Winnetka (WIN) Homes with Multi Level Stories

Welcome to Winnetka, California—a vibrant community nestled in the heart of Los Angeles County, where suburban charm meets urban convenience. Known for its friendly atmosphere and diverse neighborhoods, Winnetka offers a unique blend of residential tranquility and easy access to the bustling city life. With its tree-lined streets and well-maintained parks, this region is perfect for families, young professionals, and retirees alike.

Winnetka is celebrated for its variety of housing options, including stunning multi-level story homes that provide ample space and versatility. These homes are designed to cater to modern living, featuring open floor plans, spacious bedrooms, and often a dedicated area for home offices or recreational spaces. The multi-level design not only enhances privacy but also allows for breathtaking views of the surrounding landscape, creating a perfect backdrop for your daily life.

Living in Winnetka means enjoying a plethora of amenities. Residents have easy access to shopping centers, gourmet restaurants, and entertainment options, all within a short drive. The community also boasts excellent schools and recreational facilities, including parks and sports complexes, making it an ideal place for families to thrive.

Whether you’re seeking a cozy family home or a spacious abode with room to grow, Winnetka’s multi-level story homes offer the perfect solution. Experience the charm of this delightful community while enjoying the comforts and conveniences of modern living. Discover your dream home in Winnetka today, where every level of your lifestyle can flourish!

Newest Winnetka (WIN) Homes with Multi Level Stories

$575,000

3 Beds ⋅ 3 Baths ⋅ SR26208746 MLS ⋅ Active Status

Set within the gated Windsor Park community, this south-facing end-unit townhome offers a tranquil garden view and a well-designed split-level layout with 3 bedrooms, 2.5 baths and approximately 1,641 square feet of living space. The entry opens to a bright living room with a corner fireplace and sliding glass door framed by plantation shutters leading to a private patio, creating a seamless indoor-outdoor connection. The step-up mid-level features a formal dining room with built-in dry bar/buffet that flows into an open kitchen and family room, where a rear-facing balcony further enhances the setting as an inviting space for gathering. Granite countertops, upgraded cabinetry, stainless-steel appliances and breakfast-bar seating give the kitchen a clean, functional design. A conveniently located powder room completes the mid-level. Upstairs are three bedrooms, including a generous primary suite with a vaulted, beamed ceiling, plantation shutters, and mirrored wardrobe doors, along with a full en-suite bathroom featuring a dual-sink vanity, walk-in shower, and separate tub. A second full hallway bath serves the two secondary bedrooms, while useful hallway storage and a dedicated laundry room add functionality and convenience. Direct interior access leads to the attached, private two-car garage, which offers ample room for additional storage. The home has been well cared for and is completely move-in-ready. Windsor Park enhances the setting with controlled gated access, landscaped common areas, and a community pool and spa. Shopping, dining, and entertainment are close at hand at Westfield Topanga and Northridge Fashion Center, with neighborhood recreation available at Winnetka Recreation Center and Warner Center Park. Commuters also benefit from convenient access to Roscoe Boulevard, the nearby Metro G Line at Roscoe Station, and major Valley routes connecting to the 101 and 118 freeways.

20737 Roscoe Boulevard Unit 204, Winnetka

$1,499,999

6 Beds ⋅ 6 Baths ⋅ 26862297 MLS ⋅ Active Status

Beautiful updated home with rental property income. First property is a 3 bedroom 2 bath 1225 sqft with private backyard. Garage has been converted into JR ADU with full kitchen, bathroom and laundry. The second free standing unit is a brand new 2 story ADU just finished in the back with private access and private backyard. The newly built ADU features an open floor, high ceilings 2 bedroom, 2 and a half bathrooms with laundry unit inside as well with a 1200 sqft open floor plan. All units have with tankless water heaters installed. PAID OFF SOLAR PANELS. This property also has 2 power meters and 3 addresses. Everything is permitted, buyer to verify with local building and safety office.

6915 Laramie Avenue, Winnetka

$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

$625,000

3 Beds ⋅ 3 Baths ⋅ SW26096401 MLS ⋅ Active Status

MOTIVATED SELLER! 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 Under Contract 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 square feet of light-filled living space and an open, multi-level floor plan designed for comfort, functionality, and entertaining. The inviting living room showcases updated wood-style flooring, recessed lighting, a cozy gas fireplace, and seamless access to a private patio—perfect for relaxing, entertaining, or enjoying your morning coffee. The thoughtfully updated kitchen features quartz countertops, stainless steel appliances, bar seating, newer cabinetry and paint, and an adjoining dining area with its own private balcony that brings in abundant natural light. Overlooking the living room, the formal dining area creates an open and connected flow ideal for both everyday living and gatherings. Both bedrooms feature remodeled en-suite bathrooms, offering privacy and convenience. The spacious primary suite is highlighted by vaulted, beamed ceilings and a versatile raised bonus area that can serve as a home office, gym, lounge, reading area, or creative space. Additional improvements include a newer central A/C system, updated plumbing, partial electrical upgrades, updated flooring, recessed lighting, removal of the original popcorn ceilings, and remodeled bathrooms. Further highlights include direct access to a private 2-car garage, a side-by-side laundry area, ceiling fans, and ample storage throughout. Residents of Windsor Park enjoy beautifully landscaped grounds, a sparkling community pool and spa, abundant guest parking, and a peaceful residential atmosphere. Conveniently located near shopping, dining, schools, public transportation, and other everyday amenities, this move-in-ready townhome offers space, comfort, and community living in one complete package.

20737 Roscoe Boulevard Unit 203, 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.