1097 Oak St, Winnetka, IL 60093
Property image
Property image
OFF MARKET

$1,654,600

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 3,260 sqft (on 0.28 acres)

1097 Oak St, Winnetka, IL 60093

Est. Refi. Payment $11,697/mo*
Refinance Your Home
Currently Off Market - Sold Aug 3, 2020 for $852,500

Home Value

Trulia Estimate
$1.66M
Since last month
Decreased$47K (-2.8%)
Since last year
Increased$115K (+7.5%)
Since last sale
Increased$797K (+93.5%)
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 +52% in the last 10 years
MonthEstimated value
2026
September 2026$1.65M
August 2026$1.7M
July 2026$1.65M
June 2026$1.73M
May 2026$1.68M
April 2026$1.69M
March 2026$1.64M
February 2026$1.6M
January 2026$1.52M
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
1110 Elm St, Winnetka, IL
0.05
Single-Family Home
$1,250,000
09/10/26
4
2.5
3,362
1087 Ash St, Winnetka, IL
0.17
Single-Family Home
$1,670,000
07/23/26
4
3
3,163
1020 Cherry St, Winnetka, IL
0.19
Single-Family Home
$1,120,000
07/13/26
4
2
1,854
1208 Oak St, Winnetka, IL
0.21
Single-Family Home
$1,226,000
08/31/26
3
2
2,680
1092 Ash St, Winnetka, IL
0.21
Single-Family Home
$1,875,000
04/24/26
4
3
3,622
1062 Ash St, Winnetka, IL
0.22
Single-Family Home
$1,650,000
08/31/26
4
3.5
3,251
1105 Elm St, Winnetka, IL
0.08
Single-Family Home
$1,340,000
06/24/26
3
3.5
2,435
1225 Elm St, Winnetka, IL
0.26
Single-Family Home
$1,750,000
08/10/26
4
3.5
3,992
972 Elm St, Winnetka, IL
0.23
Single-Family Home
$1,350,000
06/24/26
5
3.5
2,800
995 Oak St, Winnetka, IL
0.19
Single-Family Home
$1,730,000
07/13/26
4
4.5
3,639

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
1101 Oak St, Winnetka, IL 60093
0.01
$1,459,700
4
2.5
2,170
Off Market
Address Not Disclosed, Winnetka, IL 60093
0.03
$725,400
2
1.5
1,230
Off Market
1110 Elm St, Winnetka, IL 60093
0.05
$1,250,000
4
2.5
3,362
Recently Sold
480 Rosewood Ave, Winnetka, IL 60093
0.08
$1,716,200
4
3.5
3,000
Off Market
503 Rosewood Ave, Winnetka, IL 60093
0.09
$1,479,200
4
2.5
2,536
Off Market
1087 Cherry St, Winnetka, IL 60093
0.09
$2,311,200
4
4.5
3,700
Off Market
1050 Elm St, Winnetka, IL 60093
0.09
$1,616,700
4
2.5
2,737
Off Market
1105 Elm St, Winnetka, IL 60093
0.08
$1,340,000
3
3.5
2,435
Recently Sold
1132 Oak St, Winnetka, IL 60093
0.08
$2,284,500
5
4.5
-
Off Market
1037 Oak St, Winnetka, IL 60093
0.11
$2,155,000
5
3.5
-
Recently Sold
1040 Oak St, Winnetka, IL 60093
0.11
$2,719,400
6
6.5
-
Off Market
1030 Oak St, Winnetka, IL 60093
0.13
$1,681,200
4
2.5
-
Off Market

Local Information

  • Map ViewExplore the area around 1097 Oak St.
  • Schools2 Elementary Schools2 Middle Schools2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1907
0.28 acre lot
3,260 sqft
$508/sqft
Garage

About this House

Absolutely pristine home with First Floor Mastersuite on over-sized 69'+ wide lot (12,388 sf) with 2002 renovation and expansion located in idyllic Crow Island neighborhood steps from K-8 schools! Curved brick walkway leads you to the inviting enclosed front porch, front door and light-filled foyer. High ceilings, hardwood floors and magnificent windows throughout. Elegant dining room and whimsical living room with built-ins. Sought after private first floor office/den with fireplace is located off foyer. Desirable chef's kitchen has custom cherry wood cabinetry, highend appliances, granite counter tops, large island and walk in pantry and opens to fabulous step down family room with soaring ceiling, clerestory and a wall of windows providing views of the professionally landscaped yard with patio. Mudroom has large closet and is accessed from family room and backdoor. The beautiful first floor mastersuite includes his and her closet and luxurious masterbath with separate shower, Jacuzzi and stone vanity w/double sinks. Three family bedrooms on second level with full bathroom. Gorgeous fenced backyard with 2 car garage plus storage loft. Spacious basement has laundry area, workshop and plenty of storage. Close to town, train, parks, schools, golf, tennis and skating rink. A must see! Not in floodplain.
1097 Oak St, Winnetka, IL 60093 is a 4 bedroom, 3 bathroom, 3,260 sqft single-family home built in 1907. It last sold for $852,500 on Aug 3, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,654,600, with a rent estimate of $5,329/month.

Home Details for 1097 Oak St

Interior Features

Heating & Cooling
Heating: Baseboard, Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Interior Details
Number of Rooms: 8Types of Rooms: Walk In Closet, Dining Room
Appliances & Utilities
DishwasherDisposalDryerRefrigeratorWasher
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Hardwood, Linoleum Vinyl

Exterior Features

Exterior Home Features
Roof: Asphalt, OtherExterior: WoodPatio
Parking & Garage
GarageParking Spaces: 2Parking: Garage Detached

Property Information

Year Built
Year Built: 1907
Property Type / Style
Property Type: Single Family HomeArchitecture: ranch

Community

Units in Building: 1

Lot Information

Lot Area: 0.28 acres

Price and Tax history

DateEventPrice
Aug 3, 2020
Source: MRED as distributed by MLS GRID #10708275
Sold
$852,500
Aug 3, 2020
Source: Agent Provided
PendingToActive
$899,000
Jun 17, 2020
Source: Agent Provided
Pending
$899,000
May 14, 2020
Source: Agent Provided
Listed For Sale
$899,000
Aug 1, 1997
Source: N/A
Sold
$425,000

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 1097 Oak St

  • What is 1097 Oak St estimated to be worth?
    Trulia's estimated value for 1097 Oak St in Winnetka, IL is $1,654,600.
  • What is the price history for 1097 Oak St?
    1097 Oak St in Winnetka, IL last sold for $852,500 in August 2020.
  • 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.
  • Does 1097 Oak St have air conditioning?
    Yes, 1097 Oak St in Winnetka, IL has air conditioning.
  • Does 1097 Oak St have laundry facilities?
    Yes, 1097 Oak St in Winnetka, IL has in-unit laundry.

Explore by feature - Pet Friendly

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