedrooms and 3.5 bathrooms

605 Barroilhet AVE, San Mateo

Listed by The Dwyer Group, 650.796.3039 from Compass
(If provided) CoList: from

$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

$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

$4,450,000

4 Beds ⋅ 4 Baths ⋅ ML82048720 MLS

Beautifully remodeled Baywood Knolls residence offering refined interiors, a highly functional four-level floor plan, and exceptional outdoor living. Approx. 3,050 sq. ft. of finished space includes a 2,940 sq. ft. main residence plus detached studio. Features include 4 bedrooms, 3.5 baths, wide-plank oak floors, black-framed windows and doors, and a designer kitchen with Wolf range, large island, custom stainless hood, built-in coffee station, and wine refrigerator. The open kitchen, breakfast area, and dining area create a natural main-level hub for everyday living and entertaining, with easy connection to the living room and backyard. Lower level includes garage, laundry, and private guest suite with double doors to its own patio and steps down to the backyard. Two bedrooms and full bath occupy the next level, while the top floor is dedicated to the primary suite with balcony, fireplace, walk-in closet, and spa-style bath. Outdoors: multiple patios, integrated step lighting, built-in BBQ, premium turf front and rear, detached studio, and sport court.

611 Nevada AVE, San Mateo

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

Sold listing courtesy of Cameron McIntosh from APR

$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

$4,800,000

5 Beds ⋅ 4 Baths ⋅ ML82048235 MLS

Elevated above the street in the sought-after Baywood neighborhood, this extensively transformed Craftsman home commands sweeping views across the Bay, the San Francisco skyline, and the East Bay hills. The authentic Craftsman architectural details including stone cladding, tapered columns, shingled siding, and bluestone walkways. Brazilian cherry wood floors, extensive custom built-ins, skylights, and natural stone and tile finishes extend throughout. Spacious living room with stone fireplace, walls of open cabinetry, and expansive front windows. Open dining area connects to the covered built-in barbecue patio and beautifully appointed kitchen with sleek taupe cabinetry, granite slab counters, premium appliances, peninsula seating, spacious island, and operable skylight. There are 5 bedrooms and 3.5 baths across two levels for a variety of lifestyle needs, including two en suite baths. The upstairs primary suite has a balcony, two walk-in closets, and a spa-inspired bath, plus a family/media room upstairs with a wet bar. Detached bonus studio is perfect for an office, fitness center, or playroom, plus there is a privately located spa. Just one-half mile from downtown San Mateo. Schools: Baywood Elementary, Borel Middle, and Aragon High (buyer to verify).

429 Virginia AVE, San Mateo

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

Sold listing courtesy of Aileen Fernandez from COMP90

$3,805,000

4 Beds ⋅ 3 Baths ⋅ ML82047066 MLS

This magnificent home, situated on an oversized lot, combines stunning, renovated interiors and a timeless exterior to provide the perfect balance of style and comfort. Grand-scale living spaces bathed in a crisp, neutral palette offer a seamless indoor-outdoor flow, integrating the interior with the rear yard oasis and expansive deck. The beautifully updated, bright, and open floor plan revolves around a gourmet kitchen and great room featuring a generous central island, Thermador appliances, quartz counters, and two skylights. Light streams in from every direction, while glass doors flow effortlessly out to the resort-style outdoor patio areas and lush gardens ideal for entertaining. The main level includes a junior primary suite plus two additional bedrooms and an updated hall bath, all thoughtfully grouped together. The upper level features a private sitting area or office and the luxurious primary suite, complete with two walk-in closets and access to a private patio via glass doors. Finished with a two-car attached garage and ample guest parking, this property is truly the perfect "home sweet home." Located within the highly sought-after Baywood School District and just minutes from lively downtown San Mateo, shopping, dining, parks, and commute routes. Welcome home!

678 Barneson AVE, San Mateo

Listed by Ronda O'Leary, 650-520-8390 from Compass
(If provided) CoList: from

Sold listing courtesy of William Lister from CBR

$3,360,000

4 Beds ⋅ 3 Baths ⋅ ML82046069 MLS

With a gated front courtyard, framed by a rose garden, this home not only has curb apparel but also has an ideal layout with an expansive kitchen/family room, two-car garage and a swimming pool in the back. The updated kitchen means business with a Wolf range, large island and stainless steel appliances. The kitchen flows straight into the great room and to the outside patio for dining. There's also a formal living room and dining room along with a bedroom/bathroom on the main level. Upstairs, the primary suite has views, a walk-in closet and an ensuite bathroom. Plus there's two more bedrooms and a hall bath on the second level as well. In addition to the outdoor dining area in the backyard, there's also a spectacular swimming pool and a turf area for play. With the front lawn, rose garden, back patio and a pool this home lives large on all sides. Perfect for hosting a summer barbecue or just enjoying a quiet evening, Welcome home!

714 Barneson AVE, San Mateo

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

Sold listing courtesy of Anna J Wang from FQLT

$3,250,000

5 Beds ⋅ 2 Baths ⋅ ML82046244 MLS

Originally built in 1925, this beautifully maintained residence offers approximately 1,900 SF of living space on an expansive 9,937 SF lot. Rich in character and thoughtfully updated, the home features a classic yet functional layout designed for both everyday living and effortless entertaining. The main level includes two bedrooms, while three additional bedrooms are located upstairs, providing flexibility for a variety of living needs. A spacious formal living room and elegant dining room create inviting gathering spaces, complemented by hardwood flooring throughout. The kitchen overlooks the expansive backyard, offering a seamless connection to the outdoors. The grounds are a true highlight featuring a large, lush lawn, mature plantings, and a serene setting ideal for relaxation or play. A spacious garage is complemented by a separate detached structure, perfect for a home office, gym, or versatile bonus space. Additional improvements include a new roof, enhancing both function and peace of mind. Ideally located in the coveted San Mateo Park neighborhood and just minutes from downtown Burlingames vibrant shops and dining, this home offers a rare combination of charm, space, and opportunity.

131 Barroilhet AVE, San Mateo

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

Sold listing courtesy of Robert Wall from COMP3

$3,800,000

5 Beds ⋅ 3 Baths ⋅ ML82042625 MLS

Stunning 5 bed | 3 bath home in the coveted Baywood Knolls on a 12,129 SF lot is a rare find! You are immediately greeted by a gorgeous award winning Japanese inspired garden which sets the stage for this zen-like experience that wraps you in style & comfort. Large front picture window frames the garden beautifully and out front you have a view of the San Francisco Bay/Skyline. Beautiful hardwood floors throughout, separate dining room, updated kitchen with custom oak beam, shaker cabinetry/glass cabinets, leathered quartzite island countertop, Thermador gas range, Bosch dishwasher, wine fridge, subway tile backsplash and a skylight for natural light. Primary suite with walk-in closet, updated primary & hall baths with fine finishes, laundry closet in hall bath for simplicity.The backyard opens up from the kitchen/family area to a deck, with views to the show stopping garden filled with curated plantings, water features, and design elements. New Kentucky Bluegrass premium synthetic grass, Cecile Brunner climbing roses with string patio lights create an ideal outdoor retreat. Additional features, solar (OWNED), pre-wired EV charger, epoxy garage floor with custom storage, solar shade on deck, NEW interior & exterior paint, fireplace, top-rated schools, parks, dining and transit.

606 Yale DR, San Mateo

Listed by Trish Power, 650-808-0972 from Compass
(If provided) CoList: Debra Sanders from Compass

Sold listing courtesy of Holly Noto from CBR

$3,950,000

4 Beds ⋅ 4 Baths ⋅ ML82029852 MLS

A beautifully expanded and reimagined contemporary rancher offering relaxed Modern California luxury. The thoughtfully designed open floor plan showcases a sleek, light-filled kitchen that flows seamlessly into the family and dining areas, creating an ideal setting for effortless entertaining. Four generously sized bedrooms offer refined comfort, highlighted by an elegant primary suite featuring dual walk-in closets designed for effortless luxury. A dedicated office provides the perfect setting for sophisticated remote work or a private library retreat. The expansive utility room is thoughtfully appointed with walls of custom cabinetry, delivering exceptional storage with style and convenience. Expansive views extend to a lush, landscaped backyard, embracing the quintessential indoor-outdoor California lifestyle. Do not miss the opportunity to experience this exceptional home and discover elevated living at its finest.

412 Stephen RD, San Mateo

Listed by Ellen Vera, 650-862-8603 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Radha Rustagi from KWCU

$3,500,000

4 Beds ⋅ 3 Baths ⋅ ML82042422 MLS

Stately with strong curb appeal, this traditional Aragon home at 229 Aragon Boulevard offers a comfortable balance of classic design and everyday functionality. Spacious and full of Aragon charm, the home reflects a timeless approach to design. The living room features high ceilings, tall windows, and a stone wood-burning fireplace with mantle, while molding, trim, and wainscoting add architectural continuity. A central hall floor plan provides a natural flow between living spaces. The kitchen includes stone countertops, an eat-in area, and windows overlooking the backyard. Just a few steps down, the family room connects to a half bathroom and laundry area, creating a practical and flexible living space. The backyard offers a covered patio, lawn, and storage shed, well suited for outdoor use. The second level includes a primary bedroom, a full bathroom with tub, and a second bedroom. The third level features two additional bedrooms with generous closet space and built-ins, along with a full bathroom. A well-maintained home with a thoughtful layout in a desirable setting.

229 Aragon BLVD, San Mateo

Listed by Maria Scott, 650-207-9841 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Robert R. Bredel from DWELL

$3,150,000

4 Beds ⋅ 3 Baths ⋅ ML82042374 MLS

Classic Craftsman, beautifully updated to reflect how we live today. This remodeled and expanded 4 bed, 3 bath corner lot home blends 1930s character w/ modern updates. Living/dining rooms feature courtyard views, detailed millwork, framed openings w/ decorative molding, fireplace, casement windows, and red oak hardwood floors w/ inlaid strips. Kitchen with defined spaces for prep, cooking, and gathering, custom cabinetry, Absolute Black granite, hand finished Beech wood ceiling, and Italian low voltage lighting. It flows into a breakfast nook w/ French doors to a pergola covered deck. A butcher block island w/ bar seating, Thermador 8 burner gas range, double oven, and wine bar complete the space. Ensuite on its own level w/ casement windows and views of the grounds. Bath features a floating vanity and glass enclosed shower. Lower level w/ separate access includes a permitted junior ADU, family room, bedroom, full bath, laundry, wine cellar, and courtyard access. Outdoor living w/ multiple areas, winding pathways, pergola covered deck/patio, custom wood-fired pizza oven, courtyard, raised garden beds, citrus trees. Detached garage w/cabinetry. Upgrades: TPO flat roofing, electrical 200 amps, copper plumbing, sewer, tankless water heater, and energy-efficient furnace - AC ready!

1120 Palm AVE, San Mateo

Listed by Christopher Eckert, 650-627-3799 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Ranya Kaileh Francis from SIR

$3,450,000

3 Beds ⋅ 3 Baths ⋅ ML82040316 MLS

For nearly four decades, this home has quietly lived a life of devotion, the kind you feel the moment you step inside. Chosen 38 years ago for more than just its location, it became a place where life unfolded in meaningful ways, from mornings by the fireplace to evenings that lingered long past dinner. In 2003, it was thoughtfully expanded, not simply to grow in size, but to evolve with its owners, opening spaces, inviting in natural light, and creating a seamless connection between the kitchen, family room, and backyard where gatherings effortlessly flowed. It's a home that grew alongside a family, where children once walked to Baywood Elementary, then on to Borel Middle, and eventually to Aragon High, celebrating first proms, cheering at Friday night games, and marking milestones just moments from the front door, all set in San Mateos premier neighborhood. Upstairs, softly lit stairs lead to private retreats, including a refined primary suite and a tucked-away office that reflects changing times and needs. Every update since, from new systems to careful improvements, was made with intention and pride of ownership. This is not just a home that has been lived in, but one that has been deeply cared for, ready now for its next chapter with someone who will continue its story.

307 Aragon BLVD, San Mateo

Listed by Eva Chen, 415-971-5171 from Compass
(If provided) CoList: Jeff Chen from Compass

Sold listing courtesy of Sternsmith Group from APR

$4,200,000

4 Beds ⋅ 3 Baths ⋅ ML82037465 MLS

Unsurpassed quality defines this reimagined home at 638 Oregon Avenue. Rebuilt from the ground up, it features top-shelf construction, craftsmanship, and woodwork. The entryway includes a striking staircase. The high-end, open kitchen is filled with natural light, crafted with the finest materials, and includes an eat-in bar. The family room is an elegant living area with high ceilings, built-ins, natural light, and lots of space. Glass doors open to a beautifully landscaped backyard with a two-tier stone patio, extending the living space outdoors. One bedroom and one and a half bathrooms are downstairs. The upstairs primary suite has a stunning closet with high-end built-ins and an elegant en suite bathroom. Crown molding, wainscoting, and custom cabinetry combine functional design and quality materials. Integrated smart lighting, whole-home audio, and remote-controlled shades add convenience. Other features include central air, whole-house water filtration, tankless water heater, and a two-car garage.

638 Oregon AVE, San Mateo

Listed by Maria Scott, 650-207-9841 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Greg Damelio from SGP

$3,700,000

6 Beds ⋅ 5 Baths ⋅ ML82037365 MLS

Experience exceptional modern living in this newly constructed home featuring 2,974 Sq.Ft.Total Living Area (2,177 SF 4-bedroom 3-bath Main Home + 797 SF 2-bedroom 2-bath Detached ADU). Designed w/meticulous craftsmanship, showcasing hardwood flooring, dramatic tray ceilings w/integrated cove lighting, a striking glass-railed staircase. Living room is anchored by custom built-in cabinetry & a sleek linear electric fireplace. A main-level bedroom & full bath provide flexibility for a private office. Upstairs, the luxurious primary suite features tray ceiling detail w/soft ambient lighting & custom built-in cabinetry with an electric fireplace. A custom walk-in closet w/integrated cabinetry & lighting. Two additional bedrooms offer custom closet systems w/built-in cabinetry & lighting, share a beautifully appointed full bath that continues the homes elevated tile craftsmanship & refined finishes. The ADU includes a fully equipped kitchen, open living area, designer bathrooms, & its own sense of privacy ideal for extended family or a dedicated work-from-home. Built with sustainability & efficiency in mind, the entire home is fully electric. The backyard creates a private outdoor setting, featuring low-maintenance landscaping & spacious deck areas ideal for relaxing or entertaining.

141 & 141B 15th AVE, San Mateo

Listed by Henry Chu, 650-918-8118 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Eric McCafferty from GGSIR

$3,550,000

4 Beds ⋅ 3 Baths ⋅ ML82036747 MLS

This beautifully preserved home showcases rich wood detailing, elegant millwork, and charming vintage touches at every turn. Sun-filled living spaces feature hardwood floors, classic fireplace, stained glass accents, and oversized windows that frame lovely neighborhood views. The inviting dining room, cozy bedrooms, and thoughtfully designed living areas blend historic craftsmanship with comfortable everyday livingcreating a warm, character-filled home that feels both refined and welcoming. Close to Silicon Valley, San Francisco and top-rated public and private schools. Disclosure link: https://app.disclosures.io/link/250-Harvard-Road-oh6wdpwz Open house Sat 3/28 2-4pm Sun 3/29 1-4 or tex Ting at 415.359.8419 or Trish at 650.808.0972 for showings.

250 Harvard RD, San Mateo

Listed by Ting Wang Conway, 415-359-8419 from Compass
(If provided) CoList: Trish Power from Compass

Sold listing courtesy of Mariana Pappalardo from COMPS

$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

$4,225,000

3 Beds ⋅ 3 Baths ⋅ ML82034909 MLS

Nestled in the heart of San Mateo Park, this Mediterranean villa is a rare blend of timeless architecture, thoughtful design, and state-of-the-art upgrades. Set back on a lush quarter-acre corner lot, the home offers both privacy and presence, framed by manicured gardens and mature trees. Inside, the residence unfolds with character and warmth. The living room impresses with its barrel ceiling, French doors, and original fireplace, while the sunroom, flooded with natural light, opens seamlessly to the patio. The formal dining room, highlighted by beveled glass windows, invites memorable gatherings. At the center of the home, the updated chefs kitchen boasts walnut cabinetry, granite countertops, a breakfast bar, and a charming nook overlooking the garden.The layout is designed for todays lifestyle, featuring two private offices, a primary suite with a jet tub and garden window, and a spacious attic and basement providing exceptional storage flexibility.This home is a perfect balance of timeless character and modern luxury, offering a lifestyle of comfort, convenience, and charm in one of the Bay Areas most desirable neighborhoods. Superb location with extraordinary walkability, equidistant to fine dining and boutique shopping in downtown Burlingame or San Mateo.

195 Warren RD, San Mateo

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

Sold listing courtesy of Hope Pilch from HPPRO

$3,100,000

4 Beds ⋅ 3 Baths ⋅ ML82033173 MLS

Welcome to the Modern Eichler. This stunning fully remodeled residence offers 4 bedrooms, 2.5 baths, and a dedicated office. Thoughtfully updated throughout with smooth-finish drywall, new stucco exterior, new hardscape, smart home technology, and an energy-efficient tankless water heater. The brand-new kitchen features light oak European cabinetry, quartz countertops, and top-of-the-line Thermador appliances. Designer bathrooms showcase all-new, high-end finishes. An open atrium entry floods the home with abundant natural light, creating a seamless indoor-outdoor connection true to Eichler design. Situated on one of the few oversized lots in the desirable Bunker Hill/Highlands area, the property spans an impressive 12,703 square feet offering exceptional space, privacy, and modern California living.

1907 Ticonderoga DR, San Mateo

Listed by Mitch Wong, 650-483-8573 from Compass
(If provided) CoList: from

Sold listing courtesy of Joey Oliva from OMARS

$3,625,000

5 Beds ⋅ 3 Baths ⋅ ML82032415 MLS

Discover the perfect blend of comfort, style, and convenience in this stunning 5-bedroom, 3-bathroom single-family home located in the heart of San Mateo. Offering the perfect blend of suburban tranquility and city convenience, this home is located within walking distance of downtown San Mateo. Easy access to shopping, dining, and entertainment means vibrant cafes, boutique shops, and countless culinary options are just minutes from your front door. Step inside and be greeted by a spacious, light-filled layout designed for both relaxation and entertaining. The thoughtfully updated interiors feature tasteful finishes, ample storage, and versatile spaces to accommodate your lifestyle. With its unbeatable combination of size, location, and move-in readiness, this home is a rare find in todays market. Welcome home! (Bedrooms Per County Records: 4)

74 Crystal Springs RD, San Mateo

Listed by Pierre & Alex Buljan, 650-400-1188 from Compass
(If provided) CoList: from

Sold listing courtesy of John Sayage from APR

$3,000,000

ML82027081 MLS

This newly built medical dental condo is situated on the bustling San Mateo - Burlingame border. Condo is thoughtfully renovated with quality material and finishes throughout. The unit flows from the waiting room to the front desk area and three operatories. Operatories are plumbed, you provide the equipment. ADA access, ADA restroom and wheelchair accessible lift installed. This is one of the two condo for sale in the building. Unit #3 ML82004722 is sold along with this unit. Don't miss out on this opportunity!

420 Peninsula AVE 2, San Mateo

Listed by Martina Wong, 650-218-9688 from Gentry Real Estate
(If provided) CoList: from

$3,500,000

4 Beds ⋅ 3 Baths ⋅ ML82026281 MLS

Tucked away on a quiet cul-de-sac in sought-after San Mateo Park, this meticulously maintained home blends classic charm with abundant natural light and a welcoming floor plan. Lovingly owned by the same family for 60+ years, this home welcomes you with a charming front porch. Inside, the oversized living room and large dining room set the stage for relaxing dinners, holiday gatherings, or quiet music nights. The kitchen includes stainless steel countertops and a large window to the back. A cozy family room invites movie or game nights, complete with a built-in hallway bar and a clever cabinet for a card table for bridge or mahjong. The main level also has a spacious primary en suite bedroom, two additional bedrooms, and a second full bath. Upstairs is a sunlit bedroom with en suite bath and a bonus room for a home office or sewing room. An attached 2 car garage has EV hook up, new W/D, & newly epoxied floors. If walls could speak, this garage would tell tales of ping pong tournaments and neighborhood Christmas ornament decorating from years past. The tranquil backyard is surrounded by lush mature maple trees. Enjoy a quiet cul-de-sac location, yet less than 1 mile from Downtown Burlingame's eateries and shops, and under 2 miles from Downtown San Mateo's shops & Caltrain station.

22 Pinecrest TER, San Mateo

Listed by Lori Burrows-Warren, 650-642-8042 from Compass
(If provided) CoList: from

Sold listing courtesy of Sandra Comaroto from APR

$3,610,000

4 Beds ⋅ 4 Baths ⋅ ML82025843 MLS

Brand new, quality built executive home with soaring ceilings and an open, light-filled floor plan. The inviting entryway opens to a formal living room and elegant dining room. Paces away the chef's kitchen boasts a butler's pantry with wine fridge, large center island with breakfast bar, and walk-in pantry. Dining area with oversized sliding glass doors that open to back deck and yard. Just steps away, the spacious family room offers a cozy fireplace ideal for everyday living or entertaining. A ground-floor en-suite with provides flexible living options, while a well-appointed mudroom/laundry room and a stylish half-bath round out this level. Upstairs, the luxurious primary suite features spectacular bay views is a true retreat, complete with a spa-like bathroom. Two additional bedrooms share a full hall bath. The expansive backyard is a blank canvas, ready for your personal touch perfect for creating your dream outdoor oasis. Conveniently located near parks, hiking trails, restaurants and shops with close proximity to major streamlined commute routes!

312 W 39th AVE, San Mateo

Listed by John Shroyer, 650-787-2121 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Angelina Wang from KWCU

$3,995,000

4 Beds ⋅ 5 Baths ⋅ ML82025546 MLS

Welcome to this spacious 4-bedroom, 4-bathroom home located in the vibrant city of San Mateo. Spanning 3,008 square feet, this home offers a family-friendly layout with a primary bedroom on the ground floor, complemented by a walk-in closet and additional primary bedroom options. The kitchen is a culinary enthusiast's dream, featuring a gas cooktop, dishwasher, garbage disposal, island, microwave, gas oven, and refrigerator, all seamlessly integrated with the family room for an open-concept experience. Elegant hardwood flooring adds warmth throughout the living spaces, and high ceilings enhance the sense of space. The home includes a convenient inside laundry area with a washer and dryer. A fireplace in the living area is perfect for cozy gatherings. Located within the San Mateo-Foster City Elementary School District, this property also offers a two-car garage, combining practicality with modern living. Experience the perfect blend of comfort and functionality in this San Mateo gem.

48 Bel Aire LN, San Mateo

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

$2,975,000

3 Beds ⋅ 4 Baths ⋅ ML82025324 MLS

Pristine elegance is the only way to describe this home! The Chef's kitchen is the centerpiece, with Thermador appliances, a large LG refrigerator, and a 5 panel Centor glass door that fully opens to the backyard, creating seamless indoor-outdoor living. The 10-foot island, finished in elegant modern stone, provides seating for 4, generous storage, and a perfect gathering space. Fully renovated in 2022, this home has been transformed from a classic 1,700 sq. ft. layout into a bright, open modern residence with a 629 sq. t. expansion and soaring 14-ft ceilings in the kitchen and dining area. Enjoy solid hardwood floors and solid wood doors! Modern lighting, dual-pane windows, and fully owned solar panels. Smart features include central heating/air, fire sprinklers, and a recirculating hot water system.The home offers 3 suites, including 2 primary bedrooms with spa-style bathrooms finished in full tile and premium fixtures.High-end finishes! Outdoors, a lush pergola and an array of fruit trees including grape, plum, lime, tangerine, fig, and persimmon create a private garden oasis. A Tesla charger and modern laundry setup. A detached shed which can be used for whatever you see fit! This stunning home blends timeless quality with modern upgrades, move-in ready and built to impress.

467 22nd AVE, San Mateo

Listed by Jeannette Dane, 650-302-0891 from Compass
(If provided) CoList: from

Sold listing courtesy of Rosa Baltodano from APR

$3,730,000

4 Beds ⋅ 3 Baths ⋅ ML82023565 MLS

Located in desirable Beresford Park, this gorgeous new construction home blends modern luxury with timeless design. Situated on a corner lot and zoned for the highly regarded Aragon HS, this 4 bedroom, 3-bathroom home offers the best of both comfort and convenience. Step inside the soaring high ceilings, abundant natural light, and a clean transitional aesthetic. The open-concept floor plan seamlessly connects the oversized living room-with its statement fireplace- to the chef's kitchen, where custom cabinetry, designer finishes, and high-end appliances including a Sub-Zero refrigerator, Wolf range, and Wolf microwave drawer take center stage. Enjoy effortless indoor-outdoor living with bifold doors that extend the entertaining space to the yard. The flexible layout includes a main-level bedroom, perfect for guests or a home office, and three upstairs bedrooms, including a luxurious primary suite with a walk-in closet and adjacent loft. Spa-inspired bathrooms feature Hansgrohe fixtures and custom vanities, while smart lighting in the living areas lets you set the perfect ambiance with just a tap or voice command. Adding to its appeal, the home is within walking distance to Peninsula Golf & Country Club, prestigious public and private schools, local markets and Beresford Park.

2001 La Salle DR, San Mateo

Listed by Mike Danao, 650-274-8890 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of Debbie Livingston from APR

$3,680,000

5 Beds ⋅ 4 Baths ⋅ ML82023068 MLS

Estate-caliber living with signature Hillsborough elegance unfolds in this rare contemporary 5BR/3.5BA residence just moments from downtown San Mateo. Secluded beyond a stately hedge and a prestigious gated entrance, the grounds are enveloped in lush, mature landscaping that creates an atmosphere of unrivaled privacy. Elevated ceilings, oak flooring, expansive walls of glass, built-ins, and distinct architectural details enhance the aesthetic. A dramatic foyer introduces distinguished interiors where formal living and dining rooms flow effortlessly into open-concept casual spaces, ideal for both entertaining and comfortable day-to-day living. The chefs kitchen is a showpiece, appointed with premium appliances, custom cabinetry, sleek stone surfaces, and designer finishes, all overlooking the inviting family room and beautifully manicured rear yard. Completing the main level is a versatile bedroom or office, a half bath, a well-equipped laundry room, and an impressive custom wine fridge. Upstairs, the vaulted-ceiling primary suite is a private retreat with a sublime ensuite bath, offering a haven from the everyday. A second ensuite bedroom, two additional bedrooms, and a hall bathroom round out the upper level. Primely located near shopping, dining, Caltrain, and conveniences!

47 El Cerrito AVE, San Mateo

Listed by Nicholas Delis, 650-515-6394 from Compass
(If provided) CoList: from

Sold listing courtesy of Lizi Tabet from APR

$3,500,000

3 Beds ⋅ 3 Baths ⋅ ML82022082 MLS

This timeless Spanish Mediterranean home, built in 1930, offers 2,710 sq. ft. of living space on a 7,317 sq. ft. lot in the heart of San Mateos coveted Baywood neighborhood. With three bedrooms, three bathrooms, and classic architectural details, the home embodies the character and craftsmanship of its era. The welcoming front courtyard leads into a stunning foyer filled with natural light, hardwood floors, high ceilings, and original period details. A spacious floor plan provides a wonderful opportunity for everyday living and entertaining, while the backyard retreat features a sparkling pool, patio, and attached garage. Lovingly maintained by the same family for many years, this home presents a rare opportunity to restore, update, or simply enjoy its authentic charm. Ideally located near top-rated schools, Downtown San Mateo, and Central Park, it offers both lifestyle and potential in one of the Peninsulas most sought-after communities.

353 Franklin ST, San Mateo

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

Sold listing courtesy of The Patty Dwyer Group from APR

$3,650,000

4 Beds ⋅ 3 Baths ⋅ ML82020480 MLS

Rare to get 4 bedrooms, 3 baths, plus Office and Huge Open Kitchen at San Mateo Park's #1 location, all at this entry level price point! Wine Country vibes elevate this walk-centric location, easy walk to Pershing Park, downtown Burlingame Avenue. Wraparound wisteria-covered verandas, walled and gated front garden paradise, awesome entertaining zone out back with custom-built, resort-quality Fire Pit, and much more! Located amongst stunning mansions at the Peninsula's most timeless and centralized luxury setting!

343 Warren RD, San Mateo

Listed by Geoffrey Nelson, 650-455-3735 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Nicholas Piazza from CBR

$3,900,001

2 Beds ⋅ 4 Baths ⋅ ML82019081 MLS

For Comp Purposes only.

505 Hurlingham AVE, San Mateo

Listed by Ellen Mazzoni, 650-464-2097 from Compass
(If provided) CoList: from

Sold listing courtesy of Phil Chen from SGP

$3,210,000

4 Beds ⋅ 4 Baths ⋅ ML82016521 MLS

3111 Mena DR, San Mateo

Listed by Sternsmith Group, 650-678-3847 from Compass
(If provided) CoList: from

Sold listing courtesy of Michelle Lin from MPIRE

$3,560,000

5 Beds ⋅ 4 Baths ⋅ ML82015845 MLS

Time-Honored Home on an Expansive Corner Lot in Sought-After San Mateo Park! This beautiful traditional home has been lovingly owned by the same family for more than 50 years. Filled with time-honored character, the home has numerous updates for today's lifestyle, including a wonderful family room just off the kitchen. The wraparound yards are perfect for indoor/outdoor living or a gardening enthusiast. Plus, this home is just minutes from either downtown Burlingame or San Mateo for upscale shopping and dining.

635 Occidental AVE, San Mateo

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

Sold listing courtesy of Raziel A. Ungar from APR

$3,115,000

5 Beds ⋅ ML82015662 MLS

Welcome to this charming Spanish style home situated on a corner lot along a picturesque tree-lined street in the heart of Hayward Park. Framed by palm trees & lush lawn, the front porch leads to a central foyer that opens to the main home or the upper level - ideal for multi-generational, extended family, or guests. Generously sized & designed to live like two SFRs. The main residence offers arched windows, bright living rm with wood burning FP, formal dining rm & eat-in kitchen. All three bedrooms are on one level, including a primary suite with dual sinks & separate tub/shower; one secondary bedroom enjoys a private balcony. A large family rm off the kitchen features a FP, laundry area & slider to an expansive yard with a pool & built-in waterfalls, spa & an outdoor kitchen with BBQ, sink, fridge, TV & FP. The upper level offers a private entry, living rm with FP & balcony, dining rm, eat-in kitchen & laundry. Both bedrooms open to a shared balcony & the primary suite includes a FP, two closets & full bath - perfect for extended family, guests, or rental income. An attached two-car garage completes this home. Easy access to Downtown San Mateo, Central Park, Caltrain & Hillsdale Shopping Center, this home offers space & flexibility in a prime location.

1107 Palm AVE, San Mateo

Listed by Diana Walsh, 650-678-8537 from Walsh Properties
(If provided) CoList: from

Sold listing courtesy of Carol Reen from COMPS

$3,000,000

3 Beds ⋅ 3 Baths ⋅ ML82014525 MLS

Beautifully updated single-story home on a rare, flat half-acre lot in prime San Mateo. Features 3 spacious bedrooms including a luxurious primary suite, updated kitchen and baths, wood floors, and a family room that opens to the expansive backyard with pool. Exceptional indoor-outdoor flow. Ideal location near Laurelwood & Hillsdale shopping centers, scenic Laurelwood/Sugarloaf Park trails, and top commuter routes (92, 101, 280). A rare blend of space, style, and convenience!

700 Laurelwood DR, San Mateo

Listed by Leannah and Laurel, 650-269-7266 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Philip Watson from SGP

$3,150,000

3 Beds ⋅ 3 Baths ⋅ ML82012416 MLS

Welcome to this perfectly situated Traditional style home on one of the most desirable tree-lined streets in the heart the highly coveted Baywood/Aragon neighborhood. Enjoy the benefits of being within a short distance to top-rated Aragon High School. This lovely home features an elegant living room with a wood burning fireplace, coffered ceiling and a picture window. Formal dining room leads to an expansive family room with a built-in bar perfect for gatherings and entertaining. Gorgeous eat-in kitchen w/ granite countertops, gas stove, oven, microwave, dishwasher, refrigerator, and picturesque windows overlooking the rear yard. Gleaming hardwood floors, and freshly painted. Versatile den/office located on the main level with an adjacent full bathroom (3 full baths), Sunny roof-top patio off the primary bedroom, generous sized bedrooms. Attached garage featuring washer & dryer and laundry chute. Sun filled tranquil backyard with a flagstone patio, ideal for outdoor dining, entertaining & gardening. Ideally situated 1 mile from vibrant Downtown San Mateo and 1.3 miles from HWY 92, with easy access to major commuter routes. Central Park, tennis courts, playgrounds, public library, this home offers both convenience and charm with a perfect blend of comfort, functionality & location

232 Castilian WAY, San Mateo

Listed by Wendi Selig-Aimonetti, 650-465-5602 from Coldwell Banker Realty
(If provided) CoList: Matt Jadallah from Coldwell Banker Realty

Sold listing courtesy of Hira Bakhsh from SFLT01

$3,200,000

5 Beds ⋅ 3 Baths ⋅ ML82012262 MLS

Nestled in the historically rich Glazenwood neighborhood of Hayward Park in San Mateo this property presents a unique opportunity to own a piece of local heritage. This captivating residence seamlessly blends classic charm with modern updates, set within a neighborhood steeped in the grandeur of early 20th-century. Upon entering, you are greeted by a foyer featuring a striking staircase with iron detailing. To the right, an elegant living room awaits, complete with a fireplace, sconce lighting, and convenient access to the expansive deck. The Kitchen is thoughtfully designed with panel-ready appliances integrated with surrounding cabinetry. Adjacent is a breakfast nook and window seat. A convenient bedroom and full bath are also located on this main level. Ascend the staircase to discover 4 generously sized bedrooms, each boasting ample natural light. The primary bedroom features a private en-suite bathroom, while two additional bedrooms share a convenient Jack-and-Jill access to the third full bathroom. The backyard is a tranquil escape with an outdoor fireplace and a comfortable lounge area. A charming Spanish balcony provides an elevated view of the surroundings. Exceptional functionality, low-maintenance turfed lawn and the significant bonus of RV/boat parking potential

901 Laurel, San Mateo

Listed by Bruno A. Baldini, 415-939-4212 from Century 21 Baldini Realty
(If provided) CoList: Mia Baldini from Century 21 Baldini Realty

Sold listing courtesy of Martin Santiago from KWPEN

$3,200,000

4 Beds ⋅ 3 Baths ⋅ ML82010905 MLS

Gorgeous, Storybook Charmer! This grand Tudor-style home is bursting with character, wrapped in fashionable luxury. Open living spaces, architectural touches, and a prime location make it a standout. Top Three Features That Steal the Show 1. Primary Suite Oasis - Pure indulgence awaits. A spacious bedroom flows into a lavish en-suite with soaking tub and separate shower, plus a dressing room and vast walk-in closet. Unwind by the fireplace in the private sitting area or step through French doors to your secluded roof deck overlooking the serene backyard. 2. Gourmet Kitchen-Family Hub - A chefs paradise anchored by a sprawling island, featuring a Wolf Range and Sub-Zero fridge. This remodeled space seamlessly connects to the family roomperfect for gatherings. 3. Backyard Bliss - An entertainers dream with an outdoor kitchen, distinct dining and lounging zones, and ample room for playpets, games, or pure relaxationall flawlessly designed. Truly a dream space to create and enjoy those moments

244 Portola DR, San Mateo

Listed by Greg Damelio, 650-245-8700 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of The Sharp Group from KWPEN

$3,350,000

6 Beds ⋅ 3 Baths ⋅ ML82010792 MLS

This beautifully updated Colonial-style home offers the perfect blend of timeless architecture & modern enhancements in the San Mateo Park neighborhood near the Hillsborough border. Featuring fresh paint, refinished hardwood floors, and new carpeting throughout, this 6-bed, 3-bath home is move-in ready & radiates warmth & sophistication. Inside, the light-filled main level welcomes you with elegant moldings and an open flow between formal & casual living spaces. The spacious living room with beamed ceilings opens to the formal dining room, both framed by oversized windows that bring the outdoors in. The remodeled kitchen is a chef's delight, showcasing a large waterfall center island, quartz countertops, custom cabinetry, & premium stainless appliances. The family great room, with built-in wet bar, offers direct access to the front decked patio, perfect for indoor-outdoor entertaining. Upstairs, newly installed carpeting creates a plush & cozy retreat across the private bedroom spaces. The primary suite with decked patio features ample closet space, while additional bedrooms provide flexibility for guests, office, or fitness needs. The manicured grounds feature mature landscaping, a pool, an outdoor BBQ kitchen, a spa, and a gated driveway leading to a detached carriage house.

28 W Santa Inez AVE, San Mateo

Listed by Tim Proschold, 650-200-5943 from Luxuriant Realty
(If provided) CoList: from

Sold listing courtesy of Disen Cai RE Group from KWPEN

$3,625,000

4 Beds ⋅ 4 Baths ⋅ ML82010704 MLS

Welcome to 820 Oregon Avenue, where timeless charm meets modern design in San Mateo's desirable Baywood Knolls neighborhood. Set on a tree-lined street with wide sidewalks and bay views, this home offers a perfect blend of warmth, luxury, and location. Inside, the extensively remodeled layout shines with thoughtful craftsmanship. The chef's kitchen features high-end appliances, sleek finishes, and flows seamlessly into the dining area and outdoor kitchen, ideal for entertaining. The living room impresses with soaring windows, a statement fireplace, and a chic powder room nearby. The lower level offers flexible space for movie nights, work-from-home setups, or a 4th en-suite bedroom, plus a laundry room and generous storage in the garage. On the top level, three bright bedrooms include a serene primary suite with spa-like bath and walk-in closet. All 3.5 bathrooms are tastefully updated with premium finishes. Outside, enjoy a private oasis with an expansive deck, outdoor dining and living rooms, and a lush yard designed for relaxation. All just minutes to Downtown San Mateo, top-rated schools, and major transportation routes. 820 Oregon Avenue is California living, elevated.

820 Oregon AVE, San Mateo

Listed by The Sharp Group, 650-766-5333 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of George Langford from COMP31

$4,000,000

3 Beds ⋅ 3 Baths ⋅ ML82008577 MLS

Situated on a 10,041 sq. ft. corner lot in one of Baywoods most sought-after neighborhoods, this beautifully updated 3,080 sq. ft. Spanish-style home offers timeless charm and modern upgrades. It features 3 spacious bedrooms and 3 full bathrooms, two of which have been recently remodeled. The home is filled with natural light, classic hardwood floors, and elegant coffered ceilings.The grand living room impresses with a fireplace, oversized arched windows, and rich architectural detail. A formal dining room stuns with coffered wood ceilings and wood flooring, providing a refined space for entertaining. The main-level den or guest suite includes built-ins, an ensuite bath, and French doors leading to a private patio, perfect for a home office or retreat.The remodeled kitchen boasts Thermador appliances, quartz counters, new cabinetry, a prep island, and a sunny breakfast room. Upstairs, a tranquil walk-out terrace with Saltillo tile overlooks the landscaped front yard. Outdoor areas include a gated patio and a side yard with a new lawn. A 3-car garage offers a workbench and storage, while the finished basement includes two flexible rooms, a half bath, and direct access to the garage and backyard. A rare Baywood gem that blends classic architecture with thoughtful modern living.

320 Jackson ST, San Mateo

Listed by Nancy Jensen, 408-316-7672 from Compass
(If provided) CoList: from

Sold listing courtesy of Maria Scott from CBR

$3,040,000

4 Beds ⋅ 3 Baths ⋅ ML82008795 MLS

Comfort meets class in this charming 4-bedroom, 3-bathroom home! Spanning 2,640 square feet, this residence is thoughtfully laid out on a generous 7,200 square foot lot, offering ample space for both relaxation and entertainment. Step inside to discover a formal living room, enhanced by a cozy fireplace and a picturesque window that floods the area with natural light. Adjacent to this is the formal dining room, seamlessly flowing into the chefs kitchen and offering captivating views of the expansive rear yard. The large family/great room stands as the heart of this home, with direct access to a rear patio and the serene private backyardperfect for both indoor/outdoor entertaining and quiet retreats. The main level features a versatile bedroom and bath, while the second level provides three additional bedrooms and two baths, ensuring privacy and space for all. Centrally located close to Hillsdale Shopping Center and El Camino Real, this delightful property at 2828 Hacienda Street is ready to welcome you home. Experience the perfect blend of comfort and elegance today.

2828 Hacienda ST, San Mateo

Listed by Rico Bautista, 650-787-4800 from Compass
(If provided) CoList: from

Sold listing courtesy of Rico Bautista from APR

$3,675,000

3 Beds ⋅ 2 Baths ⋅ ML82007407 MLS

A stunning example of Spanish Mediterranean architecture, this timeless home blends old-world charm with elegant indoor-outdoor living in one of the Peninsulas most prestigious neighborhoods, San Mateo Park. Behind a lighted wrought iron gate, 706 Edgewood Road offers privacy and serenity, surrounded by lush courtyards, gardens, and patios perfect for outdoor dining, entertaining, or quiet relaxation. The thoughtfully designed floor plan creates a seamless connection between indoors and out. French doors in the living room open to front and rear courtyards, filling the home with natural light and fresh air. The oversized dining room flows to a bright kitchen and cozy family room, opening to private garden patios ideal for hosting or enjoying peaceful mornings. A ground-floor bedroom and bath are perfect for guests or a home office. Upstairs, two very large bedrooms open to oversized private balconies with treetop views, and very spacious bathroom, dressing room & an abundance of closets! Additional features: two-car garage, large finished basement with storage, central AC, and a whole-home generator. Blending timeless architecture with exceptional walkability, this home offers the best of San Mateo Park living with effortless access to Burlingame Avenues vibrant downtown!

706 Edgewood RD, San Mateo

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

Sold listing courtesy of Sunnie Li from QLI

$3,208,000

3 Beds ⋅ 3 Baths ⋅ ML82006278 MLS

This stunning home located on one of the most picturesque streets in San Mateo has a great two-level floor plan gracious rooms with windows that offer beautiful views of the landscape. The heart of the home is a gorgeous kitchen which leads to the adjacent family room that open to a spectacular .28-acre yard with lovely patio and firepit for wonderful indoor/outdoor dynamics. Enjoy alfresco dining, casual entertaining and relaxation. Enhancing details include divided light windows and French doors, fireplace, custom wood molding, hardwood floors, renovated bathrooms, great storage space, two-car garage. This one-of-a kind home is situated on a large lot with level backyard and mature foliage. The secluded backdrop makes it hard to believe you are only minutes away from city living yet within proximity to shopping, recreation and commute route access to Silicon Valley and San Francisco. Must See! Dont Miss!

2995 Hacienda ST, San Mateo

Listed by The Patty Dwyer Group, 650.796.3039 from Compass
(If provided) CoList: Trish Power from Compass

Sold listing courtesy of Liz Min from VERIT

$3,550,000

4 Beds ⋅ 3 Baths ⋅ ML82005858 MLS

Welcome home to 1556 Cherrywood Drive, an exquisitely remodeled San Mateo residence nestled on a rare 14,184 sqft lot with sweeping views & refined living at every turn. This 4-bed, 3-bath home spans 2,514 sqft & showcases exceptional craftsmanship throughout. The front exterior features a newly cemented driveway, refreshed landscaping, & a coveted oversized 3-car garage. Inside, dramatic ceilings, rich wood flooring, & striking architectural details evoke a sense of grandeur. Formal living & dining rooms provide elegant entertaining spaces, while the chefs kitchen is fully appointed with top-tier appliances, custom cabinetry, & show-stopping countertops. An inviting breakfast nook & bar seating complete the space. The adjacent family room opens to the outside to the resort-inspired backyard with a spacious patio & pool. Four generously sized bedrooms plus an office are offered, including a luxurious primary suite. Three spa-quality full bathrooms feature exquisite materials, glass showers & tubs. The upstairs laundry area streamlines daily routines for added convenience. Premier location near shopping & dining, with direct access to Crystal Springs/Laurelwood centers, as well as Sugarloaf/Laurelwood's scenic trails. Easy access to 92, 101 & 280. Your next chapter starts here!

1556 Cherrywood DR, San Mateo

Listed by Joey Portale, 408-483-0552 from Compass
(If provided) CoList: from

Sold listing courtesy of Cullinan Luxury from KWPEN

$3,825,000

4 Beds ⋅ 4 Baths ⋅ ML82005296 MLS

Quality-built new construction featuring soaring ceilings and expansive picture windows that fill the home with natural light. The inviting entryway opens to a formal living room and elegant dining room. The chefs kitchen boasts a large center island, high-end finishes, and a perfectly positioned butlers pantry. Just steps away, the spacious family room offers a cozy fireplace ideal for everyday living and entertaining. A ground-floor en-suite provides flexible living options, while a well-appointed mudroom and a stylish half-bath are conveniently located off the attached garage. Upstairs, the luxurious primary suite is a true retreat, complete with a spa-inspired bathroom. Two additional bedrooms share a full hall bath, with the laundry room just steps away for added convenience. The expansive backyard is a blank canvas, ready for your personal touch perfect for creating your dream outdoor oasis. Conveniently located near restaurants and shops with close proximity to major streamlined commute routes!

310 W 39th AVE, San Mateo

Listed by John Shroyer, 650-787-2121 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Tali Dar from SJGS01

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Between $3 Million - $4 Million San Mateo Real Estate