532 Oak St, Winnetka, IL 60093
Property image
Property image
OFF MARKET

$2,502,300

Trulia Estimate
  • 5 Beds
  • 6 Baths
  • 4,200 sqft (on 0.26 acres)

532 Oak St, Winnetka, IL 60093

Est. Refi. Payment $17,651/mo*
Refinance Your Home
Currently Off Market - Sold Aug 13, 2021 for $1,789,000

Home Value

Trulia Estimate
$2.5M
Since last month
Decreased$11K (-0.5%)
Since last year
Increased$156K (+6.6%)
Since last sale
Increased$717K (+40.1%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +69% in the last 10 years
MonthEstimated value
2026
September 2026$2.51M
August 2026$2.52M
July 2026$2.51M
June 2026$2.58M
May 2026$2.59M
April 2026$2.57M
March 2026$2.52M
February 2026$2.41M
January 2026$2.37M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
567 Oak St, Winnetka, IL
0.08
Single-Family Home
$2,825,000
09/11/26
5
4
4,212
500 Sheridan Rd, Winnetka, IL
0.04
Single-Family Home
$1,950,000
03/30/26
4
3.5
5,482
519 Cedar St, Winnetka, IL
0.18
Single-Family Home
$3,050,000
10/01/25
6
5.5
4,295
355 Myrtle St, Winnetka, IL
0.27
Single-Family Home
$1,925,000
10/23/25
5
4.5
4,544
560 Elm St, Winnetka, IL
0.10
Single-Family Home
$2,775,000
04/27/26
5
4.5
5,065
529 Cedar St, Winnetka, IL
0.19
Single-Family Home
$2,550,000
04/23/26
5
4
4,307
410 Cedar St, Winnetka, IL
0.24
Single-Family Home
$2,527,000
04/27/26
6
5.5
3,504
545 Sheridan Rd, Winnetka, IL
0.13
Single-Family Home
$2,200,000
09/30/25
4
3.5
3,659
556 Willow Rd, Winnetka, IL
0.26
Single-Family Home
$2,000,000
05/08/26
5
4.5
4,023
335 Fairview Ave, Winnetka, IL
0.32
Single-Family Home
$1,995,000
01/13/26
4
4.5
3,288

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
550 Oak St, Winnetka, IL 60093
0.03
$2,338,200
5
4
5,000
Off Market
520 Oak St, Winnetka, IL 60093
0.02
$2,790,400
6
4.5
4,114
Off Market
514 Oak St, Winnetka, IL 60093
0.03
$1,735,400
3
3
2,458
Off Market
567 Oak St, Winnetka, IL 60093
0.08
$2,825,000
5
4
4,212
Recently Sold
474 Sheridan Rd, Winnetka, IL 60093
0.06
$2,857,000
6
4.5
4,251
Off Market
548 Cherry St, Winnetka, IL 60093
0.10
$2,661,000
6
4.5
5,800
Off Market
560 Elm St, Winnetka, IL 60093
0.10
$2,775,000
5
4.5
5,065
Recently Sold
429 Walnut St, Winnetka, IL 60093
0.13
$2,203,900
4
3.5
3,200
Off Market
597 Oak St, Winnetka, IL 60093
0.12
$3,025,600
5
6.5
5,193
Off Market
525 Ash St, Winnetka, IL 60093
0.13
$4,995,000
5
7
4,450
Recently Sold
568 Elm St, Winnetka, IL 60093
0.11
$2,199,800
4
3.5
-
Off Market
610 Oak St, Winnetka, IL 60093
0.14
$4,554,000
6
6.5
-
Off Market

Local Information

  • Map ViewExplore the area around 532 Oak St.
  • Schools2 Elementary Schools2 Middle Schools2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1894
0.26 acre lot
4,200 sqft
$596/sqft
Garage

About this House

Totally Updated 3-Story E. Winnetka Home In An Outstanding Location Steps To Beaches, Town & Train. Huge Granite & Stainless Cook’S Kit W/Prof. Grade Appliances, Large Island & Brkfst Bar Open To Lovely Brkfst Rm W/Built-Ins, 5 Big Br’S Including Master W/Sundeck & Renovated Bath, 10’ Ceilings, Lovely Living Rm. W/Traditional Fireplace & Millwork, 2nd Flr Laundry, Finished Bsmt W/Bar & Bath–Gut Rehab–Just Move In!
532 Oak St, Winnetka, IL 60093 is a 5 bedroom, 6 bathroom, 4,200 sqft single-family home built in 1894. It last sold for $1,789,000 on Aug 13, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,502,300, with a rent estimate of $6,009/month.

Home Details for 532 Oak St

Interior Features

Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 10
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1894
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 0.26 acres

Price and Tax history

DateEventPrice
Aug 13, 2021
Source: MRED as distributed by MLS GRID #11073302
Sold
$1,789,000
Sep 24, 2009
Source: MRED as distributed by MLS GRID #07251328
Sold
$1,300,000
Jun 30, 2009
Source: Agent Provided
Listed For Sale
$1,495,000
Feb 3, 2000
Source: N/A
Sold
$775,000
Jan 21, 1997
Source: N/A
Sold
$632,000

Market trends in Winnetka

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
25
5MoM

Around this home

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

  • 76 % Say it's quiet

  • 74 % Say car is needed

  • 72 % Say there are community events

  • 72 % Say it's walkable to grocery stores

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

  • 70 % Say neighbors are friendly

  • 66 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • DRD
    "Great schools and public works. Incredible beaches. Great fire and police systems. Amazing playing fields for kids’ sports. "
    0
    Flag
  • 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

LGBTQ Local Legal Protections

Frequently asked questions about 532 Oak St

  • What is 532 Oak St estimated to be worth?
    Trulia's estimated value for 532 Oak St in Winnetka, IL is $2,502,300.
  • What is the price history for 532 Oak St?
    532 Oak St in Winnetka, IL last sold for $1,789,000 in August 2021.
  • Is Winnetka a buyer's or seller's market?
    Winnetka is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Winnetka?
    Residents describe Winnetka, IL as dog-friendly, pedestrian-friendly, and well-kept. See recently sold homes in Winnetka, IL.
  • How big is the lot at 532 Oak St?
    The lot at 532 Oak St in Winnetka, IL is about 0.26 acres (11,400 sq ft).
  • Does 532 Oak St have a garage?
    Yes, 532 Oak St in Winnetka, IL has a garage.

Explore by feature - Pet Friendly

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