262 houses for sale in San Mateo Highlands

Welcome to 1284 Encina Drive, a charming home ideally located in Millbrae highly desirable Mills Estates neighborhood. Filled with natural light, this inviting property offers sweeping Bay Area views, spacious living areas, private swimming pool, and a generous patio designed for outdoor dining, entertaining, and relaxation. The home offers a wonderful blend of comfort and potential. Peaceful surroundings and scenic views create a relaxing retreat, while the flexible layout is well suited for both everyday living and memorable gatherings. Conveniently located near downtown Millbrae, shopping, dining, transportation, and local schools, this exceptional property offers the space, setting, and lifestyle

Your dream home in the highly desirable White Oaks neighborhood awaits! Extensively renovated and thoughtfully expanded, this exceptional residence offers 4 spacious bedrooms, 2.5 bathrooms, a bright open-concept kitchen and family room, plus a formal living room ideal for entertaining and everyday living. The beautifully appointed chef's kitchen features premium finishes, stainless steel appliances, custom-built cabinetry, and an expansive quartz island. Large folding glass doors create seamless indoor-outdoor living, opening to a sunny, low-maintenance backyard designed for relaxation and entertaining. Privately situated, the luxurious primary suite offers direct backyard access and a spa-inspired bath with a freestanding soaking tub, dual vanities, and a spacious walk-in shower. Three additional generously sized bedrooms are on the same level with a beautiful full bath in the hall way and a half bath off the kitchen. Ideally located just minutes from vibrant downtown San Carlos, Bur

Set on more than half an acre of serene, park-like grounds, this exceptional contemporary residence blends sophisticated design with effortless livability. A gracious foyer introduces a dramatic living room with vaulted ceilings, fireplace, and plantation shutters, flowing seamlessly into the formal dining room. The chefs kitchen opens to generous dining and family spaces, while expansive glass doors invite effortless indoor-outdoor living on the spacious deck and beautifully landscaped grounds. A main-level en-suite bedroom offers ideal flexibility for guests or a private office. Upstairs, the luxurious primary suite features dual walk-in closets and a spa-inspired bath, complemented by three additional bedrooms, including two en-suites. Fiber-optic connectivity, a fully wired alarm system, Wi-Fi-enabled cameras, and a three-car garage add modern convenience. The location offers excellent walkability, nearby hiking and open space at Edgewood Park, and easy access to the restaurants, s

Lovely home located in a serene neighborhood in Foster City! Enjoy the morning sun! Bay trail is just a few steps from your front door! Grocery stores are minutes away! Live close to your work and enjoy the comfort of your home like you're on your weekend vacation! That is what you are going to feel living here! Some photos are virtually staged

Bring your homeownership vision to life with this charming 2-bedroom, 1-bathroom residence located in one of Burlingames most desirable neighborhoods. Brimming with original character and an exceptionally functional floor plan, this property is a fantastic opportunity for buyers, renovators, or visionaries looking to customize a space completely to their taste. Inside, you'll find a thoughtful layout with formal living room, separate dining room, and a spacious kitchen, which opens to a family room that spills seamlessly into a large rear yard creating an inviting, open flow ideal for everyday living and easy entertaining. The exceptionally large lot provides many possibilities: design the ultimate backyard oasis, create a lush garden retreat, or explore expansion opportunities to build the house of your dreams. Enjoy absolute convenience with top-rated local schools, picturesque parks, vibrant downtown Burlingames dining and shopping, and major commuter routes. All just minutes from y

Nestled on a tree-lined street in desirable Edgewood Park, this large, impeccably maintained home couples comfort and convenience with timeless character and charm. Distinguished finishes create an elegant yet comfortable ambiance. Featuring 5 bedrooms and 3.5 baths, the floor plan is both generous and flexible: three bedrooms upstairs; a downstairs bedroom/office; and a large, second suite above the garage, which provides numerous possibilities. The living areas of the home flow harmoniously, from a bright family room with vaulted ceilings, to a warm and inviting eat-in kitchen, continuing to a formal dining room and a living room that opens to a sun-drenched back yard. Enjoy the California lifestyle in this welcoming back yard retreat! Take a dip in the heated swimming pool and spa; enjoy a meal from the outdoor kitchen with a grill, cooktop, and wood-burning pizza oven; and unwind and relax in the cabana with electric heaters and an outdoor TV. Centrally located on the Peninsula, wi

Welcome to 911 Tioga Drive, a beloved Millbrae home offered for the first time in 65 years. Lovingly cared for by the same family for generations, this special residence blends timeless character, comfortable living spaces, and an exceptional location. Step inside to an expansive living room with a welcoming fireplace and oversized windows, flowing naturally into the dining room, kitchen, and family room. The seamless layout creates an inviting setting for everyday living and effortless entertaining. Down the hall are four bedrooms and two bathrooms, offering privacy and flexibility for family, guests, or a home office. A convenient mud room leads to the spacious two-car garage, with ample room for parking, storage, hobbies, and more. Outside, the tranquil Zen-inspired yard provides a peaceful retreat with a soothing water fountain, perfect for morning coffee or gatherings with family and friends. Ideally located near top-rated schools, downtown Millbrae, Highway 101 and I-280, SFO, BA

Bay Views in Belmonts Coveted Hallmark Neighborhood! This light-filled 3BD + office, 2.5BA home offers scenic hillside and Bay views, functional living space, and a peaceful natural setting. Private front and back yards provide rare outdoor privacy with multiple spaces for relaxation and entertaining, plus direct backyard access to a community walking trail near the popular Sheep Camp hiking trail Soaring ceilings and large windows create a bright living and dining area filled with natural light. The spacious kitchen features ample cabinetry, pantry closet, and a serving window connecting to the front yard for easy indoor-outdoor living. The oversized primary suite includes view windows, walk-in closet, and private deck. Additional bedrooms include a bonus office/playroom, with two guest rooms offering direct patio access Low HOA with greenbelt walking paths, a fenced pool with a solar cabana, and nearby parks and tennis courts. Located near top-rated Belmont schools (Fox Elementary, R

Charming single-family home in the desirable Sterling Downs neighborhood, conveniently located close to Oracle, Alexander Park, top-rated schools, public transportation, shopping, dining, and Hwy 101. Situated in a quiet, family-friendly neighborhood, this bright and inviting home showcases a beautifully remodeled open-concept design filled with natural light. The spacious living and dining areas seamlessly connect to the stunning chefs kitchen featuring a large center island with sink, sleek cabinetry, stainless steel appliances, pendant lighting, and generous counter space, perfect for everyday living and entertaining. Additional features include engineered European White Oak flooring, picture windows, stylish modern finishes, and recessed lighting throughout. Spacious bedrooms offer generous floor-to-ceiling wardrobe storage and share a bath with tub-shower combination. Additional highlights include a two-car garage with laundry hookups, a versatile detached shed/art studio, beautif

9-11 Seville Way is an exceptionally well-located duplex in one of San Mateo's most sought-after neighborhoods. Just steps from Downtown San Mateo, the property offers convenient access to nearby amenities, along with easy access to El Camino Real, Route 92, Interstate 280, and Highway 101. It's an ideal opportunity for an investor or an owner-occupant looking to live in one unit while collecting income from the other, with additional upside potential to convert the detached garage into an ADU for further income

Storybook Charm on one of the best streets in Beresford Manor! Oodles of traditional character have been preserved in this wonderful home. Entertain in the spectacular Living Room with its soaring, open-beamed ceiling and original parquet hardwood floors. Holiday and entertainment memories are waiting to be made in the generous formal dining room and the whole family will be accommodated in three LARGE bedrooms. Move-in ready now, this home has had some updating over the years, including a very functional kitchen, and still has loads of potential to add your personal touches. Outdoors, the property exudes care and warmth with a beautifully maintained garden and room for outdoor entertainment. The spacious 1-car garage has ample extra space for a workshop and even boasts a half bathroom (permit status unknown). Located close to shops and restaurants on 25th Ave. Hillsdale Shopping Center, Caltrain, and Hwys 101 & 92, you're moments from everyday conveniences. This home has endless poten

Welcome to 507 Monte Diablo Ave, a beautifully reimagined San Mateo home where timeless charm meets modern living. This stunning 3-bedroom, 2-bath residence has been extensively remodeled from top to bottom with thoughtful upgrades throughout. Step inside to a bright, inviting interior featuring a brand-new kitchen with stylish cabinetry and countertops, beautifully remodeled bathrooms, recessed lighting, new interior doors, fresh interior and exterior paint, and new dual-pane windows. Major improvements include all-new plumbing and electrical, a brand-new HVAC system with air conditioning, new exterior stucco, and sewer lateral compliance—offering buyers the benefit of substantial updates already completed. Outside, enjoy a newly installed TREX deck ideal for relaxing or entertaining, along with a new stamped-concrete driveway that enhances the home’s curb appeal. Situated on a generous lot with excellent ADU potential, the property offers exciting possibilities for future expansion,

Charming Shoreview Home, Move-In Ready! Welcome to this beautifully updated 2bed/1bath home in the highly desirable Shoreview neighborhood of San Mateo. Thoughtfully renovated while maintaining its charm, this inviting residence is ready to move in. The home features an updated kitchen, a remodeled bathroom, new flooring throughout, & a freshly painted interior, creating a bright & modern living space. Additional improvements include dual-pane windows for energy efficiency & a newer roof, providing added peace of mind. A spacious family room opens directly to the beautifully appointed backyard, making it ideal for entertaining, relaxing, or enjoying time with family. The backyard features mature fruit trees, a play area, & a large storage shed that offers abundant space for tools, gardening equipment, hobbies, or additional storage. The front of the home is equally inviting, with a charming gated front yard that has been beautifully landscaped, offering exceptional curb appeal & a warm

Thoughtfully improved for today's lifestyle, this inviting San Carlos home features a new central heating and air system and upgraded electrical panel, offering enhanced comfort, efficiency and peace of mind. Refinished hardwood floors, fresh interior paint and abundant natural light create a warm, welcoming feel throughout. The living room is anchored by a fireplace and large picture windows, while the formal dining room opens to the backyard through French doors, creating an easy connection for indoor-outdoor living. The spacious kitchen offers generous counter space, abundant cabinetry and a breakfast nook for casual dining. The oversized primary bedroom enjoys direct backyard access, while three additional bedrooms provide flexibility for family, guests or a home office. An attached garage with an epoxy-finished floor adds everyday functionality. The private backyard offers an inviting setting for dining, entertaining, gardening or relaxing. Walk to highly regarded Brittan Acres El

Discover exceptional space, comfort, and breathtaking canyon views at this beautifully appointed Belmont home. Featuring five spacious bedrooms and three and a half bathrooms, this expansive residence offers a thoughtfully designed floor plan ideal for both everyday living and entertaining. Light-filled living spaces flow seamlessly into a well-equipped kitchen and inviting family areas, while large windows showcase the picturesque natural surroundings. The generous primary suite provides a peaceful retreat, and the additional bedrooms offer flexibility for family, guests, or a home office. Step outside to enjoy the serene setting and stunning canyon vistas. Conveniently located near top-rated Belmont schools, parks, shopping, dining, and major commuter routes, this is a rare opportunity to own a spacious home in one of the Peninsula's most desirable neighborhoods

Set atop a coveted Emerald Hills street on a rare flat 12,183 sq ft lot, this beautifully staged 3650 residence offers an exceptional blend of comfort, style, and family-friendly living. The home features a spacious single-level layout with an expansive primary retreat, a dedicated office opening to the patio through elegant French doors, and a separate bedroom wing that creates ideal space for children, guests, or multigenerational living. The large primary suite includes a sitting area and private access to a balcony with hot tub. Bay views from the living room, living room patio, and upstairs reading nook add a special sense of openness and serenity. Designed for both everyday ease and memorable entertaining, the backyard is a true highlight, with new landscaping, a new patio, outdoor kitchen, sauna, swim-current pool, and mature fruit, rose, and herb gardens. Inside, the home feels warm, upscale, and inviting, with curated finishes, a polished sensibility and premium Miele applianc

Nestled among the peaceful hills of San Mateo, this beautifully remodeled end-unit townhome offers approximately 1,920 sq. Ft. of thoughtfully designed living space, blending timeless style with modern comfort. Filled with natural light, the open floor plan features refined finishes, clean architectural lines, and inviting living and dining spaces perfect for everyday living and entertaining. The remodeled kitchen boasts premium stainless-steel appliances, granite countertops, custom cabinetry, and generous workspace. Upstairs, the expansive primary suite offers a spacious retreat with a large walk-in closet and a beautifully remodeled contemporary spa-inspired bathroom. Two additional full bedrooms provide flexibility for family, guests, or a home office, while all two and half bathrooms have been tastefully updated with modern finishes. Additional features include a dedicated laundry area, abundant storage, an attached two-car garage, and the added privacy of a desirable end-unit loc

Nestled in a serene, peaceful setting, this inviting two-bedroom-plus-office home offers a rare blend of privacy, comfort, and effortless convenience. Beautifully refreshed with new interior paint, stylish luxury vinyl plank flooring, and two updated, yet not fully remodeled, bathrooms, the residence exudes a warm, contemporary charm. The kitchen offers a functional, efficient layout with modern appliances and practical counter space, suitable for everyday needs. The sun-drenched living room is anchored by a fireplace, creating an airy and inviting atmosphere. A versatile office provides the perfect space for remote work, creative projects, or hosting overnight guests. Indoor-outdoor living is seamless here. Enjoy your morning coffee in the private, enclosed front courtyard, or retreat to your generous backyard, featuring a spacious deck and poured-concrete patio a true outdoor oasis. The primary bedroom opens directly to this private retreat, blending comfort with nature. Ideally loca

Welcome to 1232 Capuchino Avenue, a newly reimagined residence where contemporary luxury meets timeless craftsmanship. Thoughtfully designed with exceptional attention to detail, this turnkey home offers 4 bedrooms, 3.5 designer bathrooms, and sophisticated finishes throughout. Vaulted ceilings, nine skylights, and wide-plank European oak floors fill the home with natural light, while the chefs kitchen serves as the centerpiece with a dramatic backlit Cristallo quartzite and Greek marble waterfall island, custom wood cabinetry, Viking appliances, and a Miele refrigerator. Designed for modern living, the home also features a dedicated mudroom/laundry room, ultra-quiet high-efficiency HVAC, enhanced interior wall insulation, and seamless indoor-outdoor living with a 400+ sq. Ft. deck overlooking professionally landscaped grounds with mature privacy trees. Ideally located just moments from downtown Burlingame, Broadway, award-winning schools, parks, Caltrain, BART, SFO, and major commute

Nestled in Hillsborough's prestigious Skyfarm neighborhood, this expansive single-level residence sits on an exceptionally private half-acre lot with sweeping panoramic Bay views and extraordinary potential. Thoughtfully designed for comfortable living and effortless entertaining, the home features four generously sized bedrooms, three-and-one-half bathrooms, soaring vaulted ceilings, floor-to-ceiling windows, rich hardwood flooring, and a wood-burning fireplace. The well-appointed kitchen offers picturesque Bay views, a breakfast bar, and an adjoining breakfast room, while a separate office provides an ideal work-from-home space. Outside, the sprawling grounds showcase a sparkling pool, remarkable privacy, and an expansive backyard with endless possibilities for a sport court, gardens, outdoor entertaining, or a future ADU or guest house (buyer to verify). Additional highlights include owned solar, a spacious three-car garage, abundant storage, and a highly desirable single-level floo

A rare opportunity in San Mateo, 240 N Fremont Street offers a 2-bedroom, 1-bath home with approximately 1,320 square feet of living space on an expansive 6,450-square-foot lot. The property is in largely original condition, presenting an excellent opportunity for buyers looking to renovate, customize, and unlock its full potential. The home features hardwood flooring and a functional existing floor plan, while the substantial lot provides plenty of usable outdoor space and exciting possibilities for the future. R-2 zoning adds additional flexibility and potential, making this property particularly appealing to homeowners, investors, and buyers looking for a property with future development possibilities. Located in a convenient San Mateo neighborhood with easy access to shopping, dining, transportation, schools, and major Peninsula commute routes, this property offers a compelling combination of location, lot size, and potential

Located in San Carlos, this spacious home offers 5 bedrooms and 4 full bathrooms across 3,110 square feet. The living area features a wood-burning fireplace, adding warmth and character. The kitchen and family room are combined into an open layout, with a dining area adjacent to the family room, perfect for everyday living and entertaining. Laundry is conveniently included with an in-home washer and dryer. The covered patio is cozy and allows for many entertaining gathering. The spacious lot has gorgeous landscaping and many fruit trees. Lemon, Pear and Avocado. The property includes an oversized two-car garage for parking and storage needs. The downtown of San Carlos is just a stroll away. Enjoy farmers markets and the restaurant life Laurel street has to offer. Eaton park is the perfect dog friendly hiking trail and the sunrise and sunsets are surely to be enjoyed in this part of San Carlos. Do not miss this beauty!

Beautifully updated home in sought-after Redwood Shores with HOA-maintained front landscaping and elegant double entry doors. The light-filled floor plan features soaring cathedral ceilings, hardwood floors, crown molding, plantation shutters, and a lovely dining room overlooking the landscaped backyard. The remodeled kitchen offers custom cabinetry with pull-out shelves, granite countertops, designer backsplash, breakfast bar, premium Wolf dual-fuel range, drawer microwave, and stainless-steel appliances. The adjoining family room features a Valor radiant gas fireplace and opens to the private patio and serene Japanese-inspired garden with two tranquil ponds. Upstairs, the expanded primary suite offers a custom walk-in closet and remodeled spa-like bath with dual sinks, soaking tub, and tiled shower. Additional highlights include two spacious bedrooms, remodeled baths, updated laundry room, finished three-car garage with epoxy floor, New AC in 2025, replacement windows and doors (2023

Extraordinary gardens and complete privacy create one of South Hillsborough's most exceptional residences. This circa 1931 Spanish Hacienda home presents a compelling blend of enduring architecture and recently completed updates. Surrounding this gated estate are approximately 2.55 acres of park-like grounds with a separate guest home, cabana, pool, spa and sports court. Signature details of the era remain beautifully intact, from vaulted ceilings, Gothic arched doorways, and all-wood beamed ceilings. Recent improvements introduce a fresh aesthetic, including a remodeled designer kitchen and service area, updated lighting, and refinished hardwood floors. The home balances impressive scale with comfortable livability through a collection of elegant formal rooms, a dedicated office, a tremendous kitchen and family room combination, and lower-level spaces for fitness and staff accommodations. The 5 bedrooms and 5.5 baths in the main residence are complemented by a detached one bedroom gue

On the market for the first time ever, this cherished residence presents a rare opportunity to own a home with sweeping San Francisco Bay views, including the San Mateo and Bay Bridges. Expansive picture windows fill the interior with natural light while showcasing the stunning scenery. Character-rich wood-plank ceilings with exposed beams add warmth and architectural appeal throughout the spacious living areas and generously sized bedrooms. Enjoy multiple view decks, including a recently updated courtyard deck, offering inviting spaces for outdoor dining, entertaining, or simply taking in the surrounding vistas. The expansive unfinished basement provides exceptional flexibility for future expansion, a home gym, workshop, or potential ADU (buyer to verify). A generous flat area at the top of the lot offers additional usable outdoor space for recreation, entertaining, or future possibilities. Ideally located with convenient access to Highway 280, this home is centrally positioned along