Winnetka (WIN) Homes with Two Levels Stories

Winnetka (WIN) Homes with Two Levels Stories

Welcome to Winnetka, California, a hidden gem nestled in the heart of Los Angeles County! Known for its rich diversity and vibrant community, Winnetka offers a perfect blend of suburban tranquility and urban convenience. With its tree-lined streets, well-maintained parks, and a variety of local shops and eateries, this charming neighborhood is ideal for families, young professionals, and retirees alike.

Winnetka boasts an array of homes, including stunning two-story properties that provide both spacious living and stylish design. These two-level homes are perfect for those seeking ample space and privacy, featuring open floor plans that seamlessly connect living, dining, and kitchen areas. With multiple bedrooms and bathrooms, these residences cater to families of all sizes, providing the perfect backdrop for creating lasting memories.

The two-story homes in Winnetka often come equipped with modern amenities, such as gourmet kitchens, luxurious master suites, and expansive backyards that invite outdoor entertaining. Imagine sipping your morning coffee on a sunlit balcony or hosting weekend barbecues in your private garden oasis.

Moreover, Winnetka's prime location offers easy access to major freeways, making commutes to nearby cities a breeze. With a plethora of nearby schools, parks, and recreational facilities, residents enjoy a well-rounded lifestyle that balances work and play.

If you're looking for a home that combines comfort, style, and community, Winnetka's two-story residences are an excellent choice. Come explore the possibilities and discover the charm of this delightful neighborhood!

Newest Winnetka (WIN) Homes with Two Levels Stories

20235 20239 Hartland Street, 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
20151 Strathern 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
20237 20239 Hartland Street, Winnetka
$1,499,000
9 Beds ⋅ 8 Baths ⋅ SR26231280 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.

20237 20239 Hartland Street, Winnetka
20234 Cantara, 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
20720 Napa Street, Winnetka
$1,350,000
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
20112 Runnymede Street Unit 3, 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
19860 Arminta Street, Winnetka
$839,995
4 Beds ⋅ 3 Baths ⋅ V1-38908 MLS ⋅ Active Status
Tucked in a quiet, private neighborhood, imagine your holidays in this adorable corner lot home. With 2,165 sf, this two-level home offers plenty of space, including 4 bedrooms (primary bedroom on the ground floor), 3 baths, extra yard space, and wonderful curb appeal from multiple angles. Enjoy the big-ticket items already replaced, including a brand-new HVAC (2026) and a new roof (2026), providing comfort and peace of mind for years to come. Home tented in 2025 and sunroom flooring replaced in 2025. Newer appliances (in 2021). Updates continue with dual-paned windows throughout (2019), adding energy efficiency year-round.The ground floor primary bedroom has an updated bathroom, offering a fresh, move-in-ready retreat at the end of the day. Ground floor also has a dining area, living room, den, and large sunroom which leads to the large backyard. Enjoy decorating the 2 sloped-roofline bedrooms plus a large 3rd bedroom upstairs with lovely mountain views. Priced so you can bring your personal touch that matches your style. With over 2,100 square feet of living space, the possibilities are endless. Home is near Pierce College, John A. Sutter Middle School, Calvert St. Elementary, Runnymede Park, Winnetka Recreation Center, shops, restaurants, recreation paths, and so much more.

19860 Arminta Street, Winnetka
20224 Cohasset Street Unit 9, Winnetka
$449,000
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
7907 Casaba, Winnetka
$1,185,000
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
20329 Stagg Street, 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
20230 Keswick Unit 3, Winnetka
$680,000
3 Beds ⋅ 3 Baths ⋅ GD26181898 MLS ⋅ Active Status
Home can qualify for up to $15,000 towards down payment assistance, closing costs, or rate buy down due to being in a specific census tract ! Where can you find a detached home in a gated community with an HOA of only $70 per month? Right here at 20230 Keswick #3! Add in a low $87 monthly solar lease, thoughtful upgrades, and a desirable Winnetka location, and this home offers a combination of value, comfort, and convenience that is hard to find. This beautifully updated 3-bedroom, 3-bathroom detached home has no common walls and has been thoughtfully improved to create a bright, modern, and welcoming living space. The kitchen has been opened up to create an inviting open-concept floor plan, allowing the kitchen, dining, and living areas to flow effortlessly together—perfect for everyday living and entertaining. Inside, you'll find hardwood flooring, fresh interior paint, recessed lighting, upgraded electrical, new plumbing, a cozy fireplace, and appliances included. The kitchen offers generous counter and cabinet space while opening directly into the main living areas, creating a spacious and connected feel. All three bedrooms are located upstairs, offering privacy and separation from the main entertaining spaces. With three bathrooms, including a convenient guest bathroom on the main level, the layout is as functional as it is comfortable. Step outside to your private patio, a space ready for morning coffee, weekend BBQs, entertaining friends, or simply creating memories with the people you love. Additional upgrades and conveniences include a new garage system, new washer and dryer, refrigerator, attached 2-car garage, solar panels with a low $87 monthly lease payment, and the added privacy and security of a gated community. With an incredibly low $70 monthly HOA, low solar payment, numerous upgrades, private outdoor space, and a detached-home feel, this property delivers exceptional value in a great neighborhood. Location is another standout. Situated in the heart of the San Fernando Valley, the home offers convenient access to the 101, 118, and 405 freeways, making it easy to get around the Valley and beyond. You're also close to CSUN, shopping, dining, entertainment, and everyday conveniences—putting so much of what the Valley has to offer within easy reach.

20230 Keswick Unit 3, Winnetka
19701 Blythe Street, Los Angeles
$1,234,050
5 Beds ⋅ 4 Baths ⋅ 26872325 MLS ⋅ Active Status
Stunningly redesigned and remodeled corner-lot property offering approximately 2,373 sq. ft. of living space shared between the main residence and permitted ADU. The main home offers approximately 1,923 sq. ft. with 4 bedrooms and 3 bathrooms, while the additional approximately 450 sq. ft. permitted 1-bedroom ADU provides a private and versatile living space.The main residence has been renovated from top to bottom, featuring a new roof, windows, doors and patio doors, fully remodeled kitchen and bathrooms, new engineered flooring throughout, new interior and exterior paint, electrical upgrades with a new 220-amp panel, new energy-efficient central heat and air, new landscaping, and a new concrete driveway. The spacious living and dining areas flow into a beautifully designed kitchen with new appliances and a stacked washer and dryer. A fireplace adds warmth and character, while sliding glass doors open to a large, flat backyard with a covered patio and mature fruit treesideal for entertaining, outdoor living, or adding a pool.The permitted approximately 450 sq. ft. 1-bedroom ADU has also been completely remodeled with new engineered flooring, central heat and air, a full kitchen with stove, refrigerator and microwave, washer and dryer, private entrance, and separate gas, electric and water meters. The ADU has one dedicated driveway parking space and shares only one wall with the main residence, providing excellent privacy. It is currently leased through May 2027 for $2,200 per month, offering immediate rental income while enjoying the main residence. After the lease ends, the ADU offers exceptional flexibility as an in-law suite, extended-family quarters, home office, guest space, or continued rental income.The property offers three dedicated driveway parking spacestwo for the main home and one for the ADU. Conveniently located near CSUN, Pierce College, Northridge Fashion Center, Porto's Bakery, Costco, restaurants, shopping, entertainment, Ventura Boulevard, and major freeway access.A rare opportunity to own a fully remodeled home with an additional permitted ADU, approximately 2,373 sq. ft. of combined living space, 5 bedrooms, 4.5 bathrooms, rental income, and a generous private backyard.

19701 Blythe Street, Los Angeles
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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.

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