85 High St, Winnetka, IL 60093
Property image
Property image
OFF MARKET

85 High St
Winnetka, IL 60093

  • 4 Beds
  • 2.5 Baths
  • 3,200 sqft

$1,375,700

Trulia Estimate
as of Jul 17, 2026
Est. Refi. Payment $9,298/mo*
Refinance Your Home

$1,375,700

Trulia Estimate
as of Jul 17, 2026
Est. Refi. Payment $9,298/mo*
Refinance Your Home
4 Beds
2.5 Baths
3,200 sqft

Local Information

  • Map ViewExplore the area around 85 High St.
  • Schools1 Preschool School1 Elementary School2 Middle Schools2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Description

Quintessential East Winnetka 4BR/2.1Bath Brick Home on quiet street within a block to Metra, New Trier HS, Sears Elementary, and Lake Michigan. Open 1st Fl feat hrdwd flrs, high ceilings & crown trim. LR with wbfp; sep formal dining room with built in hutch. Lg kit with newer appliances and eating nook.Sunny office w/french doors lead to patio and lush yard. Also additional sunroom affords easy lounging after a day at the beach.2nd fl: 4 Lg Br all feat hardwood floors, two nicely renovated baths make for a flexible fl plan. Stairs lead to unfin 3rd Fl full attic, ready for your expansion needs. Full bsmt includes a Family room, office, storage and laundry. Landscaped yard and 2 car garage complete the package. Affordable and solid choice for North Shore living at its finest! Ready for Summer occupancy, in time before school begins!EXCLUDE DR fixture please!
85 High St, Winnetka, IL 60093 is a 4 bedroom, 3 bathroom, 3,200 sqft single-family home built in 1916. It last sold for $700,000 on Sep 29, 2017. It is currently off market. The Trulia Estimate is $1,375,700, with a rent estimate of $5,613/month.

Home Highlights

Parking
Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 85 High St

Interior Features

Heating & Cooling
Heating: GasAir ConditioningCooling System: CentralHeating Fuel: Gas
Interior Details
Number of Rooms: 8Types of Rooms: Dining Room
Appliances & Utilities
DishwasherRefrigerator
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Hardwood, Laminate, Linoleum Vinyl

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: BrickPatio
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1916
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 7750 sqft

Price History for 85 High St

DatePriceEventSource
09/29/2017$700,000Sold
MRED as distributed by MLS GRID #09664353
08/20/2017$715,000PendingAgent Provided
08/11/2017$715,000PriceChange
Agent Provided
08/02/2017$725,000PriceChange
Agent Provided
07/17/2017$739,000PriceChange
Agent Provided
07/14/2017$749,000PendingToActiveAgent Provided
07/06/2017$749,000PendingAgent Provided
07/03/2017$749,000PriceChange
Agent Provided
06/19/2017$799,000Listed For SaleAgent Provided
10/30/2015$682,000Sold
N/A

Market trends in Winnetka

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.93M
Sale-to-List Price
—
Price per sq ft
$511
Available listings
34
8MoM
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Property Tax and Assessment

Year2024
Tax
Assessment$890,100
Home facts updated by county records

Comparable Sales for 85 High St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
38 Brier St, Winnetka, IL
0.08
Single-Family Home
$800,000
10/14/25
3
1.5
2,571
724 Maclean Ave, Kenilworth, IL
0.12
Single-Family Home
$1,125,000
07/08/26
3
2.5
3,000
737 Maclean Ave, Kenilworth, IL
0.08
Single-Family Home
$1,635,000
03/02/26
5
3.5
3,185
727 Roger Ave, Kenilworth, IL
0.21
Single-Family Home
$1,216,000
04/08/26
4
3
1,921
748 Maclean Ave, Kenilworth, IL
0.11
Single-Family Home
$1,595,000
01/09/26
4
2.5
4,335
158 Woodland Ave, Winnetka, IL
0.25
Single-Family Home
$910,000
12/17/25
3
3
2,200
715 Roger Ave, Kenilworth, IL
0.22
Single-Family Home
$925,000
08/01/25
3
3
2,682
567 Hill Ter, Winnetka, IL
0.18
Single-Family Home
$1,795,000
04/03/26
4
3.5
3,662
707 Roger Ave, Kenilworth, IL
0.22
Single-Family Home
$1,203,000
05/20/26
3
3
1,817
554 Brier St, Kenilworth, IL
0.26
Single-Family Home
$950,000
05/29/26
3
2
1,980

Nearby homes

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Assigned Schools

These are the assigned schools for 85 High 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

  • 76 % 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

  • 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
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Apartments for Rent

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Explore by feature - Pet Friendly

44 pet-friendly rentals in Winnetka, IL

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24 rentals with air conditioning in Winnetka, IL

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42 rentals with a washer/dryer in Winnetka, IL

Homes for sale near 85 High St

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Off Market Homes Near 85 High St

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