$2,995,000

644 Oak St Winnetka, IL 60093

6 beds
3 full, 2 partial
5,461 sqft
0.4 acres
$548 / sqft
House

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

Home typeSingle Family Residence
HeatingNatural Gas
StatusActive
(New)
CoolingCentral Air
Size5,461 sqft
BasementYes
Lot size0.4 Acres
Year built1894
ParkingConcrete, Garage Door Opener, Garage, On Site, Garage Owned, Attached
MLS #12341040
Garage2 spaces

Summary

  • MLS Number: 12341040
  • MLS Name: MRED
  • Office Name: Compass
  • Office Phone: (847) 446-9600
  • Listing Agent: Paige Dooley

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exterior space featuring a chimney and a yard

$2,995,000

644 Oak St

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Price information

Property sales

DateEventPrice
Feb 10, 1998
Home Sold
$525,000

Tax history

YearAssessmentProperty 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.

All data from GreatSchools

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.

How much money do the neighbors make?

5%
<35k
20%
35k-100k
22%
100k-200k
53%
200k+

What level of education do the neighbors have?

No High School
High School Diploma
Post Secondary Degree
Masters Degree
Doctorate

What types of families live nearby?

22%
Single, No Kids
5%
Single, with Kids
33%
Married, No Kids
40%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

19%
<11 yrs old
14%
12-17 yrs old
7%
18-34 yrs old
43%
35-64 yrs old
17%
65+ yrs old

What do the neighbors do for fun?

  • Skiing/snowboardingSkiing/snowboarding
  • Men's TennisMen's Tennis
  • TennisTennis

Where do the neighbors shop?

  • NordstromNordstrom
  • BloomingdalesBloomingdales
  • Brooks BrothersBrooks Brothers

Where do the neighbors go to eat?

  • California Pizza KitchenCalifornia Pizza Kitchen
  • Bonefish GrillBonefish Grill
  • QdobaQdoba

What do the neighbors drive?

  • BMWBMW
  • LexusLexus
  • AcuraAcura

What do the neighbors listen to?

  • Talk/PersonalityTalk/Personality
  • NewsNews
  • SportsSports
All data provided by Home Junction and Claritas

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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.

From Rocket Homes Real Estate and based on county public records data.

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