Winnetka (WIN) Homes with Neighborhood View

Winnetka (WIN) Homes with Neighborhood View

Welcome to Winnetka, a charming neighborhood nestled in the heart of Los Angeles County, California. This vibrant community is known for its friendly atmosphere, diverse culture, and beautiful landscapes, making it a perfect place for families and individuals alike. With its convenient access to major freeways, residents enjoy seamless commutes to nearby employment hubs, entertainment venues, and outdoor recreational areas.

Winnetka is characterized by its picturesque streets lined with mature trees and well-maintained homes, many of which offer stunning neighborhood views. Imagine waking up to serene vistas and the gentle rustle of leaves as you sip your morning coffee on your porch. The homes in this area are not only appealing in design but also provide a sense of community that is hard to find elsewhere.

The neighborhood boasts a variety of amenities, including parks, shopping centers, and dining options that cater to all tastes. Families will appreciate the proximity to reputable schools, while outdoor enthusiasts can explore nearby hiking trails and green spaces.

In Winnetka, you’ll find a mix of architectural styles, from charming single-family homes to modern townhouses, each offering unique features and inviting interiors. With a focus on community and comfort, this area is perfect for those looking to settle down in a welcoming environment.

Whether you’re searching for your first home or looking to invest, Winnetka offers an array of options that combine the best of suburban living with the vibrancy of Los Angeles. Explore the possibilities and discover your dream home in this delightful neighborhood today!

Newest Winnetka (WIN) Homes with Neighborhood View

20235 20239 Hartland Street, Winnetka
$1,499,000
SR26231303 MLS ⋅ Active Status
Discover a versatile opportunity in Winnetka featuring 3 living spaces on one spacious lot! Whether you’re looking for room for extended family, potential rental income, or an investment property, this property offers plenty of possibilities. The updated main residence features 5 bedrooms and 4 bathrooms. The newly built detached ADU offers 3 bedrooms and 3 bathrooms, while the newly built junior ADU includes 1 bedroom and 1 bathroom. Together, the three living spaces offer flexibility for a variety of living arrangements and investment goals. With too many upgrades and features to list, this property is a must-see to fully appreciate! Conveniently located near shopping, dining, and neighborhood amenities, this is a unique opportunity to own multiple living spaces in the heart of the San Fernando Valley.

20235 20239 Hartland Street, Winnetka
20151 Strathern Street, Winnetka
$1,795,000
SR26231787 MLS ⋅ Active Status
Brand-new construction featuring 3 residences on one lot!! totaling approximately 4,020 sq. ft., offering excellent income-producing potential of over approximately $10,000 a month! Ideal for investors, multigenerational living, or homeowners looking to generate rental income. Can be delivered vacant or occupied, buyer can choose. The main house is 4 bedrooms, 3.5 bathrooms, with soaring ceilings and bright, open floor plan. The kitchen offers an oversized island, abundant cabinetry, and seamless flow into the living and dining areas with a fireplace. Sliding doors open to a private grassy backyard. Upstairs, the spacious primary suite features a walk-in closet and spa-inspired bathroom. The 1,018 sq. ft. ADU offers 2 bedrooms, 1.5 bathrooms, a full kitchen, laundry, separate address, utility metering, private entrance, and backyard. The additional 412 sq. ft. junior ADU features a studio layout with a full kitchen and laundry. With a combined 7 bedrooms, 7 bathrooms, 3 separate living spaces, and fully PAID-OFF solar, this property presents an outstanding opportunity to live in one home while renting the others, accommodate extended family, or maximize rental income from all three residences. A rare opportunity to own three newly constructed homes with exceptional flexibility and long-term investment potential.

20151 Strathern Street, Winnetka
20237 20239 Hartland Street, Winnetka
$1,499,000
9 Beds ⋅ 8 Baths ⋅ SR26231280 MLS ⋅ Active Status
Discover a versatile opportunity in Winnetka featuring 3 living spaces on one spacious lot! Whether you’re looking for room for extended family, potential rental income, or an investment property, this property offers plenty of possibilities. The updated main residence features 5 bedrooms and 4 bathrooms. The newly built detached ADU offers 3 bedrooms and 3 bathrooms, while the newly built junior ADU includes 1 bedroom and 1 bathroom. Together, the three living spaces offer flexibility for a variety of living arrangements and investment goals. With too many upgrades and features to list, this property is a must-see to fully appreciate! Conveniently located near shopping, dining, and neighborhood amenities, this is a unique opportunity to own multiple living spaces in the heart of the San Fernando Valley.

20237 20239 Hartland Street, Winnetka
20253 Hamlin St, Winnetka
$949,000
4 Beds ⋅ 2 Baths ⋅ SR26223858 MLS ⋅ Active Status
Experience classic California living in this beautifully remodeled Winnetka home, set in a highly desirable Woodland Hills adjacent neighborhood. Blending mid century charm with thoughtfully updated interiors, this single story residence offers 4 bedrooms, 2 bathrooms, and approximately 1,344 square feet of living space on a generous 7,826 square foot lot. Vaulted, exposed beam ceilings, expansive windows, and a stone fireplace create an inviting living room filled with natural light. Fresh interior and exterior paint, new vinyl flooring, recessed lighting, and new fixtures throughout complement the home’s distinctive character. The remodeled kitchen features new cabinetry and quartz countertops, a tile backsplash, and new stainless steel appliances, with an adjoining dining area ideal for everyday meals and entertaining. Both bathrooms have been remodeled with dual sink vanities, quartz countertops, tiled showers, and tile flooring. New sliding doors in the living room and primary bedroom enhance the connection to the outdoors, where a courtyard style patio off the primary offers a charming setting for morning coffee, reading, or a quiet evening retreat. The spacious backyard features refreshed landscaping, a grassy lawn, mature shade trees, and room to gather and relax. Additional improvements include new dual pane windows throughout, a brand new water heater, updated HVAC systems, vent and ductwork. A new concrete driveway and garage door further enhance the property’s curb appeal. The detached two car garage and side yard configuration may offer potential for RV access and future ADU possibilities. Centrally located near Westfield Topanga, The Village, Pierce College, shopping, and dining, this inviting home brings together architectural character, modern comfort, and the Southern California lifestyle.

20253 Hamlin St, Winnetka
7640 Oso Avenue Unit 311, Winnetka
$295,000
1 Beds ⋅ 1 Baths ⋅ SR26202902 MLS ⋅ Active Status
A little charm, a lot of opportunity! Welcome to 7640 Oso Avenue in the heart of Winnetka. This inviting 1-bedroom, 1-bathroom home offers approximately 648 sq. ft. of living space, featuring an open layout, vaulted ceilings, an in-unit washer and dryer, walk-in closet, and a private balcony perfect for enjoying a little peace and quiet. Conveniently located near shopping, dining, parks, and major commuter routes, this home offers both comfort and convenience. Whether you’re a first-time homebuyer ready to make your move or an investor looking for your next opportunity, this is one you won’t want to miss!

7640 Oso Avenue Unit 311, Winnetka
20720 Napa Street, Winnetka
$1,350,000
5 Beds ⋅ 3 Baths ⋅ SR26211941 MLS ⋅ Active 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
20234 Cantara Street Unit 224, 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
20562 Skouras, Winnetka
$949,000
3 Beds ⋅ 2 Baths ⋅ SR26196759 MLS ⋅ Active Status
Welcome to this stylish 3-bedroom home in Winnetka, offering a unique modern feel with an open layout and great indoor-outdoor living. The main living space features exposed concrete floors, recessed lighting, vaulted architectural ceilings, and an open-concept design connecting the living area and kitchen. The kitchen offers warm wood cabinetry, dark countertops, stainless-steel appliances, a large center island with bar seating, and a custom built-in bar and beverage area—perfect for entertaining. The bedrooms continue the clean, contemporary style with built-in storage and thoughtful design details throughout. Step outside to a spacious and private backyard featuring a swimming pool, mature trees, plenty of room to lounge and entertain, and a pergola-style patio ideal for outdoor dining. The home is also equipped with owned solar panels, offering added energy efficiency without a solar lease. The garage is currently being used as additional flex space, offering options for a home gym, office, studio, recreation area, or storage. With its modern-industrial character, open living spaces, private pool, owned solar panels, and generous backyard, this Winnetka home offers a distinctive lifestyle both inside and out.

20562 Skouras, Winnetka
20329 Stagg Street, 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
20253 Keswick Unit 322, Winnetka
$349,000
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
20234 Cantara Unit 214, Winnetka
$320,000
2 Beds ⋅ 2 Baths ⋅ SR26162510 MLS ⋅ Active Status
Welcome home to this bright and spacious 925 sq ft condo featuring a highly desirable open floor plan. This unit offers ultimate privacy and abundance of natural light. Enjoy a seamless flow between the spacious living and dining areas, which open directly to your own private balcony. The home features 2 comfortable bedrooms and 2 fully remodeled bathrooms, including a primary suite with an attached bath. Freshly repainted throughout—including the kitchen cabinets, this home is completely move-in ready. The vibrant community offers premier amenities, including a fenced pool, spa, gym, and a recreation room complete with a fireplace, pool table, and full kitchen. Important Notice: This list features digitally altered images and artist renderings to show the property's potential upon completion. The home is sold strictly as-is. These illustrations are for informational purposes only and may display finishes, features, or upgrades not included in its current state.

20234 Cantara Unit 214, Winnetka
7445 Oakdale Avenue, Winnetka
$1,745,000
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
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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.

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