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Discover the perfect blend of comfort, convenience, and Peninsula living! Ideally situated in San Mateo's desirable Sugarloaf neighborhood, this inviting 3-bedroom, 2.5-bath home offers easy access to shopping, dining, parks, and major commuter routes. Enjoy proximity to downtown San Mateo and the vibrant amenities of the surrounding Peninsula. Inside, an airy living space, updated kitchen, and abundant natural light create a welcoming atmosphere. A private, landscaped outdoor retreat and attached two-car garage complete this exceptional opportunity to enjoy the best of San Mateo living!

3 Beds ⋅ 3 Baths ⋅ ML82067277 MLS

Discover the perfect blend of comfort, convenience, and Peninsula living! Ideally situated in San Mateo's desirable Sugarloaf neighborhood, this inviting 3-bedroom, 2.5-bath home offers easy access to shopping, dining, parks, and major commuter routes. Enjoy proximity to downtown San Mateo and the vibrant amenities of the surrounding Peninsula. Inside, an airy living space, updated kitchen, and abundant natural light create a welcoming atmosphere. A private, landscaped outdoor retreat and attached two-car garage complete this exceptional opportunity to enjoy the best of San Mateo living!

1806 Parkwood DR, San Mateo

Listed by Dan Lyons, 650-892-2736 from KW Advisors
(If provided) CoList: from

$2,198,000

Bring your vision to one of San Mateo's most sought-after neighborhoods! Wrapped in mature foliage and surrounded by predominantly remodeled homes, 1443 Cherrywood Drive enjoys a wonderful setting on an extra-wide street. Step inside to discover inviting living spaces capped by vaulted ceilings. For maximum privacy, all 3 bedrooms and 2 bathrooms are accessible off of one long hallway. The expansive primary suite retreat has a walk-in closet and open bath. In the back corner of the house overlooking the yard is the eat-in kitchen and family room with wood burning fireplace. Access to the backyard is through a sliding glass door, where mature oak trees provide a natural backdrop, welcome shade and privacy. The huge 3 car garage is wide and deep, built for more than just parking. Top rated San Mateo schools. Steps to the entrance of Laurelwood Park, San Mateo's largest park, and the trails of Sugarloaf Mountain. Easy access to major freeways, public transportation and SFO. Worth a visit!

3 Beds ⋅ 2 Baths ⋅ ML82066865 MLS

Bring your vision to one of San Mateo's most sought-after neighborhoods! Wrapped in mature foliage and surrounded by predominantly remodeled homes, 1443 Cherrywood Drive enjoys a wonderful setting on an extra-wide street. Step inside to discover inviting living spaces capped by vaulted ceilings. For maximum privacy, all 3 bedrooms and 2 bathrooms are accessible off of one long hallway. The expansive primary suite retreat has a walk-in closet and open bath. In the back corner of the house overlooking the yard is the eat-in kitchen and family room with wood burning fireplace. Access to the backyard is through a sliding glass door, where mature oak trees provide a natural backdrop, welcome shade and privacy. The huge 3 car garage is wide and deep, built for more than just parking. Top rated San Mateo schools. Steps to the entrance of Laurelwood Park, San Mateo's largest park, and the trails of Sugarloaf Mountain. Easy access to major freeways, public transportation and SFO. Worth a visit!

1443 Cherrywood DR, San Mateo

Listed by Denise Cronan, 650-307-2240 from Cronan Real Estate Services, Inc.
(If provided) CoList: from

$2,575,000

Welcome to this lovingly maintained San Mateo Knolls home, offering gorgeous bay and city views throughout. A spacious family room features a stone hearth fireplace and vaulted ceilings. The eat-in kitchen features stainless steel appliances, tile flooring, and a slider leading out to the backyard and deck with more views to enjoy. A versatile bonus room offers flexibility as a home office or fifth bedroom. Three generously sized bedrooms lead to a primary suite with more of the home's signature views. Downstairs offers an array of options: over 500 square feet of stand-up storage, an additional room currently used as a second family room, a two-car garage, and a workshop all with access to the beautifully landscaped yard and its mature trees. With this much space and flexibility, the home comfortably accommodates large families or multi-generational living. San Mateo Knolls is a highly desirable neighborhood, known for excellent nearby schools, scenic trails, convenient shopping, and easy access to transportation and freeways. Welcome home!

4 Beds ⋅ 3 Baths ⋅ ML82061391 MLS

Welcome to this lovingly maintained San Mateo Knolls home, offering gorgeous bay and city views throughout. A spacious family room features a stone hearth fireplace and vaulted ceilings. The eat-in kitchen features stainless steel appliances, tile flooring, and a slider leading out to the backyard and deck with more views to enjoy. A versatile bonus room offers flexibility as a home office or fifth bedroom. Three generously sized bedrooms lead to a primary suite with more of the home's signature views. Downstairs offers an array of options: over 500 square feet of stand-up storage, an additional room currently used as a second family room, a two-car garage, and a workshop all with access to the beautifully landscaped yard and its mature trees. With this much space and flexibility, the home comfortably accommodates large families or multi-generational living. San Mateo Knolls is a highly desirable neighborhood, known for excellent nearby schools, scenic trails, convenient shopping, and easy access to transportation and freeways. Welcome home!

3709 Kenwood AVE, San Mateo

Listed by Johnny Heckenberg, 650-776-5779 from Coldwell Banker Realty
(If provided) CoList: Kari Eden Schaiman from Coldwell Banker Realty

$1,625,000

This spacious Two bedroom, Two bathroom residence blends timeless neighborhood charm with a stunning, top-to-bottom cosmetic refresh. Freshly painted inside and out and illuminated by stylish new lighting fixtures throughout, this home is completely move-in ready while offering incredible potential to grow. Step inside to discover a bright, airy layout anchored by a well-appointed kitchen designed for both everyday living and effortless entertaining. Direct access from the kitchen leads leads seamlessly to the backyard, creating an ideal indoor-outdoor flow perfect for al fresco dining and weekend gatherings. Downstairs, a massive basement provides a blank canvas with endless possibilities- easily transform it into a sprawling family room, a home theatre, or section it off to add up to two additional bedrooms and expand your living space. Completing this exceptional property is an expansive two-car garage finished with a sleek, durable epoxy floor. Experience ultimate Peninsula convenience just minutes from Whole Foods, Trader Joe's, and the dining and shopping at Hillsdale Shopping Center, with access to SF and Silicon Valley via Caltrain, 101, 280 and 92. Don't miss your chance to own a piece of Westwood Knoll's history with modern updates and room to spare!

2 Beds ⋅ 2 Baths ⋅ ML82067249 MLS

This spacious Two bedroom, Two bathroom residence blends timeless neighborhood charm with a stunning, top-to-bottom cosmetic refresh. Freshly painted inside and out and illuminated by stylish new lighting fixtures throughout, this home is completely move-in ready while offering incredible potential to grow. Step inside to discover a bright, airy layout anchored by a well-appointed kitchen designed for both everyday living and effortless entertaining. Direct access from the kitchen leads leads seamlessly to the backyard, creating an ideal indoor-outdoor flow perfect for al fresco dining and weekend gatherings. Downstairs, a massive basement provides a blank canvas with endless possibilities- easily transform it into a sprawling family room, a home theatre, or section it off to add up to two additional bedrooms and expand your living space. Completing this exceptional property is an expansive two-car garage finished with a sleek, durable epoxy floor. Experience ultimate Peninsula convenience just minutes from Whole Foods, Trader Joe's, and the dining and shopping at Hillsdale Shopping Center, with access to SF and Silicon Valley via Caltrain, 101, 280 and 92. Don't miss your chance to own a piece of Westwood Knoll's history with modern updates and room to spare!

121 W 38th AVE, San Mateo

Listed by Mariana Pappalardo, 650-670-7888 from Compass
(If provided) CoList: Heather Morch from Compass

$1,798,000

Charming, beautifully updated single-story home offering 2 brds, 1 ba, & a versatile bonus room. Fresh interior & exterior paint, refinished hrdwd floors, new lighting, elegant crown molding & baseboards enhance home's inviting appeal. Spacious living room features recessed lighting, a newly tiled fireplace, & a wall of windows & French drs that fill the space with natural light & overlook the private rear garden. The remod kit showcases crisp white cabinetry, pantry, ss appl, quartz countertops, tile backsplash, & tile flr. The adjacent din area features a contemporary drum light. A generous rear brd enjoys peaceful garden views, while the front brd offers abundant natural light. The beautifully appointed bath features a sep tiled shower & tub, highlighted by dramatic blue tile. A distinctive bonus rm with handsome wood-paneled walls & ceiling offers flexibility as an office, guest room. A charming Dutch dr opens to the rear patio, creating a seamless connection to the private outdoor retreat. Perfect for relaxing or entertaining family & friends. One-car garage with washer and dryer completes this appealing home. The bonus room is not included in the reported interior square footage. When the bonus room is included, the total square footage is approximately 1,230 sq. ft.

2 Beds ⋅ 1 Baths ⋅ ML82066806 MLS

Charming, beautifully updated single-story home offering 2 brds, 1 ba, & a versatile bonus room. Fresh interior & exterior paint, refinished hrdwd floors, new lighting, elegant crown molding & baseboards enhance home's inviting appeal. Spacious living room features recessed lighting, a newly tiled fireplace, & a wall of windows & French drs that fill the space with natural light & overlook the private rear garden. The remod kit showcases crisp white cabinetry, pantry, ss appl, quartz countertops, tile backsplash, & tile flr. The adjacent din area features a contemporary drum light. A generous rear brd enjoys peaceful garden views, while the front brd offers abundant natural light. The beautifully appointed bath features a sep tiled shower & tub, highlighted by dramatic blue tile. A distinctive bonus rm with handsome wood-paneled walls & ceiling offers flexibility as an office, guest room. A charming Dutch dr opens to the rear patio, creating a seamless connection to the private outdoor retreat. Perfect for relaxing or entertaining family & friends. One-car garage with washer and dryer completes this appealing home. The bonus room is not included in the reported interior square footage. When the bonus room is included, the total square footage is approximately 1,230 sq. ft.

159 Arbor LN, San Mateo

Listed by Linda Ryan King, 650-224-8985 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

$1,998,000

Panoramic views of San Francisco Bay, expansive brickwork, a sweeping flagstone patio, and fresh lawns on a large lot describe the private setting of this well-preserved mid-century San Mateo Knolls home. Refinished oak floors, stylish new lighting, and a soft-white interior color palette combine in modern elegance. The living room with view of the bay and formal dining room give way to the updated, quartz-finished kitchen with bay window dining, offering easy access to expansive grounds with vignettes for al fresco dining, moonlight dancing, whimsical play, and quiet contemplation. There are 3 bedrooms and 2 bathrooms, including the suite featuring a newly updated bath finished with chic modern tile. Outside, blooming flowerbeds, level lawns, and terraced grounds lead to an elevated backyard plateau with a lovely San Francisco Bay overview, creating the ultimate destination for a quintessential California indoor-outdoor lifestyle. All this, while enjoying effortless proximity to the vibrant hearts of downtown San Mateo and San Carlos, the Hillsdale Caltrain station, and swift access to major Peninsula thoroughfares to San Francisco and Silicon Valley.

3 Beds ⋅ 2 Baths ⋅ ML82066744 MLS

Panoramic views of San Francisco Bay, expansive brickwork, a sweeping flagstone patio, and fresh lawns on a large lot describe the private setting of this well-preserved mid-century San Mateo Knolls home. Refinished oak floors, stylish new lighting, and a soft-white interior color palette combine in modern elegance. The living room with view of the bay and formal dining room give way to the updated, quartz-finished kitchen with bay window dining, offering easy access to expansive grounds with vignettes for al fresco dining, moonlight dancing, whimsical play, and quiet contemplation. There are 3 bedrooms and 2 bathrooms, including the suite featuring a newly updated bath finished with chic modern tile. Outside, blooming flowerbeds, level lawns, and terraced grounds lead to an elevated backyard plateau with a lovely San Francisco Bay overview, creating the ultimate destination for a quintessential California indoor-outdoor lifestyle. All this, while enjoying effortless proximity to the vibrant hearts of downtown San Mateo and San Carlos, the Hillsdale Caltrain station, and swift access to major Peninsula thoroughfares to San Francisco and Silicon Valley.

401 41st AVE, San Mateo

Listed by Julie Baumann, 650-576-8889 from Compass
(If provided) CoList: Peter Baumann from Compass

$475,000

Enjoy light-filled living in this beautifully maintained top-floor corner studio condo, ideally located near Laurelwood Shopping Center, parks, and scenic trails. Vaulted ceilings and abundant natural light enhance the open living and dining area, while a spacious private balcony extends the living space outdoors. The generously sized, updated kitchen features quartz countertops, ample cabinetry, and stainless steel appliances. An updated bathroom with an oversized stall shower and hard flooring throughout completes the inviting interior. Located in a secured building equipped with a smart intercom security system, this home includes one garage parking space. Community amenities include a pool and shared laundry conveniently located on the same floor, with ample guest street parking nearby. Enjoy easy access to Laurelwood Park, Hillsdale Shopping Center, College of San Mateo, and Highways 92, 101, and 280.

1 Baths ⋅ ML82066622 MLS

Enjoy light-filled living in this beautifully maintained top-floor corner studio condo, ideally located near Laurelwood Shopping Center, parks, and scenic trails. Vaulted ceilings and abundant natural light enhance the open living and dining area, while a spacious private balcony extends the living space outdoors. The generously sized, updated kitchen features quartz countertops, ample cabinetry, and stainless steel appliances. An updated bathroom with an oversized stall shower and hard flooring throughout completes the inviting interior. Located in a secured building equipped with a smart intercom security system, this home includes one garage parking space. Community amenities include a pool and shared laundry conveniently located on the same floor, with ample guest street parking nearby. Enjoy easy access to Laurelwood Park, Hillsdale Shopping Center, College of San Mateo, and Highways 92, 101, and 280.

3222 Glendora DR 201, San Mateo

Listed by Lucy Goldenshteyn, 415-860-5586 from Redfin
(If provided) CoList: Sasai Zhang from Redfin

$2,048,000

At the base of the San Mateo Terrace foothills, 3023 Del Ray Street is a 3-bedroom, 2-bath home in San Mateo's Beresford Park neighborhood, offering 2,116 sq ft of character and modern comfort. Colorful gardens and a paver walkway welcome you inside, where hardwood floors, arched doorways, crown molding, and a wood-burning fireplace reflect its 1946 origins. A skylit dining room leads to a thoughtfully updated kitchen, where quartz counters, a marble chevron backsplash, and a Thermador appliance suite make cooking and entertaining a pleasure. A center island with microwave drawer and a breakfast bar connect the kitchen to the family room, where sliding doors open to a Trex deck with peekaboo Bay and East Bay hill views. Below, a paver patio framed by mature maples, roses, and lavender invites outdoor gatherings. Three main-level bedrooms are complemented by a separate lower-level wing with flexible spaces for guests, recreation, entertaining, or working from home. Two updated baths, an 11-kW Generac generator, and an attached garage with laundry and storage add everyday ease. Enjoy nearby Beresford Park, 25th Avenue dining, Hillsdale Shopping Center, Bay Meadows, and Hillsdale Caltrain.

3 Beds ⋅ 2 Baths ⋅ ML82066033 MLS

At the base of the San Mateo Terrace foothills, 3023 Del Ray Street is a 3-bedroom, 2-bath home in San Mateo's Beresford Park neighborhood, offering 2,116 sq ft of character and modern comfort. Colorful gardens and a paver walkway welcome you inside, where hardwood floors, arched doorways, crown molding, and a wood-burning fireplace reflect its 1946 origins. A skylit dining room leads to a thoughtfully updated kitchen, where quartz counters, a marble chevron backsplash, and a Thermador appliance suite make cooking and entertaining a pleasure. A center island with microwave drawer and a breakfast bar connect the kitchen to the family room, where sliding doors open to a Trex deck with peekaboo Bay and East Bay hill views. Below, a paver patio framed by mature maples, roses, and lavender invites outdoor gatherings. Three main-level bedrooms are complemented by a separate lower-level wing with flexible spaces for guests, recreation, entertaining, or working from home. Two updated baths, an 11-kW Generac generator, and an attached garage with laundry and storage add everyday ease. Enjoy nearby Beresford Park, 25th Avenue dining, Hillsdale Shopping Center, Bay Meadows, and Hillsdale Caltrain.

3023 Del Ray ST, San Mateo

Listed by Rumana Jabeen, 650-743-4503 from KW Advisors
(If provided) CoList: from

$2,998,000

Expanded and fully remodeled, this beautifully reimagined 4-bedroom, 3-bath San Mateo home offers approximately 2,341+/- square feet of thoughtfully designed living space on a 7,583+/- square foot lot. An inviting front porch, cascading entry steps, and striking solid wood front door introduce light-filled interiors with vaulted ceilings, oversized windows, and an open-concept floor plan. The designer kitchen features a generous island with prep sink and flows seamlessly into the living and dining spaces, accented by statement lighting and custom metal and fluted wood shelving. The main-level features three bedrooms, with the primary suite offering a spa-inspired bathroom. Upstairs one additional en suite provides privacy alongside a flexible bonus space and additional storage. The beautifully landscaped backyard features turf lawn, new plantings, and a magnificent sculpted California live oak highlighted by landscape lighting. Additional amenities include air conditioning, an expansive driveway, multi-car garage with epoxy flooring, and EV-ready electrical infrastructure. Conveniently located near parks, shopping, dining, and neighborhood amenities, this home blends modern style, comfort, and exceptional indoor outdoor living.

4 Beds ⋅ 3 Baths ⋅ ML82065164 MLS

Expanded and fully remodeled, this beautifully reimagined 4-bedroom, 3-bath San Mateo home offers approximately 2,341+/- square feet of thoughtfully designed living space on a 7,583+/- square foot lot. An inviting front porch, cascading entry steps, and striking solid wood front door introduce light-filled interiors with vaulted ceilings, oversized windows, and an open-concept floor plan. The designer kitchen features a generous island with prep sink and flows seamlessly into the living and dining spaces, accented by statement lighting and custom metal and fluted wood shelving. The main-level features three bedrooms, with the primary suite offering a spa-inspired bathroom. Upstairs one additional en suite provides privacy alongside a flexible bonus space and additional storage. The beautifully landscaped backyard features turf lawn, new plantings, and a magnificent sculpted California live oak highlighted by landscape lighting. Additional amenities include air conditioning, an expansive driveway, multi-car garage with epoxy flooring, and EV-ready electrical infrastructure. Conveniently located near parks, shopping, dining, and neighborhood amenities, this home blends modern style, comfort, and exceptional indoor outdoor living.

2800 Monterey ST, San Mateo

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

$2,898,000

Welcome to 27 Condon Court... An outstanding San Mateo location in the sought-after Laurelwood neighborhood. This light, bright, airy 3-bedroom, 2.5-bathroom home was originally built in 1973 and has been lovingly updated and maintained by its current owner for many years. The lower level or main level, features high ceilings and a free-flowing floor plan that opens to an outdoor entertaining patio and the rear garden with breathtaking canyon and San Francisco Bay Views. The custom-built 3-hole golf putting green is the centerpiece of this lovely outdoor space. The 2nd floor has an oversized primary suite and two modest bedrooms. There is space to create an additional bedroom. This home has been recently enhanced by many cosmetic updates, including new floors, painting throughout, new light fixtures and light kitchen and bathroom improvements. Laurelwood Park, a 225-acre public open space located is only blocks away. The popular Laurelwood Shopping Center is also blocks away. Award-winning schools are nearby, including the College of San Mateo. This desirable neighborhood blends classic mid-century suburban comfort with immediate suburban conveniences. Easy access to SR-92, Interstate 280, 101 and Highway 1 and SR-35 (Skyline Blvd). We are move-in ready for you. Welcome Home!

3 Beds ⋅ 3 Baths ⋅ ML82065358 MLS

Welcome to 27 Condon Court... An outstanding San Mateo location in the sought-after Laurelwood neighborhood. This light, bright, airy 3-bedroom, 2.5-bathroom home was originally built in 1973 and has been lovingly updated and maintained by its current owner for many years. The lower level or main level, features high ceilings and a free-flowing floor plan that opens to an outdoor entertaining patio and the rear garden with breathtaking canyon and San Francisco Bay Views. The custom-built 3-hole golf putting green is the centerpiece of this lovely outdoor space. The 2nd floor has an oversized primary suite and two modest bedrooms. There is space to create an additional bedroom. This home has been recently enhanced by many cosmetic updates, including new floors, painting throughout, new light fixtures and light kitchen and bathroom improvements. Laurelwood Park, a 225-acre public open space located is only blocks away. The popular Laurelwood Shopping Center is also blocks away. Award-winning schools are nearby, including the College of San Mateo. This desirable neighborhood blends classic mid-century suburban comfort with immediate suburban conveniences. Easy access to SR-92, Interstate 280, 101 and Highway 1 and SR-35 (Skyline Blvd). We are move-in ready for you. Welcome Home!

27 Condon CT, San Mateo

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

$2,798,000

This absolute jewel is ideally situated in the heart of The Lanes, across from a hidden park and readily accessible to everything including shopping, transit, schools, dining and entertainment. Upon entering, the outdoor room and garden beyond the wall of bay windows beckon you. The open floorplan, enormous kitchen and high-end finishes provide for seamless indoor/outdoor living and entertaining. The kitchen features custom cherrywood cabinetry, soapstone countertops, abundant storage with pullout drawers, and an extra-deep stainless-steel sink. A Thermador gas 5-burner stove, electric double ovens (convection) and a large kitchen island create a space for both serious cooking and casual entertaining. The covered patio serves as an outdoor room featuring cabin-style rustic wood beams overhead, a cozy stone fireplace and an outdoor TV. An overhead fan and heaters enable year-round comfort. Shaded gravel pathways lead to a hidden vegetable garden and a detached studio, offering a private and tranquil space for work or creative pursuits. Just across the street and down a discreet pathway lies the hidden East Hillsdale Park a local treasure. Beautifully crafted and stewarded, this home offers the best that mid-peninsula living has to offer.

3 Beds ⋅ 2 Baths ⋅ ML82064984 MLS

This absolute jewel is ideally situated in the heart of The Lanes, across from a hidden park and readily accessible to everything including shopping, transit, schools, dining and entertainment. Upon entering, the outdoor room and garden beyond the wall of bay windows beckon you. The open floorplan, enormous kitchen and high-end finishes provide for seamless indoor/outdoor living and entertaining. The kitchen features custom cherrywood cabinetry, soapstone countertops, abundant storage with pullout drawers, and an extra-deep stainless-steel sink. A Thermador gas 5-burner stove, electric double ovens (convection) and a large kitchen island create a space for both serious cooking and casual entertaining. The covered patio serves as an outdoor room featuring cabin-style rustic wood beams overhead, a cozy stone fireplace and an outdoor TV. An overhead fan and heaters enable year-round comfort. Shaded gravel pathways lead to a hidden vegetable garden and a detached studio, offering a private and tranquil space for work or creative pursuits. Just across the street and down a discreet pathway lies the hidden East Hillsdale Park a local treasure. Beautifully crafted and stewarded, this home offers the best that mid-peninsula living has to offer.

151 Louise LN, San Mateo

Listed by Philip Watson, 650-274-5187 from Christie's International Real Estate Sereno
(If provided) CoList: from

$2,899,888

A rare opportunity in San Mateo's desirable Knolls neighborhood! Custom-built in 1957 and cherished by the same family for nearly 70 years, this exceptional home is offered for the first time. Nestled on a secluded, nearly half-acre lot, the property offers privacy, space, and effortless single-level living. With 2,290 sq. ft., the home features 4 bedrooms and 2 bathrooms; beautifully updated kitchen and baths. The thoughtfully designed floor plan separates lively gathering spaces from the peaceful bedroom wing, offering an ideal balance of entertaining and everyday comfort. Light-filled living areas and expansive windows seamlessly connect indoors and out. The true showstopper is the resort-inspired backyard, featuring a sparkling pool, pool house, overlook deck, and generous entertaining spaces. Mature trees and lush surroundings create a private retreat. Ample additional parking alongside the home adds convenience and flexibility offering additional parking for cars or guests. Moments from Sugarloaf Open Space, scenic trails, parks, and schools, this special property is ready for its next chapter. Welcome to The Knolls Haven!

4 Beds ⋅ 2 Baths ⋅ ML82064445 MLS

A rare opportunity in San Mateo's desirable Knolls neighborhood! Custom-built in 1957 and cherished by the same family for nearly 70 years, this exceptional home is offered for the first time. Nestled on a secluded, nearly half-acre lot, the property offers privacy, space, and effortless single-level living. With 2,290 sq. ft., the home features 4 bedrooms and 2 bathrooms; beautifully updated kitchen and baths. The thoughtfully designed floor plan separates lively gathering spaces from the peaceful bedroom wing, offering an ideal balance of entertaining and everyday comfort. Light-filled living areas and expansive windows seamlessly connect indoors and out. The true showstopper is the resort-inspired backyard, featuring a sparkling pool, pool house, overlook deck, and generous entertaining spaces. Mature trees and lush surroundings create a private retreat. Ample additional parking alongside the home adds convenience and flexibility offering additional parking for cars or guests. Moments from Sugarloaf Open Space, scenic trails, parks, and schools, this special property is ready for its next chapter. Welcome to The Knolls Haven!

3605 Kingridge DR, San Mateo

Listed by Rosa Baltodano, 650-267-1548 from Compass
(If provided) CoList: from

$1,789,000

Views! Views! Views!!!!!! Perched atop a hillside, this residence offers breathtaking, excellent views that stretch across the expansive San Francisco Bay to the East Bay Hills. This elevated ranch-style home is perfectly situated within the highly sought-after and prestigious Westwood Knolls neighborhood, known for its charm and tranquility. The residence features three generously sized bedrooms, highlighted by an expansive primary suite designed for comfort. The full-sized kitchen serves as a functional heart of the home, complete with a charming breakfast nook and convenient, direct access to the private rear yard, perfect for seamless indoor-outdoor living. The interior is anchored by an expansive L-shaped living and dining area, which serves as a stunning vantage point for taking in the impressive northern vistas of the city skyline and the shimmering bay. The living spaces are elegantly finished with classic hardwood floors and benefit from the efficiency and clarity of updated dual-pane windows throughout. Additionally, the property includes a spacious two-car garage. With its exceptional layout and inherent potential, this property presents a remarkable opportunity to customize and create a personalized sanctuary that perfectly reflects your unique lifestyle.

3 Beds ⋅ 2 Baths ⋅ ML82064798 MLS

Views! Views! Views!!!!!! Perched atop a hillside, this residence offers breathtaking, excellent views that stretch across the expansive San Francisco Bay to the East Bay Hills. This elevated ranch-style home is perfectly situated within the highly sought-after and prestigious Westwood Knolls neighborhood, known for its charm and tranquility. The residence features three generously sized bedrooms, highlighted by an expansive primary suite designed for comfort. The full-sized kitchen serves as a functional heart of the home, complete with a charming breakfast nook and convenient, direct access to the private rear yard, perfect for seamless indoor-outdoor living. The interior is anchored by an expansive L-shaped living and dining area, which serves as a stunning vantage point for taking in the impressive northern vistas of the city skyline and the shimmering bay. The living spaces are elegantly finished with classic hardwood floors and benefit from the efficiency and clarity of updated dual-pane windows throughout. Additionally, the property includes a spacious two-car garage. With its exceptional layout and inherent potential, this property presents a remarkable opportunity to customize and create a personalized sanctuary that perfectly reflects your unique lifestyle.

421 W 39th AVE, San Mateo

Listed by Charles Floyd, 650-892-3464 from Compass
(If provided) CoList: from

$1,598,000

Situated in established Southeast Hillsdale neighborhood, this charming duplex presents an excellent opportunity for owner-occupants, extended family living, or rental income. Offering approx 1,656 sqft of combined living space the property features two separate 1-bedroom 1-bathroom units, each with a private yard and attached one-car garage. Both homes welcome you with covered front porches and bright living rooms featuring recessed lighting and multiple windows. Eat-in kitchens offer shaker cabinetry, quartz countertops, tile flooring, a full suite of appliances, and sliding glass doors opening to private backyards. Each bedroom features a double-door closet with built-in organization, while remodeled bathrooms include quartz-topped vanities and contemporary tile finishes. Attached garages provide laundry areas and additional storage. Fenced backyards feature concrete patios and low-maintenance artificial turf. Conveniently located near Hillsdale Shopping Center, Whole Foods, Trader Joes, neighborhood parks, and San Mateo Central Park, with easy access to US-101, I-280, and Hillsdale and Hayward Park Caltrain stations.

2 Beds ⋅ ML82064763 MLS

Situated in established Southeast Hillsdale neighborhood, this charming duplex presents an excellent opportunity for owner-occupants, extended family living, or rental income. Offering approx 1,656 sqft of combined living space the property features two separate 1-bedroom 1-bathroom units, each with a private yard and attached one-car garage. Both homes welcome you with covered front porches and bright living rooms featuring recessed lighting and multiple windows. Eat-in kitchens offer shaker cabinetry, quartz countertops, tile flooring, a full suite of appliances, and sliding glass doors opening to private backyards. Each bedroom features a double-door closet with built-in organization, while remodeled bathrooms include quartz-topped vanities and contemporary tile finishes. Attached garages provide laundry areas and additional storage. Fenced backyards feature concrete patios and low-maintenance artificial turf. Conveniently located near Hillsdale Shopping Center, Whole Foods, Trader Joes, neighborhood parks, and San Mateo Central Park, with easy access to US-101, I-280, and Hillsdale and Hayward Park Caltrain stations.

14 Garden LN, San Mateo

Listed by Lindsey Baggetta, 650-274-7669 from Compass
(If provided) CoList: from

$1,999,999

Take advantage of a seller-offered rate buydown, potentially providing qualified buyers with a lower interest rate and lower monthly payment by a substantial amount.Buyer qualification and financing terms are subject to lender approval. This attractive ranch-style home is in great condition, presenting an opportunity for a vibrant California lifestyle. The kitchen is a culinary enthusiast's dream, featuring elegant stone counters and a high-end refrigerator, perfect for preparing and enjoying gourmet meals. Adjacent to this, the living room provides a comfortable gathering space, centered around a cozy fireplace. One of the bathrooms offers the convenience of a walk-in shower. The bedrooms provide private retreats, with one featuring an ensuite bathroom for added comfort and privacy, and another showcasing warm hardwood flooring. Step outside to discover a private yard designed for relaxation and entertainment, complete with a fire pit and an inviting outdoor dining area. A patio and terrace extend the living space outdoors, offering versatile areas for enjoyment. Practicality is also addressed with a built-in garage. This property presents an exceptional opportunity to embrace sophisticated living in a desirable location.

3 Beds ⋅ 2 Baths ⋅ ML82064310 MLS

Take advantage of a seller-offered rate buydown, potentially providing qualified buyers with a lower interest rate and lower monthly payment by a substantial amount.Buyer qualification and financing terms are subject to lender approval. This attractive ranch-style home is in great condition, presenting an opportunity for a vibrant California lifestyle. The kitchen is a culinary enthusiast's dream, featuring elegant stone counters and a high-end refrigerator, perfect for preparing and enjoying gourmet meals. Adjacent to this, the living room provides a comfortable gathering space, centered around a cozy fireplace. One of the bathrooms offers the convenience of a walk-in shower. The bedrooms provide private retreats, with one featuring an ensuite bathroom for added comfort and privacy, and another showcasing warm hardwood flooring. Step outside to discover a private yard designed for relaxation and entertainment, complete with a fire pit and an inviting outdoor dining area. A patio and terrace extend the living space outdoors, offering versatile areas for enjoyment. Practicality is also addressed with a built-in garage. This property presents an exceptional opportunity to embrace sophisticated living in a desirable location.

4024 Bayview AVE, San Mateo

Listed by Despina Johnson, 209-570-5893 from PMZ Real Estate
(If provided) CoList: from

$2,900,000

Fabulous opportunity to own over a 12,000 sq ft of land at the end of a quiet cul-de-sac in one of San Mateos most desirable neighborhoods. This 4-bedroom, 3.5-bath home offers a unique blend of comfort and potential. Enjoy the peaceful, private setting, or explore options to enhance, expand, or build your own private estate. Whether you envision light updates or a custom dream home, the possibilities are endless. A true sanctuary just minutes from top-rated schools, shopping, Parks and transportation.

4 Beds ⋅ 4 Baths ⋅ ML82062211 MLS

Fabulous opportunity to own over a 12,000 sq ft of land at the end of a quiet cul-de-sac in one of San Mateos most desirable neighborhoods. This 4-bedroom, 3.5-bath home offers a unique blend of comfort and potential. Enjoy the peaceful, private setting, or explore options to enhance, expand, or build your own private estate. Whether you envision light updates or a custom dream home, the possibilities are endless. A true sanctuary just minutes from top-rated schools, shopping, Parks and transportation.

701 Ventura AVE, San Mateo

Listed by Michael Haywood Jr., 650-773-0266 from eXp Realty of California Inc
(If provided) CoList: from

$3,595,000

Sophisticated modern living in desirable Westwood Knolls! Situated on a quiet cul-de-sac, extensively renovated and expanded, this exceptional residence offers approx. 3,839 sq. ft. of living space with 8BD/9BA, including a newly constructed two-story rear extension, on an expansive 9,496 sq. ft. lot. The main residence features dramatic 12-ft ceilings, White Oak hardwood floors, an electric fireplace, and accordion glass doors opening to a view deck with breathtaking city and Bay views. The chefs kitchen showcases a waterfall island, quartz countertops, sleek cabinetry, and high-end Thermador appliances, including a built-in wine refrigerator. The main level offers 5BD/6BA, including 4 en-suites, plus a sunroom and family room with fireplace and wet bar. Additional highlights include multi-zone A/C and heating, ceiling speakers, and 3 decks. The downstairs legal ADU (4321A Edison St) offers separate entrance, 3BD/3BA, including 2 en-suites, an open living area, kitchen with eat-in island, sunroom, and a spacious deck. 2-car garage, tankless water heaters, plus an oversized lot with parking for 10+ vehicles, RV, & boat/trailer. Conveniently located near Hillsdale shopping, dining, Caltrain, and major freeways. A rare combination of space, views, modern luxury, and versatility!

8 Beds ⋅ 9 Baths ⋅ ML82063527 MLS

Sophisticated modern living in desirable Westwood Knolls! Situated on a quiet cul-de-sac, extensively renovated and expanded, this exceptional residence offers approx. 3,839 sq. ft. of living space with 8BD/9BA, including a newly constructed two-story rear extension, on an expansive 9,496 sq. ft. lot. The main residence features dramatic 12-ft ceilings, White Oak hardwood floors, an electric fireplace, and accordion glass doors opening to a view deck with breathtaking city and Bay views. The chefs kitchen showcases a waterfall island, quartz countertops, sleek cabinetry, and high-end Thermador appliances, including a built-in wine refrigerator. The main level offers 5BD/6BA, including 4 en-suites, plus a sunroom and family room with fireplace and wet bar. Additional highlights include multi-zone A/C and heating, ceiling speakers, and 3 decks. The downstairs legal ADU (4321A Edison St) offers separate entrance, 3BD/3BA, including 2 en-suites, an open living area, kitchen with eat-in island, sunroom, and a spacious deck. 2-car garage, tankless water heaters, plus an oversized lot with parking for 10+ vehicles, RV, & boat/trailer. Conveniently located near Hillsdale shopping, dining, Caltrain, and major freeways. A rare combination of space, views, modern luxury, and versatility!

4321 Edison ST, San Mateo

Listed by Patrick Lam, 415-710-3704 from CENTURY 21 Masters
(If provided) CoList: from

$1,850,000

Welcome to this special home in an incredible neighborhood set in sought after San Mateo. Perfectly situated in Westwood Knolls with easy commute access, walking distance to Indian Springs Park, nearby hiking in Laurel Canyon, shopping and dining at Hillsdale Shopping Center is at your convenience. This 3 Bedroom 2 bath home also offers a perfect light filled bonus room with direct outdoor access Invite those to gather and enjoy the warm and welcoming common rooms in this home or relax in the protected patio area or generous rear yard. Let your "Inner Chef" come to play in your beautifully refreshed and functional kitchen. Property has a new roof and completed Sewer Lateral There is a 2-car attached garage with ample storage and washer/dryer area.

3 Beds ⋅ 2 Baths ⋅ ML82063396 MLS

Welcome to this special home in an incredible neighborhood set in sought after San Mateo. Perfectly situated in Westwood Knolls with easy commute access, walking distance to Indian Springs Park, nearby hiking in Laurel Canyon, shopping and dining at Hillsdale Shopping Center is at your convenience. This 3 Bedroom 2 bath home also offers a perfect light filled bonus room with direct outdoor access Invite those to gather and enjoy the warm and welcoming common rooms in this home or relax in the protected patio area or generous rear yard. Let your "Inner Chef" come to play in your beautifully refreshed and functional kitchen. Property has a new roof and completed Sewer Lateral There is a 2-car attached garage with ample storage and washer/dryer area.

419 Voelker DR, San Mateo

Listed by Heather Hansen, 650-483-8030 from Compass
(If provided) CoList: from

$1,698,000

Located in San Mateo's desirable Westwood Knolls, this neighborhood is known for its tree-lined streets and sunny microclimate. Featuring 3 bedrooms and 1 remodeled bathroom, this home combines modern upgrades, functional floor plan, and classic Peninsula charm. This freshly painted single-story dwelling reveals newly refinished hardwood floors throughout. Comfort is assured with an updated heat pump and A/C. At the heart of the home is a newly remodeled kitchen with quartz countertops, new cabinets, and an open layout flowing into the dining area and versatile great room. Sliding glass doors open to the rear patio from this great room, which adapts as a family room, office, or media lounge. The backyard features low-maintenance stamped concrete for recreation and al fresco dining, complemented by a side yard, and dedicated dog run. Front & back yards are newly landscaped. Practical amenities include an attached garage with laundry, plus a bonus storage room above. Situated steps from Indian Springs Park and local schools, this home offers an exceptional lifestyle. Enjoy quick access to everyday essentials at Hillsdale Shopping Center, Whole Foods, Trader Joes, restaurants, and shopping with a convenient commute to SF and Silicon Valley via Caltrain, 101, 280 & 92.

3 Beds ⋅ 1 Baths ⋅ ML82063097 MLS

Located in San Mateo's desirable Westwood Knolls, this neighborhood is known for its tree-lined streets and sunny microclimate. Featuring 3 bedrooms and 1 remodeled bathroom, this home combines modern upgrades, functional floor plan, and classic Peninsula charm. This freshly painted single-story dwelling reveals newly refinished hardwood floors throughout. Comfort is assured with an updated heat pump and A/C. At the heart of the home is a newly remodeled kitchen with quartz countertops, new cabinets, and an open layout flowing into the dining area and versatile great room. Sliding glass doors open to the rear patio from this great room, which adapts as a family room, office, or media lounge. The backyard features low-maintenance stamped concrete for recreation and al fresco dining, complemented by a side yard, and dedicated dog run. Front & back yards are newly landscaped. Practical amenities include an attached garage with laundry, plus a bonus storage room above. Situated steps from Indian Springs Park and local schools, this home offers an exceptional lifestyle. Enjoy quick access to everyday essentials at Hillsdale Shopping Center, Whole Foods, Trader Joes, restaurants, and shopping with a convenient commute to SF and Silicon Valley via Caltrain, 101, 280 & 92.

293 W 39th AVE, San Mateo

Listed by Judy Meuschke, 650-400-2543 from Compass
(If provided) CoList: from

$1,928,000

The perfect duplex design where suburban living meets urban amenities! Located in the ultra convenient Laurel Park/Hillsdale community with several of San Mateo's newest shopping and entertainment destinations almost at your doorstep. Rare VACANT duplex units allow for market rate rents or easy owner occupancy. The first unit is a 3 bedroom & 2 bath single family style home and the second a 2 bedroom & 1 bath unit. They are separated by attached garages. Each unit has a front porch/deck, large living room, generous dining area, and upgraded kitchen, plus direct access to the attached oversized one car garages with full size washer & dryer hookups. Private layout with both units primary bedrooms upstairs. Ideal for owner occupancy with a spacious 3bed/2bath home with rental or in-law potential in the second unit. Near public/private schools, renovated Hillsdale Mall, Bel Mateo shops, Bay Meadows, Park Place Shopping featuring Whole Foods, and both Beresford and Indian Springs Parks. Convenient commute just off El Camino Real and near Hillsdale Blvd connecting to Highways 101 and 280 with ease plus nearby Cal-Train access. Extensive recent upgrades include fresh interior/exterior paint, upgraded flooring, modern lights, fresh landscaping and new City compliant Sewer Lateral.

5 Beds ⋅ 3 Baths ⋅ ML82063298 MLS

The perfect duplex design where suburban living meets urban amenities! Located in the ultra convenient Laurel Park/Hillsdale community with several of San Mateo's newest shopping and entertainment destinations almost at your doorstep. Rare VACANT duplex units allow for market rate rents or easy owner occupancy. The first unit is a 3 bedroom & 2 bath single family style home and the second a 2 bedroom & 1 bath unit. They are separated by attached garages. Each unit has a front porch/deck, large living room, generous dining area, and upgraded kitchen, plus direct access to the attached oversized one car garages with full size washer & dryer hookups. Private layout with both units primary bedrooms upstairs. Ideal for owner occupancy with a spacious 3bed/2bath home with rental or in-law potential in the second unit. Near public/private schools, renovated Hillsdale Mall, Bel Mateo shops, Bay Meadows, Park Place Shopping featuring Whole Foods, and both Beresford and Indian Springs Parks. Convenient commute just off El Camino Real and near Hillsdale Blvd connecting to Highways 101 and 280 with ease plus nearby Cal-Train access. Extensive recent upgrades include fresh interior/exterior paint, upgraded flooring, modern lights, fresh landscaping and new City compliant Sewer Lateral.

3917 Donner ST, San Mateo

Listed by Benjamin Chirko, 650-954-8769 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Wendy Leung from APR

$1,880,000

This spacious two-bedroom, one-and-a-half-bath home in San Mateos iconic Lanes features wood floors throughout, a generous living and dining area, an updated kitchen with white cabinetry and granite countertops, and two recently updated bathrooms. An entertaining deck overlooks the lush backyard, where a large insulated shed offers space for a workshop or home office. A separate laundry room and two-car garage add everyday convenience.

2 Beds ⋅ 2 Baths ⋅ ML82062628 MLS

This spacious two-bedroom, one-and-a-half-bath home in San Mateos iconic Lanes features wood floors throughout, a generous living and dining area, an updated kitchen with white cabinetry and granite countertops, and two recently updated bathrooms. An entertaining deck overlooks the lush backyard, where a large insulated shed offers space for a workshop or home office. A separate laundry room and two-car garage add everyday convenience.

125 Arrowood LN, San Mateo

Listed by Cindy Moscaret, 650-759-3356 from Compass
(If provided) CoList: from

Sold listing courtesy of The Sharp Group from KWPEN

$1,899,900

Beautifully-maintained San Mateo home perched in the foothills with a SF city skyline and bay views! The bright, sunny main floor features 2 BR + full BA, large dining/living room with fireplace, eat-in kitchen, hardwood floors throughout, and a large deck off the back to take in the view. Kitchen features cherry cabinets and granite countertops, plus a sunny bay window looking at Indian Springs Park across the street. The full bath features marble shower and floors, a soothing whirlpool bath and spacious luxurious countertop. Downstairs is an additional ~700 sq.ft unpermitted finished walkout basement area with a private master bedroom that opens to the backyard, 3/4 bath, and a family room with bar and fireplace. An oversized two-car garage, loads of storage space, new paint inside and out, plus a lower-maintenance yard with turf round out this special home just waiting for the right family.

3 Beds ⋅ 2 Baths ⋅ ML82061186 MLS

Beautifully-maintained San Mateo home perched in the foothills with a SF city skyline and bay views! The bright, sunny main floor features 2 BR + full BA, large dining/living room with fireplace, eat-in kitchen, hardwood floors throughout, and a large deck off the back to take in the view. Kitchen features cherry cabinets and granite countertops, plus a sunny bay window looking at Indian Springs Park across the street. The full bath features marble shower and floors, a soothing whirlpool bath and spacious luxurious countertop. Downstairs is an additional ~700 sq.ft unpermitted finished walkout basement area with a private master bedroom that opens to the backyard, 3/4 bath, and a family room with bar and fireplace. An oversized two-car garage, loads of storage space, new paint inside and out, plus a lower-maintenance yard with turf round out this special home just waiting for the right family.

340 W 39th AVE, San Mateo

Listed by Marc J Romer, 650-364-2922 from Romer Real Estate
(If provided) CoList: from

$2,400,000

Welcome to 1665 Toyon Court, a stunning residence nestled in one of San Mateos most desirable sugar loaf neighborhoods. This beautifully updated spacious single-family home can be yours to keep with the fresh interior paint, recessed lighting, and updated master bathroom. And high ceiling from the bright living room that flows to the dining area, and to the spacious kitchen with modern updates, stainless steel appliances, Step into a beautifully landscaped backyard featuring a dining patio, lush green lawn, and plenty of space for outdoor gatherings, gardening, or quiet morning coffee. Spacious living room and a family room, and a half bathroom on the first level, and 3 bedrooms and 2 bathrooms on the second level. Retreat into the privacy of the primary bedroom with an ensuite bath with an oversized tub and shower, and a walk-in closet. The 2-car garage and outside parking space allow guests to park efficiently. The school district is Belmont-Redwood Shores School District (Fox elementary, Ralston Middle and Carlmont High). Easy access to Highways 92, 101, and I-280 for a seamless Silicon Valley or San Francisco commute.

3 Beds ⋅ 3 Baths ⋅ ML82060906 MLS

Welcome to 1665 Toyon Court, a stunning residence nestled in one of San Mateos most desirable sugar loaf neighborhoods. This beautifully updated spacious single-family home can be yours to keep with the fresh interior paint, recessed lighting, and updated master bathroom. And high ceiling from the bright living room that flows to the dining area, and to the spacious kitchen with modern updates, stainless steel appliances, Step into a beautifully landscaped backyard featuring a dining patio, lush green lawn, and plenty of space for outdoor gatherings, gardening, or quiet morning coffee. Spacious living room and a family room, and a half bathroom on the first level, and 3 bedrooms and 2 bathrooms on the second level. Retreat into the privacy of the primary bedroom with an ensuite bath with an oversized tub and shower, and a walk-in closet. The 2-car garage and outside parking space allow guests to park efficiently. The school district is Belmont-Redwood Shores School District (Fox elementary, Ralston Middle and Carlmont High). Easy access to Highways 92, 101, and I-280 for a seamless Silicon Valley or San Francisco commute.

1665 Toyon CT, San Mateo

Listed by Fay Du, 650-796-5586 from Bay1st Realty & Mortgage Inc
(If provided) CoList: from

Sold listing courtesy of Eleanor Poon from TYUEN

$1,650,000

2 Beds ⋅ 2 Baths ⋅ ML82061225 MLS

4020 Edison ST, San Mateo

Listed by The Benson Group, 650-245-4530 from Compass
(If provided) CoList: from

Sold listing courtesy of Alex Lam from APR

$1,910,000

Westside Opportunity! Located in the heart of the popular Hillsdale area of San Mateo, this home greets you with a courtyard entry. Step into the spacious light filled living /dining room with dramatic walls of glass to enjoy the outdoor scenery. The cheerful kitchen has an abundance of cabinet space and a generous eating area. Next to the kitchen is a convenient laundry room. Off the living room area, you will discover the first bedroom with built-in desk and shelving. A Jack & Jill bathroom and another larger bedroom. At the end of the hall is the spacious Primary bedroom, which has a built-in dressing table, double closets, lots of natural light and a door to the side outdoor area. The primary bathroom features a shower over the tub and a linen closet. Use your imagination to make the private backyard a special haven, lots of possibilities with a beautiful oak tree, persimmon tree, and citrus tree. The yard goes beyond the fence with a creek side setting. The property also has a two car garage. Additional benefits to this location are your close proximity to the Hillsdale Mall, trader Joe's, parks, library, schools, public transportation, and easy access to both 101,92, and 280 freeways.

3 Beds ⋅ 2 Baths ⋅ ML82060990 MLS

Westside Opportunity! Located in the heart of the popular Hillsdale area of San Mateo, this home greets you with a courtyard entry. Step into the spacious light filled living /dining room with dramatic walls of glass to enjoy the outdoor scenery. The cheerful kitchen has an abundance of cabinet space and a generous eating area. Next to the kitchen is a convenient laundry room. Off the living room area, you will discover the first bedroom with built-in desk and shelving. A Jack & Jill bathroom and another larger bedroom. At the end of the hall is the spacious Primary bedroom, which has a built-in dressing table, double closets, lots of natural light and a door to the side outdoor area. The primary bathroom features a shower over the tub and a linen closet. Use your imagination to make the private backyard a special haven, lots of possibilities with a beautiful oak tree, persimmon tree, and citrus tree. The yard goes beyond the fence with a creek side setting. The property also has a two car garage. Additional benefits to this location are your close proximity to the Hillsdale Mall, trader Joe's, parks, library, schools, public transportation, and easy access to both 101,92, and 280 freeways.

535 W Hillsdale BLVD, San Mateo

Listed by Arlene Sullivan, 650-703-1830 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Cory Liu from KWPEN

$1,550,000

Welcome to 261 36th Avenue, a charming single-level home in San Mateo's desirable Westwood Knolls neighborhood. Built in 1950 and offering 1,045 square feet of thoughtfully planned living space, this three-bedroom, one-bath residence blends classic mid-century character with a bright, functional floorplan. An attached one-car garage and a level 5,000 square foot lot with mature landscaping complete the picture, offering generous room to garden, entertain, and enjoy the outdoors. Homes of this era carry a warmth that's hard to replicate, and this one has been cared for by the same ownership for years. There is a wonderful opportunity here for a buyer to add their own stamp, leveraging the existing floorplan and ample backyard. The location is a standout. Laurel Elementary and the Hillsdale branch of the San Mateo Public Library are just one to two blocks away, with Abbott Middle School and Hillsdale High School both less than a mile from the door. Hillsdale Shopping Center is under half a mile, offering grocery, dining, and specialty retail, and Beresford Recreation Center and Park is approximately one mile away. Commuters will appreciate the Hillsdale Caltrain station roughly a mile away, along with quick access to Highways 92 and 101.

3 Beds ⋅ 1 Baths ⋅ ML82059644 MLS

Welcome to 261 36th Avenue, a charming single-level home in San Mateo's desirable Westwood Knolls neighborhood. Built in 1950 and offering 1,045 square feet of thoughtfully planned living space, this three-bedroom, one-bath residence blends classic mid-century character with a bright, functional floorplan. An attached one-car garage and a level 5,000 square foot lot with mature landscaping complete the picture, offering generous room to garden, entertain, and enjoy the outdoors. Homes of this era carry a warmth that's hard to replicate, and this one has been cared for by the same ownership for years. There is a wonderful opportunity here for a buyer to add their own stamp, leveraging the existing floorplan and ample backyard. The location is a standout. Laurel Elementary and the Hillsdale branch of the San Mateo Public Library are just one to two blocks away, with Abbott Middle School and Hillsdale High School both less than a mile from the door. Hillsdale Shopping Center is under half a mile, offering grocery, dining, and specialty retail, and Beresford Recreation Center and Park is approximately one mile away. Commuters will appreciate the Hillsdale Caltrain station roughly a mile away, along with quick access to Highways 92 and 101.

261 36th AVE, San Mateo

Listed by Brittany Saleem, 650-773-2022 from Capital Realty Group
(If provided) CoList: Brett Barron from Capital Realty Group

Sold listing courtesy of Ben Paras from APR

$4,050,000

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

5 Beds ⋅ 4 Baths ⋅ ML82057219 MLS

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

628 Newlands AVE, San Mateo

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

Sold listing courtesy of Marylene Notarianni from CBR

$3,300,000

Views, views, and more views! This spectacular home takes full advantage of panoramic San Francisco Bay views, with a flexible floor plan and sunny pool. The main level features engineered hardwood floors throughout with a remodeled chef's kitchen with quartzite countertops, GE Monogram stainless appliances and wine refrigerator. The living room & dining room are highlighted with Glamora Italian wallpaper and spectacular views of the Bay and San Francisco. A gas fireplace plays center-stage in the adjacent family room. Three bedrooms and two bathrooms are also on the main level, including a spacious primary suite with an oversized shower surrounded in Porcelanosa tile. Downstairs, youll find an additional bedroom and bathroom, PLUS 400sf+ unpermitted bonus space, including a second kitchen, living room & bathroom - offering plenty of flexibility for guests, extended family, a home office etc. Outside, enjoy the swimming pool/spa, dining patio and an epic kids play area with rock-climbing walls, swings and forts. The attached garage has extra storage space and the thermal solar heats the pool. Window treatments upstairs are all from The Shade Store with remote controls. Bright, flexible and fun, this house has it all with amazing views from nearly every angle!

4 Beds ⋅ 4 Baths ⋅ ML82057695 MLS

Views, views, and more views! This spectacular home takes full advantage of panoramic San Francisco Bay views, with a flexible floor plan and sunny pool. The main level features engineered hardwood floors throughout with a remodeled chef's kitchen with quartzite countertops, GE Monogram stainless appliances and wine refrigerator. The living room & dining room are highlighted with Glamora Italian wallpaper and spectacular views of the Bay and San Francisco. A gas fireplace plays center-stage in the adjacent family room. Three bedrooms and two bathrooms are also on the main level, including a spacious primary suite with an oversized shower surrounded in Porcelanosa tile. Downstairs, youll find an additional bedroom and bathroom, PLUS 400sf+ unpermitted bonus space, including a second kitchen, living room & bathroom - offering plenty of flexibility for guests, extended family, a home office etc. Outside, enjoy the swimming pool/spa, dining patio and an epic kids play area with rock-climbing walls, swings and forts. The attached garage has extra storage space and the thermal solar heats the pool. Window treatments upstairs are all from The Shade Store with remote controls. Bright, flexible and fun, this house has it all with amazing views from nearly every angle!

145 43rd AVE, San Mateo

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

Sold listing courtesy of Andrew J. Klink from APR

$2,050,000

Here's your opportunity to get into a desirable San Mateo neighborhood and make a home truly your own. Welcome to 651 29th Avenue, a 3-bedroom, 2-bath home offering approximately 1,220 square feet of living space on a generous 5,984-square-foot lot. Freshly painted inside and out and featuring beautifully refinished hardwood floors, the home feels bright, welcoming, and ready to enjoy. The main level offers a comfortable living room, dining area, kitchen, two bedrooms, and a full bathroom. Just off the kitchen, a staircase leads to the third bedroom and second full bathroom, creating a private and flexible space that's ideal for guests, a home office, or a separate retreat. Outside, newly landscaped front and back yards provide plenty of space to enjoy the Peninsula lifestyle. The backyard features a covered patio, lawn area, and room to entertain, garden, play, or simply relax outdoors. Best of all, this is a home you can enjoy today while making it your own over time without paying a premium for someone else's renovation choices. Conveniently located near shopping, dining, parks, everyday amenities, and major commute routes, 651 29th Avenue offers an appealing combination of location, outdoor space, flexible living, and future potential. Come see the possibilities for yourself.

3 Beds ⋅ 2 Baths ⋅ ML82057532 MLS

Here's your opportunity to get into a desirable San Mateo neighborhood and make a home truly your own. Welcome to 651 29th Avenue, a 3-bedroom, 2-bath home offering approximately 1,220 square feet of living space on a generous 5,984-square-foot lot. Freshly painted inside and out and featuring beautifully refinished hardwood floors, the home feels bright, welcoming, and ready to enjoy. The main level offers a comfortable living room, dining area, kitchen, two bedrooms, and a full bathroom. Just off the kitchen, a staircase leads to the third bedroom and second full bathroom, creating a private and flexible space that's ideal for guests, a home office, or a separate retreat. Outside, newly landscaped front and back yards provide plenty of space to enjoy the Peninsula lifestyle. The backyard features a covered patio, lawn area, and room to entertain, garden, play, or simply relax outdoors. Best of all, this is a home you can enjoy today while making it your own over time without paying a premium for someone else's renovation choices. Conveniently located near shopping, dining, parks, everyday amenities, and major commute routes, 651 29th Avenue offers an appealing combination of location, outdoor space, flexible living, and future potential. Come see the possibilities for yourself.

651 29th AVE, San Mateo

Listed by Adam Chinn, 650-877-2801 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Kevin Peterson from KWSCV

$1,650,000

Wow!! This Home Checks All The Boxes!! Designer Upgrades Galore!! Mint Move In Condition!! Features Include: Quite Cul-De-Sac Westwood Knolls Location, Spacious Living Room With Wood Burning Fireplace, Large Dining Area, Remodeled Light Filled Eat In Kitchen, Updated Bathroom, Refinished Hardwood Floors, New Windows, Freshly Painted Interior And Exterior, Attached 2 Car Garage, Large Rear Yard With Concrete Patio Area, Stunning Bay And City Views. Easy Access To: Hillsdale Mall, 42/43 Ave Shopping, Cal-Trains Stations, Hwy's 101, 92, And Vibrant Downtown San Mateo Just A Short Drive Away. Don't Miss Out On This Special Home!!

3 Beds ⋅ 1 Baths ⋅ ML82055999 MLS

Wow!! This Home Checks All The Boxes!! Designer Upgrades Galore!! Mint Move In Condition!! Features Include: Quite Cul-De-Sac Westwood Knolls Location, Spacious Living Room With Wood Burning Fireplace, Large Dining Area, Remodeled Light Filled Eat In Kitchen, Updated Bathroom, Refinished Hardwood Floors, New Windows, Freshly Painted Interior And Exterior, Attached 2 Car Garage, Large Rear Yard With Concrete Patio Area, Stunning Bay And City Views. Easy Access To: Hillsdale Mall, 42/43 Ave Shopping, Cal-Trains Stations, Hwy's 101, 92, And Vibrant Downtown San Mateo Just A Short Drive Away. Don't Miss Out On This Special Home!!

4308 Edison ST, San Mateo

Listed by Steven Hauschildt, 650-270-0829 from RE/MAX Gold Redwood Shores
(If provided) CoList: from

Sold listing courtesy of Seema Rathi from CBR

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