392 properties for sale in Highlands, Highlands-Baywood Park San Mateo CCD San Mateo County California

Offering over 2,000 sq ft of resort-like living in the gated community of Lakeshore in sought-after Redwood Shores neighborhood with top-rated schools, this Mediterranean-inspired modern townhome is built around a lagoon system with a tranquil setting. Inside you are greeted with high ceilings and skylights that bathe the home in natural light. The interior features 2 Bedrooms + a >>>versatile 3rd room which >>>easily transforms to a dedicated home office, creative studio, TV room, or guest space. Two full bathrooms include primary bedroom en-suite, and hall bath with shower over tub. The extra spacious primary suite is a true retreat offering enough scale for a private sitting area or workspace, alongside an ensuite bathroom with double sink vanity, a soaking tub, and separate stall shower. *Living here feels like a permanent vacation! The gated clubhouse has a pool, hot tub, social room, shower, restrooms; and for those who love the water, you'll have access to a dock for launching y

Taste of the good life awaits on the waterfront of Ventana Del Mar. Ventana del Mar is a enclave of homes that enjoys a water-centric location that is close to parks, water views, and resort amenities that include a community center, on-site gym and 2-pools plus a hot tub. The home has been tastefully updated throughout, and with 3 bedrooms and a Den/Office/Guest Room and provides you the flexibility to design the space so that it matches your lifestyle. Highly rated Schools! Convenient Nob Hill Market Place, Major Peninsula Employers, schools, and commute routes. Simply move-in and unpack. Stop by! Have a cupcake! Enjoy the view. And imagine your new Waterfront Home!

Welcome to this elegantly reimagined & NEWLY RENOVATED residence epitomizing mid-century modern, indoor-outdoor living. Designed for seamless flow, the open-concept living space, flexible great room, & stylishly revitalized primary en-suite all feature dramatic floor-to-ceiling glass doors opening directly to a private, central courtyard. Main living areas showcase newly installed, gorgeous wood floors & a contemporary electric fireplace, while the adjacent gourmet kitchen is beautifully finished with new cabinets, Porcelanosa tiles, a large island, & Bosch stainless kitchen appliances. Down the hall are 2 additional refreshed bedrooms, a renovated full bath, & a laundry area with a new washer & dryer. Outside, a spacious separate backyard provides excellent entertaining space, complemented by a 2-car garage & large driveway. This turnkey home delivers total peace of mind with extensive infrastructure upgrades: brand-new roof, replaced sewer lateral, & all-new windows, electrical, dryw

Welcome to this charming 2-bedroom, 2-bathroom condo that perfectly balances modern convenience with thoughtful design. Spanning 1,158 square feet, this delightfully appointed residence offers an intelligent layout that maximizes every inch of living space while maintaining an airy, welcoming atmosphere. The heart of this home beckons with its well-conceived floor plan, where the primary bedroom provides a serene retreat alongside a secondary bedroom that adapts beautifully to your lifestyle needs. Two full bathrooms ensure morning routines flow smoothly, while the thoughtful configuration creates natural privacy zones throughout. Indoor laundry. Step outside to discover your own private deck, an enchanting outdoor sanctuary perfect for morning coffee contemplation or evening entertainment with friends. Convenience takes center stage with dedicated parking. The surrounding neighborhood radiates charm and practicality, placing you within easy reach of essential amenities. Safeway sits j

Nestled in a peaceful tree-lined neighborhood in the highly desirable Burlingame Hills, this stunning single family home offers a perfect blend of modern comfort and prime location. The thoughtful layout features an open, light-filled floor plan ideal for both everyday living and entertaining. A spacious living area with expansive windows opens to a private backyard retreat with a serene patio space, and the seamless flow into the contemporary kitchen creates an inviting gathering space. The kitchen is beautifully appointed with stainless steel appliances, premium countertops, and ample cabinetry, making it a true chefs delight. Distinctive features include hardwood flooring, flexible living spaces, central heat & AC, ceiling speakers, woodburning fireplace, attached garage and much more. Perfectly situated on a quiet drive, the property offers stunning bay or hillside views and a beautifully maintained environment. Just minutes from top-rated Burlingame schools, with easy access to bo

Located in one of the most desirable residential neighborhoods in San Mateo, 109-111 Hobart Avenue offers a unique duplex opportunity with both investment appeal and owner-user flexibility. The property consists of two spacious three-bedroom units, each with generous layouts, and attached garages. The rear unit features a private outdoor area, enhancing tenant appeal and livability. Set on an oversized lot, the property also offers potential for future ADU development, creating additional income opportunities. 109-111 Hobart Ave is within one mile to San Mateo Central Park and Downtown San Mateo, featuring a myriad of high-end shopping, dining and entertainment options. The subject property is also located within close proximity to the major transportation corridors of U. S. Highway 101, California State Route 92, the San Mateo Caltrain Station, and the major thoroughfare of El Camino Real. These transportation hubs provide tenants and residents with convenient access to San Francisco

Welcome to this charming Cape Cod-style home in the highly desirable Beacon Shores community of Redwood Shores. This light-filled 2-bedroom, 2.5-bath residence features soaring ceilings, hardwood floors, and an inviting living room with a classic brick fireplace. The bright, open kitchen offers two-tone cabinetry, stainless steel appliances, and seamless flow into the dining area, where sliding glass doors bring in abundant natural light and open to a private, low-maintenance paved backyardperfect for outdoor dining, entertaining, and relaxing. The thoughtful floor plan features two spacious en-suite bedrooms, one conveniently located on the main level and the other upstairs, offering flexibility for guests, a home office, or multi-generational living. A powder room, laundry area, and attached 2-car garage add everyday convenience. Excellent local schools include Redwood Shores Elementary, Ralston Intermediate, and Carlmont High. Enjoy Beacon Shores HOA amenities including a pool and s

Nestled in the vibrant heart of the Peninsula, this charming 3-bedroom, 2-bathroom home in the desirable Sunnybrae neighborhood offers the perfect blend of comfort, convenience, and thoughtful upgrades throughout; including owned Tesla solar system, EV charger, smart irrigation controller, and more! Step inside to be greeted by warm wood floors, recessed lighting, and a cozy fireplace. The inviting kitchen features stainless steel appliances and ample counter space, perfect for everyday living, gathering, and entertaining. The updated ensuite primary bedroom offers a comfortable retreat, while the beautifully landscaped yard is perfect for enjoying sunny afternoons, outdoor dining, or relaxing with family and friends. Just minutes from top-rated schools, shopping, dining, parks, Caltrain, and major commute routes, this lovely home shows pride of ownership and truly has it all!

Rarely available! Welcome to this stunning first-level corner condo in the highly desirable Pelican Cove community of Redwood Shores. This beautifully updated 2-bedroom, 2-bath home offers a spacious floor plan with hardwood floors, fresh interior paint, an inviting fireplace, and updated kitchen and bathrooms. Both bedrooms are generously sized, including a private primary suite with a walk-in closet and sliding glass door opening directly to one of TWO large private patios. With two private outdoor spaces, theres plenty of room for morning coffee, al fresco dining, entertaining, or simply relaxing and enjoying the peaceful surroundings. Indoor laundry with washer and dryer included adds everyday convenience. Enjoy the resort-style amenities of Pelican Cove, including two swimming pools, a spa, clubhouse, boat docks, and potential kayak storage. The home also includes an assigned covered carport space, plus ample additional parking for guests. Surrounded by scenic waterfront trails an

Welcome home to this lovely home in the secluded neighborhood of Homestead. This exquisite property offers 1720 sq ft of living space on a 5,000 sq ft lot. This family home of over 70 years features 3 bedrooms, including master suite, 2 full baths, formal living room with a fireplace, and a kitchen family great room for all your family gatherings. A fireplace in the living room makes a cozy atmosphere, hardwood floors throughout, plus new carpet and paint, which invites the buyer to move right in! This home is located in the highly recognized Baywood School district, Aragon, Borel, and Baywood schools are all within walking distance. Borel park is right around the corner, and close proximity to local transportation, shopping, restaurants, 101 and 92, one minute away. This home is a perfect blend of luxury, comfort and convenience. Don't miss this opportunity to make it yours!

Timeless Colonial in sought-after Burlingame Hills, just steps from Easton Addition, with a red-brick and painted-shingle facade surrounded by mature landscaping for picture-perfect curb appeal. Light-filled home with approximately 3,455 s/f of living space on an oversized 13,234 s/f lot, with large windows throughout, beautiful hardwood floors, and crown molding. Gracious living room with a decorative wood-burning fireplace; adjoining library/study adds a second fireplace, wet bar, and new windows. Formal dining room with decorative crown moldings and chair rails opens to a well-appointed kitchen with Viking six-burner range, custom cabinetry, granite countertops, and subway-tile backsplash. Sunny breakfast area with French doors to the grounds and adjoining spacious family room. Main-level bedroom with en-suite full bath just off the kitchen. Upstairs primary suite plus two more bedrooms. Tranquil and private grounds made for entertaining: multi-level backyard with pool, fountain, te

Perfectly positioned on a manicured corner lot backing to open space with no rear neighbors, this beautifully updated home offers direct gate access to Marlin Park. Nearby waterfront trails, shopping, dining & commuter routes further enhance the location. Inside, luxury plank flooring, soothing paint tones & abundant windows create a bright, refreshed atmosphere. Soaring ceilings and a brick-surround fireplace anchor the living room, while the formal dining area with sliding glass doors opens to the side deck. The updated kitchen overlooks the tranquil backyard through oversized picture windows and connects to the family room. 4 bedrooms include a generous primary suite featuring new plush carpeting, dual double-door closets, patio access, and a renovated ensuite bath showcasing a stone-topped vanity and oversized walk-in shower. 3 additional bedrooms share a refreshed hall bath. The backyard features a brick patio, lush lawn, vibrant landscaping, and a stunning Japanese maple. Two sid

Prime development opportunity in a highly desirable El Camino Real location! This property features a front home with 2 bedrooms and 2 full bathrooms, a spacious dining area, and a breakfast nook that opens to the kitchen. Recent updates include new carpeting and partial interior paint. The rear structure offers excellent income potential and is divided into two separate living spaces: one unit features 1 bedroom, 1 full bathroom, and a full kitchen, while the other is a studio with its own bathroom. The flexible layout provides the opportunity to generate additional rental income or accommodate extended family. Situated on an extra-large R-4 zoned lot, this property offers multiple development possibilities (buyer to verify with the appropriate authorities). Conveniently located just minutes from Downtown Burlingame, Downtown San Mateo, Caltrain, shopping, dining, and Highway 101, this is an exceptional opportunity for investors, developers, or owner-users seeking future potential in

Over 4,200 square feet of living space with legal ADU in coveted San Mateo Park. Experience Peninsula living at its finest in this stunning Craftsman-style residence, moments from the Burlingame border and just blocks from Downtown Burlingame. The property offers 5 bedrooms, 4 full baths, 2 half baths, and an oversized 4-car garage, owned solar with battery backup, and EV charger. Designed for effortless entertaining and comfortable daily living, the main home features gracious formal living and dining rooms, a warm family room with a fireplace, and a beautifully updated kitchen. The main level also includes a private office and bedroom suite. Upstairs, the primary retreat offers a walk-in closet and private balcony, joined by two additional bedrooms and a convenient laundry room. Above the garage, the approximately 795 square feet ADU comes complete with kitchen, a full bath large walk-in closet, and private balcony, providing exceptional versatility for guests, extended family, or mu

Ground-level condominium in the Shorebird community of Redwood Shores offering beautiful water views, abundant natural light, and a comfortable indoor-outdoor living experience with two private patios. The living and dining areas overlook the waterways, while thoughtful updates throughout the home include recessed lighting, luxury flooring, smart home features, and quartz countertops in both the kitchen and bathroom. A wood-burning fireplace adds warmth to the main living space, creating an inviting place to relax or entertain. Additional features include an in-unit stacked washer and dryer with plenty of built-in laundry room storage, a generous storage closet on the back patio, a spacious bedroom closet, and TWO deeded parking spaces, a rarity for a one-bedroom condo! Residents of Shorebird enjoy access to community amenities, including two pools, a clubhouse, a boat dock, and scenic waterfront walking paths. Surrounded by nature and local wildlife, yet conveniently located near the

414 E 16th Ave (the Property) is a four-unit multifamily asset built in 1959, situated on a two-story, slab-on-grade structure of stucco and wood construction in San Mateo's Hayward Park submarket. The Property features a unit mix of two (2) studio floorplans and two (2) one-bedroom/one-bathroom floorplans, averaging 775 square feet. The Property is 100% occupied as of August 2026. The Property offers a new owner a rare combination in this submarket: a fully occupied, free and clear fourplex with copper supply lines, dual-paned vinyl windows building-wide, on-site laundry, and covered tuck-under parking. In-place rents average $2,129 per unit, against market rents of $2,375 per unit, a loss-to-lease of 11.5%. A light interior renovation program, budgeted at $18,750 per unit, supports renovated rents of $2,750 per unit, or a 15.8% premium to current market. The Property's location places residents between Highway 101 and Interstate 280, within a short drive of Peninsula employers includ

Welcome to this charming Sunnybrae home, where original character, thoughtful updates and an exceptional San Mateo location come together. Offering 3 bedrooms, 2 baths and approx. 1,450 sq ft on a 4,500+ sq ft lot, the home features original hardwood floors, abundant natural light, bay and garden windows, skylights and a wood-burning fireplace. The spacious eat-in kitchen offers generous cabinetry, Corian counters, built-in ovens and a wine fridge. The private primary suite includes a walk-in closet and refreshed en-suite bath with Carrara-inspired porcelain tile and double sinks. Out back, a brick patio opens to a private garden recently pruned for the season, with mature roses, bougainvillea and hydrangeas that burst into color throughout the year. Also includes a private sauna and bonus workspace. Close to parks, downtown shopping and dining, SF and Silicon Valley, with district-wide magnet school options and Aragon High nearby

50,000 price adjustment! WIDE Waterfront Living. Serenity, style & spacious living at this beautifully designed 2-bed 2-bath townhouse with den/office. Perfectly positioned along waterways of Redwood Shores, offering some of the most captivating panoramic waterfront views in the community. Formal entry to upper level to the spectacular great room/living rm with high vaulted ceilings, hardwood flooring, elegant inlays, sleek gas fireplace & large picture windows showcasing the water w/ sunrise & sunset views. 2 decks, perfect for indoor-outdoor living. The kitchen is a culinary dream w. High-end appliances, warm cabinetry w/undercabinet lighting & beautiful granite countertops & breakfast area. The primary bedroom suite is a sanctuary of comfort & style, featuring built-in closets & recessed ceilings with uplighting. The spa-like bathroom is finished in marble & includes an oversized jetted tub, glass-enclosed shower, dual pedestal sinks & radiant heated floors. The 2nd bedrm offers har

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank