Winnetka (WIN) Homes with Neighborhood View

Welcome to Winnetka, California—a hidden gem nestled in the vibrant San Fernando Valley of Los Angeles County. Known for its charming suburban atmosphere, Winnetka offers a perfect blend of tranquility and accessibility, making it an ideal location for families, professionals, and anyone seeking a welcoming community. With its tree-lined streets, friendly neighbors, and an abundance of parks, Winnetka is a place where you can truly feel at home.

One of the standout features of this enchanting neighborhood is its diverse selection of homes, many of which boast stunning neighborhood views. Imagine waking up each morning to picturesque scenes of rolling hills and lush greenery right outside your window. These homes are designed to maximize the beauty of their surroundings, creating a serene living environment that invites relaxation and enjoyment.

Winnetka is also conveniently located near a variety of amenities, including shopping centers, restaurants, and recreational facilities. The nearby Topanga Canyon offers outdoor enthusiasts hiking trails and breathtaking vistas, while the vibrant city life of Los Angeles is just a short drive away. For families, the area is served by reputable schools, ensuring that children receive a quality education within a supportive community.

Whether you’re looking for a cozy single-family home or a spacious property with room to grow, Winnetka has something for everyone. Embrace the charm of this delightful neighborhood, and discover your dream home today, where every day feels like a retreat in your own private oasis.

Newest Winnetka (WIN) Homes with Neighborhood View

$999,999

4 Beds ⋅ 4 Baths ⋅ SR26160562 MLS ⋅ Active Status

Welcome to your own private retreat in the heart of Winnetka. This beautifully maintained 4-bedroom, 4-bath home offers approximately 2,154 square feet of thoughtfully designed living space with a highly desirable floor plan that combines flexibility, comfort, and effortless California living. A standout feature of the home is its exceptional layout, offering two bedrooms and two bathrooms on the main level, ideal for multigenerational living, overnight guests, or a private home office. Three of the four bedrooms feature walk-in closets and their own attached bathrooms, creating comfortable, private retreats throughout the home. Rich hardwood floors, abundant natural light, and spacious living areas create a warm, inviting atmosphere. The impressive family room showcases a dramatic floor-to-ceiling brick fireplace and opens seamlessly to the backyard, making indoor-outdoor entertaining effortless. Step outside to your own resort-style oasis featuring a sparkling pool and spa, cozy fire pit, expansive patio spaces, and mature fruit-bearing citrus trees that create the perfect setting for relaxing or hosting family and friends year-round. Additional highlights include an attached two-car garage, generous storage, and an unbeatable Winnetka location just minutes from Ventura Boulevard's premier shopping, dining, and entertainment. Thoughtfully designed, beautifully maintained, and loaded with features rarely found in one home, this exceptional property offers the space, privacy, and lifestyle today's buyers have been waiting for.

7940 Sunnybrae, Winnetka

$418,950

2 Beds ⋅ 2 Baths ⋅ SR26156835 MLS ⋅ Active Status

Great Third Floor 2 + 2 Condominium with Open Tree-top View and no one above. Move in ready, with new flooring, fresh paint, convenient split floor plan features Livingroom with Fireplace and Balcony, Dining area, Kitchen with Granite Counters, in-unit laundry area, primary suite with two closets, and primary bath with tub/shower combo, second bedroom with walk-in closet, and large second bathroom with granite counter. The secure complex features a pool, spa, and gym, plus secure tandem parking. Priced to sell.

20253 Keswick Street Unit 318, Winnetka

$849,000

4 Beds ⋅ 2 Baths ⋅ SR26155954 MLS ⋅ Active Under Contract Status

Nestled in a desirable neighborhood on a spacious lot, this beautifully updated four-bedroom, two-bath home offers the perfect blend of comfort and charm. Original hardwood floors add warmth throughout the living areas, complemented by a tiled kitchen and bathrooms and fresh interior paint. The updated chef's kitchen features stainless steel appliances, generous counter space, and plenty of storage, making it ideal for both everyday living and entertaining. Relax in the inviting living room or host family and friends in the separate dining area. All four bedrooms are generously sized, and both bathrooms have been tastefully updated. A convenient laundry room is located just off the kitchen. Step outside to a large, grassy backyard with a covered patio, creating the perfect setting for outdoor dining, entertaining, or simply enjoying the spacious yard. Additional highlights include a two-car garage and a prime location close to shopping, dining, parks, and schools.

20743 Cantara Street, Winnetka

$1,750,000

SR26136716 MLS ⋅ Active Status

Exceptional Investment Opportunity in Prime Winnetka – Generating $11,050/month in Rental Income (and long-term leases) and approximately 7.58% CAP RATE (!!!) Offering a remarkable monthly revenue, his beautifully remodeled income-producing property presents an extraordinary investment opportunity. With a front house secured on a 5-year lease, and 2 additional private units, this property combines modern living with unmatched rental potential in one of the Valley’s most accessible neighborhoods. Situated on a generously sized lot, the main residence at 7445 Oakdale Ave impresses with standout curb appeal and a fully reimagined interior. Inside, an expansive open-concept layout is enhanced by recessed lighting, new flooring throughout, and abundant natural light. The chef’s kitchen is a showstopper—featuring sleek white cabinetry, brand-new stainless steel appliances, a spacious island, and an adjacent dining area perfect for entertaining. The home includes 4 bedrooms and 2 bathrooms, with the primary suite opening directly to a professionally landscaped backyard—ideal for relaxing mornings or hosting weekend gatherings. New central air and heating provide year-round comfort. Adding significant value are two fully independent units, each with their own address and private outdoor spaces: 7443 Oakdale Ave (JADU): A stylish 1-bed, 1-bath unit offering a full kitchen with new appliances, laminate flooring, recessed lighting, its own washer and dryer, efficient A/C & heating, and a private front yard. 7447 Oakdale Ave (ADU): Tucked away at the rear of the lot, this spacious 1-bed, 1-bath unit enjoys maximum privacy and features a modern kitchen, wood floors, recessed lighting, and direct access to a generous wraparound yard. Located just minutes from Westfield Topanga, The Village, Pierce College, movie theaters, dining, shops, and the 101 Freeway, this property is ideally positioned for strong, long-term tenant demand. Whether you’re looking to expand your portfolio or secure a high-performing asset with built-in stability, 7445 Oakdale Ave delivers on both design and ROI.

7445 Oakdale Avenue, Winnetka

$889,000

3 Beds ⋅ 3 Baths ⋅ SR26135495 MLS ⋅ Active Status

Stunning turn key 3 bedroom 3 bath pool home located on a quiet cul- de- sac in the city of Winnetka. Gorgeous curb welcomes you as you arrive at this elegant home. As you enter through the custom steel doors you will immediately notice the soaring high ceilings and abundance of natural light beaming through the windows. The first level has brand new floors & paint, as well as brand new recessed lights. Chefs dream kitchen with center island, Dacor stainless steel 6 burner stove with double ovens, built in fridge, plus tons of counter top space with lots of storage. Upstairs you will find a luxurious primary bedroom with its own ensuite bath. 2 more bedrooms upstairs share a full bath. Direct access garage with included washer and dryer + lots of room for storage. Outside you will find a large grassy backyard with a sparkling pool. Great opportunity to own your home in a great neighborhood.

19927 Cantara, Winnetka

$1,150,000

6 Beds ⋅ 3 Baths ⋅ SR26119197 MLS ⋅ Active Status

EXCEPTIONAL 2-HOME PROPERTY WITH POOL IN WINNETKA! An incredible opportunity to own a versatile two-home property featuring a sparkling pool—perfect for rental income potential, multi-generational configurations, or maximizing land-use options. Main Residence: A spacious 4-bedroom, 2-bathroom layout featuring comfortable living spaces, abundant natural light, a functional floor plan, and a primary bathroom with a relaxing Jacuzzi tub. Brand-New ADU (2025): A newly constructed, fully permitted 2-bedroom, 1-bathroom unit with independent access and modern finishes, offering excellent versatility and privacy. Property Highlights: Both residences feature brand-new composition shingle roofs. Outside, enjoy a private backyard with a sparkling pool, creating an inviting outdoor setting for relaxation and entertaining, and lots of fruit trees. Location: Conveniently situated near shopping, dining, parks, schools, and major transportation routes. This unique, turnkey property is ready for its next owner!

20247 Parthenia, Winnetka

$909,995

3 Beds ⋅ 2 Baths ⋅ SR26120425 MLS ⋅ Active Status

This beautifully maintained three bed, two bath Winnetka residence blends modern upgrades with everyday comfort, offering a move-in ready home in one of the valley’s most convenient neighborhoods. Thoughtfully renovated in 2022, the home features updated plumbing, electrical, attic insulation, and even a car-charging port for modern convenience. Inside, you’ll find a bright, open layout anchored by a commercial-grade HVAC system that delivers exceptional climate control year-round. The upgraded kitchen stands out with a large Quartz waterfall island, custom cabinetry and GE stainless appliances. The spacious primary suite and generously sized bedrooms offer comfort and privacy. Step outside to a large backyard with a covered patio, ideal for gatherings, relaxation and future expansion. Located minutes from Pierce College, and just blocks from Westfield Topanga, The Village, and the Warner Center, this home blends comfort, style, and unbeatable convenience.

7058 Fullbright, Winnetka

$499,000

2 Beds ⋅ 2 Baths ⋅ BB26109863 MLS ⋅ Active Status

Welcome to this beautifully updated condo located at 20235 Keswick Street, Unit 212 in Winnetka! Offering 1,021 sq ft of comfortable living space, this 2-bedroom, 2-bathroom residence combines modern upgrades with everyday convenience. Enter into a thoughtfully remodeled kitchen featuring stylish finishes and updated cabinetry, complemented by upgraded flooring throughout the home. Both bathrooms have been tastefully renovated, creating a fresh and contemporary feel. Recessed lighting enhances the bright and inviting atmosphere, while the cozy fireplace adds warmth and charm to the living area. Enjoy the convenience of in-unit laundry and relax on your private balcony, perfect for morning coffee or evening unwinding. The building offers desirable amenities including a sparkling pool, spa/hot tub, barbecue area, and elevator access. Community parking is included for added convinience. The HOA covers exterior maintenance, water, trash, and access to community amenities including the pool and spa, making for simplified living and added value.

20235 Keswick Street Unit 212, Winnetka

$400,000

2 Beds ⋅ 2 Baths ⋅ BB26110280 MLS ⋅ Active Status

Welcome to this tastefully updated condominium nestled in a well-maintained, tree-lined community. This spacious residence has been freshly renovated throughout and is move-in ready, offering the perfect blend of comfort, style, and California living. The open-concept living and dining area impresses with luxury vinyl plank flooring, recessed lighting, and a charming arched architectural detail that flows seamlessly toward a private balcony — ideal for morning coffee or unwinding after a long day. A cozy fireplace anchors the living room, adding warmth and character to the bright, airy space. The kitchen is a true standout, featuring rich espresso cabinetry, granite countertops, stainless steel appliances including an LG French door refrigerator, gas range, built-in microwave, and dishwasher — all centered around a sunny window with treetop views. Generously sized bedrooms offer ceiling fans, newer flooring, and ample closet space. The primary suite enjoys a large en-suite bath with a dual-sink quartz vanity and stylish round mirrors. A second full bath with quartz counters and a tub/shower combo serves the additional bedroom. A great bonus: in-unit stacked washer and dryer — no shared laundry runs needed. The community also offers a sparkling pool and spa, gated subterranean parking, and an on-site laundry facility. This is a turnkey opportunity in a convenient San Fernando Valley location close to shops, dining, and freeways.

7211 Cozycroft Unit 16, Winnetka

$1,675,000

8 Beds ⋅ 6 Baths ⋅ GD26109546 MLS ⋅ Active Status

Exceptional investment and multi-generational living opportunity in the heart of Winnetka. This fully reimagined property features three separate units with three addresses, offering a total of 8 bedrooms, 6 bathrooms, and approximately 3,395 sq ft of living space across the main residence, an SB9 unit, and an ADU. The main residence (19918 Kittridge St) offers 3 bedrooms and 2 bathrooms across approximately 1,506 sq ft and has been extensively remodeled with an open concept layout, wide plank flooring, and abundant natural light. The modern chef’s kitchen features two tone cabinetry and contemporary fixtures, while the bathrooms showcase dramatic marble tile and spa inspired finishes. The newly built unit (19920 Kittridge St) provides 3 bedrooms and 2 bathrooms in approximately 1,000 sq ft with a bright open floor plan, stylish kitchen, and modern finishes. Private balconies extend the living space outdoors and offer open views, creating a great place to relax and enjoy the surroundings. Completing the property is an ADU (19920 1/2 Kittridge St) offering 2 bedrooms and 2 bathrooms across approximately 889 sq ft with its own private entrance, full kitchen, and thoughtfully designed living spaces, ideal for rental income, extended family, or guests. Extensively renovated with contemporary design, quality materials, and low maintenance landscaping, the property also includes fully paid off solar panels, providing long term energy savings and added efficiency. This unique property offers flexibility for owner users, investors, or multi generational households seeking multiple income streams in a desirable Valley location close to shopping, dining, and major transportation routes. Whether you are looking to live in one and rent the others or maximize income potential, this is a rare opportunity to own a versatile and beautifully updated property. Schedule your showing today and explore all the possibilities.

19918 Kittridge St, Winnetka

$800,000

4 Beds ⋅ 2 Baths ⋅ IG26101961 MLS ⋅ Active Status

Great Home needs updating Great location

20458 Malden, Winnetka

$1,200,000

4 Beds ⋅ 3 Baths ⋅ PW26099976 MLS ⋅ Active Status

Located in one of Winnetka's most sought-after neighborhoods, this upgraded property offers incredible versatility and income potential. The main residence features 3 bedrooms and 2 bathrooms, complemented by a fully permitted 1 bed/1 bath ADU — ideal for extended family or rental income. Recent upgrades include a new roof, new windows, new insulation, fresh interior and exterior paint, and a central A/C system, giving buyers peace of mind and move-in-ready confidence. Situated on a quiet street just minutes from Pierce College, Westfield Topanga Canyon, and an array of dining, shopping, and entertainment options. Don't miss this rare opportunity to own a turnkey property with built-in income potential in a high-demand San Fernando Valley location.

6547 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.