Winnetka (WIN) Real Estate

Winnetka (WIN) Real Estate

Welcome to Winnetka, a vibrant and charming neighborhood located in the heart of Los Angeles County, California. Nestled in the western region of the San Fernando Valley, Winnetka offers a suburban oasis with easy access to all the amenities and attractions that the City of Angels has to offer.

With its convenient location, residents of Winnetka enjoy a desirable combination of peaceful living and urban convenience. The neighborhood boasts a diverse community, making it an ideal place to call home for families, professionals, and individuals alike.

Winnetka is known for its tree-lined streets, well-maintained parks, and a variety of housing options. From cozy single-family homes to spacious townhouses, there is a property to suit every lifestyle and budget. The real estate market in Winnetka offers a mix of both historic and modern homes, providing a unique blend of architectural styles.

Residents of Winnetka have access to an array of amenities, including shopping centers, restaurants, and entertainment options. The neighborhood is also home to several parks and recreational facilities, perfect for outdoor activities and family gatherings.

For those looking to explore beyond Winnetka, the neighborhood is conveniently located near major freeways, making it easy to venture out and explore the rest of the city. The nearby attractions include the Getty Center, Universal Studios Hollywood, and beautiful beaches along the Pacific coastline.

Whether you are seeking a peaceful suburban retreat or a convenient location with access to the best of Los Angeles, Winnetka offers the perfect balance. With its vibrant community, diverse housing options, and proximity to amenities, Winnetka is a place where you can truly feel at home.

Newest Listings in Winnetka (WIN)

$825,000
3 Beds 2 Baths GD26156064 MLS
Rare opportunity to own a beautifully renovated detached residence in the heart of Winnetka through a Tenancy in Common (TIC) ownership structure. This private 3-bedroom, 2-bathroom home lives like a single-family residence and has been thoughtfully reimagined with high-end finishes throughout. The open-concept floor plan is filled with natural light and features wide plank luxury vinyl flooring, a designer kitchen with quartz countertops, stainless steel appliances, contemporary cabinetry, recessed lighting, dual-pane windows, central heating and air conditioning, and in-unit laundry. Enjoy the privacy of your own separate entrance and exclusive-use outdoor space, creating the comfort and independence of a detached home without the maintenance of traditional homeownership. The spa-inspired bathrooms, modern finishes, and functional layout make this an exceptional opportunity for both owner-occupants and long-term investors. Ideally located near shopping, restaurants, parks, schools, and major freeways, this home offers convenient access throughout the San Fernando Valley while being tucked away in a desirable residential neighborhood. The sale includes an undivided ownership interest in the property together with the exclusive right to occupy the designated residence pursuant to the recorded Tenancy in Common Agreement governing the property. TIC financing is available through experienced lenders, making this an outstanding alternative to traditional condominium ownership while offering the privacy and feel of a detached home.

19918 Kittridge, Winnetka

Listing courtesy of Listing Agent: Ravi Sharma (realestaterav24@gmail.com) from Listing Office: NextHome Grandview.

$475,000
2 Beds 2 Baths 26864991 MLS Keswick Patio HOA BLDG.
Charming Gated Townhome in the Heart of Winnetka **Rare end-unit at the back of the complex** opportunity in a sought-after gated Winnetka community! This meticulously maintained two-story townhome-style condo comes with a coveted bonus: a private, oversized two-car attached garage offering direct ground-floor access ideal for everything from everyday convenience to extra storage flexibility. The main level is designed to impress. The open-concept first floor is an entertainer's dream, anchored by rich bamboo floors, a cozy fireplace, and recessed lighting, with a handy closet at the base of the stairs adding smart everyday function. The kitchen shines with newer stainless steel appliances and flows effortlessly into the dining and living areas perfect for hosting or simply unwinding. A sliding glass door opens to a private patio, made for warm summer evenings. A stylish half bath completes this level. Upstairs, you'll find 2 generously sized bedrooms, a full bath, and the ease of nearby laundry area with space for additonal storage right beside the linen closet. Both the primary and guest bedroom enjoy sliding glass door access to a long private patio a lovely spot for morning coffee or an evening spent unwinding with a good book. The primary suite also boasts a huge walk-in closet. Life here comes with resort-style perks: a sparkling pool, relaxing hot tub, recreation room, and lush green landscaping. HOA-covered water, trash, professionally maintained landscaping. With every convenience close at hand, this home truly checks every box.Don't wait homes like this move fast! Fireplace is considered decorative, seller does not know if it works!

20155 Keswick St Unit 107, Winnetka

Courtesy of Compass, Kellie McCaffrey-Nady - CA DRE#02007978

$475,000
2 Beds 2 Baths 26864991 MLS
Charming Gated Townhome in the Heart of Winnetka **Rare end-unit at the back of the complex** opportunity in a sought-after gated Winnetka community! This meticulously maintained two-story townhome-style condo comes with a coveted bonus: a private, oversized two-car attached garage offering direct ground-floor access ideal for everything from everyday convenience to extra storage flexibility. The main level is designed to impress. The open-concept first floor is an entertainer's dream, anchored by rich bamboo floors, a cozy fireplace, and recessed lighting, with a handy closet at the base of the stairs adding smart everyday function. The kitchen shines with newer stainless steel appliances and flows effortlessly into the dining and living areas perfect for hosting or simply unwinding. A sliding glass door opens to a private patio, made for warm summer evenings. A stylish half bath completes this level. Upstairs, you'll find 2 generously sized bedrooms, a full bath, and the ease of nearby laundry area with space for additonal storage right beside the linen closet. Both the primary and guest bedroom enjoy sliding glass door access to a long private patio a lovely spot for morning coffee or an evening spent unwinding with a good book. The primary suite also boasts a huge walk-in closet. Life here comes with resort-style perks: a sparkling pool, relaxing hot tub, recreation room, and lush green landscaping. HOA-covered water, trash, professionally maintained landscaping. With every convenience close at hand, this home truly checks every box.Don't wait homes like this move fast! Fireplace is considered decorative, seller does not know if it works!

20155 Keswick Street Unit 107, Winnetka

Listing courtesy of Listing Agent: Kellie McCaffrey-Nady (Kellie@kelliehomes.com) from Listing Office: Compass.

$529,000
2 Beds 3 Baths 26862971 MLS ALLSTATE HOA MANAGMENT BLDG.
Welcome to this charming 2-bedroom, 3-bathroom townhouse, offering an incredible opportunity to add your personal touch and create the home of your dreams. The thoughtfully designed floor plan features a spacious living room with soaring vaulted ceilings, creating a bright, open, and inviting atmosphere. A dedicated dining area is ideal for everyday living and entertaining, while the functional galley kitchen offers ample cabinetry and an efficient workspace. A convenient guest bathroom completes the main level.Step outside to your private enclosed patio, where a charming lemon tree provides the perfect setting for morning coffee, outdoor dining, or simply relaxing in your own peaceful retreat.Upstairs, both generously sized bedrooms feature vaulted ceilings that enhance the sense of space and natural light. The spacious primary suite includes a large walk-in closet, offering plenty of storage.Additional highlights include a direct-access two-car garage with a laundry area for added convenience. The well-maintained community also offers a sparkling swimming pool and ample guest parking for residents and visitors alike.Ideally located in one of Winnetka's most desirable neighborhoods, this townhome is just minutes from shopping, dining, parks, schools, and major freeways, providing the perfect blend of comfort, convenience, and potential. Whether you're a first-time buyer, investor, or looking to personalize your next home, this is an opportunity you won't want to miss!

19928 Chase St Unit 27, Los Angeles

Courtesy of RE/MAX One, Katrin Ghadi - CA DRE#02058704

$529,000
2 Beds 3 Baths 26862971 MLS
Welcome to this charming 2-bedroom, 3-bathroom townhouse, offering an incredible opportunity to add your personal touch and create the home of your dreams. The thoughtfully designed floor plan features a spacious living room with soaring vaulted ceilings, creating a bright, open, and inviting atmosphere. A dedicated dining area is ideal for everyday living and entertaining, while the functional galley kitchen offers ample cabinetry and an efficient workspace. A convenient guest bathroom completes the main level.Step outside to your private enclosed patio, where a charming lemon tree provides the perfect setting for morning coffee, outdoor dining, or simply relaxing in your own peaceful retreat.Upstairs, both generously sized bedrooms feature vaulted ceilings that enhance the sense of space and natural light. The spacious primary suite includes a large walk-in closet, offering plenty of storage.Additional highlights include a direct-access two-car garage with a laundry area for added convenience. The well-maintained community also offers a sparkling swimming pool and ample guest parking for residents and visitors alike.Ideally located in one of Winnetka's most desirable neighborhoods, this townhome is just minutes from shopping, dining, parks, schools, and major freeways, providing the perfect blend of comfort, convenience, and potential. Whether you're a first-time buyer, investor, or looking to personalize your next home, this is an opportunity you won't want to miss!

19928 Chase Street Unit 27, Los Angeles

Listing courtesy of Listing Agent: Katrin Ghadi (katringhadi@gmail.com) from Listing Office: RE/MAX One.

$999,999
4 Beds 4 Baths SR26160562 MLS
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

Listing courtesy of Listing Agent: Cyrene Dellinger (cyrene@cyreneproperties.com) from Listing Office: Keller Williams Encino/Sherman Oaks.

$899,950
4 Beds 3 Baths OC26159383 MLS
Welcome to 20259 Gifford St, a beautifully maintained split-level home in the heart of Winnetka offering 4 bedrooms, 3 bathrooms, a dedicated office or possible 5th bedroom, and 2,395 sqft of spacious, light-filled living space on a 5,202 sqft lot. Thoughtfully updated throughout, this inviting home blends generous living areas with modern finishes and a highly functional floor plan designed for both everyday living and entertaining. Rich flooring, recessed lighting, crown molding, and an abundance of natural light create a warm, move-in ready atmosphere from the moment you step inside. The main living spaces offer exceptional flexibility with multiple gathering areas, including an expansive living room, a separate family room anchored by a cozy fireplace, and a formal dining area that flows seamlessly into the beautifully updated kitchen. The kitchen is a true centerpiece featuring granite countertops, crisp white cabinetry, stainless steel appliances, an oversized breakfast bar, and ample cabinet and prep space, making it ideal for everything from casual mornings to hosting family and friends. A dedicated office provides the perfect work-from-home space, study, hobby room, or fitness area. The spacious primary suite offers a peaceful retreat with generous proportions and an updated en-suite bathroom, while three additional bedrooms and well-appointed bathrooms provide comfortable accommodations for family and guests. A newer HVAC system ensures year-round comfort and keeps the home cool during warm San Fernando Valley summers, while the attached garage includes an EV charger for added convenience. Outside, you'll find charming curb appeal with a fully fenced front yard highlighted by mature landscaping and colorful rose gardens, creating a welcoming first impression. The private backyard features a large patio, elevated deck, and plenty of room for outdoor dining, entertaining, gardening, or simply relaxing in your own outdoor retreat. Tucked between Northridge, Canoga Park, and West Hills, minutes to Westfield Topanga, The Village, Pierce College, CSUN, and the 101 / 118 / 405. LAUSD with magnet and charter options. FHA, VA, and conventional financing all welcome. Call your Realtor to schedule a tour and make an offer today! Welcome home!

20259 Gifford, Winnetka

Listing courtesy of Listing Agent: Jessica Nieto (Jessica@Jessicanieto.com) from Listing Office: eXp Realty of California Inc.

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Based on information from CRISNet MLS as of All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed.