Winnetka, CA 5 Bedroom Homes for Sale

Winnetka, CA, is an attractive neighborhood that offers a variety of 5-bedroom homes for potential buyers seeking ample space and a welcoming community. These spacious properties often feature modern amenities, large backyards, and expansive living areas perfect for families or those who enjoy entertaining guests. The neighborhood is well-served by local parks, schools, and convenient access to shopping and dining options, making it a desirable choice for a wide range of buyers. With diverse architectural styles ranging from charming traditional designs to contemporary builds, the 5-bedroom homes in Winnetka provide something for everyone, ensuring a comfortable and stylish living experience in this vibrant area of the San Fernando Valley.

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Newest Winnetka, CA 5 Bedroom Homes for Sale

$1,150,000

5 Beds ⋅ 5 Baths ⋅ SR26195898 MLS

BEAUTIFULLY REMODELED HOME + DETACHED ADU — EXCEPTIONAL FLEXIBILITY & INCOME POTENTIAL! A fantastic opportunity to own a thoughtfully updated property featuring a beautifully remodeled 3-bedroom main residence plus a detached, permitted ADU. With 2,518 sq. ft. of combined living space, 8612-8614 Mason Ave. is ideal for multi-generational living, owner-occupants looking to offset their mortgage with rental income, or investors seeking two separate living spaces for substantial cash flow. 8612 Mason Ave offers 1,580 sq. ft. with 3 spacious bedrooms and 2.5 bathrooms and a comfortable, functional floor plan. A brand new 2026 remodel introduced fresh, modern finishes throughout, including new flooring, baseboards, interior doors, tanked water heater, interior paint, ceilings, and fully remodeled bathrooms. Additional major improvements completed in 2023 include newer kitchen, roof, electrical panel, and windows, making the home almost brand new. A spacious backyard provides parking for 6 cars, or RV access if needed! 8614 Mason Ave. offers 938 sq. ft. with 2 bedrooms, a den, and 2 bathrooms, along with impressive 9-foot ceilings that create a bright and spacious feel. The flexible den offers additional possibilities for a home office, guest space, or potential third bedroom configuration. Completed as permitted new construction through LADBS in 2023, this detached ADU features newer major systems and finishes, including the roof, kitchen, bathrooms, flooring, tankless water heater, HVAC, plumbing, in-unit washer dryer and more. Separate entrance and secluded two car parking for ADU provide additional comfort and privacy! With two separate residences and addresses, extensive recent improvements, and multiple possibilities for how the property can be used, this home offers a rare combination of comfort, flexibility, and income potential. Live in the main house and rent the ADU, accommodate extended family while maintaining privacy, or explore the investment potential of the property. Supplemental information for improvements made provided in MLS. Two private residences. One property. Endless possibilities. Come take a look for yourself today!

8612 Mason, Winnetka

$1,099,000

5 Beds ⋅ 3 Baths ⋅ SR26189092 MLS

Beautifully remodeled and move-in ready, this five-bedroom Winnetka home blends warm, modern design with curated finishes throughout. White oak engineered wood floors and recessed lighting set the mood, creating a fresh, cohesive feel from room to room. The kitchen shines with abundant upper and lower cabinetry, top-of-the-line Café appliances, SoliTaj quartz countertops, champagne-bronze hardware and West Elm pendant lights. A tumbled-marble fireplace adds texture and warmth to the stylish and inviting living space. The remodeled bathrooms include a polished powder room, a beautifully appointed full bathroom and a luxurious, spa-like primary bathroom. A bright sunroom expands the living space and brings in abundant natural light, while the epoxy-finished garage provides a clean, durable upgrade. Set in a quiet, charming residential neighborhood, the home is surrounded by lushly landscaped front and back yards, creating a private outdoor retreat. An exceptional patio with built-in benches provides the perfect setting for effortless hosting and daily enjoyment, while new driveway pavers complete the home’s polished curb appeal. With extensive upgrades inside and out, there is even more to appreciate in person!

19939 Hemmingway, Winnetka

$1,590,000

5 Beds ⋅ 5 Baths ⋅ OC26182547 MLS

2025 Construction NEVER LIVED IN. 4 bedroom 3 bath main house 1 bedroom 1 bath attached ADU. Energy efficient AC heat pumps. Copper plumbing. State of the art electrical. Thermador appliances with cabinets galore. Mirrored wardrobes. 11 ft ceilings. Top of the line wood clad aluminum windows.Hardwood floors. Solid doors throughout. Completely insulated to latest building codes. Gorgeous pavers driveway. Solid wood garage door. $430/sq foot Brand NEW less expensive than 25 year old homes.

20329 Stagg Street, Winnetka

$1,199,000

5 Beds ⋅ 3 Baths ⋅ SR26143810 MLS

Price Reduced $100K! Rare opportunity to own a beautifully updated single story 5 bedroom 3 bathroom estate on a 14,562 sq. ft. lot featuring resort style outdoor living and one of the most impressive gated parking compounds you'll find with room for RVs, boats, trailers, work vehicles, and more. A flexible floorplan provides space for growing families, multi-generational living, home offices, a gym, or hobby rooms. The spacious open concept design centers around a gourmet kitchen featuring rich custom cabinetry, granite countertops, a large center island with cooktop, double ovens, and generous storage, all flowing seamlessly into the family room with fireplace and built-in wet bar. The formal dining room offers an elegant gathering space with its own fireplace, custom built-ins, and granite serving area, while the inviting living room creates another comfortable place to relax. The oversized primary suite features a large walk-in closet and private bath, while the remaining bedrooms offer exceptional versatility. Step outside and discover the true centerpiece of the property, a spectacular entertainer's backyard. The expansive covered outdoor pavilion includes a fully equipped outdoor kitchen with built-in BBQ, sink, refrigerator, granite countertops, abundant seating, and a stunning brick fireplace, creating the perfect year-round gathering space. Mature landscaping, fountains, and numerous private seating areas complete this peaceful outdoor retreat. The oversized detached garage, covered carport, and enormous gated concrete parking area provide exceptional flexibility for multiple vehicles, RVs, boats, trailers, work trucks, recreational equipment, or a home-based business. Properties offering this amount of secure off-street parking are rarely available. Additional features include updated flooring, recessed lighting, upgraded electrical service, dual HVAC systems, dedicated laundry room, and a separate studio/flex space building for an office, creative studio, workout room, or additional storage. Combining generous living space, exceptional parking, resort style entertaining amenities, and one of the largest usable lots in the neighborhood, this is truly a rare opportunity.

8519 Winnetka Avenue, Winnetka

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Based on information from CRISNet MLS as of All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed.