Bcallahan.com Search Results

$2,860,000

PRICE ADJUSTMENT!! Welcome to 1521 Cherrywood Dr - A standout 5 bedrooms + office, 2.5 bath retreat nested in one of San Mateos most sought-after Laurelwood neighborhoods. Set on a generous ~8700 sq. ft. lot. This 1975 built home offers ~2710 sq. ft. of thoughtfully designed living space, perfect for families & entertaining. The home welcomes you with a spacious floor plan, an elegant staircase, a sun filled living room with a fireplace & an inviting formal dining room with sliding doors to the lush gardens. The heart of this home is a well-appointed kitchen with a majestic inviting island - a place to create memories with family & friends. The cozy family room flows directly into a large private oasis backyard. Imagine hosting a private party within a serene garden space under mature trees and a waterfall. Office conveniently located on ground level and 5 private bedrooms upstairs. Additional features include, cherrywood hardwood floors, gourmet granite countertops, custom cabinetry, stainless steel appliances, radiant flooring in the primary bath, putting green, seperate laundry & attached 2 car garage. This centrally located Laurelwood enclave features premium schools, shopping destinations, scenic trails, parks and major commuter routes. OFFERS DUE, Tuesday 4/21/26 at 10am.

5 Beds ⋅ 3 Baths ⋅ ML82036587 MLS

PRICE ADJUSTMENT!! Welcome to 1521 Cherrywood Dr - A standout 5 bedrooms + office, 2.5 bath retreat nested in one of San Mateos most sought-after Laurelwood neighborhoods. Set on a generous ~8700 sq. ft. lot. This 1975 built home offers ~2710 sq. ft. of thoughtfully designed living space, perfect for families & entertaining. The home welcomes you with a spacious floor plan, an elegant staircase, a sun filled living room with a fireplace & an inviting formal dining room with sliding doors to the lush gardens. The heart of this home is a well-appointed kitchen with a majestic inviting island - a place to create memories with family & friends. The cozy family room flows directly into a large private oasis backyard. Imagine hosting a private party within a serene garden space under mature trees and a waterfall. Office conveniently located on ground level and 5 private bedrooms upstairs. Additional features include, cherrywood hardwood floors, gourmet granite countertops, custom cabinetry, stainless steel appliances, radiant flooring in the primary bath, putting green, seperate laundry & attached 2 car garage. This centrally located Laurelwood enclave features premium schools, shopping destinations, scenic trails, parks and major commuter routes. OFFERS DUE, Tuesday 4/21/26 at 10am.

1521 Cherrywood DR, San Mateo

Listed by Dzovig Derounian, 650-302-3288 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Rumana Jabeen from KWPEN

$3,000,000

Commanding a premier position in one of San Mateos most sought-after neighborhood. This classic two-level Tudor-style home spans an impressive 2,712 sq ft, offering a versatile layout that features 6 spacious bedrooms and 4 bathrooms. The true crown jewel of this property is the expansive 10,990 sqft lot. Behind the home lies a massive, sun-drenched backyard that serves as a private sanctuary and a blank canvas for your imagination. It is the ideal setting to build the escape of your dreams....a resort-style pool and spa, a professional outdoor kitchen for entertaining, or a lush sustainable garden. Complementing the homes interior is a functional three-car garage, providing ample space for vehicles and additional storage. Beyond the property lines, the location offers an unparalleled quality of life. Families will appreciate the close proximity to top-rated San Mateo schools, known for their academic excellence and community focus. For the modern professional, the home provides seamless access to the 280 freeway, offering a scenic and efficient commute to both San Francisco and the heart of Silicon Valley. Award winning San Mateo Schools...Aragon High School.

6 Beds ⋅ 4 Baths ⋅ ML82036584 MLS

Commanding a premier position in one of San Mateos most sought-after neighborhood. This classic two-level Tudor-style home spans an impressive 2,712 sq ft, offering a versatile layout that features 6 spacious bedrooms and 4 bathrooms. The true crown jewel of this property is the expansive 10,990 sqft lot. Behind the home lies a massive, sun-drenched backyard that serves as a private sanctuary and a blank canvas for your imagination. It is the ideal setting to build the escape of your dreams....a resort-style pool and spa, a professional outdoor kitchen for entertaining, or a lush sustainable garden. Complementing the homes interior is a functional three-car garage, providing ample space for vehicles and additional storage. Beyond the property lines, the location offers an unparalleled quality of life. Families will appreciate the close proximity to top-rated San Mateo schools, known for their academic excellence and community focus. For the modern professional, the home provides seamless access to the 280 freeway, offering a scenic and efficient commute to both San Francisco and the heart of Silicon Valley. Award winning San Mateo Schools...Aragon High School.

2056 Fairmont DR, San Mateo

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

Sold listing courtesy of Denise Williams from SRXW02

$7,300,000

Set on a magnificent 30,851± sq ft flat estate parcel in coveted San Mateo Park, this timeless residence offers beautifully scaled living space and resort-style grounds designed for indoor-outdoor living. A sweeping circular motor court and detached 3-car garage create a grand arrival. Inside, hardwood floors, classic millwork, and formal living and dining rooms establish warmth and presence. The updated kitchen features custom cabinetry, stone countertops, professional-grade appliances, generous island, and a light-filled breakfast area opening to the family room and rear grounds. Upstairs includes spacious four bedrooms highlighted by a junior suite and a serene primary suite with office. Three full baths serve the upper level, complemented by a powder room and additional half bath downstairs. A finished basement adds flexibility. The grounds feature a sparkling pool, spa, expansive patios, private Entertainer's Cabana, level rear turf lawn, and lush front lawn framed by mature trees for privacy. Flat parcels of this scale in San Mateo Park are increasingly rare. Combined with a detached garage, circular drive, pool, spa, and move-in livability, this represents a compelling opportunity in one of the Peninsula's most prestigious neighborhoods.

4 Beds ⋅ 5 Baths ⋅ ML82036113 MLS

Set on a magnificent 30,851± sq ft flat estate parcel in coveted San Mateo Park, this timeless residence offers beautifully scaled living space and resort-style grounds designed for indoor-outdoor living. A sweeping circular motor court and detached 3-car garage create a grand arrival. Inside, hardwood floors, classic millwork, and formal living and dining rooms establish warmth and presence. The updated kitchen features custom cabinetry, stone countertops, professional-grade appliances, generous island, and a light-filled breakfast area opening to the family room and rear grounds. Upstairs includes spacious four bedrooms highlighted by a junior suite and a serene primary suite with office. Three full baths serve the upper level, complemented by a powder room and additional half bath downstairs. A finished basement adds flexibility. The grounds feature a sparkling pool, spa, expansive patios, private Entertainer's Cabana, level rear turf lawn, and lush front lawn framed by mature trees for privacy. Flat parcels of this scale in San Mateo Park are increasingly rare. Combined with a detached garage, circular drive, pool, spa, and move-in livability, this represents a compelling opportunity in one of the Peninsula's most prestigious neighborhoods.

124 W Poplar AVE, San Mateo

Listed by Dan Gilmartin, 650-796-3971 from Gilmartin Group
(If provided) CoList: from

Sold listing courtesy of Tatiana Narkiewicz from APR

$2,766,000

Welcome to this inviting San Mateo home that offers a thoughtful blend of character, comfort & versatility. Classic charm is preserved throughout, while key spaces have been tastefully updated, including a renovated kitchen & fully remodeled bathrooms. The homes layout flows easily, with a front living room anchored by a wood-burning fireplace, a dedicated dining area & a comfortable family room adjoining the kitchen. A short set of steps leads up to a private bedroom wing. The primary suite features its own bathroom & opens to a private rear balcony, creating a quiet place to unwind. There are two additional bedrooms and bath. A standout feature is the versatile downstairs "apartment," complete with a kitchenette, living area, bedroom, and bathroom; with access from both the main home & a separate exterior entrance, this space is ideal for guests, extended family, or potential rental use. The home also includes a unique attic area that adds personality & usable flexibility. The landscaped backyard provides a peaceful retreat, highlighted by a built-in gazebo ideal for outdoor enjoyment. Centrally located, this charming home offers exceptional convenience just moments from Hillsdale Shopping Center, vibrant downtown San Mateo and popular Beresford Park.

4 Beds ⋅ 4 Baths ⋅ ML82035874 MLS

Welcome to this inviting San Mateo home that offers a thoughtful blend of character, comfort & versatility. Classic charm is preserved throughout, while key spaces have been tastefully updated, including a renovated kitchen & fully remodeled bathrooms. The homes layout flows easily, with a front living room anchored by a wood-burning fireplace, a dedicated dining area & a comfortable family room adjoining the kitchen. A short set of steps leads up to a private bedroom wing. The primary suite features its own bathroom & opens to a private rear balcony, creating a quiet place to unwind. There are two additional bedrooms and bath. A standout feature is the versatile downstairs "apartment," complete with a kitchenette, living area, bedroom, and bathroom; with access from both the main home & a separate exterior entrance, this space is ideal for guests, extended family, or potential rental use. The home also includes a unique attic area that adds personality & usable flexibility. The landscaped backyard provides a peaceful retreat, highlighted by a built-in gazebo ideal for outdoor enjoyment. Centrally located, this charming home offers exceptional convenience just moments from Hillsdale Shopping Center, vibrant downtown San Mateo and popular Beresford Park.

319 30th AVE, San Mateo

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

Sold listing courtesy of Joe Polyak from RISE

$6,500,000

Polished and poised meets lively and fun. Set behind formal gates in prestigious San Mateo Park, this 1929 Spanish Colonial Revival estate makes a striking first impression. Color-rich tile details hint at the warmth and personality within, where timeless architecture and modern livability coexist beautifully. Thoughtful renovations and major system upgrades, including a 1,100 sq+/- ft San Francisco style garage, preserve original character while providing contemporary comfort. Arches, ironwork, rich wood detailing, and dramatic scale define the interiors. The grand living room with cathedral ceiling and statement fireplace, formal dining room, and chefs kitchen designed for gathering create an ideal setting for everyday living and entertaining. The main level also includes an office, pantry, and inviting family spaces. Spacious bedrooms. Custom designed Primary. A large lower-level rec room offers ideal hangout and game space. Set on nearly half an acre, the fully landscaped grounds connect multiple play and entertaining areas, including a level lawn and elevated front patio designed for memorable gatherings. San Mateo Park is prized for its tree-lined streets, architectural charm, and central Peninsula location with convenient access to SFO, San Francisco, and Silicon Valley.

4 Beds ⋅ 5 Baths ⋅ ML82035872 MLS

Polished and poised meets lively and fun. Set behind formal gates in prestigious San Mateo Park, this 1929 Spanish Colonial Revival estate makes a striking first impression. Color-rich tile details hint at the warmth and personality within, where timeless architecture and modern livability coexist beautifully. Thoughtful renovations and major system upgrades, including a 1,100 sq+/- ft San Francisco style garage, preserve original character while providing contemporary comfort. Arches, ironwork, rich wood detailing, and dramatic scale define the interiors. The grand living room with cathedral ceiling and statement fireplace, formal dining room, and chefs kitchen designed for gathering create an ideal setting for everyday living and entertaining. The main level also includes an office, pantry, and inviting family spaces. Spacious bedrooms. Custom designed Primary. A large lower-level rec room offers ideal hangout and game space. Set on nearly half an acre, the fully landscaped grounds connect multiple play and entertaining areas, including a level lawn and elevated front patio designed for memorable gatherings. San Mateo Park is prized for its tree-lined streets, architectural charm, and central Peninsula location with convenient access to SFO, San Francisco, and Silicon Valley.

414 Edgewood RD, San Mateo

Listed by Mike Bohnert, 650-504-2378 from Coldwell Banker Realty
(If provided) CoList: Heidi Maierhofer from KW Advisors

Sold listing courtesy of Marc Roos from SGP

$10,400,000

2023 new build. A magnificent three-story estate of striking stature that embodies the pinnacle of luxury. On the most prestigious, tree-canopied street in The Park, backing onto Hillsborough's storied estates on Brewer Drive. Stroll to Burlingame Ave. Expansive lot, over one-third of an acre of beautifully curated grounds providing privacy and an impressive sense of arrival. Step inside and experience the grandeur, 6070 sq. ft. of stylish living. Light-filled rooms. Oversized windows framing peaceful treetop views. 6 cooling and heating zones. Professional chef's kitchen, 4 ovens, 72-inch fridge, 2 dishwashers. 2 wine coolers. Pristine marble adorns the 15-foot island. Butler's pantry. Office. 4 ensuite bedrooms, marble bathrooms with heated floors. Dreamy primary suite, large custom closet and sumptuous bathroom with double showers. Vibrant gardens with an orchard, gas heated pool. Jacuzzi. Cabana. Pergola. Fireplaces. Outdoor bar. Full outdoor kitchen. 1,000 sq. ft. hosting patio. A bench, perfect for quiet reflection, capturing unforgettable sunsets over the spa, all to nourish the body, mind and spirit. Gym. Wine tasting lounge. Wine cellar. Bespoke cocktail bar with a sweeping marble counter. Billiards room. 4 car garage. So new, a rare offering in the most coveted area.

4 Beds ⋅ 6 Baths ⋅ ML82035852 MLS

2023 new build. A magnificent three-story estate of striking stature that embodies the pinnacle of luxury. On the most prestigious, tree-canopied street in The Park, backing onto Hillsborough's storied estates on Brewer Drive. Stroll to Burlingame Ave. Expansive lot, over one-third of an acre of beautifully curated grounds providing privacy and an impressive sense of arrival. Step inside and experience the grandeur, 6070 sq. ft. of stylish living. Light-filled rooms. Oversized windows framing peaceful treetop views. 6 cooling and heating zones. Professional chef's kitchen, 4 ovens, 72-inch fridge, 2 dishwashers. 2 wine coolers. Pristine marble adorns the 15-foot island. Butler's pantry. Office. 4 ensuite bedrooms, marble bathrooms with heated floors. Dreamy primary suite, large custom closet and sumptuous bathroom with double showers. Vibrant gardens with an orchard, gas heated pool. Jacuzzi. Cabana. Pergola. Fireplaces. Outdoor bar. Full outdoor kitchen. 1,000 sq. ft. hosting patio. A bench, perfect for quiet reflection, capturing unforgettable sunsets over the spa, all to nourish the body, mind and spirit. Gym. Wine tasting lounge. Wine cellar. Bespoke cocktail bar with a sweeping marble counter. Billiards room. 4 car garage. So new, a rare offering in the most coveted area.

830 Bromfield RD, San Mateo

Listed by Margaret Duffy, 650-676-0294 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Gurveer Bains from SZPR01

$4,030,000

Set on an expansive ±10,968 sq ft flat lot in Baywood Park, this exceptional single-level home offers rare scale, views, and flexibility. Featuring 5 bedrooms and 3 full bathrooms, the layout supports both everyday living and long-term versatility. Western-facing exposure captures sweeping views toward Crystal Springs Lake and dramatic sunsets that become an everyday routine. Interiors showcase wide-plank hardwood floors, abundant natural light, skylights, and seamless indoor/outdoor flow. The chefs kitchen anchors the home with custom wood cabinetry, natural stone surfaces, a furniture-style island with built-in wine refrigerator, professional gas cooktop with custom hood, double wall ovens, and generous storage. Living and dining areas open to a large paver patio, private low-maintenance yard with premium turf, deck and raised planting beds. The primary suite includes dual walk-in closets and en-suite bath. A detached two-car garage also offers an attached separate bonus space ideal for home office or fitness studio, plus attic storage in both the garage and main home. A rare combination of views, lot size, and single-level living in Baywood Park is exactly what you have been looking for to call.. Home

5 Beds ⋅ 3 Baths ⋅ ML82035736 MLS

Set on an expansive ±10,968 sq ft flat lot in Baywood Park, this exceptional single-level home offers rare scale, views, and flexibility. Featuring 5 bedrooms and 3 full bathrooms, the layout supports both everyday living and long-term versatility. Western-facing exposure captures sweeping views toward Crystal Springs Lake and dramatic sunsets that become an everyday routine. Interiors showcase wide-plank hardwood floors, abundant natural light, skylights, and seamless indoor/outdoor flow. The chefs kitchen anchors the home with custom wood cabinetry, natural stone surfaces, a furniture-style island with built-in wine refrigerator, professional gas cooktop with custom hood, double wall ovens, and generous storage. Living and dining areas open to a large paver patio, private low-maintenance yard with premium turf, deck and raised planting beds. The primary suite includes dual walk-in closets and en-suite bath. A detached two-car garage also offers an attached separate bonus space ideal for home office or fitness studio, plus attic storage in both the garage and main home. A rare combination of views, lot size, and single-level living in Baywood Park is exactly what you have been looking for to call.. Home

1360 Parrott DR, San Mateo

Listed by Dan Gilmartin, 650-796-3971 from Gilmartin Group
(If provided) CoList: from

Sold listing courtesy of Matt Skrabo from KWPA

$2,300,500

Built in 2014 and rarely on the market, this Canterbury townhome is located on the corner, with greenery views. A large front patio that overlooks greenery, ideal for relaxing with friends or reading a book on sunny days. The spacious 4-bedroom, 3.5 bathroom home located in the vibrant neighborhood of Bay Meadows and has the ideal layout of 3 bedrooms, 2 baths and laundry on the top floor, and an independent bedroom suite with its own access on the bottom floor. This property offers a generous 2,120 sq ft of living space, perfect for comfortable living. The kitchen is a chef's dream, featuring a built-in oven range, gas cooktop, and ample pantry space. Ideally situated adjacent to dining, living room and private balcony. Enjoy the cozy warmth of wood flooring combined with carpet and tile throughout the home. The high ceilings and walk-in closet add to the charm and functionality. The primary suite includes a walk-in closet and a private bath with a stall shower and double sinks. The other 2 bedrooms share a full bath with tub. 416 Longden feeds to George Hall Elementary. Bay Meadows is a vibrant, master-planned San Mateo community near Caltrain and Hwy 101, featuring modern homes, parks, top schools, shops, dining, and easy access to SFO and Silicon Valley.

4 Beds ⋅ 4 Baths ⋅ ML82035688 MLS

Built in 2014 and rarely on the market, this Canterbury townhome is located on the corner, with greenery views. A large front patio that overlooks greenery, ideal for relaxing with friends or reading a book on sunny days. The spacious 4-bedroom, 3.5 bathroom home located in the vibrant neighborhood of Bay Meadows and has the ideal layout of 3 bedrooms, 2 baths and laundry on the top floor, and an independent bedroom suite with its own access on the bottom floor. This property offers a generous 2,120 sq ft of living space, perfect for comfortable living. The kitchen is a chef's dream, featuring a built-in oven range, gas cooktop, and ample pantry space. Ideally situated adjacent to dining, living room and private balcony. Enjoy the cozy warmth of wood flooring combined with carpet and tile throughout the home. The high ceilings and walk-in closet add to the charm and functionality. The primary suite includes a walk-in closet and a private bath with a stall shower and double sinks. The other 2 bedrooms share a full bath with tub. 416 Longden feeds to George Hall Elementary. Bay Meadows is a vibrant, master-planned San Mateo community near Caltrain and Hwy 101, featuring modern homes, parks, top schools, shops, dining, and easy access to SFO and Silicon Valley.

416 Longden AVE, San Mateo

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

Sold listing courtesy of Sternsmith Group from APR

$3,050,000

Stunning 4 bed | 3 bath move-in ready home located in the coveted Baywood Park neighborhood! From the moment you step through the front door you are greeted by a stunning view. The inviting floor plan features a living room with dining area, separate family room, and a downstairs bedroom with full bath. The inside laundry provides convenient access from the garage to the main level. The kitchen and family room open to an expansive patio and deck, perfect for entertaining. Upstairs rear-facing bedrooms share the same beautiful view, and the primary suite offers a walk-out roof deck providing additional possibilities, whether enjoying morning coffee or exploring future expansion options to increase square footage. Freshly painted interior and exterior, new water heater, some new ductwork, new carpet, updated lighting, refreshed landscaping and more! Wonderful neighborhood setting with Crystal Springs Village/Shopping Center just down the street featuring Starbucks, CVS, Safeway and casual dining options. Filoli Historic House & World-Class Garden is approximately 10 miles away for year round enjoyment! Centrally located near Highways 280 & 101 for an easier commute with SFO approximately 15 miles away.

4 Beds ⋅ 3 Baths ⋅ ML82035392 MLS

Stunning 4 bed | 3 bath move-in ready home located in the coveted Baywood Park neighborhood! From the moment you step through the front door you are greeted by a stunning view. The inviting floor plan features a living room with dining area, separate family room, and a downstairs bedroom with full bath. The inside laundry provides convenient access from the garage to the main level. The kitchen and family room open to an expansive patio and deck, perfect for entertaining. Upstairs rear-facing bedrooms share the same beautiful view, and the primary suite offers a walk-out roof deck providing additional possibilities, whether enjoying morning coffee or exploring future expansion options to increase square footage. Freshly painted interior and exterior, new water heater, some new ductwork, new carpet, updated lighting, refreshed landscaping and more! Wonderful neighborhood setting with Crystal Springs Village/Shopping Center just down the street featuring Starbucks, CVS, Safeway and casual dining options. Filoli Historic House & World-Class Garden is approximately 10 miles away for year round enjoyment! Centrally located near Highways 280 & 101 for an easier commute with SFO approximately 15 miles away.

1912 Los Altos DR, San Mateo

Listed by Debra Sanders, 408-391-6533 from Compass
(If provided) CoList: Trish Power from Compass

Sold listing courtesy of Mansour Moussavian from APR

$2,260,000

A rare opportunity to own a stunning, impeccably maintained four-bedroom home in the highly sought-after Meadow Walk community of Bay Meadows. Experience the perfect urban retreat in this quiet and spacious corner-unit residence with a lush greenbelt right at your doorstep. DETAILS YOU'LL LOVE: Quiet corner unit, open floor plan with superior finishes, ground-floor suite, massive master bedroom retreat with walk-in closet, 2 car side-by-side garage, spacious laundry room, whole house water softener, builder upgrades throughout. CHEF'S KITCHEN: Open kitchen with designer appliances, large island, reverse osmosis water filter, and plentiful cabinets. FAMILY-FRIENDLY NEIGHBORHOOD: steps away from playgrounds, parks, restaurants, and more. OUTSTANDING CONVENIENCE: Walk to Whole Foods, Trader Joe's, Blue Bottle, Hillsdale Mall, Chipotle, UCSF Health, Kaiser, and more. Minutes to HWY 101, 92 and tech shuttles. Hop on Caltrain at Hillsdale Station, located inside the community. Bay Meadows is home to companies like Roblox and Franklin Templeton. Come live, play, eat, and work in this amazing community!

4 Beds ⋅ 4 Baths ⋅ ML82035485 MLS ⋅ Meadow Walk BLDG.

A rare opportunity to own a stunning, impeccably maintained four-bedroom home in the highly sought-after Meadow Walk community of Bay Meadows. Experience the perfect urban retreat in this quiet and spacious corner-unit residence with a lush greenbelt right at your doorstep. DETAILS YOU'LL LOVE: Quiet corner unit, open floor plan with superior finishes, ground-floor suite, massive master bedroom retreat with walk-in closet, 2 car side-by-side garage, spacious laundry room, whole house water softener, builder upgrades throughout. CHEF'S KITCHEN: Open kitchen with designer appliances, large island, reverse osmosis water filter, and plentiful cabinets. FAMILY-FRIENDLY NEIGHBORHOOD: steps away from playgrounds, parks, restaurants, and more. OUTSTANDING CONVENIENCE: Walk to Whole Foods, Trader Joe's, Blue Bottle, Hillsdale Mall, Chipotle, UCSF Health, Kaiser, and more. Minutes to HWY 101, 92 and tech shuttles. Hop on Caltrain at Hillsdale Station, located inside the community. Bay Meadows is home to companies like Roblox and Franklin Templeton. Come live, play, eat, and work in this amazing community!

150 Hack Ross AVE, San Mateo

Listed by Michelle Lin, 408-390-5955 from Empire Premier Properties
(If provided) CoList: Stephanie Lam from KW Advisors

Sold listing courtesy of Cory Chen from KWPEN

$1,288,888

Welcome to Top of the Mounds, San Mateos premier luxury condominium community. This stunning residence offers approximately 2,036 sq ft of elegant living space with sweeping panoramic Bay and Peninsula views from nearly every room. The spacious 2BR/2BA floor plan features rich flooring throughout, a beautifully remodeled chefs kitchen with custom cabinetry, quartz countertops, and top-of-the-line appliances, plus updated spa-like bathrooms. The expansive living and dining areas showcase walls of windows and sliding glass doors that open to a large private veranda, ideal for indoor/outdoor entertainment. Additional highlights include in-unit laundry, gas fireplace, forced-air heating & cooling, extra storage, and two secured parking spaces. Residents enjoy resort-style amenities including a lobby attendant, exceptional on-site building management, pool and spa, fitness center with locker rooms and saunas, social room with full kitchen, and guest suites. Ideally located near Downtown San Mateo, Burlingame Avenue, shopping, dining, and theaters, this elegant home offers the best of Mid-Peninsula luxury living.

2 Beds ⋅ 2 Baths ⋅ ML82034916 MLS ⋅ 50 Mounds Road / Top of the Moun BLDG.

Welcome to Top of the Mounds, San Mateos premier luxury condominium community. This stunning residence offers approximately 2,036 sq ft of elegant living space with sweeping panoramic Bay and Peninsula views from nearly every room. The spacious 2BR/2BA floor plan features rich flooring throughout, a beautifully remodeled chefs kitchen with custom cabinetry, quartz countertops, and top-of-the-line appliances, plus updated spa-like bathrooms. The expansive living and dining areas showcase walls of windows and sliding glass doors that open to a large private veranda, ideal for indoor/outdoor entertainment. Additional highlights include in-unit laundry, gas fireplace, forced-air heating & cooling, extra storage, and two secured parking spaces. Residents enjoy resort-style amenities including a lobby attendant, exceptional on-site building management, pool and spa, fitness center with locker rooms and saunas, social room with full kitchen, and guest suites. Ideally located near Downtown San Mateo, Burlingame Avenue, shopping, dining, and theaters, this elegant home offers the best of Mid-Peninsula luxury living.

50 Mounds RD 108, San Mateo

Listed by Mani Singh Bhachu, 650-888-0098 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Eric W Berggren from CBR

$4,225,000

Nestled in the heart of San Mateo Park, this Mediterranean villa is a rare blend of timeless architecture, thoughtful design, and state-of-the-art upgrades. Set back on a lush quarter-acre corner lot, the home offers both privacy and presence, framed by manicured gardens and mature trees. Inside, the residence unfolds with character and warmth. The living room impresses with its barrel ceiling, French doors, and original fireplace, while the sunroom, flooded with natural light, opens seamlessly to the patio. The formal dining room, highlighted by beveled glass windows, invites memorable gatherings. At the center of the home, the updated chefs kitchen boasts walnut cabinetry, granite countertops, a breakfast bar, and a charming nook overlooking the garden.The layout is designed for todays lifestyle, featuring two private offices, a primary suite with a jet tub and garden window, and a spacious attic and basement providing exceptional storage flexibility.This home is a perfect balance of timeless character and modern luxury, offering a lifestyle of comfort, convenience, and charm in one of the Bay Areas most desirable neighborhoods. Superb location with extraordinary walkability, equidistant to fine dining and boutique shopping in downtown Burlingame or San Mateo.

3 Beds ⋅ 3 Baths ⋅ ML82034909 MLS

Nestled in the heart of San Mateo Park, this Mediterranean villa is a rare blend of timeless architecture, thoughtful design, and state-of-the-art upgrades. Set back on a lush quarter-acre corner lot, the home offers both privacy and presence, framed by manicured gardens and mature trees. Inside, the residence unfolds with character and warmth. The living room impresses with its barrel ceiling, French doors, and original fireplace, while the sunroom, flooded with natural light, opens seamlessly to the patio. The formal dining room, highlighted by beveled glass windows, invites memorable gatherings. At the center of the home, the updated chefs kitchen boasts walnut cabinetry, granite countertops, a breakfast bar, and a charming nook overlooking the garden.The layout is designed for todays lifestyle, featuring two private offices, a primary suite with a jet tub and garden window, and a spacious attic and basement providing exceptional storage flexibility.This home is a perfect balance of timeless character and modern luxury, offering a lifestyle of comfort, convenience, and charm in one of the Bay Areas most desirable neighborhoods. Superb location with extraordinary walkability, equidistant to fine dining and boutique shopping in downtown Burlingame or San Mateo.

195 Warren RD, San Mateo

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

Sold listing courtesy of Hope Pilch from HPPRO

$1,618,700

Rare Investment Opportunity in a Prime San Mateo Location! Ideally located between Downtown Burlingame and Downtown San Mateo, this well-maintained duplex with an additional unit offers excellent flexibility for investors, owner-occupants, or multi-generational living. The property includes a 2BR/1BA upper unit, 3BR/1BA middle unit, and a 1BR/1BA studio. Features include updated interiors, dual-paned windows, newer carpet, tile flooring, and abundant natural light. Select units offer stainless steel appliances. Recent improvements include a new dual paned windows, fresh interior and exterior paint, and an updated sewer lateral. Amenities include shared laundry, dedicated storage closets, and open parking for up to three vehicles. The large lot may offer ADU potential (buyer to verify with the City of San Mateo). Walkable location near Caltrain, top schools, parks, trails, and a variety of shops and restaurants. Live in one unit and rent the others, or enjoy solid income from all three, an exceptional opportunity in a highly desirable neighborhood!

6 Beds ⋅ ML82034497 MLS

Rare Investment Opportunity in a Prime San Mateo Location! Ideally located between Downtown Burlingame and Downtown San Mateo, this well-maintained duplex with an additional unit offers excellent flexibility for investors, owner-occupants, or multi-generational living. The property includes a 2BR/1BA upper unit, 3BR/1BA middle unit, and a 1BR/1BA studio. Features include updated interiors, dual-paned windows, newer carpet, tile flooring, and abundant natural light. Select units offer stainless steel appliances. Recent improvements include a new dual paned windows, fresh interior and exterior paint, and an updated sewer lateral. Amenities include shared laundry, dedicated storage closets, and open parking for up to three vehicles. The large lot may offer ADU potential (buyer to verify with the City of San Mateo). Walkable location near Caltrain, top schools, parks, trails, and a variety of shops and restaurants. Live in one unit and rent the others, or enjoy solid income from all three, an exceptional opportunity in a highly desirable neighborhood!

119 E Poplar AVE, San Mateo

Listed by Alicia Sandoval, 408-499-4265 from Keller Williams Palo Alto
(If provided) CoList: from

Sold listing courtesy of Kai Wang from BQG

$2,099,000

Welcome to this beautifully maintained 3-bedroom, 2-bath home plus a den that can easily serve as a fourth bedroom with closets, updated and owned by the same family for over 40 years. Nestled on a cul-de-sac, this home offers comfort, charm, and exceptional indoor-outdoor living. The entry leads to a spacious living room designed for both relaxation and entertaining, featuring a stunning stone fireplace, custom built-in cabinetry, and a striking wall of wood shiplap adding warmth and character. The beautifully updated kitchen showcases granite countertops, ample cabinets, stainless steel appliances, a charming garden window, and a large eat-in dining area with sliders leading directly to the backyard, great for everyday living. The main level offers a desirable layout with a primary bedroom suite complete with built-in cabinetry and direct backyard access. Also on the main floor is a den or optional fourth bedroom with slider access to the yard, along with a second full bathroom. Upstairs, you'll find two additional bedrooms, both with generous closet space, providing comfort and privacy. The backyard features a sparkling pool, entertaining areas, and an outdoor built-in grill. Additional highlights include; a solar system with 2 back up batteries, and 2 tuff sheds. A Must See!

3 Beds ⋅ 2 Baths ⋅ ML82032822 MLS

Welcome to this beautifully maintained 3-bedroom, 2-bath home plus a den that can easily serve as a fourth bedroom with closets, updated and owned by the same family for over 40 years. Nestled on a cul-de-sac, this home offers comfort, charm, and exceptional indoor-outdoor living. The entry leads to a spacious living room designed for both relaxation and entertaining, featuring a stunning stone fireplace, custom built-in cabinetry, and a striking wall of wood shiplap adding warmth and character. The beautifully updated kitchen showcases granite countertops, ample cabinets, stainless steel appliances, a charming garden window, and a large eat-in dining area with sliders leading directly to the backyard, great for everyday living. The main level offers a desirable layout with a primary bedroom suite complete with built-in cabinetry and direct backyard access. Also on the main floor is a den or optional fourth bedroom with slider access to the yard, along with a second full bathroom. Upstairs, you'll find two additional bedrooms, both with generous closet space, providing comfort and privacy. The backyard features a sparkling pool, entertaining areas, and an outdoor built-in grill. Additional highlights include; a solar system with 2 back up batteries, and 2 tuff sheds. A Must See!

1959 Playa ST, San Mateo

Listed by Sandy Rostad, 650-888-1078 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Robert Luecke from SHOPI

$3,500,000

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

3 Beds ⋅ 2 Baths ⋅ ML82033816 MLS

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

365 Parrott DR, San Mateo

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

Sold listing courtesy of Greg Damelio from SGP

$2,075,000

Wow, $300,000 price reduction and substantial tax savings if approved for Mills Act! Own a piece of History in this Classic 1907 Queen Anne Victorian with large open living room, kitchen/dining, separate front office, sun room and secluded yard on oversized 9,000 sqft lot. Previously owned by A.P. Giannini, founder of Bank of Italy/BofA. Traditional bench seat entry welcomes guests to this grand estate waiting for your remodel and upgrades. Kitchen features built-in oven, dishwasher, gas range with custom hood and large walk-in pantry. Separate laundry room, hardwood floors, rear patio. Detached two car garage with original carriage house would be ideal for an ADU. Newer shingled roof and new sewer lateral. Easy access to downtown shops, parks & transportation. Property may qualify for the Mills Act.

4 Beds ⋅ 3 Baths ⋅ ML82034015 MLS

Wow, $300,000 price reduction and substantial tax savings if approved for Mills Act! Own a piece of History in this Classic 1907 Queen Anne Victorian with large open living room, kitchen/dining, separate front office, sun room and secluded yard on oversized 9,000 sqft lot. Previously owned by A.P. Giannini, founder of Bank of Italy/BofA. Traditional bench seat entry welcomes guests to this grand estate waiting for your remodel and upgrades. Kitchen features built-in oven, dishwasher, gas range with custom hood and large walk-in pantry. Separate laundry room, hardwood floors, rear patio. Detached two car garage with original carriage house would be ideal for an ADU. Newer shingled roof and new sewer lateral. Easy access to downtown shops, parks & transportation. Property may qualify for the Mills Act.

137 Elm ST, San Mateo

Listed by Michael Verdone, 650-208-0669 from Economic Concepts
(If provided) CoList: from

$1,600,000

1927-1929 Palm Ave Duplex represents a very attractive investment and outstanding opportunity for the savvy investor. Located in a very desirable and sought after rental submarket, this duplex offers value-add upside through unit upgrades and rental repositioning. The units have been well maintained and have superior tenant profiles affording stable income and worry free operation. All units feature spacious 2 bedroom and 1 bathroom units featuring their own water heater. There is a common backyard for relaxing and entertaining and separate 1 car attached garages which include washer and dryer hookups. The units also boast dual pane windows and all utilities (PG&E & Water) are separately metered. Near Central Park and the vibrant downtown scene with nearby dining and shopping. CalTrain, Highways 101 and 92 are just minutes away with SFO and Bart less than 10 miles away as well. 1931 & 1933 Palm Ave duplexes are just across the beautiful paver driveway/courtyard and are also for sale by the same owner. These two duplexes can be sold in combination or separately via a driveway easement and maintenance agreement. The last set of interior photos are of 1927 when it was vacant. NEW Sewer Laterals! Please DO NOT go onto the property! Thank you.

4 Beds ⋅ ML82034012 MLS

1927-1929 Palm Ave Duplex represents a very attractive investment and outstanding opportunity for the savvy investor. Located in a very desirable and sought after rental submarket, this duplex offers value-add upside through unit upgrades and rental repositioning. The units have been well maintained and have superior tenant profiles affording stable income and worry free operation. All units feature spacious 2 bedroom and 1 bathroom units featuring their own water heater. There is a common backyard for relaxing and entertaining and separate 1 car attached garages which include washer and dryer hookups. The units also boast dual pane windows and all utilities (PG&E & Water) are separately metered. Near Central Park and the vibrant downtown scene with nearby dining and shopping. CalTrain, Highways 101 and 92 are just minutes away with SFO and Bart less than 10 miles away as well. 1931 & 1933 Palm Ave duplexes are just across the beautiful paver driveway/courtyard and are also for sale by the same owner. These two duplexes can be sold in combination or separately via a driveway easement and maintenance agreement. The last set of interior photos are of 1927 when it was vacant. NEW Sewer Laterals! Please DO NOT go onto the property! Thank you.

1927 Palm AVE, San Mateo

Listed by Stephen Guzzetti, 408-393-4647 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Stephen Guzzetti from NTERO

$1,585,000

1931-1933 Palm Ave Duplex represents a very attractive investment and outstanding opportunity for the savvy investor. Located in a very desirable and sought after rental submarket, this duplex offers value-add upside through unit upgrades and rental repositioning. The units have been well maintained and have superior tenant profiles affording stable income and worry free operation. All units feature spacious 2 bedroom and 1 bathroom units featuring their own water heater. There is a common backyard for relaxing and entertaining and separate 1 car attached garages which include washer and dryer hookups. The units also boast dual pane windows and all utilities (PG&E & Water) are separately metered. Near Central Park and the vibrant downtown scene with nearby dining and shopping. CalTrain, Highways 101 and 92 are just minutes away with SFO and Bart less than 10 miles away as well. 1927 & 1929 Palm Ave duplexes are just across the beautiful and functional paver driveway/courtyard and are also for sale by the same owner. These two duplexes can be sold in combination or separately via a driveway easement and maintenance agreement. This duplex is 100% leased up. NEW Sewer Laterals! Please DO NOT go on the property!

4 Beds ⋅ ML82034011 MLS

1931-1933 Palm Ave Duplex represents a very attractive investment and outstanding opportunity for the savvy investor. Located in a very desirable and sought after rental submarket, this duplex offers value-add upside through unit upgrades and rental repositioning. The units have been well maintained and have superior tenant profiles affording stable income and worry free operation. All units feature spacious 2 bedroom and 1 bathroom units featuring their own water heater. There is a common backyard for relaxing and entertaining and separate 1 car attached garages which include washer and dryer hookups. The units also boast dual pane windows and all utilities (PG&E & Water) are separately metered. Near Central Park and the vibrant downtown scene with nearby dining and shopping. CalTrain, Highways 101 and 92 are just minutes away with SFO and Bart less than 10 miles away as well. 1927 & 1929 Palm Ave duplexes are just across the beautiful and functional paver driveway/courtyard and are also for sale by the same owner. These two duplexes can be sold in combination or separately via a driveway easement and maintenance agreement. This duplex is 100% leased up. NEW Sewer Laterals! Please DO NOT go on the property!

1931 Palm AVE, San Mateo

Listed by Stephen Guzzetti, 408-393-4647 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Anthony Batshon from BREC

$2,200,000

Stunning Modern Luxury Dream Home!!! This meticulously renovated home blends luxury with top-tier integrity. Peace of mind upgrades: New roof, New sewer lateral, 200-Amp panel, high-efficiency Heat Pump HVAC, and soundproof Rockwool insulation. Step into an elegant living room featuring Level 4 smooth walls and engineered hardwoods, flowing into a spectacular Great Room. This vaulted space integrates a chefs kitchen with a massive quartz island and Blum hardware, a dining area, and a fireplace. The layout offers three brand-new full baths and two private suites, including a Grand Primary oasis with designer fixtures and a dedicated Guest Suite. Includes a serene, skylit laundry room! Expansive four-panel glass sliders open wide to a sleek entertainers deck and manicured lawns for seamless indoor-outdoor living. Unbeatable Location: Walk to North Shoreview Montessori and the scenic Bay Trail; minutes to San Mateo High, Meta, Gilead, Coyote Point, Hwy 101, and Downtown. Welcome Home!

4 Beds ⋅ 3 Baths ⋅ ML82034005 MLS

Stunning Modern Luxury Dream Home!!! This meticulously renovated home blends luxury with top-tier integrity. Peace of mind upgrades: New roof, New sewer lateral, 200-Amp panel, high-efficiency Heat Pump HVAC, and soundproof Rockwool insulation. Step into an elegant living room featuring Level 4 smooth walls and engineered hardwoods, flowing into a spectacular Great Room. This vaulted space integrates a chefs kitchen with a massive quartz island and Blum hardware, a dining area, and a fireplace. The layout offers three brand-new full baths and two private suites, including a Grand Primary oasis with designer fixtures and a dedicated Guest Suite. Includes a serene, skylit laundry room! Expansive four-panel glass sliders open wide to a sleek entertainers deck and manicured lawns for seamless indoor-outdoor living. Unbeatable Location: Walk to North Shoreview Montessori and the scenic Bay Trail; minutes to San Mateo High, Meta, Gilead, Coyote Point, Hwy 101, and Downtown. Welcome Home!

1531 Lorraine AVE, San Mateo

Listed by Chunxiao Hu, 650-766-0395 from Maxreal
(If provided) CoList: from

Sold listing courtesy of Ripple Xiao from FQLT

$5,600,000

A stunning Spanish Revival down-to-the-studs remodel on the picturesque, tree-lined streets of San Mateo Park, this expansive five-bedroom, five-bathroom residence offers a rare blend of architectural elegance and modern sophistication. Soaring nine-foot ceilings grace the main level, where a sunlit formal living room flows effortlessly into an elegant dining room. The chefs kitchen is both refined and functional, appointed with premium Thermador appliances, generous counter space, a substantial center island with seating, and a serving window opening to the pool terrace for seamless indoor-outdoor entertaining. The primary suite is a private sanctuary, featuring a dedicated office and sitting area with direct access to a terrace overlooking the manicured grounds, limestone patio, and newly refinished swimming pool, an idyllic setting for relaxation. A separate pool room offers exceptional versatility and may serve as a fitness studio, yoga retreat, or guest suite with an en suite bath. Additional amenities include multi-zone climate control, an EV charging station, and exceptional craftsmanship throughout. This distinguished Spanish Revival residence presents timeless style with modern comforts, ideally located moments from downtown San Mateos dining, shopping, and amenities.

5 Beds ⋅ 5 Baths ⋅ ML82033993 MLS

A stunning Spanish Revival down-to-the-studs remodel on the picturesque, tree-lined streets of San Mateo Park, this expansive five-bedroom, five-bathroom residence offers a rare blend of architectural elegance and modern sophistication. Soaring nine-foot ceilings grace the main level, where a sunlit formal living room flows effortlessly into an elegant dining room. The chefs kitchen is both refined and functional, appointed with premium Thermador appliances, generous counter space, a substantial center island with seating, and a serving window opening to the pool terrace for seamless indoor-outdoor entertaining. The primary suite is a private sanctuary, featuring a dedicated office and sitting area with direct access to a terrace overlooking the manicured grounds, limestone patio, and newly refinished swimming pool, an idyllic setting for relaxation. A separate pool room offers exceptional versatility and may serve as a fitness studio, yoga retreat, or guest suite with an en suite bath. Additional amenities include multi-zone climate control, an EV charging station, and exceptional craftsmanship throughout. This distinguished Spanish Revival residence presents timeless style with modern comforts, ideally located moments from downtown San Mateos dining, shopping, and amenities.

150 Clark DR, San Mateo

Listed by Lisa Karson, 650-759-4644 from Golden Gate Sotheby's International Realty
(If provided) CoList: Victor Lau from KW Advisors

Sold listing courtesy of Dan Gilmartin from GILM

$2,401,888

Your dream home awaits in San Mateo! This spacious 4 BED / 3 BATH home offers ~2,020 sq ft of well-planned living on a quiet, highly desirable street. The home's heart is the Family Great Room that flows to the Kitchen as well as the serene outdoors. A large open stadium kitchen with stainless steel appliances, granite countertops and breakfast bar opens to the dining area and family great room, which flow out to a fabulous landscaped backyard with 2 patio areas, perfect for everyday living and easy alfresco entertaining. The flexible floor plan includes two primary suites, (one on each level) perfect for multigenerational living plus there are 2 additional bedrooms & a generous formal living room with a fireplace. This home has abundant space to live, work, and play! Located blocks from George Hall Elementary with easy access to Caltrain, Hillsdale Shopping Center, Whole Foods, Bay Meadows, Downtown San Mateo Dining, Parks, and Conveniences. Quick commuting via Highways 101, 92, & 280 makes this an ideal central Peninsula location. Welcome home to 3936 Regan Drive!

4 Beds ⋅ 3 Baths ⋅ ML82033884 MLS

Your dream home awaits in San Mateo! This spacious 4 BED / 3 BATH home offers ~2,020 sq ft of well-planned living on a quiet, highly desirable street. The home's heart is the Family Great Room that flows to the Kitchen as well as the serene outdoors. A large open stadium kitchen with stainless steel appliances, granite countertops and breakfast bar opens to the dining area and family great room, which flow out to a fabulous landscaped backyard with 2 patio areas, perfect for everyday living and easy alfresco entertaining. The flexible floor plan includes two primary suites, (one on each level) perfect for multigenerational living plus there are 2 additional bedrooms & a generous formal living room with a fireplace. This home has abundant space to live, work, and play! Located blocks from George Hall Elementary with easy access to Caltrain, Hillsdale Shopping Center, Whole Foods, Bay Meadows, Downtown San Mateo Dining, Parks, and Conveniences. Quick commuting via Highways 101, 92, & 280 makes this an ideal central Peninsula location. Welcome home to 3936 Regan Drive!

3936 Regan DR, San Mateo

Listed by Yelena Lepina, 650-288-2815 from Luxuriant Realty
(If provided) CoList: from

Sold listing courtesy of Jennie Lok from KWPEN

$1,755,000

Welcome to 53-55 E 39th Street, a rare and spacious duplex located in the heart of San Mateo. This versatile property offers an incredible opportunity for investors, multi-generational living, or owner-occupants seeking additional rental income. The front unit features 3 bedrooms and 1 bathroom with a generous layout ideal for a family or primary residence, while the rear unit offers 2 bedrooms and 1 bathroom, perfect for a small family. Each unit enjoys its own private entrance, garage, indoor laundry, and access to outdoor yard space. Interiors are bright and well-maintained, with hardwood flooring and updated kitchens throughout. Not to mention each unit has its own oversized back yard, bringing in additional cashflow for investors. Located on a quiet, tree-lined street just minutes from Hillsdale Shopping Center, Caltrain, top-rated schools, and an array of dining and retail options, this property offers a perfect blend of comfort, convenience, and long-term value. Easy access to Highways 92, 101, and El Camino Real makes commuting a breeze. Whether you're looking to live in one unit and rent the other, or add a high-quality asset to your real estate portfolio, 53 E 39th Street presents a rare and rewarding opportunity in one of the Peninsulas most desirable locations.

5 Beds ⋅ ML82033640 MLS

Welcome to 53-55 E 39th Street, a rare and spacious duplex located in the heart of San Mateo. This versatile property offers an incredible opportunity for investors, multi-generational living, or owner-occupants seeking additional rental income. The front unit features 3 bedrooms and 1 bathroom with a generous layout ideal for a family or primary residence, while the rear unit offers 2 bedrooms and 1 bathroom, perfect for a small family. Each unit enjoys its own private entrance, garage, indoor laundry, and access to outdoor yard space. Interiors are bright and well-maintained, with hardwood flooring and updated kitchens throughout. Not to mention each unit has its own oversized back yard, bringing in additional cashflow for investors. Located on a quiet, tree-lined street just minutes from Hillsdale Shopping Center, Caltrain, top-rated schools, and an array of dining and retail options, this property offers a perfect blend of comfort, convenience, and long-term value. Easy access to Highways 92, 101, and El Camino Real makes commuting a breeze. Whether you're looking to live in one unit and rent the other, or add a high-quality asset to your real estate portfolio, 53 E 39th Street presents a rare and rewarding opportunity in one of the Peninsulas most desirable locations.

53 E 39th AVE, San Mateo

Listed by Dominic Gluhaich, 408-710-4538 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Vygandas Razhas from CCREEB

$2,860,000

Reimagine a spectacular space in the heart of coveted Laurelwood, known for its outstanding schools and strong sense of community. Welcoming double front doors provide access into a 2-story foyer showcasing an elegant staircase up to the second floor. Naturally lit, large-scale rooms and wide hallways create a comfortable interior flow throughout. Just off the entrance hall, the space opens into a huge combination living and dining room. The room is long, allowing both areas to coexist without feeling crowded. On the opposite side of the foyer is a study and powder room. Along the back of the house, overlooking the yard, is the kitchen and family room with wood burning fireplace. A separate laundry room completes the 1st floor. Upstairs, for maximum privacy, are 3 generously sized bedrooms with ample closet space and 2 bathrooms. Discover a park-like setting in the backyard protected by a canopy of mature trees along the perimeter. The patio terrace and 2 decks are ideal for outdoor entertaining. The huge 3 car attached garage is wide and deep, built for more than just parking. Top-rated schools. Steps to the entrance of Laurelwood Park, San Mateo's largest and the trails on Sugarloaf Mountain. Easy access to major freeways, public transportation and SFO. Worth a visit!

3 Beds ⋅ 3 Baths ⋅ ML82033035 MLS

Reimagine a spectacular space in the heart of coveted Laurelwood, known for its outstanding schools and strong sense of community. Welcoming double front doors provide access into a 2-story foyer showcasing an elegant staircase up to the second floor. Naturally lit, large-scale rooms and wide hallways create a comfortable interior flow throughout. Just off the entrance hall, the space opens into a huge combination living and dining room. The room is long, allowing both areas to coexist without feeling crowded. On the opposite side of the foyer is a study and powder room. Along the back of the house, overlooking the yard, is the kitchen and family room with wood burning fireplace. A separate laundry room completes the 1st floor. Upstairs, for maximum privacy, are 3 generously sized bedrooms with ample closet space and 2 bathrooms. Discover a park-like setting in the backyard protected by a canopy of mature trees along the perimeter. The patio terrace and 2 decks are ideal for outdoor entertaining. The huge 3 car attached garage is wide and deep, built for more than just parking. Top-rated schools. Steps to the entrance of Laurelwood Park, San Mateo's largest and the trails on Sugarloaf Mountain. Easy access to major freeways, public transportation and SFO. Worth a visit!

1413 Parkwood DR, San Mateo

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

Sold listing courtesy of Judy Zhu from CBR

$1,592,500

Fantastic opportunity! Two spacious 2br / 1bth units with split-level floor plans! Gracious living rooms / dining L, fireplaces, nice kitchens, two bedrooms with one large bathroom upstairs, each unit has a separate / spacious back yard and their own enclosed one-car garage w/laundry area. Situated in the highly sought after Sunnybrae neighborhood on a quiet culdesac in a quiet - mostly residential neighborhood of well-kept homes. Close to nearly every imaginable convenience and rented with super-solid tenants.

4 Beds ⋅ ML82032716 MLS

Fantastic opportunity! Two spacious 2br / 1bth units with split-level floor plans! Gracious living rooms / dining L, fireplaces, nice kitchens, two bedrooms with one large bathroom upstairs, each unit has a separate / spacious back yard and their own enclosed one-car garage w/laundry area. Situated in the highly sought after Sunnybrae neighborhood on a quiet culdesac in a quiet - mostly residential neighborhood of well-kept homes. Close to nearly every imaginable convenience and rented with super-solid tenants.

906-908 Haddon DR, San Mateo

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

Sold listing courtesy of Denise Cronan from CRNAN

$3,625,000

Discover the perfect blend of comfort, style, and convenience in this stunning 5-bedroom, 3-bathroom single-family home located in the heart of San Mateo. Offering the perfect blend of suburban tranquility and city convenience, this home is located within walking distance of downtown San Mateo. Easy access to shopping, dining, and entertainment means vibrant cafes, boutique shops, and countless culinary options are just minutes from your front door. Step inside and be greeted by a spacious, light-filled layout designed for both relaxation and entertaining. The thoughtfully updated interiors feature tasteful finishes, ample storage, and versatile spaces to accommodate your lifestyle. With its unbeatable combination of size, location, and move-in readiness, this home is a rare find in todays market. Welcome home! (Bedrooms Per County Records: 4)

5 Beds ⋅ 3 Baths ⋅ ML82032415 MLS

Discover the perfect blend of comfort, style, and convenience in this stunning 5-bedroom, 3-bathroom single-family home located in the heart of San Mateo. Offering the perfect blend of suburban tranquility and city convenience, this home is located within walking distance of downtown San Mateo. Easy access to shopping, dining, and entertainment means vibrant cafes, boutique shops, and countless culinary options are just minutes from your front door. Step inside and be greeted by a spacious, light-filled layout designed for both relaxation and entertaining. The thoughtfully updated interiors feature tasteful finishes, ample storage, and versatile spaces to accommodate your lifestyle. With its unbeatable combination of size, location, and move-in readiness, this home is a rare find in todays market. Welcome home! (Bedrooms Per County Records: 4)

74 Crystal Springs RD, San Mateo

Listed by Pierre & Alex Buljan, 650-400-1188 from Compass
(If provided) CoList: from

Sold listing courtesy of John Sayage from APR

$3,530,000

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

3 Beds ⋅ 3 Baths ⋅ ML82032246 MLS

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

1660 Parrott DR, San Mateo

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

Sold listing courtesy of Jing Hu from CBR

$1,899,000

19 E 41st Place is a well-maintained six-unit multifamily asset in the desirable San Mateo submarket. Built in 1957 and significantly renovated in 2014, the 2,447 SF building on a 7,699 SF lot features upgraded interiors, improved building systems, dual-pane windows, and refreshed exterior finishes. The property offers six spacious studio units, including one with a private yard and one with a private patio. Operational efficiency is a key advantage, with tenants paying all utilities through RUBS, minimizing operating expenses. Additional upside includes an owner-owned on-site laundry machine and six dedicated carport parking spaces, a strong amenity in this Peninsula location.

ML82032146 MLS

19 E 41st Place is a well-maintained six-unit multifamily asset in the desirable San Mateo submarket. Built in 1957 and significantly renovated in 2014, the 2,447 SF building on a 7,699 SF lot features upgraded interiors, improved building systems, dual-pane windows, and refreshed exterior finishes. The property offers six spacious studio units, including one with a private yard and one with a private patio. Operational efficiency is a key advantage, with tenants paying all utilities through RUBS, minimizing operating expenses. Additional upside includes an owner-owned on-site laundry machine and six dedicated carport parking spaces, a strong amenity in this Peninsula location.

19 E 41st PL, San Mateo

Listed by Theodore Wong, 650-228-9930 from Compass
(If provided) CoList: Aparna Sayana from Compass

$2,075,000

Introducing 436 Turner Terrace, a true trophy California Craftsman tri-plex located on a gorgeous tree lined street. The neighboring single family homes and apartment buildings all feature stunning architecture and are equidistant to the downtowns of both Burlingame and San Mateo. This property couldn't be more charming. All units are flooded with natural light and are significantly larger than standard units of the same bed/bath mix. Each attached home has been beautifully renovated. The main electrical panel has been updated as have 3 of the subpanels (one needs to be replaced). Hardwood floors, 9 and wood beam ceilings, intricate millwork, and built-ins abound. The main home is a massive 2 bed 2 bath owners unit but could easily be used as a 4 bedroom. There is also a light and bright 1 bed 1 bath & studio. Very large shared backyard that may offer significant expansion potential. Next to the 3 car carport is a 2 room cottage that could be converted to an additional dwelling unit. New interior paint in main home and new exterior paint (less stucco section). Could be the ultimate owner occupier/family compound or just a fantastic investment. Please go look at everything else available on the peninsula in this price range then come look at 436 Turner Terrace.

3 Beds ⋅ ML82031785 MLS

Introducing 436 Turner Terrace, a true trophy California Craftsman tri-plex located on a gorgeous tree lined street. The neighboring single family homes and apartment buildings all feature stunning architecture and are equidistant to the downtowns of both Burlingame and San Mateo. This property couldn't be more charming. All units are flooded with natural light and are significantly larger than standard units of the same bed/bath mix. Each attached home has been beautifully renovated. The main electrical panel has been updated as have 3 of the subpanels (one needs to be replaced). Hardwood floors, 9 and wood beam ceilings, intricate millwork, and built-ins abound. The main home is a massive 2 bed 2 bath owners unit but could easily be used as a 4 bedroom. There is also a light and bright 1 bed 1 bath & studio. Very large shared backyard that may offer significant expansion potential. Next to the 3 car carport is a 2 room cottage that could be converted to an additional dwelling unit. New interior paint in main home and new exterior paint (less stucco section). Could be the ultimate owner occupier/family compound or just a fantastic investment. Please go look at everything else available on the peninsula in this price range then come look at 436 Turner Terrace.

436 Turner TER, San Mateo

Listed by Steve Zirelli, 650-224-3118 from Cornish & Carey Commercial
(If provided) CoList: Joel Hopman from Newmark Cornish & Carey

Sold listing courtesy of Steve Zirelli from CC

$1,999,000

Stunning Bay Meadows residence in a vibrant, walkable community with top-rated schools. This beautifully designed home offers four bedrooms, four bathrooms, and approximately 2,454 square feet of refined modern living. Built in 2017, it showcases sleek architecture and a bright, open-concept layout ideal for today's lifestyle. The chef's kitchen is a showstopper, featuring a six-burner range, quartz countertops, custom cabinetry, and an oversized island perfect for entertaining. The luxurious primary suite includes a spa-inspired bathroom and a generous walk-in closet, while a first-floor bedroom suite provides exceptional flexibility for guests, a home office, or a playroom. Thoughtful designer upgrades include white oak flooring, solar shades, custom closet systems, surround sound, and a Nest smart home system. Additional highlights include an attached two-car garage with epoxy floors and energy-efficient systems throughout. Ideally located just steps from parks, restaurants, coffee shops, and Whole Foods, with convenient access to Caltrain and Highways 101 and 280, this home offers the perfect blend of comfort, style, and connectivity.

4 Beds ⋅ 4 Baths ⋅ ML82031510 MLS

Stunning Bay Meadows residence in a vibrant, walkable community with top-rated schools. This beautifully designed home offers four bedrooms, four bathrooms, and approximately 2,454 square feet of refined modern living. Built in 2017, it showcases sleek architecture and a bright, open-concept layout ideal for today's lifestyle. The chef's kitchen is a showstopper, featuring a six-burner range, quartz countertops, custom cabinetry, and an oversized island perfect for entertaining. The luxurious primary suite includes a spa-inspired bathroom and a generous walk-in closet, while a first-floor bedroom suite provides exceptional flexibility for guests, a home office, or a playroom. Thoughtful designer upgrades include white oak flooring, solar shades, custom closet systems, surround sound, and a Nest smart home system. Additional highlights include an attached two-car garage with epoxy floors and energy-efficient systems throughout. Ideally located just steps from parks, restaurants, coffee shops, and Whole Foods, with convenient access to Caltrain and Highways 101 and 280, this home offers the perfect blend of comfort, style, and connectivity.

413 Franklin PKWY, San Mateo

Listed by Sternsmith Group, 650-678-3847 from Compass
(If provided) CoList: from

Sold listing courtesy of Amy Yao from NTERO

$1,900,000

Recently upgraded, this San Mateo home is move-in ready with 4 bedrooms and 3 baths plus an attached bonus space/ADU with additional bedroom, bathroom and kitchen offering maximum flexibility and room for extended family or rental income. Cozy living room with hardwood flooring and fireplace flows to breakfast nook and updated chefs kitchen with ample storage. Flexible floor plan includes a downstairs bedroom with patio access, ideal for guests, office, or multi-generational living. Upstairs offers 2 spacious bedrooms with hall bath, plus a private split-level primary suite with walk-in closet and en-suite bathroom featuring dual sinks and soaking tub. Oversized ADU with full bathroom, kitchen, washer/dryer hookups and private entrance great for extended family or added flexibility. Private backyard with lawn and orange/lemon trees, perfect for entertaining. Attached 1-car garage. Convenient access to Downtown San Mateo and Hwy 92 for easy Peninsula commuting.

4 Beds ⋅ 3 Baths ⋅ ML82031497 MLS

Recently upgraded, this San Mateo home is move-in ready with 4 bedrooms and 3 baths plus an attached bonus space/ADU with additional bedroom, bathroom and kitchen offering maximum flexibility and room for extended family or rental income. Cozy living room with hardwood flooring and fireplace flows to breakfast nook and updated chefs kitchen with ample storage. Flexible floor plan includes a downstairs bedroom with patio access, ideal for guests, office, or multi-generational living. Upstairs offers 2 spacious bedrooms with hall bath, plus a private split-level primary suite with walk-in closet and en-suite bathroom featuring dual sinks and soaking tub. Oversized ADU with full bathroom, kitchen, washer/dryer hookups and private entrance great for extended family or added flexibility. Private backyard with lawn and orange/lemon trees, perfect for entertaining. Attached 1-car garage. Convenient access to Downtown San Mateo and Hwy 92 for easy Peninsula commuting.

1502 S Delaware ST, San Mateo

Listed by Dana Carmel, 650-804-2393 from Represent Realty
(If provided) CoList: from

Sold listing courtesy of Raziel A. Ungar from APR