508 houses for sale in Highlands, Highlands-Baywood Park San Mateo CCD San Mateo County California

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

Iconic Eichler with vaulted ceilings, walls of glass, and a backyard peering out to open space. The walls of glass flood the home with natural light, creating a serene indoor-outdoor living experience. This highly desirable floor plan features 3 bedrooms and 2 bathrooms with additional bonus space that offers flexible options for work, fitness, or hobbies. The home is thoughtfully updated with mini-split heating and cooling for year-round comfort, double-pane windows, a newer foam roof, and solar power features for improved efficiency. Skylights and remote-controlled blinds enhance both light and livability. Outdoor living is effortless with a spacious patio overlooking a peaceful, private yard. Perfect for relaxing or entertaining. Ideally located within walking distance to the Highlands Recreation Center featuring a pool, tennis courts, playground, daycare, and after-school programs. Convenient access to Highways 280 and 92 offers an easy commute to both San Francisco and Silicon Val

A stunning Spanish Revival down-to-the-studs remodel on the picturesque, tree-lined streets of San Mateo Park, this expansive five-bedroom, five-bathroom residence offers a rare blend of architectural elegance and modern sophistication. Soaring nine-foot ceilings grace the main level, where a sunlit formal living room flows effortlessly into an elegant dining room designed for memorable gatherings. The chef’s kitchen is both refined and functional, appointed with premium Thermador appliances, generous counter space, a substantial center island with seating, and a discreet serving window opening to the pool terrace for seamless indoor-outdoor entertaining. The primary suite is a private sanctuary, featuring a dedicated office and sitting area with direct access to a newly constructed terrace overlooking the manicured grounds, limestone patio, and newly refinished swimming pool, an idyllic setting for relaxation. A separate pool room offers exceptional versatility and may serve as a fitn

Situated in Lower North Hillsborough, this gated property encompasses approximately 30,348 square feet flat lot and represents a rare estate-caliber parcel for the discerning buyer. Mature landscaping, privacy, and abundant sun exposure define the setting, just moments from downtown San Mateo, Burlingame Avenues shopping and dining, and top-rated Hillsborough schools. The expansive grounds feature broad lawn areas, a sparkling pool and cabana, detached guest house, greenhouse, two-car garage, enclosed carport, and circular drive, creating a substantial footprint across the site. The existing residence, including a 1997 addition, is approximately 5,533 square feet, offers generous scale and presents an opportunity for significant renovation, reconfiguration, or potential redevelopment. See floor plans for details. Large, flat lot of this size are increasingly scarce in Lower North Hillsborough, providing the opportunity to create a customized estate in one of the Peninsulas most desirab

A rare offering in the heart of San Mateo Park, 554 Edgewood Road blends elegant architectural details, enchanting interiors, & an extraordinary backyard retreat designed for both entertaining & everyday enjoyment. Rich with timeless character and lovingly shaped over generations, this distinguished residence carries a legacy of artistry, craftsmanship, and joyful living. Spanning approximately 3,205 sq ft, the home offers a gracious floor plan with formal rooms, inviting gathering spaces, five bedrooms, an office, study, and generous storage. French doors, warm light-filled interiors, and a striking living room fireplace framed by richly detailed California Batchelder-style relief tilework create a refined & welcoming atmosphere. Outdoors, the expansive backyard is a private retreat with a pool, patio, BBQ area, lawn, garage, and shed, offering an exceptional setting for summer afternoons, dinner parties, and relaxed California living. Recent improvements: new roof, new furnace, and n

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

Nestled in the desirable Sunnybrae neighborhood of San Mateo, this single-level home blends classic charm with modern comfort. Featuring 3 bedrooms and 1 bath across approximately 1,250 square feet, the home offers a functional layout with separate living and dining spaces, ideal for both everyday living and entertaining. The light-filled living room showcases refinished hardwood floors and a cozy fireplace, while the kitchen boasts stainless steel appliances and refreshed finishes. Thoughtful improvements throughout include updated fixtures and door knobs and fresh interior paint, creating a move-in-ready experience. Step outside to a private backyard retreat featuring a deck, spacious patio, and lush landscaping perfect for indoor-outdoor California living. The property also includes grapefruit and lemon trees and enhanced curb appeal. Ideally located with convenient access to Caltrain, Highways 101, 92, and 280, this home offers an easy commute while being just minutes from downtown

Spectacular panoramic views frame this exceptional estate, where luxury, sustainability, and complete privacy come together seamlessly. Set on 1.6 acres, the award-winning grounds feature fruit trees, rose gardens, mature native landscaping, and winding walkways that create a truly serene environment. Inside, the home captivates with an expansive open floor plan, soaring wood planked ceilings and floor to ceiling windows to showcase the spectacular views. The generous layout includes 5 bedrooms and 7 baths, highlighted by two luxurious primary suites. One on each floor, a dedicated office, and a game room designed for effortless entertaining. A 3 car garage, solar with large capacity battery generator and 2-1500 gallon water tanks complete this remarkable property creating an unparalleled retreat where elegance, comfort, and eco-conscious living meet

First time on the market in over 60 years! With its timeless curb appeal and lush fern canopy at the inviting gate entry, this 2410 SF sunlit home offers buyers an amazing opportunity. Formal entry welcomes one into a dramatic living room with warm hardwood floors, a striking picture window & a wood-burning fireplace. The home features a spacious kitchen with stainless-steel appliances, a cozy breakfast nook with access to the rear yard, and a lovely formal dining room. Upstairs, there are four generous bedrooms, two full baths, a flexible work-or-play area, and a convenient laundry chute. The lower level includes an ideal private home office, a bath, and a laundry area, with additional access to the rear yard. It also features a two-car attached garage and a large 6,599 SF lot with a fenced backyard. Charming 1940s details include crown molding, high ceilings, beautifully refinished hardwood floors, plus a 200-AMP electrical panel (2024), modern light fixtures & fresh paint throughout

Crisp, Clean and Move in Condition Sunny Home in Solid Neighborhood! Freshly Painted Inside and out, refinished hardwood floors, new double pane windows, updated kitchen and bath, new lighting and more to enjoy! Comfortable living here with it's inviting front porch, formal entry, spacious rooms with excellent closet space, large entertaining deck and back yard as well as options to convert formal dining room into 3rd BR as well as combine kitchen and utility room to create family kitchen. Wonderful place for you to call this Home Sweet Home!

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 updat

Classic East Coast Colonial elegance meets modern living in this beautifully renovated residence in coveted San Mateo Park. Beyond an automatic gate, lush landscaping, blooming hydrangeas, and an expansive gated front yard create exceptional curb appeal, privacy, and outdoor space. The inviting front porch adds warmth and character from the moment you arrive. Updated throughout, the home features remodeled interiors, refreshed electrical systems, select new windows, central air conditioning, and timeless finishes. The living room features custom built-ins and a wet bar, creating a welcoming space for entertaining. A formal dining room, charming kitchen with built-in banquette, and ground-floor study or den provide both functionality and flexibility. Upstairs, four bedrooms and laundry are highlighted by a spacious primary suite with a beautifully appointed bath featuring a soaking tub, double vanity, oversized shower, and private water closet. A remodeled hall bath and updated main-lev

3035 Canyon Road presents a rare opportunity to create a custom Burlingame Hills estate anchored by history, privacy, and architectural flexibility. The property allows a by-right rebuild of the main residence while preserving a fully permitted, separately metered guest house, a separate three-car garage, and pool, all immediately usable. City records reflect approximately 5400 sq ft allowable floor area; buyers to verify redevelopment or expansion potential. Distinquishing the estate is a hand-excavated stone retreat carved into a hillside outcropping, complete with stairways, two caves, and a viewing deck with Bay views attributed to Charles Fey, the San Francisco inventor whose Liberty Bell machine laid the foundation for the modern slot machine. Existing secondary structures may be architecturally refined on the exterior only, allowing a future owner to unify the estates design while concentrating capital on the primary residence. The guesthouse and garage are presently rented mont

Rare single-level end-unit townhome in the gated Lakeshore community of Redwood Shores. This beautifully refreshed 2BD/2BA home offers 1,412 sq ft of light-filled living space featuring soaring ceilings, clerestory windows, skylights, new SPC flooring, and fresh interior paint. Enjoy the privacy of having no neighbors above or below and the convenience of direct access from the attached side-by-side 2-car garage through the laundry room into the kitchen. A rare full-size driveway accommodates 2 additional vehicles, providing exceptional 4-car parking. Ideally located on the bay side of Hwy 101, Lakeshore is surrounded by scenic lagoons, waterfront trails, and open space. Enjoy a tranquil, nature-rich setting with easy access to major employers, shopping, dining, and commute routes. Served by highly regarded Sandpiper Elementary, Ralston Intermediate, and Carlmont High School. A rare opportunity to enjoy effortless single-level living in one of Redwood Shores' most desirable communities

For nearly four decades, this home has quietly lived a life of devotion, the kind you feel the moment you step inside. Chosen 38 years ago for more than just its location, it became a place where life unfolded in meaningful ways, from mornings by the fireplace to evenings that lingered long past dinner. In 2003, it was thoughtfully expanded, not simply to grow in size, but to evolve with its owners, opening spaces, inviting in natural light, and creating a seamless connection between the kitchen, family room, and backyard where gatherings effortlessly flowed. It's a home that grew alongside a family, where children once walked to Baywood Elementary, then on to Borel Middle, and eventually to Aragon High, celebrating first proms, cheering at Friday night games, and marking milestones just moments from the front door, all set in San Mateos premier neighborhood. Upstairs, softly lit stairs lead to private retreats, including a refined primary suite and a tucked-away office that reflects c

Discover a beautifully updated home in Burlingame's Ray Park neighborhood. Set on a quiet, tree-lined street, this single-story residence offers 3 bedrooms, 3 bathrooms, and approximately 1,980 s/f. The open-concept kitchen features floor-to-ceiling espresso cabinetry, a white quartz waterfall island, and stainless steel appliances, including a DCS by Fisher & Paykel gas range with Bosch hood, Miele dishwasher, KitchenAid French door refrigerator, and integrated microwave. A custom breakfast nook with a secondary sink and wine fridge. A see-through fireplace with floor-to-ceiling porcelain connects the living and dining spaces, with hardwood floors throughout. The primary suite includes an en suite bath, while two bedrooms share a bath with mosaic tile and glass-enclosed tub and shower. Additional office and guest bath. Private courtyard with covered patio, lawn, mature trees, and BBQ area with gas hook-up. Additional amenities include dedicated laundry area, two-car garage, and 220V o

An opportunity you wouldn't want to miss! Come relax in this gorgeous Redwood Shores home offering a vaulted ceiling for an airy feel, a cozy fireplace to sit around, and 4 bedrooms to meet your family needs! Other highlights include fresh exterior and interior paint, SPC flooring paired with gorgeous cabinetry in the kitchen along with stainless steel appliances and quartz countertops, updated bathrooms and A/C. The master bedroom features direct access to the backyard. The low maintenance backyard offers privacy and is great for entertaining. This incredible home is only steps away from Marlin Park in Redwood Shores and only moments away from popular local restaurants, shopping, and the Bay Club. Easy access to 101. Top schools including Carlmont high school! Welcome home!

Nestled in one of the Peninsulas most sought-after neighborhoods & tucked behind flowering landscaping, 526 Poplar captures the romance & grace of classic San Mateo Park living. A lavish entryway welcomes you inside & leads to a grand staircase creating an elegant focal point & setting a tone of timeless sophistication. Beautifully refinished hardwood floors, abundant natural light & period details bring warmth & character throughout. Spacious rooms, high ceilings, generously sized bedrooms with large closets add comfort + practicality, while the ensuite primary bedroom offers a peaceful sanctuary. The formal dining room is ideal for entertaining, & the kitchen with stainless steel appliances, stone countertops, & a sunny breakfast nook is designed for easy living. The living room is the perfect space to cozy up around the gas fireplace. Outside, a gated driveway adds charm & privacy, while wisteria drapes over the sunny backyard patio, creating a beautiful space for entertaining or re

Stunning corner single-family home in coveted Redwood Shores, extensively updated with over $120K in improvements and crafted for effortless indoor-outdoor living, stylish entertaining, and everyday comfort. Soaring ceilings, abundant natural light, and designer finishes create a bright, airy ambiance throughout. The open-concept kitchen with stainless steel appliances flows beautifully into the living spaces, while remodeled baths, hardwood flooring, recessed lighting, dual-pane windows and patio doors, newer furnace and water heater, epoxy garage flooring, 220V EV charging, and thoughtfully landscaped outdoor spaces further elevate the homes style, comfort, and livability. Located in the desirable Sunrise serene waterfront community offering scenic trails, lagoon access, tennis court, park, playground, and great schools nearby. Ideally close to top Silicon Valley employers, Bay Club, and The Marketplace shopping center anchored by Nob Hill Foods, with easy access to Highways 101, 92,

Nestled in the heart of San Mateo Park, this Mediterranean villa is a rare blend of timeless architecture, thoughtful design, and state-of-the-art upgrades. Set back on a lush quarter-acre corner lot, the home offers both privacy and presence, framed by manicured gardens and mature trees. Inside, the residence unfolds with character and warmth. The living room impresses with its barrel ceiling, French doors, and original fireplace, while the sunroom, flooded with natural light, opens seamlessly to the patio. The formal dining room, highlighted by beveled glass windows, invites memorable gatherings. At the center of the home, the updated chefs kitchen boasts walnut cabinetry, granite countertops, a breakfast bar, and a charming nook overlooking the garden. The layout is designed for todays lifestyle, featuring two private offices, a primary suite with a jet tub and garden window, and a spacious attic and basement providing exceptional storage flexibility. This home is a perfect balance

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 Au002FC. 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 c

Nestled along a tree-lined street, this home blends timeless character with exceptional versatility. A long Hollywood-style driveway and distinctive turret introduce the property, which enjoys a coveted location near top-rated schools, parks, downtown shopping and dining, and major commuter routes. Soaring ceilings and a multi-paned picture window overlooking Aragon Blvd create a sense of scale and architectural interest. The living room flows into the formal dining room before opening to the updated eat-in kitchen, with an adjacent mudroom and convenient access to the backyard. Two bedrooms and a full bath are located on the main level, while upstairs features a private primary retreat with a walk-in closet and spacious bathroom, along with a fourth bedroom. The lower level provides endless possibilities for a media room, office, or additional storage. The detached structure, with a bonus bathroom, presents exciting potential as a fitness studio, guest retreat, casual living area, or

This Custom built home is perched high on the Skyline ridge (approx. 2000' elevation) with the Pacific Ocean on one side the SF Bay on the other. Located in the exclusive Woodside neighborhood of Kings Mountain, this modern retreat was built with natural filtered light through the Redwoods in mind surrounded by about an acre of wooded privacy. Think open floor plan flow, soaring ceilings, and a wall of glass framing endless redwood canopies. Gourmet kitchen opens to a family gathering area with wood burning stone fireplace. Spa-like baths with a steam shower in the master bathroom, large deck in back for your entertainment needs, a private heated lap pool below, and a separate entrance to an attached ADU/art studio/private office with it's own kitchen and bathroom. It's all here, your own mountain retreat wrapped on a rare level lot where hi-tech meets tranquility and serenity. Woodside's hidden gem where you can become part of a true community. Minutes from a top rated elementary scho

NEWLY REMODELED 2,600+ sq ft home is located in San Mateo within the San Mateo-Foster City Elementary school district. It features three bedrooms, including multiple primary suites with walk-in closets and a ground floor bedroom. The two full bathrooms include double sinks, updated fixtures, and a full bath on the ground floor with both shower and tub. The kitchen and family room form a combined space highlighted by quartz countertops, gas hookups, a skylight, and several modern appliances including a gas oven and dishwasher. Hardwood, laminate, and tile flooring run throughout the home. The living room includes a wood-burning fireplace, and heating is provided by central forced air with gas, complemented by central AC and window units for cooling. Laundry hookups for both electricity and gas are conveniently located inside the utility room. Additionally, the home offers a two-car garage and a minimum lot size of 7,200 sq ft. Skylights brighten the dining room, enhancing the overall na