Winnetka (WIN) Homes for Sale

Winnetka (WIN) Homes for Sale

Welcome to Winnetka, California, a hidden gem nestled in the heart of Los Angeles County. This vibrant neighborhood is celebrated for its charming suburban feel, making it an ideal place for families, young professionals, and retirees alike. With its tree-lined streets, friendly community, and convenient access to amenities, Winnetka offers a perfect blend of tranquility and urban convenience.

Winnetka boasts a rich tapestry of cultural diversity, with a variety of local eateries, shops, and parks that cater to all lifestyles. Residents can enjoy the lush landscapes of nearby parks, such as the expansive Winnetka Park and the serene Shadow Ranch Park, perfect for weekend picnics or leisurely strolls. The area is also well-connected to major freeways, providing easy access to the bustling city life of Los Angeles while maintaining a peaceful suburban atmosphere.

For those looking to plant roots in this idyllic community, there are a variety of homes for sale in Winnetka. From charming single-family homes with spacious yards to modern townhouses and condos, there's something to suit every taste and budget. Many of these properties feature beautiful gardens, updated interiors, and proximity to top-rated schools, making them ideal for families.

Whether you're searching for a starter home or a place to retire, the real estate market in Winnetka offers a wealth of opportunities. Let the allure of this enchanting neighborhood draw you in, and discover your dream home in Winnetka today!

Newest Winnetka (WIN) Homes for Sale

$1,150,000
5 Beds 5 Baths SR26195898 MLS Active Status
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

$1,275,000
3 Beds 2 Baths SR26195529 MLS Active Status
Welcome to this beautifully updated single-story ranch home in a highly sought-after pocket of Winnetka. Situated on an expansive 13,441-square-foot double lot, this spacious 3-bedroom, 2-bathroom residence offers approximately 2,256 square feet of living space and an exceptional combination of comfort, convenience, and future potential. Recent improvements include remodeled bathrooms, new laminate flooring, fresh interior and exterior paint, drought-tolerant front landscaping, and a newly seeded backyard. The spacious living room features an impressive 14-foot vaulted ceiling, creating an open and inviting atmosphere. Additional features include a Tesla EV charger, smart thermostat, ADT security system, six Ring security cameras, and approximately 15 feet of wide RV access. The expansive double lot provides tremendous flexibility for future development and customization. Subject to zoning, permits, and city approvals, the property may offer potential for an ADU or guest house, private swimming pool, expanded outdoor living areas, or additions to the existing residence. The property's generous lot size, single-story layout, and configuration may also provide an opportunity for buyers interested in exploring the potential for a Residential Care Facility for the Elderly (RCFE). Buyers are encouraged to independently verify zoning, permitted uses, development potential, licensing requirements, and all applicable regulations with the appropriate governmental agencies. The newly seeded backyard offers a blank canvas for creating a private retreat, entertaining area, pool, or custom outdoor space. Ideally located near Pierce College, many great schools, The Village, Westfield Fashion Square, the Orange Line, and the 101 Freeway and 118 Highway, providing convenient access to shopping, dining, entertainment, education, and transportation. With its oversized double lot, updated interiors, fresh paint, new landscaping, vaulted ceilings, RV access, security features, and development potential, this Winnetka property offers a rare opportunity to enjoy a move-in-ready home today with exciting possibilities for the future. A must-see!

20358 Strathern Street, Winnetka

$990,000
4 Beds 3 Baths SR26193908 MLS Active Status
Welcome to this spacious and beautifully appointed 4 bedroom, 3 bathroom home offering approximately 2,491 square feet of comfortable living space. Designed with an inviting open floor plan, the home offers distinct living, dining, and family rooms that provide plenty of space for everyday living, entertaining, and gathering with family and friends. Hand finished hardwood flooring extends throughout the home, adding warmth and character, while vaulted ceilings enhance the sense of openness and natural light. The kitchen is both stylish and functional, featuring granite countertops, a center island, maple cabinetry, and stainless steel appliances, creating a welcoming space for preparing meals and entertaining. The generously sized primary suite provides a relaxing retreat with a walk in closet and an elegant en suite bathroom featuring dual sinks, marble countertops, custom tile and mosaic details, and an oversized shower. Additional features include central air conditioning and heating, a gas fireplace, tankless water heater, dual glazed high efficiency vinyl framed windows, and a convenient second floor indoor laundry room. Outside, the paved driveway provides easy access, while the wood fenced rear and side yards offer privacy and flexibility for outdoor enjoyment. The outdoor gazebo and dedicated BBQ area create an inviting setting for weekend gatherings, al fresco dining, or relaxing outdoors. With its spacious layout, thoughtful finishes, comfortable amenities, and versatile indoor and outdoor living spaces, this home offers a wonderful opportunity to enjoy both everyday comfort and effortless entertaining.

7861 Fluffy Duckling Lane, Winnetka

$1,279,000
4 Beds 4 Baths SR26195914 MLS Active Status
Discover an exceptional opportunity to own a spacious, lifestyle-rich property on a 19,000+ square foot RA zoned lot. Thoughtfully arranged for privacy & flexibility, this one of a kind property features a lovely single-story 3+3 California Ranch near the front and a detached fully 1+1 guest house set at the rear of a park-like yard. The expansive grounds create a true sanctuary with a broad grassy lawn, multiple fruit producing trees, swimmer’s pool, above-ground spa, outdoor brick fireplace, outdoor shower, & generous patio areas ideal for entertaining, relaxing, & enjoying Southern California living. Animal lovers & hobbyists will appreciate the RA-zoning & numerous covered animal enclosures, a duck pond, multiple storage/tack sheds, & a spacious screened-in front porch/catio. Natural light floods the 2500+ square feet (per assessor) one-level home creating a warm inviting aesthetic. Common rooms include a great room that makes an immediate impression with soaring ceilings, French doors that open to the patio, a freestanding modern gas fireplace & large bay window with seating area overlooking the pool. The adjoining kitchen offers a large center island, stainless steel appliances, plentiful cabinetry, a walk-in pantry, & breakfast bar which creates a functional hub for daily life & hosting. The home’s flexible layout also includes an office nook off the kitchen, 2 secondary bedrooms which share a full bath, & an additional full bath conveniently positioned for pool use. Rarely found in a home at this price point, the stunning primary suite feels like a serene escape complete with cathedral ceilings, numerous built-in’s, a large walk-in closet, a cozy reading or office alcove, and access to the pool & patio. Its well-appointed bath includes an oversized multi-jet slate shower, large jetted soaking tub, dual vessel basin sinks, and a dressing area. At the rear of the property, the guest house offers nearly 600 square feet of self-contained space comprised of a living room, full kitchen, bedroom, bath, & in-unit washer/dryer. This valuable additional space is well suited for guests, extended household, a private office, or a creative studio. Skylights, video surveillance, zoned sound system (including outdoors), solar, tankless water heaters, multiple storage options, RV power/clean-out, & amazing outdoor amenities round out this distinctive offering. More than a home, this is a versatile private compound with room to live, host, create, and enjoy.

8621 Keokuk, Winnetka

$899,000
4 Beds 2 Baths SR26179992 MLS Active Status
Welcome to this charming 4-bedroom, 2-bath home offering approximately 1,615 sq. ft. of living space, ideally situated on a desirable corner lot in a well-established Winnetka neighborhood. The bright, open floor plan features recessed lighting and a spacious living area that flows seamlessly into the kitchen, creating an inviting setting for both everyday living and entertaining. Updated approximately five years ago, the kitchen features a large quartz-topped center island, ample cabinetry, and an open layout perfect for gathering with family and friends. Around the same time, the home was expanded to provide additional living space and enhanced functionality. One of the property’s standout features is the detached garage with convenient side-street access, offering excellent potential for a future ADU (buyer to verify). Additional highlights include solar panels that will be paid off by the seller at close of escrow, offering future energy savings, along with a private backyard featuring a mature lemon tree. The corner-lot location adds even more flexibility and accessibility to the property. With four bedrooms, an open and functional layout, ADU potential, and the added benefit of paid-off solar, this home offers a wonderful combination of comfort, versatility, and future possibilities. Conveniently located near shopping, dining, schools, and major thoroughfares, it’s a great opportunity to make this Winnetka home your own!

19857 Bassett, Winnetka

$1,649,950
SR26185359 MLS Active Status
Welcome to this rare opportunity featuring three detached homes on one expansive 9,461 sqft lot 8434, 8436 & 8438 Oakdale Avenue. Beautifully redesigned with modern finishes, energy efficiency, and flexible living in mind, this one-of-a-kind property is ideal for multi-generational living, owner-users, or savvy investors seeking immediate cash flow potential. The main residence at 8434 Oakdale offers approximately 1,300 sqft of thoughtfully designed living space featuring 3 spacious bedrooms and 2 beautifully updated bathrooms. Completely remodeled inside and out, this home showcases an open-concept floor plan filled with natural light, recessed lighting, new flooring throughout and seamless indoor-outdoor living. The stunning chef-inspired kitchen opens directly to the living and dining areas, creating the perfect atmosphere for entertaining. Step outside to your own private backyard retreat featuring a covered gazebo with ceiling fans & TV, outdoor built-in kitchen and ample space for gatherings and relaxation. Additional highlights include fully paid-off solar panels and an EV charger for energy-efficient living. The detached ADU at 8436 Oakdale, newly built in 2024 offers approximately 1,067 sqft with 3 bedrooms and 2 bathrooms. Designed for complete independence and privacy, this stylish home features a modern kitchen with new appliances, laminate flooring throughout, efficient heating and cooling systems, in-unit washer and dryer, and its own private backyard space. Privately situated at the rear of the property, the SB9 studio at 8438 Oakdale is a beautifully designed 430 sqft detached unit maximizing every inch of space. Complete with a kitchenette, private bathroom, in-unit laundry, private entrance, and dedicated front yard area, this flexible space is ideal for rental income, guests, extended family, or a home office setup. Each residence enjoys separate addresses, private entrances, front and backyard areas, and no shared walls offering true privacy and independence for every occupant. The property also features a circular driveway with abundant parking, modern energy-efficient construction, and exceptional versatility rarely found on the market today. Whether you’re looking to live in one unit while offsetting your mortgage with rental income, accommodate extended family with separate yet connected living spaces, or capitalize on a high-income-producing investment opportunity, this extraordinary Winnetka compound offers endless possibilities.

8434 Oakdale Avenue, Winnetka

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Based on information from California Regional Multiple Listing Service, Inc. as of . This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.