Winnetka Homes for Sale

Winnetka Homes for Sale

Welcome to Winnetka, a vibrant neighborhood nestled in the heart of Los Angeles County, California. This charming community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, professionals, and retirees alike. With its tree-lined streets, friendly atmosphere, and diverse population, Winnetka is a hidden gem that captures the essence of Southern California living.

Winnetka boasts a rich history and a variety of recreational opportunities. Residents enjoy access to beautiful parks, including the expansive Winnetka Recreation Center, where children can play, families can gather, and fitness enthusiasts can engage in outdoor activities. The area is also home to a variety of shops, restaurants, and cafes that reflect the multicultural fabric of the community, ensuring there’s always something new to explore.

For those looking to make Winnetka their home, the real estate market offers a range of options to suit different lifestyles and budgets. From charming single-family homes with spacious yards to modern townhouses and condos, there’s something for everyone. Current listings showcase properties that are not only beautifully designed but also conveniently located near schools, shopping centers, and major transportation routes.

Whether you’re a first-time homebuyer or looking to invest, Winnetka's homes for sale provide an excellent opportunity to become part of this thriving community. Discover the warmth and charm of Winnetka, where your dream home awaits!

Newest Winnetka Homes for Sale

$999,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status
Beautifully updated turnkey traditional ranch home in the heart of Winnetka, offering the perfect combination of comfort, flexibility, and income potential. This move-in-ready property features a spacious 3-bedroom, 2-bath main residence along with a permitted detached 1-bedroom, 1-bath ADU, making it ideal for owner-users, multi-generational living, or investors. Step inside to a light-filled interior featuring fresh paint, luxury vinyl wood-look flooring, and expansive windows that flood the home with natural light while overlooking the covered patio and private backyard. The thoughtfully designed floor plan offers comfortable living spaces for everyday enjoyment and entertaining, while the remodeled primary bathroom shower adds a modern touch. The approximately 400-square-foot detached ADU is a standout feature of the property, thoughtfully designed for both privacy and functionality. Featuring its own private entrance, full kitchen, in-unit washer and dryer, dedicated gated parking space, and a charming private front yard, it offers an ideal living experience. Completed in 2020 and currently tenant occupied, the ADU generates immediate rental income while providing exceptional long-term flexibility for extended family, guests, a private home office, or future investment opportunities. Adding even more value, the property features two separate addresses, each with its own Certificate of Occupancy, offering flexibility for a variety of living and investment opportunities.The backyard creates a private retreat with plenty of room for outdoor dining, entertaining, gardening, or simply relaxing under the covered patio. Located in a desirable Winnetka neighborhood close to shopping, dining, parks, schools, and major commuter routes, this exceptional property combines modern upgrades, functional living, and excellent income-producing potential in one remarkable offering.

20531 Covello St, Winnetka

Courtesy of Keller Williams Luxury, Henghame Abaghi - CA DRE#01973066

$875,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Welcome to 20158 Gresham St, a charming 3-bedroom, 2-bath home located in the heart of beautiful Winnetka. Built in 1959 and offering approximately 1,650 square feet of living space, this inviting property presents an exciting opportunity to own a home in one of the San Fernando Valley's most centrally located communities. Filled with warmth, character, and comfortable living spaces, this home offers the perfect setting for everyday living, entertaining guests, or simply relaxing and enjoying all that the neighborhood has to offer. Relax in the covered patio and harvest the sweetest oranges, lemons and tangerines from your generous fruit trees. Your new home is conveniently located near parks, schools, dining, and entertainment, you'll enjoy easy access to Westfield Topanga, The Village at Topanga, Northridge Fashion Center, and the 118 Freeway, making it easy to commute and explore everything Southern California has to offer. Whether you're looking for your first home, your next home, or an investment in a thriving community, this Winnetka gem offers the ideal combination of comfort, convenience, and location. Don't miss the opportunity to make it yours. The heavy lifting has been done with copper plumbing throughout and the roof was just reshingled with "Cool Roof" shingles to reduce utilty costs.

20158 Gresham St, Winnetka

Courtesy of New South Bay Realty, Robert Romero - CA DRE#01208403

$1,449,000
8 Beds ⋅ 5 Baths ⋅ ACTIVE Status
.......Huge Price Reduction......Main house (2 Story - 4 beds & 3 bath) & ADU (1 Story- ADU 4 beds & 2 baths) both are side by side allowing each house to have its own street access and private backyards. Newly constructed with current upgrades, vaulted ceiling, stainless steel appliances, built in conventional oven, commercial grade flooring, open floor plan, great entertainment area in the back & front of the house with built-in barbeque grill and drought resistance landscape ZERO maintenance... Main house has 2 car garage with onsite parking for 8 cars with direct Street access.... ADU has 2 car parking which is separate from the main house and it has it's own direct street access.... Each unit has it's own separate...Electric meter, Gas tankless water heater, Central heating & cooling, washer & dryer hook up....Can live in either of the house while renting out the other to long term tenant or Short term guests (via Airbnb, booking.com & VRBO) if needing the units for occasional friends or family.... The Main is perfect for a family and when the kids move out the parents can relocate to the one level ADU which is perfect for owner to occupy at a later age while collecting rental income on the main house and not having to sell while maintaining a lower property tax base *Please seek CPA advise and sale is subject to terms & conditions.

20454 W Strathern St, Winnetka

Courtesy of Baba Osiname, Baba Osiname - CA DRE#01747459

$1,695,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status
** NEWLY REDUCED! TOP-OF-THE-LINE 2025 construction. A newly constructed Spanish-style masterpiece- still in progress. Every feature in this home is brand NEW, including high-efficiency HVAC, windows, roofing, doors, flooring, insulation, plumbing, electrical, appliances, and high ceilings. Unlike older homes with decades of wear, this is a turnkey residence with zero compromise. This two-story Spanish-style home blends elegant design with modern functionality all at an incredible value of just $486 per square foot, priced at or below that of decade-old homes.. Spanning approximately 3,700 square feet, this stunning residence includes 5 spacious bedrooms and 5 bathrooms, including a fully equipped 1-bedroom / 2-bath ADU, perfect for multigenerational living, guest accommodations, home office, or additional rental income. Estimated finish time of home is this year- 2026.

20329 Stagg St, Winnetka

Courtesy of Keller Williams Beverly Hills, Robert Howell - CA DRE#01229400

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