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$4,999,000

A Montecito-inspired retreat in the heart of Baywood. Behind its white stucco facade, black-framed windows, and terracotta roofline lies a Spanish-influenced home built for both everyday living and effortless entertaining. The main level features a formal Living Room with an 11-ft barrel-vaulted ceiling, arched windows, gas fireplace, and oak floors, plus a formal Dining Room, well-appointed Kitchen with bay-window Breakfast Area, main-level bedroom/bath, office, and mudroom. French doors open to a private Arto-tile patio and lush grounds. The garden level offers a Family Room with yard access and a powder room. Upstairs: a Primary Suite with steam shower, walk-in closets and bonus room, two additional bedrooms, hall bath, and laundry. Detached 2-car garage and motor court. Minutes from San Mateo Central Park, downtown shopping and dining, and easy freeway access to Silicon Valley and SF.

4 Beds ⋅ 4 Baths ⋅ ML82061889 MLS

A Montecito-inspired retreat in the heart of Baywood. Behind its white stucco facade, black-framed windows, and terracotta roofline lies a Spanish-influenced home built for both everyday living and effortless entertaining. The main level features a formal Living Room with an 11-ft barrel-vaulted ceiling, arched windows, gas fireplace, and oak floors, plus a formal Dining Room, well-appointed Kitchen with bay-window Breakfast Area, main-level bedroom/bath, office, and mudroom. French doors open to a private Arto-tile patio and lush grounds. The garden level offers a Family Room with yard access and a powder room. Upstairs: a Primary Suite with steam shower, walk-in closets and bonus room, two additional bedrooms, hall bath, and laundry. Detached 2-car garage and motor court. Minutes from San Mateo Central Park, downtown shopping and dining, and easy freeway access to Silicon Valley and SF.

342 Parrott DR, San Mateo

Listed by Jenn Gilson, 650-642-6957 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

$4,595,000

Sophisticated renovated home on a tree-lined street in El Cerrito Park, walking distance to Downtown San Mateo. 4 bedrooms and 3.5 bathrooms across approximately 2,720 s/f (per county records) on a 7,010 s/f lot. Main level includes primary suite with walk-in closet and skylit marble bath, plus office and powder room, for easy single-level living. Formal living and dining room with vaulted ceiling, gas fireplace, plantation shutters and hardwood floors. Exceptional great room with built-in media wall flows to the remodeled kitchen with custom cabinetry, stone countertops, Wolf appliances and SubZero refrigerator. Upstairs second primary suite, comfortable and private for guests, with walk-in closet, dual vanity, glass-enclosed shower and soaking tub, plus second bedroom with full bath. Laundry/mud room (an additional 220 s/f), plus oversized attached two-car garage with California Closets cabinetry and Level 2 EV charger. Owned 20-panel solar system has typically powered home, including two EVs. Rear yard with covered terrace, flagstone patio, level lawn, and Persian lime and blood orange trees. Close to Caltrain, with Central Park and San Mateo Library nearby; easy access to Hwy 101, 92 and 280. San Mateo Park Elementary, Borel Middle, and San Mateo High (buyer to verify).

4 Beds ⋅ 4 Baths ⋅ ML82061797 MLS

Sophisticated renovated home on a tree-lined street in El Cerrito Park, walking distance to Downtown San Mateo. 4 bedrooms and 3.5 bathrooms across approximately 2,720 s/f (per county records) on a 7,010 s/f lot. Main level includes primary suite with walk-in closet and skylit marble bath, plus office and powder room, for easy single-level living. Formal living and dining room with vaulted ceiling, gas fireplace, plantation shutters and hardwood floors. Exceptional great room with built-in media wall flows to the remodeled kitchen with custom cabinetry, stone countertops, Wolf appliances and SubZero refrigerator. Upstairs second primary suite, comfortable and private for guests, with walk-in closet, dual vanity, glass-enclosed shower and soaking tub, plus second bedroom with full bath. Laundry/mud room (an additional 220 s/f), plus oversized attached two-car garage with California Closets cabinetry and Level 2 EV charger. Owned 20-panel solar system has typically powered home, including two EVs. Rear yard with covered terrace, flagstone patio, level lawn, and Persian lime and blood orange trees. Close to Caltrain, with Central Park and San Mateo Library nearby; easy access to Hwy 101, 92 and 280. San Mateo Park Elementary, Borel Middle, and San Mateo High (buyer to verify).

36 Belford WAY, San Mateo

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

$2,750,000

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

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

$2,398,000

Behind the gates of Baywood Estates, this spacious 2-bedroom, 2.5-bath single-family home offers a private, low-maintenance setting just blocks from downtown San Mateo. Newly updated with white French oak engineered hardwood floors, bathroom tile, and new lighting, its 2,170-square-foot interior is designed for entertaining and everyday ease. Soaring ceilings, a statement fireplace, and walls of glass define the dramatic living room, while an adjoining flex room can serve as an office, formal dining room, or sitting room, with the potential to be enclosed in glass. The open floor plan flows into the dining area and beautifully appointed kitchen, where a marble waterfall island creates a natural gathering place. Outside, mature landscaping surrounds an enclosed backyard with a generous patio, outdoor fireplace, hot tub, and dining beneath market lights. Upstairs, the primary suite features a balcony, two custom closets, and a skylit ensuite. The secondary bedroom opens to a terrace and access to a full bath with a steam shower. An attached 2-car garage with EV charging adds convenience. Residents enjoy gated, landscaped grounds, a pool, and clubhouse near Central Park, Caltrain, dining, shopping, and Hillsborough's scenic lanes.

2 Beds ⋅ 3 Baths ⋅ ML82060095 MLS

Behind the gates of Baywood Estates, this spacious 2-bedroom, 2.5-bath single-family home offers a private, low-maintenance setting just blocks from downtown San Mateo. Newly updated with white French oak engineered hardwood floors, bathroom tile, and new lighting, its 2,170-square-foot interior is designed for entertaining and everyday ease. Soaring ceilings, a statement fireplace, and walls of glass define the dramatic living room, while an adjoining flex room can serve as an office, formal dining room, or sitting room, with the potential to be enclosed in glass. The open floor plan flows into the dining area and beautifully appointed kitchen, where a marble waterfall island creates a natural gathering place. Outside, mature landscaping surrounds an enclosed backyard with a generous patio, outdoor fireplace, hot tub, and dining beneath market lights. Upstairs, the primary suite features a balcony, two custom closets, and a skylit ensuite. The secondary bedroom opens to a terrace and access to a full bath with a steam shower. An attached 2-car garage with EV charging adds convenience. Residents enjoy gated, landscaped grounds, a pool, and clubhouse near Central Park, Caltrain, dining, shopping, and Hillsborough's scenic lanes.

37 Baywood AVE, San Mateo

Listed by Rob Decontreras, 415-999-1717 from KW Advisors
(If provided) CoList: from

$1,450,000

Unit #1405 is a beautiful 2 bedroom/ 2 bath, fourth floor unit, with large windows and views of downtown San Mateo. This home features an open floorplan, hardwood floors, high ceilings, granite kitchen countertops, marble bathroom countertops, and a cozy deck. There is generous closet space with two large walk-in closets and an in-unit laundry closet. Parking and additional storage are provided on the lower level of the building. Versailles combines the advantages of an elegant luxury lifestyle with a unique sense of community for residents 55 and over. The comprehensive service package is designed to provide you with exceptional comfort and convenience: gourmet meals, housekeeping, maintenance service, heated indoor pool & jacuzzi, fitness center, activity classes, and so many other on-site amenities. The location is just steps away from San Mateo's charming downtown with restaurants, shops, and services.

2 Beds ⋅ 2 Baths ⋅ ML82023474 MLS ⋅ Versailles BLDG.

Unit #1405 is a beautiful 2 bedroom/ 2 bath, fourth floor unit, with large windows and views of downtown San Mateo. This home features an open floorplan, hardwood floors, high ceilings, granite kitchen countertops, marble bathroom countertops, and a cozy deck. There is generous closet space with two large walk-in closets and an in-unit laundry closet. Parking and additional storage are provided on the lower level of the building. Versailles combines the advantages of an elegant luxury lifestyle with a unique sense of community for residents 55 and over. The comprehensive service package is designed to provide you with exceptional comfort and convenience: gourmet meals, housekeeping, maintenance service, heated indoor pool & jacuzzi, fitness center, activity classes, and so many other on-site amenities. The location is just steps away from San Mateo's charming downtown with restaurants, shops, and services.

10 Crystal Springs RD 1405, San Mateo

Listed by Linda Druml, 650-759-5961 from Polaris Pacific
(If provided) CoList: from

$1,278,000

A coveted corner residence offering over 1,575 sq ft of light-filled, single-level living in the sought-after Versailles 55+ community. Expansive windows fill the open living and dining areas with natural light and frame serene Baywood views. High ceilings and hardwood floors create an elegant interior, and a covered private balcony extends the living space outdoors. An oversized living room and guest powder room near the entry make the home ideal for hosting and everyday living. The well-appointed kitchen features granite countertops, ample cabinetry, and generous prep space. The oversized primary suite offers a spacious ensuite and walk-in closet, and the second bedroom has its own walk-in closet. Both full baths are finished in elegant marble. Additional highlights include in-unit laundry, underground parking, and dedicated storage. Versailles offers on-site dining, housekeeping, maintenance, a staffed front desk, a heated indoor pool and spa, and a fitness center with group classes. Adjacent to downtown San Mateo's restaurants and shops, this is a rare chance to own one of the community's most desirable floor plans.

2 Beds ⋅ 3 Baths ⋅ ML82027047 MLS

A coveted corner residence offering over 1,575 sq ft of light-filled, single-level living in the sought-after Versailles 55+ community. Expansive windows fill the open living and dining areas with natural light and frame serene Baywood views. High ceilings and hardwood floors create an elegant interior, and a covered private balcony extends the living space outdoors. An oversized living room and guest powder room near the entry make the home ideal for hosting and everyday living. The well-appointed kitchen features granite countertops, ample cabinetry, and generous prep space. The oversized primary suite offers a spacious ensuite and walk-in closet, and the second bedroom has its own walk-in closet. Both full baths are finished in elegant marble. Additional highlights include in-unit laundry, underground parking, and dedicated storage. Versailles offers on-site dining, housekeeping, maintenance, a staffed front desk, a heated indoor pool and spa, and a fitness center with group classes. Adjacent to downtown San Mateo's restaurants and shops, this is a rare chance to own one of the community's most desirable floor plans.

10 CRYSTAL SPRINGS RD 1206, San Mateo

Listed by Linda Druml, 650-759-5961 from Polaris Pacific
(If provided) CoList: from

$1,100,000

Step into this beautifully designed condominium featuring high-end finishes and thoughtful details throughout. Custom window treatments with integrated blinds, elegant hardwood floors, rich cherry cabinetry, granite kitchen countertops, and marble countertops in both bathrooms create a warm and sophisticated ambiance. Spacious closets in both the entry and primary bedroom provide exceptional storage, while the in-unit washer and dryer add everyday convenience. Parking and additional storage are included. Located at Versailles, a luxury 55+ community, residents enjoy gourmet meals, housekeeping, maintenance services, a heated indoor pool and spa, fitness center, activity classes, and numerous on-site amenities. Just steps from downtown San Mateo, this home offers an exceptional blend of elegance, comfort, and community living.

2 Beds ⋅ 2 Baths ⋅ ML82044094 MLS ⋅ Versailles Resident's BLDG.

Step into this beautifully designed condominium featuring high-end finishes and thoughtful details throughout. Custom window treatments with integrated blinds, elegant hardwood floors, rich cherry cabinetry, granite kitchen countertops, and marble countertops in both bathrooms create a warm and sophisticated ambiance. Spacious closets in both the entry and primary bedroom provide exceptional storage, while the in-unit washer and dryer add everyday convenience. Parking and additional storage are included. Located at Versailles, a luxury 55+ community, residents enjoy gourmet meals, housekeeping, maintenance services, a heated indoor pool and spa, fitness center, activity classes, and numerous on-site amenities. Just steps from downtown San Mateo, this home offers an exceptional blend of elegance, comfort, and community living.

CRYSTAL SPRINGS RD, San Mateo

Listed by Linda Druml, 650-759-5961 from Polaris Pacific
(If provided) CoList: from

$898,000

Welcome to this stunning 5th-floor condominium that combines comfort and style. This spacious 2-bedroom, 2-bath unit features high ceilings and large dual-pane windows that flood the home with natural light. The open-concept layout is perfect for entertaining, highlighted by a designer kitchen with sleek granite countertops and warm maple cabinetry. The primary suite includes a generous walk-in closet and a bathroom featuring a walk-in shower. Both bathrooms are appointed with marble countertops. Parking and additional storage are provided in the lower level of the building. Versailles combines the advantages of an elegant luxury lifestyle with a unique sense of community for residents 55 and over. The comprehensive service package is designed to provide you with exceptional comfort and convenience: gourmet meals, housekeeping, maintenance service, heated indoor pool & spa, fitness center, activity classes, and so many other on-site amenities. And the location is just steps away from San Mateos charming downtown with restaurants, shops, and services.

2 Beds ⋅ 2 Baths ⋅ ML82010957 MLS

Welcome to this stunning 5th-floor condominium that combines comfort and style. This spacious 2-bedroom, 2-bath unit features high ceilings and large dual-pane windows that flood the home with natural light. The open-concept layout is perfect for entertaining, highlighted by a designer kitchen with sleek granite countertops and warm maple cabinetry. The primary suite includes a generous walk-in closet and a bathroom featuring a walk-in shower. Both bathrooms are appointed with marble countertops. Parking and additional storage are provided in the lower level of the building. Versailles combines the advantages of an elegant luxury lifestyle with a unique sense of community for residents 55 and over. The comprehensive service package is designed to provide you with exceptional comfort and convenience: gourmet meals, housekeeping, maintenance service, heated indoor pool & spa, fitness center, activity classes, and so many other on-site amenities. And the location is just steps away from San Mateos charming downtown with restaurants, shops, and services.

10 Crystal Springs RD 1509, San Mateo

Listed by Linda Druml, 650-759-5961 from Polaris Pacific
(If provided) CoList: from

$788,000

Location, location, locationit simply doesn't get much better than this! Ideally situated at the corner of Eaton Road and 3rd Avenue, Casa Contenta at 212 Eaton Road is in San Mateo's desirable BaywoodAragon neighborhood. With a Walk Score® of 89 Downtown San Mateo is 1/3 mile away, less than a 10-minute walk, offering shopping, dining, Central Park, a movie theater, and Caltrain. Highly rated schools are approximately one mile away, while Highway 101 is just over a mile away for an easy commute. Unit 1 is one of only a select few residences with a private entrance directly into the unit, separate from the main entrance, plus direct access to a spacious one-car garage. Beautifully remodeled with an industrial-chic ambiance, the home features a bright, open floor plan. The living room flows into the eat-in kitchen with ample storage, stainless-steel appliances, stone slab countertops, and a center island with breakfast bar. Recessed lighting, ceiling fans, and elegant laminate flooring enhance the interiors. The home offers two bedrooms, full bathroom, powder room, and a laundry closet. The spacious primary bedroom features an en-suite bathroom, while the second bedroom opens to the living area through double bi-fold doors, offering flexibility as a guest room or home office.

2 Beds ⋅ 2 Baths ⋅ ML82060847 MLS ⋅ Casa Contenta BLDG.

Location, location, locationit simply doesn't get much better than this! Ideally situated at the corner of Eaton Road and 3rd Avenue, Casa Contenta at 212 Eaton Road is in San Mateo's desirable BaywoodAragon neighborhood. With a Walk Score® of 89 Downtown San Mateo is 1/3 mile away, less than a 10-minute walk, offering shopping, dining, Central Park, a movie theater, and Caltrain. Highly rated schools are approximately one mile away, while Highway 101 is just over a mile away for an easy commute. Unit 1 is one of only a select few residences with a private entrance directly into the unit, separate from the main entrance, plus direct access to a spacious one-car garage. Beautifully remodeled with an industrial-chic ambiance, the home features a bright, open floor plan. The living room flows into the eat-in kitchen with ample storage, stainless-steel appliances, stone slab countertops, and a center island with breakfast bar. Recessed lighting, ceiling fans, and elegant laminate flooring enhance the interiors. The home offers two bedrooms, full bathroom, powder room, and a laundry closet. The spacious primary bedroom features an en-suite bathroom, while the second bedroom opens to the living area through double bi-fold doors, offering flexibility as a guest room or home office.

212 Eaton RD 1, San Mateo

Listed by Stanley Lo, 650-373-0007 from Green Banker Realty
(If provided) CoList: from

$699,000

Discover a rare opportunity to buy a residential lot zoned R1-A in one of San Mateos most coveted neighborhoods. This just-under-one-acre parcel offers a tranquil, park-like setting with an abundance of mature trees and a "deer shelter" catered to wildlife. Nestled within a quiet neighborhood, the property combines serenity with convenience and offers natural beauty that is increasingly hard to find. Opportunities like this - generous in size, rich in character, and ideally located - are truly rare in San Mateo.

ML82032919 MLS

Discover a rare opportunity to buy a residential lot zoned R1-A in one of San Mateos most coveted neighborhoods. This just-under-one-acre parcel offers a tranquil, park-like setting with an abundance of mature trees and a "deer shelter" catered to wildlife. Nestled within a quiet neighborhood, the property combines serenity with convenience and offers natural beauty that is increasingly hard to find. Opportunities like this - generous in size, rich in character, and ideally located - are truly rare in San Mateo.

0 Parrott DR, San Mateo

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