Winnetka Homes with Multi Level Stories

Welcome to Winnetka, California—a vibrant and welcoming community nestled in the heart of Los Angeles County. Known for its warm climate and friendly atmosphere, Winnetka boasts a rich tapestry of cultural diversity, making it an ideal place to call home. With a blend of suburban charm and urban conveniences, residents enjoy easy access to shopping, dining, and recreational activities, all while being just a short drive away from the bustling energy of downtown Los Angeles.

One of the standout features of homes in Winnetka is the availability of multi-level stories. These homes not only offer ample living space but also provide a unique opportunity for families to create distinct areas for relaxation, work, and entertainment. Imagine hosting gatherings in your spacious living room, while the kids enjoy their playroom on a different level. With multiple stories, you can easily establish a flow that suits your lifestyle, whether you’re looking for a cozy retreat or a lively family hub.

Winnetka’s multi-level homes often come with charming architectural details and modern amenities, providing a perfect blend of comfort and style. Many properties feature large windows that flood the interiors with natural light, while spacious backyards offer a private oasis for outdoor enjoyment.

Whether you’re a first-time homebuyer or looking to upgrade, Winnetka offers an array of multi-level homes that cater to diverse needs and preferences. Come explore this delightful community and discover the perfect multi-level home that awaits you in Winnetka!

Newest Winnetka Homes with Multi Level Stories

$1,465,000

10 Beds ⋅ 6 Baths ⋅ 26853711 MLS ⋅ Active Status

6-Unit multifamily in the heart of Winnetka one of the San Fernando Valley's most sought-after rental markets. Situated on a 7,412 SF lot with 4,800 SF of rentable space, the property offers a strong unit mix of four 2BD/1BA and two 1BD/1BA units averaging 800 SF each. One unit delivered vacant at close, with approximately 38% rental upside across the remaining five. The detached garage presents additional ADU potential, giving a new owner multiple paths to maximize income and long-term value. Ideally positioned near Canoga Park and Woodland Hills with convenient access to major employment, shopping, and dining throughout the West Valley.

20542 Hartland Street Unit 2, Winnetka

$330,000

1 Beds ⋅ 1 Baths ⋅ 26843921 MLS ⋅ Active Under Contract Status

ALL APPLIANCES INCLUDED. Charming and move-in ready 1-bedroom, 1-bath condominium featuring 630 sq. ft. of comfortable living space. This home boasts high ceilings, a cozy fireplace, and an outdoor patio, creating a bright and inviting atmosphere. Enjoy a well-appointed kitchen, spacious living area, and the convenience of a 2-car tandem community garage with in-unit washer/dryer combo. The community offers fantastic amenities including a pool, gym, and outdoor gathering spaces perfect for enjoying the California lifestyle. Located in a desirable neighborhood with easy access to shopping, dining, and major freeways, this property is ideal for first-time buyers, investors, or anyone seeking a low-maintenance lifestyle. Only three miles from Northridge Fashion Center, Westfield Topanaga Mall, CSUN and Pierce College. Don t miss the opportunity to make this cozy and stylish condo your own!

20253 Keswick Street Unit 205, Winnetka

$585,000

2 Beds ⋅ 3 Baths ⋅ 26839989 MLS ⋅ Active Status

Welcome to this beautiful 2-bedroom, 2.5-bathroom townhome located in the highly desirable, controlled-access Windsor Park community. The thoughtfully designed floor plan features a light-filled living area with sleek floors, recessed lighting, and a cozy gas fireplace. The well-appointed kitchen boasts granite countertops and includes stainless steel appliances. A skylight leads to the upper level, which includes a dedicated laundry area complete with full-size machines and built-in cabinetry. The large primary bedroom serves as a true retreat, offering two closets, a unique step-up bonus room, and an en-suite master bath that comes with a separate tub, shower, and a double vanity. The spacious second bedroom provides excellent privacy, featuring its own attached bathroom with a tub. Complete with a private 2-car attached garage, central A/C and heating, and access to an inviting community pool and spa, this townhome is perfectly situated near shopping, parks, and transportation.

20737 Roscoe Boulevard Unit 704, Winnetka

$569,500

2 Beds ⋅ 3 Baths ⋅ SR26102761 MLS ⋅ Active Status

Centrally located between the 118 and 101 freeways, this beautiful 2-bedroom, 2.5-bathroom Windsor Park townhome has been meticulously remodeled into a turnkey, move-in-ready residence. Situated within a gated community featuring peaceful garden walkways, the home opens to a light and bright interior freshly painted in crisp white. Modern upgrades abound, including new laminate flooring throughout, smooth ceilings with inset lighting, and updated lighting fixtures and ceiling fans in the entry, dining area, living spaces, and bedrooms. The multi-level floor plan offers exceptional flexibility; upon entry, you are welcomed by a spacious living room featuring a cozy fireplace and sliding doors that lead to an enclosed private patio. The first level also provides convenient direct access to an attached two-car garage. The gourmet kitchen is fully equipped with new stainless-steel appliances—including a refrigerator, stovetop/oven, dishwasher, and microwave—alongside ample cabinetry and a counter for bar seating. The adjacent formal dining area is brightened by a private balcony, with a guest-friendly powder room located just around the corner. Privacy is a hallmark of the split-level design. As natural light pours through the hallway skylight, you reach the primary suite, which features vaulted beamed ceilings and a versatile flex space perfect for a home office, gym, or hobby area. The secondary bedroom is equally private and located near the convenient hallway laundry room. Both bedrooms feature remodeled en-suite bathrooms including new vanity cabinets, countertops, and fixtures, with the primary bathroom offering luxurious amenities such as a separate tub and shower. Residents also enjoy community access to a pool and spa. Ideally positioned near the Winnetka Recreation Center—which offers sports, fitness, and cultural programs along with a lighted baseball diamond, play area, and picnic tables—the home is also close to Warner Center, the vibrant downtown of the San Fernando Valley. This location puts you just minutes from the shopping, dining, and entertainment at The Village and Westfield, as well as the outdoor beauty of Warner Center Park.

20737 Roscoe Boulevard Unit 703, Winnetka

$655,000

3 Beds ⋅ 3 Baths ⋅ SW26096401 MLS ⋅ Active Status

Welcome to Sherman Courts — One of Winnetka's Most Sought-After Gated Communities This stunning multi-level townhome offers the perfect blend of space, style, and resort-style living in the heart of the San Fernando Valley. Situated as a corner unit with only one shared wall, this home lives large with an open, airy feel and natural light pouring in from multiple directions. Spread across three levels, the thoughtfully designed floor plan offers incredible flexibility. The lower level features a generous bonus room perfect as a third bedroom, home office, media room, or gym — a true flex space that adapts to your lifestyle. The main level is made for entertaining, anchored by a warm and inviting family room with a gorgeous red brick fireplace. The open living and dining area features a wet bar and flows seamlessly to a private patio — the perfect spot to relax or dine al fresco in Southern California's year-round sunshine. The beautifully appointed kitchen boasts granite countertops and stainless steel appliances, making it as functional as it is stylish. The upper level is home to the spacious primary suite with a private bath, his-and-hers closets, and a private balcony, plus an additional bedroom and a versatile loft — ideal as a home office, playroom, creative retreat, or 4th bedroom. Updated bathrooms throughout and new flooring add a fresh, modern finish at every turn. The attached direct-access 2-car garage includes washer and dryer hookups for everyday convenience, plus ample storage. An additional reserved parking spot is also included — a rare bonus. Sherman Courts is a beautifully maintained gated community featuring a sparkling pool, spa, lighted tennis courts, and picnic area. A true resort-style living steps from your front door. HOA dues of $485/month cover water, trash, exterior structural insurance, roof maintenance, and 1 reserved parking space. Located in the heart of Winnetka just 25 miles northwest of downtown Los Angeles, residents enjoy easy access to top shopping, diverse dining, parks, Pierce College, Cal State Northridge, and major commuter routes. 1,843 sq ft | 3 Bed + Loft | 2.5 Bath | 2-Car Garage + Reserved Parking | Gated Community Spacious. Stylish. Move-in ready. This is the one.

20224 Sherman Unit 48, Winnetka

$559,990

2 Beds ⋅ 3 Baths ⋅ SR26098808 MLS ⋅ Active Status

Welcome to this beautifully updated townhome in the highly desirable Windsor Park community, offering resort-style living in a gated and meticulously maintained setting. This spacious 2-bedroom, 2.5-bath residence features nearly 1,600 sq.ft. of light-filled living space with an open multi-level floor plan designed for both comfort and functionality. The inviting living room showcases rich wood flooring, recessed lighting, a cozy gas fireplace, and seamless access to a private patio perfect for relaxing or entertaining. The updated kitchen is thoughtfully designed with quartz countertops, stainless steel appliances, bar seating, and an adjoining dining area, along with its own private balcony that fills the space with natural light. Overlooking the living area, the formal dining room creates an open and connected flow ideal for both everyday living and entertaining. Both bedrooms feature remodeled en-suite bathrooms, providing privacy and convenience. The spacious primary suite offers vaulted beamed ceilings and a versatile raised bonus area ideal for a home office, gym, lounge area, or creative space. Additional highlights include direct access to a private 2-car garage, side-by-side laundry area, central heating and air conditioning, ceiling fans, and ample storage throughout. Residents of Windsor Park enjoy beautifully landscaped grounds, a sparkling pool and spa, abundant guest parking, and a peaceful community atmosphere, all conveniently located near shopping, dining, schools, and public transportation.

20737 Roscoe Boulevard Unit 203, Winnetka

$579,000

3 Beds ⋅ 3 Baths ⋅ 26827083 MLS ⋅ Active Under Contract Status

Welcome to Kelvin Court, one of Winnetka's best hidden gems. Located inside a gated, well-maintained community, this beautifully updated 3-bedroom, 2.5-bath townhome offers the rare combination of warmth, style, and everyday practicality buyers are searching for. With approximately 1,488 square feet, this inviting residence features a bright open-concept layout filled with natural light, a cozy fireplace that anchors the living space, and a private balcony perfect for morning coffee, evening relaxation, or a breath of fresh air. Fresh paint and updated flooring add a crisp, polished feel, creating a home that is both move-in ready and effortlessly appealing. The floor plan is thoughtfully designed for modern living, with the flexibility families need and the comfort everyone wants. Adding to its appeal are a direct-access 2-car tandem garage, bonus storage, and a separate laundry/storage room practical features that make daily living easier and elevate the value of the home. What makes this property truly special is its setting: private and peaceful, yet close to shopping, dining, parks, schools, and all the essentials. It feels tucked away from the rush, while still keeping you connected to everything you need. Stylish, spacious, and located in one of Winnetka's most desirable hidden communities, this is the kind of home buyers do not want to mi

7230 Kelvin Avenue Unit 6, 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.