Winnetka (WIN) Homes with Neighborhood View

Welcome to Winnetka, California – a charming gem nestled in the heart of Los Angeles County. Known for its vibrant community and serene atmosphere, Winnetka offers a unique blend of suburban tranquility and urban convenience, making it an ideal place for families, young professionals, and retirees alike.

Winnetka boasts a diverse range of homes that cater to various lifestyles and preferences. Whether you’re searching for a cozy bungalow or a spacious family residence, you’ll find properties that reflect the warmth and charm of this neighborhood. Many homes in Winnetka come with stunning neighborhood views, providing residents with a picturesque backdrop that enhances everyday living. Imagine sipping your morning coffee while soaking in the beauty of the rolling hills or enjoying a sunset from your own backyard – it’s all possible here.

The community is rich in amenities, with parks, schools, and shopping centers just a stone’s throw away. The nearby Winnetka Recreation Center offers a variety of activities and facilities, ensuring that there’s always something to do. For those who enjoy outdoor adventures, the proximity to the Santa Monica Mountains provides ample opportunities for hiking, biking, and exploring nature.

Winnetka is not just a place to live; it’s a place to thrive. With its friendly atmosphere, beautiful homes, and a strong sense of community, it’s no wonder that so many choose to call this lovely neighborhood home. Come and discover the enchanting allure of Winnetka, where your dream home awaits!

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

$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

$434,900

2 Beds ⋅ 2 Baths ⋅ SR26088338 MLS ⋅ Active Status

!!MOTIVATED SELLER!!Light, bright, and inviting, this beautifully maintained 1,021 sq. ft. condo is located in the highly sought-after Keswick Villas community. The spacious layout features two large bedrooms, including a primary suite with its own ensuite bathroom, while the secondary bedroom is conveniently located next to a full bathroom; ideal for guests or family. The fully equipped kitchen offers stainless steel appliances, modern cabinetry, and upgraded countertops. Notably, the dishwasher, refrigerator, washer, dryer, and central A/C have all been replaced within the last six years, adding valuable modern updates throughout the home. Additional highlights include wood-like laminate flooring in the living room, recessed lighting throughout, and a full-sized laundry room inside the unit with built-in shelving and a linen closet. The unit also includes two assigned tandem parking spaces. Step outside to your private balcony overlooking the community, or go downstairs and enjoy resort-style amenities including a sparkling pool and in-ground spa. Ideally situated on a charming tree-lined street, this home is just moments from shopping, dining, and everyday conveniences. Please note: The owner believes the fireplace is in working condition but has never personally used it, and all images featuring the fireplace have been digitally enhanced.

20235 Keswick Street Unit 213, 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.