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This charming 2-story condominium is situated in well-maintained Meadow Court Community. Features include: 2 bedrooms, 1 bathroom, laminate flooring on the first level and upstairs hallway, dual pane windows throughout, remodeled bathroom, radiant heat, laundry-in-unit, a private balcony overlooking the common area courtyard, a (1) car detached garage with substantial storage space and more! This welcoming and open floor plan includes a spacious living room, dining area and updated kitchen with granite countertops, maple wood cabinets and stainless-steel appliances. Ideal for entertaining and gatherings! Complex features a tot lot, barbeque area, water fountain and common area courtyard. Conveniently located in the Lauriedale neighborhood of San Mateo. Easy access to shopping, dining and public transportation. Minutes from Hillsdale Mall, CalTrain and Highway 101. Great opportunity for first time buyers! Property sold through the City of San Mateo's First Time Home Buyer Program. Sale price is below market value due to program guidelines, restrictions and appreciation index. Sale price, resale, income, rental and deed restrictions apply now and upon future resale.

2 Beds ⋅ 1 Baths ⋅ ML82054219 MLS

This charming 2-story condominium is situated in well-maintained Meadow Court Community. Features include: 2 bedrooms, 1 bathroom, laminate flooring on the first level and upstairs hallway, dual pane windows throughout, remodeled bathroom, radiant heat, laundry-in-unit, a private balcony overlooking the common area courtyard, a (1) car detached garage with substantial storage space and more! This welcoming and open floor plan includes a spacious living room, dining area and updated kitchen with granite countertops, maple wood cabinets and stainless-steel appliances. Ideal for entertaining and gatherings! Complex features a tot lot, barbeque area, water fountain and common area courtyard. Conveniently located in the Lauriedale neighborhood of San Mateo. Easy access to shopping, dining and public transportation. Minutes from Hillsdale Mall, CalTrain and Highway 101. Great opportunity for first time buyers! Property sold through the City of San Mateo's First Time Home Buyer Program. Sale price is below market value due to program guidelines, restrictions and appreciation index. Sale price, resale, income, rental and deed restrictions apply now and upon future resale.

131 Blossom Circle Unit 2C, San Mateo

Listing courtesy of Renee Daskalakis from Golden Gate Sotheby's International Realty. 650-776-6048

Selling Office: Golden Gate Sotheby's International Realty.

$1,578,880

Beautifully updated and thoughtfully designed, this 1,460 sq. ft. single-family home offers 2 bedrooms and 2.5 bathrooms in a highly desirable location just minutes from downtown San Mateo. The gourmet kitchen features premium appliances, including a Wolfe gas cooktop, Thermador Sub-Zero refrigerator, Miele stainless steel appliances, and custom finishes throughout. Abundant natural light fills the home through large windows on three sides, enhanced by high ceilings and views overlooking Gateway Park. Luxurious, designer-appointed bathrooms create a timeless spa-like retreat. Additional highlights include hardwood and tile flooring, designer lighting, and an attached side-by-side two-car garage with a Tesla charging station. Nestled on a quiet private street, this home provides a peaceful setting while remaining close to Highway 101. The low HOA fee of $110/month covers maintenance of the private road, common areas, and weekly landscaping. Built in 2002, this residence is part of an intimate 26-home community. The home is 4-blocks from vibrant downtown San Mateo, offering easy access to acclaimed restaurants, cafes, shops, and entertainment along 2nd Avenue and B Street. Enjoy modern comfort, convenience, and a prime San Mateo location.

2 Beds ⋅ 3 Baths ⋅ ML82050555 MLS

Beautifully updated and thoughtfully designed, this 1,460 sq. ft. single-family home offers 2 bedrooms and 2.5 bathrooms in a highly desirable location just minutes from downtown San Mateo. The gourmet kitchen features premium appliances, including a Wolfe gas cooktop, Thermador Sub-Zero refrigerator, Miele stainless steel appliances, and custom finishes throughout. Abundant natural light fills the home through large windows on three sides, enhanced by high ceilings and views overlooking Gateway Park. Luxurious, designer-appointed bathrooms create a timeless spa-like retreat. Additional highlights include hardwood and tile flooring, designer lighting, and an attached side-by-side two-car garage with a Tesla charging station. Nestled on a quiet private street, this home provides a peaceful setting while remaining close to Highway 101. The low HOA fee of $110/month covers maintenance of the private road, common areas, and weekly landscaping. Built in 2002, this residence is part of an intimate 26-home community. The home is 4-blocks from vibrant downtown San Mateo, offering easy access to acclaimed restaurants, cafes, shops, and entertainment along 2nd Avenue and B Street. Enjoy modern comfort, convenience, and a prime San Mateo location.

10 Creekside Lane, San Mateo

Listing courtesy of Sophia Wong from KW Advisors. 408-438-2902

Selling Office: Coldwell Banker Realty.

$6,600,000

A historic beauty in San Mateo Park, this timeless Cape Cod residence blends classic character with exceptional updates throughout. Rich brown shingles, crisp white trim, charming flower boxes, and manicured landscaping create stunning curb appeal, while the private, park-like backyard offers the ultimate setting for relaxation and entertaining with a sparkling pool, spa, half-court basketball area, and detached legal studio ADU with its own kitchen and bath. Inside, elegant formal living and dining rooms are filled with natural light and overlook the picturesque gardens. The updated kitchen opens seamlessly to the family room and backyard, creating effortless indoor-outdoor living, while a charming eat-in banquette provides the perfect space for casual dining. Upstairs, the luxurious primary suite offers peaceful garden views, a spa-inspired bath, and private office. Three additional bedrooms and an upstairs laundry area complete the thoughtfully designed floor plan. Beautifully updated throughout, this exceptional home combines timeless character, modern comfort, and outstanding versatility. Realist reflects 3,640 sq. ft. Floor Plans Visuals measured approximately 4,210 sq. ft., including 3,725 sq. ft. in the main residence and 485 sq. ft. in the detached legal ADU.

4 Beds ⋅ 5 Baths ⋅ ML82047273 MLS

A historic beauty in San Mateo Park, this timeless Cape Cod residence blends classic character with exceptional updates throughout. Rich brown shingles, crisp white trim, charming flower boxes, and manicured landscaping create stunning curb appeal, while the private, park-like backyard offers the ultimate setting for relaxation and entertaining with a sparkling pool, spa, half-court basketball area, and detached legal studio ADU with its own kitchen and bath. Inside, elegant formal living and dining rooms are filled with natural light and overlook the picturesque gardens. The updated kitchen opens seamlessly to the family room and backyard, creating effortless indoor-outdoor living, while a charming eat-in banquette provides the perfect space for casual dining. Upstairs, the luxurious primary suite offers peaceful garden views, a spa-inspired bath, and private office. Three additional bedrooms and an upstairs laundry area complete the thoughtfully designed floor plan. Beautifully updated throughout, this exceptional home combines timeless character, modern comfort, and outstanding versatility. Realist reflects 3,640 sq. ft. Floor Plans Visuals measured approximately 4,210 sq. ft., including 3,725 sq. ft. in the main residence and 485 sq. ft. in the detached legal ADU.

537 Hurlingham Avenue, San Mateo

Listing courtesy of Alicia Sanguinetti from Compass. 650-888-6432

Selling Office: Coldwell Banker Realty.

$1,670,000

Stunning single level waterfront home set along a coveted wide-water position with serene westerly views of the hills. Light-filled interiors and vaulted living spaces create volume and openness, while expansive windows draw the outdoors in and connect the home to its tranquil setting. Extensively updated throughout, the home offers a balance of comfort and modern convenience, including central air, skylights, custom counters, quality appliances, smart home features, an EV charger (Level 2), and a private boat dock. Both bathrooms have been updated, with the primary elevated to a true spa-like retreat, anchored by a steam shower, Hansgrohe fixtures, and a thoughtfully designed lighting experience that brings a sense of calm and restoration to daily routines. A finished attic/loft space adds valuable flexibility for a home office, studio, or additional storage. Whether its quiet mornings by the water, time out on the dock, or evenings watching the light shift across the horizon, the home offers a lifestyle that feels relaxed, elevated, and easy.

2 Beds ⋅ 2 Baths ⋅ ML82047923 MLS

Stunning single level waterfront home set along a coveted wide-water position with serene westerly views of the hills. Light-filled interiors and vaulted living spaces create volume and openness, while expansive windows draw the outdoors in and connect the home to its tranquil setting. Extensively updated throughout, the home offers a balance of comfort and modern convenience, including central air, skylights, custom counters, quality appliances, smart home features, an EV charger (Level 2), and a private boat dock. Both bathrooms have been updated, with the primary elevated to a true spa-like retreat, anchored by a steam shower, Hansgrohe fixtures, and a thoughtfully designed lighting experience that brings a sense of calm and restoration to daily routines. A finished attic/loft space adds valuable flexibility for a home office, studio, or additional storage. Whether its quiet mornings by the water, time out on the dock, or evenings watching the light shift across the horizon, the home offers a lifestyle that feels relaxed, elevated, and easy.

1057 Shoal Drive, San Mateo

Listing courtesy of Candace Finn from Coldwell Banker Realty. 650-576-8766

Selling Office: Compass.

$1,535,000

Welcome to 1094 Bermuda Drive! Nestled in the highly sought-after Fiesta Gardens neighborhood of San Mateo, this beautifully maintained single-family home offers the perfect blend of timeless character and everyday comfort. This is the opportunity you've been waiting for in one of the Peninsula's most beloved communities. This bright and inviting 3-bedroom, 2-bathroom home features a smart, functional layout with 1,240 sq ft of living space on a generous 4,994 sq ft lot, all on a convenient single level. The attached 2-car garage adds everyday practicality that is increasingly rare at this price point. Step outside and discover why Fiesta Gardens is so adored. Walkable streets, Steps from Fiesta Meadows Park and the Pool, and effortless access to Highway 92 and 101 make this location an absolute commuter's dream. Whether you're heading to San Francisco, the South Bay, or SFO, you're perfectly positioned. (Some images outside of the home have been digitally altered)

3 Beds ⋅ 2 Baths ⋅ ML82040025 MLS

Welcome to 1094 Bermuda Drive! Nestled in the highly sought-after Fiesta Gardens neighborhood of San Mateo, this beautifully maintained single-family home offers the perfect blend of timeless character and everyday comfort. This is the opportunity you've been waiting for in one of the Peninsula's most beloved communities. This bright and inviting 3-bedroom, 2-bathroom home features a smart, functional layout with 1,240 sq ft of living space on a generous 4,994 sq ft lot, all on a convenient single level. The attached 2-car garage adds everyday practicality that is increasingly rare at this price point. Step outside and discover why Fiesta Gardens is so adored. Walkable streets, Steps from Fiesta Meadows Park and the Pool, and effortless access to Highway 92 and 101 make this location an absolute commuter's dream. Whether you're heading to San Francisco, the South Bay, or SFO, you're perfectly positioned. (Some images outside of the home have been digitally altered)

1094 Bermuda Drive, San Mateo

Listing courtesy of Bobby Aguirre from simpliHOM Inc. 650-464-7248

Selling Office: KW Advisors.

$1,100,000

Beautifully Updated 3 Bedroom Townhome in Prime San Mateo. This stunning 1,398 sq ft townhouse combines modern comfort with an ideal location in one of San Mateo's most desirable communities. Thoughtfully designed across multiple levels, the home offers 3 spacious bedrooms and 2.5 tastefully updated bathrooms, providing ample room for both relaxation and everyday living. The bright, open main level is enhanced by impressive high ceilings, creating a sense of volume and natural flow throughout the living and dining areas. The remodeled kitchen serves as the heart of the home, featuring contemporary finishes, sleek countertops, and well-appointed cabinetry that make cooking and entertaining a pleasure. The space is beautifully complemented by pristine new hardwood floors and fresh interior paint, giving the entire home a clean, modern, move in ready feel. The updated bathrooms add a touch of luxury with refreshed fixtures and finishes that elevate daily routines. Perfectly situated for convenience, this townhome offers easy access to major freeways, making commuting simple, while shopping, dining, and everyday amenities are just moments away. Blending style, comfort, and practicality, this home is an exceptional opportunity in a prime San Mateo location.

3 Beds ⋅ 3 Baths ⋅ ML82046896 MLS

Beautifully Updated 3 Bedroom Townhome in Prime San Mateo. This stunning 1,398 sq ft townhouse combines modern comfort with an ideal location in one of San Mateo's most desirable communities. Thoughtfully designed across multiple levels, the home offers 3 spacious bedrooms and 2.5 tastefully updated bathrooms, providing ample room for both relaxation and everyday living. The bright, open main level is enhanced by impressive high ceilings, creating a sense of volume and natural flow throughout the living and dining areas. The remodeled kitchen serves as the heart of the home, featuring contemporary finishes, sleek countertops, and well-appointed cabinetry that make cooking and entertaining a pleasure. The space is beautifully complemented by pristine new hardwood floors and fresh interior paint, giving the entire home a clean, modern, move in ready feel. The updated bathrooms add a touch of luxury with refreshed fixtures and finishes that elevate daily routines. Perfectly situated for convenience, this townhome offers easy access to major freeways, making commuting simple, while shopping, dining, and everyday amenities are just moments away. Blending style, comfort, and practicality, this home is an exceptional opportunity in a prime San Mateo location.

88 17th Avenue Unit #109, San Mateo

Listing courtesy of Brian Dakin from Compass. 650-483-5760

Selling Office: KW Advisors.

$1,049,000

Huge price reduction! Extra large, remodeled 2bd/2.5bth townhome with two parking spaces in the highly sought-after Ticonderoga community, ideally located near Highlands Elementary, the College of San Mateo, and Highways 92 and 280. Renovated in 2018, this home features extensive upgrades, including a newer roof, oak hardwood floors, dual-pane windows, wood-paneled ceilings, fire sprinklers, an updated furnace and water heater, newer bedroom carpeting, fresh interior paint, and skylights that fill the home with natural light. The upper level offers an open-concept layout with soaring ceilings, creating a bright, loft-like feel that seamlessly connects the kitchen, dining, and living areas. The expansive living area provides plenty of room for large furnishings and includes a gas fireplace, an extra-wide wall ideal for a large TV or projection system, a half bathroom, and a private deck overlooking the trees and backyard - perfect for entertaining! The lower level includes two bedrooms, two full bathrooms, a laundry room, and direct backyard access from the master bedroom. There are two parking spaces - one enclosed garage space and one extra parking space. Community amenities include a pool, tennis court, and two pickleball courts.

2 Beds ⋅ 3 Baths ⋅ ML82046209 MLS

Huge price reduction! Extra large, remodeled 2bd/2.5bth townhome with two parking spaces in the highly sought-after Ticonderoga community, ideally located near Highlands Elementary, the College of San Mateo, and Highways 92 and 280. Renovated in 2018, this home features extensive upgrades, including a newer roof, oak hardwood floors, dual-pane windows, wood-paneled ceilings, fire sprinklers, an updated furnace and water heater, newer bedroom carpeting, fresh interior paint, and skylights that fill the home with natural light. The upper level offers an open-concept layout with soaring ceilings, creating a bright, loft-like feel that seamlessly connects the kitchen, dining, and living areas. The expansive living area provides plenty of room for large furnishings and includes a gas fireplace, an extra-wide wall ideal for a large TV or projection system, a half bathroom, and a private deck overlooking the trees and backyard - perfect for entertaining! The lower level includes two bedrooms, two full bathrooms, a laundry room, and direct backyard access from the master bedroom. There are two parking spaces - one enclosed garage space and one extra parking space. Community amenities include a pool, tennis court, and two pickleball courts.

2319 Ticonderoga Drive, San Mateo

Listing courtesy of David Howarth from Bay Capital Real Estate. 415-867-9569

Selling Office: Norcal Investment Group.

$1,050,000

Exceptional Value for a spacious corner penthouse condo in Westside San Mateo. This expansive 1,507 sq ft, two-level condo offers 2 bedrooms, 2.5 bathrooms and a versatile BONUS ROOM ideal as a 3RD BEDROOM, office or formal dining room. The light-filled living room features vaulted ceilings, a fireplace and a private balcony overlooking the beautifully landscaped courtyard. Recent updates include luxury vinyl plank flooring, new carpeting, recessed lighting, modern fixtures and central A/C. The kitchen is equipped with newer stainless steel appliances and under-cabinet LED lighting. Upstairs, both bedrooms feature private ensuite baths and walk-in closets. The spacious primary suite offers vaulted ceilings, a private balcony, double-sided fireplace and a generous bath with dual-sink quartz vanity, soaking tub and separate shower. Additional highlights include in-unit laundry, two secured parking spaces and extra storage. Residents enjoy a gated community with a pool, spa, fitness center and clubhouse. Close to 25th Ave, downtown San Mateo, Hillsdale Shopping Center, CalTrain, public transportation and Hwy 92/101/280.

2 Beds ⋅ 3 Baths ⋅ ML82042854 MLS

Exceptional Value for a spacious corner penthouse condo in Westside San Mateo. This expansive 1,507 sq ft, two-level condo offers 2 bedrooms, 2.5 bathrooms and a versatile BONUS ROOM ideal as a 3RD BEDROOM, office or formal dining room. The light-filled living room features vaulted ceilings, a fireplace and a private balcony overlooking the beautifully landscaped courtyard. Recent updates include luxury vinyl plank flooring, new carpeting, recessed lighting, modern fixtures and central A/C. The kitchen is equipped with newer stainless steel appliances and under-cabinet LED lighting. Upstairs, both bedrooms feature private ensuite baths and walk-in closets. The spacious primary suite offers vaulted ceilings, a private balcony, double-sided fireplace and a generous bath with dual-sink quartz vanity, soaking tub and separate shower. Additional highlights include in-unit laundry, two secured parking spaces and extra storage. Residents enjoy a gated community with a pool, spa, fitness center and clubhouse. Close to 25th Ave, downtown San Mateo, Hillsdale Shopping Center, CalTrain, public transportation and Hwy 92/101/280.

1999 Ofarrell Street, San Mateo

Listing courtesy of Martina Wong from Gentry Real Estate. 650-218-9688

Selling Office: KW Advisors.

$2,700,000

Magnificent 5-bedroom estate featuring breathtaking bay views, situated in the highly desirable neighborhood. Abundance of natural light streaming through a dramatic picture window, illuminating the elegant living room & dining area. The heart of the home is a chef's gourmet kitchen and family room, highlighted by vaulted ceilings, skylights, high-end custom cabinetry, granite countertops, a massive center island, surround sound system for 3 TVs, perfect for both luxury everyday living and grand-scale entertaining. The secluded master suite offers a dedicated den, walking closet, spacious bathroom with a soaking tub and separate shower for ultimate relaxation. On the opposite side of the house, a separate wing has 4 additional bedrooms, including 2 en-suite bedrooms, plus a hall bathroom with a jetted tub, providing exceptional comfort and privacy for family and guests. Situated on over 14,000 sf lot. One-of-a-kind backyard showcases a cascading waterfall leading to a hilltop retreat with panoramic Bay view. The hilltop entertainment area features a Disneyland-inspired bar, TV, BBQ, outdoor kitchen, refrigerators, hot tub and more. Conveniently located between San Francisco and Silicon Valley.

5 Beds ⋅ 4 Baths ⋅ ML82049817 MLS

Magnificent 5-bedroom estate featuring breathtaking bay views, situated in the highly desirable neighborhood. Abundance of natural light streaming through a dramatic picture window, illuminating the elegant living room & dining area. The heart of the home is a chef's gourmet kitchen and family room, highlighted by vaulted ceilings, skylights, high-end custom cabinetry, granite countertops, a massive center island, surround sound system for 3 TVs, perfect for both luxury everyday living and grand-scale entertaining. The secluded master suite offers a dedicated den, walking closet, spacious bathroom with a soaking tub and separate shower for ultimate relaxation. On the opposite side of the house, a separate wing has 4 additional bedrooms, including 2 en-suite bedrooms, plus a hall bathroom with a jetted tub, providing exceptional comfort and privacy for family and guests. Situated on over 14,000 sf lot. One-of-a-kind backyard showcases a cascading waterfall leading to a hilltop retreat with panoramic Bay view. The hilltop entertainment area features a Disneyland-inspired bar, TV, BBQ, outdoor kitchen, refrigerators, hot tub and more. Conveniently located between San Francisco and Silicon Valley.

241 42nd Avenue, San Mateo

Listing courtesy of Jeannie Hu from Realty World Dominion. 650-400-8007

Selling Office: Intero Real Estate Services.

800 N Delaware Street Unit #310, San Mateo

$522,000

Excellent NEW Price and Motivated Seller! Step into this TOP FLOOR condo with the perfect blend of comfort and convenience. This tastefully updated, light-filled 1-bedroom condo has fresh paint, features new carpet, modern baseboards, & stylish light fixtures to create an inviting space. The kitchen boasts stainless steel appliances, perfect for cooking and entertaining in style, while the bathroom features a renovated shower with tub for a relaxing retreat at the end of your day. Enjoy serene treetop & private pool views from your balcony - a perfect spot to sip your morning coffee or wind down with a glass of wine. Located in the highly sought-after Woodlake community, you'll want to take advantage of 6 sparkling pools, 4 lighted tennis courts, a fully equipped gym, a welcoming clubhouse, and lushly landscaped grounds with a tranquil lake and walking paths. Convenience is just steps away, with Starbucks, Safeway, CVS, restaurants & more at the nearby shopping center. Perfectly situated, you're minutes from downtown Burlingame & downtown San Mateo, SFO, Caltrain & scenic Coyote Point. Whether you're commuting, exploring, or simply soaking in the amenities, this home offers an unbeatable location and a lifestyle you'll love!

1 Beds ⋅ 1 Baths ⋅ ML82037461 MLS

Excellent NEW Price and Motivated Seller! Step into this TOP FLOOR condo with the perfect blend of comfort and convenience. This tastefully updated, light-filled 1-bedroom condo has fresh paint, features new carpet, modern baseboards, & stylish light fixtures to create an inviting space. The kitchen boasts stainless steel appliances, perfect for cooking and entertaining in style, while the bathroom features a renovated shower with tub for a relaxing retreat at the end of your day. Enjoy serene treetop & private pool views from your balcony - a perfect spot to sip your morning coffee or wind down with a glass of wine. Located in the highly sought-after Woodlake community, you'll want to take advantage of 6 sparkling pools, 4 lighted tennis courts, a fully equipped gym, a welcoming clubhouse, and lushly landscaped grounds with a tranquil lake and walking paths. Convenience is just steps away, with Starbucks, Safeway, CVS, restaurants & more at the nearby shopping center. Perfectly situated, you're minutes from downtown Burlingame & downtown San Mateo, SFO, Caltrain & scenic Coyote Point. Whether you're commuting, exploring, or simply soaking in the amenities, this home offers an unbeatable location and a lifestyle you'll love!

800 N Delaware Street Unit #310, San Mateo

Listing courtesy of Suzanne Garcia from Compass. 650-924-5772

Selling Office: Compass.

$1,915,000

Tucked away on a peaceful cul-de-sac, this charming 1951 home offers the rare feeling of a private retreat in the heart of San Mateo. Just moments from the soon-to-be reimagined Hillsdale Mall, 3518 Winway Circle blends timeless character, modern comfort, and an exceptional location. Original details include a picture window overlooking the front porch, a fireplace with period millwork, crown molding, and vintage chime doorbells. Natural light fills the living spaces throughout. The kitchen features stainless steel appliances, a pantry, generous storage, brushed gold hardware, and a peninsula that opens to the dining area. Double French doors lead to a flagstone patio for seamless indoor-outdoor living. The backyard is a hidden garden retreat with stone fountains, heritage roses, privacy fencing, and multiple spaces for entertaining or relaxing. Garden views can be enjoyed from the rear bedrooms. Additional highlights include three bedrooms, a bright bath featuring a pedestal sink, hallway linen storage, ample closet space, and an attached garage with utility sink, laundry, plumbing, and overhead attic storage. Ideally located near shopping, dining, parks, and transit, this special home combines timeless charm, an enchanting garden, and exceptional convenience.

3 Beds ⋅ 1 Baths ⋅ ML82050634 MLS

Tucked away on a peaceful cul-de-sac, this charming 1951 home offers the rare feeling of a private retreat in the heart of San Mateo. Just moments from the soon-to-be reimagined Hillsdale Mall, 3518 Winway Circle blends timeless character, modern comfort, and an exceptional location. Original details include a picture window overlooking the front porch, a fireplace with period millwork, crown molding, and vintage chime doorbells. Natural light fills the living spaces throughout. The kitchen features stainless steel appliances, a pantry, generous storage, brushed gold hardware, and a peninsula that opens to the dining area. Double French doors lead to a flagstone patio for seamless indoor-outdoor living. The backyard is a hidden garden retreat with stone fountains, heritage roses, privacy fencing, and multiple spaces for entertaining or relaxing. Garden views can be enjoyed from the rear bedrooms. Additional highlights include three bedrooms, a bright bath featuring a pedestal sink, hallway linen storage, ample closet space, and an attached garage with utility sink, laundry, plumbing, and overhead attic storage. Ideally located near shopping, dining, parks, and transit, this special home combines timeless charm, an enchanting garden, and exceptional convenience.

3518 Winway Circle, San Mateo

Listing courtesy of Maria Baker from Compass. 415-412-2590

Selling Office: Christie's International Real Estate Sereno.

$1,445,000

Nestled in the desirable Parkside neighborhood, this 5-bedroom, 3-bathroom home is waiting for you. This fabulous mid-century property has lots of charm! Please note that the county records recognize that the property is a 5-bedroom, 3-bathroom home, but the square footage was never updated with the county. The floor plan shows that the home is approximately 1,813 square feet. Parkside Aquatic Park is just steps away and offers beach access and fun for the whole family. This home is also within walking distance to award-winning San Mateo schools, Bayside/Joinville Park, and the Joinville Swim Center. Embrace the local lifestyle with ease, as Bridgepoint Shopping Center and downtown are moments away, offering great restaurants, shops, and entertainment. 101 and 92 are easily accessible, making commuting and enjoying all the Peninsula has to offer a breeze!

5 Beds ⋅ 3 Baths ⋅ ML82047460 MLS

Nestled in the desirable Parkside neighborhood, this 5-bedroom, 3-bathroom home is waiting for you. This fabulous mid-century property has lots of charm! Please note that the county records recognize that the property is a 5-bedroom, 3-bathroom home, but the square footage was never updated with the county. The floor plan shows that the home is approximately 1,813 square feet. Parkside Aquatic Park is just steps away and offers beach access and fun for the whole family. This home is also within walking distance to award-winning San Mateo schools, Bayside/Joinville Park, and the Joinville Swim Center. Embrace the local lifestyle with ease, as Bridgepoint Shopping Center and downtown are moments away, offering great restaurants, shops, and entertainment. 101 and 92 are easily accessible, making commuting and enjoying all the Peninsula has to offer a breeze!

1605 Roberta Drive, San Mateo

Listing courtesy of Dave Parks from Gateway Properties. 650-642-4141

Selling Office: Lazar Homes.

111 Saint Matthews Ave Unit #304, San Mateo

$975,000

Welcome to easy, elevated living in this bright and airy 2BD/2BA condo offering 1,348 sq ft of thoughtfully designed single-level space in a secure elevatorbuilding. Located on the third floor, the open-concept layout features new carpet and an updated kitchen that flows seamlessly into the living and diningareas—ideal for everyday living and entertaining. Large bedroom windows fill the home with natural light, while a private balcony provides the perfect spotfor morning coffee. Additional highlights include in-unit laundry, two dedicated parking spaces, and access to a beautifully maintained courtyard.Conveniently located near downtown amenities, parks, Caltrain, and major commute routes, offering an easy and connected San Mateo lifestyle.

2 Beds ⋅ 2 Baths ⋅ 41131985 MLS

Welcome to easy, elevated living in this bright and airy 2BD/2BA condo offering 1,348 sq ft of thoughtfully designed single-level space in a secure elevatorbuilding. Located on the third floor, the open-concept layout features new carpet and an updated kitchen that flows seamlessly into the living and diningareas—ideal for everyday living and entertaining. Large bedroom windows fill the home with natural light, while a private balcony provides the perfect spotfor morning coffee. Additional highlights include in-unit laundry, two dedicated parking spaces, and access to a beautifully maintained courtyard.Conveniently located near downtown amenities, parks, Caltrain, and major commute routes, offering an easy and connected San Mateo lifestyle.

111 Saint Matthews Ave Unit #304, San Mateo

Listing courtesy of Lydia Sun from Compass. 310-753-8118

Selling Office: Coldwell Banker Realty.

$1,200,000

Wide-water views and direct access to Mariners Lagoon set the stage for a lifestyle rarely found on the Peninsula. This waterfront attached single-family home offers a front-row experience to water skiing, kayaking, and paddleboarding, right from your own private dock. The single-level design is bright and inviting looking out to the water from almost every room and connecting to a large deck with stairs down to boat launch. Beautifully maintained and ready to enjoy, this home has a new primary suite bath, all new plumbing, and more. Plus, this well-appointed community has resort-style amenities that include pools, pickleball, a fitness center with sauna, and boat storage area. One of the Peninsulas best-kept secrets, this home offers everyday ease just minutes from shopping, dining, and the Bay Trail.

2 Beds ⋅ 2 Baths ⋅ ML82040406 MLS

Wide-water views and direct access to Mariners Lagoon set the stage for a lifestyle rarely found on the Peninsula. This waterfront attached single-family home offers a front-row experience to water skiing, kayaking, and paddleboarding, right from your own private dock. The single-level design is bright and inviting looking out to the water from almost every room and connecting to a large deck with stairs down to boat launch. Beautifully maintained and ready to enjoy, this home has a new primary suite bath, all new plumbing, and more. Plus, this well-appointed community has resort-style amenities that include pools, pickleball, a fitness center with sauna, and boat storage area. One of the Peninsulas best-kept secrets, this home offers everyday ease just minutes from shopping, dining, and the Bay Trail.

412 Fathom Drive, San Mateo

Listing courtesy of Michael Warren from Compass. 650-315-0224

Selling Office: Arrivva, Inc..

$1,355,000

Charming 3-bedroom, 1-bath single-family home in the heart of San Mateo. Offering approx. 1,000 sq ft of comfortable living space on a 5,000 sq ft lot, this well-kept home blends classic Peninsula character with everyday functionality. The kitchen features warm wood cabinetry, stone-look countertops, stainless steel appliances, a gas range, and a breakfast bar that opens naturally into the dining area creating an easy flow for daily living and casual entertaining. Bright interior spaces, tile flooring, and a practical layout provide a solid foundation for buyers looking to move in, personalize, or invest in a desirable San Mateo location. Conveniently located near shopping, dining, parks, schools, and major commuter routes, this home offers a rare opportunity to own in one of the Peninsulas most accessible and established communities.

3 Beds ⋅ 1 Baths ⋅ ML82050393 MLS

Charming 3-bedroom, 1-bath single-family home in the heart of San Mateo. Offering approx. 1,000 sq ft of comfortable living space on a 5,000 sq ft lot, this well-kept home blends classic Peninsula character with everyday functionality. The kitchen features warm wood cabinetry, stone-look countertops, stainless steel appliances, a gas range, and a breakfast bar that opens naturally into the dining area creating an easy flow for daily living and casual entertaining. Bright interior spaces, tile flooring, and a practical layout provide a solid foundation for buyers looking to move in, personalize, or invest in a desirable San Mateo location. Conveniently located near shopping, dining, parks, schools, and major commuter routes, this home offers a rare opportunity to own in one of the Peninsulas most accessible and established communities.

1825 Dale Avenue, San Mateo

Listing courtesy of Nestor Icaza from eXp Realty of California Inc. 650-551-9899

Selling Office: Compass.

$1,720,000

Nestled in San Mateo's highly sought after Lakeshore neighborhood, this stunning single level home blends modern style, thoughtful upgrades, and an unbeatable location directly across from Lakeshore Park, with immediate access to scenic walking and biking trails. Beautifully renovated in 2023 and further enhanced by the current owners since then, this move-in ready residence offers the ideal balance of comfort, functionality, and indoor-outdoor California living. At the heart of the home is a spacious open concept kitchen and great room designed for effortless everyday living and entertaining. Wide-plank SPC wood-look flooring, abundant natural light, and modern finishes create a clean and inviting aesthetic throughout. The thoughtfully designed layout includes a primary suite with updated en-suite bathroom, central air conditioning, and a finished garage offering valuable flexibility and storage. Outside, the newer turf landscaping and patio create a low maintenance backyard retreat perfect for relaxing or hosting guests. Ideally located near parks, shopping, dining, commuter routes, and top local amenities, this exceptional home offers turnkey living in one of San Mateo's most desirable neighborhoods.

3 Beds ⋅ 2 Baths ⋅ ML82048798 MLS

Nestled in San Mateo's highly sought after Lakeshore neighborhood, this stunning single level home blends modern style, thoughtful upgrades, and an unbeatable location directly across from Lakeshore Park, with immediate access to scenic walking and biking trails. Beautifully renovated in 2023 and further enhanced by the current owners since then, this move-in ready residence offers the ideal balance of comfort, functionality, and indoor-outdoor California living. At the heart of the home is a spacious open concept kitchen and great room designed for effortless everyday living and entertaining. Wide-plank SPC wood-look flooring, abundant natural light, and modern finishes create a clean and inviting aesthetic throughout. The thoughtfully designed layout includes a primary suite with updated en-suite bathroom, central air conditioning, and a finished garage offering valuable flexibility and storage. Outside, the newer turf landscaping and patio create a low maintenance backyard retreat perfect for relaxing or hosting guests. Ideally located near parks, shopping, dining, commuter routes, and top local amenities, this exceptional home offers turnkey living in one of San Mateo's most desirable neighborhoods.

2608 S Norfolk Street, San Mateo

Listing courtesy of Carly Seiff from Compass. 650-862-1884

Selling Office: Compass.

$2,580,000

Welcome to 3028 Greenoak Court, a beautifully maintained single family home on a quiet culdesac in San Mateo's desirable Laurelwood neighborhood, offering comfort and convenience just minutes from premier shopping, dining, and outdoor recreation. This 2,290 sq ft residence on a 8,573 sq ft lot features three bedrooms, two full bathrooms, and a bonus office/den - primary suite and two bedrooms are located on the main floor. The home includes three fireplaces located in the living room, family room, and office/den - adding warmth and character throughout, along with the convenience of a separate laundry room. The updated kitchen offers white granite countertops, a ceramic hexagon mosaic tile backsplash, and a ceramic electric cooktop stove/oven and refrigerator, opening to a combined family/dining area for a functional and inviting layout. Luxury vinyl plank flooring runs throughout, and the formal living room showcases a grand picturesque view of Laurelwood and Sugarloaf hills. A spacious private backyard and attached two car garage complete the home. Its prime location offers quick, convenient connectivity to Highways 92, 280, and 101, delivering the ideal blend of suburban tranquility and urban accessibility in one of San Mateo's most desirable hillside communities.

3 Beds ⋅ 2 Baths ⋅ ML82048926 MLS

Welcome to 3028 Greenoak Court, a beautifully maintained single family home on a quiet culdesac in San Mateo's desirable Laurelwood neighborhood, offering comfort and convenience just minutes from premier shopping, dining, and outdoor recreation. This 2,290 sq ft residence on a 8,573 sq ft lot features three bedrooms, two full bathrooms, and a bonus office/den - primary suite and two bedrooms are located on the main floor. The home includes three fireplaces located in the living room, family room, and office/den - adding warmth and character throughout, along with the convenience of a separate laundry room. The updated kitchen offers white granite countertops, a ceramic hexagon mosaic tile backsplash, and a ceramic electric cooktop stove/oven and refrigerator, opening to a combined family/dining area for a functional and inviting layout. Luxury vinyl plank flooring runs throughout, and the formal living room showcases a grand picturesque view of Laurelwood and Sugarloaf hills. A spacious private backyard and attached two car garage complete the home. Its prime location offers quick, convenient connectivity to Highways 92, 280, and 101, delivering the ideal blend of suburban tranquility and urban accessibility in one of San Mateo's most desirable hillside communities.

3028 Greenoak Court, San Mateo

Listing courtesy of Tony Tseng from Coldwell Banker Realty. 650-906-5709

Selling Office: Coldwell Banker Realty.

$2,500,000

Nestled in the coveted Highlands neighborhood, this cherished Eichler offers a rare opportunity to own a true piece of mid-century modern history. Lovingly enjoyed by the same family for decades & originally selected as one of the neighborhood's model homes, this home embodies the timeless appeal of Eichler design paired with the warmth of true community living. Ideally positioned on a flat lot, this open concept single-story residence is filled with natural light, skylights, & seamless indoor outdoor flow. The spacious kitchen features ample cabinetry, built in storage, stainless steel appliances including a gas range, eat up bar, & opens beautifully into the main living space. Custom built-ins & a media cabinet add both style & functionality. Walls of glass connect the indoors to a lush backyard opening to serene open space and a private front courtyard, creating the quintessential California lifestyle Eichler enthusiasts adore. The flexible floor plan offers 4 bedrooms plus a bonus room or walk-in closet off the primary suite. Enjoy the home's timeless character as is or personalize it over time. Moments from Crystal Springs Village, the Highlands Recreation Center, top commuter routes including 280, 92, and 101, and beloved neighborhood traditions.

4 Beds ⋅ 2 Baths ⋅ ML82048838 MLS

Nestled in the coveted Highlands neighborhood, this cherished Eichler offers a rare opportunity to own a true piece of mid-century modern history. Lovingly enjoyed by the same family for decades & originally selected as one of the neighborhood's model homes, this home embodies the timeless appeal of Eichler design paired with the warmth of true community living. Ideally positioned on a flat lot, this open concept single-story residence is filled with natural light, skylights, & seamless indoor outdoor flow. The spacious kitchen features ample cabinetry, built in storage, stainless steel appliances including a gas range, eat up bar, & opens beautifully into the main living space. Custom built-ins & a media cabinet add both style & functionality. Walls of glass connect the indoors to a lush backyard opening to serene open space and a private front courtyard, creating the quintessential California lifestyle Eichler enthusiasts adore. The flexible floor plan offers 4 bedrooms plus a bonus room or walk-in closet off the primary suite. Enjoy the home's timeless character as is or personalize it over time. Moments from Crystal Springs Village, the Highlands Recreation Center, top commuter routes including 280, 92, and 101, and beloved neighborhood traditions.

2203 Allegheny Way, San Mateo

Listing courtesy of Lana Morin from Intero Real Estate Services. 650-207-5229

Selling Office: Compass.

$899,950

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

2 Beds ⋅ 2 Baths ⋅ ML82047906 MLS

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

212 Eaton Road Unit #22, San Mateo

Listing courtesy of Kristen Constantino from Realty World-S.J.R.-Constantino Team. 408-489-7653

Selling Office: Intero Real Estate Services.

$5,650,000

Price reduced 4/29/2026. Crystal Springs Apartments is a generational multifamily asset, held by the same family for decades after establishing deep roots in San Mateo County more than 90 years ago. Constructed in 1978 by the developer of the adjacent Crystal Springs Village Shopping Center, the property reflects a level of care, intention, and permanence that is increasingly rare. Both in construction and interior character, the residences offer an experience more akin to a single-family home than a conventional rental property. It is 10-units consisting of (2) 2 bed / 2.5-bath townhouses, (5) 2 bed / 2 bath, and (3) 1 bed / 1 bath units. The property is two separate buildings located in a primarily single family residential neighborhood. It is situated on two separate parcels (041-203-010 and 041-203-020) that combine for ~0.35 acres of land. Residents enjoy amenities such as enclosed garage and covered parking, vaulted ceilings in second floor units, fireplace in each unit, and balconies and/or patios. The property's Peninsula location is near the midpoint of San Francisco and the Silicon Valley allowing for easy access to all major Bay Area employment centers. The neighboring multifamily property at 2005 Parrott Dr sold for $769,533 per unit on 2/20/2026.

ML82036937 MLS

Price reduced 4/29/2026. Crystal Springs Apartments is a generational multifamily asset, held by the same family for decades after establishing deep roots in San Mateo County more than 90 years ago. Constructed in 1978 by the developer of the adjacent Crystal Springs Village Shopping Center, the property reflects a level of care, intention, and permanence that is increasingly rare. Both in construction and interior character, the residences offer an experience more akin to a single-family home than a conventional rental property. It is 10-units consisting of (2) 2 bed / 2.5-bath townhouses, (5) 2 bed / 2 bath, and (3) 1 bed / 1 bath units. The property is two separate buildings located in a primarily single family residential neighborhood. It is situated on two separate parcels (041-203-010 and 041-203-020) that combine for ~0.35 acres of land. Residents enjoy amenities such as enclosed garage and covered parking, vaulted ceilings in second floor units, fireplace in each unit, and balconies and/or patios. The property's Peninsula location is near the midpoint of San Francisco and the Silicon Valley allowing for easy access to all major Bay Area employment centers. The neighboring multifamily property at 2005 Parrott Dr sold for $769,533 per unit on 2/20/2026.

2001-2003 Parrott Drive, San Mateo

Listing courtesy of Carlos Azucena from Marcus & Millichap. 408-205-2679

Selling Office: Marcus & Millichap.

$2,737,000

Located in desirable San Mateo Village, this exceptional home has been thoughtfully expanded and extensively renovated to showcase modern design and luxury living. The open-concept floor plan is centered around a striking contemporary fireplace and seamlessly connects the living room, dining area, kitchen, and family room, filled with abundant natural light. The living room features a premium 5.2.2 Dolby Atmos surround sound system, ideal for entertaining and everyday enjoyment. The beautifully appointed kitchen offers custom cabinetry, designer finishes, a pot filler, built-in microwave, and a spacious island with additional storage. The primary suite features a tray ceiling, walk-in closet with built-ins, and a spa-inspired bath with Hansgrohe fixtures, custom vanities, and built-in cabinetry. Smart home upgrades include app and voice-controlled lighting, Ubiquiti security cameras, in wall/ceiling Wi-Fi access points, and a G4 doorbell integrated within the UniFi ecosystem. A detached shed provides flexible space for a home office, gym, or studio. The landscaped backyard features artificial turf and a pebble-rock play area, while the front yard offers natural grass. Conveniently located near Bay Meadows, restaurants, Hillsdale Shopping Center, Caltrain, and Highway 101.

3 Beds ⋅ 2 Baths ⋅ ML82051525 MLS

Located in desirable San Mateo Village, this exceptional home has been thoughtfully expanded and extensively renovated to showcase modern design and luxury living. The open-concept floor plan is centered around a striking contemporary fireplace and seamlessly connects the living room, dining area, kitchen, and family room, filled with abundant natural light. The living room features a premium 5.2.2 Dolby Atmos surround sound system, ideal for entertaining and everyday enjoyment. The beautifully appointed kitchen offers custom cabinetry, designer finishes, a pot filler, built-in microwave, and a spacious island with additional storage. The primary suite features a tray ceiling, walk-in closet with built-ins, and a spa-inspired bath with Hansgrohe fixtures, custom vanities, and built-in cabinetry. Smart home upgrades include app and voice-controlled lighting, Ubiquiti security cameras, in wall/ceiling Wi-Fi access points, and a G4 doorbell integrated within the UniFi ecosystem. A detached shed provides flexible space for a home office, gym, or studio. The landscaped backyard features artificial turf and a pebble-rock play area, while the front yard offers natural grass. Conveniently located near Bay Meadows, restaurants, Hillsdale Shopping Center, Caltrain, and Highway 101.

174 Mclellan Avenue, San Mateo

Listing courtesy of Mike Danao from eXp Realty of California Inc. 650-274-8890

Selling Office: Compass.

$850,000

Welcome to 605 Highland Avenue, a top-floor 2-bedroom, 2-bathroom condominium offering approximately 1,077 square feet of well-designed living space. Set within a quiet, well-maintained community in San Mateo, just moments from downtown Burlingame, this residence blends comfort, functionality, and convenience. The condominium features a spacious, light-filled living room, a dedicated dining area ideal for entertaining, and an updated kitchen with modern finishes. Hardwood floors run throughout, creating a warm and cohesive feel. The layout includes generously sized bedrooms, including a comfortable primary suite, along with a private deck for outdoor enjoyment. A rare offering, the property also includes an attached two-car garage. The HOA allows for the future installation of an in-unit washer and dryer, adding additional convenience and long-term value. The community has also completed the SB326 requirements, with new siding and updated decking already completed. Ideally located near shops, dining, transportation, and commuter routes, this condominium offers an exceptional blend of lifestyle, location, and everyday livability.

2 Beds ⋅ 2 Baths ⋅ ML82048268 MLS

Welcome to 605 Highland Avenue, a top-floor 2-bedroom, 2-bathroom condominium offering approximately 1,077 square feet of well-designed living space. Set within a quiet, well-maintained community in San Mateo, just moments from downtown Burlingame, this residence blends comfort, functionality, and convenience. The condominium features a spacious, light-filled living room, a dedicated dining area ideal for entertaining, and an updated kitchen with modern finishes. Hardwood floors run throughout, creating a warm and cohesive feel. The layout includes generously sized bedrooms, including a comfortable primary suite, along with a private deck for outdoor enjoyment. A rare offering, the property also includes an attached two-car garage. The HOA allows for the future installation of an in-unit washer and dryer, adding additional convenience and long-term value. The community has also completed the SB326 requirements, with new siding and updated decking already completed. Ideally located near shops, dining, transportation, and commuter routes, this condominium offers an exceptional blend of lifestyle, location, and everyday livability.

605 Highland Avenue Unit #7, San Mateo

Listing courtesy of Emma Elfving from Compass. 650-773-5115

Selling Office: Kinetic Real Estate.

$2,700,000

Iconic Mid-Century Modern home in the highly sought-after San Mateo Highlands, thoughtfully remodeled to enhance its signature design. Walls of glass and skylights flood the home with natural light, creating a seamless indoor-outdoor living experience. The open-concept kitchen, dining, and living areas serve as the heart of the home, framed by floor-to-ceiling windows and new sliding glass doors that open effortlessly to the surrounding outdoor spaces. The spacious primary bedroom offers a peaceful retreat with a large walk-in closet, spa-inspired bath, and direct access to the backyard. Three additional bedrooms are generously sized and filled with natural light. Outdoor living is equally inviting, featuring a private interior courtyard ideal for al fresco dining and a spacious patio overlooking serene, tree-lined grounds designed for both relaxing and entertaining. Ideally located within walking distance to Highlands Elementary and close to the Highlands Recreation Center with pool, tennis courts, playground, daycare, and after-school programs. Convenient access to Highways 280 and 92 allows for an easy commute to both San Francisco and Silicon Valley.

4 Beds ⋅ 2 Baths ⋅ ML82046976 MLS

Iconic Mid-Century Modern home in the highly sought-after San Mateo Highlands, thoughtfully remodeled to enhance its signature design. Walls of glass and skylights flood the home with natural light, creating a seamless indoor-outdoor living experience. The open-concept kitchen, dining, and living areas serve as the heart of the home, framed by floor-to-ceiling windows and new sliding glass doors that open effortlessly to the surrounding outdoor spaces. The spacious primary bedroom offers a peaceful retreat with a large walk-in closet, spa-inspired bath, and direct access to the backyard. Three additional bedrooms are generously sized and filled with natural light. Outdoor living is equally inviting, featuring a private interior courtyard ideal for al fresco dining and a spacious patio overlooking serene, tree-lined grounds designed for both relaxing and entertaining. Ideally located within walking distance to Highlands Elementary and close to the Highlands Recreation Center with pool, tennis courts, playground, daycare, and after-school programs. Convenient access to Highways 280 and 92 allows for an easy commute to both San Francisco and Silicon Valley.

2236 Bunker Hill Drive, San Mateo

Listing courtesy of Hope Pilch from HP Properties. 650-619-4732

Selling Office: Compass.

$975,000

Beautiful waterfront home in the sought-after Mariners Island community, known for its peaceful setting and resort-style living. Spacious living room with fireplace and serene lagoon views, with sliding doors leading to a private deck perfect for relaxing or entertaining while enjoying stunning water views. Enjoy boating on the lagoon right from your community. Potential to add a second bedroom (buyer to verify with City). HOA amenities include pool, spa, gym, and clubhouse, all for a low $195 HOA fee. Conveniently located near Bridgepointe Shopping Center, Mariners Point Golf Center, Bay Trail, dining, and with easy access to Hwy 92, 101, SFO, and CalTran.

1 Beds ⋅ 2 Baths ⋅ ML82043506 MLS

Beautiful waterfront home in the sought-after Mariners Island community, known for its peaceful setting and resort-style living. Spacious living room with fireplace and serene lagoon views, with sliding doors leading to a private deck perfect for relaxing or entertaining while enjoying stunning water views. Enjoy boating on the lagoon right from your community. Potential to add a second bedroom (buyer to verify with City). HOA amenities include pool, spa, gym, and clubhouse, all for a low $195 HOA fee. Conveniently located near Bridgepointe Shopping Center, Mariners Point Golf Center, Bay Trail, dining, and with easy access to Hwy 92, 101, SFO, and CalTran.

508 Fathom Drive, San Mateo

Listing courtesy of George L Cusing from Real Estate Source, Inc.. 650-576-8868

Selling Office: KW Advisors.

$1,400,000

This exceptional residence offers the rare combination of style, comfort, and an unbeatable central San Mateo location. Bathed in natural light throughout the day, the home features soaring vaulted ceilings, multiple skylights, expansive open-concept floor plan designed for both everyday living and effortless entertaining. The remodeled kitchen has abundant cabinetry, generous counter space, GE induction cooktop, stainless appliances, eat-in kitchen nook. Inviting living room is anchored by a beautifully tiled fireplace, creating a warm, sophisticated gathering space. Comfort is enhanced with the rare benefit of central AC, while having your own washer and dryer is a great everyday perk. The oversized primary suite serves as a private retreat, complete with a spa-inspired remodeled bath featuring a luxurious soaking tub, and large walk-in shower. There's storage galore, window shutters & vinyl wood floors. Assigned parking + opportunity for 2nd space thru the HOA. Located in heart of San Mateo! Great walk score; to vibrant downtown shops, parks, popular B Street Coffee/Ramen Houses. How about a Swim or use the Hot Tub after a long day? Whether commuting to Silicon Valley or SF, by Caltrain or car, this home offers superior convenience, modern amenities, and urban accessibility!

2 Beds ⋅ 2 Baths ⋅ ML82051671 MLS

This exceptional residence offers the rare combination of style, comfort, and an unbeatable central San Mateo location. Bathed in natural light throughout the day, the home features soaring vaulted ceilings, multiple skylights, expansive open-concept floor plan designed for both everyday living and effortless entertaining. The remodeled kitchen has abundant cabinetry, generous counter space, GE induction cooktop, stainless appliances, eat-in kitchen nook. Inviting living room is anchored by a beautifully tiled fireplace, creating a warm, sophisticated gathering space. Comfort is enhanced with the rare benefit of central AC, while having your own washer and dryer is a great everyday perk. The oversized primary suite serves as a private retreat, complete with a spa-inspired remodeled bath featuring a luxurious soaking tub, and large walk-in shower. There's storage galore, window shutters & vinyl wood floors. Assigned parking + opportunity for 2nd space thru the HOA. Located in heart of San Mateo! Great walk score; to vibrant downtown shops, parks, popular B Street Coffee/Ramen Houses. How about a Swim or use the Hot Tub after a long day? Whether commuting to Silicon Valley or SF, by Caltrain or car, this home offers superior convenience, modern amenities, and urban accessibility!

11 Hayward Avenue Unit #3002, San Mateo

Listing courtesy of from KW Advisors. 650-619-2790

Selling Office: Whearley & Co. Real Estate.

$3,625,000

OFFERS DUE FRIDAY(12th) BY 12NOON Some homes check the boxes. Others create the lifestyle you've been searching for. Tucked into one of San Mateo's most sought-after neighborhoods, 228 Harvard Road offers the best of Peninsula living, where peaceful mornings, outdoor adventure, and vibrant city life come together. This charming Dutch Colonial-style home features timeless architecture, storybook curb appeal, warm hardwood floors, and inviting living spaces filled with character. Thoughtfully refreshed and move-in ready, the home offers 3 bedrooms and 2 bathrooms with the flexibility to gather, work, entertain, and relax. Enjoy easy access to nearby Sawyer Camp Trail for hiking, biking, and outdoor recreation, while Downtown San Mateo's renowned restaurants, shopping, and entertainment are just minutes away. The private backyard provides a peaceful retreat with established trees and beautiful landscaping, creating the perfect setting for relaxing or gathering with family and friends. Located in a highly sought-after neighborhood near highly regarded schools, this home offers a rare opportunity to enjoy the charm, convenience, and lifestyle that make San Mateo one of the Peninsula's most desirable communities. Welcome home.

3 Beds ⋅ 2 Baths ⋅ ML82049828 MLS

OFFERS DUE FRIDAY(12th) BY 12NOON Some homes check the boxes. Others create the lifestyle you've been searching for. Tucked into one of San Mateo's most sought-after neighborhoods, 228 Harvard Road offers the best of Peninsula living, where peaceful mornings, outdoor adventure, and vibrant city life come together. This charming Dutch Colonial-style home features timeless architecture, storybook curb appeal, warm hardwood floors, and inviting living spaces filled with character. Thoughtfully refreshed and move-in ready, the home offers 3 bedrooms and 2 bathrooms with the flexibility to gather, work, entertain, and relax. Enjoy easy access to nearby Sawyer Camp Trail for hiking, biking, and outdoor recreation, while Downtown San Mateo's renowned restaurants, shopping, and entertainment are just minutes away. The private backyard provides a peaceful retreat with established trees and beautiful landscaping, creating the perfect setting for relaxing or gathering with family and friends. Located in a highly sought-after neighborhood near highly regarded schools, this home offers a rare opportunity to enjoy the charm, convenience, and lifestyle that make San Mateo one of the Peninsula's most desirable communities. Welcome home.

228 Harvard Road, San Mateo

Listing courtesy of Christopher Eckert from KW Advisors. 650-627-3799

Selling Office: KW Advisors.

$1,890,000

Rarely available Centrally Located home in the Heart of San Mateo! Spacious 2-bed, 1 bath with Tons of Potential! Enjoy the Family room with a large fireplace to relax on chilly evenings. Kitchen-dining area surrounded by natural light, warmth, and sunshine. Wonderful opportunity to expand, remodel, and make this into your dream home. Solar Panels, a Large Detached Two-Car Garage, and additional space that could be converted into a detached ADU. Centrally located: Enjoy a walk to Central Park or a multitude of dining options and entertainment in downtown San Mateo. Great schools, close to most amenities, easy access to Hwy 92/101. Don't miss out on this wonderful opportunity!

2 Beds ⋅ 1 Baths ⋅ ML82051446 MLS

Rarely available Centrally Located home in the Heart of San Mateo! Spacious 2-bed, 1 bath with Tons of Potential! Enjoy the Family room with a large fireplace to relax on chilly evenings. Kitchen-dining area surrounded by natural light, warmth, and sunshine. Wonderful opportunity to expand, remodel, and make this into your dream home. Solar Panels, a Large Detached Two-Car Garage, and additional space that could be converted into a detached ADU. Centrally located: Enjoy a walk to Central Park or a multitude of dining options and entertainment in downtown San Mateo. Great schools, close to most amenities, easy access to Hwy 92/101. Don't miss out on this wonderful opportunity!

320 Hobart Avenue, San Mateo

Listing courtesy of Luis Ocon from eXp Realty of California Inc. 650-520-6226

Selling Office: Compass.

$1,350,000

OFFERS DUE MONDAY(22ND) BY 12NOON Some homes offer square footage. Others offer a lifestyle. Perched on the top floor and surrounded by towering redwood trees, this beautifully refreshed residence offers a rare blend of privacy, natural beauty, and convenience in the heart of San Mateo. Soaring vaulted ceilings, abundant natural light, and multiple private patios create an open, airy atmosphere that feels both welcoming and serene. Designed for comfortable everyday living, the spacious floor plan features generous storage, a cozy fireplace, an inviting kitchen with ample counter space, and seamless indoor-outdoor living with patios off the living room, kitchen, and primary suite. The primary retreat offers a walk-in closet and private patio, creating the perfect place to start and end each day. Adjacent to Central Park, and Just moments from vibrant downtown San Mateo, shopping, dining, and commuter routes, this move-in ready home offers the opportunity to spend less time maintaining and more time enjoying everything the Peninsula lifestyle has to offer.

2 Beds ⋅ 2 Baths ⋅ ML82050938 MLS

OFFERS DUE MONDAY(22ND) BY 12NOON Some homes offer square footage. Others offer a lifestyle. Perched on the top floor and surrounded by towering redwood trees, this beautifully refreshed residence offers a rare blend of privacy, natural beauty, and convenience in the heart of San Mateo. Soaring vaulted ceilings, abundant natural light, and multiple private patios create an open, airy atmosphere that feels both welcoming and serene. Designed for comfortable everyday living, the spacious floor plan features generous storage, a cozy fireplace, an inviting kitchen with ample counter space, and seamless indoor-outdoor living with patios off the living room, kitchen, and primary suite. The primary retreat offers a walk-in closet and private patio, creating the perfect place to start and end each day. Adjacent to Central Park, and Just moments from vibrant downtown San Mateo, shopping, dining, and commuter routes, this move-in ready home offers the opportunity to spend less time maintaining and more time enjoying everything the Peninsula lifestyle has to offer.

35 9th Avenue Unit #11, San Mateo

Listing courtesy of Christopher Eckert from KW Advisors. 650-627-3799

Selling Office: Vanguard Properties.

$1,575,000

Top-Rated San Mateo Schools - Parkside Montessori K-8 School. Awesome single-level home offers generous living spaces, thoughtful updates, and a comfortable setting for today's lifestyle. Light-filled floor plan provides a natural balance of open gathering spaces, flexibility to accommodate hybrid work, guests, or evolving household needs. Updated kitchen equipped with stainless steel appliances, gas cooktop + a built-in oven, opening seamlessly to the main living areas and creating an ideal setting for both everyday living & entertaining. An adjacent dining area overlooks the spacious living room with a fireplace, while updated bathrooms add a refined touch throughout the home. The primary suite features an updated bath & a 2-car garage provides valuable storage & versatility. Fresh paint, hardwood floors, and new carpet complete the move-in-ready appeal. Situated on a generous lot, the landscaped backyard extends the living experience outdoors, offering space for dining, entertaining, gardening, play, or simply relaxing at the end of the day. Short stroll to Lakeshore Park & nearby waterfront recreation, parks & trails, the home also enjoys convenient access to shopping, dining, transportation options, and many of the Peninsula's leading technology employers.

3 Beds ⋅ 2 Baths ⋅ ML82049766 MLS

Top-Rated San Mateo Schools - Parkside Montessori K-8 School. Awesome single-level home offers generous living spaces, thoughtful updates, and a comfortable setting for today's lifestyle. Light-filled floor plan provides a natural balance of open gathering spaces, flexibility to accommodate hybrid work, guests, or evolving household needs. Updated kitchen equipped with stainless steel appliances, gas cooktop + a built-in oven, opening seamlessly to the main living areas and creating an ideal setting for both everyday living & entertaining. An adjacent dining area overlooks the spacious living room with a fireplace, while updated bathrooms add a refined touch throughout the home. The primary suite features an updated bath & a 2-car garage provides valuable storage & versatility. Fresh paint, hardwood floors, and new carpet complete the move-in-ready appeal. Situated on a generous lot, the landscaped backyard extends the living experience outdoors, offering space for dining, entertaining, gardening, play, or simply relaxing at the end of the day. Short stroll to Lakeshore Park & nearby waterfront recreation, parks & trails, the home also enjoys convenient access to shopping, dining, transportation options, and many of the Peninsula's leading technology employers.

1358 Claudia Avenue, San Mateo

Listing courtesy of Laura Bertolacci from Christie's International Real Estate Sereno. 650-575-3822

Selling Office: Signature Realty & Mortgage.

$477,500

Must see this updated one bedroom, one bathroom condo in the heart of Woodlake. Updates include newer kitchen cabinets, counters, and appliances, as well as bathroom tile and fixtures. Unique patio with sunny South facing views. Fantastic opportunity in a great neighborhood!

1 Beds ⋅ 1 Baths ⋅ ML82032969 MLS

Must see this updated one bedroom, one bathroom condo in the heart of Woodlake. Updates include newer kitchen cabinets, counters, and appliances, as well as bathroom tile and fixtures. Unique patio with sunny South facing views. Fantastic opportunity in a great neighborhood!

800 N Delaware Street Unit #303, San Mateo

Listing courtesy of Devi Khanna from Devi Khanna, Broker. 650-814-9666

Selling Office: Redfin.

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