644 Oak St

Winnetka, IL 60093

$3,055,000
Last Sold Price
6
Beds
5,461 Sq. Ft.
$559 / Sq. Ft.
5,461
Sq. Ft.
$559
per Sq. Ft.

Description

Stunning architectural gem in East Winnetka, where history meets modern sophistication. This magnificent 5+ bedroom, 3.2-bath classic, set on an expansive .4-acre lot, offers a unique blend of timeless charm and contemporary luxury overlooking the serene vistas of the iconic Village Green. Originally designed and built by the renowned architect William A. Otis for his own family, this home stands as one of Winnetka's most architecturally significant properties but his light airy floor plan with soaring...Stunning architectural gem in East Winnetka, where history meets modern sophistication. This magnificent 5+ bedroom, 3.2-bath classic, set on an expansive .4-acre lot, offers a unique blend of timeless charm and contemporary luxury overlooking the serene vistas of the iconic Village Green. Originally designed and built by the renowned architect William A. Otis for his own family, this home stands as one of Winnetka's most architecturally significant properties but his light airy floor plan with soaring ceilings and incredible panoramic vistas is perfect for the most discerning buyers. A thoughtful 2007 addition/house renovation seamlessly integrates timeless architectural elements with today's lifestyle needs, featuring a thoughtfully designed stylized kitchen, breakfast area, and a spacious family room that opens to private back patio and gardens. A grand paneled foyer introduces the home's exquisite original craftsmanship. The soaring beamed ceilings, intricate millwork, and quarter-sawn oak floors set the tone for the elegance that unfolds in each room. The living room, with its impressive fireplace, flows into the sophisticated dining room adorned with custom leaded glass cabinets and a delph-tiled fireplace and the original owners family crest & initials The heart of this home is the expansive kitchen, a culinary masterpiece equipped with marble countertops, bespoke cabinetry, and professional-grade stainless steel appliances & cleverly hidden command central station. The adjoining family room, with its high beamed ceiling and oversized windows, offers a seamless transition to the three-season porch, perfect for entertaining or enjoying tranquil views of the lush gardens and the Village Green. So good to have a mudroom room to attached garage & first floor laundry! The 2nd floor showcases 4+ beautifully appointed bedrooms, each with generous closet space, and a luxurious primary suite. This private retreat features vaulted ceilings, custom windows, dual walk-in closets, and a spa-inspired bathroom with a marble double sink, steam shower, and a private water closet. The lofty third floor provides versatile tree top living complete with oversized bedroom or playroom, smart office, renovated bath, and storage. Surprisingly tall ceilings in the lower level offer an expansive recroom, play room extraordinarily deep exercise room/golf simulator room (part of the addition) with custom climbing wall, and convenient access to the attached garage. Exceptional landscaped grounds offer a breathtaking setting for relaxation and enjoyment. With a spacious stone patio and gardens. This special home is a sanctuary in one of Winnetka's most distinguished neighborhoods. Experience the epitome of comfortable elegance in this jubilant home that is walkable to everything: town, train, parks, beach, schools and the Green Bay trail!

Listing Agent

  1. Paige Dooley

    Paige Dooley

    Listing Agent

    Compass

    paige.dooley@compass.com

    P: (847)-609-0963

Property Details for 644 Oak Street

Area
Winnetka
Township
New Trier
Ownership
Fee Simple
Num Of Garage Spaces
2.0
Num Of Parking Spaces
2.0
Num of Interior Fireplaces
2
Heat/Fuel
Natural Gas
LISTING UPDATED: 05/21/2025 04:36 AM

Property Details for 644 Oak Street

StatusClosed
MLS #12341040
Days on Market6
Taxes$45,671 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeDetached Single / 3 Stories
Year Built1894
Lot Size0.40 AC / 17,424 SF
CountyCook County

Virtual Tour

Building Information for 644 Oak Street

Stories-Year Built1894Building Size-Lot Size0.40 AC / 17,424 SF

Property Information for 644 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: Concrete, Garage Door Opener, Garage, On Site, Garage Owned, Attached
Location and General Information
  • Front Exposure: North, South
Taxes and HOA Information
  • Association Fee Frequency: Not Applicable
  • Association Fee Includes: None
Property Information
Interior Features
  • Interior Property Features: Cathedral Ceiling(s), Dry Bar
  • Num Of Rooms: 15
  • Bedrooms (Below Grade): 0
  • Community Features: Park, Curbs, Sidewalks, Street Lights, Street Paved
  • Attic: Unfinished
  • Bath Amenities: Double Sink
  • Basement Type: Partially Finished, Partial
  • Bedrooms Possible: 6
  • Air Conditioning: Central Air
  • Electric: 200+ Amp Service
  • Flooring: Hardwood
  • Dining Room: Separate
  • Basement Bathrooms: Yes
  • Fireplace Location: Living Room,Dining Room
  • Room Type: Bedroom 6, Breakfast Room, Enclosed Porch, Exercise Room, Foyer, Den, Office, Recreation Room, Bedroom 5, Mud Room
  • Num of Baths: 3.2
Exterior Features
  • Fencing: Partial
  • Patio And Porch Features: Patio
  • Type: 3 Stories
Utilities / Equipment
  • Sewer: Sewer-Public
  • Water: Lake Michigan
  • Appliances: Range, Microwave, Dishwasher, High End Refrigerator, Refrigerator-Bar, Freezer, Washer, Dryer, Disposal, All Stainless Steel Kitchen Appliances
Property/Lot Information
  • Exterior Property Features: Balcony, Lighting
  • New Construction YN: No
  • Rebuilt: No
  • Rehabilitated: No
  • Built Before 1978: Yes
  • Age: 100+ Years
  • Type Detached: 3 Stories
  • Total Sq Ft: 6780
  • Aprox Total Finished Sq Ft: 6780
  • Total Finished and Unfin Sq Ft: 6780
  • Lower Sq Ft: 1319
  • Main Sq Ft: 2024
  • Upper Sq Ft: 3437
  • Lot Description: Mature Trees, Garden
  • Lot Size: 5461.0
  • Lot Size Source: Survey
  • Lot Dimensions: 83 X 197
  • Waterfront: No
  • Disability Access and/or Equipped: No
  • Construction: Cedar
  • Roof Type: Shake
  • General Information: School Bus Service,Commuter Bus,Commuter Train,Interstate Access
  • Living Area Source: Plans
  • Assessor Square Footage: 6162
Property and Assessments
  • Public Document Count: 4
  • Document Date: 2025-04-25T15:12:37
  • Photos Count: 41
  • 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: 20X16
Bedroom #2 Information
  • 2nd Bedroom Level: Second
  • Room Type: Bedroom 2
  • Bedroom #2 Room Dimensions: 19X18
Bedroom #3 Information
  • 3rd Bedroom Level: Second
  • Room Type: Bedroom 3
  • Bedroom #3 Room Dimensions: 13X19
Bedroom #4 Information
  • 4th Bedroom Level: Second
  • Room Type: Bedroom 4
  • Bedroom #4 Room Dimensions: 20X9
Bedroom #5 Information
  • 5th Bedroom Level: Second
  • Room Type: Bedroom 5
  • Bedroom #5 Room Dimensions: 19X11
Bedroom #6 Information
  • 6th Bedroom Level: Third
  • Room Type: Bedroom 6
  • Bedroom #6 Room Dimensions: 24X17
Dining Room Information
  • Dining Room Level: Main
  • RoomType_DR: Dining Room
  • Dining Room Dimensions: 18X14
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: 19X13
Laundry Information
  • Laundry Level: Main
  • Room Type: Laundry
  • Laundry Dimensions: 21X4
Living Room Information
  • Living Room Level: Main
  • Room Type: Living Room
  • Living Room Dimensions: 17X17
Foyer Information
  • Room Level: Main
  • Room Type: Foyer
  • Deck Dimensions: 4X9
Recreation Room Information
  • Room Level: Basement
  • Room Type: Recreation Room
  • Deck Dimensions: 30X22
Mud Room Information
  • Room Level: Main
  • Room Type: Mud Room
  • Deck Dimensions: 8X8
Office Information
  • Room Level: Third
  • Room Type: Office
  • Deck Dimensions: 14X16
Enclosed Porch Information
  • Room Level: Main
  • Room Type: Enclosed Porch
  • Deck Dimensions: 11X30
Exercise Room Information
  • Room Level: Basement
  • Room Type: Exercise Room
  • Deck Dimensions: 18X15
Den Information
  • Room Level: Main
  • Room Type: Den
  • Deck Dimensions: 12X10
Breakfast Room Information
  • Room Level: Main
  • Room Type: Breakfast Room
  • Deck Dimensions: 16X8

Property History for 644 Oak Street

DateEvent & SourcePriceAppreciation
DateEvent & SourcePrice

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

Public Records for 644 Oak Street

Taxable ValueLand$55,337Additions$141,662Total$196,999
Tax Record2023$45,671 ($3,806 / month)
Home Facts
Beds7Baths3.5Total Finished SqFt6,162 SqFtAbove Grade Finished SqFt6,162 SqFtStories2Lot Size16,769 SqFtStyleSingle Family ResidenceYear Built1894CountyCOOKAPN05-21-116-006Fireplace TypeHas Fireplace

Schools near 644 Oak Street

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
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.

Similar Homes

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Similar Sold Homes

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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 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 05/21/2025 04:36 AM. 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.