550 Oak St

Winnetka, IL 60093

$2,201,894
Last Sold Price
5
Beds
5,000 Sq. Ft.
$440 / Sq. Ft.
5,000
Sq. Ft.
$440
per Sq. Ft.
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Closed 7/29/25
Closed 7/29/25
a house with a tree in front of it
a front view of house with yard and green space
a view of entryway and hall with wooden floor
a view of a livingroom with furniture and wooden floor
a living room with furniture and a fireplace
a living room with furniture fireplace and a window
a living room with fireplace furniture and a large window
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a living room with furniture and a large window
a living room with furniture and a fireplace
a bed room with a bed and a fireplace
a living room with furniture and a window
a living room with furniture and a large window
a front view of a house with a garden
a front view of a house with a garden and plants
a living room with furniture and large windows
a living room with furniture and a window
a view of a dining room with furniture window and wooden floor
a dining room with furniture and wooden floor
a kitchen that has a table chairs and wooden floor
a kitchen with a stove a refrigerator and white cabinets
a living room with stainless steel appliances granite countertop a stove top oven a dining table and chairs with wooden floor
a dining room with furniture and window
a living room with furniture and a window
a kitchen with a sink and cabinets
a view of staircase with railing and white walls
a bedroom with a bed and a window
a bedroom with a bed and wooden floor
a bedroom with a bed and wooden floor
a living room with furniture and a wooden floor
a living room with furniture and wooden floor
a bathroom with a sink toilet and shower
a bedroom with a bed and a window
a living room with furniture and a large window
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a house that has a tree in front of the house
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Description

Opportunity to own and enhance a once-in-a-generation architecturally rich East Winnetka home built in 1894 and set on a beautifully landscaped .42-acre corner lot just steps from town, train, schools, Lake Michigan beaches and the Village Green. Bring your contractor with you to see this solidly built 5000 plus square foot, 5+ bedrooms, 3.2 baths vintage beauty that is surrounded by an iconic white "acorn" picket fence. This home is full of original character with soaring ceilings, fine millwork,...Opportunity to own and enhance a once-in-a-generation architecturally rich East Winnetka home built in 1894 and set on a beautifully landscaped .42-acre corner lot just steps from town, train, schools, Lake Michigan beaches and the Village Green. Bring your contractor with you to see this solidly built 5000 plus square foot, 5+ bedrooms, 3.2 baths vintage beauty that is surrounded by an iconic white "acorn" picket fence. This home is full of original character with soaring ceilings, fine millwork, original hardwood floors and five handsome wood-burning fireplaces. Expansive, light-filled rooms offer a flexible and gracious layout that could work perfectly for today's lifestyle. Watch the world go by on the oversized, serene, screened porch. Be welcomed by the gracious foyer leading to a stunning living room with custom bookcases and a grand dining room with a fireplace offering a meticulously preserved surround. At the heart of the home is the breathtaking family room affectionately known as "the library" distinguished by walls of built-in bookcases, lofty ceilings, rich woodwork, and a dramatic wall of windows that bathe the space in natural light. This extraordinary room opens to the spacious porch with bead board accents and overlooks the lush, expansive yard. A thoughtfully designed and potential open-concept kitchen connects seamlessly to the rear mudroom/butler's pantry and is flanked by two versatile spaces perfect for use as an office, food pantry or laundry room. Upstairs, the primary suite offers a peaceful retreat with its own sitting room, ample closet space, and a private en-suite bath. Four additional bedrooms and a well-appointed hall bath provide flexibility and endless opportunities for personalization. In addition to a separate alarmed and locked security room with large fireproof safe, the lower level adds the possibility for expanded living ideal for recreation, fitness, hobbies, a shop, or storage. The attic with its lofty ceilings has potential for future living space. Panoramic views abound from nearly every room, framing the private, beautifully landscaped grounds. The expansive yard, enhanced by mature plantings and tranquil green space, is perfect for entertaining, play, or quiet outdoor enjoyment. 550 Oak is more than just a home it is a beloved sanctuary where every detail has been thoughtfully preserved to honor its legacy while elevating its livability. Nestled in one of Winnetka's most distinguished neighborhoods and walkable to all, this is a truly exceptional opportunity to own a piece of Winnetka's storied history - ready to be reimagined for generations to come. *Note the house is in an estate and is being conveyed AS-IS. Please complete all inspections and contractor visits prior to any offer being submitted in order to waive the inspection contingency. Showings begin on Tuesday, June 24th.

Listing Agent

  1. Paige Dooley

    Paige Dooley

    Listing Agent

    Compass

    P: (847)-609-0963

    CallText

Sold By Compass

Property Details for 550 Oak Street

Area
Winnetka
Township
New Trier
Ownership
Fee Simple
Num Of Garage Spaces
2.0
Num Of Parking Spaces
2.0
Air Conditioning Type
Small Duct High Velocity
Num of Interior Fireplaces
5
Heat/Fuel
Radiator(s)
LISTING UPDATED: 07/29/2025 04:00 PM

Property Details for 550 Oak Street

StatusClosed
MLS #12349818
Days on Market9
Taxes$33,616 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeDetached Single / 2 Stories
Year Built1894
Lot Size0.42 AC / 18,295 SF
CountyCook County
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Location

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Building Information for 550 Oak Street

Stories-Year Built1894Building Size-Lot Size0.42 AC / 18,295 SF

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$13,774 per month

30 year fixed, 6.36% Interest

Principal and Interest

$10,972

Property Taxes

$2,801

HOA Dues

$0

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Property Information for 550 Oak Street

General Information
School Information
  • Elementary School District: 36
  • Elementary School: Greeley Elementary School
  • Jr High Middle School: Carleton W Washburne 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, On Site, Garage Owned, Attached, Garage
Taxes and HOA Information
  • Association Fee Frequency: Not Applicable
  • Association Fee Includes: None
  • Master Association Fee Frequency: Not Required
Property Information
Interior Features
  • Num Of Rooms: 14
  • Bedrooms Total: 5
  • Bedrooms (Below Grade): 0
  • Community Features: Sidewalks
  • Attic: Pull Down Stair,Unfinished
  • Fireplace Features: Wood Burning
  • Basement Type: Unfinished, Full
  • Bedrooms Possible: 5
  • Air Conditioning: Small Duct High Velocity
  • Electric: 200+ Amp Service
  • Flooring: Hardwood
  • Dining Room: Separate
  • Basement Bathrooms: Yes
  • Fireplace Location: Family Room,Living Room,Master Bedroom,Basement,Dining Room
  • Room Type: Mud Room, Bedroom 5, Office, Sitting Room, Screened Porch, Play Room, Exercise Room, Storage, Recreation Room, Other Room
  • Num of Baths: 3.2
Exterior Features
  • Fencing: Fenced
  • Patio And Porch Features: Screened
  • Type: 2 Stories
Utilities / Equipment
  • Sewer: Sewer-Public
  • Water: Lake Michigan
  • Appliances: Range, Dishwasher, Refrigerator
  • Other Equipment: Ceiling Fan(s), Water Heater-Gas
Property/Lot Information
  • New Construction YN: No
  • Rebuilt: No
  • Rehabilitated: No
  • Built Before 1978: Yes
  • Age: 100+ Years
  • Type Detached: 2 Stories
  • Total Sq Ft: 4496
  • Aprox Total Finished Sq Ft: 4496
  • Total Finished and Unfin Sq Ft: 5983
  • Main Sq Ft: 2666
  • Upper Sq Ft: 1830
  • Lot Description: Corner Lot
  • Lot Size: 18310.0
  • Lot Size Source: County Records
  • Lot Dimensions: 140 X 127 X 88 X 10 X 52 X 137
  • Waterfront: No
  • Disability Access and/or Equipped: No
  • Exterior Building Type: Frame
  • Construction: Frame
  • Roof Type: Asphalt
  • Foundation Details: Brick/Mortar, Concrete Perimeter
  • General Information: None
  • Living Area Source: Plans
  • Assessor Square Footage: 4172
  • Unfinished Lower Sq Ft: 1487
Property and Assessments
  • Public Document Count: 4
  • Document Date: 2025-06-18T19:43:14
  • Photos Count: 45
  • 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
  • Master Bedroom Dimensions: 16X14
Bedroom #2 Information
  • 2nd Bedroom Level: Second
  • Room Type: Bedroom 2
  • Bedroom #2 Room Dimensions: 13X13
Bedroom #3 Information
  • 3rd Bedroom Level: Second
  • Room Type: Bedroom 3
  • Bedroom #3 Room Dimensions: 12X11
Bedroom #4 Information
  • 4th Bedroom Level: Second
  • Room Type: Bedroom 4
  • Bedroom #4 Room Dimensions: 14X13
Bedroom #5 Information
  • 5th Bedroom Level: Second
  • Room Type: Bedroom 5
  • Bedroom #5 Room Dimensions: 15X15
Dining Room Information
  • Dining Room Level: Main
  • RoomType_DR: Dining Room
  • Dining Room Dimensions: 19X14
Family Room Information
  • Family Room Level: Main
  • RoomType_FR: Family Room
  • Family Room Dimensions: 18X16
Kitchen Information
  • Kitchen Level: Main
  • RoomType_KT: Kitchen
  • Kitchen Dimensions: 18X17
Laundry Information
  • Laundry Level: Main
  • Room Type: Laundry
  • Laundry Dimensions: 8X12
Living Room Information
  • Living Room Level: Main
  • Room Type: Living Room
  • Living Room Dimensions: 30X15
Storage Room 1 Information
  • Room Level: Basement
  • Room Type: Storage
  • Dimensions: 33X22
Recreation Room Information
  • Room Level: Basement
  • Room Type: Recreation Room
  • Dimensions: 22X21
Play Room Information
  • Room Level: Basement
  • Room Type: Play Room
  • Dimensions: 17X17
Mud Room Information
  • Room Level: Main
  • Room Type: Mud Room
  • Dimensions: 10X9
Office Information
  • Room Level: Main
  • Room Type: Office
  • Dimensions: 10X10
Exercise Room Information
  • Room Level: Basement
  • Room Type: Exercise Room
  • Dimensions: 12X11
Other Room Information
  • Room Level: Basement
  • Room Type: Other Room
  • Dimensions: 22X9
Screened Porch Information
  • Room Level: Main
  • Room Type: Screened Porch
  • Dimensions: 25X12
Sitting Room Information
  • Room Level: Second
  • Room Type: Sitting Room
  • Dimensions: 17X16

Property History for 550 Oak Street

DateEvent & SourcePriceAppreciation
Jul 29, 2025

Sold

MRED #12349818

$2,201,894—
Jul 18, 2025

Sold (Public Record)

Public Record #1907841026

$2,202,000—
Jun 30, 2025

Pending

MRED #12349818

—
DateEvent & SourcePrice
07/29/2025

Sold

MRED #12349818

$2,201,894
07/18/2025

Sold (Public Record)

Public Record #1907841026

$2,202,000
06/30/2025

Pending

MRED #12349818

—

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

Public Records for 550 Oak Street

Taxable ValueLand$60,423Additions$84,577Total$145,000
Tax Record2023$33,616 ($2,801 / month)
Home Facts
Beds5Baths3.5Total Finished SqFt4,172 SqFtAbove Grade Finished SqFt4,172 SqFtStories2Lot Size18,310 SqFtStyleSingle Family ResidenceYear Built1894CountyCOOKAPN05-21-118-004Fireplace TypeHas Fireplace

Schools near 550 Oak Street

This home is within Winnetka School District 36.
Rating
School
Type
Grades
Distance
Greeley Elementary School
Public - K to 4
The Skokie School
Public - 5 to 6
Carleton W Washburne School
Public - 7 to 8
New Trier Township H S Northfield
Public - 9
Rating
School
Distance
Greeley 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 07/29/2025 04:00 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.