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$929,000
2 Beds ⋅ 1 Baths ⋅ ML82054686 MLS
Prepare to be impressed! Old World charm shines throughout this light filled Baywood condominium, ideally located just a stones throw from the Main Library and vibrant downtown San Mateo with its exceptional shopping, dining, and entertainment. This is a stunning end unit that shares only one common wall and offers the convenience of a desirable first floor location. Timeless details include gleaming hardwood floors, tall ceilings, spacious rooms, and an elegant foyer. The remodeled granite kitchen opens to a large formal dining room, while the impressive living room features beautiful windows and a grand fireplace. The spacious bath offers a soaking tub and a separate stall shower. Two covered parking spaces and additional storage complete this exceptional home. Truly a find!

212 Eaton RD 11, San Mateo

Listed by Chuck Cochran, 650-678-8210 from Coldwell Banker Realty
(If provided) CoList: from

$3,250,000
3 Beds ⋅ 3 Baths ⋅ ML82054599 MLS
Set in San Mateos desirable Baywood Knolls neighborhood, this single-family home offers the warmth, character, and everyday livability that make a home truly special. Hardwood floors, a fireplace, fresh new paint, and well-proportioned living spaces create an inviting setting for relaxing, entertaining, or working from home. The finished lower level adds valuable flexibility for guests, a home office, or additional living space, while the attached garage includes a Tesla EV charging setup for added convenience. The backyard provides a private outdoor retreat with space to garden, gather, or simply enjoy the comfort of home. What makes this property even more appealing is its location. Baywood Knolls is known for its established residential feel and close proximity to some of San Mateos most loved amenities. Enjoy easy access to downtown San Mateos vibrant shopping and dining scene, Central Park, and the San Mateo Caltrain station for convenient Peninsula commuting. Blending comfort, charm, and a highly desirable setting, this home is a wonderful opportunity in one of San Mateos most sought-after neighborhoods.

523 Iowa DR, San Mateo

Listed by Joe Polyak, 415-595-2647 from Rise Homes
(If provided) CoList: from

Sold listing courtesy of Nancy Lim from CBLUXURY
$4,420,000
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

Sold listing courtesy of Maria Scott from CBR
$1,650,000
2 Beds ⋅ 2 Baths ⋅ ML82050585 MLS
A grand entry foyer with elegant arched doorways sets the tone for this charming ground floor residence, where a sun filled north facing patio creates a spectacular private outdoor retreat. Inside, the spacious primary suite offers a walk in closet, dual sinks, a soaking tub, and a separate shower. A flexible second bedroom/office provides valuable versatility for guests or work from home needs. The generous living room and formal dining room, divided by a dual sided wood burning fireplace, form warm, inviting spaces ideal for everyday living and entertaining. French doors open from the living room to the patio, and a secondary kitchen door provides direct access as wellperfect for outdoor dining. The kitchen features newer appliances and abundant storage. Hardwood floors flow through much of the home, complemented by in unit laundry, plantation shutters, central A/C, two deeded parking spaces, and additional storage. Set within a gated community offering concierge service, pool, gym, sauna, and steam room, this boutique 30 unit building is moments from downtown San Mateos shopping, dining, and library.

111 W 3rd AVE 107, San Mateo

Listed by Chris Molnar, 650-504-2693 from Coldwell Banker Realty
(If provided) CoList: from

$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
$3,250,000
4 Beds ⋅ 3 Baths ⋅ ML82049168 MLS
Beautifully remodeled Baywood home blends timeless character with modern design on one of San Mateos most desirable streets. This 4BD/3BA residence offers approximately 1,740 sq ft and (bonus 429sf of office/playroom) of thoughtfully updated living space on a generous 7,200 sq ft lot. The fully remodeled interior features luxury vinyl flooring, LED lighting, expansive picture windows, and an ideal floor plan for todays lifestyle. The stunning new kitchen showcases chic navy cabinetry, stainless steel appliances, breakfast bar seating, and opens directly to a cozy family room. A spacious formal living area with fireplace is large enough to accommodate both living and dining spaces while maintaining warmth and charm. All four bedrooms overlook the beautifully landscaped backyard, creating a peaceful and private setting. Three bathrooms, 2 fully remodeled & feature stylish finishes and modern functionality. Additional bonus areas not included in the square footage include a finished attic space with carpet, ideal as a playroom or flex space, plus a separate office off the detached garage perfect for working from home. Located in the highly sought-after Baywood neighborhood with convenient access to downtown San Mateo, Baywood Elementary and Aragon High.

563 Edinburgh ST, San Mateo

Listed by Sternsmith Group, 650-678-5455 from Compass
(If provided) CoList: from

Sold listing courtesy of The Dwyer Group from APR
$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
$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
$899,950
2 Beds ⋅ 2 Baths ⋅ ML82047906 MLS
A Once-in-a-Lifetime Baywood Mediterranean | Iconic 1928 Architectural Gem Step inside this stunning 2BD/2BA, 1,310 sqft residence tucked inside one of San Mateo's most iconic 1928 Mediterranean buildings, set behind a lush, manicured courtyard in the coveted Baywood neighborhood. This is the kind of home buyers wait years to find. From the hand-painted Spanish tile entry and wood-beamed ceilings to the elegant bay window, gleaming hardwood floors, and beautifully carved fireplace mantle, every detail reflects the timeless craftsmanship that defines pre-war California design. The light-filled living room opens to a formal dining area and a crisp, freshly painted kitchen with classic subway tile. Two generous bedrooms and preserved vintage-tiled baths complete this rarely available offering*Modern updates include new plumbing, lighting, paint, and updated electrical (May 2026). Move-in ready with character that simply cannot be replicated.Stroll to downtown San Mateo's 100+ restaurants, Michelin-starred dining, boutique shopping, Cinemark theater, and Central Park with its Japanese Tea Garden. Steps from Caltrain and minutes to 101, 92, and 280.Homes inside this iconic landmark rarely come to market. This is the once-in-a-lifetime address you'll tell people about. Welcome home.

212 Eaton RD 22, San Mateo

Listed by Kristen Constantino, 408-489-7653 from Realty World-S.J.R.-Constantino Team
(If provided) CoList: from

Sold listing courtesy of Joy Rong from NTERO
$1,260,000
2 Beds ⋅ 2 Baths ⋅ ML82047368 MLS
Rarely available and impossible to replicate this 1,700 sq ft 2BD/2BA delivers true house-like scale in a classic 1920s Mediterranean just one block from downtown San Mateo and within the coveted Baywood neighborhood and school district. Soaring ceilings, oversized windows, and hardwood floors create volume and light rarely found in condo living. A dramatic living room with fireplace flows into a flexible office spaceideal for working from home without giving up entertaining space. Updated kitchen and remodeled baths bring modern ease, while A/C, in-unit laundry, 2 walk-in closets, and an oversized storage area check the practical boxes most condos miss. Private 1-car garage included. Charming courtyard, fitness room with sauna, and unbeatable proximity to Central Park, dining, shopping, and Caltrain complete the package. Opportunities like this dont come up often, see it before its gone.

28 W 4th AVE 11, San Mateo

Listed by Sternsmith Group, 650-678-5455 from Compass
(If provided) CoList: from

Sold listing courtesy of Rumana Jabeen from KWPEN
$2,550,000
3 Beds ⋅ 3 Baths ⋅ ML82046279 MLS
Located in Baywood, one of San Mateo's most coveted neighborhoods, this beautifully finished home is the rare offering that checks every box: timeless style, thoughtful layout and an unbeatable location just moments from the energy of downtown. The oversized living room stretches from the front to the back of the home, providing natural light morning and evening. With a formal dining room and an eat-in kitchen, the home provides for casual gatherings as well as formal ones. Upstairs, there's 3 bedrooms and two updated bathrooms (including a primary suite) with plenty of privacy. Outside, the flat yard includes a covered patio, turf play area and basketball hoop along with a 3 car garage. The home is within the highly regarded Baywood Elementary and Aragon High School attendance area, and just minutes from shops, restaurants, and Caltrain access in downtown San Mateo.

55 Crystal Springs RD, San Mateo

Listed by The Dwyer Group, 650-703-1183 from Compass
(If provided) CoList: from

Sold listing courtesy of The Dwyer Group from APR
$3,060,880
3 Beds ⋅ 2 Baths ⋅ ML82044348 MLS
Come experience Baywood at its best! Tucked away on a super quiet street with a set-back frontage, this beautifully updated, turnkey home offers the perfect balance of comfort, style, and privacy. Enter thru a charming front pathway into a light-filled, single-level home featuring hardwood floors, crown molding, and recessed lighting w/ dimmers, double pane windows throughout. Formal living room flow seamlessly into the dining room, enhanced by built-in sound systems and abundant natural light from skylights. At the heart of the home is a remodeled open-concept kitchen with high-end appliances, connecting effortlessly to the dining area. French doors open to a large outdoor patio with views of Mt. Diablo, creating the perfect indoor-outdoor setting, perfect for entertaining. The home offers 3 generously sized bdrms and 2 full baths, including a private primary en suite, w/ bathrooms featuring soaring ceilings for added space and light. Step outside to a large, flat backyard with multiple access points, ideal for gatherings, relaxation. Located just blocks from top-rated schools and mins to Dtwn San Mateo, with easy access to Hwy 280. A rare opportunity in a highly walkable, top-tier neighborhood.

511 Yale DR, San Mateo

Listed by Jeanne Gallagher, 650-504-5110 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Celine Song from CBR
$2,750,000
2 Beds ⋅ 3 Baths ⋅ ML82043883 MLS
NEW PRICE!! Welcome to luxury living at the Towers in the heart of San Mateo! This stunning 2BR/2.5BA condo offers an expansive 2,800 SF of modern elegance. Step inside to find high ceilings, sleek hardwood floors, recessed lighting, and plenty of natural light streaming through a multitude of windows. The open layout features a spacious foyer, formal dining room, and a cozy library/den, perfect for working from home or unwinding. The sunlit kitchen is complete with a breakfast nook, cooktop, range hood, dishwasher, refrigerator, and even a wine cooler for entertaining. The private primary ensuite boasts a walk-in closet, a large shower and generous primary bedroom. A small private patio off kitchen offers a serene outdoor space, while the building includes shared rooftop deck, patios, and common outdoor areas. Amenities include pool/spa, sauna, gym, game room, and media/recreation room. With a doorman, elevator access, & security features like an electric gate and voice intercom, convenience and peace of mind are yours. Add'l features include central AC/heating, an in-unit washer/dryer and private storage Located near downtown San Mateo, this condo combines convenience, style, and easy access to downtown restaurants, shops and library

20 W 3rd AVE 601, San Mateo

Listed by Susan Herman, 650-400-4383 from Compass
(If provided) CoList: from

$3,165,000
4 Beds ⋅ 2 Baths ⋅ ML82043432 MLS
Spacious, bright, and beautifully refreshed, this classic Baywood Knolls home offers an ideal floor plan filled with natural light. A formal entryway welcomes you into a light-filled, expansive living room featuring multiple windows, rich wood floors, and a stunning stone fireplace. The ample formal dining room is perfect for entertaining, while the enormous family room boasts French doors that open seamlessly to the backyard for indoor-outdoor living. The sweet kitchen overlooks the yard, creating a bright and inviting space. Upstairs, you'll find three bedrooms and a full bath. The primary bedroom enjoys beautiful light and lovely views. The second bedroom showcases stylish designer wallpaper, and the third bedroom is bright and fresh. The full bath includes both a tub and separate shower stall. The lower level features a fourth bedroom, full bath, and a convenient laundry room. The landscaped backyard is complete with a patio, large lawn area, and serene Bay views. Nestled in a beautiful, calm San Mateo neighborhood, the home is conveniently located near downtown, walking paths, and lush greenery, and is served by a highly regarded public school system.

811 Nevada AVE, San Mateo

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

Sold listing courtesy of Susan Berry from KWPEN
$1,850,000
2 Beds ⋅ 2 Baths ⋅ ML82043382 MLS ⋅ Hillsborough Gateway BLDG.
Enter this secure gated building and take in the lush garden courtyard with splashing fountains. This great corner unit in the Hillsborough Gateway faces Northeast, with loads of arched windows letting in the light from every angle. The open floor plan living and dining "L" is ideal for entertaining, with a private balcony and gourmet kitchen with a cozy breakfast nook. The nicely-appointed den off the living room will keep you organized, while the primary suite has loads of closets and a sumptuous marble bathroom. The second bedroom features its own bathroom, a walk-in closet, and a convenient built-in Murphy bed, handy for guests. Community amenities include a concierge, swimming pool, gym, extra storage unit, 2 deeded parking spaces (one with an EV charger), a sauna, and a steam room.

111 W 3rd AVE 201, San Mateo

Listed by Kathleen Areias, 650-464-3248 from Compass
(If provided) CoList: from

Sold listing courtesy of Trish Power from APR
$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
$990,000
2 Beds ⋅ 2 Baths ⋅ ML82041771 MLS ⋅ Baywood Condominium BLDG.
Ideally located just blocks from downtown San Mateo in the sought-after west side neighborhood, this move-in ready condo offers easy access to dining, shopping, cafes, the library, and daily conveniences. Nearby parks and Caltrain, provide outdoor enjoyment and commuting ease. This light-filled third-floor end unit features a spacious living and dining area with fireplace, built-in cabinetry, and access to a large balcony with courtyard and tree views, ideal for relaxing or dining. In-unit laundry adds convenience. The updated kitchen features granite countertops, stainless steel appliances including double oven, refrigerator, dishwasher, stovetop with vent, double sinks, and ample cabinetry. The home offers 2 bedrooms and 2 bathrooms, including a spacious primary suite with plantation shutters, two closets, and an updated bathroom with makeup vanity and large glass-enclosed shower. The second bedroom also features plantation shutters and a large closet. An updated hall bathroom with shower over tub adds functionality. Additional highlights include engineered wood flooring, central heat and air conditioning, secure lobby. Gated underground parking includes one of the largest spaces with a Tesla charger and storage, plus an expansive storage closet on the same floor as the unit.

225 Virginia AVE 3D, San Mateo

Listed by Lizi Tabet, 415-990-6070 from Compass
(If provided) CoList: Aimee Klarich from Compass

Sold listing courtesy of Kathleen Areias from APR
$3,400,000
4 Beds ⋅ 3 Baths ⋅ ML82039537 MLS
Located in Baywood, one of San Mateos most sought-after neighborhoods, this 4-bedroom, 3-bath home offers indoor-outdoor living. The kitchen/great room combination serves as the center of the home, featuring new quartz countertops, stainless steel appliances and plenty of natural light. Hardwood floors run throughout, adding sophistication and continuity. There's 3 bedrooms and 2 baths upstairs with another ensuite bedroom on the lower level. The home sits on an expansive 8,000+ sq ft lot with both front and back lawns, a large backyard, and a fantastic deck - ideal for barbequing and dinners outdoors. Close to top-rated public and private schools and easily accessible to Silicon Valley and San Francisco.

370 Parrott DR, San Mateo

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

Sold listing courtesy of Charles Griffith from MCGR
$1,147,500
2 Beds ⋅ 2 Baths ⋅ ML82038420 MLS ⋅ Baywood Condos BLDG.
Enjoy Penthouse living in this prime close-in Baywood location that is just a couple blocks from bustling downtown San Mateo shopping, restaurants, and entertainment. This top floor unit features laminated flooring and high vaulted ceilings in the living, dining/office areas. The living room features a gas/log fireplace and a large sliding glass door opening to a balcony with beautiful verdant outlook views.The updated kitchen includes granite countertops and sliding spice and pantry racks. The spacious primary suite includes his and hers closets. The primary bath includes a glass enclosed shower and a double sink vanity. Amenities include air-conditioning, in-unit washer / dryer, a large personal storage space, and a deeded garage parking space. An additional parking space may be obtainable from the HOA. Beautiful, private, condominium community Oak shaded park-like backyard! Large personal storage space on fourth floor that measures approximately 5.4 feet wide,8.75 long, 7.9 feet high. This penthouse condominium is a rare offering in a prime close-in Baywood location! Elevator from garage to 4th floor, where condo is located. No stairs inside the condominium.

225 Virginia AVE PH-D, San Mateo

Listed by Bill McQuaid, 650-245-1605 from Compass
(If provided) CoList: from

Sold listing courtesy of Matt Aragoni from CBR
$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
$3,550,000
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
$3,500,000
3 Beds ⋅ 2 Baths ⋅ ML82033816 MLS
This single-level 3-bedroom, 2-bath Baywood home offers a perfect floor plan and beautifully landscaped grounds with a flat, usable yard. The updated kitchen features an island, stainless steel appliances, stainless countertops and opens seamlessly to the adjacent family room. There's a formal living room and dining room for entertaining. The primary suite includes a remodeled spa-like bathroom with dual sinks. With direct access to the outdoor dining patio, landscaped yard, lawn, fountain and brick patio - this home is ideal for indoor/outdoor entertaining. There's also an attached 2 car garage with plenty of storage above the garage as well (ask us about the "automated lift" to access the attic!) Close to Silicon Valley, San Francisco and top-rated public and private schools.

365 Parrott DR, San Mateo

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

Sold listing courtesy of Greg Damelio from SGP
$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
$899,000
1 Beds ⋅ 1 Baths ⋅ ML82032313 MLS ⋅ Baywood Place BLDG.
Tucked away in the desirable Baywood neighborhood, this hidden gem offers a rare sense of privacy with its own separate entrance, and is an inviting retreat just moments from downtown dining, shopping, parks, and top-rated schools. Inside this top floor condo hardwood floors flow throughout, including recently installed hardwood in the expansive bedroom suite, and are complemented by decorative beam ceilings. Generous natural light fills the home, creating an airy and welcoming atmosphere. Two private balconies extend the living space outdoors, perfect for morning coffee, or unwinding at the end of the day. Thoughtful, luxurious finishes and well-proportioned rooms make everyday living feel elevated yet effortless. Additional highlights include inside laundry, two deeded side-by-side parking spaces, and a spacious private storage unit. The well-maintained, 17 unit community is surrounded by mature foliage and architectural landscaping, and convenient access to public transit and highways 101, 92, and 280 makes commuting a breeze. This home offers the best of both worlds: peaceful and luxurious living, with the vibrancy of downtown San Mateo at your doorstep.

141 W 3rd AVE, San Mateo

Listed by Carly Seiff, 650-862-1884 from Compass
(If provided) CoList: from

Sold listing courtesy of Jenny Rowe from RDFIN
$3,200,000
5 Beds ⋅ 3 Baths ⋅ ML82030609 MLS
Welcome to this stunning, completely remodeled 5-bedroom, 3-bath home with approximately 3,040 sq. ft, featuring 2,540 of beautifully reimagined living space and +/- 500 sq. ft. of versatile bonus space, on a 6,098 sq. ft. lot in one of San Mateos most desirable neighborhoods, Baywood. Thoroughly renovated, the home features an inviting open-concept main level with expansive windows that frame stunning hillside views, infusing the interiors with natural light. The remodeled kitchen serves as the heart of the home, showcasing sleek cabinetry, premium appliances, and generous counter space ideal for both everyday living & elevated entertaining. Multiple decks extend the living spaces outdoors, providing the perfect setting for play, relaxation, and gatherings with family and friends. With well-scaled rooms that easily accommodate guest suites, home offices, or multi-generational needs, this flexible five-bedroom layout offers exceptional versatility! Spa-inspired bathrooms, refined finishes, & warm modern design elements create a cohesive, move-in-ready experience. Situated minutes from top-rated Baywood schools, verdant parks, local cafes and convenient commuter routes, this exceptional home blends contemporary comfort with an unbeatable San Mateo lifestyle.

23 Treetop LN, San Mateo

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

Sold listing courtesy of Jim Arbeed from CBR
$4,900,000
5 Beds ⋅ 3 Baths ⋅ ML82027591 MLS
The height of Baywood elegance, 236 Amherst Avenue is a 1930 Spanish Revival that was entirely rebuilt less than a decade ago. With no expense spared, the property features new windows, electrical systems, designer appliances, and only the highest-end finishes. Architectural details such as a cathedral ceiling in the living room and a bedroom suite with a balcony layer old-world charm throughout the home. Refined taste transforms the spacious home, adding sophistication to the five bedrooms and three bathrooms, formal living room and dining room, and additional living spaces. The oversized family room opens onto the thoughtfully designed outdoor lounge area and freshly landscaped backyard. The home also contains a bonus room and gym, a two-car garage, and ample storage space throughout. New landscaping enhances the beautiful exterior of the home. 236 Amherst is a comfortable and polished home within walking distance to the best of downtown San Mateo.

236 Amherst AVE, San Mateo

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

Sold listing courtesy of Michele Oravec from APR
$2,815,000
4 Beds ⋅ 3 Baths ⋅ ML82025219 MLS
Tucked away on a quiet cul-de-sac, 18 Wildwood Drive offers ultimate privacy and 2,260 sq. ft. of beautifully designed living space on an expansive 13,596 sq. ft. lot. This split-level 4bed 3bath home combines architectural character with modern comfort and energy efficiency featuring owned solar, dual pane windows, central heating and air conditioning, hardwood floors, and a finished garage. The main floor showcases a stunning living and dining area with vaulted ceilings, floor-to-ceiling windows, and a cozy fireplace. A spacious kitchen opens to the family room, creating the perfect setting for everyday living and entertaining. A versatile bedroom or home office with an attached full bath completes this level. The lower level includes a guest suite with its own full bathroom, indoor laundry, and access to the finished two-car garage. Upstairs, the impressive primary suite boasts vaulted ceilings, abundant natural light, and a luxurious spa-inspired bathroom with custom tile, a walk-in shower, and a clawfoot tub. A second upper-level bedroom offers flexibility for family or guests. Surrounded by mature trees and peaceful surroundings, this private San Mateo retreat is a rare blend of comfort, style, and sustainability.

18 Wildwood DR, San Mateo

Listed by Bouja & Swenson Group, 408-489-0025 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Julie Charron from CBR
$2,720,000
3 Beds ⋅ 2 Baths ⋅ ML82024433 MLS
Modern in Function, Timeless in Style, Automated for "Wow" ~ Combining many hard-to-finds, this one level, remodeled Baywood Knolls property is equal parts comfort, class and tech. A polished curb appeal comes from a modern color palette and new front landscaping. Anchored by a large, open kitchen with stainless appliances, honed granite countertops, a central island and adjacent pantry/bar area, the main living space has exceptional interior flow. Step out to the magical backyard with its wine country vibe, true extended living space and customized for entertaining with extensive automated lighting and audio systems, and game day TV corner. A peaceful, unobstructed treetop view frames the SF downtown's iconic towers in the distance. Three spacious bedrooms and two baths include a primary suite with views and a remodeled dressing room area with a wall of closets. An immaculate, finished garage with multiple storage options can double as workout and project space, while a separate laundry/mudroom corrals everyday messes. Connecting everything is an integrated tech/smart home system++ that streamlines and enhances countless little things, creating more time for the moments that really matter. Baywood Elementary, Borel Middle, Aragon HS.

866 Parrott DR, San Mateo

Listed by Heidi Maierhofer, 650-281-3601 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Sternsmith Group from APR
$1,825,000
2 Beds ⋅ 2 Baths ⋅ ML82022813 MLS
Experience modern luxury living at 149 W. 3rd Avenue, an elegant residence in one of San Mateo's premier newer-construction condo communities. Perfectly positioned in the heart of Downtown San Mateo/Baywood, this home is just steps from acclaimed dining and shopping, including Backhaus Bakery, Pausa, Central Park, Caltrain & highways 92, 101 & 280. This thoughtfully designed, top floor 2-bedroom, 2-bath condo with office features an open floor plan with a seamless flow between the living, dining, and kitchen spaces. The living room is accented by striking wood beam ceilings, while the dining area opens directly to the kitchen, creating the ideal layout for entertaining. The chefs kitchen boasts luxury appliances, sleek finishes, and abundant storage. Additional highlights include a dedicated office, a laundry room with storage, and three private patios with treetop views that extend the living space outdoors. Comfort is ensured year-round with central heat & air conditioning. There is two-car parking in a secure garage and a large private storage room at the garage level. Elevatored building with guest parking spaces. This is a rare opportunity to own a sophisticated urban retreat in one of the Peninsula's most vibrant locations.

149 W 3rd AVE, San Mateo

Listed by Cheryl A. Bower, 415-999-3450 from Compass
(If provided) CoList: from

Sold listing courtesy of Gilson Team from MCGR
$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

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