2,156 properties for sale in Hillsborough town, San Mateo CCD San Mateo County California

Enjoy exceptional indoor-outdoor living in this stunning single-story ranch home in Redwood City. Spanning approx. 3,000 sq ft on a generous 13,000 sq ft lot, this home showcases sweeping Bay Area views, abundant natural light, and a seamless open floorplan with high ceilings and stylish tile floors. Walls of windows connect the main living spaces to the backyard oasis, featuring a pool with waterfalls, spa and baby pool, new putting green, dining patio, and gazebo: all perfectly positioned to capture the views. A gated front yard and quiet cul-de-sac location add privacy and charm. The European-inspired primary suite offers panoramic windows, a spa-like bath with jacuzzi tub, and a unique drop-down ceiling TV. The expansive kitchen boasts dual sinks, a large island, and ample space for entertaining. A versatile pool bath connects to the mud/laundry room with convenient indoor/outdoor access. Additional highlights include a 552 sq ft garage and close proximity to Canada College, Emeral

Very special and well maintained home in a spectacular location! Just blocks from the beach and across the street from Open Space, this home epitomizes elegance, and tranquility. Wonderful views of the open space from the dining room and the upstairs deck. Great hiking is just down the street! Kitchen and dining area has vaulted ceilings and loads of natural light along with the views. The stained glass windows at the top add a special feature to the experience. Living room also has vaulted ceilings and looks on to a landscaped empty lot. The bedrooms are good sized, especially the downstairs one that has been used as an office. It's very large and contains a Murphy bed. The primary bedroom also has vaulted ceilings and a very large walk-in closet. The back yard continues the feeling of beauty and tranquility. A nice grassy area, flowering plants and the delightful spa will be your respite at the end of the day. This property is in zone 3

Great investment! New flooring on 2 of the units. Walking distance to schools, bank, restaurants, church & bus line. Perfect to live in one unit & rent out the other 2 units

Calling all creatives to 64 Crestview Ave! If you've ever dreamed of owning 1,910 sqft of flexible living space with 3 bedrooms and 3 baths plus bonus rooms. You found your perfect match! OK, the house is cool, but the views are the real value! Watch the whales play between the Farralon Islands in Point Reyes with the breathtaking ocean views! This quiet street gives you level living, a spacious yard, large basement, with room to grow and more for you to design both your renovations and remarkable life! This home will need some TLC so be sure to have your 'vision hat' on so you can discover all it can be! Easy access to San Francisco, and all major highways plus the airport. Make sure to put this incredible opportunity at the top of your must see list!

Welcome to 32 Lido Circle, a beautifully light-filled single-level home in the sought-after waterfront community of Redwood Shores. Surrounded by scenic lagoons, bay trails, and lush parks, this home offers a peaceful, resort-inspired lifestyle in the heart of the Peninsula. Designed for comfortable everyday living, the open floor plan features spacious living and family areas, a cozy wood-burning fireplace, and seamless indoor-outdoor flow to a private garden patio ideal for relaxing or entertaining. Perfectly suited for professionals, downsizers, or small households seeking low-maintenance living in a prime Silicon Valley location, the home is just moments from Bay Club Redwood Shores, Nob Hill Foods, major tech employers including Oracle and EA, and convenient access to Highways 101, 92, and 84. Enjoy the rare combination of tranquility, convenience, and top-rated schools all within one of the Peninsula's most desirable communities

Welcome to 416 Upton Street in Redwood City a well-located single-story home offering 3 bedrooms, 2 bathrooms, and approximately 1,450 square feet of living space on a 5,500 square foot lot. Recently refreshed with complete interior paint, updated cabinetry, and fully polished flooring, the foundation repair and installation of two sump pumps are completed, this home is move-in ready. The functional floor plan features defined living and dining areas with a comfortable flow for both everyday living and entertaining. The kitchen offers generous cabinetry and workspace, conveniently positioned near the main living areas. The primary bedroom includes an en-suite bathroom, while two additional bedrooms provide flexibility for guests, a home office, or additional household needs. The spacious backyard provides room for outdoor enjoyment, gardening, or future customization. The detached garage features a built-in workshop area, providing a functional space for projects, hobbies, or extra sto

Where architecture meets the horizon. Situated in the coastal city of Montara, set on 3.5 private acres, this breathtaking custom home showcases exceptional craftsmanship & panoramic views stretching from the Pacific Ocean to the surrounding mountains. A dramatic entry opens to a Brazilian hardwood deck, perfect for taking in sunsets, star-filled skies, and the ever-changing coastal light. Floor-to-ceiling windows fill the home with natural light framing the spectacular scenery from nearly every room. A striking copper arched roof gives the home its distinctive character, while expansive living spaces create a seamless flow for entertaining or relaxing. The finished lower level offers additional living space with full kitchen providing flexibility for visitors, extended family, or work-from-home living. Bordering over 1,000 acres of open space, the property offers direct access to hiking and biking trails. Enjoy ultimate relaxation in the copper infinity-edge hot tub, entertain outdoor

Well maintained, well loved home in a quiet area of Montara. This lovely 4 bedroom, 3 bath home offers loads of natural light and a warm open floor plan. Perfect for entertaining or just spending some quiet time. Several skylights lighten the kitchen living room area and make it even more welcoming. The primary bedroom is on the main floor as well as another bedroom and full bath. Large area under the house can be used for storage or possibly for hobbies. Front yard is landscaped with low maintenance plants. Lots of square footage for the price!

Welcome to this beautifully updated 3-bedroom, 2.5-bath El Granada Highlands home. Offering approximately 1,890 sq ft on a 5,581 sq ft lot, this move-in-ready property features a functional, well-designed layout with generous living spaces. The main living room just off the kitchen showcases vaulted ceilings, recessed lighting, fireplace and direct access to the decks, creating seamless indoor-outdoor flow and capturing peek-a-boo ocean and hillside views. The spacious floor plan provides comfortable separation between living and sleeping areas, offering flexibility for everyday living, dedicated work-from-home space, or hosting guests. The home has been updated with new luxury vinyl plank flooring, and refreshed painting throughout. The kitchen features new cabinetry, quartz countertops, stainless steel appliances. Enjoy serene eucalyptus forest vistas from this elevated Highlands setting. Located just minutes from Pillar Point Harbor, Surfer's Beach, the coastal trail, mountain bikin

Welcome to this Charming Single Level Home. Move-In Ready. Situated on a Corner Lot. Well Maintained, Spacious Single Family Home Offers Open Floor Plan with 4 Good Size Bedrooms / 2 Bathrooms, Spacious Remodeled Kitchen with Appliances. Gleaming Hardwood Floors Throughout. Tile Floors in Bathrooms & Kitchen. Recessed Lighting & Crown Molding in Living/Ding Room & Hallway. Deck Access from Primary Bedroom. Fabulous Large Back Yard with Enormous Possibilities to Expand or even add a Detached Accessory Dwelling Unit. Adu-. Wonderful Opportunity to Own a House in Vibrant Redwood City, Centrally Located just Blocks from Shopping Center, Restaurants, Coffee Shops, Veterinarian Clinic. Great location Near Downtown with Year-Round Community Events, Cal Train Station, Postal Office, Gym, COSTCO, Red Morton Park, YMCA, Schools. Border Line with Atherton. Easy Access to CA-84/Woodside Rd. Fwys. 101 & Interstate 280

Situated on a private lot with a long driveway, this well-maintained duplex offers a rare combination of space, privacy, and flexibility. The property features two distinct residences, each with its own entrance, 1-car garage and private yard. The front unit offers 2 bedrooms and 1 bathroom, while the rear unit features a spacious 4 bedrooms and 2 bathrooms. The residences are filled with abundant natural light, creating bright and inviting living spaces throughout. Designed for privacy and convenience, the units share only a garage wall and each includes its own washer and dryer. Separate outdoor spaces allow residents to enjoy their own private yards, creating a true single-family home feel for both units. With both current leases ending in July, this property offers exceptional flexibility for its next owner. Live in one unit and rent the other, accommodate extended family, or lease both residences to maximize income potential. A rare opportunity to own a versatile duplex in a sough

Perched in Daly City’s Southern Hills this home captures what buyers love most about the area: scenic hillside streets, a strong community feel, and enviable proximity to SF and Peninsula. This home offers views from every room, fully remodeled kitchen and baths, new interior flooring, airy neutral tones, and designer-selected finishes that make every room feel “just right. ” Brand-new stainless steel appliances anchor the refreshed kitchen, adding both style and everyday functionality. Strategically renovated to showcase the home's best features, this home is flooded with natural light in every corner, while the top two floors frame captivating views that evolve throughout the day—fog gently rolling in, city lights beginning to sparkle, and brilliant sunsets dropping behind the cityscape. It’s a stunning view that elevates everything from quiet weeknights to lively weekend gatherings. Just minutes from Westlake and Serramonte shopping centers, diverse dining along Mission Street, and

Set on one of Edgewood Parks most coveted streets, this inviting single-level ranch home blends comfort, flexibility and effortless California living with an easy flow throughout. Thoughtfully expanded and remodeled, it shines with clean lines, abundant natural light and a layout designed to adapt to your lifestyle without overly formal finishes. At the heart of the home, generous living spaces flow with ease, while walls of windows bring the outdoors in. The spacious primary suite is a true retreat with fireplace, walk-in closet and a well-appointed bath featuring dual sinks, jetted tub and separate stall shower. Three additional bedrooms offer room for everyone, complemented by a full bath with dual sinks and crisp white tile plus a convenient half bath. Tucked at the rear, a sprawling family room with kitchenette opens the door to endless possibilities: game nights, guest quarters, creative studio or multi-generational living, complete with an additional half bath. Outside, the low-

Tucked on a quiet cul-de-sac in prime West Menlo Park, this transitional style home on a large, usable lot with a backyard ideal for entertaining or everyday living. A light-filled entry leads into an open, easy-flowing floor plan, with stacking glass doors that connect seamlessly to the outdoors. The chefs kitchen, features Wolf and Sub-Zero appliances, quartz countertops, and both butlers and walk-in pantries. Flexible living spaces include a private ADU with its own living area, bedroom, and full bath, ideal for guests or extended family, along with a dedicated first-floor office, a spacious den, and a main-level laundry room with sink. Upstairs boasts a luxurious grand suite with a walk-in closet and spa-inspired bath with an oversized walk-in shower. Three secondary bedrooms and two full baths complete the second floor. Located near highly ranked schools, close to Sharon Hills Park and Atherton, with easy access to downtown Menlo Park, Stanford University, Stanford Shopping Center

Exceptional Emerald Hills home offering light-filled interiors and seamless indoor-outdoor living. Spanning three levels, the home features formal living and dining rooms, an office/bonus room, chef's kitchen open to the family room, five bedrooms, and four and one-half baths, including a ground-floor en suite bedroom with separate garden entry. The luxurious primary suite includes a fireplace, custom walk-in closet, spa bath, and private terrace overlooking the beautifully landscaped grounds. French doors open to a covered terrace, outdoor kitchen, fire pit, lawns, and garden pathways, creating the perfect setting for entertaining. Conveniently located near downtown Redwood City, Woodside, and top-rated schools, with easy access to both San Francisco and San Jose

Welcome to 91 Waterside Circle, a beautifully updated 4-bedroom, 2.5-bath home in the sought-after Sandpiper Lagoon Community. Blending modern comfort with exceptional indoor-outdoor living, this move-in-ready home features hardwood flooring, a stylishly updated kitchen, refreshed bathrooms. The professionally designed backyard is a true retreat, surrounded by mature greenery created for relaxing and entertaining. Enjoy a fire pit, hot tub, tranquil water feature, multiple seating areas, plus automated lighting and irrigation for added convenience and ambiance. Additional highlights include a Level 2 EV charger and access to Sandpiper Lagoon HOA amenities, including a heated pool, spa, playground, and BBQ area. Ideally located near scenic levee trails, parks, waterways, highly rated schools, and major commuter routes, this home offers the perfect balance of peaceful community living and convenient Peninsula access

Located in one of Redwood Citys most sought after neighborhoods, this custom built 2020 home seamlessly blends thoughtful design with modern functionality. An airy open floor plan filled with natural light creates effortless indoor outdoor flow through expansive windows with automatic shades and glass doors leading to the private heated patio and beautifully landscaped yard perfect for entertaining or relaxing at home. The stunning kitchen is appointed with timeless neutral finishes, striking Macaubas quartzite countertops, and high-end stainless steel appliances, while French doors off the main living area open to a dedicated home office ideal for remote work or creative pursuits. A spacious guest bedroom and full bath on the main level offer flexibility for visitors or multigenerational living. Upstairs, three additional bedrooms include a serene primary suite featuring dual walk-in closets and a spa-inspired bath with Carrara marble, a freestanding soaking tub, elegant lighting, and

First time on the Market in over 50 years! This conveniently located house is a 3-bedroom, 2.5 bath home which offers comfortable living space. A great layout and flow are added with an updated bathroom and kitchen which provides a move in ready home. This home offers great windows for Natural light and a large window and fireplace in living room. The dining area and a spacious kitchen and family room lead to a nice deck and backyard for family and friends to enjoy. The updated bathroom includes both a tub and a stall shower. Lots of storage space and laundry hook ups are conveniently located in the spacious two-car garage. Additional features include a half bath in the garage, work bench and cabinets, attic space with drop down latter. A wonderful neighborhood and location provide a convenience to shopping, transportation, and freeway access

Gorgeous & Exceptional Opportunity! Welcome to this spacious 3-level single-family home in the heart of Portola, offering 3BD/2.5BA/1,999 sqft of living space on a generous 3,000 sqft lot. Designed for flexibility and functionality, the main level features a bright living room, formal dining area, kitchen with breakfast nook, 1BD/1BA, and a laundry room with washer/dryer, plus direct access to a patio deck, perfect for everyday living and entertaining. Upper level offers 2 bedrooms and a half bath, while the lower level (with separate entrance) includes a large family room, additional room, and full bath, ideal for extended family, guests, or potential rental income (rooms permitted). Enjoy a spacious backyard perfect for gardening, urban farming, or outdoor relaxation. Additional highlights include a large 1-car garage with ample storage & recent exterior paint updates. Conveniently located near neighborhood shops and dining along San Bruno Ave & Silver Ave, with easy access to MUNI l

This exceptional duplex presents a rare opportunity for both investors and owner-occupants seeking versatility, comfort, and long-term value. The property features two well-designed units with functional floor plans, generous living spaces, and an abundance of natural light throughout. Each residence offers spacious bedrooms, updated kitchens with ample cabinetry and counter space, and thoughtfully maintained interiors that create a warm and welcoming atmosphere. The exterior showcases attractive curb appeal with mature landscaping, private outdoor areas, and ample parking accommodations for residents and guests. Separate entrances and utility setups provide added convenience and privacy, making the property ideal for multi-generational living, rental income potential, or living in one unit while leasing the other. Conveniently located near vibrant downtown Redwood City, residents can enjoy easy access to popular restaurants, shopping centers, entertainment venues, parks, schools, and

From the moment you step through the front door, you feel the timeless charm of this 1938 residence, constructed by craftsmen who built with pride. Right away, you notice the genius of the floorplan. The room flow strikes you as perfect, ideal for entertaining friends and family, whether dinner party or weekend brunch on your private deck. Already you start to imagine the next celebration you'll host rooms full of laughter, music, and people you love. Yet when its restoration and sanctuary you seek, this home offers a serene refuge from the world outside. Sit in the living room. Envision yourself relaxing by the fireplace, sipping tea, good book in hand on a rainy evening. At the heart of the home, the high-ceilinged, sun-splashed kitchen and its brand-new six-burner gas stove serves as your command central. You prepare meals that nourish and delight using vegetables and herbs grown in the garden right outside your door. And all the while, thanks to the homes layout, you're still conne

An Exceptional Find! Escape from the city without leaving the Peninsula! This home offers warmth and timeless design that todays buyers search for but rarely find. Set in one of the Peninsulas most desirable hillside communities, built in 2009, this home blends classic architecture, surrounded in nature, and everyday ease, minutes from Silicon Valley, vibrant downtowns, and Hwy 280. Tucked beyond a sweeping driveway with a rare three-car garage, the home welcomes you with natural light, high ceilings, and a layout designed for meaningful gatherings and quiet moments. The floor plan features 4 bedrooms, including a main-level junior suite ideal for guests, multigenerational living, or a private office. Formal living and dining rooms add warmth and character, while the chefs kitchen and breakfast nook flow naturally into the spacious family room with surrounding hills and valley views. Upstairs, the primary suite offers a peaceful retreat with a dedicated office space, walk-in closet, an

Welcome to your dream home on Second Avenue— where comfort, style, and convenience come together beautifully. From the moment you arrive, the inviting front yard sets the tone with a charming sun deck perfect for relaxing, entertaining, or soaking in views of the garden and nearby park. Step inside and you’ll immediately appreciate the expansive, open layout designed to accommodate every lifestyle. The impressive living and dining room combo features a centrally located fireplace and stunning picture windows that bathe the space in natural light, an ideal setting for cozy nights in or hosting gatherings. The oversized eat-in kitchen is a chef’s delight, offering abundant cabinet and counter space plus a generous dining area that makes entertaining effortless. Down the hall, you’ll find four well-appointed bedrooms, including three extra-spacious retreats, along with two centrally located full bathrooms. A bright and airy enclosed sunroom wrapped in windows provides the perfect flex spa

Set on a sun-filled corner lot, this beautifully maintained 2,590± SF home blends classic scale with thoughtful updates and effortless everyday living. A dramatic entry and living room with vaulted ceilings create an immediate sense of openness, while expansive windows draw in natural light throughout. The floor plan is both functional and inviting, featuring a formal dining room for gatherings, a well-appointed kitchen with granite countertops, generous pantry, breakfast nook, and updated appliances, and a separate great room with fireplace and built-in storage designed for relaxed living. Upstairs, the expansive primary suite offers a quiet retreat with a private balcony and an updated bath with refined finishes. Hardwood floors extend throughout, complemented by soaring ceilings that enhance the homes cohesive, airy feel. Over time, the property has been thoughtfully improved with updates to key systems, windows, flooring, and outdoor spaces creating a home that feels both timeless

You're invited to the first open house Saturday & Sunday 2-4 pm May 9th & 10th. Located within the very desirable Edgewood Park Neighborhood of Redwood City. This light and bright spacious 1,060 sq. Ft. top-floor end-unit condo features 2 bedrooms 2 full baths, private, views of greenery and tree tops. Low Monthly Homeowner Association Dues and New Exterior Balconies and Newly installed Bosch washer and dryer for added convenience. Perfectly situated for a connected Peninsula lifestyle, the home is within walking distance to Caltrain and close to major commuter routes. Enjoy being just seven miles from Stanford University, one mile from Downtown San Carlos Downtown Redwood City, offering vibrant dining scenes and popular outdoor music events