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CRMLSEXP Realty
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BuyRentSellAbout
    1. Home
    2. /Neighborhoods
    3. /San Mateo
    4. /Hillsdale
    Hillsdale neighborhood in San Mateo, California – real estate
    San Mateo NeighborhoodsSan Mateo, CA

    Live in Hillsdale

    Diverse neighborhood surrounding shopping center with mix of housing types from condos to single-family homes. Good schools, transit access, and more affordable Peninsula entry point.

    Connect with a San Mateo Expert

    By submitting this form, you agree to our privacy policy. We respect your privacy and will never share your information with third parties.

    Trusted partner for Hillsdale & San Mateo Real Estate
    ★★★★☆ 4.9/5 • Top Rated Local Agents

    Homes for Sale in San Mateo

    Showing San Mateo listings — no Hillsdale-specific listings found yet

    View all San Mateo listings
    For Sale
    Residential for sale at 240 N Humboldt Street, San Mateo CA featuring 2 beds and 1 bath
    Residential

    240 N Humboldt Street

    San Mateo
    $1,180,000.00
    listing price
    Built 1945
    Experience an ideal floor plan in this bright and inviting home located in the Bowie Estate/North Central neighborhood of San Mateo. Bathed in recessed lighting and featuring hardwood floors throughout, including the kitchen and bathroom, this residence is a perfect blend of classic and modern conveniences . The two bedroom and 1 bathroom move-in ready home includes many desirable features. Upon entry, the inviting living room warmed by a wood burning fireplace opens to the dining room and hallway to the bedrooms. The central dining room leads to the updated kitchen and access to the backyard for easy indoor and outdoor entertaining. Stainless steel appliances and a double farmhouse sink grace the chefs kitchen. The landscaped private backyard includes a flexible room, not included in the 970 sf county record, which could serve as a home office, yoga sanctuary, or art studio. Raised vegetable and herb beds in the front yard enhance your culinary creations. The neighborhood is close to Downtown San Mateo, Coyote Point Recreation Area, Poplar Creek Golf Course, Martin Luther King Jr. Community Center, Central Park, shopping, dining, and schools. This location provides a seamless commute to SF and Silicon Valley and public transportation. Welcome home!
    2 beds
    1 bath
    970 sqft
    View Details
    Schedule a Tour
    For Sale
    Residential for sale at 111 9th Avenue 105, San Mateo CA featuring 3 beds and 3 baths
    Residential

    111 9th Avenue 105

    San Mateo
    $1,200,000.00
    listing price
    Built 1979
    HOA $749.0/mo
    Live where the park is your neighbor and downtown is your playground. First-floor, single-level corner unit sits directly beside Central Park in a boutique villa-style community with 18 units offering privacy, space, and walkable convenience all in one. Light-filled and beautifully updated, this 3-bed, 2.5-bath offers 1,620 sqft of living with 3 balconies. The dine-in kitchen is designed for everyday enjoyment, featuring a center island with pendant lighting and seating on each end, quartz countertops, stainless steel appliances, a walk-in pantry, abundant cabinetry with roll-up tambour doors, and under-cabinet lighting. Relax in the inviting living area anchored by a stylish fireplace with a dark chocolate modern cap-shelf mantel. En suite with its own balcony, new dual vanity and mirror, updated lighting, and walk-in organized closet. Additional highlights include new carpet and baseboards in bedrooms, mirrored closet doors, updated bathrooms with quartz counters and glass shower/tub enclosure, new overhead lighting on dimmers, new interior paint and in-unit washer/dryer. Enjoy 2 side-by-side parking spaces, an 82-sq-ft private storage room, and a charming courtyard with lemon trees. Steps from downtown with dining, shopping, fitness and Caltrain. You will love being home.
    3 beds
    3 baths
    1,620 sqft
    View Details
    Schedule a Tour
    For Sale
    Residential for sale at 4030 Bayview Avenue, San Mateo CA featuring 3 beds and 2 baths
    Residential

    4030 Bayview Avenue

    San Mateo
    $2,048,000.00
    listing price
    Built 1940
    Enjoy sweeping views of the San Mateo Bridge, San Francisco skyline, Mt. Diablo, and the East Bay Hills from this beautifully updated home. The spacious living room features hardwood floors, recessed lighting, expansive windows, and a gas-burning fireplace with rustic wood mantel. An open dining area flows into the remodeled kitchen with quartz countertops, peninsula seating, and high-end appliances. Sliding glass door leads to multiple outdoor entertaining spaces, perfect for enjoying sunsets and seasonal fireworks. Set on a 5,110 sq ft lot, the home offers patios, a pergola, deck wired for a hot tub, lawn area, and lemon tree. Ideally located near Hillsdale Shopping Center, parks, and transportation, offering close proximity to everyday conveniences.
    3 beds
    2 baths
    1,820 sqft
    View Details
    Schedule a Tour
    For Sale
    Residential for sale at 425 Anchor Road 317, San Mateo CA featuring 3 beds and 2 baths
    Residential

    425 Anchor Road 317

    San Mateo
    $998,000.00
    listing price
    Built 1980
    HOA $1660.0/mo
    This luxurious penthouse-style home is nestled in San Mateos Mariners Island community. The sprawling 1,900 square foot residence offers 3 bedrooms and 2 refreshed bathrooms with brand new vanities. Youll find the interior adorned with fresh paint, new flooring and plush Berber carpet, while the recently modernized kitchen boasts a beautiful large island and designer finishes throughout. The living experience is elevated by two fireplaces in the primary bedroom and living room, creating a warm ambiance to accompany the golden sunsets that drench this home in warm lighting. This exquisite home is a seamless merger of two units, with breathtaking bay views from every single room. The Mariners Island community offers exclusive access to an outdoor pool, sauna, clubhouse and outdoor BBQ entertainment space. Most notably, this community also provides you with a private beach equipped with a volleyball net, playground and kayaks for resident use. Secure parking and additional storage complete this luxurious offering, a resort you can call home.
    3 beds
    2 baths
    1,900 sqft
    View Details
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    For Sale
    Residential for sale at 436 Turner Terrace, San Mateo CA featuring 4 beds and 3 baths
    Residential

    436 Turner Terrace

    San Mateo
    $1,995,000.00
    listing price
    Built 1912
    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.
    4 beds
    3 baths
    2,993 sqft
    View Details
    Schedule a Tour
    For Sale
    Residential Income for sale at 436 Turner Terrace, San Mateo CA
    Residential Income

    436 Turner Terrace

    San Mateo
    $1,995,000.00
    listing price
    Built 1912
    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.
    2,993 sqft
    View Details
    Schedule a Tour
    For Sale
    Residential for sale at 320 Peninsula Ave 107, San Mateo CA featuring 2 beds and 2 baths
    Residential

    320 Peninsula Ave 107

    San Mateo
    $649,000.00
    listing price
    Built 1987
    HOA $681.0/mo
    Located on the Ground floor with a view of the backyard. Access to the back patio from the living room & from the Master bedroom sliding glass door. All New MILGARD Windows & doors. Lot of natural light. Conveniently located between Downtown Burlingame & San Mateo. Within 2 miles from New Facebook Campus in Burlingame. Peninsula plaza is the perfect place to call home. Securely Gated entry to the building & car parking. . Amenities in the complex include a club room, gym, laundry facility, EV charging stalls, Visitors Parking, 2 elevators & stair access. Secured underground car parking. New Recessed lights in living room,bedrooms, & kitchen. New Shaw carpet in the living room & bedrooms. Masterbedroom with an attached bathroom & spacious walk in closet. Major communter routes include Caltrain stations, Milbrae BART, SFO and highways 101, 280 & 92 are easily accessible. Close proximity to Washington park, Burlingame library, Coyote point, woodlake shopping center, restaurants, retail stores & coffee houses
    2 beds
    2 baths
    930 sqft
    View Details
    Schedule a Tour
    For Sale
    Residential for sale at 413 Franklin Parkway, San Mateo CA featuring 4 beds and 4 baths
    Residential

    413 Franklin Parkway

    San Mateo
    $1,999,000.00
    listing price
    Built 2017
    HOA $484.0/mo
    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
    2,454 sqft
    View Details
    Schedule a Tour
    For Sale
    Residential for sale at 1502 S Delaware Street, San Mateo CA featuring 4 beds and 3 baths
    Residential

    1502 S Delaware Street

    San Mateo
    $1,999,000.00
    listing price
    Built 1946
    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
    2,232 sqft
    View Details
    Schedule a Tour

    Page 21 of 24  ·  209 total listings

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    About Hillsdale

    Diverse neighborhood surrounding shopping center with mix of housing types from condos to single-family homes. Good schools, transit access, and more affordable Peninsula entry point.

    Diverse neighborhood surrounding shopping center with mix of housing types from condos to single-family homes. Good schools, transit access, and more affordable Peninsula entry point.

    Why Hillsdale?

    Nature & Parks
    Hillsdale offers beautifully maintained green spaces, parks, and a peaceful suburban atmosphere.
    Vibrant Community
    A welcoming mix of families, professionals, and long-time residents gives Hillsdale its distinctive character.
    Dining & Amenities
    Hillsdale boasts a curated selection of restaurants, cafés, boutiques, and everyday conveniences.
    Top-Rated Schools
    Highly regarded schools make Hillsdale a preferred destination for families planning for the future.

    Schools & Education

    Hillsdale is served by highly regarded schools within the San Mateo Unified School District, making it a popular choice for families. Many campuses nearby have earned recognition as California Distinguished Schools, offering strong academic programs alongside arts, athletics, and community activities.

    For higher education, residents benefit from proximity to world-class universities and community colleges throughout the greater San Mateo region, supporting lifelong learning and a highly educated local workforce.

    Neighborhood Highlights

    Community Type
    San Mateo Neighborhoods
    City
    San Mateo
    Median Home Price
    $1600k

    Lifestyle & Amenities in Hillsdale

    Hillsdale offers residents an exceptional Southern California lifestyle with a carefully curated mix of dining, shopping, parks, and recreational opportunities. From boutique cafés and farm-to-table restaurants to weekend farmers markets and scenic trails, daily life here combines comfort and character in equal measure.

    Whether you're exploring the local arts scene, catching a sunset at a nearby beach, or simply enjoying the mild year-round climate, Hillsdale delivers the kind of neighborhood experience that keeps residents committed for the long term. Its walkable streets, community events, and distinctive identity make it one of San Mateo's most sought-after places to call home.

    Investment Insights for Hillsdale

    Market Growth

    Hillsdale has shown consistent property value appreciation driven by strong demand and limited inventory.

    +5.2%avg. annual growth

    Rental Demand

    Strong rental market with high occupancy rates and competitive yields for investors in Hillsdale.

    96%avg. occupancy rate

    Economic Outlook

    Diverse local economy with growing job opportunities in tech, healthcare, and professional services.

    Strongjob market growth

    Investment Disclaimer: Past performance does not guarantee future results. Real estate values can fluctuate. Consult with financial advisors before making investment decisions.

    Buyer's Guide: Buying a Home in Hillsdale

    Purchasing in Hillsdale requires understanding the local market, financing options, and neighborhood dynamics. Our experienced agents provide end-to-end guidance — from your first visit to closing day.

    1

    Get Pre-Approved

    Understand your budget and financing options before you start looking.

    2

    Work with a Local Expert

    Our agents know Hillsdale and San Mateo and can help you find the right fit.

    3

    Schedule Property Tours

    View homes in person to get a true feel for the property and the streets of Hillsdale.

    4

    Make an Informed Offer

    We'll analyze comparable Hillsdale sales and market conditions so you can bid with confidence.

    Get Expert Buyer Guidance

    Year-Round California Weather

    ☀️

    Average Temp

    72°F

    Perfect year-round climate

    🌤️

    Sunny Days

    260+

    Days of sunshine annually

    🌊

    Ocean Breeze

    Coastal

    Mild ocean climate

    🌡️

    Mild Winters

    55–65°F

    Comfortable winter temps

    Transportation & Connectivity

    Public Transit

    Hillsdale residents enjoy easy access to San Mateo's transit network where available, including local bus service, regional rail, and nearby commuter corridors that connect the neighborhood to surrounding communities.

    Major Freeways

    Highway access depends on the exact property location, commute direction, and daily traffic patterns throughout the greater San Mateo region.

    Airport Access

    Airport access from Hillsdale depends on the nearest regional or international airport and typical traffic patterns from this part of San Mateo.

    Downtown San Mateo10–20 min
    Nearest airportVaries
    North County30–50 min

    More San Mateo Neighborhoods

    Continue exploring communities in San Mateo, California

    View all neighborhoods
    Baywood neighborhood in San Mateo, California
    San Mateo Neighborhoods

    Baywood

    San Mateo

    Highly sought-after neighborhood with tree-lined streets, Eichler homes, and mid-century architecture. Excellent schools, parks, and strong community identity. Popular with families seeking classic Peninsula living.

    Explore Baywood
    Park Manor neighborhood in San Mateo, California
    San Mateo Neighborhoods

    Park Manor

    San Mateo

    Premium hillside neighborhood featuring larger estates, Bay views, and proximity to golf course. Quiet, established area with mature landscaping and spacious properties.

    Explore Park Manor
    Aragon neighborhood in San Mateo, California
    San Mateo Neighborhoods

    Aragon

    San Mateo

    Family-oriented neighborhood with traditional homes, excellent schools, and community atmosphere. Well-maintained properties, tree-lined streets, and strong neighborhood association.

    Explore Aragon
    Shoreview neighborhood in San Mateo, California
    San Mateo Neighborhoods

    Shoreview

    San Mateo

    Bayfront neighborhood with water proximity, parks, and views. Mix of housing styles with easy freeway access. More affordable while maintaining San Mateo schools and amenities.

    Explore Shoreview

    Ready to Call Hillsdale Home?

    Our San Mateo experts know this neighborhood inside and out. Let us find your perfect property at the right price.

    Browse ListingsContact an Agent