Winnetka (WIN) Real Estate

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.

Winnetka boasts a rich tapestry of community life, with tree-lined streets and a welcoming atmosphere that encourages outdoor activities and neighborly connections. The area is dotted with beautiful parks, including the expansive Winnetka Recreation Center, which features sports fields, playgrounds, and picnic areas, perfect for a sunny California afternoon.

For those who appreciate shopping and dining, Winnetka does not disappoint. The neighborhood is home to a variety of local boutiques, cafes, and restaurants, offering everything from casual bites to fine dining. The nearby Topanga Canyon Plaza and the Westfield Topanga & The Village provide an array of shopping options, ensuring that residents have access to all their needs without venturing far from home.

Winnetka is also conveniently located near major freeways, making commutes to downtown Los Angeles and surrounding areas a breeze. The community is served by several reputable schools, making it an attractive option for families seeking quality education for their children.

With its charming ambiance, convenient amenities, and strong sense of community, Winnetka stands out as a wonderful place to call home. Whether you’re looking to buy your first home or find a cozy retreat, this neighborhood has something to offer everyone. Come experience the warmth and vibrancy of Winnetka—your dream home awaits!

Newest Listings in Winnetka (WIN)

$365,000

2 Beds ⋅ 2 Baths ⋅ SR26220088 MLS ⋅ Active Status

Welcome home to this light and bright unit with 2B/2B. Quiet luxury building in great area of Winnetka. This third-floor unit has it all! Great quiet location in the building, away from street and noise with nice view of back yard and pool from the balcony. Large storage room in the balcony. Open living room with high ceiling. Master bedroom with Walk-in closet, high ceiling and bathroom with bathtub and lots of storage. Second master suit with high ceiling, many closets and large-size bathroom with bathtub. Kitchen with beautiful solid wood counter tops and newer cabinets. Three years old appliances (Stove, Refrigerator and Washer & Dryer) are included in the purchase. HOA covers EQ Insurance. Close to elevator, reaching the subterranean parking and to your two parking spots. Prestige Gym with pool view and any equipment you can Imagine. Many visitors’ parking’s for your guests. Enjoy Luxury Living* Minutes away from Freeway 101 and 118* Ventura Blvd* Metro Orange Line* Malls* Markets* Movie Theaters* Restaurants Etc. Building has one of the best management companies. Please contact me to arrange a private showing!

20253 Keswick Unit 325, Winnetka

$874,900

3 Beds ⋅ 2 Baths ⋅ 226004783 MLS ⋅ Active Status

Welcome to this lovely home, featuring a stunningly updated kitchen that's ideal for family get-togethers. You'll be captivated by the elegant quartz countertops, a commercial-style six-burner range with a double oven, and the recessed lighting. The spacious island and plenty of cabinetry make this the go-to spot for family living. Plus, there are two full baths, including a custom-remodeled bathroom with chic finishes and a large tub. The bedrooms are generous in size, complete with ceiling fans, newer double-pane windows, and updated roofing and central air conditioning. Step outside to a generous backyard perfect for entertaining and easy upkeep. Relax on the large covered patio, which could also be great for an RV or storage for your favorite toys. The private entrance from the alley offers extra privacy and opens up exciting possibilities for a future ADU. This gated home boasts extensive custom concrete work around the property, providing ample parking and a clean, finished appearance. The existing garage conversion has a private entrance and offers a cozy option for a home office or extra income. This home is nestled in a peaceful neighborhood, just a short distance from the Warner Center, Topanga Mall, and excellent schools. You won't want to miss it!

20342 Hartland Street, Canoga Park

$374,000

2 Beds ⋅ 2 Baths ⋅ 26997215 MLS ⋅ Active Status

Welcome to this spacious and beautifully updated condo in the heart of Winnetka. The bright, open floor plan offers abundant natural light, generous living space, and excellent storage throughout. Enjoy a private balcony perfect for relaxing, along with a spacious primary bedroom featuring two closets. Thoughtful updates throughout make this home move in ready.The well maintained community features a resort style pool and spa, plus two tandem parking spaces in the subterranean garage. Conveniently located near shopping, dining, entertainment, parks, schools, and transportation. A great opportunity to enjoy comfort, convenience, and value in a desirable Winnetka location.

20235 Keswick Street Unit 206, 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, 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

$699,000

3 Beds ⋅ 2 Baths ⋅ SR26213715 MLS ⋅ Active Under Contract Status

3 Bedroom 2 Bath Winnetka Traditional Home Cosmetic Fixer on a Large Lot with Owned Solar. Living and Dining Areas with Cozy Fireplace and Access to Backyard. Kitchen with Stained Wood KraftMaid Cabinets, Solid Surface Countertops, Gas Range and Microwave Hood, Dishwasher and Eating Area with Laminate Flooring. Laundry Room with Side-by-Side Hookups, Stained Wood KraftMaid Cabinets and Access to Side Yard. Bath Off Kitchen with Shower and Direct Access to a Front Bedroom. Hallway Bath with Tub/Shower Combination with Glass Enclosure. 2 Good Sized Bedrooms off Central Hallway. 2 Car attached Garage with Metal Rollup Door and Garage Door Opener. Large Backyard with Covered Patio and Two Side Yards, One with Patio. Cosmetic Fixer with a Lot of Potential. Home has Central Air and Heat as well as Owned Solar! Some rooms have been virtually staged. Original photos can be found following each virtually staged photo.

20412 Lorne, Winnetka

$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

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

$640,000

3 Beds ⋅ 2 Baths ⋅ SR26207157 MLS ⋅ Active Under Contract Status

First Time on the Market in Over 50 Years! Discover an exceptional value-add opportunity in the heart of Winnetka with this classic single-story ranch home situated on an oversized 7,559 sq ft lot. Offering approximately 1,215 sq ft of living space, 3 bedrooms, and 2 bathrooms, this property presents an exciting opportunity for investors, developers, renovators, or buyers ready to create their dream home in one of the San Fernando Valley’s most established neighborhoods. Inside, the home welcomes you with a spacious open family room and dining area, creating a comfortable central gathering space. The adjacent kitchen is filled with natural light and features a generous breakfast nook. Just off the kitchen is a convenient laundry room with direct access to the backyard, additional pantry/storage space, and a half bathroom. Down the hallway are three well-sized bedrooms and a full bathroom. The expansive lot potential for an ADU (Accessory Dwelling Unit), additional living space, multigenerational living, home office, guest accommodations, or potential rental income, subject to buyer investigation and verification with the City of Los Angeles. The property’s size and layout also provide an excellent canvas for future improvements, expansion, or a complete renovation. Ideally located near Westfield Topanga, shopping, dining, parks, public transportation, schools, and major freeways. Whether you're an investor seeking a value-add opportunity, a developer exploring the possibilities of an oversized lot, or a homeowner looking to transform a longtime family property into something uniquely your own, this is an opportunity worth exploring.

6903 Winnetka, 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

$1,199,999

4 Beds ⋅ 2 Baths ⋅ 226004563 MLS ⋅ Active Status

Live beautifully now and create even more space later--this extensively remodeled home comes with ready to submit plans for a garage ADU conversion, offering an exceptional opportunity for multigenerational living.Welcome to 20710 Haynes Street, a beautifully reimagined Winnetka home offering extensive upgrades, modern finishes, and an exciting opportunity for additional living space. Completely remodeled from top to bottom, inside and out, this home features a new roof, new plumbing to the street, new water main, new electrical panel and subpanel, 5-ton central air, new furnace, tankless water heater, new gutters, smooth stucco, new cedar fencing, upgraded drainage, and so much more.Inside, the redesigned kitchen offers slow-close cabinetry, pull-out drawers, pantry storage, built-in refrigerator and microwave, and a convenient glass rinser at the sink. The separate laundry room provides additional counter space, while the primary bathroom features beautiful marble finishes and a bidet. Outside, enjoy a landscaped yard and built-in BBQ area with grill, side burner and refrigerator--perfect for entertaining.What truly sets this property apart is the garage-to-ADU opportunity. Plans are already in place for conversion of the garage into an ADU, creating excellent potential for multigenerational living, extended family, guests, a home office, or additional living space. Seller is also willing to discuss completing the ADU conversion for the buyer after closing at a cost substantially below what a traditional ground-up ADU may require. Buyer to independently verify all permits, plans, costs, approvals and intended use.A move-in-ready home with extensive improvements, flexible living possibilities and future upside--20710 Haynes Street offers far more than a typical remodel.

20710 Haynes Street, Winnetka

$229,000

1 Baths ⋅ BB26206779 MLS ⋅ Active Status

Beautifully updated, move-in ready studio in Winnetka. This bright and inviting unit features brand-new vinyl wood flooring, fresh white paint, and new recessed lighting throughout for a clean, modern feel. The open-concept layout offers flexible living and sleeping space, along with a spacious walk-in closet for ample storage. The kitchen features a brand-new electric stove, new faucet, and ample cabinetry, while the updated bathroom includes a new faucet and brand-new LED mirror. Community amenities include a pool, jacuzzi, recreation room, shared laundry facilities on each level, and ample on-site guest parking. Conveniently located near shopping, dining, parks, public transportation, and major commuter routes, with easy access to CSUN, Pierce College, Kaiser Permanente, Northridge Hospital Medical Center, and other West Valley amenities. A great opportunity for first-time buyers, students, or investors looking for a turnkey property in the San Fernando Valley.

20234 Cantara Street Unit 224, Winnetka

$919,000

4 Beds ⋅ 3 Baths ⋅ SR26202180 MLS ⋅ Active Under Contract Status

Welcome to this charming Winnetka home, a beautifully reimagined turnkey residence blending warmth, functionality, and income potential. Set behind a private gated front yard with lush landscaping, this home features a light filled layout with 4 bedrooms and 3 bathrooms. Improvements include: interior paint, recessed lighting and dual pane windows throughout, refinished hardwood flooring throughout the home, laminate flooring and tile, ceiling fans in each bedroom, remodeled primary bath with a jacuzzi bathtub, beautiful large bay window and a sliding dual pane door to the back yard, tankless water heater, and 2 electrical panels one for the main home and garage conversion. The stylish and functional kitchen features custom granite countertops, subway backsplash, stainless steel appliances, and a dedicated breakfast nook, there is also a formal dining area, living room with surround sound and an attached 19 by 15 large, enclosed patio. A standout feature of the property is the detached non-permitted garage conversion with the potential for a 1-bedroom ADU with private entrances, ideal for extended family, guests, or generating supplemental income. One side of the home offers a decorative red brick walkway, The detached 2-car garage has a gated driveway and carport. ADU potential, 2 sheds. Ideally located near CSUN, Pierce College, and the vibrant attractions of Topanga Mall and Warner Center, this home offers the best of both suburban tranquility and urban amenities. Plus, with the Metro Orange Line just steps away, commuting is a breeze. Don't miss the opportunity to call this delightful property your new home!

19858 Sherman Way, 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.