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638 Oregon AVE, San Mateo
$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

222 Harvard RD, San Mateo
$4,195,000
4 Beds ⋅ 3 Baths ⋅ ML82058524 MLS
Located in San Mateo's desirable Baywood neighborhood, 222 Harvard Road is a Spanish Mediterranean home filled with original character. The remodeled kitchen, featuring stainless steel appliances and a Thermador refrigerator, opens to a spacious great room with easy indoor-outdoor flow to the level yard. The oversized living room is the star of the home, with a vaulted wood ceiling, hardwood floors, iron handrails and accents, and architectural details that reflect the homes Spanish Mediterranean roots. Four bedrooms include a primary suite and a main-level bedroom currently used as an office. Outside, the flat yard offers space to dine, play, garden and relax. A detached two-car garage provides parking and additional storage. With original craftsmanship, flexible living spaces and modern updates, 222 Harvard Road brings together the character of an earlier era with the way people live today.

222 Harvard RD, San Mateo

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

Sold listing courtesy of Nick Corcoleotes from CBR

404 Hillsborough BLVD, San Mateo
$4,075,000
4 Beds ⋅ 4 Baths ⋅ ML82057745 MLS
Set among mature trees in coveted San Mateo Park, 404 Hillsborough Boulevard pairs architectural character and serene nature with move-in-ready updates. This home features 4 bedrooms 3.5 bathrooms plus bonus structure perfect for office or art studio. Vaulted wood-beamed ceilings, a stacked-stone facade, and stained-glass accents set the tone, while walls of windows frame the treetops and connect the living, dining, and kitchen in one bright, open flow. The kitchen features a Wolf range, stainless appliances, and a quartz island wrapped in rich green cabinetry. The primary suite offers a private sitting area, a second bedroom opens to its own deck, and all bathrooms have been updated. Porcelain tile runs through the main level; downstairs has refinished wood floors and new carpet. Multiple decks including a lower patio perfect for entertaining complete this rare offering. Minutes from Burlingame Avenue, top schools, and 101/Caltrain access.

404 Hillsborough BLVD, San Mateo

Listed by Julie Halpin, 650-315-4017 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Peter Baumann from APR

628 Newlands AVE, San Mateo
$4,050,000
5 Beds ⋅ 4 Baths ⋅ ML82057219 MLS
Modern luxury meets breathtaking views! Extensively rebuilt and expanded, this stunning 5 bedroom, 4 bathroom contemporary home offers panoramic Bay views stretching to the San Francisco skyline from both levels. The main level features 3 bedrooms and 2 bathrooms, plus an open-concept chef's kitchen with farmhouse sink, double ovens, built-in gas range, and breakfast bar. The dining and living areas are highlighted by a striking fireplace/media wall and a dramatic wall of folding glass doors opening to an expansive view deck. The newly constructed lower level offers 2 bedrooms and 2 bathrooms, a second kitchen with refrigerator, oven/range, and wine fridge, spacious family room, and another view deck, ideal for multigenerational living, or entertaining guests. Three bedrooms are en suite. Highlights include brand new stainless steel appliances, quartz countertops, laundry on both levels, frameless glass showers, integrated bidet toilets, walk-in closets, A/C, fire sprinklers, 2-car garage, and a large terraced backyard. Turnkey contemporary living in the San Mateo Hills bordering Belmont!

628 Newlands AVE, San Mateo

Listed by Rachel DiNapoli, 650-224-3247 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Marylene Notarianni from CBR

111 Aragon BLVD, San Mateo
$4,050,000
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

Sold listing courtesy of Anuja Krishnan from KWPEN

1360 Parrott DR, San Mateo
$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

210 Avila RD, San Mateo
$4,000,000
4 Beds ⋅ 3 Baths ⋅ ML82061732 MLS
First time on the market in 50 years - this charming Spanish-style home in San Mateo's desirable Aragon neighborhood offers warmth, character, and timeless appeal. This well-maintained 4BR/3BA offers +/-2,565 sf home features hardwood floors throughout, with parquet in the entry, living room, and formal dining room. The oversized living room and vaulted ceiling add airy elegance, perfect for entertaining. The main level includes a spacious kitchen, separate eating area, laundry room, and a versatile bedroom/office with full bath. Upstairs, the primary suite offers a spacious sitting area. Set on a 6050 sf flat lot, the backyard is ideal for dining, playing, gardening, or relaxing with potential for an ADU, as well as a charming garden shed. Enjoy an unbeatable location near downtown San Mateo and top-ranked schools.

210 Avila RD, San Mateo

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

Sold listing courtesy of Raziel A. Ungar from APR

38 Bel Aire RD, San Mateo
$3,995,000
4 Beds ⋅ 5 Baths ⋅ ML81981867 MLS ⋅ Bel Aire Heights BLDG.
Located in The Garden of Bel Aire Heights, this one of a kind home is one of 19 brand new luxury homes. With absolute designer sophistication, this is luxury living with classic California elegance. The entire home is bright with towering ceilings. Living and dining areas are open, yet well-defined, and the kitchen is a five- star masterpiece with gas range, high-end finishes, hardware, and perfect design of combination of oak and natural stone. The living room opens to a large deck equipped BBQ facilities and fire pit. There are 1 study room, 4 bedrooms and 4.5 baths, including a sumptuous primary suite on the lower- level with access to a large balcony. All of this, plus an incredible location the Highlands Neighborhood of San Mateo with easy 280 Freeway access as well as acclaimed schools. Please visit our website for updated information.

38 Bel Aire RD, San Mateo

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

Sold listing courtesy of Heidi Tang from VINE

412 Stephen RD, San Mateo
$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

25 Ericson RD, San Mateo
$3,850,000
3 Beds ⋅ 3 Baths ⋅ ML82058247 MLS
Located in the highly desirable neighborhood of San Mateo Park, this 3-bedroom, 2.5-bath home blends old-world charm with elegant indoor-outdoor living. Tastefully remodeled, highlights include a captivating living room with a vaulted, open beam ceiling, abundant natural light, hardwood floors, a gas log fireplace and beautiful mantel and surround flanked by custom bookshelves. The LaCantina accordion doors lead to a partially covered back patio with a lush and expansive yard. Additional features of this home include * Formal dining room with built-in cabinetry and wine fridge * Spacious eat-in kitchen with stainless steel appliances * Dedicated and stylish laundry/mud room * Powder room * Bedroom one and two share a Jack and Jill bathroom with elegant finishes and a tub/shower combination * Custom Roman shade window coverings and skylights with electronic window coverings * Serene primary ensuite with built-in cabinetry and walk-in closet * Primary bathroom features two separate vanities and extra-large shower * Central A/C * Solar panels (rented) * Two-car attached garage with Tesla charger * Large, easy access attic. Downtown San Mateo and Burlingame are just minutes away with top dining, fresh markets, and boutiques. Easy commutes on CalTrain and Int. 101 and 280.

25 Ericson RD, San Mateo

Listed by Mary Jo McCarthy, 650-400-6364 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Greg Browman from 7A895

678 Barneson AVE, San Mateo
$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

612 Hobart AVE, San Mateo
$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

606 Yale DR, San Mateo
$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

605 Barroilhet AVE, San Mateo
$3,760,000
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

Sold listing courtesy of Rob Decontreras from KWPEN

28 Bel Aire RD, San Mateo
$3,759,000
4 Beds ⋅ 5 Baths ⋅ ML81981870 MLS ⋅ Bel Aire Heights BLDG.
Located in The Garden of Bel Aire Heights, this one of a kind home is one of 19 brand new luxury homes. This beguiling contemporary home sits at the Highlands Neighborhood of San Mateo with quick and easy access to the 280 Freeway. This particular home features a large open space housing the great room and dining room with a cozy fireplace; a chefs kitchen with gas range, a center island, and a breakfast nook with access to a private patio (outdoor BBQ facilities and fire pit sit at the patio); a study room; and 4 large master suite on either of the main floor and the lower floor, one of the bedroom equips with a private balcony. It is worth mentioning that its high ceilings design is unlike most properties in San Mateo, which increase owners life comfortability as much as possible. Highly acclaimed schools and mins from shopping and dining! Please visit our website for updated information and construction progress

28 Bel Aire RD, San Mateo

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

Sold listing courtesy of David Tapper from CBR

526 W Poplar AVE, San Mateo
$3,710,000
3 Beds ⋅ 3 Baths ⋅ ML82040521 MLS
Nestled in one of the Peninsulas most sought-after neighborhoods & tucked behind flowering landscaping, 526 Poplar captures the romance & grace of classic San Mateo Park living. A lavish entryway welcomes you inside & leads to a grand staircase creating an elegant focal point & setting a tone of timeless sophistication. Beautifully refinished hardwood floors, abundant natural light & period details bring warmth & character throughout. Spacious rooms, high ceilings, generously sized bedrooms with large closets add comfort + practicality, while the ensuite primary bedroom offers a peaceful sanctuary. The formal dining room is ideal for entertaining, & the kitchen with stainless steel appliances, stone countertops, & a sunny breakfast nook is designed for easy living. The living room is the perfect space to cozy up around the gas fireplace. Outside, a gated driveway adds charm & privacy, while wisteria drapes over the sunny backyard patio, creating a beautiful space for entertaining or relaxing among mature trees & lush, low-maintenance landscaping. Set on a quiet street with friendly neighbors & lovely walking routes, the home offers an exceptional San Mateo Park lifestyle just minutes from downtown San Mateo & a short stroll to downtown Burlingames shopping, dining, & recreation.

526 W Poplar AVE, San Mateo

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

Sold listing courtesy of Loukia Karneris from HARPER

141 & 141B 15th AVE, San Mateo
$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

8 Bel Aire LN, San Mateo
$3,695,000
4 Beds ⋅ 5 Baths ⋅ ML81983941 MLS
Discover this exquisite 2,943 sqft luxury single-family home featuring 4 bedrooms and 4.5 bathrooms. With its contemporary design and enormous vaulted ceilings in the living room, this two-story residence exudes elegance and sophistication. The spacious dining room is perfect for entertaining, while the modern open kitchen is equipped with high-end appliances, including a gas range. Step outside to enjoy the expansive deck complete with a BBQ area and fire pit, ideal for outdoor gatherings. The grand two-story foyer welcomes you into a bright, airy space adorned with high ceilings and abundant closet space throughout, plus extra linen and storage options. Conveniently located with quick access to the 280 Freeway, this home combines luxurious living with practicality. Don't miss your chance to make this stunning property your own!

8 Bel Aire LN, San Mateo

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

Sold listing courtesy of Jennifer Chen from RW

47 El Cerrito AVE, San Mateo
$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

228 Harvard RD, San Mateo
$3,625,000
3 Beds ⋅ 2 Baths ⋅ ML82049828 MLS
OFFERS DUE FRIDAY(12th) BY 12NOON Some homes check the boxes. Others create the lifestyle you've been searching for. Tucked into one of San Mateo's most sought-after neighborhoods, 228 Harvard Road offers the best of Peninsula living, where peaceful mornings, outdoor adventure, and vibrant city life come together. This charming Dutch Colonial-style home features timeless architecture, storybook curb appeal, warm hardwood floors, and inviting living spaces filled with character. Thoughtfully refreshed and move-in ready, the home offers 3 bedrooms and 2 bathrooms with the flexibility to gather, work, entertain, and relax. Enjoy easy access to nearby Sawyer Camp Trail for hiking, biking, and outdoor recreation, while Downtown San Mateo's renowned restaurants, shopping, and entertainment are just minutes away. The private backyard provides a peaceful retreat with established trees and beautiful landscaping, creating the perfect setting for relaxing or gathering with family and friends. Located in a highly sought-after neighborhood near highly regarded schools, this home offers a rare opportunity to enjoy the charm, convenience, and lifestyle that make San Mateo one of the Peninsula's most desirable communities. Welcome home.

228 Harvard RD, San Mateo

Listed by Christopher Eckert, 650-274-1129 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Ty Orlando from KWPEN

74 Crystal Springs RD, San Mateo
$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

312 W 39th AVE, San Mateo
$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

1305 Maple ST, San Mateo
$3,600,000
5 Beds ⋅ 7 Baths ⋅ ML82055548 MLS
Newly Built 2021 Home w/ ADU in Prime San Mateo! This fully permitted property offers 4,085 sqft total living space 2,919 sqft in the main home plus a 1,166 sqft ADU. The main home features 10-foot ceilings, custom 8-foot doors, recessed lighting, and 10-foot built-in bookcase. The living room offers a cozy fireplace & bay window that bring in natural light. The chefs kitchen is a showstopper, complete with a skylight, a 9-foot island with built-in sink, wine cooler, and premium Miele & Thermador appliances. The primary suite includes a custom walk-in closet and connects to a junior suite, perfect for flexible living. Bathrooms offer radiant heated floors and spa-like finishes. Additional highlights include dual-zone HVAC, fire sprinklers, and a solid concrete foundation w/ reinforced beams. The backyard is a low-maintenance retreat with mature fruit trees. The ADU offers stylish & luxury living with Miele-equipped kitchen, a sleek waterfall island w/ built-in microwave, a custom wine cellar with glass doors and LED lighting, soaring 11-foot ceilings, a private master suite, a half bath, & approximately 800 sqft of expansive storage. Conveniently located near top-rated Aragon High School, parks, shopping, dining, and with easy access to SM Downtown, Hwy 101, 92, Caltrain & SFO.

1305 Maple ST, San Mateo

Listed by Anders Fung, 415-260-5841 from Sequoia Commercial Group
(If provided) CoList: from

Sold listing courtesy of Robert Luecke from SHOPI

40 Roxbury LN, San Mateo
$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

250 Harvard RD, San Mateo
$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

1660 Parrott DR, San Mateo
$3,530,000
3 Beds ⋅ 3 Baths ⋅ ML82032246 MLS
Expanded, refined, and truly one of a kind, 1660 Parrott Drive is a contemporary residence with state-of-the-art finishes and captivating, uninterrupted views. Thoughtfully redesigned inside and out from its ranch-style origins, the home embodies California dream living. Set against the backdrop of Pulgas Ridge, the elevated living, dining, and kitchen areas flow seamlessly for everyday comfort and entertaining. The chefs kitchen features custom cabinetry, professional-grade appliances, a beverage station, and island seating. The well-planned layout includes an attached studio ADU with kitchenette and backyard access, ideal for guests or extended family. The opposite wing offers a spacious primary suite with wall-to-wall custom closets, plus two additional bedrooms and a beautifully appointed bath. Additional highlights include radiant heated floors, owned solar, backup generator, two tankless water heaters, finished garage with EV charging, and laundry room. Resort-style grounds feature a Trex deck, heated pergola, putting green, outdoor spa, and terraced gardens with drip irrigation, all capturing panoramic views and stunning sunsets. Conveniently located near top-rated schools, shopping, dining, and Highways 92, 280, and 101.

1660 Parrott DR, San Mateo

Listed by Lin Storer, 650-291-1862 from Compass
(If provided) CoList: from

Sold listing courtesy of Jing Hu from CBR

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