IL > Winnetka
Winnetka, IL 60093,550 Oak ST
Winnetka, IL 60093,550 Oak ST
Winnetka, IL 60093,550 Oak ST
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Oleg Komarnytskyy

Oleg Komarnytskyy

+1(847) 737-5037
$1,599,000
Est. payment /mo
5 Beds
4 Baths
5,000 SqFt
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Key Details

Property Type Single Family Home

Sub Type Detached Single

Listing Status Active

Purchase Type For Sale

Square Footage 5,000 sqft

Price per Sqft $319

MLS Listing ID 12349818

Style Traditional

Bedrooms 5

Full Baths 3

Half Baths 2

Year Built 1894

Annual Tax Amount $33,616

Tax Year 2023

Lot Size 0.420 Acres

Lot Dimensions 140X127X88X10X52X137

Property Sub-Type Detached Single

Property 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, 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.

Location

State IL

County Cook

Area Winnetka

Rooms

Basement Unfinished, Full

Interior

Heating Radiator(s)

Cooling Small Duct High Velocity

Flooring Hardwood

Fireplaces Number 5

Fireplaces Type Wood Burning

Equipment Ceiling Fan(s), Water Heater-Gas

Fireplace Y

Appliance Range, Dishwasher, Refrigerator

Laundry Main Level, Gas Dryer Hookup

Exterior

Garage Spaces 2.0

Community Features Sidewalks

Roof Type Asphalt

Building

Lot Description Corner Lot

Dwelling Type Detached Single

Building Description Frame, No

Sewer Public Sewer

Water Lake Michigan

Structure Type Frame

New Construction false

Schools

Elementary Schools Greeley Elementary School

Middle Schools Carleton W Washburne School

High Schools New Trier Twp H.S. Northfield/Wi

School District 36 , 36, 203

Others

HOA Fee Include None

Ownership Fee Simple

Special Listing Condition List Broker Must Accompany

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Midwest Real Estate Data (MRED) IDX
© 2025 Listings courtesy of MRED as distributed by MLS GRID. All Rights Reserved.
Listed by Paige Dooley • Compass

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Oleg Komarnytskyy

+1(847) 737-5037

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