Winnetka (WIN) Homes with Two Levels Stories

Welcome to Winnetka, California – a hidden gem nestled in the heart of Los Angeles County! This vibrant neighborhood offers a unique blend of suburban charm and urban convenience, making it an ideal place for families, young professionals, and retirees alike. Known for its friendly atmosphere and rich community spirit, Winnetka is characterized by its lush parks, diverse dining options, and close-knit neighborhoods.

Winnetka boasts a variety of homes that cater to different lifestyles, but one of the standout features of this area is the abundance of two-story residences. These homes not only provide ample living space but also offer distinct advantages, such as separation of living and sleeping areas, making them perfect for families or those who love to entertain. Imagine hosting gatherings in your spacious living room while the kids enjoy their playtime upstairs, or creating a peaceful home office away from the hustle and bustle of daily life.

The architectural styles in Winnetka are as diverse as its residents, ranging from charming mid-century designs to modern constructions that embody contemporary elegance. With tree-lined streets and a welcoming atmosphere, it’s easy to see why so many people are drawn to this community.

For those seeking a home with two levels, Winnetka is a treasure trove of options that cater to various tastes and budgets. Explore the possibilities of making this delightful neighborhood your home, where comfort meets convenience, and every day feels like a getaway. Come experience the warmth of Winnetka – your dream home awaits!

Newest Winnetka (WIN) Homes with Two Levels Stories

$1,050,000

4 Beds ⋅ 3 Baths ⋅ SR26235278 MLS ⋅ Active Status

Welcome to this beautifully upgraded residence, where timeless elegance meets modern comfort. Offering 4 bedrooms, 3 bathrooms, and over 2,200 square feet of thoughtfully designed living space, this home features extensive upgrades and quality finishes throughout. Step inside to discover stunning Italian porcelain tile flooring, soaring ceilings, and skylights that flood the interior with abundant natural light, creating a bright and inviting atmosphere. Fresh interior paint, dimmable recessed lighting, and energy-efficient dual-pane windows with custom treatments further enhance the home's comfort and appeal. The home also features a solar system, providing added energy efficiency and the potential for long-term electricity savings. The spacious living and dining areas are designed for both everyday living and entertaining. The living room features two skylights, while the formal dining room, accented by decorative Greek columns, overlooks a beautifully landscaped backyard retreat. Mature fruit trees, accent lighting, and a covered patio create the perfect setting for outdoor gatherings. Enjoy the ultimate Southern California lifestyle with a sparkling pool and spa, ideal for entertaining. Upgraded dual-pane sliding doors provide seamless access to the backyard from both the family and dining rooms. At the heart of the home, the chef's kitchen combines style and functionality, featuring premium Samsung stainless steel appliances, including a four-burner range, microwave, dishwasher, and refrigerator. Granite countertops, a designer tile backsplash, an Elkay deep sink, and under-cabinet lighting complement custom cabinetry equipped with self-closing drawers, pull-out shelving, a Lazy Susan, and a center island. An adjacent family room and eat-in dining area provide additional space for gathering and everyday enjoyment. Upstairs, the expansive primary suite offers a private bathroom, ceiling fan, and walk-in closets. Bathrooms throughout the home have been tastefully upgraded with pedestal sinks, modern fixtures, elegant marble tile, updated tubs and shower enclosures. Meticulously maintained and thoughtfully upgraded, this home offers an exceptional combination of space, functionality, and indoor-outdoor living. Conveniently located near schools, shopping, public transportation, and everyday amenities, this is an opportunity to enjoy comfort and style in a wonderful setting.

7936 Laramie, Winnetka

$599,999

3 Beds ⋅ 3 Baths ⋅ GD26239625 MLS ⋅ Active Status

DETACHED LIVING, GATED COMMUNITY, $70 LOW HOA, $87 a month AFFORDABLE SOLAR to save on your electric bill & UP TO $15,000 IN DOWN PAYMENT ASSISTANCE! Discover an exceptional opportunity in the heart of Winnetka! This beautifully updated, detached 3-bedroom, 3-bathroom home offers the privacy and feel of a single-family residence, with no common walls, a private patio, and the added security of a gated community—all with an incredibly low $70 monthly HOA and an affordable $87 monthly solar lease to help keep electricity costs down! Even better, this property may qualify for up to $15,000 in down payment assistance, which may be applied toward down payment, closing costs, or an interest rate buydown, due to home being in specific census tract. Step inside and experience a thoughtfully redesigned interior featuring an open-concept floor plan that seamlessly connects the kitchen, dining, and living areas. The updated kitchen opens beautifully to the main living space, creating an inviting atmosphere ideal for entertaining and everyday living. Enjoy hardwood flooring, fresh interior paint, recessed lighting, upgraded electrical, new plumbing, and a cozy fireplace that adds warmth and character. All three bedrooms are conveniently located upstairs, offering privacy and separation from the main living areas. With three bathrooms, including a guest bath on the main level, this home combines style and functionality. Appliances are included, making this home even more move-in ready! The upgrades continue with a new garage system, new washer and dryer, refrigerator, and an attached two-car garage. Solar panels offer added energy efficiency with an affordable $87 monthly solar lease payment. Enjoy your own private patio—perfect for outdoor dining, weekend barbecues, morning coffee, or relaxing at the end of the day. All of this within a gated community that offers an appealing combination of privacy, convenience, and affordability. Ideally located near the 101, 118, and 405 freeways, this home provides easy access throughout the San Fernando Valley and beyond. You're also just minutes from CSUN, shopping, restaurants, entertainment, and everyday conveniences. A detached home, gated privacy, three bedrooms, three bathrooms, a two-car garage, a $70 monthly HOA, affordable solar, and potential down payment assistance—this is an opportunity you won't want to miss! Come experience everything this special Winnetka home has to offer. Your next chapter starts here!

20230 Keswick Unit 3, Winnetka

$1,499,000

SR26231303 MLS ⋅ Active Status

Discover a versatile opportunity in Winnetka featuring 3 living spaces on one spacious lot! Whether you’re looking for room for extended family, potential rental income, or an investment property, this property offers plenty of possibilities. The updated main residence features 5 bedrooms and 4 bathrooms. The newly built detached ADU offers 3 bedrooms and 3 bathrooms, while the newly built junior ADU includes 1 bedroom and 1 bathroom. Together, the three living spaces offer flexibility for a variety of living arrangements and investment goals. With too many upgrades and features to list, this property is a must-see to fully appreciate! Conveniently located near shopping, dining, and neighborhood amenities, this is a unique opportunity to own multiple living spaces in the heart of the San Fernando Valley.

20235 20239 Hartland Street, Winnetka

$1,795,000

SR26231787 MLS ⋅ Active Status

Brand-new construction featuring 3 residences on one lot!! totaling approximately 4,020 sq. ft., offering excellent income-producing potential of over approximately $10,000 a month! Ideal for investors, multigenerational living, or homeowners looking to generate rental income. Can be delivered vacant or occupied, buyer can choose. The main house is 4 bedrooms, 3.5 bathrooms, with soaring ceilings and bright, open floor plan. The kitchen offers an oversized island, abundant cabinetry, and seamless flow into the living and dining areas with a fireplace. Sliding doors open to a private grassy backyard. Upstairs, the spacious primary suite features a walk-in closet and spa-inspired bathroom. The 1,018 sq. ft. ADU offers 2 bedrooms, 1.5 bathrooms, a full kitchen, laundry, separate address, utility metering, private entrance, and backyard. The additional 412 sq. ft. junior ADU features a studio layout with a full kitchen and laundry. With a combined 7 bedrooms, 7 bathrooms, 3 separate living spaces, and fully PAID-OFF solar, this property presents an outstanding opportunity to live in one home while renting the others, accommodate extended family, or maximize rental income from all three residences. A rare opportunity to own three newly constructed homes with exceptional flexibility and long-term investment potential.

20151 Strathern Street, Winnetka

$1,499,000

9 Beds ⋅ 8 Baths ⋅ SR26231280 MLS ⋅ Active Status

20237 20239 Hartland Street, Winnetka

$290,000

1 Beds ⋅ 1 Baths ⋅ CV26216154 MLS ⋅ Active Status

Welcome to **20234 Cantara Street, Unit 240**, a wonderful opportunity to own in the heart of Winnetka! This inviting 1-bedroom, 1-bath condominium offers approximately 684 sq. ft. of comfortable living space with a functional layout perfect for a first-time buyer, downsizer, or investor. Enjoy the convenience of community amenities including a pool, spa, fitness center, clubhouse/recreation area, **two assigned parking spaces**, and gated parking. Ideally located near shopping, dining, entertainment, and major transportation routes, with Cal State Northridge (CSUN) just minutes away. Whether you’re looking for your first home or your next investment, this property offers an excellent opportunity to own in the San Fernando Valley. Come see it and imagine the possibilities!

20234 Cantara, Winnetka

$1,299,999

5 Beds ⋅ 3 Baths ⋅ SR26211941 MLS ⋅ Active Status

Welcome to 20720 Napa Street, located within The Village at Napa, a desirable community of newer single-family residences featuring thoughtfully designed floor plans, spacious private lots, and attached two-car garages. Tucked away on a quiet cul-de-sac, this beautifully maintained residence offers approximately 2,500 square feet of living space with 5 spacious bedrooms and 3 full bathrooms. Step inside and immediately notice the soaring vaulted ceilings, abundant natural light, neutral color palette, custom architectural niches, and elegant arched openings that give the home an open and inviting feel. Presented in mint condition, the floor plan includes a full-size bedroom on the main level, ideal for guests, multigenerational living, or a private home office, along with a full downstairs bathroom featuring an updated shower and bath area. At the heart of the home is the gourmet kitchen, featuring granite countertops, stone backsplash, stainless steel appliances, wood cabinetry, and recessed lighting. The kitchen flows into the spacious family room with a wood-burning fireplace, while a separate formal dining room provides an ideal setting for entertaining. Additional finishes include wood and stone flooring and designer carpeting throughout. Upstairs, the impressive primary suite offers a private retreat complete with a large walk-in closet, dual vanities, makeup area, separate travertine shower, and spa-style soaking tub with natural stone surround. The secondary bathrooms feature additional travertine finishes, while the generous bedrooms provide flexibility for family, guests, work-from-home space, or recreation. The large private backyard offers excellent space for a future swimming pool while still providing plenty of room for entertaining and outdoor enjoyment. An upgraded covered patio is perfect for outdoor dining and gatherings, while established fruit trees add charm and character to the yard. Additional features include a full laundry room, abundant storage, attached two-car garage, recessed lighting, and numerous upgrades throughout. Conveniently situated near highly regarded local schools, parks, shopping, dining, and everyday amenities, this home delivers the space and versatility today's buyers are looking for. With its cul-de-sac setting, downstairs bedroom and full bath, soaring ceilings, natural light, pool-size backyard, and move-in-ready condition, 20720 Napa Street is a wonderful opportunity to call The Village at Napa home.

20720 Napa Street, Winnetka

$599,999

3 Beds ⋅ 3 Baths ⋅ 226004589 MLS ⋅ Active Status

RARE ASSUMABLE FHA LOAN, take over a rate well below today's market! Opportunities like this don't come along often. Step inside this beautifully appointed townhome and you'll feel like you've walked into a model home. Tucked away in a desirable gated community, this charming 3-bedroom, 2.5-bath residence is polished, stylish and truly move-in ready.The inviting living room sets the tone with updated laminate flooring and crisp 4-inch baseboards. At the heart of the home, the gourmet island kitchen is a showstopper. It has gleaming granite countertops, a pantry, recessed lighting, and a full appliance package including refrigerator, built-in stove and oven, dishwasher and microwave. The kitchen opens seamlessly to the dining and family room, with neutral ceramic tile throughout. It's an easy, open setting for relaxed weeknights and memorable gatherings alike.Upstairs, retreat to the spacious primary suite with triple-wide mirrored closet doors and a private en-suite bath. The third bedroom also features mirrored wardrobe doors. Outside, enjoy your own private patio yard, ideal for morning coffee or evening unwinding, with direct access to the 2-car garage and generous storage.A tranquil greenbelt walkway leads to your front door, and the sparkling community pool is just steps away. The location is a dream! Grocery stores, restaurants and Starbucks are nearby, as is Runnymede Park with its tennis courts, picnic areas and open green space.Model-home charm, gated-community living, a low-rate assumable loan and an unbeatable location. This one checks every box and won't last! Loan assumption subject to lender approval

20112 Runnymede Street Unit 3, Winnetka

$899,000

3 Beds ⋅ 3 Baths ⋅ SR26203846 MLS ⋅ Active Under Contract Status

SELLER-PAID BUYER INCENTIVES AVAILABLE! From assistance with closing costs to a potential interest rate buydown, seller contributions may help bring your homeownership goals within reach. Subject to buyer qualification, lender approval, seller contribution limits, and acceptable terms. Welcome to this beautiful two story pool home in a desirable Winnetka neighborhood. Offering 3 bedrooms, 2.5 bathrooms, and approximately 1,787 square feet of inviting living space, the home blends comfortable everyday living with fresh, contemporary updates. New landscaping, mature shade trees, and freshly painted exterior trim create wonderful curb appeal. Inside, the light filled floor plan features fresh interior paint, recessed lighting, new ceiling fans, new luxury vinyl plank flooring throughout the main living areas, and new carpeting in the bedrooms. The spacious living and dining areas flow into a welcoming family room, where a fireplace with new tile provides a stylish focal point. Expansive sliding glass doors frame views of the backyard and create an effortless connection between indoor and outdoor living. The well appointed kitchen showcases abundant two tone cabinetry, generous quartz countertops, open display shelving, and stainless steel appliances, including a new microwave and dishwasher. The primary bathroom has been beautifully updated with a spacious, newly installed glass-enclosed walk-in shower featuring modern tile finishes, a built-in bench, and a recessed niche. A stylish dual-sink vanity with rich wood cabinetry and contemporary fixtures completes the space, while the hall bathroom has also been refreshed with a new vanity, and a tile shower. New faucets throughout add a polished finishing touch. Additional improvements include a NEW HVAC system and new laundry connections in the attached two car garage. Outside, the private backyard is designed for memorable gatherings, with a large resort style pool, rock accents, a waterfall feature, expansive patio space, mature trees, and newly refreshed landscaping. Conveniently located near Westfield Topanga, The Village at Topanga, fine dining, shopping, entertainment, and a variety of everyday amenities, with easy access to major freeways and all that the Valley has to offer. Bright, spacious, and move in ready, this wonderful Winnetka home offers an exceptional setting for relaxing, entertaining, and enjoying Southern California living.

7812 Fairchild Street, Winnetka

$425,000

2 Beds ⋅ 2 Baths ⋅ P1-28885 MLS ⋅ Active Status

Welcome home to the desirable Forest Glen Community in Winnetka! This updated end unit townhome includes 2 bedrooms, 2 bathrooms, abundant natural light, and thoughtful improvements throughout. Step inside to a freshly painted interior with an inviting open layout and spacious living room that provides plenty of room to relax or entertain. The kitchen features quartz countertops and generous cabinet space, with direct access to the private patio. The patio also includes washer and dryer hookups with a laundry shed, providing added convenience.Upstairs, both generously sized bedrooms with new laminate flooring extends through the bedrooms and hallway. The staircase has also been beautifully upgraded with stained wood treads, wood balusters, and coordinating wood handrails for a warm, updated look. Additional improvements include new Milgard dual pane windows throughout, an Ecobee smart thermostat, and a refreshed downstairs bathroom with updated flooring, toilet, vanity, and medicine cabinet.Easy access to an exceptional collection of community amenities with gated access, two large swimming pools, a separate kids wading pool, jacuzzi, fitness room, clubhouse, playground, and basketball court. This unit also comes with 2 covered parking spaces. Ideally located near Pierce College, Westfield Topanga, The Village, Warner Center, Runnymede Park, Cal State Northridge, and Northridge Fashion Center, this home offers easy access to shopping, dining, recreation, and everything the West Valley has to offer!

20224 Cohasset Street Unit 9, Winnetka

$1,159,000

5 Beds ⋅ 4 Baths ⋅ SR26194670 MLS ⋅ Active Status

Situated on a quiet residential street in a highly sought-after Winnetka neighborhood, this expansive two-story home offers nearly 3,000 sq. ft. with 5 bedrooms, 4 baths and a 3-car garage. Behind private security gates, the inviting entry features a filtered koi pond and lush landscaping. Thousands in upgrades include fresh interior paint, smooth ceilings, crown molding, tile flooring, newer vinyl windows and doors, upgraded window treatments, and an updated kitchen with newer countertops, cabinetry, Lazy Susan, self-closing drawers and deep stainless sink. The spacious family room features a fireplace, while a downstairs bedroom and bath offer ideal flexibility for guests or multigenerational living. Upstairs, the private primary suite includes a large ensuite bath with dual vanities, tub, separate shower, laundry room, sauna and balcony. Enjoy the beautifully landscaped backyard with covered patio, built-in BBQ, spa and fruit trees. Additional highlights include an approx. $40,000 newer roof, paid-for 25-panel solar system, water filtration, 200-amp electrical panel with EV wiring, RV clean-out. Potential ADU space call for details!! Conveniently located near Westfield Topanga, The Village, Warner Center, Pierce College, parks and 101/118 freeways.

7907 Casaba, Winnetka

$1,590,000

5 Beds ⋅ 5 Baths ⋅ OC26182547 MLS ⋅ Active Status

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

Start Your Search

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.

Winnetka (WIN) Homes with Two Levels Stories

Newest Winnetka (WIN) Homes with Two Levels Stories

How much is your home worth?

How much is your home worth?