$1,649,950

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.… Read More 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. Read Less

Property listed by Pinnacle Estate Properties, Gary Keshishyan 310-259-7556

Listing Snapshot

Days Online

Last Updated

Sep 20, 2026

Property Type

SingleFamilyResidence

Lot Size

0.22 Acres

Year Built

1948

MLS Number

SR26185359

Additional Details

Property Access

Frontage Type: CityStreet, Road Surface: Paved

Appliances & Equipment

Barbecue, Dishwasher, Disposal, GasRange, Microwave, Refrigerator, WaterToRefrigerator, Dryer, Washer

Building

Built in 1948, 3 buildings, 1 storey, Levels: One, Entry level: 1, Entry location: front

Community

Sidewalks

Cooling

CentralAir

Doors

MirroredClosetDoors

Exterior Features

Lighting

Fence

Block, Vinyl

Fireplaces

LivingRoom

Floors

Laminate

Heating

Central, Fireplaces, Solar

Home Owner's Association

Association Fee: $0

Interior Features

BuiltInFeatures, CeilingFans, QuartzCounters, RecessedLighting, Storage, AllBedroomsDown, BedroomOnMainLevel, JackAndJillBath, MainLevelPrimary

Laundry

WasherHookup, Inside, Stacked

Lot

0.2173 acres, BackYard, FrontYard

Parking

4 open parking spaces, 4 total parking spaces, CircularDriveway, Paved, OnStreet

Pool

None

Property

UpdatedRemodeled, Turnkey, Other structures: Gazebo, Sheds

Security Features

CarbonMonoxideDetectors, SmokeDetectors

Sewer

SewerTapPaid

Taxes

Additional parcels description:, Parcel Number: 2782007019, Lot: 163

Utilities

ElectricityConnected, NaturalGasAvailable, SewerConnected, WaterConnected, Water Source: Public, 3 separate electric meters

Windows

DoublePaneWindows, Screens

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