Winnetka (WIN) Homes with Two Levels Stories

Welcome to Winnetka, California, a vibrant neighborhood nestled in the heart of Los Angeles County. Known for its friendly atmosphere and diverse community, Winnetka offers a perfect blend of suburban charm and urban convenience. With its tree-lined streets, lush parks, and a variety of shopping and dining options, this area is ideal for families, young professionals, and retirees alike.

One of the standout features of Winnetka is its stunning two-story homes. These residences often come with spacious layouts, providing ample room for families to grow and thrive. The two-level stories not only enhance the aesthetic appeal of the neighborhood but also offer practical benefits, such as separate living spaces for privacy and entertaining. Imagine hosting gatherings in your expansive living room or enjoying quiet evenings in a cozy upstairs retreat.

The homes in Winnetka boast a range of architectural styles, from contemporary designs to classic California bungalows. Many properties feature modern amenities, including updated kitchens, spacious backyards, and energy-efficient systems, making them perfect for today’s lifestyle.

Living in Winnetka means you are just a short drive away from the bustling city life of Los Angeles, while still enjoying the tranquility of suburban living. The area is well-connected by public transportation and major highways, making commuting a breeze.

If you’re looking for a community that offers both comfort and convenience, with beautiful two-story homes to call your own, Winnetka is the perfect place to start your next chapter. Come explore all that this charming neighborhood has to offer!

Newest Winnetka (WIN) Homes with Two Levels Stories

$1,350,000

5 Beds ⋅ 3 Baths ⋅ SR26211941 MLS ⋅ Coming Soon 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

Assumable FHA loan (subject to lender approval)! Step inside and fall in love. This beautifully appointed townhome has the fresh, polished feel of a model home! Tucked inside a desirable gated community, this charming 3-bedroom, 2.5-bath residence is stylish, inviting, and ready to move right in. The welcoming living room features updated laminate flooring with 4-inch baseboards, while the gourmet island kitchen showcases granite countertops, a pantry, recessed lighting, and appliances including a refrigerator, built-in stove and oven, dishwasher, and microwave. The kitchen flows into the dining and family room combination, creating an open and comfortable setting for everyday living and entertaining. The kitchen, dining, and family room areas feature neutral ceramic tile flooring. Retreat upstairs to the spacious primary bedroom, complete with triple-wide mirrored closet doors and a private en-suite bath. The third bedroom also features mirrored wardrobe doors. Step outside to your own private patio yard, with direct access to the 2-car garage and plenty of room for additional storage. A peaceful greenbelt passage leads to the unit, and the sparkling community pool is conveniently located nearby. Location is another highlight! Enjoy easy access to grocery stores, restaurants, Starbucks, and Runnymede Park, offering tennis courts, picnic tables, and plenty of space to enjoy the outdoors. Model-home charm, gated-community living, a private patio, and a fantastic location make this one ready to impress, and it won't last!

20112 Runnymede Street Unit 3, Winnetka

$839,995

4 Beds ⋅ 3 Baths ⋅ V1-38908 MLS ⋅ Active Under Contract 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

$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

$850,000

3 Beds ⋅ 3 Baths ⋅ SR26184789 MLS ⋅ Active Status

Welcome to "PICKET FENCES" neighborhood! Charming Cul-De-Sac location. Small Community of 16 Detached Homes. 3-Bedrooms with 2-full Baths upstairs. Powder Room Bathroom downstairs. This Model has if needed, a 4th Bedroom downstairs with a good size walk-in Closet or grate room, in home office or TV-Playroom. Home has 2-car attached garage along with an outside extra parking space next to garage (back areas of garage areas are gated). Enter front of home to a beautiful Formal Living Room with Gas Fireplace. Owner had professional Tile Contractor install "Italian Terracotta Tile in 2025 (beautiful Paprika color - Series Contessa by Walker Zanger)" to Fireplace. New Carpet installed 02/2026. Dining Room, TV room, Formal Living Room are engineered wooden flooring as well as Master Bedroom. Master Bath and Downstairs Bath have "TOTO" toilets. Interior Painted 07/2026. Exterior of home painted in 2020. Rain Gutters installed 09/2022. Sun Power Solar installed 12/2022. Solar was Paid in full at installation. NEXGEN A/C - ASX16 installed 06/2020. Kitchen Countertops "QUARTZ STONE" installed 2017. Bay Alarm System installed 03/2019. Mature Orange and Lemon Trees in Front Yard and with relaxing Front Porch. Assessor shows Single Residence - Detached Condominium. This is a MUST SEE!!!

7101 Oso Avenue Unit 14, 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

$695,999

3 Beds ⋅ 3 Baths ⋅ GD26181898 MLS ⋅ Active Status

Home may qualify for up to $15,000 towards down payment assistance or closing costs! 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

$1,299,000

5 Beds ⋅ 5 Baths ⋅ 26872325 MLS ⋅ Active Status

Stunningly redesigned and remodeled corner-lot property offering approximately 2,373 sq. ft. of combined living space, with 5 bedrooms and 4.5 bathrooms 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

$620,000

3 Beds ⋅ 3 Baths ⋅ BB26177607 MLS ⋅ Active Status

Move-in ready 3-bedroom, 3-bathroom townhome situated on a quiet residential street surrounded by homes, within an intimate 27-unit community. The bright living room features vaulted ceilings, recessed lighting, a fireplace, and direct access to a private patio, creating an inviting space for everyday living and entertaining. The open-concept kitchen flows into the dining area and features granite countertops and new porcelain tile flooring. Recent improvements include new Pergo flooring throughout, new carpet on the stairs, a remodeled primary bathroom, new tankless water heater, new electrical subpanel, and recessed lighting. All three bedrooms are located upstairs and feature vaulted ceilings. The spacious primary suite includes a walk-in closet and remodeled ensuite bathroom, while a second full bathroom serves the additional bedrooms. A guest powder room is conveniently located on the main level. Enjoy the convenience of a large private 2-car garage with direct access and a dedicated laundry area, plus central air and heat. The community also features a large gated swimming pool. Offering a comfortable floor plan, thoughtful updates, private outdoor space, and a desirable residential setting, this townhome is ready to welcome its next owner.

19928 Chase Street Unit 23, Winnetka

$395,000

2 Beds ⋅ 2 Baths ⋅ SB26170238 MLS ⋅ Active Status

Welcome to this beautifully updated condominium offering comfort, style, and exceptional value. This spacious two-bedroom home features an ideal layout with two generously sized bedrooms, each offering the feel and privacy of a primary suite. The open-concept kitchen overlooks the living room, creating the perfect space for entertaining, while the private balcony provides a relaxing place to enjoy views of the surrounding neighborhood. Recent renovations include fresh interior paint, new flooring, upgraded granite countertops, and a modern ceiling design that adds warmth and character throughout the home. Additional features include in-unit laundry, two tandem parking spaces, and access to a well-maintained community with outstanding amenities for residents to enjoy. Best of all, this is one of the best-priced units in the complex, making it an incredible opportunity for first-time buyers, down sizers, or anyone looking for exceptional value. Come see why this beautiful home is the perfect place to call your own!

20253 Keswick Unit 322, Winnetka

$1,475,000

4 Beds ⋅ 5 Baths ⋅ SR26166115 MLS ⋅ Active Status

NEW CONSTRUCTION – Turn Key Home. Welcome to gated Kelvin Homes! Modern home 4 bed/4.5 bath with a Great room, Open floor plan with sliding doors inviting abundant natural light, Chef’s Kitchen with center island with quartz countertop. High ceilings, Laundry located upstairs. One bedroom and one bathroom located downstairs, Spacious master bedroom with balcony, walk in master closet, Upstairs has 3 additional bedrooms, Most Windows have shutter installed, 2 Car Garage, Paid off Solar. Move-In ready home with many upgrades, located in the center of the valley. Please google 7329 Kelvin Ave., Winnetka, CA - 91306 for directions as the house is located on a private street.

20811 W Seeasons Lane, Winnetka

$1,549,000

4 Beds ⋅ 5 Baths ⋅ SR26158070 MLS ⋅ Active Status

NEW CONSTRUCTION – Turn Key Home. Welcome to gated Kelvin Homes! Modern home 4 bed/4.5 bath with a Great room, Open floor plan with sliding doors inviting abundant natural light, Chef’s Kitchen with center island with quartz countertop. High ceilings, Laundry located upstairs. One bedroom and one bathroom located downstairs,Powder room, Spacious master bedroom with balcony, walk in master closet, Upstairs has 3 additional bedrooms, Most Windows have shutter installed, 2 Car Garage, Paid off Solar. Move-In ready home with many upgrades, located in the center of the valley.

7329 Kelvin, 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.