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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.

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

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.

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

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.

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

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.

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

$2,730,000

Welcome to 438 Bucknell Drive, a spacious 4-bedroom, 3.5-bath home offering 2,323 sq ft of beautiful living space. Nestled near Baywood Elementary, this residence blends classic charm with modern comforts. The traditional split-level floor plan is ideal for daily life and entertaining. The main level features a formal entryway, a large living room with an art-deco fireplace, a dining room with elegant built-in shelving, and a half-bath. The thoughtfully designed kitchen overlooks the family room, creating a wonderful open flow for gatherings. The second floor hosts two large bedrooms with generous closet space and a full bathroom with a jetted tub. The top floor is a private retreat with an additional bedroom, a full bathroom, and exclusive access to a rooftop deck. The lower level adds incredible versatility with a bonus bedroom, a full bath, and a two-car garage with laundry units. Both the main and lower levels provide direct access to the backyard, where you'll find a porch with a retractable awning, a beautifully landscaped lawn, and a shed with covered seating area. This outdoor oasis is perfect for hosting friends and family. Don't miss your chance to own this fantastic property!

4 Beds ⋅ 4 Baths ⋅ ML82018724 MLS

Welcome to 438 Bucknell Drive, a spacious 4-bedroom, 3.5-bath home offering 2,323 sq ft of beautiful living space. Nestled near Baywood Elementary, this residence blends classic charm with modern comforts. The traditional split-level floor plan is ideal for daily life and entertaining. The main level features a formal entryway, a large living room with an art-deco fireplace, a dining room with elegant built-in shelving, and a half-bath. The thoughtfully designed kitchen overlooks the family room, creating a wonderful open flow for gatherings. The second floor hosts two large bedrooms with generous closet space and a full bathroom with a jetted tub. The top floor is a private retreat with an additional bedroom, a full bathroom, and exclusive access to a rooftop deck. The lower level adds incredible versatility with a bonus bedroom, a full bath, and a two-car garage with laundry units. Both the main and lower levels provide direct access to the backyard, where you'll find a porch with a retractable awning, a beautifully landscaped lawn, and a shed with covered seating area. This outdoor oasis is perfect for hosting friends and family. Don't miss your chance to own this fantastic property!

438 Bucknell DR, San Mateo

Listed by Mia Baldini, 650-862-1958 from Century 21 Baldini Realty
(If provided) CoList: Bruno A. Baldini from Century 21 Baldini Realty

Sold listing courtesy of Mike Bohnert from CBR

$2,361,000

Light-Filled and Spacious Baywood Knolls Gem! Located in desirable Baywood Knolls, just minutes from shopping and dining in vibrant downtown San Mateo, this lovely home offers timeless appeal for comfortable living today, and potential to transform into a dream home. Beautiful hardwood floors enhance the light-filled interiors, where a spacious living room with fireplace flows to a formal dining room and bright eat-in kitchen. Three bedrooms include a primary suite, while a spacious hallway bath serves two additional bedrooms and the main living areas. Outdoor living is inviting with a welcoming covered front porch and landscaped front and rear yards framed by lush gardens. An attached two-car garage with laundry area adds convenience, and excellent nearby San Mateo schools complete this wonderful opportunity.

3 Beds ⋅ 2 Baths ⋅ ML82017624 MLS

Light-Filled and Spacious Baywood Knolls Gem! Located in desirable Baywood Knolls, just minutes from shopping and dining in vibrant downtown San Mateo, this lovely home offers timeless appeal for comfortable living today, and potential to transform into a dream home. Beautiful hardwood floors enhance the light-filled interiors, where a spacious living room with fireplace flows to a formal dining room and bright eat-in kitchen. Three bedrooms include a primary suite, while a spacious hallway bath serves two additional bedrooms and the main living areas. Outdoor living is inviting with a welcoming covered front porch and landscaped front and rear yards framed by lush gardens. An attached two-car garage with laundry area adds convenience, and excellent nearby San Mateo schools complete this wonderful opportunity.

525 Colgate WAY, San Mateo

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

Sold listing courtesy of Cindy Moscaret from APR

$2,580,000

The kind of property that inspires and sparks imagination! Whether you're ready to design your forever home or simply want a solid investment in one of San Mateo's most sought-after neighborhoods, this Baywood Knolls property is bursting with potential and promise. Offering 4 bedrooms, including both main level and upper-level master suites, a formal living room, formal dining room, separate family or game room, dedicated office, formal dining room, and plenty of storage this home is ready for your personal touches! Located in the heart of Baywood Knolls, this sought-after location is close to award-winning schools, vibrant downtown San Mateo, and offers easy access to HWYs 92, 280, and 101.

4 Beds ⋅ 3 Baths ⋅ ML82017461 MLS

The kind of property that inspires and sparks imagination! Whether you're ready to design your forever home or simply want a solid investment in one of San Mateo's most sought-after neighborhoods, this Baywood Knolls property is bursting with potential and promise. Offering 4 bedrooms, including both main level and upper-level master suites, a formal living room, formal dining room, separate family or game room, dedicated office, formal dining room, and plenty of storage this home is ready for your personal touches! Located in the heart of Baywood Knolls, this sought-after location is close to award-winning schools, vibrant downtown San Mateo, and offers easy access to HWYs 92, 280, and 101.

755 Nevada AVE, San Mateo

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

Sold listing courtesy of Xiao Wang from ATFIN

$4,485,000

Quintessential Spanish Mediterranean Beauty in the Baywood Community of San Mateo. This fine home has many custom features and updates. Originally built in 1927 with superior quality and craftmanship and lovingly remodeled and maintained over the past 30 years by the current owners. The entry courtyard will surely captivate and invite every visitor to this spectacular property. Solid core doors, hand made staircase and railings, solid wood beams, gleaming Oak Hardwood Floors, double pane windows and high ceilings will greet you as you enter this home. Natural light from all sides of this spectacular floor-plan make this a very special home for living and entertaining. The downstairs bedroom is currently being used as an office/den. The closet was removed and a custom cabinet and desk were installed. The chef's kitchen has been significantly upgraded over the years and the owner has the original approved plans of all upgrades and remodeling. The large separate family room leads to an outdoor dining, entertaining and built-in BBQ space. The entire front and rear garden and courtyard was professional landscaped and is well-maintained. This is a rare opportunity to own one of Baywood's finest homes. Conveniently located close to schools, churches, Downtown San Mateo, Central Park...

4 Beds ⋅ 3 Baths ⋅ ML82016709 MLS

Quintessential Spanish Mediterranean Beauty in the Baywood Community of San Mateo. This fine home has many custom features and updates. Originally built in 1927 with superior quality and craftmanship and lovingly remodeled and maintained over the past 30 years by the current owners. The entry courtyard will surely captivate and invite every visitor to this spectacular property. Solid core doors, hand made staircase and railings, solid wood beams, gleaming Oak Hardwood Floors, double pane windows and high ceilings will greet you as you enter this home. Natural light from all sides of this spectacular floor-plan make this a very special home for living and entertaining. The downstairs bedroom is currently being used as an office/den. The closet was removed and a custom cabinet and desk were installed. The chef's kitchen has been significantly upgraded over the years and the owner has the original approved plans of all upgrades and remodeling. The large separate family room leads to an outdoor dining, entertaining and built-in BBQ space. The entire front and rear garden and courtyard was professional landscaped and is well-maintained. This is a rare opportunity to own one of Baywood's finest homes. Conveniently located close to schools, churches, Downtown San Mateo, Central Park...

533 Edinburgh ST, San Mateo

Listed by Ken Constantino, 650-814-0277 from Compass
(If provided) CoList: from

Sold listing courtesy of Rita Chao from KWCU

$4,800,000

Welcome to this spacious 5-bedroom, 3.5 bathroom brand new home located in the vibrant city of San Mateo. With a generous 2,969 sqft living space, 22,611 sq ft lot, new presidential shingles roof, this property offers a perfect blend of comfort and functionality. The heart of the home is the open kitchen with Thermador appliances, Rift sawn white oak cabinets,opening up to the patio overlooking the huge backyard with Zypher outdoor kitchen, ideal for culinary enthusiasts and family gatherings. Grohe/Brizo finishes in the bathroom and kitchen, Toto Toilets, a life style with high level taste. Enjoy the luxury of central AC and cooling, ensuring comfort in every season. The white oak engineered flooring throughout the home complements the interior with style and durability, while the fireplace adds a touch of warmth and ambiance to the living area. Practicalities are seamlessly integrated with a convenient Electrolux laundry setup. Located within the San Mateo-Foster City Elementary School District, this residence ensures educational access for families. Additional amenities include central forced air heating and a dining area, providing the perfect setting for hosting meals. With a 2-car garage and a substantial lot size, this home offers ample space for your needs.

5 Beds ⋅ 4 Baths ⋅ ML82016119 MLS

Welcome to this spacious 5-bedroom, 3.5 bathroom brand new home located in the vibrant city of San Mateo. With a generous 2,969 sqft living space, 22,611 sq ft lot, new presidential shingles roof, this property offers a perfect blend of comfort and functionality. The heart of the home is the open kitchen with Thermador appliances, Rift sawn white oak cabinets,opening up to the patio overlooking the huge backyard with Zypher outdoor kitchen, ideal for culinary enthusiasts and family gatherings. Grohe/Brizo finishes in the bathroom and kitchen, Toto Toilets, a life style with high level taste. Enjoy the luxury of central AC and cooling, ensuring comfort in every season. The white oak engineered flooring throughout the home complements the interior with style and durability, while the fireplace adds a touch of warmth and ambiance to the living area. Practicalities are seamlessly integrated with a convenient Electrolux laundry setup. Located within the San Mateo-Foster City Elementary School District, this residence ensures educational access for families. Additional amenities include central forced air heating and a dining area, providing the perfect setting for hosting meals. With a 2-car garage and a substantial lot size, this home offers ample space for your needs.

510 Yale DR, San Mateo

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

Sold listing courtesy of Maria Scott from CBR

$1,503,000

Price improvement! Mediterranean-style condominium in beautiful Baywood, next to the San Mateo Public Library, just 2 blocks from vibrant downtown San Mateo dining, shopping, and entertainment. Gated secure entrance with a Concierge leads to a central courtyard with bubbling fountains, lush gardens, and a sunny swimming pool. Unit 306 is located in the quiet back corner--one of the best floor plans in the building, with spacious rooms and great storage, refreshed with new paint and engineered wood floors. Lovely arched windows emit loads of natural light. Two private terraces invite fresh air and a quiet spot to relax. Both bedrooms are large. Two deeded parking spaces in the secure underground garage access the unit via the recently remodeled elevator. Extra storage unit in the garage, as well as a sauna, steam room, and gym.

2 Beds ⋅ 2 Baths ⋅ ML82013534 MLS

Price improvement! Mediterranean-style condominium in beautiful Baywood, next to the San Mateo Public Library, just 2 blocks from vibrant downtown San Mateo dining, shopping, and entertainment. Gated secure entrance with a Concierge leads to a central courtyard with bubbling fountains, lush gardens, and a sunny swimming pool. Unit 306 is located in the quiet back corner--one of the best floor plans in the building, with spacious rooms and great storage, refreshed with new paint and engineered wood floors. Lovely arched windows emit loads of natural light. Two private terraces invite fresh air and a quiet spot to relax. Both bedrooms are large. Two deeded parking spaces in the secure underground garage access the unit via the recently remodeled elevator. Extra storage unit in the garage, as well as a sauna, steam room, and gym.

111 W 3rd AVE 306, San Mateo

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

Sold listing courtesy of OWN Real Estate from KWPEN

$5,200,000

Situated in San Mateos coveted Baywood neighborhood, 310 Virginia Avenue is a home of presence and practicality - refined, relaxed, and ready for life. With stately curb appeal and thoughtful renovations throughout, this residence blends timeless architecture with modern comforts in a sought-after location. The foyer introduces elegant formal living and dining rooms featuring herringbone and parquet hardwood floors, decorative moldings, and picture windows. A fully updated kitchen boasts Bosch and Thermador appliances, stone countertops, and custom cabinetry that flows to a bright breakfast area. The rear family room offers a wall of glass and direct access to a rear patio and lawn, ideal for gatherings and relaxing for afternoon sunsets. Downstairs also includes a guest bedroom or office, full bathroom, and garage access. Upstairs, the reconfigured layout features a luxurious primary suite with two closets and a spa-style bathroom with a freestanding tub, marble floors, and designer finishes. Two additional bedrooms share a beautifully renovated hall bathroom. With upgraded plumbing, electrical, HVAC, and new landscaping, this home delivers style and function. Enjoy easy access to downtown San Mateo, top-rated schools, and Baywoods tree-lined streets.

4 Beds ⋅ 3 Baths ⋅ ML82012012 MLS

Situated in San Mateos coveted Baywood neighborhood, 310 Virginia Avenue is a home of presence and practicality - refined, relaxed, and ready for life. With stately curb appeal and thoughtful renovations throughout, this residence blends timeless architecture with modern comforts in a sought-after location. The foyer introduces elegant formal living and dining rooms featuring herringbone and parquet hardwood floors, decorative moldings, and picture windows. A fully updated kitchen boasts Bosch and Thermador appliances, stone countertops, and custom cabinetry that flows to a bright breakfast area. The rear family room offers a wall of glass and direct access to a rear patio and lawn, ideal for gatherings and relaxing for afternoon sunsets. Downstairs also includes a guest bedroom or office, full bathroom, and garage access. Upstairs, the reconfigured layout features a luxurious primary suite with two closets and a spa-style bathroom with a freestanding tub, marble floors, and designer finishes. Two additional bedrooms share a beautifully renovated hall bathroom. With upgraded plumbing, electrical, HVAC, and new landscaping, this home delivers style and function. Enjoy easy access to downtown San Mateo, top-rated schools, and Baywoods tree-lined streets.

310 Virginia AVE, San Mateo

Listed by Caroline K. Huo Group, 415-999-1717 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Greg Damelio from SGP

$3,625,000

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.

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

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.

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

$4,495,000

Gorgeous! Elegant! Timeless! All you need to know about this stunning Baywood Tudor. Want more? Strikingly updated, this home blends timeless charm w/ modern flair. Roughly 3630 sf of sophisticated living space including three entertaining spaces: an elegant formal living room and delightful den and casual family room - both w/ built-in cabinetry for storage and direct access to the dreamy, entertainers backyard. The main level of this beauty is flawless! The master bedroom suite blends privacy and function w/ pure luxury. The spacious guest bedroom and sleek guest bath are so chic. And with a Sub-Zero refrigerator, dual-fuel Wolf range, marble countertops, and a great center island, the gourmet eat-in kitchen is a showstopper! Along w/ the formal entry, stunning formal living and stylish family rooms 501 Cornell is ready to impress! Upstairs, two massive bedrooms, lovely full bathroom, laundry room and attic storage provide room to spread out! A sleek outdoor kitchen and bar, expansive deck, fire pit seating area and sound, private putting green and sound/ lighting systems make this backyard THE place to be! And lets not forget, Award Winning Baywood, Borel and Aragon School Districts. Bottom line: High-end materials + designer touches = unparalleled appeal.

4 Beds ⋅ 4 Baths ⋅ ML82009044 MLS

Gorgeous! Elegant! Timeless! All you need to know about this stunning Baywood Tudor. Want more? Strikingly updated, this home blends timeless charm w/ modern flair. Roughly 3630 sf of sophisticated living space including three entertaining spaces: an elegant formal living room and delightful den and casual family room - both w/ built-in cabinetry for storage and direct access to the dreamy, entertainers backyard. The main level of this beauty is flawless! The master bedroom suite blends privacy and function w/ pure luxury. The spacious guest bedroom and sleek guest bath are so chic. And with a Sub-Zero refrigerator, dual-fuel Wolf range, marble countertops, and a great center island, the gourmet eat-in kitchen is a showstopper! Along w/ the formal entry, stunning formal living and stylish family rooms 501 Cornell is ready to impress! Upstairs, two massive bedrooms, lovely full bathroom, laundry room and attic storage provide room to spread out! A sleek outdoor kitchen and bar, expansive deck, fire pit seating area and sound, private putting green and sound/ lighting systems make this backyard THE place to be! And lets not forget, Award Winning Baywood, Borel and Aragon School Districts. Bottom line: High-end materials + designer touches = unparalleled appeal.

501 Cornell AVE, San Mateo

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

Sold listing courtesy of Laura Bertolacci from DWELL

$4,400,000

Welcome to this beautifully updated 4-bedroom, 3-bath residence located in the highly sought-after Baywood neighborhood. Offering 3,240 sf of living space on an expansive 8,280 sf lot, this light-filled Mediterranean-inspired home blends timeless architectural details with modern sophistication. Inside, you'll find a formal and elegant dining room and a dramatic step-down living room featuring beamed ceilings and French doors that open to a charming private courtyard. The chefs kitchen has been thoughtfully updated with top end appliances, Carrera marble countertops, open shelving, and a built in dining nook. Upstairs, three spacious bedrooms and two full bathrooms include a luxurious primary suite with a spa-inspired bathroom. The lower level offers flexible living with a private en suite bedroom and separate entrance. This level also includes a welcoming family room that opens to the backyard, a dedicated office space, and a laundry room. Outdoor living with multiple entertaining areas including a new dining pergola, built-in BBQ, extra large fire pit, and award-winning landscaped gardens. Located just a short stroll from Downtown San Mateo, top-rated Baywood schools & Central Park, this home offers the perfect blend of luxury, convenience, and timeless style. Welcome home!

4 Beds ⋅ 3 Baths ⋅ ML82008887 MLS

Welcome to this beautifully updated 4-bedroom, 3-bath residence located in the highly sought-after Baywood neighborhood. Offering 3,240 sf of living space on an expansive 8,280 sf lot, this light-filled Mediterranean-inspired home blends timeless architectural details with modern sophistication. Inside, you'll find a formal and elegant dining room and a dramatic step-down living room featuring beamed ceilings and French doors that open to a charming private courtyard. The chefs kitchen has been thoughtfully updated with top end appliances, Carrera marble countertops, open shelving, and a built in dining nook. Upstairs, three spacious bedrooms and two full bathrooms include a luxurious primary suite with a spa-inspired bathroom. The lower level offers flexible living with a private en suite bedroom and separate entrance. This level also includes a welcoming family room that opens to the backyard, a dedicated office space, and a laundry room. Outdoor living with multiple entertaining areas including a new dining pergola, built-in BBQ, extra large fire pit, and award-winning landscaped gardens. Located just a short stroll from Downtown San Mateo, top-rated Baywood schools & Central Park, this home offers the perfect blend of luxury, convenience, and timeless style. Welcome home!

540 Parrott DR, San Mateo

Listed by Beth Taylor, 650-255-9510 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Sophia Waldman from SIR

$2,599,000

Welcome to this one story home in San Mateo desiderable Baywood Knolls. This exquisite remodeled 3 bedroom 2 baths home showcases hardwood floors, marble tiles in kitchen and bathrooms. The elegant kitchen features high end appliances with a Thermador Chef's stove, countertop and sink are custom made with travertine imported from Italy. Both bathrooms have been tastefully updated with premium finishes. A bright and airy living room with a large window flows into a cozy dining area. The fireplace was hand carved with Carrara marble by a marble master in Italy. The three bedrooms are spacious with ample closet space. The outdoor private oasis features mature landscaping, colorful florals, a large porch and an amazing custom made pizza oven, an island with sink and a custom made brick barbeque. The front of the house features two stone walls a beautiful fountain and a large patio that makes it look and feel very mediterranean. Front door has custom made stained, etched beveled panels. In addition to the proximity to highly regarded Baywood elementary and Aragon High school. This home is also located minutes from vibrant downtown San Mateo as well as to commute routed to 101 and 280 freeways, San Francisco International Airport and Silicon Valley.

3 Beds ⋅ 2 Baths ⋅ ML82007315 MLS

Welcome to this one story home in San Mateo desiderable Baywood Knolls. This exquisite remodeled 3 bedroom 2 baths home showcases hardwood floors, marble tiles in kitchen and bathrooms. The elegant kitchen features high end appliances with a Thermador Chef's stove, countertop and sink are custom made with travertine imported from Italy. Both bathrooms have been tastefully updated with premium finishes. A bright and airy living room with a large window flows into a cozy dining area. The fireplace was hand carved with Carrara marble by a marble master in Italy. The three bedrooms are spacious with ample closet space. The outdoor private oasis features mature landscaping, colorful florals, a large porch and an amazing custom made pizza oven, an island with sink and a custom made brick barbeque. The front of the house features two stone walls a beautiful fountain and a large patio that makes it look and feel very mediterranean. Front door has custom made stained, etched beveled panels. In addition to the proximity to highly regarded Baywood elementary and Aragon High school. This home is also located minutes from vibrant downtown San Mateo as well as to commute routed to 101 and 280 freeways, San Francisco International Airport and Silicon Valley.

501 Yale DR, San Mateo

Listed by Miranda Gullo, 650-787-4930 from Corcoran Icon Properties
(If provided) CoList: from

Sold listing courtesy of Ken Constantino from APR

$2,750,000

Rarely available in prestigious Baywood Place, this unique - luxurious Mediterranean style corner townhome offers exquisite designer details with an open floor plan. Expansive living area includes a gas fireplace with a striking artistic mantel and flows seamlessly to the patio, perfect for entertaining! The gourmet kitchen is equipped with Viking stainless steel appliances, custom cabinets, & stone counters. Spacious primary suite complete with a soaking tub, a separate stall shower, dual sink vanity, walk-in closet & two expansive balconies. Second bedroom has an en suite bath + private balcony. Separate office space adds versatility-ideal for a 3rd bedroom or remote work/study--note the adjacent half bath is pre-plumbed for shower. Amenities include wide-plank hardwood floors, high ceilings, recessed lighting, large windows, lots of natural light and a private - independent gated entrance. Take pleasure in 2,444 sqft of spacious living all connected by a built in private elevator. Baywood Place is a short stroll to vibrant downtown San Mateo & Central Park. Centrally located to public transportation & easy access to freeways. This exceptional townhome effortlessly combines the city dwelling experience with suburbia living environment and the feel of a single family home.

2 Beds ⋅ 3 Baths ⋅ ML82006458 MLS ⋅ Baywood Place BLDG.

Rarely available in prestigious Baywood Place, this unique - luxurious Mediterranean style corner townhome offers exquisite designer details with an open floor plan. Expansive living area includes a gas fireplace with a striking artistic mantel and flows seamlessly to the patio, perfect for entertaining! The gourmet kitchen is equipped with Viking stainless steel appliances, custom cabinets, & stone counters. Spacious primary suite complete with a soaking tub, a separate stall shower, dual sink vanity, walk-in closet & two expansive balconies. Second bedroom has an en suite bath + private balcony. Separate office space adds versatility-ideal for a 3rd bedroom or remote work/study--note the adjacent half bath is pre-plumbed for shower. Amenities include wide-plank hardwood floors, high ceilings, recessed lighting, large windows, lots of natural light and a private - independent gated entrance. Take pleasure in 2,444 sqft of spacious living all connected by a built in private elevator. Baywood Place is a short stroll to vibrant downtown San Mateo & Central Park. Centrally located to public transportation & easy access to freeways. This exceptional townhome effortlessly combines the city dwelling experience with suburbia living environment and the feel of a single family home.

117 W 3rd AVE, San Mateo

Listed by Mary Molinari, 650-996-7981 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of The Patty Dwyer Group from APR

$770,000

Nestled in a rarely available complex, this charming 2-bedroom, 2-bathroom condo is just half a block from El Camino Real, walking-distance to Cal Train, and a short stroll to the vibrant restaurants, shops, and amenities of downtown San Mateo. Located on the second floor, this inviting unit features an updated kitchen with a bar-style dining area, ideal for entertaining. The spacious living room offers high ceilings, beautiful hardwood floors and a cozy gas fireplace. A three-panel glass slider provides access to a large private balcony, surrounded by mature trees perfect for relaxing or enjoying your morning coffee. Both bedrooms are generously sized, including a spacious primary suite with a full ensuite bathroom and two large closets. An additional full bathroom is conveniently located off the hallway. Additional features include in-unit washer and dryer, one designated carport parking space, and a separate storage unit. Don't miss this opportunity to own a beautiful home in a prime San Mateo location!

2 Beds ⋅ 2 Baths ⋅ ML82005876 MLS

Nestled in a rarely available complex, this charming 2-bedroom, 2-bathroom condo is just half a block from El Camino Real, walking-distance to Cal Train, and a short stroll to the vibrant restaurants, shops, and amenities of downtown San Mateo. Located on the second floor, this inviting unit features an updated kitchen with a bar-style dining area, ideal for entertaining. The spacious living room offers high ceilings, beautiful hardwood floors and a cozy gas fireplace. A three-panel glass slider provides access to a large private balcony, surrounded by mature trees perfect for relaxing or enjoying your morning coffee. Both bedrooms are generously sized, including a spacious primary suite with a full ensuite bathroom and two large closets. An additional full bathroom is conveniently located off the hallway. Additional features include in-unit washer and dryer, one designated carport parking space, and a separate storage unit. Don't miss this opportunity to own a beautiful home in a prime San Mateo location!

38 Crystal Springs RD 4, San Mateo

Listed by Ella Barak, 650-646-4784 from Keller Williams Palo Alto
(If provided) CoList: from

Sold listing courtesy of Michael Fadeeff from SYYR01

$3,100,000

Stunning 4BD/3BA updated Baywood home. Primary BD and additional BDs on upper level, with fourth bedroom including a fireplace, built-ins and Murphy bed that rotates to reveal shelving on the back on the lower level. Sun-bathed living room with built-ins & FP. Separate dining room has a charming bay window and opens to the updated, eat-in kitchen w/loads of cabinet space and stainless steel appliances. Hardwood floors have been recently refinished throughout the upper level and new carpets in the lower level, adding warmth and light. There is added storage in the basement area as well as a wine room. Private front patio/courtyard w/mature trees, creates a seamless indoor-outdoor flow. A deck off the dining room provides additional outdoor living space with a bay view. The lower level features a spacious family room with a desk area, expansive closets, laundry area and French doors opening to a brick patio. There are solar panels on the roof reducing energy costs. The home is conveniently located close to Baywood Elementary, Borel Middle School, and Aragon High School, (buyer to verify enrollment) as well as walking distance from downtown San Mateo / Central Park. Easy access to highways 92, 101, and 280 makes commuting a breeze.

4 Beds ⋅ 3 Baths ⋅ ML82005074 MLS

Stunning 4BD/3BA updated Baywood home. Primary BD and additional BDs on upper level, with fourth bedroom including a fireplace, built-ins and Murphy bed that rotates to reveal shelving on the back on the lower level. Sun-bathed living room with built-ins & FP. Separate dining room has a charming bay window and opens to the updated, eat-in kitchen w/loads of cabinet space and stainless steel appliances. Hardwood floors have been recently refinished throughout the upper level and new carpets in the lower level, adding warmth and light. There is added storage in the basement area as well as a wine room. Private front patio/courtyard w/mature trees, creates a seamless indoor-outdoor flow. A deck off the dining room provides additional outdoor living space with a bay view. The lower level features a spacious family room with a desk area, expansive closets, laundry area and French doors opening to a brick patio. There are solar panels on the roof reducing energy costs. The home is conveniently located close to Baywood Elementary, Borel Middle School, and Aragon High School, (buyer to verify enrollment) as well as walking distance from downtown San Mateo / Central Park. Easy access to highways 92, 101, and 280 makes commuting a breeze.

333 Georgetown AVE, San Mateo

Listed by Elaine White, 650-465-4663 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Sue Nystrom-Walsh from SN

$3,128,000

Nestled on one of Baywood Knoll's most coveted streets, this charming home blends classic curb appeal with modern comforts. The formal living room features a stunning mantled fireplace, lovely hardwood floors, and recessed lights. The light-filled formal dining room is perfect for entertaining. A bright, updated kitchen includes SS appliances, stone countertops, and ample cabinetry. The kitchen flows seamlessly into an eat-in area and spacious family room with a skylight and a wall of light-filling windows overlooking the backyard. The bedroom wing features 2 bedrooms and a hall bathroom plus an additional serene primary suite highlighted by a private bath. One bedroom is currently used as a study with an extensive built-in desk & cabinetry. The convenient laundry room is located off the kitchen. Oversized attached two-car garage on lower level with access to additional under-house storage. Walk-in attic with built-in ladder ideal for storage! The sun-drenched backyard offers a large turf area, tranquil trees, and a covered brick patio ideal for outdoor dining, play, and relaxation. Highlights: roof (4/25), sewer lateral compliant, fresh interior paint (4/25). Close to top-rated Baywood, Borel & Aragon schools, private schools, downtown San Mateo, parks, Caltrain & Hwy 92.

3 Beds ⋅ 2 Baths ⋅ ML82005027 MLS

Nestled on one of Baywood Knoll's most coveted streets, this charming home blends classic curb appeal with modern comforts. The formal living room features a stunning mantled fireplace, lovely hardwood floors, and recessed lights. The light-filled formal dining room is perfect for entertaining. A bright, updated kitchen includes SS appliances, stone countertops, and ample cabinetry. The kitchen flows seamlessly into an eat-in area and spacious family room with a skylight and a wall of light-filling windows overlooking the backyard. The bedroom wing features 2 bedrooms and a hall bathroom plus an additional serene primary suite highlighted by a private bath. One bedroom is currently used as a study with an extensive built-in desk & cabinetry. The convenient laundry room is located off the kitchen. Oversized attached two-car garage on lower level with access to additional under-house storage. Walk-in attic with built-in ladder ideal for storage! The sun-drenched backyard offers a large turf area, tranquil trees, and a covered brick patio ideal for outdoor dining, play, and relaxation. Highlights: roof (4/25), sewer lateral compliant, fresh interior paint (4/25). Close to top-rated Baywood, Borel & Aragon schools, private schools, downtown San Mateo, parks, Caltrain & Hwy 92.

631 Columbia DR, San Mateo

Listed by Miriam Chirko, 650-740-3593 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Vicky Yu from CBR

$3,700,000

Comp Purpose Only!

3 Beds ⋅ 3 Baths ⋅ ML82004602 MLS

Comp Purpose Only!

651 Columbia DR, San Mateo

Listed by Julie Flouty, 650-504-6900 from Compass
(If provided) CoList: from

Sold listing courtesy of Talia Citron from COMPS

$3,100,000

Distinguished Baywood Home with Views and Pool! Elevated above the street in Baywood, one of San Mateo's most sought-after neighborhoods, this traditional home exudes timeless elegance with its grand proportions and refined details. Thoughtful updates are found throughout. A spacious and flowing floor plan offers formal living and dining rooms, an updated kitchen and family room combination, plus a lower-level recreation room. Filtered views stretch toward the San Francisco Bay, enhancing the home's premier setting. A private rear yard with an elevated pool completes the appeal on this most desirable street lined with architectural gems and just one-half mile from downtown San Mateo.

5 Beds ⋅ 4 Baths ⋅ ML82004276 MLS

Distinguished Baywood Home with Views and Pool! Elevated above the street in Baywood, one of San Mateo's most sought-after neighborhoods, this traditional home exudes timeless elegance with its grand proportions and refined details. Thoughtful updates are found throughout. A spacious and flowing floor plan offers formal living and dining rooms, an updated kitchen and family room combination, plus a lower-level recreation room. Filtered views stretch toward the San Francisco Bay, enhancing the home's premier setting. A private rear yard with an elevated pool completes the appeal on this most desirable street lined with architectural gems and just one-half mile from downtown San Mateo.

324 Georgetown AVE, San Mateo

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

Sold listing courtesy of The The Patty Dwyer Group from APR

$4,500,000

Experience the ultimate in luxurious living in this stunning completely transformed Baywood home. Expanded and meticulously remodeled offering: 4BR, 3.5BA open floor plan, gourmet kitchen w custom-designed Dura Supreme cabinets, large island, quartz countertops, dining bar, professional-grade appliances, (Sub-Zero fridge, pot filler, under refrigeration drawers, Wolf cooktop, hood vent, wall ovens). Well-appointed baths with radiant floor heating, designer tile. Richly hued engineered wood floors, timeless millwork. Luxurious primary BR retreat with high ceilings, private sitting area, linear fireplace, multiple closets, skylights, balcony. 2nd junior ensuite BR on ground floor. Upgraded dual pane doors and windows, Andersen patio sliders. Smart Home with video doorbell, Nest thermostats. 200-amp electrical. LED recessed lights. Electric fireplaces. Surround sound system with built-in speakers. A/C. Tankless water heater. Energy-efficient HVAC with heat pump. Composition shingle roof. TimberTech decking with BBQ area. Custom interior/exterior painting. Pavers front and back. Eco-friendly synthetic lawn in backyard. Stunning redwood trees. Located in a highly coveted and centrally located neighborhood, with top-rated public & private schools. Close to DT San Mateo & Burlingame.

4 Beds ⋅ 4 Baths ⋅ ML82002097 MLS

Experience the ultimate in luxurious living in this stunning completely transformed Baywood home. Expanded and meticulously remodeled offering: 4BR, 3.5BA open floor plan, gourmet kitchen w custom-designed Dura Supreme cabinets, large island, quartz countertops, dining bar, professional-grade appliances, (Sub-Zero fridge, pot filler, under refrigeration drawers, Wolf cooktop, hood vent, wall ovens). Well-appointed baths with radiant floor heating, designer tile. Richly hued engineered wood floors, timeless millwork. Luxurious primary BR retreat with high ceilings, private sitting area, linear fireplace, multiple closets, skylights, balcony. 2nd junior ensuite BR on ground floor. Upgraded dual pane doors and windows, Andersen patio sliders. Smart Home with video doorbell, Nest thermostats. 200-amp electrical. LED recessed lights. Electric fireplaces. Surround sound system with built-in speakers. A/C. Tankless water heater. Energy-efficient HVAC with heat pump. Composition shingle roof. TimberTech decking with BBQ area. Custom interior/exterior painting. Pavers front and back. Eco-friendly synthetic lawn in backyard. Stunning redwood trees. Located in a highly coveted and centrally located neighborhood, with top-rated public & private schools. Close to DT San Mateo & Burlingame.

451 Cornell AVE, San Mateo

Listed by Que Foor, 650-274-5503 from Compass
(If provided) CoList: from

Sold listing courtesy of Lucy Goldenshteyn from RDFIN

$1,175,000

Located mere blocks from Downtown San Mateo, on a quiet street with views overlooking the Hills of Southern Hillsborough. This 2 bed/2 bath penthouse features high ceilings, remodeled kitchen and bathrooms and double paned windows. This building has an elevator, secure parking, and is ideal for the entry level buyer or downsizer~ looking for single story living in a bright and safe location.

2 Beds ⋅ 2 Baths ⋅ ML82002072 MLS

Located mere blocks from Downtown San Mateo, on a quiet street with views overlooking the Hills of Southern Hillsborough. This 2 bed/2 bath penthouse features high ceilings, remodeled kitchen and bathrooms and double paned windows. This building has an elevator, secure parking, and is ideal for the entry level buyer or downsizer~ looking for single story living in a bright and safe location.

225 Virginia AVE A, San Mateo

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

Sold listing courtesy of Jackie Schoelerman from CBR

$4,008,000

Welcome to 731 Oregon Avenue, a charming 4-bedroom, 3-bathroom home in the coveted Baywood neighborhood of San Mateo. From the moment you step inside, you'll be captivated by the natural light streaming through the formal living room with an elegant fireplace - perfect for relaxing or entertaining. The formal dining room flows seamlessly into the kitchen/family room combo, creating an ideal space for gatherings. Open the doors to the beautiful backyard, where you can enjoy indoor-outdoor living at its finest - perfect for morning coffee, dining al fresco, or soaking in the sunshine. Adding even more versatility to this exceptional home is the spacious bonus loft - a true hidden gem! This flexible space can be transformed into an additional office, TV room, playroom, or cozy hangout - the possibilities are endless. Nestled in Baywood, one of San Mateos most desirable neighborhoods, this home is just minutes from top-rated schools, downtown shops, dining, and parks. With easy access to major commute routes, this home blends charm, convenience, and community. County records show 2,460 SQFT. OHP measured 2,647 SQFT (main level & lower level). Additionally, OHP measured the finished bonus loft as 799 SQFT bringing the total to 3,446 SQFT (main level, lower level & loft).

4 Beds ⋅ 3 Baths ⋅ ML81999960 MLS

Welcome to 731 Oregon Avenue, a charming 4-bedroom, 3-bathroom home in the coveted Baywood neighborhood of San Mateo. From the moment you step inside, you'll be captivated by the natural light streaming through the formal living room with an elegant fireplace - perfect for relaxing or entertaining. The formal dining room flows seamlessly into the kitchen/family room combo, creating an ideal space for gatherings. Open the doors to the beautiful backyard, where you can enjoy indoor-outdoor living at its finest - perfect for morning coffee, dining al fresco, or soaking in the sunshine. Adding even more versatility to this exceptional home is the spacious bonus loft - a true hidden gem! This flexible space can be transformed into an additional office, TV room, playroom, or cozy hangout - the possibilities are endless. Nestled in Baywood, one of San Mateos most desirable neighborhoods, this home is just minutes from top-rated schools, downtown shops, dining, and parks. With easy access to major commute routes, this home blends charm, convenience, and community. County records show 2,460 SQFT. OHP measured 2,647 SQFT (main level & lower level). Additionally, OHP measured the finished bonus loft as 799 SQFT bringing the total to 3,446 SQFT (main level, lower level & loft).

731 Oregon AVE, San Mateo

Listed by Sanguinetti Greenman, 650-739-5596 from Compass
(If provided) CoList: Ellen Mazzoni from Compass

Sold listing courtesy of Laura Bertolacci from DWELL

$3,900,000

This beautifully remodeled English Tudor home is bathed in natural light and exudes charm at every turn. Located in the desirable Baywood Knolls neighborhood, on the edge of Hillsborough, this residence offers exceptional curb appeal, surrounded by lush gardens in the prestigious Baywood area of San Mateo. With a spacious floor plan features 4 bedrooms plus an office (or optional 5th bedroom) and 2.5 bathrooms. The expansive formal Living Room & Dining Room offer ample space for both relaxation & entertaining. The chef's kitchen is a true highlight, with stunning sun-filled spaces, Viking stainless steel appliances, kitchen island, dual sinks, a walk-in pantry, and a custom drink station. French doors lead out to a private rear yard, perfect for outdoor enjoyment, sunny patio, matured gardens, and a sparkling pool. Additional versatile spaces include a family room & a top-floor office/bedroom. This home is ideal for everyday living & entertaining, with balcony view of the Bay. Many upgrades, including Designer lightings, Recessed lights, Engineered wood flooring, Central A/C, Skylights, Solar panels, Nest thermostat, and an EV charger etc. Just a short walk to the award-winning Baywood School, this home offers the perfect blend of modern amenities, comfort, and prime location.

4 Beds ⋅ 3 Baths ⋅ ML81999771 MLS

This beautifully remodeled English Tudor home is bathed in natural light and exudes charm at every turn. Located in the desirable Baywood Knolls neighborhood, on the edge of Hillsborough, this residence offers exceptional curb appeal, surrounded by lush gardens in the prestigious Baywood area of San Mateo. With a spacious floor plan features 4 bedrooms plus an office (or optional 5th bedroom) and 2.5 bathrooms. The expansive formal Living Room & Dining Room offer ample space for both relaxation & entertaining. The chef's kitchen is a true highlight, with stunning sun-filled spaces, Viking stainless steel appliances, kitchen island, dual sinks, a walk-in pantry, and a custom drink station. French doors lead out to a private rear yard, perfect for outdoor enjoyment, sunny patio, matured gardens, and a sparkling pool. Additional versatile spaces include a family room & a top-floor office/bedroom. This home is ideal for everyday living & entertaining, with balcony view of the Bay. Many upgrades, including Designer lightings, Recessed lights, Engineered wood flooring, Central A/C, Skylights, Solar panels, Nest thermostat, and an EV charger etc. Just a short walk to the award-winning Baywood School, this home offers the perfect blend of modern amenities, comfort, and prime location.

631 Oregon AVE, San Mateo

Listed by Roxane Chiang, 650-504-5368 from Giant Realty Inc.
(If provided) CoList: from

Sold listing courtesy of Fadi Shamieh from SQRE

$2,700,000

The Heart of San Mateo! Step inside this delightful single-level California rancher and feel right at home! With three spacious bedrooms and two well-appointed bathrooms, 58 Crystal Springs Road offers comfort and warmth in every corner. The beautifully updated eat-in kitchen is the heart of the homeperfect for morning coffee, family meals, and everything in between. Featuring modern appliances, stylish cabinetry, an abundance of counter space, soft-close doors, and custom pull-out shelves, this kitchen is designed to be both functional and beautiful, making meal prep and gatherings a joy. Step outside, and escape to your very own backyard oasis. The large turfed area invites play and relaxation, while the patio is the ideal spot for outdoor dining or simply unwinding with a good book. Love gardening? The raised planters offer the perfect space to grow your favorite flowers, herbs, or veggies. Offering the perfect blend of suburban tranquility and city convenience, this home is located within walking distance of downtown San Mateo with easy access to shopping, dining, and entertainment, all just minutes from your front door. Come see for yourself this house isnt just a place to live, its a place to truly call home!

3 Beds ⋅ 2 Baths ⋅ ML81998007 MLS

The Heart of San Mateo! Step inside this delightful single-level California rancher and feel right at home! With three spacious bedrooms and two well-appointed bathrooms, 58 Crystal Springs Road offers comfort and warmth in every corner. The beautifully updated eat-in kitchen is the heart of the homeperfect for morning coffee, family meals, and everything in between. Featuring modern appliances, stylish cabinetry, an abundance of counter space, soft-close doors, and custom pull-out shelves, this kitchen is designed to be both functional and beautiful, making meal prep and gatherings a joy. Step outside, and escape to your very own backyard oasis. The large turfed area invites play and relaxation, while the patio is the ideal spot for outdoor dining or simply unwinding with a good book. Love gardening? The raised planters offer the perfect space to grow your favorite flowers, herbs, or veggies. Offering the perfect blend of suburban tranquility and city convenience, this home is located within walking distance of downtown San Mateo with easy access to shopping, dining, and entertainment, all just minutes from your front door. Come see for yourself this house isnt just a place to live, its a place to truly call home!

58 Crystal Springs RD, San Mateo

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

Sold listing courtesy of Tim Allen Alevizos from RELRG

$3,275,000

Welcome to 342 Fairfax Avenue a meticulously maintained home nestled in the desirable Baywood neighborhood. Built in 1975, this spacious 4-bedroom, 2.5-bathroom residence offers 2,500 square feet of inviting living space on an expansive 8,520 square foot lot. Though the home has been lovingly cared for over the years, it offers a wonderful opportunity for those looking to personalize or update to their tastes. The well-designed floor plan boasts generously-sized rooms, with an entry showcasing high ceilings and an abundance of natural light. The primary suite offers a private en-suite bathroom and a spacious walk-in closet. Additional highlights include an oversized two-car attached garage, back and front yards perfect for activities, gardening, or creating your dream outdoor space. Ideally located, this home provides easy access to top-rated schools, as well as nearby shopping, dining, and recreation. With its exciting potential for customization, this property represents an exceptional opportunity in the heart of San Mateo.

4 Beds ⋅ 3 Baths ⋅ ML81996143 MLS

Welcome to 342 Fairfax Avenue a meticulously maintained home nestled in the desirable Baywood neighborhood. Built in 1975, this spacious 4-bedroom, 2.5-bathroom residence offers 2,500 square feet of inviting living space on an expansive 8,520 square foot lot. Though the home has been lovingly cared for over the years, it offers a wonderful opportunity for those looking to personalize or update to their tastes. The well-designed floor plan boasts generously-sized rooms, with an entry showcasing high ceilings and an abundance of natural light. The primary suite offers a private en-suite bathroom and a spacious walk-in closet. Additional highlights include an oversized two-car attached garage, back and front yards perfect for activities, gardening, or creating your dream outdoor space. Ideally located, this home provides easy access to top-rated schools, as well as nearby shopping, dining, and recreation. With its exciting potential for customization, this property represents an exceptional opportunity in the heart of San Mateo.

342 Fairfax AVE, San Mateo

Listed by Morgan Aiello, 650-270-0842 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Ella Sun from COMPS

$3,860,000

Beautifully updated and timeless, this Baywood Knolls home on the edge of Hillsborough offers picture-perfect curb appeal with lushly landscaped gardens, ebony shutters, and a welcoming front entrance. Freshly painted interiors complement crown moldings, hardwood floors, and recessed lighting found throughout. The living room with fireplace and formal dining room exude classic elegance served by a spacious kitchen and casual dining area showcasing granite counters, subway tile backsplashes, and stainless steel appliances. All this, plus a family room that opens to a private rear yard with a sunny patio, lawn, and lots of space for play and entertaining. Personal spaces include 4 bedrooms, 2.5 baths, including a main-level bedroom or office plus an upstairs luxurious primary suite plus two bedrooms served by a recently remodeled designer bath. Also featured is a half-bath, upstairs air conditioning, and attached 2-car garage with laundry. Excellent San Mateo schools including Baywood Elementary and Aragon High just down the street.

4 Beds ⋅ 3 Baths ⋅ ML81995902 MLS

Beautifully updated and timeless, this Baywood Knolls home on the edge of Hillsborough offers picture-perfect curb appeal with lushly landscaped gardens, ebony shutters, and a welcoming front entrance. Freshly painted interiors complement crown moldings, hardwood floors, and recessed lighting found throughout. The living room with fireplace and formal dining room exude classic elegance served by a spacious kitchen and casual dining area showcasing granite counters, subway tile backsplashes, and stainless steel appliances. All this, plus a family room that opens to a private rear yard with a sunny patio, lawn, and lots of space for play and entertaining. Personal spaces include 4 bedrooms, 2.5 baths, including a main-level bedroom or office plus an upstairs luxurious primary suite plus two bedrooms served by a recently remodeled designer bath. Also featured is a half-bath, upstairs air conditioning, and attached 2-car garage with laundry. Excellent San Mateo schools including Baywood Elementary and Aragon High just down the street.

708 Oregon AVE, San Mateo

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

Sold listing courtesy of Royce H. Cablayan from SGP

$3,350,000

Experience luxury living in this completely remodeled 4-bedroom, 3.5-bathroom home, perfectly blending modern elegance with seamless indoor-outdoor living. Nestled on a meticulously landscaped lot, this home offers the ultimate private retreat with high-end finishes, an open-concept design, and an effortless flow between interior and exterior spaces. Step inside to discover a bright and airy layout, featuring sleek designer finishes throughout. The chefs kitchen boasts state-of-the-art appliances and a sprawling island ideal for entertaining. The living and dining areas open to an expansive patio through La Cantina doors, creating a perfect setting for year-round gatherings. Indulge in the spa-like primary suite, luxurious ensuite bathroom and generous walk in closet. Two additional bedrooms look into the serene backyard, and a secondary en-suite ensures privacy and comfort for guests. Not forgetting to mention the private office space, spacious mudroom with custom cabinetry and a walk-through bar area. This home has ample storage space, and leaves very little to be desired. The finished 2 car garage comes equipped with an EV charger. The lush backyard features a hot tub, multiple lounge areas, and ample space for outdoor dining and relaxation. Drip irrigation and A/C equipped.

4 Beds ⋅ 4 Baths ⋅ ML81994691 MLS

Experience luxury living in this completely remodeled 4-bedroom, 3.5-bathroom home, perfectly blending modern elegance with seamless indoor-outdoor living. Nestled on a meticulously landscaped lot, this home offers the ultimate private retreat with high-end finishes, an open-concept design, and an effortless flow between interior and exterior spaces. Step inside to discover a bright and airy layout, featuring sleek designer finishes throughout. The chefs kitchen boasts state-of-the-art appliances and a sprawling island ideal for entertaining. The living and dining areas open to an expansive patio through La Cantina doors, creating a perfect setting for year-round gatherings. Indulge in the spa-like primary suite, luxurious ensuite bathroom and generous walk in closet. Two additional bedrooms look into the serene backyard, and a secondary en-suite ensures privacy and comfort for guests. Not forgetting to mention the private office space, spacious mudroom with custom cabinetry and a walk-through bar area. This home has ample storage space, and leaves very little to be desired. The finished 2 car garage comes equipped with an EV charger. The lush backyard features a hot tub, multiple lounge areas, and ample space for outdoor dining and relaxation. Drip irrigation and A/C equipped.

610 Yale DR, San Mateo

Listed by Maryann Ernst, 415-361-9921 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Jennifer McCallon from OBBMCURBAN