596 Oak St, Winnetka, IL 60093
OFF MARKET

596 Oak St
Winnetka, IL 60093

  • 8 Beds
  • 6 Baths
  • 4,050 sqft (on 0.92 acres)

$3,150,600

Trulia Estimate
as of May 31, 2026
Est. Refi. Payment $21,447/mo*
Refinance Your Home

$3,150,600

Trulia Estimate
as of May 31, 2026
Est. Refi. Payment $21,447/mo*
Refinance Your Home
8 Beds
6 Baths
4,050 sqft
(on 0.92 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

3 blocks from train and lake
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Porch, Patio, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 596 Oak St

Interior Features

Interior Details
BasementIn-law unitNumber of Rooms: 14Types of Rooms: Breakfast Nook, Dining Room, Family Room, Laundry Room, Library, Office, Pantry
Heating & Cooling
Heating: Radiant, GasAir ConditioningCooling System: CentralHeating Fuel: Radiant
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: OtherGardenLawnPatioPorch
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Detached

Property Information

Year Built
Year Built: 1853
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.92 acres

Price History for 596 Oak St

DatePriceEventSource
08/12/2020$1,995,000Sold
MRED as distributed by MLS GRID #10701371
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Property Tax and Assessment

Year2023
Tax$47,753
Assessment$2,059,790
Home facts updated by county records

Comparable Sales for 596 Oak St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
550 Oak St, Winnetka, IL
0.08
Single-Family Home
$2,201,894
07/29/25
5
4
5,000
475 Maple St, Winnetka, IL
0.12
Single-Family Home
$1,900,000
07/10/25
5
4
3,524
474 Sheridan Rd, Winnetka, IL
0.17
Single-Family Home
$2,675,000
06/17/25
6
4.5
4,251
519 Cedar St, Winnetka, IL
0.09
Single-Family Home
$3,050,000
10/01/25
6
5.5
4,295
548 Cherry St, Winnetka, IL
0.12
Single-Family Home
$2,495,000
06/27/25
6
4.5
5,800
560 Elm St, Winnetka, IL
0.11
Single-Family Home
$2,775,000
04/27/26
5
4.5
5,065
410 Cedar St, Winnetka, IL
0.15
Single-Family Home
$2,527,000
04/27/26
6
5.5
3,504
529 Cedar St, Winnetka, IL
0.11
Single-Family Home
$2,550,000
04/23/26
5
4
4,307
355 Myrtle St, Winnetka, IL
0.32
Single-Family Home
$1,925,000
10/23/25
5
4.5
4,544
545 Sheridan Rd, Winnetka, IL
0.18
Single-Family Home
$2,200,000
09/30/25
4
3.5
3,659

Nearby homes

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Assigned Schools

These are the assigned schools for 596 Oak St.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Winnetka

At least 78 Trulia users voted on each feature.

  • 94 % Say people would walk alone at night

  • 90 % Say it's dog friendly

  • 88 % Say kids play outside

  • 88 % Say there's holiday spirit

  • 87 % Say there are sidewalks

  • 82 % Say yards are well-kept

  • 81 % Say it's walkable to restaurants

  • 80 % Say parking is easy

  • 78 % Say there's wildlife

  • 75 % Say it's quiet

  • 74 % Say car is needed

  • 72 % Say there are community events

  • 71 % Say they plan to stay for at least 5 years

  • 71 % Say it's walkable to grocery stores

  • 70 % Say neighbors are friendly

  • 67 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • allisonbowersbrown
    "Park district, block parties, parades, fireworks. Neighborhood get together, school and church events. "
    0
    Flag
  • Jillian D.
    "I take the metra and walk to work. It’s easy and about as fast in the train to Chicago as it is in a car. Going west without a car is not as doable though. "
    1
    Flag
  • Acparacchini
    "Great dog beach, easy walk to town with coffee shops, restaurants, etc and bring the dog! 4th of July parade and everyone brings their dogs "
    0
    Flag
  • Phil L. .
    "Great parks, families and restaurants. Easy walk to restaurants , train, and interesting stores. Lots of people out walking, running or on bikes. "
    0
    Flag
  • Jillian D.
    "I take the train and walk. There are usually window seats available on the Metra when I leave winnetka at 7:21. "
    1
    Flag
  • Jillian D.
    "There are lots of green parks for doggos to play at! There’s also lil fountains where you can get water for people and dogs in the summer. "
    2
    Flag
  • Sarahvaile687
    "Winnetka music festival, summer music in the park...there are plenty of events hosted by the community."
    1
    Flag
  • Winnetka mom
    "I’ve lived here for 14 years and Winnetka is the most warm, welcoming neighborhood I’ve ever lived in!"
    1
    Flag
  • Benjamin J. D.
    "They would like it. It’s a great community with tons of parks. Move here! You won’t regret it. It’s like living in a Rockwell painting."
    1
    Flag
  • Mklein
    "Lived here for 22 years. Raised our family here. Would do it again given the chance. Great mix of people from different backgrounds and heritage. Only downfall is politically backwards and cannot get anything done in the village that’s required to stay current with infrastructure or lifestyle. "
    5
    Flag
  • Sbardoni29
    "Wonderful place to live. Gorgeous homes and great apartment living above shops and restaurants. So close to the lake and Metra runs right through city to downtown. "
    0
    Flag
  • Coveyandclay
    "family friendly and perfect for children! parks are wonderful and schools are best in country. park district facilities are top notch"
    0
    Flag
  • Coveyandclay
    "great parks and lots of kids playing there all the time. very family friendly. many kids events put on by park district also."
    0
    Flag
  • Erin K. C.
    "Very dog friendly. There is a great private dog beach that is well maintained with a dog wash and passholder only gate. All dogs are required to be well behaved and up to date on all shots. "
    0
    Flag
  • Acparacchini
    "Lived in Winnetka essentially since I was 9! Great place to raise a family. Beautiful homes, great town, great beaches, excellent schools, easy transportation to the city! "
    2
    Flag
  • Gabriel
    "Safe, quiet and architecturally nice. A great place to live and raise a family. Great schools and close to the lake. "
    0
    Flag
  • mtoyama60
    "Wonderful neighborhood close to lake and town and highly rated schools. Family community. Quiet residential street. Great investment."
    0
    Flag
  • Patty E.
    "I want to move here ,whith my kids."
    0
    Flag

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596 Oak St, Winnetka, IL 60093 is a 8 bedroom, 6 bathroom, 4,050 sqft single-family home built in 1853. This property is not currently available for sale. 596 Oak St was last sold on Aug 12, 2020 for $1,995,000. The current Trulia Estimate for 596 Oak St is $3,150,600.