Winnetka (WIN) Homes for Sale

Winnetka (WIN) Homes for Sale

Winnetka, located in the heart of Los Angeles County, California, is a vibrant and sought-after region known for its diverse community, excellent amenities, and beautiful homes for sale. Whether you are a first-time homebuyer or looking to upgrade, Winnetka offers a wide range of housing options to suit every lifestyle and budget.

From cozy single-family homes to spacious townhouses and luxurious estates, there is something for everyone in this charming neighborhood. The real estate market in Winnetka is bustling, with a variety of properties available for sale throughout the year.

Homebuyers in Winnetka can expect to find well-maintained properties with modern features and amenities. Many homes boast spacious living areas, updated kitchens, and beautiful outdoor spaces, perfect for entertaining friends and family. The region's real estate market also offers opportunities for investment, with properties that can provide a steady rental income or potential for future appreciation.

In addition to its attractive housing options, Winnetka is known for its excellent schools, convenient shopping centers, and proximity to parks and recreational facilities. Residents can enjoy a peaceful suburban lifestyle while still being within easy reach of the bustling city of Los Angeles.

If you are in the market for a new home in the Los Angeles area, Winnetka is definitely worth considering. With its welcoming community, diverse housing options, and convenient location, it's no wonder that homes for sale in Winnetka are in high demand. Don't miss your chance to find your dream home in this wonderful region.

Newest Winnetka (WIN) Homes for Sale

$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.

$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.

Start Your Search

Information Deemed Reliable But Not Guaranteed. © 2026 CARETS ®

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.