Winnetka, CA Homes between $1,500,000 and $2,000,000 for Sale

Winnetka, CA, is a vibrant community that offers a variety of appealing homes for those seeking a blend of comfort, accessibility, and modern living. The real estate market in this neighborhood showcases a diverse selection of properties that cater to different lifestyles, from charming single-family residences to spacious multi-level homes designed for entertaining. Many of these houses are situated in family-friendly neighborhoods with excellent schools, parks, and local amenities just a stone's throw away. Buyers can expect to find well-maintained properties featuring contemporary designs, impressive outdoor spaces, and many upgrades that enhance both functionality and aesthetic appeal, making this area a desirable place to call home.

Our website features the best real estate search for homes between $1,500,000 and $2,000,000 available in Winnetka, CA and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in the Winnetka, CA real estate market? Sign up for a Winnetka, CA Real Estate Market Report to see what’s active, under contract, and sold!

Newest Winnetka, CA Homes between $1,500,000 and $2,000,000 for Sale

$1,675,000

4 Beds ⋅ 5 Baths ⋅ SR26158070 MLS

NEW CONSTRUCTION – Turn Key Home. Welcome to gated Kelvin Homes! Modern home 4 bed/4.5 bath with a Great room, Open floor plan with sliding doors inviting abundant natural light, Chef’s Kitchen with center island with quartz countertop. High ceilings, Laundry located downstairs. One bedroom and one bathroom located downstairs, Spacious master bedroom with balcony, walk in master closet, Upstairs has 2 additional bedrooms, Windows have shutter installed, 2 Car Garage, Paid off Solar. Move-In ready home with many upgrades, located in the center of the valley.

7329 Kelvin, Winnetka

$1,750,000

SR26136716 MLS

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

$1,699,950

7 Beds ⋅ 5 Baths ⋅ SR26105233 MLS

Welcome to this rare opportunity featuring three detached homes on one expansive 9,461 sqft lot 8434, 8436 & 8438 Oakdale Avenue. Beautifully redesigned with modern finishes, energy efficiency, and flexible living in mind, this one-of-a-kind property is ideal for multi-generational living, owner-users, or savvy investors seeking immediate cash flow potential. The main residence at 8434 Oakdale offers approximately 1,300 sqft of thoughtfully designed living space featuring 3 spacious bedrooms and 2 beautifully updated bathrooms. Completely remodeled inside and out, this home showcases an open-concept floor plan filled with natural light, recessed lighting, new flooring throughout and seamless indoor-outdoor living. The stunning chef-inspired kitchen opens directly to the living and dining areas, creating the perfect atmosphere for entertaining. Step outside to your own private backyard retreat featuring a covered gazebo with ceiling fans & TV, outdoor built-in kitchen and ample space for gatherings and relaxation. Additional highlights include fully paid-off solar panels and an EV charger for energy-efficient living. The detached ADU at 8436 Oakdale, newly built in 2024 offers approximately 1,067 sqft with 3 bedrooms and 2 bathrooms. Designed for complete independence and privacy, this stylish home features a modern kitchen with new appliances, laminate flooring throughout, efficient heating and cooling systems, in-unit washer and dryer, and its own private backyard space. Privately situated at the rear of the property, the SB9 studio at 8438 Oakdale is a beautifully designed 430 sqft detached unit maximizing every inch of space. Complete with a kitchenette, private bathroom, in-unit laundry, private entrance, and dedicated front yard area, this flexible space is ideal for rental income, guests, extended family, or a home office setup. Each residence enjoys separate addresses, private entrances, front and backyard areas, and no shared walls offering true privacy and independence for every occupant. The property also features a circular driveway with abundant parking, modern energy-efficient construction, and exceptional versatility rarely found on the market today. Whether you’re looking to live in one unit while offsetting your mortgage with rental income, accommodate extended family with separate yet connected living spaces, or capitalize on a high-income-producing investment opportunity, this extraordinary Winnetka compound offers endless possibilities.

8434 Oakdale Avenue, Winnetka

$1,675,000

8 Beds ⋅ 6 Baths ⋅ GD26109546 MLS

Exceptional investment and multi-generational living opportunity in the heart of Winnetka. This fully reimagined property features three separate units with three addresses, offering a total of 8 bedrooms, 6 bathrooms, and approximately 3,395 sq ft of living space across the main residence, an SB9 unit, and an ADU. The main residence (19918 Kittridge St) offers 3 bedrooms and 2 bathrooms across approximately 1,506 sq ft and has been extensively remodeled with an open concept layout, wide plank flooring, and abundant natural light. The modern chef’s kitchen features two tone cabinetry and contemporary fixtures, while the bathrooms showcase dramatic marble tile and spa inspired finishes. The newly built unit (19920 Kittridge St) provides 3 bedrooms and 2 bathrooms in approximately 1,000 sq ft with a bright open floor plan, stylish kitchen, and modern finishes. Private balconies extend the living space outdoors and offer open views, creating a great place to relax and enjoy the surroundings. Completing the property is an ADU (19920 1/2 Kittridge St) offering 2 bedrooms and 2 bathrooms across approximately 889 sq ft with its own private entrance, full kitchen, and thoughtfully designed living spaces, ideal for rental income, extended family, or guests. Extensively renovated with contemporary design, quality materials, and low maintenance landscaping, the property also includes fully paid off solar panels, providing long term energy savings and added efficiency. This unique property offers flexibility for owner users, investors, or multi generational households seeking multiple income streams in a desirable Valley location close to shopping, dining, and major transportation routes. Whether you are looking to live in one and rent the others or maximize income potential, this is a rare opportunity to own a versatile and beautifully updated property. Schedule your showing today and explore all the possibilities.

19918 Kittridge St, Winnetka

$1,695,000

5 Beds ⋅ 5 Baths ⋅ 25558895 MLS

** 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 Street, Winnetka

Start Your Search

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.