180 Dewindt Rd

$3,750,000
Last Sold Price
5
Beds
5,735 Sq. Ft.
$654 / Sq. Ft.
5,735
Sq. Ft.
$654
per Sq. Ft.

Description

Experience the best of Winnetka living on nearly an acre in one of the village's most picturesque and prestigious locations. Tucked away behind winding, tree-lined streets, this spectacular historic renovation sits proudly on nearly a full acre of beautifully landscaped grounds. Located on prestigious De Windt Road and walking distance to top-rated Crow Island Elementary, this fairytale-like property offers the rare combination of storybook charm and modern upgrades. Designer owned, this home is...Experience the best of Winnetka living on nearly an acre in one of the village's most picturesque and prestigious locations. Tucked away behind winding, tree-lined streets, this spectacular historic renovation sits proudly on nearly a full acre of beautifully landscaped grounds. Located on prestigious De Windt Road and walking distance to top-rated Crow Island Elementary, this fairytale-like property offers the rare combination of storybook charm and modern upgrades. Designer owned, this home is the perfect blend of timeless craftsmanship and high-end functionality. No detail was spared: a new shake composite roof, full exterior painting and tuckpointing, new HVAC and electrical systems, all-new bathrooms and plumbing, high-end appliances, and a fully finished lower level with flood control systems including drain tile, sump pump, and battery backup. The heart of the home is the chef's kitchen, where inset cabinetry, unlacquered brass hardware, and a showstopping La Cornue range create an atmosphere inspired by the English countryside. Casement windows open to the lush backyard, while a cozy breakfast nook with outswing doors connects seamlessly to an expansive bluestone patio-ideal for entertaining. A custom-designed pantry offers a second sink, second dishwasher, and a prep zone, all wrapped in a stunning Schumacher wall mural that continues into the elegant dining room-spacious enough to host dinner parties of any size. Restored original French doors lead from the dining room to a side yard perfect for croquet or al fresco evenings under the stars. On the main level, enjoy a classic living room with original fireplace and windows, a lacquered family room with black-and-white checkerboard marble floors, a designer powder room, and a custom mudroom. A stately office with its own fireplace completes the main level. Upstairs, you'll find four spacious bedrooms, each with custom millwork and beautiful finishes. The primary suite boasts two sets of beautiful custom closets and a generous primary bathroom featuring Ann Sacks zellige tile, freestanding tub, unlacquered brass fixtures and double shower. Second floor laundry added for ease and convenience. The lower level features a generous recreation area, plenty of storage and a fifth-bedroom option for guests. A heated two-car garage with new epoxy flooring rounds out the offering, connected to a gorgeous mudroom with custom cabinetry. An historic home on a one-of-a-kind lot. With oversized front, rear, and side yards, this property offers an extraordinary setting to enjoy outdoor living year-round. Whether it's garden parties, games of tag, or quiet mornings with coffee under the trees, this is more than a home-it's an experience.

Listing Agents

  1. Grace Kaage

    Grace Kaage

    Listing Agent

    Compass

    gracekaage@compass.com

    P: (312)-720-7589

  2. Molly Dowell

    Molly Dowell

    Alternative Listing Agent

    Compass

    mollydowell@compass.com

    P: (765)-586-0504

Sold By Compass

Property Details for 180 Dewindt Road

Area
Winnetka
Township
New Trier
Ownership
Fee Simple
Num Of Garage Spaces
2.0
Num Of Parking Spaces
2.0
Parking Included in Price
Yes
Air Conditioning Type
Partial
Num of Interior Fireplaces
2
LISTING UPDATED: 08/01/2025 03:55 PM

Property Details for 180 Dewindt Road

StatusClosed
MLS #12346214
Days on Market4
Taxes$38,021 / year
HOA Fees$1,000 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeDetached Single / 2 Stories
Year Built1930
Lot Size0.96 AC / 42,022 SF
CountyCook County

Location

Add your commute

Virtual Tour

Building Information for 180 Dewindt Road

Stories-Year Built1930Building Size-Lot Size0.96 AC / 42,022 SF

Payment Calculator

$21,782 per month

30 year fixed, 6.28% Interest

Principal and Interest

$18,530

Property Taxes

$3,168

HOA Dues

$83

The Payment Calculator is for illustrative purposes only.

Property Information for 180 Dewindt Road

General Information
School Information
  • Elementary School District: 36
  • Elementary School: Crow Island Elementary School
  • Jr High Middle School: The Skokie School
  • High School District: 203
  • High School: New Trier Twp H.S. Northfield/Wi
  • Middle Or Junior School District: 36
Addtl Parking Information
  • Parking Details: Asphalt, Garage Door Opener, Heated Garage, On Site, Garage Owned, Attached, Garage
Location and General Information
  • Front Exposure: North, South, East, West
Taxes and HOA Information
  • Association Fee Frequency: Annually
  • Association Fee Includes: Snow Removal
  • Master Association Fee($): 600
  • Master Association Fee: Yes
  • Master Association Fee Frequency: Yearly
  • Additional Parcels: No
Property Information
Interior Features
  • Interior Property Features: Wet Bar, Built-in Features, Walk-In Closet(s), Bookcases, Historic/Period Mlwk
  • Num Of Rooms: 11
  • Bedrooms Total: 5
  • Bedrooms (Below Grade): 0
  • Community Features: Curbs
  • Attic: Pull Down Stair
  • Bath Amenities: Separate Shower,Double Sink,Double Shower,Soaking Tub
  • Basement Type: Finished, Exterior Entry, Rec/Family Area, Partial, Daylight
  • Bedrooms Possible: 5
  • Air Conditioning: Partial
  • Flooring: Hardwood
  • Basement Sq Ft: 0
  • Dining Room: Separate
  • Basement Bathrooms: No
  • Fireplace Location: Living Room,Den/Library
  • Room Type: Library, Breakfast Room, Mud Room, Foyer, Walk In Closet, Bedroom 5
  • Num of Baths: 3.1
Exterior Features
  • Fencing: Fenced
  • Patio And Porch Features: Patio
  • Type: 2 Stories
Utilities / Equipment
  • Sewer: Sewer-Public
  • Water: Public
  • Appliances: Microwave, Dishwasher, Refrigerator
  • Other Equipment: Security System, Sprinkler-Lawn
Property/Lot Information
  • New Construction YN: No
  • Rebuilt: No
  • Rehabilitated: Yes
  • Rehab Year: 2024
  • Built Before 1978: Yes
  • Age: 91-100 Years
  • Type Detached: 2 Stories
  • Total Sq Ft: 0
  • Aprox Total Finished Sq Ft: 0
  • Total Finished and Unfin Sq Ft: 0
  • Lot Description: Mature Trees
  • Lot Size: .50-.99 Acre
  • Lot Dimensions: 193.5 X 246.8 X 187.5 X 204.2
  • Waterfront: No
  • Disability Access and/or Equipped: No
  • Construction: Stucco
  • Foundation Details: Concrete Perimeter
  • General Information: School Bus Service,Commuter Train,Flood Zone
  • Living Area Source: Estimated
Property and Assessments
  • Public Document Count: 0
  • Photos Count: 44
  • OpenHouse Count: 1
Virtual Tour/Additional Media
  • Virtual Tour: None
  • Virtual Tour YN: No
Room Information
Master Bedroom Information
  • Master Bedroom Level: Second
  • Room Type: Master Bedroom
  • Master Bedroom Bath: Full, Double Sink, Tub & Separate Shwr
  • Master Bedroom Dimensions: 17X19
Bedroom #2 Information
  • 2nd Bedroom Level: Second
  • Room Type: Bedroom 2
  • Bedroom #2 Room Dimensions: 21X14
Bedroom #3 Information
  • 3rd Bedroom Level: Second
  • Room Type: Bedroom 3
  • Bedroom #3 Room Dimensions: 14X12
Bedroom #4 Information
  • 4th Bedroom Level: Second
  • Room Type: Bedroom 4
  • Bedroom #4 Room Dimensions: 15X18
Bedroom #5 Information
  • 5th Bedroom Level: Lower
  • Room Type: Bedroom 5
  • Bedroom #5 Room Dimensions: 20X15
Dining Room Information
  • Dining Room Level: Main
  • RoomType_DR: Dining Room
  • Dining Room Dimensions: 22X14
Family Room Information
  • Family Room Level: Main
  • RoomType_FR: Family Room
  • Family Room Dimensions: 20X15
Kitchen Information
  • Kitchen Level: Main
  • RoomType_KT: Kitchen
  • Kitchen Dimensions: 18X12
Laundry Information
  • Laundry Level: Basement
  • Room Type: Laundry
  • Laundry Dimensions: 8X10
Living Room Information
  • Living Room Level: Main
  • Room Type: Living Room
  • Living Room Dimensions: 16X23
Walk In Closet 1 Information
  • Room Level: Second
  • Room Type: Walk In Closet
  • Dimensions: 11X8
Foyer Information
  • Room Level: Main
  • Room Type: Foyer
  • Dimensions: 8X16
Mud Room Information
  • Room Level: Main
  • Room Type: Mud Room
  • Dimensions: 8X10
Breakfast Room Information
  • Room Level: Main
  • Room Type: Breakfast Room
  • Dimensions: 10X12
Library Room Information
  • Room Level: Main
  • Room Type: Library
  • Dimensions: 20X13

Property History for 180 Dewindt Road

DateEvent & SourcePriceAppreciation
Aug 1, 2025

Sold

MRED #12346214

$3,750,000
Jul 29, 2025

Sold (Public Record)

Public Record #1908842140

$3,750,000

+48.7% / yr

May 3, 2025

Pending

MRED #12346214

May 3, 2025

Contingent

MRED #12346214

Apr 30, 2025

Listed (Active)

MRED #12346214

$3,650,000
Aug 11, 2023

Cancelled

MRED #11795686

$1,799,000
Aug 1, 2023

Sold

MRED #11795682

$1,685,000
Jul 24, 2023

Sold (Public Record)

Public Record #1517117201

$1,685,000

-13.4% / yr

Jun 8, 2023

Pending

MRED #11795682

Jun 8, 2023

Contingent

MRED #11795682

May 31, 2023

Listed (Active)

MRED #11795682

$1,799,000
May 31, 2023

Cancelled

MRED #11758345

$1,899,900
May 31, 2023

Listed (Active)

MRED #11795686

$1,799,000
May 31, 2023

Cancelled

MRED #11758351

$1,899,900
Apr 13, 2023

Cancelled

MRED #11739998

$1,899,900
Apr 13, 2023

Listed (Active)

MRED #11758351

$1,899,900
Apr 13, 2023

Cancelled

MRED #11740221

$1,899,900
Apr 13, 2023

Listed (Active)

MRED #11758345

$1,899,900
Mar 18, 2023

Listed (Active)

MRED #11740221

$2,049,000
Mar 17, 2023

Listed (Active)

MRED #11739998

$2,049,000
Jun 23, 2022

Sold

MRED #11336471

$1,985,000
Jun 3, 2022

Sold (Public Record)

Public Record #1493425875

$1,985,000
Mar 9, 2022

Pending

MRED #11336471

Mar 3, 2022

Listed (Active)

MRED #11336471

$1,795,000
DateEvent & SourcePrice
08/01/2025

Sold

MRED #12346214

$3,750,000
07/29/2025

Sold (Public Record)

Public Record #1908842140

$3,750,000

+48.7% / yr

05/03/2025

Pending

MRED #12346214

05/03/2025

Contingent

MRED #12346214

04/30/2025

Listed (Active)

MRED #12346214

$3,650,000
08/11/2023

Cancelled

MRED #11795686

$1,799,000
08/01/2023

Sold

MRED #11795682

$1,685,000
07/24/2023

Sold (Public Record)

Public Record #1517117201

$1,685,000

-13.4% / yr

06/08/2023

Pending

MRED #11795682

06/08/2023

Contingent

MRED #11795682

05/31/2023

Listed (Active)

MRED #11795682

$1,799,000
05/31/2023

Cancelled

MRED #11758345

$1,899,900
05/31/2023

Listed (Active)

MRED #11795686

$1,799,000
05/31/2023

Cancelled

MRED #11758351

$1,899,900
04/13/2023

Cancelled

MRED #11739998

$1,899,900
04/13/2023

Listed (Active)

MRED #11758351

$1,899,900
04/13/2023

Cancelled

MRED #11740221

$1,899,900
04/13/2023

Listed (Active)

MRED #11758345

$1,899,900
03/18/2023

Listed (Active)

MRED #11740221

$2,049,000
03/17/2023

Listed (Active)

MRED #11739998

$2,049,000
06/23/2022

Sold

MRED #11336471

$1,985,000
06/03/2022

Sold (Public Record)

Public Record #1493425875

$1,985,000
03/09/2022

Pending

MRED #11336471

03/03/2022

Listed (Active)

MRED #11336471

$1,795,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 180 Dewindt Road

Taxable ValueLand$58,830Additions$105,171Total$164,001
Tax Record2023$38,021 ($3,168 / month)
Home Facts
Beds4Baths3.5Total Finished SqFt3,851 SqFtAbove Grade Finished SqFt3,851 SqFtStories2Lot Size42,022 SqFtStyleSingle Family ResidenceYear Built1930CountyCOOKAPN05-20-318-027Fireplace TypeHas Fireplace

Schools near 180 Dewindt Road

This home is within Winnetka School District 36.
Rating
School
Type
Grades
Distance
Public - K to 4
Public - 5 to 6
Public - 7 to 8
Public - 9
Rating
School
Distance
Crow Island Elementary School
PublicK to 4

The Skokie School
Public5 to 6

Carleton W Washburne School
Public7 to 8

New Trier Township H S Northfield
Public9

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Based on information from one of the following Multiple Listing Services: Midwest Real Estate Data LLC (\"MRED\"), MRED PLN GRID, Northwest Indiana REALTORS® Association and NorthWest Illinois Alliance of REALTORS. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Midwest Real Estate Data LLC (\"MRED\"), MRED PLN GRID, Northwest Indiana REALTORS® Association and NorthWest Illinois Alliance of REALTORS is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 08/01/2025 03:55 PM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.