#12219467, Joshua Ha, Listing Office: EAR Real Estate, Ltd.
644 Oak St Winnetka, IL 60093
Property details
About 644 Oak St
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!
Highlights
(New)
Summary
- MLS Number: 12341040
- MLS Name: MRED
- Office Name: Compass
- Office Phone: (847) 446-9600
- Listing Agent: Paige Dooley
Listings courtesy of Midwest Real Estate Data as distributed by MLS GRID.
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. Properties displayed may be listed or sold by various participants in the MLS. Copyright © 2025 Midwest Real Estate Data LLC (MRED). All rights reserved.
The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than the broker/agent who owns the website are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers.
All data is obtained from various sources and has not been, and will not be, verified by broker or MRED. MRED 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. IDX information is provided exclusively for consumers’ personal non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed by MTP or MRED. The use of the MRED Data may be subject to an end user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time.
Some properties which appear for sale on this website may subsequently have sold and may no longer be available. Information Deemed Reliable but Not Guaranteed. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.
DIGITAL MILLENNIUM COPYRIGHT ACT (DMCA) NOTICE
The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the "DMCA") provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.co
The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.
Copyright © 2025 Midwest Real Estate Data LLC (MRED). All rights reserved.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 4/26/2025, 12:45:53 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
Get an agent. Get a mortgage. Save big.¹

$2,995,000
644 Oak St
Sell your home with Rocket and save even more!
Seller rebate
0.5% sale price²
Price information
Property sales
Date | Event | Price |
---|---|---|
Feb 10, 1998 | Home Sold | $525,000 |
Tax history
Year | Assessment | Property Tax |
---|---|---|
2022 | $196,999 | $42,995 |
2021 | $171,222 | $44,436 |
2020 | $171,222 | $43,728 |
2019 | $186,111 | $43,399 |
2018 | $172,392 | $41,349 |
2017 | $172,392 | $40,073 |
History based on county public records data.
Nearby schools
6
Greeley Elementary School
Public District KG-4
0.6 mi
•275 Fairview Ave
10
Crow Island Elementary School
Public District KG-4
0.9 mi
•1112 Willow Rd
9
The Skokie School
Public District 5-6
0.9 mi
•520 Glendale Ave
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $217,023. Typical income of Winnetka, IL residents is $200k+ annually. Residents typically live in married, with kids family. Residents of this area typically have post secondary degree education.
Similar homes for sale
Frequently asked questions
About 644 Oak St
This home is located at 644 Oak St in Winnetka, IL and zip code 60093 in the Village of Winnetka neighborhood. This 5,461 square foot home, which was built in 1894, sits on a 0.40 acre lot. Features: 6 bedrooms, 5 bathrooms. It has been listed on Rocket Homes since April 21, 2025 and is currently priced at $2,995,000.
Winnetka, IL housing market in March 2025 saw over 7 listings sold above listed price, more than 2 sold at listed price and over 4 sold below. The inventory of homes for sale in Winnetka, IL between February and March 2025 increased by 16.7%. The median list price of listings available in March 2025 was $1,632,500, while the average time on the real estate market was 31 days.